JPS6054926B2 - Insecticide - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to the general formula oγ'! 'YO゜(I) R/NΥNNR (wherein R represents an alkyl group having 2 to 4 carbon atoms.

) isocyanuric acid trialkyl ester as an active ingredient. The compound represented by the general formula (I) of the present invention is a compound known in the literature. For example, Bulletinofth of the Chemical Society of Japan (Bulletinofth)
eChemical Society of Japan) Volume A, No. 10, pp. 1586-1589, 1965, Tokko Sho 3
5-17566 Publication, Special Publication No. 36-3985,
Japanese Patent Publication No. 36-4376 and Japanese Patent Publication No. 46-603
It is described in Publication No. 3.

The contents are all about manufacturing methods, and the applications include organic synthesis intermediates, polymer raw materials, stabilizers for various chemical products, plasticizers, heat-resistant transfer fluids, and adhesives. Further, according to the description in US Pat. No. 3,075,97, it is a method for producing isocyanuric acid derivatives, and it is described that the method is useful as a medicine or an agricultural chemical. However, the same publication does not describe the compound represented by the general formula (I) used in the present invention at all, nor does it disclose any specific uses.Furthermore, it also does not disclose how to use it as an agricultural chemical. Nothing is explicitly stated.Also, when the exemplified compounds described in the same publication No. 3075979 are used in a general insecticidal method, they show almost no insecticidal effect at the average practical concentration of existing insecticides.The present inventors The compound represented by the general formula 0) can be used to infect household pests, such as flies, insects, cockroaches, etc., and agricultural harmful animals, such as spider mites, armyworms, leafhoppers, leafhoppers, brown leafhoppers, aphids, scale insects, and Japanese scale insects. Furthermore, the present invention has been completed based on the discovery that it exhibits excellent insecticidal efficacy against pests such as termites and bark beetles that devour wood and cellulosic materials.

That is, the present invention provides the general formula (In the formula, R represents an alkyl group having 2 to 4 carbon atoms.

) isocyanuric acid trialkyl ester as an active ingredient. Typical compounds represented by the general formula (1) of the present invention are shown in Table 1.

Note that the compound numbers are also referred to in the following Examples and Experimental Examples. A feature of the compound of the present invention is that it acts orally against flies, insects, cockroaches, etc., and does not exhibit any repellency; however, it is used at relatively low concentrations when applied against termites, bark beetles, etc. When this happens, it first shows a feeding damage prevention effect and then causes death.

Since the compound of the present invention has permeability to plants, it is absorbed from the roots, stems, or leaves of plants by treating the soil or spraying it on the plant surface, and is effective against each generation of sap-sucking pests that parasitize the plants. It shows excellent extermination effect.

The compounds of the present invention have low toxicity to warm-blooded animals and also extremely low toxicity to fish.

Furthermore, the present compound is stable against chemical and physical conditions, such as hydrolysis, heat, light, etc., and is not subject to any restrictions in use. In carrying out the present invention, the compounds of the present invention can be used as they are, but depending on the usage situation and purpose, for example, solutions, wettable powders, emulsions, suspensions, oils, powders, liniments, etc. Granules, aerosols, smoke agents,
It is used as a fumigant or various mixed baits.

In particular, when used as a mixed bait, the compound of the present invention can be mixed with a suitable carrier, a favorite food, or various bases suitable for the occasion of use to form powders, granules, tablets, pellets, solutions, suspensions, emulsions, etc. It is convenient to use it in an appropriate form such as a paste or candy. Further, when used for wood materials, appropriate treatment methods such as spraying, injection, and dipping can be used. For formulation, any carrier such as solid, liquid or gas may be used, or a combination thereof may be used.

The carriers mentioned here include, for example, talc, clay, bentonite, kaolin, diatomaceous earth, calcium carbonate, potassium chlorate, saltpeter, wood flour, nitrocellulose, starch, gum arabic powder, water, alcohol, kerosene, naphtha, methyl Naphthalene, xylol, benzene, acetone, air, nitrogen, carbon dioxide, freon, vinyl chloride, al
Zuwa, butane, etc. are used. In addition, adjuvants,
For example, a spreading agent, an emulsifying agent, a dispersing agent, a wetting agent, etc. may be added.

Furthermore, depending on the purpose of use, the above-mentioned components can be used in combination with other insecticides, attractants, fungicides, preservatives, herbicides, plant nutrients, fertilizers, etc. It goes without saying that the content of this compound in actual use can vary over a wide concentration range depending on the usage situation or the form of the preparation, but the generally preferred amount is in the range of 0.01 to 10.0%. is appropriate. Next, the present invention will be explained with reference to Examples.

Example 1 These were thoroughly mixed until homogeneous and ground to use as a powder.

Example 2 Mix these thoroughly and use as an emulsion.

Example 3 Mix these thoroughly and use as an oil agent.

Example 4 These are thoroughly mixed until homogeneous, ground and used as a wettable powder.

Example 5 These are thoroughly mixed and kneaded until they become uniform, and then made into granules with a diameter of 0.0 to 1 wrm by a conventional method and used as a granule.

Next, the present invention will be explained by giving experimental examples.

Experimental example 1 Efficacy test against cockroaches Diameter 12cm 1 height 10C! Place a glass tray containing a mixed bait containing each drug at a predetermined concentration, an additive-free powdered feed, and water soaked in absorbent cotton in a plastic container with a lid. A total of 20 animals were put in the test, and the effects were evaluated after 24 Tf.

The experimental results are shown in Table 2. Furthermore, it was confirmed that this drug does not repel cockroaches by co-locating it with additive-free powdered feed.

Experimental Example 2 Efficacy test against adult house flies Length 10 cm 1 Width 6 cm 1 Height 10 C! In a metal rearing container (the front, back and bottom are made of tin, and the ceiling and both sides are made of 13-mesh gold foil), a mixed feed containing each drug at a specified concentration, additive-free powdered feed, and 3% absorbent cotton soaked. A glass jar containing sugar water was placed, and 10 male and 10 male and female house flies, which had been matured for some time after emergence, were placed in each rearing container, and the effects were evaluated after 2 cages.

The experimental results are shown in Table 3. Furthermore, it was confirmed that this drug was not repellent to houseflies by placing it together with additive-free powdered feed.

Experimental Example 3 Efficacy test against Yamato termites Each drug was treated with 1 ml of acetone solution containing the active ingredient at a predetermined concentration on a circular piece of paper with a diameter of 9 crfi, air-dried, and
ml of water was placed on the bottom of a Petri dish with a diameter of 9C7I.

In addition, 20 worker ants of Yamato termites were extracted from decaying wood.
The head was placed, a glass lid was placed on the animal, and the animal was left at a constant temperature of 25±2° C., and the subsequent progress was observed. The results are shown in Table 4.

Experimental Example 4 Two types of test specimens were used for efficacy testing against domestic termites: a treated test specimen and an untreated test specimen.
Make fun of it.

The wood piece (red pine sapwood) used for the test specimen is 20m x 20
Tnm×20m and temperature 60±2■C. Dry for a while, weigh, and calculate this value as W. shall be. The treated specimens were treated with chemicals and then weatherized, while the untreated specimens were not treated with chemicals or weathered. For the treated test specimens, each chemical was immersed in a 4% oil solution obtained according to the formulation of Example 3 at a temperature of 25 to 30°C for 5 minutes, and then weighed.
shall be.

The sample was left indoors for 20 days, subjected to the weathering operation specified in JIS93l2 10 times, dried at 60°C for an extended period of time, and then weighed, and the value at this time was defined as W2.

The rearing container used was a cylindrical glass insect rearing bottle with a diameter of 10 cm and a capacity of 500 m1, in which 400 y of dry sand (particle size of approximately 0.5 to 17 m), which had been previously sterilized at 115°C for about 2 hours, and 80 mt of distilled water were added. .

The test specimen was placed horizontally in a rearing container with the straight grain side facing down, 100 worker ants were removed from the nest and placed in the container, and left in a dark place at 25±2° C. and 75% humidity for 38 hours.

After the test, the deposits on the surface of the test piece were carefully removed, and the test piece was left at room temperature for 24 hours, dried at 60±2°C for 48 hours, and weighed, and the value at this time was designated as W3. The weight loss rate due to the feeding damage of domestic termites was calculated using the following formula.

The results are shown in Table 5.

Experimental Example 5 Efficacy test against black leafhopper and brown leafhopper 50 ml of an aqueous solution of each drug prepared at a predetermined concentration is placed in a glass Erlenmeyer flask, and young rice seedlings that have grown to approximately 1 g are immersed.

After about 2 $f, the Erlenmeyer flask in which the rice seedlings were immersed was covered with a glass cylinder measuring 9 cm in diameter and 20 cm in height, and the top was covered with a wire mesh lid. 20 male adult leafhoppers and 20 mixed male and female adult brown leafhoppers were placed in each cylinder, and the effectiveness was determined after two servings. The results are shown in Table 6. Experimental Example 6 Efficacy test against Spodoptera larvae and Spodoptera larvae Mixed bait consisting of artificial feed containing powdered cabbage and each drug uniformly kneaded to a predetermined concentration in a waist-high glass tray measuring 9 tatami in diameter and 6 d in height. Put in.

Next, 20 Spodoptera larvae and 10 larvae of Spodoptera larvae were placed in each pot, and the effectiveness was evaluated after 2 pots. The results are shown in Table 7. Experimental Example 7 Efficacy test against flatulent bark beetle larvae A predetermined amount of each drug was dissolved in 0.25 μe of acetone to give a prescribed concentration, and the mixture was applied topically*3 to the abdomen of flattened bark beetle larvae, and the number of dead insects over time was observed.

Claims (1)

[Claims] 1. Isocyanuric acid trialkyl ester represented by the general formula ▲There are numerical formulas, chemical formulas, tables, etc.▼ (In the formula, R represents an alkyl group having 2 to 4 carbon atoms.) An insecticide characterized by containing it as an ingredient.