WO2003082008A1 - Granular agricultural-chemical composition - Google Patents

Granular agricultural-chemical composition Download PDF

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Publication number
WO2003082008A1
WO2003082008A1 PCT/JP2003/003542 JP0303542W WO03082008A1 WO 2003082008 A1 WO2003082008 A1 WO 2003082008A1 JP 0303542 W JP0303542 W JP 0303542W WO 03082008 A1 WO03082008 A1 WO 03082008A1
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WIPO (PCT)
Prior art keywords
parts
water
granular
mass
compound
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Ceased
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PCT/JP2003/003542
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English (en)
French (fr)
Japanese (ja)
Inventor
Eisuke Ozaki
Kazunori Kurita
Tetsuo Ohkawa
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Kumiai Chemical Industry Co Ltd
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Kumiai Chemical Industry Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
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Application filed by Kumiai Chemical Industry Co Ltd filed Critical Kumiai Chemical Industry Co Ltd
Priority to BRPI0308777A priority Critical patent/BRPI0308777B1/pt
Priority to JP2003579562A priority patent/JP4603797B2/ja
Priority to KR1020047014878A priority patent/KR100987591B1/ko
Priority to EP03712864A priority patent/EP1498030B1/en
Priority to AT03712864T priority patent/ATE546043T1/de
Priority to AU2003221025A priority patent/AU2003221025A1/en
Priority to US10/508,162 priority patent/US20050250648A1/en
Publication of WO2003082008A1 publication Critical patent/WO2003082008A1/ja
Anticipated expiration legal-status Critical
Priority to US11/645,615 priority patent/US7638506B2/en
Ceased legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, 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
    • A01N25/12Powders or granules
    • A01N25/14Powders or granules wettable
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, 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
    • A01N25/12Powders or granules
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, 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
    • A01N25/30Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/541,3-Diazines; Hydrogenated 1,3-diazines

Definitions

  • the present invention relates to a granular pesticidal composition that can exert its medicinal effect for a long period of time and reduce or prevent phytotoxicity.
  • the present invention can overcome the problems associated with the conventional granular pesticide composition, can be prepared by a simple method, and exhibit the medicinal properties of the pesticidally active component for a long time, Reduces environmental impact, active ingredients for pesticides
  • An object of the present invention is to provide a granular pesticidal composition capable of reducing or preventing phytotoxicity caused by the above.
  • the present inventors have conducted extensive research on a granular pesticide composition, and as a result, have determined that the composition is obtained by blending an acidic pesticide active ingredient with a surfactant and a basic substance.
  • the inventors have found that the present invention can be solved, and have accomplished the present invention based on this finding.
  • a granular pesticidal composition comprising an acidic pesticidal active ingredient, a clickable surfactant and a basic substance.
  • R 1 is a hydrogen atom, an alkyl group or an alkoxyalkyl group.
  • the granular agricultural chemical composition according to the above (4) which is a difluromethanesulfonylanilide derivative or a salt thereof.
  • the granular pesticidal composition according to any one of the above (1) to (6) which has a pH of 5 or more as a 1% by mass aqueous suspension.
  • the kind of the acidic pesticidal active ingredient used in the granular pesticidal composition of the present invention is not particularly limited, and is usually a herbicide, a plant growth regulator, a bactericide, an insecticide, and the like. Is preferable, and also includes geometric isomers, optical isomers and the like.
  • the herbicide is not particularly limited, but preferably has a pKa of 2 to 7, particularly a sulfonyliderea compound or a compound of the formula (I)
  • R 1 is a hydrogen atom, an alkyl group or an alkoxyalkyl group
  • a difluromeric romance sulfonyl anilide derivative or a salt thereof as a main component is particularly preferable.
  • difluromethanesulfonylanilide derivatives or salts thereof include the compounds described in JP-A-2000-44546, for example, 2-[(4,6-dimethoxypyrimidine-2-yl) hydroxymethyl] - ⁇ -difluid ⁇ methanesulfonylanilide, 2-[(4,6-Dimethoxypyrimidine-2 -Yl) hydroxydimethyl]-6-methoxymethyl-N-diflu- methanesulfonylanilide, 2-[(4,6-dimethyloxypyrimidine-2-yl) hydroxymethyl] -6-ethyl -N-difluent romance sulphonyl anilide.
  • insecticide 0,0-dimethyl-0- (3-meth Butyl-4-nitrophenyl) thiophene phosphate (MEP), (2-isopropyl-4-methylpyrimidyl-6) -getyl thiophosphone (diazinon), 1-naphthyl-N-methylcarbamate (NAC), 0,0-Jethyl -0- (3-year-old oxo-2-phenyl-2H-pyridazine-6-yl) hosphorotic allylate (pyridafentione), 0,0-dimethyl-0- 3, 5 : 6-trik ⁇ -2-Pyridyl phosphorothioate (chloropyriphosmethyl), dimethyldicarbetoxyshethyldithioate (marathon), 0,0-dimethyl-S-(N-methyl Carbamoylmethyl) dithiophene phosphate (dimethoate), 0,0-dipropyl
  • pKa of 2 to 7 are particularly preferably used.
  • the pKa of the ingredient is, for example, Maruzen Co., Ltd. published on January 20, 1932, Experimental Chemistry Lecture 5 (Thermal measurement and equilibrium) p469- It is measured by the method described on p.
  • the surfactant used in the present invention is not particularly limited, but preferably includes an amine salt, a pyridinium salt, and a quaternary ammonium salt.
  • amine salt-based surfactants include laurylamine hydrochloride, stearylamine hydrochloride, sodium leilamine acetate, stearylamine acetate, stearylaminopropylamine acetate, and the like.
  • pyridinium salt-based surfactant examples include lauryl pyridinium chloride, myristyl pyridinium chloride, cetyl pyridinium chloride, and the like.
  • Examples of the quaternary ammonium salt-based cationic surfactant include alkyl dimethyl pendant ammonium chloride, lauryl trimethyl ammonium chloride, cetyl trimethyl ammonium chloride, and stearyl trimethyl ammonium chloride.
  • Chikarachisain surfactant or gel in water, or shows a swelling property
  • a dialkyl dimethyl ammonium Niu Solid opening Lai de the alkyl moiety is C 8 -C 2 What is 2 , especially These include dilauryl dimethyl ammonium chloride, diyl rail dimethyl ammonium chloride, dicoyl dimethyl ammonium chloride, and distearyl dimethyl ammonium chloride.
  • These surfactants may be used alone or in combination of two or more.
  • the basic substance used in the present invention is not particularly limited, but preferably has a pH of 7.5 or more, especially 9 to 12 as a 1% by mass aqueous solution or a 1% by mass aqueous suspension.
  • Such materials include hydroxides of alkaline metal and alkaline earth metal, metallic salts and alkaline earth metal salts, and chemical substances and minerals containing them. More specifically, sodium hydroxide, sodium hydroxide, sodium hydrogen carbonate, sodium carbonate, calcium hydroxide, calcium carbonate, calcium oxide, basic white carbon, basic acid clay, etc. Is mentioned. These basic substances may be used alone or in combination of two or more.
  • the granular pesticidal composition of the present invention can contain, as required, an additive component usually used in pesticide preparations.
  • an additive component usually used in pesticide preparations.
  • a bulking agent, an auxiliary component, or the like is used as this additive component.
  • a solid carrier such as a mineral carrier or a water-soluble salt is used.
  • a solid carrier such as a mineral carrier or a water-soluble salt.
  • clays, calcium carbonate, bentonite, talc, diatomaceous earth, acid clay, silica sand, granular carbonate, and the like are used. Examples include calcium, calcium stearate, white carbon, chlorinated lime, anhydrous sodium sulphate, sulphate lime, urea, ammonium sulphate and the like. These may be used alone or in combination of two or more.
  • Auxiliary components include, for example, binders for preparing granular compositions, specifically sodium carboxymethylcellulose, dextrin, water-soluble starch, xanthan gum, guar gum, sucrose, polyvinylpyrrolidone.polyvinyl alcohol, polyvinyl alcohol Sodium acrylate, average molecular weight 6000 ⁇ Examples include polyethylene glycol having a molecular weight of 20000, and polyethylene glycol having an average molecular weight of 100,000 to 5,000,000.
  • organic solvent used for dissolving the acidic pesticide active ingredient and the surfactant and adsorbing the carrier on the carrier examples include alkylnaphthalene, dimethylformamide, dimethyl sulfoxide, N-methyl- Examples include 2-pyrrolidone, N-year-old quilted lipidone, and various polyhydric alcohols. If necessary, stabilizers, inorganic hollow granules, plastic hollow granules, plant fragments, etc. may be used.These may be used alone or in combination of two or more.
  • composition ratio of each component in the pesticidal granular composition of the present invention usually, 0.1 to 50% by mass of an acidic pesticidal active ingredient, 0.1 to 20% of a cationic surfactant, and 0 of a basic substance It is selected in the range of 1 to 95% by mass. If the total amount of the three components does not reach 100%, the remaining amount is an optional additive component.
  • the composition ratio of each component is adjusted so that the pH of a 1% by mass aqueous suspension of the granular pesticidal composition is 5 or more, preferably pH 7 or more, and more preferably pH 7.5 to 11.5.
  • the pH value of a 1% by mass aqueous suspension of the particulate pesticidal composition was selected so as to show a value higher than the pKa value of the pesticidal active ingredient, and in particular, a value in the range of 2 to 6 larger than the pKa value.
  • the content ratio is usually selected in the range of 5 to 95% by mass of the bulking agent and 0.1 to 30% by mass of the auxiliary agent with respect to the total amount of the composition.
  • the particulate pesticidal composition of the present invention has a particle size of 0.1 to 5 and preferably 0.1 to 3 or a diameter of 0.1 to 10 mm, preferably 0.5 to 7 mm, and a length of 0.1 to 10 mm.
  • the granular pesticidal composition of the present invention breaks up the grains and breaks up the grains. Even if it is of a type that does not retain the original form of the grains due to dispersion (disintegration type), Non-disintegrating type may be used, but the non-disintegrating type is preferable, especially after 15 to 30 minutes after being dropped in water. However, a non-disintegrating type which does not disintegrate or hardly disintegrates and retains the original form of the grains is preferred.
  • a non-disintegrating particulate pesticidal composition of the present invention may be mixed with a disintegrating water-floating granule that spreads on the water surface to form a labor-saving pesticide formulation in which the dissolution of the pesticide active ingredient is gradually released. it can.
  • the present invention also provides a method of mixing the above-mentioned granular pesticidal composition with the pesticidal granular material which does not contain one or both of a cationic surfactant and a basic substance in a mass ratio of 1: 9 to 9: 1.
  • the present invention also includes a mixed pesticidal granule composition.
  • the method for producing the granular pesticidal composition of the present invention is not particularly limited, but usually the following are used.
  • Each of the basic substances used in the examples is a 1% by mass aqueous solution or a 1% by mass aqueous suspension having a pH of 7.5 or more.
  • a granular pesticide composition (PH8.28 of a 1% by mass aqueous suspension) having a size of ⁇ 1.3 mm and a length of 3 to 7 strokes was obtained.
  • the obtained granular pesticide composition was dropped into water, and after 30 minutes, the presence or absence of disintegration of the particles was observed.
  • Birazosulfronethyl (pKa3.91) 0.5 part, Cray 10 part, and sodium hydroxide 0.2 part were uniformly mixed and pulverized with a hammer mill.
  • 2 parts of laurylamine hydrochloride, 5 parts of polyvinyl alcohol, 10.0 parts of sodium bentonite, and 2.3 parts of clay 7 are uniformly mixed in a high-speed stirrer, kneaded by adding an appropriate amount of water, It is extruded using a screen-type granulator and extruded from a screen with an aperture of 1.2 in diameter.
  • the granulated material is allowed to stand at 60 ° C and dried, and contains 0.5% by mass of virazosulfronethyl.
  • a granular pesticide composition having a diameter of 1.1 to 1.3 and a length of 3 to 7 (pH 10.51 of a 1% by mass aqueous suspension) was obtained.
  • the obtained particulate pesticide composition was dropped into water, and after 30 minutes, the presence or absence of disintegration of the particles was observed.
  • a compound of the formula (I) in which R 1 is a methoxymethyl group (hereinafter referred to as compound A; PKa5.75) 0.533, distearyldimethylammonium chloride 2 parts, starch arsenide 3 parts, calcium carbonate 94.5
  • compound A a methoxymethyl group
  • PKa5.75 distearyldimethylammonium chloride 2 parts
  • starch arsenide 3 parts calcium carbonate 94.5
  • the mixture is uniformly mixed with water, kneaded by adding an appropriate amount of water, and extruded using a basket-type granulator through a screen with an opening diameter of 1.2 hidden to obtain a granulated product.
  • Basic white water 5 parts, sodium polyacrylate 2 parts, Clay 8 7.64 parts are uniformly mixed in a high-speed stirrer, and an appropriate amount of water is added and kneaded.
  • the mixture is extruded and granulated using a screen-type granulator from a 1.2-screen hidden screen.
  • the granules are allowed to dry at 60 ° C, and contain 0.3% by mass of bensulfuron-methyl and 0.06% by mass of azimsulfuron, 1.1 to 1.3 mm in diameter and 3 to 7 lengths.
  • a granular pesticide composition (pH 10.28 of a 1% by mass aqueous suspension) was obtained.
  • the resulting granular pesticide composition was dropped into water, and after 30 minutes, the presence or absence of disintegration of the particles
  • Compound A (pKa5.75) 0.5 part, arsenic starch 3 parts, calcium carbonate 96.5 parts are uniformly mixed in a high-speed stirrer, add an appropriate amount of water, knead, and use a basket-type granulator.
  • the granulated material was extruded and granulated from a screen having a mesh size of 1.2 Hidden.
  • the granulated product was allowed to stand at 60 ° C and dried to obtain a granular pesticidal composition containing 0.5% by mass of Compound A.
  • Example 6 20 parts of this granular pesticidal composition and 80 parts of the granular pesticidal composition containing 0.5% by mass of the compound A of Example 3 were mixed by a mixer, and the compound A contained 0.5% by mass and had a diameter of 1.1.
  • the resulting granular The pesticide composition was dropped into water, and after 30 minutes, the presence or absence of disintegration of the particles was observed.
  • Example 6 20 parts of this granular pesticidal composition and 80 parts of the granular pesticidal composition containing 0.5% by mass of the compound A of Example 3 were mixed by a mixer, and the compound A contained 0.5% by mass and had a diameter of 1.1.
  • Compound A (pKa5.75) 0.5 part, arsenic starch 3 parts, calcium carbonate 96.5 parts are uniformly mixed in a high-speed stirrer, add an appropriate amount of water, knead, and use a basket-type granulator.
  • the granulated product was extruded and granulated from a screen having a mesh size of 1.2 and the granulated product was allowed to stand at 60 ° C. and dried to obtain a granular pesticide composition containing 0.5% by mass of Compound A.
  • Example 7 50 parts of this particulate pesticide composition and 50 parts of the particulate pesticide composition containing 0.5% by mass of the compound A of Example 3 were mixed with a mixer, and the compound A contained 0.5% by mass and had a diameter of 1.1.
  • the obtained granular pesticide composition was dropped into water, and after 30 minutes, the presence or absence of disintegration of the particles was observed.
  • Example 8 Compounds of the formula (I) wherein R 1 is an ethyl group (hereinafter referred to as compound B).
  • PKa6.17 0.5 part, diaryldimethylammonium mouth lid 5 parts, basic white carbon 5 parts, sodium polyacrylate 2 parts, clay 87.5 parts are uniformly mixed in a high-speed stirrer. After kneading the resulting mixture together with a suitable amount of water, and extrusion granulation than risk re Ichin of ⁇ St 1 .2Mm mesh opening with a basket-type granulator, to stand dried granules at 6 0 e C, A granular pesticidal composition (pH 10.41 of a 1% by mass aqueous suspension) containing 0.5% by mass of compound B and having a diameter of 1.1 to 1.3 and a length of 3 to 7 was obtained. The obtained granular pesticide composition was dropped into water, and after 30 minutes, the presence or absence of disintegration of the particles was observed.
  • Example 9 Example 9
  • Bensulfuron methyl (pKa5.03) 0.5SP, cetyl pyridinium chloride 10 parts, and N-methyl-2-pyrrolidone 8 parts were mixed to obtain a bensulfuron methyl solution.
  • 1% aqueous suspension with pH of 7 to 10 and basic acid clay with a particle size of 16 to 35 mesh (1000 to 425 ⁇ ) 81.5 parts of the previously prepared benzulfen methyl chloride solution is adsorbed
  • a granular pesticide composition containing 0.5% by mass of bensulfuron-methyl and having a particle size of 0.4 to 1.1 fractions (1% by mass of a water suspension of about 7.69) was obtained.
  • the obtained granular pesticide composition was dropped into water, and after 30 minutes, the presence or absence of disintegration of the particles was observed.
  • 3 parts of polyvinyl alcohol and 85.5 parts of calcium carbonate are uniformly mixed in a high-speed stirrer, and after adding an appropriate amount of water and kneading, a screen with a mesh diameter of 1.2 mm is used using a basket-type granulator. The mixture was extruded and granulated, and the granulated product was allowed to stand still at 60 ° C. to obtain a base.
  • 2 parts of fentrazamide and 2 parts of basic white carbon were uniformly mixed and pulverized with a hammer mill to obtain a powder containing phentorazamide.
  • Pentoxazone 2.5 parts and calcium carbonate 2 parts were uniformly mixed and pulverized with a hammer mill to obtain a pentoxazone-containing powder.
  • 0.5 parts of imazosulfuron (pKa4.00), 5 parts of cetyltrimethylammonium chloride, 5 parts of dimethylsulfoxide, and 10 parts of dimethylnaphthalene were mixed to obtain an imazosulfuron solution.
  • the imazosulfuron solution prepared above was adsorbed on 75 parts of granular bentonite having a particle size of 12 to 42 mesh (1400 to 355 ⁇ ) in which the pH of the 1% aqueous suspension was 9 to 10, and Then coated with a powder containing pentoxazone, containing 0.5% by mass of imazosulfuron and 2.5% by mass of pentoxazone, and having a particle size of 0.3 to 1.5. ).
  • the obtained granular pesticide composition was dropped into water, and after 30 minutes, the presence or absence of disintegration of the particles was observed.
  • compound 1 part, sodium polyacrylate 05 parts, sodium alkylnaphthylene sulfonate 5 parts, dioctyl sulfosuccinate 2 parts, inorganic hollow body 20 parts , 42.5 parts of sodium benzoate are uniformly mixed in a high-speed stirrer, kneaded by adding an appropriate amount of water, and then granulated using a basket-type granulator.
  • the granulated material is left to dry at 60 ° C and dried to obtain a granular pesticide composition (1% by mass water containing 3% in diameter and 3 to 2 Omm in diameter containing 3% in diameter and containing compound B at 2% ° / 0).
  • a suspension (pH 8.34) was obtained.
  • the obtained granular pesticide composition was dropped into water, and after 30 minutes, the presence or absence of disintegration of the particles was observed.As a result, the diameter was 3 to 7 mm and the length was 3 to 20. mm granular pesticide composition, It disintegrated immediately after being put into water, but the base containing 0.4-1.1 hidden compound B containing the cationic surfactant dimethyl dimethyl ammonium chloride was a non-disintegrating type.
  • a granular pesticide composition having a length of 3 to 7 mm (pH 8.93 of a 1% by mass aqueous suspension) was obtained from 1 to 1.3.
  • the resulting granular pesticidal composition was dropped into water, and after 30 minutes, the presence or absence of disintegration of the particles was observed.
  • a granular agrochemical composition (pH 4.28 of a 1% by mass aqueous suspension) containing 0.5% by mass of B and having a length of 1.1 to 1.3 mm and a length of 3 to 7% was obtained.
  • the obtained granular pesticide composition was dropped into water, and after 30 minutes, the presence or absence of disintegration of the particles was observed. It was a collapsed type.
  • a granular pesticide composition containing 1.1 mass% of compound B and having a diameter of 1.1 to 1.3 fractions and a length of 3 to 7 fractions (pH 5.81 of a 1 mass% aqueous suspension) was obtained.
  • the obtained granular pesticide composition was dropped into water, and after 30 minutes, the presence or absence of disintegration of the particles was observed.
  • a granular pesticide composition having a diameter of 1.3 mm and a length of 3 to 7 (pH 8.62 of a 1% by mass aqueous suspension) was obtained.
  • the resulting granular pesticidal composition was dropped into water, and after 30 minutes, the presence or absence of disintegration of the particles was observed.
  • Example 2 1 A granular pesticide composition having a diameter of 1.3 mm and a length of 3 to 7 (pH 8.62 of a 1% by mass aqueous suspension) was obtained.
  • the resulting granular pesticidal composition was dropped into water, and after 30 minutes, the presence or absence of disintegration of the particles was observed.
  • Example 22 a granular pesticide composition containing 0.5% by mass of Compound A, 1.1 to 1.3 mm in diameter and 3 to 7 strokes in length (1% by mass aqueous suspension of PH4 07). The obtained granular pesticide composition was dropped into water, and after 30 minutes, the presence or absence of disintegration of the particles was observed.
  • Example 22
  • a granular pesticide composition (pH 8.51 of a 1% by mass aqueous suspension) having a diameter of 1.1 to 1.3 mm and a length of 3 to 7 mm was obtained.
  • the resulting granular pesticide composition was dropped into water, and after 30 minutes, the presence or absence of disintegration of the particles was observed.
  • Example 2 3
  • Granular pesticide composition with diameter of 1.1 to 1.3 and length of 3 to 7mm (pH of 1% by mass aqueous suspension) 4.54) was obtained. The obtained granular pesticide composition was dropped into water, and after 30 minutes, the presence or absence of disintegration of the particles was observed. Comparative Example 1 2
  • Compound B (pKa6.17) 0.5 part, dilauryldimethylammonium chloride 2 parts, starch arsenide 3 parts, clay with pH 4.2 as a 1% by weight aqueous suspension 9 4.5 parts Were uniformly mixed and pulverized with a hammer mill. The obtained powder is uniformly mixed in a high-speed stirrer, an appropriate amount of water is added, and the mixture is kneaded. The mixture is extruded and granulated through a screen having an opening diameter of 1.2 mm using a packet-type granulator. Is dried at 60 ° C. and contains 0.5% by mass of compound B.
  • a granular pesticide composition having a diameter of 1.1 to 1.3 hidden and a length of 3 to 7 mm 1% by mass aqueous suspension PH4.77).
  • the obtained granular pesticidal composition was dropped into water, and after 30 minutes, the presence or absence of disintegration of the particles was observed. Comparative Example 1 4
  • a granular pesticide composition (pH 9.27 of a 1% by mass aqueous suspension) having a length of 1.3 mm and a length of 3 to 7 mm was obtained.
  • the resulting granular pesticidal composition was dropped into water, and after 30 minutes, the presence or absence of disintegration of the particles was observed.
  • Test example 1 dissolution test in water
  • Table 1 shows that the granular pesticidal composition of each Example shows that the pesticidal active ingredient Except for Comparative Examples 2 and 3 in all tests from 1 day to 35 days after the treatment of the herbicide sulfonylurea compound or difluromethane sulfonyl dianilide derivative or salt thereof in water from 1 day to 35 days after treatment Since it is lower than that of the comparative example, it can be seen that the sustained release has been achieved.
  • Table 3 shows that the granular pesticidal composition of Example can control the sustained release of Compound A as compared with the non-sustained-release granular pesticidal composition of Comparative Example.
  • Echinochloa oryzoides ⁇ Eel (Monchoria vaginalis) and Rui (Scirpus j unco ides) are collected 0.5 cm. Seeded to a depth of Furthermore, two rice plants at the 2 leaf stage were transplanted at a transplanting depth of 2 cm and submerged to a depth of 5 cm. On the day after transplantation, each of the particulate pesticidal compositions obtained in Examples 3, 5, 6, 7 and Comparative Example 6 was weighed so that the amount of the active ingredient was 5 g / 10 ares, and was weighed on a plastic port. It was applied uniformly. The vegetation of this plastic pot was grown in a greenhouse, and after 28 days, the herbicidal effect and the degree of phytotoxicity were determined according to the following evaluation criteria. Table 5 shows the results.
  • Table 5 shows that the granular pesticidal compositions of the Examples exhibited excellent herbicidal effects and had little phytotoxicity to rice, whereas Comparative Example 6 showed considerable phytotoxicity to rice.
  • the particulate pesticidal composition of the present invention can be prepared by a simple method, and moderately releases the dissolution of the pesticidal active ingredient, thereby exerting the medicinal effect of the pesticidal active ingredient for a long period of time, and allowing it to enter the environment.
  • By reducing the release rate of the pesticidal active ingredient it is possible to reduce the environmental burden and to reduce or prevent phytotoxicity caused by the pesticide active ingredient, for example, phytotoxicity to the target crop.

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  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Agronomy & Crop Science (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
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PCT/JP2003/003542 2002-03-29 2003-03-24 Granular agricultural-chemical composition Ceased WO2003082008A1 (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
BRPI0308777A BRPI0308777B1 (pt) 2002-03-29 2003-03-24 composição agroquímica granular e composição agroquímica granular mista
JP2003579562A JP4603797B2 (ja) 2002-03-29 2003-03-24 粒状農薬組成物
KR1020047014878A KR100987591B1 (ko) 2002-03-29 2003-03-24 입상 농약조성물
EP03712864A EP1498030B1 (en) 2002-03-29 2003-03-24 Granular agricultural-chemical composition
AT03712864T ATE546043T1 (de) 2002-03-29 2003-03-24 Granulatförmige agrarchemikalienzusammensetzung
AU2003221025A AU2003221025A1 (en) 2002-03-29 2003-03-24 Granular agricultural-chemical composition
US10/508,162 US20050250648A1 (en) 2002-03-29 2003-03-24 Granular agricultura-chemical composition
US11/645,615 US7638506B2 (en) 2002-03-29 2006-12-27 Granular agrochemical composition

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2002097125 2002-03-29
JP2002-97125 2002-03-29

Related Child Applications (2)

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005029957A1 (ja) * 2003-09-26 2005-04-07 Kumiai Chemical Industry Co., Ltd. 粒状農薬製剤
WO2005029956A1 (ja) * 2003-09-26 2005-04-07 Kumiai Chemical Industry Co., Ltd. 均一拡散性粒状農薬製剤
WO2006016527A1 (ja) * 2004-08-11 2006-02-16 Kumiai Chemical Industry Co., Ltd. 農薬組成物
JP2007176920A (ja) * 2005-06-23 2007-07-12 Bayer Cropscience Kk 混合粒状農薬組成物
JP5090165B2 (ja) * 2005-07-08 2012-12-05 クミアイ化学工業株式会社 除草剤組成物
WO2012171131A1 (fr) 2011-06-16 2012-12-20 Haute Ecole D'ingenierie Et De Gestion Du Canton De Vaud (Heig-Vd) Procede et dispositif de mesure de la pression intraoculaire

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110178299A1 (en) * 2008-10-17 2011-07-21 Kumiai Chemical Industry Co., Ltd. Optically active difluoromethanesulfonanilide derivative and herbicide
MX2019013379A (es) * 2017-05-10 2020-08-03 Thankappan Vadakekuttu Composiciones agricolas.
SI3658166T1 (sl) * 2017-07-27 2024-07-31 SAWANT, Arun Vitthal Sestava rastlinskega hranila
JP7184444B2 (ja) * 2018-09-20 2022-12-06 エルジー・ケム・リミテッド 溶出制御型農薬粒剤及びその製造方法

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5634606A (en) 1979-08-29 1981-04-06 Sumitomo Chem Co Ltd Herbicidal composition with high stability
JPH04198106A (ja) * 1990-11-29 1992-07-17 Hokko Chem Ind Co Ltd 安定な水和顆粒状農薬
JPH08175904A (ja) * 1994-12-19 1996-07-09 Takeda Chem Ind Ltd 農薬粒剤
JPH08283108A (ja) 1995-04-12 1996-10-29 Nissan Chem Ind Ltd 除草用固型製剤
WO2000006553A1 (en) * 1998-07-29 2000-02-10 Ihara Chemical Industry Co., Ltd. Di- or tri-fluoromethanesulfonyl anilide derivatives, process for the preparation of them and herbicides containing them as the active ingredient

Family Cites Families (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB512739A (en) 1937-09-03 1939-09-25 Cincinnati Milling Machine Co Improvements in or relating to milling machines
US4657581A (en) * 1984-05-18 1987-04-14 Sanyo Chemical Industries, Ltd. Herbicidal amide compounds and their uses
JPS62161702A (ja) 1986-01-09 1987-07-17 Hokko Chem Ind Co Ltd 薬害の軽減された水稲用除草剤
JP2508012B2 (ja) 1986-04-09 1996-06-19 日産化学工業株式会社 水田除草用粒剤
JPH0618761B2 (ja) * 1986-07-14 1994-03-16 花王株式会社 粒状農薬の製造方法
JPS6335504A (ja) 1986-07-31 1988-02-16 Nissan Chem Ind Ltd 放出制御させた除草用粒剤
JPH0198106A (ja) * 1987-10-09 1989-04-17 Alps Electric Co Ltd 磁気ヘッドおよびその製造方法
JP2692213B2 (ja) 1987-12-26 1997-12-17 日産化学工業株式会社 放出制御された水田除草用粒剤
JPH01211504A (ja) * 1988-02-19 1989-08-24 Kumiai Chem Ind Co Ltd 固状農薬組成物
US5441923A (en) * 1988-09-02 1995-08-15 E. I. Du Pont De Nemours And Company Water-soluble or water dispersible pesticide granules comprising sulfonylurea herbicides in a polyethylene or polypropylene coating
GB8823288D0 (en) * 1988-10-04 1988-11-09 Schering Agrochemicals Ltd Herbicides
JPH0372407A (ja) 1989-05-30 1991-03-27 Takeda Chem Ind Ltd 除草剤組成物
EP0496701B1 (de) 1991-01-25 1996-03-06 Ciba-Geigy Ag Sulfonylharnstoffe als Herbizide
JP3350863B2 (ja) * 1991-04-26 2002-11-25 ダウ・ケミカル日本株式会社 水田除草用粒剤組成物
GB9109599D0 (en) * 1991-05-03 1991-06-26 Dow Chemical Co Herbicidal compositions with reduced phytotoxicity
DE59207084D1 (de) * 1991-05-18 1996-10-17 Hoechst Schering Agrevo Gmbh Wässrige Dispersionen von Sulfonylharnstoffderivaten
WO1993000011A1 (en) * 1991-06-21 1993-01-07 E.I. Du Pont De Nemours And Company Herbicidal composition for paddy fields
MY111437A (en) * 1992-07-31 2000-05-31 Monsanto Co Improved glyphosate herbicide formulation.
JPH07215804A (ja) * 1994-02-04 1995-08-15 Harada Service:Kk 農薬等放出制御材
JP3270819B2 (ja) * 1997-02-13 2002-04-02 北興化学工業株式会社 湛水下水田の直接散布用水性懸濁製剤
JP3618510B2 (ja) * 1997-03-14 2005-02-09 北興化学工業株式会社 湛水下水田の直接散布用水性懸濁製剤
JPH11269015A (ja) * 1998-03-18 1999-10-05 Nissan Chem Ind Ltd 除草剤組成物
JP4216363B2 (ja) * 1998-03-18 2009-01-28 クミアイ化学工業株式会社 成分が安定化された固体農薬組成物
JP3632947B2 (ja) * 1998-07-29 2005-03-30 クミアイ化学工業株式会社 ジフルオロメタンスルホニルアニリド誘導体、その製造方法及びそれを有効成分とする除草剤
JP4347446B2 (ja) * 1999-02-26 2009-10-21 日本エンバイロケミカルズ株式会社 マイクロカプセル化シロアリ防除剤およびその製造方法
JP3607652B2 (ja) * 2000-09-14 2005-01-05 花王株式会社 殺菌剤組成物

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5634606A (en) 1979-08-29 1981-04-06 Sumitomo Chem Co Ltd Herbicidal composition with high stability
JPH04198106A (ja) * 1990-11-29 1992-07-17 Hokko Chem Ind Co Ltd 安定な水和顆粒状農薬
JPH08175904A (ja) * 1994-12-19 1996-07-09 Takeda Chem Ind Ltd 農薬粒剤
JPH08283108A (ja) 1995-04-12 1996-10-29 Nissan Chem Ind Ltd 除草用固型製剤
WO2000006553A1 (en) * 1998-07-29 2000-02-10 Ihara Chemical Industry Co., Ltd. Di- or tri-fluoromethanesulfonyl anilide derivatives, process for the preparation of them and herbicides containing them as the active ingredient

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7829499B2 (en) 2003-09-26 2010-11-09 Kumiai Chemical Industry Co., Ltd. Granular pesticide preparation
WO2005029956A1 (ja) * 2003-09-26 2005-04-07 Kumiai Chemical Industry Co., Ltd. 均一拡散性粒状農薬製剤
JP4919663B2 (ja) * 2003-09-26 2012-04-18 クミアイ化学工業株式会社 粒状農薬製剤
JP4919662B2 (ja) * 2003-09-26 2012-04-18 クミアイ化学工業株式会社 均一拡散性粒状農薬製剤
WO2005029957A1 (ja) * 2003-09-26 2005-04-07 Kumiai Chemical Industry Co., Ltd. 粒状農薬製剤
US8067337B2 (en) 2004-08-11 2011-11-29 Kumiai Chemical Industry Co., Ltd Agricultural chemical composition
JPWO2006016527A1 (ja) * 2004-08-11 2008-05-01 クミアイ化学工業株式会社 農薬組成物
CN101001523B (zh) * 2004-08-11 2012-03-28 组合化学工业株式会社 农药组合物
WO2006016527A1 (ja) * 2004-08-11 2006-02-16 Kumiai Chemical Industry Co., Ltd. 農薬組成物
CN102599166B (zh) * 2004-08-11 2014-06-11 组合化学工业株式会社 农药组合物
JP2007176920A (ja) * 2005-06-23 2007-07-12 Bayer Cropscience Kk 混合粒状農薬組成物
JP5090165B2 (ja) * 2005-07-08 2012-12-05 クミアイ化学工業株式会社 除草剤組成物
WO2012171131A1 (fr) 2011-06-16 2012-12-20 Haute Ecole D'ingenierie Et De Gestion Du Canton De Vaud (Heig-Vd) Procede et dispositif de mesure de la pression intraoculaire

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US20050250648A1 (en) 2005-11-10
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US7638506B2 (en) 2009-12-29
EP1498030B1 (en) 2012-02-22
US20070105720A1 (en) 2007-05-10
JP4603797B2 (ja) 2010-12-22
JPWO2003082008A1 (ja) 2005-07-28
CO5611059A2 (es) 2006-02-28
EP1498030A1 (en) 2005-01-19
ATE546043T1 (de) 2012-03-15
AU2003221025A1 (en) 2003-10-13
BRPI0308777B1 (pt) 2015-10-13
KR20040099351A (ko) 2004-11-26
CN1642416A (zh) 2005-07-20

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