JP2007238475A - Vermin controlling composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a vermin controlling composition having excellent effect for the control of vermin. <P>SOLUTION: The invention provides a vermin controlling composition, etc., containing (1) (4-phenoxyphenyl (RS)-2-(2-pyridyloxy)propyl ether) as an active component and (2) a methylenedioxyphenyl compound expressed by general formula (I) (R is hydrogen atom or methyl group; n is an integer of 0-4; X is CH<SB>2</SB>or carbon atom; Y is CH<SB>2</SB>, carbon atom or oxygen atom; when X is carbon atom, X and Y together form a CC triple bond, and when Y is carbon atom, X and Y together form a CC triple bond). <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

  The present invention relates to a pest control composition and the like.

Conventionally, many compounds have been developed and put into practical use for pest control. However, since these compounds may not necessarily show sufficient efficacy for pest control, development of a pest control composition having an excellent effect for pest control has been desired.
It is already known that certain nitrogen-containing heterocyclic compounds exhibit excellent control effects on various pests (see, for example, Patent Document 1).
On the other hand, it is known that a certain methylenedioxyphenyl compound shows a cooperative effect on a pyrethroid insecticide (see, for example, Non-Patent Document 1).

Japanese Patent Publication No. 5-64140 International Publication No. 2004/071481 Pamphlet J. et al. Agric. Food Chem. 4,858-862 (1956)

  To provide a pest control composition having an excellent effect on pest control.

As a result of intensive studies under such circumstances, the present inventor has reached the present invention.
That is, the present invention
1. (1) 4-phenoxyphenyl (RS) -2- (2-pyridyloxy) propyl ether) (hereinafter sometimes referred to as compound (1)) as an active ingredient;
(2) General formula (I)

[式中、Ｒは水素原子又はメチル基を表わし、ｎは０〜４までの整数を表わし、ＸはＣＨ_２又は炭素原子を表わし、ＹはＣＨ_２、炭素原子又は酸素原子を表わし、Ｘが炭素原子を表わす場合には、ＸとＹとでＣＣ三重結合を形成し、Ｙが炭素原子を表わす場合には、ＸとＹとでＣＣ三重結合を形成する。]
で示されるメチレンジオキシフェニル化合物（以下、単に「メチレンジオキシフェニル化合物」と記すこともある。さらにまた化合物（１）及びメチレンジオキシフェニル化合物を総じて本化合物と記すこともある。）とを含有することを特徴とする有害生物防除組成物（以下、本発明組成物と記すこともある。）；
２．（１）有効成分としてピリプロキシフェン（４−フェノキシフェニル（ＲＳ）−２−（２−ピリジルオキシ）プロピル エーテル）と、
（２）一般式（Ｉ）

[Wherein R represents a hydrogen atom or a methyl group, n represents an integer of 0 to 4, X represents CH ₂ or a carbon atom, Y represents CH ₂ , a carbon atom or an oxygen atom, and X represents When a carbon atom is represented, X and Y form a CC triple bond, and when Y represents a carbon atom, X and Y form a CC triple bond. ]
(Hereinafter, simply referred to as “methylenedioxyphenyl compound”. Furthermore, the compound (1) and the methylenedioxyphenyl compound may be collectively referred to as the present compound). A pest control composition characterized by containing (hereinafter sometimes referred to as the present composition);
2. (1) pyriproxyfen (4-phenoxyphenyl (RS) -2- (2-pyridyloxy) propyl ether) as an active ingredient;
(2) General formula (I)

[式中、Ｒは水素原子又はメチル基を表わし、ｎは０〜４までの整数を表わし、ＸはＣＨ_２又は炭素原子を表わし、ＹはＣＨ_２、炭素原子又は酸素原子を表わし、Ｘが炭素原子を表わす場合には、ＸとＹとでＣＣ三重結合を形成し、Ｙが炭素原子を表わす場合には、ＸとＹとでＣＣ三重結合を形成する。]
で示されるメチレンジオキシフェニル化合物とを有害生物又は有害生物の生息場所に施用することを特徴とする有害生物の防除方法（以下、本発明方法と記すこともある。）；
等を提供するものである。

[Wherein R represents a hydrogen atom or a methyl group, n represents an integer of 0 to 4, X represents CH ₂ or a carbon atom, Y represents CH ₂ , a carbon atom or an oxygen atom, and X represents When a carbon atom is represented, X and Y form a CC triple bond, and when Y represents a carbon atom, X and Y form a CC triple bond. ]
A pest control method characterized by applying the methylenedioxyphenyl compound represented by the above to a pest or a habitat of the pest (hereinafter sometimes referred to as the method of the present invention);
Etc. are provided.

  According to the present invention, it is possible to provide a pest composition or the like having excellent efficacy against pests.

[式中、Ｒは水素原子又はメチル基を表わし、ｎは０〜４までの整数を表わし、ＸはＣＨ_２又は炭素原子を表わし、ＹはＣＨ_２、炭素原子又は酸素原子を表わし、Ｘが炭素原子を表わす場合には、ＸとＹとでＣＣ三重結合を形成し、Ｙが炭素原子を表わす場合には、ＸとＹとでＣＣ三重結合を形成する。] Specific representative compounds in the methylenedioxyphenyl compound represented by the general formula (I) are shown in Table 1.
Formula (I)

[Wherein R represents a hydrogen atom or a methyl group, n represents an integer of 0 to 4, X represents CH ₂ or a carbon atom, Y represents CH ₂ , a carbon atom or an oxygen atom, and X represents When a carbon atom is represented, X and Y form a CC triple bond, and when Y represents a carbon atom, X and Y form a CC triple bond. ]

（注）一般式（Ｉ）で示される化合物のＲ、-Ｘ-Ｙ-、ｎの内容

(Note) Contents of R, -X-Y-, n of the compound represented by the general formula (I)

  When the compound (1) and the methylenedioxyphenyl compound are mixed, the mixing ratio is not particularly limited as long as the excellent efficacy in the present invention is not lost, but the weight ratio is usually from 1: 0.01 to 1 : 100, preferably 1: 0.1 to 1:10.

Compound (1) can be produced according to the method described in JP-B-5-64140.
Moreover, a methylenedioxyphenyl compound can be manufactured according to the method described in the international publication 2004/071481 pamphlet, the international publication 98/22416 pamphlet, etc., for example. More specifically, for example, the compounds (2), (3), (6) to (9) and the control compound (10) are produced according to the method described in International Publication No. 2004/071481, etc. Further, the compounds (4) and (5) can be produced according to the method described in International Publication No. 98/22416 pamphlet and the like.

  Pests for which the composition of the present invention is effective include, for example, arthropods such as insects and mites, and linear animals such as nematodes, and specific examples include the following.

Hemiptera: Insects such as Laodelphax striatellus, Nilaparvata lugens, Sogatella furcifera, Nephotettix cincticeps, EkioaAphi gossypii), Aphids such as Myzus persicae, Stink bugs, Trialeurodes vaporariorum, Bemisia tabaci, Silverleaf whiteflies (Bemisia argentifolii), Whitefly, Etc .;

Lepidopterous pests: Chilo suppressalis, Cnaphalocrocis medinalis, European corn borer (Ostrinia nubilalis), Japanese moths (Parapediasia teterrella) and other species, Spodoptera pod, Spodoptera pod ), Mamestra brassicae, Agrotis ipsilon, Trichoplusia spp., Heliothis spp., Helicoverpa spp., Earias spp. , White butterflies such as Pieris rapae crucivora, Adoxophyes orana fasciata, Grapholita molesta, Cydia pomonella, etc., Carposina niponensis Lyonetia clerkella) Subfraction such as apple leaf miner, (Phyllonorycter ringoniella), Kohamoguriga such as oranges leafminer (Phyllocnistis citrella), Suga such as diamondback moth (Plutela xylostella), Kibaga such as pink bollworm (Pectinophora gossypiella), Tiger Moth class, Hirozukoga, and the like;

Diptera: Culex pipiens pallens, Culex tritaeniorhynchus, Culex quinquefasciatus, etc., Adeses aegypti, Aedes albopictus, etc. , Chironomidae, Musca domestica, Muscina stabulans, etc. , Butterflies, flyfish, fly, sand flies, leafhoppers, etc .;

  Coleoptera: Western corn root worm (Diabrotica virgifera virgifera), corn root worms such as Southern corn root worm (Diabrotica undecimpunctata howardi); Weevil such as Sitophilus zeamais, rice weevil (Lissorhoptrus oryzophilus), weevil (Callosobruchuys chienensis), weevil (A), euphorus oleum (Tribo) femoralis, horned beetle (Phyllotreta striolata), Colorado potato beetle (Leptinotarsa decemlineata), etc., horn beetles, Epilachna vigintioctopunctata (Epilachna vigintioctopunctata), etc. Na compound, Hirata beetles such, Naga Shinkuimushi acids, Cerambycidae such, Aoba ants backlash Staphylinidae (Paederus fuscipes), etc.;

Thripidae pests: Thrips palmi and other Thrips palmi, Frankliniella occidentalis and other Frankliniella genus, Stiltothrips dorsalis and other thrips etc;

Hymenoptera: bees, ants, wasps, etc .;
Reticulate pests: cockroaches, German cockroaches, etc .;
Direct insect pests: grasshoppers, vignetting, etc .;
Lepidoptera: insect fleas, etc .;
Lice pests: human lice, etc .;
Termite pests: termites, etc .;

Acarina: Tetranychus urticae, Kanzawa spider mite (Tetranychus kanzawai), citrus spider mite (Panonychus citri), apple spider mite (Panonychus ulmi), spider mites (Aculops pelekt), ali Dust mites, Dust mites (Polyphagotarsonemus latus), Dustma mites (Haemaphysalis longicornis), Dick tick (Haemaphysalis flava), Dermacentor taxodes (Dermacentor taxodes) ), Tick such as Boophilus microplus, Mite such as Tyrophagus putrescentiae, Dermatophagoides farinae, Leopard such as Dermatophagoides ptrenyssnus Crawfish ticks (Cheyletus eruditus), crawfish ticks (Cheyletus malaccensis), crested ticks (Cheyletus moorei), etc .;

  Next, formulation examples of the composition of the present invention are shown.

  When this compound is used, it may be used as it is without adding any other components. Usually, however, this compound is further added to a solid carrier, a liquid carrier, a gaseous carrier, etc. If necessary, a surfactant, other By adding formulation aids, oils, emulsions, wettable powders, granular wettable powders, flowables such as suspensions in water and emulsions in water, powders, granules, aerosols, microcapsules, heat fumigants It is preferable to use various preparations such as poison baits and sheet preparations. In these preparations, the present compound is usually contained in an amount of about 0.01 to 95% by weight as an active ingredient.

  Examples of solid carriers used for formulation include clays (kaolin clay, diatomite, bentonite, fusami clay, acidic clay), synthetic hydrous silicon oxide, talc, ceramics, and other inorganic minerals (sericite). , Quartz, sulfur, activated carbon, calcium carbonate, hydrated silica, etc.), chemical fertilizers (ammonium sulfate, phosphorous acid, ammonium nitrate, urea, ammonium chloride, etc.) and the like.

  Examples of liquid carriers include water, alcohols (methanol, ethanol, etc.), ketones (acetone, methyl ethyl ketone, etc.), aromatic hydrocarbons (toluene, xylene, ethylbenzene, methylnaphthalene, etc.), non-aromatic hydrocarbons. (Hexane, cyclohexane, kerosene, light oil, machine oil, etc.), esters (ethyl acetate, butyl acetate, etc.), nitriles (acetonitrile, isobutyronitrile, etc.), ethers (diisopropyl ether, dioxane, etc.), acid amides (N, N-dimethylformamide, N, N-dimethylacetamides), halogenated hydrocarbons (dichloromethane, trichloroethane, carbon tetrachloride, etc.), dimethyl sulfoxide, vegetable oils (soybean oil, cottonseed oil, etc.) and the like.

  Examples of the gaseous carrier, that is, the propellant include, for example, chlorofluorocarbon gas, butane gas, liquefied petroleum gas, dimethyl ether, carbon dioxide gas and the like.

  Examples of the surfactant include alkyl sulfate ester salts, alkyl sulfonate salts, alkyl aryl sulfonate salts, alkyl aryl ethers and their polyoxyethylene compounds, polyethylene glycol ethers, polyethylene glycol fatty acid esters, polyhydric alcohol esters. , Sugar alcohol derivatives, silicone surfactants and the like.

  Other formulation adjuvants include, for example, casein, gelatin, saccharides (starch, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, bentonite, synthetic water-soluble polymers (polyvinyl alcohol, polyvinyl pyrrolidone, polyacrylic acids, etc.) ), PAP (isopropyl acid phosphate), BHT (2,6-di-tert-butyl-4-methylphenol), BHA (2-tert-butyl-4-methoxyphenol and 3-tert-butyl-4-methoxy) Phenol), vegetable oil, mineral oil, surfactant, fatty acid, fatty acid ester and the like.

  Examples of base materials for poisonous baits include, for example, bait ingredients such as cereal flour, vegetable oil, sugar, crystalline cellulose, antioxidants such as dibutylhydroxytoluene and nordihydroguaiaretic acid, preservatives such as dehydroacetic acid, and pepper powder. Intractable fragrances such as an anti-fouling agent, cheese fragrance, and onion fragrance.

  Examples of the base material of the sheet agent include paper base materials such as gravure paper and kraft paper, and fiber base materials such as woven fabrics, nonwoven fabrics, and blends of fibers such as nylon fibers. A resin film can also be used as the substrate.

  A flowable agent such as a suspension in water or an emulsion in water usually contains about 1 to 75% by weight of an active ingredient and about 0.5 to 15% by weight of a suspension aid (for example, protective colloid or thixotropic properties). Water) containing about 0 to 10% by weight of auxiliary agents (for example, antifoaming agents, rust inhibitors, stabilizers, spreading agents, penetration aids, antifreezing agents, antiseptics, antifungal agents, etc.) Thus, it can be obtained by finely dispersing.

  The present compound or the present composition thus formulated is used as it is or diluted with water or the like. Furthermore, other insecticides, acaricides, nematicides, fungicides, herbicides, plant growth regulators, synergists, fertilizers, soil conditioners, animal feeds, etc. can be mixed or used together. .

  The composition of the present invention or the present compound is applied to pests or pest habitats (including plants to be protected from pests). In this case, when the present compound is formulated into an emulsion, wettable powder, granular wettable powder, flowable powder, etc., it is usually applied after diluted with water.

When the composition of the present invention or the present compound is applied to pests, the effective amount or application amount of the composition of the present invention or the present compound is usually about 0.1 to 1000 g at a dose per 1000 m ^2. is there. In addition, when applying this compound as a granule, a powder agent, an oil agent, a sheet | seat agent, etc., what is necessary is just to apply as it is, without diluting at all so that it may become said effective amount or application amount normally. In addition, even when the present compound is applied by diluting an emulsion, wettable powder, granular wettable powder, flowable powder, etc. in water, it may be applied diluted with water so that the above effective amount or applied dose is obtained. . Specifically, for example, when an emulsion, a wettable powder, a granular wettable powder, a flowable powder or the like is used after being diluted with water, the application concentration of the present compound can usually be about 1 to 10,000 ppm. .

  The above-mentioned effective amount or application amount varies depending on the type of preparation, application time, application location, application method, pest type, damage level, etc., and should be appropriately selected by increasing / decreasing regardless of the above range. Can do.

  Hereinafter, the present invention will be specifically described with reference to formulation examples and test examples, but the present invention is not limited thereto. In the following examples, parts represent parts by weight unless otherwise specified. First, formulation examples are shown.

Formulation Example 1 Emulsion 10 parts of Compound (1) and 10 parts of each of Compounds (2) to (9) are dissolved in 32.5 parts of xylene and 32.5 parts of dimethylformamide, and 10 parts of polyoxyethylene styrylphenyl ether is dissolved therein. And 5 parts of calcium dodecylbenzenesulfonate are added and mixed well with stirring to obtain an emulsion.

Formulation Example 2 Wetting Agent 2 parts of Compound (1) and 20 parts of each of Compounds (2) to (9), 5 parts of sodium lauryl sulfate, 2 parts of calcium lignin sulfonate, 16 parts of synthetic silicon hydroxide-containing fine powder and diatomaceous earth Add 55 parts to the mixture and stir well to obtain wettable powder.

Formulation Example 3 Flowable Agent 5 parts of polyoxyethylene styryl phenyl ether sulfate salt, 20 parts of 1% xanthan gum aqueous solution, 3 parts of smectite mineral and 62 parts of water are uniformly dissolved, 2 parts of Compound (1) and Compound (2) to Add 8 parts of each of (9) and stir well, then wet pulverize with a sand mill to obtain a flowable agent.

Formulation Example 4 Sheet Agent 1 part of Compound (1) and 0.5 part of each of Compounds (2) to (9) are dissolved in 98.5 parts of acetone, and 100 g of the resulting solution is added to a square yellow Kent paper with a side of 100 cm. A sheet is obtained by spraying on top.

  Next, it shows as a test example that this invention composition has the outstanding effect with respect to a pest.

Example 1 Insecticidal activity test on silver leaf whitefly (egg dipping method)
10 parts of compound (1), or 10 parts of each of compounds (4), (6) or (8) or control compound (10) are dissolved in 40 parts of xylene and 40 parts of dimethylformamide, and this is dissolved in Solpol 3005X (Toho). Each preparation was prepared by adding 10 parts of (Chemical Industry Co., Ltd.) and mixing well by stirring.
Add the water dilution of each preparation of compound (4), (6) or (8) or the control compound (10) to a predetermined concentration of water dilution of the preparation of compound (1) so as to obtain a predetermined concentration. A mixed solution was prepared.
About 10 ml of a 1% agar solution at about 60 ° C. was placed in a plastic vial (diameter 25 mm, height 53 mm), and a cabbage (variety: green ball) leaf disk having a diameter of 24 mm was floated and solidified. About 25 silver leaf whitefly adults were released therein. After 24 hours, the adults were removed, and the number of eggs laid was examined under a microscope. A dilute solution of each compound having a predetermined concentration (added 5000 times as new spreader as a spreading agent) was placed in a vial, and the egg and leaf disk were immersed for 30 seconds. After air drying, the vial was inverted and stored at 25 ° C. and 60% humidity. After 8 days, the number of hatched larvae was observed under a microscope, and the ovicidal rate was determined by the following formula (2 iterations). The results are shown in Table 2.
Egg kill rate (%) = number of unhatched eggs / number of test eggs x 100

Example 2 Insecticidal activity test against silver leaf whitefly (adult contact method)
About 10 ml of a 1% agar solution at about 60 ° C. was placed in a plastic vial (diameter 25 mm, height 53 mm), and a cabbage (variety: green ball) leaf disk having a diameter of 24 mm was floated and solidified. To a black drawing paper cut into 5 cm squares, each acetone (diluted compound (1) or compound (6) or (7)) diluted to a predetermined concentration was dropped 25 times at 10 μl in a predetermined dose. After air drying, black paper was processed into a bag shape, and about 25 adult whiteflies were placed inside. One hour later, adults were transferred to plastic vials and spawned on cabbage discs. After 24 hours, the adults were removed, and the number of eggs laid was examined under a microscope. After the investigation, the vial was inverted and stored at 25 ° C. and 60% humidity. After 8 days, the number of hatched larvae was observed under a microscope, and the ovicidal rate was determined by the following formula (2 iterations). The results are shown in Table 3.
Egg kill rate (%) = number of unhatched eggs / number of test eggs x 100

According to the present invention, it is possible to provide a pest control composition having an excellent effect on pests.

Claims (2)

(1) 4-phenoxyphenyl (RS) -2- (2-pyridyloxy) propyl ether) as an active ingredient,
(2) General formula (I)

[Wherein R represents a hydrogen atom or a methyl group, n represents an integer of 0 to 4, X represents CH ₂ or a carbon atom, Y represents CH ₂ , a carbon atom or an oxygen atom, and X represents When a carbon atom is represented, X and Y form a CC triple bond, and when Y represents a carbon atom, X and Y form a CC triple bond. ]
A pest control composition comprising a methylenedioxyphenyl compound represented by the formula: (1) pyriproxyfen (4-phenoxyphenyl (RS) -2- (2-pyridyloxy) propyl ether) as an active ingredient;
(2) General formula (I)

[Wherein R represents a hydrogen atom or a methyl group, n represents an integer of 0 to 4, X represents CH ₂ or a carbon atom, Y represents CH ₂ , a carbon atom or an oxygen atom, and X represents When a carbon atom is represented, X and Y form a CC triple bond, and when Y represents a carbon atom, X and Y form a CC triple bond. ]
A pest control method comprising applying the methylenedioxyphenyl compound represented by the above to a pest or a habitat of the pest.