JPH0232250B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to a novel acaricidal composition. More specifically, the present invention relates to an acaricidal composition containing an oxazolidine derivative or a thiazolidine derivative and a synergist having a methylenedioxyphenyl group as active ingredients. Spider mites cause the most damage among plant parasitic spider mites, and there are almost no crops, including fruit crops, that are not affected by mites, and the damage caused is enormous. Recently, mites that are resistant to currently used chemicals have appeared, and their control has become a major problem, and acaricides that are effective against these mites are desired. The compound represented by the general formula [], which is one of the active ingredients of the acaricidal composition of the present invention, is a known compound that is known to have acaricidal activity (Japanese Patent Application Laid-open No. 56-51463, 56-156270, 57−50982). The other active ingredients of the acaricidal composition of the present invention, such as piperonyl butoxide, sesamex, and sesamin, do not themselves have insecticidal activity against pests, but when applied in combination with a pyrethroid insecticide, It was known as a synergist that increases insecticidal efficacy. When using the compound represented by the general formula [] as an acaricide, the present inventors conducted various studies to improve the acaricidal efficacy of the compound, and found that the compound has a synergistic effect with the compound having a methylenedioxyphenyl group. The acaricidal efficacy against various types of spider mites increases when the compound is applied in combination with a compound represented by the general formula [], especially when the compound represented by the general formula The present invention has been achieved by discovering that the compound exhibits an increasing effect. That is, the present invention is based on the general formula [] (In the formula, X represents an oxygen atom or a sulfur atom, R ₁ represents a lower alkyl group, R ₂ represents a phenyl group, a lower alkyl group, or a halogen atom-substituted phenyl group, and R ₃ represents a cyclohexyl group.) This is an acaricidal composition characterized by containing as active ingredients a trans isomer of the compound and a synergist having a methylenedioxyphenyl group. The trans form of the compound represented by the general formula [] used in the present invention (hereinafter simply referred to as compound A)
Examples include the compounds shown in Table 1.

【table】

[Table] In Table 1, preferred compounds A used in the present invention are those with compound numbers 1, 4, 5, and 7, and more preferred compounds A are those with compound numbers 1, 4, 5, and 7. It is. On the other hand, examples of the synergist having a methylenedioxyphenyl group (hereinafter simply referred to as compound B) used in the present invention include the compounds shown in Table 2.

【table】

[Table] Preferable compounds B used in the present invention have the common names piperonyl butoxide, sesamex, and safroxan. The mixing ratio of the active ingredients in the present invention varies depending on the selected Compound B as shown in the test examples, but can be mixed within an extremely wide range. The acaricidal composition of the present invention contains one or more compounds A and one or more compounds B in a form that can be taken as a general concentrated medicine, such as a wettable powder, a powder, an emulsion, or a flowable powder. It is formulated and used in the following form. As additives and carriers, when solid preparations are desired, vegetable powders such as soybean flour and wheat flour, mineral fine powders such as diatomaceous earth, apatite, gypsum, talc, pyrofluorite, and clay are used, while liquid preparations are used. When the mold is intended, kerosene, mineral oil, solvent naphtha, xylene, cyclohexane, cyclohexanone, dimethylformamide, alcohol, acetone, water, etc. are used as the solvent. Surfactants can be added if necessary to obtain a uniform and safe form in these formulations. Moreover, separately prepared preparations containing each active ingredient can be mixed and diluted with water at the time of spraying. The acaricidal composition of the present invention includes two-spotted spider mites, false two-spotted spider mites, Kanzawa spider mites, orange spider mites,
It has excellent acaricidal efficacy against various spider mites such as apple spider mites, and exhibits a remarkable effect of increasing efficacy against resistant spider mites obtained through indoor selection of Compound A. As a result, the amount of applied chemicals can be reduced. In the future, it is expected that a miticidal composition will be effective even against spider mites with low resistance to Compound A that will develop in the field. Formulation examples are shown next, but the carrier, surfactant, etc. to be added are not limited to these formulation examples. In addition, "parts" in the examples are "parts by weight"
means. Formulation example 1 Emulsion compound 1 10 parts dimethylformamide 50 xylene 35 polyoxyethylene alkylaryl ether 5 Formulation example 2 Wettable powder compound 5 10 parts clay 40 diatomaceous earth 43 dialkyl sulfosuccinate Na salt 3 lignin sulfonate Na Salt 4〃 Formulation example 3 Emulsion piperonyl butoxide 40 parts Dimethylformamide 30〃 Xylene 24〃 Polyoxyethylene alkylaryl ether 4〃 Ankylbenzenesulfonate Ca salt 2〃 Formulation example 4 Wettable powder Sesamex 30 parts Diatomaceous earth 33〃 Clay 30. Lignin sulfonate Na salt 5. Alkyl sulfate Na salt 2. The emulsion or wettable powder of Compound A and the emulsion or wettable powder of Compound B are diluted with water before use and mixed and sprayed. Formulation example 5 Mixed emulsion compound 7 3 parts Piperonyl butoxide 20〃 Dimethylformamide 40〃 Xylene 30〃 Polyoxyethylene alkylaryl ether 5〃 Alkylaryl sulfonate Ca salt 2〃 Formulation example 6 Mixed wettable powder compound 1 10 parts Safroxane 30〃 Clay 43〃 White carbon 10〃 Lignin sulfonate Na salt 4〃 Alkylbenzenesulfonate Na salt 3〃 Next, test examples will be given to explain the effects of the acaricidal composition of the present invention. Test Example 1 Efficacy test against two-spotted spider mites Cut green bean leaves were placed in a shear dish with a diameter of 9 cm, and both ends were covered with damp absorbent cotton. Surround the leaf surface with tangle-hufts, and there are adult female two-spotted spider mites inside.
20 animals were inoculated and the chemical solution was sprayed. The drug was prepared by diluting emulsions according to Formulation Examples 1 and 3 with water, mixing them at a predetermined ratio, and spraying. Efficacy was evaluated based on ovicidal and larvicidal power (efficacy) against eggs laid within 3 days after spraying. The results are shown in Table 3.

[Table] Test Example 2 Efficacy test against resistant Kanzawa spider mite Cut green bean leaves were placed in a 9 cm diameter shear dish, and both ends were covered with damp absorbent cotton. The leaf surface was surrounded by tangle-hufts, and 40 resistant Kanzawa spider mites obtained from an indoor selection test of Compound 7 were inoculated therein and allowed to lay eggs for two days.After removing the adults, the eggs were treated with the drug. The drugs were prepared as emulsions according to Formulation Examples 1 and 3, diluted with water, mixed to a predetermined concentration ratio, and sprayed using a Mizuho rotary scattering tower. In the investigation, the number of unhatched eggs was counted 7 days after treatment to determine the ovicidal power. The results are shown in Table 4.

【table】

[Table] Test Example 3 Efficacy test against resistant spider mites (pot test) Twenty resistant Kanzawa spider mites (Test Example 2) were inoculated onto the first leaves of potted green beans, and a formulation was prepared according to the formulation of Formulation Examples 1, 3 and 5. The emulsion was diluted with water and sprayed. After 3 days of chemical treatment, dead and live insects are removed,
After 13 days, the number of female adults in the next generation was investigated to determine the effectiveness. The effectiveness was calculated using the following formula. Effectiveness (%) = Number of female adults in untreated area - Number of female adults in treated area / Number of female adults in untreated area x 100 The results are shown in Table 5.

【table】

[Table] (Note): Previous

Claims (1)

[Claims] 1. General formula [] (In the formula, X represents an oxygen atom or a sulfur atom, R ₁ represents a lower alkyl group, R ₂ represents a phenyl group, a lower alkyl group, or a halogen atom-substituted phenyl group, and R ₃ represents a cyclohexyl group.) 1. A miticidal composition comprising as active ingredients a trans form of a compound and a synergist having a methylenedioxyphenyl group. 2 The compound represented by the general formula [] (wherein R ₄ is a hydrogen atom, a halogen atom, or a lower alkyl group, and X is an oxygen atom or a sulfur atom). thing. 3 The compound represented by the general formula [] is 3-cyclohexylcarbamoyl-4-methyl-5-(4
-methylphenyl)-2-oxazolidone, 3-
cyclohexylcarbamoyl-4-methyl-5-
Phenyl-2-thiazolidone, 3-cyclohexylcarbamoyl-4-methyl-5-(4-methylphenyl)-2-thiazolidone, 3-cyclohexylcarbamoyl-5-(4-chlorophenyl)-
The acaricidal composition according to claim 2, which is a trans isomer of at least one compound selected from 4-methyl-2-thiazolidone. 4. The acaricidal composition according to claim 1, wherein the synergist having a methylenedioxyphenyl group has a common name of piperonyl butoxide, sesamex, or safroxan.