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WO2016017547A1 - Composition agrochimique solide - Google Patents

Composition agrochimique solide Download PDF

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Publication number
WO2016017547A1
WO2016017547A1 PCT/JP2015/071137 JP2015071137W WO2016017547A1 WO 2016017547 A1 WO2016017547 A1 WO 2016017547A1 JP 2015071137 W JP2015071137 W JP 2015071137W WO 2016017547 A1 WO2016017547 A1 WO 2016017547A1
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WO
WIPO (PCT)
Prior art keywords
group
polyoxyethylene
acid
agrochemical composition
solid agrochemical
Prior art date
Application number
PCT/JP2015/071137
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English (en)
Japanese (ja)
Inventor
伸一 福永
釜谷　拓和
Original Assignee
日産化学工業株式会社
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Application filed by 日産化学工業株式会社 filed Critical 日産化学工業株式会社
Priority to JP2016538322A priority Critical patent/JP6677159B2/ja
Priority to CN201580040226.7A priority patent/CN106659163B/zh
Publication of WO2016017547A1 publication Critical patent/WO2016017547A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/12—Powders or granules
    • A01N25/14—Powders or granules wettable
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof

Definitions

  • the present invention relates to a solid agricultural chemical composition having excellent hydration properties and component stability.
  • Solid agrochemical compositions containing a specific sulfonylurea compound and a specific anionic surfactant are known (see, for example, Patent Documents 1 and 2). However, there is no description about the solid agricultural chemical preparation containing the surfactant of the present application.
  • Patent Document 1 The present inventors have found that the solid agrochemical composition described in Patent Document 1 is susceptible to decomposition of the sulfonylurea compound during storage.
  • the present invention relates to the solid agricultural chemical composition (hereinafter also referred to as the present composition) according to [1] to [6] below.
  • the sulfonylurea compound is difficult to decompose during storage.
  • Examples of the dosage form of the solid agricultural chemical composition of the present invention include granules, jumbo agents and powders that can be sprayed directly on paddy fields, wettable powders and granular wettable powders that are diluted in water when used. In this, a wettable powder is preferable.
  • the solid agrochemical composition of the present invention can be produced according to the usual production method for each dosage form.
  • a method of mixing an agrochemical active ingredient and other adjuvants for example, in the case of granules, there may be mentioned a method of mixing an agrochemical active ingredient and other adjuvants, mixing an appropriate amount of water, kneading, molding by extrusion granulation, drying and sizing.
  • a method in which an agrochemical active ingredient, a surfactant and other adjuvants are mixed or dry pulverized can be mentioned.
  • the pesticidal active ingredient, surfactant and other auxiliary agents may be pulverized by a dry pulverizer singly or in combination, and mixed after pulverization. Dry pulverization can be performed by a ball mill, a jet mill or the like.
  • the content of the sulfonylurea compound is usually 20 to 45 parts by mass, preferably 25 to 40 parts by mass, more preferably 30 to 100 parts by mass of the solid agrochemical composition. Is 35 parts by mass.
  • the sulfonylurea compound contained in the solid agrochemical composition of the present invention is not particularly limited as long as it is a compound having a sulfonylurea structure represented by —SO 2 NHCONH—, and can be used in a solid or liquid form at room temperature. .
  • Specific examples of the general name are as follows.
  • Sulfonylurea compounds pyrazosulfuron-ethyl, halosulfuron-methyl, bensulfuron-methyl, imazosulfuron, azimsulfuron, cinosulfuron, cyclosulfam Ron (cyclosulfamuron), ethoxysulfuron, methazosulfuron, flucetosulfuron, monosulfuron, monosulfuron-methyl, flazasulfuron, metsulfuron methyl -methyl), thifensulfuron-methyl, amidosulfuron, iodosulfuron-methyl, oxasulfuron, orthosulfamlo (Orthosulfamuron), chlorimuron-ethyl, chlorsulfuron, sulfosulfuron, sulfometuron-methyl, triasulfuron, tritosulfuron, triflu Triflusulfuron-methyl, trifl
  • the solid agricultural chemical composition of the present invention may contain an agricultural chemical active ingredient other than the sulfonylurea compound.
  • an agricultural chemical active ingredient other than the sulfonylurea compound that can be contained in the composition of the present invention include the following.
  • Herbicides quinoclamin, pyraclonil, aminocyclopyrachlor, tefuryltrione, mesotrione, pyrimisulfan, penoxsulam, aminopyralid, aminopyral Bencarbazone, pinoxaden, propoxycarbazone sodium salt (propoxycarbazone-sodium), pyrasulfotole, pyroxasulfone, pyroxsulam, tembotrione, thiencarbazone methyl ( thiencarbazone-methyl, topramezon, metamitron, esprocarb, benthiocarb, molinate, dimepiperate, pilibutica Pyributicarb, mefenacet, butachlor, pretilachlor, tenylchlor, bromobutide, etobenzanid, dimron, cumyluron, bentazone, bentapyone (Pyriftalid), bispyribac, bentazone salt, 2,4-
  • Insecticides rynaxypyr, abamectin, acephate, acetamiprid, alanycarb, aldicarb, allethrin, azaphos-ethyl, azinphos-ethyl ), Azinphos-methyl, bacillus thuringiensis, bendiocarb, benfluthrin, benfuracarb, bensultap, bifenthrin, bioarthrin bioallethrin, bioresmethrin, bistrifluron, buprofezin, butocarboxim, carbaryl, carbofuran, carbosulfan (c) arbosulfan, cartap, chlorantraniliprole, chlorethoxyfos, chlorfenapyr, chlorfenvinphos, chlorfluazuron, chlormephos, Chlorpyrifos, Chlorpyrifos-methyl, Chromafenozide, Clothianidin
  • Acaricides acequinocyl, acrinathrin, amidoflumet, amitraz, azocyclotin, benzoximate, bifenazate, bromopropylate, clopropylate Clofentezine, cyenopyrafen, cyflumetofen, dicohol, dienochlor, etoxazole, fenazaquin, fenbutatin oxide, phenothiocarb, fenothiocarb Propatrin (fenpropathrin), Fenpyroximate (flupyryoximate), Fluacrypyrim (fluacrypyrim), Formethanate (formetanate), Halfenprox (halfenprox), Hexithiazox (hexy) thiazox, milbemectin, propargite, pyridaben, pyrimidifen, spirodiclofen, spiromesifen, tebufenpyra
  • Nematicides cadusafos, dichlofenthion, etoprophos, fenamiphos, fluensulfone, fosthiazate, fostthietan, fosthietan, phosphat , Isazofos, methyl bromide, methyl isothiocyanate, oxamyl, sodium azide, BYI-1921 (test name) and MAI-08015 (test name) .
  • Anthelmintic acriflavine, albendazole, atovaguone, azithromycin, carnidazole, chloroquine, clazuril, clindamycin hydrochloride, coumaphos coumaphos, cymiazol, diethylcarbamazine, diminazene, doxycycline hydrochloride, doramectin, emodepside, eprinomectin, febantel, febantel fenbendazole, furazolidone, imidocarb, ivermectin, ilevmectin, levamisole, mebendazole, mefloquine, metroni Metronidazole, milbemycine oxime, moxidectin, niclosamide, praziquantel, primaquine, propetamphos, propoxur, pyrantel pamate Pyrimethamine, selamectin, sulfa
  • Bactericides acibenzolar-S-methyl, acipetacs, aldimorph, ametoctradin, amisulbrom, amobam, ampropylfos, anilazine ( anilazine, azaconazole, azoxystrobin, benalaxyl, benalaxyl-M, benodanil, benomyl, benthiavalicarb-isopropyl ), Benthiazole, biphenyl, bitertanol, bixafen, bordeaux mixture, boscalid, bromuconazole, bupirimate, lime sulfur combination (Calcium polysulfide , Captan, carbendazim, carboxin, carboxin, carpropamid, carvone, cheshunt mixture, chinomethionat, chloroneb, chloropicrin ), Chlorothalonil, chlozolinate, climbazole, basic copper carbonate, copper basic, copper copper
  • Antibacterial agents bethoxazin, bithionol, bronopol, nitrapyrin, octhilinone, oxolinic acid, oxytetracycline, streptomycin, calcined shellfish (streptomycin) Calcium oxide), Talaromyces spp., Trichoderma spp. And Unioniolium spp.
  • the content of the pesticidal active ingredient in the composition of the present invention is usually 0.001 to 50 parts by mass with respect to 100 parts by mass of the composition of the present invention.
  • the mixing ratio can be freely selected.
  • the composition of the present invention is selected from the group consisting of polyoxyethylene alkyl ether sulfate, polyoxyethylene polyoxypropylene block polymer sulfate, alkylbenzene sulfonic acid, alkenyl sulfonic acid, polyoxyethylene styryl phenyl ether sulfate, and salts thereof.
  • One or more surfactants can be contained.
  • the blending ratio of these surfactants is usually 0.01 to 20 parts by weight, preferably 0.1 to 10 parts by weight, more preferably 0.3 to 5 parts by weight with respect to 100 parts by weight of the composition of the present invention. is there.
  • the polyoxyethylene alkyl ether sulfate of the present invention has an alkyl group bonded to the terminal of the repeating structure of the ethylene oxide group, and sulfuric acid at the opposite end of the repeating structure of the ethylene oxide group.
  • the number of carbon atoms of the alkyl group is usually 1 to 24, for example, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl, t-butyl, n-pentyl, isopentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, n- Dodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, n-heptadecyl, n-octyl Tadecyl group, n-nonadecyl group, n-icosyl group, n-henicosyl group, etc.
  • n-decyl group preferably n-decyl group, n-undecyl group, n-dodecyl group, n-tridecyl group, n-tetradecyl group, n -Pentadecyl group, n-hexadecyl group, n-heptadecyl group, n-octadecyl group are mentioned, More preferably, n-dodecyl group is mentioned.
  • n- means normal, sec- means secondary, and t- means tertiary.
  • the salt include alkali metal salts such as sodium, potassium and lithium, alkaline earth metal salts such as magnesium and calcium, and amine salts such as ammonia, triethanolamine and triethylamine.
  • composition of the present invention contains a polyoxyethylene alkyl ether sulfate or a salt thereof, the agrochemical composition quickly wets into water when the spray liquid is prepared by diluting with water.
  • polyoxyethylene alkyl ether sulfate or a salt thereof include, for example, Emulgen 120, Emulgen 123P, Emulgen 130K, Emulgen 147, Emulgen 150, Emulgen 210P (above, trade name / manufactured by Kao Corporation), New Calgen NX-1110, New Calgen NX-1407, New Calgen NX-6257 (trade name / manufactured by Takemoto Yushi Co., Ltd.), Dixsol 08E-P, F-6205B-P, F6205C-P, F6205D-P, F6205E -P, F-6205F-P, Dixzol W205A, Dixzol W-LA12, Haitenol 12-P (trade name, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.), Solpol 5264, Solpol 7867, Solpol 7868 (above , Product name / East Chemical Co., Ltd.), and the like.
  • the polyoxyethylene polyoxypropylene block polymer sulfate of the present invention and the salt thereof in the polyoxyethylene polyoxypropylene block polymer sulfate are a structure in which a sulfate is bonded to one end of the polyoxyethylene polyoxypropylene block polymer.
  • the salt include alkali metal salts such as sodium, potassium and lithium, alkaline earth metal salts such as magnesium and calcium, and amine salts such as ammonia, triethanolamine and triethylamine.
  • polyoxyethylene polyoxypropylene block polymer sulfate and salts thereof include, for example, Solpol 5082 (trade name / manufactured by Toho Chemical Co., Ltd.).
  • the alkylbenzene sulfonic acid in the alkylbenzene sulfonic acid and its salt of the present invention has a structure in which an alkyl group is bonded to the 1-position of the benzene ring and the sulfonic acid is bonded to the 4-position of the benzene ring.
  • the number of carbon atoms of the alkyl group is usually 1 to 24.
  • n- means normal, sec- means secondary, and t- means tertiary.
  • the salt include alkali metal salts such as sodium, potassium and lithium, alkaline earth metal salts such as magnesium and calcium, and amine salts such as ammonia, triethanolamine and triethylamine.
  • alkylbenzene sulfonic acid or a salt thereof include, for example, Neoperex GS, Neopelex G-15, Neopelex G-25, Neopelex G-65 (above, trade name / manufactured by Kao Corporation), Neogen SC -A, Neogen SC-F, Neogen S-20A, Neogen S-20F, Neogen Powder (above, trade name / Daiichi Kogyo Seiyaku Co., Ltd.) Solpol 5029-O, Lunox P-65L (above, trade name) / Manufactured by Toho Chemical Co., Ltd.), New Calgen A-41-B, Pionin A-40-S, Pionin A-40, Pionin A-41-BN, Pionin A-41-B, Pionin A-41-S, New Calgen WG-3, New Calgen SX-C (trade name / manufactured by Takemoto Yushi Co., Ltd.) and the like.
  • Neoperex GS Neopelex G-15, Neopelex G
  • Examples of the compound include sodium alkylbenzene sulfonate sulfonate, sodium dodecyl benzene sulfonate (hard type), and sodium dodecyl benzene sulfonate (soft type). These can be used alone or in combination of two or more.
  • the alkenyl sulfonic acid in the alkenyl sulfonic acid and its salt of the present invention has a structure in which a sulfonic acid is bonded to the terminal of the alkenyl group, and the number of carbon atoms of the alkenyl group is usually 2 to 24.
  • alkenylsulfonic acid or a salt thereof include, for example, Solpol 5115, Solpol 5160 (above, trade name / manufactured by Toho Chemical Co., Ltd.) and the like. These can be used alone or in combination of two or more.
  • the polyoxyethylene styrenated phenyl ether sulfate of the present invention and the salt thereof has a styrenated phenyl group bonded to the terminal of the repeating structure of the ethylene oxide group, and the repeating of the ethylene oxide group. It has a structure in which a sulfate ester is bonded to the opposite end of the structure.
  • the salt include alkali metal salts such as sodium, potassium and lithium, alkaline earth metal salts such as magnesium and calcium, and amine salts such as ammonia, triethanolamine and triethylamine.
  • polyoxyethylene styrenated phenyl ether sulfate of the present invention or a salt thereof include, for example, Emulgen A-500, Emulgen A-60, Emulgen A-90 (above, trade name / manufactured by Kao Corporation), Dixol W-K, Dixol W-32A, Hightenol NF-08, Hightenol NF-13, Hightenol NF-17, F-6205G-P, F-6205HP (above, trade name / Daiichi Kogyo Pharmaceutical Co., Ltd.), Solpol 5096, Solpol 7290P, Solpol 7678, Solpol 7821 (above, trade name / manufactured by Toho Chemical Co., Ltd.), and the like. These can be used alone or in combination of two or more.
  • composition of the present invention includes, as other surfactants, polyoxyethylene alkyl ether sulfate, polyoxyethylene polyoxypropylene block polymer sulfate, alkylbenzene sulfonic acid, alkenyl sulfonic acid, polyoxyethylene styryl phenyl ether sulfate and the like.
  • a surfactant different from the salt may be contained.
  • surfactants used in the composition of the present invention include the following (A), (B), (C), (D) and (E).
  • Nonionic surfactant (A-1) Polyethylene glycol surfactants: for example, polyoxyethylene alkyl (for example C 12 ⁇ 18) ether, ethylene oxide adducts of alkyl naphthol, polyoxyethylene (mono or di) alkyl (e.g.
  • C 8 ⁇ 12 ) phenyl ether polyoxyethylene (formaldehyde condensate of mono- or di-) alkyl (for example C 8 ⁇ 12) phenyl ether, polyoxyethylene (mono-, di- or tri-) phenyl phenyl ether, polyoxyethylene (mono-, di- or tri ) Benzyl phenyl ether, polyoxypropylene (mono, di or tri) benzyl phenyl ether, polyoxyethylene (mono, di or tri) styryl phenyl ether, polyoxypropylene (mono, di or tri) styryl phenyl ether, poly Polyoxyethylene (mono-, di- or tri-) styryl phenyl ether polymer, polyoxyethylene polyoxypropylene (mono-, di- or tri-) styryl phenyl ether, polyoxyethylene polyoxypropylene block polymers, alkyl (e.g
  • C 12-18) monoesters polyoxyethylene fatty acid (e.g. C 12-18) diesters, polyoxyethylene sorbitan fatty acid (e.g. C 12-18) ester, Gurisero Fatty acid ester ethylene oxide adducts, polyoxyethylene castor oil ethers, hardened castor oil ethylene oxide adduct, alkyl (e.g., C 12 ⁇ 18) amine ethylene oxide adduct and a fatty acid (e.g. C 12 ⁇ 18) amide ethylene oxide adduct Is mentioned.
  • (A-2) a polyhydric alcohol type surfactants: For example, glycerol fatty acid esters, polyglycerol fatty acid esters, pentaerythritol fatty acid esters, sorbitol fatty acid (e.g. C 12 ⁇ 18) esters, sorbitan fatty acid (e.g. C 12 ⁇ 18) ester Sucrose fatty acid ester, polyhydric alcohol alkyl ether, fatty acid alkanolamide and the like. Specific examples of the sorbitan fatty acid (e.g.
  • C 12 ⁇ 18) esters such as sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan monooleate, sorbitan monododecanoate, sorbitan distearate dilaurate, sorbitan distearate palmitate Tate, sorbitan distearate, sorbitan dioleate, sorbitan didodecanoate, sorbitan trilaurate, sorbitan tripalmitate, sorbitan tristearate, sorbitan trioleate, sorbitan tridodecanoate.
  • esters such as sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan monooleate, sorbitan monododecanoate, sorbitan distearate dilaurate, sorbitan distearate palmitate Tate, sorbitan distearate, sorbitan
  • Acetylene-based surfactant examples thereof include acetylene glycol, acetylene alcohol, ethylene oxide adduct of acetylene glycol, and ethylene oxide adduct of acetylene alcohol.
  • A-4) Other surfactants: Examples include alkyl glycosides.
  • (B) Anionic surfactant (B-1) Carboxylic acid type surfactants: for example, polyacrylic acid, polymethacrylic acid, polymaleic acid, copolymers of maleic acid and olefins (such as isobutylene and diisobutylene), acrylic acid and itaconic acid Copolymer, methacrylic acid and itaconic acid copolymer, maleic acid and styrene copolymer, acrylic acid and methacrylic acid copolymer, acrylic acid and acrylic acid methyl ester copolymer, acrylic acid a copolymer of vinyl acetate, a copolymer of acrylic acid and maleic acid, N- methyl - fatty acids (e.g., C 12 ⁇ 18) sarcosinates, resin acids and fatty acids (e.g., C 12 ⁇ 18) carboxylic acids, and the like, as well as Examples thereof include salts of these carboxylic acids.
  • (B-2) sulfate surfactants for example, alkyl (e.g., C 12 ⁇ 18) sulfates, polyoxyethylene (mono or di) alkyl (e.g. C 8 ⁇ 12) phenyl ether sulfuric acid ester, polyoxyethylene ( mono- or di-) alkyl (for example C 8 ⁇ 12) sulfuric acid ester of a polymer of phenyl ether, polyoxyethylene (mono-, di- or tri-) phenyl phenyl ether sulfuric acid esters, polyoxyethylene (mono-, di- or tri-) benzyl phenyl ether sulfate Listed are esters, sulfates of polymers of polyoxyethylene (mono, di or tri) styryl phenyl ether, sulfates such as sulfated oils, sulfated fatty acid esters, sulfated fatty acids and sulfated olefins,
  • (B-3) a sulfonic acid type surfactants:
  • paraffins e.g., C 12 ⁇ 22
  • alkyl e.g., C 8 ⁇ 12
  • formalin condensates of benzenesulfonic acid formalin condensate of cresol sulfonic acid
  • alpha - olefins e.g., C 14 ⁇ 16
  • dialkyl eg C 8 ⁇ 12
  • lignin sulfonate polyoxyethylene (mono or di) alkyl
  • phenyl ether sulfonate phenyl ether sulfonate, polyoxy ethylene alkyl (e.g. C 12 ⁇ 18) ether sulfosuccinic acid half ester, naphthalene sulfonic acid, (mono or di) alkyl (e.g. C 1 ⁇ 6) naphthalenesulfonic acid formalin condensate of naphthalenesulfonic acid, (mono or di) alkyl (e.g.
  • (B-4) phosphoric acid ester type surfactants For example, alkyl (e.g., C 8 ⁇ 12) phosphates, polyoxyethylene alkyl (for example C 12 ⁇ 18) ether phosphate esters, polyoxyethylene (mono- or di-) alkyl ( for example C 8 ⁇ 12) phenyl ether phosphate ester, a polyoxyethylene (mono-, di- or tri) alkyl (e.g.
  • phosphoric acid esters of C 8 ⁇ 12) phenyl ether polymer polyoxyethylene (mono-, di- or tri-) phenyl phenyl ether Phosphate ester, polyoxyethylene (mono, di or tri) benzyl phenyl ether phosphate ester, polyoxyethylene (mono, di or tri) styryl phenyl ether phosphate ester, polyoxyethylene (mono, di or tri) styryl phenyl ether polymer Of phosphate And phosphoric acid esters of polyoxyethylene polyoxypropylene block polymer, phosphoric acid esters such as phosphatidylcholine, phosphatidylethanolimine and condensed phosphoric acid (for example, tripolyphosphoric acid), and salts of these phosphoric acid esters.
  • the counter ions of the salts in the above (B-1) to (B-4) include alkali metals (such as lithium, sodium and potassium), alkaline earth metals (such as calcium and magnesium), ammonium and various amines (eg, alkyl) Amine, cycloalkylamine, alkanolamine, etc.).
  • Cationic surfactant examples thereof include alkylamines, alkyl quaternary ammonium salts, alkylamine ethylene oxide adducts, and alkyl quaternary ammonium salt ethylene oxide adducts.
  • (D) Amphoteric surfactant For example, (D-1) Betaine-type surfactants: For example, alkyl (e.g., C 8 ⁇ 18) betaine, acyl (e.g., C 8 ⁇ 18) aminopropyl acid betaine, alkyl (e.g., C 8 ⁇ 18 ) include hydroxy sulfobetaine and 2-alkyl (e.g. C 8 ⁇ 18) -N- carboxymethyl -N- hydroxyethyl imidazolinium betaine
  • (D-2) amino acid-type surfactants For example, alkyl (e.g., C 8 ⁇ 18) aminopropionic acid, an alkyl (e.g., C 8 ⁇ 18) aminodipropionate acid and N- acyl (e.g. C 8 ⁇ 18) -N And '-carboxyethyl-N'-hydroxyethylethylenediamine.
  • alkyl e.g., C 8 ⁇ 18 aminopropionic acid
  • an alkyl e.g., C 8 ⁇ 18 aminodipropionate acid
  • N- acyl e.g. C 8 ⁇ 18
  • Amine oxide-type surfactants For example, alkyl (e.g., C 8 ⁇ 18) dimethyl amine oxides and acyl (e.g. C 8 ⁇ 18) aminopropyl dimethyl amine oxide, and the like.
  • (E) Other surfactants (E-1) Silicone surfactant: for example, polyoxyethylene / methylpolysiloxane copolymer, polyoxypropylene / methylpolysiloxane copolymer and poly (oxyethylene / oxypropylene) / methylpolysiloxane copolymer Etc.
  • Fluorosurfactant For example, perfluoroalkenyl benzene sulfonate, perfluoroalkyl sulfonate, perfluoroalkyl carboxylate, perfluoroalkenyl polyoxyethylene ether, perfluoroalkyl polyoxyethylene ether And perfluoroalkyltrimethylammonium salt.
  • the surfactants (A), (B), (C), (D) and (E) may be used alone or in combination of two or more.
  • naphthalenesulfonic acid or its formalin condensate ligninsulfonic acid or its salt is preferred.
  • the salt include alkali metal salts (such as lithium salts, sodium salts and potassium salts) and alkaline earth metal salts (such as calcium salts and magnesium salts).
  • the blending ratio of naphthalenesulfonic acid or its formalin condensate, ligninsulfonic acid or its salt is usually 0.5 to 25 parts by weight, preferably 0.5 to 10 parts by weight, based on 100 parts by weight of the composition of the present invention.
  • the amount is preferably 0.5 to 5 parts by mass.
  • naphthalenesulfonic acid or its formalin condensate a formalin condensate of naphthalenesulfonic acid is preferable.
  • the formalin condensate of naphthalenesulfonic acid include, for example, LUNOX 1000C (trade name / manufactured by Toho Chemical Co., Ltd.), New Calgen WG-2 (trade name / manufactured by Takemoto Yushi Co., Ltd.), Tamol (Tamol) NN9401, Tamol NH7519 (above, trade name / BASF Co., Ltd.), Labelin ANL-40, Labelin ANH-40, Labelin W-40 (above, trade name / Daiichi Kogyo Seiyaku Co., Ltd.), Vaniore HDL- 100 (trade name / manufactured by Nippon Paper Industries Co., Ltd.), Demol N, Demol RN, Demol MS, Demol SN-B, Demol C (above, trade name / manufactured by Kao
  • the lignin sulfonic acid or a salt thereof is not particularly limited, but sodium lignin sulfonate, calcium lignin sulfonate, high purity high molecular weight sodium lignin sulfonate having an average molecular weight of about 10,000 to 20,000, high purity Partially desulfonated sodium lignin sulfonate is preferred.
  • lignin sulfonic acid or a salt thereof include, for example, Sun Extract P-252, Vanillex N, Vanillex RN, Pearllex DP, Pearllex NP (above, trade name / manufactured by Nippon Paper Industries Co., Ltd.), Boresperse ) NA, Ufoxane 2, Ufoxane 3A (Product name: Borregaard LignoTech), Polyphone F, Polyphone H, REAX 100M, Riax 907, Riax 910, Craft Sparse ( KRAFTSPRESE) DD-5, Kraft Sparse DD-8 and Kraft Sparse EDF-350 (above, trade name / manufactured by Westvaco).
  • composition of the present invention can further contain various adjuvants.
  • auxiliary agents that can be used include pH adjusters, salts, inert carriers, antifoaming agents, and the like.
  • pH adjuster for example, various inorganic acids and organic acids such as hydrochloric acid, sulfuric acid, phosphoric acid, sulfonic acid and carboxylic acid, and salts and esters thereof can be used.
  • organic acid include acidic phosphate, anhydrous citric acid, citric acid monohydrate, maleic acid, sorbic acid, lactic acid, and tartaric acid.
  • buffer solutions such as disodium hydrogen phosphate-citric acid aqueous solution, sodium acetate-hydrochloric acid aqueous solution, formic acid-sodium formate aqueous solution, lactic acid-sodium lactate aqueous solution, tartaric acid-sodium tartrate aqueous solution and sodium citrate-hydrochloric acid aqueous solution are also provided.
  • One preferred pH adjuster is citric anhydride, and the amount added is usually 0.1 to 5.0 parts by weight, preferably 0.1 to 2 parts per 100 parts by weight of the composition of the present invention. 0.0 part by mass, more preferably 0.3 to 1.0 part by mass.
  • concentration Preferably it is less than 5.0, More preferably, it is less than 4.5.
  • alkali metal salts lithium, sodium, potassium, etc.
  • various inorganic acids and organic acids such as hydrochloric acid, sulfuric acid, phosphoric acid, carbonic acid, a sulfonic acid, and carboxylic acid
  • alkaline-earth metal examples thereof include salts (such as calcium and magnesium), ammonium and various amine salts (such as alkylamine, cycloalkylamine and alkanolamine).
  • Preferred salts are those of hydrochloric acid, sulfuric acid and phosphoric acid.
  • the addition amount of the salt is desirably not more than the water solubility of the salt, but is usually 0.1 to 30 parts by mass, preferably 1 to 20 parts by mass, more preferably 3 to 10 parts by mass with respect to 100 parts by mass of the composition of the present invention. 20 parts by mass.
  • the inert carrier is usually in a powder form, and preferably a powdered mineral.
  • the inert carrier include clay, quartz, quartzite, limestone, calcite, foamite, dolomite, chalk, kaolinite, pyrophyllite, sericite, halosite, metahalosite, Kibushi clay, moth Minerals such as clay, porcelain stone, dikelite, allophane, shirasu, giraffe, talc, bentonite, activated clay, acid clay, pumice, attapulgite, zeolite and diatomaceous earth, such as calcined clay, pearlite, shirasu balloon, vermiculite, attapulgus clay And calcined products of minerals such as calcined diatomaceous earth, for example, inorganic salts such as magnesium carbonate, calcium carbonate, sodium carbonate, sodium hydrogen carbonate, ammonium sulfate, sodium sulfate, magnesium s
  • the solid agrochemical composition of the present invention is sprayed after being diluted and dispersed with water, fertilizer or soil.
  • part means part by mass.
  • Metazosulfuron (herbicidal active ingredient, generic name, active ingredient content: 95.5%) 34.55 parts, polyoxyethylene alkyl ether sulfate ammonium (Dixol W-LA12 [trade name], Daiichi Kogyo Seiyaku Co., Ltd.) 6.25 parts, sodium lignin sulfonate (Sun extract P-252 [trade name], manufactured by Nippon Paper Chemicals Co., Ltd.), clay (neocarrier K [trade name], manufactured by Asada Flour Milling Co., Ltd.) 56.20 parts was mixed in a bag and finely pulverized using a rotor speed mill (rotational speed 20,000 rpm, screen 4 mm, 12 teeth: manufactured by Fritz) to obtain a solid agricultural chemical composition of the present invention.
  • a rotor speed mill rotating speed 20,000 rpm, screen 4 mm, 12 teeth: manufactured by Fritz
  • the volume median diameter of the obtained solid agrochemical composition was measured with a particle size distribution analyzer LS-13320 (trade name: manufactured by Beckman Coulter, Inc., measurement method: laser diffraction scattering method) to be 4.38 ⁇ m.
  • Example 2 In Example 1, except that the addition amount of ammonium polyoxyethylene alkyl ether sulfate was reduced to 2 parts and the addition amount of clay was increased to 60.45 parts, it was produced in the same manner as in Example 1, A solid agricultural chemical composition of the present invention having a unit diameter of 4.34 ⁇ m was obtained.
  • Example 3 In Example 1, the amount of polyoxyethylene alkyl ether sulfate ammonium was reduced to 3 parts, and the amount of clay was increased to 59.45 parts. A solid agrochemical composition of the present invention having a unit diameter of 4.16 ⁇ m was obtained.
  • Example 4 In Example 1, except that the amount of ammonium polyoxyethylene alkyl ether sulfate ester was reduced to 4 parts and the amount of clay added was increased to 58.45 parts, the same method as in Example 1 was carried out. A solid agricultural chemical composition of the present invention having a unit diameter of 4.73 ⁇ m was obtained.
  • Example 5 In Example 1, the amount of addition of ammonium polyoxyethylene alkyl ether sulfate was reduced to 5 parts, and the amount of clay was increased to 57.45 parts. A solid agricultural chemical composition of the present invention having a unit diameter of 5.01 ⁇ m was obtained.
  • Example 6 In Example 1, the amount of addition of ammonium polyoxyethylene alkyl ether sulfate was reduced to 2 parts, the amount of sodium lignin sulfonate was reduced to 1 part, and the amount of clay added was increased to 62.45 parts.
  • the solid agrochemical composition of the present invention having a volume median diameter of 4.87 ⁇ m was obtained by the same method as in Example 1.
  • Example 7 In Example 1, except that the addition amount of ammonium polyoxyethylene alkyl ether sulfate was reduced to 2 parts, the addition amount of sodium lignin sulfonate was reduced to 2 parts, and the addition amount of clay was increased to 61.45 parts.
  • the solid agrochemical composition of the present invention having a volume median diameter of 5.12 ⁇ m was obtained by the same method as in Example 1.
  • Example 8 In Example 1, except that the amount of polyoxyethylene alkyl ether ammonium sulfate was reduced to 2 parts, the amount of sodium lignin sulfonate was increased to 4 parts, and the amount of clay was reduced to 59.45 parts.
  • the solid agrochemical composition of the present invention having a volume median diameter of 5.10 ⁇ m was obtained by the same method as in Example 1.
  • Example 9 In Example 1, the amount of addition of ammonium polyoxyethylene alkyl ether sulfate was reduced to 2 parts, the amount of sodium lignin sulfonate increased to 5 parts, and the amount of clay added was reduced to 58.45 parts.
  • the solid agrochemical composition of the present invention having a volume median diameter of 4.85 ⁇ m was obtained by the same method as in Example 1.
  • Example 10 Metazosulfuron (herbicidal active ingredient, generic name, active ingredient content: 93.9%) 35.14 parts, polyoxyethylene alkyl ether sulfate ammonium (Dixzol W-LA12 [trade name], Daiichi Kogyo Seiyaku Co., Ltd.) 1 part, naphthalenesulfonic acid formalin condensate (LUNOX 1000C [trade name], manufactured by Toho Chemical Co., Ltd.) 1 part, calcium carbonate (charcoal # 200 [trade name], manufactured by Nitto Flour & Chemical Co., Ltd.) 62.86 parts were mixed in a bag and finely pulverized using a rotor speed mill (manufactured by Fritz) to obtain a solid agricultural chemical composition of the present invention having a volume median diameter of 3.38 ⁇ m.
  • polyoxyethylene alkyl ether sulfate ammonium (Dixzol W-LA12 [trade name], Daiichi Kogyo Seiyaku
  • Example 11 In Example 10, in place of 1 part of naphthalene sulfonic acid formalin condensate, it was carried out except that 1 part of high-purity partially desulfurized sodium lignin sulfonate (Vanilex N, [trade name], manufactured by Nippon Paper Chemicals Co., Ltd.) was used. A solid agrochemical composition of the present invention having a volume median diameter of 3.53 ⁇ m was obtained in the same manner as in Example 10.
  • Vanilex N [trade name], manufactured by Nippon Paper Chemicals Co., Ltd.
  • Example 12 In Example 10, in place of 1 part of naphthalene sulfonic acid formalin condensate, 1 part of high purity high molecular weight sodium lignin sulfonate (Pearl Rex NP, [trade name], manufactured by Nippon Paper Chemicals Co., Ltd.) was used. A solid agrochemical composition of the present invention having a volume median diameter of 3.59 ⁇ m was obtained in the same manner as in Example 10.
  • Example 13 In Example 10, instead of 1 part of naphthalenesulfonic acid formalin condensate, Example 10 was used except that 1 part of sodium lignin sulfonate (Sun Extract P-252, [trade name], manufactured by Nippon Paper Chemicals Co., Ltd.) was used. The solid agrochemical composition of the present invention having a volume median diameter of 3.51 ⁇ m was obtained.
  • Example 14 In Example 1, instead of 6.25 parts of polyoxyethylene alkyl ether sulfate ammonium, 5 parts of sodium alkylbenzenesulfonate (New Calgen WG-3, [trade name], manufactured by Takemoto Yushi Co., Ltd.) was used. Was produced in the same manner as in Example 1 except that the solid agrochemical composition of the present invention having a volume median diameter of 4.17 ⁇ m was obtained.
  • New Calgen WG-3 [trade name], manufactured by Takemoto Yushi Co., Ltd.
  • Example 15 In Example 1, 4.69 parts of polyoxyethylene-polyoxypropylene sulfate (Solpol 5082, [trade name], manufactured by Toho Chemical Co., Ltd.) instead of 6.25 parts of polyoxyethylene alkyl ether sulfate ammonium
  • Solpol 5082 [trade name], manufactured by Toho Chemical Co., Ltd.
  • the solid agrochemical composition of the present invention having a volume median diameter of 4.36 ⁇ m was obtained in the same manner as in Example 1 except that the clay was increased to 57.76 parts.
  • Example 16 In Example 1, instead of 6.25 parts of polyoxyethylene alkyl ether sulfate ammonium, 3 parts of alkenyl sulfonic acid (Solpol 5160, [trade name], manufactured by Toho Chemical Co., Ltd.) was used, and clay was 59.45.
  • the solid agrochemical composition of the present invention having a volume median diameter of 4.15 ⁇ m was obtained in the same manner as in Example 1 except that the amount was increased.
  • Example 17 In Example 1, instead of 6.25 parts of polyoxyethylene alkyl ether sulfate ammonium ammonium, polyoxyethylene distyrenated phenyl ether sulfate ammonium salt (F-6205GP, [trade name], Daiichi Kogyo Seiyaku (Manufactured by the same method as in Example 1 except that the clay was increased to 56.40 parts, and the solid agrochemical composition of the present invention having a volume median diameter of 4.08 ⁇ m was prepared. Obtained.
  • F-6205GP [trade name], Daiichi Kogyo Seiyaku
  • composition of the present invention can be used for controlling weeds.

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

Abstract

Le problème de la présente invention consiste à fournir une composition agrochimique innovante. La solution de l'invention concerne une composition agrochimique solide contenant (a) un composé sulfonylurée, et (b) au moins un tensioactif choisi dans le groupe suivant : esters à l'acide sulfurique de polyoxyéthylène alkyléther, esters à l'acide sulfurique de polymère séquencé de polyoxyéthylène polyoxypropylène, acides sulfoniques d'alkylbenzène, acides sulfoniques d'alcényle, esters à l'acide sulfurique de polyoxyéthylène styryl phényléther, et des sels de ceux-ci. La composition agrochimique solide peut aussi contenir (c) au moins un tensioactif choisi dans le groupe suivant : acide ligninesulfonique, condensats en formaline d'acide naphtalènesulfonique éventuellement substitué par un groupe alkyle, et des sels de ceux-ci.
PCT/JP2015/071137 2014-07-30 2015-07-24 Composition agrochimique solide WO2016017547A1 (fr)

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