KR20110047989A - Harmful bio-control compositions and methods of controlling harmful organisms - Google Patents

Abstract

PURPOSE: A composition for preventing pest, containing ester compound A and ester compound B is provided to ensure excellent pest prevention effect. CONSTITUTION: A composition for preventing pest contains complex of an ester compound of chemical formula I(ester compound A) and an ester compound of chemical formula II(ester compound B) as an active ingredient. The weight ratio of ester A and ester II is 50:1-1:50. A method for preventing pest is performed by spraying effective amount of the complex to pest or pest habitat. The pest is harmful arthropod.

Description

Hazardous Bio-Control Compositions and Control Methods for Harmful Organisms {HARMFUL ORGANISM-CONTROLLING COMPOSITION AND CONTROL METHOD OF HARMFUL ORGANISMS}

The present invention relates to pest control compositions and pest control methods.

The ester compounds represented by the following formula (I) are known to be active ingredients of pest control formulations (see eg JP 57-123146 A and CN 101306997 A):

.

.

In addition, ester compounds represented by the following general formula (II) are also known as active ingredients of pest control agents (see, for example, JP 2004-2363 A):

.

.

However, in some cases, pest control formulations that are superior to these known agents are required depending on the particular application and the pests to be controlled.

An object of the present invention is to provide a pest control composition and a pest control method which are excellent in controlling the pests.

As a result of the intensive study of the present inventors, it was found that the combination of the ester compound represented by the general formula (I) and the ester compound represented by the general formula (II) shows excellent control effect against pests. Thus, the present invention has been completed.

That is, the present invention provides:

(1) an ester compound represented by the following general formula (I):

(Hereinafter referred to as ester compound A of the present invention) and

An ester compound represented by the following general formula (II):

A pest control composition comprising a combination of the following (hereinafter referred to as ester compound B of the present invention) as an active ingredient;

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

(3) A pest control method comprising spraying a pest or pest habitat with a combination of an effective amount of the ester compound A of the present invention and the ester compound B of the present invention; And

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

The control composition and control method of the present invention show excellent control effect against pests.

The control composition of the present invention is characterized by including 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 prepared, for example, by the method described in JP 57-123146 A.

The ester compound B of the present invention can be produced, for example, by the method described in JP 2004-2363 A.

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

Examples of pests in which the control composition of the present invention exhibits control effects include harmful arthropods such as pests and ticks. Specific examples thereof are as follows.

Blight pests:

Famous moths such as Chilo suppressalis, Cnaphalocrocis medinalis and Plodia interpunctella; Chestnut moths such as Spodoptera litura, Spodoptera exigua, Pseudaletia separata and Maestra brassicae; White butterflies, such as the Chinese cabbage (Pieris rapae); Leafy moths such as Adoxophyes spp .; Deep moth; Oyster moth; Poison moth; Plusiae; Agrotis spp. Such as Agrotis segetum and Agrotis ipsilon; Helicobpa spp .; Heliothis spp .; Chinese cabbage moth (Plutella xylostella); Rowan butterfly (Pamara guttata); Clothespin moth (Tinea translucens); And cobweb moth (Tineola bisselliella).

Double Pests:

Cluster 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 family; Houseflies, such as Musca domestica, Musca bezzi, Muscina stabulans, and Fannia canicularis; Black fly family; Sleepyaceae; Asteraceae, such as Delia platura and Delia antiqua; Sepidae; Fruit fly family; Oyster flies; Drosophila, such as Drosophila melanogaster; Moth flies; Flea flies, such as Megasalia spiracularis; Mapiaceae; And the like; Chimpanzee; And Ceratopogonidae.

Cockpit pest:

With wheels such as the German wheels (Blattella germanica), the wheels of Periplaneta fuliginosa, the Periplaneta americana, the Periplaneta brunnea, and the Batta orientalis.

Maxima Pest:

Formicidae; Wasps (Vespidae); Bethylidae; And beetles (Tenthredinidae) such as Athalia rosae.

Flea Pests:

Dog fleas (Ctenocephalides canis), cat fleas (Ctenocephalides felis), and human fleas (Purex irritans).

P. Pest:

The person (Pediculus humanus), the quadrilateral (Phthirus pubis), the head (Pediculus humans capitis), and the body (Pediculus humanus corporis).

Termite Pest:

Termites (Reticulitermes speratus), and termites (Coptotermes formosanus).

Stink bugs:

Annihilates such as Laodelphax striatellus, Nilaparvata lugens, and Sogatella furcifera; Cicada larvae such as Nephotettix cincticeps and Nephotettix virescens; Aphids; Stink bug; Powderyaceae; Coleoptera; Bedbugs such as cimex lectularius; Shield bug; And the tree Opiaceae (Psyllidae).

Coleoptera Pests:

Corn rootworm species such as Attagenus japonicus, Anthrenus verbasci, Western corn rootworm (Diabrotica virgifera), and southern corn rootworm (Diabrotica undecimpunctata howardi); Chafers, such as the copper beetle (Anomala cuprea) and the beetle (Anomala rufocuprea); Weevils such as Sitophilus zeamais, Rice weevil (Lissorhoptrus oryzophilus), cotton weevil (Anthonomus grandis) and red beans weevil (Callosobruchus chinensis); Gourds such as brown bran (Tenebrio molitor) and rice flour beetle (Tribolium castaneum); Leaf beetles such as Oulema oryzae, Phyllotreta striolata and Cucumber leaf beetle (Aulacophora femoralis); Comb beetle; Epilachna spp., Such as twenty eight spotted ladybug (Epilachna vigintioctopunctata); Thigh wood; Dogwood bark; Sky bovine; And wood ant half wing (Paederus fuscipes).

Larva Pest:

Cucumber whiskers (Thrips palmi), Flower yellow whiskers (Frankliniella occidentalis), and Taiwan whiskers (Frankliniella intonsa).

Locust Pest:

Land dog, and grasshopper.

Tick pests:

Dust mites such as North American house dust mites (Dermatophagoides farinae) and European house dust mites (Dermatophagoides ptrenyssnus); Dust mites such as Tyrophagus putrescentiae and Barley powder mite (Aleuroglyphus ovatus); Meat mites such as Glycyphagus privatus, Glycyphagus domesticus, and Glycyphagus destructor; Cheyletidae such as claw mite (Cheyletus malaccensis) and claw mite (Cheyletus fortis); Dust mite; Floor mite; Haplochthoniidae; Mites, such as Tetranychus urticae, Ganza and Mine, Panonychus citri, and Panonychus ulmi; True mites, such as Haemaphysalis longicornis; And bird mites such as Ornithonyssus sylviarum and Chicken mite (Dermanysus gallinae).

In particular, the control composition of the present invention shows an excellent control effect against double-necked pests, and a better control effect against a mosquito (Calicidae).

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 excellent controlling effect of the present invention is maintained. Usually, the weight ratio is 50: 1-1: 50, Preferably it is the range of 10: 1-1: 1: 10.

The control composition of the present invention may be a simple mixture of the ester compound A of the present invention and the ester compound B of the present invention. However, it is commonly used in the form of various formulations. Examples of formulations include oil solutions, emulsions, wetting agents, suspending agents (e.g., water suspensions and emulsions), microcapsule formulations, dust, granules, tablets, aerosols, carbon dioxide formulations, heat evaporation formulations (e.g. mosquito flavors, electric mosquito mats, And fluid absorption wick-type insecticides, piezo-type spray insecticides, heated fumigants (eg, self-burning fumigants, chemically reactive fumigants, and toxic ceramic plate fumigants), non-heat fumigants (eg, resin fumigants, feeders) fumigants, nonwoven fumigants, fabric fumigants, and sublimation tablets), fume formulations (e.g. mists), direct contact formulations (e.g. sheet contact formulations, tape type formulations, and net contact formulations), ULV formulations, and poisons Bait is included.

The formulation can be prepared, for example, by the following method.

(1) A method of mixing the ester compound A of the present invention and the ester compound B of the present invention with a solid carrier, a liquid carrier, a gas carrier or a feed and, if necessary, other adjuvants for formulations such as surfactants.

(2) A method of impregnating a base into the ester compound A of the present invention and the ester compound B of the present invention.

(3) The method of shaping | molding after mixing ester compound A of this invention, ester compound B of this invention, and base.

Such formulations typically comprise ester compound A of the present invention and ester compound B of the present invention in a total amount of 0.001 to 98% by weight.

Examples of solid carriers used in the formulation include clays (eg kaolin clay, diatomaceous earth, bentonite, Fuvasami clay, and acidic clay), synthetic hydrated silicon dioxide, talc, ceramics, other inorganic materials (eg, mica, quartz) Fine powders and granules such as sulfur, activated carbon, calcium carbonate, and hydrated silica) and chemical fertilizers (eg, ammonium sulfate, ammonium phosphate, ammonium nitrate, ammonium chloride, and urea); And solid materials at room temperature (e.g., 2,4,6-triisopropyl-1,3,5-trioxane, naphthalene, p-dichlorobenzene, camphor, and adamantane), as well as felts, fibers, fabrics , Fabrics, sheets, paper, yarn, foam, porous materials, and one or more wool, silk, cotton, hemp, pulp, synthetic resins (e.g. polyethylene resins such as low density polyethylene, linear low density polyethylene and high density polyethylene; ethylene-vinyl acetate Ethylene-vinyl copolymers such as copolymers; ethylene-methacrylate copolymers such as ethylene-methyl methacrylate copolymers and ethylene-ethyl methacrylate copolymers; ethylene-methyl acrylate copolymers and ethylene-ethyl acrylate Ethylene-acrylate copolymers such as copolymers, ethylene-vinyl carboxylate copolymers such as ethylene-acrylic acid copolymers, ethylene-tetracyclododecene copolymers; Polypropylene resins such as propylene homopolymer and propylene-ethylene copolymer; poly-4-methylpentene-1; polybutene-1; polybutadiene; polystyrene; acrylonitrile-styrene resin; acrylonitrile-butadiene-styrene resin Styrene elastomers such as styrene-conjugated diene block copolymers and hydrogenated styrene-conjugated diene block copolymers; fluorine plastics; acrylic resins such as polymethyl methacrylate; polyamide resins such as nylon 6 and nylon 66; polyethylene terephthalate, Polyester resins such as polyethylene naphthalate, polybutylene terephthalate and polycyclohexylene dimethylene terephthalate; polycarbonates; polyacetals; polyacrylsulphones; polyarylates; polyhydroxybenzoates; polyetherimides; Polyester carbonates, polyphenylene ether resins; Polyvinyl chloride; and include a foam (foamed) polyurethane, foamed polypropylene, and the fibers consisting of a porous resin), glass, metals and ceramics, such as polyethylene foam; polyvinylidene chloride; polyurethane.

Examples of liquid carriers include aromatic or aliphatic hydrocarbons (eg xylene, toluene, alkyl naphthalene, phenylxylylethane, kerosene, diesel, hexane, and cyclohexane), halogenated hydrocarbons (eg 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), nitriles (eg acetonitrile, and isobutyronitrile), sulfoxides (eg dimethyl sulfoxide), acid amides (eg N, N-dimethylformamide, N, N-dimethylacetoamide, and N-methyl-pyrrolidone), alkylidene carbonates (eg propylene carbonate), vegetable oils (eg soybean oil, and cottonseed oil) , Vegetable essential oils (eg, 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 sulfate ester salts, alkyl sulfonates, alkylaryl sulfonates, alkylaryl ethers, polyoxyethylenated alkylaryl ethers, polyethylene glycol ethers, polyhydric alcohol esters, and sugar alcohol derivatives.

Examples of other adjuvants for the formulation include binders, dispersants, and stabilizers. Specific examples thereof include casein, gelatin, polysaccharides (eg, starches, gum arabic, cellulose derivatives, and arginic acid), lignin derivatives, bentonite, sugars, synthetic water soluble polymers (eg, polyvinyl alcohol, polyvinyl pyrrolidone, and poly Acrylic acid), BHT (2,6-di-t-butyl-4-methylphenol), and BHA (mixture of 2-t-butyl-4-methoxyphenol and 3-t-butyl-4-methoxyphenol) Included.

Examples of mosquito bases include mixtures of plant powders (e.g. wood flour, and pesticide powder) and binders (e.g. powder, starch, and gluten of Machilus thunbergii).

Examples of the base of the electric mosquito mat include a platelet entangled and concentrated and compressed in a plate shape, and a mixed fibril of a platelet entangled and concentrated and compressed in a plate shape.

Examples of bases of self-burning fumigants include combustion heat-developing agents such as nitrates, nitrites, guanidine salts, potassium chlorate, nitrocellulose, ethyl cellulose and wood flour; Pyrolytic stimulants such as alkali metal salts, alkaline earth metal salts, dichromates and chromates; Oxygen supplies such as potassium nitrate; Combustion supporters such as melamine and wheat starch; Fillers such as diatomaceous earth; And binders such as synthetic adhesives.

Examples of bases of chemically reactive fumigants include heat-developing agents such as sulfides, polysulfides and hydrosulfides of alkali metals and calcium oxide; Catalysts such as carbonaceous material, iron carbide and activated clay; Organic blowing agents such as azodicarbonamide, benzenesulfonyl hydrazide, dinitro pentamethylene tetraamine, polystyrene and polyurethane; And fillers such as natural fibers and synthetic fibers.

For example, examples of the resin used in the resin fumigant 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; 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; Fluorine plastics; 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 polycyclohexylene dimethylene terephthalate; Polycarbonate; Polyacetals; Polyacrylic sulfone; Polyarylates; Polyhydroxybenzoate; Polyetherimide; Polyester carbonate; Polyphenylene ether resins; Polyvinyl chloride; Polyvinylidene chloride; And polyurethanes. These may be used alone or in combination thereof. In addition, plasticizers such as phthalates (eg, dimethyl phthalate, and dioctyl phthalate), adipate and stearic acid may be added to the base, if desired. The ester compound A of the present invention and the ester compound B of the present invention are kneaded to a base and then molded by injection molding, extrusion molding or press molding to prepare a resin fumigation agent. The resulting resin formulations may be subjected to additional processes such as molding and cutting, and if necessary processing into the form of plates, films, tapes, nets or strings. Such resin formulations can be processed, for example, with animal collars, animal ear tags, sheet formulations, lanyards and horticultural supports.

Examples of bait bases include food ingredients such as cereal meal, vegetable oil, sugar and crystalline cellulose; Antioxidants such as dibutylhydroxy toluene and nordihydroguaiaric acid; Preservatives such as dehydroacetic acid; Accidental ingestion inhibitors by infants and pets such as red pepper powder; And pest attractant fragrances such as cheese fragrance, onion fragrance and peanut oil.

The pest control method of the present invention is carried out by spraying the control composition of the present invention on pests and / or pest habitats (eg, plants, soil, indoors, and animals). In addition, the pest control method of the present invention can also be carried out by separately spraying the ester compound A of the present invention and the ester compound B of the present invention to the pest and / or pest habitat.

Specifically, the following methods can be exemplified as the spraying method of the control composition of the present invention, and these methods can be appropriately selected depending on, for example, the form and the spraying place of the control composition.

(1) A method of spraying the control composition of the present invention on a pest and / or pest habitat by itself.

(2) A method of spraying a pest and / or pest habitat after diluting the control composition of the present invention with a solvent such as water.

In this case, usually, for example, the control composition of the present invention in the form of an emulsion, a hydrating agent, a suspending agent or a microcapsule preparation, the total concentration of the ester compound A of the present invention and the ester compound B of the present invention is 0.01 to 1000. Dilute to ppm.

(3) A method of heating the control composition of the present invention in a pest habitat to evaporate the active ingredient.

In this case, the spreading rate and concentration of the ester compound A of the present invention and the ester compound B of the present invention may be appropriately determined depending on, for example, the form, the spreading period, the spreading place, the spreading method and the damage state of the control composition of the present invention. Can be.

In using the control composition of the present invention for prophylactic purposes, the spreading rate is usually 0.0001 to 1,000 mg / m 3, based on the total amount of the ester compound A of the present invention and the ester compound B of the present invention, when sprayed into the space, When sprayed on, it is from 0.0001 to 1,000 mg / m 2. Heat evaporation formulations, such as mosquito coils and electric mosquito mats, are sprayed by evaporating the active ingredient by heating appropriately depending on the form of the formulation. Non-heated fumigants such as resin fumigants, feeder fumigants, tablets, non-woven fumigants, fabric fumigants and sheet formulations can be used, for example, by placing the formulation on its own or in the wind towards the formulation.

Examples of places where the control composition of the present invention is sprayed for prophylactic purposes include closets, dressers, boxes, wardrobes, cupboards, toilets, bathrooms, storage rooms, living rooms, restaurants, warehouses, and automobile interiors. In addition, the composition can also be applied to the outdoor space.

Known in veterinary medicine, when the control compositions of the present invention are used in livestock such as cattle, horses, pigs, sheep, goats and chickens and small animals such as dogs, cats, rats and mice for the purpose of controlling external parasites The method can be applied to animals. Specifically, where systemic control is intended, the formulation is administered by tablet, mixing with food, suppositories, and injections (including intramuscular, subcutaneous, intravenous and intraperitoneal injections). On the other hand, when non-systemic control is intended, it is prepared by spraying, pour-on or spot-on treatment of an oil solution or aqueous solution, washing with an animal shampoo formulation, or as a resin formulation. It is used as an attachment to an animal of a necklace or ear tag. The total dosage of ester compound A of the present invention and ester compound B of the present invention is usually in the range of 0.01 to 1000 mg per kg of animal.

The control compositions of the present invention may be used in combination with other ingredients, for example pest control agents, synergists and pigments such as pesticides, acaricides and repellents, or may be used as mixtures thereof.

Hereinafter, the present invention will be described in more detail by the formulation examples and test examples. However, the present invention is not limited to this.

First, the formulation example of the control composition of the present invention will be described. In the formulation examples, all "parts" are parts 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 ester compound A of the present invention and 0.9 parts of the ester compound B of the present invention were dissolved. To the resulting solution, 9.1 parts of polyoxyethylene styryl phenyl ether and 6 parts of dodecylbenzenesulfonic acid calcium salt were added and then thoroughly mixed to obtain an emulsion.

Formulation Example 2

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

Formulation Example 3

After adding 3 parts of the ester compound A of the present invention and 0.3 parts of the ester compound B of the present invention, 5 parts of synthetic hydrated silicon dioxide dust, 5 parts of dodecylbenzenesulfonate sodium salt, 30 parts of bentonite and 56.7 parts of clay, Stir and mix. Then an appropriate amount of water was added to the resulting mixture. The mixture was further stirred, granulated with granulators and air dried to give a granule formulation.

Formulation Example 4

In mortar, 5 parts of the ester compound A of the present invention, 0.5 parts of the ester compound B of the present invention, 1 part of synthetic hydrated silicon dioxide dust, 1 part of DORILES B as a flocculant (trade name, manufactured by Daiichi Sankyo Co., Ltd.) and 7 The negative clay was thoroughly mixed and then stirred and mixed with a juice mixer. To the resulting mixture, 85.5 parts of cut clay were added, followed by complete stirring and mixing to obtain a dust formulation.

Formulation Example 5

A mixture of 10 parts of the ester compound A of the present invention, 1 part of the ester compound B of the present invention, 35 parts of white carbon containing half the amount of polyoxyethylene alkyl ether sulfate ammonium salt and 54 parts of water is finely ground by the wet grinding method. To obtain a dust formulation.

Formulation Example 6

In 10 parts of dichloromethane, 0.05 part of the ester compound A of the present invention and 0.1 part of the ester compound B of the present invention are dissolved, and the resulting solution is 89.85 parts of isoparaffin solvent (ISOPAR M, Exxon Chemical Co., Ltd. registered trademark. ) To give an oil solution.

Formulation Example 7

In an aerosol can, 0.1 part of ester compound A of the present invention, 0.05 part of ester compound B of the present invention and 49.85 parts of Neothiozole (Chuo Kasei Co., Ltd.) were placed. After fixing the aerosol valve, 25 parts of dimethyl ether and 25 parts of LPG were charged, followed by shaking and further fixing of the actuator to obtain an oily aerosol.

Formulation Example 8

0.5 parts of ester compound A of the present invention, 0.05 parts of ester compound B of the present invention, 0.01 parts of BHT, 5 parts of xylene, 3.44 parts of deodorizing kerosene and 1 part of emulsifier (Atomos 300, registered trademark of Atomos Chemical Co., Ltd.) Mixture and 50 parts of distilled water were charged to an aerosol container, and a valve part was attached. 40 parts of propellant (LPG) were then charged through the valve under pressure to give an aqueous aerosol.

Formulation Example 9

A 0.5 cm thick, 69 cm long and 0.2 cm wide tributary work piece with a honeycomb structure was rolled up from one end thereof to produce a 5.5 cm diameter and 0.2 cm high cylindrical carrier. An appropriate amount of solution prepared by dissolving 5 parts of the ester compound A of the present invention and 0.5 parts of the ester compound B of the present invention in 94.5 parts of acetone is uniformly applied to the carrier, and acetone is evaporated by air-drying to give a tributary evaporation formulation. Obtained.

Formulation Example 10

A three-dimensional knit fabric (trade name: FUSION, model number: AKE69440, agency: Asahi Kasei Fibers Corporation, thickness: 4.3 mm, fiber density: 321 g / m 2, made of polyamide) was cut into a 5 cm diameter circle. An appropriate amount of a solution prepared by dissolving 5 parts of the ester compound A of the present invention and 0.5 parts of the ester compound B of the present invention in 94.5 parts of acetone is uniformly applied to the circular three-dimensional knitted fabric, and acetone is evaporated by air-drying. To obtain the knitted evaporation formulation.

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 ester compound A of the present invention and 0.2 parts of the ester compound B of the present invention The mixture is melted and kneaded using a 45 mmØ twin screw extruder rotating in the same direction at 130 ° C., further melted and kneaded using a 40 mmØ twin screw extruder at 150 ° C., and then extruded into a sheet shape from a T die. , Cooled with a cooling roll to obtain a resin evaporation formulation.

Formulation Example 12

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

Formulation Example 13

In 94.5 parts of acetone, 5 parts of the ester compound A of the present invention and 0.5 parts of the ester compound B of the present invention are dissolved and applied to a tributary (2000 cm 2) having a structure capable of folding the appropriate amount of the resulting solution, and acetone is applied. Evaporation by air-drying gave a tributary evaporation formulation.

Formulation Example 14

A solution was prepared by dissolving three parts of the ester compound A of the present invention and 0.3 parts of the ester compound B of the present invention in 14.6 parts of acetone. To the solution was added 0.2 parts zinc oxide, 1.0 parts α starch and 42.8 parts azodicarbonamide. In addition, 38.1 parts of water were added, the mixture was kneaded, shaped into granules using an extruder, and dried to obtain granules. In a container in which the central part was separated by an aluminum partition, granules were placed in the upper space of the container and 50 g of calcium oxide was placed in the lower space of the container to obtain a fumigant.

Formulation Example 15

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

Formulation Example 16

In 20 ml of acetone, 0.5 g of the ester compound A of the present invention and 0.05 g of the ester compound B of the present invention are dissolved, and the resulting solution is made up of 99.4 g of a base for mosquito repellent (Hackwood powder, P. pylori powder and wood powder: 3: 3 mixture) and 0.3 g of green pigment. After thorough mixing, 120 mL of water was added to the mixture and kneaded thoroughly. The resulting mixture was molded and dried to obtain mosquito flavor.

Formulation Example 17

A solution was prepared by mixing 10 parts of the ester compound A of the present invention, 1 part of the ester compound B of the present invention, 39.5 parts of acetyltributyl citrate, 39.5 parts of isononyl adipate, 5 parts of blue pigment, and 5 parts of fragrance. An electric mosquito mat was obtained by uniformly impregnating the base for electric mosquito mats of 3.4 cm × 2.1 cm and 0.22 cm thickness (platelet entangled, concentrated and compressed fibrils of a mixture of cotton and pulp) with the solution. .

Formulation Example 18

A solution was prepared by dissolving 0.1 part of the ester compound A of the present invention and 0.01 part of the ester compound B of the present invention in 99.89 parts of deodorized kerosene. The fluid absorption wick (prepared by hardening the inorganic powder with a binder and then sintered) into the vessel by placing the solution in a vinyl chloride container and heated in the upper portion with a heater to insert a portion of the fluid absorption wick evaporation formulation. Obtained.

Formulation Example 19

In an aerosol can, 0.2 parts of the ester compound A of the present invention, 0.02 parts of the ester compound B of the present invention and 49.78 parts of Neothiozole (Chuo Kasei Co., Ltd.) were placed. After the aerosol valve was fixed, 25 parts of dimethylether and 25 parts of LPG were charged, followed by shaking and further fixing the actuator for the total inclusion-injected aerosol to obtain an aerosol formulation.

Formulation Example 20

To 0.2 parts of the ester compound A of the present invention and 0.02 parts of the ester compound B of the present invention, 99.78 parts of diethylene glycol monoethyl ether were added, and then thoroughly mixed to obtain a spot-on formulation for controlling external parasites.

Formulation Example 21

3 parts of the ester compound A of the present invention and 0.3 parts of the ester compound B of the present invention are dissolved in 96.7 parts of acetone to prepare a solution, and 4 g of 2,4,6-triisopropyl-1,3,5-trioxane Was molded under pressure (4 t / cm 2) and then dried to uniformly apply 1 ml of solution to the disc-shaped solid material (3 cm diameter and 3 mm thickness) obtained to obtain a tablet.

Formulation Example 22

A disk-shaped disc under pressure of 0.2 g of the ester compound A of the present invention, 0.02 g of the ester compound B of the present invention and 4 g of 2,4,6-triisopropyl-1,3,5-trioxane 3 cm diameter and 3 mm thick) to obtain tablets.

Formulation Example 23

A mixture of 0.2 g of the ester compound A of the present invention, 0.02 g of the ester compound B of the present invention and 4 g of 2,4,6-triisopropyl-1,3,5-trioxane is placed in a 50 ml axial tube. After thermal melting, the mixture was cooled to room temperature to obtain a tablet.

Next, the following test example shows that the control composition of the present invention is excellent in controlling the pests.

In the following test examples, as ester compound A of the present invention, [2,3,5,6-tetrafluoro-4- (methoxymethyl) phenyl] methyl (1R) -trans-3- (2,2-dichloro Vinyl) -2,2-dimethylcyclopropanecarboxylate was used.

Also as ester compound B of the present invention, [2,3,5,6-tetrafluoro-4- (methoxymethyl) phenyl] methyl 3- (2-cyano-1-propenyl [E / Z = 1/9])-2,2-dimethylcyclopropanecarboxylate was used.

Test Example 1

The ester compound B of the present invention was diluted with a predetermined amount of isoparaffin solvent (ISOPAR M, registered trademark of Exxon Chemical Co., Ltd.) to the concentration shown in Table 1 below, referred to as an oil solution (hereinafter referred to as a comparative composition (1)). ) Was prepared. Similarly, the ester compound A of the present invention was diluted with a predetermined amount of isoparaffin solvent (registered trademark of ISOPAR M, Exxon Chemical Co., Ltd.) to obtain an oil solution having a concentration shown in Table 1 below (hereinafter, a comparative composition ( 2) and (3)) were prepared.

In addition, the ester compound A of the present invention and the ester compound B of the present invention are diluted with a predetermined amount of isoparaffin solvent (registered trademark of ISOPAR M, Exxon Chemical Co., Ltd.) to determine the concentration of the active ingredient shown in Table 1 below. An oil solution (hereinafter referred to as the compositions (1) and (2) of the present invention) was prepared.

In a cubic chamber having a 70 cm side, ten red-collectors (females) were placed, and 0.7 ml of the composition (1) of the present invention was sprayed from a small window on the inlet side of the chamber by a spray gun (spray pressure: 0.9 kg / Cm 2)). At a given time after spraying, the number of knocked down insects was examined and the knockdown rate (KD rate) was calculated. According to the same manner, the KD rate after a predetermined time was calculated using the composition (2) and the comparative compositions (1), (2) and (3) of the present invention (twice).

The results are shown in Table 1 below.

TABLE 1

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

Claims (4)

An ester compound represented by the following general formula (I):

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

A pest control composition comprising a combination of as an active ingredient. The pest control composition according to claim 1, wherein the weight ratio of the ester compound represented by the formula (I) to the ester compound represented by the formula (II) is in the range of 50: 1 to 1:50. An ester compound represented by the following general formula (I):

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

A pest control method comprising spraying an effective amount of the combination of pests or pest habitats. Ester compounds represented by the following general formula (I) for controlling pests:

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

Use of the combination of.