Composition containing synthetic pyrethroid compound and pentaerythritol antioxidant

Abstract

The present invention relates to a composition that contains: a synthetic pyrethroid compound; and a compound represented by formula (1) (in the formula, R1 and R2 are the same or different and represent C9-C14 alkyl groups).

Description

Composition containing a synthetic pyrethroid compound and a pentaerythritol-based antioxidant

[0001] The present invention relates to a composition containing a synthetic pyrethroid compound and a pentaerythritol-based antioxidant. This application claims priority to Japanese Patent Application No. 2023-143209, filed September 4, 2023, the contents of which are incorporated herein by reference.

[0002] Pyrethroid compounds have been widely used to control a wide variety of pests, such as mosquitoes, flies, and cockroaches (see, for example, Patent Documents 1 and 2). However, pyrethroid compounds, in particular, may exhibit reduced pest control effects due to the instability of their chemical structures.

[0003] JP 2000-063329 A JP 2001-011022 A

[0004] An object of the present invention is to provide a novel composition containing a pyrethroid compound that has excellent maintenance of pest control effects.

[0005] The present inventors have conducted research to provide a new composition containing a pyrethroid compound, and as a result have found that a composition containing a synthetic pyrethroid compound and a specific antioxidant has excellent effects, leading to the completion of the present invention.

[0006] The present invention includes, but is not limited to, the following embodiments: [1] A synthetic pyrethroid compound and a compound represented by formula (1)

[0007] [In the formula, R １ and R ２ and each of the groups may be the same or different and represent a C9-C14 alkyl group.] [2] A composition containing a compound represented by the formula (2)

[0008] [In the formula, R ３ and R ４ are the same or different and represent a methyl group, a cyano group, a halogen atom, or a hydrogen atom, and ● represents a bonding site. ３ and R４ are the same or different and are a methyl group, a chlorine atom, or a hydrogen atom. [4] R ３ and R ４ are the same or different and are a methyl group or a hydrogen atom. [5] The composition according to [1], wherein the synthetic pyrethroid compound is allethrin, prallethrin, metofluthrin, dimefluthrin, tetramethrin, imiprothrin, fenothrin, cyphenothrin, empenthrin, profluthrin, or resmethrin. [6] The composition according to [1], wherein the synthetic pyrethroid compound is allethrin, prallethrin, metofluthrin, dimefluthrin, tetramethrin, imiprothrin, fenothrin, cyphenothrin, profluthrin, or resmethrin. [7] The composition according to [1], wherein the synthetic pyrethroid compound is prallethrin, metofluthrin, dimefluthrin, fenothrin, cyphenothrin, or profluthrin. [8] The composition according to [1], wherein the synthetic pyrethroid compound is etofenprox, permethrin, cypermethrin, flucythrinate, tralomethrin, cyfluthrin, cyhalothrin, tefluthrin, fluvalinate, fenpropathrin, bifenthrin, acrinathrin, cycloprothrin, silafluofen, or fenvalerate. [9] The composition according to [1], wherein R in the compound represented by formula (1) １ and R ２ are the same or different and are a C10-C13 alkyl group.

[10] The composition according to any one of [1] to [8], wherein R １ and R ２ are the same or different and are an isodecyl group or an isotridecyl group.

[11] Use of the composition according to any one of [1] to

[10] as a pest control agent.

[12] A pest control method using the composition according to any one of [1] to

[10] .

[0009] According to the present invention, a novel composition containing a synthetic pyrethroid compound can be provided, which has excellent maintenance of pest control effect.

[0010] Fig. 1 is a perspective view of an insect repellent device equipped with a resin formulation, and Fig. 2 is a perspective view of a spiral incense stick.

[0011] As used herein, "pyrethroid" is a general term for natural pyrethrins typically obtained by extraction from pyrethrum (scientific name: Tanacetum cinerariifolium or Chrysanthemum cinerariaefolium) and artificially synthesized pyrethrin derivatives, while "synthetic pyrethroids" refers to the concept of pyrethroids that substantially exclude natural pyrethrins. In other words, as used herein, "synthetic pyrethroids" substantially exclude the six natural pyrethrin compounds: pyrethrin I, pyrethrin II, cinerin I, cinerin II, jasmoline I, and jasmoline II. Here, "substantially free of" natural pyrethrins means that the content of natural pyrethrins, i.e., compounds selected from Pyrethrin I, Pyrethrin II, Cinerin I, Cinerin II, Jasmoline I, and Jasmoline II, relative to the total amount of synthetic pyrethroids is less than 1 mass%.

[0012] <Synthetic Pyrethroid Compounds> In this specification, examples of synthetic pyrethroid compounds include acrinathrin, allethrin, d-allethrin, dd-allethrin, beta-cyfluthrin, bifenthrin, cycloprothrin, cyfluthrin, cyhalothrin, cypermethrin, dimefluthrin, and empenthrin. (empenthrin), deltamethrin, telallethrin, esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucythrinate, flufenprox, flumethrin, fluvalinate, proflut profluthrin, halfenprox, imiprothrin, permethrin, benfluthrin, prallethrin, resmethrin, d-resmethrin, sigma-cypermethrin, silafluofen, tefluthrin, tralomethrin, transfluthrin fluthrin), tetramethrin, d-tetramethrin, phenothrin, d-phenothrin, cyphenothrin, alphacypermethrin, siaalphacypermethrin, zetacypermethrin, lambda-cyhalothrin, gamma-cyhalothrin, furamethrin,Examples of such antivirals include tau-fluvalinate, resmethrin, metofluthrin, dimefluthrin, lenofluthrin, mepafluthrin, heptafluthrin, teflumethrin, tetramethylfluthrin, and momfluorothrin.

[0013] These synthetic pyrethroid compounds can be used alone or in combination of two or more. Some synthetic pyrethroid compounds exist as optical isomers, stereoisomers, or geometric isomers, and the synthetic pyrethroid compounds of the present invention include isomers and mixtures thereof.

[0014] In one embodiment of the present invention, the synthetic pyrethroid compound is represented by formula (2): [In the formula, R ３ and R ４ are the same or different and represent a methyl group, a cyano group, a halogen atom, or a hydrogen atom, and ● represents a bonding site.

[0015] Another embodiment of the present invention is R ３ and R ４ are the same or different and are a methyl group, a chlorine atom, or a hydrogen atom. ３ and R ４ are the same or different and contain a synthetic pyrethroid compound having a partial structure that is a methyl group or a hydrogen atom.

[0016] Another embodiment of the present invention is a composition wherein the synthetic pyrethroid compound is allethrin, prallethrin, metofluthrin, dimefluthrin, tetramethrin, imiprothrin, fenothrin, cyphenothrin, empenthrin, profluthrin, or resmethrin. Another embodiment of the present invention is a composition wherein the synthetic pyrethroid compound is allethrin, prallethrin, metofluthrin, dimefluthrin, tetramethrin, imiprothrin, fenothrin, cyphenothrin, profluthrin, or resmethrin. Another embodiment of the present invention is a composition wherein the synthetic pyrethroid compound is prallethrin, metofluthrin, dimefluthrin, fenothrin, cyphenothrin, or profluthrin.

[0017] Yet another embodiment of the invention is a composition wherein the synthetic pyrethroid compound is etofenprox, permethrin, cypermethrin, flucythrinate, tralomethrin, cyfluthrin, cyhalothrin, tefluthrin, fluvalinate, fenpropathrin, bifenthrin, acrinathrin, cycloprothrin, silafluofen, or fenvalerate.

[0018] <Pentaerythritol-Based Antioxidant> One embodiment of the compound represented by formula (1) is a pentaerythritol-based antioxidant. The compound represented by formula (1) can be obtained as a commercially available product, or can be produced and obtained by a method known per se or a combination of methods known per se. Examples of the compound represented by formula (1) include 3,9-bis(isodecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane and 3,9-bis(isotridecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane. 3,9-bis(isodecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane is commercially available, for example, as JPE-10 (manufactured by Johoku Chemical Industry Co., Ltd.). 3,9-Bis(isotridecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane is commercially available, for example, as JPE-13R (manufactured by Johoku Chemical Industry Co., Ltd.).

[0019] The compound represented by formula (1) contained in the composition of the present invention is liquid at room temperature (e.g., 5 to 35°C). Synthetic pyrethroid compounds are also generally liquid at room temperature (e.g., 5 to 35°C). Therefore, the composition of the present invention is a homogeneous system at room temperature.

[0020] The composition of the present invention may further contain a phenolic antioxidant, such as 2,6-di-tert-butyl-4-methylphenol (hereinafter sometimes abbreviated as BHT) and butylhydroxyanisole (hereinafter sometimes abbreviated as BHA), with BHT being preferred.

[0021] The composition of the present invention can be used as an active ingredient of insecticides.The pests that can be controlled by the composition of the present invention include arthropods such as various harmful insects and mites, particularly harmful flying pests, such as Culex pipiens pallens, Culex tritaeniorhynchus, Culex quinquefasciatus, and Culex molestus, Aedes mosquitoes such as Aedes aegypti and Aedes albopictus, Anopheles mosquitoes such as Anopheles sinensis, midges, house flies such as Musca domestica, Musca domestica, and Musca canina, blow flies, flesh flies, fruit flies, moth flies, phorid flies, horseflies, black flies, stable flies, and midges, etc.Mosquitoes such as Culex pipiens, Aedes mosquitoes, and Anopheles mosquitoes can be particularly controlled.

[0022] One embodiment of the present invention is a method for controlling target pests, comprising applying an effective amount of the composition of the present invention. Another embodiment of the present invention is a method for controlling target pests, wherein the application comprises spraying, placing, evaporating, or vaporizing the composition of the present invention in a location where the target pests inhabit, where the target pests may occur, or where the target pests may move or pass through. Another embodiment of the present invention is a method for controlling target pests, wherein the application is carried out at room temperature (e.g., 5 to 35°C) or by heating the composition of the present invention to 60 to 200°C. Another embodiment of the present invention is a method for controlling target pests, wherein the application is carried out by heating the composition of the present invention to 150 to 250°C. In another embodiment of the present invention, the method for controlling target pests is a method for exterminating mosquitoes. As used herein, "control" is a concept that includes extermination, repelling, and prevention. The term "extermination" refers to a concept including killing, knocking down, driving away, or keeping away the target pests, and it is preferable to kill or knock down the target pests. The composition of the present invention can be suitably applied to, but is not limited to, resin formulations and the like.

[0023] <Resin Formulation> One embodiment of the present invention is a resin formulation containing a synthetic pyrethroid compound and an antioxidant, such as a compound represented by formula (1). The resin formulation of one embodiment of the present invention is a formulation that can be housed in an insect repellent 100, for example, as shown in FIG. 1 . In this specification, a composition containing a synthetic pyrethroid compound and an antioxidant, which is suitable for use in a resin formulation, may be referred to as a "resin formulation composition." In the insect repellent 100 of FIG. 1 , a resin formulation 25 formed into a net shape by weaving resin yarns spun from a resin composition containing a thermoplastic resin, a synthetic pyrethroid compound, and an antioxidant, is housed in a housing 20 having openings 23 and 24. The insect repellent 100 can typically be placed in an environment at room temperature (e.g., 5 to 35°C) to volatilize the resin formulation composition contained in the resin formulation 25 into the atmosphere, thereby controlling pests. The housing 20 may be composed of an inner member 21 and an outer member 22, which are movable relative to each other, and when the inner member 21 and the outer member 22 are in a specific position, openings provided in the inner member 21 and the outer member 22 are separated, sealing the interior of the housing 20. The housing 20 may also be provided with a hook 26 so that the insect repellent can be hung from the hook 26. In another aspect, the resin formulation can control pests that come into contact with the resin formulation. The aspects and methods of use of the resin formulation of one embodiment of the present invention are not limited to those disclosed above; conventionally known resin formulations can also be used, and excellent effects can be achieved in any case. Another embodiment of the present invention is a resin composition for producing the resin formulation. Resin formulations to which the present invention can be applied are described in detail below.

[0024] A resin formulation according to one embodiment of the present invention can be formed by melt-molding a resin composition containing a thermoplastic resin, a synthetic pyrethroid compound, and an antioxidant such as the compound represented by formula (1). The resin formulation can be produced by melt-spinning the resin composition into a resin thread, which is then knitted or woven to form a net-like structure, forming a large number of meshes. In one embodiment of the present invention, the thermoplastic resin is used as a carrier for retaining the synthetic pyrethroid compound and the antioxidant. Examples of thermoplastic resins that can be used include polyolefin resins, polyvinyl alcohol, polyvinyl acetate, polycarbonate, polyester, polyamide, polystyrene, polymethyl methacrylate, acrylonitrile-butadiene-styrene copolymers, and polyvinyl chloride.

[0025] The thermoplastic resin is preferably a polyolefin-based resin, and the following compounds are preferred as the polyolefin-based resin: (1) α-olefin homopolymers: for example, polyethylene, polypropylene, etc. (2) ethylene-α-olefin copolymers: for example, ethylene-propylene copolymer, ethylene-butene-1 copolymer, ethylene-4-methyl-1-pentene copolymer, or ethylene-hexene copolymer, etc. (3) Copolymers of ethylene and an organic carboxylic acid derivative having an ethylenically unsaturated bond: for example, ethylene-methyl methacrylate copolymer, ethylene-vinyl acetate copolymer, ethylene-acrylic acid copolymer, or ethylene-vinyl acetate-methyl methacrylate copolymer, etc.

[0026] Another embodiment of the present invention is a resin formulation formed by melt-spinning a thermoplastic resin that does not contain a composition for resin formulations containing a synthetic pyrethroid compound and an antioxidant, knitting or weaving resin threads to form a large number of meshes, and then coating the net-like molded product with a composition for resin formulations containing a synthetic pyrethroid compound and an antioxidant. Yet another embodiment of the present invention is a resin formulation formed by melt-spinning a thermoplastic resin composition that contains a thermoplastic resin and either a synthetic pyrethroid compound or an antioxidant, knitting or weaving resin threads to form a large number of meshes, and then coating the net-like molded product with either a synthetic pyrethroid compound or an antioxidant, which is not contained in the net-like molded product.

[0027] In another embodiment of the present invention, a thermoplastic resin composition containing a thermoplastic resin and a portion of the total amount of the composition for resin formulation containing a synthetic pyrethroid compound and an antioxidant contained in the final product is melt-spun into a resin thread, which is knitted or woven to form a net so as to form a large number of meshes, and the net-shaped molded product is then coated with the remaining composition for resin formulation contained in the final product. In yet another embodiment of the present invention, the resin formulation is not limited to a net-shaped molded product, and can be molded into, for example, a plate, film, sheet (single layer or multilayer), tape, thread, net, cloth, ring, tube, pipe, string, mat, block, or the like.

[0028] In yet another embodiment of the present invention, specific product forms of the resin formulation may be futon covers, pillowcases, protective covers, product packaging, curtains, mattresses, sofa components, animal collars, animal ear tags, clothing, protective hats, arm / leg covers, attracting cords, gardening supports, crop protection films, agricultural mulch, greenhouse films, screen doors, mosquito nets, garbage bags, garbage disposal nets, drainage ditch nets, waste materials, trash cans, drainage materials, cushioning materials, foam materials, heat insulating materials, various tubes, drain pipes, or packing. Regardless of the shape or product form, the resin formulation can exhibit excellent pest control effects by the composition for the resin formulation volatilizing from the resin formulation or by coming into contact with the resin formulation.

[0029] A resin formulation according to one embodiment of the present invention can be produced as follows: (1) A thermoplastic resin, an antioxidant such as a synthetic pyrethroid compound and a compound represented by formula (1), and optional compounding ingredients are stirred and mixed, and the resulting mixture is melt-kneaded. (2) A thermoplastic resin, at least one component selected from among antioxidants such as a synthetic pyrethroid compound and a compound represented by formula (1), and optional compounding ingredients are stirred and mixed, and the resulting mixture is melt-kneaded to obtain a resin molded product. The unselected components are then coated onto the surface of the resin molded product. (3) A thermoplastic resin and optional compounding ingredients are stirred and mixed, and the resulting mixture is melt-kneaded to obtain a resin molded product. The surface of the resin molded product is then coated with an antioxidant such as a synthetic pyrethroid compound and a compound represented by formula (1). (4) A thermoplastic resin, a portion of the total amount of antioxidants such as a synthetic pyrethroid compound and a compound represented by formula (1), and optional compounding ingredients are stirred and mixed, and the resulting mixture is melt-kneaded to obtain a resin molded product. Then, the remaining synthetic pyrethroid compound and antioxidant are coated onto the surface of the resin molded article.

[0030] Alternatively, the resin composition of the present invention can be produced by supporting one or more components selected from antioxidants such as synthetic pyrethroid compounds and compounds represented by formula (1) on a carrier and then melt-kneading the resulting support with a thermoplastic resin. Examples of the carrier include silica-based compounds, zeolites, clay minerals, metal oxides, micas, hydrotalcites, and organic carriers. Examples of the silica-based compounds include amorphous silica and crystalline silica, such as powdered silicic acid, finely powdered silicic acid, acid clay, diatomaceous earth, quartz, and white carbon. Zeolites include type A zeolite and mordenite, clay minerals include montmorillonite, saponite, beidellite, bentonite, kaolinite, halloysite, nacrite, dickite, anoxite, illite, and sericite, metal oxides include zinc oxide, magnesium oxide, aluminum oxide, iron oxide, copper oxide, and titanium oxide, micas include mica and vermiculite, hydrotalcites include hydrotalcite and smectite, and organic carriers include charcoal (e.g., charcoal, peat, and grass peat), polymer beads (e.g., microcrystalline cellulose, polystyrene beads, acrylate beads, methacrylate beads, and polyvinyl alcohol beads), and crosslinked polymer beads thereof. Other examples include perlite, gypsum, ceramic, and volcanic rock. Amorphous inorganic carriers are preferred, and amorphous silica is more preferred.

[0031] The resin formulation of one embodiment of the present invention is produced by melt-spinning a resin composition containing a thermoplastic resin, a synthetic pyrethroid compound, and an antioxidant such as the compound represented by formula (1). In addition, methods commonly used in resin molding can be applied, and the desired molded article can be produced by, for example, extrusion molding, injection molding, blow molding, compression molding, powder molding, press molding, etc. Furthermore, when a molded article is coated with a portion of the raw material, a dipping method, a spraying method, etc. can be applied.

[0032] In one embodiment of the resin formulation of the present invention, the content of the thermoplastic resin is 30 to 99% by mass, preferably 50 to 99% by mass, relative to the total mass of the resin formulation, and the content of the composition for resin formulation containing a synthetic pyrethroid compound and an antioxidant such as the compound represented by formula (1) can be 1 to 70% by mass, preferably 1 to 50% by mass, wherein the sum of the contents of the thermoplastic resin and the composition for resin formulation does not exceed 100% by mass.

[0033] One embodiment of the composition for resin formulation of the present invention is a composition comprising a compound represented by the formula (1) with respect to 1 part by mass of a synthetic pyrethroid compound. [In the formula, R １ and R ２ has the above-mentioned meaning] in an amount of 0.001 to 100 parts by mass, preferably 0.005 to 50 parts by mass, and more preferably 0.01 to 10 parts by mass.

[0034] Another embodiment of the composition for resin formulation of the present invention is a composition containing 0.001 to 100 parts by mass, preferably 0.005 to 50 parts by mass, and more preferably 0.01 to 10 parts by mass of 3,9-bis(isodecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane per 1 part by mass of at least one synthetic pyrethroid compound selected from the group consisting of allethrin, prallethrin, metofluthrin, dimefluthrin, tetramethrin, imiprothrin, fenothrin, cyphenothrin, empenthrin, profluthrin, and resmethrin.

[0035] Another embodiment of the composition for resin formulation of the present invention is a composition containing 0.001 to 100 parts by mass, preferably 0.005 to 50 parts by mass, and more preferably 0.01 to 10 parts by mass of 3,9-bis(isodecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane per 1 part by mass of prallethrin.

[0036] Another embodiment of the composition for resin formulations of the present invention is a composition containing 0.001 to 100 parts by mass, preferably 0.005 to 50 parts by mass, and more preferably 0.01 to 10 parts by mass of 3,9-bis(isodecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane per 1 part by mass of Metofluthrin.

[0037] Another embodiment of the composition for resin formulation of the present invention is a composition containing 0.001 to 100 parts by mass, preferably 0.005 to 50 parts by mass, and more preferably 0.01 to 10 parts by mass of 3,9-bis(isodecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane per part by mass of dimefluthrin.

[0038] Another embodiment of the composition for resin formulation of the present invention is a composition containing 0.001 to 100 parts by mass, preferably 0.005 to 50 parts by mass, and more preferably 0.01 to 10 parts by mass of 3,9-bis(isodecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane per 1 part by mass of phenothrin.

[0039] Another embodiment of the composition for resin formulation of the present invention is a composition containing 0.001 to 100 parts by mass, preferably 0.005 to 50 parts by mass, more preferably 0.01 to 10 parts by mass of 3,9-bis(isodecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane per part by mass of cyphenothrin.

[0040] Another embodiment of the composition for resin formulation of the present invention is a composition containing 0.001 to 100 parts by mass, preferably 0.005 to 50 parts by mass, and more preferably 0.01 to 10 parts by mass of 3,9-bis(isodecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane per 1 part by mass of profluthrin.

[0041] Another embodiment of the composition for resin formulation of the present invention is a composition containing 0.001 to 100 parts by mass, preferably 0.005 to 50 parts by mass, and more preferably 0.01 to 10 parts by mass of 3,9-bis(isotridecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane per 1 part by mass of at least one synthetic pyrethroid compound selected from the group consisting of allethrin, prallethrin, metofluthrin, dimefluthrin, tetramethrin, imiprothrin, fenothrin, cyphenothrin, empenthrin, profluthrin, and resmethrin.

[0042] Another embodiment of the composition for resin formulation of the present invention is a composition containing 0.001 to 100 parts by mass, preferably 0.005 to 50 parts by mass, and more preferably 0.01 to 10 parts by mass of 3,9-bis(isotridecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane per 1 part by mass of prallethrin.

[0043] Another embodiment of the composition for resin formulations of the present invention is a composition containing 0.001 to 100 parts by mass, preferably 0.005 to 50 parts by mass, and more preferably 0.01 to 10 parts by mass of 3,9-bis(isotridecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane per 1 part by mass of Metofluthrin.

[0044] Another embodiment of the composition for resin formulation of the present invention is a composition containing 0.001 to 100 parts by mass, preferably 0.005 to 50 parts by mass, and more preferably 0.01 to 10 parts by mass of 3,9-bis(isotridecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane per 1 part by mass of dimefluthrin.

[0045] Another embodiment of the composition for resin formulation of the present invention is a composition containing 0.001 to 100 parts by mass, preferably 0.005 to 50 parts by mass, and more preferably 0.01 to 10 parts by mass of 3,9-bis(isotridecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane per 1 part by mass of fenothrin.

[0046] Another embodiment of the composition for resin formulation of the present invention is a composition containing 0.001 to 100 parts by mass, preferably 0.005 to 50 parts by mass, more preferably 0.01 to 10 parts by mass of 3,9-bis(isotridecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane per part by mass of cyphenothrin.

[0047] Another embodiment of the composition for resin formulation of the present invention is a composition containing 0.001 to 100 parts by mass, preferably 0.005 to 50 parts by mass, and more preferably 0.01 to 10 parts by mass of 3,9-bis(isotridecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane per 1 part by mass of profluthrin.

[0048] In one embodiment of the composition for resin formulation of the present invention, the following composition can be given as an example of a composition containing a synthetic pyrethroid compound and an antioxidant such as a compound represented by formula (1) (also referred to as a composition for resin formulation).

[0049] [Aspect 1] A composition containing 1 to 1000 parts by mass of prallethrin and 1 to 1000 parts by mass of 3,9-bis(isodecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane. [Aspect 2] A composition containing 1 to 1000 parts by mass of metofluthrin and 1 to 1000 parts by mass of 3,9-bis(isodecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane. [Aspect 3] A composition containing 1 to 1000 parts by mass of dimefluthrin and 1 to 1000 parts by mass of 3,9-bis(isodecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane. [Aspect 4] A composition containing 1 to 1000 parts by mass of fenothrin and 1 to 1000 parts by mass of 3,9-bis(isodecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane. [Aspect 5] A composition containing 1 to 1000 parts by mass of cyphenothrin and 1 to 1000 parts by mass of 3,9-bis(isodecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane. [Aspect 6] A composition containing 1 to 1000 parts by mass of profluthrin and 1 to 1000 parts by mass of 3,9-bis(isodecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane.

[0050] [Aspect 7] A composition containing 1 to 1000 parts by mass of prallethrin and 1 to 1000 parts by mass of 3,9-bis(isotridecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane. [Aspect 8] A composition containing 1 to 1000 parts by mass of metofluthrin and 1 to 1000 parts by mass of 3,9-bis(isotridecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane. [Aspect 9] A composition containing 1 to 1000 parts by mass of dimefluthrin and 1 to 1000 parts by mass of 3,9-bis(isotridecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane. [Aspect 10] A composition containing 1 to 1000 parts by mass of fenothrin and 1 to 1000 parts by mass of 3,9-bis(isotridecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane. [Aspect 11] A composition containing 1 to 1000 parts by mass of cyphenothrin and 1 to 1000 parts by mass of 3,9-bis(isotridecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane. [Aspect 12] A composition containing 1 to 1000 parts by mass of profluthrin and 1 to 1000 parts by mass of 3,9-bis(isotridecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane.

[0051] One embodiment of the present invention is a method for controlling target pests, which comprises placing a resin formulation at room temperature and volatilizing an effective amount of a composition for the resin formulation into the atmosphere or contacting target pests with the resin formulation. In another embodiment of the present invention, the method for controlling target pests is a method for exterminating mosquitoes.

[0052] The composition of the present invention can also be applied to incense sticks.

[0053] <Incense> One embodiment of the present invention is incense containing a synthetic pyrethroid compound and an antioxidant such as the compound represented by formula (1).

[0054] When the composition of the present invention is applied to incense sticks, suitable synthetic pyrethroid compounds include dimefluthrin, metofluthrin, transfluthrin, allethrin, prallethrin, lenofluthrin, mepafluthrin, heptafluthrin, teflumethrin, and tetramethylfluthrin, with dimefluthrin being particularly suitable. When the composition of the present invention is applied to incense sticks, the synthetic pyrethroid compound may be contained in an amount of 0.001 to 10% by mass relative to the total amount of the incense sticks. When the composition of the present invention is applied to incense sticks, the antioxidant may be contained in an amount of 0.001 to 10% by mass relative to the total amount of the incense sticks.

[0055] One embodiment of the composition to be applied to incense sticks of the present invention is a composition containing 0.001 to 100 parts by mass, preferably 0.005 to 50 parts by mass, and more preferably 0.01 to 10 parts by mass of at least one antioxidant selected from the group consisting of 3,9-bis(isotridecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-bis(isodecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, and hydrogenated bisphenol A pentaerythritol phosphite polymer, per 1 part by mass of at least one synthetic pyrethroid compound selected from the group consisting of dimefluthrin, metofluthrin, transfluthrin, allethrin, prallethrin, lenofluthrin, mepafluthrin, heptafluthrin, teflumethrin, and tetramethylfluthrin.

[0056] Another embodiment of the composition to be applied to incense sticks of the present invention is a composition containing 0.001 to 100 parts by mass, preferably 0.005 to 50 parts by mass, and more preferably 0.01 to 10 parts by mass of 3,9-bis(isotridecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane per 1 part by mass of dimefluthrin.

[0057] Another embodiment of the composition of the present invention to be used in incense sticks is a composition containing 0.001 to 100 parts by mass, preferably 0.005 to 50 parts by mass, and more preferably 0.01 to 10 parts by mass of 3,9-bis(isodecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane per 1 part by mass of dimefluthrin.

[0058] Another embodiment of the composition of the present invention to be used in incense sticks is a composition containing 0.001 to 100 parts by mass, preferably 0.005 to 50 parts by mass, and more preferably 0.01 to 10 parts by mass of hydrogenated bisphenol A pentaerythritol phosphite polymer per 1 part by mass of dimefluthrin.

[0059] The incense stick according to one embodiment of the present invention can be produced by adding an appropriate amount of water to a raw material powder obtained by mixing a synthetic pyrethroid compound, an antioxidant, and an incense stick base material, kneading the mixture, molding the mixture using an extruder and a punching machine, or the like, and then naturally drying or heat-drying it. The synthetic pyrethroid compound and the antioxidant may not be directly mixed with the raw material powder, but may be mixed by dripping, immersing, spraying, or applying a liquid composition containing the synthetic pyrethroid compound and the antioxidant to the molded raw material powder, followed by naturally drying or heat-drying it. Alternatively, the incense stick according to one embodiment of the present invention may be produced by dripping, immersing, spraying, or applying a chemical solution containing the antioxidant to commercially available regular-type mosquito coils, mini-sized mosquito coils, thick-rolled mosquito coils, or the like, followed by naturally drying or heat-drying it. In the above production, the antioxidant may be added in a state of being dissolved in a solvent. The shape and size of the incense stick according to one embodiment of the present invention are not particularly limited, and it may be rod-shaped or slightly arc-shaped, or may be spiral-shaped, conical (corn-shaped), triangular pyramid-shaped, fan-shaped, or plate-shaped, etc., and the shape and size may be appropriately determined depending on the intended use. The incense stick according to one embodiment of the present invention has a cross-sectional area of ​​4 to 100 mm when viewed from the burning direction of the incense stick. ２ Even if the shape of the incense stick is a triangular pyramid, which has a different cross-sectional area depending on the location, the cross-sectional area as viewed from the burning direction is preferably 4 to 100 mm. ２It is sufficient if the thickness is within a range of 4 mm, and a preferable range (for example, 4 mm) is selected depending on the shape and application. ２ More than 15mm ２ Less than 15 mm ２ Over 40mm ２ Less than 40 mm ２ More than 100 mm ２ The cross-sectional shape of the incense stick may be circular or polygonal, such as triangular, rectangular, pentagonal, or hexagonal. Furthermore, grooves or protrusions may be formed on the surface of the incense stick, or the incense stick may have a hollow structure, as needed. As one embodiment of the present invention, a spiral incense stick 200 as shown in FIG. 2 can be provided. The spiral incense stick 200 can be used by lighting the end portion (also referred to as the ignition portion) 30. By lighting the incense stick, the synthetic pyrethroid compound in the incense stick is heated and volatilized, thereby controlling pests. The incense stick is usually held in a known incense stick holder (not shown). The incense stick can be held in the holder by inserting the support portion of the holder into a slit 31 provided in the incense stick. Alternatively, the incense stick may be held in a mesh-like holder made of a non-flammable material such as metal, without using the slit 31, by clamping the entire incense stick. The incense stick can be cut at any desired location for use. It can be used by lighting the end of the cut incense stick. By cutting the incense stick and using it, the burning time of the incense stick can be adjusted.

[0060] [Incense Stick Base Material] Examples of incense stick base materials that can be used in the incense stick of one embodiment of the present invention include combustion supporters and bulking agents (combustion supporters and / or bulking agents), and binders.

[0061] Examples of combustion assisting agents and extenders include charcoal powder, wood flour, pyrethrum extract residue powder, citrus peel powder, tea powder, coconut shell powder, diatomaceous earth, talc, clay, and kaolin. These combustion assisting agents and extenders can be used alone or in combination. The incense base preferably contains 50 to 80% by mass of the total amount of the combustion assisting agents and extenders relative to the total amount of the incense base.

[0062] Examples of binders include tabu flour, starch (alpha starch, tapioca flour, etc.), methylcellulose, carboxymethylcellulose (CMC), and pulp. These binders can be used alone or in combination. The incense base preferably contains 15 to 40% by mass of binder relative to the total mass of the incense base. The sum of the contents of the combustion enhancer / bulking agent and binder does not exceed 100% by mass relative to the total mass of the incense base.

[0063] The incense base material may contain an antifungal agent, an antiseptic, etc. Examples of such antifungal agents and antiseptic agents include dehydroacetate, sorbate, and p-hydroxybenzoate.

[0064] The incense base material may contain a coloring agent, such as malachite green and food additives (e.g., Food Blue No. 1, Food Yellow No. 4, Food Red No. 106, etc.).

[0065] The incense base material may contain synthetic or natural fragrance ingredients. Examples of synthetic fragrance ingredients include galaxolide, musk ketone, hexyl cinnamic aldehyde, isoe super, methyl dihydrojasmonate, ethylene brassylate, geraniol, methyl atralate, hexyl salicylate, tricyclodecenyl acetate, orange crystal, ambroxan, tonalide (6-acetyl-1,1,2,4,4,7-hexamethyltetralin), γ-undecalactone, cashmeran, calone, heliotropin, dihydroindenyl-2,4-dioxane, α-isoisopropyl methyl acrylate, methyl methyl meth ... Examples of the methyl ionone include methyl ionone, indole, ethyl vanillin, methyl cedryl ketone, methyl β-naphthyl ketone, rosephenone, coumarin, vanillin, styrax resinoid, benzyl benzoate, undecanal, benzyl salicylate, ionone, α-ionone, β-ionone, lily aldehyde, 3,5-dinitro-2,6-dimethyl-4-t-butylacetophenone, acetyl cedrene, 2-cyclohexylidene-2-phenylacetaldehyde, isolongifolanon, and cis-3-hexenol. Examples of natural fragrance components include plant essential oils and plant extracts such as citronella oil, cinnamon oil, eucalyptus oil, lemon eucalyptus oil, Japanese cypress oil, lavender oil, orange oil, grapefruit oil, cedarwood oil, geranium oil, white thyme oil, peppermint oil, rose oil, and oakmoss oil, as well as fragrant wood powders and Chinese herbal fragrance powders, as well as sandalwood, clove, sweet pine, cassia, agarwood, cinnamon, cinnamon, benzoin, and frankincense. These fragrance components can be used alone or in combination. When the incense base contains a fragrance component, the content thereof is preferably 0.001 to 10% by mass, more preferably 0.005 to 8% by mass, even more preferably 0.01 to 5% by mass, and particularly preferably 0.05 to 3% by mass, relative to the mass of the entire incense base.

[0066] The composition of the present invention can also be applied in the agricultural field. One embodiment of the composition of the present invention that can be applied in the agricultural field is a composition containing one or more synthetic pyrethroid compounds selected from etofenprox, permethrin, cypermethrin, flucythrinate, tralomethrin, cyfluthrin, cyhalothrin, tefluthrin, fluvalinate, fenpropathrin, bifenthrin, acrinathrin, cycloprothrin, silafluofen, and fenvalerate, and the compound represented by formula (1).

[0067] The composition of the present invention can be mixed or used in combination with one or more components selected from the group consisting of Group (a), Group (b), Group (c), and Group (d) below (hereinafter referred to as the present component). The term "mixed or used in combination" means that the composition of the present invention and the present component are used simultaneously, separately, or with a time interval between them. When the composition of the present invention and the present component are used simultaneously, the composition of the present invention and the present component may be contained in separate preparations, or may be contained in a single preparation. In one embodiment of the present invention, although not particularly limited thereto, one or more components selected from the group consisting of Group (a), Group (b), Group (c), and Group (d) below are mixed or used in combination in an amount of 0.001 to 1,000 parts by mass, preferably 0.002 to 500 parts by mass, and more preferably 0.01 to 100 parts by mass, per part by mass of one or more synthetic pyrethroid compounds selected from etofenprox, permethrin, cypermethrin, flucythrinate, tralomethrin, cyfluthrin, cyhalothrin, tefluthrin, fluvalinate, fenpropathrin, bifenthrin, acrinathrin, cycloprothrin, silafluofen, and fenvalerate:

[0068] One aspect of the present invention is a composition (hereinafter referred to as Composition A) containing one or more components selected from the group consisting of Group (a), Group (b), Group (c), and Group (d), and the composition of the present invention. One embodiment of Composition A is, but is not particularly limited to, a composition containing 0.001 to 1,000 parts by mass, preferably 0.002 to 500 parts by mass, and more preferably 0.01 to 100 parts by mass, of one or more components selected from the group consisting of Group (a), Group (b), Group (c), and Group (d) below, per part by mass of one or more synthetic pyrethroid compounds selected from etofenprox, permethrin, cypermethrin, flucythrinate, tralomethrin, cyfluthrin, cyhalothrin, tefluthrin, fluvalinate, fenpropathrin, bifenthrin, acrinathrin, cycloprothrin, silafluofen, and fenvalerate:

[0069] Group (a) includes acetylcholinesterase inhibitors (e.g., carbamate insecticides, organophosphate insecticides), GABAergic chloride channel blockers (e.g., phenylpyrazole insecticides), sodium channel modulators (e.g., pyrethroid insecticides), nicotinic acetylcholine receptor competitive modulators (e.g., neonicotinoid insecticides), nicotinic acetylcholine receptor allosteric modulators, glutamate-gated chloride channel allosteric modulators (e.g., macrolide insecticides), juvenile hormone mimics, multisite inhibitors, chordotonal organ TRPV channel modulators, mite growth inhibitors, microbial insect midgut membrane disruptors, mitochondrial ATP synthase inhibitors, oxidative phosphorylation uncouplers, nicotinic acetylcholine receptor channel blockers (e.g., nereistoxin insecticides), chitin biosynthesis inhibitors, molting inhibitors, ecdysone receptor agonists, octopamine receptor agonists, mitochondrial electron transport chain complexes I and II, The group consisting of inhibitors of classes III and IV, voltage-dependent sodium channel blockers, acetyl-CoA carboxylase inhibitors, ryanodine receptor modulators (e.g., diamide insecticides), chordotonal organ modulators, microbial insecticides, and other insecticidal, acaricidal, and nematicidal active ingredients, which are described in the IRAC mechanism-based classification.

[0070] Group (b) consists of nucleic acid synthesis inhibitors (e.g., phenylamide fungicides, acylamino acid fungicides), cell division and cytoskeleton inhibitors (e.g., MBC fungicides), respiratory inhibitors (e.g., QoI fungicides, QiI fungicides), amino acid synthesis and protein synthesis inhibitors (e.g., anilinopyridine fungicides), signal transduction inhibitors, lipid synthesis and membrane synthesis inhibitors, sterol biosynthesis inhibitors (e.g., DMI fungicides such as triazoles), cell wall biosynthesis inhibitors, melanin synthesis inhibitors, plant defense inducers, multisite contact-active fungicides, microbial fungicides, and other fungicidal active ingredients. These are listed in the FRAC classification based on the mechanism of action.

[0071] Group (c) is a group of plant growth regulators (including mycorrhizal fungi and rhizobia).

[0072] Group (d) is a group of repellent ingredients.

[0073] The composition of the present invention is effective against harmful arthropods such as harmful insects and harmful mites, harmful nematodes, and harmful mollusks. Examples of harmful arthropods, harmful nematodes, and harmful mollusks include the following:

[0074] Hemiptera: Small brown planthopper (Laodelphax striatellus), Brown planthopper (Nilaparvata lugens), White-backed planthopper (Sogatella furcifera), Corn planthopper (Peregrinus maidis), Yellow leafhopper (Javesella pellucida), Black horned planthopper (Perkinsiella saccharicida), Tagosodes orizicolus, Stenocranus pacificus and other Delphacidae; Green rice leafhopper (Nephotettix cincticeps), Taiwan green rice leafhopper (Nephotettix virescens), Black-striped green rice leafhopper (Nephotettix nigropictus), Lightning leafhopper (Recilia dorsalis), Tea green leafhopper (Empoasca Cicadellidae, such as the potato leafhopper (Empoasca fabae), the corn leafhopper (Dalbulus maidis), the white giant leafhopper (Cofana spectra), and Amrasca biguttula biguttula; Aphrophoridae, such as the European spittlebug (Philaenus spumarius); Cercopidae, such as Mahanarva posticata and Mahanarva fimbriolata;Black bean aphid (Aphis fabae), soybean aphid (Aphis glycines), cotton aphid (Aphis gossypii), European apple aphid (Aphis pomi), willow aphid (Aphis spiraecola), green peach aphid (Myzus persicae), strawberry aphid (Brachycaudus helichrysi), radish aphid (Brevicoryne brassicae), rosy apple aphid (Dysaphis plantaginea), false radish aphid (Lipaphis erysimi), tulip aphid (Macrosiphum euphorbiae), potato aphid (Aulacorthum solani), lettuce aphid (Nasonovia ribisnigri), wheat collar aphid (Rhopalosiphum padi), corn aphid (Rhopalosiphum maidis), citrus black aphid (Toxoptera citricida), peach butterbur aphid (Hyalopterus pruni), barnyard millet aphid (Melanaphis sacchari), Japanese black aphid (Tetraneura nigriabdominalis), cotton aphid (Ceratovacuna lanigera), apple aphid (Eriosoma lanigerum), English grain aphid (Sitobion avenae), etc. Aphididae; grape aphid (Daktulosphaira vitifoliae), pecan phylloxera (Phylloxera devastatrix), pecan leaf phylloxera (Phylloxera notabilis), southern pecan leaf phylloxera (Phylloxera Phylloxeridae, such as (Russelae);Adelgidae, such as the Japanese hemlock aphid (Adelges tsugae), the balsam woolly aphid (Adelges piceae), and the small brown aphid (Aphrastasia pectinatae); Scotinophara lurida, Scotinophara coarctata, Nezara antennata, Eysarcoris aeneus, Eysarcoris lewisi, Eysarcoris ventralis, Eysarcoris annamita, Halyomorpha halys, and Nezara Pentatomidae, such as the brown stink bug (Euschistus heros), the red-banded stink bug (Piezodorus guildinii), Oebalus pugnax, Dichelops melacanthus, and the spotted stink bug (Piezodorus hybneri); Cydnidae, such as the narrow-banded stink bug (Riptortus clavatus), the spider stink bug (Leptocorisa chinensis), and the narrow-banded stink bug (Leptocorisa acuta); Cletus punctiger, Leptoglossus Coreidae, such as Cavelerius saccharivorus, Togo hemipterus, and Blissus leucopterus; Lygaeidae, such as Cavelerius saccharivorus, Togo hemipterus, and Blissus leucopterus;Miridae (Miridae) such as the red-bearded green rice bug (Trigonotylus caelestialium), the red-striped rice bug (Stenotus rubrovittatus), the long-spined wheat rice bug (Stenodema calcarata), and the rusty rice bug (Lygus lineolaris); Aleyrodidae (Aleyrodidae) such as the greenhouse whitefly (Trialeurodes vaporariorum), the tobacco whitefly (Bemisia tabaci), the citrus whitefly (Dialeurodes citri), the citrus spine whitefly (Aleurocanthus spiniferus), the tea spine whitefly (Aleurocanthus camelliae), and the Japanese oak leaf butterflies (Pealius euryae); cyanophylli), red scale (Aonidiella aurantii), pear scale (Diaspidiotus perniciosus), mulberry scale (Pseudaulacaspis pentagona), Yanon scale (Unaspis yanonensis), false Yanon scale (Unaspis citri) and other scale insects (Diaspididae); Coccidae such as ruby ​​scale (Ceroplastes rubens); Margarodidae such as Icerya purchasi and yellow cotton scale (Icerya seychellarum);Pseudococcidae, such as the eggplant mealybug (Phenacoccus solani), the sable mealybug (Phenacoccus solenopsis), the wisteria mealybug (Planococcus kraunhiae), the mulberry mealybug (Pseudococcus comstocki), the citrus mealybug (Planococcus citri), the moth mealybug (Pseudococcus calceolariae), the long-legged mealybug (Pseudococcus longispinus), and the tuttlemey bug (Brevennia rehi); the citrus psyllid (Diaphorina citri), the citrus psyllid (Trioza erytreae), the pear psyllid (Cacopsylla pyrisuga), and the Chinese pear psyllid (Cacopsylla Psyllidae, such as the Japanese chinensis, the potato psyllid (Bactericera cockerelli), and the cacopsylla (Cacopsylla pyricola); Tingidae, such as the plane tree earworm (Corythucha ciliata), the goldenrod earworm (Corythucha marmorata), the Japanese pear earworm (Stephanitis nashi), and the azalea earworm (Stephanitis pyrioides); Cimicidae, such as the bedbug (Cimex lectularius) and the netted whitefly (Cimex hemipterus); Cicadidae, such as the Quesada gigas; Triatoma infestans, Triatoma rubrofasciata, and Triatoma Reduviidae, such as the Venezuelan assassin bug (Rhodonius prolixus);

[0075] Lepidoptera: Chilo suppressalis, Dark-headed stem borer, Chilo polychrysus, White stem borer, Scirpophaga innotata, Scirpophaga incertulas, Rupela albina, Rice leaf borer, Cnaphalocrocis medinalis, Marasmia patnalis, Rice casino borer, Marasmia exigua, Cotton borer, Notarcha derogata, European corn borer, Ostrinia furnacalis, European corn borer, Hellula undalis, Black-spotted corn borer, Herpetogramma luctuosale, Rice stalk moth, Nymphula Crambidae, such as the Japanese corn moth (Elasmopalpus lignosellus), the Indian meal moth (Plodia interpunctella), the Japanese two-spotted moth (Euzophera batangensis), and the Japanese striped moth (Cadra cautella);Common cutworm (Spodoptera litura), beet armyworm (Spodoptera exigua), armyworm (Mythimna separata), armyworm (Mamestra brassicae), rice armyworm (Sesamia inferens), white armyworm (Spodoptera mauritia), two-banded cutworm (Naranga aenescens), leaf fall armyworm (Spodoptera frugiperda), African armyworm (Spodoptera exempta), Spodoptera cosmioides, semi-tropical armyworm (Spodoptera eridania), red cutworm (Agrotis ipsilon), turnip cutworm (Agrotis segetum), red rice looper (Autographa nigrisigna), rice yellow looper (Plusia festucae), soybean Heliothis spp. such as the cotton bollworm (Chrysodeixis includens), Trichoplusia spp., and Heliothis spp. such as the false tobacco budworm (Heliothis virescens), Helicoverpa spp. such as the cotton bollworm (Helicoverpa armigera) and the corn earworm (Helicoverpa zea), Noctuidae such as the velvet bean caterpillar (Anticarsia gemmatalis), the cotton leafworm (Alabama argillacea), and the hop wine borer (Hydraecia immanis); Pieridae such as the cabbage white butterfly (Pieris rapae);Pear fruit moth (Grapholita molesta), plum fruit moth (Grapholita dimorpha), bean fruit moth (Leguminivora glycinivorella), adzuki bean pea moth (Matsumuraeses azukivora), apple smaller tortrix (Adoxophyes orana fasciata), tea smaller tortrix (Adoxophyes honmai), tea tortrix (Homona magnanima), green tea tortrix (Archips fuscocupreanus), codling moth (Cydia pomonella), citrus fruit borer (Tetramoera schistaceana), bean shoot borer (Epinotia aporema), citrus fruit borer (Citripestis sagittiferella), European grape wine moth (Lobesia Tortricidae such as Caloptilia theivora and Phyllonorycter ringoniella; Gracilariae such as Carposinidae; Leucoptera coffeella, Lyonetiidae such as Lyonetia clerkella, Lyonetia prunifoliella; Lymantria spp. such as Lymantria dispar, Euproctis spp. such as Euproctis pseudoconspersa; Plutella xylostella Plutellidae, such as Plutellidae (Plutella xylostella);Gelechiidae (Gelechiidae) such as the peach leaf moth (Anarsia lineatella), the potato leaf moth (Helcystogramma triannulella), the red bollworm moth (Pectinophora gossypiella), the potato tuber moth (Pthorimaea operculella), and the tomato leaf moth (Tuta absoluta); Arctiidae (Arctiidae) such as the American fall webworm (Hyphantria cunea); Castniidae (Castniidae) such as the giant sugarcane borer (Telchin licus); Cossidae (Cossidae) such as the small box moth (Cossus insularis); Geometridae (Geometridae) such as the mugwort geometrid (Ascotis selenaria); Parasa Limacodidae such as Stathmopodidae (Stathmopoda masinissa) and the like; Sphingidae such as Acherontia lachesis (Sphingidae); Sesiidae such as Nokona feralis (Nokona feralis), Synanthedon hector (Synanthedon tenuis) and the like; Hesperiidae such as Parnara guttata (Parnara guttata); Tineidae such as Tinea translucens (Tineola bisselliella) and the like.

[0076] Thysanoptera: Thripidae such as Frankliniella occidentalis, Thrips palmi, Scirtothrips dorsalis, Thrips tabaci, Frankliniella intonsa, Stenchaetothrips biformis, Echinothrips americanus, and Scirtothrips perseae; Phlaeothripidae such as Haplothrips aculeatus.

[0077] Diptera: Anthomyiidae such as Delia platura, Delia antiqua, and Pegomya cunicularia; Ulidiidae such as Tetanops myopaeformis; Agromyzidae such as Agromyza oryzae, Liriomyza sativae, Liriomyza trifolii, and Chromatomyia horticola; Chloropidae such as Chlorops oryzae; Bactrocera Tephritidae, such as the Oriental fruit fly (Bactrocera dorsalis), the eggplant fly (Bactrocera latifrons), the olive fruit fly (Bactrocera oleae), the Queensland fruit fly (Bactrocera tryoni), the Mediterranean fruit fly (Ceratitis capitata), the apple maggot (Rhagoletis pomonella), and the cherry fruit fly (Rhacochlaena japonica); Ephydridae, such as the rice leafminer (Hydrellia griseola), the Asian rice leafminer (Hydrellia philippina), and the rice leafminer (Hydrellia sasakii); Drosophila suzukii Drosophilidae, such as Drosophila melanogaster (Drosophila suzukii) and Drosophila melanogaster; Phoridae, such as Megaselia spiracularis; Psychodidae, such as Clogmia albipunctata;Sciaridae (Sciaridae) such as Bradysia difformis and Bradysia odoriphaga; Cecidomyiidae (Cecidomyiidae) such as Mayetiola destructor and Orseolia oryzae; Diopsidae (Diopsis macrophthalma); Glossinidae (Tsetse flies) such as Glossina palpalis and Glossina morsitans; Simuliidae (Simuliidae) such as Simulium japonicum and Simulium damnosum; Phlebotominae (Phlebotominae); Tipula aino (Craned fly), Tipula oleracea (Common crane fly), and Tipula Tipulidae such as Culex pipiens pallens, Culex tritaeniorhynchus, Culex pipiens f. molestus, Culex quinquefasciatus, Culex pipiens pipiens, Culex vishnui, Aedes albopictus, Aedes aegypti, Anopheles sinensis, Anopheles gambiae, Anopheles stephensi, Anopheles coluzzii, Anopheles albimanus, Anopheles sundaicus, Anopheles mosquito family (Culicidae) such as arabiensis, Anopheles funestus, Anopheles darlingi, Anopheles farauti, Anopheles minimus;Simulidae (Family Simuliidae) such as Prosimulium yezoensis and Simulium ornatum; Tabanidae (Family Tabanus trigonus) and other such flies; Muscidae (Family Musca domestica), Muscina stabulans, Stomoxys calcitrans, Haematobia irritans and other such flies; Calliphoridae (Family Sarcophagidae); Chironomidae (Family Chironomidae) such as Chironomus plumosus, Chironomus yoshimatsui, Glyptotendipes tokunagai and other such flies; Fannidae (Family Fannidae);

[0078] Coleoptera: Diabrotica spp. (e.g., Western corn rootworm (Diabrotica virgifera virgifera), Southern corn rootworm (Diabrotica undecimpunctata howardi), Northern corn rootworm (Diabrotica barberi), Mexican corn rootworm (Diabrotica virgifera zeae), Banded cucumber beetle (Diabrotica balteata), Cucumber beetle (Diabrotica speciosa), etc.), Bean leaf beetle (Cerotoma trifurcata), Red-necked leaf beetle (Oulema melanopus), Cucumber leaf beetle (Aulacophora femoralis), Striped flea beetle (Phyllotreta striolata), Cabbage leaf beetle (Phyllotreta cruciferae), Western black leaf beetle (Phyllotreta pusilla, cabbage stem beetle (Psylliodes chrysocephala), hop beetle (Psylliodes punctulata), Colorado potato beetle (Leptinotarsa ​​decemlineata), rice leaf beetle (Oulema oryzae), grape colaspis (Colaspis brunnea), corn beetle (Chaetocnema pulicaria), sweet potato leaf beetle (Chaetocnema confinis), potato beetle (Epitrix cucumeris), rice spur beetle (Dicladispa armigera), southern corn leaf beetle (Myochrous denticollis), four-spotted tortoise beetle (Laccoptera quadrimaculata), tobacco flea beetle (Epitrix hirtipennis), radish leaf beetle (Phaedon Chrysomelidae, such as the two-striped leaf beetle (Medythia nigrobilineata);Carabidae beetles such as the seed corn beetle (Stenolophus lecontei) and the slender seed corn beetle (Clivina impressifrons); Phyllophaga spp. such as the cuprea beetle (Anomala cuprea), the rufocuprea beetle (Anomala rufocuprea), the green beetle (Anomala albopilosa), the Japanese beetle (Popillia japonica), the long-legged beetle (Heptophylla picea), the European chafer (Rhizotrogus majalis), the black marsh beetle (Tomarus gibbosus), the black beetle (Holotrichia spp.), and the June beetle (Phyllophaga crinita); Diloboderus spp. such as Diloboderus abderus. Scarabaeidae (Scarabaeidae) such as Araecerus coffeae (Boll weevil); Anthriibidae (Anthriibidae) such as Cylas formicarius (Sweet potato weevil); Bruchidae (Brachiidae) such as Zabrotes subfasciatus (Brazilian bean weevil); Scolytidae (Scolytidae) such as Tomicus piniperda (Pine bark beetle), Hypothenemus hampei (Coffee berry borer);Potato weevil (Euscepes postfasciatus), alfalfa weevil (Hypera postica), maize weevil (Sitophilus zeamais), rice weevil (Sitophilus oryzae), granaria weevil (Sitophilus granarius), rice weevil (Echinocnemus squameus), rice water weevil (Lissorhoptrus oryzophilus), white grain weevil (Rhabdoscelus lineaticollis), boll weevil (Anthonomus grandis), grass band weevil (Sphenophorus venatus), southern cornbill bug (Sphenophorus callosus), soybean stalk weevil (Sternechus subsignatus), sugarcane weevil (Sphenophorus levis), rust gourd weevil (Scepticus The Aracanthus spp. (Aracanthus spp.) such as Aracanthus griseus, Scepticus uniformis, Aracanthus mourei, and the cotton root borer (Eutinobothrus brasiliensis) are also included in the Curculionidae family; the Tenebrionidae (Tenebrionidae) such as Tribolium castaneum, Tribolium confusum, and Alphitobius diaperinus are also included in the Coccinellidae family; the Flat-headed Ladybird (Lyctus brunneus), the Rhizopertha dominica); Ptinidae; Cerambycidae, such as Anoplophora malasiaca, Migdolus fryanus, and Aromia bungii;Elateridae beetles such as the Okinawan wireworm beetle (Melanotus okinawensis), the brown-headed wireworm beetle (Agriotes fuscicollis), the comb beetle (Melanotus legatus), the foot-striped wireworm beetle (Anchastus spp.), the Conoderus spp., the Ctenicera spp., the Limonius spp., and the Aeolus spp.; Staphylinidae beetles such as the blue-leaf rove beetle (Paederus fuscipes); the small-leaved weevils (Anthrenus verbasci) and the white-striped weevils (Dermestes Dermestidae such as Trogoderma granarium (Trogoderma maculates) and the like; Anobiidae such as Lasioderma serricorne (tobacco beetle) and Stegobium paniceum (Anobiidae); Laemophloeidae such as Cryptolestes ferrugineus (Laemophloeidae); Silvanidae such as Oryzaephilus surinamensis (Silvanidae); Nitidulidae such as Brassicogethes aeneus (Blossom beetle).

[0079] Orthoptera: Migratory locust (Locusta migratoria), Moroccan locust (Dociostaurus maroccanus), Australian locust (Chortoicetes terminifera), Red locust (Nomadacris septemfasciata), Brown locust (Locustana pardalina), Tree locust (Anacridium melanorhodon), Italian locust (Calliptamus italicus), Differential grasshopper (Melanoplus differentialis), Two-striped grasshopper (Melanoplus bivittatus), Migratory grasshopper (Melanoplus sanguinipes), Red-legged grasshopper (Melanoplus femurrubrum), Clear-winged grasshopper (Camnula pellucida), Desert grasshopper (Schistocerca The grasshoppers (Acrididae) include the common locust (Oxya gregaria), yellow-winged locust (Gastrimargus musicus), sparse-throated locust (Austracris guttulosa), oriental grasshopper (Oxya yezoensis), long-winged locust (Oxya japonica), and Taiwan grasshopper (Patanga succincta); the grasshoppers (Gryllotalpidae) include the common house cricket (Gryllotalpa orientalis); the crickets (Gryllidae) include the European house cricket (Acheta domestica) and the field cricket (Teleogryllus emma); and the katydids (Tettigoniidae) include the Mormon cricket (Anabrus simplex).

[0080] Hymenoptera: Tenthredinidae such as Athalia rosae and Athalia japonica; Solenopsis spp. such as Solenopsis invicta and Solenopsis geminata, Atta spp. such as Atta capiguara, Acromyrmex spp., Paraponera clavata, Ochetellus glaber, Monomorium pharaonis, Linepithema humile, Formica japonica, Pristomyrmex punctutus, Pheidole Camponotus spp. such as Camponotus noda, Pheidole megacephala, Camponotus japonicus, Camponotus obscuripes, Pogonomyrmex spp. such as Pogonomyrmex occidentalis, Wasmania spp. such as Wasmania auropunctata, Formicidae such as Anoplolepis gracilipes; Vespa mandarinia, Vespa simillima, Vespa analis, Vespa Vespidae, such as Polistes velutina and Polistes jokahamae; Siricidae, such as Urocerus gigas; and Bethylidae.

[0081] Blattodea: Ectobiidae, such as the German cockroach (Blattella germanica); Blattidae, such as the American cockroach (Periplaneta fuliginosa), the American cockroach (Periplaneta americana), the American cockroach (Periplaneta australasiae), the brown cockroach (Periplaneta brunnea), and the Asian cockroach (Blatta orientalis); Reticulitermes speratus, Coptotermes formosanus, Incisitermes minor, Cryptotermes domesticus, Odontotermes formosanus, and Neotermes Termites of the family Termitidae, such as the Satsuma termite (Glyptotermes satsumensis), Nakajima termite (Glyptotermes nakajimai), Katan termite (Glyptotermes fuscus), Hodotermopsis sjostedti, Koshu termite (Coptotermes guangzhouensis), Amami termite (Reticulitermes amamianus), Miyatake termite (Reticulitermes miyatakei), Formosan termite (Reticulitermes kanmonensis), Takasago termite (Nasutitermes takasagoensis), Snocapritermes nitobei, Sinocapritermes mushae, and Cornitermes cumulans.

[0082] Order Siphonaptera: Family Pulicidae such as human flea (Pulex irritans), cat flea (Ctenocephalides felis), dog flea (Ctenocephalides canis), rat flea (Xenopsylla cheopis), chicken flea (Echidnophaga gallinacea), etc.; Family Hectopsyllidae such as sand flea (Tunga penetrans); Family Ceratophyllidae such as European rat flea (Nosopsyllus fasciatus).

[0083] Psocodae: Pediculidae, such as head louse (Pediculus humanus capitis); Pthiridae, such as pubic louse (Pthirus pubis); Haematopinidae, such as cow louse (Haematopinus eurysternus) and pig louse (Haematopinus suis); Linognathidae, such as cow louse (Linognathus vituli), sheep trunk louse (Linognathus ovillus), and woolly cow louse (Solenopotes capillatus); Bovicola bovis, sheep louse (Bovicola ovis), Bovicola breviceps, Damalinia Bovicoliidae, such as Trichodectes canis and Felicola subrostratus; Menoponidae, such as Menopon gallinae, Menacanthus stramineus, and Trinoton spp.; Trimenoponidae, such as Cummingsia spp.; Trogiidae, such as Trogium pulsatorium; Liposcelis corrodens and Liposcelis Liposcelidae or Liposcelididae, such as Liposcelis bostrychophila, Liposcelis pearmani, and Liposcelis entomophila.

[0084] Thysanura: Family Lepismatidae, including the Japanese silverfish (Ctenolepisma villosa) and the European silverfish (Lepisma saccharina).

[0085] Acari: Tetranychidae such as Tetranychus urticae, Tetranychus kanzawai, Tetranychus evansi, Panonychus citri, Panonychus ulmi, Oligonychus spp.; Aculops pelekassi, Aculops citri, Aculops lycopersici, Calacarus carinatus, Acaphylla theavagrans, Eriophyes chibaensis, Aculops spp. Eriophyidae such as Aceria diospyri, Aceria tosichella, and Shevtchenkella sp.; Tarsonemidae such as Polyphagotarsonemus latus; Tenuipalpidae such as Brevipalpus phoenicis; Tuckerellidae;Haemaphysalis longicornis, Haemaphysalis flava, Haemaphysalis japonica, Haemaphysalis campanulata, Dermacentor variabilis, Dermacentor taiwanensis, Rocky Mountain wood tick (Dermacentor andersoni), Dermacentor reticulatus, Ixodes ovatus, Ixodes persulcatus, Black-legged tick (Ixodes scapularis), Western black-legged tick (Ixodes pacificus), Ixodes holocyclus, Ixodes ricinus, Lone star tick (Amblyomma Ixodidae ticks such as Amblyomma americanum, Amblyomma maculatum, Rhipicephalus microplus, Rhipicephalus annulatus, Rhipicephalus sanguineus, Rhipicephalus appendiculatus, and Rhipicephalus decoloratus; Argasidae ticks such as Argas persicus, Ornithodoros hermsi, and Ornithodoros turicata; Acaridae ticks such as Tyrophagus putrescentiae and Tyrophagus similis; Dermatophagoides farinae and Dermatophagoides pteronyssinus. Pyroglyphidae, such as Pteronyssinus;Cheyletidae such as Cheyletus eruditus, Cheyletus malaccensis, Chelacaropsis moorei, and Cheyletiella yasguri; Psoroptidae such as Psoroptes ovis, Psoroptes equi, Knemidocoptes mutans, Otodectes cynotis, and Chorioptes spp.; Notoedres cati, Notoedres muris, and Sarcoptes Sarcoptidae such as (Scabiei); Listrophoridae such as (Listrophorus gibbus); Dermanyssidae such as (Dermanyssus gallinae); Macronyssidae such as (Ornithonyssus sylviarum) and (Ornithonyssus bacoti); Varroa destructor such as (Varroa jacobsoni); Demodicidae such as (Demodex canis) and (Demodex cati); Leptotrombidium akamushi and (Leptotrombidium Trombiculidae, such as Leptotrombidium scutellare, Leptotrombidium pallidum, and Leptotrombidium scutellare.

[0086] Araneae: Eutichuridae, such as Cheiracanthium japonicum; Theridiidae, such as Latrodectus hasseltii. Polydesmida: Paradoxosomatidae, such as Oxidus gracilis and Nedyopus tambanus. Isopoda: Armadillidiidae, such as Armadillidium vulgare. Chilopoda: Scutigeridae such as Thereuonema hilgendorfi; Scolopendridae such as Scolopendra subspinipes; Ethopolyidae such as Bothropolys rugosus. Class Gastropoda: Family Limacidae such as the brown slug (Limax marginatus) and the yellow slug (Limax flavus); Family Philomycidae such as the slug (Meghimatium bilineatum); Family Ampullariidae such as the apple snail (Pomacea canaliculata); Family Lymnaeidae such as the lymnae snail (Austropeplea ollula).

[0087] Nematoda: Aphelenchoididae, such as the rice root-lesion nematode (Aphelenchoides besseyi); Pratylenchidae, such as Pratylenchus coffeae, Pratylenchus brachyurus, Pratylenchus neglectus, and Radopholus similis; Meloidogyne javanica, Meloidogyne incognita, guava root-knot nematodes (Meloidogyne enterolobii), Meloidogyne hapla, soybean cyst nematode (Heterodera glycines), potato cyst nematode (Globodera Heteroderidae such as Globodera rostochiensis, potato white cyst nematode (Globodera pallida), and Colombian root-knot nematode (Meloidogyne chitwoodi); Hoplolaimidae such as Rotylenchulus reniformis; Anguinidae such as Nothotylenchus acris and Ditylenchus dipsaci; Tylenchulidae such as Tylenchulus semipenetrans; Longidoridae such as Xiphinema index; Trichodoridae; Parasitaphelenchidae such as Bursaphelenchus xylophilus.

[0088] The harmful insects, harmful arthropods such as harmful mites, harmful mollusks, and harmful nematodes may be harmful insects, harmful arthropods such as harmful mites, harmful mollusks, and harmful nematodes that have reduced sensitivity to insecticides, acaricides, molluscicides, or nematocides, or that have developed resistance to the insecticides, acaricides, molluscicides, or nematocides.

[0089] The method for controlling arthropod pests of the present invention is carried out by applying an effective amount of the composition of the present invention or composition A directly to the arthropod pests and / or to the habitat of the arthropod pests (plants, soil, houses, animals, etc.). Examples of the method for controlling arthropod pests of the present invention include foliage treatment, soil treatment, root treatment, shower treatment, fumigation treatment, water surface treatment, and seed treatment.

[0090] The composition of the present invention or composition A is typically prepared by mixing an inactivated carrier such as a solid carrier, liquid carrier, or gaseous carrier with a surfactant or the like, and optionally adding formulation adjuvants such as binders, dispersants, and stabilizers to prepare formulations such as aqueous suspensions, oil suspensions, oil solutions, emulsifiable concentrates, emulsion formulations, microemulsions, microcapsule formulations, wettable powders, water dispersible granules, dusts, granules, tablets, aerosols, and resin formulations. The composition of the present invention or composition A can be formulated into any dosage form, including those described in the Manual on development and use of FAO and WHO Specifications for pesticides, FAO Plant Production and Protection Papers-271 to 276, prepared by the FAO / WHO Joint Meeting on Pesticide Specifications, 2016, ISSN:0259-2517. These formulations typically contain 0.0001 to 99% by weight of the composition of the present invention or composition A.

[0091] Examples of solid carriers include clay (pyrophyllite clay, kaolin clay, etc.), talc, calcium carbonate, diatomaceous earth, zeolite, bentonite, acid clay, attapulgite, white carbon, ammonium sulfate, vermiculite, perlite, pumice, silica sand, fine powder and granular chemical fertilizers (ammonium sulfate, ammonium phosphate, ammonium nitrate, urea, ammonium chloride, etc.), and resins (polyethylene, polypropylene, polyester, polyurethane, polyamide, polyvinyl chloride, etc.).

[0092] Examples of liquid carriers include water, alcohols (ethanol, cyclohexanol, benzyl alcohol, propylene glycol, polyethylene glycol, etc.), ketones (acetone, cyclohexanone, etc.), aromatic hydrocarbons (xylene, phenylxylylethane, methylnaphthalene, etc.), aliphatic hydrocarbons (hexane, cyclohexane, etc.), esters (ethyl acetate, methyl oleate, propylene carbonate, etc.), nitriles (acetonitrile, etc.), ethers (ethylene glycol dimethyl ether, etc.), amides (N,N-dimethylformamide, N,N-dimethyloctanamide, etc.), sulfoxides (dimethyl sulfoxide, etc.), lactams (N-methylpyrrolidone, N-octylpyrrolidone, etc.), fatty acids (oleic acid, etc.), and vegetable oils (soybean oil, etc.).

[0093] Examples of gaseous carriers include fluorocarbons, butane gas, LPG (liquefied petroleum gas), dimethyl ether, nitrogen, and carbon dioxide gas.

[0094] Examples of surfactants include nonionic surfactants (polyoxyethylene alkyl ethers, polyoxyethylene alkylaryl ethers, polyethylene glycol fatty acid esters, etc.) and anionic surfactants (alkyl sulfonates, alkylaryl sulfonates, alkyl sulfates, etc.).

[0095] Other formulation adjuvants include binders, dispersants, colorants, stabilizers, etc., and specific examples include polysaccharides (starch, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, synthetic water-soluble polymers (polyvinyl alcohol, polyvinylpyrrolidone, polyacrylic acids, etc.), acid isopropyl phosphate, and dibutylhydroxytoluene.

[0096] Adjuvants can also be used as ingredients that enhance or support the efficacy of active ingredients. Specific examples include Nimbus (registered trademark), Assist (registered trademark), Aureo (registered trademark), Iharol (registered trademark), Silwet L-77 (registered trademark), BreakThru (registered trademark), Sundance II (registered trademark), Induce (registered trademark), Penetrator (registered trademark), AgriDex (registered trademark), Lutensol A8 (registered trademark), NP-7 (registered trademark), Triton (registered trademark), Nufilm (registered trademark), Emulgator NP7 (registered trademark), Emulad (registered trademark), TRITON X 45 (registered trademark), AGRAL 90 (registered trademark), AGROTIN (registered trademark), ARPON (registered trademark), EnSpray N (registered trademark), and BANOLE (registered trademark).

[0097] In the present invention, the plant includes the whole plant, stems and leaves, flowers, spikes, fruits, trunks, branches, crowns, seeds, vegetative reproductive organs, and seedlings.

[0098] Vegetative reproductive organs refer to plant roots, stems, leaves, and other parts that can grow when separated from the main body and placed in soil. Examples of vegetative reproductive organs include tuberous roots, creeping roots, bulbs, corms (or solid bulbs), tubers, rhizomes, stolons, rhizophores, cane cuttings, propagules, and vine cuttings. Stolons are sometimes called runners, and propagules are also called bulbils and are divided into broad buds and bulbils. Vines refer to shoots (a collective term for leaves and stems) of plants such as sweet potatoes and Japanese yams. Bulbs, corms, tubers, rhizomes, stem fragments, rhizophores, and tuberous roots are collectively called bulbils. Potato cultivation begins by planting tubers in the soil, and the tubers used are generally called seed potatoes.

[0099] Examples of methods for controlling harmful arthropods by applying an effective amount of the composition of the present invention or composition A to soil include methods of applying an effective amount of the composition of the present invention or composition A to soil before or after planting plants. More specifically, for example, planting hole treatment (spraying in planting holes, mixing in soil for planting hole treatment), root treatment (spraying in planting holes, mixing in soil for planting holes, irrigation in planting holes, root treatment in the latter half of the seedling raising period), planting furrow treatment (spraying in planting furrows, mixing in soil for planting furrows), row treatment (row spraying, mixing in soil for row, row spraying in the growing season), row treatment at sowing (row spraying at sowing, mixing in soil for row at sowing), overall treatment (overall soil spraying, overall soil mixing), side row treatment, water surface treatment (water surface application, water surface application after flooding), other soil spray treatments (foliar spraying of granules during the growing season, spraying under the crown or around the main trunk, soil surface spraying, soil surface mixing, seeding hole spraying, furrow surface spraying, spraying between plants), and others. Other irrigation treatments include soil irrigation, seedling irrigation, chemical injection treatment, ground level irrigation, chemical drip irrigation, chemigation), seedling tray treatments (seedling tray spraying, seedling tray irrigation, seedling tray flooding), seedling tray treatments (seedling tray spraying, seedling tray irrigation, seedling tray flooding), seedling bed treatments (seedling bed spraying, seedling bed irrigation, water seedling bed spraying, seedling immersion), bed soil mixing treatments (bed soil mixing, bed soil mixing before sowing, spraying before soil covering at sowing, spraying after soil covering at sowing, covering soil mixing), and other treatments (hilling soil mixing, plowing in, topsoil mixing, rain-drop soil mixing, planting position treatment, granular inflorescence spraying, paste fertilizer mixing).

[0100] Seed treatments include, for example, treatment of seeds or vegetative reproductive organs with the composition of the present invention or Composition A. More specifically, examples include spray treatments in which a suspension of the composition of the present invention or Composition A is sprayed onto the surface of seeds or vegetative reproductive organs; smear treatments in which the composition of the present invention or Composition A is applied to seeds or vegetative reproductive organs; immersion treatments in which seeds or vegetative reproductive organs are immersed in a solution of the composition of the present invention or Composition A for a certain period of time; and methods of coating seeds or vegetative reproductive organs with a carrier containing the composition of the present invention or Composition A (film coating treatment, pellet coating treatment, etc.). Seed potatoes are particularly examples of such vegetative reproductive organs. When applying Composition A to seeds or vegetative reproductive organs, Composition A can be applied to the seeds or vegetative reproductive organs as a single formulation, or different formulations of Composition A can be applied to the seeds or vegetative reproductive organs in multiple separate applications. Examples of methods for treating seeds or vegetative reproductive organs with multiple different formulations of Composition A include a method of treating the seeds or vegetative reproductive organs with a formulation containing only the composition of the present invention as an active ingredient, air-drying the seeds or vegetative reproductive organs, and then treating them with a formulation containing this ingredient; and a method of treating the seeds or vegetative reproductive organs with a formulation containing both the composition of the present invention and this ingredient as active ingredients, air-drying the seeds or vegetative reproductive organs, and then treating them with a formulation containing a component other than the component already treated. In the present invention, "seeds or vegetative reproductive organs bearing the composition of the present invention or Composition A" refers to seeds or vegetative reproductive organs to which the composition of the present invention or Composition A is attached. The seeds or vegetative reproductive organs bearing the composition of the present invention or Composition A may have materials other than the composition of the present invention or Composition A attached to them before or after the composition of the present invention or Composition A is attached to the seeds or vegetative reproductive organs. Furthermore, when Composition A is attached to the surface of the seeds or vegetative reproductive organs in layers, the layers may consist of one layer or multiple layers. Furthermore, when the composition consists of multiple layers, each layer may contain one or more active ingredients, or may consist of a layer containing one or more active ingredients and a layer containing no active ingredients. Seeds or vegetative reproductive organs carrying the composition of the present invention or composition A can be obtained, for example, by applying a formulation containing the composition of the present invention or composition A to the seeds or vegetative reproductive organs by the seed treatment method described above.

[0101] When the composition of the present invention or composition A is used for controlling harmful arthropods in the agricultural field, the application amount is 10,000 m 2 The amount of the composition of the present invention is usually 1 to 10,000 g per kg of seed or vegetative reproductive organ. When treating seeds or vegetative reproductive organs, the amount of the composition of the present invention is usually applied in the range of 0.001 to 100 g per kg of seed or vegetative reproductive organ. When the composition of the present invention or Composition A is formulated as an emulsifiable concentrate, wettable powder, flowable powder, or the like, it is usually applied after being diluted with water to a concentration of the active ingredient of 0.01 to 10,000 ppm, and granules, dusts, and the like are usually applied as is.

[0102] The composition of the present invention or composition A can also be applied by wrapping the resin preparation in the form of a sheet or string around the crop, stretching it near the crop, or spreading it on the soil around the base of the plant.

[0103] When the composition of the present invention or composition A is used to control harmful arthropods living in houses, the application amount is 1 / 2 m for a treatment area of ​​1 m when applied to a surface. 2 The amount of the composition of the present invention per square meter is usually 0.01 to 1,000 mg. When treating in a space, the amount is usually 0.01 to 1,000 mg per square meter of treatment space. 3 When the composition of the present invention or composition A is formulated as an emulsifiable concentrate, wettable powder, flowable powder or the like, it is usually applied after diluting with water to a concentration of the active ingredient of 0.1 to 10,000 ppm, whereas oil solutions, aerosols, fumigants, poison baits and the like are applied as is.

[0104] When the composition of the present invention or composition A is used to control ectoparasites in livestock such as cattle, horses, pigs, sheep, goats, and chickens, or small animals such as dogs, cats, rats, and mice, it can be administered to animals using methods known in veterinary medicine. Specific methods of administration include, for example, administration by tablet, incorporation into feed, suppository, or injection (intramuscular, subcutaneous, intravenous, intraperitoneal, etc.) for systemic control, and administration by methods such as spraying an oil or aqueous liquid, pour-on application, spot-on application, washing the animal with a shampoo formulation, or attaching a resin formulation to the animal as a collar or ear tag. When administered to an animal, the amount of the composition of the present invention or composition A is typically in the range of 0.1 to 1,000 mg per kg of the animal's body weight.

[0105] The composition of the present invention or composition A can be used as an agent for controlling harmful arthropods in agricultural lands such as fields, paddy fields, lawns, orchards, etc. Examples of plants include the following.

[0106] Corn (horse-tooth, hard grain, soft grain, explosive, glutinous, sweet, field corn), rice (long grain, short grain, medium grain, japonica, tropical japonica, indica, javanica, paddy rice, upland rice, floating rice, direct-seeded rice, transplanted rice, glutinous rice), wheat (bread wheat (hard, soft, medium, red wheat, white wheat), durum wheat, spelt wheat, club wheat, each winter wheat type, spring wheat type), barley (two-row barley (= beer barley), six-row barley, naked barley, waxy barley, each winter barley type, spring barley type), rye (winter rye type, spring rye type), triticale (winter triticale type, spring triticale type), oats (winter oat type, spring oat type), sorghum, cotton (upland type, pima type), soybean (fully harvested seed varieties, edamame varieties, green-harvested varieties, indeterminate, determinate, semi-determinate types), peanuts, buckwheat, sugar beet (sugar production, animal feed, root vegetable, leafy vegetable, fuel), rapeseed (winter rapeseed type, spring rapeseed type), canola (winter canola type, spring canola type), sunflower (oil production, food, ornamental), sugarcane, tobacco, tea plant, mulberry, solanaceous vegetables (eggplant, tomato, bell pepper, chili pepper) , potatoes, etc.), Cucurbitaceae vegetables (cucumber, pumpkin, zucchini, watermelon, melon, etc.), Cruciferous vegetables (radish, turnip, horseradish, kohlrabi, Chinese cabbage, cabbage, mustard greens, broccoli, cauliflower, etc.), Asteraceae vegetables (burdock, garland chrysanthemum, artichoke, lettuce, etc.), Liliaceae vegetables (leeks, onions, garlic, asparagus, etc.), Umbelliferae vegetables (carrots, parsley, celery, parsley, etc.), Chenopodiaceae vegetables (spinach, Swiss chard, etc.), Lamiaceae vegetables (perilla, mint, basil, etc.), strawberries, sweet potatoes, yams, scallions, Sweet potatoes, pome fruits (apples, European pears, Japanese pears, Chinese pears, quince, quince, etc.), stone fruits (peaches, plums, nectarines, plums, cherries, apricots, prunes, etc.), citrus fruits (Satsuma mandarins, oranges, lemons, limes, grapefruits, etc.), nuts (chestnuts, walnuts, hazelnuts, almonds, pistachios, cashew nuts, macadamia nuts, etc.), berries (blueberries, cranberries, blackberries, raspberries, etc.), grapes, persimmons, figs, olives, loquats, bananas, coffee, dates, coconuts, ornamental plants, forest plants,Turfgrass, pasture grass,

[0107] The above-mentioned plants are not particularly limited as long as they are varieties that are commonly cultivated, and include plants that can be produced by natural crossbreeding, plants that can be generated by mutation, F1 hybrid plants, and genetically modified crops. Examples of genetically modified crops include plants that have been conferred resistance to herbicides such as HPPD (4-hydroxyphenylpyruvate dioxygenase enzyme) inhibitors such as isoxaflutole, ALS (acetolactate synthase) inhibitors such as imazethapyr and thifensulfuron methyl, EPSP (5-enolpyruvylshikimate-3-phosphate synthase) inhibitors, glutamine synthetase inhibitors, PPO (protoporphyrinogen oxidase) inhibitors, bromoxynil, or dicamba; plants that are capable of synthesizing selective toxins known to be found in the genus Bacillus, such as Bacillus thuringiensis; and plants that can be conferred specific insecticidal activity by synthesizing gene fragments that partially match endogenous genes derived from harmful insects and inducing gene silencing (RNAi; RNA interference) in the target harmful insect.

[0108] The present invention will be explained in more detail below by showing production examples and test examples, but the present invention is not limited to these examples.

[0109] Examples 1 to 10 and Comparative Examples 1 to 6 (Production of Compositions for Resin Formulation) Each component was mixed so as to obtain the composition shown in Table 1, to produce compositions for resin formulation.

[0110] In the table, antioxidant 1 is 3,9-bis(isotridecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane (JPE-13R (manufactured by Johoku Chemical Industry Co., Ltd.)); antioxidant 2 is 3,9-bis(isodecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane (JPE-10 (manufactured by Johoku Chemical Industry Co., Ltd.)); antioxidant 3 is bis(2,4-dicumylphenyl)pentaerythritol diphosphite (Revonox 608 (manufactured by Chitec Technology Co., Ltd.)); antioxidant 4 is hydrogenated bisphenol A pentaerythritol phosphite polymer (JPH-3800 (manufactured by Johoku Chemical Industry Co., Ltd.)); Antioxidant 5 was 3,9-bis(2,6-di-tert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane (ADK STAB PEP-36 (manufactured by ADEKA)); and antioxidant 6 was 4-[3-(2,4,8,10-tetra-tert-butyl-6,7-dihydro-5,7-dioxa-6-phospha-5H-dibenzo[a,c]cyclohepten-6-yloxy)propyl]-2-tert-butyl-6-methylphenol (Sumilizer (trademark) GP (manufactured by Sumitomo Chemical)).

[0111] Test Example 1 (Evaluation of Composition for Resin Formulation) The composition of Example 1, 2, or 10 or Comparative Example 1 or 6 was mixed with 20 mL of acetone to obtain an acetone solution of the composition for resin formulation. 150 μL of the obtained acetone solution was evenly spread in a Petri dish (45 mm diameter) and then dried for 5 days. Ten adult female mosquitoes were released into a plastic cup, and the cup was placed on the Petri dish with a perforated lid attached. The cup was then placed on top of the Petri dish so that the lid was in contact with the dish. The number of knocked-down insects after the KD evaluation time shown in Table 2 was counted to determine the knock-down rate. The knock-down rate (hereinafter referred to as KD rate) can be calculated using the following formula: KD rate (%) = (number of knocked-down insects / number of test insects) × 100. The results are shown in Table 2.

[0112] Test Example 2 (Evaluation of Composition for Resin Formulation) The composition of Example 3, 4, or 9 or Comparative Example 2 or 5 was mixed with 20 mL of acetone to obtain an acetone solution of the composition for resin formulation. 150 μL of the obtained acetone solution was evenly spread in a Petri dish (45 mm diameter) and then dried for 5 days. Ten adult female mosquitoes were released into a plastic cup, and the cup was placed on the Petri dish so that the lid was in contact with the dish. The Petri dish was heated to 40°C, and the number of knocked-down insects after the KD evaluation time shown in Table 2 was counted to determine the knock-down rate. The knock-down rate (hereinafter referred to as KD rate) can be calculated using the following formula: KD rate (%) = (number of knocked-down insects / number of test insects) × 100. The results are shown in Table 2.

[0113] Test Example 3 (Evaluation of Composition for Resin Formulation) The composition of Example 5, 6, 7, or 8 or Comparative Example 3 or 4 was mixed with 20 mL of acetone to obtain an acetone solution of the composition for resin formulation. 150 μL of the obtained acetone solution was evenly spread in a Petri dish (45 mm diameter) and then dried for 5 days. The Petri dish was placed in a plastic cup and the lid was closed, and 10 adult female mosquitoes were released. The number of knocked-down insects after the KD evaluation time shown in Table 2 was counted to determine the knock-down rate. The knock-down rate (hereinafter referred to as KD rate) can be calculated using the following formula: KD rate (%) = (number of knocked-down insects / number of test insects) × 100. The results are shown in Table 2.

[0114] The compositions for resin formulations of Examples 1 to 10 contain a specific antioxidant, and therefore have a superior knockdown rate of pests after a predetermined time has elapsed compared to Comparative Examples 1 to 6, which contain antioxidants not belonging to the present invention.

[0115] Examples 11-12 and Comparative Example 7 (Production of Incense Sticks) Commercially available incense sticks (spiral-type incense sticks manufactured by Fumakilla) containing 0.02% dimefluthrin were impregnated with a THF solution of an antioxidant (antioxidant concentration: 0.5 w / v%) to give the composition shown in Table 3. The incense sticks were then air-dried to volatilize the THF, yielding incense sticks 11 and 12 of the present invention containing an antioxidant. For comparative incense stick 7, a conventional commercially available incense stick was used as is for evaluation.

[0116] In the table, antioxidant 1 was 3,9-bis(isotridecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane (JPE-13R (manufactured by Johoku Chemical Industry Co., Ltd.)); and antioxidant 2 was 3,9-bis(isodecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane (JPE-10 (manufactured by Johoku Chemical Industry Co., Ltd.)).

[0117] Test Example 4 (Evaluation of Incense Sticks) Incense sticks 11 and 12 of the present invention, or comparative incense stick 7, were placed in a laboratory draft chamber. To evaluate in a short period of time, the laboratory was air-conditioned to a room temperature of 30°C, and fresh air was constantly introduced into the room, creating a harsh test system in which the active ingredient is more likely to decompose than in a typical indoor environment. Three weeks after placing the incense sticks in the draft chamber, the content of dimefluthrin remaining in the incense sticks was analyzed by gas chromatography, and the residual ratio relative to the initial content was calculated. In this calculation, the moisture content in the incense sticks was measured using an infrared moisture meter, and the effect of the moisture content was subtracted to calculate the dimefluthrin content. The results are shown in Table 4.

[0118] Incense sticks 11 and 12 of the present invention contained a specific antioxidant, and therefore had superior stability of the active ingredients compared to comparative incense stick 7, which did not contain an antioxidant.

[0119] According to the present invention, a novel composition containing a synthetic pyrethroid compound can be provided, which has excellent maintenance of pest control effect.

[0120] 20 Housing 21 Inner member 22 Outer member 23, 24 Opening 25 Resin preparation 26 Hook 30 End portion 31 Slit

Claims

1. Synthetic pyrethroid compounds and formula (1) [In the formula, R １ and R ２ and each may be the same or different and represent a C9-C14 alkyl group.

2. A synthetic pyrethroid compound represented by the formula (2) [In the formula, R ３ and R ４ The composition according to claim 1, which is a synthetic pyrethroid compound having a partial structure represented by the following formula: wherein are the same or different and represent a methyl group, a cyano group, a halogen atom, or a hydrogen atom, and ● represents a bonding site.

3. R ３ and R ４ The composition according to claim 2, wherein are the same or different and are a methyl group, a chlorine atom, or a hydrogen atom.

4. R ３ and R ４ The composition according to claim 2, wherein are the same or different and are a methyl group or a hydrogen atom.

5. The composition according to claim 1, wherein the synthetic pyrethroid compound is allethrin, prallethrin, metofluthrin, dimefluthrin, tetramethrin, imiprothrin, fenothrin, cyphenothrin, empenthrin, profluthrin, or resmethrin.

6. The composition according to claim 1, wherein the synthetic pyrethroid compound is allethrin, prallethrin, metofluthrin, dimefluthrin, tetramethrin, imiprothrin, fenothrin, cyphenothrin, profluthrin, or resmethrin.

7. The composition according to claim 1, wherein the synthetic pyrethroid compound is prallethrin, metofluthrin, dimefluthrin, fenothrin, cyphenothrin, or profluthrin.

8. The composition of claim 1, wherein the synthetic pyrethroid compound is etofenprox, permethrin, cypermethrin, flucythrinate, tralomethrin, cyfluthrin, cyhalothrin, tefluthrin, fluvalinate, fenpropathrin, bifenthrin, acrinathrin, cycloprothrin, silafluofen, or fenvalerate.

9. R in the compound represented by formula (1) １ and R ２ The composition of claim 1, wherein:

10. R in the compound represented by formula (1) １ and R ２ The composition of claim 1 , wherein:

11. Use of the composition according to any one of claims 1 to 10 as a pest control agent.

12. A method for controlling pests, comprising using the composition according to any one of claims 1 to 10.

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