WO2020090531A1 - マイクロカプセル組成物およびその製造方法、それを含有する農薬製剤および雑草防除方法 - Google Patents
マイクロカプセル組成物およびその製造方法、それを含有する農薬製剤および雑草防除方法 Download PDFInfo
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- WO2020090531A1 WO2020090531A1 PCT/JP2019/041200 JP2019041200W WO2020090531A1 WO 2020090531 A1 WO2020090531 A1 WO 2020090531A1 JP 2019041200 W JP2019041200 W JP 2019041200W WO 2020090531 A1 WO2020090531 A1 WO 2020090531A1
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- Prior art keywords
- microcapsule composition
- composition according
- pyroxasulfone
- oily phase
- microcapsule
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- MXMXHPPIGKYTAR-UHFFFAOYSA-N silthiofam Chemical compound CC=1SC([Si](C)(C)C)=C(C(=O)NCC=C)C=1C MXMXHPPIGKYTAR-UHFFFAOYSA-N 0.000 description 1
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- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
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- 229960002447 thiram Drugs 0.000 description 1
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- ZCUFMDLYAMJYST-UHFFFAOYSA-N thorium dioxide Chemical compound O=[Th]=O ZCUFMDLYAMJYST-UHFFFAOYSA-N 0.000 description 1
- VJQYLJSMBWXGDV-UHFFFAOYSA-N tiadinil Chemical compound N1=NSC(C(=O)NC=2C=C(Cl)C(C)=CC=2)=C1C VJQYLJSMBWXGDV-UHFFFAOYSA-N 0.000 description 1
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- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- HYVWIQDYBVKITD-UHFFFAOYSA-N tolylfluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=C(C)C=C1 HYVWIQDYBVKITD-UHFFFAOYSA-N 0.000 description 1
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- YMXOXAPKZDWXLY-QWRGUYRKSA-N tribenuron methyl Chemical group COC(=O)[C@H]1CCCC[C@@H]1S(=O)(=O)NC(=O)N(C)C1=NC(C)=NC(OC)=N1 YMXOXAPKZDWXLY-QWRGUYRKSA-N 0.000 description 1
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- XSCGXQMFQXDFCW-UHFFFAOYSA-N triflupromazine Chemical compound C1=C(C(F)(F)F)C=C2N(CCCN(C)C)C3=CC=CC=C3SC2=C1 XSCGXQMFQXDFCW-UHFFFAOYSA-N 0.000 description 1
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- NRHFWOJROOQKBK-UHFFFAOYSA-N triphenyltin;hydrate Chemical compound O.C1=CC=CC=C1[Sn](C=1C=CC=CC=1)C1=CC=CC=C1 NRHFWOJROOQKBK-UHFFFAOYSA-N 0.000 description 1
- KVEQCVKVIFQSGC-UHFFFAOYSA-N tritosulfuron Chemical compound FC(F)(F)C1=NC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(F)(F)F)=N1 KVEQCVKVIFQSGC-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- YNWVFADWVLCOPU-MAUPQMMJSA-N uniconazole P Chemical compound C1=NC=NN1/C([C@@H](O)C(C)(C)C)=C/C1=CC=C(Cl)C=C1 YNWVFADWVLCOPU-MAUPQMMJSA-N 0.000 description 1
- 241000701366 unidentified nuclear polyhedrosis viruses Species 0.000 description 1
- JARYYMUOCXVXNK-IMTORBKUSA-N validamycin Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-IMTORBKUSA-N 0.000 description 1
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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
- A01N25/26—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 in coated particulate form
- A01N25/28—Microcapsules or nanocapsules
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P13/00—Herbicides; Algicides
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01M—CATCHING, TRAPPING OR SCARING OF ANIMALS; APPARATUS FOR THE DESTRUCTION OF NOXIOUS ANIMALS OR NOXIOUS PLANTS
- A01M21/00—Apparatus for the destruction of unwanted vegetation, e.g. weeds
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/14—Polymerisation; cross-linking
- B01J13/16—Interfacial polymerisation
Definitions
- the present invention relates to a microcapsule composition, a method for producing the same, an agricultural chemical formulation containing the same, and a method for controlling weeds. More specifically, the present invention relates to a microcapsule composition capable of reducing or preventing phytotoxicity of useful plants by pyroxasulfone, a method for producing the same, an agrochemical formulation containing the same, and a method for controlling weeds. ..
- Pyroxasulfone is used for grass weeds such as barnyardgrass, crabgrass, greengrass, black-necked leafhopper, Johnsongrass, Nosumenotepou, mouse rye (Italian ryegrass), boumugi (rigid drygrass), oats, oakgrass, wild oat, etc.
- grass weeds such as barnyardgrass, crabgrass, greengrass, black-necked leafhopper, Johnsongrass, Nosumenotepou, mouse rye (Italian ryegrass), boumugi (rigid drygrass), oats, oakgrass, wild oat, etc.
- Broad-leaved weeds such as, chickweed, hornbill, stag beetle, American stag beetle, horned grass, ragweed, morning glory, yaemgra, scutellaria, flava serrata, sycamore, violet, etc. It is known to show a high herbicidal effect
- Non-Patent Document 1 discloses microcapsules of various useful compounds including pesticidal active ingredients having various substances as wall materials and their production. A method is disclosed.
- microencapsulation of the pesticide active ingredient is a useful technique in environments such as paddy fields where water is abundant. Was said. Therefore, it has been heretofore difficult to apply the technique of microencapsulation of a pesticide active ingredient to a field such as a field where water is scarce. Further, there has been a demand for a microencapsulation method capable of further reducing drug damage.
- An object of the present invention is to provide a microcapsule composition capable of reducing or preventing phytotoxicity of useful plants by pyroxasulfone, a method for producing the same, an agrochemical formulation containing the same, and a method for controlling weeds.
- the present invention has the following contents.
- a microcapsule composition comprising a pyroxasulfone and a polyester block copolymer encapsulated therein.
- microcapsule composition according to any one of (1) to (4), which has a volume average diameter of 5 to 100 ⁇ m.
- the described microcapsule composition (7) The microcapsule composition according to (6) above, wherein the crystal particles of the pyroxasulfone have a volume average diameter of 2 to 50 ⁇ m.
- the aqueous phase further contains a water-soluble active hydrogen-containing compound.
- the water-soluble active hydrogen-containing compound is at least one compound selected from the group consisting of polyols and polyamines.
- the microcapsule composition according to 1. (16) The microcapsule composition according to any of (6) to (15), wherein the stirring is performed at a peripheral speed of 10,000 to 50,000 mm / s.
- 17. The microcapsule composition according to any one of (1) to (16), which is used for soil treatment or foliage treatment.
- a pesticide formulation comprising the microcapsule composition according to any one of (1) to (17) above.
- a method for producing a microcapsule composition encapsulating pyroxasulfone which comprises: forming crystal particles of pyroxasulfone, a polyester block copolymer, an isocyanate, an oily phase, and an aqueous phase at a peripheral speed of 10 Formed by the emulsification and dispersion step of emulsifying and dispersing the oily phase in the aqueous phase by high-speed stirring at 1,000 to 50,000 mm / s to form emulsified particles of the oily phase; A film forming step of forming a film on at least the surface of the emulsified particles of the oily phase, the method for producing a microcapsule composition.
- the method for producing a microcapsule composition according to (21) above which comprises a step of mixing a polyester block copolymer and an oily phase before the emulsifying and dispersing step.
- (23) In the film forming step, by reacting the isocyanate with at least one of water and a water-soluble active hydrogen-containing compound in the aqueous phase, the oily phase formed in the emulsifying and dispersing step.
- the method for producing a microcapsule composition according to (21) or (22) above wherein a film made of polyurethane or polyurea is formed on at least the surface of the emulsified particles.
- microcapsule composition capable of reducing or preventing phytotoxicity of useful plants due to pyroxasulfone, a method for producing the same, an agrochemical formulation containing the same, and a method for controlling weeds.
- microcapsule composition of the present invention contains pyroxasulfone and a polyester block copolymer.
- the pyroxasulfone used in the microcapsule composition of the present invention is a known herbicide, it is possible to use one having a volume average diameter of crystal particles of 2 to 50 ⁇ m, preferably 2 to 30 ⁇ m. From the viewpoint of ensuring the quality of the obtained microcapsule composition, the volume average particle diameter of the crystal particles of pyroxasulfone is more preferably 2 to 20 ⁇ m, and particularly preferably 2 to 10 ⁇ m.
- the content of pyroxasulfone in the microcapsule composition is not particularly limited, but is preferably in the range of 5 to 30% by mass, more preferably 10 to 30% by mass, and further preferably 10 to 20% by mass.
- the polyester block copolymer that can be used in the present invention may be a commercially available product, for example, ATLOX RHEOSTRUX 100-PW (MV) manufactured by CRODA can be used.
- the content of the polyester block copolymer in the microcapsule composition is not particularly limited, but is preferably 0.05 to 0.3% by mass, more preferably 0.1 to 0.3% by mass, and further preferably 0.1. It is in the range of 1 to 0.2 mass%.
- the pyroxasulfone and the polyester block copolymer are preferably encapsulated in a membrane made of polyurea and / or polyurethane.
- the polyurea and / or polyurethane film may be formed, for example, by the method for producing microcapsules described below. In forming the film, for example, an oily phase, an isocyanate or an aqueous phase is used as a raw material, but it may remain in the obtained microcapsule composition.
- Hydrophobic isocyanates are preferred as the isocyanate forming the polyurea and / or polyurethane.
- Specific examples of the isocyanate include aliphatic or aromatic isocyanates, and aromatic isocyanates are preferable. Further, the isocyanate is preferably a bifunctional or higher polyisocyanate.
- Specific examples of the isocyanate that can be used in the present invention include, for example, a monomer of an aliphatic diisocyanate such as hexamethylene diisocyanate or an oligomer thereof such as a dimer or trimer, an aromatic such as toluene diisocyanate or diphenylmethane diisocyanate.
- Group diisocyanate monomer or its dimer or trimer oligomer or the following formula (I) (N in the formula is an integer of 1 or more)
- the polymethylene polyphenyl polyisocyanate represented by These may be used individually by 1 type or in combination of 2 or more types.
- the volume average diameter (volume median diameter) of the microcapsule composition of the present invention can be appropriately selected.
- the volume average diameter is usually selected from the range of 5 to 100 ⁇ m, preferably 5 to 50 ⁇ m, more preferably 5 to 30 ⁇ m.
- microcapsule composition of the present invention is preferably encapsulated so that crystal particles of pyroxasulfone are not exposed on the surface of the composition.
- the microcapsule composition of the present invention can be obtained by emulsion-polymerizing each component, for example, crystal particles of the pyroxasulfone, an oily phase, the polyester block copolymer, the isocyanate, and an aqueous phase. , Can be obtained by stirring.
- the order of mixing the respective components is not particularly limited, but it is preferable to previously mix the oily phase and the polyester block copolymer to prepare a mixed solution because a more excellent effect of reducing chemical damage can be obtained.
- the mixed solution of the oily phase and the polyester block copolymer has a viscosity at 20 ° C. of preferably 10 to 500 mPa ⁇ s, more preferably 20 to 400 mPa ⁇ s, and further preferably 30 to 300 mPa ⁇ s. is there.
- the viscosity is measured using a B-type viscometer (manufactured by Toki Sangyo Co., Ltd.), and the measurement conditions are rotor No. 2. The rotation speed is 30 rpm, and the measurement temperature is 20 ° C.
- the microcapsule composition of the present invention is obtained by stirring the mixed liquid of the oily phase and the polyester block copolymer, the crystal particles of the pyroxasulfone, the isocyanate, and the aqueous phase.
- Agitation at this time is preferably 10,000 to 30,000 mm / s, more preferably 15, to 30,000 mm / s, from the viewpoint of peripheral speed of 10,000 to 50,000 mm / s, and physicochemical properties such as suspending property and dispersibility. It is desirable to carry out at 000 to 30,000 mm / s.
- the peripheral speed means the peripheral speed at the outermost periphery of the rotating blades of the stirrer.
- the production method of the microcapsule composition of the present invention will be described in more detail below.
- the method for producing a microcapsule composition of the present invention is a method for producing a microcapsule composition encapsulating pyroxasulfone, wherein crystal particles of pyroxasulfone, a polyester block copolymer, an isocyanate, and an oily phase.
- the peripheral velocity of the pyroxasulfone crystal particles, the polyester block copolymer, the isocyanate, the oily phase, and the aqueous phase are 10,000 to 50.
- the oily phase is emulsified and dispersed in the aqueous phase by high-speed stirring at 1,000 mm / s to form emulsified particles of the oily phase.
- the peripheral speed is more preferably in the range of 10,000 to 30,000 mm / s, and particularly preferably in the range of 15,000 to 30,000 mm / s, from the viewpoint of biological effects such as herbicidal effect and phytotoxicity reducing effect.
- High speed stirring in this range may be carried out until the emulsion particles of the oily phase are formed, but the high speed stirring time is usually 5 to 60 minutes, preferably 5 to 30 minutes, more preferably 10 to 30 minutes. ..
- the emulsifying and dispersing step it is important to stir the crystal particles of pyroxasulfone, the polyester block copolymer, the isocyanate, the oily phase, and the aqueous phase at a high speed in the above peripheral speed range, and
- the order of mixing is not particularly limited, but since a more excellent drug damage reducing effect can be obtained, a step of mixing the polyester block copolymer and the oily phase is provided before the emulsifying / dispersing step to form the polyester block copolymer. It is better to add it to the oily phase in advance.
- a crystalline state of pyroxasulfone is added to a mixed liquid of an oily phase and a polyester block copolymer, and isocyanate is further added to dissolve or disperse the aqueous phase.
- the method of adding and mixing is mentioned.
- a method of dissolving or dispersing an isocyanate in a mixed liquid of an oily phase and a polyester block copolymer, then adding an aqueous phase, and further adding and mixing crystalline pyroxasulfone, or an oily phase and a polyester block examples include a method of dissolving or dispersing an isocyanate in a mixed solution of a copolymer, adding pyroxasulfone in a crystalline state, and further adding an aqueous phase and mixing.
- the polyester block copolymer can be uniformly dispersed in the oily phase by the above high-speed stirring, but when the polyester block copolymer is added to the oily phase in advance, the melting temperature of the polyester copolymer or higher, for example, It is preferable to heat the mixture at 80 ° C. or higher to obtain a mixed solution because the dispersibility of the polyester block copolymer in the organic solvent is enhanced.
- stirring may be performed to dissolve, disperse or mix the components.
- the stirring speed is not particularly limited, but for example, 4,000 to 30,000 mm / s, preferably 6,000 to 30,000 mm / s, more preferably considering biological effects such as herbicidal effect and phytotoxicity reducing effect. Is a peripheral speed of 9,000 to 30,000 mm / s.
- a polyester block copolymer is added to an oily phase, for example, an organic solvent and heated to obtain a mixed solution, and then, in the emulsifying and dispersing step, crystalline pyroxasulfone is added to the mixed solution at room temperature. While adding and stirring at a peripheral speed of 4,000 to 30,000 mm / s, preferably 6,000 to 10,000 mm / s, further isocyanate is added, and the peripheral speed is preferably 4,000 to 30,000 mm / s.
- aqueous phase added to dissolve or disperse, then add an aqueous phase and mix to obtain a peripheral speed of 10,000 to 50,000 mm / s, preferably 10, 000 to 30,000 mm / s, more preferably 15,000 to 30,000 mm / s with high speed stirring to emulsify and disperse the oily phase in the aqueous phase to form emulsified particles of the oily phase. It can be.
- isocyanate is added to the mixed solution, preferably a peripheral speed of 4,000 to After stirring or dissolving at 30,000 mm / s, more preferably 6,000 to 10,000 mm / s, the aqueous phase is added, and the peripheral speed is preferably 10,000 to 50,000 mm / s, While stirring at 10,000 to 30,000 mm / s, and more preferably at 15,000 to 30,000 mm / s, a pyroxasulfone in a crystalline state is added and mixed to obtain 10,000 to 50,000 mm.
- serial oily phase was emulsified and dispersed, can be formed emulsified particles of the oily phase.
- the polyester block copolymer is added to an oily phase, for example, an organic solvent and heated to obtain a mixed solution, and then, in the emulsifying and dispersing step, an isocyanate is preferably added to the mixed solution at a peripheral speed of 4, After stirring or dissolving at 000 to 30,000 mm / s, and more preferably 6,000 to 10,000 mm / s, a crystalline state of pyroxasulfone is added and mixed, and the peripheral speed is preferably 10, 000 to 50,000 mm / s, more preferably 10,000 to 30,000 mm / s, and still more preferably 15,000 to 30,000 mm / s with stirring, while adding an aqueous phase to obtain 10,000.
- an oily phase for example, an organic solvent and heated to obtain a mixed solution
- an isocyanate is preferably added to the mixed solution at a peripheral speed of 4
- the peripheral speed is preferably 10, 000 to 50,000 mm / s, more preferably 10,000 to 30,000 mm
- the oily phase was emulsified and dispersed in serial aqueous phase, it is possible to form emulsified particles of the oily phase.
- the heating temperature is the melting temperature of the polyester block copolymer in order to uniformly disperse the polyester block copolymer in the oily phase. As described above, for example, 80 ° C or higher is desirable.
- the mixed solution of the oily phase and the polyester block copolymer has a viscosity at 20 ° C. of preferably 10 to 500 mPa ⁇ s, more preferably 20 to 400 mPa ⁇ s, and further preferably 30 to 300 mPa ⁇ s. is there.
- the oily phase used in the method for producing the microcapsule composition of the present invention is not particularly limited as long as it can dissolve / disperse the polyester block copolymer, pyroxasulfone and isocyanate, but it is used in a conventional microencapsulation method.
- An organic solvent that can be used preferably a hydrophobic organic solvent, may be used.
- the oily phase has a viscosity at 20 ° C. of preferably 10 to 500 mPa ⁇ s, more preferably 20 to 400 mPa ⁇ s, further preferably 30 to 300 mPa ⁇ s. Assuming that the viscosity is increased, the organic solvent alone can be used without any problem even if it has a viscosity of less than 10 mPa ⁇ s.
- organic solvent examples include, for example, ethers such as ethyl ether, ethylene glycol monoethyl ether, dipropyl ether, dibutyl ether, normal paraffin, naphthene, isoparaffin, kerosene, mineral oil and other aliphatic hydrocarbons, Aromatic hydrocarbons such as benzene, toluene, xylene, solvent naphtha, alkylnaphthalene, and phenylxylylethane, halogenated hydrocarbons such as dichloromethane, chloroform, carbon tetrachloride, ethyl acetate, diisopropyl phthalate, dibutyl phthalate, dioctyl phthalate.
- ethers such as ethyl ether, ethylene glycol monoethyl ether, dipropyl ether, dibutyl ether, normal paraffin, naphthene, isoparaffin, keros
- the oily phase may further contain additives that can be used in a conventional microencapsulation method.
- the viscosity of the oily phase after addition of the polyester block copolymer at 20 ° C. is preferably in the range of 10 to 500 mPa ⁇ s, more preferably 20 to 400 mPa ⁇ s, and further preferably 30 to 300 mPa ⁇ s. It is desirable to select the additive appropriately.
- the aqueous phase used in the method for producing the microcapsule composition of the present invention contains water as an essential component, but may further contain an emulsifier.
- the emulsifier is not limited as long as it does not cause aggregation in the film forming step, and examples thereof include polyacrylic acid or a water-soluble salt thereof, polyethylene glycol, polyvinylpyrrolidone, polyvinyl alcohol and the like, and polyvinyl alcohol is preferable.
- the emulsifier can be added in the emulsifying and dispersing step, but it is desirable to dissolve it in the aqueous phase in advance. Alternatively, the emulsifier can be used in the form of an aqueous solution dissolved in water.
- the concentration of the emulsifier in the aqueous solution is not particularly limited, but is usually selected from the range of 0.5 to 5% by mass.
- the polyester block copolymer In the film forming step, 1 to 30% by mass of pyroxasulfone, 1 to 30% by mass of the oily phase, and 0.01 to 1.0% by mass of the polyester block copolymer are added based on the total amount of the raw materials of the microcapsule composition.
- the blending amount of the polyester block copolymer is more preferably 0.01 to 0.60% by mass, and further preferably 0.01 to 0.30% by mass, based on the total raw materials of the microcapsule composition.
- the blending amount of the polyester block copolymer is 0.001 to 0.1 part by mass, preferably 0.005 to 0.05 part by mass, and more preferably 0.005 to 1 part by mass of the oily phase. It can be appropriately adjusted to be 0.03 parts by mass.
- the film forming step in the method for producing a microcapsule composition of the present invention is a step of forming a film on at least the surface of the emulsified particles of the oily phase formed in the emulsifying and dispersing step.
- the film formation may be carried out by a film formation method in a general method for producing a microcapsule composition, and the emulsified particles of the oily phase formed in the emulsification / dispersion step and the liquid-liquid interface between the aqueous phase and the aqueous phase
- the water therein and the isocyanate may be reacted, or a water-soluble active hydrogen-containing compound may be further added to the aqueous phase to react with the isocyanate.
- the film forming step by reacting the isocyanate and at least one of water and a water-soluble active hydrogen-containing compound in the aqueous phase, at least the emulsified particles of the oily phase formed in the emulsifying and dispersing step.
- a polyurethane or polyurea film can be formed on the surface.
- the reaction conditions for forming the film depend on the selected isocyanate, water-soluble active hydrogen compound, emulsifier and organic solvent, but are, for example, at room temperature or at a temperature of 50 to 100 ° C., preferably a temperature of 50 to 80 ° C. However, it can be carried out by stirring for 10 minutes to 6 hours, preferably for 1 to 4 hours. At this time, stirring may be performed at a peripheral speed of about 300 to 6,000 mm / s, preferably 300 to 5,000 mm / s, and more preferably 300 to 4,000 mm / s.
- the aqueous phase that can be used in the method for producing the microcapsule composition of the present invention may further contain a water-soluble active hydrogen-containing compound.
- the water-soluble active hydrogen-containing compound that can be contained in the aqueous phase contributes to the crosslinking of isocyanate in the film forming step, and examples thereof include polyol and polyamine.
- the polyol that contributes as an emulsifier is not included.
- Specific examples of the polyol include glycol compounds and glycerin, and specific examples of the polyamine include ethylenediamine, diethylenetriamine, triethylenetetramine and hexamethylenediamine.
- a polyol particularly a glycol compound having a polyoxyethylene group and / or a polyoxypropylene group is preferable.
- the glycol compound having a polyoxyethylene group and / or a polyoxypropylene group include, for example, polyoxypropylene polyol, polyoxyethylene polyoxypropylene block polymer (polyoxyethylene polyoxypropylene glycol), and the like. Particularly preferred is polyoxyethylene polyoxypropylene block polymer.
- These water-soluble active hydrogen-containing compounds may be used alone or in combination of two or more.
- the water-soluble active hydrogen-containing compound may be added at any stage of the emulsification / dispersion step and the film-forming step, but the polyol, particularly the glycol compound having a polyoxyethylene group and / or a polyoxypropylene group, may be added in the film-forming step. It is preferable to add.
- the use ratio of the isocyanate in the oily phase as a reactant, and optionally the water-soluble active hydrogen-containing compound and the emulsifier, is stoichiometrically determined based on the reaction formula for producing polyurethane or polyurea, respectively.
- the compounding amount of isocyanate can be selected from the range of 1 to 10 parts by mass, preferably 1 to 5 parts by mass, and more preferably 1 to 3 parts by mass with respect to 1 part by mass of crystal particles of pyroxasulfone.
- the total amount of the isocyanate and the water-soluble active hydrogen-containing compound is 1 to 10 parts by mass, preferably 1 to 7 parts by mass, more preferably 2 to 5 parts by mass with respect to 1 part by mass of crystal particles of pyroxasulfone. It can be appropriately adjusted so as to become a part.
- sorbitan fatty acid ester sucrose fatty acid ester, polyoxyethylene fatty acid ester, polyoxyethylene resin acid ester, polyoxyethylene alkyl ether, polyoxy Nonionic surfactants such as ethylene alkyl phenyl ether, alkyl polyoxyethylene polypropylene block copolymer ether, polyoxyalkylene styryl phenyl ether, polyoxyethylene castor oil, polyoxyethylene hydrogenated castor oil, alkyl sulfates, alkylbenzene sulfonates, lignin Formalin condensation of sulfonate, alkyl sulfosuccinate, naphthalene sulfonate, alkyl naphthalene sulfonate, naphthalene sulfonic acid Salts, anionic surfactants such as salts of formalin condensate of alkyln
- xanthan gum carboxymethyl cellulose or a salt thereof, gum arabic, gelatin, dextrin, a water-soluble thickener such as water-soluble starch and naphthalene sulfonic acid
- a dispersant such as a salt of formalin condensate may be added.
- the blending amount of the water-soluble thickener is not particularly limited, but is preferably in the range of 0.1 to 1.5 parts by mass per 100 parts by mass of the microcapsule composition.
- the compounding amount of the dispersant is not particularly limited, but is preferably in the range of 1 to 10 parts by mass per 100 parts by mass of the microcapsule composition.
- microcapsule composition of the present invention can suppress the initial elution of pyroxasulfone after application, it can be applied to a field such as a field where water is scarce because the chemical damage is reduced or prevented.
- the microcapsule composition of the present invention can be used for soil treatment or foliage treatment.
- microcapsule composition of the present invention may be used as it is on agricultural land where useful plants are grown, or may be formulated into any dosage form and used in the form of an agrochemical formulation.
- the agrochemical formulation of the present invention contains the microcapsule composition of the present invention, but if necessary, it may optionally contain an additive component that is usually used.
- the additive component examples include carriers such as solid carriers and liquid carriers, surfactants, binders, tackifiers, thickeners, colorants, spreading agents, spreading agents, antifreezing agents, and solidifying agents.
- carriers such as solid carriers and liquid carriers, surfactants, binders, tackifiers, thickeners, colorants, spreading agents, spreading agents, antifreezing agents, and solidifying agents.
- examples include an inhibitor, a disintegrant, a decomposition inhibitor, an antifoaming agent and the like.
- a preservative, a plant piece, etc. may be used as an additive component, if necessary. These additional components may be used alone or in combination of two or more.
- the solid carrier for example, quartz, clay, silica sand, kaolinite, pyrophyllite, sericite, talc, bentonite, acid clay, attapulgite, zeolite, natural minerals such as diatomaceous earth, calcium carbonate, ammonium sulfate, sodium sulfate, potassium chloride, etc.
- liquid carrier examples include monohydric alcohols such as methanol, ethanol, propanol, isopropanol and butanol, and polyhydric alcohols such as ethylene glycol, diethylene glycol, propylene glycol, hexylene glycol, polyethylene glycol, polypropylene glycol and glycerin.
- monohydric alcohols such as methanol, ethanol, propanol, isopropanol and butanol
- polyhydric alcohols such as ethylene glycol, diethylene glycol, propylene glycol, hexylene glycol, polyethylene glycol, polypropylene glycol and glycerin.
- Alcohols such as propylene glycol ether, acetone, methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, ketones such as cyclohexanone, ethyl ether, dioxane, ethylene glycol monoethyl ether, dipropyl ether, tetrahydrofuran, etc.
- Aliphatic hydrocarbons such as ethers, normal paraffin, naphthene, isoparaffin, kerosene, mineral oil, etc.
- Aromatic hydrocarbons such as benzene, toluene, xylene, solvent naphtha, alkylbenzene and alkylnaphthalene, halogenated hydrocarbons such as dichloromethane, chloroform and carbon tetrachloride, ethyl acetate, diisopropyl phthalate, dibutyl phthalate, dioctyl phthalate, adipic acid Esters such as dimethyl, lactones such as ⁇ -butyrolactone, amides such as dimethylformamide, diethylformamide, dimethylacetamide, N-alkylpyrrolidinone, nitriles such as acetonitrile, sulfur compounds such as dimethylsulfoxide, soybean oil, rapeseed Examples thereof include oils, cottonseed oils, vegetable oils such as castor oil, and water. These may be used alone or in combination of two or more.
- surfactant examples include sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, sucrose fatty acid ester, polyoxyethylene fatty acid ester, polyoxyethylene resin acid ester, polyoxyethylene fatty acid diester, polyoxyethylene alkyl ether, and polyoxyethylene alkyl ether.
- binder and tackifier examples include carboxymethyl cellulose and salts thereof, dextrin, water-soluble starch, xanthan gum, guar gum, sucrose, polyvinylpyrrolidone, gum arabic, polyvinyl alcohol, polyvinyl acetate, sodium polyacrylate, average molecular weight 6000. Up to 5 million polyoxyethylenes, phospholipids (eg cephalin, lecithin etc.) and the like can be mentioned. These binders and tackifiers may be used alone or in combination of two or more.
- thickener examples include xanthan gum, guar gum, carboxymethyl cellulose, polyvinylpyrrolidone, carboxyvinyl polymer, acrylic polymer, starch derivative, water-soluble polymer such as polysaccharide, high-purity bentonite, fumed silica, Inorganic fine powder such as white carbon) may be used. These thickeners may be used alone or in combination of two or more.
- colorants include inorganic pigments such as iron oxide, titanium oxide and Prussian blue, alizarin dyes, azo dyes and organic dyes such as metal phthalocyanine dyes. These colorants may be used alone or in combination of two or more.
- extender examples include cellulose powder, dextrin, modified starch, polyaminocarboxylic acid chelate compound, crosslinked polyvinylpyrrolidone, copolymer of maleic acid and styrene, (meth) acrylic acid copolymer, polyhydric alcohol And a half-ester of a dicarboxylic acid anhydride and a water-soluble salt of polystyrene sulfonic acid. These extenders may be used alone or in combination of two or more.
- spreading agent examples include paraffin, terpene, polyamide resin, polyacrylic acid salt, polyoxyethylene, wax, polyvinyl alkyl ether, alkylphenol formalin condensate, phosphate ester of starch, and synthetic resin emulsion. These spreading agents may be used alone or in combination of two or more.
- antifreeze agents examples include polyhydric alcohols such as ethylene glycol, diethylene glycol, propylene glycol, and glycerin. These antifreeze agents may be used alone or in combination of two or more kinds.
- anti-caking agents examples include polysaccharides such as starch, alginic acid, mannose, galactose, polyvinylpyrrolidone, fumed silica (white carbon), ester gum, and petroleum resin. These anti-caking agents may be used alone or in combination of two or more.
- disintegrant examples include sodium tripolyphosphate, sodium hexametaphosphate, metal stearate, cellulose powder, dextrin, methacrylic acid ester-based copolymer, polyvinylpyrrolidone, polyaminocarboxylic acid chelate compound, sulfonated styrene / isobutylene / maleic anhydride. Examples thereof include acid copolymers and starch / polyacrylonitrile graft copolymers. These disintegrants may be used alone or in combination of two or more kinds.
- the decomposition inhibitor for example, zeolite, quick lime, a drying agent such as magnesium oxide, an antioxidant such as a phenol compound, an amine compound, a sulfur compound, a phosphoric acid compound, a salicylic acid compound, an ultraviolet absorber such as a benzophenone compound.
- zeolite quick lime
- a drying agent such as magnesium oxide
- an antioxidant such as a phenol compound, an amine compound, a sulfur compound, a phosphoric acid compound, a salicylic acid compound
- an ultraviolet absorber such as a benzophenone compound.
- antifoaming agent examples include dimethylpolysiloxane, modified silicone, polyether, fatty acid ester, fatty acid salt and the like. These antifoaming agents may be used alone or in combination of two or more kinds.
- antiseptics examples include sodium benzoate, sodium parahydroxybenzoate, potassium sorbate, and 1,2-benzothiazolin-3-one. These preservatives may be used alone or in combination of two or more.
- plant pieces examples include sawdust, coconut husks, corn cobs, and tobacco stalks. These plant pieces may be used alone or in combination of two or more.
- the mixing ratio is, on a mass basis, usually 5 to 95%, preferably 20 to 90% for the carrier, and usually 0.1 to 30% for the surfactant. It is preferably 0.5 to 10%, and other additive components are usually selected in the range of 0.1 to 30%, preferably 0.5 to 10%.
- the agrochemical formulation of the present invention contains, for example, a wettable powder, a powder, a granular wettable powder, an aqueous suspension, an oily suspension, granules, a jumbo formulation, a suspoemulsion or a uniform dispersion formulation, using the above-mentioned additive components.
- Preferred dosage forms include powders, granules, wettable powders, granular wettable powders, aqueous suspensions and oily suspensions.
- the pesticide formulation of the present invention is a granular material
- examples of the granular material include spherical, cylindrical, spindle-shaped or irregularly shaped particles having a particle size of 0.3 to 10 mm.
- the particle size of the spherical granule is usually 0.3 to 10 mm, preferably 0.3 to 3 mm.
- the diameter of the cylindrical granule is usually 0.6 to 5 mm, preferably 0.8 to 3 mm, and the particle length is usually 1 to 10 mm, preferably 1.5 to 8 mm.
- the minor axis of the spindle-shaped granules is usually 0.3 to 3 mm, and the major axis thereof is usually 1 to 10 mm.
- the pesticide formulation of the present invention is a uniform dispersion formulation
- the pesticide formulation has a particle size distribution containing 80% by mass or more of particles having a particle size of 3 mm or more, and the pesticide formulation is dropped into water.
- the particles float on the water surface and disintegrate on the water surface within 30 minutes after the dropping.
- one or more other pesticidal active ingredients can be optionally mixed in the microcapsule composition or pesticide formulation of the present invention.
- the other pesticidal active ingredient here may be blended in the form of being encapsulated in the microcapsule composition together with pyroxasulfone, or the microcapsule composition encapsulating the other pesticidal active ingredient may be prepared to give the present invention. It may be mixed with the agricultural chemical formulation of. Alternatively, any pesticidal active ingredient that is not microencapsulated may be mixed within a range that does not impair the effects of the present invention.
- the optional agrochemical active ingredients referred to herein also include pyroxasulfone.
- the microcapsule composition and the agrochemical formulation of the present invention exhibit a good phytotoxicity-reducing effect, and therefore need not be incorporated.
- pesticidal active ingredients examples of herbicidal active ingredients, insecticidal active ingredients, fungicidal active ingredients, plant growth regulating active ingredients that can be mixed are described below, but the present invention is not limited to these pesticidal active ingredients. Absent.
- Herbicidal active ingredients Aoxynil, aclonifen, acrolein, azaphenidin, acifluorfen (including salts such as sodium), azimsulfuron, ashram,fugm-aceluram acetochlor), atrazine, anilofos, amicarbazone, amidosulfuron, amitrole, aminocyclopyrachlori (aminopyropyrapro), aminocyclopyroladol (aminopyrochloridola), aminopyrochloridola (aminopyrochlorido) os-methyl), ametrin, alachlor, alloxydim, isouron, isoxachlortole, isoxafurutoron, isoxablutole, isoxaben, isoxaben, isoxaben, isoxaben, isoxaben, isoxaben, isoxaben, isox
- Ipfencarbazone imazaquin, imazapic (including salts with amines, etc.), imazapyr (including salts with isopropylamine), imazametabenz-methyl (imam) ), Imazamox, imazethapyr (i azethapyr), imazosulfuron, indazifram, indanofan, indanofan, edrinafetalf, esprothurf, esprothurf, ezprothulfur, esprocarf, esprocarf, esprocarf, esprocarb, esprocarb, esprocarb, esprocarb, esprocarb, esprocarb, esprocarb, esprothurf Ethidimuron, ethoxysulfuron, ethoxyphen-ethyl, ethofumesate, etobenzanid, endothal disodium-endisodium- ), Ox
- ol-methyl chlorpropham, chlorbromuron, chloroxuron, chlorotoruron, ketospiradox (including sodium, calcium or ammonia flunasil), safana, etc. saflufenacil), salmentine, cyanazine, cyanamide, diuron, diethatyl-ethyl, dicamba amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, diamine amine, di
- -Methyl diclohop-methyl, dichloroprop-dichloroprop-P, diquat, dithiopyr, dithiurin, sitramin, sitramin, sitramin, dithramine, sidramin, sitramin, dithramine, sithuramine, sithuramine, sithuramine, sithuramine, dithramine, sithuramine, sithuramine, dithuramin, sithuramine, dithuramin, sithuramine, dithuramin, sithuramine, dithramine, sithuramine, dithiuramin, dithuramin, sithuramine.
- Ron (dimfuron), cinmethylin, swep, sulcotrione, sulfentrazone, sulfosate, sulfosulfuron, sulfosulfuron, sulfomethulon, sulfomethulfur, sulfomethulfur Setoxydim, terbacil, daimuron, taxtomin A, dalapon, thiazopyr, thiafenacyl sodium, thiafenacyl sodium, thienphencarbazone, thienfencarba, thiencarbazone.
- Terubumeton Terbumeton
- topramezone topramezone
- tralkoxydim tralkoxydim
- triaziflam triaziflam
- triasulfuron triasulfuron
- Toriafamon triafamone
- thoria rate tri-allate
- Torietajin trietazine
- triclopyr triclopyr
- Triclopyr-butotyl trifludimoxazin, tritosulfuron, triflusulfuron-methyl, trifluralin triflural, triflulfuryl Sodium salt (trifloxysulfuron-sodium), tribenuron-methyl, tolpyralate, naptalam (including salts with sodium, etc.), naproanilide napapromide, naproanilide, naproanimide, naproanimide M (napropamide-M), nicosulfuron (nicosfurfuron),
- Picolinafen bicyclopyrone, bispyribac-sodium, pinoxaden, bifenoxyl, piperophospyra, pyracronyl, pyracloronyl. ), Pyrazoxifen, pyrazosulfuron-ethyl, pyrazolinate, bilanafos, pyraflufen-isoyl, pyraflufen-ethyl, pyriflufen-ethyl, pyridafuri-ethyl, pyridafuri-ethyl, pyridafuri-ethyl, pyridafuri-ethyl, pyridafuri-ethyl, pyridafru-ethyl, pyraflufen-ethyl, pyridafuri-ethyl, pyrida, and pyrifurfen-ethyl.
- flupyrsulfuron-methyl sodium salt flupyrsulfuron-methyl-sodium
- flufenacet flufenacet
- flufenpyr-ethyl flupropanate (flupropanate), flupropanyl upoxame
- flumioxazin flumiclorac-pentyl
- flumetsulam fluridone, fluta-chloon
- fluroxirupril fluroxirupril, fluroxirupril, fluroxirupril, fluroxyl, fluroxyl, fluroxipr
- Procarbazone sodium salt procarbazone-sodium
- prodiamine prodamine
- prosulfuron prosulfuron
- prosulfocarb prosulfocacarb
- propaquizahop propachlor
- propachlor propaclor
- Bro ofenoxim bromobutide, florasulam, florpyrauxifen, hexazinone, petoxanecluthaploxalomethol, bethazolox, phenoxalux, benoxaline, bethazol, benoxaline, benazoline, benazoline, benazoline.
- Beflubutamid beflubutamide-M (beflubutamid-M), pebrate, pelargonic acid, bencarbazone, pendimethalin, benzfendizone (bensphendizone).
- ndizone bensulide, bensulfuron-methyl, benzobicyclon, benzophenap, bentazone, pentazone, pentanochlor, pentanochlor, pentanochlor, pentanochlor, pentanochle (Benfluralin), benfuresate, fosamine, fomesafen, foramsulfuron, mecoprop (including sodium, potassium, isopropylamine, triethanolamine and dimethylamine salts).
- Mecoprop -P-potassium salt (mecoprop-P-potassium), meso-sulfuron-methyl, mesotrione, metazachlor, metazosulfuron, metazothuronz, metabenzthuron, metabenzthuron, metabenzthuron ), Metamihop, DSMA (disodium methanearsonate), methiozoline, methyl dymuron, metoxuron, metsulam, metsulfuron-methyl, metsulfur.
- Insecticidal active ingredient Acrinathrin (acrinathrin), azadirachtin (azadirachtin), azamethiphos (azamethiphos), azinphos-ethyl (azinphos-ethyl), azinphos-methyl (azinphos-methyl), acequinocyl (acequinocyl), acetamiprid (acetamiprid), acetoprole (acetoprole), acephate (Acephate), azocyclotin, abamectin, afidopyropene, afoxolaner, amidoflumet, amitraz, ananicarb, alanicalub.
- Etrimfos emamectin benzoate, endosulfan, empenthrin, oxazosulfyl, oxamyl, oxidimetone methyl (etoxime de methone).
- l oxydeprofos, omethoate, cadusafos, kappa-tefluthrin, kappa-bifenthrin, kappa-bifenthrin, kadesrin, kadesrin.
- Chlorpyrifos chlorpyrifos-methyl, chlorfenapyr, chlorfenvinphos, chlorfluazuron, chlorfluazurch rmephos), chloroprallethrin, cyanophos, diafenthiuron, diamidafos, cyantranilipyrol, cyrantraniproylen, cienotraniprolen, dienochloren, dienochlor, ienochlor. (Dioxabenzofos), diofenolan, cyclaniliprole, dicrotophos, diclofenthion, cycloprothrin, dichloprothrin, dichlorfenthrion.
- Romezothiaz 1,3-dichloropropene, 1,3-dichloropropene, dicofol, dicyclanil, disulfotolon, dihalote amide, dinotefuran, dinotefuran, dinotefuran, dinobutfuron, dinobuthuron, dinobuton, dinobuton (Cyhalothrin) [including gamma-form, lambda-form], cyphenothrin [including (1R) -trans-form], cyfluthrin (including beta-form), diflubenzuron (diflubenfenur).
- Bioallethrin S-cyclopentenyl biolesmethrin, bistrifluron, hydramethylnon, biphenatezate, bifenafetibate, bifenat. nthrin), Pifurubumido (pyflubumide), piperonyl butoxide (piperonyl butoxide), pymetrozine (pymetrozine), pyraclofos (pyraclofos), pyrafluprole (pyrafluprole), pyridaphenthion (pyridaphenthion), pyridaben (pyridaben), pyridalyl (pyridalyl), pyrifluquinazon (pyrifluquinazon) , Pyriprole, pyriproxyfen, pyrimicarb, pyrimidifen, pyriminostrobin, pyrimiphos-methyl (pirimi).
- pyrethrins pyrethrine
- Famufuru famphur
- fipronil fipronil
- fenazaquin fenazaquin
- Fenamiphos fenamiphos
- butocarboxim butoxycarboxim, butrophezine, buprofezin, furathiolufurin, fluafrezulin, fluafrezulin, fluafrezulin, fluafrezulin, fluafrezulin, fluafrezulin, fluacrylin, fluacurin, fluafurin, fluafurin, fluafurin, fluafurin, fluafurin, fluafurin, fluafurin, fluacurin, fluacurin, fluacurin, fluacurin, fluacurin, fluacurin, fluacurin, fluacurin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, fluacrylin, flu
- Fluoroacetic acid sodium salt sodium fluoroacetate
- fluxamethamide flucycloxuron, flucythrinate, flusulfamide
- fluvarine Fluvalinate [including tau-body], flupyradifurone, flupyrazofos, flupyrimin, flufiproxurone, flufenerirox, flufenerfyrox, flufenerfirox, flufenerimrox, flufeneferoim (Flufenoxuron), fluhexafon, flubendiamide, flumethrin, fluralaner, prothiophos, protrifenfuramide, protriflonide.
- Sothiocyanate methyl bromide, methoxychlor, methoxyphenothide, methofulin-methorthrin, methfluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, methofluthrin, meth
- mevinphos meperfluthrin, monacrosporium phymatophagum, monocrotophos, momfluorothr n), epsilon-momfluorothrin, little A (litrere-A), little A (litrere-B), aluminum phosphide, zinc phosphide, hydrogen phosphide (n).
- phosphine lufenuron, rescarure, resmethrin, lepimectin, rotenone, fenbutatin oxide (nicotine), nicotinic acid (calcium), lime sulfate (calcium), ) -11-Tetradecenyl acetate, (Z) -1 -Hexadecenal, (Z) -11-hexadecenyl acetate, (Z) -9,12-tetradecadienyl acetate, (Z) -9-tetradecen-1-ol, (Z, E) -9,11- Tetradecadienyl acetate, (Z, E) -9,12-tetradecadienyl acetate, Bacillus popilliae, Bacillus subtillis, Bacillus bacillus, Bacillus bacillus Thuringiensis subspecies Aizawai (Bacillus thuringiensis sub
- Bacillus thuringiensis subspecies islaelensis, Bacillus thuringiensis subspecies krusuti (Bacillus thuringiensis subillus subcilis chuslusbirthus subsil. Thuringiensis subsp. Tenebrionis), Bt protein (Cry1Ab, Cry1Ac, Cry1Fa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34 / 35Ab1), CL900167 (code number), DCIP- (methyl)-(2-chloro) -bis- (2-chloro).
- Bactericidal active ingredients Azaconazole, Acibenzolar-S-methyl, Azoxystrobin, Anilazine, Amisulbrom, Aminosulbrom, Aminopyridin, Aminopyridin, Aminopyrizine, Aminopyridin, Aminopyridin, Aminopyrizine, Aminopyridin, Aminopyrizine, Aminopyridin, Aminopyrizine, Aminopyridin, Aminopyrizine, Aminopyridin, Aminopyridin, Aminopyridin, Aminopyriquine aldimorph), isothianil, isopyrazam, isofetamide, isoflucypram, isoprothiolane (isoprothiofiufolenoflofepuinepulenupolef), isofirupionifelofepuconupol (ipofonifru) Irodione, iproval
- Cyanone (dithianon), diniconazole (diniconazole), diniconazole-M (diniconazole-M), zineb (zineb), dinocap (dinocap), dipimethitron difunifina difunifina difinafrina (dipy difinafene), diphenylamine (dipheny fenofi) (Diflumethorim), cyproconazole (cyproconazole), cyprodinil (cyprodinil), simeconazole (dimeconazole), dimethyrimol (dimethyldisulfide), dimethydisulfide (dimetholide), dimethomorph.
- spiroxamine methomorp, cymoxanil, dimoxystrobin, ziram, silthiofam, streptomycin, zozoxamide, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine, spiroxamine,
- trifloxystrobin triforine, tolylfluanid, tolclofos-methyl, tornifanid, tolpronacram, tolprocarb, tolprocarb (tolprocarn), tolprocarb (tolprocarnb), tolprocarb (tolprocarb), tolprocarb (tolprocarnb), tolprocarb (tolprocarb), tolprocarb (tolprocarb), tolprocarb (tolprocarb), tolprocarb (tolprocarb), tolprocarb (tolprocarb), tolprocarb (tolprocarb), tolprocarb (tolprocarb), and tolprocarb (tolprocarb).
- Naftifine Naftifine, nitrapyrin, nitrothal-isopropyl, nuarimol, copper nonylphenol sulfonate (copper nonyl phenul sulphonate), bacillus squirrels. is) (strain: QST 713), validamycin, valifenarate, picarbutrazox, bixafen, picoxystrobin, pidiflumetophen, pidiflumethofen.
- bitertanol bitertanol
- binapacryl binapacryl
- biphenyl biphenyl
- Piperarin piperalin
- hymexazol hymexazol
- Pila oxy strike robin pyraoxystrobin
- pyraclostrobin pyraclostrobin
- Pirajifurumido pyraziflumid
- pyrazophos pyra opos
- pyrapropoyne pyramethotostrobin
- pyriophenone pyrisoxazolebyl
- pybutyrocarbyl pyrifrocarbyl, pyrifrocarbyl
- pyrifanocarbyl pyrifanocarbyl, pyrifanocarbyl, pyrifanocarbyl, pyrifanocarbyl, pyrifanocarbyl, pyrifanocarbyl, pyrifanocarbyl, pyrifanocar
- fluoxapiproline fluopicolide, fluopomimide, fluopyram, fluoroimidol
- fluxapyroxaline fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline, fluxapyroxaline,
- xin polycarbamate, Bordeaux mixture, mancozeb, mandipropamide, mandestrobin, mandetrobin, mannebro, mannebu, manebram, manebram, maneb, maneb, maneb, maneb, maneb.
- Dio hygromycin (mildiomycin), methasulfocarb (methasulfocarb), metam (metam), metalaxyl (metalaxyl), metalaxyl ⁇ M (metalaxyl-M), metiram (metiram), methyl tetra Prowl (metyltetraprole), metconazole (metconazole), Metominostrobin, metrafenone, mepanipyrim, mefentrifluconazole, meptyldinarin, mepronil arina, mepronil, mepronil, mepronil, mepronil, mepronil, mepronil, mepronil, mepronil, mepronil, mepronil, mepronil.
- Acids and salts basic copper chloride, copper, cuprous oxide, cupric hydroxide, potassium hydrogen carbonate, and potassium hydrogen carbonate (potassium hydrogen carbonate), acid and salt (phosphorous acid and salts), basic copper chloride (copper oxychloride), silver (copper oxide), cupric hydroxide (copper hydroxide), potassium bicarbonate ,sodium hydrogen carbonate (Sodium bicarbonate), sulfur, oxyquinoline sulfate, copper sulfate, (3,4-dichloroisothiazol-5-yl) methyl 4- (tert-butyl) benzoate ( Chemical name, CAS registration number: 1231214-23-5), BAF-045 (code number), BAG-010 (code number), UK-2A (code number), DBEDC (dodecylbenzenesulfonic acid bisethylenediamine copper complex salt [II ]), MIF-1002 (code number), NF-180 (code number), TPTA (triphenyltin acetate), TPTC
- Active ingredients for plant growth regulation 1-naphthylacetamide, 1-methylcyclopropene, 2,6-diisopropylnaphthalene, 4-CPA (4-chlorophenoxyacetic acid), 4-oxo- 4- (2-phenylethyl) aminobutyric acid (chemical name, CAS registration number: 1083-55-2), aviglycine, ancymidol, inabenfide, indole acetic acid, Indole butyric acid, uniconazole, uniconazole-P (uniconaz) ole-P), ethichlozate, ethephon, epocholeone, carbonone, cloxyfonac, cloxyfonac-cloprospros, cloxyfonac-cloprospros (cloxyfonac-potassium).
- chlormequat chlormequat (chlormequat), cytokinins (cytokinins), cyclanilide (cyclanilide), Jikegurakku (dikegulac), gibberellin (gibberellins), Jimechipin (dimethipin), Shintofen (sintofen), Daminojitto (daminozide), thidiazuron (thidiazuron), n- Deshiruaruko (N-decanol), triacontanol (triacontanol), trinexapac-ethyl (trinexapac-ethyl), paclobutrazole (paculobutrazol), flumethralin (flumetralin), fluruprimidol (flurprimidol), flurenol (flurenol) Pronitridine, prohydrojasmon, prohexadione-calcium, benzylaminopurine, forchlorfenuronideram
- phytotoxicity-reducing active ingredients examples include but not limited to these phytotoxicity-reducing active ingredients.
- Active ingredients to reduce phytotoxicity AD-67 (4-dichloroacetyl-1-oxa-4-azaspiro [4.5] decane), DKA-24 (N1, N2-diallyl-N2-dichloroacetylglycinamide), MG-191 (2-dichloromethyl) -2-methyl-1,3-dioxane), N- (2-methoxybenzoyl) -4-[(methylaminocarbonyl) amino] benzenesulfonamide (Chemical name, CAS registration number: 129531-12-0), PPG -1292 (2,2-dichloro-N- (1,3-dioxan-2-ylmethyl) -N- (2-propenyl) acetamide), R-29148 (3-dichloroacetyl-2,2,5-trimethyl- 1,3-oxazolidine), TI-35 (1-dichloroacetylazepane) , Isoxadifen, isox
- the pesticide formulation of the present invention may be packaged in a water-soluble film, which makes it possible to contribute to labor saving and increase safety in its application.
- the method for producing the agricultural chemical preparation of the present invention is not particularly limited, but the following method is usually used.
- the method of controlling weeds of the present invention comprises a step of treating the arable land where useful plants are grown with the microcapsule composition of the present invention or the agricultural chemical preparation of the present invention.
- the method of treating with the microcapsule composition of the present invention or the agricultural chemical preparation is not particularly limited, and may be carried out in accordance with a common conventional method such as soil treatment or foliage treatment. Further, the microcapsule composition or pesticide formulation of the present invention may be used at any time before or after germination of the weeds to be controlled.
- Useful plants include wheat, barley, rye, corn, sorghum, soybean, rapeseed, safflower, sunflower, flax, peanut, sesame, potato, sweet potato, onion, garlic, sugar beet, cotton, mint and grass.
- the weed control method of the present invention is particularly effective in the field where soybeans and cotton are cultivated.
- Example 1 Phenylxylylethane (Asahi Petrochemical, trade name “Hisol SAS-296”, viscosity at 20 ° C. is less than 10 mPa ⁇ s (measured with a B-type viscometer (manufactured by Toki Sangyo Co., Ltd., the same applies hereinafter)) 5 Polyester block copolymer (manufactured by CRODA, trade name "ATLOX RHEOSTRUX 100-PW- (MV)”) is dissolved in 0.05 part by heating at 80 ° C (Primix, trade name "TK Robomix”) The mixture was stirred using to obtain a mixed solution. The viscosity of the mixed solution at 20 ° C.
- the suspension solution was stirred from 30 ° C. at a temperature rising rate of 1 ° C./min for 30 minutes at a peripheral speed of 628 mm / s, and then the suspension solution was kept at 60 ° C. for another 2 hours and 30 minutes at a peripheral speed of 628 mm / s.
- the mixture was stirred at s, 2.0 parts of polyoxyethylene polyoxypropylene block copolymer (manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd., trade name "Epan 410”) was added, and the mixture was further stirred for 1 hour.
- Example 2 In the same manner as in Example 1, except that xanthan gum was previously mixed with a 1% polyvinyl alcohol aqueous solution instead of being added after the sodium salt of the naphthalenesulfonic acid formaldehyde condensate, a microcapsule containing pyroxasulfone was added. A capsule composition was obtained. The composition was spherical particles having an average particle size of 26.5 ⁇ m.
- Comparative Example 1 A microcapsule composition encapsulating pyroxasulfone was obtained in the same manner as in Example 2 except that the aqueous polyvinyl alcohol solution was increased to 68.56 parts instead of adding the polyester block copolymer.
- the composition was spherical particles having an average particle size of 14.6 ⁇ m.
- the viscosity of the oily phase at 20 ° C. before adding pyroxasulfone was less than 10 mPa ⁇ s.
- Comparative example 2 A microcapsule composition encapsulating pyroxasulfone was obtained in the same manner as in Example 1 except that the polyvinyl alcohol aqueous solution was increased to 68.56 parts instead of adding the polyester block copolymer.
- the composition was spherical particles having an average particle size of 8.0 ⁇ m.
- the viscosity of the oily phase at 20 ° C. before adding pyroxasulfone was less than 10 mPa ⁇ s.
- Test Example 1 Chemical damage evaluation test on soybean by soil treatment
- a microcapsule composition obtained in Examples 1 and 2 and Comparative Examples 1 and 2 was prepared by filling a field pot soil in a plastic pot having a length, a width, and a depth of 11 cm, and sowing seeds of soybean to cover the soil.
- Comparative Examples 3 and 4 the commercially available pyroxasulfone-containing granule wettable powder (manufactured by BASF, product name "ZIDUA” and Kumiai Chemical Co., Inc., product name "Solist WG") had a pyroxasulfone amount of 210 g per hectare.
- Test Example 2 Chemical damage evaluation test for cotton by foliage treatment
- a plastic pot having a length, width, and depth of 11 cm was filled with field soil, and cotton seeds were sown to cover the soil. After that, the cotton was grown, and when the cotton reached the two-leaf development stage of the true leaves, the microcapsule compositions obtained in Examples 1 and 2 had a pyroxasulfone amount of 90 g per hectare, and the granulated water of Comparative Example 3 was used.
- the Japanese agent was weighed out so that the amount of pyroxasulfone per hectare was 45 g, diluted with water, and sprayed evenly on the cotton with a small sprayer at a spraying water amount of 200 liters per hectare.
- Example 3 Evaluation test of herbicidal effect on weeds by upland soil treatment
- a plastic pot having a length, width, and depth of 11 cm was filled with upland soil, and seeds of barnyard grass were sown to cover the soil.
- the microcapsule composition obtained in Example 1 and a commercially available pyroxasulfone-containing flowable agent (manufactured by BASF, product name "ZIDUA SC") as Comparative Example 5 have an amount of pyroxasulfone of 90 g per hectare. It was weighed out, diluted with water, and sprayed evenly on the soil surface using a small sprayer at a sprayed water volume of 200 liters per hectare.
- Example 4 Dissolution test
- the microcapsule composition obtained in Example 1 and Comparative Example 2 and the wettable granules of Comparative Example 3 were collected into a 50 mL Meyer in an amount of 10 mg of pyroxasulfone, and the solution was collected in 10% methanol. Was added, and the mixture was shaken under the condition of 35 ° C. after inverting 5 times. Water was sampled 15 minutes after shaking, and the concentration of pyroxasulfone in the water was measured by HPLC analysis. The results are shown in Table 5.
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Abstract
Description
(1)ピロキサスルホンとポリエステルブロック共重合体が封入されたことを特徴とするマイクロカプセル組成物。
(2)前記ピロキサスルホンと前記ポリエステルブロック共重合体がポリウレアおよび/またはポリウレタンを材質とする膜に封入された、前記(1)に記載のマイクロカプセル組成物。
(3)前記ポリウレアおよび/またはポリウレタンを形成するイソシアネートが芳香族イソシアネートである、前記(2)に記載のマイクロカプセル組成物。
(4)表面に前記ピロキサスルホンの結晶粒子が露出していない、前記(1)~(3)のいずれかに記載のマイクロカプセル組成物。
(5)体積平均径が5~100μmである、前記(1)~(4)のいずれかに記載のマイクロカプセル組成物。
(6)前記ピロキサスルホンの結晶粒子と、油性相と、前記ポリエステルブロック共重合体と、イソシアネートと、水性相と、を攪拌して得られる、前記(1)~(5)のいずれかに記載のマイクロカプセル組成物。
(7)前記ピロキサスルホンの結晶粒子の体積平均径が2~50μmである、前記(6)に記載のマイクロカプセル組成物。
(8)前記油性相と前記ポリエステルブロック共重合体の混合液と、前記ピロキサスルホンの結晶粒子と、前記イソシアネートと、前記水性相と、を攪拌して得られる、前記(6)または(7)に記載のマイクロカプセル組成物。
(9)前記油性相が有機溶剤である、前記(6)~(8)のいずれかに記載のマイクロカプセル組成物。
(10)前記油性相と前記ポリエステルブロック共重合体の混合液の20℃における粘度が10~500mPa・sである、前記(6)~(9)のいずれかに記載のマイクロカプセル組成物。
(11)前記水性相がさらに水溶性活性水素含有化合物を含む、前記(6)~(10)のいずれかに記載のマイクロカプセル組成物。
(12)前記水溶性活性水素含有化合物が、ポリオールおよびポリアミンからなる群より選ばれる少なくとも一種の化合物である、前記(11)に記載のマイクロカプセル組成物。
(13)前記水性相がさらに乳化剤を含む、前記(6)~(12)のいずれかに記載のマイクロカプセル組成物。
(14)前記乳化剤がポリビニルアルコールである、前記(13)に記載のマイクロカプセル組成物。
(15)前記ピロキサスルホンの結晶粒子1質量部に対して、前記イソシアネートと前記水溶性活性水素含有化合物の合計量が1~10質量部である、前記(11)~(14)のいずれかに記載のマイクロカプセル組成物。
(16)前記攪拌を周速10,000~50,000mm/sで行う、前記(6)~(15)のいずれかに記載のマイクロカプセル組成物。
(17)土壌処理または茎葉処理用である、前記(1)~(16)のいずれかに記載のマイクロカプセル組成物。
(18)前記(1)~(17)のいずれかに記載のマイクロカプセル組成物を含有することを特徴とする、農薬製剤。
(19)粉剤、粒剤、水和剤、粒状水和剤、水性懸濁剤または油性懸濁剤である、前記(18)に記載の農薬製剤。
(20)薬害軽減剤を含有しない、前記(18)または(19)に記載の農薬製剤。
(21)ピロキサスルホンを封入したマイクロカプセル組成物の製造方法であって、ピロキサスルホンの結晶粒子と、ポリエステルブロック共重合体と、イソシアネートと、油性相と、水性相と、を周速10,000~50,000mm/sで高速攪拌することにより、前記水性相中に前記油性相を乳化分散し、油性相の乳化粒子を形成する乳化分散工程と、前記乳化分散工程にて形成された油性相の乳化粒子の少なくとも表面に膜を形成させる膜形成工程と、を含むことを特徴とする、マイクロカプセル組成物の製造方法。
(22)前記乳化分散工程の前にポリエステルブロック共重合体と油性相を混合する工程を含む、前記(21)に記載のマイクロカプセル組成物の製造方法。
(23)前記膜形成工程において、前記イソシアネートと、前記水性相中の水および水溶性活性水素含有化合物の少なくともいずれか一方とを反応させることにより、前記乳化分散工程にて形成された油性相の乳化粒子の少なくとも表面にポリウレタンまたはポリウレアを材質とする膜を形成させる、前記(21)または(22)に記載のマイクロカプセル組成物の製造方法。
(24)前記マイクロカプセル組成物の体積平均径が5~100μmである、前記(21)~(23)のいずれかに記載のマイクロカプセル組成物の製造方法。
(25)前記ピロキサスルホンの結晶粒子の体積平均径が2~50μmである、前記(21)~(24)のいずれかに記載のマイクロカプセル組成物の製造方法。
(26)前記乳化分散工程にて形成された油性相の20℃における粘度が10~500mPa・sである、前記(21)~(25)のいずれかに記載のマイクロカプセル組成物の製造方法。
(27)有用植物を生育する農耕地において、前記(1)~(17)のいずれかに記載のマイクロカプセル組成物または前記(18)~(20)のいずれかに記載の農薬製剤で処理することを特徴とする、雑草防除方法。
(28)前記有用植物がダイズまたはワタである、前記(27)に記載の雑草防除方法。
(29)前記農耕地が畑地である、前記(27)または(28)に記載の雑草防除方法。
(30)前記処理が土壌処理または茎葉処理である、前記(27)~(29)のいずれかに記載の雑草防除方法。
(式中のnは1以上の整数である)
で表されるポリメチレンポリフェニルポリイソシアネートを挙げることができる。これらは1種を単独でまたは2種以上を組み合わせて任意に使用してよい。
本発明のマイクロカプセル組成物の製造方法における乳化分散工程は、ピロキサスルホンの結晶粒子と、ポリエステルブロック共重合体と、イソシアネートと、油性相と、水性相と、を周速10,000~50,000mm/sで高速攪拌することにより、前記水性相中に前記油性相を乳化分散し、油性相の乳化粒子が形成される工程である。前記周速は、除草効果や薬害軽減効果のような生物効果の観点から、10,000~30,000mm/sの範囲がより好ましく、15,000~30,000mm/sの範囲が特に好ましい。かかる範囲での高速攪拌は油性相の乳化粒子が形成されるまで行えばよいが、高速攪拌時間は通常5~60分、好ましくは5~30分、さらに好ましくは10~30分の範囲である。
本発明のマイクロカプセル組成物の製造方法における膜形成工程は、前記乳化分散工程にて形成された油性相の乳化粒子の少なくとも表面に膜を形成させる工程である。
アイオキシニル(ioxynil)、アクロニフェン(aclonifen)、アクロレイン(acrolein)、アザフェニジン(azafenidin)、アシフルオルフェン(acifluorfen)(ナトリウム等の塩を含む)、アジムスルフロン(azimsulfuron)、アシュラム(asulam)、アセトクロ-ル(acetochlor)、アトラジン(atrazine)、アニロホス(anilofos)、アミカルバゾン(amicarbazone)、アミドスルフロン(amidosulfuron)、アミトロール(amitrole)、アミノシクロピラクロル(aminocyclopyrachlor)、アミノピラリド(aminopyralid)、アミプロホス・メチル(amiprofos-methyl)、アメトリン(ametryn)、アラクロール(alachlor)、アロキシジム(alloxydim)、イソウロン(isouron)、イソキサクロルトール(isoxachlortole)、イソキサフルトール(isoxaflutole)、イソキサベン(isoxaben)、イソプロツロン(isoproturon)、イプフェンカルバゾン(ipfencarbazone)、イマザキン(imazaquin)、イマザピク(imazapic)(アミン等との塩を含む)、イマザピル(imazapyr)(イソプロピルアミン等の塩を含む)、イマザメタベンズ・メチル(imazamethabenz-methyl)、イマザモックス(imazamox)、イマゼタピル(imazethapyr)、イマゾスルフロン(imazosulfuron)、インダジフラム(indaziflam)、インダノファン(indanofan)、エグリナジン・エチル(eglinazine-ethyl)、エスプロカルブ(esprocarb)、エタメトスルフロン・メチル(ethametsulfuron-methyl)、エタルフルラリン(ethalfluralin)、エチジムロン(ethidimuron)、エトキシスルフロン(ethoxysulfuron)、エトキシフェン・エチル(ethoxyfen-ethyl)、エトフメセート(ethofumesate)、エトベンザニド(etobenzanid)、エンドタール二ナトリウム塩(endothal-disodium)、オキサジアゾン(oxadiazon)、オキサジアルギル(oxadiargyl)、オキサジクロメホン(oxaziclomefone)、オキサスルフロン(oxasulfuron)、オキシフルオルフェン(oxyfluorfen)、オリザリン(oryzalin)、オルトスルファムロン(orthosulfamuron)、オルベンカルブ(orbencarb)、オレイン酸(oleic acid)、カフェンストロール(cafenstrole)、カルフェントラゾン・エチル(carfentrazone-ethyl)、カルブチレート(karbutilate)、カルベタミド(carbetamide)、キザロホップ(quizalofop-ethyl)、キザロホップ・P・エチル(quizalofop-P-ethyl)、キザロホップ・P・テフリル(quizalofop-P-tefuryl)、キノクラミン(quinoclamine)、キンクロラック(quinclorac)、キンメラック(quinmerac)、クミルロン(cumyluron)、クラシホス(clacyfos)、グリホサート(glyphosate)(ナトリウム、カリウム、アンモニウム、アミン、プロピルアミン、イソプロピルアミン、ジメチルアミン又はトリメシウム等の塩を含む)、グルホシネート(glufosinate)(アミン又はナトリウム等の塩を含む)、グルホシネート・P・ナトリウム塩(glufosinate-P-sodium)、クレトジム(clethodim)、クロジナホップ・プロパルギル(clodinafop-propargyl)、クロピラリド(clopyralid)、クロマゾン(clomazone)、クロメトキシフェン(chlomethoxyfen)、クロメプロップ(clomeprop)、クロランスラム・メチル(cloransulam-methyl)、クロランベン(chloramben)、クロリダゾン(chloridazon)、クロリムロン・エチル(chlorimuron-ethyl)、クロルスルフロン(chlorsulfuron)、クロルタル・ジメチル(chlorthal-dimethyl)、クロルチアミド(chlorthiamid)、クロルフタリム(chlorphthalim)、クロルフルレノール・メチル(chlorflurenol-methyl)、クロルプロファム(chlorpropham)、クロルブロムロン(chlorbromuron)、クロロクスロン(chloroxuron)、クロロトルロン(chlorotoluron)、ケトスピラドックス(ketospiradox)(ナトリウム、カルシウム又はアンモニア等の塩を含む)、サフルフェナシル(saflufenacil)、サルメンチン(sarmentine)、シアナジン(cyanazine)、シアナミド(cyanamide)、ジウロン(diuron)、ジエタチル・エチル(diethatyl-ethyl)、ジカンバ(dicamba)(アミン、ジエチルアミン、イソプロピルアミン、ジグリコールアミン、ナトリウム又はリチウム等の塩を含む)、シクロエート(cycloate)、シクロキシジム(cycloxydim)、ジクロスラム(diclosulam)、シクロスルファムロン(cyclosulfamuron)、シクロピラニル(cyclopyranil)、シクロピリモレート(cyclopyrimorate)、ジクロベニル(dichlobenil)、ジクロホップ・P・メチル(diclofop-P-methyl)、ジクロホップ・メチル(diclofop-methyl)、ジクロルプロップ(dichlorprop)、ジクロルプロップ-P(dichlorprop-P)、ジクワット(diquat)、ジチオピル(dithiopyr)、シデュロン(siduron)、ジニトラミン(dinitramine)、シニドン・エチル(cinidon-ethyl)、シノスルフロン(cinosulfuron)、ジノゼブ(dinoseb)、ジノテルブ(dinoterb)、シハロホップ・ブチル(cyhalofop-butyl)、ジフェナミド(diphenamid)、ジフェンゾコート(difenzoquat)、ジフルフェニカン(diflufenican)、ジフルフェンゾピル(diflufenzopyr)、シマジン(simazine)、ジメタクロール(dimethachlor)、ジメタメトリン(dimethametryn)、ジメテナミド(dimethenamid)、ジメテナミド・P(dimethenamid-P)、シメトリン(simetryn)、ジメピペレート(dimepiperate)、ジメフロン(dimefuron)、シンメチリン(cinmethylin)、スエップ(swep)、スルコトリオン(sulcotrione)、スルフェントラゾン(sulfentrazone)、スルホサート(sulfosate)、スルホスルフロン(sulfosulfuron)、スルホメツロン・メチル(sulfometuron-methyl)、セトキシジム(sethoxydim)、ターバシル(terbacil)、ダイムロン(daimuron)、タキストミン・A(thaxtomin A)、ダラポン(dalapon)、チアゾピル(thiazopyr)、チアフェナシル(tiafenacil)、チエンカルバゾン(thiencarbazone)(ナトリウム塩、メチルエステル等を含む)、チオカルバジル(tiocarbazil)、チオベンカルブ(thiobencarb)、チジアジミン(thidiazimin)、チフェンスルフロン・メチル(thifensulfuron-methyl)、デスメディファム(desmedipham)、デスメトリン(desmetryne)、テトフルピロリメット(tetflupyrolimet)、テニルクロール(thenylchlor)、テブタム(tebutam)、テブチウロン(tebuthiuron)、テプラロキシジム(tepraloxydim)、テフリルトリオン(tefuryltrione)、テムボトリオン(tembotrione)、テルブチラジン(terbuthylazine)、テルブトリン(terbutryn)、テルブメトン(terbumeton)、トプラメゾン(topramezone)、トラルコキシジム(tralkoxydim)、トリアジフラム(triaziflam)、トリアスルフロン(triasulfuron)、トリアファモン(triafamone)、トリアレート(tri-allate)、トリエタジン(trietazine)、トリクロピル(triclopyr)、トリクロピル-ブトティル(triclopyr-butotyl)、トリフルジムオキサジン(trifludimoxazin)、トリトスルフロン(tritosulfuron)、トリフルスルフロン・メチル(triflusulfuron-methyl)、トリフルラリン(trifluralin)、トリフロキシスルフロンナトリウム塩(trifloxysulfuron-sodium)、トリベニュロン・メチル(tribenuron-methyl)、トルピラレート(tolpyralate)、ナプタラム(naptalam)(ナトリウム等との塩を含む)、ナプロアニリド(naproanilide)、ナプロパミド(napropamide)、ナプロパミド-M(napropamide-M)、ニコスルフロン(nicosulfuron)、ネブロン(neburon)、ノルフルラゾン(norflurazon)、バーナレート(vernolate)、パラコート(paraquat)、ハルキシフェン-ベンジル(halauxifen-benzyl)、ハルキシフェン-メチル(halauxifen-methyl)、ハロキシホップ(haloxyfop)、ハロキシホップ・P(haloxyfop-P)、ハロキシホップ-エトティル(haloxyfop-etotyl)、ハロサフェン(halosafen)、ハロスルフロン・メチル(halosulfuron-methyl)、ビクスロゾン(bixlozone)、ピクロラム(picloram)、ピコリナフェン(picolinafen)、ビシクロピロン(bicyclopyrone)、ビスピリバック・ナトリウム塩(bispyribac-sodium)、ピノキサデン(pinoxaden)、ビフェノックス(bifenox)、ピペロホス(piperophos)、ピラクロニル(pyraclonil)、ピラスルホトール(pyrasulfotole)、ピラゾキシフェン(pyrazoxyfen)、ピラゾスルフロン・エチル(pyrazosulfuron-ethyl)、ピラゾリネート(pyrazolynate)、ビラナホス(bilanafos)、ピラフルフェン・エチル(pyraflufen-ethyl)、ピリダフォル(pyridafol)、ピリチオバック・ナトリウム塩(pyrithiobac-sodium)、ピリデート(pyridate)、ピリフタリド(pyriftalid)、ピリブチカルブ(pyributicarb)、ピリベンゾキシム(pyribenzoxim)、
ピリミスルファン(pyrimisulfan)、ピリミノバック・メチル(pyriminobac-methyl)、ピロクススラム(pyroxsulam)、フェニソファム(phenisopham)、フェニュロン(fenuron)、フェノキサスルホン(fenoxasulfone)、フェノキサプロップ(fenoxaprop)(メチル、エチル、イソプロピルエステルを含む)、フェノキサプロップ・P(fenoxaprop-P)(メチル、エチル、イソプロピルエステルを含む)、フェンキノトリオン(fenquinotrione)、フェンチアプロップ・エチル(fenthiaprop-ethyl)、フェントラザミド(fentrazamide)、フェンメディファム(phenmedipham)、ブタクロール(butachlor)、ブタフェナシル(butafenacil)、ブタミホス(butamifos)、ブチレート(butylate)、ブテナクロール(butenachlor)、ブトラリン(butralin)、ブトロキシジム(butroxydim)、フラザスルフロン(flazasulfuron)、フラムプロップ(flamprop)(メチル、エチル、イソプロピルエステルを含む)、フラムプロップ・M(flamprop-M)(メチル、エチル、イソプロピルエステルを含む)、プリミスルフロン・メチル(primisulfuron-methyl)、フルアジホップ・ブチル(fluazifop-butyl)、フルアジホップ・P・ブチル(fluazifop-P-butyl)、フルアゾレート(fluazolate)、フルオメツロン(fluometuron)、フルオログリコフェン・エチル(fluoroglycofen-ethyl)、フルカルバゾン・ナトリウム塩(flucarbazone-sodium)、フルクロラリン(fluchloralin)、フルセトスルフロン(flucetosulfuron)、フルチアセット・メチル(fluthiacet-methyl)、フルピルスルフロン・メチル・ナトリウム塩(flupyrsulfuron-methyl-sodium)、フルフェナセット(flufenacet)、フルフェンピル・エチル(flufenpyr-ethyl)、フルプロパネート(flupropanate)、フルポキサム(flupoxame)、フルミオキサジン(flumioxazin)、フルミクロラック・ペンチル(flumiclorac-pentyl)、フルメツラム(flumetsulam)、フルリドン(fluridone)、フルルタモン(flurtamone)、フルロキシピル(fluroxypyr)、フルロクロリドン(flurochloridone)、プレチラクロール(pretilachlor)、プロカルバゾン・ナトリウム塩(procarbazone-sodium)、プロジアミン(prodiamine)、プロスルフロン(prosulfuron)、プロスルホカルブ(prosulfocarb)、プロパキザホップ(propaquizafop)、プロパクロール(propachlor)、プロパジン(propazine)、プロパニル(propanil)、プロピザミド(propyzamide)、プロピソクロール(propisochlor)、プロピリスルフロン(propyrisulfuron)、プロファム(propham)、プロフルアゾール(profluazol)、プロポキシカルバゾン・ナトリウム塩(propoxycarbazone-sodium)、プロホキシジム(profoxydim)、ブロマシル(bromacil)、ブロムピラゾン(brompyrazon)、プロメトリン(prometryn)、プロメトン(prometon)、ブロモキシニル(bromoxynil)(酪酸、オクタン酸又はヘプタン酸等のエステル体を含む)、ブロモフェノキシム(bromofenoxim)、ブロモブチド(bromobutide)、フロラスラム(florasulam)、フロルピラキシフェン(florpyrauxifen)、ヘキサジノン(hexazinone)、ペトキサミド(pethoxamid)、ベナゾリン(benazolin)、ペノキススラム(penoxsulam)、ヘプタマロキシログルカン(heptamaloxyloglucan)、ベフルブタミド(beflubutamid)、ベフルブタミド-M(beflubutamid-M)、ペブレート(pebulate)、ペラルゴン酸(pelargonic acid)、ベンカルバゾン(bencarbazone)、ペンジメタリン(pendimethalin)、ベンズフェンジゾン(benzfendizone)、ベンスリド(bensulide)、ベンスルフロン・メチル(bensulfuron-methyl)、ベンゾビシクロン(benzobicyclon)、ベンゾフェナップ(benzofenap)、ベンタゾン(bentazone)、ペンタノクロール(pentanochlor)、ペントキサゾン(pentoxazone)、ベンフルラリン(benfluralin)、ベンフレセート(benfuresate)、ホサミン(fosamine)、ホメサフェン(fomesafen)、ホラムスルフロン(foramsulfuron)、メコプロップ(mecoprop)(ナトリウム、カリウム、イソプロピルアミン、トリエタノールアミン、ジメチルアミン等の塩を含む)、メコプロップ・P・カリウム塩(mecoprop-P-potassium)、メソスフロン・メチル(mesosulfuron-methyl)、メソトリオン(mesotrione)、メタザクロール(metazachlor)、メタゾスルフロン(metazosulfuron)、メタベンズチアズロン(methabenzthiazuron)、メタミトロン(metamitron)、メタミホップ(metamifop)、DSMA(メタンアルソン酸二ナトリウム)、メチオゾリン(methiozolin)、メチルダイムロン(methyldymuron)、メトキスロン(metoxuron)、メトスラム(metosulam)、メトスルフロン・メチル(metsulfuron-methyl)、メトブロムロン(metobromuron)、メトベンズロン(metobenzuron)、メトラクロール(metolachlor)、メトリブジン(metribuzin)、メフェナセット(mefenacet)、モノスルフロン(monosulfuron)(メチル、エチル、イソプロピルエステルを含む)、モノリニュロン(monolinuron)、モリネート(molinate)、ヨードスルフロン(iodosulfuron)、ヨードスルフロンメチルナトリウム塩(iodosulfulon-methyl-sodium)、ヨーフェンスルフロン(iofensulfuron)、ヨーフェンスルフロン・ナトリウム塩(iofensulfuron-sodium)、ラクトフェン(lactofen)、ランコトリオン(lancotrione)、リニュロン(linuron)、リムスルフロン(rimsulfuron)、レナシル(lenacil)、2,3,6-TBA(2,3,6-トリクロロ安息香酸)、2,4,5-T(2,4,5-トリクロロフェノキシ酢酸)、2,4-D(2,4-ジクロロフェノキシ酢酸)(アミン、ジエチルアミン、トリエタノールアミン、イソプロピルアミン、ナトリウム又はリチウム等の塩を含む)、2,4-DB(4-(2,4-ジクロロフェノキシ)酪酸)、ACN(2-アミノ-3-クロロ-1,4-ナフトキノン)、AE-F-150944(コード番号)、DNOC(4,6-ジニトロ-o-クレゾール)(アミン又はナトリウム等の塩を含む)、EPTC(S-エチルジプロピルチオカーバメート)、MCPA(2-メチル-4-クロロフェノキシ酢酸)、MCPA・チオエチル(MCPA-thioethyl)、MCPB(2-メチル-4-クロロフェノキシ酪酸)(ナトリウム塩、エチルエステル等を含む)、HW-02(コード番号)、IR-6396(コード番号)、SYP-298(コード番号)、SYP-300(コード番号)、S-メトラクロール(S-metolachlor)、S-9750(コード番号)、MSMA(メチルアルソン酸ナトリウム)、TCA(2,2,2-トリクロロ酢酸)(ナトリウム、カルシウム又はアンモニア等の塩を含む)。
アクリナトリン(acrinathrin)、アザジラクチン(azadirachtin)、アザメチホス(azamethiphos)、アジンホス・エチル(azinphos-ethyl)、アジンホス・メチル(azinphos-methyl)、アセキノシル(acequinocyl)、アセタミプリド(acetamiprid)、アセトプロール(acetoprole)、アセフェート(acephate)、アゾシクロチン(azocyclotin)、アバメクチン(abamectin)、アフィドピロペン(afidopyropen)、アフォキソレイナー(afoxolaner)、アミドフルメット(amidoflumet)、アミトラズ(amitraz)、アラニカルブ(alanycarb)、アルジカルブ(aldicarb)、アルドキシカルブ(aldoxycarb)、アレスリン(allethrin)[d-cis-trans-体、d-trans-体を含む]、イサゾホス(isazophos)、イサミドホス(isamidofos)、イソカルボホス(isocarbophos)、イソキサチオン(isoxathion)、イソシクロセラム(isocycloseram)、イソフェンホス・メチル(isofenphos-methyl)、イソプロカルブ(isoprocarb)、イベルメクチン(ivermectin)、イミシアホス(imicyafos)、イミダクロプリド(imidacloprid)、イミプロトリン(imiprothrin)、インドキサカルブ(indoxacarb)、エスフェンバレレート(esfenvalerate)、エチオフェンカルブ(ethiofencarb)、エチオン(ethion)、エチプロール(ethiprole)、エチレンジブロミド(ethylene dibromide)、エトキサゾール(etoxazole)、エトフェンプロックス(etofenprox)、エトプロホス(ethoprophos)、エトリムホス(etrimfos)、エマメクチンベンゾエート(emamectin benzoate)、エンドスルファン(endosulfan)、エンペントリン(empenthrin)、オキサゾスルフィル(oxazosulfyl)、オキサミル(oxamyl)、オキシジメトン・メチル(oxydemeton-methyl)、オキシデプロホス(oxydeprofos)、オメトエート(omethoate)、カズサホス(cadusafos)、カッパ-テフルトリン(kappa-tefluthrin)、カッパ-ビフェントリン(kappa-bifenthrin)、カデスリン(kadethrin)、カランジン(karanjin)、カルタップ(cartap)、カルバリル(carbaryl)、カルボスルファン(carbosulfan)、カルボフラン(carbofuran)、ガンマ-BHC(gamma-BHC)、キシリルカルブ(xylylcarb)、キナルホス(quinalphos)、キノプレン(kinoprene)、キノメチオネート(chinomethionat)、クマホス(coumaphos)、クリオライト(cryolite)、クロチアニジン(clothianidin)、クロフェンテジン(clofentezine)、クロマフェノジド(chromafenozide)、クロラントラニリプロール(chlorantraniliprole)、クロルエトキシホス(chlorethoxyfos)、クロルデン(chlordane)、クロルピクリン(chloropicrin)、クロルピリホス(chlorpyrifos)、クロルピリホス・メチル(chlorpyrifos-methyl)、クロルフェナピル(chlorfenapyr)、クロルフェンビンホス(chlorfenvinphos)、クロルフルアズロン(chlorfluazuron)、クロルメホス(chlormephos)、クロロプラレスリン(chloroprallethrin)、シアノホス(cyanophos)、ジアフェンチウロン(diafenthiuron)、ジアミダホス(diamidafos)、シアントラニリプロール(cyantraniliprole)、ジエノクロル(dienochlor)、シエノピラフェン(cyenopyrafen)、ジオキサベンゾホス(dioxabenzofos)、ジオフェノラン(diofenolan)、シクラニリプロール(cyclaniliprole)、ジクロトホス(dicrotophos)、ジクロフェンチオン(dichlofenthion)、シクロプロトリン(cycloprothrin)、ジクロルボス(dichlorvos)、ジクロロメゾチアズ(dicloromezotiaz)、1,3-ジクロロプロペン(1,3-dichloropropene)、ジコホル(dicofol)、ジシクラニル(dicyclanil)、ジスルホトン(disulfoton)、ジノテフラン(dinotefuran)、ジノブトン(dinobuton)、シハロジアミド(cyhalodiamide)、シハロトリン(cyhalothrin)[gamma-体,lambda-体を含む]、シフェノトリン(cyphenothrin)[(1R)-trans-体を含む]、シフルトリン(cyfluthrin)[beta-体を含む]、ジフルベンズロン(diflubenzuron)、シフルメトフェン(cyflumetofen)、ジフロビダジン(diflovidazin)、シヘキサチン(cyhexatin)、シペルメトリン(cypermethrin)[alpha-体,beta-体,theta-体,zeta-体を含む]、ジムプロピリダッツ(dimpropyridaz)、ジメチルビンホス(dimethylvinphos)、ジメフルスリン(dimefluthrin)、ジメトエート(dimethoate)、シラフルオフェン(silafluofen)、シロマジン(cyromazine)、スピネトラム(spinetoram)、スピノサド(spinosad)、スピロジクロフェン(spirodiclofen)、スピロテトラマト(spirotetramat)、スピロピジオン(spiropidion)、スピロメシフェン(spiromesifen)、スルコフロン・ナトリウム(sulcofuron-sodium)、スルフルラミド(sulfluramid)、スルホキサフロル(sulfoxaflor)、スルホテップ(sulfotep)、ダイアジノン(diazinon)、チアクロプリド(thiacloprid)、チアメトキサム(thiamethoxam)、チオキサザフェン(tioxazafen)、チオジカルブ(thiodicarb)、チオシクラム(thiocyclam)、チオスルタップ(thiosultap)、チオナジン(thionazin)、チオファノックス(thiofanox)、チオメトン(thiometon)、チクロピラゾフロル(tyclopyrazoflor)、テトラクロラントラニリプロール(tetrachlorantraniliprole)、テトラクロルビンホス(tetrachlorvinphos)、テトラジホン(tetradifon)、テトラニリプロール(tetraniliprole)、テトラメチルフルスリン(tetramethylfluthrin)、テトラメトリン(tetramethrin)、テブピリムホス(tebupirimfos)、テブフェノジド(tebufenozide)、テブフェンピラド(tebufenpyrad)、テフルトリン(tefluthrin)、テフルベンズロン(teflubenzuron)、デメトン・S・メチル(demeton-S-methyl)、テメホス(temephos)、デルタメトリン(deltamethrin)、テルブホス(terbufos)、トラロメトリン(tralomethrin)、トランスフルトリン(transfluthrin)、トリアザメート(triazamate)、トリアゾホス(triazophos)、トリクロルホン(trichlorfon)、トリフルムロン(triflumuron)、トリフルメゾピリム(triflumezopyrim)、トリメタカルブ(trimethacarb)、トルフェンピラド(tolfenpyrad)、ナレッド(naled)、ニテンピラム(nitenpyram)、ノバルロン(novaluron)、ノビフルムロン(noviflumuron)、バーティシリウム レカニ(Verticillium lecanii)、ハイドロプレン(hydroprene)、パスツーリアペネトランス胞子(Pasteuriapenetrans)、バミドチオン(vamidothion)、パラチオン(parathion)、パラチオン・メチル(parathion-methyl)、ハルフェンプロックス(halfenprox)、ハロフェノジド(halofenozide)、ビオアレスリン(bioallethrin)、ビオアレスリンS-シクロペンテニル(bioallethrin S-cyclopentenyl)、ビオレスメトリン(bioresmethrin)、ビストリフルロン(bistrifluron)、ヒドラメチルノン(hydramethylnon)、ビフェナゼート(bifenazate)、ビフェントリン(bifenthrin)、ピフルブミド(pyflubumide)、ピペロニルブトキシド(piperonyl butoxide)、ピメトロジン(pymetrozine)、ピラクロホス(pyraclofos)、ピラフルプロール(pyrafluprole)、ピリダフェンチオン(pyridaphenthion)、ピリダベン(pyridaben)、ピリダリル(pyridalyl)、ピリフルキナゾン(pyrifluquinazon)、ピリプロール(pyriprole)、ピリプロキシフェン(pyriproxyfen)、ピリミカルブ(pirimicarb)、ピリミジフェン(pyrimidifen)、ピリミノストロビン(pyriminostrobin)、ピリミホス・メチル(pirimiphos-methyl)、ピレトリン(pyrethrine)、ファムフル(famphur)、フィプロニル(fipronil)、フェナザキン(fenazaquin)、
フェナミホス(fenamiphos)、フェニトロチオン(fenitrothion)、フェノキシカルブ(fenoxycarb)、フェノチオカルブ(fenothiocarb)、フェノトリン(phenothrin)[(1R)-trans-体を含む]、フェノブカルブ(fenobucarb)、フェンチオン(fenthion)、フェントエート(phenthoate)、フェンバレレート(fenvalerate)、フェンピロキシメート(fenpyroximate)、フェンブタンチン・オキシド(fenbutatin oxide)、フェンプロパトリン(fenpropathrin)、フォノホス(fonofos)、フッ化スルフリル(sulfuryl fluoride)、ブトカルボキシム(butocarboxim)、ブトキシカルボキシム(butoxycarboxim)、ブプロフェジン(buprofezin)、フラチオカルブ(furathiocarb)、プラレトリン(prallethrin)、フルアクリピリム(fluacrypyrim)、フルアザインドリジン(fluazaindolizine)、フルアズロン(fluazuron)、フルエンスルホン(fluensulfone)、フルオロ酢酸ナトリウム塩(sodium fluoroacetate)、フルキサメタミド(fluxametamide)、フルシクロクスロン(flucycloxuron)、フルシトリネート(flucythrinate)、フルスルファミド(flusulfamide)、フルバリネート(fluvalinate)[tau-体を含む]、フルピラジフロン(flupyradifurone)、フルピラゾホス(flupyrazofos)、フルピリミン(flupyrimin)、フルフィプロール(flufiprole)、フルフェネリム(flufenerim)、フルフェノキシストロビン(flufenoxystrobin)、フルフェノクスロン(flufenoxuron)、フルヘキサフォン(fluhexafon)、フルベンジアミド(flubendiamide)、フルメトリン(flumethrin)、フルララナル(fluralaner)、プロチオホス(prothiofos)、プロトリフェンブト(protrifenbute)、フロニカミド(flonicamid)、プロパホス(propaphos)、プロパルギット(propargite)、プロフェノホス(profenofos)、ブロフラニリド(broflanilide)、ブロフルスリネート(brofluthrinate)、プロフルトリン(profluthrin)、プロペタムホス(propetamphos)、プロポキスル(propoxur)、フロメトキン(flometoquin)、ブロモプロピレート(bromopropylate)、ヘキサチアゾクス(hexythiazox)、ヘキサフルムロン(hexaflumuron)、ペキロマイセス・テヌイペス(Paecilomyces tenuipes)、ペキロマイセス・フモソロセウス(Paecilomyces fumosoroceus)、ヘプタフルスリン(heptafluthrin)、ヘプテノホス(heptenophos)、ペルメトリン(permethrin)、ベンクロチアズ(benclothiaz)、ベンズピリモキサン(benzpyrimoxan)、ベンスルタップ(bensultap)、ベンゾキシメート(benzoximate)、ベンダイオカルブ(bendiocarb)、ベンフラカルブ(benfuracarb)、ボーベリア・テネーラ(Beauveria tenella)、ボーベリア・バッシアーナ(Beauveria bassiana)、ボーベリア・ブロンニアティ(Beauveria brongniartii)、ホキシム(phoxim)、ホサロン(phosalone)、ホスチアゼート(fosthiazate)、ホスチエタン(fosthietan)、ホスファミドン(phosphamidon)、ホスメット(phosmet)、ポリナクチン複合体(polynactins)、ホルメタネート(formetanate)、ホレート(phorate)、マラチオン(malathion)、ミルベメクチン(milbemectin)、メカルバム(mecarbam)、メスルフェンホス(mesulfenfos)、メソプレン(methoprene)、メソミル(methomyl)、メタフルミゾン(metaflumizone)、メタミドホス(methamidophos)、メタム(metham)、メチオカルブ(methiocarb)、メチダチオン(methidathion)、メチルイソチオシアネート(methyl isothiocyanate)、メチルブロマイド(methyl bromide)、メトキシクロル(methoxychlor)、メトキシフェノジド(methoxyfenozide)、メトトリン(methothrin)、メトフルトリン(metofluthrin)、イプシロン-メトフルトリン(epsilon-metofluthrin)、メトルカルブ(metolcarb)、メビンホス(mevinphos)、メペルフルスリン(meperfluthrin)、モナクロスポリウム・フィマトパガム(Monacrosporium phymatophagum)、モノクロトホス(monocrotophos)、モムフルオロスリン(momfluorothrin)、イプシロン-モムフルオロスリン(epsilon-momfluorothrin)、リトルアA(litlure-A)、リトルアB(litlure-B)、りん化アルミニウム(aluminium phosphide)、りん化亜鉛(zinc phosphide)、りん化水素(phosphine)、ルフェヌロン(lufenuron)、レスカルレ(rescalure)、レスメトリン(resmethrin)、レピメクチン(lepimectin)、ロテノン(rotenone)、酸化フェンブタスズ(fenbutatin oxide)、石灰窒素(calcium cyanide)、硫酸ニコチン(nicotinesulfate)、(Z)-11-テトラデセニル=アセタート、(Z)-11-ヘキサデセナール、(Z)-11-ヘキサデセニル=アセタート、(Z)-9,12-テトラデカジエニル=アセタート、(Z)-9-テトラデセン-1-オール、(Z,E)-9,11-テトラデカジエニル=アセタート、(Z,E)-9,12-テトラデカジエニル=アセタート、バシルス・ポピリエ(Bacillus popilliae)、バシルス・ズブチリス(Bacillus subtillis)、バシルス・スフェリカス(Bacillus sphaericus)、バシルス・チューリンゲンシス・亜種・アイザワイ(Bacillus thuringiensis subsp. Aizawai)、バシルス・チューリンゲンシス・亜種・イスラエレンシス(Bacillus thuringiensis subsp. Israelensis)、バシルス・チューリンゲンシス・亜種・クルスターキ(Bacillus thuringiensis subsp. Kurstaki)、バシルス・チューリンゲンシス・亜種・テネブリオニス(Bacillus thuringiensis subsp. Tenebrionis)、Btタンパク質(Cry1Ab、Cry1Ac、Cry1Fa、Cry2Ab、mCry3A、Cry3Ab、Cry3Bb、Cry34/35Ab1)、CL900167(コード番号)、DCIP(ビス-(2-クロロ-1-メチルエチル)エーテル)、DDT(1,1,1-トリクロロ-2,2-ビス(4-クロロフェニル)エタン)、DEP(ジメチル-2,2,2-トリクロロ-1-ヒドロキシエチルホスホネート)、DNOC(4,6-ジニトロ-o-クレゾール)、DSP(O,O-ジエチル-O-[4-(ジメチルスルファモイル)フェニル]-ホスホロチオネート)、EPN(O-エチル O-(4-ニトロフェニル)フェニルホスホノチオエート)、核多角病体ウィルス包埋体、NA-85(コード番号)、NA-89(コード番号)、NC-515(コード番号)、RU15525(コード番号)、XMC、Z-13-イコセン-10-オン、ZXI8901(コード番号)、2-クロロ-4-フルオロ-5-[(5-トリフルオロメチルチオ)ペンチルオキシ]フェニル2,2,2-トリフルオロエチル スルホキシド(化学名、CAS登録番号:1472050-04-6)、2,4-ジクロロ-5-{2-[4-(トリフルオロメチル)フェニル]エトキシ}フェニル 2,2,2-トリフルオロエチル スルホキシド(化学名、CAS登録番号:1472052-11-1)、2,4-ジメチル-5-[6-(トリフルオロメチルチオ)へキシルオキシ]フェニル-2,2,2-トリフルオロエチル スルホキシド(化学名、CAS登録番号:1472050-34-2)、2-{2-フルオロ-4-メチル-5-[(2,2,2-トリフルオロエチル)スルフィニル]フェノキシ}-5-(トリフルオロメチル)ピリジン(化学名、CAS登録番号:1448758-62-0)、3-クロロ-2-{2-フルオロ-4-メチル-5-[(2,2,2-トリフルオロエチル)スルフィニル]フェノキシ}-5-(トリフルオロメチル)ピリジン(化学名、CAS登録番号:1448761-28-1)、4-フルオロ-2-メチル-5-(5,5-ジメチルヘキシルオキシ)フェニル 2,2,2-トリフルオロエチル スルホキシド(化学名、CAS登録番号:1472047-71-4)、NI-30(コード番号)。
アザコナゾール(azaconazole)、アシベンゾラル・S・メチル(acibenzolar-S-methyl)、アゾキシストロビン(azoxystrobin)、アニラジン(anilazine)、アミスルブロム(amisulbrom)、アミノピリフェン(aminopyrifen)、アメトクトラジン(ametoctradin)、アルジモルフ(aldimorph)、イソチアニル(isotianil)、イソピラザム(isopyrazam)、イソフェタミド(isofetamid)、イソフルシプラム(isoflucypram)、イソプロチオラン(isoprothiolane)、イプコナゾール(ipconazole)、イプフルフェノキン(ipflufenoquin)、イプロジオン(iprodione)、イプロバリカルブ(iprovalicarb)、イプロベンホス(iprobenfos)、イマザリル(imazalil)、イミノクタジン・アルベシル酸塩(iminoctadine-trialbesilate)、イミノクタジン酢酸塩(iminoctadine-triacetate)、イミベンコナゾール(imibenconazole)、インピルフルキサム(inpyrfluxam)、インプリマチンA(imprimatin A)、インプリマチンB(imprimatin B)、エジフェンホス(edifenphos)、エタコナゾ-ル(etaconazole)、エタボキサム(ethaboxam)、エチリモル(ethirimol)、エトキシキン(ethoxyquin)、エトリジアゾール(etridiazole)、エネストロブリン(enestroburin)、エポキシコナゾール(epoxiconazole)、オーガニックオイル(organic oils)、オキサジキシル(oxadixyl)、オキサジニラゾール(oxazinylazole)、オキサチアピプロリン(oxathiapiprolin)、オキシカルボキシン(oxycarboxin)、オキシキノリン銅(oxine-copper)、オキシテトラサイクリン(oxytetracycline)、オキスポコナゾールフマル酸塩(oxpoconazole-fumarate)、オキソリニック酸(oxolinic acid)、オクタン酸銅(copper dioctanoate)、オクチリノン(octhilinone)、オフラセ(ofurace)、オリサストロビン(orysastrobin)、オルソフェニルフェノール(o-phenylphenol)、カスガマイシン(kasugamycin)、カプタホール(captafol)、カルプロパミド(carpropamid)、カルベンダジム(carbendazim)、カルボキシン(carboxin)、カルボネ(carvone)、キノキシフェン(quinoxyfen)、キノフメリン(quinofumelin)、キノメチオネート(chinomethionat)、キャプタン(captan)、キンコナゾール(quinconazole)、キントゼン(quintozene)、グアザチン(guazatine)、クフラネブ(cufraneb)、クモキシストロビン(coumoxystrobin)、クレソキシム・メチル(kresoxim-methyl)、クロジラコン(clozylacon)、クロゾリネート(chlozolinate)、クロロタロニル(chlorothalonil)、クロロネブ(chloroneb)、シアゾファミド(cyazofamid)、ジエトフェンカルブ(diethofencarb)、ジクロシメット(diclocymet)、ジクロフルアニド(dichlofluanid)、ジクロベンチアゾクス(dichlobentiazox)、ジクロメジン(diclomezine)、ジクロラン(dicloran)、ジクロロフェン(dichlorophen)、ジチアノン(dithianon)、ジニコナゾール(diniconazole)、ジニコナゾール・M(diniconazole-M)、ジネブ(zineb)、ジノカップ(dinocap)、ジピメチトロン(dipymetitrone)、ジフェニルアミン(diphenylamine)、ジフェノコナゾール(difenoconazole)、シフルフェナミド(cyflufenamid)、ジフルメトリム(diflumetorim)、シプロコナゾール(cyproconazole)、シプロジニル(cyprodinil)、シメコナゾール(simeconazole)、ジメチリモル(dimethirimol)、ジメチルジスルフィド(dimethyl disulfide)、ジメトモルフ(dimethomorph)、シモキサニル(cymoxanil)、ジモキシストロビン(dimoxystrobin)、ジラム(ziram)、シルチオファム(silthiofam)、ストレプトマイシン(streptomycin)、スピロキサミン(spiroxamine)、セダキサン(sedaxane)、ゾキサミド(zoxamide)、ダゾメット(dazomet)、チアジニル(tiadinil)、チアベンダゾール(thiabendazole)、チウラム(thiram)、チオファネート(thiophanate)、チオファネート・メチル(thiophanate-methyl)、チフルザミド(thifluzamide)、テクナゼン(tecnazene)、テクロフタラム(tecloftalam)、テトラコナゾール(tetraconazole)、デバカルブ(debacarb)、テブコナゾール(tebuconazole)、テブフロキン(tebufloquin)、テルビナフィン(terbinafine)、ドジン(dodine)、ドデモルフ(dodemorph)、トリアジメノール(triadimenol)、トリアジメホン(triadimefon)、トリアゾキシド(triazoxide)、トリクラミド(trichlamide)、トリクロピリカルブ(triclopyricarb)、トリシクラゾール(tricyclazole)、トリチコナゾール(triticonazole)、トリデモルフ(tridemorph)、トリフルミゾール(triflumizole)、トリフロキシストロビン(trifloxystrobin)、トリホリン(triforine)、トリルフルアニド(tolylfluanid)、トルクロホス・メチル(tolclofos-methyl)、トルニファニド(tolnifanide)、トルプロカルブ(tolprocarb)、ナーバム(nabam)、ナタマイシン(natamycin)、ナフティフィン(naftifine)、ニトラピリン(nitrapyrin)、ニトロタル・イソプロピル(nitrothal-isopropyl)、ヌアリモル(nuarimol)、ノニルフェノールスルホン酸銅(copper nonyl phenol sulphonate)、バチルス・ズブチリス(Bacillus subtilis)(strain:QST 713)、バリダマイシン(validamycin)、バリフェナレート(valifenalate)、ピカルブトラゾックス(picarbutrazox)、ビキサフェン(bixafen)、ピコキシストロビン(picoxystrobin)、ピジフルメトフェン(pydiflumetofen)、ビテルタノール(bitertanol)、ビナパクリル(binapacryl)、ビフェニル(biphenyl)、ピペラリン(piperalin)、ヒメキサゾール(hymexazol)、ピラオキシストロビン(pyraoxystrobin)、ピラクロストロビン(pyraclostrobin)、ピラジフルミド(pyraziflumid)、ピラゾホス(pyrazophos)、ピラプロポイン(pyrapropoyne)、ピラメトストロビン(pyrametostrobin)、ピリオフェノン(pyriofenone)、ピリソキサゾール(pyrisoxazole)、ピリダクロメチル(pyridachlometyl)、ピリフェノックス(pyrifenox)、ピリブチカルブ(pyributicarb)、ピリベンカルブ(pyribencarb)、ピリメタニル(pyrimethanil)、ピロキロン(pyroquilon)、ビンクロゾリン(vinclozolin)、ファーバム(ferbam)、ファモキサドン(famoxadone)、フェナジンオキシド(phenazine oxide)、フェナミドン(fenamidone)、フェナミンストロビン(fenaminstrobin)、フェナリモル(fenarimol)、フェノキサニル(fenoxanil)、フェリムゾン(ferimzone)、フェンピクロニル(fenpiclonil)、フェンピコキサミド(fenpicoxamid)、フェンピラザミン(fenpyrazamine)、フェンブコナゾール(fenbuconazole)、フェンフラム(fenfuram)、フェンプロピジン(fenpropidin)、フェンプロピモルフ(fenpropimorph)、フェンヘキサミド(fenhexamid)、フォルペット(folpet)、フサライド(phthalide)、ブピリメート(bupirimate)、フベリダゾール(fuberidazole)、ブラストサイジン-S(blasticidin-S)、フラメトピル(furametpyr)、フララキシル(furalaxyl)、フランカルボン酸(furancarboxylic acid)、フルアジナム(fluazinam)、フルインダピル(fluindapyr)、フルオキサストロビン(fluoxastrobin)、フルオキサピプロリン(fluoxapiprolin)、フルオピコリド(fluopicolide)、フルオピモミド(fluopimomide)、フルオピラム(fluopyram)、フルオルイミド(fluoroimide)、フルキサピロキサド(fluxapyroxad)、フルキンコナゾール(fluquinconazole)、フルコナゾール(furconazole)、フルコナゾール・シス(furconazole-cis)、フルジオキソニル(fludioxonil)、フルシラゾール(flusilazole)、フルスルファミド(flusulfamide)、フルチアニル(flutianil)、フルトラニル(flutolanil)、フルトリアホール(flutriafol)、フルフェノキシストロビン(flufenoxystrobin)、フルメトベル(flumetover)、フルモルフ(flumorph)、プロキナジド(proquinazid)、プロクロラズ(prochloraz)、プロシミドン(procymidone)、プロチオカルブ(prothiocarb)、プロチオコナゾール(prothioconazole)、ブロノポール(bronopol)、プロパモカルブ塩酸塩(propamocarb-hydrochloride)、プロピコナゾール(propiconazole)、プロピネブ(propineb)、プロベナゾール(probenazole)、ブロムコナゾール(bromuconazole)、フロリルピコキサミド(florylpicoxamid)、ヘキサコナゾール(hexaconazole)、
ベナラキシル(benalaxyl)、ベナラキシル・M(benalaxyl-M)、ベノダニル(benodanil)、ベノミル(benomyl)、ペフラゾエート(pefurazoate)、ペンコナゾール(penconazole)、ペンシクロン(pencycuron)、ベンゾビンジフルピル(benzovindiflupyr)、ベンチアゾール(benthiazole)、ベンチアバリカルブ・イソプロピル(benthiavalicarb-isopropyl)、ペンチオピラド(penthiopyrad)、ペンフルフェン(penflufen)、ボスカリド(boscalid)、ホセチル(fosetyl)(alminium,calcium,sodium)、ポリオキシン(polyoxin)、ポリカーバメート(polycarbamate)、ボルドー液(Bordeaux mixture)、マンコゼブ(mancozeb)、マンジプロパミド(mandipropamid)、マンデストロビン(mandestrobin)、マンネブ(maneb)、ミクロブタニル(myclobutanil)、ミネラルオイル(mineral oils)、ミルディオマイシン(mildiomycin)、メタスルホカルブ(methasulfocarb)、メタム(metam)、メタラキシル(metalaxyl)、メタラキシル・M(metalaxyl-M)、メチラム(metiram)、メチルテトラプロール(metyltetraprole)、メトコナゾール(metconazole)、メトミノストロビン(metominostrobin)、メトラフェノン(metrafenone)、メパニピリム(mepanipyrim)、メフェントリフルコナゾール(mefentrifluconazole)、メプチルジノカップ(meptyldinocap)、メプロニル(mepronil)、ヨードカルブ(iodocarb)、ラミナリン(laminarin)、亜リン酸及び塩(phosphorous acid and salts)、塩基性塩化銅(copper oxychloride)、銀(silver)、酸化第一銅(cuprous oxide)、水酸化第二銅(copper hydroxide)、炭酸水素カリウム(potassium bicarbonate)、炭酸水素ナトリウム(sodium bicarbonate)、硫黄(sulfur)、硫酸オキシキノリン(oxyquinoline sulfate)、硫酸銅(copper sulfate)、(3,4-ジクロロイソチアゾール-5-イル)メチル 4-(tert-ブチル)安息香酸エステル(化学名、CAS登録番号:1231214-23-5)、BAF-045(コード番号)、BAG-010(コード番号)、UK-2A(コード番号)、DBEDC(ドデシルベンゼンスルホン酸ビスエチレンジアミン銅錯塩[II])、MIF-1002(コード番号)、NF-180(コード番号)、TPTA(酢酸トリフェニルスズ)、TPTC(トリフェニルチンクロライド)、TPTH(水酸化トリフェニルスズ)、非病原性エルビニア・カロトボーラ。
1-ナフチルアセトアミド(1-naphthylacetamide)、1-メチルシクロプロペン(1-methylcyclopropene)、2,6-ジイソプロピルナフタレン(2,6-diisopropylnaphthalene)、4-CPA(4-クロロフェノキシ酢酸)、4-オキソ-4-(2-フェニルエチル)アミノ酪酸(化学名、CAS登録番号:1083-55-2)、アビグリシン(aviglycine)、アンシミドール(ancymidol)、イナベンフィド(inabenfide)、インドール酢酸(indole acetic acid)、インドール酪酸(indole butyric acid)、ウニコナゾール(uniconazole)、ウニコナゾール-P(uniconazole-P)、エチクロゼート(ethychlozate)、エテホン(ethephon)、エポコレオン(epocholeone)、カルボネ(carvone)、クロキシホナック(cloxyfonac)、クロキシホナック・カリウム塩(cloxyfonac-potassium)、クロプロップ(cloprop)、クロルメコート(chlormequat)、サイトカイニン(cytokinins)、シクラニリド(cyclanilide)、ジケグラック(dikegulac)、ジベレリン(gibberellins)、ジメチピン(dimethipin)、シントフェン(sintofen)、ダミノジット(daminozide)、チジアズロン(thidiazuron)、n-デシルアルコール(n-decanol)、トリアコンタノール(triacontanol)、トリネキサパック・エチル(trinexapac-ethyl)、パクロブトラゾール(paclobutrazol)、フルメトラリン(flumetralin)、フルルプリミドール(flurprimidol)、フルレノール(flurenol)、プロニトリジン(pronitridine)、プロヒドロジャスモン(prohydrojasmon)、プロヘキサジオン・カルシウム塩(prohexadione-calcium)、ベンジルアミノプリン(benzylaminopurine)、ホルクロルフェニュロン(forchlorfenuron)、マレイン酸ヒドラジド(maleic hydrazide)、メピコート・クロリド(mepiquat chloride)、メフルイジド(mefluidide)、過酸化カルシウム。
AD-67(4-ジクロロアセチル-1-オキサ-4-アザスピロ[4.5]デカン)、DKA-24(N1,N2-ジアリル-N2-ジクロロアセチルグリシンアミド)、MG-191(2-ジクロロメチル-2-メチル-1,3-ジオキサン)、N-(2-メトキシベンゾイル)-4-[(メチルアミノカルボニル)アミノ]ベンゼンスルホンアミド(化学名、CAS登録番号:129531-12-0)、PPG-1292(2,2-ジクロロ-N-(1,3-ジオキサン-2-イルメチル)-N-(2-プロペニル)アセトアミド)、R-29148(3-ジクロロアセチル-2,2,5-トリメチル-1,3-オキサゾリジン)、TI-35(1-ジクロロアセチルアゼパン(1-dichloroacetylazepane))、イソキサジフェン(isoxadifen)、イソキサジフェン-エチル(isoxadifen-ethyl)、オキサベトリニル(oxabetrinil)、クロキントセット-メキシル(cloquintcet-mexyl)、シオメトリニル(cyometrinil)、ジクロルミド(dichlormid)、ジシクロノン(dicyclonone)、シプロスルファミド(cyprosulfamide)、ナフタル酸無水物(1,8-Naphthalic Anhydride)、フェンクロラゾール-エチル(fenchlorazole-ethyl)、フェンクロリム(fenclorim)、フリラゾール(furilazole)、フルキソフェニム(fluxofenim)、フルラゾール(flurazole)、ベノキサコル(benoxacor)、メフェンピル(mefenpyr)、メフェンピルエチル(mefenpyr-ethyl)、メフェンピル-ジエチル(mefenpyr-diethyl)、低級アルキル置換安息香酸。
(1)本発明のマイクロカプセル組成物及びその他の原料の混合品に適当量の水を加えて混練後、一定の大きさの穴を開けたスクリーンから押出し造粒し、乾燥する方法。
(2)本発明のマイクロカプセル組成物及びその他の原料を、水や適当な溶剤に混合し、均一に懸濁させる方法。
(3)本発明のマイクロカプセル組成物を適当な担体と混合した後に乾燥し、その他の原料を混合する方法。
フェニルキシリルエタン(朝日石油化学製、商品名「ハイゾールSAS-296」、20℃における粘度は10mPa・s未満(B型粘度計(東機産業株式会社製)にて計測。以下同じ))5部にポリエステルブロック共重合体(CRODA製、商品名「ATLOX RHEOSTRUX 100-PW-(MV)」)0.05部を80℃の加温下でディゾルバー(プライミクス製、製品名「TKロボミックス」)を用いて攪拌して混合液を得た。該混合液の20℃における粘度は52mPa・sであった。前記混合液にピロキサスルホン5.1部を加え、30℃で周速9,425mm/sで15分間攪拌した後、イソシアネート(東ソー製、商品名「コロネート1130」)15部を加えて周速9,425mm/sでさらに攪拌し、1%ポリビニルアルコール水溶液68.51部およびシリコーン系消泡剤(旭染料製造製、商品名「アサヒシリコンAF-128」)0.1部をさらにまた加えて、25,133mm/sで10分間攪拌して懸濁溶液を得た。次いで、その懸濁溶液を30℃から昇温速度1℃/minで30分間、周速628mm/sで撹拌したのち、懸濁溶液を60℃に保ちながらさらに2時間30分間、周速628mm/sで攪拌し、ポリオキシエチレンポリオキシプロピレンブロックコポリマー(第一工業製薬製、商品名「エパン410」)2.0部を加えてさらに1時間攪拌した。反応終了後、室温にてナフタレンスルホン酸ホルムアルデヒド縮合物のナトリウム塩(花王製、商品名「デモールSN-B」)4.0部を加え、さらに周速3,142mm/sで5分攪拌し、キサンタンガム(三晶株式会社製、商品名「ケルザン」)0.2部を加え、10分攪拌したのち、目開き約300μm(48メッシュ)の篩で篩分けすることにより、ピロキサスルホンを封入したマイクロカプセル組成物を得た。この組成物は平均粒径が15.4μmの球形粒子であった。
実施例1において、キサンタンガムをナフタレンスルホン酸ホルムアルデヒド縮合物のナトリウム塩の後に加える代わりに、あらかじめ1%ポリビニルアルコール水溶液に混合させたこと以外は実施例1と同様にして、ピロキサスルホンを封入したマイクロカプセル組成物を得た。この組成物は平均粒径が26.5μmの球形粒子であった。
実施例2においてポリエステルブロック共重合体を加える代わりにポリビニルアルコール水溶液を68.56部に増量したこと以外は実施例2と同様にして、ピロキサスルホンを封入したマイクロカプセル組成物を得た。この組成物は平均粒径が14.6μmの球形粒子であった。尚、ピロキサスルホンを加える前の油性相の20℃における粘度は10mPa・s未満であった。
実施例1においてポリエステルブロック共重合体を加える代わりにポリビニルアルコール水溶液を68.56部に増量したこと以外は実施例1と同様にして、ピロキサスルホンを封入したマイクロカプセル組成物を得た。この組成物は平均粒径が8.0μmの球形粒子であった。尚、ピロキサスルホンを加える前の油性相の20℃における粘度は10mPa・s未満であった。
縦、幅、深さがそれぞれ11cmのプラスチックポットに畑土壌を充填し、ダイズの種子を播種して覆土した後、実施例1および2および比較例1および2で得られたマイクロカプセル組成物、比較例3および4として市販のピロキサスルホン含有顆粒水和剤(BASF製、製品名「ZIDUA」およびクミアイ化学製、製品名「ソリスト WG」)を1ヘクタール当りのピロキサスルホン量が210gになるよう量り取り、水で希釈し、1ヘクタール当り200リットルの散布水量で小型噴霧器を用いて均一にそれぞれ土壌散布した。その後、温室内で育成し、処理19日後にダイズの草丈を測定した。測定結果を表1に示す。
縦、幅、深さがそれぞれ11cmのプラスチックポットに畑土壌を充填し、ワタの種子を播種して覆土した。その後ワタを生育させ、ワタが本葉2葉展開期に達したとき、実施例1および2で得られたマイクロカプセル組成物を1ヘクタール当りのピロキサスルホン量が90g、比較例3の顆粒水和剤を1ヘクタール当りのピロキサスルホン量が45gになるよう量り取り、水で希釈し、1ヘクタール当り200リットルの散布水量で小型噴霧器を用いてワタの上から均一にそれぞれ茎葉散布した。その後、温室内で育成し、処理7日後に観察調査を行い、薬剤を処理しない試験区を対照区として、表2に示した基準に従って薬害程度を指数で評価し、0から10の11段階で表示した。調査の結果を表3に示す。
縦、幅、深さがそれぞれ11cmのプラスチックポットに畑土壌を充填し、イヌビエの種子を播種して覆土した。その後、実施例1で得られたマイクロカプセル組成物および比較例5として市販のピロキサスルホン含有フロアブル剤(BASF製、製品名「ZIDUA SC」)を1ヘクタール当りのピロキサスルホン量が90gになるよう量り取り、水で希釈し、1ヘクタール当り200リットルの散布水量で小型噴霧器を用いて土壌表面に均一にそれぞれ散布した。その後、温室内で育成し、処理20日後に観察調査を行い、薬剤を処理しない試験区を対照区として、表2に示した基準に従って除草効果の程度を指数で評価し、0から10の11段階で表示した。調査の結果を表4に示す。
Claims (30)
- ピロキサスルホンとポリエステルブロック共重合体が封入されたことを特徴とするマイクロカプセル組成物。
- 前記ピロキサスルホンと前記ポリエステルブロック共重合体がポリウレアおよび/またはポリウレタンを材質とする膜に封入された、請求項1に記載のマイクロカプセル組成物。
- 前記ポリウレアおよび/またはポリウレタンを形成するイソシアネートが芳香族イソシアネートである、請求項2に記載のマイクロカプセル組成物。
- 表面に前記ピロキサスルホンの結晶粒子が露出していない、請求項1~3のいずれか一項に記載のマイクロカプセル組成物。
- 体積平均径が5~100μmである、請求項1~4のいずれか一項に記載のマイクロカプセル組成物。
- 前記ピロキサスルホンの結晶粒子と、油性相と、前記ポリエステルブロック共重合体と、イソシアネートと、水性相と、を攪拌して得られる、請求項1~5のいずれか一項に記載のマイクロカプセル組成物。
- 前記ピロキサスルホンの結晶粒子の体積平均径が2~50μmである、請求項6に記載のマイクロカプセル組成物。
- 前記油性相と前記ポリエステルブロック共重合体の混合液と、前記ピロキサスルホンの結晶粒子と、前記イソシアネートと、前記水性相と、を攪拌して得られる、請求項6または7に記載のマイクロカプセル組成物。
- 前記油性相が有機溶剤である、請求項6~8のいずれか一項に記載のマイクロカプセル組成物。
- 前記油性相と前記ポリエステルブロック共重合体の混合液の20℃における粘度が10~500mPa・sである、請求項6~9のいずれか一項に記載のマイクロカプセル組成物。
- 前記水性相がさらに水溶性活性水素含有化合物を含む、請求項6~10のいずれか一項に記載のマイクロカプセル組成物。
- 前記水溶性活性水素含有化合物が、ポリオールおよびポリアミンからなる群より選ばれる少なくとも一種の化合物である、請求項11に記載のマイクロカプセル組成物。
- 前記水性相がさらに乳化剤を含む、請求項6~12のいずれか一項に記載のマイクロカプセル組成物。
- 前記乳化剤がポリビニルアルコールである、請求項13に記載のマイクロカプセル組成物。
- 前記ピロキサスルホンの結晶粒子1質量部に対して、前記イソシアネートと前記水溶性活性水素含有化合物の合計量が1~10質量部である、請求項11~14のいずれか一項に記載のマイクロカプセル組成物。
- 前記攪拌を周速10,000~50,000mm/sで行う、請求項6~15のいずれか一項に記載のマイクロカプセル組成物。
- 土壌処理または茎葉処理用である、請求項1~16のいずれか一項に記載のマイクロカプセル組成物。
- 請求項1~17のいずれか一項に記載のマイクロカプセル組成物を含有することを特徴とする、農薬製剤。
- 粉剤、粒剤、水和剤、粒状水和剤、水性懸濁剤または油性懸濁剤である、請求項18に記載の農薬製剤。
- 薬害軽減剤を含有しない、請求項18または19に記載の農薬製剤。
- ピロキサスルホンを封入したマイクロカプセル組成物の製造方法であって、ピロキサスルホンの結晶粒子と、ポリエステルブロック共重合体と、イソシアネートと、油性相と、水性相と、を周速10,000~50,000mm/sで高速攪拌することにより、前記水性相中に前記油性相を乳化分散し、油性相の乳化粒子を形成する乳化分散工程と、前記乳化分散工程にて形成された油性相の乳化粒子の少なくとも表面に膜を形成させる膜形成工程と、を含むことを特徴とする、マイクロカプセル組成物の製造方法。
- 前記乳化分散工程の前にポリエステルブロック共重合体と油性相を混合する工程を含む、請求項21に記載のマイクロカプセル組成物の製造方法。
- 前記膜形成工程において、前記イソシアネートと、前記水性相中の水および水溶性活性水素含有化合物の少なくともいずれか一方とを反応させることにより、前記乳化分散工程にて形成された油性相の乳化粒子の少なくとも表面にポリウレタンまたはポリウレアを材質とする膜を形成させる、請求項21または22に記載のマイクロカプセル組成物の製造方法。
- 前記マイクロカプセル組成物の体積平均径が5~100μmである、請求項21~23のいずれか一項に記載のマイクロカプセル組成物の製造方法。
- 前記ピロキサスルホンの結晶粒子の体積平均径が2~50μmである、請求項21~24のいずれか一項に記載のマイクロカプセル組成物の製造方法。
- 前記乳化分散工程にて形成された油性相の20℃における粘度が10~500mPa・sである、請求項21~25のいずれか一項に記載のマイクロカプセル組成物の製造方法。
- 有用植物を生育する農耕地において、請求項1~17のいずれか一項に記載のマイクロカプセル組成物または請求項18~20のいずれか一項に記載の農薬製剤で処理することを特徴とする、雑草防除方法。
- 前記有用植物がダイズまたはワタである、請求項27に記載の雑草防除方法。
- 前記農耕地が畑地である、請求項27または28に記載の雑草防除方法。
- 前記処理が土壌処理または茎葉処理である、請求項27~29のいずれか一項に記載の雑草防除方法。
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JP (1) | JP6947943B2 (ja) |
CN (1) | CN112955010B (ja) |
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AU (1) | AU2019369551B2 (ja) |
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Cited By (2)
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WO2021002484A2 (ja) | 2019-10-31 | 2021-01-07 | クミアイ化学工業株式会社 | 除草剤及びその中間体の製造方法 |
WO2022170871A1 (en) * | 2021-02-11 | 2022-08-18 | Rotam Agrochem International Company Limited | Novel crystalline form of pyroxasulfone, methods for its preparation and use of the same |
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- 2019-10-18 WO PCT/JP2019/041200 patent/WO2020090531A1/ja active Application Filing
- 2019-10-18 JP JP2020553791A patent/JP6947943B2/ja active Active
- 2019-10-18 BR BR112021006842-2A patent/BR112021006842A2/pt unknown
- 2019-10-18 US US17/288,653 patent/US20210392881A1/en active Pending
- 2019-10-28 AR ARP190103108A patent/AR116871A1/es unknown
- 2019-10-30 TW TW108139196A patent/TWI814929B/zh active
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JPWO2020090531A1 (ja) | 2021-09-24 |
US20210392881A1 (en) | 2021-12-23 |
BR112021006842A2 (pt) | 2021-07-13 |
AU2019369551A1 (en) | 2021-06-17 |
MX2021004641A (es) | 2021-12-16 |
AU2019369551B2 (en) | 2023-11-16 |
CN112955010A (zh) | 2021-06-11 |
CA3115965C (en) | 2023-03-07 |
TW202031352A (zh) | 2020-09-01 |
JP6947943B2 (ja) | 2021-10-13 |
AR116871A1 (es) | 2021-06-23 |
CA3115965A1 (en) | 2020-05-07 |
CN112955010B (zh) | 2022-07-26 |
TWI814929B (zh) | 2023-09-11 |
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