JPH04235103A - Insecticidal and miticidal composition - Google Patents

Abstract

PURPOSE:To obtain the subject low toxic insecticidal and miticidal composition showing an excellent effect in a low dosage by combining N-(4-t-butylbenzyl)-4- chloro-3-ethyl-1-methyl-5-pyrazolcarboxamide with existing synergist components. CONSTITUTION:N-(4-t-butylbenzyl)-4-chloro-3-ethyl-1-methyl-5-pyrazolca rboxamide as an insecticidal and miticidal agent is blended with one or more synergist compounds having an insecticidal and mitecidal effect, e.g. piperonylbutoxide, bis(2,3,3,3-tetrachloropropyl)ether and 2-phenyl-4H-1,3,2-benzodioxophosphorin-2- oxide and the resultant mixture is used as an active component, thus obtaining the objective insecticidal, and miticidal agent. In the above-mentioned composition, the latter component is blended recommendably in an amount of 0.01-100 pts.wt., preferably 0.1-20 pts.wt. based on 1 pts.wt. former compound. The resultant composition shows a stable control effect even to insect pests and mites having a resistance to existing drugs in a low dosage.

Description

[Detailed description of the invention]

0001

[Industrial Application Field] The present invention relates to N-(4-t-butylbenzyl)-4-chloro-3-ethyl-1-methyl-5
- An insecticide characterized by being made by mixing pyrazole carboxamide (hereinafter referred to as "the present compound") and an existing synergist component for a compound having insecticidal/acaricidal activity.
This invention relates to an acaricide composition. The insecticide/acaricide composition of the present invention can be effectively used in the fields of agriculture, horticulture, and hygiene.

0002

[Prior Art] This compound is an acaricide for agricultural and horticultural pests, sanitary pests, and acaricides. , is known as a compound effective against sanitary pests such as the southern red mite (Japanese Unexamined Patent Publication No. 64-25763). In addition, known synergists for compounds having insecticidal and acaricidal activities include 3,4-methylenedioxy-6-propylbenzylbutyl diethylene glycol ether (piperonyl butoxide), S,S,S-tributylphosphorotrithioate ( DEF), bis(2,3,3,3-tetrachloropropyl)ether (S-421), 2-phenyl-4H-1,3,2-benzodioxophosphorine-
2-oxide (K-1) and the like are known.

0003

[Problems to be solved by the invention] Conventionally, insecticidal and
Acaricides are being developed and put into practical use as single agents and mixtures. However, although conventional insecticides each have a certain type of insecticidal effect, they have different insecticidal/acaricidal spectra, insecticidal/acaricidal effects (insecticidal/acaricidal effects on insects at various growth stages, such as eggs, larvae, and adult insects). However, it does not fully satisfy the characteristics such as (mite effect), residual effect, fast effect, systemic transfer, low toxicity to fish and warm-blooded animals, reduced environmental pollution, and reduced number of applications and amount of applied drug. None.

Furthermore, as a result of repeated use of conventional drugs,
Pests that have acquired resistance to various chemicals are emerging. In particular, in recent years, spider mites (for example, citrus spider mite and Kanzawa spider mite) that have acquired resistance to organochlorine acaricides and organotin acaricides have appeared on fruit trees, vegetables, tea, flowers, etc. in various areas. It is becoming difficult to control them, and many acaricides are losing their practicality.

On the other hand, as described above, the present compound, which is one of the active ingredients of the present invention, is effective against mites even when used alone. However, as mentioned above, they have the disadvantage that they are not necessarily effective against spider mites that have acquired strong resistance to various acaricides. Therefore, when using this compound for the purpose of controlling such spider mites, it is necessary to increase the amount of the applied drug, which poses problems in terms of toxicity and adverse effects on the environment.

Therefore, there is a need to develop a new acaricide that is highly effective at a low dose even against mites that have developed resistance due to the use of conventional acaricides, and has less toxicity and adverse effects on the environment. coveted. An object of the present invention is to provide a new acaricide that meets these needs.

[0007]

[Means for Solving the Problems] While proceeding with studies to maintain the advantages of the present compound and compensate for its disadvantages, the present inventors developed a book that combines the present compound with an existing synergist component. It has been discovered that the insecticidal/miticide composition of the invention exhibits a synergistic effect that cannot be predicted from each component. That is, the present invention resides in an insecticidal/acaricide composition containing the present compound and at least one synergist of a compound having insecticidal/acaricidal activity as active ingredients.

[0008] The present invention will be explained in detail below.The present compound N-(4-t-butylbenzyl)-4-chloro-3-ethyl-1-methyl-5-pyrazole, which is one of the compositions of the present invention, will be described in detail below. Carboxamide is a known compound described in JP-A No. 64-25763, and the same publication also indicates that it can be used as an insecticide and acaricide for agricultural and horticultural purposes. Therefore, this compound can be easily synthesized by the method described in the same publication.

On the other hand, the existing synergist, which is the other active ingredient of the insecticidal/acaricidal composition of the present invention, does not itself have insecticidal/acaricidal activity against pests and mites, but has organic phosphorus. It is known as a compound that enhances insecticidal efficacy when applied in combination with pyrethroid-based insecticides or pyrethroid-based insecticides. Specifically, the common names and structural formulas are as follows, but they are not necessarily limited to these.

0010

[Chemical formula 1]

[0011]

[Case 2]

Particularly preferred compounds as the synergist component used in the present invention are piperonyl butoxide and DEF. The features of the insecticide/acaricide composition of the present invention are, firstly,
Compared to the case of applying this compound alone, its insecticidal and acaricidal efficacy is clearly enhanced, and it also imparts an immediate effect and long residual effect.Secondly, the present compound alone This means that the dosage can be clearly lowered compared to the case of application. Thirdly, even against spider mites that have acquired strong resistance to a variety of acaricides, it shows stable and high efficacy at a clearly lower dose than when applying this compound alone. Fourthly, even if spider mites that have developed resistance to this compound appear in the future, it can be expected to be an effective acaricide composition.

That is, the insecticidal/acaricidal composition of the present invention has a synergistic insecticidal/acaricidal action. This synergistic insecticidal/acaricidal effect is based on a synergistic effect that cannot be predicted from the insecticidal/acaricidal effects of the present compound and various synergistic agents alone, and thus demonstrates the usefulness of the composition of the present invention. It can be said that it can exhibit a stable control effect against various spider mites, including spider mites that have acquired strong resistance to various acaricides.

The insecticidal/acaricide composition of the present invention is suitable for use against Hemiptera pests such as green peach aphid, Lepidoptera pests such as diamondback moth,
Agricultural and horticultural pests such as Coleoptera pests such as cucurbit beetles, Thripsidae pests such as southern yellow thrips, and Culex pipiens,
It is effective against sanitary pests such as German cockroaches, as well as two-spotted spider mites, Kanzawa spider mites, false two-spotted spider mites,
Mites that parasitic fruit trees, vegetables, and flowers, such as citrus spider mite, apple spider mite, and tea dust mite;
It has an outstanding acaricidal effect on mites that parasitize animals such as the Japanese red tick and indoor dust mites such as the southern red tick.

The method for formulating and using the insecticidal/miticide composition of the present invention will be explained in detail below. To produce the insecticide/acaricide composition of the present invention, the active ingredient of the present invention is blended with appropriate carriers and auxiliary agents such as emulsifiers, dispersants, stabilizers, suspending agents, penetrants, etc. Wettable powders, water-solvents, emulsions, liquids, and sol formulations (flowable formulations) depending on the law.
, oil, powder, granule, aerosol, etc. The active ingredient content (%) of the present invention in these preparations is 1 to 9 in the case of wettable powders, aqueous solutions, emulsions, solutions, and sol preparations.
0% (wt%: same below) range, 0.5 to 10% for oils, powders, and granules, 0 for aerosols
．． It can be in the range of 0.01 to 2%.

The carrier that can be used in the insecticide/acaricide composition of the present invention can be either solid or liquid, as long as it is commonly used in agricultural and horticultural chemicals and sanitary pest control chemicals. It is not limited. For example, solid carriers include mineral powders (kaolin, clay, talc, montmorillonite, chalk, bentonite, diatomaceous earth, mica, urea, ammonium sulfate, quartz, etc.), vegetable powders (starch, crystalline cellulose, wheat, etc.), Examples include silicates, sugar polymers, alumina, highly dispersed silicic acid, and waxes.

[0017]Alcohols (
Methyl alcohol, ethyl alcohol, n-propyl alcohol, isopropyl alcohol, n-butyl alcohol, benzyl alcohol, etc.), aromatic hydrocarbons (benzene, toluene, xylene, alkylnaphthalene, chlorobenzene, cumene, etc.), halogenated hydrocarbons (ethylene chlorides, methylene chloride, chloroform, carbon tetrachloride, etc.), ethers (ethyl ether, ethylene oxide, dioxane, etc.), ketones (acetone, methyl ethyl ketone, cyclohexanone, methyl isobutyl ketone, etc.), esters (ethyl acetate, amyl acetate, ethylene glycol acetate, etc.), nitriles (acetonitrile, acrylonitrile, etc.), sulfoxides (dimethyl sulfoxide, etc.), alcohol ethers (ethylene glycol monomethyl ether, etc.), aliphatic or alicyclic hydrocarbons (n-hexane, etc.) , cyclohexane, etc.), industrial gasoline (petroleum ether, solvent naphtha, etc.), petroleum fractions (paraffins, kerosene, light oil, etc.), and water.

Furthermore, when formulating emulsions, wettable powders, sols, etc., surfactants (or emulsifiers) are used for the purposes of emulsification, dispersion, solubilization, wetting, foaming, lubrication, spreading, etc. . Such surfactants include nonionic surfactants (polyoxyethylene alkyl ether, polyoxyethylene alkyl allyl ether, polyoxyethylene alkyl ester, polyoxyethylene castor oil ether, polyoxyethylene sorbitan alkyl ester, sorbitan alkyl esters, etc.), anionic surfactants (alkylbenzenesulfonates, alkylsulfosuccinates, alkyl sulfates, polyoxyethylene alkyl sulfates, arylsulfonates, etc.), cationic surfactants (laurylamine, alkyldimethylbenzylammonium chloride, etc.) alkylamines, polyoxyethylene alkylamines, etc.), amphoteric surfactants (carboxylic acids, sulfuric esters, etc.)
can be mentioned. In addition to these, various auxiliary agents such as polyvinyl alcohol, carboxymethyl cellulose, polyvinyl acetate, polyvinyl alcohol, gum arabic, gelatin, casein, sodium alginate tragacanth gum, and, if necessary, antioxidants and ultraviolet absorbers. Stabilizing agents such as agents, and coloring agents may also be used.

The insecticidal and acaricidal compositions of the present invention can be used in commercially useful formulations and in the usage forms adjusted by these formulations, including other active compounds, such as various insecticides and acaricides. It can also exist as a mixture with fungicides, herbicides, plant growth regulators, repellents, attractants, fertilizers, fragrances, etc., and such mixed use can expand its applicability. Here, the above-mentioned insecticides include, for example,
Organic phosphorus agents, carbamate agents, halogenated hydrocarbon agents,
Examples include pyrethroids, chitin synthesis inhibitors, and insecticidal substances produced by microorganisms.

[0020] The mixing ratio of the present compound and the existing synergist in the insecticidal/acaricide composition of the present invention is generally 1 part by weight of the former and 0.01 to 100 parts by weight of the latter. The amount is preferably 0.1 to 20 parts by weight, and more preferably 0.1 to 20 parts by weight. The method of using the insecticidal/miticide composition of the present invention is as follows. In other words, the amount of application varies depending on the amount of pests or mites, but generally the total amount of the present compound and existing synergist is 0.1 to 0.1 to 10.
It is preferably 200g, more preferably 1 to 5
It is 0g. To treat this, wettable powders, aqueous solutions, emulsions, liquids, or sol preparations may be diluted with water and sprayed onto crops, etc. at an application rate of 100 to 600 liters per 10 are. Furthermore, in the case of oil, powder, granule, or aerosol preparations, crops etc. may be treated in the form of the preparation.

[0021]

[Examples] The insecticidal/acaricide composition of the present invention will be specifically explained below with reference to some examples.Of course, the active ingredients, their blending ratios, auxiliary ingredients and their addition amounts are as follows. It is not limited only to the examples. In addition, all parts in the examples represent parts by weight.

Formulation Example 1 Emulsion This compound
−−−−−−−−−−−−−−−−−
10 parts piperonyl butoxide
−−−−−−−−−−−−−−−−− 10 parts xylene
−−−−−−−−−−−−−−−−−
35 parts dimethylformamide
−−−−−−−−−−−−−−−−− 30 parts Solpol 3005X −
−−−−−−−−−−−−−−−− 15 parts (polyoxyethylene surfactant: Toho Chemical Industry Co., Ltd. trade name) The above components were uniformly mixed and dissolved to obtain an emulsion. .

Formulation Example 2 Emulsion This compound
−−−−−−−−−−−−−−−−−
Part 5 K-1
−−−−−−−−−−−−−−
-- 15 parts methylnaphthalene
−−−−−−−−−−−−−−−−
- 70 parts Solpol 3005X
−−−−−−−−−−−−−−−−−
10 parts (polyoxyethylene surfactant: trade name of Toho Chemical Industries, Ltd.) The above components were uniformly mixed and dissolved to obtain an emulsion.

Formulation Example 3 Wettable powder This compound
−−−−−−−−−−−−−−−−−
Part 10 DEF
−−−−−−−−−−−−−−−−
- Part 10 Carplex #80
−−−−−−−−−−−−−−−−−
10 parts (White carbon: Shionogi & Co., Ltd. product name) Sieglite SP
−−−−−−−−−−−−−−−−−
62 parts (Mixture of kaolinite and sericite: Sieglite Industries Co., Ltd. trade name) Calcium lignin sulfonate
--- 8 parts The above components were uniformly mixed in a jet air mill to obtain a wettable powder.

Formulation Example 4 Wettable powder This compound
−−−−−−−−−−−−−−−−−
Part 5 MGK-246
−−−−−−−−−−−−−−−−−
Part 15 Carplex #80
−−−−−−−−−−−−−−−−− 20
(White carbon: Shionogi & Co., Ltd. product name) N,N kaolin clay
−−−−−−−−−−−−−−−−− 55 copies
(Tsuchiya Kaolin Co., Ltd. product name) Solpol 8070 -----------
−−−−−−−−− 5 parts (higher alcohol sulfate ester surfactant: Toho Chemical Industry Co., Ltd. trade name)
The above components were uniformly mixed in a jet air mill to obtain a wettable powder.

Formulation Example 5 Flowable agent Present compound --
−−−−−−−−−−−−−−− 10 copies
Sesamin
−−−−−−−−−−−−−−−−− 20 copies
Ethylene glycol −
−−−−−−−−−−−−−−−− 8 parts
Solpol AC3020 -----
−−−−−−−−−−−−− 5 copies (
Toho Chemical Industry Co., Ltd. (Product name) Xanthan gum
−−−−−−−−−−
---------- 0.1 part water
−
------------- 56.9 parts The present compound, IBP, ethylene glycol, Solpol AC3020, and xanthan gum that had been mixed in advance were thoroughly mixed and dispersed in water. Next, this slurry-like mixture was wet-pulverized using Dyno Mill (Shinmaru Enterprises) to obtain a stable flowable agent.

Formulation Example 6 Oil Agent Present Compound
−−−−−−−−−−−−−−−−−
Part 1 IBP
−−−−−−−−−−−−−−
-- 2 parts xylene
−−−−−−−−−−−
−−−−−− Part 2 Kerosene
−−−−−−−
---------- 95 parts The above components were uniformly mixed and dissolved to obtain an oil solution.

Formulation Example 7 Powder This compound
−−−−−−−−−−−−−−−−−
Part 1 K-2
−−−−−−−−−−−−−−
-- Part 1 White Carbon
−−−−−−−−−−−−−−
-- Part 5 Clay (Nippon Talc Co., Ltd.)
(Product name) ----------------------- 93 parts The above components were uniformly mixed and pulverized to obtain a powder.

Formulation Example 8 Aerosol This compound
−−−−−−−−−−−−−−−−−
0.5 parts triphenyl phosphate
−−−−−−−−−−−−−−−−−
1.5 parts xylene
−−−−−−−−−−−−−−−−
- 5 parts odorless kerosene
−−−−−−−−−−−−
------- 93 parts The above components are mixed and dissolved, filled into an aerosol container, and a valve part is attached, and 60 parts of propellant (LPG/DME mixed gas) is passed through the valve part.
An aerosol was obtained by pressurizing and filling the solution. Next, the effects and usefulness of the insecticidal/miticide composition of the present invention will be explained by giving specific test examples.

Test Example 1 Acaricidal effect test against adults of two-spotted spider mites A circular leaf disk (2 cm in diameter) was cut from the first leaf of green bean using a leaf punch, and 8 leaf disks were placed on moist absorbent cotton on a plastic cup with a diameter of 8 cm. placed. This was inoculated with five female adult two-spotted spider mites per leaf disc. After inoculation, the insecticide/acaricide composition of the present invention and the control single agent were dispersed in water containing 200 ppm of a spreading agent (Solpol 3005X, manufactured by Toho Chemical Co., Ltd.) and diluted to a predetermined concentration of the active ingredient. did. This chemical solution was sprayed in an amount of 5 ml per plastic cup using a rotary spray tower (manufactured by Mizuho Rika Co., Ltd.) and stored in a thermostatic chamber at 25±1° C. (1 concentration, 2 repetitions). After 48 hours of treatment, the number of live and dead adult two-spotted spider mites on the leaf disk was investigated, and the acaricidal rate (%) was calculated using the following formula.

[0031]

[Math 1]

The results are shown in Tables 1 and 2.

[0033]

[Table 1]

[0034]

[Table 2]

Test Example 2 Acaricidal Effect Test on Adults of Resistant Kanzawa Spider Mite A circular leaf disk (diameter 2 cm) was cut from the primary leaf of green bean using a leaf punch, and placed on moist absorbent cotton on a plastic cup 8 cm in diameter. I placed a leaf disc. Five female adult Kanzawa spider mites, which have developed resistance to various acaricides, were inoculated into each leaf disk. After inoculation, the insecticide/acaricide composition of the present invention and the control single agent were dispersed in water containing 200 ppm of a spreading agent (Solpol 3005X, manufactured by Toho Chemical Co., Ltd.) and diluted to a predetermined concentration of the active ingredient. did. This chemical solution was sprayed in an amount of 5 ml per plastic cup using a rotary spray tower (manufactured by Mizuho Rika Co., Ltd.) and stored in a thermostatic chamber at 25±1° C. (1 concentration, 2 repetitions). After 48 hours of treatment, the number of living and dead Kanzawa spider mite adults on the leaf disk was investigated, and the acaricidal rate (%) was calculated using the following formula.

[0036]

[Math 2]

The results are shown in Tables 3 and 4.

[0038]

[Table 3]

[0039]

[Table 4]

Test Example 3 Pot test against orange spider mite Ten orange spider mites were inoculated into seedlings of Amanatsu orange grown in a 3-inch pot (about 9 cm in diameter) and allowed to grow in a greenhouse for 10 days. The insecticide/acaricide composition of the present invention and the control single agent were mixed with a spreading agent (Solpol 3005X).
(manufactured by Toho Chemical Co., Ltd.) in water containing 200 ppm, and the active ingredient was diluted to a predetermined concentration. After counting the number of adult female citrus spider mites parasitic on the stems and leaves of the above-mentioned Amanatsu tangerine, this chemical solution was sprayed to the extent that it dripped sufficiently. After the chemical solution is air-dried, it is kept in the greenhouse in the same way as above, and after spraying it
On the 0th, 20th, 40th, and 60th days, the number of adult female citrus spider mites parasitic on the stems and leaves of each pot-planted Amanatsu tangerine was counted (three replicates per concentration). The results are shown in Table 5.

[0041]

[Table 5]

Test Example 4 Insecticidal effect test on peach aphid larvae Cut the leaves of young Japanese radish seedlings, inoculate them with two adult peach aphids, and place the petiole in a 5 ml screw-top bottle filled with water. Ta. Place this in a glass cylinder with a diameter of 3.5 cm and a height of 18 cm, cover with a cap covered with mesh,
The mice were left indoors for 7 days to give birth. The insecticide/acaricide composition of the present invention and the control single agent were mixed with a spreading agent (Solpol 30).
05X (manufactured by Toho Chemical Co., Ltd.) in water containing 200 ppm, and diluted to a predetermined concentration of the active ingredient. After removing the adults and larvae of the green peach aphid from the leaves and counting the number of larvae, immerse them in this chemical solution for 5 seconds and place them in a glass cylinder as above at 25±1℃.
(1 concentration, 2 repetitions). Four days after the treatment, the survival of the larvae was investigated, and the insecticidal rate (%) was calculated using the following formula.

[0043]

[Math 3]

The results are shown in Table 6.

[0045]

[Table 6]

[0046]

Effects of the Invention: According to the composition of the present invention, the combination of a specific compound and a synergist provides stable effects against pests and mites that are resistant to existing drugs at low doses. It can exert a pest control effect.

Claims (1)

[Claims] [Claim 1] N-(4-t-butylbenzyl)-4
An insecticidal/acaricide composition comprising -chloro-3-ethyl-1-methyl-5-pyrazolecarboxamide and at least one synergist component of a compound having insecticidal/acaricidal activity as active ingredients.