JP6628573B2 - Light stabilizer for pyrethroid compound and method for stabilizing pyrethroid compound using the same - Google Patents

Description

The present invention relates to a light stabilizer for a pyrethroid compound and a method for stabilizing a pyrethroid compound using the same.

Conventionally, pyrethroid compounds have a high insecticidal activity in trace amounts against insects, are excellent in safety against warm-blooded animals, and are widely used as active ingredients in household insecticides for controlling a wide variety of insects such as mosquitoes, flies, cockroaches, etc. Has been used. However, it has been pointed out that this pyrethroid-based compound, particularly a compound having chrysanthemum acid or its analogous structure in the acid part, is easily affected by heat, light, and oxidation by oxygen, and has poor stability. Various measures have been taken to improve gender.
Addition of a compound called a light stabilizer in addition to modification of the pyrethroid compound itself is one method that can be expected to have a simple and stable light stabilizing action. For example, it is known that the addition of a benzophenone derivative increases the stability of a pyrethroid compound to light. Further, Patent Document 1 (Japanese Patent No. 3041709) discloses that a surfactant such as polyoxyethylene alkylamino ether, polyoxyethylene castor oil, polyoxyethylene propylene glycol monooleate, etc. emits light of a pyrethroid compound and / or It discloses that it is useful as a UV stabilizer. Further, Patent Document 2 (Japanese Patent Application Laid-Open No. 2012-36220) discloses that, by adding an alkane or cycloalkane in a liquid state at normal temperature to a cyclopropanecarboxylic acid ester derivative, its light stability is increased, and thereby, the efficacy is maintained. It is described that sex can be increased.
However, some of the above-mentioned ultraviolet absorbers cause problems in terms of safety and the like, while the light stabilizing action of the additives of Patent Document 1 and Patent Document 2 is not always satisfactory. A study for a better light stabilizer has been an issue.

Japanese Patent No. 3041709 JP 2012-36220 A

Therefore, an object of the present invention is to provide a light stabilizer which is useful for pyrethroid compounds, and a method for effectively stabilizing the pyrethroid compound using the same.

In the present invention, it has been found that the following constitution has an excellent effect to achieve the above object.
(1) A light stabilizer for a pyrethroid compound represented by the following general formula.
XO-CO-Y-CO-OX (I)
(Here, X represents a chain or cyclic saturated hydrocarbon having 5 or more carbon atoms, or an aromatic ring. Y represents any one of a phenylene group, a vinylene group, an ethylene group, and a tetramethylene group.)
(2) The light stabilizer for a pyrethroid-based compound according to (1), wherein Y in the above general formula is a phenylene group or a vinylene group.
(3) The light stabilizer for a pyrethroid-based compound according to (2), wherein Y in the above general formula is an ortho-phenylene group.
(4) The light stabilizer for a pyrethroid-based compound according to any one of (1) to (3), wherein X in the above general formula is a chain saturated hydrocarbon having 8 to 12 carbon atoms or a phenyl group.
(5) The light stabilizer for a pyrethroid-based compound according to any one of (1) to (4), wherein the pyrethroid-based compound is one or more selected from transfluthrin, metofluthrin, and profluthrin. .
(6) The light stabilizer for a pyrethroid compound according to (5), wherein the pyrethroid compound is transfluthrin.
(7) A light stabilizer for a pyrethroid-based compound, which is at least one of 4-hydroxybenzoic acid esters and 3-hydroxybenzoic acid esters.
(8) The 4-hydroxybenzoic acid ester is at least one selected from methyl 4-hydroxybenzoate, ethyl 4-hydroxybenzoate, propyl 4-hydroxybenzoate, and butyl 4-hydroxybenzoate; -The light stabilizer of the pyrethroid-based compound according to (7), wherein the hydroxybenzoic acid esters are methyl 3-hydroxybenzoate.
(9) The photostability of a pyrethroid compound in which the light stabilizer of the pyrethroid compound according to any one of (1) to (8) is blended in an amount of 0.002 to 0.2 times the pyrethroid compound. Method.

INDUSTRIAL APPLICABILITY The present invention provides a light stabilizer which is useful for pyrethroid compounds and a method for stabilizing the pyrethroid compound using the same, which is extremely practical.

Examples of the pyrethroid compound used in the present invention include transfluthrin, methfluthrin, profluthrin, empentrin, pyrethrin, allethrin, praletrin, framethrin, resmetrine, phthalthrine, imiprotrin, monfluorothrin, phenothrin, permethrin, cyphenthrin, fluperthrin, and cypermethrin. And Etofenprox, but are not limited thereto. In particular, the present invention is highly useful for cyclopropanecarboxylic acid ester derivatives, and is particularly suitable for transfluthrin, one or more selected from transfluthrin, metofluthrin, and profluthrin, especially transfluthrin. .
In the case where an optical isomer or a geometric isomer based on asymmetric carbon is present in the acid component or the alcohol portion of the pyrethroid compound, each of these and any mixture is, of course, included in the present invention.

The present invention provides the pyrethroid compound described above with the following general formula:
XO-CO-Y-CO-OX (I)
(Here, X represents a chain or cyclic saturated hydrocarbon having 5 or more carbon atoms, or an aromatic ring. Y represents any one of a phenylene group, a vinylene group, an ethylene group, and a tetramethylene group.) The addition of a specific light stabilizer represented by the formula (1) significantly enhances the stability of the pyrethroid compound to light.
Such light stabilizers include a phthalate ester derivative when Y in the general formula (I) is an ortho-phenylene group, a maleate ester derivative when a vinylene group is present, a succinate ester derivative when an ethylene group is used, and a tetramethylene group. Corresponds to the adipic acid ester derivative. X is a chain or cyclic saturated hydrocarbon having 5 or more carbon atoms or an aromatic ring, and particularly preferably a chain saturated hydrocarbon having 8 to 12 carbon atoms, and the aromatic ring is a phenyl group. It is suitable.
Further, the present invention is characterized in that it is a light stabilizer of a pyrethroid-based compound which is at least one of 4-hydroxybenzoic acid esters and 3-hydroxybenzoic acid esters. The 4-hydroxybenzoic acid esters are preferably at least one selected from methyl 4-hydroxybenzoate, ethyl 4-hydroxybenzoate, propyl 4-hydroxybenzoate, and butyl 4-hydroxybenzoate, and preferably 3 or more. -Hydroxybenzoic acid esters are preferably methyl 3-hydroxybenzoate.

Representative light stabilizers of the present invention are as follows, but are not limited thereto.
(A) dihexyl phthalate,
(B) dioctyl phthalate,
(C) dinonyl phthalate,
(D) diisodecyl phthalate,
(E) diphenyl phthalate,
(F) dicyclohexyl phthalate,
(G) dihexyl maleate,
(H) bis (2-ethylhexyl) maleate,
(I) dinonyl maleate,
(J) dihexyl succinate,
(K) bis (2-ethylhexyl) succinate,
(L) dihexyl adipate,
(M) dioctyl adipate,
(N) bis (2-ethylhexyl) adipate,
(O) dinonyl adipate,
(P) diisodecyl adipate,
(Q) methyl 4-hydroxybenzoate,
(R) ethyl 4-hydroxybenzoate,
(S) Butyl 4-hydroxybenzoate (T) Methyl 3-hydroxybenzoate.
Above all, phthalates and 4-hydroxybenzoates have a high light stabilizing effect and are easy to use. Further, diphenyl phthalate is more suitable for the purpose of the present invention because it has a higher light stability effect and is more preferable.

The light stabilizer of the present invention is extremely practical because it can exhibit a sufficient light stabilizing effect if it is added in an amount of 0.002 to 0.2 times the pyrethroid compound. On the other hand, the surfactant disclosed in Patent Document 1 is expected to be sufficiently effective at an equivalent mixing ratio (1: 1) to the pyrethroid-based compound. Since it is preferred that the alkane or cycloalkane be added in an amount of 20 to 60% by mass based on the cyclopropanecarboxylic acid ester derivative, the light stabilizer of the present invention has a remarkable light stabilizing effect as compared with the conventional one. It is clear that it is excellent.

Usually, the light stabilizer of the present invention is added to a pyrethroid-based compound to be formulated and provided for use. Such preparations include, for example, mosquito coils, heated transpiration agents such as mosquito coils and mosquito coils, fan-type mosquito coils, oils, emulsions, aerosols, carbon dioxide preparations, wettable powders, flowables ( Suspensions in water, emulsions in water, etc.), microcapsules, powders, granules, tablets, piezo-type insecticide preparations, heated smokers (self-burning smokers, chemically reactive smokers, porous ceramic plates) Non-heated transpiration agent (resin transpiration agent, paper transpiration agent, nonwoven fabric transpiration agent, knitted textile transpiration agent, sublimable tablet, etc.), fogging agent (foking, etc.), direct contact agent (sheet contact agent) , Tape-like contact agents, net-like contact agents, etc.), ULV agents and bait baits.

As a method of formulation, for example, a composition obtained by adding a light stabilizer to a pyrethroid-based compound is mixed with a solid carrier, a liquid carrier, a gaseous carrier, a bait, and the like. A method of adding and processing other pharmaceutical auxiliaries can be mentioned. These preparations usually contain a pyrethroid compound and a light stabilizer in an amount of 0.01 to 98% by mass, based on the total amount of the preparation, depending on the preparation form.

Examples of the solid carrier used in the formulation include clays (kaolin clay, diatomaceous earth, bentonite, fubasami clay, acid clay, etc.), synthetic hydrous silicon oxide, talc, ceramics, and other inorganic minerals (sericite, activated carbon, carbonic acid) Fine powders and granules such as calcium and silica), solid substances at normal temperature (2,4,6-triisopropyl-1,3,5-trioxane, naphthalene, p-dichlorobenzene, camphor, adamantane, etc.), and 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 such as ethylene-methyl methacrylate copolymer and ethylene-ethyl methacrylate copolymer -Methacrylate copolymer; ethylene-acrylate copolymer such as ethylene-methyl acrylate copolymer and ethylene-ethyl acrylate copolymer; ethylene-vinyl carboxylic acid such as ethylene-acrylic acid copolymer Copolymers; polypropylene resins such as polypropylene and propylene-ethylene copolymer; poly-4-methylpentene-1, polybutene-1, polybutadiene, polystyrene; acrylonitrile-styrene resin; acrylonitrile-butadiene-styrene resin, styrene-conjugated Styrene-based elastomers such as diene block copolymers and hydrogenated styrene-conjugated diene block copolymers; fluorine resins; acrylic resins such as polymethyl methacrylate; polyamide resins such as nylon 6 and nylon 66; Polyester resins such as acrylate, polyethylene naphthalate, polybutylene terephthalate; polycarbonate, polyacetal, polyarylate, hydroxybenzoic acid polyester, polyetherimide, polyester carbonate, polyphenylene ether resin, polyvinyl chloride, polyvinylidene chloride, polyurethane, Felt, fiber, cloth, knit, sheet, paper, thread, foam, porous body made of one or more kinds such as foamed polyurethane, foamed polypropylene, foamed ethylene, etc.), glass, metal, ceramic, etc. And multifilaments.

Examples of the liquid carrier include aromatic or aliphatic hydrocarbons (xylene, alkylnaphthalene, phenylxylylethane, kerosene, light oil, hexane, cyclohexane, etc.), alcohols (methanol, ethanol, isopropyl alcohol, butanol, hexanol, benzyl) Alcohols, ethylene glycol, etc.), ethers (diethyl ether, ethylene glycol dimethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether, tetrahydrofuran, etc.), esters (ethyl acetate, butyl acetate, etc.), ketones (acetone) , Methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, etc.), nitriles (acetonitrile, isobutyronitrile) ), Sulfoxides (such as dimethyl sulfoxide), acid amides (such as N, N-dimethylformamide, N-methyl-pyrrolidone), alkylidene carbonates (such as propylene carbonate), vegetable oils (such as soybean oil and cottonseed oil), and vegetable essential oils (Orange oil, hyssop oil, lemon oil, etc.), and water.

Examples of the gaseous carrier include compressed gas such as butane gas, chlorofluorocarbon gas, liquefied petroleum gas (LPG), dimethyl ether, and carbon dioxide gas.

Examples of the surfactant include alkyl sulfates, alkyl sulfonates, alkyl aryl sulfonates, alkyl aryl ethers, polyoxyethylenates of alkyl aryl ethers, polyethylene glycol ethers, polyhydric alcohol esters, and sugars. Alcohol derivatives are mentioned.

Other pharmaceutical auxiliaries include fixing agents, dispersants, antioxidants, etc., specifically, for example, casein, gelatin, polysaccharides (starch, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, bentonite, saccharides , Synthetic water-soluble polymers (polyvinyl alcohol, polyvinyl pyrrolidone), polyacrylic acid, etc., BHT (2,6-di-tert-butyl-4-methylphenol), and BHA (2-tert-butyl-4-methoxyphenol) And 3-tert-butyl-4-methoxyphenol). Further, a coloring agent, a fragrance, and the like may be appropriately compounded as needed.

Examples of the base material of the mosquito coil include plant powders such as wood flour and pyrethrum extract meal powder, binders such as tub flour, starch, carboxymethyl cellulose, gluten, and the like, or a mixture thereof.
Examples of the base material of the mosquito collecting mat include those obtained by hardening a cotton linter into a plate shape and those obtained by hardening a filible of a mixture of cotton linter and pulp into a plate shape.
As the base material of the self-combustion type smoke agent, for example, a heat generating agent such as nitrate, nitrite, guanidine salt, potassium chlorate, nitrocellulose, ethylcellulose, wood flour, heat of alkali metal salt, alkaline earth metal salt is used. Decomposition stimulants, oxygen supply agents such as potassium nitrate, flame retardants such as melamine and wheat starch, extenders such as diatomaceous earth, and binders such as synthetic pastes.

Examples of the base material of the chemical reaction type smoke agent include exothermic agents such as sulfides, polysulfides, hydrosulfides and calcium oxide of alkali metals, catalytic agents such as iron carbide and activated clay, azodicarbonamide, and benzene. Organic foaming agents such as sulfonyl hydrazide, dinitropentamethylenetetramine, polystyrene and polyurethane, and fillers such as natural fiber pieces and synthetic fiber pieces.

Examples of the resin used for the base material such as a resin vaporizer include polyethylene resins such as low-density polyethylene, linear low-density polyethylene, and high-density polyethylene; and ethylene-vinyl ester copolymers such as ethylene-vinyl acetate copolymer. Polymers: ethylene-methacrylate copolymers such as ethylene-methyl methacrylate copolymer and ethylene-ethyl methacrylate copolymer; ethylene-methyl acrylate copolymer, ethylene-ethyl acrylate copolymer and the like Ethylene-acrylic acid ester copolymer; ethylene-vinyl carboxylic acid copolymer such as ethylene-acrylic acid copolymer; polypropylene resin such as polypropylene and propylene-ethylene copolymer; poly-4-methylpentene-1; Polybutene-1, polybutadiene, polystyrene, acrylonitrile Styrene resin; styrene-based elastomer such as acrylonitrile-butadiene-styrene resin, styrene-conjugated diene block copolymer, hydrogenated styrene-conjugated diene block copolymer; fluororesin; acrylic resin such as polymethyl methacrylate; nylon 6, polyamide resins such as nylon 66; polyester resins such as polyethylene terephthalate, polyethylene naphthalate, polybutylene phthalate; polycarbonate, polyacetal, polyarylate, hydroxybenzoic acid polyester, polyetherimide, polyester carbonate, polyphenylene ether resin, poly Examples thereof include vinyl chloride, polyvinylidene chloride, and polyurethane. These substrates may be used alone or as a mixture of two or more. The need for a plasticizer such as stearic acid may be added. The resin evaporating agent, after kneading the composition obtained by adding the light stabilizer of the present invention to the pyrethroid-based compound into the base material, injection molding, extrusion molding, molding by press molding or the like, or The composition can be obtained by applying the composition to the substrate. The obtained resin preparation can be further processed into a plate-like, film-like, tape-like, net-like, string-like or the like through further steps such as molding and cutting as necessary. These resin preparations are processed, for example, as a non-heated transpiration, an animal collar, an animal ear tag, a sheet preparation, an attraction tape, an attraction string, and a horticultural support.

Examples of the bait bait include bait ingredients such as cereal flour, vegetable oil, sugar, and crystalline cellulose; antioxidants such as BHT and nordihydroguaiaretic acid; preservatives such as dehydroacetic acid; and children such as pepper powder. Examples include an anti-feeding agent caused by pets and pest-inducing flavors such as cheese flavor, onion flavor, and peanut oil.

The composition obtained by adding the light stabilizer of the present invention to a pyrethroid-based compound includes other kinds of insecticides, acaricides, repellents, fungicides, fungicides, synergists, deodorants, etc. Can be used in combination or in combination.

Examples of the active ingredients of such insecticides and acaricides include, for example, organosilicon compounds such as silafluofen, organic phosphorus compounds such as dichlorvos, uenitrothion, and malathion, carbaryl, propoxur, carbamate compounds such as fenobcarb, imidacloprid, dinotefuran, and the like. Examples include neonicotinoid compounds such as clothianidin, benzoylurea compounds such as bistrifluron, diflubenzuron and flufenoxuron, phenylpyrazole compounds such as fipronil and pyriprol, and compounds such as methoxadiazon, hydroprene, methoprene and indoxacarb. it can.

Examples of the active ingredient of the repellent include N, N-diethyl-m-toluamide, Icarizine, IR-3535, terpineol, limonene, linalool, citronellal, menthol, menthol, hinokitiol, geraniol, eucalyptol, p-menthan-3. , 8-diol and the like.

Examples of synergists for pyrethroid compounds include piperonyl butoxide, N- (2-ethylhexyl) bicyclo [2.2.1] hept-5-ene-2,3-dicarboximide, isobornyl thiocyanate, and the like. Is mentioned.

The composition obtained by adding the light stabilizer of the present invention to a pyrethroid-based compound is effective against various pests. Examples of such pests include arthropod pests such as pest insects and pest mites, and specific examples include the following.
Diptera: Pests such as Culex pipiens and Culex pipiens, Aedes such as Aedes albopictus and Aedes albopictus, Anopheles such as Aedes albopictus, house dusters such as midge larvae, house flies, housefly, and a housefly, such as the house fly and the house fly Flies, fruit flies, leaf flies, fruit flies, flies, fleas, flies, blackflies, sand flies, brassicae, etc .;
Reticulate pests: German cockroaches, black cockroaches, brown cockroaches, brown cockroaches, cockroaches, etc .;
Hymenopteran pests: ants, wasps, wasps, wasps such as wasps, etc .;
Laminariae pests: dog fleas, cat fleas, human fleas, etc .;
Lice insects: lice, lice, head lice, body lice, etc .;
Isopterid pests: termites, house termites, etc .;
Hemiptera: insects such as brown planthoppers, brown planthoppers, leafhoppers such as leafhoppers, aphids such as cotton aphids, bugs such as stink bugs, and bedbugs such as bed bugs;
Lepidopteran pests: scabbard moths such as scabbard moth, scabbard moth, etc., armyworms such as Spodoptera litura, armyworm, Spodoptera litura, sink moths, haemoglyga, stag moths, konaga, ichimonjiseri, iga, koiga, etc .;
Coleoptera pests: weevil such as brown beetle, beetle beetle, weevil, weevil weevil, etc., beetle beetle such as locust beetle, beetle beetle, etc., beetle beetle, leaf beetle, etc .;
Mites: Dermatophagoides such as Dermatophagoides farinae, Dermatophagoides farinae, Dermatophagoides farinae, Dermatophagoides farinae, Dermatophagoides farinae, Dermatophagoides farinae, Dermatophagoides farinae, Dermatophagoides farinae, Dermatophagoides farinae, Dermatophagoides farinae, Dermatophagoides farinae, Dermatophagoides farinae, Dermatophagoids and others. Red mites such as ticks, sick mites and red mites.

The composition obtained by adding the light stabilizer of the present invention to a pyrethroid compound is particularly effectively applied to indoors, verandas, gardens, etc. exposed to external light, and the light stabilizer is a pyrethroid compound. To provide an excellent light stabilization method. Such a specific use scene is, for example, a glass window of a general household or a store, a light source such as a show window or a screen door, or an electric light display surface of a vending machine, an indoor light, or an external light such as a street light. , A place where various pests gather, and a boundary between an outdoor and an indoor such as an entrance or a window. In this case, the application amount and application concentration of the composition can be appropriately determined according to the form of the preparation to be used, the application time, the application place, the application method, the type of pest, the damage situation, and the like. Examples of the preparation form include a liquid preparation, an aerosol preparation, a powder preparation, a sheet preparation, and a non-heat-evaporating preparation.

Next, based on specific examples, the light stabilizer of the pyrethroid compound of the present invention and the method for stabilizing the pyrethroid compound using the same will be described in more detail, but the present invention is not limited thereto. It is not done.

After dissolving 100 mg of transfluthrin and 10 mg of the test light stabilizer in 1 mL of acetone, the acetone solution is put into a 50 mL glass bottle (bottom: 35 mmφ, height: 73 mm), and acetone is removed by air drying to obtain a mixed composition. Was formed on the bottom surface of the glass bottle. After closing with a lid and leaving it for one month under outdoor sunlight conditions, the amount of remaining transfluthrin was determined by chemical analysis, and the transfluthrin recovery rate in each mixed composition was calculated. The air temperature during this period was 14 to 29 ° C., and the integrated illuminance was 11739 klx · hr. Table 1 shows the results.

As a result of the test, it has been clarified that the light stabilizer of the pyrethroid compound of the present invention exhibits a high stabilizing effect under the condition of being exposed to outside light outside. And, in the general formula (I), a phthalic acid ester derivative in which Y is a phenylene group is preferable in performance, and diphenyl phthalate in which X is a phenyl group showed the most remarkable light stabilizing effect. In addition, when X is a chain saturated hydrocarbon, as can be seen from the results of the present inventions 1 to 7 and Comparative 2, carbon atoms of 5 or more are required. Thus, the light stabilizing effect was enhanced, but when it exceeded 12, it reached a plateau. Such a tendency is similarly observed when Y is a vinylene group, an ethylene group, and a tetramethylene group. Therefore, when X is a chain saturated hydrocarbon, the number of carbon atoms is preferably in the range of 8 to 12. Preferably, it is determined that there is no significant merit even if it exceeds 12.
In addition, 4-hydroxybenzoic acid esters and 3-hydroxybenzoic acid esters include methyl 4-hydroxybenzoate, ethyl 4-hydroxybenzoate, propyl 4-hydroxybenzoate, butyl 4-hydroxybenzoate, and 3-hydroxybenzoic acid ester. Methyl hydroxybenzoate was determined to be the most effective and preferred.
On the other hand, even when Y is a phenylene group or a vinylene group, as in Comparative Examples 2 and 3 (compounds described in Patent Document 2), when X is a chain saturated hydrocarbon and the number of carbon atoms is less than 5, light is Almost no stabilizing effect was observed. Further, liquid paraffins (Comparative 4) and surfactants (Comparative 5 and 6), which are disclosed in Patent Document 1 and Patent Document 2 and have completely different chemical structures from the light stabilizer of the present invention, It became clear that the light stabilizing effect was inferior to that of the agent.

0.1 composition of nonyl adipate, which is a light stabilizer of the present invention, was added to metofluthrin to prepare a composition used in the present invention. Granules were produced by impregnating and mixing the above composition with calcium carbonate (average particle size: 180 μm) as a carrier so that the content as metofluthrin was 0.1% by mass.
When this granule was sprayed outdoors at a rate of 20 g per 1 m ^2, there was no biting damage by Aedes albopictus near the spray site for 2 weeks. As a reference, a test was also conducted on a granule containing no light stabilizer at all, but it was confirmed that the light stabilizer of the present invention was highly practical because of poor durability.

0.03 w / v% of cyfluthrin as a component for controlling insects, 0.005 w / v% of diphenyl phthalate as a light stabilizer of the present invention, and polyoxyethylene (POE: 16 mol) as a nonionic surfactant Oleyl ether 5.0 w / v%, sodium dodecylbenzenesulfonate 1.0 w / v% as anionic surfactant, polyoxyethylene (POE: 5 mol) alkyl (C ₁₅ ) ether as antistatic component A composition for controlling flying pests comprising 0.5% by weight of sodium phosphate, 0.02% by weight of 5-chloro-2-methyl-4-isothiazolin-3-one as a preservative, and water as the rest. (120 mL) was prepared and filled in a bottle with a trigger to obtain a spray-type flying pest control product (A). In addition, a control flying insect pest control product (B) which differs only in that it does not contain the light stabilizer of the present invention was produced in the same manner.
Each 20mL of both flying pest control products, was treated to the screen door 2m ² single-family house, in the processing screen door of the product (A), to insects that are stopped at the screen door at the time after a lapse of two months has not been observed On the other hand, in the case of the product (B), a situation was observed in which insects flew and stayed. Therefore, it is clear that the light stabilizer of the present invention has a high light stabilizing effect on pyrethroid compounds.

INDUSTRIAL APPLICABILITY The present invention can be used in a wide range of pest control fields.

Claims (9)

A light stabilizer for a pyrethroid compound, represented by the following general formula:
XO-CO-Y-CO-OX (I)
(Here, X represents a cyclic saturated hydrocarbon having 5 or more carbon atoms or an aromatic ring. Y represents a phenylene group.) 2. The light stabilizer for a pyrethroid-based compound according to claim 1, wherein the pyrethroid-based compound is one or more selected from transfluthrin, methfluthrin, and profluthrin. A light stabilizer for a pyrethroid compound represented by the following general formula, wherein the pyrethroid compound is one or more selected from transfluthrin, metfluthrin, and profluthrin. Light stabilizer for system compounds.
XO-CO-Y-CO-OX (I)
(Here, X represents a phenyl group. Y represents any one of a phenylene group, a vinylene group, an ethylene group, and a tetramethylene group.) 4. The light stabilizer for a pyrethroid compound according to claim 3, wherein Y in the general formula is a phenylene group or a vinylene group. The light stabilizer for a pyrethroid-based compound according to claim 4, wherein Y in the above general formula is an ortho-phenylene group. A light stabilizer for a pyrethroid compound represented by the following general formula, wherein the pyrethroid compound is one or more selected from transfluthrin, metfluthrin, and profluthrin. Light stabilizer for system compounds.
XO-CO-Y-CO-OX (I)
(Here, X represents a chain saturated hydrocarbon having 5 or more carbon atoms. Y represents a vinylene group.) The light stabilizer for a pyrethroid-based compound according to any one of claims 1 to 6, wherein the pyrethroid-based compound is transfluthrin. A light stabilizer for a pyrethroid compound, which is methyl 3-hydroxybenzoate. 9. The light of a pyrethroid compound, wherein the light stabilizer of the pyrethroid compound according to any one of claims 1 to 8 is added in an amount of 0.002 to 0.2 times the pyrethroid compound. Stabilization method.