Method for controlling weeds

By using sulfonylpyrazole, a pesticide formulation with needle-like crystals, in specific soils, the problem of unstable weed control effect of sulfonylpyrazole has been solved, achieving a more efficient weed control effect.

CN116709919BActive Publication Date: 2026-04-17KUMIAI CHEM IND CO LTD
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
KUMIAI CHEM IND CO LTD
Filing Date
2022-01-19
Publication Date
2026-04-17

AI Technical Summary

Technical Problem

In existing technologies, the effect of the crystal shape of sulfonylpyrazole on the weed control effect has not been fully utilized, resulting in unstable weed control effect under different soil conditions.

Method used

Sulfonazole, using needle-like crystals, is applied to specific soils for soil treatment. It is then processed into wettable powder, wettable granules, aqueous suspension, or oil suspension through a micro-pulverization process. Combined with appropriate rainfall control, this improves weed control efficacy.

Benefits of technology

Under specific soil conditions, treatment with needle-like crystals significantly improved weed control and enhanced the stability and efficiency of the herbicide.

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Abstract

This invention provides a method for more effectively controlling weeds when soil is treated with sulfonylpyrazole. The invention relates to methods for weed control, such as treating soil composed of clay content of 15% or more or sand content of less than 65% with sulfonylpyrazole in the form of needle-like crystals.
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Description

Technical Field

[0001] This invention relates to a method for controlling weeds using needle-like crystals of sulfonylpyrazole. More specifically, it relates to a method for controlling weeds in which a high degree of weed control can be achieved by applying sulfonylpyrazole crystals of the described shape to soil having a specific soil texture. Background Technology

[0002] Sulfonazole is a well-known herbicidal active ingredient (Patent Document 1) and is commercially available in many countries, including Japan. It is known to have high herbicidal efficacy against grassy weeds such as barnyard grass, crabgrass, foxtail grass, Kentucky bluegrass, rockgrass, wild oats, Italian ryegrass, Swiss ryegrass, wild oats, and wild oats. It also exhibits high herbicidal efficacy against broadleaf weeds such as amaranth, sorrel, lambsquarters, chickweed, velvetleaf, purslane, Colorado river hemp, ragweed, morning glory, crape myrtle, speedwell, ivy, violet, sedge, oil sedge, scorpionless scales, awned sedge, and sedge, as well as perennial and annual awned sedge weeds such as sedge, oil sedge, scorpionless scales, awned sedge, and sedge. It also has a broad spectrum of herbicidal activity (Non-Patent Document 1).

[0003] Generally speaking, soil treatment is one of the effective herbicide application methods in drylands. Although it can be expected to control pests for a long time, the effectiveness of weed control can vary depending on the environmental conditions after treatment. For example, soil type and rainfall after herbicide treatment are the main reasons for the variation in weed control effectiveness. Depending on the combination of soil type and rainfall, the weed control effect can sometimes be reduced.

[0004] On the other hand, regarding sulfonylpyrazole, crystals exhibiting different characteristics, such as columnar and needle-like shapes, can be obtained through different manufacturing methods. Furthermore, it is known that different hydration properties, redispersibility, etc., can be observed depending on the shape of the crystal (Patent Document 2).

[0005] However, it is unknown that the different crystal shapes of sulfopyrazole would cause differences in herbicidal efficacy.

[0006] Existing technical documents

[0007] Patent documents

[0008] Patent Document 1: WO02 / 062770A1

[0009] Patent Document 2: WO2021 / 002484A2

[0010] Non-patent literature

[0011] Non-Patent Literature 1: Yoshihiro Yamaji, Hisashi Honda, Masanori Kobayashi, RyoHanai, Jun Inoue, “Weed Control efficacy of a novel herbicide, pyroxasulfone,” 2014, Volume 39, Issues 3, Pages 165-169 Summary of the Invention

[0012] The technical problem that the invention aims to solve

[0013] The purpose of this invention is to provide a method for more effective weed control when soil treatment is performed with sulfopyrazole.

[0014] Technical means to solve technical problems

[0015] The inventors conducted in-depth research and discovered that the aforementioned technical problem could be solved by treating soil composed of specific components with needle-like sulfonylpyrazole, thus completing the present invention.

[0016] The embodiments of the present invention are described below.

[0017] [1] A method for controlling weeds, wherein soil with a clay content of more than 15% or a sand content of less than 65% is treated with needle-like crystals of sulfopyrazine.

[0018] [2] A method for controlling weeds, wherein a pesticide formulation is obtained by micro-pulverizing a powder or slurry containing needle-like crystals of sulfonylpyrazole, and the pesticide formulation is used to treat soil with a clay content of 15% or more or a sand content of less than 65%.

[0019] [3] According to the method described in 2, the pesticide formulation is a wettable powder, wettable granules, aqueous suspension or oil suspension.

[0020] [4] According to any one of 1 to 3, the cumulative rainfall within 7 days after the soil is treated is less than 15 mm.

[0021] Invention Effects

[0022] According to the present invention, soil treatment with sulfonylpyrazole under given conditions can provide a higher herbicidal effect. Detailed Implementation

[0023] Regarding the pyroxasulfone used in this invention, the name is the ISO name (a generic name based on the International Standardized Structure), and its chemical name is 3-[5-(difluoromethoxy)-1-methyl-3-(trifluoromethyl)pyrazol-4-ylmethylsulfonyl]-4,5-dihydro-5,5-dimethyl-1,2-oxazole.

[0024] Regarding the crystal shapes of sulfonylpyrazole, two types are known: needle-shaped crystals and columnar crystals. Patent Document 2 discloses these shapes and their respective manufacturing methods. Here, a needle-shaped crystal refers to a crystal in which, when an imaginary rectangle is inscribed in the orthographic projection of the crystal being observed, the length of the longer side of the rectangle exceeds 10 times the length of the shorter side. Furthermore, a columnar crystal refers to a crystal in which the ratio of the length of the shorter side to the length of the longer side of the rectangle is 1:1 to 1:10, preferably 1:1 to 1:5. The shape of the sulfonylpyrazole crystals can be observed using optical microscopes, electron microscopes, etc., and the observation method is not particularly limited. In the needle-shaped sulfonylpyrazole crystals used in this invention, columnar crystals may be mixed in; when randomly observing 10 of them, it is preferable that 8 or more crystals are needle-shaped.

[0025] When using sulfopyrazine needle crystals as the active herbicidal ingredient, the crystals can be used alone. However, from the perspectives of safety and convenience, it is preferable to process them into pesticide compositions, i.e. pesticide formulations, that are blended with various pesticide adjuvants for use.

[0026] The needle-like crystals of sulfonylpyrazole used in this invention can be processed into various formulations of pesticide formulations using known and conventional formulation techniques. Such pesticide formulations (hereinafter, sometimes referred to as the pesticide formulations of this invention) are also included in this invention. The pesticide formulations of this invention can be obtained by micronizing a powder or slurry containing needle-like crystals of sulfonylpyrazole.

[0027] Examples of pesticide formulations used in this invention include, but are not limited to: formulations such as powders and granules that are dispersed in their original form on farmland; and formulations such as wettable powders, wettable granules, aqueous suspensions, or oil suspensions that are prepared into suspensions using dispersing water and then dispersed onto farmland.

[0028] Preferred examples of the dosage form include formulations such as wettable powders, wettable granules, aqueous suspensions, or oily suspensions, which utilize dispersing water to prepare a suspension and disperse the suspension in farmland or similar areas.

[0029] In one approach, more preferred specific examples of the dosage form include solid dosage forms such as wettable powders and wettable granules.

[0030] More preferred specific examples of the solid dosage form include wettable powders.

[0031] In another approach, a more preferred specific example of the dosage form includes liquid formulations such as aqueous or oily suspensions.

[0032] More preferred specific examples of the liquid formulation include aqueous suspensions.

[0033] Wettable powders are powdered solid formulations containing pesticide active ingredients (needle-shaped crystals of sulfopyrazine in this invention), surfactants as pesticide adjuvants, and solid carriers. The manufacturing method of wettable powders is not particularly limited.

[0034] Wettable granules are granular solid formulations containing the active pesticide ingredient (needle-shaped crystals of sulfopyrazine in this invention), a surfactant as a pesticide adjuvant, and a solid carrier. The manufacturing method of wettable granules is not particularly limited.

[0035] Aqueous suspension concentrates are aqueous liquid formulations containing pesticide active ingredients (needle-shaped crystals of sulfopyrazole in this invention), surfactants as pesticide adjuvants, and water. The manufacturing method of aqueous suspension concentrates is not particularly limited.

[0036] Oily suspensions are oily liquid formulations containing the active pesticide ingredient (needle-shaped crystals of sulfopyrazole in this invention), a surfactant as a pesticide adjuvant, and an oily dispersion medium. A poor solvent for the active pesticide ingredient is preferably used as the oily dispersion medium. The method for manufacturing oily suspensions is not particularly limited.

[0037] The amount and proportion of the surfactant can be appropriately set by those skilled in the art. A single surfactant can be used, or two or more can be used in combination. Examples of surfactants include, but are not limited to: nonionic surfactants such as polyoxyethylene fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene castor oil, polyoxyethylene hydrogenated castor oil, polyglycerol fatty acid esters, polyoxyethylene alkyl ethers, polyoxyethylene alkyl aryl ethers, polyoxyethylene arylphenyl ethers, sorbitan monoalkylates, ethynyl alcohol and ethynyl glycol, and their olefinic adducts; cationic surfactants such as tetraalkylammonium salts, alkylamines, and alkylpyrimidine onium salts; alkyl aryl sulfonates such as alkylbenzene sulfonates and their condensates, dialkyl sulfonates, dialkyl succinates, aryl sulfonates and their condensates. Anionic surfactants include polyoxyethylene aryl ether sulfates, polyoxyethylene aryl ether phosphates, polyoxyethylene alkyl ether sulfates, polyoxyethylene alkyl ether phosphates, polyoxyethylene styrene phenyl ether sulfates, and other polyoxyethylene aryl ether sulfates, polyoxyethylene aryl ether phosphates, polyoxyethylene alkyl aryl ether sulfates, and polyoxyethylene alkyl aryl ether phosphates; amphoteric surfactants include alkyl betaine, alkyl amine oxides, alkyl imidazoline betaine, amino acids, and lecithin; polysiloxane surfactants include polyether-modified polysiloxanes; and fluorinated surfactants include perfluoroalkyl sulfonic acids, perfluoroalkyl carboxylic acids, and FT OH (fluorotelomer alcohol).

[0038] The amount and proportion of the solid carrier can be appropriately set by those skilled in the art. A single solid carrier can be used alone, or any two or more can be used in combination. Examples of solid carriers include, but are not limited to: mineral powders such as bentonite, talc, clay, kaolin, diatomaceous earth, amorphous silica, calcium carbonate, and magnesium carbonate; sugars such as glucose, sucrose, and lactose; carboxymethyl cellulose and its salts; starch, dextrin and its derivatives; microcrystalline cellulose; and urea; and water-soluble inorganic salts such as sodium sulfate, ammonium sulfate, and potassium chloride.

[0039] The amount and proportion of the oily dispersion medium can be appropriately set by those skilled in the art. One type of oily dispersant can be used alone, or any two or more can be used in combination. Examples of oily dispersion media include, but are not limited to: animal oils such as whale oil, cod liver oil, musk oil, and mink oil; vegetable oils such as soybean oil, rapeseed oil, corn oil, sunflower oil, cottonseed oil, flaxseed oil, coconut oil, palm oil, thistle oil, walnut oil, peanut oil, olive oil, papaya oil, camellia oil, coconut oil, sesame oil, rice bran oil, peanut oil, tung oil, sunflower oil, and castor oil; fatty acid esters such as methyl oleate, methyl rapeseed oil, or ethyl rapeseed oil; and mineral oils such as paraffin wax, olefins, alkylbenzenes (e.g., toluene, xylene, mesitylene, ethylbenzene, etc.), alkylnaphthalenes (e.g., methylnaphthalene, dimethylnaphthalene, ethylnaphthalene, etc.), kerosene, and phenylxylene ethane.

[0040] In addition to the above, the pesticide formulations used in this invention may, as needed, contain the following pesticide adjuvants: starch, alginic acid, glycerin, polyvinylpyrrolidone, polyurethane, polyethylene glycol, polypropylene glycol, polybutene, polyvinyl alcohol, gum arabic, liquid paraffin, ethyl cellulose, polyvinyl acetate, thickening polysaccharides (e.g., xanthan gum, gum arabic, guar gum), etc.; lubricants such as calcium stearate, talc, silica, etc.; antifreeze agents such as low molecular weight water-soluble substances (e.g., urea, salt), water-soluble polyols (e.g., propylene glycol, ethylene glycol, diethylene glycol, glycerin), etc.; colorants such as brilliant blue FCF, anthocyanin green G, acid green G, etc.; sorbic acid, potassium sorbate, p-chloro-m-xylenol, butylparaben, sodium dehydroacetate, 5-chloro... Preservatives such as 2-methyl-4-isothiazolin-3-one, 2-bromo-2-propane-1,3-diol, and 1,2-benzisothiazolin-3-one; pH adjusters such as inorganic acids (e.g., hydrochloric acid, sulfuric acid, phosphoric acid), organic acids (e.g., citric acid, phthalic acid, succinic acid), organometallic salts (e.g., sodium citrate, potassium hydrogen phthalate), inorganic metal salts (e.g., disodium hydrogen phosphate, sodium dihydrogen phosphate, dipotassium hydrogen phosphate, potassium dihydrogen phosphate, sodium carbonate, potassium carbonate, sodium borate), hydroxides (e.g., sodium hydroxide, potassium hydroxide), and organic amines (e.g., triethanolamine); defoamers such as polysiloxane defoamers (e.g., dimethylpolysiloxane, polyphenylsiloxane), fatty acids (e.g., myristic acid), and fatty acid metal salts (e.g., sodium stearate). Furthermore, when the pesticide formulation of the present invention is a liquid formulation, a thickener may be included as needed. There are no particular limitations on the thickener; for example, the materials described above as solid carriers and binders can be used. The dosage and proportion of these pesticide adjuvants used in the pesticide formulations of the present invention can be appropriately set by those skilled in the art.

[0041] Furthermore, the pesticide formulations used in this invention may include toxicity-reducing agents as needed. The dosage and proportion of toxicity-reducing agents can be appropriately set by those skilled in the art. A single toxicity-reducing agent can be used alone, or any two or more can be used in combination. Examples of toxicity reducers include, but are not limited to: benoxacor, furilazole, dichlormid, dicyclonone, DKA-24 (N1,N2-diallyl-N2-dichloroacetylglycine amide), AD-67 (4-dichloroacetyl-1-oxa-4-azaspiro[4.5]decane), PPG-1292 (2,2-dichloro-N-(1,3-dioxane-2-ylmethyl)-N-(2-propenyl)acetamide), R-29148 (3-dichloroacetyl-2,2,5-trimethyl-1,3-oxazolidine), cloquintcet-mexyl, and 1,8-naphthalic anhydride. Anhydride), mefenpyr-diethyl, mefenpyr, mefenpyr-ethyl, fenchlorazole-ethyl, fenclorim, MG-191 (2-dichloromethyl-2-methyl-1,3-dioxane), cyometrinil, flurazole, fluxofenim, isoxadifen, isoxadifen-ethyl, oxabetrinil, cyprosulfamide, lower alkyl-substituted benzoic acid, TI-35 (1-dichloroacetylazepane) or N-(2-methoxybenzoyl)-4-[(methylaminocarbonyl)amino]benzenesulfonamide (chemical name, CAS Registry No.: 129531-12-0).

[0042] Furthermore, in the pesticide formulations used in this invention, additional herbicidal active ingredients may be included separately from the needle-like crystals of sulfadiazine, as needed. The dosage and proportion of the additional herbicidal active ingredient can be appropriately set by those skilled in the art. The additional herbicidal active ingredient may be used alone or in combination with any two or more. Examples of additional herbicidal active ingredients include, but are not limited to, the following: ioxynil, aclofen, acrolein, azafenidin, acifluorfen (including salts with sodium, etc.), azimsulfuron, asulam, acetochlor, atrazine, anilofos, amicabazone, and amidosulfuron. osulfuron, amitrol, aminocyclopyrachlor, aminopyralid, amiprofos-methyl, ametryn, alachlor, alloxydim, isouron, isoxachlortole, isoxaflutole, isoxaben, isoproturon oturon, ipfencarbazone, imazaquin, imazapic (containing salts of amines, etc.), imazapyr (containing salts of isopropylamine, etc.), imazamethabenz-methyl, imazamox, imazethapyr, imazosulfuron, indaziflam, indanofan, eglina Zine-ethyl, esprocarb, ethametsulfuron-methyl, ethalfluralin, ethidimuron, ethoxysulfuron, ethoxyfen-ethyl, ethofumesate, etobenzanid, endothal-disodium, oxadiazonOxadiargyl, oxaziclomefone, oxasulfuron, oxyfluorfen, oryzalin, orthosulfamuron, orbencarb, oleic acid, cafenstrole, carfentrazone-ethyl, karbutilate, carbetamide, quizalofop-ethyl, quizalofop-P-ethyl, quizalofop-P-tefuryl, quinoclamine, quinclorac, quinmerac, benzyl... Cumuluron, clacyfos, glyphosate (containing salts of sodium, potassium, ammonium, amine, propylamine, isopropylamine, dimethylamine, or trimethyl sulfide, etc.), glufosinate (containing salts of amine or sodium, etc.), glufosinate-P-sodium, clethodim, clodinafop-propargyl, clopyralid, clonazepam, methoxyfenozide (... Chlomethoxyfen), clonprop, cloransulam-methyl, chloramben, chloridazon, chlorimuron-ethyl, chlorsulfuron, chlorthal-dimethyl, chlorthiamid, chlorphthalim, chlorflurenol-methyl, chlorpropham, chlorbromuron, chloroxuron, chlorotoluron, ketospiradox (salts containing sodium, calcium, or ammonium), saflufenacil, sarmentine, cyanazine, cyanamide, diuron, diethatyl-ethylDicamba (containing salts of amines, diethylamine, isopropylamine, diethylene glycolamine, sodium or lithium, etc.), cycloate, cycloxydim, diclosulam, cyclosulfamuron, cyclopyranil, cyclopyrimorate, dichlobenil, diclofop-P-methyl, diclofop-methyl, dichlorprop, dichlorprop-P, diquat, dithiopyr, siduron, diinitramine, cinidon-ethyl, cinosulfuron, dinoseb, dinoterb, cyhalofop-butyl, and glyphosate. Diphenamid, Difenzoquat, Diflufenican, Diflufenzopyr, Simazine, Dimethachlor, Dimethametryn, Dimethenamid, Dimethenamid-P, Simetryn, Dimepiperate, Dimefuron, Cinmethylin, Swep, Sulcotrione, Sulfentrazone, Sulfosate, Sulfosulfuron, Sulfometuron-methyl, Sethoxydim, Terbacil, Daimuron, Thaxtomin A. Herbicides such as dalapon, thiazopyr, tiafenacil, thiencarbazone (including sodium salt, methyl ester, etc.), tiocarbazil, thiobencarb, thidiazimin, thifensulfuron-methyl, desmedipham, desmetryne, tetflupyrolimet, and thenylchlor.Tebutam, tebuthiuron, tepraloxydim, tefuryltrione, tembotrione, terbuthylazine, terbutryn, terbumeton, toramezone, tralkoxydim, triaziflam, triasulfuron, triafamone, triallate, and other herbicides. Trietazine, Trilopyr, Trilopyr-butotyl, Trifludimoxazin, Tritosulfuron, Triflusulfuron-methyl, Trifluralin, Trifloxysulfuron-sodium, Tribenuron-methyl, Tolpyralate, Naaptalam (including salts containing sodium, etc.), Naphthylpropanol proanilide, napropamide, napropamide-M, nicosulfuron, neburon, norflurazon, vernolate, paraquat, halauxifen-benzyl, halauxifen-methyl, haloxyfop, haloxyfop-P, haloxyfop-etotyl, halosafen Halosulfuron-methyl, bixlozone, picloram, picolinafen, bicyclopyrone, bispyribac-sodium, pinoxaden, bifenox, piperophos, pyraclonil, pyrasulfotole, pyrazoxyfen, pyrazosulfuron-ethylPyrazolynate, bilanafos, pyraflufen-ethyl, pyridafol, pyrithiobac-sodium, pyridate, pyriftalid, pyributicarb, pyribenzoxim, pyrimisulfan, pyriminobac-methyl, pyroxsulam, phenisopham Fenuron, fenoxasulfone, fenoxaprop (containing methyl, ethyl, and isopropyl esters), fenoxaprop-P (containing methyl, ethyl, and isopropyl esters), fenquinotrione, fenthiaprop-ethyl, fentrazamide, phenmedipham, butachlor, butafenacil, butamifos, butylate, and butenazol (b) utenachlor, butralin, butroxydim, flazasulfuron, flamprop (containing methyl, ethyl, and isopropyl esters), flamprop-M (containing methyl, ethyl, and isopropyl esters), primisulfuron-methyl, fluazifop-butyl, fluazifop-P-butyl, fluazolate, fluometuron, f... The following herbicides are listed: luoroglycofen-ethyl, flucarbazone-sodium, fluchloralin, flucetosulfuron, fluthiacet-methyl, flupyrsulfuron-methyl-sodium, flufenacet, flufenpyr-ethyl, flupropanate, flupoxame, and flumioxazin.Flumiclorac-pentyl, flumetsulam, fluridone, flurtamone, fluroxypyr, flurochloridone, pretilachlor, procarbazone-sodium, prodiamine, prosulfuron, prosulfocarb, propaquizafop, propachlor, propazine, propanil, propyzamide, propisochlor, propyrisulfuron, propham, profluazol Proxycarbazone-sodium, profoxydim, bromacil, brompyrazon, prometryn, prometon, bromoxynil (containing esters of butyric acid, caprylic acid, or heptanoic acid), bromofenoxim, bromobutide, floraulam, florpyrauxifen, hexazinone, pethoxamid, benzolin, penoxsulam, heptamaloxyloglucan, beflubutamid, beflubutamid-M, pebulate, pelargonic acid (acid), bencarbazone, pendimethalin, benzfendizone, bensulide, bensulfuron-methyl, benzobicyclon, benzofenap, bentazone, penanochlor, pentoxazone, benfluralin, benfuresate, fosamine, fomesafenForamsulfuron, mecoprop (a salt containing sodium, potassium, isopropylamine, triethanolamine, dimethylamine, etc.), mecoprop-P-potassium, mesosulfuron-methyl, mesotrione, metazachlor, metazosulfuron, methabenzthiazuron, metamitron, metamifop, disodium methylarsinate (DSMA) methylarsonate, methiozolin, methyldymuron, metoxuron, metosulam, metsulfuron-methyl, metobromuron, metobenzuron, metolachlor, metribuzin, mefenacet, monosulfuron (including methyl, ethyl, and isopropyl esters), monolinuron, molinate, iodosulfuron ron), iodosulfulon-methyl-sodium, iofensulfuron, iofensulfuron-sodium, lactoferrin, lancotrione, linuron, rimsulfuron, lenacil, 2,2,2-trichloroacetic acid (TCA, 2,2,2-trichloroaceticacid) (salts containing sodium, calcium, or ammonium, etc.), 2,3,6-TBA (2,3,6-trichlorobenzoic acid), 2,4,5-T (2,4,5-trichlorophenoxyacetic acid), 2,4-D (2,4-dichlorophenoxyacetic acid) (salts containing amines, diethylamine, triethanolamine, isopropylamine, sodium, or lithium, etc.), phycoquinone (ACN, 2-amino-3-chloro-1,4-naphthol). thoquinone), 2-methyl-4-chlorophenoxyacetic acid (MCPA), 2-methyl-4-chlorophenoxybutyric acid (MCPB) (including sodium salt and ethyl ester),2,4-DB (4-(2,4-dichlorophenoxy)butyric acid), DNOC (4,6-dinitro-O-cresol) (salts containing amines or sodium, etc.), AE-F-150944 (code number), HW-02 (code number), IR-6396 (code number), MCPA-thioethyl, SYP-298 (code number), SYP-300 (code number), EPTC (S-ethyldipropylthiocarbamate), S-metolachlor, S-9750 (code number), MSMA (MSMA).

[0043] Furthermore, the pesticide formulations used in this invention may, as needed, contain insecticidal active ingredients in addition to the needle-like crystals of sulfonylpyrazole. The dosage and proportion of the insecticidal active ingredients can be appropriately set by those skilled in the art. One insecticidal active ingredient may be used alone, or any two or more may be used in combination. Examples of active ingredients for pest control include, but are not limited to: acrinathrin, azadirachtin, aza methiphos, azinphos-ethyl, azinphos-methyl, acequinocyl, acetamiprid, acetoprole, acephat e, azocyclotin, abamectin, afidopyropen, afox olaner, amidofmet, amitraz, alanycarb, aldicarb, aldoxycarb, allethrin [including d-cis-trans and d-trans], isazophos, isamidophos, and isocarb. ophos, isoxathion, isocycloseram, isofenphos-methyl, isoprocarb, ivermectin, imidacloprid, imiprothrin, indoxacarb, esfenvalerate, ethiofencarb, ethion, etiprole, ethylene dibromide, etoxazole, etofenprox, ethoprophos, etrimfos, emamectin benzoate, endosulfan, empenthrin, oxazosulfyl, oxamyl, oxydemeton-methyl, oxydeprofos, omethoateCadusafos, kappa-tefluthrin, kappa-bifenthrin, kadethrin, karanjin, cartap, carbaryl, carbosulfan, carbofuran, gamma-BHC, xylylcarb, quinalphos, kinoprene, chinomethionat, coumaphos, cryolite Clothianidin, clofentezine, chromafenozide, chlorantraniliprole, chlorethoxyfos, chlordane, chloropicrin, chlorpyrifos, chlorpyrifos-methyl, chlorfenapyr, chlorfenvinphos, chlorfluazuron, chlormethonium Lormephos, chloroprallethrin, cyanophos, diafenthiuron, diamidophos, cyantraniliprole, dienochlor, cyenopyrafen, dioxabenzofos, diofenolan, cyclaniliprole, dicrotophos, dichlofenthion, cyclopyrrolizine Prothrin, dichlorvos, dichlorvos, 1,3-dichloropropene, dicofol, dicyclanil, disulfoton, dinotefuran, diinobuton, cyhalodiamide, cyhalothrin [including gamma- and lambda-forms], cyphenothrin [including (1R)-trans-forms],Cyfluthrin [including beta-form], diflubenzuron, cyflumetofen, diflovidazin, cyhexatin, cypermethrin [including alpha-form, beta-form, theta-form, zeta-form], dimpropyridaz, dimethylvinphos, dimefluthrin, dimethoate, silafluofen, cyprofen... Cyromazine, spinosad, spirodiclofen, spirotetramat, spiropidion, spiromesifen, sulcofuron-sodium, sulfluramid, sulfoxaflor, sulfotep, diazinon, thiacloprid, thiamethoxam, tioxazafen, thiamethoxam thiodicarb, thiocyclam, thiosultap, thionazin, thiofanox, thiometon, tyclopyrazoflor, tetrachlorantraniliprole, tetrachlorvinphos, tetradifon, tetratraniliprole, tetramethylfluthrin, tetramethrin, butylpyrimidinephos (t... ebupirimfos, tebufenozide, tebufenpyrad, tefluthrin, teflubenzuron, demeton-S-methyl, temephos, deltamethrin, terbufos, tralomethrin, transfluthrin, triazamate, triazophos, trichlorfonTriflumuron, triflumezopyrim, trimethacarb, tolfenpyrad, naled, nitenpyram, novaluron, noviflumuron, Verticillium lecanii, hydroprene, Pasteuriapenetrans, vamidothion, parathion, parathion-methyl, halfenprox, halofenozide, bioallethrin, 2-cyclopentenyl bioallethrin S-cyclopentenyl, pyrethrin, bistrifluron, hydramethylnon, bifenazate, bifenthrin, pyflubumide, piperonylbutoxide, pymetrozine, pyraclofos, pyrafluprole, pyridaphenthion, pyridaben, pyridalyl, pyrifluquinazon, pyriprole, pyriproxyfen, pirimicarb rimicarb), pyrimidifen, pyriminostrobin, pyrimiphos-methyl, pyrethrine, famphur, fipronil, fenazaquin, fenamiphos, fenitrothion, fenoxycarb, fenothiocarb, phenothrin [including (1R)-trans-], fenobucarb, fenthion, phenthoate, fenvalerate, fenpyroximateFenbutatin oxide, fenpropathrin, fonofos, sulfuryl fluoride, butocarboxim, butoxycarboxim, buprofezin, furathiocarb, prallethrin, fluacrypyrim, fluazaindolizine, fluazuron, fluensulfone, sodium fluoroacetate, fluxametamide, flucycloxuron, flucythrinate, flusulfamide, fluvalinate [including tau-type], flupyradifurone, flupyrazofos, flupyrimin, flufiprole, pyrimifen Amine (flufenerim), flufenoxystrobin, flufenoxuron, fluhexafon, flubendiamide, flumethrin, fluralaner, prothiofos, protrifenbute, flonicamid, propaphos, propargite, profenofos, broflanilide, brofluthrinate, profluthrin, propetamphos, propoxur, fometoquin, bromopropylate, hexythiazox, hexaflumuron, Paecilomyces Tenuipes, Paecilomyces fumosoroceus, heptafluthrin, heptenophos, permethrin, benclothiaz, benzpyrimoxan, bensultap, benzoximate, bendiocarb, benfuracarbBeauveria tenella, Beauveria bassiana, Beauveria brongniartii, phoxim, phosalone, fosthiazate, fosthietan, phosphamidon, phosmet, polynactins, for metanate, phorate, malathion, milkemectin, mecarbam, mesulfenfos, methoprene, methomyl, metaflumizone, methamidophos, metham, methiocarb, methidathion, methyl isothiocyanate, methyl bromide bromide, methoxychlor, methoxyfenozide, methothrin, metofluthrin, epsilon-metofluthrin, metolcarb, mevinphos, meperfluthrin, Monacrosporium phymatophagum, monocrotophos, momfluorothrin, epsilon-momfluorothrin, litlure-A, litlure-B, aluminum phosphide Zinc phosphide, zinc phosphide, phosphine, lufenuron, rescalure, resmethrin, lepimectin, rotenone, fenbutatin oxide, calcium cyanide, nicotine sulfate, (Z)-11-tetradecenyl=acetate, (Z)-11-hexadecenal, (Z)-11-hexadecenyl=acetate(Z)-9,12-tetradecadienyl=acetate, (Z)-9-tetradecen-1-ol, (Z,E)-9,11-tetradecadienyl=acetate, (Z,E)-9,12-tetradecadienyl=acetate, Bacillus popilliae, Bacillus subtillis, Bacillus sphaericus, Bacillus thuringiensis subsp. Aizawai, Bacillus thuringiensis subsp. Israelensis, Bacillus thuringiensis subsp. Kurstaki, Bacillus thuringiensis subsp. Kurstaki, Bacillus thuringiensis subsp. Thomsonii thuringiensis subsp. Tenebrionis), Bt proteins (Cry1Ab, Cry1Ac, Cry1Fa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34 / 35Ab1), CL900167 (code number), DCIP (bis-(2-chloro-1-methylethyl) ether), DDT (1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane), DEP (dimethyl-2,2,2-trichloro-1-hydroxyethylphosphonate), DNOC (4,6-dinitro-o-cresol), DSP (O,O-diethyl-O-[4-(dimethylaminosulfonyl)phenyl]-thiophosphate), EPN (O-ethyl-O-4-(nitrophenyl)phenylthiophosphate), nucleopolyhedrovirus embeddings, NA-85 (code number), NA-89 (code number), NC-515 (code number) RU15525 (code number), XMC, Z-13-eicosano-10-one, ZXI8901 (code number), 2-chloro-4-fluoro-5-[(5-trifluoromethylthio)pentoxy]phenyl 2,2,2-trifluoroethyl sulfoxide (chemical name, CAS Registry No.: 1472050-04-6), 2,4-dichloro-5-{2-[4-(trifluoromethyl)phenyl]ethoxy}phenyl 2,2,2-trifluoroethyl sulfoxide (chemical name, CAS Registry No.: 1472052-11-1), 2,4-dimethyl-5-[6-(trifluoromethylthio)hexyloxy]phenyl-2,2,2-trifluoroethyl sulfoxide (chemical name, CAS Registry No.: 1472050-34-2), RU15525 (code number), XMC, Z-13-eicosano-10-one, ZXI8901 (code number), 2-chloro-4-fluoro-5-[(5-trifluoromethylthio)pentoxy]phenyl-2,2,2-trifluoroethyl sulfoxide (chemical name, CAS Registry No.: 1472050-34-2), 2-chloro-4-fluoro-5-[(5-trifluoromethylthio)hexyloxy]phenyl-2,2,2-trifluoroethyl sulfoxide (chemical name, CAS Registry No.: 1472050-34-2), CAS Registry No.: 1472050-34-2, RU15525 (code number), XMC, Z-13-eicosano-10-one, ZXI8901 (code number), 2-chloro-4-fluoro-5-[(5-trifluoromethylthio)pentoxy]phenyl-2,2,2-trifluoroethyl sulfoxide (chemical name2-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenoxy}-5-(trifluoromethyl)pyridine (chemical name, CAS Registry No.: 1448758-62-0), 3-chloro-2-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenoxy}-5-(trifluoromethyl)pyridine (chemical name, CAS Registry No.: 1448761-28-1), 4-fluoro-2-methyl-5-(5,5-dimethylhexyloxy)phenyl 2,2,2-trifluoroethyl sulfoxide (chemical name, CAS Registry No.: 1472047-71-4), NI-30 (code number).

[0044] Furthermore, the pesticide formulations used in this invention may, as needed, contain disease-controlling active ingredients in addition to the needle-like crystals of sulfonylpyrazole. The dosage and proportion of the formulation containing the disease-controlling active ingredients can be appropriately set by those skilled in the art. One disease-controlling active ingredient may be used alone, or any two or more may be used in combination. Examples of disease-controlling active ingredients include, but are not limited to: azaconazole, acibenzolar-S-methyl, azoxystrobin, anilazine, amisulbrom, aminopyrifen, ametoctradin, aldimorph, isotianil, isopyrazam, isofetamid, isoflucypram, and isopyram. rothiolane), cyclotetracycline (ipconazole), ipflufenoquin, ipfentrifluconazole, iprodione, iprovalicarb, iprobenfos, imazalil, iminoctadine-trialbesilate, iminoctadine-triacetate, imibenconazole, inpyrfluxam, imprimatin A. imprimatin B. edifenphos, etaconazole, ethaboxam, ethirimol, ethoxyquin, etridiazole, enestroburin, enoxastrobin, epoxiconazole, organic oils, oxadixyl, oxazinylazole, oxathiapiprolin, oxycarboxin, oxine-copper, oxytetracycline, oxpoconazole-fumarate, oxolinic acid, copper octanoatedioctanoate, octhilinone, ofuronamide, orysastrobin, o-phenylphenol, kasugamycin, captafol, carpropamid, carbendazim, carboxin, carvone, quinoxyfen, quinofumelin, chinomethionat, captan, quinconazole, quintozene, guazatine, cufraneb, coumoxystrobin, kresoxim-methyl, clozylacon, chlozolinate, chlorothalonil, chlorpheniramine Ether (chloroneb), cyazofamid, diethofencarb, diclocymet, dichlofluanid, dichlobentiazox, diclomezine, dicloran, dichlorophen, dithianon, diniconazole, diniconazole-M, zineb, diinocap, dipymetitrone, diphenylamine, diifenoconazole, cyflufenamid, diflumetorim, cyproconazole, cyprodinil, simeconazole, dimethirimol, dimethyl disulfidedisulfide, dimethomorph, cymoxanil, dimoxystrobin, ziram, silthiofam, streptomycin, spiroxamine, sedaxane, zoxamide, dazomet, tiadinil, thiabendazole, thiram, thiophanate, thiophanate-methyl, thifluzamide, tecloftalam, tetraconazole, debacarb, tebuconazole, tebufloquin, terbinafine, dodin e) Dodemorph, triadimenol, triadimefon, triazoxide, trihlamide, triclofenac, tricyclazole, triticonazole, triridemorph, triflumizole, trifloxystrobin, triforine, tolylfluanid, tolclofos-methyl, tolnifanide, tolprocarb, nabam, natamycin, naftifine, nitrapyrin, nitrothal-isopropyl, nuarimol, copper nonylphenol sulfonate. nonyl phenolsulphonate), Bacillus subtilis (strain: QST)713), validamycin, valifenalate, picarbutrazox, bixafen, picoxystrobin, pydiflumetofen, bitertanol, binapacryl, biphenyl, piperalin, hymexazol, pyraoxystrobin, pyraclostrobin, pyraziflumid, and doxycycline. Pyrazophos, pyrapropoyne, pyrametostrobin, pyriofenone, pyrisoxazole, pyridachlometyl, pyrifenox, pyributicarb, pyribencarb, pyrimethanil, pyroquilon, vinclozolin, ferbam, famoxadone, phenazine oxide), fenamidone, fenaminstrobin, fenarimol, fenoxanil, ferimzone, fenpiclonil, fenpicoxamid, fenpyrazamine, fenbuconazole, fenfuram, fenpropidin, fenpropimorph, fenhexamid, folpet, phthalide, bupirimate, furberidazole, blasticidin-S, furamepyr, furaxyl, furancarboxylic acidacid), fluazinam, fluindapyr, fluoxastrobin, fluoxapiprolin, fluopicolide, fluopimomide, fluopyram, fluoroimide, fluxapyroxad, fluquinconazole, furconazole, furconazole-cis, fludioxonil, flusilazole ilazole, flusulfamide, flutianil, flutolanil, flutriafol, flufenoxystrobin, flumetover, flumorph, proquinazid, prochloraz, procymidone, prothiocarb, prothioconazole, bronopol, and cymoxanil. Propamocarb hydrochloride, propiconazole, propineb, probenazole, bromuconazole, fometoquin, florylpicoxamid, hexaconazole, benalaxyl, benalaxyl-M, benodanil, benomyl, pefurazoate, penconazol e) Pencycuron, benzovindiflupyr, bethiazole, benthiavalicarb-isopropyl, penhiopyrad, penflufen, boscalid, fosetyl (aluminum, calcium, sodium), polyoxin, polycarbamate, Bordeaux mixturemixture), mancozeb, mandipropamid, mandestrobin, maneb, myclobutanil, mineral oils, mildiomycin, methasulfocarb, metam, metalaxyl, metalaxyl-M, metiram, metyltetraprole, metconazole, metominostrobin, metrafenone, mepanipyrim, mefentrifluconazole, meptyldinocap, mepronil, iodocarb, laminarin, phosphorous acid and salts, copper oxychloride, silver, cuprous oxide oxide), copper hydroxide, potassium bicarbonate, sodium bicarbonate, sulfur, oxyquinoline sulfate, copper sulfate, (3,4-dichloroisothiazol-5-yl)methyl 4-(tert-butyl)benzoate (chemical name, CAS registration number: 1231214-23-5), BAF-045 (code number), BAG-010 (code number), UK-2A (code number), DBEDC (dodecylbenzenesulfonate diethylenediamine copper complex salt [II]), MIF-1002 (code number), NF-180 (code number), TPTA (triphenyltin acetate), TPTC (triphenyltin chloride), TPTH (triphenyltin hydroxide), non-pathogenic Erwinia carotene soft rot.

[0045] Furthermore, the pesticide formulations used in this invention may, as needed, contain plant growth regulator active ingredients in addition to the needle-like crystals of sulfonylpyrazole. The dosage and proportion of the plant growth regulator active ingredients can be appropriately set by those skilled in the art. One plant growth regulator active ingredient may be used alone, or any two or more may be used in combination. Examples of plant growth regulator active ingredients include, but are not limited to: 1-methylcyclopropene, 1-naphthylacetamide, 2,6-diisopropylnaphthalene, 4-CPA (4-chlorophenoxyacetic acid), benzylaminopurine, ancymidol, aviglycine, carvone, chlormequat, cloprop, cloxyfonac, and cloxyfonac-potassium salt. um), cyclanilide, cytokinins, daminozide, dikegulac, dimethipin, ethephon, epoccholeone, ethychlozate, flumetralin, flurenol, flurprimidol, pronitridine, forchlorfenuron, gibberellins, inabenfide, indoleacetic acid Acetic acid), indole butyric acid, maleic hydrazide, mefluidide, mepiquatchloride, n-decanol, paclobutrazol, prohexadione-calcium, prohydrojasmon, sintofen, thidiazuron, triacontanol, trinexapac-ethyl, uniconazole, uniconazole-P, 4-oxo-4-(2-phenylethyl)aminobutyric acid (chemical name, CAS registry number: 1083-55-2), calcium peroxide.

[0046] A preferred embodiment of the pesticide formulation of the present invention, when in the form of a wettable powder, comprises 10-90 wt% needle-like crystals of sulfonylpyrazole, 5-20 wt% of a surfactant, and 5-85 wt% of a solid carrier. Optionally, it also comprises 0-80 wt% of an additional herbicidal active ingredient, 0-5 wt% of a binder, 0-1 wt% of a colorant, 0-1 wt% of an antifoaming agent, and 0-80 wt% of a toxicity-reducing agent.

[0047] One method of manufacturing the wettable powder includes: a step of micronizing a powder containing needle-like crystals of sulfonylpyrazole; and a step of mixing and homogenizing the raw materials. Pesticide adjuvants, such as surfactants, may be added in part or all of the micronizing step, or added in part or all of the adjuvant after the micronizing step. As a specific method for manufacturing the wettable powder, an example is a method comprising: a step of micronizing a powder containing needle-like crystals of sulfonylpyrazole; and a step of mixing and homogenizing the raw materials containing the micronized needle-like crystals of sulfonylpyrazole, a surfactant, and a solid carrier. In either step, known and conventional techniques and apparatus may be used.

[0048] A preferred formulation of pesticides in the form of wettable granules comprises 10–90 wt% needle-like crystals of sulfonylpyrazole, 5–20 wt% of a surfactant, and 5–85 wt% of a solid carrier. Optionally, it also comprises 0–80 wt% of an additional herbicidal active ingredient, 0–5 wt% of a binder, 0–1 wt% of a colorant, 0–1 wt% of an antifoaming agent, and 0–80 wt% of a toxicity-reducing agent.

[0049] One method for manufacturing the wettable granules includes: a step of micronizing a powder or slurry containing needle-like crystals of sulfonylpyrazole; a mixing step of homogenizing the raw materials and further adding a certain amount of water for mixing; a step of granulating the mixture obtained in the step; and a step of drying the granules obtained in the step. Part or all of the pesticide adjuvant may be added in the micronizing step, or it may be added after the micronizing step. For example, in the case of adding a slurry, at least a portion of the surfactant may be included in the slurry. As a specific method for manufacturing wettable granules, an example is a method comprising: a step of micronizing a powder or slurry containing needle-like crystals of sulfonylpyrazole; a mixing step of homogenizing the raw materials containing the micronized needle-like crystals of sulfonylpyrazole, a surfactant, and a solid carrier, and further adding a certain amount of water for mixing; a step of granulating the mixture obtained in the step; and a step of drying the granules obtained in the step. In any of these steps, known and conventional techniques and apparatus may be used.

[0050] A preferred formulation of pesticides in the form of an aqueous suspension is one that contains 5–65 wt% needle-like crystals of sulfonylpyrazole, 5–10 wt% of a surfactant, and 30–90 wt% of water. Optionally, it may also contain 0–50 wt% of an additional herbicidal active ingredient, 0–15 wt% of an antifreeze agent, 0–1 wt% of a colorant, 0–3 wt% of a preservative, 0–5 wt% of a pH adjuster, 0–1 wt% of an antifoaming agent, 0–5 wt% of a thickener, and 0–50 wt% of a toxicity-reducing agent. Furthermore, for purposes such as improving efficacy or adjusting specific gravity, it may also contain 0–20 wt% of an oily dispersion medium.

[0051] One method of manufacturing the aqueous suspension includes: a step of micronizing a slurry containing needle-like crystals of sulfonylpyrazole; and a step of mixing and homogenizing the raw materials. Alternatively, another method includes a step of micronizing a powder containing needle-like crystals of sulfonylpyrazole and a step of mixing and homogenizing the raw materials. Part or all of the pesticide adjuvant may be added in the micronizing step, or it may be added after the micronizing step. For example, in the case of adding a slurry, at least a portion of the surfactant may be pre-added along with at least a portion of the water to prepare the slurry. As a specific method for manufacturing the aqueous suspension, an example is a method comprising: a step of micronizing a slurry or powder containing needle-like crystals of sulfonylpyrazole; and a step of mixing and homogenizing the raw materials containing the micronized needle-like crystals of sulfonylpyrazole, the surfactant, and water. In either step, known and conventional techniques and apparatus may be used.

[0052] A preferred formulation of pesticides in the form of an oily suspension concentrate is one that contains 5–65 wt% needle-like crystals of sulfonylpyrazole, 5–10 wt% of a surfactant, and 30–90 wt% of an oily dispersion medium. Optionally, it also contains 0–50 wt% of an additional herbicidal active ingredient, 0–15 wt% of an antifreeze agent, 0–1 wt% of a colorant, 0–3 wt% of a preservative, 0–5 wt% of a pH adjuster, 0–1 wt% of an antifoaming agent, 0–5 wt% of a thickener, and 0–50 wt% of a toxicity-reducing agent.

[0053] One method for manufacturing the oily suspension includes: a step of micronizing a slurry containing needle-like crystals of sulfonylpyrazole; and a step of mixing and homogenizing the raw materials. Alternatively, another method includes a step of micronizing a powder containing needle-like crystals of sulfonylpyrazole and a step of mixing and homogenizing the raw materials. Pesticide adjuvants may be added in part or in whole during the micronizing step, or added after the micronizing step. In the case of adding a slurry, at least a portion of the surfactant may be pre-added along with at least a portion of the oily dispersion medium to prepare the slurry. As a specific method for manufacturing the oily suspension, an example method may include: a step of micronizing a slurry or powder containing needle-like crystals of sulfonylpyrazole; and a step of mixing and homogenizing the raw materials containing the micronized needle-like crystals of sulfonylpyrazole, the surfactant, and the oily dispersion medium. In either step, known and conventional techniques and apparatus may be used.

[0054] The weed control method of the present invention includes, importantly, a soil treatment step that utilizes the needle-like crystals of sulfonylpyrazole as described above for soil treatment. The needle-like crystals of sulfonylpyrazole can be a pulverized form. Furthermore, the needle-like crystals of sulfonylpyrazole can also be processed into pesticide formulations as described above for use. The soil treatment step is preferably performed by dispersing the target weeds with the needle-like crystals of sulfonylpyrazole before germination. The weed control method of the present invention is applicable to both non-agricultural and agricultural land, preferably agricultural land, and particularly preferably dry land. The method of soil dispersal is not particularly limited and can be implemented according to conventional methods depending on the formulation of the pesticide.

[0055] The soil treated by the method of the present invention has a clay content of 15% or more or a sand content of less than 65%. More preferably, the clay content is 20-50%, and the sand content is 5-60%. The clay and sand contents can be determined, for example, by laser diffraction. Examples of such soils include: loam, silty loam, sandy clay loam, clay loam, silty clay loam, sandy clay, light clay, and silty clay. These soils are based on the soil texture classification of the International Society of Soil Science.

[0056] Soils treated by the method of the present invention are preferably dry. Specifically, after soil treatment with sulfonylpyrazole needle crystals, the cumulative rainfall on the soil within 7 days is preferably less than 15 mm, more preferably less than 10 mm, and particularly preferably less than 5 mm.

[0057] In the weed control method of the present invention, there is no particular limitation on the cultivated crop, but crops that can be cultivated in dry land are preferred. For example, suitable crops include corn, rice, wheat, durum wheat, barley, rye, triticale, spelt wheat, high-ear wheat, oats, sorghum, cotton, soybean, alfalfa, peanut, common bean, lima bean, red bean, cowpea, mung bean, lentil, red adzuki bean, moth bean, broad bean, broad bean, pea, chickpea, lentil, lupin, pigeon pea, buckwheat, sugar beet, rapeseed, canola, sunflower, sugarcane, cassava, yam, oil palm, jatropha, hemp, flax, quinoa, safflower, tea tree, mulberry, tobacco, etc.

[0058] Furthermore, the cultivated crop varieties used in the weed control method of the present invention are not particularly limited, and include: plants resistant to 4-hydroxyphenylpyruvate dioxygenase (4-HPPD) inhibitors such as isoxaflutole, sulfadiazine, mesotrione, and pyrazosulfuron; acetolactate synthase (ALS) inhibitors such as imazalil, methoxyimazalil, thiencarbazone, thifensulfuron, and bensulfuron; 5-enolpyruvate-3-phosphate (EPSP) synthase inhibitors such as glyphosate; glutamine synthase inhibitors such as glufosinate; acetyl-CoA carboxylase (ACCase) inhibitors such as quizalofop-P-ethyl and quizalofop-P-ethyl; protoporphyrinogen oxidase (PPO) inhibitors such as propyzamide and epyrifenacil; photochemical class II inhibitors such as bromobenzonitrile; and herbicides such as dicamba and 2,4-D, induced by classical breeding methods and gene recombination technology.

[0059] Examples of crops that have been acclimated to resistance through classic breeding methods include rapeseed, wheat, sunflower, rice, and corn that are resistant to imidazolinone ALS-inhibiting herbicides such as imidazolinone, and are commercially available under the trade name Clearfield (registered trademark).

[0060] Similarly, soybeans resistant to sulfonylurea ALS-inhibiting herbicides such as thifensulfuron exist through classical breeding methods and are commercially available under the trade name STS soybeans. Likewise, sorghum resistant to sulfonylurea acetolactate synthase (ALS)-inhibiting herbicides has been commercially available through classical breeding methods. Similarly, sugar beets resistant to thiencarbazone-resistant acetolactate synthase (ALS)-inhibiting herbicides have been commercially available through classical breeding methods. Likewise, examples of useful plants resistant to acetyl-CoA carboxylase (ACCase) inhibitors such as triketoximes and aryloxyphenoxypropionic acid herbicides through classical breeding methods include SR corn (also known as "PoastProtected corn") and quizalofop-p-ethyl-resistant wheat. Plants conferred resistance to acetyl-CoA carboxylase (ACCase) inhibitors have been documented in "Proceedings of the National Academy of Science of the United States of America," Vol. 87, pp. 7175-7179 (1990), etc. Furthermore, mutant acetyl-CoA carboxylase (ACCase) resistant to acetyl-CoA carboxylase inhibitors have been reported in "Weed Science," Vol. 53, pp. 728-746 (2005), etc. Plants resistant to acetyl-CoA carboxylase inhibitors can be prepared by introducing such mutant acetyl-CoA carboxylase genes into plants using gene recombination technology, or by introducing resistance-conferred mutations into crop acetyl-CoA carboxylase (ACCase). In addition, by introducing base substitution mutations, represented by the chimera repair technique described in "Repairing the Genome's Spelling Mistakes" ("Science" Vol. 285: pp. 316-318 (1999, by Gura T.)), into nucleic acids and causing site-specific amino acid substitution mutations in the crop gene (acetyl-CoA carboxylase (ACCase) / herbicide target), plants resistant to acetyl-CoA carboxylase (ACCase) inhibitors / herbicides can be produced.

[0061] Examples of useful plants that have been conferred resistance through genetic recombination technology include glyphosate-resistant varieties of corn, soybeans, cotton, rapeseed, sugar beets, and alfalfa, which are commercially available under trade names such as Roundup Ready, Roundup Ready 2, and AgrisureGT. Similarly, glufosinate-resistant varieties of corn, soybeans, cotton, and rapeseed based on genetic recombination technology are commercially available under trade names such as LibertyLink. Likewise, cotton resistant to bromobenzonitrile based on genetic recombination technology is commercially available under the trade name BXN. Similarly, soybeans resistant to HPPD inhibitors based on genetic recombination technology, as varieties resistant to mesotrione and glufosinate, are commercially available under the trade name Herbicide-tolerant Soybean line; furthermore, varieties resistant to HPPD inhibitors, glyphosate, and glufosinate are commercially available under trade names such as Credenz. Similarly, corn, soybeans, and cotton resistant to 2,4-D or ACCase inhibitors based on recombinant gene technology are already commercially available under trade names such as Enlist (registered trademark). Likewise, soybeans resistant to dicamba based on recombinant gene technology are commercially available under trade names such as Roundup Ready2Xtend (registered trademark). Similarly, a soybean variety resistant to HPPD inhibitors such as isoxaflutole and nematodes, developed through recombinant gene technology, has been registered in the United States as GMB151.

[0062] Other plants modified to resist herbicides are well-known, including: alfalfa, apple, barley, eucalyptus, flax, grape, lentil, rapeseed, pea, potato, rice, sugar beet, sunflower, tobacco, tomato, straw, and wheat (e.g., see US5188642, US4940835, US5633435, US5804425, US5627061) resistant to dicamba, legumes, cotton, soybean, pea, potato, sunflower, tomato, tobacco, corn, sorghum, and sugarcane (e.g., see WO2008 / 051633, US7105724, and US5670454) resistant to glufosinate, soybean, sugar beet, potato, tomato, and tobacco (e.g., see US6376754, US5646024, US5561236), and plants resistant to 2,4-D resistant cotton, peppers, apples, tomatoes, sunflowers, tobacco, potatoes, corn, cucumbers, wheat, soybeans, sorghum, and miscellaneous grains (e.g., see US6153401, US6100446, WO2005 / 107437, US5608147, and US5670454), and ALS-inhibiting herbicides (e.g., sulfonylurea or imidazolinone herbicides) resistant canola, corn, barley, cotton, mustard, lettuce, and arugula. Beans, melons, millet, oats, rapeseed, potatoes, rice, rye, sorghum, soybeans, sugar beets, sunflowers, tobacco, tomatoes, and wheat (e.g., see US5013659, WO2006 / 060634, US4761373, US5304732, US6211438, US6211439, and US6222100), especially rice resistant to imidazolinone herbicides, are known to have specific variations in the acetolactate synthase gene (e.g., Rice (e.g., see US2003 / 0217381A, WO2005 / 020673) resistant to diketone nitrile decomposition products of HPPD-inhibiting herbicides (e.g., isoxazolidinone, triketone herbicides such as isoxazolidinone, mesotrione, and pyrazole herbicides such as pyrazosulfuron-methyl) or isoxazolidinone, as well as barley, sugarcane, and water crops resistant to diketone nitrile decomposition products of isoxazolidinone (S653N, S654K, A122T, S653(At)N, S654(At)K, A122(At)T). Rice, corn, tobacco, soybean, cotton, rapeseed, sugar beet, wheat, and potato (e.g., see WO2004 / 055191, WO1996 / 038567, WO1997 / 049816, and US6791014), and wheat, soybean, cotton, sugar beet, rapeseed, rice, corn, sorghum, sugarcane, and sugar beet resistant to PPO herbicides (e.g., see US2002 / 0073443A, US2008 / 0052798A, Pesto Management Science, Vol. 61: pp. 277-285 (2005)).

[0063] Plants accrued with herbicide resistance through existing varietal improvement or genomic breeding techniques include, for example: rice "Clearfield Rice," wheat "Clearfield Wheat," sunflower "Clearfield Sunflower," lentils, and canola resistant to imidazolinone ALS-inhibiting herbicides such as imidacloprid and methoxypromethazine; soybean "STS soybean" resistant to sulfonylurea ALS-inhibiting herbicides such as thifensulfuron-methyl; and corn "SR" resistant to acetyl-CoA carboxylase inhibitors such as triketone oxime and aryloxyphenoxypropionic acid herbicides. The following rice varieties are listed: "ExpressSun" (registered trademark), a sunflower resistant to sulfonylurea herbicides such as bensulfuron-methyl; "Provisia Rice" (registered trademark), a rice resistant to acetyl-CoA carboxylase inhibitors such as quizalofop-P-ethyl; "Triazine Tolerant Canola" (registered trademark), a canola resistant to photochemical class II herbicides; and "Igrowth" (registered trademark), a sorghum resistant to imidazolinone herbicides.

[0064] As an example of a plant conferred herbicide resistance through genome editing technology, SU Canola (registered trademark), which exhibits resistance to sulfonylurea herbicides, is an example of this technology. Genome editing technology refers to the sequence-specific conversion of genetic information, capable of base deletions, amino acid substitutions, and the introduction of foreign genes. RTDS (registered trademark) is equivalent to the targeted oligonucleotide mutation introduction in genome editing technology. It is a technique that introduces mutations without cutting the plant's DNA through Gene Repair OligoNucleotide (GRON), a chimeric oligonucleotide combining DNA and RNA. Other examples include maize with reduced herbicide resistance and phytic acid content by using zinc finger nucleases to delete the endogenous gene IPK1 (e.g., see Nature, Vol. 459: pp. 437-441 (2009)) and rice with herbicide resistance conferred by CRISPR-Cas9 (e.g., see Rice, Vol. 7: pp. 5 (2014)).

[0065] Plants that have been conferred herbicide resistance through new breeding techniques include, for example, soybeans that have been grafted using varietal improvement techniques to impart properties to GM rootstocks. Specifically, examples include Roundup Ready (registered trademark) which has glyphosate resistance, and soybeans that have been grafted onto non-GMO soybean scions using soybean as rootstock to confer glyphosate resistance (see "Weed Technology", Vol. 27, p. 412 (2013)).

[0066] The term "useful plants" also includes plants obtained using gene recombination technology that have the ability to synthesize, for example, selective toxins known in the genus Bacillus.

[0067] Examples of insecticidal toxins expressed in such genetically recombinant plants include: insecticidal proteins derived from *Bacillus cereus* and *Bacillus popilliae*; δ-endotoxin proteins such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry14Ab-1, Cry2Ab, Cry3A, Cry3Bb1, or Cry9C, and insecticidal proteins such as VIP1, VIP2, VIP3, or VIP3A, derived from *Bacillus thuringiensis*; insecticidal proteins derived from nematodes; toxins produced by animals such as scorpion venom, spider venom, bee venom, or insect-specific neurotoxins; filamentous fungal toxins; and plant lectins. lectin; agglutinin; protease inhibitors such as trypsin inhibitors, serine protease inhibitors, patatin, cysteine ​​protease inhibitors, and papain inhibitors; ribosome-inactivating proteins (RIPs) such as ricin, zeaxanthin, abryodin, and others; steroid metabolic enzymes such as 3-hydroxysteroid oxidase, ecdysteroid-UDP-glucosyltransferase (EGT), and cholesterol oxidase; ecdysone inhibitors; HMG-CoA reductase; ion channel inhibitors such as sodium channel inhibitors and calcium channel inhibitors; juvenile hormone esterase; diuretic hormone receptor; stilbene synthase; bibenzyl synthase; chitinase; and glucanase.

[0068] Toxins expressed in such genetically recombinant plants also include: hybrid toxins of δ-endotoxin proteins such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry14Ab-1, Cry2Ab, Cry3A, Cry3Bb1, Cry9C, Cry34A, Cry34Ab, or Cry35Ab; insecticidal proteins such as VIP1, VIP2, VIP3, or VIP3A; partially deleted toxins; and modified toxins. Hybrid toxins are produced by using gene recombination technology to create new combinations of different domains of such proteins. As partially deleted toxins, Cry1Ab with a partial amino acid sequence deletion is known. As modified toxins, one or more amino acids of the naturally occurring toxin are substituted.

[0069] Examples of these toxins and recombinant plants capable of synthesizing them are described, for instance, in patent documents such as EP0374753A, WO93 / 007278, WO95 / 034656, EP0427529A, EP0451878A, and WO03 / 052073. The toxins contained in these recombinant plants confer resistance, particularly against Coleoptera, Diptera, and Lepidoptera pests.

[0070] In addition, several commercially available recombinant plants containing one or more insecticidal pest resistance genes and expressing one or more toxins are known. Examples of these recombinant plants include: YieldGard (a registered trademark) maize variety expressing Cry1Ab toxin, YieldGard Rootworm (a registered trademark) maize variety expressing Cry3Bb1 toxin, YieldGard Plus (a registered trademark) maize variety expressing both Cry1Ab and Cry3Bb1 toxins, Herculex I (a registered trademark) maize variety expressing Cry1Fa2 toxin and glufosinate N-acetyltransferase (PAT) for conferring resistance to glufosinate, NuCOTN33B (a registered trademark) cotton variety expressing Cry1Ac toxin, and Bolgard I (a registered trademark) cotton variety expressing Cry1Ac toxin. II <Registered Trademark> (cotton varieties expressing Cry1Ac and Cry2Ab toxins), VICOT <Registered Trademark> (cotton varieties expressing VIP toxin), NewLeaf <Registered Trademark> (potato varieties expressing Cry3A toxin), NatureGard <Registered Trademark>, Agrisure <Registered Trademark> GT Advantage (GA21 glyphosate resistance trait), Agrisure <Registered Trademark> CB Advantage (Bt11 corn borer (CB) trait), Protecta <Registered Trademark>, etc.

[0071] The useful plants also include plants that have been endowed with the ability to produce selectively active antipathogenic substances using gene recombination technology.

[0072] Examples of antiviral substances include PR proteins (PRPs, described in EP0392225A); ion channel inhibitors such as sodium channel inhibitors and calcium channel inhibitors (KP1, KP4, KP6 toxins produced by viruses); stilbene synthase; bibenzyl synthase; chitinase; glucanase; peptide antibiotics; heterocyclic antibiotics; and protein factors related to plant disease resistance (referred to as plant disease resistance genes, described in WO03 / 000906), as well as substances produced by microorganisms. Such antiviral substances and recombinant plants that produce them are recorded in EP0392225A, WO95 / 033818, EP0353191A, etc.

[0073] The useful plants also include crops that have been endowed with useful traits such as improved oil content and enhanced amino acid content through genetic recombination technology. Examples include VISTIVE (a registered trademark) (low-linolenic acid soybean with reduced linolenic acid content) or high-lysine (high-oil) corn (corn with increased lysine or oil content).

[0074] Among the useful plants mentioned, there are also crops whose yields have been maintained or increased by using gene recombination technology to confer useful traits such as drought resistance. Examples include DroughtGard (a registered trademark) corn conferred with drought resistance.

[0075] The weed control method of the present invention also shows control efficacy against the aforementioned exemplary weeds that have developed resistance to existing herbicides. Furthermore, the weed control method of the present invention can also be used on plants that have acquired characteristics such as insect resistance, disease resistance, and herbicide resistance through gene recombination, artificial mating, etc.

[0076] In this invention, plants endowed with resistance through breeding methods or gene recombination technology include not only those endowed with resistance through classic varietal hybridization and those endowed with resistance through gene recombination technology, but also those endowed with resistance through new plant breeding techniques (NBTs) that combine molecular biology methods with existing hybridization techniques. New breeding techniques (NBTs) are a general term for varietal improvement (breeding) techniques that combine molecular biology methods. New breeding techniques (NBTs) are documented in books such as "Understanding New Plant Breeding Techniques" (2013, International Literature Company: Ryo Osawa and Hiroshi Emen), and commentary articles such as "Genome Editing Tools in Plants" ("Genes" Vol. 8: p. 399 (2017, Tapan Kumar Mohanta, Tufail Bashir, Abeer Hashem, Elsayed Fathi Abd_Allahand Hanhong Bae)). Examples of such new breeding techniques include genome breeding technology and genome editing technology. Genomic breeding technology refers to techniques used to improve breeding efficiency by utilizing genomic information. It includes DNA marker (also known as genomic marker or gene marker) breeding techniques and genomic selection. For example, DNA marker breeding is a method of selecting offspring with the target useful trait gene from multiple hybrids by using DNA markers—DNA sequences that act as markers of the location of a gene for a specific useful trait on the genome. Analyzing hybrid offspring using DNA markers at the young plant stage has the advantage of effectively reducing the time required for breeding.

[0077] Furthermore, genomic selection, a method that predicts traits based on pre-existing phenotypic and genomic information without phenotypic evaluation, is a technology that can contribute to the efficiency of breeding. Examples of novel breeding technologies (NBTs) include cisgenesis / intragenesis, oligonucleotide directed mutation introduction, RNA-dependent DNA methylation, genome editing, grafting onto GM rootstocks or scions, reverse breeding, Agrobacterium infiltration, and seed production technology (SPT). Tools for genome editing include, for example, zinc-finger nucleases (ZFNs), TALEN, CRISPR / Cas9, CRISPER / Cpf1, and meganucleases, which can perform sequence-specific cleavage. In addition, there are sequence-specific genome modification technologies such as CAS9 endonucleases and Target-AID, which are prepared by modifying these tools.

[0078] Furthermore, the useful traits mentioned above, such as classic herbicide traits or herbicide resistance genes, insecticidal pest resistance genes, pathogen resistance gene production genes, oilseed composition improvements, amino acid content enhancement traits, and drying resistance traits, also include stacked varieties that combine multiple of these traits.

[0079] Example

[0080] The present invention will now be described in detail through examples and test cases, but the present invention is not limited to these examples in any way.

[0081] [Formulation Example 1]

[0082] Add 50 parts by weight of needle-like crystals of sulfonylpyrazine, 8 parts by weight of polycarboxylate, 5 parts by weight of polyoxyethylene styrene phenyl ether sulfate, and 1 part by weight of alkylbenzene sulfonate. Add clay as the remainder to make a total of 100 parts by weight. Mix and pulverize using an impact mill to obtain a wettable powder.

[0083] [Formulation Example 2]

[0084] Add 50 parts by weight of columnar crystals of sulfonylpyrazine, 8 parts by weight of polycarboxylate, 5 parts by weight of polyoxyethylene styrene phenyl ether sulfate, and 1 part by weight of alkylbenzene sulfonate. Add clay as the remainder to make a total of 100 parts by weight. Mix and pulverize using an impact mill to obtain a wettable powder.

[0085] [Example 1]

[0086] In a greenhouse with an average temperature of 25°C (maximum 30°C, minimum 25°C), 15 seeds of barnyard grass (Echinochloa crus-galli) and 20 seeds of amaranth (Amaranthus retoflexus) were sown in plastic pots measuring 11 cm in length, width, and depth, filled with light clay soil (43.4% sand, 30.7% silt, and 25.9% clay). The pots were then covered with the same soil to a thickness of 1 cm. The wettable powder of Formulation Example 1 was then measured to achieve a sulfonylpyrazole dosage of 22.5 g per hectare, diluted with water, and evenly distributed on the soil surface using a small sprayer at a rate of 200 liters of water per hectare. On the day of treatment, 2 mm of rainfall was artificially provided using a watering system. Then, barnyard grass and reverse-branch amaranth were cultivated, and their growth was investigated 15, 20, and 29 days after treatment. The degree of growth inhibition was determined by the percentage of the untreated area. The same experiment was conducted three times, and the average value of each time was used as the representative value.

[0087] [Comparative Example 1]

[0088] Except that the wettable powder of Formulation Example 2 was used instead of the wettable powder of Formulation Example 1, the same procedure as in Example 1 was followed to investigate the growth of barnyard grass and reverse-branch amaranth.

[0089] The results of the examples and comparative examples are shown in Tables 1 and 2.

[0090] [Table 1]

[0091] Degree of growth inhibition of barnyard grass (%) 15 days later 20 days later 29 days later Example 1 84 83 76 Comparative Example 1 68 58 50

[0092] [Table 2]

[0093] Growth inhibition degree of retroflex amaranth (%) 15 days later 20 days later 29 days later Example 1 83 85 80 Comparative Example 1 58 48 37

Claims

1. A method for controlling weeds, wherein, Soils with a clay content of more than 15% and a sand content of less than 65% were treated with needle-like crystals of sulfopyrazole.

2. A method for controlling weeds, wherein, A pesticide formulation is obtained by micronizing a powder or slurry containing needle-like crystals of sulfonylpyrazole. This pesticide formulation is then used to treat soils with a clay content of 15% or more and a sand content of less than 65%.

3. The method according to claim 2, wherein, The pesticide formulation is a wettable powder, wettable granule, aqueous suspension, or oil suspension.

4. The method according to any one of claims 1 to 3, wherein, The cumulative rainfall within 7 days after the soil was treated was less than 15 mm.

Citation Information

Patent Citations

  • DNA sequences encoding polypeptides having beta-1,3-glucanase activity

    EP0353191A2

  • Insecticidal toxines, genes coding therefor, antibodies binding them, transgenic plant cells and plants expressing these toxines

    EP0374753A2

  • Disease-resistant transgenic plants

    EP0392225A2

  • Larvicidal lectins and plant insect resistance based thereon

    EP0427529A1

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    EP0451878A1