TW201306749A - Pesticidal composition and method for controlling pests - Google Patents

Abstract

A pesticidal composition comprising the ester compound represented by formula (I): and the ester compound represented by formula (II): as active ingredients, which has an excellent controlling effect on pests.

Description

Pest control composition and pest control method

The application of the present application is hereby incorporated by reference in its entirety in its entirety in its entirety in the the the the the the the the the the the the

The present invention relates to a pest control composition and a method for controlling pests.

An ester compound represented by the formula (I):

It is known as an active ingredient of a pest control preparation (for example, EP0054360A2 and CN101306997A).

EP 0 054 360 A2 discloses compounds of formula (I):

Wherein R ¹ and R ² are methyl, halomethyl or halo, and X is O, S, S(O), SO ₂ or NR ⁴ , wherein R ⁴ is H, lower alkyl or lower carboxylic acid fluorenyl R ³ is lower alkyl, lower alkenyl, phenyl or benzyl, and further R ³ may be H when X is NR ⁴ ; and n is 1 to 4, and the compounds are included as insecticides Composition.

CN101306997A discloses a pyrethroid compound having the structure of formula A:

In formula A, the compound is a right-handed mono-rotatory compound wherein R ₁ and R ₂ are each the same halogen or a different halogen.

The ester compound represented by the formula (II) is also known as an active ingredient of a pest control preparation (for example, US5004822):

US5004822 discloses an insecticide of the formula:

Wherein R ¹ represents hydrogen or methyl; R ² represents hydrogen or halo or lower alkyl; R ³ represents hydrogen or halogen, lower alkyl (when R ² represents lower alkyl, which is different from R ² ) or carbonyl lower Alkoxy (when R ² represents a methyl group, which contains at least 2 carbon atoms in the lower alkoxy residue), or R ² and R ³ together with the carbon atoms to which they are attached represent at least one inner ring carbon a cyclic alkyl ring to a carbon double bond; the prerequisites are that (a) R ² and R ³ each represent hydrogen only when R ¹ represents a methyl group and (b) R ³ when each of R ¹ and R ² represents hydrogen Containing at least 2 carbon atoms; and R represents a group which forms a pesticidal ester with chrysanthemic acid, such as 5-benzyl-3-furanylmethyl, 3-phenoxybenzyl, α-cyano-3- Phenoxybenzyl.

However, there is a need to provide a pest control agent having a large control effect in some cases depending on the use of the agents and the pests prevented by the agents.

An object of the present invention is to provide a pest control composition which has an excellent control effect against harmful organisms and a method for controlling harmful organisms.

The inventors have intensively studied and found that an excellent control effect against harmful organisms is obtained by using an ester compound represented by the formula (I) and an ester compound represented by the formula (II). The present invention has thus been completed.

The present invention relates to the following:

[1] A pest control composition comprising an ester compound represented by the formula (I):

(hereinafter referred to as oxime ester compound A 〞) and an ester compound represented by formula (II):

(hereinafter referred to as oxime ester compound B 〞) as an active ingredient (hereinafter referred to as "the pest control composition 〝 of the present invention").

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

[3] A method for controlling a pest, which comprises administering a total effective amount of the ester compound A and the ester compound B to a habitat in which a pest or a pest inhabits.

[4] Use of a composition of an ester compound A and an ester compound B for controlling pests.

The pest control composition has excellent control effects on harmful organisms.

Way of carrying out the invention

The pest control composition is characterized by containing an ester compound A and an ester compound B.

The ester compound A can be produced by the method described, for example, in EP 0 054 360 A2.

The ester compound B can be produced by a method as described, for example, in US5004822.

The ester compound A and the ester compound B can form an isomer because each of the compounds has two asymmetric carbon atoms on the cyclopropane ring. In the present invention, a compound containing such active isomers in any ratio can be used as the ester compound A or the ester compound B.

Pests that are effective against pest control compositions include harmful arthropods such as harmful insects and harmful acarinas. Specific examples thereof are as follows: Lepidoptera: Pyralidae, such as Chilo suppressalis, Cnaphalocrosis medinalis, and Plodia interpunctella; Noctuidae, such as Spodoptera litura, Pseudaletia separate, and Mamestra brassicae; Pieridae, such as Pieris rapae crucivora; Tortricidae), such as Adoxophyes spp.; Carposinidae; Lyonetiidae; Lymantriidae; (Autographa); Agrotis spp., such as Agrotis segetum and Agrotis ipsilon; Helicoverpa spp.; Heliothis spp.; Plutella xylostella (Plutella xylostella); Parnara guttata; Tinea pellionella; Tineola bisselliella.

Diptera: Culex spp., such as Culex pipiens pallens, Culex tritaeniorhynchus, and Culex quinquefasciatus; Aedes spp .), such as Aedes aegypti and Aedes albopictus; Anopheles spp., such as Anopheles sinensis; Chironomidae; Muscidae ), such as Musca domestica, Musca corvina, Muscina stabulans, and Fannia canicularis; Calliphoridae; Sarcophagidae; Anthomyiidae, such as Delia platura and Delia antiqua; Sepsidae; Tephritidae; Agromyzidae; Drosophilidae, Such as wild fruit fly (Drosophia melanogaster); Psychodidae; Phoridae, such as East Asian scorpion fly (Megaselia spiracularis; Simuliidae; Tabanidae; ); Ceratopogonidae et al.

Blattaria: Blattella germanica, Periplaneta fuliginosa, Periplaneta Americana), brown cockroach (Periplaneta brunnea), oriental cockroach (Blatta orientalis), etc.

Hymenoptera: Formicidae, Vespidae, Bethylidae, Tenthredinidae, such as Athalia rosae ruficornis.

Siphonaptera: Ctenocephalides canis, Ctenocephalides felis, Pulex irritants, and the like.

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

Isoptera: Reticulitermes speratus, Coptotermes formosanus, etc.

Hemiptera: Delphacidae, such as Laodelphax striatellus, Nilaparvata lugens, and Sogatella furcifera; Deltocephalidae, such as the black-tailed spider mites ( Nephotettix cincticeps) and Nephotettix virescens; Aphididae; Pentatomidae; Aleyrodidae; Coccidae; Cimicidae, such as temperate zone Bed bug (Cimex lectularius); Tingidae; Psyllidae.

Coleoptera: Attagenus unicolor; Anthrenus verbasci; corn rootworms, such as the corn rootworm (Diabrotica virgifera) and eleven stars Diabrotica undecimpunctaca howardi; Scarabaeidae, such as Anomala cuprea and Anomala rufocuprea; Curculionidae, such as Sitophilus zeamais, rice weevil (Lissorhoptrus oryzophilus), Anthonomus grandis grandis and Callosobruchus chinensis; Tenebrionidae, such as Tenebrio molitor and Tribolium castaneum; Chrysomelidae, such as Oulema oryzae, Phyllotreta striolata, and Aulacophora femoralis; Anobiidae; Epilachna spp., such as eggplant Ladybird (Henosepilachna vigintioctopunctata); Lyctidae; Bostrychidae; Cerambycidae; Paederus fuscipes.

Thysanoptera: Thrips palmi, Frankliniella occidentalis, Thrips hawaiiensis, and the like.

Orthoptera: Gryllotalpidae, Acrididae, etc.

Acarina: Pyroglyphidae, such as Dermatophagoides farinae and Dermatophagoides pteronyssinus; Acaridae, such as Tyrophagus putrescentiae and elliptical Aleuroglyphus ovatus; Glycyphagidae, such as Glycyphagus privatus, Glycyphagus domesticus, and Glycyphagus destructor; Cheyletidae, such as the genus Cheyletus malaccensis and Cheyletus moorei Tarsonemidae; Chortoglyphidae; Oribatei; Tetranychidae, such as Tetranychus urticae, Tetranychus kanzawai, citrus Panonychus citri and Panonychus ulmi; Ixodidae, such as Haemaphysalis longicornis; Dermanyssidae, such as Ornithonyssus sylvairum And chicken skin hedgehog (Dermanyssus galinae) and so on.

The pest control composition of the present invention has an excellent control effect particularly on Diptera.

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

Although a simple mixture of the ester compound A and the ester compound B can be used as it is as the pest control composition of the present invention, it is usually administered after being formulated into any of the following formulations. Formulations include oily formulations, emulsifiable concentrates, wettable powders, flowable concentrates (eg, aqueous suspension concentrates and aqueous emulsion concentrates), microcapsules, powders, granules, lozenges, aerosols, Carbon dioxide formulation, by heating a volatile formulation (eg, insecticidal ring, insecticidal tablets for electric heating, and suction Volatile formulation for core heating), piezoelectric insecticidal formulation, heated fumigant (for example, self-ignition fumigant, chemical reaction fumigant and porous ceramic plate fumigant), non-heated volatile formulation (eg, resin volatile formulations, paper volatile formulations, non-woven volatile formulations, woven volatile formulations and sublimation ingots), smoky formulations (eg, aerosols), direct contact formulations (eg, sheet-like contact formulations, ribbon-like contact formulations, and mesh-like contact formulations), ULV formulations, and baits.

The following method can be exemplified as a blending method.

(1) A method in which an ester compound A and an ester compound B are mixed with a solid carrier, a liquid carrier, a gas carrier, a bait or the like, and if necessary, a surfactant and/or other compound for formulation An adjuvant is added thereto and then processed.

(2) A method in which a base material is impregnated with an ester compound A and an ester compound B.

(3) wherein the ester compound A, the ester compound B is mixed with the base material and then molded or shaped.

This formulation contains the ester compound A and the ester compound B in a total amount of usually from 0.001 to 98% by weight, although the total amount depends on the type of the formulation.

Solid carriers for formulations include fine powders and granules of clay (eg, kaolin, diatomaceous earth, bentonite, fubasami clay and acid white clay), synthetic hydrated ceria, talc, ceramics, Other inorganic minerals (eg sericite, quartz, sulfur, activated carbon, carbonic acid) Calcium and hydrated vermiculite) and chemical fertilizers (eg, ammonium sulfate, ammonium phosphate, ammonium nitrate, ammonium chloride, and urea); substances that are solid at room temperature (eg, 2,4,6-triisopropyl-1) , 3,5-trioxane, naphthalene, p-dichlorobenzene, camphor and diamond); and felt, fiber, cloth, fabric, sheet, paper, yarn, foam, porous material and one of the following materials Or multifilament: wool, silk, cotton, hemp, pulp, synthetic resin (for example, polyethylene resin, such as low density polyethylene, linear low density polyethylene and high density polyethylene; ethylene vinyl ester copolymer , such as ethylene-vinyl acetate copolymer; ethylene-methacrylate copolymer, such as ethylene-methyl methacrylate copolymer and ethylene-ethyl methacrylate copolymer; ethylene-acrylate copolymer, such as ethylene - a methyl acrylate copolymer and an ethylene-ethyl acrylate copolymer; an ethylene-vinyl carboxylic acid copolymer such as an ethylene-acrylic acid copolymer; an ethylene-tetracyclododecene copolymer; a polypropylene resin such as a propylene homopolymer And propylene-ethylene copolymer; poly-4-methylpentene-1, Polybutene-1, polybutadiene and polystyrene; acrylonitrile-styrene resin; styrene-based elastomer, such as acrylonitrile-butadiene-styrene resin, styrene-conjugated Alkene block copolymer and styrene-conjugated diene block copolymer hydrogenated product; fluororesin; acrylic resin such as poly(methyl methacrylate); polyamine resin such as nylon 6 and nylon 66 Polyester resins such as poly(ethylene terephthalate), poly(ethylene naphthalate), poly(butylene terephthalate), and poly(terephthalate dicyclohexyl) And a porous resin such as polycarbonate, polyacetal, polypropylene fluorene, polyarylate, hydroxybenzoic acid polyester, polyether phthalimide, polyester carbonate, polyphenylene ether resin, Poly(vinyl chloride), poly(vinylidene chloride), Polyurethanes, expanded polyurethanes, expanded polypropylene and expanded polyethylene), glass, metals, ceramics and the like.

Liquid carriers include aromatic or aliphatic hydrocarbons (eg, xylene, toluene, alkylnaphthalene, phenyldimethylphenylethane, kerosene, light oil, hexane, and cyclohexane), halogenated hydrocarbons (eg, chlorobenzene) , dichloromethane, dichloroethane and trichloroethane), alcohols (eg methanol, ethanol, isopropanol, butanol, hexanol, benzyl alcohol and ethylene glycol), ethers (eg diethyl ether, B) Diol dimethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, propylene glycol monomethyl ether, tetrahydrofuran and dioxane), esters (for example, ethyl acetate and butyl acetate), ketones (for example, Acetone, methyl ethyl ketone, methyl isobutyl ketone and cyclohexanone), nitriles (for example, acetonitrile and isobutyronitrile), hydrazine (for example, dimethyl hydrazine), and decylamine (for example, N, N- Dimethylmethaneamine, N,N-dimethylacetamide and N-methylpyrrolidone), alkylene carbonate (for example, propyl carbonate), vegetable oil (for example, soybean oil and cottonseed oil) , plant essential oils (for example, orange oil, celery oil and lemon oil) and water.

The gaseous carrier comprises butane gas, CFC gas, liquefied petroleum gas (LPG), dimethyl ether and carbon dioxide.

The surfactant comprises an alkyl sulfate, an alkyl sulfonate, an alkyl aryl sulfonate, an alkyl aryl ether and a polyoxyethylated product thereof, a polyethylene glycol ether, a polyol ester, and a sugar alcohol derivative. Things.

Other adjuvants for formulation include adhesives, dispersants, and stabilizers. Specific examples thereof are casein, gelatin, polysaccharides (for example, starch, gum arabic, cellulose derivatives, and alginic acid), lignin derivatives, bentonite, sugars, synthetic water-soluble polymers [for example, poly(ethylene). Alcohol) Vinylpyrrolidone) and polyacrylic acid], BHT (2,6-di-t-butyl-4-cresol), BHA (2-tert-butyl-4-methoxyphenol and 3-third a mixture of keto-4-methoxyphenol) and the like.

Substrate materials for the insecticidal ring include a mixture of unprocessed plant powders (e.g., wood flour and pyrethrum) and binders (e.g., Tabu powder, starch, and gluten).

The substrate material for the electrically heated insecticidal sheet comprises a compacted fibril plate of cotton wool and a compacted fibril plate of a mixture of lint and pulp.

The base material of the self-ignition type fumigant includes a combustion exothermic agent (for example, nitrate, nitrite, strontium salt, potassium chlorate, nitrocellulose, ethyl cellulose, and wood powder); a thermal decomposition accelerator (for example, an alkali metal salt) , alkaline earth metal salts, dichromates and chromates); oxygen supply agents (for example, potassium nitrate); combustion aids (for example, melamine and wheat starch); extenders (for example, diatomaceous earth); and binders (for example, synthetic paste).

Base materials for chemically reactive fumigants include exothermic agents (eg, sulfides of alkali metals, polysulfides and hydrosulfides, and calcium oxide); catalysts (eg, carbonaceous materials, iron carbide, and activated clay); Organic blowing agents (for example, azomethoxamine, benzenesulfonamide, dinitropentamethylmethylamine, polystyrene, and polyurethane); and fillers (for example, natural fiber sheets) And synthetic fiber sheets).

The resin used as the base material of the resin volatile formulation and the like comprises a polyethylene resin such as low density polyethylene, linear low density polyethylene and high density polyethylene; an ethylene-vinyl ester copolymer such as ethylene vinyl acetate Ester copolymer; ethylene-methacrylate copolymer such as ethylene-methyl methacrylate copolymer and ethylene-ethyl methacrylate copolymer; ethylene-acrylate copolymer such as ethylene-methyl acrylate copolymer and Ethylene-ethyl acrylate copolymer; ethylene-vinyl carboxylic acid copolymer such as ethylene-acrylic acid copolymer; ethylene-tetracyclododecene copolymer; polypropylene resin such as propylene homopolymer and propylene-ethylene copolymer Poly-4-methylpentene-1, polybutene-1, polybutadiene, polystyrene and acrylonitrile-styrene resins; styrene-based elastomers such as acrylonitrile-butadiene Alkene-styrene resin, styrene-conjugated diene copolymer and styrene-conjugated diene block copolymer hydrogenated product; fluororesin; acrylic resin such as poly(methyl methacrylate); polydecylamine Resins such as nylon 6 and nylon 66; polyester resins such as poly(ethylene terephthalate), poly(ethylene naphthalate), poly(butylene terephthalate) and poly( Terephthalic acid cyclohexyl dimethylene methyl ester); and polycarbonate, polyacetal, polypropylene bismuth, poly Acid ester, hydroxybenzoic acid polyester, polyetherimide, polyester carbonate, polyphenylene ether resin, poly (vinyl chloride), poly (vinylidene chloride), and polyurethanes. The base materials may be used singly or in a mixture thereof. If necessary, the base materials may contain plasticizers such as phthalates (e.g., dimethyl phthalate and dioctyl phthalate), adipates, and stearic acid. The resin volatile formulation can be obtained by kneading the ester compound A and the ester compound B with the above-exemplified base material, and then molding the kneaded product by injection molding, extrusion, compression or the like. Or stereotypes. If necessary, the obtained resin formulation can be processed into a flat sheet, a film, a ribbon, a mesh, a string or the like via steps such as molding or setting, cutting, and the like. Things. This resin formulation is processed into, for example, animal collars, animal ear tags, flake formulations, attracting ropes, and horticultural stays.

Base materials for baits include bait components (eg, flour, vegetable oil, sugars, and crystalline cellulose); antioxidants (eg, dibutylhydroxytoluene and nordihydroguaiaretic acid); Agents (eg, dehydroacetic acid); anti-child or pet food ingestants (eg, paprika); and insect-pesticide flavors (eg, cheese flavor, onion flavor, and peanut oil).

In the method of the present invention, the harmful organism is prevented by administering the pest control composition of the present invention to a habitat (plant, soil, outdoor, animal, etc.) in which the pest or the pest inhabits. Further, the harmful organism is prevented by individually administering the total effective amount of the ester compound A and the ester compound B to a habitat in which a pest or a pest inhabits.

The total effective amount of hydrazine herein means the total amount of ester compound A and ester compound B, wherein the amount of the two compounds administered can cause the pest to be protected.

Specific examples of the method for administering the pest control composition of the present invention are the following methods. The administration method can be appropriately selected depending on the form of the pest control composition of the present invention, the administration position, and the like.

(1) A method in which the pest control composition of the present invention itself is administered to a habitat in which a pest or a pest inhabits.

(2) A method in which the pest control composition of the present invention is diluted with a solvent such as water and then administered to a habitat in which a pest or a pest inhabits.

In the method (2), the pest control composition of the present invention formulated into an emulsifiable concentrate, a wettable powder, a flowable concentrate, a microcapsule or the like is often diluted to give an ester compound A and an ester compound. The total concentration of B may be from 0.01 to 1,000 ppm.

(3) A method in which the pest control composition of the present invention is heated in a habitat in which a pest inhabits, and the active ingredient is evaporated.

In the method (3), both the administration dose and the administration concentration of the ester compound A and the ester compound B may depend on the form of the pest control composition of the present invention, when, where and how to apply the pest control system. The composition, the degree of damage, and the like are appropriately determined.

When the pest control composition of the present invention is used to prevent an infectious disease, the dosage in the case of administration into the space is usually 0.0001 to 1,000 mg in terms of the total amount of the ester compound A and the ester compound B. The dosage is given in the case of administration of the film, and is usually from 0.0001 to 1,000 mg/m 2 in terms of the total amount of the ester compound A and the ester compound B. Volatile formulations which are heated, such as insecticidal rings and electrically heated insecticidal tablets, are used by heating to volatilize the active ingredient depending on the type of such formulation. Non-heated volatile formulations (such as resin volatile formulations, paper volatile formulations, non-woven volatile formulations, woven volatile formulations, and sublimed ingots) can be placed, for example, by allowing the formulations to be placed Use air in their space or against the formulation to blow air.

The space for administering the pest control composition of the present invention to prevent infectious diseases includes closets, closets, wardrobes, sideboards, restrooms, bathrooms, and piles. Library, living room, dining room, warehouse and car interior. Further, the pest control composition of the present invention can also be used in an outdoor open space.

When using the pest control composition of the present invention to prevent ectoparasites of livestock (such as cattle, horses, pigs, sheep, goats, chickens, etc.) and small animals (such as dogs, cats, rats, mice, etc.) The animals can be administered to animals in a manner well known in the art of veterinary medicine. The method of using the pest control composition of the present invention is specifically as follows. The pest control composition for systemic control is administered, for example, in the form of a tablet, a mixture with a feed, a suppository or an injection (for example, intramuscular, subcutaneous, intravenous or intraperitoneal injection). A pest control composition for non-systemic control is sprayed, such as with an oily or aqueous liquid formulation, with an oily or aqueous liquid formulation, pour-on or spot-on The method of treating, washing the animal with a shampoo formulation, or installing a volatile formulation of the resin in the form of a collar or ear tag to the animal. When the pesticidal composition of the present invention is administered to an animal, the total amount of the ester compound A and the ester compound B is usually in the range of from 0.01 to 1,000 mg per kg of the animal body weight.

In the pest control composition of the present invention, other pest control preparations (such as insecticides and acaricides, repellents, synergists, pigments, etc.) may be further mixed with the ester compound A and the ester compound B. Or accompanying use.

Instance

The present invention is further detailed by the following examples of formulations and test examples. The examples are not to be construed as limiting the scope of the invention.

First, the formulation of the pest control composition of the present invention will be exemplified. In the examples of the formulations and the test examples, the parts are by mass unless otherwise specified.

Formulation example 1

9 parts of ester compound A and 0.9 part of ester compound B were dissolved in a mixture of 37.5 parts of xylene and 37.5 parts of N,N-dimethylformamide, 9.1 parts of polyoxyethylene styrylphenyl ether and 6 parts of ten Calcium dialkylbenzenesulfonate is added thereto, and the resulting mixture is thoroughly stirred and mixed to obtain an emulsifiable concentrate.

Formulation example 2

20 parts of the ester compound A, 20 parts of the ester compound B and 5 parts of Sorpol 5060 (registered trademark of Toho Chemical Co., Ltd.) were thoroughly mixed, and 32 parts of Carplex #80 (Sionogi & Co., Ltd. registered trademark) ; Synthetic hydrated cerium oxide fine powder) and 23 parts of 300 mesh diatomaceous earth were added thereto, and the resulting mixture was mixed in a juice machine to obtain a wettable powder.

Formulation example 3

5 parts of a synthetic hydrated ceria fine powder, 5 parts of sodium dodecylbenzene sulfonate, 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 part of ester compound B, and the obtained Full mixture Stir and mix. A suitable amount of water is then added to the resulting mixture and further stirred. The thus stirred mixture was subjected to particle size adjustment of the granulator and then air dried to obtain granules.

Formulation example 4

5 parts of the ester compound A, 0.5 part of the ester compound B, 1 part of a synthetic hydrated ceria fine powder, 1 part of Driless B (manufactured by Sankyo Co., Ltd.) as a flocculating agent, and 7 parts of clay in a mortar Mix well and then stir and mix in a blender. 85.5 parts of cut clay was added to the obtained mixture, and the resulting mixture was thoroughly stirred and mixed to obtain a powder.

Formulation example 5

10 parts of the ester compound A, 1 part of the ester compound B, 35 parts of white carbon containing 50% of polyoxyethylene alkyl ether sulfate ammonium salt, and 54 parts of water were mixed, and the resulting mixture was finely ground by wet grinding to obtain powder.

Formulation example 6

0.05 part of the ester compound A and 0.1 part of the ester compound B were dissolved in 10 parts of dichloromethane, and the resulting solution was mixed with 89.85 parts of an isoparaffin solvent (Isopar M, registered trademark of Exxon Chemical Co.) to obtain an oily formulation.

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.) were placed in an aerosol can, and the aerosol valve was installed in an aerosol can, 25 parts of dimethyl ether and 25 parts. The LPG is placed in an aerosol can, the aerosol can is shaken and then the actuator is mounted to the aerosol can to obtain an oil-based aerosol.

Formulation Example 8

0.5 parts of ester compound A, 0.05 part of ester compound B, 0.01 part of BHT, 5 parts of xylene, 3.44 parts of deodorized kerosene, and 1 part of emulsifier {Atmos 300 (registered trademark of Atlas Chemical Corp.)} and 50 parts of distilled water The mixture was placed in an aerosol container, the valve member was mounted to the container, and then 40 parts of propellant (LPG) was compressed under pressure into the container via a valve to obtain a water-based aerosol.

Formulation Example 9

A paper product having a honeycomb structure (0.5 cm thick, 69 cm long and 0.2 cm wide) was rolled up from one end to obtain a substantially cylindrical carrier of 5.5 cm in diameter and 0.2 cm in height. A solution of 5 parts of the ester compound A and 0.5 part of the ester compound B in 94.5 parts of acetone was uniformly coated on the above carrier in an appropriate amount and then air-dried to remove acetone to obtain a paper volatile formulation.

Formulation Example 10

Three-dimensional knitted fabric (trade name: Fusion, model: AKE69440, Dealer: Asahi Kasei Fibers Corp., thickness: 4.3 mm, basis weight: 321 g/m2; made from polyamide, cut into a circular cloth of 5 cm diameter. A solution of 5 parts of the ester compound A and 0.5 part of the ester compound B in 94.5 parts of acetone was uniformly coated on the above-mentioned three-dimensional knitted fabric in an appropriate amount and then air-dried to remove acetone to obtain a volatile blending of the woven fabric. Things.

Formulation Example 11

97.8 parts by weight of ethylene-methyl methacrylate copolymer (methyl methacrylate content: 10% by weight, MFR = 2 [g / 10 minutes]), 2 parts of ester compound A and 0.2 part of ester compound B at 130 ° C 45 mm rotating in the same direction Double screw extruder melts and kneads at 40 ° C at 40 ° C The extruder was further melt-kneaded, and the kneaded product was extruded into a sheet through a T-die, and then cooled with a cooling roll to obtain 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 minutes]), 2 parts of ester compound A and 0.2 part of ester compound B were rotated in the same direction at 130 ° C 45 mm Double screw extruder melt-kneading, further at 40 ° C at 150 ° C The extruder was further melt-kneaded, and the kneaded product was extruded into a sheet through a T-die, and then cooled with a cooling roll to obtain a resin volatile formulation.

Formulation Example 13

Five parts of the ester compound A and 0.5 part of the ester compound B were dissolved in 94.5 parts of acetone. The resulting solution was applied to a paper having a foldable structure (2000 cm 2 ) in an appropriate amount and air-dried to remove acetone to obtain a paper volatile formulation.

Formulation Example 14

3 parts of the ester compound A and 0.3 part of the ester compound B were dissolved in 14.6 parts of acetone to obtain a solution. 0.2 part of zinc oxide, 1.0 part of pregelatinized starch, and 42.8 parts of azomethicone were added to the solution, followed by adding 38.1 parts of water thereto. The resulting mixture was kneaded, shaped into granules by an extruder and then dried. The granules containing the above-mentioned compound according to the present invention were accommodated in the upper space of a container partitioned by an aluminum separator in the middle, and 50 g of calcium oxide was contained in the lower space of the container. Therefore a fumigant is obtained.

Formulation Example 15

0.5 part of zinc oxide, 2 parts of pregelatinized starch and 97.5 parts of azomethicone were mixed and the resulting mixture was kneaded with water. The kneaded product was shaped into granules by an extruder and dried. 2 g of the granules were uniformly impregnated with an acetone solution containing 0.58 g of the ester compound A and 0.058 g of the ester compound B and then dried. The particles thus obtained were accommodated in the upper space of the container separated by an aluminum separator in the middle, and 50 g of calcium oxide was accommodated in the lower space of the container. Therefore a fumigant is obtained.

Formulation Example 16

0.5 g of the ester compound A and 0.05 g of the ester compound B were dissolved in 20 ml of acetone, and the resulting solution was added to 99.4 g of a carrier for the anti-mosquito ring (Tabu powder in a weight ratio of 4:3:3, deworming) In a mixture of a mixture of chrysanthemum and wood flour and 0.3 g of a green pigment, the resulting mixture was uniformly stirred and mixed, 120 ml of water was added thereto, the resulting mixture was sufficiently kneaded, and then the kneaded mixture was molded and Dry and get the insecticidal circle.

Formulation Example 17

A base material (a plate obtained by fibrillating a mixture of cotton lint and pulp) having a thickness of 3.4 cm × 2.1 cm and a thickness of 0.22 cm is used to mix 10 parts of the ester compound A and 1 part of the ester compound. B, 39.5 parts of acetyl citrate tributyl acrylate, 39.5 parts of isodecyl adipate, 5 parts of blue pigment and 5 parts of the flavoring material were uniformly impregnated to obtain an insecticidal sheet for electric heating.

Formulation Example 18

0.1 part of the ester compound A and 0.01 part of the ester compound B were dissolved in 99.89 parts of deodorized kerosene, and the obtained solution was placed in a container made of vinyl chloride and the absorbent core was obtained by coagulating the inorganic powder with the binder and baking. One end of the baked coagulated powder is inserted into the container so that the other end of the core can be heated by the heater to obtain a part of the preparation which is heated and volatilized by the absorbent core. .

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.) were placed in an aerosol can, and the aerosol valve was installed in an aerosol can, 25 parts of dimethyl ether and 25 parts. The LPG is placed in an aerosol can, the aerosol can is shaken and then the actuator for the full contents-spray aerosol is mounted to the aerosol can to obtain an aerosol.

Formulation Example 20

99.78 parts of diethylene glycol monoethyl ether was added to a mixture of 0.2 parts of the ester compound A and 0.02 parts of the ester compound B, and the resulting mixture was thoroughly stirred and mixed to obtain a drip treatment for the ectoparasite on the anti-brake. Formulation.

Formulation Example 21

A 1 ml solution consisting of 3 parts of ester compound A, 0.3 part of ester compound B and 96.7 parts of acetone was uniformly coated by molding 4,000 mg of 2,4,6-three under pressure (4 ton / cm 2 ). A disk-shaped solid matter (diameter: 3 cm, thickness: 3 mm) obtained from isopropyl-1,3,5-trioxane, and then the solid matter was dried to obtain a tablet.

Formulation example 22

0.2 grams of ester compound A, 0.02 grams of ester compound B and 4 A homogeneous mixture of 2,4,6-triisopropyl-1,3,5-trioxane was molded into a disk under pressure (4 ton / cm ^ 2 ) (diameter: 3 cm, thickness: 3 mm) , obtaining a lozenge.

Formulation example 23

0.2 g of the ester compound A, 0.02 g of the ester compound B, and 4 g of 2,4,6-triisopropyl-1,3,5-trioxane were placed in a 50 ml spiral tube, and the mixture was heated and melted. Then, the mixture was cooled to room temperature to obtain a tablet.

The following test examples demonstrate that the pest control composition of the present invention has an excellent control effect against harmful organisms.

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

In addition, (1R)-cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylic acid (S)-α-cyano-3-phenoxybenzene The ester serves as the ester compound B.

Test example 1

An oily formulation having a concentration as shown in Table 1 was prepared by dissolving a specific amount of the ester compound B in an isoalkane solvent (Isopar M, a registered trademark of Exxon Chemical Co.). These oily formulations are hereinafter referred to as comparative compositions (1) to (3). Similarly, an oily formulation having a concentration as shown in Table 1 was prepared by dissolving a specific amount of ester compound A in an isoalkane solvent (Isopar M, Exxon Chemical Co.). Prepared in the registered trademark). These oily formulations are hereinafter referred to as comparative compositions (4) to (6).

An oily formulation containing the active ingredient at a concentration as shown in Table 1 was prepared by dissolving a specific amount of the ester compound A and the ester compound B in an isoalkane solvent (Isopar M, a registered trademark of Exxon Chemical Co.). As a pest control composition of the present invention. These oily formulations are hereinafter referred to as compositions (1) to (6) of the present invention.

Ten mosquitoes (Culex pipiens) (10 females) were released into a cubic box with 70 cm per side. 0.7 ml of the composition (1) of the present invention was sprayed from a small window at the inlet of the box with a spray gun (spraying pressure: 0.9 kg/cm 2 ). The number of shot down insects was counted 7 minutes after spraying and the shot down (KD) rate was calculated.

The same test as above was carried out except that each of the compositions (2) to (6) of the present invention and the comparative compositions (1) to (6) were used instead of the composition (1) of the present invention, and the calculation was carried out. After 7 minutes of shooting down. These tests were repeated twice.

The results are shown in Table 1.

Industrial application

According to the present invention, there is provided a pest control composition which has an excellent control effect against harmful organisms and a method for preventing harmful organisms.

Claims (4)

A pest control composition comprising an ester compound represented by the formula (I): And an ester compound represented by the formula (II): As an active ingredient. The composition according to the first aspect of the invention, wherein the ester compound represented by the formula (I) has a weight ratio of the ester compound represented by the formula (II) of from 50:1 to 1:50. A method for controlling pests comprising an ester compound represented by the formula (I): And an ester compound represented by the formula (II): A total of the effective amount of habitat to which a pest or pest inhabits. An ester compound represented by the formula (I): And an ester compound represented by the formula (II): The use of a composition for the control of pests.