KR20120059397A - Pesticidal composition and method for controlling pests - Google Patents

Pesticidal composition and method for controlling pests Download PDF

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Publication number
KR20120059397A
KR20120059397A KR1020110125063A KR20110125063A KR20120059397A KR 20120059397 A KR20120059397 A KR 20120059397A KR 1020110125063 A KR1020110125063 A KR 1020110125063A KR 20110125063 A KR20110125063 A KR 20110125063A KR 20120059397 A KR20120059397 A KR 20120059397A
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South Korea
Prior art keywords
ester compound
parts
formulation
pesticidal composition
ethylene
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KR1020110125063A
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Korean (ko)
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마사요 스가노
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스미또모 가가꾸 가부시끼가이샤
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Priority to KR1020110125063A priority Critical patent/KR20120059397A/en
Publication of KR20120059397A publication Critical patent/KR20120059397A/en

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    • 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
    • A01N25/02—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 containing liquids as carriers, diluents or solvents
    • A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • 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
    • A01N25/02—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 containing liquids as carriers, diluents or solvents
    • A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • A01N25/06—Aerosols
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/12—Powders or granules
    • 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
    • A01N25/18—Vapour or smoke emitting compositions with delayed or sustained release
    • 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
    • A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2/00—Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor
    • A61L2/16—Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor using chemical substances
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
    • D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
    • D21H21/36—Biocidal agents, e.g. fungicidal, bactericidal, insecticidal agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2202/00—Aspects relating to methods or apparatus for disinfecting or sterilising materials or objects
    • A61L2202/20—Targets to be treated
    • A61L2202/25—Rooms in buildings, passenger compartments

Abstract

Ester compound represented by following formula (I):

Figure pat00015

And ester compounds represented by the following formula (II):
Figure pat00016

An insecticidal composition comprising as an active ingredient, the insecticidal composition having an excellent control effect against pests.

Description

Insecticidal compositions and methods for pest control {PESTICIDAL COMPOSITION AND METHOD FOR CONTROLLING PESTS}

This application claims the priority of Japanese Patent Application No. 2010-266206 (filed November 30, 2010), the entirety of which is incorporated herein by reference.

The present invention relates to pesticidal compositions and methods for controlling pests.

Ester compound represented by following formula (I):

Figure pat00001

Is known as the active ingredient of pesticides (for example EP0054360A2 and CN101306997A).

EP0054360A2 discloses compounds of formula I useful as pesticides and compositions comprising them:

Figure pat00002

[Wherein R 1 and R 2 are methyl, halomethyl or halo, X is O, S, S (O), SO 2 or NR 4 , where R 4 is H, lower alkyl or lower carboxyl acyl R 3 is lower alkyl, lower alkenyl, phenyl or benzyl, and further R 3 may be H when X is NR 4 ; n is 1 to 4;

CN101306997A discloses a pyrethroid compound having the structure as Formula A:

Figure pat00003

In formula A, the compound is a right-sided rotation (dextrogyrous) single optical isomer, wherein R 1 and R 2 are each the same halogen or a different halogen.

Ester compound represented by following formula (II):

Figure pat00004

Is also known as the active ingredient of the pesticide (eg US5004822).

US5004822 discloses pesticides of the formula:

Figure pat00005

[Wherein, R 1 represents hydrogen or a methyl group; R 2 represents hydrogen or a halogen or lower alkyl group; R 3 is hydrogen or halogen, lower alkyl (when R 2 represents a lower alkyl group being different and R 2) or carbonyl lower alkoxy group (R 2 is by containing at least two carbon atoms in the lower alkoxy moiety indicate that the methyl Or R 2 and R 3 together with a carbon atom bonded thereto represent a cycloalkylene ring having at least one endocyclic carbon to carbon double bond; Provided that (a) R 2 and R 3 each represent hydrogen only when R 1 represents methyl and (b) R 3 contains two or more carbon atoms when R 1 and R 2 each represent hydrogen; R represents a group forming a pesticidal ester with chrysanthema, for example 5-benzyl-3-furylmethyl, 3-phenoxybenzyl, α-cyano-3-phenoxybenzyl].

However, in some cases it is necessary to provide pesticides with greater control effects depending on the location of use and the pests to be controlled.

Summary of the Invention

It is an object of the present invention to provide pesticidal compositions and pest control methods having excellent control effects on pests.

The present inventors earnestly studied and found that the excellent control effect to a pest is obtained by using together the ester compound represented by Formula (I) and the ester compound represented by Formula (II). As a result, the present invention has been completed.

The present invention relates to:

[1] an ester compound represented by the following formula (I) (hereinafter referred to as "ester compound A"):

Figure pat00006

And ester compounds represented by the following formula (II) (hereinafter referred to as "ester compound B"):

Figure pat00007

Insecticidal composition comprising as an active ingredient (hereinafter referred to as "the present pesticidal composition").

[2] The composition of [1], wherein the weight ratio of ester compound A to ester compound B is 50: 1 to 1:50.

[3] A pest control method comprising applying an ester compound A and an ester compound B in a total effective amount to a pest or a habitat of a pest.

[4] Use of a combination of ester compound A and ester compound B for pest control.

The pesticidal composition has an excellent control effect against pests.

Aspects of Carrying Out the Invention

The pesticidal composition is characterized by comprising ester compound A and ester compound B.

Ester compound A can be produced, for example, by the method described in EP0054360A2.

Ester compound B can be produced by the method described, for example, in US5004822.

Ester compound A and ester compound B can form isomers, because these compounds each have two asymmetric carbon atoms in the cyclopropane ring. In the present invention, a compound comprising any proportion of the active isomers can be used as the ester compound A or the ester compound B.

Pests for which the pesticidal composition has an effect include harmful arthropods such as harmful insects and harmful mites. The embodiment is as follows:

Species Moths such as Chilo suppressalis, Panax moth (Cnaphalocrosis medinalis), and Plodia interpunctel1a; Chestnut moths such as Spodoptera litura, Moss moth (Pseudaletia separata) and Thief moth (Mamestra brassicae); White butterfly, such as Pieris rapae cruncivora; Leafy moths such as Adoxophyes spp .; Deep moth; Oyster moth; Poison moth; Antographa; Agrotis spp., Such as Agrotis segetum and Agrotis ipsilon; Helicobpa spp .; Heliothis spp., Plutella xylostella, Parnella guttata, Tinnea pellionella, Tineola bisselliella, etc.

Dicots: clusters of genus such as Culex pipiens pallens, Culex tritaeniorhynchus, and Culex quinquefasciatus; Hornbills such as Aedes aegypti and Aedes albopictus; Malaria, such as the Chinese spotted mosquito (Anopheles sinensis); Midget (Chironomidae); Houseflies, such as Musca domestica, Musca corvina, Muscina stabulans, and Fannia canicularis; Black fly family; Sleepyaceae; Asteraceae, such as Delia platura and Delia antiqua; Sepsidae; Fruit Fly (Tephritidae); Ogromyzidae; Drosophilidae such as Drosophia melanogaster; Psychodidae; Phoridae, such as Megagaselia spiracularis; Simuliidae; Tabanidae; Stomoxyidae; Ceratopogonidae, etc.

Blattaria: the German wheel (Blattella germanica), the wheel (Periplaneta fuliginosa), the periplaneta americana, the Periplaneta brunnea, the Japanese wheel (Blatta orientalis), etc.

Maxima: Formicidae, Waspidae, Bethylidae, Beetle (Athalia rosae ruficornis), etc. Tenthredinidae.

Gentiles: Ctenocephalides canis, Ctenocephalides felis, Human fleas (Pulex irritans), etc.

Anoplura: Pediculus humanus, Pthirus pubis, Pediculus humanus capitis, Pediculus humanus corporis and the like.

Termites: termites (Reticulitermes speratus), termites (Coptotermes formosanus), etc.

Stink bugs: extinct species such as Laodelphax striatellus, Nilaparvata lugens and Sogatella furcifera; Deltocephalidae such as Nephotettix cincticeps and Nephotettix virescens; Aphiddae (Aphididae); Pentatomidae; Aleyrodidae; Coccoidae; Cimicidae, such as Cinex lectularius; Tingidae; Psyllidae, etc.

Coleoptera: Attagenus unicolor, Anthrenus verbasci; Corn rootworms such as western corn rootworm (Diabrotica virgifera) and southern corn rootworm (Diabrotica urdecimpunctaca howardi); Scarabaeidae, such as the copper beetle (Anomala cuprea) and Anomala rufocuprea; Weevil, such as Sitophilus zeamais, Lissorhoptrus oryzophilus, Antonomus grandis grandis, and Callosobruchus chinensis; Gourds such as brown bran (Tenebrio molitor) and rice flour beetle (Tribolium castaneum); Leaf beetles such as Olema oryzae, Phlelotreta striolata and Cucumber leaf beetle (Aulacophora femoralis); Epilachna spp., Such as Anobiidae and Twenty eight Spotted Ladybug (Henosepilachna vigintioctopunctata); Lycotidae (Lyctidae); Dogwood (Bostrychidae); Cerambycidae; Blue ant semiwing (Paederus fuscipes), etc.

Larva (Thysanoptera): Cucumber Larvae (Thrips palmi), Flower Yellow Larvae (Frankliniella occidentalis), Hawaiian Larvae (Thrips hawaiiensis).

Locust tree: Land Dog, Acrididae, etc.

Acarina: Pyroglyphidae, such as North American house dust mites (Dermatophagoides farinae) and European house dust mites (Dermatophagoides pteronyssinus); Powdered mites such as Tyrophagus putrescentiae and Aleuroglyphus ovatus; Glycyphagidae, such as the meat mite Glycyphagus privatus, the meat mite Domestikus and the Glycyphagus destructor; Cheyletidae, such as Cheyletus malaccensis and Cheyletus moorei; Tarsonemidae; Chortoglyphidae; Orribatei; Tetranychidae, such as Tetranychus urticae, Ganza and Mine, Panonychus citri, and Panonychus ulmi; Ixodidae, such as Haemaphysalis longicornis; Perennial mites such as Ornithonyssus sylvairum and Red mite (Dermanyssus galinae).

The present pesticidal composition has an excellent control effect, in particular against Diptera.

The weight ratio of ester compound A to ester compound B included in the present pesticidal composition is usually 50: 1 to 1:50, preferably 10: 1 to 1:10.

As the present pesticidal composition, a simple mixture of ester compound A and ester compound B can be used on its own, but is usually applied after being formulated in any of the following formulations. The formulations may be oil formulations, emulsifiable concentrates, wet powders, flowable concentrates (eg, aqueous suspension concentrates and aqueous emulsion concentrates), microcapsules, dust, granules, tablets, aerosols, carbon dioxide formulations. , Volatile formulations by heating (e.g., insecticide coils, insecticidal mats for electric heating and volatile formulations by heating with absorbent wicks), Piezo-type insecticidal formulations, heat fumigants (e.g., Self-burning-type fumigants, chemical-reaction-type fumigants and porous ceramic plate fumigants, non-heated volatile formulations (eg, resin volatile formulations, paper volatile formulations, nonwoven volatile formulations, braided) ) Fabric volatile formulations and sublimable tablets), smoked formulations (eg fogging), direct contact formulations (eg sheet-like contact formulations, tape-like contact formulations, and four) - and a similar contact formulations), ULV formulations and poison food (poisonous bait).

As a method for the formulation, the following method can be exemplified.

(1) A method of mixing ester compound A and ester compound B with a solid carrier, a liquid carrier, a gas carrier, a feed, and the like, and adding surfactants and / or other auxiliaries for the formulation to the processing if necessary, followed by processing.

(2) A method of impregnating a substrate with ester compound A and ester compound B.

(3) A method of molding or molding after mixing the ester compound A, the ester compound B and the substrate.

The formulations typically comprise ester compound A and ester compound B in a total amount of 0.001 to 98% by weight, although the total amount depends on the type of formulation.

Examples of solid carriers used for the formulation include fine powders and granules of clay (e.g. kaolin clay, diatomaceous earth, bentonite, fubasami clay and acid clay), synthetic hydration Silicon dioxide, talc, ceramics, other inorganic minerals (e.g., mica, quartz, sulfur, activated carbon, calcium carbonate and hydrated silica) and chemical fertilizers (e.g. ammonium sulfate, ammonium phosphate, ammonium nitrate, ammonium chloride and urea) ); Materials that are solid at ordinary temperatures (eg, 2,4,6-triisopropyl-1,3,5-trioxane, naphthalene, p-dichlorobenzene, camphor and adamantane); And multifibers of felt, fibers, fabrics, knitted fabrics, sheets, paper, yarns, foams, porous materials and one or more of the following materials: wool, silk, cotton, flax, pulp, synthetic resins (eg, polyethylene resins) Such as low-density polyethylenes, linear low-density polyethylenes and high-density polyethylenes; ethylene-vinyl ester copolymers such as ethylene-vinyl acetate copolymers; ethylene-methacrylic acid ester copolymers such as ethylene-methyl methacrylate air Copolymers and ethylene-ethyl methacrylate copolymers; ethylene-acrylic acid ester copolymers such as ethylene-methyl acrylate copolymers and ethylene-ethyl acrylate copolymers; ethylene-vinylcarboxylic acid copolymers such as ethylene-acrylic acid copolymers Ethylene-tetracyclododecene copolymers; polypropylene resins such as propylene homopolymers and propylene- Styrene copolymers; poly-4-methylpentene-1, polybutene-1, polybutadiene and polystyrene; acrylonitrile-styrene resins; styrene-based elastomers such as acrylonitrile-butadiene-styrene resins, styrene-conjugated Diene block copolymers and styrene-conjugated diene block copolymers hydrogenation products; fluororesins; acrylic resins such as poly (methyl methacrylate); polyamide resins such as nylon 6 and nylon 66; polyester resins such as poly (Ethylene terephthalate), poly (ethylene naphthalate), poly (butylene terephthalate) and poly (cyclohexylenedimethylene terephthalate); and porous resins such as polycarbonate, polyacetal, polyacrylic sulfone, polya Relates, hydroxybenzoic acid polyesters, polyether imides, polyester carbonates, polyphenylenes Tere resin, poly (vinyl chloride), poly (vinylidene chloride), polyurethane, expanded polyurethane, expanded polypropylene and expanded polyethylene), glass, metal, ceramic and the like.

Liquid carriers include aromatic or aliphatic hydrocarbons (e.g. xylene, toluene, alkylnaphthalene, phenylxylylethane, kerosene, diesel, hexane and cyclohexane), halogenated hydrocarbons (e.g. chlorobenzene, dichloromethane, dichloroethane And trichloroethane), alcohols (eg, methanol, ethanol, isopropyl alcohol, butanol, hexanol, benzyl alcohol and ethylene glycol), ethers (eg, diethyl ether, ethylene glycol dimethyl ether, diethylene glycol Monomethyl ether, diethylene glycol monoethyl ether, propylene glycol monomethyl ether, tetrahydrofuran and dioxane), esters (eg ethyl acetate and butyl acetate), ketones (eg acetone, methyl ethyl ketone, Methyl isobutyl ketone and cyclohexanone), nitrile (e.g. acetonitrile and isobutyronitrile), sulfoxide ( For example, dimethyl sulfoxide), acid amides (eg, N, N-dimethylformamide, N, N-dimethylacetamide and N-methylpyrrolidone), alkylidene carbonates (eg, propylene Carbonates), vegetable oils (eg soybean oil and cottonseed oil), vegetable essential oils (eg orange oil, hyssop oil and lemon oil) and water.

Gas carriers include butane gas, CFC gas, liquefied petroleum gas (LPG), dimethyl ether and carbon dioxide.

Surfactants include alkyl sulfates, alkylsulfonates, alkylarylsulfonates, alkyl aryl ethers and their polyoxyethylenated products, polyethylene glycol ethers, polyhydric alcohol esters and sugar alcohol derivatives.

Other auxiliaries for the formulation include adhesives, dispersants and stabilizers. Specific examples include casein, gelatin, polysaccharides (eg starch, gum arabic, cellulose derivatives and alginic acid), lignin derivatives, bentonite, sugars, synthetic water soluble polymers [eg poly (vinyl alcohol), poly (vinylpi Rolidone) and poly (acrylic acid)], BHT (2,6-di-tert-butyl-4-methylphenol), BHA (2-tert-butyl-4-methoxyphenol and 3-tert-butyl-4- And mixtures of methoxyphenols).

Substrates for insecticidal coils include a mixture of raw plant powders (eg wood powder and Pyrethrum marc) and binders (eg Tabu powder, starch and gluten).

Substrates for electric heating insecticidal mats include plates of densified fibrils of cotton linter, and plates of densified fibrils of a mixture of cotton linter and pulp.

Substrates for self-burning-type fumigants include flammable and pyrogenic agents (e.g. nitrates, nitrites, guanidine salts, potassium chlorate, nitrocellulose, ethylcellulose and wood powder), pyrolysis-promoters (e.g. , Alkali metal salts, alkaline earth metal salts, dichromates and chromates), oxygen-feeders (eg potassium nitrate), flammable-supporting agents (eg melamine and wheat starch), swelling agents (eg Diatomaceous earth) and a binder (e.g., synthetic paste).

Substrates for chemical-reaction-type fumigants include pyrogenic agents (eg, sulfides, polysulfides and hydrosulfides of alkali metals, and calcium oxide), catalysts (eg, carbonaceous materials, iron carbides, and activation). Clay), organic blowing agents (eg azodicarbonamide, benzenesulfonylhydrazide, dinitropentamethylenetetramine, polystyrene and polyurethane) and fillers (eg natural fiber fragments and synthetic fiber fragments) do.

Resins used as substrates for resin volatile formulations and the like include polyethylene resins such as low-density polyethylene, linear low-density polyethylene and high-density polyethylene; Ethylene-vinyl ester copolymers such as ethylene-vinyl acetate copolymers; Ethylene-methacrylic acid ester copolymers such as ethylene-methyl methacrylate copolymer and ethylene-ethyl methacrylate copolymer; Ethylene-acrylic acid ester copolymers such as ethylene-methyl acrylate copolymers and ethylene-ethyl acrylate copolymers; Ethylene-vinylcarboxylic acid copolymers such as ethylene-acrylic acid copolymers; Ethylene-tetracyclododecene copolymers; Polypropylene resins such as propylene homopolymers and propylene-ethylene copolymers; Poly-4-methylpentene-1, polybutene-1, polybutadiene, polystyrene and acrylonitrile-styrene resins; Styrene-based elastomers such as acrylonitrile-butadiene-styrene resins, styrene-conjugated diene copolymers and styrene-conjugated diene block copolymer hydrogenation products; Fluoro resins; Acrylic acid resins such as poly (methyl methacrylate); Polyamide resins such as nylon 6 and nylon 66; Polyester resins such as poly (ethylene terephthalate), poly (ethylene naphthalate), poly (butylene phthalate) and poly (cyclohexylenedimethylene terephthalate); And polycarbonates, polyacetals, polyacrylic sulfones, polyacrylates, hydroxybenzoic acid polyesters, polyether imides, polyester carbonates, polyphenylene ether resins, poly (vinyl chloride), poly (vinylidene) Chloride) and polyurethane. The substrates may be used alone or as a mixture thereof. If desired, the substrate may include plasticizers such as phthalic acid esters (eg, dimethyl phthalate and dioctyl phthalate), adipic acid esters and stearic acid. Resin volatile formulations can be obtained by kneading ester compound A and ester compound B with the above-exemplified substrate and then molding and molding the kneaded product by injection molding, extrusion, compression or the like. If desired, the obtained resin formulation can be processed into plates, films, tapes, nets, strings and the like through steps such as molding or molding, cutting and the like. The resin formulation is processed into any of, for example, an animal collar, an animal mark, a sheet formulation, a strap and a horticultural stay.

Substrates for poison food include food ingredients (eg, grain powder, vegetable oils, sugars and crystalline cellulose); Antioxidants (eg, dibutylhydroxytoluene and nordihydroguaiaretic acid); Preservatives (eg dehydroacetic acid); Preparations for preventing ingestion by infants or pets (eg pepper powder) and insect-pest-attracting flavors (eg cheese flavoring, onion flavoring and peanut oil).

In the method of the present invention, the pest is controlled by applying the present pesticidal composition to the pest or the habitat (plant, soil, house interior, animal, etc.) where the pest is inhabited. Insects are also controlled by separately applying an effective amount of ester compound A and ester compound B to the pest or habitat where the pests live.

Here, the "total effective amount" means the total amount of the ester compound A and the ester compound B, and means that the pest can be controlled by applying both compounds in the above amount.

Specific examples of the method of applying the present pesticidal composition are the following methods. The method of application may be appropriately selected depending on the form of the present pesticidal composition, the place of application and the like.

(1) A method of applying the present pesticidal composition itself to a pest or habitat where the pests live.

(2) A method of applying the present pesticidal composition to a habitat of the pest or pest after dilution with a solvent such as water.

In process (2), the present pesticidal compositions formulated with emulsifiable concentrates, wet powders, flowable concentrates, microcapsules and the like are typically prepared so that the total concentration of ester compound A and ester compound B can be from 0.01 to 1,000 ppm. Diluted.

(3) A method of vaporizing the active ingredient by heating the pesticidal composition in the habitat of the pest.

In the method (3), both the applied dose and the applied concentrations of the ester compound A and the ester compound B can be appropriately determined depending on the form of the present pesticidal composition, when the pesticidal composition is applied, the place, the method, the degree of damage, and the like.

When the present pesticidal composition is used to prevent an infectious disease, its application dosage is usually from 0.0001 to 1,000 mg / m 3 in the total amount of ester compound A and ester compound B when applied in situ, and is usually applied to the surface. In the case of, the total amount of ester compound A and ester compound B is 0.0001 to 1,000 mg / m 2 . Heating volatile formulations, such as insecticidal coils and insecticidal mats for electric heating, are used with vaporizing the active ingredient by heating depending on the type of formulation. Non-heating volatile formulations such as resin volatile formulations, paper volatile formulations, nonwoven volatile formulations, woven fabric volatile formulations and sublimable tablets are, for example, by leaving them at or where they are applied. It can be used by blowing air.

Places where the pesticidal composition is applied to prevent infectious diseases include closets, wall-cupboards, chests of drawers, sideboards, toilets, bathrooms, barns, living rooms, restaurants, warehouses, and automobile interiors. In addition, the present pesticidal compositions can also be used in open air places.

When the present pesticidal composition is used to control ectoparasites in livestock such as cattle, horses, pigs, sheep, goats, chickens and the like and small animals such as dogs, cats, rats, mice and the like, in a manner well known in veterinary medicine It can be applied to animals. Specifically, the method of using the present pesticidal composition is as follows. For systematic control, the pesticidal composition is administered, for example, in the form of tablets, mixtures with feed, suppositories or injections (eg intramuscular, subcutaneous, intravenous or intraperitoneal injections). For non-systematic control, the pesticidal composition is sprayed into an oil formulation or an aqueous liquid formulation, pour-on or spot-on into an oil formulation or an aqueous liquid formulation. Such as treatment, cleaning of the animal with the shampoo formulation, or attachment of the resin volatile formulation in the form of a necklace or taboo to the animal. When the present pesticidal composition is administered to an animal, the total amount of ester compound A and ester compound B is usually in the range of 0.01 to 1,000 mg per kg of animal body weight.

In addition, in the present insecticidal composition, insecticides and other insecticides such as anthicides, repellents, synergists, colorants and the like can be mixed or used in combination with ester compound A and ester compound B.

Example

The invention is illustrated in more detail by the following formulation examples and test examples, which should not be considered as limiting the scope of the invention.

First, the formulation of the present pesticidal composition is illustrated. In the formulation examples and test examples, parts are all parts by mass unless otherwise specified.

Formulation Example 1

Nine parts of ester compound A and 0.9 parts of ester compound B are dissolved in a mixture of 37.5 parts of xylene and 37.5 parts of N, N-dimethylformamide, followed by 9.1 parts of polyoxyethylene styryl phenyl ether and 6 parts of calcium dodecylbenzenesulfo. Nate is added and the resulting mixture is thoroughly stirred and mixed to obtain an emulsifiable concentrate.

Formulation Example 2

20 parts of ester compound A, 20 parts of ester compound B and 5 parts of Sorpol 5060 (trade name, Toho Chemical Co., Ltd.) were thoroughly mixed and 32 parts of Carplex # 80 (trade name, Shionogi & Co., Ltd. Fine powder of synthetic hydrated silicon dioxide) and 23 parts of 300-mesh diatomaceous earth, and the obtained mixture is mixed in a juice mixer to obtain a wet powder.

Formulation Example 3

5 parts of synthetic hydrated silicon dioxide, 5 parts of sodium dodecylbenzenesulfonate, 30 parts of bentonite and 56.7 parts of clay are added to a mixture of 3 parts of ester compound A and 0.3 parts of ester compound B, and the resulting mixture is stirred thoroughly And mix. Thereafter, an appropriate amount of water is added to the obtained mixture and further stirred. Granules are obtained by subjecting the stirred mixture to particle size control with a granulator followed by aeration drying.

Formulation Example 4

5 parts of ester compound A, 0.5 parts of ester compound B, 1 part of fine powder of synthetic hydrated silicon dioxide, 1 part of Driless B as a flocculant (manufactured by Sankyo Co., Ltd.) and 7 parts of clay were thoroughly mixed in mortar After that, the mixture is stirred and mixed in a juice mixer. To the obtained mixture is added 85.5 parts of cut clay and dust is obtained by thoroughly stirring and mixing the obtained mixture.

Formulation Example 5

By mixing 10 parts of ester compound A, 1 part of ester compound B, 35 parts of white carbon including 50% of polyoxyethylene alkyl ether sulfate ammonium salt and 54 parts of water, and finely grinding the mixture obtained by the wet grinding method Dust is obtained.

Formulation Example 6

An oil formulation is obtained by dissolving 0.05 parts of ester compound A and 0.1 parts of ester compound B in 10 parts of dichloromethane and mixing the resulting solution with 89.85 parts of isoparaffin solvent (Isopar M, Exxon Chemical Co.). .

Formulation Example 7

0.1 part of ester compound A, 0.05 part of ester compound B and 49.85 parts of Neochiozol (Chuokasei Co., Ltd.) are placed in an aerosol can, an aerosol valve is attached to the can, 25 parts of dimethyl ether and 25 parts of LPG are filled into the can After shaking the can, an oil-based aerosol is obtained by attaching an actuator to the can.

Formulation Example 8

A mixture of 0.5 parts of ester compound A, 0.05 parts of ester compound B, 0.01 parts of BHT, 5 parts of xylene, 3.44 parts of deodorizing kerosene and 1 part of emulsifier {Atmos 300 (trade name, Atlas Chemical Corp.)} and 50 parts of distilled water After filling the vessel and attaching the valve portion to the vessel, an aqueous aerosol is obtained by pressing 40 parts of propellant (LPG) into the vessel under pressure through the valve.

Formulation Example 9

A piece of paperwork having a honeycomb structure (thickness 0.5 cm, length 69 cm, width 0.2 cm) was wound from one end to produce a substantially cylindrical carrier having a diameter of 5.5 cm and a height of 0.2 cm. A solution of 5 parts of ester compound A and 0.5 parts of ester compound B in 94.5 parts of acetone was uniformly applied to the above-mentioned carrier and then air-dried to remove acetone to obtain a paper volatile formulation.

Formulation Example 10

3D woven fabric (trade name: Fusion, model number: AKE69440, vendor: Asahi Kasei Fibers Corp., thickness: 4.3 mm, basis weight: 321 g / m 2 ; made of polyamide) substantially circular with a diameter of 5 cm Cut into phosphorus fragments. Woven fabric volatility by uniformly applying a solution of 5 parts of ester compound A and 0.5 parts of ester compound B in 94.5 parts of acetone to an appropriate amount of the above-mentioned three-dimensional woven fabric, followed by air-drying to remove acetone. Obtain the formulation.

Formulation Example 11

97.8 parts by weight of ethylene-methyl methacrylate copolymer (methyl methacrylate content: 10% by weight, MFR = 2 [g / 10 min]) at 45 ° C. in a 45-mmφ co-directional twin screw extruder, 2 parts of ester compound A And 0.2 parts of ester compound B are melt-kneaded, further melt-kneaded them with a 40-mmφ extruder at 150 ° C., and the kneaded product is extruded through a T-die to a sheet, and then the sheet is cooled with a cold roll. Cooling yields a resin volatile formulation.

Formulation Example 12

97.8 parts by weight of ethylene-vinyl acetate copolymer (vinyl acetate content: 10% by weight, MFR = 2 [g / 10 min]) on a 45-mmφ co-directional twin screw extruder at 130 ° C., 2 parts of ester compound A and 0.2 parts of ester Compound B was melt-kneaded, melt-kneaded them further with a 40-mmφ extruder at 150 ° C., and the kneaded product was extruded through a T-die to a sheet, followed by cooling the sheet with a cooling roll to form a resin volatile formulation. To obtain.

Formulation Example 13

5 parts of ester compound A and 0.5 parts of ester compound B are dissolved in 94.5 parts of acetone. An appropriate amount of the obtained solution is applied to a paper having a collapsible structure (2000 cm 2 ) and air-dried to remove acetone to obtain a paper volatile formulation.

Formulation Example 14

A solution is obtained by dissolving 3 parts of ester compound A and 0.3 parts of ester compound B in 14.6 parts of acetone. 0.2 parts of zinc oxide, 1.0 parts of pregelatinized starch and 42.8 parts of azodicarbonamide are added to the solution, followed by 38.1 parts of water. The resulting mixture is kneaded, molded into granules using an extruder and then dried. The granules comprising the above-mentioned compounds according to the invention are accommodated in the upper space in a vessel centered by an aluminum partition wall, and 50 g of calcium oxide is contained in the lower space in the vessel. Thus, a fumigation agent is obtained.

Formulation Example 15

0.5 parts of zinc oxide, 2 parts of pregelatinized starch and 97.5 parts of azodicarbonamide are mixed and the resulting mixture is kneaded with water. The kneaded product is shaped into granules using an extruder and dried. 2 g of granules are uniformly impregnated with an acetone solution containing 0.58 g of ester compound A and 0.058 g of ester compound B, and then dried. The granules thus obtained are accommodated in the upper space in the vessel centered by the aluminum partition wall, and 50 g of calcium oxide is contained in the lower space in the vessel. Thus, a fumigation agent is obtained.

Formulation Example 16

0.5 g of ester compound A and 0.05 g of ester compound B were dissolved in 20 ml of acetone, and the resulting solution was prepared from 99.4 g of a mosquito carrier (parts of tabu powder, Pyrethrum mark and wood powder having a weight ratio of 4: 3: 3). Mixture) and 0.3 g of green colorant, the resulting mixture is stirred and mixed uniformly, 120 ml of water is added thereto, and the resulting mixture is thoroughly kneaded, and then the kneaded mixture is molded and dried To obtain an insecticidal coil.

Formulation Example 17

Substrates for electric mats (plates obtained by solidifying fibrils of a mixture of cotton linter and pulp) having an area of 3.4 cm x 2.1 cm and a thickness of 0.22 cm were prepared by adding 10 parts of ester compound A, 1 part of ester compound B, 39.5 parts of acetyltributyl A pesticidal mat for electric heating is obtained by uniformly impregnating the solution obtained by mixing citrate, 39.5 parts isononyl adipate, 5 parts blue colorant and 5 parts perfume material.

Formulation Example 18

0.1 parts of ester compound A and 0.01 parts of ester compound B are dissolved in 99.89 parts of deodorizing kerosene, the obtained solution is placed in a container made of vinyl chloride, and the absorbent wick (coagulates inorganic powder with binder and baked solidified powder) Obtained) is inserted into a container so that the other end of the wick can be heated with a heater to obtain a portion of the formulation that is volatilized by heating with an absorbent wick.

Formulation Example 19

0.2 parts of ester compound A, 0.02 parts of ester compound B and 49.78 parts of Neochiozol (Chuokasei Co., Ltd.) are placed in an aerosol can, an aerosol valve is attached to the can, 25 parts of dimethyl ether and 25 parts of LPG are filled into the can The aerosol is obtained by shaking the can, then attaching an actuator for the pre-eject type aerosol to the can.

Formulation Example 20

Formulation for spot-on treatment for the control of ectoparasites in animals by adding 99.78 parts of diethylene glycol monoethyl ether to a mixture of 0.2 parts of ester compound A and 0.02 parts of ester compound B and thoroughly stirring and mixing the obtained mixture Obtain water.

Formulation Example 21

A solution of 1 mL consisting of 3 parts of ester compound A, 0.3 parts of ester compound B and 96.7 parts of acetone was charged under 4,000 mg of 2,4,6-triisopropyl-1,3,5 under pressure (4 t / cm 2 ). The tablet is obtained by uniform application to a disk-shaped solid material (diameter: 3 cm, thickness: 3 mm) obtained by molding trioxane, and then drying the solid material.

Formulation Example 22

Under pressure (4 t / cm 2 ), remove a homogeneous mixture of 0.2 g of ester compound A, 0.02 g of ester compound B and 4 g of 2,4,6-triisopropyl-1,3,5-trioxane Tablets are obtained by molding to 3 cm in diameter and 3 mm in thickness).

Formulation Example 23

0.2 g of ester compound A, 0.02 g of ester compound B and 4 g of 2,4,6-triisopropyl-1,3,5-trioxane are placed in a 50-mL screw tube, and these are melted by heating. The tablets are obtained by cooling them to room temperature.

The following test example shows the excellent control effect of the present pesticidal composition against pests.

In the following test examples, [2,3,5,6-tetrafluoro-4- (methoxymethyl) phenyl] methyl- (1R) -trans-3- (2,2-dichlorovinyl) -2,2- Dimethylcyclopropanecarboxylate was used as ester compound A.

Furthermore, (S) -α-cyano-3-phenoxybenzyl- (1R) -cis-3- (2,2-dibromovinyl) -2,2-dimethylcyclopropanecarboxylate is ester compound B Used as.

Test Example 1

An oil formulation having a concentration as shown in Table 1 was prepared by dissolving a certain amount of ester compound B in an isoparaffin solvent (Isopar M, trade name, Exxon Chemical Co.). Hereinafter, the oil formulations are referred to as comparative compositions (1) to (3). Likewise, an oil formulation having a concentration as shown in Table 1 was prepared by dissolving a certain amount of ester compound A in an isoparaffin solvent (Isopar M, registered trademark, Exxon Chemical Co.). Hereinafter, the oil formulation is referred to as comparative compositions (4) to (6).

As a pesticidal composition of the present invention, an oil formulation comprising an active ingredient in a concentration as shown in Table 1 by dissolving a certain amount of ester compound A and ester compound B in an isoparaffin solvent (Isopar M, registered trade name, Exxon Chemical Co.) Water was prepared. The oil formulation is hereinafter referred to as the compositions (1) to (6).

Ten mosquitoes (red mosquitoes) (10 females) were discharged into a cuboid chamber with 70 cm on each side. Using a spray gun, 0.7 ml of the present composition 1 was sprayed from a small window at the inlet of the chamber (injection pressure: 0.9 kg / m 2 ). Seven minutes after injection, knocked-down insects were counted and the knock-down (KD) rate was calculated.

The same test as above was carried out except for using each of the present compositions (2) to (6) and the comparative compositions (1) to (6) instead of the present composition (1), and knock-down after 7 minutes of spraying. The rate was calculated. For the test, it was repeated twice.

The results are shown in Table 1.

Figure pat00008

According to the present invention, pesticidal compositions and pest control methods are provided which have excellent control effects against pests.

Claims (4)

Ester compound represented by following formula (I):
Figure pat00009

And ester compounds represented by the following formula (II):
Figure pat00010

A pesticidal composition comprising as an active ingredient. The composition of claim 1 wherein the weight ratio of ester compound represented by formula (I) to ester compound represented by formula (II) is 50: 1 to 1:50. Ester compound represented by following formula (I):
Figure pat00011

And ester compounds represented by the following formula (II):
Figure pat00012

A method for controlling pests, the method comprising applying to the pest or the habitat of the pest in a total effective amount. Ester compounds represented by the following formula (I) for pest control:
Figure pat00013

And ester compounds represented by the following formula (II):
Figure pat00014

Use of a combination of
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101384101B1 (en) * 2012-10-19 2014-04-16 (주)에코팜 Borer control for composition and its manufacturing method

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101384101B1 (en) * 2012-10-19 2014-04-16 (주)에코팜 Borer control for composition and its manufacturing method

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