JPH09249508A - Insecticidal and acaricidal composition enhanced in effect - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain an insecticidal and acaricidal composition capable of controlling hardly controllable insect pests such as spider mites. rust mites, Diamond- back moth, green caterpillar, etc., as lepidopterous insect pests of horticultural crops such as fruits, vegetables and tea. SOLUTION: This insecticidal and acaricidal composition comprises 5-chloro- N- 2-[4-(2-ethoxyethyl)-2,3-dimethylphenoxy]ethyl}-6-ethylpyrimidin-4-amine and one or more selected from oleic acid, an oleate and oleyl alcohol.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a novel insecticidal and acaricidal composition exhibiting an excellent insecticidal and acaricidal action.

[0002]

2. Description of the Related Art Conventionally, various chemicals such as organochlorine, organosulfur, organotin, and pyrethroids have been developed as insecticides and acaricides, and have been used as single agents and admixtures. It was However, conventional insecticides and acaricides
Insecticidal and acaricidal spectrum, insecticidal and acaricidal activity at each developmental stage of pests, lack of balance of fast-acting, residual effect, osmotic transferability, etc.Also, even in terms of insecticidal and acaricidal effect, toxicity to fish, Since the use scene, the number of times of use and the like are limited due to the safety against useful insects and natural enemies or the chemical damage to crops, it cannot be said that the insecticidal and acaricidal effect is satisfactory.

[0003]

Further, in recent years, with regard to the control of harmful insects, from the environmental aspect and the cost aspect, a high control effect due to a reduced amount of drug and a reduced number of times of application has been required, and it is possible to meet these demands. There is a longing for drug development.

Under these circumstances, the present inventor has conducted diligent research and as a result, 5-chloro- N- {2- [4- (2-ethoxyethyl) -2,3-dimethylphenoxy] ethyl} -6 -By mixing ethylpyrimidin-4-amine (hereinafter referred to as pyrimidiphen) and one or more selected from oleic acid, oleate and oleyl alcohol, it is possible to obtain a cooperative effect which cannot be obtained by using both of them alone. And a new insecticidal and acaricidal composition having a synergistic insecticidal and acaricidal effect was found, and the present invention was completed.

[0005]

The present invention provides 5-chloro-
N- {2- [4- (2-ethoxyethyl) -2,3-dimethylphenoxy] ethyl} -6-ethylpyrimidine-
An insecticidal and acaricidal composition comprising 4-amine and one or more selected from oleic acid, oleate and oleyl alcohol.

The present invention naturally includes a preparation containing the above-mentioned active ingredients, and a composition obtained by adding each of them by mixing with the garden.

The oleate is not particularly limited as long as it can be used as a pesticide, but is preferably an alkali metal salt such as sodium salt or potassium salt; an alkaline earth metal such as calcium salt or magnesium salt. Examples thereof include metal salts such as salts, and more preferred are sodium salts and potassium salts.

[0008]

The weight ratio of the active compounds in the insecticidal and acaricidal composition of the present invention is generally one or two selected from oleic acid, oleate and oleyl alcohol per part by weight of pyrimidifen. The above is usually 2
It is 500 parts by weight, preferably 2 to 200 parts by weight.

The insecticidal and acaricidal composition of the present invention exhibits excellent insecticidal and acaricidal activity, and can be used by application methods such as foliage spraying, water or water surface application, soil surface irrigation treatment, soil admixture treatment and the like. .

The application amount can be varied widely depending on the application time, application place, application method and the like, but generally, the total amount of the active ingredients of the insecticidal and acaricidal composition of the present invention is 50 to 2000 per hectare. Grams, preferably 100-100
It is desirable to use it so that it becomes 0 gram.

The insecticidal and acaricidal composition of the present invention can be prepared into a dosage form convenient for use by a conventional method for agricultural and horticultural preparations. That is, the insecticidal and acaricidal composition of the present invention,
Inert carriers, including liquids and solids, mixed with other suitable auxiliaries, prepared in the form of wettable powders, emulsions, flowables, dry flowables, tablets, powders, granules, etc., foliage of crops, It can be sprayed as it is on soil, rice field water or the like, or with water or the like, for example, by appropriately increasing the amount by 100 to 10,000 times.

The content ratio of the active ingredient of the insecticidal and acaricidal composition of the present invention varies depending on the purpose of use, but it is appropriate that the wettable powder, emulsion and the like are 4 to 70% by weight, and powder and the like are 0.1 to 15% by weight. % Is appropriate. However, these concentrations may be changed appropriately depending on the purpose of use.

The method for preparing a wettable powder, an emulsion, a flowable agent, and a dry flowable agent, which are considered to be typical agricultural and horticultural preparations of the insecticidal and acaricidal composition of the present invention, is as follows, but is not limited thereto. Not a thing. When the insecticidal and acaricidal composition of the present invention is added to the formulation, it is added in any step of the formulation steps of the following formulations.

To prepare a wettable powder, a suitable dispersant, wetting agent and extender are usually mixed and finely pulverized using a pulverizer such as a jet mill or a hammer mill to obtain a product.

Suitable dispersants include lignin sulfonate, (alkyl) naphthalene sulfonic acid and its condensate salts, phenol sulfonic acid and its condensate salts, acrylic acid / maleic acid / styrene sulfonic acid and vinyl groups. Various polycarboxylic acid type and polysulfonic acid type polysoaps consisting of salts of condensates, etc., alkylbenzene sulfonates, lauryl sulfate salts, dialkylsulfosuccinate salts, alkylmethyl tauride salts, polyoxyethylene alkyl ether sulfones Acid salt, polyoxyethylene alkylaryl ether sulfonic acid salt, polyoxyethylene arylaryl ether sulfonic acid salt, polyoxyethylene alkyl ether phosphate and its salt, polyoxyethylene alkyl aryl ether phosphine Feto and its salts, anionic surfactants such as polyoxyethylene aryl aryl ether phosphates and salts thereof and polyvinyl alcohol, may be mentioned polymeric compounds that act as a protective colloid agent such as a salt of carboxymethyl cellulose.

Suitable wetting agents include salts of alkylnaphthalene sulfonic acids and condensates thereof, salts of phenol sulfonic acids and condensates thereof, alkylbenzene sulfonates, lauryl sulphates, dialkyl sulfosuccinates, alkyl methyls. Taulide salt, polyoxyethylene alkyl ether sulfonic acid salt, polyoxyethylene arylaryl ether sulfonic acid salt, polyoxyethylene alkyl ether phosphate and its salt, polyoxyethylene alkyl aryl ether phosphate and its salt, polyoxyethylene Anionic surfactants such as aryl aryl ether phosphates and salts thereof, and polyoxyethylene alkyl ethers, polyoxyethylene alkyl aryl ethers, polyoxyethylene ants Le aryl ether, and nonionic surfactants such as polyoxyethylene alkyl esters.

Suitable extenders include fine powders of mineral substances such as kaolinite and pyrophyllite clay, talc, calcium carbonate, fine powders of water-containing or anhydrous synthetic amorphous silicon dioxide, calcium silicate, magnesium carbonate and other inorganic compounds. , Saccharides such as sugar, lactose, glucose, organic substances such as starch, dextrin, microcrystalline cellulose, inorganic salts such as sodium sulfate, sodium carbonate, sodium hydrogen carbonate, sodium phosphate, calcium sulfate, ammonium sulfate, urea, etc. You can

To prepare an emulsion, a suitable solvent and an emulsifier are usually mixed and mixed to dissolve into a product.

As the solvent, a solvent generally used for agricultural chemical emulsions can be used. Suitable solvents include aromatic high boiling solvents such as xylene, methylnaphthalene, alkylbenzene, and phenylxynylethane, paraffinic and naphthenic high boiling solvents, oleic acid, lauric acid, coconut oil fatty acid, maleic acid, adipic acid. Examples thereof include plasticizers such as mono- and dicarboxylic acid esters such as phthalic acid and various phosphoric acid esters, cyclohexanone, cyclohexenyl cyclohexanone, N-methylpyrrolidone, various glycol ethers and glycol esters, and the like.

As the emulsifier, an emulsifier generally used for emulsions of agricultural chemicals can be used. Suitable emulsifiers include polyoxyethylene alkyl ethers, polyoxyethylene alkyl aryl ethers, polyoxyethylene aryl aryl ethers, polyoxyethylene alkyl esters, polyoxyethylene sorbitan alkyl esters,
Sorbitan alkyl ester, Pluronic type nonionic surfactants and esterification of these nonionic surfactants with sulfuric acid or phosphoric acid, and if necessary neutralized anionic surfactants with salts of alkylbenzene sulfonic acid, etc. Can be mentioned. Usually, these nonionic and anionic surfactants are often used in an appropriate combination.

In order to prepare a flowable agent, usually, an appropriate wetting agent and dispersant are mixed, the active ingredient is suspended in water, wet milled using an attritor or a sand mill, and then a thickener, Antifreeze agent, particle growth inhibitor, etc. are added to make a product, or if necessary, an appropriate grinding aid is added and finely pulverized using a dry mill such as a hammer mill or jet mill. Is suspended and dispersed in water containing an appropriate wetting agent and dispersant, and if necessary, a thickener,
Add antifreeze agent, grain growth inhibitor, etc. to make a product, or make an active ingredient into an emulsion using a suitable solvent and an emulsifier, microemulsify this in water, and further increase as necessary. A product is prepared by adding a sticky agent, an antifreezing agent, a particle growth inhibitor, and the like.

At this time, as the wetting agent and the dispersant, the same ones as the wettable powder can be used.

The thickeners are usually water-soluble natural gums such as xanthan gum, lanzan gum and gum arabic, polyvinyl alcohol, polyvinylpyrrolidone, synthetic polymers such as sodium polyacrylate, carboxymethylcellulose, methylcellulose and hydroxypropyl. Cellulose derivatives such as cellulose, bentonite, acid clay, fine powder of mineral substances such as smectite and the like can be used.

As the antifreezing agent, glycols such as ethylene glycol diethylene glycol and propylene glycol are usually used.

As the grain growth inhibitor, amorphous silicon dioxide,
A dye, a polymer dispersant, or the like having adsorptivity to the active ingredient is used.

To prepare a dry flowable agent, the active ingredient pulverized by wet or dry method is mixed with an auxiliary agent as described in the section of wettable powder and, if necessary, a suitable binder, and a suitable granulation is carried out. It can be obtained by using a machine to prepare granules, or by absorbing the above-mentioned emulsion of the active ingredient into granules containing no active ingredient prepared as described above.

The binder is preferably an aqueous solution having a low viscosity, and for example, low molecular weight dextrin, polyvinyl alcohol, sodium salt of carboxymethyl cellulose, gum arabic or the like can be used.

As the granulator, an ordinary extrusion granulator may be used, but a mixing granulator, a tumbling granulator, a fluidized bed granulator, a granulator adding a fluid to rolling, and a mixing granulator. A granulator or the like in which a shearing force is applied can be used.

The insecticidal and acaricidal composition of the present invention is in the form of use of the prepared preparation, and the insecticide, acaricide of other active ingredients,
It can be used as a mixture with a fungicide, a nematicide, a fungicide, and a growth regulator.

Hereinafter, the embodiments of the present invention will be described more specifically with reference to Examples and Reference Examples, but the present invention is not limited thereto. In the examples, "parts" means "parts by weight".

[0031]

【Example】

[0032]

Example 1 Part of pyrimidifen and 1 of oleic acid
New Coal 291PG (Japan Emulsifier Co., Ltd.)
3), Sun Extract P201 (Sanyo Kokusaku Pulp Co., Ltd.)
3 parts of clay) and 73 parts of clay (manufactured by Fubasami clay Co., Ltd.) were mixed and pulverized to obtain a wettable powder.

[0033]

Example 2 1 part of pyrimidifen and 100 parts of potassium oleate, 3 parts of Newcol 291PG (manufactured by Nippon Emulsifier Co., Ltd.), 3 parts of Sun Extract P201 (manufactured by Sanyo Kokusaku Pulp Co., Ltd.), and clay (Fubasami clay) (Made by Co., Ltd.)
73 parts were mixed and then finely pulverized to obtain a wettable powder.

[0034]

Example 3 1 part of pyrimidifen and 100 parts of oleyl alcohol, 3 parts of Newcol 291PG (manufactured by Nippon Emulsifier Co., Ltd.), 3 parts of Sun Extract P201 (manufactured by Sanyo Kokusaku Pulp Co., Ltd.), and clay (Fubasami clay Co., Ltd.) ) Made 7
After mixing 3 parts, finely pulverized to obtain a wettable powder.

[0035]

Example 4 1 part of pyrimidifen, 10 parts of oleic acid
0 parts and 100 parts of potassium oleate, 3 parts of Newcol 291PG (manufactured by Nippon Emulsifier Co., Ltd.), 3 parts of Sun Extract P201 (manufactured by Sanyo Kokusaku Pulp Co., Ltd.), and clay (manufactured by Fubasami clay Co., Ltd.) 73 The parts were mixed and then pulverized to obtain a wettable powder.

[0036]

[Reference example]

[0037]

[Reference Example 1] Part of pyrimidifen, Newcol 2
91PG (manufactured by Nippon Emulsifier Co., Ltd.) 3 parts, sun extract P2
3 parts of 01 (manufactured by Sanyo Kokusaku Pulp Co., Ltd.) and 73 parts of clay (manufactured by Fubasami Clay Co., Ltd.) were mixed and pulverized to obtain a wettable powder.

[0038]

[Reference Example 2] 100 parts of oleic acid, Newcol 2
91PG (manufactured by Nippon Emulsifier Co., Ltd.) 3 parts, sun extract P2
3 parts of 01 (manufactured by Sanyo Kokusaku Pulp Co., Ltd.) and 73 parts of clay (manufactured by Fubasami Clay Co., Ltd.) were mixed and pulverized to obtain a wettable powder.

[0039]

[Reference Example 3] 100 parts of oleic acid potassium salt, 3 parts of Newcol 291PG (manufactured by Nippon Emulsifier Co., Ltd.), 3 parts of Sun Extract P201 (manufactured by Sanyo Kokusaku Pulp Co., Ltd.), and clay (manufactured by Fubasami clay Co., Ltd.) 73 parts were mixed and then finely pulverized to obtain a wettable powder.

[0040]

[Reference Example 4] 100 parts of oleyl alcohol, 3 parts of Newcol 291PG (manufactured by Nippon Emulsifier Co., Ltd.), 3 parts of Sun Extract P201 (manufactured by Sanyo Kokusaku Pulp Co., Ltd.), 73 parts of clay (manufactured by Fubasami clay Co., Ltd.) Was mixed and pulverized to obtain a wettable powder.

[0041]

[Test example]

[0042]

Test Example 1 The wettable powder of the insecticidal and acaricidal composition of the present invention shown in Example 1, the wettable powder of pyrimidiphene shown in Reference Example 1 and the wettable powder of oleic acid shown in Reference Example 2 were prepared. Pyrimidifen was diluted with water to a concentration of 2 ppm and oleic acid was 200 ppm (in the wettable powder of Example 1,
Pyrimidiphene is 2ppm and oleic acid is 200
(concentration of ppm), a spray solution was prepared. These spray solutions were sprayed on potted kidney beans infested with scabs, and the control effect on scabs after 5 days and 12 days was investigated. The results are shown in Table 1. The control effect was calculated as follows (the same applies to the following test examples).

[0043]

[Equation 1] Control effect (%) = (number of adult spider mites in the sprayed area / number of adult spider mites in the non-dispersed area) x 100

[0044]

[Table 1] ───────────────────────────── Pest Name Days Reference Example 1 Reference Example 2 Example 1 ───── ──────────────────────── Namihadani 5 days 24 2 83 12 days 46 15 15 100 ─────────────── ─────────────── Note: The figures in the table indicate the control effect (%).

[0045]

[Test Example 2] A wettable powder of the insecticidal and acaricidal composition of the present invention shown in Example 2, a wettable powder of pyrimidiphen shown in Reference Example 1 and a wettable powder of potassium oleate shown in Reference Example 3. Was diluted with water to a concentration of 2 ppm of pyrimidifen and 200 ppm of potassium oleate (in the wettable powder of Example 2, pyrimidifen was 2 ppm and potassium oleate was 200 ppm), and sprayed. A liquid was prepared. These spray solutions were sprayed on potted kidney beans infested with scabs, and the control effect on scabs after 5 days and 12 days was investigated. Table 2 shows the results.

[0046]

[Table 2] ───────────────────────────── Pest Name Days Reference Example 1 Reference Example 3 Example 2 ────── ──────────────────────── Nami Hadani 5th 22 1 78 12th 43 12 12 100 ──────────────── ─────────────── Note: The figures in the table indicate the control effect (%).

[0047]

Test Example 3 The wettable powder of the insecticidal and acaricidal composition of the present invention shown in Example 3, the pyrimidiphene shown in Reference Example 1 and the oleyl alcohol wettable powder shown in Reference Example 4 were used, and pyrimidifen was 2 ppm. Oleyl alcohol is 200ppm
To prepare a spray solution by diluting with water to a concentration of 2 (in the wettable powder of Example 3, pyrimidifen was 2 ppm and oleyl alcohol was 200 ppm).
These spray solutions were sprayed on potted kidney beans infested with spore mite, and after 5 days against spore mite, and 1
The control effect after 2 days was investigated. The results are shown in Table 3.

[0048]

[Table 3] ───────────────────────────── Pest Name Days Reference Example 1 Reference Example 4 Example 3 ───── ──────────────────────── Namihadani 5 days 26 4 87 12 days 44 17 100 ──────────────── ─────────────── Note: The figures in the table indicate the control effect (%).

[0049]

TEST EXAMPLE 4 Wettable powder of the insecticidal and acaricidal composition of the present invention shown in Example 1, Pyrimidiphen wettable powder shown in Reference Example 1, Oleic acid wettable powder shown in Reference Example 2 and Reference Example 3
The water-dispersible oleic acid potassium salt shown in Example 1 was diluted with water to a concentration of 2 ppm for pyrimidifen, 200 ppm for oleic acid, and 200 ppm for potassium oleate (in the wettable powder of Example 4, pyrimidiphene was used). Was 2 ppm, and oleic acid and potassium oleate had a concentration of 200 ppm). The control effect of these spray solutions on citrus red mite (sprayed on potted Satsuma mandarin orange infested with citrus red mite) was investigated 3 days and 7 days later. The results are shown in Table 4.

[0050]

[Table 4] ─────────────────────────────────── Pest Name Days Reference Example 1 Reference Example 2 Reference Example 3 Example 4 ─────────────────────────────────── Mandarin orange mite 5 days 35 1 2 93 12 days 40 5 5 100 ──────────────────────────────────── Note: The figures in the table are control effects (%) Indicates.

[0051]

[Test Example 5] A wettable powder for the insecticidal and acaricidal composition of the present invention shown in Example 2, a wettable powder for pyrimidifen shown in Reference Example 1 and a wettable powder for potassium oleate shown in Reference Example 3. Was diluted with water to a concentration of 5 ppm of pyrimidifen and 500 ppm of potassium oleate (in the wettable powder of Example 2, pyrimidifen was 5 ppm and potassium oleate was 500 ppm), and sprayed. A liquid was prepared. These spray solutions were sprayed on cabbage pots in which the diamondback moth was infested, and the control effect on the diamondback moth after 7 days was investigated. Table 5 shows the results.

[0052]

[Table 5] ───────────────────────────── Pest Name Days Reference Example 1 Reference Example 3 Example 2 ────── ──────────────────────── Konaga 7th 23 18 97 ──────────────────── ────────── Note: The figures in the table show the control effect (%).

[0053]

INDUSTRIAL APPLICABILITY The insecticidal and acaricidal composition of the present invention is applied for the purpose of controlling harmful insects of agricultural and horticultural crops, for example, spider mites, rust mites and diamondback moths which are important harmful insects of agricultural and horticultural crops. In contrast, the active compound alone exhibits a cooperative and synergistic insecticidal and acaricidal effect at a lower concentration than that of the active compound alone, and exhibits a fast-acting effect and a residual effect.

The insecticidal and acaricidal composition of the present invention exhibits potent acaricidal and acaricidal activity at a lower dose than when each active compound is used alone. Therefore, it is possible to avoid phytotoxicity to crops, and the conventional insecticidal and acaricidal agent alone, the insecticidal and acaricidal spectrum, the acaricidal and acaricidal activity in the development stage of the pest, the fast-acting,
It is not suitable for use due to lack of balance of residual effect, permeation transferability, etc., and even if it has an excellent insecticidal and acaricidal effect, it has problems such as toxicity to fish, safety against useful insects and natural enemies, or chemical damage to crops. It can also be used in situations where there are restrictions.

The insecticidal and acaricidal composition of the present invention is particularly suitable for fruit trees,
It can be effectively used for controlling difficult pests such as vegetables, tea and other horticultural crops such as spider mites, rust mites and lepidopteran pests such as diamondback moth and bollworm.

Claims (6)

[Claims] 1. Chloro- N- {2- [4- (2-ethoxyethyl) -2,3-dimethylphenoxy] ethyl}
An insecticidal and acaricidal composition comprising -6-ethylpyrimidin-4-amine and one or more selected from oleic acid, oleate and oleyl alcohol. 2. Chloro- N- {2- [4- (2-ethoxyethyl) -2,3-dimethylphenoxy] ethyl}
An insecticidal and acaricidal composition comprising -6-ethylpyrimidin-4-amine and oleic acid. 3. Chloro- N- {2- [4- (2-ethoxyethyl) -2,3-dimethylphenoxy] ethyl}
An insecticidal and acaricidal composition comprising -6-ethylpyrimidin-4-amine and oleate. 4. The insecticidal and acaricidal composition according to claim 3, wherein the oleate is potassium oleate. 5. The insecticidal and acaricidal composition according to claim 3, wherein the oleate is sodium oleate. 6. Chloro- N- {2- [4- (2-ethoxyethyl) -2,3-dimethylphenoxy] ethyl}
An insecticidal and acaricidal composition comprising -6-ethylpyrimidin-4-amine and oleyl alcohol.