JP4484023B2 - Agrochemical composition with good storage stability - Google Patents

Description

  The present invention relates to 1- (N, N-dimethylsulfamoyl) -3- [2-methyl-3-bromo-6-fluoroindol-1-yl] sulfonyl-1,2 having a specific crystal form. , 4-triazol (the following formula (1), hereinafter referred to as a sulfamoyl compound), which relates to an agrochemical composition with good storage stability, particularly an aqueous suspension agricultural chemical composition.

It is known that the sulfamoyl compound which is an agrochemical active ingredient of this invention is useful as a plant disease control agent (for example, refer patent document 1). Moreover, it is known that melting | fusing point of a sulfamoyl compound is 123-124 degreeC (for example, refer patent document 2).
WO99 / 021851 pamphlet JP 2001-187786 A

  An object of the present invention is to provide an agrochemical composition having a good storage stability containing a sulfamoyl compound.

  When the present inventors produce an aqueous suspension agricultural chemical composition (hereinafter sometimes referred to as an aqueous suspension) which is one form of the agricultural chemical composition, using a finely pulverized product of the sulfamoyl compound, It has been found that the fluidity of this aqueous suspension pesticide composition often deteriorates during storage after manufacture, and in the worst case, the phenomenon of solidifying the entire composition is observed. As a result of investigating the cause, it was found that remarkable particle growth occurred in the sulfamoyl compound, especially when stored under high temperature conditions.

  In addition, as a result of examining the physical properties of the sulfamoyl compound, the present inventors have found that the temperature, pressure and the like have two types of crystal forms within normal conditions. A sulfamoyl compound having peaks at 2θ = 8.08, 14.68, 16.20, 18.74, 21.06, 24.76 and 26.44 in powder X-ray diffraction (melting point: 128 to 132 ° C. Hereinafter, it is referred to as a high melting point sulfamoyl compound) and a sulfamoyl compound having a peak at 2θ = 10.04, 11.34, 15.92, 18.02, 22.94 and 25.74 (melting point: 1233- 127 ° C., hereinafter referred to as low melting point sulfamoyl compound).

  As a result of intensive studies, the present inventors have found that an agricultural chemical composition containing a refractory crystal sulfamoyl compound has a markedly improved storage stability, thereby completing the present invention.

  That is, the present invention relates to the agrochemical composition described in the following [1] to [5] (hereinafter sometimes referred to as the present invention composition).

  [1] 1- (N, N-- having peaks at 2θ = 8.08, 14.68, 16.20, 18.74, 21.06, 24.76 and 26.44 in powder X-ray diffraction A pesticidal composition containing crystals of dimethylsulfamoyl) -3- [2-methyl-3-bromo-6-fluoroindol-1-yl] sulfonyl-1,2,4-triazol.

  [2] Crystallographically substantially pure having peaks at 2θ = 8.08, 14.68, 16.20, 18.74, 21.06, 24.76 and 26.44 in powder X-ray diffraction 1- (N, N-dimethylsulfamoyl) -3- [2-methyl-3-bromo-6-fluoroindol-1-yl] sulfonyl-1,2,4-triazole Agrochemical composition to contain.

  [3] The agricultural chemical composition according to the above [1] or [2], further comprising a surfactant.

[4] An aqueous suspension agricultural chemical composition containing the following component (a), component (b) and component (c).
(A) 1- (N, N− having peaks at 2θ = 8.08, 14.68, 16.20, 18.74, 21.06, 24.76 and 26.44 in powder X-ray diffraction (Dimethylsulfamoyl) -3- [2-methyl-3-bromo-6-fluoroindol-1-yl] sulfonyl-1,2,4-triazol (b) surfactant (c) Water [5] An aqueous suspension agricultural chemical composition containing the following component (a), component (b) and component (c).
(A) Crystallographically substantially pure having peaks at 2θ = 8.08, 14.68, 16.20, 18.74, 21.06, 24.76 and 26.44 in powder X-ray diffraction 1- (N, N-dimethylsulfamoyl) -3- [2-methyl-3-bromo-6-fluoroindol-1-yl] sulfonyl-1,2,4-triazole b) Surfactant (c) Water

  The agrochemical composition of the present invention has remarkably good storage stability. In particular, in the case of an aqueous suspension pesticide composition, the particle growth of the sulfamoyl compound during storage is remarkably suppressed, resulting in a problem that the fluidity of the aqueous suspension pesticide composition after storage deteriorates and becomes difficult to handle. Absent. Further, since the particle growth of the sulfamoyl compound during storage is remarkably suppressed, the problem that the biological activity of the aqueous suspension pesticide composition after storage does not occur does not occur.

  The sulfamoyl compound contained in the pesticidal composition of the present invention has a pit of 2θ = 8.08, 14.68, 16.20, 18.74, 21.06, 24.76 and 26.44 in powder X-ray diffraction. -Crystals having a peak, preferably having peaks at 2θ = 8.08, 14.68, 16.20, 18.74, 21.06, 24.76 and 26.44 in powder X-ray diffraction A crystallographically substantially pure crystal.

  Examples of a method for obtaining a high melting point crystal or a low melting point crystal of a sulfamoyl compound include a crystallization method and a method of applying pressure and / or heat to the crystal.

  Examples of the method by crystallization include a method in which a sulfamoyl compound is dissolved in an appropriate solvent, and then a crystal exceeding the saturation solubility is obtained by cooling, concentration, mixing with a poor solvent, pressure change, and the like.

  Cooling or concentration is effective for obtaining high melting crystals or low melting crystals independently. For example, when a solution of a sulfamoyl compound is crystallized from a region having a very high degree of supersaturation, only a high melting point crystal can be obtained. For example, this is the case when a saturated solution of a sulfamoyl compound is quenched or concentrated very quickly. On the other hand, for example, a crystal controlled only to a low melting point crystal can be obtained by gradually growing the crystal from a solution of a sulfamoyl compound in a region having a low degree of supersaturation. Specifically, this corresponds to the operation when the saturated solution of the sulfamoyl compound is cooled at a very slow rate or concentrated very slowly.

  Sharing with a poor solvent is effective when controlling to a high melting point crystal. When a poor solvent is shared, a solution of the sulfamoyl compound can be added to the poor solvent or vice versa.

  Examples of the poor solvent include water and aliphatic hydrocarbons.

  The solvent used when water is used as the poor solvent is not particularly limited as long as it is an inert solvent for the sulfamoyl compound, but is preferably an organic solvent having a solubility at 20 ° C. of 10 parts by weight or more with respect to the aqueous solution. More preferably, it is an organic solvent that is optionally dissolved in water. For example, one or more selected from alcohols, ketones, ethers, esters, nitriles, N-alkylpyrrolidones, N, N-dimethylformamide and dimethyl sulfoxide are preferably used. Is done.

  The solvent used when the aliphatic hydrocarbon is used as the poor solvent is not particularly limited as long as it is an inert solvent for the sulfamoyl compound, but preferably has a solubility at 20 ° C. of 10 parts by weight or more with respect to the aqueous solution. And more preferably an organic solvent that is optionally soluble with the aliphatic hydrocarbons used. For example, one or more selected from alcohols, ketones, ethers, esters, nitriles, aromatic hydrocarbons, and halogenated hydrocarbons are preferably used.

  Further, as the solid phase transition method, it is possible to apply energy such as pressure and heat in the range below the melting point of the compound, and a transition method performed by adding these energy to a pure solid phase [crystal] system, It is possible to adopt a transfer method in a suspension phase in which a sulfamoyl compound is dispersed in a very low solubility solvent. In the case of a sulfamoyl compound, a transfer method in a solid phase system is preferred. This solid phase transition method is particularly effective when the crystal form is controlled to a high melting point crystal.

  As a method for applying energy to the solid phase system, there are various methods such as heating, pulverization, ultrasonic irradiation, etc., but in the case of a sulfamoyl compound, a method by pulverization is preferable from the viewpoint of stability and reproducibility.

  In addition to the sulfamoyl compound, the pesticidal composition of the present invention further comprises one or more known pesticides such as herbicides, insecticides, acaricides, nematicides, antiviral agents, plant growth regulators, fungicides. , Synergists, attractants, repellents, and the like may be contained, and in this case, a more excellent effect may be exhibited. As a known agrochemical, a particularly preferable one is a fungicide. Specific examples of common names are as follows, but the general names are not necessarily limited to these.

For example, acibenzolar-S-methyl, acylaminobenzamide, acypetacs, aldimorph, amobam, ampropyfos, anilazine, Allyl alcohol, aureofungin, azaconazole, azithiram, azoxystrobin, barium polysulfide, benalaxyl, benodanil, Benomyl, benquinox, bentaluron, benthiavalicarb, benthiazole, benzalkonium chloride, benzamacril, benzamorf, Benzohydroxamic acid, binapacryl, biphenyl, bitertanol, bithionol, bethoxazine, bordeaux mixture, blasticidin-S S), bromoconazole, bupirimate, buthiobate, butylamine, calcium polysulfide, captafol, captan, copper oxychloride ), Carpropamid, carbamorph, carbendazim, carboxin, carvone, cheshunt mixture, chinomethionat, cloben Chlobenthiazone, chloraniformethane, chloranil, chlorfenazol, chloroneb, chloropicrin, chlorothalonil, chlorquinox, clozolinate ), Climbazole, Clotrimazole, copper acetate, copper carbonate, basic, cupric hydroxide, copper naphthenate, Copper oleate, basic copper oxychloride, copper sulfate, copper sulfate, basic, copper zinc chromate, cresol, Cufraneb, cuprobam, siazo Cyazofamid, cyclafuramid, cycloheximide, cyflufenamid, cymoxanil, cypendazole, cyproconazol, cyprodinil, cyproflam , Dazomet, DCP, DBCP, debacarb, decafentin, dehydroacetic acid, dichlone dichlorophen, dichlozoline, diclobutra Diclobutrazol, dichlofluanid, diclomedine, dicloran, diethofencarb, diethyl pyrocarbonate, diclocymet, diphenocona Difenoconazole, diflumetorim, dimethirimol, dimethomorph, dimoxystrobin, diniconazole, diniconazole-M, dinobuton dinocap dinocap dinocap Dinocap-4, dinocap-6, dinoton, dinosulfon, dinoterbon, diphenylamine, dipyrithione, disulfiram, Ditalimfos, dithianon, DNOC, dodemorph, dodine, drazoxolon, edifenphos, epoxiconazole, etaconazole , Ethirimol, Etridiazole, Etem, Ethoxyquin, Ethylmercury acetate, Ethylmercury bromide, Ethylmercury chloride, Ethylmercury phosphate (Ethylmercury phosphate), famoxadone, fenarimol, febuconazole, fenamidone, fendazosulam, fenfuram, fenhexamid, fenoxanil , Fenpiclonil, fenpropidin, fenpropimorph, fentin, ferbam, ferimzone, fluazinam, full Oxonil (fludioxonil), fluoroimide, fluquinconazole, flusilazole, flusulfamide, flutolanil, flutriafol, folpet, fosetyl-aluminum ( fosetyl-aluminium, fuberidazole, fluralaxyl, furametpyr, furametpyr, fenaminosulf, fenapanil, fenitropan, fenoxanil, flumetover, morph , Fluotrimazole, fluoxastrobin, furametpyr, furcarbanil, furconazole, furconazole-cis , Furmecyclox, furophanate, guazatine, glyodin, griseofulvin, hexachlorobenzene, hexaconazole, hymexazol, halacrinate , Hexachlorobutadiene, hexaconazole, hexylthiofos, 8-hydroxyquinoline sulfate, imazalil, imibenconazole, iminoctadine, ipconazole (Ipconazole), iprobenfos, iprodione, isoprothiolane, iprovalicarb, isovaledione, cas Mys (kasugamycin), kresoxim-methyl, mancopper, mancozeb, manneb, mepanipyrim, mepronil, metalaxyl, metconazole, metsulfazole Carb (methasulfocarb), metiram, mettominostrobin, microbutanil, MTF-753 (test name), mebenil, mecarbinzid, mercuric chloride, oxidation Mercuric oxide, mercurous chloride, metalaxyl-M, metam, metazoxolon, metasulfocarb, methfuroxam, methyl bromide ( methyl bromide), methyl isothiocyanate (me thyl isothiocyanate, methylmercury benzoate, methylmercury dicyandiamide, metraphenone, metsulfovax, milneb, mylozolin, methoxymethylmercury chloride methoxyethylmercury chloride, nabam, nickel bis (dimethyldithiocarbamate), nitrothal-isopropyl, nuarimol, natamycin, nicobifen, nitrostyrene ( nitrostyrene, octhilinone, offurace, oxadixyl, oxycarboxin, oxpoconazole fumarate OCH, Orysastrobin, oxine copper, pefurzoate, penconazole, pencylazole, phthalide, piperalin, polyoxins, hydrogen carbonate Potassium hydrogen carbonate, probenazole, prochloraz, procymidone, propamocarb hydrochloride, propiconazole, propineb, pyrazophos, pyrifenox (Pyrifenox), pyrimethanil, pyroquilon, pentachlorophenol (PCP), urea phenylmercuriurea, phenylmercury acetate, phenylmercury acetate -Phenylmercury chloride, phenylmercury nitrate, phenylmercury salicylate, phosdiphen, picoxystrobin, polycarbamate, polyoxorim ), Potassium azide, potassium polysulfide, proquinazid, prothiocarb, prothioconazole, pyracarbolid, pyraclostrobin (pyraclostrobin), pyridinitrile , Pyroxychlor, pyroxyfur, 2-phenylphenol, quinomethionate, quinoxyfen, ki Quintozene quinacetol, quinazamid, quinconazole, rabenzazole, sodium hydrogen carbonate, sodium hypochlorite, sulfur, spiroxamine (Spiroxamine), salicylanilide, silthiofam, simeconazole, sodium azide, sodium orthophenylphenoxide, sodium pentachlorophenoxide, Sodium polysulfide, streptomycin, tebuconazole, tecnazene, tetraconazole, thiabendazole, thiadiazole (thiadiazin / milneb), thifluzamide, thiophanate-methyl, thiram, tolclofos-methyl, tolylfluanid, triadimefon, triadimenol, triazodmenol triazoxide), tricyclazole, tridemorph, triflumizole (
triflumizole, triforine, triticonazole, TCMTB, tecloftalam, tecoram, thiadifluor, thicyofen, thiochlorfenphim Thiomersal, thiophanate, thioquinox, tiadinil, tioxymid, tolylmercury acetate, triamiphos, triarimol, triazbutil, Tributyltin oxide, trichlamide, trifloxystrobin, validamycin, vinclozolin, zinc sulfate, zineb Ziram (ziram), zoxamide (zoxamide), Zariruamido (zarilamid), zinc naphthenate Nate (zinc naphthenate) and shiitake mycelium extract. These agrochemical active ingredients can be used alone or in admixture of two or more.

  In the agrochemical composition of the present invention, the high melting point sulfamoyl compound is mixed with a suitable solid carrier or liquid carrier, and if necessary, a surfactant, a penetrating agent, a spreading agent, a thickening agent, an antifreezing agent, a binder, Add anti-caking agent, disintegrating agent, antifoaming agent, antiseptic, coloring agent and anti-degradation agent, etc. to add wettable powder, water dispersible granule, aqueous suspension ( Manufactured as a formulation such as aqueous suspension concentrate, suspoemulsion, dustable powder, granule and gel. In addition, from the viewpoint of labor saving and safety improvement, the agrochemical composition of the present invention also includes those in which the above preparation is sealed in a water-soluble package such as a water-soluble capsule and a water-soluble film bag.

  Next, the compounding example of the agrochemical composition of this invention is shown. However, the present invention is not limited to these. In the following formulation examples, “parts” means parts by weight.

[Wettable powder]
High melting point sulfamoyl compound 0.1-80 parts Solid carrier 5-98.9 parts Surfactant 1-10 parts Others 0-5 parts Others include, for example, anti-caking agents and decomposition inhibitors.

[Aqueous suspension concentrate]
High melting point sulfamoyl compound 0.1 to 70 parts Water (liquid carrier) 15 to 98.89 parts Surfactant 1 to 12 parts Others 0.01 to 30 parts Others include, for example, antifreezing agents, thickeners, foam extinguishing agents And antibacterial and antifungal agents.

[Granular wettable powder (water dispersible granule)]
High melting point sulfamoyl compound 0.1 to 90 parts Solid carrier 0 to 98.9 parts Surfactant 1 to 20 parts Others 0 to 10 parts Others include, for example, a binder and a decomposition inhibitor.

[Granule]
High melting point sulfamoyl compound 0.01 to 80 parts Solid carrier 10 to 99.99 parts Others 0 to 10 parts Others include, for example, a binder, a decomposition inhibitor and the like.

[Dustable powder]
High melting point sulfamoyl compound 0.01 to 30 parts Solid support 65 to 99.99 parts Others 0 to 5 parts Other examples include a drift inhibitor and a decomposition inhibitor.

  In use, the agrochemical composition is sprayed with water diluted 1 to 10,000 times or without dilution.

  Examples of solid carriers include quartz, kaolinite, pyrophyllite, sericite, talc, bentonite, acid clay, attapulgite, zeolite, and diatomaceous earth, and other minerals such as calcium carbonate, ammonium sulfate, sodium sulfate, and potassium chloride. Examples include salts, synthetic silica and synthetic silicates.

  Examples of the liquid carrier include alcohols such as ethylene glycol, propylene glycol and isopropanol, aromatic hydrocarbons such as xylene, alkylbenzene and alkylnaphthalene, ethers such as butyl cellosolve, ketones such as cyclohexanone, and esters such as γ-butyrolactone. And acid amides such as N-methylpyrrolidone and N-octylpyrrolidone, vegetable oils such as soybean oil, rapeseed oil, cottonseed oil and castor oil, and water.

  These solid and liquid carriers may be used alone or in combination of two or more.

  Examples of the surfactant used in the present invention include the following (A), (B), (C), (D) and (E).

(A) Nonionic surfactant:
(A-1) Polyethylene glycol type surfactant: For example, polyoxyethylene alkyl (C _12-18 ) ether, ethylene oxide adduct of alkyl naphthol, polyoxyethylene (mono or di) alkyl (C _8-12 ) phenyl Ether, formalin condensate of polyoxyethylene (mono or di) alkyl ( _C8-12 ) phenyl ether, polyoxyethylene (mono, di or tri) phenyl phenyl ether, polyoxyethylene (mono, di or tri) benzyl phenyl Ether, polyoxypropylene (mono, di or tri) benzyl phenyl ether, polyoxyethylene (mono, di or tri) styryl phenyl ether, polyoxypropylene (mono, di or tri) styryl phenyl ether, polyoxyethylene Emissions (mono-, di- or tri-) styryl phenyl ether polymer, polyoxyethylene polyoxypropylene block polymers, alkyl _{(C 12 to 18)} polyoxyethylene polyoxypropylene block polymer ethers, alkyl _{(C 8 to 12)} phenyl polyoxyethylene Ethylene polyoxypropylene block polymer ether, polyoxyethylene bisphenyl ether, polyoxyethylene resin acid ester, polyoxyethylene fatty acid (C _12-18 ) monoester, polyoxyethylene fatty acid (C _12-18 ) diester, polyoxyethylene sorbitan fatty acid (C _{12 to 18)} ester, glycerol fatty acid ester ethylene oxide adducts, castor oil ethylene oxide adduct, hydrogenated castor oil ethylene oxide adduct , Alkyl _{(C 12 to 18)} amine ethylene oxide adduct and a fatty acid _{(C 12 to 18)} amide ethylene oxide adducts.

(A-2) Polyhydric alcohol type surfactant: For example, glycerol fatty acid ester, polyglycerin fatty acid ester, pentaerythritol fatty acid ester, sorbitol fatty acid (C _12-18 ) ester, sorbitan fatty acid (C _12-18 ) ester, Examples thereof include sugar fatty acid esters, polyhydric alcohol alkyl ethers, and fatty acid alkanolamides.

  (A-3) Acetylene-based surfactant: Examples thereof include acetylene glycol, acetylene alcohol, ethylene oxide adduct of acetylene glycol, ethylene oxide adduct of acetylene alcohol, and the like.

  (A-4) Other surfactants: Examples include alkyl glycosides.

(B) Anionic surfactant:
(B-1) Carboxylic acid type surfactants: for example, polyacrylic acid, polymethacrylic acid, polymaleic acid, copolymers of maleic acid and olefins (such as isobutylene and diisobutylene), acrylic acid and itaconic acid Copolymer, methacrylic acid and itaconic acid copolymer, maleic acid and styrene copolymer, acrylic acid and methacrylic acid copolymer, acrylic acid and acrylic acid methyl ester copolymer, acrylic acid And vinyl acetate copolymer, acrylic acid and maleic acid copolymer, N-methyl-fatty acid (C _12-18 ) sarcosinate, carboxylic acids such as resin acid and fatty acid (C _12-18 ), and carboxylic acids thereof Examples include acid salts.

(B-2) Sulfate ester type surfactant: For example, alkyl (C _12-18 ) sulfate ester, polyoxyethylene alkyl (C _12-18 ) ether sulfate ester, polyoxyethylene (mono or di) alkyl (C _{8 -12} ) phenyl ether sulfate, polyoxyethylene (mono or di) alkyl ( _C8-12 ) phenyl ether polymer sulfate, polyoxyethylene (mono, di or tri) phenyl phenyl ether sulfate, polyoxyethylene (Mono, di or tri) benzyl phenyl ether sulfate, polyoxyethylene (mono, di or tri) styryl phenyl ether sulfate, polyoxyethylene (mono, di or tri) styryl phenyl ether polymer sulfate, polyoxy Sulfate esters Ji Ren polyoxypropylene block polymers, sulfated oils, sulfated fatty acid esters, salts of sulfuric esters, and their sulfates, such as sulfated fatty acids and sulfated olefins.

(B-3) Sulfonic acid type surfactant: For example, paraffin ( _C12-22 ) sulfonic acid, alkyl ( _C8-12 ) benzenesulfonic acid, alkyl ( _C8-12 ) benzenesulfonic acid formalin condensate, Formalin condensate of cresol sulfonic acid, α-olefin (C _14-16 ) sulfonic acid, dialkyl (C _8-12 ) sulfosuccinic acid, lignin sulfonic acid, polyoxyethylene (mono or di) alkyl (C _8-12 ) phenyl Ether sulfonic acid, polyoxyethylene alkyl (C _12-18 ) ether sulfosuccinic acid half ester, naphthalene sulfonic acid, (mono or di) alkyl (C _1-6 ) naphthalene sulfonic acid, formalin condensate of naphthalene sulfonic acid, (mono or di) alkyl _{(C 1 to 6)} naphthalenesulfonic Formalin condensates of phosphate, formalin condensate of creosote oil sulfonic acid, alkyl (C _{8 to 12)} ether disulfonic acid, Igepon T (trade name), a copolymer of polystyrene sulfonic acid and styrene sulfonic acid and methacrylic acid And the sulfonic acid salts thereof.

(B-4) Phosphate ester type surfactants: for example, alkyl (C _8-12 ) phosphate ester, polyoxyethylene alkyl (C _12-18 ) ether phosphate ester, polyoxyethylene (mono or di) alkyl (C _{8 -12} ) phenyl ether phosphate ester, polyoxyethylene (mono, di or tri) alkyl ( _C8-12 ) phenyl ether polymer phosphate ester, polyoxyethylene (mono, di or tri) phenyl phenyl ether phosphate ester, poly Oxyethylene (mono, di or tri) benzyl phenyl ether phosphate ester, polyoxyethylene (mono, di or tri) styryl phenyl ether phosphate ester, polyoxyethylene (mono, di or tri) styryl phenyl ether polymer phosphate ester, Polyoxy Examples thereof include phosphate esters of ethylene polyoxypropylene block polymers, phosphate esters such as phosphatidylcholine, phosphatidylethanolimine, and condensed phosphoric acid (such as tripolyphosphoric acid), and salts of these phosphate esters.

  Examples of the salt in the above (B-1) to (B-4) include alkali metals (lithium, sodium, potassium, etc.), alkaline earth metals (calcium, magnesium, etc.), ammonium and various amines (for example, alkylamine, cyclohexane). Alkylamine and alkanolamine).

(C) Cationic surfactant:
Examples thereof include alkylamine salts and alkyl quaternary ammonium salts.

(D) Amphoteric surfactant:
Examples thereof include betaine type surfactants and amino acid type surfactants.

(E) Other surfactants:
For example, silicone surfactants and fluorine surfactants can be used.
These surfactants mentioned in (A), (B), (C), (D) and (E) can be used alone or in admixture of two or more.

  The thickener used in the present invention 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 (xanthan gum), welan gum and rhamzan gum, Synthetic water-soluble polymer compounds such as polyvinyl alcohol, polyvinyl pyrrolidone, polyacrylic acid, sodium polyacrylate and polyacrylamide, cellulose derivatives such as methyl cellulose, carboxymethyl cellulose, carboxyethyl cellulose, hydroxyethyl cellulose and hydroxypropyl cellulose, montmorillonite, saponite, hector Smectite clay minerals such as light, bentonite, pendelite, nontronite, saucolite, steppenside, laponite and synthetic smectite. Rukoto can. These thickeners may be used singly or in combination, 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, the addition amount at the time of adding to this invention composition can also be selected freely.

  Examples of the antifreezing agent used in the present invention include ethylene glycol, diethylene glycol, propylene glycol and the like. Moreover, the addition amount at the time of adding to this invention composition can also be selected freely.

  Examples of the antifoaming agent used in the present invention include silicone emulsions.

  Various antibacterial and antifungal agents can be used, for example, benzoic acid and its salts, sorbic acid and its salts, 1,2-benzisothiazolin-3-one, and the like. Examples of 1,2-benzoisothiazolin-3-one include Proxel GXL (trade name, manufactured by Zeneca) and Proxel XL-2 (trade name, manufactured by Zeneca). Moreover, the addition amount at the time of adding to this invention composition can also be selected freely.

  The method for producing the aqueous suspension pesticide composition of the present invention is not particularly limited. For example, a solid component contained in the composition of the present invention is mixed in water to which a surfactant is added and mixed, and then a sand grinder, dynomill is mixed. And a method of adding and mixing other auxiliary agents such as a thickener to those which have been atomized by a wet pulverizer such as Viscomil or Ultra Viscomil.

  EXAMPLES Next, although an Example is given and this invention is demonstrated further in detail, this invention is not limited to these. In the following, “part” means part by weight, and “I / Io” means relative peak intensity. The DSC measurement and the powder X-ray diffraction measurement were performed under the following measurement conditions.

DSC measurement (measured in air)
Model name: Differential scanning calorimeter DSC 8230 manufactured by Rigaku Corporation
Comparative substance: Aluminum Sample pan: Stainless steel Sampling rate: 1.0 sec Temperature rising rate: 5.0 ° C / min Powder X-ray diffraction Model name: M18X ^ce manufactured by Mac Science Co., Ltd.
Measuring method: Continuous scanning method Target: Cu2θ = 5-40 ° Sampling interval: 0.02 deg
Scan speed: 4 deg / min Tube current: 40.0 KV
Tube voltage: 150.0 mA
[Production Example] Production of high melting point sulfamoyl compound by crystallization method 10 g of sulfamoyl compound was added to 100 g of ethanol and dissolved by heating at 80 ° C, and then this solution was cooled to 5 ° C over 10 minutes. The precipitated crystals were filtered, washed with 10 g of cold ethanol, and then dried under reduced pressure to obtain 9.3 g of crystals. In the DSC analysis performed with a sample weight of 7.07 mg, the obtained crystal showed an endothermic peak near 131.3 ° C., and was confirmed to be a high melting point crystal. Further, in powder X-ray diffraction, 2θ = 8.08 (I / Io = 311), 14.68 (I / Io = 922), 16.20 (I / Io = 731), 18.74 (I / Io = 735), 21.06 (I / Io = 735), 24.76 (I / Io = 798) and 26.44 (I / Io = 1000).

[Comparative Production Example] Production of low melting point sulfamoyl compound by crystallization method After adding 1 g of sulfamoyl compound to 100 g of ethanol and dissolving with heating, this solution is gradually cooled to room temperature [25 ° C.] It was kept under a weak nitrogen stream. The precipitated crystals were filtered and dried under reduced pressure to obtain 0.5 g of crystals. In the DSC analysis performed with a sample weight of 4.79 mg, the obtained crystal showed an endothermic peak near 126.5 ° C., and was confirmed to be a low melting point crystal. Further, in powder X-ray diffraction, 2θ = 10.04 (I / Io = 253), 11.34 (I / Io = 203), 15.92 (I / Io = 1000), 18.02 (I / Io = 263), 22.94 (I / Io = 239) and 25.74 (I / Io = 201).

  Next, although the Example and comparative example of this invention composition are described, this invention is not limited to an Example.

[Example] High-melting-point sulfamoyl compound-containing aqueous suspension agricultural chemical composition (1) High-melting-point sulfamoyl compound 21.0 parts by weight (2) Polyoxyethylene styryl phenyl ether and 3.0 parts by weight Polyoxyethylene polyoxypropylene Mixture of block polymers (3) Magnesium aluminum silicate 0.4 parts by weight (4) Xanthan gum 0.2 parts by weight (5) 1,2-benzisothiazolin-3-one 0.2 parts by weight (6) Propylene glycol 10.0 Part by weight (7) Antifoaming agent 0.1 part by weight (8) Balance with distilled water The above (1) to (8) are mixed and a sand grinder until the average particle size of the refractory sulfamoyl compound reaches a predetermined particle size. (Aimex Co., Ltd.) was wet pulverized to produce the aqueous suspension pesticide composition of the present invention. In addition, the transition of the crystal form of the sulfamoyl compound was not recognized at the time of manufacture.

[Comparative Example] Aqueous suspension pesticide composition containing low melting point sulfamoyl compound An aqueous suspension pesticide composition was produced in the same manner as in Example, except that the high melting point sulfamoyl compound was replaced with a low melting point sulfamoyl compound. . In addition, the transition of the crystal form of the sulfamoyl compound was not recognized at the time of manufacture.

  Subsequently, the usefulness of the composition of the present invention is specifically shown in the following test examples.

[Test Example] Storage Stability Test of Aqueous Suspension Pesticide Composition For the aqueous suspension pesticide composition produced in Examples and Comparative Examples, the average particle size of the sulfamoyl compound in the composition was measured immediately after production. Thereafter, both compositions were placed in a 4 ml vial, stored in a constant temperature bath at 40 ° C. for 30 days, and the average particle diameter of the sulfamoyl compound in both compositions was measured again. The average particle size was measured by the following method. First, take a photo of an aqueous suspension of an aqueous suspension pesticide composition through an optical microscope, then measure the long diameter of 20 particles randomly selected from the photograph, and average the measured values. The particle diameter was taken.

  The results are shown in Table 1. In the aqueous suspension pesticide composition of the comparative example, large particle growth of the sulfamoyl compound was observed and the viscosity of the composition was increased by storage at 40 ° C. for 30 days. Then, only small particle growth was observed, and the viscosity of the composition was hardly changed. In any of the compositions of Examples and Comparative Examples, no transition of the crystal form of the sulfamoyl compound was observed before and after storage.

Table 1 ――――――――――――――――――――――――――――――――――
Average particle size of sulfamoyl compound 40 ° C x 30 days after storage
Initial 40 ℃ × 30 days Viscosity change of the composition ――――――――――――――――――――――――――――――――――
Example 2.3 μm 3.5 μm Almost no change Comparative example 2.8 μm 11.6 μm Increased ――――――――――――――――――――――――――――― ―――――

The present invention provides an agrochemical composition having good storage stability.

Claims (5)

In powder X-ray diffraction by Cu—Kα ray, 1− (N, P = 2) = 8.08, 14.68, 16.20, 18.74, 21.06, 24.76 and 26.44 have peaks. N-dimethylsulfamoyl) -3- [2-methyl-3-bromo-6-fluoroindol-1-yl] sulfonyl-1,2,4-triazol crystals. Substantially crystallographically having peaks at 2θ = 8.08, 14.68, 16.20, 18.74, 21.06, 24.76 and 26.44 in powder X-ray diffraction by Cu-Kα ray Of pure 1- (N, N-dimethylsulfamoyl) -3- [2-methyl-3-bromo-6-fluoroindol-1-yl] sulfonyl-1,2,4-triazol Agrochemical composition containing crystals.   Furthermore, the agrochemical composition of Claim 1 or 2 containing surfactant. An aqueous suspension agricultural chemical composition containing the following component (a), component (b) and component (c).
(A) 1- having peaks at 2θ = 8.08, 14.68, 16.20, 18.74, 21.06, 24.76 and 26.44 in powder X-ray diffraction by Cu—Kα ray (N, N-dimethylsulfamoyl) -3- [2-methyl-3-bromo-6-fluoroindol-1-yl] sulfonyl-1,2,4-triazole crystals (b) Interface Activator (c) Water An aqueous suspension agricultural chemical composition containing the following component (a), component (b) and component (c).
(A) Crystallography having peaks at 2θ = 8.08, 14.68, 16.20, 18.74, 21.06, 24.76 and 26.44 in powder X-ray diffraction by Cu—Kα ray Substantially pure 1- (N, N-dimethylsulfamoyl) -3- [2-methyl-3-bromo-6-fluoroindol-1-yl] sulfonyl-1,2,4-triazo -Crystal of (b) Surfactant (c) Water