Classifications

• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
  • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
  • A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
  • A01N25/08—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing solids as carriers or diluents
  • A01N25/10—Macromolecular compounds
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
  • A01N25/12—Powders or granules
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
  • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
  • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
  • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
  • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
  • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
  • A01N43/60—1,4-Diazines; Hydrogenated 1,4-diazines
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
  • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
  • A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2

Definitions

• the present invention relates to a pesticide composition having improved elution of a pesticide active ingredient, a granular pesticide preparation, and a method for producing the same.
• Examples of the elution control means for the pesticide active ingredient include means for processing the pesticide active ingredient itself, such as microencapsulation described in Patent Document 1 and sustained release raw powder described in Patent Document 2.
• the former two involve a special processing process and therefore cost increase is inevitable, and the latter two are premised on the formation of a coating structure or a matrix structure by a hydrophobic substance, the scope of application is inevitably limited. Limited to granular pesticides that do not disintegrate in water.
• Patent Document 6 also discloses that it has an effect of reducing phytotoxicity to useful plants derived from alkylbenzene sulfonic acid, which is a surfactant contained in an aqueous preparation.
• Patent Document 7 which is an application of the present applicants, discloses that the elution of fenoxasulfone in water is controlled to prevent the occurrence of phytotoxicity due to a local increase in concentration.
• an object of the present invention is to provide a technique for promoting the elution of pesticide active ingredients using a water-soluble polymer.
• the present inventors have found that the elution of the pesticide active ingredient can be promoted by reducing the volume median diameter of the pesticide active ingredient combined with the water-soluble polymer. Was completed.
• the present invention is a pesticide composition characterized by containing crystal particles of a pesticide active ingredient having a volume median diameter of less than 1 ⁇ m and a water-soluble polymer.
• the present invention comprises a step of pulverizing the crystal particles of the pesticide active ingredient until the volume median diameter becomes less than 1 ⁇ m, and a step of mixing the crystal particles of the pesticide active ingredient and the water-soluble polymer before or after the pulverization step. It is a method for producing a pesticide composition, which comprises.
• the pesticide composition of the present invention promotes the elution of the pesticide active ingredient by a simple technique of reducing the volume median diameter of the crystal particles of the pesticide active ingredient. Therefore, it can be widely used as a herbicide, a planting agent, an insecticide, a fungicide, and the like.
• the method for producing the pesticide composition of the present invention is simple because no special step is used except for the step of reducing the volume median diameter of the crystal particles of the pesticide active ingredient.
• the pesticide composition of the present invention (hereinafter referred to as "the composition of the present invention”) comprises crystal particles of a pesticide active ingredient having a volume median diameter of less than 1 ⁇ m, preferably 0.2 to 0.8 ⁇ m, and a water-soluble polymer. It contains.
• the volume median diameter means a diameter in which the large side and the small side are equal in volume when the powder is divided into two from a certain particle size based on the volume. This median volume diameter is obtained, for example, as the median diameter of the volume particle size distribution measured by a laser analysis type particle size distribution measuring device.
• the pesticide active ingredient used in the composition of the present invention is not particularly limited as long as it is crystalline.
• the following can be mentioned, but the present invention is not particularly limited.
• These pesticide active ingredients can be used alone or in combination of two or more.
• [Insecticidal active ingredient] Aclinathrin, azadiractin, azamethiphos, azinphos-ethyl, azinephos-methyl, azinphos-methyl, acequinosylaceply, acequinosyl (aceqi) (Acephate), azocyclotin, abamictin, afidopyropen, afoxolaner, amidoflumet, amidolab, aldicarb, aldicarb, aldicarb.
• allethrin including d-cis-trans-form, d-trans-form
• isazophos isamidofos
• isocarbophos isoxathion
• isoxathion isofenphos-methyl
• isoprocarb ivermectin, imiciaphos, imidacloprid, imiprothrin, imiprothrin, indoxacarb, indoxacarb.
• ethiprole ethylenedibromide, etoxazole, etofenprox, ethoprophos, etophrophos, etrimphos, etrimphos, etrimphos, etrimphos, etrimphos, etrimphos, ethiprothrin.
• Bacillus thuringiensis subspecies Bacillus thuringiensis subspecies, Islaelensis (Bacillus thuringiensis subsp. Islaelensis), Bacillus thuringiensis subspecies, Bacillus thuringiensis subspecies, Bacillus thuringiensis subspecies, Bacillus thuringiensis subspecies, Bacillus thuringiensis subspecies, Bacillus thuringiensis subspecies, Bacillus thuringiensis subspecies, Bacillus thuringiensis subspecies, Bacillus thuringiensis subspecies, Bacillus thuringiensis subspecies, Bacillus thuringiensis subspecies, Bacillus thuringiensis subspecies, Bacillus thuringiensis subspecies, Bacillus thuringiensis subspecies, Bacillus thuringiensis subspecies, Bacillus thuringiensis subspecies, Bacillus thuringiensis subspec
• Bt protein (Cry1Ab, Cry1Ac, Cry1Fa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34 / 35Ab1), CL900167 (code number), CL900167 (code number) , 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- (dimethylsulfamoyl) phenyl] -phosphorothionate), EPN (O-ethyl-O-4- (nitrophenyl) phenylphospho Nothioate), Nuclear polygon disease virus embedding, NA-85 (code number), NA-89 (code number), NC-515 (code
• Meptyldinocap mepronil, iodocarb, laminarin, phosphorous acid and salts, basic copper sulphate, copper sulphate, copper sulphate, copper sulphate, copper sulphate, copper sulphate, copper sulphate, copper sulphate, copper sulphate.
• Chloridazon Chlorimuron-ethyl, Chlorsulfuron, Chlorthal-dimethyl, Chlorthiamid, Chlorthiammethyl, Chlorthylphthalm lorflurenol-methyl, chlorprofam, chlorbromuron, chloroxuron, chlorotroluron, ketospiradox containing ketospiradox (sodium, calcium or ammonia) (sodium, calcium or ammonia), etc.
• saflufenacil salmentine, simazine, simazine, diuron, diethatiyl-ethyl, diettheryl-ethyl, dicamba (amine, diethylamine, isopropyl) (amine, diethylamine).
• dicamba amine, diethylamine, isopropyl
• cycloate cycloxydim
• dicroslum cyclosulfamuron
• cyclopyrimorate diclopyrimolate
• dichlobenyl dichlobenyl.
• triaziflam triasulfuron, triafamone, tri-allate, trietazine, triclopyr, triclopyr, triclopyr-buthiuron, triclopyr, triclopyr, triclopyr, triclopyr, triclopyr, triclopyr, triclopyr, triclopyr, triclopyr, triclopyr, triclopyr, triclopyr, triclopyr, triclopyr, triclopyr, triclopyr, triclopyr, triclopyr.
• Pelargonic acid bencarbazone, pendimethalin, benzfendizone, bensulide, bensulfuron-me thyl), benzobicyclon, benzophenap, bentazone, pentanochlor, pentoxazone, pentoxazone, benflularin, benfururalin, benfururalin, benfururalin (Formesafen), foramsulfuron, mecoprop (including salts such as sodium, potassium, isopropylamine, triethanolamine, dimethylamine), mecoprop-P-potassium, Methyl mesoulfuron-methyl, mesotrione, metazachlor, metazosulfuron, metabenzithiazuron (methazthiazuron), metavenzthiazuron (methazithiazuron), metamitron (methamithiazuron), metamitron (methabenzthiazuron), metamitron (metamitron) Sodium), me
• ACN (2-amino-3-chloro-1,4-naphthoquinone), MCPA (2-methyl-4-chlorophenoxyacetic acid), MCPB (2-methyl-4-chlorophenoxybutyric acid) (sodium) (Including salts, ethyl esters, etc.), 2,4-DB (4- (2,4-dichlorophenoxy) butyric acid), DNOC (4,6-dinitro-O-cresol) (including salts such as amines or sodium) , AE-F-150944 (code number), HW-02 (code number), IR-6396 (code number), MCPA-thioethyl (MCPA-thioethyl), SYS-298 (code number), SYS-300 (code number) ), EPTC (S-ethyldipropylthiocarbamate), S-metholachlor.
• pesticide active ingredients those having a water solubility of 100 ppm or less are preferable, and those having a water solubility of 0.05 to 95 ppm are more preferable.
• the water solubility is a value measured with distilled water at 20 ° C.
• the pesticide active ingredient having a water solubility of 100 ppm or less is not limited to the following examples, but for example, pyribencarb (63 ppm), fenoxasulfone isopropyl (13.1 ppm), mepanipyrim (3.1 ppm), diclos.
• Benchazox (36.0 ppm), chloranthraniliprol (1.0 ppm), tetraniliprol (1.2 ppm), cyantranliprol (14.2 ppm), isothianil (0.5 ppm), ferimzone (20. 8 ppm), fusalide (46.2 ppm), ethiprol (9.2 ppm), spinetram (31.9 ppm), oxazosulfil (15.6 ppm), fenoxasulfone (10.9 ppm), pencyclon (30.0 ppm), tifluzamide (8 ppm) 1.6 ppm), azim sulfone (48 ppm), ethoxysulfone (10.5 ppm), oxadiazone (0.57 ppm), oxadialgyl (0.37 ppm), chlorimlon ethyl (8.6 ppm), cyclosulfan (0.
• the pesticide active ingredient may be used as it is as long as the volume median diameter is within the above range, and if necessary, it may be within the above range by pulverization means such as wet pulverization or dry pulverization.
• the water-soluble polymer used in the composition of the present invention is not particularly limited, and examples thereof include polyvinyl alcohol, polyacrylic acid-based polymer, polyacrylamide, polyethylene oxide, and polyvinylpyrrolidone. These water-soluble polymers can be used alone or in combination of two or more. Among these water-soluble polymers, polyvinylpyrrolidone is preferable because the pesticide active ingredient has a high elution property.
• this polyvinylpyrrolidone exhibits different viscosities in an aqueous solution depending on the degree of polymerization of the vinylpyrrolidone monomer constituting the polyvinylpyrrolidone, and the K value represented by the following formula (I) can be mentioned as an index. ..
• the K value of polyvinylpyrrolidone used in the composition of the present invention is not particularly limited, but is usually 10-110, preferably 20-100. This K value is a value when the viscosity of a 1% by mass aqueous solution of polyvinylpyrrolidone is measured at 25 ° C. by a capillary viscometer.
• the blending amount of the pesticide active ingredient and the water-soluble polymer in the composition of the present invention is not particularly limited. It is 0.5 to 30.0 parts by mass, and the water-soluble polymer is 0.1 to 20.0 parts by mass, preferably 0.1 to 10.0 parts by mass. Further, the blending ratio of the pesticide active ingredient and the water-soluble polymer in the composition of the present invention is not particularly limited, but for example, the mass ratio of the pesticide active ingredient and the water-soluble polymer is 1: 0.05 to 100.0, preferably 0. It is 1 to 20.0.
• composition of the present invention in addition to the crystal particles of the pesticide active ingredient having a volume median diameter of less than 1 ⁇ m and a water-soluble polymer, bentonite, clay, kaolin, sericite, talc, acidic white clay, peasite, zeolite, etc.
• Solid carriers / excipients such as vermiculite, pearlite, calcium carbonate, silica sand; alkyl sulfate esters, aryl sulfonates, polyoxyethylene glycol ethers, polyhydric alcohol esters, dialkyl sulfosuccinates, polycarboxylic acids, poly Surfactants such as oxyethylene nonylphenyl ether and sodium lignin sulfonate; starch, alginic acid, glycerin, polyvinylpyrrolidone, polyurethane, polyethylene glycol, polypropylene glycol, polybutene, polyvinyl alcohol, arabic gum, liquid paraffin, ethyl cellulose, polyvinyl acetate, etc.
• Binder Lubricants such as calcium stearate, talc, silica; Colorants such as dyes and pigments; Benoxacor, furilazole, dichlimide, dicyclonone, DKA-24 (N1, N2) -Diallyl-N2-dichloroacetylglycinamide), AD-67 (4-dichloroacetyl-1-oxa-4-azaspiro [4.5] decane), PPG-1292 (2,2-dichloro-N- (1,2) 3-Dioxane-2-ylmethyl) -N- (2-propenyl) esteramide), R-29148 (3-dichloroacetyl-2,2,5-trimethyl-1,3-oxazolidine), cloquintset-mexyl -Mexyl), naphthalic anhydride (1,8-Naphthical Anhydride), mephenpyr-diethyl, mefenpyr, mefenpyr-ethyl, f
• a chemical damage reducing agent such as carbonyl) amino] benzenesulfonamide (chemical name, CAS registration number: 129531-12-0) may be contained. Those skilled in the art can appropriately set the blending amount and blending ratio of these components in the composition of the present invention.
• composition of the present invention include the following.
• Agricultural chemical active ingredient (0.01 to less than 1.0 ⁇ m in medium volume): 0.1 to 50.0 parts by mass
• Water-soluble polymer 0.1 to 20.0 parts by mass
• Solid carrier 0 to 30.0 parts by mass
• Surfacting agent 0.1 to 30.0 parts by mass excipient: 0.1 to 99.6 parts by mass
• Binding agent 0.1 to 10.0 parts by mass Lubricating agent: 0 to 3.0 parts by mass
• Colorant 0 to 5.0 parts by mass Chemical damage reducing agent: 0 to 40.0 parts by mass
• composition of the present invention can be produced according to a conventional method except that it contains the above components. Further, as the dosage form of the composition of the present invention, conventional ones such as granular, suspension, powder and solution can be adopted, but suspension and powder are preferable.
• the composition of the present invention for example, a step of crushing the crystal particles of the pesticide active ingredient until the volume median diameter becomes less than 1 ⁇ m, and before or after the crushing step, the crystal particles of the pesticide active ingredient
• a step of crushing the crystal particles of the pesticide active ingredient until the volume median diameter becomes less than 1 ⁇ m, and before or after the crushing step, the crystal particles of the pesticide active ingredient
• the method of the present invention include a method including a step of mixing the water-soluble polymer (hereinafter, this is referred to as “the method of the present invention”).
• the step of pulverizing the crystal particles of the pesticide active ingredient until the volume median diameter becomes less than 1 ⁇ m may be within the above range by, for example, pulverization means such as dry pulverization and wet pulverization.
• the step of mixing the crystal particles of the pesticide active ingredient and the water-soluble polymer which is performed before or after the pulverization step, is performed by mixing by a mixing means such as stirring, for example.
• a step of obtaining a suspension pesticide composition by subjecting the pulverization step to wet pulverization.
• Wet pulverization is not particularly limited, but is performed by adding a solvent such as water with an attritor, a paint shaker, a sand grinder, or the like.
• a solvent such as water with an attritor, a paint shaker, a sand grinder, or the like.
• the suspension pesticide composition obtained above is mixed with a powder containing a solid carrier to obtain a mixture, and the mixture is granulated to obtain a granular pesticide composition.
• a powder containing a solid carrier to obtain a mixture
• the mixture is granulated to obtain a granular pesticide composition.
• the solid carrier the same as above is used.
• the powder can further contain the same excipients, surfactants and the like as described above.
• the method and conditions for granulating the above mixture are not particularly limited, and for example, known granulation methods such as extrusion granulation, fluidized bed granulation, and coated granulation can be adopted, and the conditions are also known.
• the granulated pesticide composition may be further subjected to a drying step or the like if necessary.
• composition of the present invention thus obtained has improved elution of the pesticide active ingredient in water.
• the improvement in elution property means, for example, 2 to 6 times that when coarse particles of crystals of the pesticide active ingredient are used, and 2 to 3 times that when fine particles are used.
• the average particle size refers to the median diameter (median volume diameter) of the volume particle size distribution measured by the laser analysis type particle size distribution measuring device.
• the K value is a value when the viscosity of a 1% by mass aqueous solution of polyvinylpyrrolidone is measured at 25 ° C. by a capillary viscometer. Furthermore, the presence of crystal particles was confirmed by taking a diffraction pattern of the pesticide composition using a powder X-ray diffractometer and confirming that a peak appeared at a peak position peculiar to the crystal particles of each pesticide active ingredient. Crystals of the pesticide active ingredient were present in all of the slurries obtained in the examples.
• Example 7 20 parts of chloranthraniliprol, 5 parts of lignin sulfonate, 3 parts of polyoxyethylene alkyl ether sulfate, 0.2 part of dimethylpolysiloxane, 0.2 part of a mixture of CMIT, MIT and bronopol, and a predetermined amount of water. The mixture was mixed to make a total amount of 95 parts. This mixture was wet-milled using zirconia beads as a pulverizing medium until the average particle size became 0.77 ⁇ m, and 5 parts of water was further added to obtain a chlorantraniliprol-containing slurry.
• Example 8 20 parts of chloranthraniliprol, 5 parts of lignin sulfonate, 3 parts of polyoxyethylene alkyl ether sulfate, 0.2 part of dimethylpolysiloxane, 0.2 part of a mixture of CMIT, MIT and bronopol, and a predetermined amount of water. The mixture was mixed to make a total amount of 95 parts. This mixture was wet-milled using glass beads as a pulverizing medium until the average particle size became 0.77 ⁇ m, and 5 parts of water was further added to obtain a chlorantraniliprol-containing slurry.
• Example 9 20 parts of chloranthraniliprol, 5 parts of lignin sulfonate, 3 parts of polyoxyethylene alkyl ether sulfate, 0.2 part of dimethylpolysiloxane, 0.2 part of a mixture of CMIT, MIT and bronopol, and a predetermined amount of water. The mixture was mixed to make a total amount of 95 parts. This mixture was wet-milled using glass beads as a pulverizing medium until the average particle size became 0.77 ⁇ m, and 5 parts of water was further added to obtain a chlorantraniliprol-containing slurry.
• Example 10 20 parts of chloranthraniliprol, 5 parts of lignin sulfonate, 3 parts of polyoxyethylene alkyl ether sulfate, 0.2 part of dimethylpolysiloxane, 0.2 part of a mixture of CMIT, MIT and bronopol, and a predetermined amount of water. The mixture was mixed to make a total amount of 95 parts. This mixture was wet-milled using glass beads as a pulverizing medium until the average particle size became 0.77 ⁇ m, and 5 parts of water was further added to obtain a chlorantraniliprol-containing slurry.
• Example 11 20 parts of chloranthraniliprol, 5 parts of lignin sulfonate, 3 parts of polyoxyethylene alkyl ether sulfate, 0.2 part of dimethylpolysiloxane, 0.2 part of a mixture of CMIT, MIT and bronopol, and a predetermined amount of water. The mixture was mixed to make a total amount of 95 parts. This mixture was wet-milled using glass beads as a pulverizing medium until the average particle size became 0.77 ⁇ m, and 5 parts of water was further added to obtain a chlorantraniliprol-containing slurry.
• Comparison example 1 20 parts of chloranthraniliprol, 5 parts of lignin sulfonate, 3 parts of polyoxyethylene alkyl ether sulfate, 0.2 part of dimethylpolysiloxane, 0.2 part of a mixture of CMIT, MIT and bronopol, and a predetermined amount of water. The mixture was mixed to make a total amount of 100 parts. This mixture was wet-milled using zirconia beads as a pulverizing medium until the average particle size became 0.24 ⁇ m to obtain a chlorantraniliprol-containing slurry.
• Comparison example 2 20 parts of chloranthraniliprol, 5 parts of lignin sulfonate, 3 parts of polyoxyethylene alkyl ether sulfate, 5.3 parts of polyvinylpyrrolidone, 0.2 part of dimethylpolysiloxane, 0.2 part of mixture of CMIT, MIT and bronopol. Parts and a predetermined amount of water were mixed to make the total amount 100 parts. This mixture was wet-milled using glass beads as a pulverizing medium until the average particle size became 2.08 ⁇ m to obtain a slurry containing chlorantraniliprole.
• Comparison example 3 20 parts of chloranthraniliprol, 5 parts of lignin sulfonate, 3 parts of polyoxyethylene alkyl ether sulfate, 5.3 parts of polyvinylpyrrolidone, 0.2 part of dimethylpolysiloxane, 0.2 part of mixture of CMIT, MIT and bronopol. Parts and a predetermined amount of water were mixed to make the total amount 100 parts. This mixture was wet-milled using glass beads as a pulverizing medium until the average particle size became 1.42 ⁇ m to obtain a chlorantraniliprole-containing slurry.
• Comparison example 4 20 parts of chloranthraniliprol, 5 parts of lignin sulfonate, 3 parts of polyoxyethylene alkyl ether sulfate, 5.3 parts of polyvinylpyrrolidone, 0.2 part of dimethylpolysiloxane, 0.2 part of mixture of CMIT, MIT and bronopol. Parts and a predetermined amount of water were mixed to make the total amount 100 parts. This mixture was wet-milled using glass beads as a pulverizing medium until the average particle size became 1.07 ⁇ m to obtain a chlorantraniliprole-containing slurry.
• Comparison example 5 20 parts of chloranthraniliprol, 5 parts of lignin sulfonate, 3 parts of polyoxyethylene alkyl ether sulfate, 0.2 part of dimethylpolysiloxane, 0.2 part of a mixture of CMIT, MIT and bronopol, and a predetermined amount of water. The mixture was mixed to make a total amount of 100 parts. This mixture was wet-milled using zirconia beads as a pulverizing medium until the average particle size became 0.77 ⁇ m to obtain a chlorantraniliprol-containing slurry.
• Comparison example 6 20 parts of chlorantraniliprol with an average particle size of about 20 ⁇ m, 5 parts of lignin sulfonate, 3 parts of polyoxyethylene alkyl ether sulfate, 0.2 part of dimethylpolysiloxane, CMIT, MIT and bronopol 0.2 parts of the mixture and a predetermined amount of water were mixed to obtain a bronopolniliprol-containing slurry with the total amount being 100 parts.
• Trial example 1 100 mg of the granular pesticide composition of Examples 1-11 and Comparative Example 1-6 was put into 700 mL of 3 degree hard water, and the concentration of chloranthraniliprole in water after a predetermined time was measured by high performance liquid chromatography. The measurement results are shown in Table 1.
• the average particle size is less than 1 ⁇ m and contains PVP, elution will occur up to about 7 times when the average particle size is 1 ⁇ m or more and does not contain PVP. Even if the average particle size is less than 1 ⁇ m, the elution concentration is about 4 times higher when PVP is not contained. When the average particle size is 1 ⁇ m or more and PVP is contained, the elution concentration is about 3 times, and when the average particle size is less than 1 ⁇ m and PVP is contained, the rate of increase is the highest.
• Example 12 4.47 parts of pyrimisulfan, 26.78 parts of phenquinotrione, 3 parts of polyoxyethylene allylphenyl ether ammonium sulfate, 10 parts of propylene glycol, 0.15 parts of xanthan gum, 0.2 parts of a mixture of CMIT, MIT and bronopol, 0.02 part of dimethylpolysiloxane and a predetermined amount of water were mixed to make a total amount of 100 parts. This mixture was wet-milled using zirconia beads as a milling medium until the average particle size was 0.23 ⁇ m to obtain a slurry containing pyrimisulfan and phenquinotrione.
• Comparison example 7 4.47 parts of pyrimisulfan, 26.78 parts of phenquinotrione, 3 parts of polyoxyethylene allylphenyl ether ammonium sulfate, 10 parts of propylene glycol, 0.15 parts of xanthan gum, 0.2 parts of a mixture of CMIT, MIT and bronopol, 0.02 part of dimethylpolysiloxane and a predetermined amount of water were mixed to make a total amount of 100 parts. This mixture was wet-milled using zirconia beads as a milling medium until the average particle size was 0.23 ⁇ m to obtain a slurry containing pyrimisulfan and phenquinotrione.
• Trial example 2 100 mg of the granular pesticide composition of Example 12 and Comparative Example 7 was put into 700 mL of 3 degree hard water, and the concentration of pyrimisulfan in water and the concentration of fenquinotrione in water after 1 day were measured by high performance liquid chromatography. The measurement results are shown in Table 2.
• Example 13 47.62 parts of pyroxasulfone, 1.97 parts of formalin condensate of naphthalene sulfonate, 0.69 parts of dialkylsulfosuccinate, 0.98 parts of polyoxyethylene tristyrylphenyl ether, 11.87 parts of propylene glycol, xanthan gum 0.06 parts, 0.03 parts of a mixture of CMIT, MIT and bronopol, 0.24 parts of dimethylpolysiloxane and a predetermined amount of water were mixed to make a total amount of 100 parts. This mixture was wet-milled using glass beads as a pulverizing medium until the average particle size became 3 ⁇ m to obtain a primary slurry.
• Comparison example 8 47.62 parts of pyroxasulfone, 1.97 parts of formalin condensate of naphthalene sulfonate, 0.69 parts of dialkylsulfosuccinate, 0.98 parts of polyoxyethylene tristyrylphenyl ether, 11.87 parts of propylene glycol, xanthan gum 0.06 parts, 0.03 parts of a mixture of CMIT, MIT and bronopol, 0.24 parts of dimethylpolysiloxane and a predetermined amount of water were mixed to make a total amount of 100 parts. This mixture was wet-milled using glass beads as a pulverizing medium until the average particle size became 3 ⁇ m to obtain a primary slurry.
• Trial example 3 100 mg of the granular pesticide composition of Example 13 and Comparative Example 8 was put into 700 mL of 3 degree hard water, and the concentration of pyroxasulfone in water after 1 day was measured by high performance liquid chromatography. The measurement results are shown in Table 3.
• the elution concentration of pyroxasulfone was improved when the average particle size was less than 1 ⁇ m and PVP was contained.
• Example 14 30 parts of phenoxasulfone, 12 parts of formalin condensate of naphthalene sulfonate, 1 part of dialkylsulfosuccinate, 1.4 parts of polyoxyethylene styrylphenyl ether sulfate, 0.4 parts of polyoxyethylene alkyl ether, propylene glycol 6. 2 parts, 0.05 part of xanthan gum, 0.1 part of a mixture of CMIT, MIT and bronopol, 0.02 part of dimethylpolysiloxane and a predetermined amount of water were mixed to make a total amount of 100 parts. This mixture was wet-milled using zirconia beads as a milling medium until the average particle size became 0.16 ⁇ m to obtain a slurry containing fenoxasulfone.
• Comparison example 9 6. 30 parts of phenoxasulfone, 12 parts of formalin condensate of naphthalene sulfonate, 1 part of dialkylsulfosuccinate, 1.4 parts of polyoxyethylene styrylphenyl ether sulfate, 0.4 parts of polyoxyethylene alkyl ether, propylene glycol 6. 2 parts, 0.05 part of xanthan gum, 0.1 part of a mixture of CMIT, MIT and bronopol, 0.02 part of dimethylpolysiloxane and a predetermined amount of water were mixed to make a total amount of 100 parts. This mixture was wet-milled using zirconia beads as a milling medium until the average particle size became 0.16 ⁇ m to obtain a slurry containing fenoxasulfone.
• Trial example 4 100 mg of the granular pesticide composition of Example 14 and Comparative Example 9 was put into 700 mL of 3 degree hard water, and the concentration of fenoxasulfone in water after 3 days was measured by high performance liquid chromatography. The measurement results are shown in Table 4.
• the pesticide composition of the present invention can be used for agriculture in the same manner as a normal pesticide composition. that's all

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