JP4645087B2 - Pest control composition - Google Patents

Description

  The present invention relates to a pest control composition, more specifically 3,5-dichloro-1- (3,3-dichloro-2-propenyloxy) -4- [3- (5-trifluoromethylpyridine- The present invention relates to a pest control composition comprising an insecticidal protein of 2-yloxy) propyloxy] benzene and Bacillus thuringiesis.

It is known that 3,5-dichloro-1- (3,3-dichloro-2-propenyloxy) -4- [3- (5-trifluoromethylpyridin-2-yloxy) propyloxy] benzene has insecticidal activity. (For example, refer to Patent Document 1).
JP-A-9-151172

  In agriculture and horticulture, utilizing 3,5-dichloro-1- (3,3-dichloro-2-propenyloxy) -4- [3- (5-trifluoromethylpyridin-2-yloxy) propyloxy] benzene Development of a pest control agent having an excellent control effect against pests at a lower dose is desired.

As a result of earnest studies under such circumstances, the present inventors can obtain a synergistic effect that is higher than the additive effect obtained when they are simply mixed, and in the pest control composition that enables a reduction in the amount used. A combination was found and the present invention was reached.
That is, the present invention
1.3,5-dichloro-1- (3,3-dichloro-2-propenyloxy) -4- [3- (5-trifluoromethylpyridin-2-yloxy) propyloxy] benzene (hereinafter referred to as this compound and And a pest control composition comprising the insecticidal protein of Bacillus thuringiesis (hereinafter also referred to as the present protein) (hereinafter referred to as the present invention). Sometimes referred to as a composition);
2. 3,5-dichloro-1- (3,3-dichloro-2-propenyloxy) -4- [3- (5-trifluoromethylpyridin-2-yloxy) propyloxy] benzene and Bacillus thuringiensis The pesticidal composition according to item 1 above, wherein the insecticidal protein (Bacillus thuringiesis) is contained in a weight ratio of 1: 1000 to 10: 1;
3. Insecticidal protein is a culture of Bacillus thuringiesis, viable cell, its spore, cell that has been killed by heat or chemical means, or a crushed product of these cells The pesticidal composition according to item 1 or 2, which is an insecticidal protein in a state contained in
4. 3,5-dichloro-1- (3,3-dichloro-2-propenyloxy) -4- [3- (5-trifluoromethylpyridin-2-yloxy) propyloxy] benzene and Bacillus thuringii A pest control method, characterized by applying an effective amount of both Ensis (Bacillus thuringiesis) and an insecticidal protein to plants, pests or pest habitats to be protected;
5. 3,5-dichloro-1- (3,3-dichloro-2-propenyloxy) -4- [3- (5-trifluoromethylpyridin-2-yloxy) propyloxy] benzene for pest control Use in combination with an insecticidal protein of Bacillus thuringiesis;
Etc. are provided.

  INDUSTRIAL APPLICABILITY The present invention makes it possible to provide a pest control composition that can obtain a synergistic effect that is greater than the additive effect obtained when simply mixed, and that can reduce the amount of drug used.

  The present compound used as one active ingredient in the composition of the present invention has the following formula (1):

で示される殺虫活性を有する化合物であって、特開平９−１５１１７２号公報に記載された化合物である。本化合物は、前記公報に記載された方法で製造することができる。

A compound having an insecticidal activity represented by the formula (1), which is described in JP-A-9-151172. This compound can be manufactured by the method described in the said gazette.

The present protein used as another active ingredient in the composition of the present invention is not particularly limited as long as it is an insecticidal protein of Bacillus thuringiesis. Specifically, for example, CryIA (a) CryIA (b), CryIA (c), CryIB, CryIC, CryID, CryIF, CryIIA, CryIIB, CryIIIA, CryIIIB, CryIIIC, CryIIID, CryV, CryVI and the like.
These proteins are produced by bacteria belonging to Bacillus thuringiesis, among which, for example, kurstaki, aizawai, tenebrionis, japonensis Buibui, etc. Those produced by the bacteria belonging to the subspecies of are preferably used in the composition of the present invention.
In addition, even if this protein is produced by a bacterium belonging to the naturally occurring Bacillus thuringiesis, a transformant (for example, produced using a normal genetic engineering technique) , Escherichia coli, Bacillus subtilis, plants, etc.). In addition, a gene having a base sequence encoding the amino acid sequence of the present protein (hereinafter sometimes referred to as the present gene) used for producing such a transformant is (1) naturally present. It may be cloned from among the genes, or (2) even if it is a naturally occurring gene, deletion, substitution or addition of a part of the bases in the base sequence of the cloned gene May be a gene that has been artificially introduced (ie, a naturally occurring gene that has been subjected to mutation treatment (partial mutation introduction method, mutation treatment, etc.), or (3) artificially synthesized. It may be.

Microorganisms such as those described above may be isolated from nature or purchased from strain preservation institutions or the like.
When separating from nature, the soil is first collected from the field. After suspending the collected soil with sterilized water, the suspension is applied onto a solid medium for separating microorganisms such as Bacillus subtilis, and cultured at 25 ° C., and has grown several days later. An independent colony of fungi is cut out and transplanted to a new solid medium for separating microorganisms such as Bacillus subtilis, which is further cultured at 25 ° C. About the bacteria that have grown, described in SNEATH, (PHA), MAIR, (NS) SHARPE, (ME) and HOLT, (JG): Bergey's manual of Systematic Bacteriorogy. Vol.2.1984, Williams and Wilkins, Baltimore. The bacteria belonging to Bacillus thuringiesis may be selected by identifying whether the bacteria belong to Bacillus thuringiesis or the like.
Next, from the bacteria belonging to the selected Bacillus thuringiesis, by confirming the presence or absence of insecticidal proteins present in the bacteria, for example, according to a biological activity evaluation method or a microscopic observation method, What is necessary is just to select the bacteria which belong to Bacillus thuringiesis (Bacillus thuringiesis).

The protein used in the composition of the present invention may be the protein itself, but for example, a culture of Bacillus thuringiesis, viable cells, fungal spores thereof, by heat or chemical means. It may be an insecticidal protein that is in a state of being contained in killed cells or crushed material of these cells.
Examples of the medium for culturing bacteria belonging to Bacillus thuringiesis that produce insecticidal proteins include general bacterial media, normal bouillon liquid media, and the like. Anything is fine. As described above, another effective of the composition of the present invention is obtained by centrifuging and / or drying a bacterium belonging to Bacillus thuringiesis and its product cultured in the above medium together with the medium. The present protein as a component may be used, or the insecticidal protein itself separated from the medium according to a known method may be used as it is as the present protein. By the way, the molecular weight of this protein itself is tens of thousands to tens of thousands of daltons, and it is released together with fungal spores when bacteria belonging to Bacillus thuringiesis, which has undergone a certain number of divisions, decay. It is a crystalline substance.

  The protein used in the composition of the present invention may be a commercially available BT preparation, preferably Dipole (trademark registered) (Sumitomo Chemical Co., Ltd.), Esmark (trademark registered) (Sumitomo Chemical Industries). Co., Ltd.), Flowback (registered trademark) (Sumitomo Chemical Co., Ltd.), Zentari (registered trademark) (Sumika Takeda Agrochemicals Co., Ltd.), Novodor (registered trademark) (Valent BioSciences co.), Trademark registration) (Sumitomo Chemical Co., Ltd .: business transfer from Kubota Biotech to 2003.12), Design (trademark registration) (Thermo Trilogy co.), Etc. can be mentioned.

  The composition of the present invention can be used for controlling pests (for example, insects and harmful mites) in a wide range of agriculture and horticulture. Typical examples are as follows.

Hemiptera: Laodelphax striatellus, Japanese planthopper (Nilaparvata lugens), Japanese planthoppers such as white-tailed planthopper (Sogatella furcifera), Nephotettix cincticeps, Chinese tree-bellied leafhopper (Empoasca abalone) gossypii), peach aphid (Myzus persicae), aphids such as lip radish aphids (Lipaphis pserudobrassicae), stink bugs, Trialeurodes vaporariorum, tobacco whitefly (Bemisia tabaci), silver leaf white moss , Scale insects, insects, cetaceans, etc. Lepidoptera: Chilo suppressalis, Cnaphalocrocis medinalis, European corn borer (Ostrinia nubilalis), Parapediasia teterrella ) Etc., Spodoptera litura, Spodoptera exigua, Pseudaletia separata, Mamestra brasicae, Agrotis ipsilon, Trichoa ni, Tricho Heliothis spp., Helicoverpa spp., Earias spp. And other moths, White butterflies such as Pieris rapae crucivora, Adoxophyes honmai, Apple coca Spiders such as Adoxophyes orana fasciata, Grapholita molesta, Cydia pomonella, etc .; la) and other species, Pylella xylostella, etc. Iragas such as Scopelodes contracus, Kalehaga such as matsukareha (Dendrolimus spectabilis), Kibaga such as pink ball worm (Pectinophora gossypiella), Hitriga, Hirosukoga and the like.
Diptera: insects such as legumes (Liriomyza trifolii), eggplants (Liriomyza bryoniae), tomatoes (Liriomyza sativae), mosquitoes (Liriomyza asterivora), moss (Chromatomyia horticola) Anopheles, chironomids, house flies, fly flies, fungi, fly flies, flies flies, fruit flies, fruit flies, fly flies, fly flies, fly flies, sand flies, etc. , Beetles, ladybirds, beetles, beetles, etc. Thrips pests: Thrips palmi, Srips genus, Frankliniella occidentalis, Frankliniella occidentalis ps dorsalis) and other thrips of the genus Siltosrips, etc., and the order of the scorpiona: Hymenoptera: bees, ants, hornets, etc. Reticulate pests: cockroaches, German cockroaches, etc. Kelaids Lepidoptera: Pleasant, etc. Lice: Pests: Human lice, etc.
Termite pests: Termite termites such as Reticulitermes speratus and Coptotermes formosanus: Spider mites such as Tetranychus spp., Panonychus spp. Fushi mites, mites, ticks, etc.

The composition of the present invention is not particularly limited, but cabbage, Chinese cabbage, Chingen rhinoceros, Japanese radish, broccoli, lettuce, spinach, tomato, eggplant, pepper, pepper, cucumber, watermelon, melon, asparagus, leek, strawberry, Banana, rice, rye, wheat, barley, oats, millet, sweet potato, potato, corn, green beans, field bean soy, red beans, sugar beet, sugar cane, tea, tobacco, fodder, beet edible root, cacao, carrot , Cassava, celery, chickpeas, citrus, coconut, coffee, strawberries, figs, grapes, apples, cherry, pears, peaches, ume, oysters, guava, okra, ornamental plants, papayas, peanuts, peppercorns, yellow beans, On a variety of horticulture in various plants and fruits such as pineapple It can be used for controlling harmful organisms for application.
In addition, for example, cultivated flowers such as turf, carnation, cherry blossom, rose tree, gerbera, chrysanthemum, potted plant, and cactus can be protected by the present invention. Note that examples of cultivated vegetation will include all ornamental and flowering shrubs.

In the composition of the present invention, the mixing ratio of the present compound and the present protein is, for example, a weight ratio of 1: 10000 to 10,000: 1, preferably 1: 1000 to 10: 1, more preferably 1: A ratio of 1000 to 5: 1, more preferably a ratio of 1:40 to 1: 1, particularly preferably a ratio of 1:20 to 1: 1 can be mentioned.
When using the composition of the present invention, it may be used as it is by mixing the present compound and the present protein without adding any other components. Usually, however, the mixture is further added to a solid carrier, a liquid carrier, Flowable agents such as oils, emulsions, wettable powders, granular wettable powders, suspensions in water, emulsions in water, etc. It is preferable to use various preparations such as granules, aerosols, microcapsules, heat fumigants and poison baits. In these preparations, the composition of the present invention 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, acid 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 the liquid carrier 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, etc.), esters (ethyl acetate, butyl acetate, etc.), nitriles (acetonitrile, isobutyronitrile, etc.), ethers (diisopropyl ether, dioxane, etc.), acid amides (N , N-dimethylformamide, N, N-dimethylacetamide), halogenated hydrocarbons (dichloromethane, trichloroethane, carbon tetrachloride, etc.), dimethyl sulfoxide, vegetable oil (soybean oil, cottonseed oil, etc.) and the like.
Examples of the gaseous carrier, that is, the propellant include, for example, Freon 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, polyhydric alcohol esters, sugar alcohol derivatives, etc. Can be given.

  Examples of other formulation adjuvants include 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.

  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 compound and about 0.5 to 15% by weight of a suspension aid (for example, protective colloid or thixotropic properties). Substances that can be applied), and about 0 to 10% by weight of auxiliary agents (for example, antifoaming agents, rust preventives, stabilizers, spreading agents, penetration aids, antifreezing agents, antiseptics, antifungal agents, etc.) It can be obtained by finely dispersing in water.

The composition of the present invention can also be prepared by formulating each active ingredient by the above-described formulation technique and then mixing these formulations. That is, the composition of the present invention may be prepared by mixing a pre-formulated compound of the present invention and a pre-formulated protein of the present invention, depending on the form of the preparation. They can be mixed or used together.
The composition of the present invention thus formulated is used as it is or diluted in water or the like. Furthermore, other insecticides, acaricides, nematicides, fungicides, herbicides, plant growth regulators, synergists, fertilizers, soil improvers, animal feeds, etc. can be mixed or used together. .

  The composition of the present invention is applied to pests, habitats of pests, plants to be protected from pests, and the like. At that time, when the composition of the present invention is formulated into an emulsion, wettable powder, granular wettable powder, flowable powder, etc., it is usually diluted with water.

When the composition of the present invention is treated against pests in agriculture and horticulture, the effective amount or application amount of the composition of the present invention is usually about 0.1 to 1000 g at an application amount per 1000 m ² . In addition, when applying an active ingredient for pest control as a granule, a powder, an oil agent, etc., it is usually sufficient to apply as it is without diluting it so that it becomes the above-mentioned effective amount or application amount. In addition, even when diluting and applying emulsions, wettable powders, granule wettable powders, flowable powders, etc., to the active ingredient for pest control, dilute with water so that the above effective amount or application amount is obtained. And then apply. Specifically, for example, when an emulsion, wettable powder, granular wettable powder, flowable powder, etc. are used after being diluted with water, the application concentration of the composition of the present invention is usually about 1 to 10,000 ppm. Can do.

  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 described in more detail with reference to formulation examples and test examples, but the present invention is not limited to these examples.

In addition, “BT bacterial culture” described later means that 100 μl of a spore suspension containing 1 × 10 ³ bacillus thuringiesis-derived bacterial spores per ml is placed in a 500 ml flask. Inoculated into sterilized L-broth liquid medium (100 ml), cultured under shaking at 25 ° C. for about 2 to 5 days (150 rpm), and then obtained Bacillus thuringi from the resulting culture. It means a culture (ie, one form of this protein) obtained by collecting both spore derived from bacteria belonging to Encis (Bacillus thuringiesis) and formed insecticidal protein by centrifugation and drying.

Formulation Example 1 Emulsion 1 part of this compound and 10 parts of BT bacterial culture are dissolved in 36.5 parts of xylene and 36.5 parts of dimethylformamide, and 10 parts of polyoxyethylene styryl phenyl ether and dodecylbenzenesulfonic acid are dissolved in this. Add 6 parts of calcium and mix well with stirring to obtain an emulsion.

Formulation Example 2 Wetting Agent Into a mixture of 5 parts of the present compound and 45 parts of BT bacterial culture, 4 parts of sodium lauryl sulfate, 2 parts of calcium lignin sulfonate, 22 parts of synthetic silicon hydroxide fine powder and 22 parts of diatomaceous earth. In addition, mix well with stirring to obtain a wettable powder.

Formulation Example 3 Granules To 1 part of this compound, 5 parts of a BT bacterial culture, 5 parts of a synthetic silicon hydroxide fine powder, 5 parts of sodium dodecylbenzenesulfonate, 30 parts of bentonite and 54 parts of clay are added and mixed well. Next, an appropriate amount of water is added to these mixtures, further stirred, granulated with a granulator, and dried by ventilation to obtain granules.

Formulation Example 4 Powder 0.5 parts of this compound, 4 parts of BT bacterial culture, 1 part of synthetic silicon hydroxide fine powder, 1 part of Doreles B (Sankyo Co., Ltd.) as a flocculant and 7 parts of clay are mixed well in a mortar. Then, mix with a juice mixer. 86.5 parts of cut clay is added to the resulting mixture and mixed thoroughly to obtain a powder.

Formulation Example 5 Flowable Agent 1 part of this compound, 10 parts of BT bacterial culture and 1.5 parts of sorbitan trioleate are added to 26 parts of an aqueous solution containing 2 parts of polyvinyl alcohol, and mixed well. The mixture was pulverized with a sand glider (particle size of 3 μm or less), and then 48 parts of an aqueous solution containing 0.05 part of xanthan gum and 0.1 part of aluminum magnesium silicate was added thereto, and further 15 parts of propylene glycol was added and stirred. Mix to obtain a flowable agent.

Formulation Example 6 Oil Agent 0.1 part of this compound and 0.8 part of BT bacterial culture are dissolved in 5 parts of xylene and 5 parts of trichloroethane, and this is mixed with 89.1 parts of deodorized kerosene to obtain an oil agent.

Formulation Example 7 Microcapsule 2 parts of this compound is mixed with 8 parts of a BT bacterial culture, 10 parts of phenylxylylethane and 0.5 part of Sumidur L-75 (tolylene diisocyanate manufactured by Sumitomo Bayer Urethane Co., Ltd.). After that, it is added to 20 parts of a 10% aqueous solution of gum arabic and stirred with a homomixer to obtain an emulsion having an average particle size of 20 μm. Next, 2 parts of ethylene glycol is added thereto and further reacted in a warm bath at 60 ° C. for 24 hours to obtain a microcapsule slurry. On the other hand, 0.2 parts of xanthan gum and 1.0 part of bee gum R (aluminum magnesium silicate manufactured by Sanyo Chemical Co., Ltd.) are dispersed in 56.3 parts of ion-exchanged water to obtain a thickener solution. 42.5 parts of the microcapsule slurry and 57.5 parts of the thickener solution are mixed to obtain a microcapsule.

Next, it is shown by test examples that the composition of the present invention exhibits an excellent pest control effect. It should be noted that the theoretical value of the insecticidal rate expected when two kinds of active ingredients are mixed and processed is E = X + Y− (X · Y / 100) (By the way, this formula is the same as the calculation formula of Colby. The formula used to calculate the criteria for determining the synergistic effect and the antagonistic effect for the combination of drugs referred to above. In the formula,
X: Insecticidal rate when active ingredient A is treated with Mppm (%)
Y: Insecticidal rate when active ingredient B is treated with Nppm (%)
E: Theoretical value of the insecticidal rate expected when active ingredient A is treated with Mppm and active ingredient B with Nppm (%)

Test Example 1 (Artificial sample test for Heliothis virescens)
Mix 10% emulsion of this compound with water dilution of BT fungus preparation: Design (registered trademark) (Bacillus thuringiensis var. Aizawai strain GC91 (conjugant), Wettable granules preparation, Thermo Trilogy Corporation) Test solutions diluted to respective predetermined concentrations were prepared. Artificial feed (about 2 g) was injected into the bottom of the plastic cup (30 cc), and then 0.2 ml of the test solution was treated. After air-drying for about 2 hours after the treatment, one second-instar larvae of the test insect (Heliothis virescens) was released (20 repetitions). Five days after the treatment, the death rate was determined, and the death rate (%) was calculated by correcting the death rate by the following formula. The results are shown in Table 1.

Insecticide rate (%) = 100 × (Mt−Mc) / (100−Mc)
Mt: Rate of death (%) in the test compound treatment area
Mc: Mortality (%) in the test compound-untreated group

Test example 2 (Food leaf immersion test for Spodoptera litura)
A 10% emulsion of this compound was mixed with a water dilution of BT fungus preparation: Flowback (registered trademark) (Bacillus thuringiensis var. Aizawai) dry flowable preparation, manufactured by Sumitomo Chemical Co., Ltd. A test drug solution was prepared by adding a spreading agent (special Reno: manufactured by Nippon Agricultural Chemicals Co., Ltd.) to the diluted solution diluted to a concentration of 1/5000 amount of the diluted solution. In this test chemical, 5-8 leaf cabbage leaves planted in pots were cut and immersed for 60 seconds. A filter paper having a diameter of 90 mm was laid in a plastic cup (500 cc), and a cabbage leaf that had been dipped and then air-dried was placed on the filter paper. On the cabbage, 10 third-instar larvae of test worms (Spodoptera litura) were released (3 repetitions). Six days after the treatment, the mortality rate of the test insect was obtained, and the mortality rate (%) was calculated by correcting the mortality rate by the following formula. The results are shown in Table 2.

Insecticide rate (%) = 100 × (Mt−Mc) / (100−Mc)
Mt: Rate of death (%) in the test compound treatment area
Mc: Mortality (%) in the test compound-untreated group

INDUSTRIAL APPLICABILITY The present invention makes it possible to provide a pest control composition that can obtain a synergistic effect that is greater than the additive effect obtained when simply mixed, and that can reduce the amount of drug used.

Claims (5)

  3,5-dichloro-1- (3,3-dichloro-2-propenyloxy) -4- [3- (5-trifluoromethylpyridin-2-yloxy) propyloxy] benzene and Bacillus thuringiensis a pest control composition comprising a thuringiesis) insecticidal protein.   3,5-dichloro-1- (3,3-dichloro-2-propenyloxy) -4- [3- (5-trifluoromethylpyridin-2-yloxy) propyloxy] benzene and Bacillus thuringiensis 2. The pest control composition according to claim 1, wherein the insecticidal protein of thuringiesis) is contained in a weight ratio of 1: 1000 to 10: 1.   Insecticidal protein is a culture of Bacillus thuringiesis, viable cell, its spore, cell killed by heat or chemical means, or a crushed product of these cells The pest control composition according to claim 1, wherein the pest control composition is an insecticidal protein in a state contained in the pest.   3,5-dichloro-1- (3,3-dichloro-2-propenyloxy) -4- [3- (5-trifluoromethylpyridin-2-yloxy) propyloxy] benzene and Bacillus thuringiensis ( A method for controlling pests, which comprises applying an effective amount of both Bacillus thuringiesis) and an insecticidal protein to a plant to be protected, a pest or a habitat of the pest. 3,5-dichloro-1- (3,3-dichloro-2-propenyloxy) -4- [3- (5-trifluoromethylpyridin-2-yloxy) propyloxy] benzene for pest control Use in combination with an insecticidal protein of Bacillus thuringiesis.