JPH09235206A - Pest control agent composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a pest control agent composition inducing slight deteriora tion of a formulation due to separation or growth of a crystal, excellent in preservation stability for a long period of time and especially useful for control ling of a pest insect of lumber. SOLUTION: The objective pest control agent composition is obtained by including an organic phosphorus-based compound e.g. O,O-diethyl O-3,5,6- trichloro-2-pyridyl phophorothioate (chloropyrifos)} having >=15 deg.C melting point together with a non-aromatic ester solvent having >=8 total C (e.g. methyl caprate) in a microcapsule. Preferably, an average particle diameter of the microcapsule is >=30μm, a value of (the average particle diameter/membrane thickness) is 30-200 and a value of (the average particle diameter × membrane thickness) is <=20μm<2> . Further, preferably a weight percent A occupied by an aromatic ring structure in the membrane substance of the microcapsule is <=40% and a ratio of the value of A to the value of (the average particle diameter/ membrane thickness) of the microcapsule is 0-0.8.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a pesticidal composition in which an organic phosphorus compound is microencapsulated.

[0002]

2. Description of the Related Art Pest control compositions in which an organic phosphorus compound, for example, chlorpyrifos, is microencapsulated are used for controlling wood pests.

[0003]

However, pest control agents obtained by microencapsulation of a solid organophosphorus compound at room temperature, such as chlorpyrifos, do not always have good long-term storage stability. There is a problem of deterioration of the preparation due to precipitation and growth of, and its improvement has been demanded.

[0004]

Means for Solving the Problems The present invention is to solve the above-mentioned problems and provides a pest control agent composition in which an organophosphorus compound having a melting point of 15 ° C. or higher is microencapsulated. The present invention provides a pest control agent composition in which a non-aromatic ester solvent having a number of 8 or more is encapsulated in microcapsules together with the organic phosphorus compound.

[0005]

BEST MODE FOR CARRYING OUT THE INVENTION The organophosphorus compound used in the present invention has a melting point of 15 ° C. or more. Specifically, for example, the following active ingredient compounds of insecticides, fungicides, and herbicides are used. No.

(1) O, O-diethyl O-3,5
6-trichloro-2-pyridyl phosphorothioate {chloropyrifos} (2) O, O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate {chloropyrifosmethyl} (3) O, O-diethyl O-quinoxaline-2 -Yl phosphorothioate {quinalphos} (4) O- (1,6-dihydro-6-oxo-1-phenylpyridazin-3-yl) O, O-diethyl phosphorothioate {pyridafenthione} (5) O, O-dimethyl S- (N-methylcarbamoylmethyl) dithiophosphate {dimethoate}

(6) S-α-ethoxycarbonylbenzyl O, O-dimethyl phosphorodithioate @ PA
P} (7) S-6-chloro-2,3-dihydro-2-oxobenzoxazol-3-ylmethyl O, O-diethyl phosphorodithioate {phosalone} (8) S-2,3-dihydro-5 -Methoxy-2-oxo-1,3,4-thiadiazol-3-ylmethyl
O, O-dimethyl phosphorodithioate {DMTP} (9) 2-chloro-1- (2,4-dichlorophenyl) vinyl dimethyl phosphate {dimethylvinphos} (10) dimethyl 2,2,2-trichloro-1- Hydroxyethyl phosphonate trichlorfon

(11) O-ethyl O-4-nitrophenyl phenylphosphonothioate {EPN} (12) S-benzyl O, O-diisopropyl phosphorothioate {IBP} (13) O-2,6-dichloro-p- Toril O, O-
Dimethyl phosphorothioate {tolclofosmethyl} (14) O-methyl O-2-nitro-p-tolyl isopropyl phosphoramidothioate {amiproposmethyl}

As the non-aromatic ester solvent having a total carbon number of 8 or more used in the present invention, a liquid ester compound having a total carbon number of 8 or more having no aromatic ring structure, for example, capric acid such as methyl caprate. Ester, lauric acid ester such as methyl laurate, myristic acid ester such as isopropyl myristate, palmitic acid ester such as isopropyl palmitate, 2-ethylhexanoic acid ester such as cetyl 2-ethylhexanoate, methyl oleate, oleic acid Aliphatic monocarboxylic acid ester such as oleic acid ester such as isobutyl, diisobutyl adipate, dihexyl adipate, di-adipate
2-Ethylhexyl, adipic acid diesters such as diisodecyl adipate, dibutyl sebacate, di-2-ethylhexyl sebacate, dioctyl sebacate and other sebacic acid diesters, maleic acid diester such as dibutyl maleate, and fumaric acid such as dibutyl fumarate Aliphatic dicarboxylic acid esters such as diesters may be mentioned.

In producing the pesticidal composition of the present invention, the microencapsulation preparation method includes, for example, control of microencapsulation reaction such as conventionally known interfacial polymerization method and in-situ method. An easy method is used. Among them, the interfacial polymerization method is a preferable method for obtaining the pesticidal composition of the present invention because of a wide selection range of the film substance.

In the present invention, examples of the membrane material of the microcapsules include polyurethane, polyurea, polyamide, polyester, polycarbonate, polysulfonate, polysulfonamide, urea formalin condensate,
Examples thereof include melamine urea condensate, phenol formalin condensate, acrylate polymer, methacrylate polymer, vinyl acetate polymer, styrene polymer, divinylbenzene polymer, ethylene dimethacrylate polymer, and the like.

To form a polyurethane film, for example, a polyvalent isocyanate and a polyhydric alcohol may be interfacially polymerized. In the case of a polyurea film, interfacial polymerization of a polyvalent isocyanate and a polyvalent amine or water may be used. "New technology of microencapsulation" by Tamotsu Kondo et al., Such as interfacial polymerization of polyacid chloride and polyamine for polyamide membrane and interfacial polymerization of polyacid chloride and polyhydric alcohol for polyester membrane. Microcapsulation can be carried out by a method known from "Management Development Center Publishing Division, etc."

As one embodiment of the present invention, there is provided a pesticidal composition in which chlorpyrifos is microencapsulated. The pesticidal composition is used for controlling wood pests such as termites and leaf beetles. Particularly suitable. As the microencapsulated composition for controlling pests of chlorpyrifos in wood, the average particle size of the microcapsules is 3
The microcapsules are designed so that the value of (average particle diameter / film thickness) is 30 or more and 200 or less, and the value of (average particle diameter × film thickness) is 20 μm ² or less. Are preferred in terms of enhancing the wood pest control effect and formulation stability.

The average particle size of the microcapsules is, for example,
It can be measured using a Coulter Counter TA-II (manufactured by Nikkaki). The film thickness is given by

[Equation 1] Can be calculated by

When the pesticidal composition of the present invention, in which chlorpyrifos is microencapsulated, is used outdoors on wood, discoloration may be observed at the places where it is sprayed, but the aromatic ring in the membrane material may be discolored. The film material is selected so that the weight% value A of the structure is 40 or less and the ratio of the value of A to the value of (average particle size / film thickness) of the microcapsules is 0 or more and 0.8 or less. This can prevent discoloration. For that purpose, for example, to form a polyurea film or the like by the above interfacial polymerization method, by not increasing the use ratio of a film-forming raw material containing an aromatic ring structure such as phenylenediisocyanate or phenylenediamine, the film What is necessary is just to reduce the weight% value occupied by the aromatic ring structure in the substance. Of course, the weight% value A occupied by the aromatic ring structure in the film substance may be set to 0 by using the film forming raw material that does not contain the aromatic ring structure.

The polyvalent isocyanate used for forming the polyurethane film or the polyurea film includes hexamethylene diisocyanate, an adduct of hexamethylene diisocyanate and trimethylolpropane, Biuret condensate of three molecules of isocyanate, adduct of tolylene diisocyanate with trimethylolpropane, isocyanurate condensate of tolylene diisocyanate, isocyanurate condensate of hexamethylene diisocyanate, isocyanurate of isophorone diisocyanate One isocyanate portion of the condensate, hexamethylene diisocyanate, forms an isocyanurate with two molecules of tolylene diisocyanate, and the other isocyanate portion has two molecules of another hexamethylene diisocyanate. Isocyanate prepolymer constituting the isocyanurate with preparative, 4,4'-methylenebis (cyclohexyl isocyanate), the use of such trimethyl hexamethylene diisocyanate are preferred.

When the pesticidal composition of the present invention in which chlorpyrifos is microencapsulated is used for termite control, the pesticidal composition is used in an amount of chlorpyrifos of about 5 to 50 g / m ² under the floor of a house. Spray on soil or concrete surface. When the pesticidal composition is treated with xylem, the amount of chlorpyrifos is 1%.
Spray about 5 g / m ² on the surface of the wood.

When the pesticidal composition of the present invention, in which chlorpyrifos is microencapsulated, is used for insect control plywood for controlling the bark beetle, the pesticidal composition is used in an amount of chlorpyrifos per m ³ of plywood.
The veneer can be mixed with an adhesive so as to have a weight of about 10 to 1000 g, and then laminated to a veneer, and then subjected to pressure treatment to obtain an insect-resistant plywood. As the adhesive, urea resin, melamine urea, modified phenol resin, alkali phenol resin and the like are used.

The pesticidal composition of the present invention, in which chlorpyrifos is microencapsulated, is effective not only in controlling wood pests but also in controlling unpleasant pests such as ants, kamado, gejigeji, centipede, waradbug, and beetle. In this case, for example, the pesticidal composition of the present invention may be sprayed on the unpleasant pest or the place where the unpleasant pest inhabits in an amount of chlorpyrifos of about 1 to 50 g / m ² .

The pesticidal composition of the present invention can be in various forms such as aqueous suspensions, powders, wettable powders, granules and the like. Often used because of its goodness. The aqueous suspension is prepared, for example, by adding a stabilizer such as a thickener, an antifreezing agent, a preservative, and a specific gravity regulator to a slurry obtained as a result of performing a microencapsulation reaction by an interfacial polymerization method. Is done.

Examples of the thickener include xanthan gum,
Ramzan gum, locust bean gum, carrageenan,
Natural polysaccharides such as welan gum, synthetic polymers such as sodium polyacrylate, semi-synthetic polymers such as carboxymethylcellulose, aluminum magnesium silicate, mineral powder such as smectite, bentonite, hectorite, silica, alumina sol, etc. Examples thereof include substances that exhibit a thickening effect in water, and the content in the pesticidal composition of the present invention is usually 0 to 10% by weight. Examples of the antifreezing agent include ethylene glycol, propylene glycol, glycerin and the like, and the content thereof in the pest control agent composition of the present invention is usually 0 to 20% by weight.

Examples of the preservative include those used in ordinary pesticide preparations such as parahydroxybenzoate and salicylic acid derivatives. Specific gravity regulators include, for example, aqueous solutions of sodium sulfate and the like. And water-soluble fertilizers such as urea and the like. The content of the organophosphorus compound as the active ingredient in the pesticidal composition of the present invention varies depending on the kind of the active ingredient, the form of the preparation and the like, but is usually 0.5 to 80% by weight, In the case of a suspension, it is usually 0.5 to 50% by weight. Further, the non-aromatic ester solvent having a total carbon number of 8 or more is usually 0.1 to 10 with respect to 1 part by weight of the organic phosphorus compound which is the active ingredient.
Parts by weight, preferably 0.3-5 parts by weight, more preferably
It is used in a proportion of 0.5 to 3 parts by weight.

[0023]

The present invention will be described in more detail with reference to Production Examples, Comparative Examples and Test Examples. First, a production example is shown. Preparation Example 1 Sumidur N-75 (Sumitomo Bayer Urethane made of hexamethylene diisocyanate biuret condensate, containing no aromatic ring in the molecule) 3.21 parts by weight, diisodecyl adipate 20 parts by weight and chlorpyrifos 20 parts by weight were mixed. And then homogenize, then 8% by weight of polyvinyl alcohol and 6% by weight
Was added to 150 parts by weight of an aqueous solution containing ethylene glycol and was stirred at room temperature using a TK auto homomixer (homogenizer manufactured by Tokushu Kika Kogyo Co., Ltd.) to disperse into fine droplets. Subsequently, the mixture was gently stirred at 60 ° C. for 24 hours to obtain a slurry in which chlorpyrifos was microencapsulated in a polyurethane film. 206.7 parts by weight of an aqueous solution containing 1 part by weight of xanthan gum and 5 parts by weight of aluminum magnesium silicate was added to the obtained slurry to obtain a pest control composition of the present invention containing 5% by weight of chlorpyrifos.
The obtained microcapsules had an average particle size of 14.4 μm, a film thickness of 0.14 μm, (average particle size / film thickness) of 103, and (average particle size × film thickness) of 2.0 μm ² . The weight% value A occupied by the aromatic ring structure in the film substance was 0, and the ratio of the value A to the value of (average particle size / film thickness) was 0.

Production Example 2 Sumidule L-75 (Sumitomo Bayer Urethane Tolylene Diisocyanate / Trimethylolpropane Adduct,
(Molecular weight 656, containing 3 benzene rings as aromatic rings in the molecule) 14.07 parts by weight, diisobutyl adipate 40 parts by weight and chlorpyrifos 20 parts by weight are mixed and homogenized.
To 150 parts by weight of an aqueous solution containing 10% by weight of gum arabic and 6% by weight of ethylene glycol was added, and the mixture was stirred at room temperature using a TK autohomomixer and dispersed in microdroplets. Subsequently, the mixture was gently stirred at 60 ° C. for 24 hours to obtain a slurry in which chlorpyrifos was microencapsulated in a polyurethane film. 175.93 parts by weight of an aqueous solution containing 2 parts by weight of xanthan gum and 4 parts by weight of aluminum magnesium silicate was added to the obtained slurry to obtain a pest control composition of the present invention containing 5% by weight of chlorpyrifos. The average particle size of the obtained microcapsules was 25.2 μm, and the film thickness was
0.65 μm, (average particle size / film thickness) is 39, (average particle size x
The film thickness) was 16.4 μm ² . The weight% value A occupied by the aromatic ring structure in the film substance was 28.8%, and the ratio of the value of A to the value of (average particle size / film thickness) was 0.74.

Production Example 3 2.34 parts by weight of Sumidule L-75, 10 parts by weight of diisobutyl adipate and 20 parts by weight of chlorpyrifos were mixed and homogenized, and then 8% by weight of polyvinyl alcohol and 6% by weight were mixed.
150 parts by weight of an aqueous solution containing ethylene glycol and was stirred at room temperature using a TK Autohomomixer, and dispersed in fine droplets. Subsequently, the mixture was gently stirred at 60 ° C. for 24 hours to obtain a slurry in which chlorpyrifos was microencapsulated in a polyurethane film. In the obtained slurry,
217.66 parts by weight of an aqueous solution containing 2 parts by weight of xanthan gum and 4 parts by weight of aluminum magnesium silicate was added to obtain a pest control composition of the present invention containing 5% by weight of chlorpyrifos. The obtained microcapsules had an average particle size of 10.9 μm, a film thickness of 0.11 μm, (average particle size / film thickness) of 99, and (average particle size × film thickness) of 1.2 μm ² . Further, the weight% value A occupied by the aromatic ring structure in the film substance is
28.8%, the ratio of A value to (average particle size / film thickness) value is 0.
29.

Production Example 4 6.31 parts by weight of Sumidule L-75, 40 parts by weight of diisobutyl adipate and 20 parts by weight of chlorpyrifos were mixed and homogenized, and then added to 150 parts by weight of an aqueous solution containing 8% by weight of polyvinyl alcohol, The mixture was stirred at room temperature using a TK Autohomomixer and dispersed in microdroplets. Then at 60 ℃ 24
The mixture was gently stirred for a time to obtain a slurry in which chlorpyrifos was microencapsulated in a polyurea film. An aqueous solution containing 2 parts by weight of xanthan gum and 4 parts by weight of aluminum magnesium silicate in the obtained slurry.
3.69 parts by weight was added to obtain a pest control composition of the present invention containing 5% by weight of chlorpyrifos. The average particle size of the obtained microcapsules is 4.9 μm, the film thickness is 0.06 μm,
(Average particle size / film thickness) is 82, (Average particle size x film thickness) is 0.3
It was μm ² . The weight% value A occupied by the aromatic ring structure in the film substance was 32.9%, and the ratio of the value of A to the value of (average particle size / film thickness) was 0.40.

Production Example 5 4.39 parts by weight of Sumidule L-75, 20 parts by weight of diisobutyl adipate and 20 parts by weight of chlorpyrifos were mixed and homogenized, and then 8% by weight of polyvinyl alcohol and 6% by weight.
150 parts by weight of an aqueous solution containing ethylene glycol and was stirred at room temperature using a TK Autohomomixer, and dispersed in fine droplets. Subsequently, the mixture was gently stirred at 60 ° C. for 24 hours to obtain a slurry in which chlorpyrifos was microencapsulated in a polyurethane film. In the obtained slurry,
205.61 parts by weight of an aqueous solution containing 2 parts by weight of xanthan gum and 4 parts by weight of aluminum magnesium silicate was added to obtain a pest control composition of the present invention containing 5% by weight of chlorpyrifos. The obtained microcapsules had an average particle size of 6.6 μm, a film thickness of 0.09 μm, (average particle size / film thickness) of 73, and (average particle size × film thickness) of 1.06 μm ² . Further, the weight% value A occupied by the aromatic ring structure in the film substance is
28.8%, the ratio of A value to (average particle size / film thickness) value is 0.
It was 39.

Production Example 6 1.95 parts by weight of Sumidule L-75, 25 parts by weight of dibutyl fumarate and 20 parts by weight of chlorpyrifos were mixed and homogenized, and then 5% by weight of gum arabic and 6% by weight of ethylene glycol were added. In addition to 150 parts by weight of the aqueous solution containing the mixture, the mixture was stirred at room temperature using a TK Autohomomixer and dispersed in microdroplets.
Subsequently, the mixture was gently stirred at 60 ° C. for 24 hours to obtain a slurry in which chlorpyrifos was microencapsulated in a polyurethane film. 203.05 parts by weight of an aqueous solution containing 2 parts by weight of xanthan gum and 4 parts by weight of aluminum magnesium silicate was added to the obtained slurry to obtain a pest control composition of the present invention containing 5% by weight of chlorpyrifos. The average particle size of the obtained microcapsules is 22.6 μm,
The film thickness was 0.12 μm, (average particle size / film thickness) was 188, and (average particle size × film thickness) was 2.7 μm ² . The weight% value A occupied by the aromatic ring structure in the film substance was 28.8%, and the ratio of the value of A to the value of (average particle size / film thickness) was 0.15.

Production Example 7 Sumidule HT (adduct of Sumitomo Bayer Urethane hexamethylene diisocyanate and trimethylolpropane, containing no aromatic ring in the molecule) 4.13 parts by weight, methyl oleate 20 parts by weight and chlorpyrifos 20 After mixing 1 part by weight to homogenize, add to 150 parts by weight of an aqueous solution containing 8% by weight of polyvinyl alcohol and 6% by weight of ethylene glycol, stir at room temperature using a TK autohomomixer, and disperse into fine droplets. did. Subsequently, the mixture was gently stirred at 60 ° C. for 24 hours to obtain a slurry in which chlorpyrifos was microencapsulated in a polyurethane film. 205.87 parts by weight of an aqueous solution containing 2 parts by weight of xanthan gum and 4 parts by weight of aluminum magnesium silicate was added to the obtained slurry to obtain a pest control composition of the present invention containing 5% by weight of chlorpyrifos. The obtained microcapsules had an average particle size of 11.7 μm, a film thickness of 0.14 μm, (average particle size / film thickness) of 84, and (average particle size × film thickness) of 1.6 μm ² . The weight% value A occupied by the aromatic ring structure in the film substance was 0, and the ratio of the value A to the value of (average particle size / film thickness) was 0.

Production Example 8 Millionate MR-400 (polyethylene polyphenyl polyisocyanate manufactured by Nippon Polyurethane Industry Co., containing one benzene ring per methylene phenyl isocyanate unit as an aromatic ring) 2.32 parts by weight, diisobutyl adipate
20 parts by weight and 20 parts by weight of chlorpyrifos were mixed and homogenized, and then added to 150 parts by weight of an aqueous solution containing 8% by weight of polyvinyl alcohol and 6% by weight of ethylene glycol,
The mixture was stirred at room temperature using a TK Autohomomixer and dispersed in microdroplets. Subsequently, the mixture was gently stirred at 60 ° C. for 24 hours to obtain a slurry in which chlorpyrifos was microencapsulated in a polyurethane film. 2 in the resulting slurry
207.66 parts by weight of an aqueous solution containing 5 parts by weight of xanthan gum and 4 parts by weight of aluminum magnesium silicate was added to obtain a pest control composition of the present invention containing 5% by weight of chlorpyrifos. The obtained microcapsules had an average particle size of 12.1 μm, a film thickness of 0.13 μm, (average particle size / film thickness) of 93, and (average particle size × film thickness) of 1.6 μm ² . Further, the weight% value A occupied by the aromatic ring structure in the film substance is
45.6%, the ratio of A value to (average particle size / film thickness) value is 0.
It was 49.

Production Example 9 6.21 parts by weight of Sumidule L-75, 20 parts by weight of diisobutyl adipate and 20 parts by weight of chlorpyrifos were mixed and homogenized, and then 5% by weight of gum arabic and 6% by weight of ethylene glycol were added. In addition to 150 parts by weight of the aqueous solution containing the mixture, the mixture was stirred at room temperature using a TK Autohomomixer and dispersed in microdroplets. Subsequently, the mixture was gently stirred at 60 ° C. for 24 hours to obtain a slurry in which chlorpyrifos was microencapsulated in a polyurethane film. 203.79 parts by weight of an aqueous solution containing 2 parts by weight of xanthan gum and 4 parts by weight of aluminum magnesium silicate was added to the obtained slurry to obtain a pest control composition of the present invention containing 5% by weight of chlorpyrifos. The average particle size of the obtained microcapsules is 47.5.
μm, film thickness 0.88 μm, (average particle size / film thickness) 54,
(Average particle size × film thickness) was 41.8 μm ² . The weight% value A occupied by the aromatic ring structure in the film substance was 28.8%, and the ratio of the value of A to the value of (average particle size / film thickness) was 0.49.

Production Example 10 1 part by weight of Sumidule L-75, diisobutyl adipate
After mixing 40 parts by weight and 20 parts by weight of chlorpyrifos to homogenize, add to 150 parts by weight of an aqueous solution containing 5% by weight of gum arabic and 6% by weight of ethylene glycol, and stir at room temperature using TK Autohomomixer. And dispersed in microdroplets. Subsequently, the mixture was gently stirred at 60 ° C. for 24 hours to obtain a slurry in which chlorpyrifos was microencapsulated in a polyurethane film. 189 parts by weight of an aqueous solution containing 2 parts by weight of xanthan gum and 4 parts by weight of aluminum magnesium silicate was added to the obtained slurry to obtain a pest control composition of the present invention containing 5% by weight of chlorpyrifos. The average particle size of the obtained microcapsules is 25.9 μm,
The film thickness was 0.05 μm, (average particle size / film thickness) was 518, and (average particle size × film thickness) was 1.3 μm ² . The weight% value A occupied by the aromatic ring structure in the film substance was 28.8%, and the ratio of the value of A to the value of (average particle size / film thickness) was 0.056.

Production Example 11 22.59 parts by weight of Sumidule L-75, 5 parts by weight of diisobutyl adipate and 20 parts by weight of chlorpyrifos were mixed and homogenized, and then 8% by weight of polyvinyl alcohol and 6% by weight of ethylene glycol were mixed. In addition to 150 parts by weight of the aqueous solution containing the mixture, the mixture was stirred at room temperature using a TK Autohomomixer and dispersed in microdroplets. Subsequently, the mixture was gently stirred at 60 ° C. for 24 hours to obtain a slurry in which chlorpyrifos was microencapsulated in a polyurethane film. In the obtained slurry,
202.41 parts by weight of an aqueous solution containing 2 parts by weight of xanthan gum and 4 parts by weight of aluminum magnesium silicate were added to obtain a pest control composition of the present invention containing 5% by weight of chlorpyrifos. The average particle size of the obtained microcapsules is 19.9 μm, the film thickness is 2.0 μm, (average particle size / film thickness)
Was 10 and (average particle size × film thickness) was 39.8 μm ² . In addition, the weight% value A occupied by the aromatic ring structure in the membrane substance is 28.8.
%, The ratio of the value of A to the value of (average particle size / film thickness) was 2.88.

Production Example 12 2.19 parts by weight of Sumidule L-75, dioctyl sebacate
After mixing 40 parts by weight and 20 parts by weight of chlorpyrifos to homogenize, add to 150 parts by weight of an aqueous solution containing 5% by weight of gum arabic and 6% by weight of ethylene glycol, and stir at room temperature using TK Autohomomixer. And dispersed in microdroplets. Subsequently, the mixture was gently stirred at 60 ° C. for 24 hours to obtain a slurry in which chlorpyrifos was microencapsulated in a polyurethane film. To the resulting slurry was added 187.81 parts by weight of an aqueous solution containing 2 parts by weight of xanthan gum and 4 parts by weight of aluminum magnesium silicate, and 5% by weight was added.
A pesticide composition of the present invention containing chlorpyrifos of was obtained. The average particle size of the obtained microcapsules is 26.6μ.
m, film thickness was 0.11 μm, (average particle size / film thickness) was 242, and (average particle size × film thickness) was 2.9 μm ² . The weight% value A occupied by the aromatic ring structure in the film substance was 28.8%, and the ratio of the value of A to the value of (average particle size / film thickness) was 0.12.

Production Example 13 2 parts by weight of Sumidule L-75, dichloride of sebacic acid
8 parts by weight after mixing 0.2 parts by weight, 20 parts by weight of diisobutyl adipate and 20 parts by weight of chlorpyrifos to homogenize
Was added to 150 parts by weight of an aqueous solution containing polyvinyl alcohol and 6% by weight of hexamethylenediamine, and the mixture was stirred at room temperature using a TK autohomomixer and dispersed in fine droplets.
Then, the mixture was gently stirred at room temperature for 4 hours and then at 60 ° C. for 20 hours to obtain a slurry in which chlorpyrifos was microencapsulated in a polyurea-polyamide membrane. An aqueous solution containing 2 parts by weight of xanthan gum and 4 parts by weight of aluminum magnesium silicate in the obtained slurry.
7.08 parts by weight was added to obtain a pest control composition of the present invention containing 5% by weight of chlorpyrifos. The average particle size of the obtained microcapsules is 10.5 μm, the film thickness is 0.09 μm,
(Average particle size / film thickness) is 117, (Average particle size x film thickness) is 0.9
It was μm ² . The weight% value A occupied by the aromatic ring structure in the film substance was 28.8%, and the ratio of the value of A to the value of (average particle size / film thickness) was 0.19.

Next, a production example of a composition for comparative reference in the test examples described below will be shown as a comparative example. Comparative Example 1 1.92 parts by weight of Sumijour N-75, 20 parts by weight of hexane and 20 parts by weight of chlorpyrifos were mixed and added to 150 parts by weight of an aqueous solution containing 8% by weight of polyvinyl alcohol and 6% by weight of ethylene glycol, and TK The mixture was stirred at room temperature using an auto homomixer and dispersed in fine droplets. Then 60 ° C
Stir gently for 24 hours and add 1 to the resulting slurry.
208.08 parts by weight of an aqueous solution containing 5 parts by weight of xanthan gum and 5 parts by weight of aluminum magnesium silicate were added to obtain a comparative pesticidal composition containing 5% by weight of chlorpyrifos.

Comparative Example 2 Millionate MR-400 0.95 parts by weight and chlorpyrifos 20
After mixing 1 part by weight to homogenize, the mixture was added to 150 parts by weight of an aqueous solution containing 8% by weight of polyvinyl alcohol, and the mixture was stirred at room temperature using a TK Autohomomixer to disperse into fine droplets. Then, the mixture was gently stirred at 60 ° C. for 24 hours to obtain a slurry in which chlorpyrifos was microencapsulated in a polyurea membrane. 229.05 parts by weight of an aqueous solution containing 2 parts by weight of xanthan gum and 4 parts by weight of aluminum magnesium silicate was added to the obtained slurry to obtain a comparative pest control composition containing 5% by weight of chlorpyrifos. The average particle size of the obtained microcapsules is 8.3μ.
m, film thickness was 0.1 μm, (average particle size / film thickness) was 83, and (average particle size × film thickness) was 0.83 μm ² . The weight% value A occupied by the aromatic ring structure in the film substance was 45.6%, and the ratio of the value of A to the value of (average particle size / film thickness) was 0.55.

Test examples are shown below. Test Example 1 The pesticidal composition of the present invention obtained in Production Examples 1, 3, 4, 7, 9 and 12 was used as a 0.25% by weight water-diluted solution, and a 10 cm termite ant was used to increase the height to 60 cm. Therefore, a sufficient amount (6 ml) was sprayed. When the mortality of insects after one day was calculated, all were 100%.

Test Example 2 The pest control composition of the present invention obtained in Production Examples 1, 2, 3, 4 and 5 and the pest control composition obtained in Comparative Example 1 were placed in a polyethylene bottle. Each composition was observed with a microscope after being stored in a refrigerator (internal temperature; about 5 ° C.) for 2 weeks. No crystal precipitation was observed in all the compositions of the present invention, whereas a large amount of crystal precipitation was observed in the composition obtained in Comparative Example 1. The pest control agent composition of the present invention,
No precipitation of crystals was observed in any of the compositions obtained in Production Examples 1, 2, 3, 4 and 5, and excellent storage stability was exhibited, while hexane was used instead of the non-aromatic ester solvent. Precipitation of crystals was observed in the composition obtained in Comparative Example 1 by using it.

Test Example 3 0.8 g of each of the pesticidal composition obtained in Production Examples 1, 3, 4, 5, 6, 7 and Comparative Example 2 was applied on a filter paper, air-dried and then exposed to sunlight for 3 days. Exposed. Production Examples 1, 3, 4, 5, 6, 7
The pest control agent composition of the present invention obtained in 1. had almost no discoloration, while the pest control agent composition obtained in Comparative Example 2 showed a clear yellowing.

Test Example 4 3 g of each of the pesticidal composition obtained in Production Examples 1, 2, 3, 8 and 12 was applied on a glass petri dish, and air-dried 6
It was kept at 0 ° C for 1 week. Next, the amount of the active ingredient (chlorpyrifos) remaining on the petri dish was measured by gas chromatography, and the residual rate of the active ingredient was determined by comparing with the coating amount. The results are shown in Table 1.

[0042]

[Table 1] As shown in the above table, Production Examples 1, 2, 3, 8 and 12
The pesticidal composition of the present invention obtained in 1. above is a composition effective for controlling pests over a long period of time, because volatilization of the active ingredient is suppressed.

Test Example 5 Each of the pesticide compositions obtained in Production Examples 1, 4 and 12 was made into a 0.1% by weight water-diluted solution, and 6 ml was sprayed onto the soil. After the sprayed soil was stored at 60 ° C. for a predetermined period, 10 termite worker ants were released into the soil, and the rate of bitter mortality (%) after 3 days was determined. Table 2 shows the results.

[0044]

[Table 2]

[0045]

INDUSTRIAL APPLICABILITY The pest control composition of the present invention is a composition having little deterioration of the preparation due to the precipitation and growth of crystals, and having excellent long-term storage stability.

 ────────────────────────────────────────────────── ─── Continuing on the front page (72) Inventor Toshiro Otsubo 4-2-1 Takashi Takarazuka-shi, Hyogo Sumitomo Chemical Industry Co., Ltd.

Claims (5)

[Claims] 1. A pest control agent composition in which an organophosphorus compound having a melting point of 15 ° C. or higher is microencapsulated, and a non-aromatic ester solvent having a total carbon number of 8 or more is used together with the organophosphorus compound. A pest control agent composition characterized by being encapsulated in microcapsules. 2. The pest control agent composition according to claim 1, wherein the organic phosphorus compound is chlorpyrifos. 3. The pest control agent composition according to claim 2, which is used for controlling wood pests. 4. The average particle size of the microcapsules is 30 μm or less, and the value of (average particle size / film thickness) is 30 or more and 200.
And the value of (average particle size × film thickness) is 20 μm ²
The pesticidal composition according to claim 3, which is as follows. 5. The weight% value A occupied by the aromatic ring structure in the film material of the microcapsules is 40 or less, and the ratio of the value of A to the value of (average particle size / film thickness) of the microcapsules. 0
The pest control agent composition according to claim 3 or 4, which is not less than 0.8 and not more than 0.8.