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WO2013191115A1 - Procédé de lutte contre les delphacidae - Google Patents

Procédé de lutte contre les delphacidae Download PDF

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Publication number
WO2013191115A1
WO2013191115A1 PCT/JP2013/066531 JP2013066531W WO2013191115A1 WO 2013191115 A1 WO2013191115 A1 WO 2013191115A1 JP 2013066531 W JP2013066531 W JP 2013066531W WO 2013191115 A1 WO2013191115 A1 WO 2013191115A1
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Prior art keywords
group
halogen atoms
different
compound
formula
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English (en)
Japanese (ja)
Inventor
えみ子 坂本
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Sumitomo Chemical Co Ltd
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Sumitomo Chemical Co Ltd
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Priority to CN201380032265.3A priority Critical patent/CN104427871A/zh
Priority to KR1020147035570A priority patent/KR20150023412A/ko
Publication of WO2013191115A1 publication Critical patent/WO2013191115A1/fr
Anticipated expiration legal-status Critical
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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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • 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
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A01N37/50—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids the nitrogen atom being doubly bound to the carbon skeleton
    • 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
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S424/00—Drug, bio-affecting and body treating compositions
    • Y10S424/10—Insect repellent

Definitions

  • the present invention relates to a method for controlling planthoppers.
  • This invention makes it a subject to provide the pest control method.
  • R 1 has a C1-C4 alkyl group which may have one or more halogen atoms, a C2-C4 alkenyl group which may have one or more halogen atoms, and one or more halogen atoms.
  • R 4 is any group represented by the following formulas (R 4a ) and (R 4b ) ⁇ Where, R 5a and R 5b are the same or different and are each a C1-C4 alkyl group optionally having one or more halogen atoms, a C1-C4 alkoxy group optionally having one or more halogen atoms, cyano Represents a group or a halogen atom, Z a and Z b are the same or different and represent 0, 1 or 2, When there are two R 5a and R 5b (that is, when Z a and Z b are 2), each R 5a and R 5b may be the same or different.
  • R 2 is any group represented by the following formulas (R 2a ), (R 2b ) and (R 2c ) ⁇
  • R 3a and R 3b are the same or different and represent a C1-C4 alkyl group or a halogen atom which may have one or more halogen atoms
  • X a and X b are the same or different and represent 0 or 1.
  • n is 2 or 3
  • a plurality of R 1 may be different from each other.
  • the control method of the planthopper which has the process of applying the effective amount of the compound shown by this to the rice seedling nursery.
  • R 2 is any group represented by the following formulas (R 2a ) and (R 2b ) [Where: R 3a and R 3b are the same or different and represent a C1-C4 alkyl group or a halogen atom which may have one or more halogen atoms, X a and X b are the same or different and represent 0 or 1. ]
  • [3] The method for controlling planthoppers according to [1] or [2], wherein an effective amount of the compound represented by the formula (I) is applied 5 to 2 days before transplanting rice.
  • R 1 has a C1-C4 alkyl group which may have one or more halogen atoms, a C2-C4 alkenyl group which may have one or more halogen atoms, and one or more halogen atoms.
  • R 4 is any group represented by the following formulas (R 4a ) and (R 4b ) ⁇ Where, R 5a and R 5b are the same or different and are each a C1-C4 alkyl group optionally having one or more halogen atoms, a C1-C4 alkoxy group optionally having one or more halogen atoms, cyano Represents a group or a halogen atom, Z a and Z b are the same or different and represent 0, 1 or 2, When there are two R 5a and R 5b , each R 5a and R 5b may be the same or different from each other.
  • R 2 is any group represented by the following formulas (R 2a ), (R 2b ) and (R 2c ) ⁇
  • R 3a and R 3b are the same or different and represent a C1-C4 alkyl group or a halogen atom which may have one or more halogen atoms
  • X a and X b are the same or different and represent 0 or 1.
  • n is 2 or 3
  • a plurality of R 1 may be different from each other.
  • the control method of the planthopper which has the process of applying the effective amount of the planthopper control composition containing the compound shown by 1 and 1 or more types of compounds chosen from a group (A) to a rice seedling raising place.
  • the compound represented by the formula (I) is represented by the formula (I):
  • R 2 is any group represented by the following formulas (R 2a ) and (R 2b ) [Where: R 3a and R 3b are the same or different and represent a C1-C4 alkyl group or a halogen atom which may have one or more halogen atoms, X a and X b are the same or different and represent 0 or 1. ]
  • [8] The planthopper control method according to any one of [1] to [7], wherein the planthopper is a brown planthopper, a white-spotted planthopper, or a brown planthopper.
  • planthoppers can be controlled.
  • the planthopper control method of the present invention comprises an effective amount of a compound represented by the above formula (I) (hereinafter referred to as the present mesoionic compound) or a compound represented by the above formula (I) in transplanting cultivation of rice. And an effective amount of a planthopper control composition (hereinafter referred to as the present control composition) containing at least one compound selected from the group (A) (hereinafter referred to as the present compound A). It has the process applied to the nursery of this.
  • a planthopper control composition hereinafter referred to as the present control composition
  • examples of the substituents represented by R 1 , R 2a , R 2b , R 2c , R 3a , R 3b , R 4a , R 4b , R 5a and R 5b are as follows. It is done.
  • the C1-C4 alkyl group means a linear or branched alkyl group having 1 to 4 carbon atoms, and examples thereof include a methyl group, an ethyl group, a propyl group, and a 1-methyl group. Examples include an ethyl group, a butyl group, a 1-methylpropyl group, a 2-methylpropyl group, and a 1,1-dimethylethyl group.
  • a C2-C4 alkenyl group is a linear or branched chain composed of 2 to 4 carbon atoms and has one or more double bonds in the molecule.
  • Means a hydrogen group for example, vinyl group, 1-propenyl group, 2-propenyl group, 1-methylvinyl group, 1-butenyl group, 2-butenyl group, 3-butenyl group, 2-methyl-2-propenyl group Is mentioned.
  • the C1-C4 alkoxy group means a group represented by a linear or branched alkyl-O— having 1 to 4 carbon atoms, such as a methoxy group, an ethoxy group, Examples include propoxy group, 1-methylethoxy group, butoxy group, 1-methylpropoxy group, 2-methylpropoxy group and 1,1-dimethylethoxy group.
  • the C1-C3 alkylsulfanyl group means a group represented by alkyl-S- having 1 to 3 carbon atoms, such as a methylsulfanyl group, an ethylsulfanyl group, a propylsulfanyl group, and isopropyl.
  • a sulfanyl group is mentioned.
  • halogen atoms means that when two or more halogen atoms are present, the halogen atoms may be the same or different from each other. Also good.
  • one or more means one or more and the maximum number of atoms or groups to which atoms or groups can be bonded, unless otherwise specified.
  • Examples of the halogen atom represented by R 1 , R 3a , R 3b , R 5a and R 5b include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.
  • Examples of the C1-C4 alkyl group optionally having one or more halogen atoms represented by R 1 , R 3a , R 3b , R 5a and R 5b include a methyl group, a fluoromethyl group, and a difluoromethyl group.
  • Examples of the C2-C4 alkenyl group represented by R 1 which may have one or more halogen atoms include a 2-propenyl group, a 3-chloro-2-propenyl group, and 2-chloro-2-propenyl. Groups, 3,3-dichloro-2-propenyl group, 2-butenyl group, 3-butenyl group and 2-methyl-2-propenyl group.
  • Examples of the C1-C4 alkoxy group optionally having one or more halogen atoms represented by R 1 , R 5a and R 5b include a methoxy group, a trifluoromethoxy group, an ethoxy group, 2,2, Examples include 2-trifluoroethoxy group, propoxy group, 1-methylethoxy group, butoxy group, 2-methylpropoxy group, 1-methylpropoxy group, and 1,1-dimethylethoxy group.
  • Examples of the C1-C3 alkylsulfanyl group represented by R 1 which may have one or more halogen atoms include a methylsulfanyl group, an ethylsulfanyl group, a propylsulfanyl group, an isopropylsulfanyl group, and trifluoromethylsulfanyl. Group, 2,2,2-trifluoroethylsulfanyl group and pentafluoroethylsulfanyl group.
  • R 2a examples include 6-fluoro-3-pyridyl group, 6-chloro-3-pyridyl group, 6-bromo-3-pyridyl group, 6-methyl-3-pyridyl group, 3-pyridyl group, 2- A pyridyl group is mentioned.
  • R 2b examples include a 2-fluoro-5-thiazolyl group, a 2-chloro-5-thiazolyl group, a 2-bromo-5-thiazolyl group, a 2-methyl-5-thiazolyl group, and a 5-thiazolyl group.
  • R 2c examples include a 5-pyrimidinyl group.
  • R 4a examples include a phenyl group, 2-fluorophenyl group, 3-fluorophenyl group, 4-fluorophenyl group, 3-chlorophenyl group, 4-chlorophenyl group, 3-cyanophenyl group, 4-cyanophenyl group, 2,4-dichlorophenyl group, 2,5-difluorophenyl group, 2-fluoro-4-cyanophenyl group, 2-methyl-4-chlorophenyl group, 4-chloro-2-fluorophenyl group, 3- (trifluoromethoxy ) Phenyl group, 4- (trifluoromethyl) phenyl group, 2-chloro-4- (trifluoromethyl) phenyl group, 2-fluoro-4- (trifluoromethyl) phenyl group, 2-fluoro-5- (tri Fluoromethyl) phenyl group, 2-fluoro-5- (trifluoromethoxy) phenyl group, 2-methyl-4- (toluen
  • R 4b examples include 6-fluoro-3-pyridyl group, 6-chloro-3-pyridyl group, 2,6-dichloro-3-pyridyl group, 4,6-dichloro-3-pyridyl group, 6-tridyl group, A fluoromethyl-3-pyridyl group is mentioned.
  • n 1, R 1 is a fluorine atom, a chlorine atom, a bromine atom, a methyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, or a trifluoromethylsulfanyl group, and R 2 Wherein 2- is a 5-chloro-5-thiazolyl group or a 5-pyrimidinyl group;
  • R 1 is the same as or different from each other, and is a fluorine atom, a chlorine atom, a bromine atom, a methyl group, a methoxy group, a trifluoromethyl group or a trifluoromethoxy group, and R A compound wherein 2 is a 2-chloro-5-thiazolyl group or a 5-pyrimidinyl group;
  • a compound wherein n 1, R 1 is a fluorine atom, a chlorine atom, a bromine atom, a methyl group, a methoxy group,
  • R 4 is a group represented by the formula (R 4a )
  • R 5a is a C1-C4 alkyl group which may have one or more halogen atoms, a C1-C4 alkoxy group which may have one or more halogen atoms, or a halogen atom ( R5a is the same)
  • R 2 is a group represented by the formula (R 2b )
  • R 3b is a halogen atom
  • X b is 1;
  • n is 1 or 2
  • R 1 may be a C1-C4 alkyl group that may have one or more halogen atoms, or C1 that may have one or more halogen atoms.
  • R 4 is a group represented by the formula (R 4a ), R 5a is a C1-C4 alkyl group which may have one or more halogen atoms, a C1-C4 alkoxy group which may have one or more halogen atoms, or a halogen atom ( R5a is the same) . or a phase may be different), Z a is 2 and R 2 is 2-chloro-5-thiazolyl group;
  • the present mesoionic compound also includes ionization embodiments represented by other structural formulas, and any of these embodiments is present alone or in admixture of two or more.
  • the present mesoionic compounds include these.
  • the present mesoionic compound can be produced by the method described in International Publication No. 2011/017342.
  • Probenazole, thiazinyl, tricyclazole, orysastrobin and pyroxylone used in the present invention are all known compounds, for example, “The Pesticide Manual-15th edition (published by BCPC); ISBN 978-1-901396-18-8”, 927, 1134, 1163, 840, and 999 pages. These compounds can be obtained from commercially available preparations or produced by known methods. Isotianil used in the present invention is a known compound and can be produced, for example, by the method described in International Publication No. 99/024413.
  • the mesoionic compound can be used as it is, but usually the mesoionic compound and an inert carrier are mixed, and a surfactant or other formulation adjuvant is added as necessary.
  • the content of the mesoionic compound in the preparation containing the mesoionic compound is usually 0.01 to 100% by weight, preferably 0.1 to 90% by weight, and more preferably 0.5 to 70% by weight.
  • the present control composition may be a simple mixture of the present mesoionic compound and the present compound A.
  • the present mesoionic compound, the present compound A and an inert carrier are mixed, and if necessary, a surfactant or Other formulation adjuvants are added and formulated into oils, emulsions, flowables, wettable powders, granular wettable powders, powders, granules and the like.
  • the total amount of the present mesoionic compound and the present compound A is usually 0.1% to 100% by weight, preferably 0.1 to 90% by weight, more preferably 0.5 to 70% by weight.
  • Examples of the inert carrier used for formulation include a solid carrier and a liquid carrier.
  • the solid carrier include minerals such as kaolin clay, attapulgite clay, bentonite, montmorillonite, acid clay, pyrophyllite, talc, diatomaceous earth, calcite, natural organic substances such as corn cob powder and walnut shell powder, urea
  • Examples include synthetic organic materials such as calcium carbonate, ammonium sulfate, and the like, fine powders or granular materials made of synthetic inorganic materials such as synthetic silicon hydroxide, and liquid carriers include aromatic carbonization such as xylene, alkylbenzene, and methylnaphthalene.
  • Alcohols such as 2-propanol, ethylene glycol, propylene glycol and ethylene glycol monoethyl ether, ketones such as acetone, cyclohexanone and isophorone, vegetable oils such as soybean oil and cottonseed oil, petroleum aliphatic hydrocarbons and esters kind Sulfoxide, acetonitrile, and water.
  • surfactants include anionic interfaces such as alkyl sulfate esters, alkylaryl sulfonates, dialkyl sulfosuccinates, polyoxyethylene alkylaryl ether phosphate esters, lignin sulfonates, naphthalene sulfonate formaldehyde polycondensates, and the like.
  • Nonionic surfactants such as activators and polyoxyethylene alkyl aryl ethers, polyoxyethylene alkyl polyoxypropylene block copolymers, sorbitan fatty acid esters, and cationic surfactants such as alkyltrimethylammonium salts.
  • adjuvants for preparation examples include water-soluble polymers such as polyvinyl alcohol and polyvinyl pyrrolidone, gum arabic, alginic acid and salts thereof, polysaccharides such as CMC (carboxymethyl cellulose) and xanthan gum, aluminum magnesium silicate, alumina sol Inorganic substances such as preservatives, coloring agents and stabilizers such as PAP (isopropyl acid phosphate) and BHT (2,6-di-tert-butyl-4-methylphenol).
  • water-soluble polymers such as polyvinyl alcohol and polyvinyl pyrrolidone, gum arabic, alginic acid and salts thereof, polysaccharides such as CMC (carboxymethyl cellulose) and xanthan gum, aluminum magnesium silicate, alumina sol
  • Inorganic substances such as preservatives, coloring agents and stabilizers such as PAP (isopropyl acid phosphate) and BHT (2,6-di-tert-buty
  • the ratio of the content of the present mesoionic compound and the present compound A in the present control composition is not particularly limited, but is usually 10: 1 to 1: 100, preferably 5: 1 to 1:50, more preferably by weight. Is 5: 1 to 1:25.
  • the present invention is carried out by applying the present mesoionic compound or the present control composition to rice seedlings.
  • the rice seedling place means a place where seedlings are cultivated during the period from seeding of rice to the time of transplanting, and is distinguished from Nissan.
  • paddy soil, field soil, mountain soil, and the like, artificial culture soil, artificial molding media, and the like are used.
  • insecticides and fungicides can be mixed or used together.
  • Examples of the planthoppers that can be controlled by the present invention include yellow planthopper (Nilaparvata lugens), white-spotted planthopper (Sogataella furcifera), and Japanese brown planthopper (Laodelphax striatellus).
  • the present invention it is possible to suppress the damage caused by planthoppers on the transplanted rice.
  • Examples of the damage caused by such planthoppers include the death of rice and the reduction of the number of rice tillers.
  • the rice After applying this mesoionic compound or this control composition to rice seedlings, the rice is transplanted.
  • Examples of places where rice is transplanted include flooded soil such as paddy fields and dry rice fields.
  • the time to apply the present mesoionic compound or the present control composition is not particularly limited as long as it is a period from the sowing of rice to the time of transplantation, but preferably 5 days before transplantation and 2 days before transplantation.
  • the application amount of the present mesoionic compound or the present control composition can be changed depending on the type and degree of occurrence of the planthoppers to be controlled, the formulation form, weather conditions, etc., but the amount of the present mesoionic compound or the present mesoion
  • the total amount of the compound and the present compound A is usually 0.01 to 1000 g, preferably 0.1 to 200 g, per 1 m 2 of rice seedlings.
  • the application amount is the amount of the mesoionic compound or the total amount of the mesoionic compound and the compound A as one box of seedling box (about 60 cm in width,
  • the length is usually 0.01 to 35 g, preferably 0.02 to 20 g per length (about 30 cm).
  • the preparation form of the present mesoionic compound or the present control composition used in the present invention is a granule, a powder or the like, it is usually applied as it is without dilution.
  • emulsions, wettable powders, granular wettable powders, flowable powders and the like they may be applied as they are, but are usually diluted with water and applied.
  • the concentration of the present mesoionic compound or the total concentration of the present mesoionic compound and the present compound A is usually 0.00001 to 10% by weight, preferably 0.0001 to 5% by weight.
  • rice varieties are not particularly limited. Moreover, the rice to which herbicide tolerance, pest tolerance, or environmental stress tolerance was imparted by genetic recombination techniques or breeding methods by crossing may be used.
  • Formulation Example 1 4 parts of this mesoionic compound (Compound Nos. 1 to 69), 1 part of synthetic hydrous silicon oxide, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and 100 parts of the remainder of kaolin clay are mixed well, and water is added. After kneading well, granulation is dried to obtain granules.
  • Formulation Example 2 4 parts of this mesoionic compound (compound Nos. 1 to 69), 2 parts of isotianil, 1 part of synthetic hydrous silicon oxide, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and 100 parts of kaolin clay residue are thoroughly pulverized and mixed. After adding water and kneading well, granulation is dried to obtain granules.
  • Formulation Example 10 1 part of this mesoionic compound (Compound No. 1 to 69), 1 part of synthetic hydrous silicon oxide, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and 100 parts of kaolin clay balance are thoroughly pulverized and mixed, and water is added. After kneading well, granulation is dried to obtain granules.
  • Formulation Example 11 1 part of this mesoionic compound (Compound Nos. 1 to 69), 2 parts of isotianil, 1 part of synthetic hydrous silicon oxide, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and 100 parts of kaolin clay residue are thoroughly pulverized and mixed. After adding water and kneading well, granulation is dried to obtain granules.
  • Formulation Example 19 (wettable powder) Add 10 parts of this mesoionic compound (Compound Nos. 1 to 69) to a mixture of 4 parts of sodium lauryl sulfate, 2 parts of calcium lignin sulfonate, 20 parts of synthetic silicon hydroxide fine powder and the remainder of diatomaceous earth, and mix well. To obtain 100 parts of wettable powder.
  • Formulation Example 20 (wettable powder) 10 parts of this mesoionic compound (Compound Nos. 1 to 69) and 2 parts of isotianil were added to a mixture of 4 parts of sodium lauryl sulfate, 2 parts of calcium lignin sulfonate, 20 parts of synthetic hydrous silicon hydroxide fine powder and the remainder of diatomaceous earth, Mix well and obtain 100 parts of wettable powder.
  • Formulation Examples 21-25 (wettable powder) It replaces with 2 parts of isotianil, and except having applied with each compound and usage-amount of the [Table 7] description, operation similar to the formulation example 20 is performed, and a wettable powder 100 parts is obtained.
  • Formulation Example 26 (Flowable) By finely pulverizing 100 parts of a mixture obtained by mixing 5 parts of the present mesoionic compound (Compound Nos. 1 to 69), 30 parts of white carbon containing 50 parts of polyoxyethylene alkyl ether sulfate ammonium salt, and the remaining water by a wet pulverization method, Obtain a flowable agent.
  • Formulation Example 27 (Flowable) Finely pulverize 100 parts of a mixture of 5 parts of this mesoionic compound (Compound Nos. 1 to 69), 2 parts of isothianyl, 30 parts of white carbon containing 50 parts of polyoxyethylene alkyl ether sulfate ammonium salt and the remainder of the water by a wet grinding method. By doing so, a flowable agent is obtained.
  • Test example 1 Acetone containing 5% (w / v) of Sorgen TW-20 (Daiichi Kogyo Seiyaku Co., Ltd.) in a predetermined amount of the present mesoionic compound (Compound No. 6), the present mesoionic compound (Compound No. 7) and isotianil. After dissolving in 0.2 ml (manufactured by Kosei Pharmaceutical Co., Ltd.), it was diluted with water to a predetermined concentration. The mesoionic compound (compound No. 6) or the mesoionic compound (compound No. 7) in water diluted with an aqueous solution of isothianyl is mixed and tested to give the application rates shown in Table 9 and Table 10.
  • a medical solution was prepared. Twelve days before transplantation, the above test was carried out on the original soil of one rice plant (Oryza sativa, variety: Hoshi no Yume, 8 days after sowing, plant height 7 cm, 1.3 leaf stage) with 6 stems planted in a paper pot. 0.5 ml of chemical solution was applied and placed in a greenhouse (23 ° C.). 5 days before transplantation, the above test was carried out on the original soil of one rice plant (Oryza sativa, variety: Hoshi no Yume, 15 days after sowing, plant height 9 cm, 1.8 leaf stage) with 6 stems planted in a paper pot 0.5 ml of chemical solution was applied and placed in a greenhouse (23 ° C.).
  • the rice stock was covered with a plastic cup, 10 4th instar larvae and adults of the brown planthopper were released, and the whole rice and the plastic cup were covered with a nylon net. This is called a processing zone.
  • rice (6 days after sowing, plant height 13 cm, 2.4 leaf stage) having 6 stems planted in a paper pot without applying the test chemical was transplanted in the same manner as in the treatment section, Placed in a greenhouse, 10 4th instar larvae and adults of the brown planthopper were released. This is called an untreated section.
  • Ten days after release the number of dead insects and the number of dead stems in rice were observed. From the observation results, the mortality rate was calculated by Formula 1), the corrected mortality rate by Formula 2), and the dead stem rate by Formula 3). The test was repeated twice. The average values are shown in Tables 9 and 10.
  • corrected mortality rate (%) ⁇ (treated area mortality rate ⁇ untreated area mortality ratio) / (100 ⁇ untreated area mortality ratio) ⁇ ⁇ 100
  • dead stem rate (%) number of dead stems / number of test stems ⁇ 100
  • Test example 2 This mesoionic compound (compound No. 6) and orissastrobin are dissolved in 0.2 ml of acetone (manufactured by Wako Pure Chemical Industries, Ltd.) containing 5% (w / v) of Sorgen TW-20 (Daiichi Kogyo Seiyaku), respectively. After that, it was diluted with water to a predetermined concentration.
  • the mesoionic compound (Compound No. 6) in water and orisatrobin in water were mixed to prepare a test drug solution having the application rates shown in Table 11.
  • test chemical solution was added to one strain of rice (Oryza sativa, variety: Hoshi no Yume, 17 days after sowing, plant height 10 cm, two leaf stage) with 6 stems planted in a paper pot. 0.5 ml was applied and placed in a greenhouse (23 ° C.). 2 days before transplanting, 1 strain of rice (Oryza sativa, variety: Hoshi no Yume, 20 days after sowing, plant height 12 cm, 2.3 leaf stage) with 1 stem planted in a paper pot was applied with 0.5 ml of the test chemical solution and placed in a greenhouse (23 ° C.).
  • Rice to which the test chemical solution was applied was transplanted to the flooded soil in a 1 / 10000a Wagner pot and placed in a greenhouse (23 ° C.).
  • the rice stock was covered with a plastic cup, 10 4th instar larvae and adults of the brown planthopper were released, and the whole rice and the plastic cup were covered with a nylon net. This is called a processing zone.
  • rice (6 days after sowing, plant height 14 cm, 2.5 leaf stage) having 6 stems planted in a paper pot without applying the test chemical was transplanted in the same manner as in the treatment section, Placed in a greenhouse, 10 4th instar larvae and adults of the brown planthopper were released. This is called an untreated section.
  • Test example 3 The mesoionic compound (Compound No. 7) and orissastrobin are dissolved in 0.2 ml of acetone (manufactured by Wako Pure Chemical Industries, Ltd.) containing 5% (w / v) of Sorgen TW-20 (Daiichi Kogyo Seiyaku Co., Ltd.) each in a predetermined amount. After that, it was diluted with water to a predetermined concentration. The mesoionic compound (Compound No. 7) in water and orisatrobin in water were mixed to prepare a test drug solution having the application rates shown in Table 12.
  • the rice stock was covered with a plastic cup, 10 4th instar larvae and adults of the brown planthopper were released, and the whole rice and the plastic cup were covered with a nylon net. This is called a processing zone.
  • rice (6 days after sowing, plant height 13 cm, 2.4 leaf stage) having 6 stems planted in a paper pot without applying the test chemical was transplanted in the same manner as in the treatment section, Placed in a greenhouse, 10 4th instar larvae and adults of the brown planthopper were released. This is called an untreated section.
  • Ten days after release the number of dead insects and the number of dead stems in rice were observed. From the observation results, as in Test 1, the mortality rate was calculated by Formula 1), the corrected mortality rate by Formula 2), and the dead stem rate by Formula 3). The test was repeated twice. The average value is shown in Table 12.
  • Test example 4 This mesoionic compound (Compound No. 6), this mesoionic compound (Compound No. 7) and probenazole, respectively, acetone (Wako Pure), containing 5% (w / v) Sorgen TW-20 (Daiichi Kogyo Seiyaku). Yakuhin Kogyo Co., Ltd.) was dissolved in 0.2 ml and diluted with water to a predetermined concentration. The mesoionic compound (Compound No. 6) or the aqueous mesoionic compound (Compound No. 7) in water and the aqueous solution of probenazole are mixed, and the test drug solution is prepared so that the application amount shown in Table 13 is obtained. Prepared.
  • the rice stock was covered with a plastic cup, 10 4th instar larvae and adults of the brown planthopper were released, and the whole rice and the plastic cup were covered with a nylon net. This is called a processing zone.
  • rice (6 days after sowing, plant height 14 cm, 2.5 leaf stage) having 6 stems planted in a paper pot without applying the test chemical solution was transplanted in the same manner as in the treatment section, Placed in a greenhouse, 10 4th instar larvae and adults of the brown planthopper were released. This is called an untreated section.
  • Ten days after release the number of dead insects and the number of dead stems in rice were observed. From the observation results, as in Test 1, the mortality rate was calculated by Formula 1), the corrected mortality rate by Formula 2), and the dead stem rate by Formula 3). The test was repeated twice. The average value is shown in Table 14.
  • the present mesoionic compound (Compound No. 10), the present mesoionic compound (Compound No. 16), the present mesoionic compound (Compound No. 21), isothianyl, probenazole, and orisatrobin are each given in a predetermined amount, Sorgen TW-20 (Daiichi Kogyo Seiyaku Co., Ltd.). ) was dissolved in 0.2 ml of acetone (manufactured by Wako Pure Chemical Industries) containing 5% (w / v), and then diluted with water to a predetermined concentration.
  • Test chemical solutions were prepared so that the application rates shown in Tables 15 to 17 were obtained. Five days before transplantation, the test chemical solution was added to one strain of rice (Oryza sativa, variety: Hoshi no Yume, 17 days after sowing, plant height 10 cm, two leaf stage) with 6 stems planted in a paper pot. 0.5 ml was applied and placed in a greenhouse (23 ° C.).

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

Abstract

La présente invention concerne un procédé de lutte contre les delphacidae impliquant une étape, lors de la transplantation du riz, d'application sur le sol pour la croissance de semis de riz, d'une quantité efficace d'un composé représenté dans la formule (I) [chaque symbole de la formule est tel que défini dans la description], ou d'une quantité efficace d'une composition de lutte contre les delphacidae contenant un composé représenté dans la formule (I) et un ou plusieurs composés choisis dans le groupe (A). Le groupe (A) comprend : l'isotianil, le probénazole, le tiadinil, le tricyclazole, l'orysastrobine et la pyroquilone. Le procédé de lutte contre les delphacidae présente un excellent effet de lutte contre les Delphacidae.
PCT/JP2013/066531 2012-06-21 2013-06-11 Procédé de lutte contre les delphacidae Ceased WO2013191115A1 (fr)

Priority Applications (2)

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CN201380032265.3A CN104427871A (zh) 2012-06-21 2013-06-11 飞虱类的防除方法
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JP2013065654A JP2014024830A (ja) 2012-06-21 2013-03-27 ウンカ類の防除方法
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Publication number Priority date Publication date Assignee Title
WO2018108730A1 (fr) * 2016-12-16 2018-06-21 Bayer Aktiengesellschaft Imidazopyridines mésoioniques utilisées comme insecticides

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CN120441570A (zh) * 2024-02-08 2025-08-08 青岛清原化合物有限公司 介离子嘧啶鎓类化合物及其应用
CN120774912A (zh) * 2024-04-09 2025-10-14 青岛清原化合物有限公司 一种介离子嘧啶鎓类化合物及其应用

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011017342A2 (fr) * 2009-08-05 2011-02-10 E. I. Du Pont De Nemours And Company Pesticides mésoioniques
WO2012090910A1 (fr) * 2010-12-27 2012-07-05 住友化学株式会社 Composition de lutte contre des arthropodes dangereux et procédé de lutte contre des arthropodes dangereux

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TWI401023B (zh) * 2008-02-06 2013-07-11 Du Pont 中離子農藥
UA107804C2 (en) * 2009-08-05 2015-02-25 Du Pont Mixtures of pesticides mezoionnyh

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011017342A2 (fr) * 2009-08-05 2011-02-10 E. I. Du Pont De Nemours And Company Pesticides mésoioniques
WO2012090910A1 (fr) * 2010-12-27 2012-07-05 住友化学株式会社 Composition de lutte contre des arthropodes dangereux et procédé de lutte contre des arthropodes dangereux

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2018108730A1 (fr) * 2016-12-16 2018-06-21 Bayer Aktiengesellschaft Imidazopyridines mésoioniques utilisées comme insecticides
JP2020502110A (ja) * 2016-12-16 2020-01-23 バイエル・アクチエンゲゼルシヤフト 殺虫剤として使用するためのメソイオン性イミダゾピリジン類

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