KR860000335B1 - Insect pesticidal composition - Google Patents

Abstract

Aninsecticidal compsn. contg. IBP (o,o-di-iso-PrSS-benzyl phosphorothiolate) and a pyrethroid compd. of the formula(I) [X=H or F; Y=Cl or Br; Z=H or CN was prepd. Thus, a d,l-cis, trans acid of I [X=H, Y=Cl, Z=CN! (0.3parts), IBP (2.7parts), acetone (20parts), and talc (97parts) were mixed, and the acetone was evaporated to give a powdered compd. The compsn. exhibits synergistic insecticidal effect against agricultural pests, fruit tree pests, forest pests, sanitary insects, rice pests, and stored prod. insects, and is esp. effective against lipidopterous insects.

Description

Insect pesticide composition

TECHNICAL FIELD The present invention relates to an insecticide composition, and more particularly, to an insecticide composition which is particularly effective for an insect species in small doses.

Pyrethrinicides are known to have a rapid and overwhelming effect on unsanitary insects such as house flies, mosquitoes, cabbage beetles that harm cockroaches and crops, diamond moths and leaf horse moths.

Natural and artificial products containing pyrethrinants are of the best class, but are usually very expensive compared to other useful organophosphorus and carbamate insecticides. Furthermore, as in the case of other insecticides, the resistance of various insects to the pyrethrin agent is such that the insecticidal effect of the pyrethrin agent is not sufficient to control the insect's resistance to the pyrethrin agent.

When used alone, the effects of pyrethrins are not always stable, and in practical use it is desirable to combine them with supplements that have excess or other effects.

On the other hand, O, O-diisopropyl S-benzyl-phosphorodiorate (hereinafter referred to as IBP) is an excellent fungicide for blasts, but in its actual use, it is not insecticidal against crop insects.

It is an object of the present invention to provide an insecticide composition which overcomes the above disadvantages of the pyrethrin agent compound and maintains its advantages.

It is another object of the present invention to provide an insecticidal composition which is particularly effective against leprosy insects. Still further, it is an object of the present invention to provide insecticidal compositions which are less toxic to humans in practical application and exhibit excellent synergistic effects against pests.

The object of the present invention is achieved by providing an insecticide composition comprising O, O-diisopropyl S-benzyl-phosphodiolate and a pyrethrin compound having the formula (I) below.

X represents a hydrogen atom or a fluorine atom, Y represents a chlorine atom or a bromine atom, and Z represents a hydrogen atom or a CN group.

The insecticide composition of the present invention comprises, as an active ingredient, a pyrethrin compound of the formula (I) and O, O-diisopropyl S-benzyl-phosphodiolate.

In the following formulae, pyrethrin compounds are representative examples.

These pyraterins may be mixed alone or as a compound.

In the insecticidal composition of the present invention, the ratio of the pyrethrin agent to the IBP is in the range of 1: 10 to 10: 1, preferably 2: 1 to 1: 5 by weight.

The active ingredients are suitable for obtaining useful formulations such as powders, emulsifiers, wetting agents, granules, fine particles, oil preparations, aerosols, weighting agents such as vaporization and emulsifying concentrates and baits, diluents, surfactants and dispersants, etc. It can be mixed with an adjuvant.

Suitable weight agents include talc, bentonite, clay, kaolin, diatomaceous earth, high purity silica, weathered biotite, calcium hydroxide, silicate, ammonium sulfate and urea, and solid bulking agents such as isopropyl alcohol, xylene, cyclohexanone, etc. It includes.

Suitable surfactants and dispersants include alkylsulfates, alkylsulfonic acids, lignin sulfonic acids, polyoxyethylene glycol ethers, polyoxyethylene alkylaryl ethers and polyoxy ethylene sorbitan monoalkylates and the like.

Other adjuvants include carboxymethyl cellulose, polyoxyethylene glycol and gum arabic.

The above mentioned prescription is applied on its own or after dilution to an appropriate concentration. The total amount of active ingredient in the composition varies depending on the prescription, especially the purpose of application, but usually ranges from 0.05 to 90% by weight.

Phenols such as BHT (2, 6-di-tert-butyl-4-methylphenol) and BHA (butyl hydroxy anisole) to improve the stability of the pyrethrin component to sunlight, heat or oxidation Aryl amines such as derivatives, bisphenol derivatives and phenyl-α-naphthylamines, phenyl-β-naphthylamines, and phenol-dine-acetone condensed fluoro groups and stabilizers are suitable antioxidants such as benzophenone compounds or ultraviolet absorbers. It is preferable to mix.

Therefore, a stable effect of the insecticide composition can be obtained.

Further, α- [2-2-butoxyethoxy) ethoxy] -4 and 5-methylenedioxy-2-propyltoluene] may be mixed. In addition, other active ingredients such as pesticides, fungicides, and remedies can be mixed to obtain a multipurpose composition with better effect.

The insecticidal composition of the present invention is a complex of a pyrethrinic compound of formula (I) and IBP, which is a beet worm, a caterpillar, a tobacco root beetle (Prodonia litura), and a diamondback moth (flutella makuripenis). ), Crop pests such as green caterpillars, plant parasites and root beetles, leaf beetles, mites, fruit tree pests such as fruit trees and pests (Hipphantria cunea), cicadabang (Limantria dispar), and bark ( Forest pests such as perforated animals, and unsanitary insects such as houseflies, mosquitoes, cockroaches, and rice stem perforated insects (chirosu presalis), green ricehoppers (nepotetics synthicefs), plant extinctions, rice farts Insects, rice leaf beetles, rice leaf perforated insects, rice leaf insects, rice insects, rice weevil insects, and insects of rice weevil (Cytopyrus zemais), Indian wheat moth (Professional intefunk-tella) It shows a synergistic effect could not expected as insecticides for insect or the like of the stores, such as insects.

The pesticide composition of the present invention has a quick lethal effect and also shows a side effect. This excellent insecticidal effect is not achieved with the use of only active ingredients.

The insecticide composition of the present invention is particularly effective against insects such as beetroot beetles, tobacco beetles, diamondback moths, pole web beetles, cicada moths, rice stalks, rice leaf beetles and rice worms. .

Insecticidal composition can be prepared as follows.

powder :

Active ingredient: 0.1 to 10 wt%, preferably 0.5 to 5 wt% solid weight: 99.9 to 90 wt%, preferably 99.5 to 95 wt% The active ingredient is mixed with a high purity solid weight and the mixture is ground.

Oil painting concentrate

Active ingredient: 5 to 90 wt%, preferably 20 to 70 wt%

Surfactant: 1 to 40 wt%, preferably 5 to 20 wt%

Liquid weight: 9 to 94wt%, preferably 10 to 75wt%

The active ingredient is dissolved in the liquid gravimetric agent and the surfactant is remixed.

Hydrating agent

Active ingredient: 5 to 90 wt%, preferably 10 to 50 wt%

Surfactant: 1 to wt%, preferably 5 to 10 wt%

Solid weight: 9 to 94wt%, preferably 40 to 85wt%

The active ingredient is remixed with the solid weight agent and the surfactant and the mixture is milled.

Oil preparation

Active ingredient: 0.05 to 50 wt%, preferably 0.1 to 30 wt%

Liquid weight: 99.9 to 50 wt%, preferably 99.5 to 700 wt%

The active ingredient is dissolved in the liquid weight agent.

Aerosol Preparation

Active ingredient: 0.1 to 10 wt%, preferably 0.5 to 5 wt%

Liquid weight: 99.9 to 90 wt%, preferably 99.5 to 95 wt%

The active ingredient is mixed with the liquid gravimetric agent and the mixture is filled into the aerosol container and fitted with a valve, and then the spray is compressed through the valve to obtain an aerosol aid.

Fine granules

Active ingredient: 0.1 to 10 wt%, preferably 0.5 to 5 wt%

Solid weight: 99.9 to 90 wt%, preferably 99.5 to 95 wt%

The active ingredient is mixed with the solid weight agent. If necessary, part of the solid weight agent is added to the temporarily prepared mixture of the active ingredient and the solid weight agent and mixed thoroughly.

[Test Example 1]

(The mortality test with the third larva of the sugar beetle worm)

The third larvae of the beetroot larvae resistant to the pyrethrin agent were immersed in a solution of the emulsion concentrate prepared in the same manner as in Production Example 2 which was described later with the active ingredient at a predetermined concentration for 5 seconds. Ten worms were then released into a polyvinyl chloride cup with a capacity of 60cc containing Chinese cabbage leaves. After the cover was placed, the cup was stored in a 25 ° C. chamber in a chamber at 24 ° C. to test the life and death of test insects after 24 to 48 hours to calculate the percentage of death.

The test was repeated twice.

Comparative prescription was also tested in the same manner.

The results are shown in Table 1.

TABLE 1

Note: 1. Compounds II, III, IV, and V are the pyrethrin agents of the formulas II, III, and V described above, respectively.

2. Penvallate is a compound represented by the following formula.

3. Phenothrin is a compound represented by the following chemistry.

4. Irsan is a compound of the following formula.

[Test Example 2]

(We test death as insect of the fourth stage of sugar beetworm)

The fourth larvae of the beetroot larvae resistant to the pyrethrin agent were immersed in a solution of a hydrating agent prepared in the same manner as in Preparation Example 9 described later, having a predetermined concentration of active ingredient for 5 seconds. Then, 10 of them were released into a 60cc polyvinyl chloride cup containing Chinese cabbage leaves, covered with a cover, and the cups were stored in a constant temperature chamber at 25 ° C. for 24 hours, and then the measuring beers died. The percentage of deaths was obtained by testing whether they lived or not.

Comparative prescription was tested in the same way.

The results are shown in Table 2.

TABLE 2

[Test Example 3]

(Death rate test with diamondback moth)

After dipping Chinese cabbage leaf into the solution of emulsion concentrate prepared by the same method as Preparation Example 8, which has a certain concentration of active ingredient for 10 seconds, dried in air and then in a polyvinyl chloride cup having a capacity of 60 cc. After insertion, ten larvae of diamondback moths resistant to pyrethrin were released therein, and stored at 25 ° C in a silver chamber for 48 hours.

The comparative prescription was tested in the same way.

The obtained results are shown in Table 3.

TABLE 3

[Test Example 4]

(Death rate test by red reduction tick)

Meanwhile, the culture paper was placed in a petri dish having a diameter of 9 cm, immediately after the persimmon leaf was placed, and then a mature red citrus male mite was injected therein. After the mite was settled, 3 cc of a solution of the emulsion concentrate prepared in the same manner as in Preparation Example 2, which had a predetermined concentration of active ingredient, was then sprinkled using a rotary atomizer.

Mites were tested for death after preserving dishes in a constant temperature chamber at 25 ° C. for 48 hours. Comparative prescription was tested in the same way. The obtained results are shown in Table 4.

TABLE 4

[Test Example 5]

(Red Citrus Mite Mortality Test)

A solution of an emulsified concentrate prepared in the same manner as in Production Example 2 described later, having a predetermined concentration of active ingredient, is sprayed on potted Chinese lemon seedlings in which red citrus mites are crossed, and then the seedlings are stored at room temperature to mature. The number of male ticks was counted on the scheduled date to calculate the percentage of male ticks.

Comparative prescription was tested in the same way.

The results are shown in Table 5.

TABLE 5

[Test Example 6]

Mortality test with smaller car moth (Titototrix: Adoxopiaz orana)

Tea leaves are immersed in a solution of a hydrating agent prepared in the same manner as in Preparation Example 3 described below with a predetermined concentration of active ingredient, dried in air, and placed in a polyvinyl chloride cup having a capacity of 60 cc. 3rd caterpillar released. After being covered, the cup was stored at a constant temperature of 25 ° C. for 72 hours, after which the live death of the worms was tested.

Comparative prescription was tested in the same way.

The obtained results are shown in Table 6.

TABLE 6

[Test Example 7]

(Death rate test with diamondback moth)

The Chinese cabbage leaf was immersed in a solution of an emulsified concentrate prepared in the same manner as in Production Example 2, which has a predetermined concentration, and then dried in air, placed in a polyvinyl chloride cup having a capacity of 60 cc, and then immediately diamond The third larva of the white moth was released. After covering, the cups were preserved in a constant temperature chamber at 25 ° C. for 72 hours to test the live death of the worms.

Comparative prescription was tested in the same way.

Thus, the results obtained are shown in Table 7.

TABLE 7

[Test Example 8]

(Measure mortality with diamondback moth)

The Chinese cabbage leaves were immersed in a solution of an emulsified concentrate prepared in the same manner as in Preparation Example 13 having a predetermined concentration of active ingredient for 10 seconds, dried in air, and placed in a polyvinyl chloride cup having a capacity of 60 cc. The fourth larvae were released, preserved in a constant temperature chamber for 48 hours, and tested for the live death of the test worms to calculate the percentages.

The result obtained in this way is shown in Table 8.

TABLE 8

From now on, the preparation of the insecticide composition of the present invention will be described with reference to the preparation examples in which "parts" means parts by weight.

Production Example 1 (Powder)

2.7 parts of IBP were added to 0.3 parts of d, l-cis and trans acid isomers of Compound II, and the mixture was dissolved in 20 parts of acetone, and 97 parts of talc (300 mesh) were added thereto, mixed well and evaporated to obtain a powder. Acetone was removed by doing so.

Production Example 2 (Emulsified Concentrate)

15 parts of d, l-cis and trans acid isomers of Compound II were mixed with 25 parts of IBP, 55 parts of xylene, and 15 parts of sorbol (registered trademark of surfactant manufactured by Toho Chemical Co., Ltd.). An emulsion concentrate was obtained.

Preparation Example 3 (Hydrating)

Mix 20 parts of IBP with 20 parts of d, l-cis and trans acid isomers of compound II, mix well by adding 5 parts of sorbol (as mentioned above) and high purity silica (hydrated silica) and mix Was pulverized in a grinder to obtain a hydrate.

Preparation Example 4 Oil Preparation

0.05 parts of IBP and 0.05 parts of d, l-cis and trans acid isomers of Compound II were mixed to dissolve the mixture in petroleum to obtain an oil preparation.

Preparation Example 5 Preparation of Aerosol

Fill the aerosol container with a solution of 0.2 parts of d, l-cis, trans acid isomer of compound II, 5 parts of xylene and 7.8 parts of deodorized petroleum to fill the aerosol container, and then put the valve on the container, 85 parts were filled and the aerosol aid was pressurized to obtain an aerosol aid.

Preparation Example 6 (Fine Granules)

0.5 parts of d, l-cis, trans acid isomer of compound II and 2.0 parts of IBP were adsorbed to 96.5 parts of fine bentonite granules and mixed with Nauta mixer for 20 minutes. Stir to obtain fine granules.

Production Example 7 (Powder)

2.7 parts of IBP was added to 0.3 parts of d, l-cis, trans acid dimer of Compound III, and the mixture was dissolved in 20 parts of acetone. Then, 97 parts of talc (300 mesh) was added thereto, the mixture was stirred well, and then evaporated. To remove acetone to obtain a powder.

Preparation Example 8 (Emulsified Concentrate)

15 parts of d, l-cis, trans acid isomer of compound III, 15 parts of IBP, 55 parts of xylene and 15 parts of sorbol (registered trademark of nonionic surfactant manufactured by Toho Chemical Co., Ltd.) Stir well to obtain an emulsified concentrate.

Preparation Example 9 (Hydrating)

Mix 20 parts of IBP with 20 parts of d, l-cis and trans acid isomers of mixture III, add 5 parts of sorbol (as mentioned above) and 55 parts of high purity silica (hydrated silica) and mix well in a grinder The mixture was ground to obtain a hydrating agent.

Preparation Example 10 Oil Preparation

0.05 part of IBP and 0.05 parts of d, l-cis and trans acid isomers of Compound III were mixed and the mixture was dissolved in petroleum to a total of 100 parts to obtain an oil preparation.

Preparation Example 11 Preparation of Aerosol

Fill the aerosol container with a solution of 0.2 parts of d, l-cis and trans acid isomers of compound III, 5 parts of xylene, and 2.0 parts of IBP in 7.8 parts of deodorized oil. To pressurize the aerosol aid to obtain an aerosol aid.

Preparation Example 12: (Fine Granules)

0.5 parts of d, l-cis, trans acid isomers of compound III and 2.0 parts of IBP were adsorbed to 96.5 parts of fine granules, and 1 part of Carprex was added to the mixture obtained by mixing with a Nauta mixer for 20 minutes. Then fine granules were obtained.

Preparation Example 13 (Emulsified Concentrate)

In the same manner as in Preparation Example 2, an emulsion concentrate having the following composition was prepared.

Claims (9)

An insecticide composition comprising O, O-diisopropyl S-benzyl-phosphodiolate and a pyrethrin compound having the following formula (I).

here. X represents a hydrogen atom or a fluorine atom, Y represents a chlorine atom or bromine atom, and Z represents a hydrogen atom or a CN group. According to claim 1, Insecticide composition, characterized in that the ratio of the pyrethrin agent compound and O, O-diisopropyl S-benzyl-phosphorodiorate in the range of 1: 10 to 10: 1 by weight . The insecticide composition according to claim 1, wherein the ratio of the pyrethrin compound to O, O-diisopropyl S-benzyl-phosphoriolate is in the range of 2: 1 to 1: 5. 4. An insecticide composition according to claim 1, 2 or 3, wherein the pyrethrin agent compound has the following formula (II).

The insecticide composition according to claim 1, 2 or 3, wherein the pyrethrin agent compound has the following formula (III).

The insecticide composition according to claim 1, 2 or 3, wherein the pyrethrin agent compound has the following formula (IV) or (V).

The insecticide composition according to claim 1, wherein an effective amount of an antioxidant and an ultraviolet absorber are mixed. The insecticide composition according to claim 1, wherein the weight agent and the surfactant are mixed with a diluent and a dispersant or an emulsifier. According to claim 1, Insecticide composition, characterized in that the total amount of the active ingredient is in the range of 0.05 to 90% by weight.