JP2646597B2 - Sanitary pest control agent that is safe and rich in storage stability - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION <Industrial Application Field> The present invention relates to a novel safe and storage-stable sanitary pest control agent.

<Conventional technology> Various known technologies are already known for oil-in-water suspension pesticide formulations, for example, Japanese Patent Publication No. 61-26883,
JP-A-56-49307 and the like describe those containing carboxylic acid esters of 3-phenoxybenzine alcohol-related compounds as active ingredients.
JP-A-24707 and JP-A-56-120608 describe those containing an organophosphorus insecticide as an active ingredient. Further, Japanese Patent Publication No. 58-29761 describes an aqueous emulsion using various water-insoluble organic insecticidal ingredients as active ingredients.

<Problems to be Solved by the Invention> Until now, different from agricultural pesticides, hygienic pesticides that require various special actions are safe and rich in storage stability. No satisfactory product has yet been found for a sanitary pest control formulation that maintains efficacy characteristics such as flushing-out efficacy against mosquitoes, flies, cockroaches, and the like.

<Means for solving the problem> In view of such circumstances, the present inventors have conducted various studies, and as a result, an oil-in-water emulsion formulation of a certain sanitary insect control agent,
The present invention has been found to be a preparation which is safe and rich in storage stability and further maintains the efficacy characteristics of sanitary insect pests, and has led to the present invention.

That is, the present invention relates to the general formula [Where X is Equation (2) Or Wherein * ¹ and * ² represent an asymmetric carbon, the absolute configuration of the asymmetric carbon represented by * ¹ is R, and
The ratio of the trans isomer to the geometric isomer generated by the asymmetric carbon represented by * ¹ and * ² is 70% or more. 1 to 50% by weight of at least one carboxylic acid ester represented by the formula (1), 2 to 10% by weight of polyvinyl alcohol or gum arabic, and an appropriate amount of a thickener, residual water, etc. A pest control agent (hereinafter, referred to as the composition of the present invention) is provided.

 Next, the outline of the production process of the composition of the present invention will be described.

First, a predetermined amount of the insecticidal compound represented by the general formula [I] is added to a 2 to 20% by weight aqueous solution of polyvinyl alcohol or gum arabic, and if necessary, heated to 60 to 80 ° C.
The emulsion is dispersed and emulsified using an ordinary stirrer, for example, TK homomixer (trade name of Tokushu Kika Kogyo KK). At this time, the size of the emulsified oil droplet particles is about 1 μm depending on the stirring intensity and the amount of polyvinyl alcohol or gum arabic added.
Adjustment is possible in the range of about 200 μm. Next, in order to prevent sedimentation of the emulsion particles and increase the dispersion stability, an aqueous solution of a thickener is mixed at an appropriate ratio, whereby a long-term stable oil-in-water emulsion insecticidal composition for epidemic control is obtained. .

All of the compounds represented by the general formula [I] used in the present invention are liquid at room temperature (about 20 to 25 ° C.), and a dispersion can be easily obtained without using an organic solvent. For the purpose of improving, for example, xylene, toluene, alkylbenzene, phenylxylylethane,
Organic solvents such as hydrocarbons such as hexane and heptane, chlorinated hydrocarbons such as chloroform, ketones such as methyl ethyl ketone and cyclohexanone, and esters such as diethyl phthalate and n-butyl acetate can also be used. It is.

As the polyvinyl alcohol used in the present invention, those having a degree of polymerization of 1500 or less and a degree of saponification of 70 to 90 mol% are suitable. For example, Gohsenol GL-05 (trade name of Nippon Synthetic Chemical Industry Co., Ltd .: degree of polymerization of 1000 or less) , Saponification degree 86.5
-89 mol%) and Gohsenol KL-05 (same as above, polymerization degree 1000 or less, saponification degree 78.5-81.5 mol%).

As the thickener, for example, polysaccharides such as xanthan gum, locust bean gum, carboxymethyl cellulose,
Synthetic polymers such as polyacrylic acid, mineral fine powders such as magnesium and aluminum silicate, and the like can be used alone or in combination of two or more.

Furthermore, synergists such as piperonyl butoxide and octachlorodipropyl ether, stabilizers such as BHT, propylene glycol for the purpose of preventing freezing in the cold season,
It is also possible to add an antifreezing agent such as ethylene glycol, an antiseptic, a fungicide and the like for preventing spoilage during long-term storage.

It is also possible to use a mixture of two or more compounds represented by the general formula [I], and furthermore, a compound represented by the general formula [I] and a pyrethroid insecticide compound other than the general formula [I], for example, , 3-phenoxybenzylchrysanthemate, α-cyano-3-phenoxybenzylchrysanthemate, 3-phenoxybenzyl 2,2-dimethyl-3
-(2,2-dichlorovinyl) -cyclopropanecarboxylate and the like can be used in combination.

The method of using the composition of the present invention is generally used by diluting with water several times to several hundred times and then spraying with a sprayer, depending on the concentration of the contained sanitary pest control agent. is there. In some cases, micro-spraying may be performed using a high-concentration micro-spray (ULV) spraying apparatus without dilution with water. The amount of the applied drug depends on the type of the sanitary insect control agent contained and the type of the target pest, but is usually 0.1 to 1000 mg / m ² as the active ingredient. The pests to be controlled by the composition of the present invention are flies, mosquitoes, cockroaches, termites, house mites, bedbugs, bed bugs, centipedes, etc. is there. Certain of these pests are also known as vectors for transmitting infectious diseases, and the compositions of the present invention are also used to prevent these infectious diseases. Therefore, the composition of the present invention is generally used by pest control specialists, but in some cases, it may be used by general individuals.

<Effects of the Invention> According to the present invention, an oil-in-water emulsion-type sanitary pest which is safe for users without deteriorating the insecticidal efficacy of the sanitary pest control agent against sanitary pests and has excellent storage stability. A controlling agent can be obtained.

<Examples> Example 1 The configuration of a carboxylic acid is R-cis, trans, and cis and tr
200 g of the compound represented by formula (3) of the general formula [I] having a weight ratio of ans of 20 to 80 was added to Gohsenol GL-05 (same as above).
Was added to 400 g of a 10% by weight aqueous solution, and stirred at room temperature for 5 minutes at 7000 rpm with a TK homomixer (same as above) to obtain a dispersion. Agrisol FL-1 at room temperature
00F (Kao Corporation product name: polyacrylic acid thickener)
Was added and mixed with gentle stirring for several minutes to obtain an oil-in-water emulsion-type insecticide composition having an active ingredient concentration of 20% by weight.

Example 2 The configuration of the carboxylic acid is R-cis, trans, and cis and tr
100 g of the compound represented by the general formula [I] (5) having a weight ratio of ans of 20 to 80 was added to Gohsenol GL-05 (same as above).
Was stirred in a TK homomixer (same as above) at 7000 rpm for 5 minutes at room temperature to obtain a dispersion. In addition, xanthan gum 0.5% by weight
And aluminum magnesium silicate 1.0% by weight
Add 400 g of aqueous solution, and further add 100 g of propylene glycol
Was added and mixed with gentle stirring for several minutes to obtain an oil-in-water emulsion composition having an active ingredient concentration of 10% by weight.

Example 3 The configuration of the carboxylic acid is R-cis, trans, and cis and tr
100 g of the compound represented by the general formula (I) (2) having a weight ratio of ans of 20 to 80 and 100 g of α-cyano-3-phenoxybenzylchrysanthemate are mixed to form a uniform transparent mixed liquid. Obtained. The same operation as in Example 2 was carried out on 100 g of the mixed liquid to obtain an oil-in-water emulsion composition having a concentration of each active ingredient of 5% by weight and a total of 10% by weight.

Example 4 The general formula [I] in which the configuration of the carboxylic acid is R-trans
100 g of the compound represented by (1) above and 100 g of 3-phenoxybenzylchrysanthemate were mixed to obtain a uniform transparent mixed liquid. The same operation as in Example 2 was carried out on 100 g of the mixed liquid to obtain an oil-in-water emulsion composition having a concentration of each active ingredient of 5% by weight and a total of 10% by weight.

Example 5 The configuration of the carboxylic acid is R-cis, trans, and cis and tr
50 g of the compound represented by the general formula [I] (4) having a weight ratio of ans of 20 to 80 and 50 g of phenoxybenzyl 3- (2,2-dichlorovinyl) -2,2-dimethylcyclopropanecarboxylate After mixing, 100 g of phenylxylylethane was added and mixed to obtain a uniform transparent mixed liquid. The same operation as in Example 2 was performed on 100 g of the mixed liquid to obtain an oil-in-water emulsion composition having a concentration of each active ingredient of 2.5% by weight and a total of 5% by weight.

Example 6 100 g of each of the compounds of the general formulas (I) (3) and (4) used in Examples 1 and 5 were mixed to obtain a uniform transparent mixed liquid. 100 g of this mixed liquid was added to 400 g of a 10% by weight aqueous solution of gum arabic, and the mixture was stirred at room temperature for 5 minutes with a TK homomixer (same as above) at 7,000 rpm.
A dispersion was obtained. Further, xanthan gum 0.2% by weight and aluminum magnesium silicate 1.5% by weight aqueous solution 500g are added and mixed with gentle stirring for several minutes to obtain an oil-in-water emulsion composition having a concentration of each active ingredient of 5% by weight and a total of 10% by weight. Obtained.

Comparative Example 1 A compound represented by the general formula (3) in which the carboxylic acid has the configuration of RS-cis, trans and the weight ratio of R and S is 50:50 and cis and trans is 50:50 was used. The same operation as in Example 1 was performed, but the suspended particles were large and settled immediately, and a stable suspension was not obtained.

Comparative Example 2 50 g of the compound represented by the general formula [I] (1) used in Example 4 and 50 g of 3-phenoxybenzylchrysantemate were used.
200 g of Himal PS-90A (Matsumoto Yushi Seiyaku Co., Ltd. product name: emulsifier) was added to 100 g of the mixture, and mixed well.
700 g was gradually added and mixed to obtain a transparent solubilized aqueous emulsion having a concentration of each active ingredient of 5% by weight and a total of 10% by weight.

Test Example 1 A plastic cup containing 10 adult German cockroaches was placed on the bottom of a 70 cm × 70 cm × 70 cm glass box, and the lid of the plastic cup was opened halfway. The plastic cup should also be placed in a large petri dish, buttered with butter to prevent cockroaches from escaping. 1.5 ml of a 10-fold water dilution of the composition of Example 3 was sprayed on the glass box with a spray gun. Immediately after spraying, the German cockroach was intensely excited,
Two minutes later, all cockroaches jumped out of the cup.
Two minutes later, all cockroaches were knocked down in the petri dish. After 10 minutes of exposure, all cockroaches were collected in new plastic cups and fed and watered until the next day, where they were all dead.

Test Example 2 In the same glass box as in Test Example 1, a 5-fold diluted solution of the composition of Example 4 and a 5-fold diluted solution of the composition of Comparative Example 2 were separately sprayed using a spray gun. Immediately after spraying, the face was placed in the glass box and the irritancy of each spray solution was examined. The composition of the present invention showed almost no irritation, while the comparative composition showed strong irritation to the nose.

Test Example 3 100 g of the composition of Example 1 was placed in a polyethylene container provided with an inner stopper, and the mixture was allowed to stand at a temperature of 40 ° C. After one month and three months after the standing, the content of the active ingredient was measured. As a result, the value was hardly changed as compared with the value at the start of storage.

 ────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Kozo Tsuji 3-1-198 Kasuganaka, Konohana-ku, Osaka-shi, Osaka Sumitomo Chemical Industries, Ltd. (56) References JP-A-56-49307 (JP, A) JP-A-61-212325 (JP, A) JP-A-59-110604 (JP, A)

Claims (1)

(57) [Claims] (1) General formula [Wherein * 1 and * 2 represent asymmetric carbons, the absolute configuration of the asymmetric carbon represented by * 1 is R, and * 1 and * 2
The ratio of the trans isomer to the geometric isomer generated by the asymmetric carbon represented by is 70% or more. 1 to 50% by weight of at least one carboxylic acid ester represented by the formula (1), 2 to 10% by weight of polyvinyl alcohol or gum arabic, and an appropriate amount of a thickener, residual water, etc. Pest control agent.