JP2022058241A - Granular agrochemical composition and method for producing granular agrochemical composition - Google Patents

Abstract

To provide a granular agrochemical composition that allows adequate sustained-release of an agrochemical active ingredient.SOLUTION: A granular agrochemical composition contains (a) an agrochemical active ingredient, (b) a fatty acid trivalent metal salt, (c) a binder, (d) an expander and (e) a carboxylic acid.SELECTED DRAWING: None

Description

The present invention relates to a granular pesticide composition and a method for producing a granular pesticide composition.

The granular pesticide composition is a highly safe formulation form, but a formulation in which the pesticide active ingredient is released in a short period of time causes problems such as a shortened duration of efficacy and phytotoxicity. There was something.

In order to solve these problems, it is necessary to control the elution of the pesticide active ingredient from the granular pesticide composition in water, and various attempts have been made for this purpose.
For example, in Patent Document 1, the particle surface of the pesticide active ingredient in the form of solid particles is modified so as to have higher hydrophobicity than the original properties of the particle surface (the particle surface of the pesticide active ingredient is hydrophobic). It has been proposed to impart the desired sustained release property to the pesticide active ingredient particles by coating with a fine powder of the substance).
Further, Patent Document 2 discloses a pesticide-containing resin composition containing a pesticide active ingredient, a resin, and a fatty acid metal salt, forming a compatible state or a matrix, and sufficiently controlling the elution of the pesticide active ingredient. Has been done.

However, even with the methods described in these documents, it may not always be possible to say that the elution control of the pesticide active ingredient is sufficient, and further improvement in the elution control of the pesticide active ingredient is desired.

Japanese Unexamined Patent Publication No. 1-316302 Japanese Unexamined Patent Publication No. 2012-41363

The present invention has been made in view of the above circumstances, and provides a granular pesticide composition having excellent sustained release of the pesticide active ingredient and a method for producing a granular pesticide composition capable of controlling the elution of the pesticide active ingredient. With the goal.

As a result of diligent studies to achieve the above object, the present inventors have found a granular pesticide composition (first invention) containing a pesticide active ingredient, a fatty acid trivalent metal salt, a binder, a bulking agent and a fatty acid. After preparing a mixture by mixing the pesticide active ingredient, the fatty acid trivalent metal salt, the binder and the bulking agent in a predetermined order, water is added to the obtained mixture. The present invention was completed by finding that the elution of the pesticide active ingredient of the obtained granular pesticide composition can be controlled by kneading and granulating (second invention).

That is, the present invention provides the following granular pesticide composition and a method for producing the granular pesticide composition.
1. 1. A granular pesticide composition containing (a) a pesticide active ingredient, (b) a fatty acid trivalent metal salt, (c) a binder, (d) a bulking agent and (e) a carboxylic acid.
2. 2. (B) The granular pesticide composition of 1 in which the fatty acid trivalent metal salt contains a fatty acid anion having 6 to 18 carbon atoms.
3. 3. (B) A granular pesticide composition of 1 or 2 in which the fatty acid trivalent metal salt comprises two or three fatty acid anions.
4. (B) The granular pesticide composition according to any one of 1 to 3, wherein the fatty acid trivalent metal salt contains Al ³⁺ or Fe ³⁺ .
5. (B) The fatty acid trivalent metal salt is mono (stearic acid) dihydroxyaluminum, tri (stearic acid) aluminum, bis (2-ethylhexanoic acid) hydroxyaluminum, di (stearic acid) hydroxyaluminum and tris (2-ethylhexane). Acid) A granular pesticide composition according to any one of 2 to 4, which is one or more selected from the group consisting of iron.
6. (B) A granular pesticide composition of 5 in which the fatty acid trivalent metal salt is at least one selected from the group consisting of bis (2-ethylhexanoic acid) hydroxyaluminum and tris (2-ethylhexanoic acid) iron.
7. (E) Carboxylic acid is formic acid, acetic acid, hexanic acid, octanoic acid, 2-ethylhexanoic acid, decanoic acid, dodecanoic acid, tetradecanoic acid, hexadecanoic acid, octadecanoic acid, oleic acid, linolenic acid, linolenic acid, maleic acid, The granular pesticide composition according to any one of 1 to 6, which is one or more selected from the group consisting of sorbic acid, lactic acid, tartaric acid and citric acid.
8. (E) A granular pesticide composition of 7 in which the carboxylic acid is liquid at 20 ° C.
9. Further, (f) the granular pesticide composition according to any one of 1 to 8 containing liquid paraffin.
10. (A) The granular pesticide composition according to any one of 1 to 9, wherein the pesticide active ingredient has a water solubility of 0.1 ppm or more at 20 ° C.
11. (A) The pesticide active ingredients are metazosulfone, pyrazosulfone ethyl, halosulfuronmethyl, dimetamethrin, butachlor, esprocarb, oxalohop, oxalohop ester, oxalohop P, oxalohop P ester, dimesulfazet, tifluzamide, amisulbrom, pyrapropoin, Sienopyraphen, fluxametamid and 3-[(isopropylsulfonyl) methyl] -N- (5-methyl-1,3,4-oxadiazole-2-yl) -5- (trifluoromethyl)-[1,2,4 ] A granular pesticide composition according to any one of 1 to 10 selected from the group consisting of triazolo [4,3-a] pyridine-8-carboxamide.
12. (A) Agricultural chemical active ingredients include metazosulfone, pyrazosulfone ethyl, halosulfuron-methyl, dimetamethrin, butachlor, esprocarb, dimesulfazet, tifluzamide and 3-[(isopropylsulfonyl) methyl] -N- (5-methyl-1). , 3,4-Oxadiazole-2-yl) -5- (trifluoromethyl)-[1,2,4] triazolo [4,3-a] Pyridine-8-carboxamide. The above 11 granular pesticide compositions.
13. (A) Twelve granular pesticide compositions in which the pesticide active ingredient is at least one selected from the group consisting of metazosulfuron, pyrazosulfuron ethyl, halosulfuron-methyl, dimesulfazet and tifluzamide.
14. The granular pesticide composition according to any one of 1 to 13 which is a granule.
15. Mixtures of (a) pesticide active ingredient, (b) fatty acid trivalent metal salt, (c) binder and (d) bulking agent to prepare a mixture, or (a) pesticide active ingredient, (c) binder and (D) After mixing the bulking agent, (b) the mixing step of further mixing the fatty acid trivalent metal salt to prepare a mixture, and
A kneading step of adding water to the mixture obtained in the mixing step and kneading to prepare a kneaded product, and a kneading step of preparing the kneaded product.
A method for producing a granular pesticide composition, which comprises a granulation step of granulating the kneaded product obtained in the kneading step.
16. (B) A method for producing a granular pesticide composition of 15 in which the fatty acid trivalent metal salt contains a fatty acid anion having 6 to 18 carbon atoms.
17. (B) A method for producing a granular pesticide composition of 15 or 16 in which the fatty acid trivalent metal salt contains two or three fatty acid anions.
18. (B) A method for producing a granular pesticide composition according to any one of 15 to 17, wherein the fatty acid trivalent metal salt contains Al ³⁺ or Fe ³⁺ .
19. (B) The fatty acid trivalent metal salt is mono (stearic acid) dihydroxyaluminum, tri (stearic acid) aluminum, bis (2-ethylhexanoic acid) hydroxyaluminum, di (stearic acid) hydroxyaluminum and tris (2-ethylhexane). (Acid) A method for producing a granular pesticide composition according to any one of 16 to 18, which is one or more selected from the group consisting of iron.
20. (B) A method for producing 19 granular pesticide compositions in which the fatty acid trivalent metal salt is at least one selected from the group consisting of bis (2-ethylhexanoic acid) hydroxyaluminum and tris (2-ethylhexanoic acid) iron. ..
21. A method for producing a granular pesticide composition according to any one of 15 to 20, wherein (e) a carboxylic acid is further mixed in any of the mixing step and the kneading step.
22. (E) Carboxylic acid is formic acid, acetic acid, hexanic acid, octanoic acid, 2-ethylhexanoic acid, decanoic acid, dodecanoic acid, tetradecanoic acid, hexadecanoic acid, octadecanoic acid, oleic acid, linolenic acid, linolenic acid, maleic acid, A method for producing 21 granular pesticide compositions, which is one or more selected from the group consisting of sorbic acid, lactic acid, tartaric acid and citric acid.
23. (E) A method for producing 22 granular pesticide compositions in which the carboxylic acid is liquid at 20 ° C.
24. (F) A method for producing a granular pesticide composition according to any one of 15 to 23, wherein liquid paraffin is further mixed in the mixing step.
25. (A) A method for producing a granular pesticide composition according to any one of 15 to 24, wherein the pesticide active ingredient has a water solubility of 0.1 ppm or more at 20 ° C.
26. (A) The pesticide active ingredients are metazosulfone, pyrazosulfone ethyl, halosulfuronmethyl, dimetamethrin, butachlor, esprocarb, oxalohop, oxalohop ester, oxalohop P, oxalohop P ester, dimesulfazet, tifluzamide, amisulbrom, pyrapropoin, Sienopyraphen, fluxametamid and 3-[(isopropylsulfonyl) methyl] -N- (5-methyl-1,3,4-oxadiazole-2-yl) -5- (trifluoromethyl)-[1,2,4 ] A method for producing a granular pesticide composition according to any one of 15 to 25, which is one or more selected from the group consisting of triazolo [4,3-a] pyridine-8-carboxamide.
27. (A) The pesticide active ingredients are metazosulfone, pyrazosulfone ethyl, halosulfuron-methyl, dimetamethrin, butachlor, esprocarb, dimesulfazet, tifluzamide and 3-[(isopropylsulfonyl) methyl] -N- (5-methyl-1). , 3,4-Oxadiazole-2-yl) -5- (trifluoromethyl)-[1,2,4] triazolo [4,3-a] Pyridine-8-carboxamide. The method for producing the above 26 granular pesticide compositions.
28. (A) A method for producing 27 granular pesticide compositions in which the pesticide active ingredient is at least one selected from the group consisting of metazosulfuron, pyrazosulfuron ethyl, halosulfuron-methyl, dimesulfazet and tifluzamide.
29. A method for producing a granular pesticide composition according to any one of 15 to 28, wherein the granular pesticide composition is a granule.

INDUSTRIAL APPLICABILITY According to the present invention, it is possible to provide a granular pesticide composition having excellent sustained release of the pesticide active ingredient and a method for producing a granular pesticide composition capable of controlling the elution of the pesticide active ingredient.

[First invention]
The granular pesticide composition according to the first invention contains (a) a pesticide active ingredient, (b) a fatty acid trivalent metal salt, (c) a binder, (d) a bulking agent and (e) a carboxylic acid. ..

Hereinafter, the details of each of the above components will be described.
(A) Agricultural chemical active ingredient (a) The agricultural chemical active ingredient may include an ingredient usually used in agricultural chemicals, and is not particularly limited. Examples of the pesticide active ingredient include fungicides, bacterial killing agents, nematode killing agents, acaricides, insecticides, anthelmintics, antifungal agents, herbicides and the like. Illustrate.

Fungicide includes acibenzolar-S-methyl, acypetacs, aldimorph, allyl alcohol, ametoctradin, aminopyrifen, amisulbrom. ), Ambam, ampropylfos, anilazine, azaconazole, azithiram, azoxystrobin, barium polysulfide, benaraxyl, benaraxyl -M (benalaxyl-M), benodanil, benomyl, benomyl, benquinox, bentalulon, benthiavalicarb-isopropyl, benthiazole, benzamacril. ), Benzamorf, benzovindiflupyr, binapacryl, biphenyl, bitertanol, bixafen, blasticidin-S, bordeaux mixture. ), Boscalid, bromoconazole, bupirimate, buthiobate, butylamine, lime sulfur, captafol, captan, Carbamorph, carbendazim, carboxin, carpropamid, carvone, cheshunt mixture, chinomethionat, chlo benthiazone), chloraniformethane, chloranil, chlorfenazole, chloroneb, chloropicrin, chlorothalonil, chlorquinox, chlozolinate, Climbazole, copper acetate, copper carbonate, basic, copper hydroxide, copper naphthenate, copper oleate, Basic copper oxychloride, copper sulfate, basic copper sulfate, basic, copper zinc chromate, coumoxystrobin, cresol, Cufraneb, cuprobam, cyazofamid, cyclafuramid, cycloheximide, cyflufenamid, cymoxanil, cypendazole, cypendazole, cyproconazole ), Cyprofuram, dazomet, debacarb, decafentin, dehydroacetic acid, dichlobentiazox, dichlofluanid, dichlone ), Dichlorophen (dichlorophen, dichlozoline), diclobutrazol (diclobutrazol), diclosymet (diclocymet), dichromezine (diclomezine), dichloran (dicloran), die Tofencarb (diethofencarb), diphenoconazole (difenoconazole), diflumetorim (diflumetorim), dimethirimol (dimethirimol), dimethomorph (dimethomorph), dimoxystrobin, diniconazole (diniconazole), diniconazole (diniconazole), diniconazole-M (diniconazole-M) ), Dinocap, dinocap-4, dinocap-6, dinocton, dinosulfon, dinoterbon, diphenylamine, dipymetitrone. , Dipyrithione, disulfiram, ditalimfos, dithianon, DNOC, dodemorph, dodine, drazoxolon, edifenpho Enestrobin, enoxastrobin, epoxiconazole, ethaboxam, etaconazole, etem, ethirimol, ethoxyquin, etridiazole, famoxadon (Famoxadone), fenamidone, fenaminosulf, fenaminstrobin, fenapanil, fenarimol, fenbuconazole, fenfuram, fenhexamid, fenhexamid Fenitropan, fenoxanil, fenpiclonil, fenpicoxamid, fenpropidin, fenpropimo Fenpropimorph, fenpyrazamine, fentin, ferbam, ferimzone, florylpicoxamid, fluazinam, flubeneteram, fludioxonil, full Flenoxystrobin, fluindapyr, flumetover, flumorph, fluopicolide, fluopimomide, fluopyram, fluoroimide, fluotrimazole Oxapiprolin, fluoxastrobin, fluquinconazole, flusilazole, flusulfamide, flutolanil, flutianil, flutriafol, full Fluxapyroxad, folpet, fosetyl-aluminium, fthalide, fuberidazole, furalaxyl, furametpyr, furcarbanil, furconazole. ), Furconazole-cis, furmecyclox, furophanate, glyodin, griseofulvin, guazatine, halacrinate, hexachlorobenzene, hexa Hexaconazole, hexylthiofos, 8-hydroxyquinoline sulfat e), hymexazol, imazalil, imibenconazole, iminoctadine-albesilate, iminoctadine-triacetate, iminoctadine-triacetate, inpyrfluxam iodocarb, ipconazole, ipfentrifluconazole, ipflufenoquin, iprobenfos, iprodione, iprovalicarb, isofetamid, isoflutamid , Isotianil, isoprothiolane, isopyrazam, isovaledione, kasugamycin, cresoxim-methyl, laminarin, mancopper, mancozeb , Mandestrobin, mandipropamid, maneb, mebenil, mecarbinzid, mefentrifluconazole, mepanipyrim, mepronil, mepronil Ginocup (meptyldinocap), metalaxyl (metalaxyl), metalaxyl-M (metalaxyl-M), metam (metam), metazoxolon (metazoxolon), metconazole (metconazole), metasulfocarb (methasulfocarb), methyltetraplol (Metyltetraprole), metiram, metminostrobin, metrafenone, metsulfovax, milneb (m) ilneb, myclobutanil, myclozolin, nabam, naftifine, natamycin, nickel bis (dimethyldithiocarbamate), nitrostyrene, nitrothal. -isopropyl, nuarimol, octhilinone, ofurace, orysastrobin, oxadixyl, oxathiapiprolin, oxine copper, oxpoconazole Oxpoconazole fumarate, oxycarboxin, pefurazoate, penconazole, peniccuron, penflufen, pentachlorophenol, penthiopyrad, orthophenylphenol (2-phenylphenol), phosdiphen, phthalide, picarbutrazox, picoxystrobin, piperalin, polycarbamate, polyoxins, polyoxin- D (polyoxorim), potassium azide, potassium hydrogen carbonate, probenazole, prochloraz, procymidone, propamocarb hydrochloride, propiconazole , Propineb, proquinazid, prothiocarb, pyrazophos, pyribencal Pyribencarb, pyrifenox, pyrimethanil, pyriminostrobin, pyroquilon, prothiocarb, prothioconazole, pydiflumetofen, Pyracarbolid, pyraclostrobin, pyrametostrobin, pyraoxystrobin, pyrapropoyne, pyraziflumid, pyridachlometyl, pyridachlometyl, pyridinitrile (Pyriofenone), pyrisoxazole, pyroxychlor, pyroxyfur, quinacetol-sulfate, quinazamid, quinconazole, quinoxyfen, quinofumelin (Quintozene), rabenzazole, salicylanilide, sedaxane, silthiofam, simeconazole, sodium hydrogen carbonate, sodium hypochlorite, spiroxamine (Spioxamine), sulfur (sulfur), tebuconazole, tebufloquin, tecloftalam, tecnazene, tecoram,
Tetraconazole, thiabendazole, thiadifluor, thicyofen, thifluzamide, thiochlorfenphim, thiophanate, thiophanate-methyl, Thiram, tiadinil, tioxymid, tolclofos-methyl, tolprocarb, tolylfluanid, triadimefon, triadimenol, triamiphos triamiphos, triarimol, triazbutil, triazoxide, tributyltin oxide, trichlamide, trilopyricarb, tricyclazole, tridemorph, Trifloxystrobin, triflumizole, triforine, triticonazole, validamycin, valifenalate, vinclozolin, zarilamid, zinc Zinc naphthenate, zinc sulfate, zineb, ziram, zoxamide, shiitake mycelium extract, shiitake fruiting body extract ) Etc. can be mentioned.

Bactericidal agents include amoxicillin, ampicillin, bethoxazin, bithionol, bronopol, cefapirin, cefazolin, cefazolin, cefquinome, cefquinome. , Chlortetracycline, clavulanic acid, danofloxacin, difloxacin, difloxacin, dinitolmide, enrofloxacin, florfenicol, lincomycin , Lomefloxacin, marbofloxacin, miloxacin, mirosamycin, nitrapyrin, norfloxacin, octhilinone, ofloxacin, orbifloxacin ), Oxolinic acid, oxytetracycline, penicillin, streptomycin, thiamphenicol, tiamulin fumarate, tilmicosin phosphate, iso Examples thereof include acetylisovaleryltylosin, tylosin phosphate, tulathromycin, valnemulin, calcined shell calcium (calcium oxide), Talaromyces spp., Trichoderma spp., Uniotylium spp. ..

Nematode killing agents include aldoxycarb, benclothiaz, cadusafos, cyclobutrifluram, DBCP, dichlofenthion, DSP, etoplophos. (Ethoprophos), fenamiphos, fensulfothion, fluazaindolizine, fluensulfone, fosthiazate, fosthietan, imicyafos, imicyafos Isazofos), oxamyl, thiaxazafen, thionazin, tioxazafen and the like.

Acaricides include acequinocyl, acrinathrin, amidoflumet, amitraz, azocyclotin, benzoximate, bifenazate, bromopropylate. , Clofentezine, cyenopyrafen, cyflumetofen, dicofol, dienochlor, etoxazole, fenazaquin, fenbutatin oxide, phenothiocarb. , Fenpropathrin, fenpyroximate, fluacrypyrim, formetanate, halfenprox, hexythiazox, milbemectin, propargite, propargite, propargite Examples thereof include pyridaben, pyrimidifen, spirodiclofen, spiromesifen, tebufenpyrad, NA-89 (test name) and the like.

Insecticides include abamectin, acephate, acequinocyl, acetamiprid, acrinathrin, acynonapyr, afidopyropen, afidopyropen, afoxar) afoxola. Aldicarb, allethrin, alpha-cypermethrin, alpha-endosulfan, amidoflumet, amitraz, azamethiphos, azinphos -ethyl, azinphos-methyl, azocyclotin, bacillus thuringiensis, bendiocarb, benfluthrin, benfuracarb, bensultap, benzoxi Mates (benzoximate), benzpyrimoxan, beta-cyfluthrin, beta-cypermethrin, bifenazate, bifenthrin, bioallethrin, bioallethrin (bioallethrin) bioresmethrin, bistrifluron, broflanilide, bromopropylate, buprofezin, butocarboxim, carbaryl, carbofuran, carbosulfan , Cartap, chinomethionat, chlorantraniliprole, chlorethxyfos, ku Chlorfenapyr, chlorfenvinphos, chlorfluazuron, chlormephos, chlorobezilate, chloroprallethrin, chlorpyrifos, chlorpyrifos. -methyl, chromafenozide, clofentezine, clothianidin, cyanophos, cyantraniliprole, cyclaniliprole, cycloprothrin, cyenopyraphen (Cyenopyrafen), cyetpyrafen, cyflumetofen, cyflumetofen, cyfluthrin, cyhalodiamide, cyhalothrin, cyhexatine, cypermethrin , Cyromazine, deltamethrin, diacloden, diafenthiuron, diazinon, dichlorvos, dicloromezotiaz, dicofol, dienochlor ), Diflovidazin, diflubenzuron, diflubenzurin, dimethoate, dimethylvinphos, dimpropyridaz, dinotefuran, dinotefuran, dinotefuran, dinotefuran, dinotefuran NC (DNOC), d-T-80-phthalthrin (d-tet) ramethrin, emamectin-benzoate, empenthrin, endosulfan, EPN, epsilon-metofluthrin, epsilon-momfluorothrin, esphen esfenvalerate, ethiofencarb, ethiprole, etofenprox, etoxazole, etrimfos, Febantel, fenazaquin, fenbutatin oxide, fenbutatin oxide (Fenitrothion), fenobucarb, fenothiocarb, fenoxycarb, fenpropathrin, fenpropathrin, fenpyroximate, fenthion, fenvalerate Fipronil, flometoquin, flonicamid, fluacrypyrim, fluazuron, flubendiamide, flucycloxuron, flucythrinate, flufenerim , Flufenoxuron, flufenprox, flufiprole, fluhexafon, flumethrin, flupentiofenox, flupyradifurone, flupyrimin, Fluralaner, fluvalinate, fluxametamid e), fonophos, formetanate, formothion, furathiocarb, gamma-cyhalothrin, halfenprox, halofenozide, heptafluthrin , Hexaflumuron, hexythiazox, hydramethylnon, imidacloprid, imiprothrin, indoxacarb, indoxacarb-MP, isocyclo Serum (isocycloseram), isofenphos, isoprocarb, isoxathion, kappa-bifenthrin, kappa-tefluthrin, lambda-cyhalothrin, repimethrin. ), Lufenuron, malathion, meperfluthrin, metaflumizone, metalcarb, metalcarb, metaldehyde, methacrifos, methidathion, methomyl, mesomil. ), methoxychlor, methoxyfenozide, methyl bromide, metofluthrin, milbemectin, momfluorothrin, muscalure, nitenpyram, novalron ), Noviflumuron, omethoate, oxazosulfyl, oxydemethon-methyl (oxy) demeton-methyl, oxydeprofos, pentachlorophenol, permethrin, phenothrin, phenthoate, phorate, phosalone, phosmet, hoxim (Phoxim), pyrimicarb, pyrimiphos-methyl, Praziquantel, profenofos, profluthrin, propaphos, propargite, prothiofos, prothiofos. Phenothrin (protrifenbute), pyflubumide, pymetrozine, pyraclofos, pyrafluprole, pyrethrins, pyridaben, pyridalyl, pyridalyl, pyridalyl, pyrifluquinazone. pyrimidifen, pyriprole, pyriproxyfen, resmethrin, rotenone, silafluofen, spinosad, spinosad, spirodiclofen, spirodiclofen (Spiromesifen), spiropidion, spirotetramat, spyromesifen, sulfotep, sulfoxaflor, sulprofos, tau-fluvalinate, teu-fluvalinate tebfenozide), tebufenpyrad, teflubenzuron, tefluthorin, terbufos, teto Lachlorantraniliprole, tetrachlorvinphos, tetramethrin, tetramethylfluthrin, tetraniliprole, thiacloprid, thiamethoxam, thiocyclam ), Thiodicarb, thiofanox, thiometon, tolfenpyrad, tralomethrin, transfluthrin, triazamate, triazuron, trichlorfon , Triflumezopyrim, triflumuron, tyclopyrazoflor, vamidothion, zeta-cypermethrin and the like.

The anthelmintic agents include acriflavine, albendazole, atovaguone, azithromycin, bithionol, bromofenofos, cambendazole, carnidazole, and carnidazole. Chloroquine, clazuril, clinicamycin hydrochloride, clorsulon, closantel, coumaphos, cymiazol, dichlorophen, diethylcarbamazine, Diminazene, disophenol, dithiazanine iodide, doxycycline hydrochloride, doramectin, emodepside, eprinomectin, febantel, febantel, fenbendazole ), Flubendazole, furazolidone, glycolpyramide, imidocarb, ivermectin, levamisole, mebendazole, mefloquine, mefloquine melarsamine hydrochloride), metronidazole (metronidazole), metyridine (metyridine), milbemycin oxime, monepantel, morantel tartrate, moxidectin, nicarbazin, nicarbazin Nate (nitroscanate), nitroxynil (nitroxynil), Omphalotin, oxantel pamoate, oxantel tartrate tartrate, oxfendazolee, oxibendazole, oxyclozanide, pamaquine, phenothiazine Piperazine adipate, piperazine citrate, piperazine phosphate, PNU-97333 (paraherquamide A), PNU-141962 (2-deoxyparaherquamide), praziquantel, primaquine, Propetamphos, propoxur, pyrantel pamoate, pyrimethamine, santonin, selamectin, sulfadimethoxine, sulfadimethoxine, sulfadoxine, sulfamerazinesulf. Examples thereof include sulfamonomethoxine, sulfamoildapsone, thiabendazole, tinidazole, toltrazuril, tribromsalan, and triclabendazole.

Examples of the antifungal agent include ketoconazole and miconazole nitrate.

As herbicides, 4-CPA (4-CPA), 4-CPA salt (4-CPA-salts), 4-CPB (4-CPB), 4-CPP (4-CPP), 2,4-D (2,4-D, 2,4-PA), 2,4-D salts (2,4-D-salts), 2,4-D esters (2,4-D-esters), 3, 4-DA (3,4-DA), 2,4-DB (2,4-DB), 2,4-DB salts (2,4-DB-salts), 2,4-DB esters (2) , 4-DB-esters), 3,4-DB (3,4-DB), 2,4-DEB (2,4-DEB), 2,4-DEP (2,4-DEP), 3,4 -DP (3,4-DP), 2,4,5-T (2,4,5-T), 2,4,5-T salts (2,4,5-T-salts), 2, 4,5-T esters (2,4,5-T-esters), 2,4,5-TB (2,4,5-TB), 2,3,6-TBA (2,3,6- TBA, TCBA), 2,3,6-TBA salt (2,3,6-TBA-salts), acetochlor, acifluorfen, acifluorfen-methyl, acifluorfen Acifluorfen-sodium, aclonifen, acrolein, alachlor, allidochlor, CDAA, alloxydim, alloxydim-sodium, allyl alcohol alchol, alorac, ametridione, ametridione, ametryn, amibuzin, amiclabazone, amidochlor, amidosulfuron, aminocyclopyrachlor, amino Cyclopyralid-methyl, aminocyclopyrachlor-potassium, aminopyralid, aminopyralid-salts, amip Lophos (amiprophos), amiprophos-methyl, amitrole, aminotriazole, ATA, ammonium sulfamate (AMS), anilofos, anisuron, ashlam, ashram Salt (asulam-salts), atraton, atrazine, azafenidin, azimsulfuron, aziprotryne, azyprotryn, barban, CBN, BCPC (BCPC), beflubutamid (Beflubutamid), beflubutamid-M, benazolin, benazolin-ethyl, benazolin-salts, bencarbazone, benfluralin, benefin, benfuralin, benfuresate Bensulfuron, bensulfuron-methyl, bensulide, SAP, bentazon, bentazone, bentazone-sodium, bentranil, benzadox, benzadox Ammonium (benzadox-ammonium), benzfendizone, benzipram, benzobicyclon, benzofenap, benzofluor, benzoylprop, benzoylprop ethyl (benzoylprop) -ethyl, benzthiazuron, bicyclopyrone, bifenox, bilanafos, bialaphos, bilanafos-sodium, binapak Binapacryl, bispyribac, bispyribac-sodium, bixlozone, borax, bromacil, bromacil-salts, bromobonil, bromobutide (bromobonil) bromobutide), bromofenoxim, bromopyrazon, bromoxynil, bromoxynil-potassium, bromoxynil-esters, butachlor, butafenacil, butamiphos (Butamifos), butenachlor, butralin, butraline, buthidazole, buthiuron, butroxydim, buturon, butylate, cafenstrole, calcium cyanamide. cyanamide), cambendichlor, calcium chlorate, carbasulam, carbetamide, carboxazole, carfentrazone, carfentrazone -ethyl), CDEA (CDEA), CEPC (CEPC), chloramben (chlomethoxyfen, chlomethoxynil), chloramben, chloramben-salts, chloramben-methyl, chloramben Methylammonium (chloramben-methylammonium), chloranocryl, dicryl, chlorazifop, chlorazifop-propargyl, chlorazine (c) hlorazine), chlorbromuron, chlorbufam (BIPC), chloreturon, chlorfenac, fenac, chlorfenac-salts, chlorfenprop, chlor. Fenprop-methyl, chlorflurazole, chlorflurenol, chlorflurenol-methyl, chloridazon, PAC, pyrazon, chlorimuron, chlorimuron Ethyl (chlorimuron-ethyl), chlornidine, chlornitrofen, CNP, chloroacetic acid, monochloroacetic acid, sodium chloroacetate (SMA), chlorotoluron, chloroxuron, chloroxinyl (Chloroxynil), chlorprocarb, chlorphtalim, chlorpropham, IPC, chlorsulfuron, chlorthal, TCTP, chlorthal-esters, chlortamide (chlorthal-esters) chlorthiamid, DCBN, cinidon-ethyl, cinmethylin, cinosulfuron, cisanilide, clacyfos, clethodim, cliodinate, clodinafop, clodinafop Propargyl (clodinafop-propargyl), clohop (clofop), clohop-isobutyl (clofop-isobutyl), chromazone (clomazone), chromep Lop (clomeprop), cloprop, cloproxydim, clopyralid, clopyralid-methyl, clopyralid-salts, cloransulam, cloransulam (cloransulam) cloransulam-methyl), copper sulfate (divalent) (copper sulfate), CPMF (CPMF), CPPC (CPPC), credazine, cresol, cumyluron, cyanatryn, cyanamide , Cyanazine, cycloate, cyclopyranil, cyclopyrimorate, cyclosulfamuron, cycloxydim, cyclouron, COMU, cyhalofop, si Halohop butyl (cyhalofop-butyl), cyperquat, cyperquat-chloride, cyprazine, cyprazole, cypromid, daimuron, dymron, dalapon , Dalapon-salts, dazomet, dazomet-sodium, delachlor, desmedipham, desmetryn, di-allate, dicamba , MDBA), dicamba-salts, dicamba-esters, dichlobenil (DBN), dichloraurea, DCU, dichlormate, o-dichlorobenzene, DCB ), Dichlorprop, salt of dichlorprop (dichlo) rprop-salts), Dichlorprop-esters, Dichlorprop-P, Dichlorprop-P salt (dichlorprop-P-salts), Dichlorprop-P ester (dichlorprop-P) -esters, diclofop, diclofop-methyl, diclofop-P, diclofop-P-methyl, diclosulam, diethamquat, dietum coat Diethamquat dichloride, diethatyl, diethatyl-ethyl, difenopenten, difenopenten-ethyl, difenoxuron, difenzoquat, difenzoquat Difenzoquat metilsulfate, diflufenican, diflufenzopyr, diflufenzopyr-sodium, dimefuron, dimepiperate, dimesulfazet , Dimethachlor, dimethametryn, dimethenamid, dimethenamid-p, dimethenamid-p, dimexano, dimidazon, dimethyl disulfide, dinitramine, dinitramine , Dinoprop, dinosam,
Dinoseb (DNBP), dinoseb salt (dinoseb-salts), dinoseb ester (dinoseb-esters), dinoseb (dinoterb), dinoseb salt (dinoterb-salts), dinoseb ester (dinoterb-esters), diphenamide (dinoterb-esters) diphenamid), dipropalin, dipropetryn, diquqt, diquqt dibromide, disul, 2,4-PS, disul-sodium, dithiopyr , Diuron, DCMU, DMPA (DMPA), DNOC (DNOC), DNOC salt (DNOC-salts), EBEP (EBEP), eglinazine, eglinazine-ethyl, endtal ( endothal, endothal-salts, epronaz, EPTC, EPyrifenacil, erbon, esprocarb, ethachlor, ethalfluralin, Ethametsulfuron, ethametsulfuron-methyl, etaprochlor, ethidimuron, ethiolate, ethiozin, ethofumesate, ethoxyfen Ethoxyfen-ethyl, ethoxysulfuron, etinofen, etnipromid, etobenzanid, EXD, fenasulam, fenoprop, 2,4, 5-TP, silvex), Dinoseb Salts (fenoprop-salts), Dinoseb Esters (fenoprop-esters), Phenoxapro P (fenoxaprop), fenoxaprop-ethyl (fenoxaprop-ethyl), fenoxaprop-p (fenoxaprop-p), fenoxaprop-p-ethyl (fenoxaprop-p-ethyl), fenoxasulfone (fenoxasulfone), fenquinotrione (fenoxaprop-ethyl) fenquinotrione), fenteracol, fenthiaprop, fenthiaprop-ethyl, fentrazamide, ferrous sulfate, fenuron, fenuron TCA ( fenuron-TCA), flamprop, ester of flamprop-esters, flamprop-M, ester of flamprop-M-esters, flazasulfuron, Florasulam, florpyrauxifen, florpyrauxifen-benzyl, fluazifop, fluazifop-esters, fluazifop-P, fluazifop P esters (Fluazifop-p-esters), fluazolate, flucarbazone, flucarbazone-sodium, flucetosulfuron, fluchloralin, flufenacet, flufenican ), Flufenpyr, flufenpyr-ethyl, flumetsulam, flumezin, flumiclorac, flumiclorac-pentyl, flumioxazin, Flumipropyn, fluometu ron), fluorodifen, fluoroglycofen, fluoroglycofen-ethyl, fluoromidine, fluoronitrofen, CFNP, fluothiuron, flupoxam , Flupropacil, flupropanate, tetrapion, flupropanate-sodium, flupyrsulfuron, flupyrsulfuron-methyl, flupyrsulfuron-sodium ), Flupyrsulfuron-methyl-sodium, fluridone, flurochloridone, fluroxypyr, fluroxypyr-esters, flurtamone, fluthiacet ), Fluthiacet-methyl, fomesafen, fomesafen-sodium, foramsulfuron, fosamine, fosamine-ammonium, fryloxyphene (Furyloxyfen), glufosinate (glufosinate), glufosinate salt (glufosinate-salts), glufosinate P (glufosinate-P), glufosinate P salt (glufosinate-P-salts), glyphosate, glyphosate-salt. ), Halauxifen, halauxifen-methyl, halosafen, halosulfuron, halosulfuron-met hyl), haloxydine, haloxyfop, haloxyfop-sodium, haloxyfop-esters, haloxyfop-P, haloxyfop-p-esters ), Herbimycin, hexachloroacetone, HCA, hexazinone, imazamethabenz, imazamethabenz-methyl, imazamox, imazamox-ammonium ), Imazapic, imazapic-ammonium, imazapyr, imazapyr-isopropylammonium, imazaquin, imazaquin-methyl, imazaquin salt (imazaquin) -salts), imazethapyr, imazethapyr-ammonium, imazosulfuron, indanofan, indaziflam, iodobonil, iodosulfuron (Iodosulfuron-sodium), iodosulfuron-methyl, iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-sodium, ioxynil , Ioxynil-salts, ioxynil-esters, ipazine, ipfencarbazone, iprymidam, isocarbamide (is) ocarbamid), isocil, isoprocil, isomethiozin, isonoluron, isopolinate, isopropalin, isoproturon, isouron, isoxaben, isoxaben Isoxachlortole, isoxaflutole, isoxapyrifop, karbutilate, ketospiradox, ketospiradox-potassium, lactofen, lanco Trion (lancotrione), lancotrione-sodium, lenacil, linuron, MCPA (MCPA), MCPA salts (MCPA-salts), MCPA esters (MCPA-esters), MCPB (MCPB) ), MCPB Salts (MCPB-salts), MCPB Esters (MCPB-esters), Mecoprop, MCPP, Mecoprop-salts, Mecoprop-esters, Mecoprop- P), Mecoprop-P-salts, Mecoprop-P-esters, mecoprop-P-esters, medinoterb, medinoterb actate, mefenacet, mefluidide , Mefluidide-salts, mefluidide-salts, mesoprazine, mesosulfuron, mesosulfuron-methyl, mesotrione, metam, carbam, metam-salts, Metamifop, metamitron, metazachlor, metazo Sulfuron, metflurazon, methabenzthiazuron, methibenzuron, metalpropalin, methazole, methiobencarb, methiuron, methometon, methometon. (Methoprotryne, methoprotryn), methoxyphenone, methiopyrisulfuron, methiozolin, methyl azide, methyl bromide, methyl dymron, methyl iodide (methyl dymron) methyl iodide, methyl isothiocyanate, metobenzuron, metobromuron, metolachlor, S-metolachlor, metoslam, metoxuron, metoxuron. metribuzin), metsulfuron, metsulfuron-methyl, molinate, monalide, monisouron, monolinuron, monosulfuron, monosulfuron, monosulfuron. , Monuron (CMU), Monuron TCA (monuron-TCA), Morfamquat, Morfamquat dichloride, naproanilide, napropamide, napropamide-M, Naptalam (NPA), naptalam-sodium, neburon, nicosulfuron, ni Pyraclofen (nipyraclofen), nitralin (nitralin), nitrofen (nitrofen, NIP, niclofen), nitrofluorfen (nitrofluorfen), norflurazon (norflurazon), norlon (noruron, norea), OCH (OCH), oleic acid, Orbencarb, orthosulfamuron, oryzalin, oxadiargyl, oxadiazon, oxapyrazon, oxapyrazon-salts, oxasulfuron, oxasulfuron. (Oxaziclomefone), oxyfluorfen, parafluron, paraquat,
Paraquat dichloride, paraquat dimetilsulfate, pebulate, pelargonic acid, nonanoic acid, pendimethalin, penoxsulam, pentachlorophenol, Sodium pentachlorophenoxide, pentachlorophenyl laurate, pentanochlor, solar, CMMP, pentoxazone, perfluidone, petthoxamid, phenisopham, Phenmedipham, phenmedipham-ethyl, phenobenzuron, picloram, picloram-salts, picloram-esters, picolinafen ), Pinoxaden, piperophos, potassium azide, potassium cyanate, pretilachlor, primisulfuron, primisulfuron-methyl, Prodyazine, prodiamine, profluazol, profluuralin, profoxydim, proglinazine, proglinazine-ethyl, prometon, promethrin prometryn, prometryne), propachlor, propanil (DCPA), propaxa hop (Propaquizafop), propazine, propham, propisochlor, propoxycarbazone, propoxycarbazone-sodium, propyrisulfuron, propyzamide, pronamide. ), Prosulfalin, prosulfocarb, prosulfuron, proxan, IPX, proxan-sodium, prynachlor, pydanon, pyracronyl. (Pyraclonil), pyraflufen, pyraflufen-ethyl, pyrasulfotole, pyrazolynate, pyrazolate, pyrazosulfuron, pyrazosulfuron-ethyl, pyrazosulfuron-ethyl pyrazoxyfen), pyribambenz-isopropyl, pyribambenz-propyl, pyribenzoxim, pyributicarb, pyrichlor, pyridafol, pyridate, pyriftalide (pyridafol) pyriftalid), pyriminobac, pyriminobac-methyl, pyrimisulfan, pyrithiobac, pyrithiobac-sodium, pyroxasulfone, pyroxsulam ), Kinclorac, quinclorac-dimethylammonium, quinclorac-meth yl), quinmerac, quinoclamine, ACN, quinonamid, quizalofop, quizalofop-esters, quizalofop-P, quizalofop- P-esters, rhodethanil, rimsulfuron, saflufenacil, sebuthylazine, secbumeton, setoxydim, siduron, simazine, CAT simeton, simetryn, simetryne, sodium azide, sodium chlorate, sulcotrione, sulfallate, CDEC, sulfentrazone, sulfometuron ), Sulfometuron-methyl, sulfosulfuron, sulfuric acid, sulglycapin, sweep (swep, MCC), tabron, TCA (TCA, trichloroacetic acid), TCA salt (TCA-salts), TCA ethadyl (TCA-ethadyl), tebutam, butam, tebuthiuron, tefuryltrione, tembotrione, tepraloxydim, terbacil (tepraloxydim) terbacil, terbucarb, terbutol, MPMC, terbuchlor, terbumeton, terbuthylazine, terbutryn, tetrafluron, thenylchlor, thiazafluron thiazafluron, thiazopyr, thidiazimin, thidiazuron, thiencarbazone, thiencarbazone-methyl, thifensulfuron, thifensulfuron-methyl Thiobencarb, benthiocarb, tiafenacil, tiocarbazil, tioclorim, tolpyralate, topramezone, tralkoxydim, triafamone, trialate allate, triasulfuron, triaziflam, tribenuron, tribenuron-methyl, tricamba, triclopyr, triclopyr-salts, triclopyr Triclopyr-esters, tridiphane, trietazine, trifloxysulfuron, trifloxysulfuron-sodium, trifludimoxadin, trifluralin ), Triflusulfuron, triflusulfuron-methyl, trifop, trifop-methyl, trifopsime, trihydroxytriazine, cyanuric acid, trimethuric acid. trimeturon), tripropindan, tritac, tritosulfuron, burnalate (ver) nolate), xylachlor, 6-{(difluoromethyl) thio} -N2, N4-diisopropyl-1,3,5-triazine-2,4-diamine (CAS 103427-73-2), (R) -2- [{7- (2-Chloro-4- (trifluoromethyl) phenoxy) naphthalene-2-yl} oxy] Methyl propanoate (CAS 103055-25-0), Propane-2-on O- (12H) -Dibenzo [d, g] [1,3] dioxosin-6-carbonyl) oxime (CAS 503819-68-9), [{(2- (N-methylmethylsulfonate) -2-oxoethyl) amino} methyl] Phosphonic acid (CAS 98565-18-5), 2-[{2- (4-((6-chloroquinoxalin-2-yl) oxy) phenoxy) propanoyl} oxy] -3-methyl-3-ethyl butenoate ( CAS 1191932-79-2), 2- (3,7-dichloroquinolin-8-carbonyl) -3-hydroxy-2-cyclohexene-1-one (CAS 1350901-36-8), O- (2,4-) Dimethyl-6-nitrophenyl) O-methylisopropylphosphoramidothioate (CAS 189517-75-7), 5- [N-{(4,6-dimethylpyrimidine-2-yl) carbamoyl} sulfamoyl] -1- ( Methyl pyridine-2-yl) -1H-pyrazol-4-carboxylate (CAS 104770-29-8), 4- [2-chloro-3-{(3,5-dimethyl-1H-pyrazol-1-yl)) Methyl} -4- (methylsulfonyl) benzoyl] -1,3-dimethyl-1H-pyrazole-5-yl 1,3-dimethyl-1H-pyrazole-4-carboxylate (CAS 1911613-97-2), 4- [2-Chloro-4- (methylsulfonyl) -3-{(2,2,2-trifluoroethoxy) methyl} benzoyl] -1-ethyl-1H-pyrazole-5-yl 1,3-dimethyl-1H- Pyrazole-4-carboxylate (CAS 1992017-55-6), 1- {2-Chloro-3- (3-Cyclopropyl-5-hydroxy-1-methyl-1H-Pyrazole-4-carbonyl) -6- ( Trifluoromethyl) phenyl} piperidine-2-one (CAS 1855929-45-1), 1,3-dimethyl-4- {2- (methylsulfonyl) -4- (trifluoromethyl) ben Zoyl} -1H-Pyrazole-5-yl 1,3-dimethyl-1H-Pyrazole-4-carboxylate (CAS 1622908-18-2), 2-[{3- (2-Chloro-4-fluoro-5-) (3-Methyl-2,6-dioxo-4- (trifluoromethyl) -3,6-dihydropyrimidine-1 (2H) -yl) phenoxy) pyridine-2-yl} oxy] Ethyl acetate (CAS 353292-31) -6), 2-Methyl-N- (5-Methyl-1,3,4-oxadiazole-2-yl) -3- (Methylsulfonyl) -4- (Trifluoromethyl) benzamide (CAS 1400904-50) -8), 2-Chloro-N- (1-methyl-1H-tetrazole-5-yl) -3- (methylthio) -4- (trifluoromethyl) benzamide (CAS 1361139-71-0), 2-chloro -N- (1-methyl-1H-tetrazole-5-yl) -3- (methylsulfonyl) -4- (trifluoromethyl) benzamide (CAS 1361139-73-2), 4- (4-fluorophenyl)- 6- (2-Hydroxy-6-oxo-1-cyclohexene-1-carbonyl) -2-methyl-1,2,4-triazine-3,5 (2H, 4H) -dione (CAS 1353870-34-4) , (3S, 4S) -N- (2-fluorophenyl) -1-methyl-2-oxo-4- [3- (trifluoromethyl) phenyl] pyrrolidine-3-carboxamide (CAS 2053901-33-8), Examples thereof include dimesulfaset (CAS 1215111-77-5), F4050 (test name), F9960 (test name), OK-701 (test name), SL-1201 (test name) and the like.

Of these, in the present invention, metazosulfone, pyrazosulfone ethyl, halosulfuronmethyl, dimetamethrin, butacrol, esprocarb, kissarohop, kissarohop ester, kissarohop P, kissarohop P ester, dimesulfazet, tifluzamide, amisulbrom, pyrapropoin. , Sienopyraphen, fluxametamid and 3-[(isopropylsulfonyl) methyl] -N- (5-methyl-1,3,4-oxadiazol-2-yl) -5- (trifluoromethyl)-[1,2, 4] It is preferable to contain at least one selected from the group consisting of triazolo [4,3-a] pyridine-8-carboxamide, and it is preferable to contain metazosulfone, pyrazosulflon ethyl, halosulfone methyl, dimethamethrin, butacrol, esprocarb, dimesulfa. Zet, tifluzamide and 3-[(isopropylsulfonyl) methyl] -N- (5-methyl-1,3,4-oxadiazol-2-yl) -5- (trifluoromethyl)-[1,2,4 ] It is more preferable to contain one or more selected from the group consisting of triazolo [4,3-a] pyridine-8-carboxamide, and the group consisting of metazosulfone, pyrazosulflonethyl, halosulfuronmethyl, dimesulfazet and tifluzamide. It is even more preferable to include one or more selected from the above.

In the present invention, (a) the pesticide active ingredient preferably has a water solubility of 0.1 ppm or more at 20 ° C. The upper limit thereof is not particularly limited, but is usually 1,000 ppm or less.

(A) The content of the pesticide active ingredient is usually 0.1 to 30% by mass in the composition. The lower limit of the content is preferably 0.3% by mass or more, more preferably 0.5% by mass or more, and even more preferably 0.8% by mass or more. The upper limit of the content is preferably 25% by mass or less, more preferably 20% by mass or less, and even more preferably 15% by mass or less. The pesticide active ingredient may be used alone or in combination of two or more.

(B) Fatty acid trivalent metal salt (b) Fatty acid trivalent metal salt is added to (a) improve the sustained release property of the pesticide active ingredient.
The fatty acid anion of the fatty acid trivalent metal salt is not particularly limited, but those having 6 to 18 carbon atoms are preferable. Further, the fatty acid may be saturated or unsaturated.

Specific examples of fatty acid anions include octanate anion, 2-ethylhexanoate anion, decanoic acid anion, dodecanoic acid anion, tetradecanoic acid anion, hexadecanoic acid anion, octadecanoic acid anion, oleic acid anion, linoleic acid anion, and linolenic acid anion. And so on.

Examples of the metal cation contained in the fatty acid trivalent metal salt include Al ³⁺ and Fe ³⁺ .

In the present invention, (b) the fatty acid trivalent metal salt is preferably one containing two or three fatty acid anions, and more preferably one or more selected from the group consisting of fatty acid aluminum and fatty acid iron.

Specific examples of the (b) fatty acid trivalent metal salt include di (acetic acid) hydroxyaluminum, tri (acetic acid) aluminum, bis (2-ethylhexanoic acid) hydroxyaluminum, tris (2-ethylhexanoic acid) aluminum, and di (di (2-ethylhexanoic acid) aluminum. (Lauric acid) hydroxyaluminum, tri (lauric acid) aluminum, mono (stearic acid) dihydroxyaluminum, di (stearic acid) hydroxyaluminum, tri (stearic acid) aluminum, bis (2-ethylhexanoic acid) hydroxyiron, tris (2) -Ethylhexanoic acid) iron, di (lauric acid) hydroxy iron, tri (lauric acid) iron, mono (stearic acid) dihydroxy iron, di (stearic acid) hydroxy iron, tri (stearic acid) iron and the like can be mentioned. In the present invention, among these, bis (acetic acid) hydroxyaluminum, bis (2-ethylhexanoic acid) hydroxyaluminum, mono (stearic acid) dihydroxyaluminum, di (stearic acid) hydroxyaluminum, tri (stearic acid) aluminum and tris Iron (2-ethylhexanoic acid) is preferred, mono (stearic acid) dihydroxyaluminum, tri (stearic acid) aluminum, bis (2-ethylhexanoic acid) hydroxyaluminum, di (stearic acid) hydroxyaluminum and tris (2-ethyl). (Hexanoic acid) iron is more preferred, and bis (2-ethylhexanoic acid) hydroxyaluminum and tris (2-ethylhexanoic acid) iron are even more preferred. These may be used alone or in combination of two or more.

The above-mentioned fatty acid trivalent metal salt can be produced by a conventionally known method. Further, a commercially available product can be used as it is.

(B) The content of the fatty acid trivalent metal salt is usually 0.1 to 15% by mass in the composition. The lower limit of the content is preferably 0.15% by mass or more, more preferably 0.2% by mass or more, and even more preferably 0.25% by mass or more. The upper limit of the content is preferably 10% by mass or less, more preferably 7% by mass or less, and even more preferably 5% by mass or less.

(C) Binder (c) The binder is not particularly limited as long as it imparts hardness to the granular pesticide composition obtained by granulation. Further, by containing (c) a binder, the components contained in the composition become more compatible with water, and the kneadability can be improved. (C) Specific examples of the binder include dextrin (roasted dextrin, enzyme-modified dextrin, etc.), acid-decomposed starch, oxidized starch, pregelatinized starch, partially pregelatinized starch, etherified starch (carboxymethyl starch, hydroxyalkyl starch, etc.). And cationic starch, etc.), esterified starch (acetate starch, phosphoric acid starch, etc.), crosslinked starch, grafted starch, and other processed starches; natural substances such as sodium alginate, Arabic gum, gelatin, tragant gum, locust bean gum, and casein; Cellulose derivatives such as sodium carboxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose, methyl cellulose, ethyl cellulose and acetyl cellulose; polyvinyl methyl ether, polyethylene glycol, polypropylene glycol, polyethylene polypropylene block copolymer, polyvinyl alcohol, partially saponified vinyl acetate. And vinyl ether copolymers, polyvinylpyrrolidone, polyvinylpyrrolidone and vinyl acetate copolymers, other polymers such as polyacrylamide, and the like. In the present invention, among these, modified starch, cellulose derivative, polyvinyl alcohol and polyvinylpyrrolidone are preferable, and dextrin, partially pregelatinized starch, sodium carboxymethyl cellulose, polyvinyl alcohol and polyvinylpyrrolidone are more preferable. These may be used alone or in combination of two or more.

(C) The content of the binder is usually 0.1 to 20% by mass in the composition. The lower limit of the content is preferably 1% by mass or more, more preferably 2% by mass or more, and even more preferably 3% by mass or more. The upper limit of the content is preferably 15% by mass or less, more preferably 12% by mass or less, and even more preferably 10% by mass or less.

(D) Bulking agent (d) The bulking agent is not particularly limited as long as it can absorb liquid pesticide active ingredients and additives and dilute solid pesticide active ingredients. (D) Specific examples of bulking agents include quartz, calculus, sea foam stone, dromato, choke, kaolinite, pyrophyllite, sericite, halosite, metahalosite, wood-brush clay, frogme clay, and pottery stone. , Siegrite, Alofen, Silas, Kira, Tarku, Bentnite, Palestone, Attapulsite, Zeolite, Natural minerals such as diatomaceous soil; Baked products; Inorganic salts such as magnesium carbonate, calcium carbonate, sodium carbonate, sodium hydrogen carbonate, ammonium sulfate, sodium sulfate, magnesium sulfate, diammonium hydrogen phosphate, ammonium dihydrogen phosphate, potassium chloride, calcium silicate; glucose, fructose, Sugars such as sucrose and lactose; organic substances such as urea and urea derivatives; plants such as wood flour, corn spikes, walnut shells and tobacco stems; fly ash; white carbon; fertilizers and the like. These may be used alone or in combination of two or more. Further, as these bulking agents, commercially available products can also be used, and the following commercially available products can be exemplified as specific examples.

Commercially available bentonite products include Kunigel VA (manufactured by Kunimine Kogyo Co., Ltd.), Kunigel V2 (manufactured by Kunimine Kogyo Co., Ltd.), Hotaka Bentonite (manufactured by Toyojun Hiroyuki Co., Ltd.), and Myogi Bentonite (manufactured by Toyojun Hiroyuki Co., Ltd.). , Haruna bentonite (manufactured by Toyojun Hiroyuki Co., Ltd.), bentonite super clay (manufactured by Toyojun Hiroyuki Co., Ltd.), granular bentonite (manufactured by Toyojun Hiroyuki Co., Ltd.) and other sodium bentonite, and Kunibond (Kunimine Kogyo). Calcium bentonite and the like such as (manufactured by Co., Ltd.) can be mentioned.

Commercially available products of natural minerals other than bentonite include H fine powder (manufactured by Asada Flour Milling Co., Ltd.), Neo Career K (manufactured by Asada Flour Milling Co., Ltd.), Fubasami K Clay (manufactured by Fubasami Clay Co., Ltd.) and Tokusetsu F Clay. (Product name / manufactured by Showa Mining Co., Ltd.) and the like.

Commercially available calcium carbonate products include Microcal 250 (manufactured by Aokura Lime Industry Co., Ltd.), Microcal 100 (manufactured by Aokura Industry Co., Ltd.), NS # 100 (manufactured by Nitto Powder Industry Co., Ltd.), and NS # 200 (manufactured by Nitto). Examples thereof include Powder Industry Co., Ltd.), NS # 3000 (Nitto Powder Industry Co., Ltd.) and Super SS (Maruo Calcium Co., Ltd.).

Commercially available white carbon products include Carplex # 80D (DSL. Japan Co., Ltd.), Carplex # 67 (DSL. Japan Co., Ltd.), Carplex # 1120 (DSL. Japan Co., Ltd.), and Carplex #. XR (DSL. Japan Co., Ltd.), Fineseal A (Tokuyama Sotatsu Co., Ltd.), Fineseal E-50 (Tokuyama Sotatsu Co., Ltd.), Fineseal X-37 (Tokuyama Sotatsu Co., Ltd.), Fineseal K -41 (Tokuyama Sotatsu Co., Ltd.), Fineseal P-8 (Tokuyama Sotatsu Co., Ltd.), Tokseal U (Tokuyama Sotatsu Co., Ltd.), Tokseal CU-N (Tokuyama Sotatsu Co., Ltd.), Tokseal P (Tokuyama Sotatsu Co., Ltd.) Tokseal NR (Tokuyama Sotatsu Co., Ltd.), Nipseal NS (Nippon Silica Industry Co., Ltd.), Nipseal NSK (Nippon Silica Industry Co., Ltd.), Nipseal NA (Nippon Silica Industry Co., Ltd.), Cyroid 244 (Fuji Devison Chemical), Cyroid 65 (Fuji Devison Chemical), Cyloid 308 (Fuji Devison Chemical), Mizukasil P-705 (Mizusawa Chemical Co., Ltd.), Mizukasil P-802 (Mizusawa Chemical Co., Ltd.), Mizukasil P-78 Hydrous silica such as (Mizusawa Chemical Co., Ltd.) and Mizukasil P-832 (Mizusawa Chemical Co., Ltd.);
Baked products of hydrous silica such as Carplex CS-5 (DSL. Japan Co., Ltd.), Carplex CS-7 (DSL. Japan Co., Ltd.) and Carplex CS-701 (DSL. Japan Co., Ltd.);
Anhydrous silica such as Aerosil 130 (Japan Aerosil Co., Ltd.), Aerosil 200 (Japan Aerosil Co., Ltd.), Aerosil 380 (Japan Aerosil Co., Ltd.) and Aerosil MOX80 (Japan Aerosil Co., Ltd.);
Fluorite R (Tokuyama Soda Co., Ltd.), Fluorite RN (Tokuyama Soda Co., Ltd.), Toyo Hero TH (Toyo Denka Kogyo Co., Ltd.), Zonolite (Onoda Chemical Industry Co., Ltd.) and Microcell E (Johns Manville Co., Ltd.) Manville) and other hydrous calcium silicates;
Made from hydrous silica such as SIPERANTD17 (Nihon Aerosil Co., Ltd.), Nipseal SS-10 (Nippon Silica Co., Ltd.), Nipseal SS-20 (Nippon Silica Co., Ltd.) and Nipseal SS-30P (Nippon Silica Co., Ltd.) Surface-treated silica;
Examples thereof include surface-treated silica made from anhydrous silica such as Aerosil R972 (Japan Aerosil Co., Ltd.), Aerosil R202 (Japan Aerosil Co., Ltd.) and Aerosil R812 (Japan Aerosil Co., Ltd.).

(D) The content of the bulking agent is usually 20 to 99.6% by mass in the composition. The lower limit of the content is preferably 25% by mass or more, more preferably 30% by mass or more, and even more preferably 40% by mass or more. The upper limit of the content is preferably 95% by mass or less, more preferably 90% by mass or less, and even more preferably 85% by mass or less.

(E) Carboxylic acid Examples of the carboxylic acid include formic acid, acetic acid, hexanoic acid, octanoic acid, 2-ethylhexanoic acid, decanoic acid, dodecanoic acid, tetradecanoic acid, hexadecanoic acid, octadecanoic acid, oleic acid, linoleic acid and linolenic acid. Maleic acid, sorbic acid, lactic acid, tartrate acid, citric acid and the like can be mentioned. These may be used alone or in combination of two or more.
The above carboxylic acid is more preferably liquid at 20 ° C.

(E) The content of the carboxylic acid is usually 0.1 to 15% by mass in the composition. The lower limit of the content is preferably 0.15% by mass or more, more preferably 0.2% by mass or more, and even more preferably 0.25% by mass or more. The upper limit of the content is preferably 10% by mass or less, more preferably 7% by mass or less, and even more preferably 5% by mass or less.

The granular pesticide composition of the present invention may further contain (f) liquid paraffin.
(F) The content of liquid paraffin is usually 1 to 20% by mass in the composition. The lower limit of the content is preferably 2% by mass or more, more preferably 3% by mass or more, and even more preferably 5% by mass or more. The upper limit of the content is preferably 15% by mass or less, more preferably 12% by mass or less, and even more preferably 10% by mass or less.

Further, various auxiliary agents can be contained. Examples of the auxiliary agent that can be used include a pH adjuster, a salt, a surfactant and the like.

Examples of the pH adjuster include various inorganic and organic acids such as hydrochloric acid, sulfuric acid, phosphoric acid and sulfonic acid, and various inorganic and organic acid salts such as hydrochloric acid, sulfuric acid, phosphoric acid, sulfonic acid and carboxylic acid. And esters and the like (however, excluding those corresponding to the component (b)) can be used.
Examples of the organic acid include acidic phosphoric acid esters and the like. Further, the pH can be adjusted by adding a predetermined amount of various buffer solutions such as sodium acetate-hydrochloric acid aqueous solution.

The salt is not particularly limited, and specific examples thereof include alkali metal salts (lithium, sodium, potassium, etc.) of various inorganic and organic acids such as hydrochloric acid, sulfuric acid, phosphoric acid, carbonic acid, sulfonic acid, and carboxylic acid. , Alkaline earth metal salts (calcium, magnesium, etc.), ammonium salts, various amine salts (alkylamines, cycloalkylamines, alkanolamines, etc.), etc. (However, those corresponding to the component (b) are excluded). In the present invention, among these, salts of hydrochloric acid, sulfuric acid and phosphoric acid are preferable. When a salt is used, the amount added is preferably not less than or equal to the water solubility of the salt, but is usually 0.1 to 30 parts by mass, preferably 1 to 20 parts by mass with respect to 100 parts by mass of the composition.

Examples of the surfactant include (A) nonionic surfactant, (B) anionic surfactant, (C) cationic surfactant, (D) amphoteric surfactant and (E) other surfactant. Can be mentioned.

Examples of the (A) nonionic surfactant include (A-1) polyalkylene glycol type, (A-2) polyhydric alcohol type, and (A-3) acetylene type.

Examples of the (A-1) polyalkylene glycol type include (A-1-1) alkyl ether type, (A-1-2) alkyl aryl ether type, (A-1--3) aryl ether type, and (A-1). -4) Alkyl naphthol type, (A-1-5) block polymer type, (A-1-6) bisphenol type, (A-1-7) fatty acid ester type, (A-1-8) vegetable oil type and ( A-1-9) Alkylamino or amide ether type can be mentioned.
Examples of the (A-1-1) alkyl ether type include polyoxyalkylene alkyl (for example, C8-18) ether.
Examples of the (A-1-2) alkyl ether type include polyoxyalkylene (mono or di) alkyl (for example, C8 to 12) aryl ether and polyoxyalkylene (mono or di) alkyl (for example, C8 to 12) aryl ether. Formalin condensate and the like can be mentioned.
(A-1-3) As the aryl ether type, polyoxyalkylene (mono, di or tri) aryl ether, polyoxyalkylene (mono, di or tri) polyaryl ether, polyoxyalkylene (mono, di or tri) Polymers of arylphenyl ethers, polyoxyethylene polyoxypropylene (mono, di or tri) aryl ethers and the like can be mentioned.
Examples of the (A-1-4) alkylnaphthol type include polyoxyalkylene alkylnaphthol and the like.
Examples of the (A-1-5) block polymer type include polyoxyethylene polyoxypropylene block polymer, alkyl (for example, C8-18) polyoxyethylene polyoxypropylene block polymer ether, and alkyl (for example, C8-12) aryl poly. Examples thereof include oxyethylene polyoxypropylene block polymer ether.
Examples of the (A-1-6) bisphenol type include polyoxyalkylene bisaryl ether and the like.
Examples of the (A-1-7) fatty acid ester type include polyoxyalkylene resin acid esters, polyoxyalkylene fatty acid (for example, C8-18) (mono or di) esters, and polyoxyalkylene sorbitan (mono, di or tri) fatty acids. (For example, C8-18) ester, polyoxyalkylene glycerin fatty acid (for example, C8-18) ester and the like can be mentioned.
(A-1-8) As the vegetable oil type, polyoxyalkylene castor oil, polyoxyalkylene cured castor oil, polyoxyalkylene rapeseed oil, polyoxyalkylene corn oil, polyoxyalkylene cotton seed oil, polyoxyalkylene olive oil, polyoxyalkylene palm. Oil, polyoxyalkylene red flower oil, polyoxyalkylene sesame oil, polyoxyalkylene soybean oil, polyoxyalkylene sunflower oil, polyoxyalkylene palm oil, polyoxyalkylene flaxseed oil, polyoxyalkylene peanut oil, polyoxyalkylene tung oil, etc. Will be.
Examples of the (A-1-9) alkylamino or amide ether type include polyoxyalkylene alkyl (eg, C8-18) amines, polyoxyalkylene fatty acid (eg, C8-18) amides, and the like.

(A-2) Polyhydric alcohol types include glycerin fatty acid (for example, C8-18) ester, polyglycerin fatty acid (for example, C8-18) ester, pentaerythritol fatty acid ester, and sorbitol fatty acid (for example, C8-18) ester. , Solbitan (mono, di or tri) fatty acid (eg, C8-18) esters, sucrose fatty acid (eg, C8-18) esters, polyhydric alcohol alkyl ethers, alkyl glycosides, alkyl polyglycosides and fatty acids (eg, C8-18). 18) Examples thereof include alkanolamide.

Examples of the (A-3) acetylene type include acetylene glycol, acetylene alcohol, polyoxyalkylene acetylene glycol, polyoxyalkylene acetylene alcohol and the like.

Examples of the (B) anionic surfactant include (B-1) carboxylic acid type, (B-2) sulfate ester type, (B-3) sulfonic acid type, (B-4) phosphoric acid ester type and the like. Be done.

The (B-1) carboxylic acid type includes polyacrylic acid, polymethacrylic acid, polymaleic acid, polyanhydrous maleic acid, maleic acid or a copolymer of maleic anhydride and an olefin (for example, isobutylene and diisobutylene). Acrylic acid or a copolymer of methacrylic acid and itaconic acid, maleic acid or a copolymer of maleic anhydride and styrene, methacrylic acid, acrylic acid methyl ester, vinyl acetate, maleic acid or maleic anhydride and acrylic acid. Carboxylic acid copolymers such as copolymers, polyoxyalkylene alkyl (eg, C8-18) ether acetic acid, N-methyl-fatty acid (eg, C8-18) sarcosinates, resin acids and fatty acids (eg, C8-18). Carboxylic acids such as, and salts of these carboxylic acids and the like.

Examples of the (B-2) sulfate ester type include alkyl (for example, C8-18) sulfate ester, polyoxyalkylene alkyl (for example, C8-18) ether sulfate ester, and polyoxyalkylene (mono or di) alkyl (for example, C8). ~ 12) Aryl ether sulfate ester, polyoxyalkylene (mono or di) alkyl (eg, C8-12) aryl ether polymer sulfate ester, polyoxyalkylene (mono, di or tri) aryl ether sulfate ester, polyoxyalkylene Sulfate esters of (mono, di or tri) aryl ether polymers, sulfate esters of polyoxyethylene polyoxypropylene block polymers, sulfated oils, sulfated fatty acid esters, sulfated esters such as sulfated fatty acids and sulfated olefins, and them. Examples thereof include salts of sulfate esters.

(B-3) Examples of the sulfonic acid type include alkyl (for example, C8 to 22) sulfonic acid, alkyl (for example, C8 to 16) aryl sulfonic acid, and formalin condensate of alkyl (for example, C8 to 16) aryl sulfonic acid. Aryl sulfonic acid, formalin condensate of aryl sulfonic acid, α-olefin (eg C8-16) sulfonic acid, dialkyl (eg C8-12) sulfosuccinic acid, lignin sulfonic acid, polyoxyalkylene (mono or di) alkyl (e.g.) For example, C8-12) aryl ether sulfonic acid, polyoxyalkylene alkyl (eg C8-18) ether sulfosuccinic acid half ester, cleosort oil sulfonic acid formalin condensate, alkyl (eg C8-12) aryl ether sulfonic acid, Examples thereof include sulfonic acids such as N-methyloleyl taurine, polyaryl sulfonic acid and copolymers of aryl sulfonic acid and methacrylic acid, and salts of these sulfonic acids.

Examples of the (B-4) phosphoric acid ester type include an alkyl (for example, C8-12) phosphoric acid ester, a polyoxyalkylene alkyl (for example, C8-18) ether phosphoric acid ester, and a polyoxyalkylene (mono, di, or). Tri) Alkyl (eg, C8-12) aryl ether phosphate ester, polyoxyethylene (mono, di or tri) alkyl (eg, C8-12) aryl ether polymer phosphate, polyoxyalkylene (mono, di) Or tri) arylphenyl ether phosphate ester, polyoxyalkylene (mono, di or tri) arylphenyl ether polymer phosphate ester, polyoxyethylene polyoxypropylene block polymer phosphate ester, phosphatidylcholine, phosphatidylethanolimine and condensation. Examples thereof include phosphoric acid esters such as phosphoric acid (for example, tripolyphosphoric acid), and salts of these phosphoric acid esters.

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

Examples of the (C) cationic surfactant include (C-1) alkylamine type, (C-2) quaternary ammonium type, and (C-3) pyridine ring type.

Examples of the (C-1) alkylamine type include (mono, di or tri) alkylamines.

Examples of the (C-2) quaternary ammonium type include (mono, di, tri or tetra) alkylammonium salts, polyoxyalkylene (mono, di, tri or tetra) alkylammonium salts, benzalkonium and the like.

Examples of the (C-3) pyridine ring type include alkylpyridium and polyoxyalkylenealkylpyridium.

Examples of the (D) amphoteric tenside include (D-1) betaine type, (D-2) amino acid type, (D-3) amine oxide type and the like.

Examples of the (D-1) betaine type include alkyl (eg, C1-18) aminoacetate betaine, acyl (eg, C8-18) aminoalkylaminoacetate betaine, alkyl (eg, C8-18) hydroxysulfobetaine and 2-. Alkyl (eg, C8-18) -N-carboxymethyl-N-hydroxyethyl imidazolinium betaine and the like can be mentioned.

(D-2) Amino acid types include (mono, di or tri) alkyl (eg, C8-18) aminopropionic acid, alkyl (eg, C8-18) aminodipropionic acid, N-acyl (eg, C8-18). 18) -N'-carboxyethyl-N'-hydroxyethylethylenediamine and alkyl (eg, C8-18) alanine and the like can be mentioned.

Examples of the (D-3) amine oxide type include alkyl (for example, C8-18) amine oxide and acyl (for example, C8-18) aminopropyldimethylamine oxide.

Examples of the (E) other surfactant include (E-1) silicone type and (E-2) fluorine type.

Examples of the (E-1) silicone type include polyoxyalkylene / alkylpolysiloxane copolymers and poly (oxyethylene / oxypropylene) / alkylpolysiloxane copolymers.

(E-2) As the fluorine type, perfluoroalkenylbenzenesulfonate, perfluoroalkylsulfonate, perfluoroalkylcarboxylate, perfluoroalkenyl polyoxyethylene ether, perfluoroalkylpolyoxyethylene ether and perfluoro Examples thereof include alkyltrimethylammonium salts.

In the present specification, the notations "Ca to Cb alkyl", "alkyl (Ca to Cb)", and "alkyl" refer to linear or branched hydrocarbon groups having a to b carbon atoms. Represented, for example, methyl group, ethyl group, n-propyl group, i-propyl group, n-butyl group, i-butyl group, t-butyl group, s-butyl group, 1-pentyl group, 1-methylbutyl group, 2-Methylbutyl group, 3-Methylbutyl group, 1-ethylpropyl group, 1,1-dimethylpropyl group, 1,2-dimethylpropyl group, neopentyl group, 1-hexyl group, 1-methylpentyl group, 2-methylpentyl group Group, 3-methylpentyl group, 4-methylpentyl group, 1-ethylbutyl group, 2-ethylbutyl group, 1,1-dimethylbutyl group, 1,2-dimethylbutyl group, 1,3-dimethylbutyl group, 2, 2-dimethylbutyl group, 2,3-dimethylbutyl group, 3,3-dimethylbutyl group, 1,1,2-trimethylpropyl group, 1-ethyl-1-methylpropyl group, 1-ethyl-2-methylpropyl Group, 1-heptyl group, 1-octyl group, 2-ethylhexyl group, 1-nonyl group, 1-decyl group, 1-undecyl group, 1-dodecyl group, 1-tridecyl group, 1-tetradecyl group, 1-pentadecyl Specific examples include a group, a 1-hexadecyl group, a 1-heptadecyl group, a 1-octadecyl group, a 1-nonadecyl group, a 1-icosyl group, a 1-henicosyl group, etc., and each group is selected within a specified carbon number range. Butyl. In addition, n- means normal, i- means iso, s- means secondary and t- means tertiary. Further, polyoxyalkylene represents polyoxyethylene, polyoxypropylene, polyoxyethylene polyoxypropylene, and is preferably polyoxyethylene.

These surfactants can be used alone or in combination of two or more, and the ratio when mixed can be freely selected. The content of the surfactant in the composition of the present invention can be appropriately selected, but is usually 0.01 to 60 parts by mass with respect to 100 parts by mass of the composition. The lower limit of the content is preferably 0.1 part by mass or more, more preferably 0.5 part by mass or more. The upper limit of the content is preferably 50 parts by mass or less, more preferably 40 parts by mass or less.

The surfactant may be used as a wetting agent. Preferred examples of the wetting agent include sodium dioctyl sulfosuccinate, sodium alkyl (eg, C8-18) sulfate, polyoxyethylene alkyl (eg, C12-15) ether phosphoric acid, sodium polyacrylate and the like. The wetting agent may be used alone or in combination of two or more. If the wetting agent is water-soluble or can be easily mixed with water, it is preferable to mix it with water in advance from the viewpoint of facilitating production.

When the above-mentioned surfactant is used as a wetting agent, its content is usually 0.1 to 10% by mass in the composition. The lower limit of the content is preferably 0.3% by mass or more, more preferably 0.5% by mass or more. The upper limit of the content is preferably 8% by mass or less, more preferably 5% by mass or less, and even more preferably 3% by mass or less.

The granular pesticide composition of the present invention comprises the above-mentioned (a) pesticide active ingredient, (b) fatty acid trivalent metal salt, (c) binder, (d) bulking agent and (e) carboxylic acid, if necessary. Further, (f) can be obtained by mixing liquid paraffin and granulating the obtained mixture.
In the present invention, each component can be mixed by a known method to obtain a mixture for granulation, and in particular, (a) from the viewpoint of controlling the elution of the pesticide active ingredient, it will be exemplified in the second invention described later. A production method (provided that it contains at least the components (a) to (e)) can be preferably adopted.

In addition, (a) the pesticide active ingredient may be finely pulverized by a dry pulverizer or a wet pulverizer in advance before mixing. Dry crushing can be performed by an impact crusher, a ball mill, a jet mill, or the like. Wet pulverization can be performed by an attritor, a sand grinder, a dyno mill, a pearl mill, an apex mill, a visco mill, an ultra visco mill, or the like.

(A) The pesticide active ingredient may be mixed with an ingredient such as a bulking agent or petroleum-based paraffin wax in advance to form a premix before preparing the composition for the purpose of further improving handleability and sustained release. .. Examples of the method for producing the premix include the methods described in JP-A-2018-02279, JP-A-2012-153643, and the like. In the present invention, the following methods can be exemplified as specific examples thereof, but the present invention is not limited thereto. The premix does not contain the component (b) and the component (e).

The premix can be obtained by melting and kneading the pesticide active ingredient, the bulking agent and, if necessary, waxes, and then extruding and granulating.
Here, as the wax, conventionally known waxes such as petroleum-based paraffin wax can be used. As the kneading device, a known kneader or the like can be used.
The mixing ratio of each raw material is arbitrary, but for example, the pesticide active ingredient, the bulking agent, and the wax used as needed can be set to a mass ratio of about 20:50:30.
The melting / kneading temperature is also arbitrary, but can be, for example, 100 ° C.
After melting and kneading, the mixture is cooled to an appropriate temperature of, for example, about 75 ° C. and extruded and granulated. At this time, extrusion granulation can be performed using, for example, a screen having holes having a predetermined diameter. The obtained granulated product can also be used by pulverizing it to a desired particle size using a pulverizer such as a pin mill, if necessary.

A known mixer can be used for mixing each of the above components. Specific examples thereof include a Nauter mixer, a paddle mixer, a V-type mixer, a ribbon blender, a Spartan mixer, a mixing stirrer and the like. In the present invention, a Nauter mixer can be preferably used from the viewpoint of good mixing property and relatively easy to increase the capacity on a large scale, and a mixing stirrer can be preferably used from the viewpoint of easy examination with a small amount on a small scale. can.

Further, a known granulator can be used for granulation of the obtained mixture. Specific examples thereof include an extrusion type granulator, a pressure type granulator, a fluidized bed granulator, a stirring type granulator, a rolling granulator and the like. In the present invention, since it is easy to adjust the size of grains, an extrusion type granulator can be preferably used. In the case of extrusion granulation, for example, a mixture obtained by uniformly mixing each of the above components is kneaded by adding an appropriate amount of either one or both of water and a liquid auxiliary agent, and then kneading the mixture, and then the diameter is 0.5. Granulation can be performed using an extrusion type granulator equipped with a screen having a hole of ~ 1.5 mm.

When water is added during production, it is preferable to dry after granulation to remove water. As the dryer used for drying, a known dryer can be used. Specific examples thereof include drying devices such as a shelf type dryer, a fluidized bed dryer, an air flow dryer, and a stirring dryer. The drying temperature may be any temperature as long as it can efficiently evaporate water and the contained components do not volatilize or deteriorate, and is usually 50 to 100 ° C, preferably 50 to 80 ° C. The drying time is also not particularly limited as long as the water content in the composition can be completely evaporated, but is usually 5 to 60 minutes, preferably 5 to 30 minutes.

If necessary, the granular pesticide composition may be sized using a sieve or the like. This makes it possible to reduce variations in sustained release during use. Specific examples thereof include a method of sizing using a sieve having a size of 0.71 to 1.40 mm.

The dosage form of the granular pesticide composition may be any of kneaded granules, coated granules, jumbo agents, granules and the like, but kneaded granules are preferable.

[Second invention]
The method for producing a granular pesticide composition according to the second invention is to prepare a mixture by mixing (a) a pesticide active ingredient, (b) a fatty acid trivalent metal salt, (c) a binder and (d) a bulking agent. Alternatively, (a) a pesticide active ingredient, (c) a binder and (d) a bulking agent are mixed, and then (b) a fatty acid trivalent metal salt is further mixed to prepare a mixture, and the resulting mixture is used. It includes a kneading step of adding water and kneading to prepare a kneaded product, and a granulation step of granulating the obtained kneaded product.

In the above-mentioned production method, (e) carboxylic acid may be further mixed in either the mixing step or the kneading step.
Further, in the mixing step, (f) liquid paraffin may be further mixed.

In the second invention, in the mixing step, the particle surface of the pesticide active ingredient is coated with a fine powder of a hydrophobic substance such as a carboxylic acid or a salt thereof to form a composite (for example, a composite step). , Patent Document 1) is not included. For example, the mixing step in the second invention does not include mixing the component (a) and one or both of the component (b) and the component (e) for the purpose of forming the complex.

In the mixing step, a known mixer can be used. Examples of the mixer include a Nauter mixer, a paddle mixer, a V-type mixer, a ribbon blender, a Spartan mixer, a mixing stirrer and the like. In the present invention, a Nauter mixer can be preferably used from the viewpoint of good mixing property and relatively easy to increase the capacity on a large scale, and a mixing stirrer can be preferably used from the viewpoint of easy examination with a small amount on a small scale. can.

Normally, the kneading step can be carried out as it is by adding water to the mixer in which the above mixing has been performed, but if necessary, the mixture is transferred to another mixer and then water is added. You may knead. At this time, the amount of water used may be such that a mixture in which the above components are mixed can be granulated, and is not particularly limited, but with respect to 100 parts by mass of the mixture. It is preferably 5 to 30 parts by mass, more preferably 8 to 25 parts by mass, and even more preferably 10 to 20 parts by mass.

In the above production method, (e) the carboxylic acid can be added at any timing in both the mixing step and the kneading step, but the solid at room temperature is preferably added in the mixing step, and at room temperature. Liquid and water-soluble ones are preferably added in the kneading step together with water, and liquid and oil-soluble ones are added alone or in the mixing step after being mixed with (f) liquid paraffin. It is preferable to do so. (F) The liquid paraffin can be added at any timing in the mixing step.

When the component (e) is blended in the mixing step, for example, the following method can be mentioned as the method.
(1) The component (e) is mixed at the same time as the components (a) to (d).
(2) After the components (a) to (d) are mixed, the component (e) is further mixed.
(3) The component (e) is mixed at the same time as the components (a), (c) and (d), and then the component (b) is further mixed.
(4) The components (a), (c) and (d) are mixed, the component (e) is mixed, and then the component (b) is further mixed.
(5) After mixing the components (a), (c) and (d), the component (e) is mixed at the same time as the component (b).
(6) The components (a), (c) and (d) are mixed, the component (b) is mixed, and then the component (e) is further mixed.

When the component (f) is blended in the mixing step, for example, the following method can be mentioned as the method.
(1) The component (f) is mixed at the same time as the components (a) to (d).
(2) After the components (a) to (d) are mixed, the component (f) is further mixed.
(3) The component (f) is mixed at the same time as the components (a), (c) and (d), and then the component (b) is further mixed.
(4) The components (a), (c) and (d) are mixed, the component (f) is mixed, and then the component (b) is further mixed.
(5) After the components (a), (c) and (d) are mixed, the component (f) is mixed at the same time as the component (b).
(6) The components (a), (c) and (d) are mixed, the component (b) is mixed, and then the component (f) is further mixed.

When both the component (e) and the component (f) are used, they may be charged at the same timing or at different timings.

Specific examples of the method of mixing the component (e) and the component (f) in the mixing step and the kneading step include the following methods.
(1) After mixing the components (a) to (d) and the component (e), water is added and kneaded.
(2) After mixing the components (a) to (d) and the component (f), water is added and kneaded.
(3) After mixing the components (a) to (d) and the component (e), the component (f) is further mixed, and then water is added and kneaded.
(4) After mixing the components (a) to (d) and the component (f), the component (e) is further mixed, and then water is added and kneaded.
(5) After the components (a) to (d) are mixed, the component (f) is mixed, and then water and the component (e) are added and kneaded.
(6) After mixing the components (a), (c), (d) and (e), the component (b) is mixed, the component (f) is further mixed, and then water is added and kneaded.
(7) After mixing the components (a), (c), (d) and (e), the component (f) is mixed, the component (b) is further mixed, and then water is added and kneaded.
(8) After mixing the components (a), (c), (d) and (f), the component (b) is mixed, the component (e) is further mixed, and then water is added and kneaded.
(9) After mixing the components (a), (c), (d) and (f), the component (e) is mixed, the component (b) is further mixed, and then water is added and kneaded.
(10) After mixing the components (a), (c), (d) and (f), the components (b) and (e) are further mixed, and then water is added and kneaded.
(11) After mixing the components (a), (c) and (d), the components (e) and (f) are mixed, the component (b) is further mixed, and then water is added and kneaded.
(12) After mixing the components (a) to (d), the components (e) and (f) are mixed, and then water is added and kneaded.
(13) After mixing the components (a), (c), (d) and (e), the components (b) and (f) are further mixed, and then water is added and kneaded.
(14) After mixing the components (a), (c) and (d), the components (b) and (f) are mixed, the component (e) is further mixed, and then water is added and kneaded.

The granulation step can be performed using a known granulator. Specific examples thereof include an extrusion type granulator, a pressure type granulator, a fluidized bed granulator, a stirring type granulator, a rolling granulator and the like. In the production method of the present invention, since it is easy to adjust the size of grains, an extrusion type granulator can be preferably used. In the case of extrusion granulation, for example, a mixture obtained by uniformly mixing each of the above components is kneaded by adding an appropriate amount of either one or both of water and a liquid auxiliary agent, and then kneading the mixture, and then the diameter is 0.5. Granulation can be performed using an extrusion type granulator equipped with a screen having a hole of ~ 1.5 mm.

It is preferable that the mixture after granulation evaporates the water content by a known drying means. The drying means is not particularly limited, and examples thereof include a drying device such as a shelf type dryer, a fluidized bed dryer, an air flow dryer, and a stirring dryer. The drying temperature may be any temperature as long as it can efficiently evaporate water and the contained components do not volatilize or deteriorate, and is usually 50 to 100 ° C, preferably 50 to 80 ° C. The drying time is also not particularly limited as long as the water content in the composition can be completely evaporated, but is usually 5 to 60 minutes, preferably 5 to 30 minutes.

The granular pesticide composition after drying may be sized using a sieve or the like, if necessary. This makes it possible to reduce variations in sustained release during use. Specific examples thereof include a method of sizing using a sieve having a size of 0.71 to 1.40 mm.

The dosage form of the granular pesticide composition obtained by the above-mentioned production method may be any of kneaded granules, coated granules, jumbo agents, granules and the like, but kneaded granules are preferable.

As the components (a) to (e), the same components as those described in the description of the first invention can be used.

(A) The content of the pesticide active ingredient is usually 0.1 to 30% by mass in the composition. The lower limit of the content is preferably 0.3% by mass or more, more preferably 0.5% by mass or more, and even more preferably 0.8% by mass or more. The upper limit of the content is preferably 25% by mass or less, more preferably 20% by mass or less, and even more preferably 15% by mass or less. The pesticide active ingredient may be used alone or in combination of two or more.

In addition, (a) the pesticide active ingredient may be finely pulverized by a dry pulverizer or a wet pulverizer in advance before mixing. Dry crushing can be performed by an impact crusher, a ball mill, a jet mill, or the like. Wet pulverization can be performed by an attritor, a sand grinder, a dyno mill, a pearl mill, an apex mill, a visco mill, an ultra visco mill, or the like.

(B) The content of the fatty acid trivalent metal salt is usually 0.1 to 15% by mass in the composition. The lower limit of the content is preferably 0.15% by mass or more, more preferably 0.2% by mass or more, and even more preferably 0.25% by mass or more. The upper limit of the content is preferably 12% by mass or less, more preferably 10% by mass or less, and even more preferably 7% by mass or less.

(C) The content of the binder is usually 0.1 to 20% by mass in the composition. The lower limit of the content is preferably 1% by mass or more, more preferably 2% by mass or more, and even more preferably 3% by mass or more. The upper limit of the content is preferably 15% by mass or less, more preferably 12% by mass or less, and even more preferably 10% by mass or less.

(D) The content of the bulking agent is usually 35 to 99.7% by mass in the composition. The lower limit of the content is preferably 40% by mass or more, more preferably 45% by mass or more, and even more preferably 50% by mass or more. The upper limit of the content is preferably 95% by mass or less, more preferably 90% by mass or less, and even more preferably 85% by mass or less.

(E) The content of the carboxylic acid is usually 0.1 to 15% by mass in the composition. The lower limit of the content is preferably 0.15% by mass or more, more preferably 0.2% by mass or more, and even more preferably 0.25% by mass or more. The upper limit of the content is preferably 10% by mass or less, more preferably 7% by mass or less, and even more preferably 5% by mass or less.

(F) The content of liquid paraffin is usually 1 to 20% by mass in the composition. The lower limit of the content is preferably 2% by mass or more, more preferably 3% by mass or more, and even more preferably 5% by mass or more. The upper limit of the content is preferably 15% by mass or less, more preferably 12% by mass or less, and even more preferably 10% by mass or less.

Further, in the mixing step and the kneading step, various auxiliary agents can be contained at any timing. Examples of the auxiliary agent that can be used include those similar to those exemplified in the first invention. The content can also be the same as the amount described in the first invention.

Hereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples, but the present invention is not limited to the following Examples. The reagents and devices used in Examples and Comparative Examples are as follows.
-Partially pregelatinized starch: Amicol K (trade name) manufactured by Nissho Kagaku Co., Ltd.
2-EH-Al: Bis (2-ethylhexanoic acid) hydroxyaluminum, manufactured by Hope Pharmaceutical Co., Ltd., Octopal Aluminum A (trade name)
2-EH-Fe: Tris (2-ethylhexanoic acid) iron, manufactured by Hope Pharmaceutical Co., Ltd., Octop Fe (trade name)
・ Clay: Made by Asada Flour Milling Co., Ltd., Neo Career K (trade name)
・ Liquid paraffin: Made by Moresco Co., Ltd., Moresco White P350 (trade name)
-Aluminium acetate, basic (Al) bis (acetic acid) hydroxyaluminum, manufactured by Kishida Chemical Co., Ltd.-Mono (stearic acid) Al: dihydroxyaluminum stearate, manufactured by Fujifilm Wako Junyaku Co., Ltd.-Di (stearic acid) Acid) Al: Di (stearic acid) hydroxyaluminum, Fujifilm Wako Junyaku Co., Ltd., Tri (stearic acid) Al: Tris (stearic acid) aluminum, Kishida Chemical Co., Ltd., Di (stearic acid) Mg: Di (stearic acid) magnesium, made by Genuine Chemical Co., Ltd. ・ Di (stearic acid) Ca: di (stearic acid) calcium, made by Kanto Chemical Co., Ltd. ・ Na stearate: sodium stearate, made by Tokyo Kasei Kogyo Co., Ltd. -Oleic acid: manufactured by Nichiyu Co., Ltd., NAA-34 (trade name)
・ Citric acid: Citric acid, manufactured by Tokyo Kasei Kogyo Co., Ltd. ・ Acetic acid: Acetic acid, manufactured by Tokyo Kasei Kogyo Co., Ltd. ・ Hexic acid: Hexic acid, manufactured by Tokyo Kasei Kogyo Co., Ltd. CMC-Na manufactured by CMC-Na: Sodium Carboxymethyl Cellulose, manufactured by Daiichi Kogyo Seiyaku Co., Ltd., Cellogen 7A (trade name)
-Polyvinyl alcohol: Mitsubishi Chemical Corporation, Gosenol GL-05S (trade name)
・ Dextrin: Made by Matsutani Chemical Industry Co., Ltd., Paindex Y (trade name)
-PVP K30: Polyvinylpyrrolidone, manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd., Pittscol K-30 (trade name)
-Na dioctyl sulfosuccinate (liquid): sodium dioctyl sulfosuccinate, manufactured by Toho Chemical Industry Co., Ltd., Airroll CT-1L (trade name), used as a wetting agent-Na dioctyl sulfosuccinate (solid): sodium dioctyl sulfosuccinate, Takemoto Made by Yushi Co., Ltd., New Calgen EX-70 (trade name), used as a wetting agent ・ Sodium alkyl sulfate: Alkyl sulfate ester salt, manufactured by Toho Kagaku Kogyo Co., Ltd., Solpol 5029-O (trade name), as a wetting agent Used-POE alkyl ether phosphate: polyoxyethylene alkyl (12-15) ether phosphate, manufactured by Toho Kagaku Kogyo Co., Ltd., Phosphanol RS-610 (trade name), used as a wetting agent-Na polyacrylate: Sodium polyacrylate, manufactured by Kao Co., Ltd., Agrisol G-200 (trade name), used as a wetting agent

・ Mixer: Mixing stirrer 5XDML-r manufactured by Dalton Co., Ltd.
・ Extrusion type granulator: Dome Grand DG-LI manufactured by Fuji Paudal Co., Ltd.
・ Dryer: Nagato Electric Works Co., Ltd., fluidized bed dryer 2F type ・ HPLC: High performance liquid chromatograph device, Shimadzu Corporation, chromatopack C-R7A plus

[Example 1]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al and 88 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation was performed using an extrusion type granulator equipped with a screen having a diameter of 1.0 mm. After drying at 60 ° C. for 8 minutes, granulation was performed with a sieve of 0.71 to 1.40 mm to obtain a granular pesticide composition.

[Example 2]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al and 83 parts by mass of clay were mixed with a mixing stirrer. To this, 5 parts by mass of oleic acid was added and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 3]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al and 78 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin was added thereto and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 4]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al and 83 parts by mass of clay were mixed with a mixing stirrer. Here, 5 parts by mass of liquid paraffin was added and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Comparative Example 1]
A granular pesticide composition was obtained in the same manner as in Example 1 except that 93 parts by mass of clay was used without using 2-EH-Al.

[Comparative Example 2]
1 part by mass of metazosulflon, 5 parts by mass of 2-EH-Al and 84 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin was added thereto and stirred to obtain a powdery pesticide composition. The powder did not blend in with water at all and floated, making it unsuitable as a powder.

<Underwater elution test of pesticide active ingredient>
100 mg of the granular pesticide composition produced above (Comparative Example 2 is a powdery pesticide composition) was put into a beaker containing 1 L of water (30 ° C.). The water in the beaker was allowed to stand without stirring, a part of the solution was collected from the central part of the beaker at the time shown in Table 1, and the amount of the pesticide active ingredient eluted in the water was quantified by HPLC. The elution rate in water was calculated from the following formula (1).

Elution rate in water (%) = (A / B) x 100 (1)
A: Amount of pesticide active ingredient eluted in water
B: Content of pesticide active ingredient in granular pesticide composition

Next, the calculated elution rate in water was evaluated based on the following criteria by calculating the ratio to the reference comparative example by the following formula (2). Here, the ratio was calculated based on Comparative Example 1. The results are summarized in Table 1.

[Elution rate in water of standard comparative example-Elution rate in water of the example or comparative example to be evaluated] / Elution rate in water of standard comparative example x 100 (%) (2)

<criterion>
A: Ratio is more than 30% B: Ratio is more than 20% and 30% or less C: Ratio is more than 10% and 20% or less D: Ratio is 10% or less

In the present invention, C or higher is regarded as acceptable.

From the results in Table 1, it was confirmed that the elution rate of Comparative Example 1 to which 2-EH-Al was not added was higher than that of Example 1 to which 2-EH-Al was added. In Example 2 in which 5 parts by mass of 2-EH-Al was added and 5 parts by mass of oleic acid was added, and in Example 3 in which 5 parts by mass of liquid paraffin was added, a further excellent elution suppressing effect was confirmed. Further, in Example 4 in which 2-EH-Al was added in an amount of 5 parts by mass and liquid paraffin was added in an amount of 5 parts by mass, an excellent elution suppressing effect was confirmed.

[Example 5]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of aluminum acetate, basic and 78 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin was added thereto and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 6]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of Al distearate and 88 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

For the granular pesticide compositions produced in Examples 5 and 6, the pesticide active ingredient was eluted in water by the same procedure as above, and the amount of the pesticide active ingredient eluted in water was quantified by HPLC. The elution rate in water was calculated from the above formula (1), the ratio of the elution rate in water based on Comparative Example 1 was calculated from the formula (2), and the evaluation was made based on the above criteria. The results are summarized in Table 2.

From the results in Table 2, it was confirmed that in Example 5 in which 5 parts by mass of aluminum acetate and basic were added and in Example 6 in which 5 parts by mass of Al distearate was added, a more excellent elution suppressing effect was confirmed.

[Example 7]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al, 5 parts by mass of citric acid and 78 parts by mass of clay were mixed with a mixing stirrer. Here, 5 parts by mass of liquid paraffin was added and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 8]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al and 78 parts by mass of clay were mixed with a mixing stirrer. After adding 5 parts by mass of liquid paraffin and mixing, a mixture of 5 parts by mass of acetic acid and 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 9]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al, 5 parts by mass of caproic acid and 78 parts by mass of clay were mixed with a mixing stirrer. Here, 5 parts by mass of liquid paraffin was added and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 10]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al, 5 parts by mass of lauric acid and 78 parts by mass of clay were mixed with a mixing stirrer. Here, 5 parts by mass of liquid paraffin was added and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

For the granular pesticide compositions produced in Examples 7 to 10, the pesticide active ingredient was eluted in water by the same procedure as above, and the amount of the pesticide active ingredient eluted in water was quantified by HPLC. The elution rate in water was calculated from the above formula (1), the ratio of the elution rate in water based on Comparative Example 1 was calculated from the formula (2), and the evaluation was made based on the above criteria. The results are summarized in Table 3.

From the results in Table 3, Example 7 in which 5 parts by mass of citric acid was added in addition to 5 parts by mass of 2-EH-Al and liquid paraffin, Example 9 in which 5 parts by mass of caproic acid was added, and 5 parts by mass of lauric acid were added. In Example 10 which was partially added, a better elution suppressing effect was confirmed in each case. In Example 8 in which 5 parts by mass of acetic acid was added, an even more excellent elution suppressing effect was confirmed.

[Example 11]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al and 73 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 10 parts by mass of liquid paraffin was added thereto and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

With respect to the granular pesticide composition produced in Example 11, the pesticide active ingredient was eluted in water by the same procedure as above, and the amount of the pesticide active ingredient eluted in water was quantified by HPLC. The elution rate in water was calculated from the above formula (1), the ratio of the elution rate in water based on Comparative Example 1 was calculated from the formula (2), and the evaluation was made based on the above criteria. The results are summarized in Table 4.

From the results in Table 4, even more excellent elution suppressing effect was confirmed in Example 11 in which 5 parts by mass of 2-EH-Al, 10 parts by mass of liquid paraffin, and 5 parts by mass of oleic acid were added.

[Example 12]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Fe and 78 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 10 parts by mass of liquid paraffin was added thereto and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 13]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Fe and 73 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 10 parts by mass of liquid paraffin was added thereto and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 14]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Fe and 88 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

For the granular pesticide compositions produced in Examples 12 to 14, the pesticide active ingredient was eluted in water by the same procedure as above, and the amount of the pesticide active ingredient eluted in water was quantified by HPLC. The elution rate in water was calculated from the above formula (1), the ratio of the elution rate in water based on Comparative Example 1 was calculated from the formula (2), and the evaluation was made based on the above criteria. The results are summarized in Table 5.

From the results in Table 5, Examples 12 in which 5 parts by mass of 2-EH-Fe, liquid paraffin, and oleic acid were added, 5 parts by mass of 2-EH-Fe, 10 parts by mass of liquid paraffin, and 5 parts by mass of oleic acid were added. In Example 13 in which the amount was partially added, an even more excellent elution suppressing effect was confirmed. In Example 14 in which 5 parts by mass of 2-EH-Fe was added, it was confirmed that the substance had an excellent inhibitory effect.

[Example 15]
1.5 parts by mass of dimesulfazet, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Fe and 87.5 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 16]
1.5 parts by mass of dimesulfazet, 6 parts by mass of partially pregelatinized starch, 0.5 parts by mass of 2-EH-Al and 86.5 parts by mass of clay were mixed with a mixing stirrer. A mixture of 0.5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin was added thereto and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 17]
1.5 parts by mass of dimesulfazet, 6 parts by mass of partially pregelatinized starch, 2.5 parts by mass of 2-EH-Al and 82.5 parts by mass of clay were mixed with a mixing stirrer. A mixture of 2.5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin was added thereto and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 18]
1.5 parts by mass of dimesulfazet, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al and 77.5 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin was added thereto and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 19]
1.5 parts by mass of dimesulfazet, 6 parts by mass of partially pregelatinized starch, 1 part by mass of 2-EH-Al and 80.5 parts by mass of clay were mixed with a mixing stirrer. A mixture of 1 part by mass of oleic acid and 10 parts by mass of liquid paraffin was added thereto and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 20]
1.5 parts by mass of dimesulfazet, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al and 72.5 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 10 parts by mass of liquid paraffin was added thereto and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Comparative Example 3]
1.5 parts by mass of dimesulfazet, 6 parts by mass of partially pregelatinized starch and 92.5 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

For the granular pesticide compositions produced in Examples 15 to 20 and Comparative Example 3, the pesticide active ingredient was eluted in water by the same procedure as described above, and the amount of the pesticide active ingredient eluted in water was quantified by HPLC. The elution rate in water was calculated from the above formula (1), the ratio of the elution rate in water based on Comparative Example 3 was calculated from the formula (2), and the evaluation was made based on the above criteria. The results are summarized in Table 6.

From the results in Table 6, in Examples 15 in which 5 parts by mass of 2-EH-Fe was added, and in Examples 16 to 20 in which 2-EH-Al, liquid paraffin, and oleic acid were added, even more excellent suppressing effect was obtained. It was confirmed to have.

[Comparative Example 4]
1 part by mass of halosulfuronmethyl, 6 parts by mass of partially pregelatinized starch and 93 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 21]
1 part by mass of halosulfuronmethyl, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al and 88 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 22]
1 part by mass of halosulfuronmethyl, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al and 78 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin was added thereto and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Comparative Example 5]
1 part by mass of pyrazosulflon ethyl, 6 parts by mass of partially pregelatinized starch and 93 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 23]
1 part by mass of pyrazosulflon ethyl, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al and 88 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 24]
1 part by mass of pyrazosulflon ethyl, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al and 78 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin was added thereto and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

For the granular pesticide compositions produced in Examples 21 to 24 and Comparative Examples 4 and 5, the pesticide active ingredient was eluted in water by the same procedure as described above, and the amount of the pesticide active ingredient eluted in water was quantified by HPLC. The elution rate in water was calculated from the above formula (1). Then, from the above formula (2), the ratio of the elution rate in water based on Comparative Example 4 for Examples 21 and 22 and Comparative Example 5 for Examples 23 and 24 was calculated, and based on the above criteria. evaluated. The results are summarized in Table 7.

From the results shown in Table 7, in Example 21 in which 5 parts by mass of 2-EH-Al was added, and in Example 22 in which 5 parts by mass of 2-EH-Al, liquid paraffin, and oleic acid were added, even more excellent suppressing effect was obtained. Was confirmed to have. Further, in Example 23 in which 5 parts by mass of 2-EH-Al was added and in Example 24 in which 5 parts by mass of 2-EH-Al, liquid paraffin and oleic acid were added, the effect of suppressing the effect was even better. confirmed.

[Comparative Example 6]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of di (stearic acid) Mg and 88 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Comparative Example 7]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of di (stearic acid) Ca and 88 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Comparative Example 8]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of sodium stearate and 88 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

For the granular pesticide compositions produced in Comparative Examples 6 to 8, the pesticide active ingredient was eluted in water by the same procedure as above, and the amount of the pesticide active ingredient eluted in water was quantified by HPLC. The elution rate in water was calculated from the above formula (1), the ratio of the elution rate in water based on Comparative Example 1 was calculated from the formula (2), and the evaluation was made based on the above criteria. The results are summarized in Table 8.

From the results in Table 8, Comparative Example 6 in which 5 parts by mass of di (stearic acid) Mg was added, Comparative Example 7 in which 5 parts by mass of di (stearic acid) Ca was added, and Comparative Example 8 in which 5 parts by mass of Na stearate was added. The elution was not controlled.

[Example 25]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of tri (stearic acid) Al and 83 parts by mass of clay were mixed with a mixing stirrer. Here, 5 parts by mass of liquid paraffin was added and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 26]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of di (stearic acid) Al and 88 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 27]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of di (stearic acid) Al and 83 parts by mass of clay were mixed with a mixing stirrer. Here, 5 parts by mass of liquid paraffin was added and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 28]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of mono (stearic acid) Al and 83 parts by mass of clay were mixed with a mixing stirrer. Here, 5 parts by mass of liquid paraffin was added and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

For the granular pesticide compositions produced in Examples 25 to 28, the pesticide active ingredient was eluted in water by the same procedure as above, and the amount of the pesticide active ingredient eluted in water was quantified by HPLC. The elution rate in water was calculated from the above formula (1), the ratio of the elution rate in water based on Comparative Example 1 was calculated from the formula (2), and the evaluation was made based on the above criteria. The results are summarized in Table 9.

From the results in Table 9, it was confirmed that Examples 25 to 28 in which 5 parts by mass of each of tri (stearic acid) Al, di (stearic acid) Al, and mono (stearic acid) Al were added had a better suppressing effect. Was done.

[Comparative Example 9]
1 part by mass of metazosulflon, 8 parts by mass of CMC-Na and 91 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Comparative Example 10]
1 part by mass of metazosulflon, 3 parts by mass of polyvinyl alcohol and 96 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Comparative Example 11]
1 part by mass of metazosulflon, 10 parts by mass of dextrin and 89 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Comparative Example 12]
1 part by mass of metazosulflon, 6 parts by mass of PVP K30 and 93 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 29]
1 part by mass of metazosulflon, 8 parts by mass of CMC-Na, 5 parts by mass of 2-EH-Al and 76 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin was added thereto and mixed, and then 14 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 30]
1 part by mass of metazosulflon, 6 parts by mass of polyvinyl alcohol, 5 parts by mass of 2-EH-Al and 78 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin was added thereto and mixed, and then 14 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 31]
1 part by mass of metazosulflon, 10 parts by mass of dextrin, 5 parts by mass of 2-EH-Al and 74 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin was added thereto and mixed, and then 14 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 32]
1 part by mass of metazosulflon, 6 parts by mass of PVP K30, 5 parts by mass of 2-EH-Al and 78 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin was added thereto and mixed, and then 14 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 33]
1 part by mass of metazosulflon, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al and 76.5 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin is added and mixed, and then a mixture of 12 parts by mass of water and 1.5 parts by mass of sodium dioctylsulfosuccinate (liquid) is added to the obtained mixture. Kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 34]
1 part by mass of metazosulflon, 3 parts by mass of polyvinyl alcohol, 1.5 parts by mass of Na alkyl sulfate, 5 parts by mass of 2-EH-Al and 79.5 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin was added thereto and mixed, and then 12 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 35]
1 part by mass of metazosulflon, 10 parts by mass of dextrin, 5 parts by mass of 2-EH-Al and 72.5 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin is added thereto and mixed, and then a mixture of 12 parts by mass of water and 1.5 parts by mass of POE alkyl ether phosphoric acid is added to the obtained mixture and kneaded. bottom. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

For the granular pesticide compositions produced in Examples 29 to 35 and Comparative Examples 9 to 12, the pesticide active ingredient was eluted in water by the same procedure as described above, and the amount of the pesticide active ingredient eluted in water was quantified by HPLC. The elution rate in water was calculated from the above formula (1), and the ratio of the elution rate in water based on the comparative example corresponding to each example was calculated from the formula (2) and evaluated based on the above criteria. The results are summarized in Tables 10 and 11. The results of Comparative Example 1 are also shown in Table 10.

From the results of Tables 10 and 11, 2-EH-Al, liquid paraffin and oleic acid were added to the elution rates of Comparative Examples 9, 10, 11 and 12 composed only of metazosulfone, a binder and clay. In Example 32, a more excellent elution suppressing effect was confirmed, and in Examples 29 to 31, a further excellent elution suppressing effect was confirmed. For the elution rates of Comparative Examples 1, 10 and 11, Example 33 in which Na dioctyl sulfosuccinate (liquid) was added in addition to 2-EH-Al, liquid paraffin and oleic acid, and Example in which Na alkyl sulfate was added. In Example 35 to which 34 and POE alkyl ether phosphoric acid were added, even more excellent elution suppressing effect was confirmed.

[Production Example 1] Production of Metazosulfuron Premix 22.3 parts by mass of Metazosulfuron (generic name, sulfonylurea herbicide active ingredient) finely pulverized to about 5 microns, crystalline-quartz (trade name: H fine powder, Keiwa) 46.95 parts by mass of furnace material (manufactured by Tokuyama Co., Ltd.) 0.75 parts by mass of calcium silicate (trade name: Florite R, manufactured by Tokuyama Co., Ltd.) and 30 parts by mass of petroleum paraffin wax (melting point 69 ° C to 72 ° C) Was melted and kneaded at about 100 ° C. using a kneader. Then, the mixture was cooled to about 75 ° C., extruded and granulated by a screen having a hole with a diameter of 1.2 mm, and the obtained granulated product was pulverized with a pin mill to obtain a metazosulfone premix.

[Comparative Example 13]
5 parts by mass of the metazosulfone premix obtained in Production Example 1, 6 parts by mass of partially pregelatinized starch and 89 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Comparative Example 14]
5 parts by mass of the metazosulfone premix obtained in Production Example 1, 8 parts by mass of CMC-Na and 87 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Comparative Example 15]
5 parts by mass of the metazosulfone premix obtained in Production Example 1, 3 parts by mass of polyvinyl alcohol and 92 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Comparative Example 16]
5 parts by mass of the metazosulfone premix obtained in Production Example 1, 10 parts by mass of dextrin and 85 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Comparative Example 17]
5 parts by mass of the metazosulfone premix obtained in Production Example 1, 3 parts by mass of PVP K30 and 92 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 36]
5 parts by mass of the metazosulfone premix obtained in Production Example 1, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al and 84 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 37]
5 parts by mass of the metazosulfone premix obtained in Production Example 1, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al and 79 parts by mass of clay were mixed with a mixing stirrer. To this, 5 parts by mass of oleic acid was added and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 38]
5 parts by mass of the metazosulfone premix obtained in Production Example 1, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al and 74 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin was added thereto and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 39]
5 parts by mass of the metazosulfone premix obtained in Production Example 1, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Fe and 84 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 40]
5 parts by mass of the metazosulfone premix obtained in Production Example 1, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Fe and 74 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin was added thereto and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

For the granular pesticide compositions produced in Examples 36 to 40, the pesticide active ingredient was eluted in water by the same procedure as above, and the amount of the pesticide active ingredient eluted in water was quantified by HPLC. The elution rate in water was calculated from the above formula (1), the ratio of the elution rate in water based on Comparative Example 13 was calculated from the formula (2), and the evaluation was made based on the above criteria. The results are summarized in Table 12. The results of Comparative Example 13 are also shown in Table 12.

From the results in Table 12, the elution rate of Comparative Example 13 composed only of the metazosulfone premix, the binder and clay was further improved in Example 36 in which 2-EH-Al was added. The effect was confirmed. In Example 37 in which 5 parts by mass of 2-EH-Al was added and 5 parts by mass of oleic acid was added, and in Example 38 in which 5 parts by mass of liquid paraffin was added, a further excellent elution suppressing effect was confirmed. Further, in Example 39 to which 2-EH-Fe was added and Example 40 to which liquid paraffin and oleic acid were added, a further excellent elution suppressing effect was confirmed.

[Example 41]
5 parts by mass of the metazosulfone premix obtained in Production Example 1, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al and 72 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin was added thereto and mixed, and then a mixture of 12 parts by mass of water and 2 parts by mass of Na polyacrylic acid was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 42]
5 parts by mass of the metazosulfone premix obtained in Production Example 1, 8 parts by mass of CMC-Na, 5 parts by mass of 2-EH-Al and 70.5 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin is added and mixed, and then a mixture of 12 parts by mass of water and 1.5 parts by mass of sodium dioctylsulfosuccinate (liquid) is added to the obtained mixture. Kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 43]
5 parts by mass of metazosulfone premix obtained in Production Example 1, 3 parts by mass of polyvinyl alcohol, 1.5 parts by mass of Na dioctylsulfosuccinate (solid), 5 parts by mass of 2-EH-Al and 75.5 parts by mass of clay. The mixture was mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin was added thereto and mixed, and then 12 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 44]
Mix 5 parts by mass of the metazosulfone premix obtained in Production Example 1, 10 parts by mass of dextrin, 1.5 parts by mass of Na alkyl sulfate, 5 parts by mass of 2-EH-Al and 68.5 parts by mass of clay with a mixing stirrer. bottom. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin was added thereto and mixed, and then 12 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 45]
5 parts by mass of the metazosulfone premix obtained in Production Example 1, 3 parts by mass of PVP K30, 5 parts by mass of 2-EH-Al and 75.5 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin is added thereto and mixed, and then a mixture of 12 parts by mass of water and 1.5 parts by mass of POE alkyl ether phosphoric acid is added to the obtained mixture and kneaded. bottom. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

For the granular pesticide compositions produced in Examples 41 to 45 and Comparative Examples 13 to 17, the pesticide active ingredient was eluted in water by the same procedure as described above, and the amount of the pesticide active ingredient eluted in water was quantified by HPLC. The elution rate in water was calculated from the above formula (1), and the ratio of the elution rate in water based on the comparative example corresponding to each example was calculated from the formula (2) and evaluated based on the above criteria. The results are summarized in Tables 13 and 14.

From the results in Tables 13 and 14, 2-EH-Al, liquid paraffin and liquid paraffin and the elution rate of Comparative Examples 13, 14, 15, 16 and 17 composed only of metazosulfone premix, binder and clay were obtained. In addition to oleic acid, Example 41 to which Na polyacrylate was added, Example 42 to which Na dioctyl sulfosuccinate (liquid) was added, Example 43 to which Na dioctyl sulfosuccinate (solid) was added, and Na alkyl sulfate was added. In Example 44 and Example 45 to which POE alkyl ether phosphoric acid was added, even more excellent elution suppressing effect was confirmed.

[Comparative Example 18]
1 part by mass of tifluzamide, 6 parts by mass of partially pregelatinized starch and 93 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 46]
1 part by mass of tifluzamide, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al and 88 parts by mass of clay were mixed with a mixing stirrer. 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 47]
1 part by mass of tifluzamide, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al and 83 parts by mass of clay were mixed with a mixing stirrer. To this, 5 parts by mass of oleic acid was added and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

[Example 48]
1 part by mass of tifluzamide, 6 parts by mass of partially pregelatinized starch, 5 parts by mass of 2-EH-Al and 78 parts by mass of clay were mixed with a mixing stirrer. A mixture of 5 parts by mass of oleic acid and 5 parts by mass of liquid paraffin was added thereto and mixed, and then 16 parts by mass of water was added to the obtained mixture and kneaded. Then, granulation, drying and sizing were carried out in the same manner as in Example 1 to obtain a granular pesticide composition.

For the granular pesticide compositions produced in Examples 46 to 48 and Comparative Example 18, the pesticide active ingredient was eluted in water by the same procedure as described above, and the amount of the pesticide active ingredient eluted in water was quantified by HPLC. The elution rate in water was calculated from the above formula (1), the ratio of the elution rate in water based on Comparative Example 18 was calculated from the formula (2), and the evaluation was made based on the above criteria. The results are summarized in Table 15.

From the results in Table 15, it was confirmed that in Example 46 to which 2-EH-Al was added, a better elution suppressing effect was obtained with respect to the elution rate of Comparative Example 18 to which 2-EH-Al was not added. In Example 47 in which 5 parts by mass of 2-EH-Al was added and 5 parts by mass of oleic acid was added, and in Example 48 in which 5 parts by mass of liquid paraffin was added, a further excellent elution suppressing effect was confirmed.

Claims (29)

A granular pesticide composition containing (a) a pesticide active ingredient, (b) a fatty acid trivalent metal salt, (c) a binder, (d) a bulking agent and (e) a carboxylic acid. (B) The granular pesticide composition according to claim 1, wherein the fatty acid trivalent metal salt contains a fatty acid anion having 6 to 18 carbon atoms. (B) The granular pesticide composition according to claim 1 or 2, wherein the fatty acid trivalent metal salt contains two or three fatty acid anions. (B) The granular pesticide composition according to any one of claims 1 to 3, wherein the fatty acid trivalent metal salt contains Al ³⁺ or Fe ³⁺ . (B) The fatty acid trivalent metal salt is mono (stearic acid) dihydroxyaluminum, tri (stearic acid) aluminum, bis (2-ethylhexanoic acid) hydroxyaluminum, di (stearic acid) hydroxyaluminum and tris (2-ethylhexane). The granular pesticide composition according to any one of claims 2 to 4, which is one or more selected from the group consisting of acid) iron. (B) The granular pesticide composition according to claim 5, wherein the fatty acid trivalent metal salt is at least one selected from the group consisting of bis (2-ethylhexanoic acid) hydroxyaluminum and tris (2-ethylhexanoic acid) iron. .. (E) Carboxylic acid is formic acid, acetic acid, hexanoic acid, octanoic acid, 2-ethylhexanoic acid, decanoic acid, dodecanoic acid, tetradecanoic acid, hexadecanoic acid, octadecanoic acid, oleic acid, linolenic acid, linolenic acid, maleic acid, The granular pesticide composition according to any one of claims 1 to 6, which is one or more selected from the group consisting of sorbic acid, lactic acid, tartrate acid and citric acid. (E) The granular pesticide composition according to claim 7, wherein the carboxylic acid is liquid at 20 ° C. The granular pesticide composition according to any one of claims 1 to 8, further comprising (f) liquid paraffin. (A) The granular pesticide composition according to any one of claims 1 to 9, wherein the pesticide active ingredient has a water solubility of 0.1 ppm or more at 20 ° C. (A) The pesticide active ingredients are metazosulfone, pyrazosulfone ethyl, halosulfuronmethyl, dimetamethrin, butachlor, esprocarb, oxalohop, oxalohop ester, oxalohop P, oxalohop P ester, dimesulfazet, tifluzamide, amisulbrom, pyrapropoin, Sienopyraphen, fluxametamid and 3-[(isopropylsulfonyl) methyl] -N- (5-methyl-1,3,4-oxadiazole-2-yl) -5- (trifluoromethyl)-[1,2,4 ] The granular pesticide composition according to any one of claims 1 to 10, which is one or more selected from the group consisting of triazolo [4,3-a] pyridine-8-carboxamide. (A) The active pesticide ingredients are metazosulfone, pyrazosulfone ethyl, halosulfuron-methyl, dimetamethrin, butachlor, esprocarb, dimesulfazet, tifluzamide and 3-[(isopropylsulfonyl) methyl] -N- (5-methyl-1). , 3,4-Oxadiazole-2-yl) -5- (trifluoromethyl)-[1,2,4] triazolo [4,3-a] Pyridine-8-carboxamide. The granular pesticide composition according to claim 11 as described above. (A) The granular pesticide composition according to claim 12, wherein the pesticide active ingredient is at least one selected from the group consisting of metazosulfuron, pyrazosulfuron ethyl, halosulfuron-methyl, dimesulfazet and tifluzamide. The granular pesticide composition according to any one of claims 1 to 13, which is a granule. Mixtures of (a) pesticide active ingredient, (b) fatty acid trivalent metal salt, (c) binder and (d) bulking agent to prepare a mixture, or (a) pesticide active ingredient, (c) binder and (D) After mixing the bulking agent, (b) the mixing step of further mixing the fatty acid trivalent metal salt to prepare a mixture, and
A kneading step of adding water to the mixture obtained in the mixing step and kneading to prepare a kneaded product, and a kneading step of preparing the kneaded product.
A method for producing a granular pesticide composition, which comprises a granulation step of granulating the kneaded product obtained in the kneading step. (B) The method for producing a granular pesticide composition according to claim 15, wherein the fatty acid trivalent metal salt contains a fatty acid anion having 6 to 18 carbon atoms. (B) The method for producing a granular pesticide composition according to claim 15 or 16, wherein the fatty acid trivalent metal salt contains two or three fatty acid anions. (B) The method for producing a granular pesticide composition according to any one of claims 15 to 17, wherein the fatty acid trivalent metal salt contains Al ³⁺ or Fe ³⁺ . (B) The fatty acid trivalent metal salt is mono (stearic acid) dihydroxyaluminum, tri (stearic acid) aluminum, bis (2-ethylhexanoic acid) hydroxyaluminum, di (stearic acid) hydroxyaluminum and tris (2-ethylhexane). The method for producing a granular pesticide composition according to any one of claims 16 to 18, which is one or more selected from the group consisting of acid) iron. (B) The granular pesticide composition according to claim 19, wherein the fatty acid trivalent metal salt is at least one selected from the group consisting of bis (2-ethylhexanoic acid) hydroxyaluminum and tris (2-ethylhexanoic acid) iron. Manufacturing method. The method for producing a granular pesticide composition according to any one of claims 15 to 20, wherein (e) a carboxylic acid is further mixed in any of the mixing step and the kneading step. (E) Carboxylic acid is formic acid, acetic acid, hexanoic acid, octanoic acid, 2-ethylhexanoic acid, decanoic acid, dodecanoic acid, tetradecanoic acid, hexadecanoic acid, octadecanoic acid, oleic acid, linolenic acid, linolenic acid, maleic acid, The method for producing a granular pesticide composition according to claim 21, which is one or more selected from the group consisting of sorbic acid, lactic acid, tartrate acid and citric acid. (E) The method for producing a granular pesticide composition according to claim 22, wherein the carboxylic acid is liquid at 20 ° C. The method for producing a granular pesticide composition according to any one of claims 15 to 23, wherein (f) liquid paraffin is further mixed in the mixing step. (A) The method for producing a granular pesticide composition according to any one of claims 15 to 24, wherein the pesticide active ingredient has a water solubility of 0.1 ppm or more at 20 ° C. (A) The pesticide active ingredients are metazosulfone, pyrazosulfone ethyl, halosulfuronmethyl, dimetamethrin, butachlor, esprocarb, oxalohop, oxalohop ester, oxalohop P, oxalohop P ester, dimesulfazet, tifluzamide, amisulbrom, pyrapropoin, Sienopyraphen, fluxametamid and 3-[(isopropylsulfonyl) methyl] -N- (5-methyl-1,3,4-oxadiazole-2-yl) -5- (trifluoromethyl)-[1,2,4 ] The method for producing a granular pesticide composition according to any one of claims 15 to 25, which is one or more selected from the group consisting of triazolo [4,3-a] pyridine-8-carboxamide. (A) The pesticide active ingredients are metazosulfone, pyrazosulfone ethyl, halosulfuron-methyl, dimetamethrin, butachlor, esprocarb, dimesulfazet, tifluzamide and 3-[(isopropylsulfonyl) methyl] -N- (5-methyl-1). , 3,4-Oxadiazole-2-yl) -5- (trifluoromethyl)-[1,2,4] triazolo [4,3-a] Pyridine-8-carboxamide. The method for producing a granular pesticide composition according to claim 26. (A) The method for producing a granular pesticide composition according to claim 27, wherein the pesticide active ingredient is at least one selected from the group consisting of metazosulfuron, pyrazosulfuron ethyl, halosulfuron-methyl, dimesulfazet and tifluzamide. The method for producing a granular pesticide composition according to any one of claims 15 to 28, wherein the granular pesticide composition is a granule.