CN102047900A - Harmful organism-controlling composition and control method of harmful organism - Google Patents

Abstract

The present invention relates to a pest control composition and a pest control method. The present invention discloses a pest control composition having an excellent control effect on pests, comprising a combination of an ester compound represented by the following formula (I) and an ester compound represented by the following formula (II).

Description

Pest control composition and pest control method

technical field

The present invention relates to a pest control composition (pest control composition) and a pest control method.

Background technique

Ester compounds represented by the following formula (I) are known as active ingredients of pest control formulations (for example, see JP 57-123146A and CN101306997A):

In addition, ester compounds represented by the following formula (II) are also known as active ingredients of pest control agents (for example, see JP 2001-11022A):

However, in some cases, depending on the specific application and the pests to be controlled, pest control formulations having superior control effects compared with such known formulations are required.

Contents of the invention

Problems to be solved by the present invention

An object of the present invention is to provide a pest control composition and a pest control method having an excellent control effect on pests.

The means used to solve the problem

As a result of intensive studies by the present inventors, it has been found that the combined use of the ester compound represented by the formula (I) and the ester compound represented by the formula (II) shows an excellent pest control effect. The present invention has thus been accomplished.

That is, the present invention provides:

(1) A pest control composition comprising, as an active ingredient, a combination of: an ester compound represented by the following formula (I):

(hereinafter referred to as the ester compound A of the present invention) and an ester compound represented by the following formula (II):

(hereinafter referred to as the ester compound B of the present invention);

(2) The pest control composition according to (1) above (hereinafter referred to as the control composition of the present invention), wherein the weight ratio of the ester compound A of the present invention to the ester compound B of the present invention is 50:1 to 1:50;

(3) A pest control method comprising applying an effective amount of the combination of the ester compound A of the present invention and the ester compound B of the present invention to a pest or a pest living area; and

(4) Use of the combination of the ester compound A of the present invention and the ester compound B of the present invention for controlling pests.

Effect of the present invention

The control composition and control method of the present invention exhibit outstanding pest control effects.

Detailed ways

The control composition of the present invention is characterized in that it contains both the ester compound A of the present invention and the ester compound B of the present invention.

The ester compound A of the present invention can be produced, for example, by the method described in JP 57-123146A.

The present ester compound B can be produced, for example, by the method described in JP 2001-11022A.

Each of the inventive ester compound A and the inventive ester compound B has an isomer based on two asymmetric carbon atoms on its cyclopropane ring. In the present invention, the ester compound containing active isomers in any ratio can be used.

Examples of the pests against which the controlling composition of the present invention shows a controlling effect include harmful arthropods such as insect pests and acarine pests. Specific examples thereof are as follows.

Lepidoptera (Lepidoptera) insect pests:

Pyralid moths (Pyralidae) such as rice stemborer (Chilo suppressalis), rice leafroller (rice leafroller ( Cnaphalocrocis medinalis), and the Indian meal moth (Plodia interpunctella); owlet moths (Noctuidae) such as the common cutworm (Plodia interpunctella (Spodoptera litura)), beet armyworm (Spodoptera extgua), rice armyworm (Pseudaletia separata), and cabbage armyworm (Spodoptera (Mamestra brassicae); white butterflies (Pieridae) such as the common white (Pieris rapae); tortricidmoths (Tortricidae) such as the brown banded Adoxophyes spp.; fruitworm moths (Carposinidae); lyonetiid moths (Lyonetiidae); tussock moths (Lymantriidae )); Plusiae; Agrotis spp. such as cutworm (Agrotis segetum) and bluck cutworm (Agrotis ipsilon )); Helicoverpa spp.; Heliothis spp.; diamondback (diamondback) (Plutella xylostella); common straightswift (common straightswift butterfly (Pamara guttata)); casemaking clothesmoth (Tinea translucens); and webbing clothes moth (Tinea translucens) ineola bisselliella)).

Diptera (Diptera) insect pests:

Mosquitos (Calicidae) such as common mosquito (Culex pipiens pallens), Culex tritaeniorhynchus, and Southern house mosquito ( Culexquinquefasciatus); Aedes spp. such as yellow fever mosquito (Aedes aegypti), and Asian tiger mosquito ( Aedes albopictus (Aedes albopictus)); Anopheles spp. such as Anopheles sinensis; midges (Chironomidae); houseflies (Muscidae ( Muscidae)) such as housefly (Muscadomestica), Musca bezzi, false stable fly (Muscinastabulans), and lesser housefly (Summer toilet fly (Fannia canicularis); blow flies (Calliphoridae); flesh flies (Sarcophagidae); anthomyiid flies (Anthomyiidae) e.g. seedcorn maggot (Delia platura), and onion maggot (Delia antiqua); black scavenger flies (Sepidae) ; fruit flies (Tephritidae); leaf-minerflies (Agromyzidae); small fruit flies (Drosophilidae) e.g. common fruit fly (Drosophila melanogaster); moth flies (Psychodidae); Phoridflies (Phoridae ) such as humpbacked fly (Megasaliaspiras); black flies (Simuliidae); horse flies (Tabanidae); stable flies (Stomoxyidae); and biting midges (Ceratopogonidae).

Insect pests of the order Dictyoptera:

Cockroaches (Blattariae) such as Germancockroach (Blattella germanica), smokybrowncockroach (Pertplaneta fuliginosa), Americancockroach ) (Periplaneta americana), blowncockroach (Periplaneta brunnea), and oriental cockroach (Blatta orientalis).

Insect pests of the order Hymenoptera:

Ants (Formicidae); hornets (Vespidae); Bethylid wasps (Betylidae); and sawflies (Sawflies family (Tenthredinidae)) such as the cabbage sawfly (Athalia rosae).

Insect pests of the order Aphaniptera:

Dog flea (Ctenocephalides canis), cat flea (Ctenocephalides feils), and human flea (Purexirritans ).

Insect pests of the order Anoplura:

Human louse (Pediculus humans), crab louse (Phthirus pubis), head louse (Pediculus humans capitis), and body lice ( human body louse) (Pediculus humanus corporis).

Isoptera (Isoptera) insect pests:

Japanese subterranean termite (Reticulitermes speratus), and Formosan subterranean termite (Coptotermes formosanus).

Hemiptera (Hemiptera) insect pests:

Planthoppers (Delphacidae) such as small brown planthopper (Laodelphax striatellus), brown riceplanthopper (Nilaparvata lugens), and white-backed planthopper ( white-backed riceplanthopper) (Sogatella furcifera); leafhoppers (subfamily Deltocephalidae) such as green rice leafhopper (Nephotettix cincticeps )), and Taiwan green riceleafhopper (Nephotettix virescens); aphids (Aphididae); stink bugs (Pentatomidae )); whiteflies (Aleyrodidae); scales (Coccidae); Cimices such as Cimex lectularius; lace bugs (Cimex lectularius) Tingidae); and psyllids (Psyllidae).

Coleoptera (Coleoptera) insect pests:

Corn root worms (Diabrotica spp.) such as the black carpet beetle (Attagenus japonicus), the varied carpet beetle (Tubercus japonicus) (Anthreus verbasci)), the Western cornroot worm (Diabrotica virgifera), and the Southern corn root worm (Diabrotica virgifera Root-eating subspecies (Diabrotica undecimpunctata howardi)); scarabs (Scarabaeidae) such as cupreous chafer (Anomala cuprea), and soybean beetle (Anomala rufocuprea); weevils (Curculionidae) such as maize weevil (Sitophilus zeamais), rice water weevil (Rice water weevil) root weevil (Lissorhoptrusoryzophilus), boll weevil (Anthonomus grandis), and azuki bean weevil (Callosobruchus chinensis); darkling beetles (Callosobruchus chinensis); The family Tenebrionidae) such as yellow mealworm (Tenebrio molitor), and red flour beetle (Tribolium castaneum); leaf beetles (Cylinaceae (Chrysomelidae) such as the rice leaf beetle (Oulema oryzae), the striped flea beetle (Phyllotreta striolata), and the yellow beetle (Oulema oryzae) cucurbit leaf beetle) (Aulacophora femoralis); les) (Anobiidae); Epilachna spp. such as twenty-eight-spotted ladybird (Epilachnavigintioctopunctata); powder Powder post beetles (Lyctinae); false powder post beetles (Bostrichidae); longhornbeetles (Cerambycidae); and paederus (rove beetle) (Paederus fuscipes).

Insect pests of the order Thysanoptera:

Melon thrips (Thrips palmi), yellowcitrus thrips (Frankliniella occidentalis), and flower thrips (Frankliniella occidentalis) intonsa)).

Insect pests of the order Orthoptera:

Mole crickets (Gryllotalpidae), and grasshoppers (Acrididae).

Acarina:

House dust mites (Pyroglyphidae) such as Dermatophagoides farinae, and Dermatophagoidesptrenyssnus; Acarid mites (Acaridae) such as cheese rot Moldmite (Tyrophagus putrescentiae), and Aleuroglyphusovatus; Glycyphagid mites such as Glycyphagus privatus, Glycyphagus domesticus, and common Glycyphagus destructgor; Cheyletide mites (Cheyletidae) such as Cheyletus malaccensis, and Cheyletus fortis; Tarsonemid mites (Cheyletidae (Tarsonemidae); Chortoglyphidmites (Chortoglyphidae); Haplochthoniid mites (Haplochthoniidae); spider mites (Tetranychidae) such as the cotton spider mite ( two-spotted spider mite) (Tetranychus urticae), Kanzawa spider mite (Tetranychus kanzawai), citrus red mite (Tetranychus urticae) mite (Pannychus citri)), and apple spider mite (European red mite) (elm panonychus (Pannychus ulmi)); tick superfamily (ticks) (Ixodidae (Ixodidae)) such as long-horned blood tick (Haemaphysalis longicornis); and parasitoid mites (Dermanyssidae) such as the northern fowl mite (Ornithonyssus sylviarum), and poultry red mite (P. Mites (Dermanyss us gallinae)).

In particular, the control composition of the present invention exhibits an excellent control effect on insect pests of the order Diptera, and an even more excellent control effect on mosquitoes (Cliptidae).

In the control composition of the present invention, the weight ratio of the ester compound A of the present invention to the ester compound B of the present invention is not particularly limited, as long as the outstanding control effect of the present invention is maintained. Typically, the weight ratio is from 50:1 to 1:50, preferably from 10:1 to 1:10.

The control composition according to the invention can be a simple mixture of the ester compound A according to the invention and the ester compound B according to the invention. However, it is generally used in various formulations. Examples of such formulations include oil solutions, emulsifiable concentrates, wettable powders, suspension concentrates (such as suspensions in water, and emulsions in water), microencapsulated formulations, powders, granules, tablets , aerosols, carbon dioxide formulations, heating vaporization formulations (such as mosquito coils, electric mosquito coils, and fluid-absorbent core insecticides), pressure-type spray insecticides, heating fumigants (such as self-combustion fumigants) fumigants, chemically reactive fumigants, and porous ceramic plate fumigants), non-heating fumigants (such as resin fumigants, paper fumigants, non-woven fabric fumigants, woven fabric fumigants, and sublimation tablets), smoke formulations Formulations (such as aerosols), direct contact formulations (such as sheet-type contact formulations, strip-type contact formulations, and network-type contact formulations), ULV formulations, and poison baits.

Said formulations can be prepared, for example, by the following methods.

(1) The present ester compound A and the present ester compound B are mixed with a solid carrier, a liquid carrier, a gas carrier or a feed and other adjuvants such as surfactants for formulation if necessary.

(2) The base material is impregnated with the ester compound A of the present invention and the ester compound B of the present invention.

(3) The present ester compound A, the present ester compound B and the base material are mixed, followed by molding.

These formulations generally comprise the ester compound A according to the invention and the ester compound B according to the invention in a total amount of 0.001 to 98% by weight.

Examples of solid carriers for such formulations include fine powders and granules, such as clays (such as kaolin, diatomaceous earth, bentonite, Fubasami clay and acid white clay), synthetic hydrated silica, talc, ceramics, other inorganic minerals (such as sericite, quartz (quarts), sulfur, activated carbon, calcium carbonate, and hydrated silica), and chemical fertilizers (such as ammonium sulfate, ammonium phosphate, ammonium nitrate, ammonium chloride, and urea); and are solid at normal temperatures Materials (such as 2,4,6-triisopropyl-1,3,5-tri alkanes, naphthalene, p-dichlorobenzene, camphor, and adamantane) and felts, fibers, cloth, woven fabrics, sheets, paper, threads, foams, porous materials, and complexes consisting of one or more of Silk: wool, silk, cotton, hemp, pulp, synthetic resins (such as polyethylene resins such as low-density polyethylene, linear low-density polyethylene, and high-density polyethylene; ethylene-vinyl ester copolymers such as ethylene-vinyl acetate Ester copolymers; Ethylene-methacrylate copolymers, such as ethylene-methyl methacrylate copolymers and ethylene-ethyl methacrylate copolymers; Ethylene-acrylate copolymers, such as ethylene-methyl acrylate copolymers and Ethylene-ethyl acrylate copolymers; ethylene-vinyl carboxylate 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; acrylonitrile-styrene resins; styrene elastomers, such as acrylonitrile-butadiene-styrene resins , styrene-conjugated diene block copolymers and hydrogenated styrene-conjugated diene block copolymers; fluoroplastics; acrylic resins such as polymethyl methacrylate; polyamide resins such as nylon 6 and nylon 66; Polyester resins such as polyethylene terephthalate, polyethylene naphthalate, polybutylene terephthalate and polycyclohexylenedimethyleneterephthalate ; polycarbonate; polyacetal; polyarylsulfone (polyacrylsulfone); polyarylate (polyarylate); polyhydroxybenzoate; polyetherimide; polyester carbonate; polyphenylene ether resin; polyvinylidene chloride; polyurethane; and porous resins such as expanded polyurethane, expanded polypropylene, and expanded polyethylene), glass, metal, and ceramics.

Examples of liquid carriers include aromatic or aliphatic hydrocarbons (such as xylene, toluene, alkylnaphthalene, phenylxylylethane, kerosene, light oil, hexane, and cyclohexane), halogenated hydrocarbons (such as chlorine benzene, dichloromethane, dichloroethane, and trichloroethane), alcohols (such as methanol, ethanol, isopropanol, butanol, hexanol, benzyl alcohol, and ethylene glycol), ethers (such as diethyl ether, ethylene glycol dimethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, propylene glycol monomethyl ether, tetrahydrofuran, and dioxane), esters (such as ethyl acetate, and butyl acetate), ketones (such as acetone, methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone), nitriles (such as acetonitrile, and isobutyronitrile), sulfoxides (such as dimethyl sulfoxide), amides (such as N, N -dimethylformamide, N,N-dimethylacetamide, and N-methyl-pyrrolidone), alkylene carbonates (such as propylene carbonate), vegetable oils (such as soybean oil, and cottonseed oil), Essential plant oils (such as orange oil, hyssop oil, and lemon oil) and water.

Examples of gas carriers include butane gas, chlorofluorocarbon gas, liquefied petroleum gas (LPG), dimethyl ether, and carbon dioxide.

Examples of surfactants include alkyl sulfates, alkyl sulfonates, alkyl aryl sulfonates, alkyl aryl ethers, polyoxyethylated alkyl aryl ethers, polyethylene glycol Alcohol ethers, polyol esters, and sugar alcohol derivatives.

Examples of other auxiliaries for formulations include binders, dispersants and stabilizers. Specific examples thereof include casein, gelatin, polysaccharides (such as starch, gum arabic, cellulose derivatives, and arginic acid), lignin derivatives, bentonite, sugars, synthetic water-soluble polymers (such as polyethylene alcohol, polyvinylpyrrolidone, and polyacrylic acid), BHT (2,6-di-tert-butyl-4-methylphenol), and BHA (2-tert-butyl-4-methoxyphenol and 3-tert-butyl base-4-methoxyphenol mixture).

Examples of mosquito coil base materials include mixtures of plant powders such as wood powder and pyrethrum with binders such as powder of Machilus thunbergii, starch and gluten.

Examples of the base material of the electric mosquito-repellent incense sheet include cotton linters bound, compressed, and pressed into a plate shape, and mixed fibers of cotton linters and pulp bound, compressed, and pressed into a plate shape.

Examples of self-burning fumigant base materials include combustion heat-developing agents such as nitrates, nitrites, guanidinium salts, potassium chlorate, nitrocellulose, ethylcellulose, and wood powder; thermal decomposition stimulants such as Alkali metal salts, alkaline earth metal salts, dichromates, and chromates; oxygen donors such as potassium nitrate; combustion enhancers such as melamine, and wheat starch; fillers such as diatomaceous earth;

Examples of base materials for chemically reactive fumigants include thermal developers such as sulfides, polysulfides, and hydrosulfides of alkali metals, and calcium oxide; catalysts such as carbonaceous materials, iron carbide, and activated clay; organic foaming agents , such as azodicarbonamide, benzenesulfonyl hydrazide, dinitropentamethylenetetramine, polystyrene, and polyurethane; and fillers, such as natural and synthetic fibers.

Examples of resins used, for example, in resin fumigants 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- Methacrylate copolymers, such as ethylene-methyl methacrylate copolymer, and ethylene-ethyl methacrylate copolymer; ethylene-acrylate copolymers, such as ethylene-methyl acrylate copolymer and ethylene-ethyl acrylate copolymer Copolymers; ethylene-vinyl carboxylate 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; acrylonitrile-styrene resins; Conjugated diene block copolymers and hydrogenated styrene-conjugated diene block copolymers; fluoroplastics; acrylic resins such as polymethyl methacrylate; polyamide resins such as nylon 6 and nylon 66; polyester resins , such as polyethylene terephthalate, polyethylene naphthalate, polybutylene terephthalate, and polycyclohexanedimethylene terephthalate; polycarbonates; polyacetals polyacrylsulfone; polyarylate; polyhydroxybenzoate; polyetherimide; polyestercarbonate; polyphenylene ether resin; polyvinyl chloride; polyvinylidene chloride; and polyurethane. These can be used alone or in combination thereof. In addition, plasticizers such as phthalates (such as dimethyl phthalate and dioctyl phthalate), adipates, and stearic acid can be added to these base materials, if necessary middle. The resin fumigant is prepared by kneading the present ester compound A and the present ester compound B into a base material, and then molding it by injection molding, extrusion molding or press molding. The resulting resin formulations can undergo further processing, such as molding and cutting, if necessary into the form of plates, films, strips, nets or ropes. These resin formulations can be processed, for example, into animal collars, animal ear tags, sheet formulations, guide strings and horticultural supports.

Examples of poison bait base materials include feed ingredients such as grain powder, vegetable oil, sugar, and crystalline cellulose; antioxidants such as dibutylhydroxytoluene and nordihydroguaiaretic acid; preservatives such as dehydroacetic acid; children and pet accidents Ingestion prevention agents such as chili; and pest attractive flavors such as cheese flavor, onion flavor, and peanut oil.

The pest control method of the present invention is carried out by applying the control composition of the present invention to pests and/or areas where pests live (such as plant bodies, soil, indoors and animal bodies). In addition, the pest control method of the present invention can also be performed by applying the ester compound A of the present invention and the ester compound B of the present invention alone to the pests and/or the area where the pests live.

Specifically, as the application method of the control composition of the present invention, the following methods can be exemplified, and these methods can be appropriately selected, for example, according to the form and application position of the control composition.

(1) The control composition of the present invention is applied as it is to the pest and/or the area where the pest lives.

(2) The control composition of the present invention is diluted with a solvent such as water, and then applied to pests and/or areas where pests live.

Usually, in this case, the control composition of the invention, for example in the form of an emulsifiable concentrate, a wettable powder, a suspension concentrate or a microencapsulated formulation, is diluted such that the total concentration of the ester compound A of the invention and the ester compound B of the invention becomes 0.01-1000ppm.

(3) The control composition of the present invention is heated in the area where the pests live to evaporate the active ingredient.

In this case, the application rate and concentration of the present ester compound A and the present ester compound B can be appropriately determined depending on, for example, the form of the present control composition, application period, application position, application method, and destruction conditions.

When using the control composition of the present invention for preventive purposes, the application rate is usually 0.0001 to 1000 mg/m when applied to the space in terms of the total amount of the ester compound A of the present invention and the ester compound B of the present invention ³ , and 0.0001-1000 mg/m ² when applied on a flat surface. Heated vaporizing formulations such as mosquito coils and electric mosquito coils are applied by appropriately heating according to the formulation form to evaporate the active ingredient. Non-heating fumigants such as resin fumigants, paper fumigants, tablets, non-woven fabric fumigants, woven fabric fumigants and sheet formulations can be made, for example, by leaving the formulation as it is at the location to be applied, or by facing The formulations were used with air blown.

Examples of places where the control composition of the present invention is applied for preventive purposes include closets, dressers, chests, wardrobes, cupboards, toilets, bathrooms, storage rooms, living rooms, dining rooms, warehouses, and the interior of vehicles. In addition, the composition can also be applied to exterior open spaces.

When the control composition of the present invention is used for domestic animals such as cattle, horses, pigs, sheep, goats and chickens, and small animals such as dogs, cats, rats and mice, to prevent and control ectoparasites, veterinary knowledge is applied to the animals. Methods. Specifically, when systemic control is intended, the formulation is administered via tablet, mixed into feed, suppository and injection (including intramuscular, subcutaneous, intravenous and intraperitoneal injection). On the other hand, when non-systemic control is intended, it is used via spraying an oily or aqueous solution, pouring or smearing treatment, washing the animal with a shampoo formulation, or wearing a collar or collar made of a resin formulation to the animal. ear tag. The total dose of the ester compound A of the present invention and the ester compound B of the present invention is usually 0.01-1000 mg per 1 kg of animal body.

The control composition of the present invention may be used in combination with or as a mixture with other ingredients such as pest control agents such as other insecticides, acaricides and repellents, synergists and pigments.

In the following, the invention will be described in more detail with the aid of formulation examples and test examples. However, the present invention is not limited thereto.

First, formulation examples of the control composition of the present invention will be described. In the formulation examples, all "parts" are by weight unless otherwise indicated.

Formulation Example 1

In 37.5 parts of xylene and 37.5 parts of N,N-dimethylformamide, 9 parts of the inventive ester compound A and 0.9 parts of the inventive ester compound B were dissolved. To the resulting solution were added 9.1 parts of polyoxyethylene styryl phenyl ether and 6 parts of calcium dodecylbenzenesulfonate, followed by thorough mixing to obtain an emulsifiable concentrate.

Formulation Example 2

To 20 parts of the present ester compound A and 20 parts of the present ester compound B, 5 parts of SORPOL 5060 (registered trademark of TOHO Chemical Industry Co., Ltd.) were added, followed by thorough mixing. To the resulting mixture were added 32 parts of CARPLEX #80 (registered trademark of Shionogi & Co., Ltd., synthetic hydrated silica powder) and 23 parts of 300-mesh diatomaceous earth, followed by mixing with a juice mixer to obtain wettable powder.

Formulation Example 3

In 3 parts of the ester compound A of the present invention and 0.3 part of the ester compound B of the present invention, 5 parts of synthetic hydrated silica powder, 5 parts of sodium dodecylbenzenesulfonic acid, 30 parts of bentonite and 56.7 parts of clay were added, and then Stir and mix well. Then, an appropriate amount of water was added to the resulting mixture. The mixture was further stirred, granulated with a granulator, and air-dried to obtain a granule formulation.

Formulation Example 4

In a mortar, 5 parts of the present ester compound A, 0.5 part of the present ester compound B, 1 part of the synthesized hydrated silica powder, 1 part of DORILES B (trade name, manufactured by DaiichiSankyo Co., Ltd.) were thoroughly mixed as flocculant and 7 parts clay, then stir and mix with a slurry mixer. To the resulting mixture was added 85.5 parts of cut clay, followed by stirring and mixing well to obtain a powder formulation.

Formulation Example 5

A mixture of 10 parts of the present ester compound A, 1 part of the present ester compound B, 35 parts of white carbon ink containing half the amount of polyoxyethylene alkyl ether ammonium sulfate, and 54 parts of water was finely ground by a wet grinding method to obtain a powder formulations.

Formulation Example 6

In 10 parts of dichloromethane, dissolve 0.05 part of the present invention ester compound A and 0.1 part of the present invention ester compound B, and mix the resulting solution with 89.85 parts of isoparaffin solvent (ISOPAR M, registered trademark of ExxonChemical Co., Ltd.) Mix to obtain an oil solution.

Formulation Example 7

0.1 part of the present ester compound A, 0.05 part of the present ester compound B and 49.85 parts of Neothiozole (Chuo Kasei Co., Ltd.) were placed in an aerosol can. After installing the aerosol valve, fill it with 25 parts of dimethyl ether and 25 parts of LPG, then shake it and further install the actuator to obtain an oily aerosol.

Formulation Example 8

0.5 part of the present invention ester compound A, 0.05 part of the present invention ester compound B, 0.01 part of BHT, 5 parts of xylene, 3.44 parts of deodorized kerosene and 1 part of emulsifier (Atomos 300, a registered trademark of Atomos Chemical Co., Ltd.) The mixture and 50 parts of distilled water are filled into an aerosol container and the valve assembly is connected. Then, 40 parts of propellant (LPG) was filled therein under pressure through a valve to obtain an aqueous aerosol.

Formulation Example 9

A piece of paper work (paper work) with a thickness of 0.5 cm, a length of 69 cm and a width of 0.2 cm, which has a honeycomb structure, was rolled up from one end thereof to prepare a cylindrical support with a diameter of 5.5 cm and a height of 0.2 cm. An appropriate amount of a solution prepared by dissolving 5 parts of the present ester compound A and 0.5 part of the present ester compound B in 94.5 parts of acetone was uniformly applied on the above carrier, and the acetone was evaporated by air drying to obtain a paper evaporation formulation.

Formulation Example 10

A three-dimensional knitted fabric (trade name: FUSION, model number: AKE69440, seller: Asahi Kasei Fibers Corporation, thickness: 4.3 mm, fiber density: 321 g/m ² , made of polyamide) was cut into circular shapes with a diameter of 5 cm. Uniformly apply an appropriate amount of a solution prepared by dissolving 5 parts of the present ester compound A and 0.5 part of the present ester compound B in 94.5 parts of acetone on the above-mentioned circular three-dimensional knitted fabric, and evaporate the acetone by air-drying to obtain a knitted fabric The formulation was evaporated.

Formulation Example 11

97.8 parts of ethylene-methyl methacrylate copolymer (methyl methacrylate content: 10% by weight, MFR = 2 [g/10 min]), 2 parts of the present ester compound A and 0.2 parts of the present ester compound B The mixture was melted and kneaded at 130°C with a 45mmΦ twin-screw extruder rotating in the same direction, and further melted and kneaded at 150°C with a 40mmΦ extruder, and then extruded from a T die in a sheet shape , and cooled with a cooling roll to obtain a resin evaporation formulation.

Formulation Example 12

A mixture of 97.8 parts of ethylene-vinyl acetate copolymer (vinyl acetate content: 10% by weight, MFR = 2 [g/10 minutes]), 2 parts of the present ester compound A and 0.2 part of the present ester compound B was mixed at 130 ℃ melted and kneaded with a 45 mm Φ twin-screw extruder rotating in the same direction, and further melted and kneaded with a 40 mm Φ extruder at 150 ° C, and then extruded in a sheet shape from a T die, and cooled with a cooling roll Cool to obtain a resin evaporation formulation.

Formulation Example 13

In 94.5 parts of acetone, dissolve 5 parts of the present ester compound A and 0.5 part of the present ester compound B, apply an appropriate amount of the resulting solution on a paper (2000 cm ² ) having a foldable structure, and evaporate the acetone by air drying to obtain Paper evaporation formulation.

Formulation Example 14

A solution was prepared by dissolving 3 parts of the present ester compound A and 0.3 parts of the present ester compound B in 14.6 parts of acetone. To this solution were added 0.2 parts of zinc oxide, 1.0 parts of alpha starch and 42.8 parts of azodicarbonamide. Further, 38.1 parts of water was added thereto, and the mixture was kneaded with an extruder, molded into a granular shape, and dried to obtain granules. In a container whose central part is divided by an aluminum partition, the granules are placed in its upper space and 50 g of calcium oxide in its lower space to obtain a fumigant.

Formulation Example 15

Water was added to a mixture of 0.5 parts of zinc oxide, 2 parts of α starch, and 97.5 parts of azodicarbonamide, and the mixture was kneaded and molded into a granular shape with an extruder, and dried to obtain granules. Then, 2 g of the granules were uniformly impregnated with an acetone solution of 0.58 g of the present ester compound A and 0.058 g of the present ester compound B, and dried to obtain granules. In a container whose central part was partitioned by an aluminum partition, the granules were placed in its upper space and 50 g of calcium oxide in its lower space to obtain a fumigant.

Formulation Example 16

In 20 milliliters of acetone, dissolve 0.5 gram of the present invention's ester compound A and 0.05 gram of the present invention's ester compound B, and the gained solution is added to 99.4 gram of mosquito-repellent coil substrate materials (red nan powder, pyrethrum and wood powder press 4:3:3 Proportion mixture) and 0.3 g of green pigment in the mixture. After mixing well, 120 ml of water was added to the mixture and kneaded well. The resulting mixture was molded and dried to obtain mosquito coils.

Formulation Example 17

A solution is prepared by mixing 10 parts of the inventive ester compound A, 1 part of the inventive ester compound B, 39.5 parts of tributyl acetyl citrate, 39.5 parts of isononyl adipate, 5 parts of blue pigment and 5 parts of flavoring agent . A 3.4 cm x 2.1 cm and 0.22 cm thick electric mosquito-repellent-repellent sheet base material (fibers of a cotton linter and pulp mixture combined, concentrated and pressed into a plate shape) was uniformly impregnated with the above solution to obtain an electric mosquito-repellent-repellent-repellent sheet.

Formulation Example 18

A solution was prepared by dissolving 0.1 part of the present ester compound A and 0.01 part of the present ester compound B in 99.89 parts of deodorized kerosene. The solution was placed in a vinyl chloride container, and a fluid-absorbent core (prepared by fixing an inorganic powder with a binder and then sintering it) (which was treated so as to be heated with a heater at its upper part) was inserted thereinto to obtain A fluid-absorbent core part of an evaporative formulation.

Formulation Example 19

0.2 parts of the present ester compound A, 0.02 parts of the present ester compound B and 49.78 parts of Neothiozole (Chuo Kasei Co., Ltd.) were placed in an aerosol can. After installing the aerosol valve, fill 25 parts of dimethyl ether and 25 parts of LPG, then shake and further install the whole contents injection type aerosol actuator to obtain an aerosol formulation.

Formulation Example 20

To 0.2 parts of the present ester compound A and 0.02 part of the present ester compound B, 99.78 parts of diethylene glycol monoethyl ether were added, followed by thorough mixing to obtain a coating formulation for controlling ectoparasites.

Formulation Example 21

烷获得的盘形状的固体材料(3厘米直径和3毫米厚)上，然后干燥以获得片剂。A solution was prepared by dissolving 3 parts of the present ester compound A and 0.3 part of the present ester compound B in 96.7 parts of acetone, and 1 ml of the solution was uniformly applied to 4 g of 2 by molding under pressure (4 t/cm ² ). , 4,6-triisopropyl-1,3,5-tri

on a disc-shaped solid material (3 cm diameter and 3 mm thickness) obtained with alkane, and then dried to obtain tablets.

Formulation Example 22

烷的均匀混合物在压力下模制为盘形状(3厘米直径和3毫米厚)以获得片剂。0.2 gram of ester compound A of the present invention, 0.02 gram of ester compound B of the present invention and 4 grams of 2,4,6-triisopropyl-1,3,5-tri

The homogeneous mixture of alkanes was molded under pressure into a disk shape (3 cm diameter and 3 mm thickness) to obtain tablets.

Formulation Example 23

烷的混合物放置在50毫升螺纹管中，热熔融并随后冷却至室温以获得片剂。0.2 gram of ester compound A of the present invention, 0.02 gram of ester compound B of the present invention and 4 grams of 2,4,6-triisopropyl-1,3,5-tri

The mixture of alkanes was placed in a 50 ml screw tube, hot melted and then cooled to room temperature to obtain tablets.

Then, the following Test Examples show that the control composition of the present invention has an outstanding pest control effect.

In the following test examples, (1R)-trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid [2,3,5,6-tetrafluoro-4 -(methoxymethyl)phenyl]methyl ester as the ester compound A of the present invention.

Alternatively, using (1R)-trans-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid [2,3,5,6-tetrafluoro-4-(methyl Oxymethyl)phenyl]methyl ester as the ester compound B of the present invention.

Test Example 1

An oil solution at the concentration shown in Table 1 below was prepared by diluting the ester compound B of the present invention with a given amount of isoparaffin solvent (ISOPAR M, a registered trademark of Exxon Chemical Co., Ltd.) (hereinafter, referred to as a comparative combination thing (1)). Similarly, the ester compound A of the present invention was diluted with a given amount of isoparaffin solvent (ISOPAR M, a registered trademark of Exxon Chemical Co., Ltd.) to prepare an oil solution at the concentration shown in Table 1 below (hereinafter referred to as Comparing compositions (2) and (3)).

Separately, the inventive ester compound A and the inventive ester compound B were diluted with a given amount of isoparaffin solvent (ISOPAR M, a registered trademark of Exxon Chemical Co., Ltd.) to prepare oils having active ingredient concentrations shown in Table 1 below. Solutions (hereinafter, referred to as compositions (1) and (2) of the present invention).

In a cube chamber with sides of 70 cm, 10 Culex pipiens (female) were released, and sprayed with a spray gun (spray pressure: 0.9 kg/cm ² ) from the chamber entrance. Small windows were sprayed with 0.7 ml of the composition (1) according to the invention. At a given period after spraying, the number of insects khocked down was investigated and the kill rate (KD rate) was calculated. In the same manner, the KD rate (two runs) after a given period was calculated by using the inventive composition (2) and the comparative compositions (1), (2) and (3).

The results are shown in Table 1.

Table 1

Test Example 2

Base material for mosquito coils (obtained by stirring and mixing a mixture of red nan powder, pyrethrum and wood powder in a ratio of 4:3:3, adding water thereto, kneading the resulting mixture well, and then molding and drying) Uniformly treated with a given amount of an acetone solution of the present ester compound A and air-dried to obtain mosquito coils containing the compounds at concentrations shown in Table 2 below (hereinafter, referred to as comparative composition (4)). Similarly, a mosquito coil (hereinafter referred to as comparative composition (5)) was obtained by using the ester compound A of the present invention at the concentration shown in Table 2.

In addition, the present ester compound A and the present ester compound B were diluted with a given amount of acetone to obtain mosquito coils containing the compounds at concentrations shown in Table 2 (hereinafter, referred to as present composition (3)).

In a cubic chamber having a side length of 70 cm, 0.5 g of the composition (3) according to the invention was placed on a mosquito coil rack placed on the center of its bottom and ignited. After the mosquito-repellent coil was completely burned, 20 Culex musculus mosquitoes (female) were released from a small window located at the entrance of the chamber. After a given period, the number of exterminated insects was investigated and the extermination rate (KD rate) was calculated. In the same manner, the KD rate (two runs) after a given period was calculated by using comparative compositions (4) and (5).

The results are shown in Table 2.

Table 2

As described above, the present invention can provide a pest control composition and a pest control method having excellent effects on pests.

Claims (4)

1. pest control composition, it comprises the combination as the following material of effective ingredient: by the ester compounds of following formula (I) expression:

With the ester compounds by following formula (II) expression:

2. pest control composition according to claim 1, wherein the weight ratio by formula (I) ester compounds of representing and the ester compounds of being represented by formula (II) is 50: 1 to 1: 50.

3. insect pest control method, it comprise to insect or insect survival zone apply effective dose by the ester compounds of following formula (I) expression with by the combination of the ester compounds of following formula (II) expression:

4. by the ester compounds of following formula (I) expression be used for the purposes of pest control by the combination of the ester compounds of following formula (II) expression: