WO2014104153A1 - Agrochemical composition - Google Patents

Agrochemical composition Download PDF

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Publication number
WO2014104153A1
WO2014104153A1 PCT/JP2013/084788 JP2013084788W WO2014104153A1 WO 2014104153 A1 WO2014104153 A1 WO 2014104153A1 JP 2013084788 W JP2013084788 W JP 2013084788W WO 2014104153 A1 WO2014104153 A1 WO 2014104153A1
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agrochemical
particle size
composition
aqueous suspension
water
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PCT/JP2013/084788
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French (fr)
Japanese (ja)
Inventor
秀二 三木
宏晃 青地
佳代 犬飼
潤子 生田
慎二 柳沼
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日本農薬株式会社
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Publication of WO2014104153A1 publication Critical patent/WO2014104153A1/en

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    • 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
    • A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
    • A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
    • A01N41/10—Sulfones; Sulfoxides

Definitions

  • the present invention relates to an agrochemical composition having an improved effect on environmental organisms, and more particularly to an agrochemical composition characterized by containing a finely divided solid agrochemical active ingredient, particularly fulvendiamide.
  • the solid forms of active ingredients for agricultural chemicals include powders, granules, wettable powders, granular wettable powders, emulsions and aqueous suspension agricultural chemical preparations (flowables). It is properly used according to the usage scene. In general, emulsions show high effects, but the addition of organic solvents is essential, and problems have been pointed out in terms of adverse effects on the environment and safety for users. Powders, granules, wettable powders, granular wettable powders, and aqueous suspension pesticide preparations (flowables) do not use organic solvents, and therefore do not have the above-mentioned problems of emulsions. The effect is often inferior to that of emulsion.
  • aqueous suspension pesticide formulations are water-dispersed and do not require the use of organic solvents like emulsions. Since it has the feature that there are few problems, such as a load (influence on environmental organisms), malodor, or flammability, development and spread of such agrochemical formulation are becoming active.
  • a load influence on environmental organisms
  • malodor or flammability
  • development and spread of such agrochemical formulation are becoming active.
  • the above-mentioned agrochemical formulations that do not use organic solvents tend to be inferior to emulsions in terms of biological effects, so that the active ingredients are finely pulverized to an average particle size of 0.5 ⁇ m or less to enhance the biological effects.
  • Techniques such as Patent Documents 1, 2, and 3 have been reported.
  • Non-Patent Document 1 Flubendiamide is an insecticide widely used as a harmful insect control agent such as lepidopterous insect pests (for example, Patent Document 4), and granule wettable powder and flowable agent are commercially available.
  • an aqueous suspension pesticide preparation (flowable preparation) containing such fine particles not only exhibits an insecticidal effect equivalent to that of an emulsion, but also has reduced toxicity to useful environmental organisms including Daphnia magna.
  • the present invention has been completed.
  • a pesticide composition comprising a solid pesticide active ingredient having an average particle size of 0.5 ⁇ m or less (excluding 0), [2] The pesticidal composition according to [1], wherein the pesticidal active ingredient is fulvendiamide, [3] The agricultural chemical composition according to [1] or [2], wherein the agricultural chemical composition is a wettable powder, a granular wettable powder, or an aqueous suspension agricultural chemical formulation (flowable preparation). [4] The agricultural chemical composition according to [1] or [2], wherein the agricultural chemical composition is an aqueous suspension agricultural chemical formulation (flowable agent).
  • the aqueous suspension according to [4], comprising a step of adding an anionic surfactant and one kind of rigid medium selected from a particle size of 0.05 mm to 0.5 mm and finely pulverizing again.
  • the biological effect be enhanced by finely pulverizing the active ingredient, but surprisingly, it has the unpredictable effect of reducing toxicity against environmental organisms other than the control target.
  • environmental organisms include non-insect useful organisms such as daphnia, medaka, and frogs.
  • the formulation type of the agricultural chemical composition of the present invention is a powder, granule, wettable powder, wettable granule, aqueous suspension agricultural chemical formulation (flowable agent), etc., which does not use an organic solvent, preferably in water.
  • These are wettable powders, granular wettable powders and aqueous suspension pesticide preparations (flowable preparations) used in a dispersed manner, particularly preferably aqueous suspension pesticide preparations (flowable preparations).
  • the agrochemical active ingredient contained in the agrochemical composition of the present invention is not particularly limited as long as it is solid at room temperature and is hardly soluble in water.
  • the poorly water-soluble agrochemical active ingredient is an agrochemical active ingredient having a water solubility of 200 ppm or less at 20 ° C., preferably 100 ppm or less, and particularly preferably fulvendiamide.
  • the content of the active ingredient of the agrochemical in the agrochemical composition of the present invention is usually 1 to 50 parts by weight, more preferably 10 to 30 parts by weight with respect to 100 parts by weight of the composition of the present invention.
  • herbicides for example, herbicides, plant growth regulators, fungicides, insecticides, acaricides, bactericides, nematicides, and the like can be used as the active ingredients of the agricultural chemical.
  • the active ingredients of the herbicide that can be used in the agrochemical composition of the present invention include pyrazosulfuron ethyl, halosulfuron ⁇ ⁇ ⁇ methyl, bensulfuron ⁇ ⁇ ⁇ methyl, imazosulfuron, azimusulfuron ( azimsulfuron, cinosulfuron, cyclosulfamuron, ethoxysulfuron, pyraclonil, tefuryltirone, mesotrione, pyrimisulfan, penox slam (pensulam) ), Aminopyralid, bencarbazone, flucetosulfuron, monosulfuron, monosulfuron-methyl, pinoxaden, propoxy
  • Examples of the active ingredient of the plant growth regulator include heterocyclic active ingredients such as inabenfide, uniconazole, and paclobutrazol.
  • Examples of the active ingredient of the fungicide include acibenzolar, ampropyfos, anilazine, azaconazole, azoxystrobin, benalaxyl, benodanil ), Benomyl, benzamacril, binapacryl, biphenyl, bitertanol, bethoxazine, bordeaux mixture, blasticidin-S (bromoicidin-S), bromo Conazole (bromoconazole), bupirimate, buthiobate, calcium polysulfide, captafol, captan, copper oxychloride, carpropamid, caprofamide Carbendazim, carboxin, chinomethionat, clobenthiazone, chlorfenazol, chloroneb, chlorothalonil, chlorothalonil, chlorane, cufraneb Simoxanil, cyproconazol, cyprodinil, cyprofuram,
  • the active ingredient of the insecticide includes, for example, abamectin, acephate, acetamipirid, azinphos-methyl, bendiocarb, benfuracarb, bensultap, bifenthrin (Bifenthrin), buprofezin, butocarboxim, carbaryl, carbofuran, carbosulfan, carbosulfan, cartap, chlorfenapyr, chlorpyrifos, chlorfen Chlorfenvinphos, chlorfluazuron, clothianidin, chromafenozide, chlorpyrifos-methyl, cyfluthrin, beta-schiff Trin (beta-cyfluthrin), cypermethrin, cyromazine, cyhalothrin, lambda-cyhalothrin, deltamethrin, diafenthiuron, diazinon, Diacloden, diflubenzur
  • an active ingredient of an acaricide for example, acrylonitrile-based compounds such as cyenopyrafen and cyfulmetofen, spiromesifen, spirodiclofen, pyridaben, pyridaben, amitraz, Bromopropylate, chinomethionat, chlorobezilate, clofentezine, cyhexatine, dicofol, dienochlor, etoxazole, fenazaquin , Fenbutatin oxide, fenpropathrin, fenproximate, halfenprox, hexythiazox, milbemectin milbemectin), propargite (propargite), mention may be made of pyrimidifen (pyrimidifen) and tebufenpyrad (tebufenpyrad) or the like.
  • pyrimidifen pyrimidifen
  • Examples of the active ingredient of the bactericidal agent include streptomycin and its salt, oxyterracycline and oxolinic acid.
  • Examples of the active ingredient of the nematicide include aldoxycarb, fosthiazate, fosthietan, oxamyl and fenamiphos.
  • agrochemical composition of the present invention can contain two or more different agrochemical active ingredients as described above, and the ratio in the case of mixing can be freely selected.
  • agrochemical active ingredients of the agrochemicals are “Agricultural Chemicals Handbook 2005” (issued by the Japan Plant Protection Association, issued on October 11, 2005), and “SHIBUA INDEX 13th Edition” (issued on October 10, 2008). , “The Pesticide, Manual, Fourteenth, Edition” (published by British, Crop, Protection, Council).
  • agrochemical active ingredients not described here can be used as long as they can achieve the object of the present invention.
  • the melting point of the agricultural chemical active ingredient used in the present invention is preferably 60 ° C. or higher.
  • the agrochemical composition of the present invention contains surfactants, thickeners, antifreezing agents, antifoaming agents, antibacterial and preservatives, colorants, pH adjusters, water and the like as necessary in addition to the active ingredients. can do.
  • the surfactant that can be used in the agrochemical composition of the present invention is not particularly limited, and various anionic surfactants, cationic surfactants, and nonionic surfactants that have been used in the agricultural chemical formulation field. Agents and the like.
  • anionic surfactant examples include sulfonic acid-based interfaces such as alkyl sulfonic acid, alpha olefin sulfonic acid, lignin sulfonic acid, alkylbenzene sulfonic acid, alkyl naphthalene sulfonic acid, naphthalene sulfonic acid formalin condensate, and dialkyl sulfosuccinate.
  • Activators and their salts polyoxyethylene alkyl ether sulfate, polyoxyethylene alkyl allyl ether sulfate, polyoxyethylene styryl phenyl ether sulfate, polyoxyethylene phenyl alkyl allyl ether sulfate, polyoxyalkylene glycol sulfate, higher alcohol sulfate, fatty acid Sulfate surfactants such as ester sulfate, phenylphenol (EO) sulfate and the like Salts such as polyoxyethylene alkyl ether phosphate, polyoxyethylene alkyl allyl phosphate, phenylphenol (EO) phosphate ester salt, polyoxyethylene phenyl alkyl allyl ether phosphate, higher alcohol phosphate, polyoxyethylene tribenzylphenol phosphate, etc.
  • Examples thereof include phosphate surfactants and salts thereof, higher fatty acid salts, polycarboxylic acid type surfactants and salts thereof, and the like.
  • the salts in the above surfactants include salts of sodium, potassium, magnesium, calcium, ammonium, ethanolamine, diethanolamine, triethanolamine and various amines.
  • cationic surfactant examples include alkylamine salts, quaternary ammonium salts, alkylpyridinium salts, amine oxides, and the like.
  • Nonionic surfactants include, for example, polyoxyethylene alkyl allyl ether, polyoxyethylene styryl phenyl ether, polyoxyalkylene allyl phenyl ether, polyoxyethylene alkyl ether, polyoxyethylene phenyl alkyl allyl ether, polyoxyethylene nonyl Phenyl ether, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene glycol, polyoxyethylene alkyl ester, polyoxyethylene polyoxypropylene block copolymer, polyoxyalkylene glycol, alkyne diol (acetylene glycol, alkynylene polyoxyethylene diol, sorbitan fatty acid Examples include esters and alkylaryl ether formalin condensates. . Amphoteric surfactants such as other alkyl betaines can also be used. Among these surfactants, nonionic surfactants are preferred.
  • surfactants may be used in a mixture of two or more at an appropriate ratio, and the ratio in the case of mixing can be freely selected. Further, the amount of the surfactant in the composition of the present invention can be selected as appropriate, but can preferably be selected in the range of 0.1 to 20% by mass with respect to 100 parts by mass of the composition.
  • the surfactant may be added as it is when the agrochemical composition of the present invention is produced, or a surfactant previously dissolved or dispersed in water may be added.
  • the thickening agent that can be used is not particularly limited, and organic, inorganic natural products, synthetic products, and semi-synthetic products can be used.
  • heteropolysaccharides such as xanthan gum, diyutang gum, welan gum and rhamzan gum
  • polyvinyl Water-soluble polymer compounds such as alcohol, polyvinylpyrrolidone, polyacrylic acid, sodium polyacrylate and polyacrylamide
  • cellulose derivatives such as methylcellulose, carboxymethylcellulose, carboxyethylcellulose, hydroxyethylcellulose and hydroxypropylcellulose
  • montmorillonite saponite
  • hectorite examples thereof include smectite clay minerals such as bentonite, laponite, and synthetic smectite.
  • thickeners may be used alone or in combination of two or more, and the ratio in the case of mixing can be freely selected. These thickeners may be added as they are, or those previously dispersed in water may be added. Moreover, content in the agrochemical composition of this invention can also be selected freely.
  • antifreezing agents examples include alcohols such as ethylene glycol, diethylene glycol, propylene glycol, glycerin, methanol, ethanol, and isopropanol, water-soluble organic compounds such as urea, sodium chloride, potassium chloride, sodium sulfate, sodium carbonate, and chloride. Inorganic or organic salts such as ammonium, ammonium sulfate, ammonium nitrate, calcium chloride, sodium phosphate, potassium phosphate, sodium acetate, and ammonium acetate can be added. Moreover, the compounding quantity of the antifreezing agent with respect to the whole agricultural chemical composition of this invention can also be selected freely. The antifreezing agent may be added as it is when the agricultural chemical composition of the present invention is produced, or may be added in advance dissolved or dispersed in water.
  • antifoaming agents examples include silicon KM-73, silicon KM-72F, silicon KM-98 (manufactured by Shin-Etsu Chemical Co., Ltd.), Rhodosil 426 / R (manufactured by Rhodia Nikka Co., Ltd.) Silicone emulsions such as Silicon KS-66, Silicon KS-69 (manufactured by Shin-Etsu Chemical Co., Ltd.), Rhodosil 454 (manufactured by Rhodia Nikka Co., Ltd.) and the like can be used. Besides these, various antifoaming agents can be appropriately selected and used. Moreover, the compounding quantity of the antifoamer with respect to the agrochemical composition whole quantity of this invention can also be selected freely.
  • antifungal agent examples include, for example, 1,2-benzisothiazolin-3-one dipropylene glycol 20% aqueous solution (Proxel GXL (S) (manufactured by Arch Chemicals Japan Co., Ltd.)).
  • various antibacterial and antifungal agents can be appropriately selected and used.
  • the compounding quantity of the antifungal agent with respect to the total amount of the agrochemical composition of this invention can also be selected freely.
  • Red No. 3 Red No. 104- (1), Red No. 102, Red No. 106, Red No. 227 and Red No. 230- (1) can be used.
  • various colorants can be appropriately selected and used.
  • the compounding quantity of the coloring agent with respect to the agrochemical composition whole quantity of this invention can also be selected freely.
  • pH adjusters examples include various inorganic acids and organic acids such as hydrochloric acid, sulfuric acid, phosphoric acid, sulfonic acid and carboxylic acid, and salts and esters thereof.
  • organic acid include acidic phosphate, citric acid, maleic acid, sorbic acid, lactic acid, and tartaric acid.
  • buffer solutions such as disodium hydrogen phosphate-citric acid aqueous solution, sodium acetate-hydrochloric acid aqueous solution, formic acid-sodium formate aqueous solution, lactic acid-sodium lactate aqueous solution, tartaric acid-sodium tartrate aqueous solution and sodium citrate-hydrochloric acid aqueous solution are used. You can also
  • auxiliary agent for example, inorganic substances such as white carbon, resins such as petroleum resin, coumarone resin, ester gum, liquid paraffin, various carbon numbers (for example, 6 to 17 carbon atoms)
  • resins such as petroleum resin, coumarone resin, ester gum, liquid paraffin, various carbon numbers (for example, 6 to 17 carbon atoms)
  • various substances such as a hydrocarbon solvent can be added in an appropriate amount depending on the purpose.
  • bentonite clay minerals can be used in combination with the agrochemical composition of the present invention.
  • Bentonite means montmorillonite and the main component thereof, a part of which may be substituted with a metal such as magnesium, iron, calcium, sodium, etc., and may be further subjected to treatment such as sodium substitution. .
  • the blending amount of bentonite clay mineral with respect to the total amount of the agrochemical composition of the present invention can be appropriately selected.
  • These bentonite clay minerals may be added as they are when the agrochemical composition of the present invention is produced, or those previously dispersed in water may be added.
  • auxiliary agents such as various water-soluble polymer compounds can be further used.
  • the water-soluble polymer compound that can be used is not particularly limited, and various natural products, synthetic products, or semi-synthetic products can be used.
  • Various gums such as heteropolysaccharides such as xanthan gum, carrageenan and gum arabic, alginic acid derivatives such as sodium alginate, ammonium alginate, propylene glycol alginate, polyvinylpyrrolidone, polyvinyl methacrylate, polyethylene oxide, polyacrylic acid, polyacrylic Synthetic organic water-soluble polymer compounds such as sodium acid and polyacrylamide, natural products water-soluble polymer compounds such as dextrin, pectin, gelatin, casein, glue and albumin, methylcellulose Carboxymethyl cellulose, carboxyethyl cellulose
  • the compounding quantity with respect to the agrochemical composition whole quantity of this invention can also be selected freely.
  • Adjuvants such as water-soluble polymer compounds may be added as they are when the agrochemical composition of the present invention is produced, or those previously dissolved or dispersed in water may be added.
  • the production method of the agrochemical composition of the present invention is not particularly limited, and can be produced according to the usual production methods of various preparations (for example, Agrochemical Formulation Guide, 1997, Japan Plant Protection Association).
  • a pesticide preparation flowable agent
  • the above-mentioned components are added to water and mixed with a stirrer.
  • the agrochemical active ingredient, surfactant and other adjuvants may be singly or mixed and finely pulverized by dry and wet pulverizers.
  • Dry pulverization can be carried out with an impact pulverizer, ball mill, jet mill, air mill, pin mill, hammer mill or the like.
  • the fine pulverization by wet pulverization can be performed by a wet pulverizer such as an attritor, a sand grinder, a dyno mill, a pearl mill, an apex mill, a visco mill, and an ultra visco mill.
  • the dry pulverizer is used to pulverize all or part of the solid components contained in the composition of the present invention in advance and then dispersed in water together with other components such as a surfactant.
  • Solid components contained in the composition of the present invention are mixed in water in which components such as a surfactant and a thickener are added and mixed, and viscomill, sand grinder (above, manufactured by IMEX Co., Ltd.), Attritor (Co., Ltd.)
  • a method of dispersing while atomizing with a wet pulverizer such as Mitsui Miike Seisakusho), Dinomill KDL type (manufactured by WILLY A Bachofen AG);
  • a method of adding an aqueous dispersion of a surfactant or the like to the dispersion that has been atomized with the above; or the solid component contained in the composition of the present invention is finely divided to some extent by a dry grinder in advance.
  • the active ingredient in order to finely pulverize the active ingredient, it is preferable to first pulverize to about 1 ⁇ m using a rigid medium having a particle diameter of 1 mm, and then finely pulverize again using a rigid medium having a particle diameter of 0.05 to 0.5 mm. .
  • the particle size of the active ingredient can be finely pulverized to 0.05, 0.1, 0.2, 0.3, 0.5 ⁇ m, but is not limited thereto. It is not a thing.
  • the rigid medium is not particularly limited as long as it is a material that can finely pulverize the active ingredient of agricultural chemicals, but glass beads are generally used.
  • the degree of pulverization of the pesticidal active ingredient in the pesticidal composition of the present invention is preferably about 0.8 ⁇ m or less, more preferably about 0.5 ⁇ m or less as an average particle size.
  • the technical limit is around 0.01 ⁇ m, but in order to obtain finer fine particles, a “bottom-up” process such as reprecipitation (Oikawa et al., The Chemical Times, s2005 No.1, p.3-9) can also be used.
  • the average particle diameter means an average particle diameter of 50% cumulative particle diameter, and a suspension in which particles are dispersed is caused to flow in a laser optical path, and a diffraction image or a scattered image of passing particles is applied to a lens.
  • the use amount per 10 ares of the agrochemical composition of the present invention can be appropriately selected according to the application scene, application time, application method, target grass species or target pest, etc., but preferably 0.1 to 4 L Degree is desirable.
  • the agrochemical composition of the present invention can be sprayed as it is or diluted to an appropriate concentration with water. Although the amount of dilution at the time of dilution can also be selected as appropriate, it is preferable to dilute so that the amount of the liquid after dilution is about 0.5 to 200 L per 10 ares.
  • the method of mixing the pesticidal composition of the present invention and one or more other different pesticidal compositions is, for example, a method of mixing each composition in a small amount of water and diluting to an appropriate concentration while stirring, each composition
  • concentration is mentioned, it is not necessarily limited to these methods.
  • the agrochemical composition of the present invention can be used as it is or after being diluted with water as desired and sprayed in accordance with a known method, but can also be sprayed directly from a bank to a flooded sewage paddy field.
  • the container containing the agricultural chemical composition of the present invention is lightly shaken before use, and then used by spraying little by little along the shore.
  • the agricultural chemical composition of the present invention is diluted with water or sprayed without dilution, it is applied to the paddy field, upland, orchard, turf, non-agricultural land, etc. using a known sprayer or the like, Used by foliage spraying. Moreover, it can also use for seed processing, seedling box processing, etc. using this water dilution liquid.
  • Example 1 55.00 parts of fulvendiamide base, 0.21 part of acetylenic dialcohol composition (Surfinol 104PG50: manufactured by Air Products Japan), sodium polyalkylarylsulfonate (supurazil MNS-425: manufactured by Rhodia Nikka) 3.15 parts, thickener (Kunipia G: manufactured by Kunimine Kogyo Co., Ltd.) 0.25 part, antifoaming agent (Cylcolapse 454: manufactured by Rhodia Nikka Co., Ltd.) 0.10 parts, preservative (Proxel GXL (S): Arch ⁇ Chemicals Japan Co., Ltd.) After adding 0.10 parts and 41.19 parts of water and mixing, using a rigid media with a particle size of 1 mm, a media agitation type wet crusher (Dynomill KDL type: manufactured by Shinmaru Enterprises) Was then pulverized to obtain a pulverized composition having an active ingredient average particle size of 0.89 ⁇ m
  • Example 2 36.36 parts of the pulverized product A of Example 1 is 8.85 parts of sodium alkylnaphthalene sulfonate formalin condensate (MORWET D-425 POWDER: manufactured by Lion Akzo Co., Ltd.), an antifoaming agent (Cylcolapse 454: manufactured by Rhodia Nikka Co., Ltd.) After adding 0.10 parts and 54.69 parts of water and mixing, finely pulverize by the above-mentioned wet pulverizer using a rigid medium having a particle diameter of 0.3 mm, and a pulverized product having an average particle diameter of the active ingredient of 0.3 ⁇ m An aqueous suspension composition containing was obtained. The average particle size was measured with a laser diffraction particle size distribution analyzer SALD-2200 (manufactured by Shimadzu Corporation).
  • SALD-2200 laser diffraction particle size distribution analyzer
  • Example 3 36.36 parts of the pulverized product A of Example 1 is 8.85 parts of sodium alkylnaphthalene sulfonate formalin condensate (MORWET D-425 POWDER: manufactured by Lion Akzo Co., Ltd.), an antifoaming agent (Cylcolapse 454: manufactured by Rhodia Nikka Co., Ltd.) After adding and mixing 0.10 parts and 54.69 parts of water, the mixture is finely pulverized by the above-mentioned wet pulverizer using a rigid medium having a particle diameter of 0.1 mm, and a pulverized product having an active ingredient average particle diameter of 0.1 ⁇ m. An aqueous suspension composition containing was obtained. The average particle diameter was measured with a dynamic light scattering particle size distribution measuring apparatus Microtrac UPA150 (manufactured by Nikkiso Co., Ltd.).
  • Example 4 36.36 parts of the pulverized product A of Example 1 is 8.85 parts of sodium alkylnaphthalene sulfonate formalin condensate (MORWET D-425 POWDER: manufactured by Lion Akzo Co., Ltd.), an antifoaming agent (Cylcolapse 454: manufactured by Rhodia Nikka Co., Ltd.) After adding 0.10 parts and 54.69 parts of water and mixing, finely pulverize by the above-mentioned wet pulverizer using a rigid medium having a particle diameter of 0.1 mm, and a pulverized product having an average particle diameter of 0.05 ⁇ m as an active ingredient An aqueous suspension composition containing was obtained. The average particle diameter was measured with a dynamic light scattering particle size distribution measuring apparatus Microtrac UPA150 (manufactured by Nikkiso Co., Ltd.).
  • Comparative Example 1 36.36 parts of the pulverized product A of Example 1 is 8.85 parts of sodium alkylnaphthalene sulfonate formalin condensate (MORWET D-425 POWDER: manufactured by Lion Akzo Co., Ltd.), an antifoaming agent (Cylcolapse 454: manufactured by Rhodia Nikka Co., Ltd.) After adding 0.10 parts and 54.69 parts of water and mixing, an aqueous suspension composition containing a pulverized product having an average particle diameter of the active ingredient of 0.89 ⁇ m was obtained.
  • MORWET D-425 POWDER manufactured by Lion Akzo Co., Ltd.
  • an antifoaming agent Cylcolapse 454: manufactured by Rhodia Nikka Co., Ltd.
  • Comparative Example 2 10.0 parts of the fulvendiamide base material was dissolved in 35.0 parts of NMP, 25.0 parts of BLO ( ⁇ -butyrolactone) and 30.0 parts of Neuken EA-157 (POE polystyrylphenyl ether) to obtain a 10% emulsion.
  • Test Example 1 Insecticidal test against Plutella xylostella A cabbage leaf is immersed in a chemical solution diluted to a predetermined concentration for about 30 seconds, air-dried, placed in a plastic petri dish with a diameter of 9 cm, and inoculated with a long-spotted larvae at 25 ° C, humidity It was left in a constant temperature room of 70%. The number of surviving insects was investigated 4 days after immersion in the chemical solution, and the corrected abnormalities + death rate was calculated according to the following formula. 10 heads in 1 ward, no system. The results are shown in Table 1.
  • Test Example 2 Insecticidal test against Chamonaki (Homona magnanima Diakonoff) The tea leaves were immersed in a chemical solution adjusted to 500 ppm for about 30 seconds, air-dried, placed in a plastic petri dish with a diameter of 9 cm, inoculated with Chahamaki 4th instar larvae, 25 ° C., and humidity 70 % In a constant temperature room. The number of live and dead insects was investigated 11 days after the inoculation, and the corrected abnormalities + death rate was calculated in the same manner as in Test Example 1. 10 heads in 1 ward, no system. The results are shown in Table 2.
  • Test Example 3 Insecticidal test against Adoxophyes honmai After immersing the tea leaves in a chemical solution adjusted to 500 ppm for about 30 seconds, air-dried and placed in a plastic petri dish with a diameter of 9 cm, and inoculated with the 4th instar larvae, It was left still in a constant temperature room at 25 ° C. and 70% humidity. The number of live and dead insects was investigated 4 days after the inoculation, and the corrected abnormalities + death rate was calculated as in Test Example 1. 10 heads in 1 ward, no system. The results are shown in Table 3.
  • the aqueous suspension pesticide composition with an average particle size of 0.05 ⁇ m showed the same level of activity as 10% EC (emulsion), but 0.89 ⁇ m was less effective. It was. From this test result, it was found that the effect is improved and the emulsion level is reached by making the active ingredient fine particles.
  • Toxicity tests on the aqueous suspension pesticide composition of the present invention were conducted according to the following guidelines of the Japanese Ministry of Agriculture, Forestry and Fisheries and OECD. (Regarding the test results relating to the registration application for agricultural chemicals by the Ministry of Agriculture, Forestry and Fisheries No. 12 No. 8147 Notification of the Director of Agriculture and Horticultural Affairs, Ministry of Agriculture, Forestry and Fisheries, dated November 24, 2000) April 1, notice of Director of Consumer Affairs and Safety, Ministry of Agriculture, Forestry and Fisheries; OECD OECD Guideline for Testing of Chemicals 202 "Daphnia sp., Acute Immobilisation Test” (2004))
  • Test Example 4 swimming inhibition test against Daphnia magna (Daphnia magna) In a 100 ml solution adjusted to a predetermined concentration, a 2-4 week-old adult (not a first-born) younger than 24 hours old was released, and then a water temperature of 20 ⁇ 1 ° C. 16 hours illumination-8 hours in the dark. Observations were made according to the following criteria 24 hours after release and 48 hours later, and the swimming inhibition rate was calculated by counting solids that did not swim. 2 units in 10 wards. The results are shown in Table 4.
  • Evaluation Criteria A case where the vessel was not moved at all for 15 seconds after moving the container gently was regarded as a swimming inhibition.
  • the average particle diameter of the active ingredient is 0.83 ⁇ m at 0.003 ppm, 0.5 ⁇ m and 0.3 ⁇ m are 0.03 ppm, 0.1 ⁇ m and 0.05 ⁇ m are At a concentration of 0.1 ppm, 100% swimming inhibition was shown, and it was surprisingly observed that the toxicity to Daphnia magna was reduced as the average particle size decreased. Such an effect tends to contradict the insecticidal effect and cannot be easily conceived.

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
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  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

An agrochemical composition characterized by containing a solid agrochemical active component that has an average particle size of 0.5 μm or less (excluding 0); a method for manufacturing an aqueous suspension-type agrochemical formulation (a flowable formulation) that contains solid flubendiamide having an average particle size of 0.5 μm or less (excluding 0), said method being characterized by comprising wet-pulverizing flubendiamide in the presence of water and a rigid medium; and a method for manufacturing an aqueous suspension-type agrochemical formulation (a flowable formulation) that contains solid flubendiamide having an average particle size of 0.5 μm or less (excluding 0), said method being characterized by comprising a step for pulverizing in a wet pulverization machine a composition, which comprises flubendiamide, an anionic surfactant, a nonionic surfactant, a thickener, a rigid medium having a particle size of 1 mm and water, to give a coarsely pulverized matter, adding to the coarsely pulverized matter an anionic surfactant and one kind of a rigid medium having a particle size selected from the range of 0.05-0.5 mm, and then finely pulverizing the resultant mixture again.

Description

農薬組成物Agrochemical composition
　本願発明は環境生物への影響が改善された農薬組成物に関し、詳しくは微粉砕した固体状の農薬有効成分、特にフルベンジアミドを含有することを特徴とする、農薬組成物に関する。 The present invention relates to an agrochemical composition having an improved effect on environmental organisms, and more particularly to an agrochemical composition characterized by containing a finely divided solid agrochemical active ingredient, particularly fulvendiamide.
　固体状の農薬有効成分の製剤形態としては、粉剤、粒剤、水和剤、顆粒水和剤、乳剤及び水性懸濁状農薬製剤（フロアブル剤）等があり、有効成分の性状、使用目的及び使用場面に応じて使い分けがなされている。一般に乳剤は高い効果を示すが、有機溶剤の配合を必須とし環境への悪影響や使用者への安全性に問題が指摘されている。粉剤、粒剤、水和剤、顆粒水和剤および水性懸濁状農薬製剤（フロアブル剤）は有機溶媒を使用しないため、乳剤の持つ前記問題点を有しないが、一般的に農薬としての生物効果は乳剤に比べて劣る場合が多い。中でも水性懸濁状農薬製剤（フロアブル剤）は、分散溶媒が水であり、乳剤のように有機溶剤を使用する必要がないため、有機溶剤に起因する人畜等に対する毒性や刺激性、環境への負荷（環境生物への影響）、悪臭又は引火性等の問題が少ないという特長を有しているため、かかる農薬製剤の開発・普及が盛んになってきている。
　しかし上記の有機溶媒を使用しない農薬製剤は、生物効果に関して乳剤と比較して効果が劣る傾向があるため、有効成分を平均粒径０．５μｍ以下に微粉砕し、生物効果の増強を図る方法（例えば特許文献１、２、３）等の技術が報告されている。一方で、有効成分を微粒子化することにより毒性が増強されることが報告されている（例えば、非特許文献１）。このことから、有効成分を微粒子化することにより、活性向上が期待できる半面、毒性も同様に増強される懸念が推認される。
　フルベンジアミドは、例えばチョウ目害虫等の有害昆虫防除剤として広く使用されている殺虫剤であり（例えば特許文献４）、顆粒水和剤およびフロアブル剤が市販されている。 The solid forms of active ingredients for agricultural chemicals include powders, granules, wettable powders, granular wettable powders, emulsions and aqueous suspension agricultural chemical preparations (flowables). It is properly used according to the usage scene. In general, emulsions show high effects, but the addition of organic solvents is essential, and problems have been pointed out in terms of adverse effects on the environment and safety for users. Powders, granules, wettable powders, granular wettable powders, and aqueous suspension pesticide preparations (flowables) do not use organic solvents, and therefore do not have the above-mentioned problems of emulsions. The effect is often inferior to that of emulsion. In particular, aqueous suspension pesticide formulations (flowables) are water-dispersed and do not require the use of organic solvents like emulsions. Since it has the feature that there are few problems, such as a load (influence on environmental organisms), malodor, or flammability, development and spread of such agrochemical formulation are becoming active.
However, the above-mentioned agrochemical formulations that do not use organic solvents tend to be inferior to emulsions in terms of biological effects, so that the active ingredients are finely pulverized to an average particle size of 0.5 μm or less to enhance the biological effects. Techniques such as Patent Documents 1, 2, and 3 have been reported. On the other hand, it has been reported that toxicity is enhanced by making active ingredients into fine particles (for example, Non-Patent Document 1). From this, it can be inferred that by making the active ingredient fine particles, the activity can be expected to be improved, but the toxicity is similarly enhanced.
Flubendiamide is an insecticide widely used as a harmful insect control agent such as lepidopterous insect pests (for example, Patent Document 4), and granule wettable powder and flowable agent are commercially available.
特公昭６３－５８８０２号公報Japanese Examined Patent Publication No. 63-58802 特公昭６４－７０４１号公報Japanese Patent Publication No. 64-7041 特開平０７－１７３０１５号公報Japanese Patent Laid-Open No. 07-173015 特開２００１－１３１１４１号公報JP 2001-131141 A
　固体状の農薬有効成分、特にフルベンジアミドの農薬製剤においては、農薬としての効果を維持または向上した上で、安全性面、特に環境生物に対する安全性を向上することが望まれている。 It is desired to improve the safety, particularly the safety against environmental organisms, while maintaining or improving the effectiveness as a pesticide in a solid agrochemical active ingredient, especially a fulvendiamide agrochemical formulation.
　本発明者等は上記課題を解決すべく鋭意研究を重ねた結果、フルベンジアミドを粒径０．５ｍｍ以下の剛体メディアを用いて湿式微粉砕することにより、平均粒径が０．５μｍ以下の微粒子とし、かかる微粒子を含有する水性懸濁状農薬製剤（フロアブル剤）が、乳剤と同等の殺虫効果を発現するだけでなく、且つ特にオオミジンコを含む有用環境生物への毒性が軽減されることを見出し、本発明を完成させた。 As a result of intensive studies to solve the above-mentioned problems, the present inventors have carried out wet pulverization of fulvendiamide using a rigid medium having a particle size of 0.5 mm or less to obtain fine particles having an average particle size of 0.5 μm or less. It has been found that an aqueous suspension pesticide preparation (flowable preparation) containing such fine particles not only exhibits an insecticidal effect equivalent to that of an emulsion, but also has reduced toxicity to useful environmental organisms including Daphnia magna. The present invention has been completed.
即ち、本発明は、
［１］０．５μｍ以下（但し、０を除く）の平均粒径を有する固体状の農薬有効成分を含むことを特徴とする農薬組成物、
［２］農薬有効成分が、フルベンジアミドである［１］に記載の農薬組成物、
［３］農薬組成物が、水和剤、顆粒水和剤または水性懸濁状農薬製剤（フロアブル剤）である［１］または［２］に記載の農薬組成物、
［４］農薬組成物が、水性懸濁状農薬製剤（フロアブル剤）である［１］または［２］に記載の農薬組成物、
［５］農薬有効成分の平均粒径が、０．０５～０．５μｍである［１］乃至［４］に記載の農薬組成物、
［６］フルベンジアミドを水および剛体メディアの存在下に湿式微粉砕することを特徴とする［４］に記載の水性懸濁状農薬製剤（フロアブル剤）の製造方法、および
［７］フルベンジアミド、陰イオン性界面活性剤、非イオン性界面活性剤、増粘剤、粒径１ｍｍの剛体メディア及び水からなる組成物を、湿式粉砕機で粉砕し粗粉砕物とした後、かかる粗粉砕物に陰イオン性界面活性剤、及び粒径０．０５ｍｍ～０．５ｍｍから選択される１種の剛体メディアを添加し、再度微粉砕する工程を有することを特徴とする［４］に記載の水性懸濁状農薬製剤（フロアブル剤）の製造方法、
に関する。 That is, the present invention
[1] A pesticide composition comprising a solid pesticide active ingredient having an average particle size of 0.5 μm or less (excluding 0),
[2] The pesticidal composition according to [1], wherein the pesticidal active ingredient is fulvendiamide,
[3] The agricultural chemical composition according to [1] or [2], wherein the agricultural chemical composition is a wettable powder, a granular wettable powder, or an aqueous suspension agricultural chemical formulation (flowable preparation).
[4] The agricultural chemical composition according to [1] or [2], wherein the agricultural chemical composition is an aqueous suspension agricultural chemical formulation (flowable agent).
[5] The agricultural chemical composition according to any one of [1] to [4], wherein an average particle size of the agricultural chemical active ingredient is 0.05 to 0.5 μm,
[6] The method for producing an aqueous suspension pesticide preparation (flowable agent) according to [4], wherein fulvendiamide is wet-pulverized in the presence of water and a rigid medium, and [7] flubendiamide, A composition comprising an anionic surfactant, a nonionic surfactant, a thickener, a rigid medium having a particle diameter of 1 mm, and water is pulverized with a wet pulverizer into a coarsely pulverized product, and then the coarsely pulverized product is obtained. The aqueous suspension according to [4], comprising a step of adding an anionic surfactant and one kind of rigid medium selected from a particle size of 0.05 mm to 0.5 mm and finely pulverizing again. Production method of turbid pesticide preparation (flowable agent),
About.
　本願発明によれば、有効成分を微粉砕することで生物効果の増強を図れるだけでなく、驚くべきことに防除対象以外の環境生物に対しては毒性が軽減するという予見不可能な効果を有する。そのような環境生物としては、例えばミジンコ、メダカ、カエル等非昆虫有用生物が挙げられる。 According to the present invention, not only can the biological effect be enhanced by finely pulverizing the active ingredient, but surprisingly, it has the unpredictable effect of reducing toxicity against environmental organisms other than the control target. . Examples of such environmental organisms include non-insect useful organisms such as daphnia, medaka, and frogs.
　本発明の農薬組成物の製剤型は、有機溶媒を使用しない、粉剤、粒剤、水和剤、顆粒水和剤および水性懸濁状農薬製剤（フロアブル剤）等であるが、好ましくは水に分散させて使用する、水和剤、顆粒水和剤および水性懸濁状農薬製剤（フロアブル剤）であり、特に好ましくは水性懸濁状農薬製剤（フロアブル剤）である。 The formulation type of the agricultural chemical composition of the present invention is a powder, granule, wettable powder, wettable granule, aqueous suspension agricultural chemical formulation (flowable agent), etc., which does not use an organic solvent, preferably in water. These are wettable powders, granular wettable powders and aqueous suspension pesticide preparations (flowable preparations) used in a dispersed manner, particularly preferably aqueous suspension pesticide preparations (flowable preparations).
　本発明の農薬組成物に含有される農薬有効成分は、常温で固体であり、水に難溶性のものであれば特に限定はなく使用できる。水に難溶性の農薬有効成分とは、２０℃で水溶解度が２００ｐｐｍ以下の農薬有効成分を示し、１００ｐｐｍ以下のものが好ましく、特にフルベンジアミドが好ましい。 The agrochemical active ingredient contained in the agrochemical composition of the present invention is not particularly limited as long as it is solid at room temperature and is hardly soluble in water. The poorly water-soluble agrochemical active ingredient is an agrochemical active ingredient having a water solubility of 200 ppm or less at 20 ° C., preferably 100 ppm or less, and particularly preferably fulvendiamide.
　本発明の農薬組成物における農薬有効成分の含有量は、本発明組成物１００重量部に対して、通常１～５０重量部、より好ましくは１０～３０重量部である。 The content of the active ingredient of the agrochemical in the agrochemical composition of the present invention is usually 1 to 50 parts by weight, more preferably 10 to 30 parts by weight with respect to 100 parts by weight of the composition of the present invention.
　その他に該農薬有効成分として、例えば除草剤、植物成長調節剤、殺菌剤、殺虫剤、殺ダニ剤、殺バクテリア剤、殺線虫剤などを使用することができる。本発明の農薬組成物に使用できる除草剤の有効成分としては、ピラゾスルフロンエチル（pyrazosulfuron ethyl）、ハロスルフロンメチル（halosulfuron methyl）、ベンスルフロンメチル（bensulfuron methyl）、イマゾスルフロン（imazosulfuron）、アジムスルフロン（azimsulfuron）、シノスルフロン（cinosulfuron）、シクロスルファムロン（cyclosulfamuron）、エトキシスルフロン（ethoxysulfuron）、ピラクロニル（pyraclonil）、テフリルトリオン（tefuryltirone）、メソトリオン（mesotrione）、ピリミスルファン（pyrimisulfan）、ペノキススラム（penoxsulam）、アミノピラリド（aminopyralid）、ベンカルバゾン（bencarbazone）、フルセトスルフロン（flucetosulfuron）、モノスルフロン（monosulfuron）、モノスルフロンメチル（monosulfuron-methyl）、ピノキサデン（pinoxaden）、プロポキシカルバゾンナトリウム塩（propoxycarbazone-sodium）、ピラスルホトール（pyrasulfotole）、ピロキサスルホン（pyroxasulfone）、ピロキシスラム（pyroxsulam）、テンボトリオン（tembotrione）、チエンカルバゾンメチル（thiencarbazone-methyl）、トプラメゾン（topramezon）、エスプロカルブ（esprocarb）、ベンチオカーブ（benthiocarb）、モリネート（molinate）、ジメピペレート（dimepiperate）、ピリブチカルブ（pyributicarb）、メフェナセット（mefenacet）、ブタクロール（butachlor）、プレチラクロール（pretilachlor）、テニルクロール（thenylchlor）、ブロモブチド（bromobutide）エトベンザニド（etobenzanid）、ダイムロン（dymron）、クミルロン（cumyluron）、ベンタゾン（bentazone）、ベンタゾンの塩、２，４－Ｄ、２，４－Ｄの塩、２，４－Ｄのエステル、ＭＣＰ、ＭＣＰの塩、ＭＣＰのエステル、ＭＣＰＢ、ＭＣＰＢの塩、ＭＣＰＢのエステル、フェノチオール（MCPA-thioethyl）、クロメプロップ（clomeprop）、ナプロアニリド（naproanilide）、オキサジアゾン（oxadiazon）、ピラゾレート（pyrazolate）、ピラゾキシフェン（pyrazoxyfen）、ベンゾフェナップ（benzofenap）、オキサジアルギル（oxadiargyl）、ジメタメトリン（dimethametryn）、シメトリン（simetryn）、ピペロホス（piperophos）、アニロホス（anilofos）、ブタミホス（butamifos）、ベンスリド（bensulide）、ジチオピル（dithiopyr）、ピリミノバックメチル（pyriminobac methyl）、ＣＮＰ、クロメトキシニル（chlormethoxynil）、シハロホップブチル（cyhalofop butyl）、ビフェノックス（bifenox）、カフェンストロール（cafenstrole）、ペントキサゾン（pentoxazone）、インダノファン（indanofan）、オキサジクロメホン（oxaziclomefone）、フェントラザミド（fentrazamide）、ブテナクロール（butenachlor）、ＡＣＮ、ベンゾビシクロン（benzobicyclon）、ベンフレセート（benfuresate）、シンメチリン（cimmethylin）、シマジン（simazine）、ジクロベニル（dichlobenil）、ジウロン（diuron）、クロロＩＰＣ（chlorpropham）、アトラジン（atrazine）、アラクロール（alachlor）、イソウロン（isouron）、クロルフタリム（chlorphtalim）、シアナジン（cyanazin）、トリフルラリン（trifluralin）、ブタミホス（butamifos）、プロピザミド（propyzamide）、プロメトリン（prometryn）、ペンディメタリン（pendimethalin）、メトラクロール（metolachlor）、メトリブジン（metribuzin）、リニュロン（linuron）、レナシル（lenacil）、プロパニル（propanil）、ＭＣＰＡ、アイオキシニル（ioxynil octanoate）、アシュラム（asulam）、キザロホップエチル（quizalofop-ethyl）、プロパキザホップ（propaquizafop）、キザロホップテフリル（quizalofop-tefuryl）、セトキシジム（sethoxydim）、チフェンスルフロンメチル（thifensulfuron-methyl）、フェノキサプロップエチル（fenoxaprop-ethyl）、フェンメディファム（phenmedipham）、フルアジホップブチル（fluazifop-butyl）、ベンタゾン（bentazone）、ＳＡＰ（bensulide）、ＴＣＴＰ（chlorthal-dimethyl,tetorachlorothiophene）、アミプロホスメチル（amiprophosmethyl）、アメトリン（ametryn）、イソキサベン（isoxaben）、オルベンカーブ（orbencarb）、カルブチレート（karbutilate）、ジチオピル（dithiopyr）、シデュロン（siduron）、チアザフルロン（thiazafluron）、ナプロパミド（napropamide）、プロジアミン（prodiamine）、ベスロジン（benefin）、メチルダイムロン（methyl dymron）、２，４－ＰＡ、ＭＣＰＰＡ、フラザスルフロン（flazasulfuron）、メトスルフロンメチル（metsulfuron-methyl）、イマザキン（imazaquin）、イマザピル（imazapyr）、テトラピオン（flupropanate）、テブティウロン（tebuthiuron）、ブロマシル（bromacil）、ヘキサジノン（hexazinone）、グリホサートアンモニウム塩（glyphosate-ammonium）、グリホサートイソプロピルアミン塩（glyphosate-iso-propylammonium）、グリホサートトリメシウム塩（glyphosate-trimesium）、グリホサートナトリウム塩（glyphosate-sodium）、グリホサートカリウム塩（glyphosate-potassium）、ビアラホス（bialaphos）、グルホシネート（glufosinate-ammonium）、ＭＣＣ及びピラフルフェン・エチル（pyraflufen・ethyl）等を挙げることができる。 In addition, for example, herbicides, plant growth regulators, fungicides, insecticides, acaricides, bactericides, nematicides, and the like can be used as the active ingredients of the agricultural chemical. The active ingredients of the herbicide that can be used in the agrochemical composition of the present invention include pyrazosulfuron ethyl, halosulfuron メ チ ル methyl, bensulfuron メ チ ル methyl, imazosulfuron, azimusulfuron ( azimsulfuron, cinosulfuron, cyclosulfamuron, ethoxysulfuron, pyraclonil, tefuryltirone, mesotrione, pyrimisulfan, penox slam (pensulam) ), Aminopyralid, bencarbazone, flucetosulfuron, monosulfuron, monosulfuron-methyl, pinoxaden, propoxycal Zon sodium salt (propoxycarbazone-sodium), pyrasulfotole, pyroxasulfone, pyroxsulam, tembotrione, thiencarbazone-methyl, topramezon, esprocarb ( esprocarb, benthiocarb, molinate, dimepiperate, pyributicarb, mefenacet, butachlor, pretilachlor, tenthylchlor, benzbute to bromobutide ), Dymron, cumyluron, bentazone, bentazone salt, 2,4-D, 2,4-D salt, 2,4-D ester, MCP, MCP salt, MCP of Esters, MCPB, MCPB salts, MCPB esters, phenothiol (MCPA-thioethyl), clomeprop (clomeprop), naproanilide, oxadiazon, pyrazolate, pyrazolfen, benzofenap ), Oxadiargyl, dimethametryn, simetryn, piperophos, anilofos, butamifos, bensulide, dithiopyr, pyrinobac methyl (pyrim) , CNP, chlormethoxynil, cyhalofop butyl, bifenox, cafenstrole, pentoxazone, indanofan, indanofan Lomephone (oxaziclomefone), fentrazamide (fentrazamide), butenachlor (butenachlor), ACN, benzobicyclon, benfuresate, cymmethylin, simazine, diclobenyl (dichlobenil), diuron (diuron) IPC (chlorpropham), atrazine, alachlor, isouron, chlorphtalim, cylanazin, trifluralin, butamifos, propyzamide, promethrin , Pendimethalin, metolachlor, metribuzin, linuron, lenacil, propanil, MCPA, ioxynil octanoate, ash Aslamam, quizalofop-ethyl, propaquizafop, quizalofop-tefuryl, sethoxydim, thifensulfuron-methyl, phenoxa Fenoxaprop-ethyl, phenmedipham, fluazifop-butyl, bentazone, SAP (bensulide), TCTP (chlorthal-dimethyl, tetorachlorothiophene), amiprophosmethyl ), Ametrin, isoxaben, isoxaben, orbencarb, karbutilate, dithiopyr, siduron, thiazafluron, napropamide, prodiamine, bethrosin benefin), methyldaimron (m ethyl dymron, 2,4-PA, MCPPA, flazasulfuron, metsulfuron-methyl, imazaquin, imazapyr, tetrapion (flupropanate), tebuthiuron, bromacil ( bromacil, hexazinone, glyphosate-ammonium, glyphosate-iso-propylammonium, glyphosate-trimesium, glyphosate-sodium, glyphosate potassium Examples include salts (glyphosate-potassium), bialaphos, glufosinate-ammonium, MCC, and pyraflufen-ethyl.
　植物生長調節剤の有効成分としては、例えば、イナベンフィド（inabenfide）、ウニコナゾール（uniconazole）及びパクロブトラゾール（paclobutrazol）等の複素環系有効成分等を挙げることができる。 Examples of the active ingredient of the plant growth regulator include heterocyclic active ingredients such as inabenfide, uniconazole, and paclobutrazol.
　殺菌剤の有効成分としては、例えば、アシベンゾラール（acibenzolar）、アムプロピルホス（ampropyfos）、アニラジン（anilazine）、アザコナゾール（azaconazole）、アゾキシストロビン（azoxystrobin）、ベナラキシル（benalaxyl）、ベノダニル（benodanil）、ベノミル（benomyl）、ベンザマクリル（benzamacril）、ビナパクリル（binapacryl）、ビフェニル（biphenyl）、ビテルタノール（bitertanol）、ベトキサジン（bethoxazine）、ボルドー液（bordeaux mixture）、ブラストサイジン－S（blasticidin-S）、ブロモコナゾール（bromoconazole）、ブピリメート（bupirimate）、ブチオベート（buthiobate）、カルシウムポリスルフィド（calcium polysulfide）、キャプタフォール（captafol）、キャプタン（captan）、カッパーオキシクロリド（copper oxychloride）、カルプロパミド（carpropamid）、カルベンダジン（carbendazim）、カルボキシン（carboxin）、キノメチオネート（chinomethionat）、クロベンチアゾン（chlobenthiazone）、クロルフェナゾール（chlorfenazol）、クロロネブ（chloroneb）、クロロタロニル（chlorothalonil）、クロゾリネート（chlozolinate）、クフラネブ（cufraneb）、シモキサニル（cymoxanil）、シプロコナゾール（cyproconazol）、シプロジニル（cyprodinil）、シプロフラム（cyprofuram）、デバカルブ（debacarb）、ジクロロフェン（dichlorophen）、ジクロブトラゾール（diclobutrazol）、ジクロフラニド（diclhlofluanid）、ジクロメジン（diclomedine）、ジクロラン（dicloran）、ジエトフェンカルブ（diethofencarb）、ジクロシメット（diclocymet）、ジフェノコナゾール（difenoconazole）、ジフルメトリン（diflumetorim）、ジメチリモール（dimethirimol）、ジメトモルフ（dimethomorph）、ジニコナゾール（diniconazole）、ジニコナゾール－M（diniconazole-M）、ジノカップ（dinocap）、ジフェニルアミン（diphenylamine）、ジピリチオン（dipyrithione）、ジタリムホス（ditalimfos）、ジチアノン（dithianon）、ドデモルフ（dodemorph）、ドジン（dodine）、ドラゾクソロン（drazoxolon）、エデフェノホス（edifenphos）、エポキシコナゾール（epoxiconazole）、エタコナゾール（etaconazole）、エチリモル（ethirimol）、エトリジアノール（etridiazole）、ファモキサゾン（famoxadone）、フェナリモル（fenarimol）、フェブコナゾール（febuconazole）、フェンフラム（fenfuram）、フェンピクロニル（fenpiclonil）、フェンプロピジン（fenpropidin）、フェンプロピモルフ（fenpropimorph）、フェンチン（fentin）、フェルバン（ferbam）、フェリムゾン（ferimzone）、フルアジナム（fluazinam）、フルジオキソニル（fludioxonil）、フルオロイミド（fluoroimide）、フルキンコナゾール（fluquinconazole）、フルシラゾール（flusilazole）、フルスルファミド（flusulfamide）、フルトラニル（flutolanil）、フルトリアフォール（flutriafol）、フルベンジアミド（flubendiamide）フォルペット（folpet）、フォセチル－アルミニウム（fosetyl-aluminium）、フベリダゾール（fuberidazole）、フララキシル（furalaxyl）、フェナミドン（fenamidone）、フェンヘキサミド（fenhexamid）、グアザチン（guazatine）、ヘキサクロロベンゼン（hexachlorobenzene）、ヘキサコナゾール（hexaconazole）、ヒメキサゾール（hymexazol）、イマザリル（imazalil）、イミベンコナゾール（imibenconazole）、イミノクタジン（iminoctadine）、イプコナゾール（ipconazole）、イプロベンホス（iprobenfos）、イプロジオン（iprodione）、イソプロチオラン（isoprothiolane）、イプロバリカルブ（iprovalicarb）、カスガマイシン（kasugamycin）、クレソキシム－メチル（kresoxim-methyl）、マンカッパー（mancopper）、マンゼブ（mancozeb）、マンネブ（maneb）、メパニピリム（mepanipyrim）、メプロニル（mepronil）、メタラキシル（metalaxyl）、メトコナゾール（metconazole）、メチラム（metiram）、メトミノストロビン（metominostrobin）、ミクロブタニル（myclobutanil）、ナバム（nabam）、ニッケルビス（ジメチルジチオカーバメート）（nickel bis(dimethyldithiocarbamate)）、ニトロタール－イソプロピル（nitrothal-isopropyl）、ヌアリモル（nuarimol）、オクチリノン（octhilinone）、オフレース（ofurace）、オキサジキシル（oxadixyl）、オキシカルボキシン（oxycarboxin）、オキポコナゾールフマール酸塩（oxpoconazole fumarate）、ペフラゾエート（pefurzoate）、ペンコナゾール（penconazole）、ペンシクロン（pencycuron）、フタライド（phthalide）、ピペラリン（piperalin）、ポリオキシン（polyoxins）、プロベナゾール（probenazole）、プロクロラズ（prochloraz）、プロシミドン（procymidone）、プロパモカルブ塩酸塩（propamocarb hydrochloride）、プロピコナゾール（propiconazole）、プロピネブ（propineb）、ピラゾホス（pyrazophos）、ピリフェノックス（pyrifenox）、ピリメタニル（pyrimethanil）、ピロキロン（pyroquilon）、キノキシフェン（quinoxyfen）、キントゼン（quintozene）、硫黄（sulfur）、スピロキサミン（spiroxamine）、テブコナゾール（tebuconazole）、テクナゼン（tecnazene）、テトラコナゾール（tetraconazole）、チアベンダゾール（thiabendazole）、チフルザミド（thifluzamide）、チオファネート－メチル（thiophanate-methyl）、チラム（thiram）、トルクロホス－メチル（tolclofos-methyl）、トリルフラニド（tolylfluanid）、トリアジメホン（triadimefon）、トリアジメノール（toriadimenol）、トリアゾキシド（triazoxide）、トリシクラゾール（tricyclazole）、トリデモルフ（tridemorph）、トリフルミゾール（triflumizole）、トリホリン（triforine）、トリチコナゾール（triticonazole）、バリダマイシン（validamycin）、ビンクロゾリン（vinclozolin）、ジネブ（zineb）、ジラム（ziram）、チアジニル(tiadinil)、有機銅及び無機銅剤（例、塩基性塩化銅）等を挙げることができる。 Examples of the active ingredient of the fungicide include acibenzolar, ampropyfos, anilazine, azaconazole, azoxystrobin, benalaxyl, benodanil ), Benomyl, benzamacril, binapacryl, biphenyl, bitertanol, bethoxazine, bordeaux mixture, blasticidin-S (bromoicidin-S), bromo Conazole (bromoconazole), bupirimate, buthiobate, calcium polysulfide, captafol, captan, copper oxychloride, carpropamid, caprofamide Carbendazim, carboxin, chinomethionat, clobenthiazone, chlorfenazol, chloroneb, chlorothalonil, chlorothalonil, chlorane, cufraneb Simoxanil, cyproconazol, cyprodinil, cyprofuram, debacarb, dichlorophen, dichlorophenrazol, diclofrazol, dicloine , Dicloran, diethofencarb, dilocymet, difenoconazole, diflumetorim, dimethirimol, dimethomorph (Dimethomorph), diniconazole, diniconazole-M, dinocap, diphenylamine, dipyrithione, ditalianfos, dithianon, dodemorph, dodemorph dodine, drazoxolon, edifenphos, epoxiconazole, etaconazole, ethirimol, etridiazole, famoxadone, fenarimol, febuconazole ), Fenfuram, fenpiclonil, fenpropidin, fenpropimorph, fentin, ferbam, ferimzone, fluar Fluazinam, fludioxonil, fluoroimide, fluquinconazole, flusilazole, flusulfamide, flutolanil, flutriafol, flubendiamide Folpet, fosetyl-aluminium, fuberidazole, fluralaxyl, fenamidone, fenhexamid, guazatine, hexachlorobenzene, hexaco Hexaconazole, hymexazol, imazalil, imibenconazole, iminoctadine, ipconazole, iprobenfos , Iprodione, isoprothiolane, iprovalicarb, kasugamycin, kresoxim-methyl, mancopper, mancozeb, maneb, mepany rim , Mepronil, metalaxyl, metconazole, metiram, mettominostrobin, microbutanil, nabam, nickel bis (dimethyldithiocarbamate) )), Nitrothal-isopropyl, nuarimol, octhilinone, ofurace, oxadixyl, oxycarboxin, oxypoconazole fuma Oxalate (oxpoconazole fumarate), pefurzoate, penconazole, penccurone, phthalide, piperalin, polyoxins, probenazole, prochloraz, procymidone (Procymidone), propamocarb hydrochloride, propiconazole, propineb, pyrazophos, pyrifenox, pyrimethanil, pyroquilon, quinoxyfen , Quintozene, sulfur, spiroxamine, tebuconazole, tecnazene, tetraconazole, thiabendazole, thiflamide uzamide), thiophanate-methyl, thiram, tolclofos-methyl, tolylfluanid, triadimefon, triadimenol, triazoxide, tricycloxide ( tricyclazole, tridemorph, triflumizole, triforine, triticonazole, validamycin, vinclozolin, zineb, ziram, tiadinil ), Organic copper, and inorganic copper agent (eg, basic copper chloride).
　殺虫剤の有効成分としては、例えば、アバメクチン（abamectin）、アセフェート（acephate）、アセタミピリド（acetamipirid）、アジンホス－メチル（azinphos-methyl）、ベンジオカルブ（bendiocarb）、ベンフラカルブ（benfuracarb）、ベンスルタップ（bensultap）、ビフェントリン（bifenthrin）、ブプロフェジン（buprofezin）、ブトカルボキシン（butocarboxim）、カルバリル（carbaryl）、カルボフラン（carbofuran）、カルボスルファン（carbosulfan）、カルタップ（cartap）、クロルフェナピル（chlorfenapyr）、クロルピリホス（chlorpyrifos）、クロルフェンビンホス（chlorfenvinphos）、クロルフルアズロン（chlorfluazuron）、クロチアニジン（clothianidin）、クロマフェノジド（chromafenozide）、クロピリホス－メチル（chlorpyrifos-methyl）、シフルトリン（cyfluthrin）、ベータ－シフルトリン（beta-cyfluthrin）、シペルメトリン（cypermethrin）、シロマジン（cyromazine）、シハロトリン（cyhalothrin）、ラムダ－シハロトリン（lambda-cyhalothrin）、デルタメトリン（deltamethrin）、ジアフェンチウロン（diafenthiuron）、ダイアジノン（diazinon）、ジアクロデン（diacloden）、ジフルベンズロン（diflubenzuron）、ジメチルビンホス（dimethylvinphos）、ジオフェノラン（diofenolan）、ジスルフォトン（disulfoton）、ジメトエート（dimethoate）、EPN、エスフェンバレレート（esfenvalerate）、エチオフェンカルブ（ethiofencarb）、エチプロール（ethiprole）、エトフェンプロックス（etofenprox）、エトリムホス（etrimfos）、フェニトロチオン（fenitrothion）、フェノブカルブ（fenobucarb）、フェノキシカーブ（fenoxycarb）、フェンプロパトリン（fenpropathrin）、フェンバレレート（fenvalerate）、フィプロニル（fipronil）、フルシトリネート（flucythrinate）、フルフェノクスウロン（flufenoxuron）、フルフェンプロックス（flufenprox）、タウ－フルバリネート（tau-fluvalinate）、ホノホス（fonophos）、フォルメタネート（formetanate）、フォルモチオン（formothion）、フラチオカルブ（furathiocarb）、ハロフェノジド（halofenozide）、ヘキサフルムロン（hexaflumuron）、ヒドラメチルノン（hydramethylnon）、イミダクロプリド（imidacloprid）、イソフェンホス（isofenphos）、インドキサカルブ（indoxacarb）、イソプロカルブ（isoprocarb）、イソキサチオン（isoxathion）、ルフェヌウロン（lufenuron）、マラチオン（malathion）、メタルデヒド（metaldehyde）、メタミドホス（methamidophos）、メチダチオン（methidathion）、メタクリホス（methacrifos）、メタルカルブ（metalcarb）、メソミル（methomyl）、メソプレン（methoprene）、メトキシクロール（methoxychlor）、メトキシフェノジド（methoxyfenozide）、モノクロトホス（monocrotophos）、ムスカルーレ（muscalure）、ニテンピラム（nitenpyram）、オメトエート（omethoate）、オキシデメトン－メチル（oxydemeton-methyl）、オキサミル（oxamyl）、パラチオン（parathion）、パラチオン－メチル（parathion-methyl）、ペルメトリン（permethrin）、フェントエート（phenthoate）、フォキシム（phoxim）、ホレート（phorate）、ホサロン（phosalone）、ホスメット（phosmet）、ホスファミドン（phosphamidon）、ピリミカルブ（pirimicarb）、ピリミホス－メチル（pirimiphos-methyl）、プロフェノホス（profenofos）、ピメトロジン（pymetrozine）、ピラクロホス（pyraclofos）、ピリプロキシフェン（pyriproxyfen）、ロテノン（rotenone）、スルプロホス（sulprofos）、シラフルオフェン（silafluofen）、スピノサド（spinosad）、スルホテップ（sulfotep）、テブフェノジド（tebfenozide）、テフルベンズロン（teflubenzuron）、テフルトリン（tefluthorin）、テルブホス（terbufos）、テトラクロロビンホス（tetrachlorvinphos）、チオジカルブ（thiodicarb）、チアメトキサム（thiamethoxam）、チオファノックス（thiofanox）、チオメトン（thiometon）、トルフェンピラド（tolfenpyrad）、トラロメスリン（tralomethrin）、トリクロルホン（trichlorfon）、トリアズロン（triazuron）、トリフルムロン（triflumuron）、バミドチオン（vamidothion）、フルベンジアミド（flubendiamide）、メタフルミゾン（metaflumizone）、ピリフルキナゾン（pyrifluquinazon）、及びピフルブミド（pyflubumide）等を挙げることができる。 The active ingredient of the insecticide includes, for example, abamectin, acephate, acetamipirid, azinphos-methyl, bendiocarb, benfuracarb, bensultap, bifenthrin (Bifenthrin), buprofezin, butocarboxim, carbaryl, carbofuran, carbosulfan, carbosulfan, cartap, chlorfenapyr, chlorpyrifos, chlorfen Chlorfenvinphos, chlorfluazuron, clothianidin, chromafenozide, chlorpyrifos-methyl, cyfluthrin, beta-schiff Trin (beta-cyfluthrin), cypermethrin, cyromazine, cyhalothrin, lambda-cyhalothrin, deltamethrin, diafenthiuron, diazinon, Diacloden, diflubenzuron, dimethylvinphos, diofenolan, disulfoton, dimethoate, EPN, esfenvalerate, ethiofencarb, prothiole , Etofenprox, etrimfos, fenitrothion, fenobucarb, phenoxycarb, fenpropathrin, fenvalere Fenvalerate, fipronil, flucythrinate, flufenoxuron, flufenprox, tau-fluvalinate, fonophos, formethanate (Formetanate), formothion, furathiocarb, halofenozide, hexaflumuron, hydramethylnon, imidacloprid, isofenphos, indoxacarb, Isoprocarb, isoxathion, lufenuron, malathion, metaldehyde, methamidophos, methidathion, methacrifos, metalcal Metalcarb, methomyl, methoprene, methoxychlor, methoxyfenozide, monocrotophos, muscalure, nitenpyram, omethoate, omedeate-methyl (Oxydemeton-methyl), oxamyl, parathion, parathion-methyl, permethrin, phenthoate, phoxim, phorate, phosalone, Phosmet, phosphamidon, pirimicarb, pirimiphos-methyl, profenofos, pymetrozine, pyraclofos, pyriproxyfen, lopi Tenon (rotenone), sulprofos (sulprofos), silafluofen (silafluofen), spinosad (spinosad), sulfotep (sulfotep), tebufenozide (tebfenozide), teflubenzuron (teflubenzuron), tefluthorin (tefluthorin), terbufos (terbufos), terbufos (terbufos) tetrachlorvinphos, thiodicarb, thiamethoxam, thiofanox, thiometon, tolfenpyrad, tralomethrin, trichlorfon, triazuron, trifluron, trifluron Examples thereof include vamidion, flubendiamide, metaflumizone, pyrifluquinazon, and piflubumide.
　殺ダニ剤の有効成分としては、例えば、シエノピラフェン（cyenopyrafen）、シフルメトフェン（cyfulmetofen）等のアクリロニトリル系化合物、スピロメシフェン（spiromesifen)、スピロジクロフェン(spirodiclofen)、ピリダベン（pyridaben）、アミトラズ（amitraz）、ブロモプロピレート（bromopropylate）、チノメチオネート（chinomethionat）、クロロベンジラート（chlorobezilate）、クロフェンテジン（clofentezine）、サイヘキサチン（cyhexatine）、ジコフォール（dicofol）、ジエノクロール（dienochlor）、エトキサゾール（etoxazole）、フェナザキン（fenazaquin）、フェンブタチンオキシド（fenbutatin oxide）、フェンプロパトリン（fenpropathrin）、フェンプロキシメート（fenproximate）、ハルフェンプロックス（halfenprox）、ヘキシチアゾックス（hexythiazox）、ミルベメクチン（milbemectin）、プロパルギット（propargite）、ピリミジフェン（pyrimidifen）及びテブフェンピラド（tebufenpyrad）等を挙げることができる。 As an active ingredient of an acaricide, for example, acrylonitrile-based compounds such as cyenopyrafen and cyfulmetofen, spiromesifen, spirodiclofen, pyridaben, pyridaben, amitraz, Bromopropylate, chinomethionat, chlorobezilate, clofentezine, cyhexatine, dicofol, dienochlor, etoxazole, fenazaquin , Fenbutatin oxide, fenpropathrin, fenproximate, halfenprox, hexythiazox, milbemectin milbemectin), propargite (propargite), mention may be made of pyrimidifen (pyrimidifen) and tebufenpyrad (tebufenpyrad) or the like.
　殺バクテリア剤の有効成分としては、例えば、ストレプトマイシン（streptomycin）及びその塩、オキシテトラサイクリン（oxyterracycline）及びオキソリニックアシド（oxolinic acid）等を挙げることができる。 Examples of the active ingredient of the bactericidal agent include streptomycin and its salt, oxyterracycline and oxolinic acid.
　殺線虫剤の有効成分としては、例えば、アルドキシカルブ（aldoxycarb）、フォスチアゼート（fosthiazate）、フォスチエタン（fosthietan）、オキサミル（oxamyl）及びフェナミホス（fenamiphos）等を挙げることができる。 Examples of the active ingredient of the nematicide include aldoxycarb, fosthiazate, fosthietan, oxamyl and fenamiphos.
　上記有用成分以外にも抗ウィルス剤、共力剤、誘引剤及び忌避剤を使用することができる。また本発明の農薬組成物は、前記の異なる2種以上の農薬有効成分を含有することも可能であり、混合する場合の比も自由に選択できる。 In addition to the above useful ingredients, antiviral agents, synergists, attractants and repellents can be used. Moreover, the agrochemical composition of the present invention can contain two or more different agrochemical active ingredients as described above, and the ratio in the case of mixing can be freely selected.
　尚、上記農薬有効成分の具体例は、「農薬ハンドブック２００５年版」（社団法人 日本植物防疫協会、平成１７年１０月１１日発行）、「ＳＨＩＢＵＹＡ ＩＮＤＥＸ １3ｔｈ Ｅｄｉｔｉｏｎ」（２００８年１０月１０日発行）、「Ｔｈｅ Ｐｅｓｔｉｃｉｄｅ Ｍａｎｕａｌ Ｆｏｕｒｔｅｅｎｔｈ Ｅｄｉｔｉｏｎ」（Ｂｒｉｔｉｓｈ Ｃｒｏｐ Ｐｒｏｔｅｃｔｉｏｎ Ｃｏｕｎｃｉｌ 発行）などに記載されている。また、ここに記載のない農薬有効成分でも、本発明の目的を達成しうるものであれば使用することができる。なお、本発明で使用される農薬有効成分の融点は、６０℃以上であるものが好ましい。 Specific examples of the active ingredients of the agrochemicals are “Agricultural Chemicals Handbook 2005” (issued by the Japan Plant Protection Association, issued on October 11, 2005), and “SHIBUA INDEX 13th Edition” (issued on October 10, 2008). , “The Pesticide, Manual, Fourteenth, Edition” (published by British, Crop, Protection, Council). In addition, agrochemical active ingredients not described here can be used as long as they can achieve the object of the present invention. The melting point of the agricultural chemical active ingredient used in the present invention is preferably 60 ° C. or higher.
　本発明の農薬組成物は、有効成分の他に、界面活性剤、増粘剤、凍結防止剤、消泡剤、防菌防腐剤、着色剤、ｐＨ調整剤、水等を必要に応じて配合することができる。本発明の農薬組成物で使用できる界面活性剤としては特に制限はなく、従前から農薬製剤分野において使用されている種々の陰イオン性界面活性剤、陽イオン性界面活性剤、非イオン性界面活性剤等が挙げられる。 The agrochemical composition of the present invention contains surfactants, thickeners, antifreezing agents, antifoaming agents, antibacterial and preservatives, colorants, pH adjusters, water and the like as necessary in addition to the active ingredients. can do. The surfactant that can be used in the agrochemical composition of the present invention is not particularly limited, and various anionic surfactants, cationic surfactants, and nonionic surfactants that have been used in the agricultural chemical formulation field. Agents and the like.
　陰イオン性界面活性剤としては、例えば、アルキルスルホン酸、アルファオレフィンスルホン酸、リグニンスルホン酸、アルキルベンゼンスルホン酸、アルキルナフタレンスルホン酸、ナフタレンスルホン酸ホルマリン縮合物、ジアルキルスルホサクシネート等のスルホン酸系界面活性剤およびそれらの塩、ポリオキシエチレンアルキルエーテルサルフェート、ポリオキシエチレンアルキルアリルエーテルサルフェート、ポリオキシエチレンスチリルフェニルエーテルサルフェート、ポリオキシエチレンフェニルアルキルアリルエーテルサルフェート、ポリオキシアルキレングリコールサルフェート、高級アルコールサルフェート、脂肪酸エステルサルフェート、フェニルフェノール（ＥＯ）硫酸塩等のサルフェート系界面活性剤およびそれらの塩、ポリオキシエチレンアルキルエーテルホスフェート、ポリオキシエチレンアルキルアリルホスフェート、フェニルフェノール（ＥＯ）リン酸エステル塩、ポリオキシエチレンフェニルアルキルアリルエーテルホスフェート、高級アルコールホスフェート、ポリオキシエチレントリベンジルフェノールホスフェート等のホスフェート系界面活性剤及びそれらの塩、高級脂肪酸塩、ポリカルボン酸型界面活性剤及びそれらの塩等をあげることができる。上記各界面活性剤におけるそれらの塩としては、ナトリウム、カリウム、マグネシウム、カルシウム、アンモニウム、エタノールアミン、ジエタノールアミン、トリエタノールアミン及び種々のアミン類等の塩が含まれる。 Examples of the anionic surfactant include sulfonic acid-based interfaces such as alkyl sulfonic acid, alpha olefin sulfonic acid, lignin sulfonic acid, alkylbenzene sulfonic acid, alkyl naphthalene sulfonic acid, naphthalene sulfonic acid formalin condensate, and dialkyl sulfosuccinate. Activators and their salts, polyoxyethylene alkyl ether sulfate, polyoxyethylene alkyl allyl ether sulfate, polyoxyethylene styryl phenyl ether sulfate, polyoxyethylene phenyl alkyl allyl ether sulfate, polyoxyalkylene glycol sulfate, higher alcohol sulfate, fatty acid Sulfate surfactants such as ester sulfate, phenylphenol (EO) sulfate and the like Salts such as polyoxyethylene alkyl ether phosphate, polyoxyethylene alkyl allyl phosphate, phenylphenol (EO) phosphate ester salt, polyoxyethylene phenyl alkyl allyl ether phosphate, higher alcohol phosphate, polyoxyethylene tribenzylphenol phosphate, etc. Examples thereof include phosphate surfactants and salts thereof, higher fatty acid salts, polycarboxylic acid type surfactants and salts thereof, and the like. The salts in the above surfactants include salts of sodium, potassium, magnesium, calcium, ammonium, ethanolamine, diethanolamine, triethanolamine and various amines.
　陽イオン性界面活性剤としては、例えば、アルキルアミン塩、第４級アンモニウム塩、アルキルピリジニウム塩及びアミンオキサイド等をあげることができる。 Examples of the cationic surfactant include alkylamine salts, quaternary ammonium salts, alkylpyridinium salts, amine oxides, and the like.
　非イオン性界面活性剤としては、例えば、ポリオキシエチレンアルキルアリルエーテル、ポリオキシエチレンスチリルフェニルエーテル、ポリオキシアルキレンアリルフェニルエーテル、ポリオキシエチレンアルキルエーテル、ポリオキシエチレンフェニルアルキルアリルエーテル、ポリオキシエチレンノニルフェニルエーテル、ポリオキシエチレンソルビタン脂肪酸エステル、ポリオキシエチレングリコール、ポリオキシエチレンアルキルエステル、ポリオキシエチレンポリオキシプロピレンブロックコポリマー、ポリオキシアルキレングリコール、アルキンジオール（アセチレングリコール、アルキニレンポリオキシエチレンジオール、ソルビタン脂肪酸エステル及びアルキルアリールエーテルホルマリン縮合物等を挙げることができる。その他アルキルベタイン等の両性界面活性剤も使用できる。これらの界面活性剤のうち、非イオン性界面活性剤が好ましい。 Nonionic surfactants include, for example, polyoxyethylene alkyl allyl ether, polyoxyethylene styryl phenyl ether, polyoxyalkylene allyl phenyl ether, polyoxyethylene alkyl ether, polyoxyethylene phenyl alkyl allyl ether, polyoxyethylene nonyl Phenyl ether, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene glycol, polyoxyethylene alkyl ester, polyoxyethylene polyoxypropylene block copolymer, polyoxyalkylene glycol, alkyne diol (acetylene glycol, alkynylene polyoxyethylene diol, sorbitan fatty acid Examples include esters and alkylaryl ether formalin condensates. . Amphoteric surfactants such as other alkyl betaines can also be used. Among these surfactants, nonionic surfactants are preferred.
　これらの界面活性剤は二種以上を適宜の割合で混合して使用してもよく、混合する場合の比率も自由に選択できる。また、本発明組成物中の界面活性剤の配合量は適宜選択できるが、好ましくは、組成物１００質量部に対して、０．１～２０質量％の範囲で選択することができる。界面活性剤は、本発明の農薬組成物を製造する際にそのまま添加してもよく、またあらかじめ水に溶解あるいは分散させたものを添加してもよい。 These surfactants may be used in a mixture of two or more at an appropriate ratio, and the ratio in the case of mixing can be freely selected. Further, the amount of the surfactant in the composition of the present invention can be selected as appropriate, but can preferably be selected in the range of 0.1 to 20% by mass with respect to 100 parts by mass of the composition. The surfactant may be added as it is when the agrochemical composition of the present invention is produced, or a surfactant previously dissolved or dispersed in water may be added.
　使用できる増粘剤としては、特に制限はなく、有機、無機の天然物、合成品および半合成品を用いることができ、例えば、キサンタンガム、ダイユウタンガム、ウェランガムおよびラムザンガム等のヘテロ多糖類、ポリビニルアルコール、ポリビニルピロリドン、ポリアクリル酸、ポリアクリル酸ナトリウムおよびポリアクリルアミド等の水溶性高分子化合物、メチルセルロース、カルボキシメチルセルロース、カルボキシエチルセルロース、ヒドロキシエチルセルロースおよびヒドロキシプロピルセルロース等のセルロース誘導体、モンモリロナイト、サポナイト、ヘクトライト、ベントナイト、ラポナイトおよび合成スメクタイト等のスメクタイト系粘土鉱物等を例示することができる。これらの増粘剤は一種または二種以上混合してもよく、混合する場合の比も自由に選択できる。これらの増粘剤はそのまま添加してもよく、またあらかじめ水に分散させたものを添加しても良い。また、本発明の農薬組成物中の含有量も自由に選択することができる。 The thickening agent that can be used is not particularly limited, and organic, inorganic natural products, synthetic products, and semi-synthetic products can be used. For example, heteropolysaccharides such as xanthan gum, diyutang gum, welan gum and rhamzan gum, polyvinyl Water-soluble polymer compounds such as alcohol, polyvinylpyrrolidone, polyacrylic acid, sodium polyacrylate and polyacrylamide, cellulose derivatives such as methylcellulose, carboxymethylcellulose, carboxyethylcellulose, hydroxyethylcellulose and hydroxypropylcellulose, montmorillonite, saponite, hectorite, Examples thereof include smectite clay minerals such as bentonite, laponite, and synthetic smectite. These thickeners may be used alone or in combination of two or more, and the ratio in the case of mixing can be freely selected. These thickeners may be added as they are, or those previously dispersed in water may be added. Moreover, content in the agrochemical composition of this invention can also be selected freely.
　使用できる凍結防止剤としては、例えばエチレングリコール、ジエチレングリコール、プロピレングリコール、グリセリン、メタノール、エタノール、イソプロパノール等のアルコール類、尿素等の水溶性有機化合物、塩化ナトリウム、塩化カリウム、硫酸ナトリウム、炭酸ナトリウム、塩化アンモニウム、硫酸アンモニウム、硝酸アンモニウム、塩化カルシウム、リン酸ナトリウム、リン酸カリウム、酢酸ナトリウム、酢酸アンモニウム等の無機或は有機塩類等を加えることができる。また、本発明の農薬組成物全量に対する凍結防止剤の配合量も自由に選択することができる。凍結防止剤は、本発明の農薬組成物を製造する際にそのまま添加してもよく、またあらかじめ水に溶解あるいは分散させたものを添加してもよい。 Examples of antifreezing agents that can be used include alcohols such as ethylene glycol, diethylene glycol, propylene glycol, glycerin, methanol, ethanol, and isopropanol, water-soluble organic compounds such as urea, sodium chloride, potassium chloride, sodium sulfate, sodium carbonate, and chloride. Inorganic or organic salts such as ammonium, ammonium sulfate, ammonium nitrate, calcium chloride, sodium phosphate, potassium phosphate, sodium acetate, and ammonium acetate can be added. Moreover, the compounding quantity of the antifreezing agent with respect to the whole agricultural chemical composition of this invention can also be selected freely. The antifreezing agent may be added as it is when the agricultural chemical composition of the present invention is produced, or may be added in advance dissolved or dispersed in water.
　使用することができる消泡剤としては、例えば、シリコンＫＭ－７３、シリコンＫＭ－７２Ｆ、シリコンＫＭ－９８（信越化学工業（株）製）、ロードシル４２６／Ｒ（ローディア日華（株）製）、シリコンＫＳ－６６、シリコンＫＳ－６９（信越化学工業（株）製）、ロードシル４５４（ローディア日華（株）製）などのシリコン系エマルジョン等を使用することができる。この他にも種々の消泡剤から適宜選択して用いることができる。また、本発明の農薬組成物全量に対する消泡剤の配合量も自由に選択することができる。 Examples of antifoaming agents that can be used include silicon KM-73, silicon KM-72F, silicon KM-98 (manufactured by Shin-Etsu Chemical Co., Ltd.), Rhodosil 426 / R (manufactured by Rhodia Nikka Co., Ltd.) Silicone emulsions such as Silicon KS-66, Silicon KS-69 (manufactured by Shin-Etsu Chemical Co., Ltd.), Rhodosil 454 (manufactured by Rhodia Nikka Co., Ltd.) and the like can be used. Besides these, various antifoaming agents can be appropriately selected and used. Moreover, the compounding quantity of the antifoamer with respect to the agrochemical composition whole quantity of this invention can also be selected freely.
　使用することができる防菌防黴剤としては、例えば、１，２－ベンズイソチアゾリン－３－オン・ジプロピレングリコール２０％水溶液（プロキセルＧＸＬ（Ｓ）（アーチ・ケミカルズ・ジャパン（株）製））、ソルビン酸及びその塩、安息香酸およびその塩、酢酸及びその塩、パラオキシ安息香酸エステル類、チアベンダゾール、ＢＩＴ、チアゾロン、ＢＮＰＫ、ネオメッキンス（上野製薬（株）製）、ホクサイトＬＸ－２（北興化学工業（株）製）、デルトップ、デルトップ３３（以上、武田薬品工業（株）製）、ビオサイド８００Ａ、ビオサイド８００Ｓ（以上、台商（株）製）、バイオタック、バイオエース及びバイオホープ（以上、ケイ・アイ化成（株）製）等を用いることができる。この他にも種々の防菌防黴剤から適宜選択して用いることができる。また、本発明の農薬組成物全量に対する防菌防黴剤の配合量も自由に選択することができる。 Examples of the antifungal agent that can be used include, for example, 1,2-benzisothiazolin-3-one dipropylene glycol 20% aqueous solution (Proxel GXL (S) (manufactured by Arch Chemicals Japan Co., Ltd.)). Sorbic acid and its salt, benzoic acid and its salt, acetic acid and its salt, paraoxybenzoic acid esters, thiabendazole, BIT, thiazolone, BNPK, Neoplatinus (manufactured by Ueno Pharmaceutical Co., Ltd.), Hokusite LX-2 (Hokuko Chemical Industries) ), Dell Top, Dell Top 33 (above, Takeda Pharmaceutical Co., Ltd.), Bioside 800A, Bioside 800S (above, Taisho Co., Ltd.), Biotac, Bioace and Biohope (above) K. Kasei Chemical Co., Ltd.) can be used. In addition, various antibacterial and antifungal agents can be appropriately selected and used. Moreover, the compounding quantity of the antifungal agent with respect to the total amount of the agrochemical composition of this invention can also be selected freely.
　使用することができる着色剤としては、赤色３号、赤色１０４号－（１）、赤色１０２号、赤色１０６号、赤色２２７号及び赤色２３０号－（１）等を用いることができる。この他にも種々の着色剤から適宜選択して用いることができる。また、本発明の農薬組成物全量に対する着色料の配合量も自由に選択することができる。 As the colorant that can be used, Red No. 3, Red No. 104- (1), Red No. 102, Red No. 106, Red No. 227 and Red No. 230- (1) can be used. In addition, various colorants can be appropriately selected and used. Moreover, the compounding quantity of the coloring agent with respect to the agrochemical composition whole quantity of this invention can also be selected freely.
　使用することができるｐＨ調整剤としては、例えば塩酸、硫酸、リン酸、スルホン酸およびカルボン酸等各種の無機酸や有機酸、並びにその塩やエステルが挙げられる。有機酸として具体的には、酸性リン酸エステル、クエン酸、マレイン酸、ソルビン酸、乳酸および酒石酸等が例示される。また、リン酸水素２ナトリウム－クエン酸水溶液、酢酸ナトリウム－塩酸水溶液、ギ酸－ギ酸ナトリウム水溶液、乳酸－乳酸ナトリウム水溶液、酒石酸－酒石酸ナトリウム水溶液およびクエン酸ナトリウム－塩酸水溶液等の各種の緩衝液を使用することもできる。 Examples of pH adjusters that can be used include various inorganic acids and organic acids such as hydrochloric acid, sulfuric acid, phosphoric acid, sulfonic acid and carboxylic acid, and salts and esters thereof. Specific examples of the organic acid include acidic phosphate, citric acid, maleic acid, sorbic acid, lactic acid, and tartaric acid. Various buffer solutions such as disodium hydrogen phosphate-citric acid aqueous solution, sodium acetate-hydrochloric acid aqueous solution, formic acid-sodium formate aqueous solution, lactic acid-sodium lactate aqueous solution, tartaric acid-sodium tartrate aqueous solution and sodium citrate-hydrochloric acid aqueous solution are used. You can also
　また、本発明の農薬明組成物には補助剤として、例えばホワイトカーボン等の無機物質、石油樹脂、クマロン樹脂、エステルガム等の樹脂類、流動パラフィン、各種炭素数（例えば炭素数６～１７）の炭化水素溶剤等の種々の物質を目的に応じて適当量加えることができる。 Further, in the agrochemical bright composition of the present invention, as an auxiliary agent, for example, inorganic substances such as white carbon, resins such as petroleum resin, coumarone resin, ester gum, liquid paraffin, various carbon numbers (for example, 6 to 17 carbon atoms) Various substances such as a hydrocarbon solvent can be added in an appropriate amount depending on the purpose.
　本発明の農薬組成物には、その他にベントナイト粘土鉱物を併用することができる。ベントナイトは、モンモリロナイトおよびこれを主成分とするものを意味し、その一部がマグネシウム、鉄、カルシウム、ナトリウム等の金属に置換されている場合があり、さらにナトリウム置換等の処理をしたものでもよい。本発明の農薬組成物全量に対するベントナイト粘土鉱物の配合量は適宜選択できる。これらのベントナイト粘土鉱物は、本発明の農薬組成物を製造する際にそのまま添加してもよく、またあらかじめ水に分散させたものを添加してもよい。 In addition, bentonite clay minerals can be used in combination with the agrochemical composition of the present invention. Bentonite means montmorillonite and the main component thereof, a part of which may be substituted with a metal such as magnesium, iron, calcium, sodium, etc., and may be further subjected to treatment such as sodium substitution. . The blending amount of bentonite clay mineral with respect to the total amount of the agrochemical composition of the present invention can be appropriately selected. These bentonite clay minerals may be added as they are when the agrochemical composition of the present invention is produced, or those previously dispersed in water may be added.
　本発明の農薬組成物には、さらに各種水溶性高分子化合物等の補助剤を使用することができる。使用し得る水溶性高分子化合物としては、特に制限はなく、種々の天然物、合成品あるいは半合成品を用いることができ、例えば、グアーガム、ローカストビーンガム、クインスシードガム、タラガム、トラガカントガム、カラヤガム、キサンタンガム、カラギーナン、アラビアガム等のヘテロ多糖類等の種々のガム類、アルギン酸ナトリウム、アルギン酸アンモニウム、アルギン酸プロピレングリコールエステル等のアルギン酸誘導体、ポリビニルピロリドン、ポリビニルメタアクリレート、ポリエチレンオキシド、ポリアクリル酸、ポリアクリル酸ナトリウム、ポリアクリルアミド等の合成有機水溶性高分子化合物、デキストリン、ペクチン、ゼラチン、カゼイン、ニカワ、アルブミン等の天然物水溶性高分子化合物、メチルセルロース、カルボキシメチルセルロース、カルボキシエチルセルロース、ヒドロキシエチルセルロース、ヒドロキシプロピルセルロース等のセルロース誘導体及びカルボキシメチルスターチナトリウム、ヒドロキシエチルスターチ等のスターチ誘導体等を例示することができる。また、本発明の農薬組成物全量に対する配合量も自由に選択することができる。水溶性高分子化合物等の補助剤は、本発明の農薬組成物を製造する際にそのまま添加してもよく、またあらかじめ水に溶解あるいは分散させたものを添加してもよい。 In the agricultural chemical composition of the present invention, auxiliary agents such as various water-soluble polymer compounds can be further used. The water-soluble polymer compound that can be used is not particularly limited, and various natural products, synthetic products, or semi-synthetic products can be used. For example, guar gum, locust bean gum, quince seed gum, tara gum, tragacanth gum, karaya gum Various gums such as heteropolysaccharides such as xanthan gum, carrageenan and gum arabic, alginic acid derivatives such as sodium alginate, ammonium alginate, propylene glycol alginate, polyvinylpyrrolidone, polyvinyl methacrylate, polyethylene oxide, polyacrylic acid, polyacrylic Synthetic organic water-soluble polymer compounds such as sodium acid and polyacrylamide, natural products water-soluble polymer compounds such as dextrin, pectin, gelatin, casein, glue and albumin, methylcellulose Carboxymethyl cellulose, carboxyethyl cellulose, hydroxyethyl cellulose, cellulose derivatives and sodium carboxymethyl starch such as hydroxypropyl cellulose can be exemplified such as starch derivatives such as hydroxyethyl starch. Moreover, the compounding quantity with respect to the agrochemical composition whole quantity of this invention can also be selected freely. Adjuvants such as water-soluble polymer compounds may be added as they are when the agrochemical composition of the present invention is produced, or those previously dissolved or dispersed in water may be added.
　本発明の農薬組成物の製造方法は、特に限定されるものではなく、通常の各種製剤の製法に準じて製造できる（例えば、農薬製剤ガイド、１９９７、日本植物防疫協会）が、特に水性懸濁状農薬製剤（フロアブル剤）の場合、水に前述の各成分を加え、攪拌機により混合して得られる。また、必要に応じて、農薬有効成分、界面活性剤およびその他補助剤は、それぞれ単独もしくは混合して乾式および湿式粉砕機により微粉砕してもよい。 The production method of the agrochemical composition of the present invention is not particularly limited, and can be produced according to the usual production methods of various preparations (for example, Agrochemical Formulation Guide, 1997, Japan Plant Protection Association). In the case of a pesticide preparation (flowable agent), the above-mentioned components are added to water and mixed with a stirrer. Further, if necessary, the agrochemical active ingredient, surfactant and other adjuvants may be singly or mixed and finely pulverized by dry and wet pulverizers.
　乾式粉砕は、衝撃式粉砕機、ボールミル、ジェットミル、エアーミル、ピンミル、又はハンマーミル等で行うことができる。湿式粉砕による微粉砕は、アトライター、サンドグラインダー、ダイノミル、パールミル、アペックスミル、ビスコミルおよびウルトラビスコミル等の湿式粉砕機により行うことができる。 Dry pulverization can be carried out with an impact pulverizer, ball mill, jet mill, air mill, pin mill, hammer mill or the like. The fine pulverization by wet pulverization can be performed by a wet pulverizer such as an attritor, a sand grinder, a dyno mill, a pearl mill, an apex mill, a visco mill, and an ultra visco mill.
　本発明組成物の製造方法としては、前記乾式粉砕機で、本発明組成物に含まれる固体成分の全てあるいは一部をあらかじめ微粉砕してから界面活性剤等のその他成分と共に水に分散させる方法；界面活性剤、増粘剤等の成分を添加混合した水中に本発明組成物に含まれる固体成分を混合し、ビスコミル、サンドグラインダー（以上、アイメックス（株）製）、アトライター（（株）三井三池製作所製）、ダイノミルＫＤＬ型（ワイリー・Ａ・バッコーフェンアクチェンゲゼルシャフト（WILLY A BachofenAG）社製）等の湿式粉砕機で微粒化処理しながら分散させる方法；上記の様に湿式粉砕機で微粒化処理した分散物にさらに界面活性剤等の水分散液を加える方法；或は本発明組成物に含まれる固体成分をあらかじめ乾式粉砕機である程度微粉砕してから界面活性剤等のその他成分と共に水に分散させた後、更に前述の湿式粉砕機で微粒化処理する方法等が挙げられる。有効成分を微粉砕するためには、先ず粒径１ｍｍの剛体メディアを用いて１μｍ程度に粉砕した後に、更に粒径０．０５～０．５ｍｍの剛体メディアを用いて再度微粉砕することが好ましい。剛体メディアの大きさを選択することにより、有効成分の粒径を０．０５、０．１、０．２、０．３、０．５μｍに微粉砕することができるが、これらに限定されるものではない。剛体メディアとしては農薬有効成分を微粉砕できる材質ならば特に限定されないが、一般にガラスビースが用いられる。 As a method for producing the composition of the present invention, the dry pulverizer is used to pulverize all or part of the solid components contained in the composition of the present invention in advance and then dispersed in water together with other components such as a surfactant. Solid components contained in the composition of the present invention are mixed in water in which components such as a surfactant and a thickener are added and mixed, and viscomill, sand grinder (above, manufactured by IMEX Co., Ltd.), Attritor (Co., Ltd.) A method of dispersing while atomizing with a wet pulverizer such as Mitsui Miike Seisakusho), Dinomill KDL type (manufactured by WILLY A Bachofen AG); A method of adding an aqueous dispersion of a surfactant or the like to the dispersion that has been atomized with the above; or the solid component contained in the composition of the present invention is finely divided to some extent by a dry grinder in advance. Was dispersed in water together with other ingredients such as a surfactant from the method utilizing treatment atomization can be mentioned further in the foregoing wet pulverizer. In order to finely pulverize the active ingredient, it is preferable to first pulverize to about 1 μm using a rigid medium having a particle diameter of 1 mm, and then finely pulverize again using a rigid medium having a particle diameter of 0.05 to 0.5 mm. . By selecting the size of the rigid medium, the particle size of the active ingredient can be finely pulverized to 0.05, 0.1, 0.2, 0.3, 0.5 μm, but is not limited thereto. It is not a thing. The rigid medium is not particularly limited as long as it is a material that can finely pulverize the active ingredient of agricultural chemicals, but glass beads are generally used.
　本発明の農薬組成物中の農薬有効成分の粉砕程度は、平均粒径として、好ましくは約０．８μｍ以下、更に好ましくは約０．５μｍ以下であることが望ましい。剛体メディアを用いた粉砕では０．０１μｍ前後が技術的限界であるが、更に細かい微粒子を得るためには、再沈法のような「ボトムアップ型」のプロセス（及川ら、The Chemical Times, 2005 No.1, p.3-9）を用いることもできる。ここで、平均粒径とは、累積５０％粒子径の平均粒径を意味し、粒子を分散させた懸濁液をレーザー光路中に流し、通過する粒子の回折像、又は散乱像をレンズに生じさせる。その回折像、又は散乱像を検出器（レーザー回折式粒度分布測定装置（例えば、島津製作所社製ＳＡＬＤ－２２００等）、又は動的光散乱式粒度分布測定装置）を用いて平均粒径を測定することができる。 The degree of pulverization of the pesticidal active ingredient in the pesticidal composition of the present invention is preferably about 0.8 μm or less, more preferably about 0.5 μm or less as an average particle size. For grinding with rigid media, the technical limit is around 0.01 μm, but in order to obtain finer fine particles, a “bottom-up” process such as reprecipitation (Oikawa et al., The Chemical Times, s2005 No.1, p.3-9) can also be used. Here, the average particle diameter means an average particle diameter of 50% cumulative particle diameter, and a suspension in which particles are dispersed is caused to flow in a laser optical path, and a diffraction image or a scattered image of passing particles is applied to a lens. Cause it to occur. Measure the average particle size of the diffraction image or scattered image using a detector (laser diffraction particle size distribution measuring device (eg, SALD-2200 manufactured by Shimadzu Corporation) or dynamic light scattering particle size distribution measuring device). can do.
　本発明の農薬組成物の１０アール当りの使用量は、適用場面、施用時期、施用方法、対象草種或は対象病害虫等に応じて適宜選択することができるが、好ましくは０．１～４Ｌ程度が望ましい。本発明の農薬組成物は原液のまま、或は水で適当な濃度に希釈して散布することができる。希釈する際の希釈量も適宜選択できるが、好ましくは希釈した後の液量が１０アール当り０．５～２００Ｌ程度になる様に希釈するのが望ましい。 The use amount per 10 ares of the agrochemical composition of the present invention can be appropriately selected according to the application scene, application time, application method, target grass species or target pest, etc., but preferably 0.1 to 4 L Degree is desirable. The agrochemical composition of the present invention can be sprayed as it is or diluted to an appropriate concentration with water. Although the amount of dilution at the time of dilution can also be selected as appropriate, it is preferable to dilute so that the amount of the liquid after dilution is about 0.5 to 200 L per 10 ares.
　本発明の農薬組成物及び他の１種以上の異なる農薬組成物を混用する方法は、例えば、少量の水に各々の組成物を混合し撹拌しながら適当な濃度に希釈する方法、各々の組成物を適当な濃度に希釈したのち混合する方法が挙げられるが、これらの方法に限定されるわけではない。 The method of mixing the pesticidal composition of the present invention and one or more other different pesticidal compositions is, for example, a method of mixing each composition in a small amount of water and diluting to an appropriate concentration while stirring, each composition Although the method of mixing after diluting a thing to a suitable density | concentration is mentioned, it is not necessarily limited to these methods.
　本発明の農薬組成物は、公知の方法に従ってそのまま或いは所望により水で希釈して散布することにより使用することができるが、例えば湛水下水田等へ畦畔より直接散布することもできる。本発明の農薬組成物を水田等へそのまま散布する場合は、本発明の農薬組成物が入った容器を使用前に軽く振り混ぜた後、畦畔に沿って少量ずつ散布することにより使用する。本発明の農薬組成物を水で希釈して、又は希釈しないで散布する場合は、水田、畑地、果樹園、芝地、非農耕地等に、公知の散布器等を用いて土壌表面散布、茎葉散布等により使用する。また、該水希釈液を用いて、種子処理、育苗箱処理等に使用することもできる。 The agrochemical composition of the present invention can be used as it is or after being diluted with water as desired and sprayed in accordance with a known method, but can also be sprayed directly from a bank to a flooded sewage paddy field. When the agricultural chemical composition of the present invention is sprayed as it is onto a paddy field or the like, the container containing the agricultural chemical composition of the present invention is lightly shaken before use, and then used by spraying little by little along the shore. When the agricultural chemical composition of the present invention is diluted with water or sprayed without dilution, it is applied to the paddy field, upland, orchard, turf, non-agricultural land, etc. using a known sprayer or the like, Used by foliage spraying. Moreover, it can also use for seed processing, seedling box processing, etc. using this water dilution liquid.
　次に、本発明の農薬組成物の実施例及び比較に用いた水性懸濁状農薬組成物の比較例を開示する。実施例及び比較例中で、「部」は質量％を示す。なお、本願発明がこれら実施例に限定されるものではない。 Next, examples of the agricultural chemical composition of the present invention and comparative examples of the aqueous suspended agricultural chemical composition used for comparison will be disclosed. In the examples and comparative examples, “part” indicates mass%. The present invention is not limited to these examples.
実施例１
　フルベンジアミド原体５５．００部、アセチレン系ジアルコール組成物（ サーフィノール１０４ＰＧ５０：エアープロダクツジャパン社製）０．２１部、ポリアルキルアリールスルホン酸ナトリウム（ スープラジルＭＮＳ―４２５：ローディア日華社製）３．１５部、増粘剤（クニピアＧ：クニミネ工業社製）０．２５部、消泡剤（シルコラプス４５４：ローディア日華社製）０．１０部、防腐剤（プロキセルＧＸＬ(Ｓ)：アーチ・ケミカルズ・ジャパン社製）０．１０部及び水４１．１９部を加えて混合後、粒径１mmの剛体メディアを用いてメディア攪拌型湿式粉砕機（ダイノーミルＫＤＬ型：シンマルエンタープライゼス社製）により微粉砕を行い、有効成分の平均粒子径が０．８９μｍ の粉砕物組成物を得た（粉砕物Ａ）。
次に、この粉砕物Ａ３６．３６部にアルキルナフタレンスルホン酸ナトリウムホルマリン縮合物（ＭＯＲＷＥＴ Ｄ―４２５ ＰＯＷＤＥＲ：ライオン・アクゾ社製）８．８５部、消泡剤（シルコラプス４５４：ローディア日華社製）０．１０部及び水５４．６９部を加えて混合後、粒径０．５mmの剛体メディアを用いて上記湿式粉砕機により微粉砕を行い、有効成分の平均粒子径が０．５μｍの粉砕物を含有する水性懸濁状組成物を得た。尚、平均粒径の計測はレーザー回折式粒度分布測定装置 ＳＡＬＤ―２２００（島津製作所社製）にて行った。
　以下、同様の製造法にて実施例２～４の水性懸濁状組成物を得た。 Example 1
55.00 parts of fulvendiamide base, 0.21 part of acetylenic dialcohol composition (Surfinol 104PG50: manufactured by Air Products Japan), sodium polyalkylarylsulfonate (supurazil MNS-425: manufactured by Rhodia Nikka) 3.15 parts, thickener (Kunipia G: manufactured by Kunimine Kogyo Co., Ltd.) 0.25 part, antifoaming agent (Cylcolapse 454: manufactured by Rhodia Nikka Co., Ltd.) 0.10 parts, preservative (Proxel GXL (S): Arch・ Chemicals Japan Co., Ltd.) After adding 0.10 parts and 41.19 parts of water and mixing, using a rigid media with a particle size of 1 mm, a media agitation type wet crusher (Dynomill KDL type: manufactured by Shinmaru Enterprises) Was then pulverized to obtain a pulverized composition having an active ingredient average particle size of 0.89 μm (pulverized product A).
Next, sodium alkylnaphthalene sulfonate formalin condensate (MORWET D-425 POWDER: manufactured by Lion Akzo Co., Ltd.) 8.85 parts, defoamer (Cylcolapse 454: manufactured by Rhodia Nikka Co., Ltd.) After adding 0.10 parts and 54.69 parts of water and mixing, finely pulverize with the above-mentioned wet pulverizer using a rigid medium having a particle diameter of 0.5 mm, and a pulverized product having an average particle diameter of 0.5 μm as an active ingredient An aqueous suspension composition containing was obtained. The average particle size was measured with a laser diffraction particle size distribution analyzer SALD-2200 (manufactured by Shimadzu Corporation).
Thereafter, aqueous suspension compositions of Examples 2 to 4 were obtained by the same production method.
実施例２
　実施例１の粉砕物Ａ３６．３６部にアルキルナフタレンスルホン酸ナトリウムホルマリン縮合物（ＭＯＲＷＥＴ Ｄ―４２５ ＰＯＷＤＥＲ：ライオン・アクゾ社製）８．８５部、消泡剤（シルコラプス４５４：ローディア日華社製）０．１０部及び水５４．６９部を加えて混合後、粒径０．３mmの剛体メディアを用いて上記湿式粉砕機により微粉砕を行い、有効成分の平均粒子径が０．３μｍの粉砕物を含有する水性懸濁状組成物を得た。尚、平均粒径の計測はレーザー回折式粒度分布測定装置 ＳＡＬＤ―２２００（島津製作所社製）にて行った。 Example 2
36.36 parts of the pulverized product A of Example 1 is 8.85 parts of sodium alkylnaphthalene sulfonate formalin condensate (MORWET D-425 POWDER: manufactured by Lion Akzo Co., Ltd.), an antifoaming agent (Cylcolapse 454: manufactured by Rhodia Nikka Co., Ltd.) After adding 0.10 parts and 54.69 parts of water and mixing, finely pulverize by the above-mentioned wet pulverizer using a rigid medium having a particle diameter of 0.3 mm, and a pulverized product having an average particle diameter of the active ingredient of 0.3 μm An aqueous suspension composition containing was obtained. The average particle size was measured with a laser diffraction particle size distribution analyzer SALD-2200 (manufactured by Shimadzu Corporation).
実施例３
　実施例１の粉砕物Ａ３６．３６部にアルキルナフタレンスルホン酸ナトリウムホルマリン縮合物（ＭＯＲＷＥＴ Ｄ―４２５ ＰＯＷＤＥＲ：ライオン・アクゾ社製）８．８５部、消泡剤（シルコラプス４５４：ローディア日華社製）０．１０部及び水５４．６９部を加えて混合後、粒径０．１mmの剛体メディアを用いて上記湿式粉砕機により微粉砕を行い、有効成分の平均粒子径が０．１μｍの粉砕物を含有する水性懸濁状組成物得た。尚、平均粒径の計測は動的光散乱式粒度分布測定装置 マイクロトラックＵＰＡ１５０（日機装社製）にて行った。 Example 3
36.36 parts of the pulverized product A of Example 1 is 8.85 parts of sodium alkylnaphthalene sulfonate formalin condensate (MORWET D-425 POWDER: manufactured by Lion Akzo Co., Ltd.), an antifoaming agent (Cylcolapse 454: manufactured by Rhodia Nikka Co., Ltd.) After adding and mixing 0.10 parts and 54.69 parts of water, the mixture is finely pulverized by the above-mentioned wet pulverizer using a rigid medium having a particle diameter of 0.1 mm, and a pulverized product having an active ingredient average particle diameter of 0.1 μm. An aqueous suspension composition containing was obtained. The average particle diameter was measured with a dynamic light scattering particle size distribution measuring apparatus Microtrac UPA150 (manufactured by Nikkiso Co., Ltd.).
実施例４
　実施例１の粉砕物Ａ３６．３６部にアルキルナフタレンスルホン酸ナトリウムホルマリン縮合物（ＭＯＲＷＥＴ Ｄ―４２５ ＰＯＷＤＥＲ：ライオン・アクゾ社製）８．８５部、消泡剤（シルコラプス４５４：ローディア日華社製）０．１０部及び水５４．６９部を加えて混合後、粒径０．１mmの剛体メディアを用いて上記湿式粉砕機により微粉砕を行い、有効成分の平均粒子径が０．０５μｍの粉砕物を含有する水性懸濁状組成物を得た。尚、平均粒径の計測は動的光散乱式粒度分布測定装置 マイクロトラックＵＰＡ１５０（日機装社製）にて行った。 Example 4
36.36 parts of the pulverized product A of Example 1 is 8.85 parts of sodium alkylnaphthalene sulfonate formalin condensate (MORWET D-425 POWDER: manufactured by Lion Akzo Co., Ltd.), an antifoaming agent (Cylcolapse 454: manufactured by Rhodia Nikka Co., Ltd.) After adding 0.10 parts and 54.69 parts of water and mixing, finely pulverize by the above-mentioned wet pulverizer using a rigid medium having a particle diameter of 0.1 mm, and a pulverized product having an average particle diameter of 0.05 μm as an active ingredient An aqueous suspension composition containing was obtained. The average particle diameter was measured with a dynamic light scattering particle size distribution measuring apparatus Microtrac UPA150 (manufactured by Nikkiso Co., Ltd.).
比較例１
　実施例１の粉砕物Ａ３６．３６部にアルキルナフタレンスルホン酸ナトリウムホルマリン縮合物（ＭＯＲＷＥＴ Ｄ―４２５ ＰＯＷＤＥＲ：ライオン・アクゾ社製）８．８５部、消泡剤（シルコラプス４５４：ローディア日華社製）０．１０部及び水５４．６９部を加えて混合後、有効成分の平均粒子径が０．８９μｍの粉砕物を含有する水性懸濁状組成物を得た。 Comparative Example 1
36.36 parts of the pulverized product A of Example 1 is 8.85 parts of sodium alkylnaphthalene sulfonate formalin condensate (MORWET D-425 POWDER: manufactured by Lion Akzo Co., Ltd.), an antifoaming agent (Cylcolapse 454: manufactured by Rhodia Nikka Co., Ltd.) After adding 0.10 parts and 54.69 parts of water and mixing, an aqueous suspension composition containing a pulverized product having an average particle diameter of the active ingredient of 0.89 μm was obtained.
比較例２ 
　フルベンジアミド原体10.0部を、NMP35.0部、BLO（γフ゛チロラクトン）25.0部、及びノイケ゛ンEA-157（POEホ゜リスチリルフェニルエーテル）30.0部に溶解し、１０％乳剤を得た。 Comparative Example 2
10.0 parts of the fulvendiamide base material was dissolved in 35.0 parts of NMP, 25.0 parts of BLO (γ-butyrolactone) and 30.0 parts of Neuken EA-157 (POE polystyrylphenyl ether) to obtain a 10% emulsion.
試験例１．コナガ(Plutella xylostella) に対する殺虫試験
　薬剤を所定濃度に希釈した薬液にハクサイの葉を約３０秒間浸漬し、風乾後に直径９ｃｍのプラスチックシャーレに入れ、コナガ３令幼虫を接種した後、２５℃、湿度７０％の恒温室に静置した。薬液浸漬４日後に生存虫数を調査し、下記の式により補正異常＋死虫率を算出した。１区１０頭、連制なし。結果を第１表に示す。 Test Example 1 Insecticidal test against Plutella xylostella A cabbage leaf is immersed in a chemical solution diluted to a predetermined concentration for about 30 seconds, air-dried, placed in a plastic petri dish with a diameter of 9 cm, and inoculated with a long-spotted larvae at 25 ° C, humidity It was left in a constant temperature room of 70%. The number of surviving insects was investigated 4 days after immersion in the chemical solution, and the corrected abnormalities + death rate was calculated according to the following formula. 10 heads in 1 ward, no system. The results are shown in Table 1.
Figure JPOXMLDOC01-appb-M000001
Figure JPOXMLDOC01-appb-M000001
試験例２．チャハマキ（Homona magnanima Diakonoff）に対する殺虫試験
　薬剤を５００ｐｐｍに調整した薬液にチャ葉を約３０秒間浸漬し、風乾後に直径９ｃｍのプラスチックシャーレに入れ、チャハマキ４令幼虫を接種した後、２５℃、湿度７０％の恒温室に静置した。接種１１日後に生死虫数を調査し、試験例１と同様に補正異常＋死虫率を算出した。１区１０頭、連制なし。結果を第２表に示す。 Test Example 2 Insecticidal test against Chamonaki (Homona magnanima Diakonoff) The tea leaves were immersed in a chemical solution adjusted to 500 ppm for about 30 seconds, air-dried, placed in a plastic petri dish with a diameter of 9 cm, inoculated with Chahamaki 4th instar larvae, 25 ° C., and humidity 70 % In a constant temperature room. The number of live and dead insects was investigated 11 days after the inoculation, and the corrected abnormalities + death rate was calculated in the same manner as in Test Example 1. 10 heads in 1 ward, no system. The results are shown in Table 2.
試験例３．チャノコカクモンハマキ（Adoxophyes honmai）に対する殺虫試験
　薬剤を５００ｐｐｍに調整した薬液にチャ葉を約３０秒間浸漬し、風乾後に直径９ｃｍのプラスチックシャーレに入れ、チャノコカクモンハマキ４令幼虫を接種した後、２５℃、湿度７０％の恒温室に静置した。接種４日後に生死虫数を調査し、試験例１と同様に補正異常＋死虫率を算出した。１区１０頭、連制なし。結果を第３表に示す。 Test Example 3 Insecticidal test against Adoxophyes honmai After immersing the tea leaves in a chemical solution adjusted to 500 ppm for about 30 seconds, air-dried and placed in a plastic petri dish with a diameter of 9 cm, and inoculated with the 4th instar larvae, It was left still in a constant temperature room at 25 ° C. and 70% humidity. The number of live and dead insects was investigated 4 days after the inoculation, and the corrected abnormalities + death rate was calculated as in Test Example 1. 10 heads in 1 ward, no system. The results are shown in Table 3.
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000003
Figure JPOXMLDOC01-appb-T000003
Figure JPOXMLDOC01-appb-T000004
Figure JPOXMLDOC01-appb-T000004
　何れの害虫に対しても平均粒径が０．０５μｍの水性懸濁状農薬組成物は、１０％ＥＣ（乳剤）と同等レベルの活性を示したが、０．８９μｍのものは、効果が劣った。
この試験結果から、有効成分を微粒子化することにより、効果が向上し、乳剤レベルに達することが判明した。 For any pest, the aqueous suspension pesticide composition with an average particle size of 0.05 μm showed the same level of activity as 10% EC (emulsion), but 0.89 μm was less effective. It was.
From this test result, it was found that the effect is improved and the emulsion level is reached by making the active ingredient fine particles.
　本発明の水性懸濁状農薬組成物に係る毒性試験は、下記日本の農林水産省およびOECDの試験ガイドラインに準じて行った。（農林水産省農薬の登録申請に係る試験成績について
１２農産第８１４７号　農林水産省農産園芸局長通知（平成１２年１１月２４日付け）、一部改正：２２消安第１００１５号、平成２３年４月１日付け、農林水産省消費・安全局長通知；OECD OECD Guideline for Testing of Chemicals 202 "Daphnia sp., Acute Immobilisation Test " (２００４）) Toxicity tests on the aqueous suspension pesticide composition of the present invention were conducted according to the following guidelines of the Japanese Ministry of Agriculture, Forestry and Fisheries and OECD. (Regarding the test results relating to the registration application for agricultural chemicals by the Ministry of Agriculture, Forestry and Fisheries No. 12 No. 8147 Notification of the Director of Agriculture and Horticultural Affairs, Ministry of Agriculture, Forestry and Fisheries, dated November 24, 2000) April 1, notice of Director of Consumer Affairs and Safety, Ministry of Agriculture, Forestry and Fisheries; OECD OECD Guideline for Testing of Chemicals 202 "Daphnia sp., Acute Immobilisation Test" (2004))
試験例４．　オオミジンコ（Daphnia magna）に対する遊泳阻害試験
　所定濃度に調整した溶液１００ｍｌ中へ２～４週齢の成体から産出された（初産でない）生後２４時間以内の幼体を放飼した後、水温２０±１℃、１６時間照明－８時間暗所で管理した。放飼２４時間後、及び４８時間後に下記基準に従って観察し、遊泳しない固体を数えて遊泳阻害率を算出した。１区１０匹２連制。
結果を第４表に示す。 Test Example 4 Swimming inhibition test against Daphnia magna (Daphnia magna) In a 100 ml solution adjusted to a predetermined concentration, a 2-4 week-old adult (not a first-born) younger than 24 hours old was released, and then a water temperature of 20 ± 1 ° C. 16 hours illumination-8 hours in the dark. Observations were made according to the following criteria 24 hours after release and 48 hours later, and the swimming inhibition rate was calculated by counting solids that did not swim. 2 units in 10 wards.
The results are shown in Table 4.
　評価基準
　容器を緩やかに動かした後、１５秒間全く水中を遊泳しない場合を遊泳阻害とした。 Evaluation Criteria A case where the vessel was not moved at all for 15 seconds after moving the container gently was regarded as a swimming inhibition.
Figure JPOXMLDOC01-appb-M000005
Figure JPOXMLDOC01-appb-M000005
Figure JPOXMLDOC01-appb-T000006
Figure JPOXMLDOC01-appb-T000006
　上記結果より、４８時間後において、有効成分の平均粒径が０．８９μｍは、０．００３ｐｐｍで、０．５μｍ、及び０．３μｍは、０．０３ｐｐｍで、０．１μｍ及び０．０５μｍは、０．１ｐｐｍの濃度で、１００％の遊泳阻害率を示し、驚くべきことに平均粒径が小さくなるにつれて、オオミジンコに対する毒性が軽減される傾向が認められた。かかる効果は、殺虫効果と相反する傾向であり、容易に想到することはできない。 From the above results, after 48 hours, the average particle diameter of the active ingredient is 0.83 μm at 0.003 ppm, 0.5 μm and 0.3 μm are 0.03 ppm, 0.1 μm and 0.05 μm are At a concentration of 0.1 ppm, 100% swimming inhibition was shown, and it was surprisingly observed that the toxicity to Daphnia magna was reduced as the average particle size decreased. Such an effect tends to contradict the insecticidal effect and cannot be easily conceived.

Claims (7)

  1. 　０．５μｍ以下（但し、０を除く）の平均粒径を有する固体状の農薬有効成分を含むことを特徴とする農薬組成物。 An agrochemical composition comprising a solid agrochemical active ingredient having an average particle size of 0.5 μm or less (excluding 0).
  2. 　農薬有効成分が、フルベンジアミドである請求項１に記載の農薬組成物。 The agrochemical composition according to claim 1, wherein the agrochemical active ingredient is fulvendiamide.
  3. 　農薬組成物が、水和剤、顆粒水和剤または水性懸濁状農薬製剤（フロアブル剤）である請求項１または２に記載の農薬組成物。 The agrochemical composition according to claim 1 or 2, wherein the agrochemical composition is a wettable powder, a granular wettable powder, or an aqueous suspension pesticide preparation (flowable preparation).
  4. 　農薬組成物が、水性懸濁状農薬製剤（フロアブル剤）である請求項１または２に記載の農薬組成物。 The agricultural chemical composition according to claim 1 or 2, wherein the agricultural chemical composition is an aqueous suspension agricultural chemical formulation (flowable agent).
  5. 　農薬有効成分の平均粒径が、０．０５～０．５μｍである請求項１乃至４に記載の農薬組成物。 5. The agrochemical composition according to claim 1, wherein the average particle size of the agrochemical active ingredient is 0.05 to 0.5 μm.
  6. 　フルベンジアミドを水および剛体メディアの存在下に湿式微粉砕することを特徴とする請求項４に記載の水性懸濁状農薬製剤（フロアブル剤）の製造方法 5. The method for producing an aqueous suspension pesticide preparation (flowable agent) according to claim 4, wherein fulvendiamide is wet-pulverized in the presence of water and a rigid medium.
  7. 　フルベンジアミド、陰イオン性界面活性剤、非イオン性界面活性剤、増粘剤、粒径１ｍｍの剛体メディア及び水からなる組成物を、湿式粉砕機で粉砕し粗粉砕物とした後、かかる粗粉砕物に陰イオン性界面活性剤、及び粒径０．０５ｍｍ～０．５ｍｍから選択される１種の剛体メディアを添加し、再度微粉砕する工程を有することを特徴とする請求項４に記載の水性懸濁状農薬製剤（フロアブル剤）の製造方法。 A composition comprising fulvendiamide, an anionic surfactant, a nonionic surfactant, a thickener, a rigid medium having a particle diameter of 1 mm, and water is pulverized with a wet pulverizer into a coarsely pulverized product, and then the coarse pulverized product is obtained. 5. The method according to claim 4, further comprising the step of adding an anionic surfactant and one kind of rigid medium selected from a particle size of 0.05 mm to 0.5 mm to the pulverized product and finely pulverizing it again. A method for producing an aqueous suspension pesticide preparation (flowable agent).
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CN112806379A (en) * 2020-12-31 2021-05-18 山东东合生物科技有限公司 Hexaconazole-kresoxim-methyl suspending agent and preparation method thereof
WO2021127126A1 (en) * 2019-12-19 2021-06-24 Fmc Corporation Diamide suspension concentrate compositions

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JPS6163601A (en) * 1984-09-05 1986-04-01 Kao Corp Finely granulated destroying substance, its production, and suspended agricultural chemical preparation containing same
JPS6197202A (en) * 1984-10-17 1986-05-15 Kao Corp Aqueous suspension composition of biocide
JPH07173015A (en) * 1993-10-12 1995-07-11 Nippon Nohyaku Co Ltd Improved agrochemical aqueous suspension composition and its production
JP2005336170A (en) * 2004-04-27 2005-12-08 Nippon Nohyaku Co Ltd Agrochemical granular composition

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JPS6163601A (en) * 1984-09-05 1986-04-01 Kao Corp Finely granulated destroying substance, its production, and suspended agricultural chemical preparation containing same
JPS6197202A (en) * 1984-10-17 1986-05-15 Kao Corp Aqueous suspension composition of biocide
JPH07173015A (en) * 1993-10-12 1995-07-11 Nippon Nohyaku Co Ltd Improved agrochemical aqueous suspension composition and its production
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Publication number Priority date Publication date Assignee Title
WO2021127126A1 (en) * 2019-12-19 2021-06-24 Fmc Corporation Diamide suspension concentrate compositions
CN114828628A (en) * 2019-12-19 2022-07-29 Fmc公司 Diamide suspension concentrate compositions
CN112806379A (en) * 2020-12-31 2021-05-18 山东东合生物科技有限公司 Hexaconazole-kresoxim-methyl suspending agent and preparation method thereof
CN112806379B (en) * 2020-12-31 2022-06-21 山东东合生物科技有限公司 Hexaconazole-kresoxim-methyl suspending agent and preparation method thereof

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