JP2004189734A - Ant repellent and method for producing the same - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an ant repellent containing microcapsules by which both of durability and permeability of the repellent are satisfied. <P>SOLUTION: This ant repellent is prepared by dividing an oil-phase component containing an active ingredient into two or more portions and then sequentially mixing the divided portions into an water-phase component, so as to conduct interfacial polymerization of the mixed components with stirring, wherein the water-phase component is stirred at such a viscosity and a stirring speed that the viscosity is lower and the stirring speed is different when compared with those given at the time when a portion of the oil-phase component is mixed just before. Thus, the microcapsules having such characteristics that the microcapsules have a volume-basis average particle diameter of 6-100 μm and a volume ratio of microcapsules having a volume-basis particle diameter of ≤4 μm is not less than 20% but less than 50% are formed as the ant repellent. <P>COPYRIGHT: (C)2004,JPO&NCIPI

Description

  The present invention relates to a termiticide and a method for producing the same, and more particularly to a termiticide that can be used as a termite controlling agent and a method for producing the same.

  BACKGROUND ART Conventionally, various termite control agents have been widely used to control termites that damage buildings.

  Such a termite control agent is applied to, for example, the foundation of a building or its surroundings, and is required to maintain its efficacy for a long period of time.

  Therefore, it is known that a termite control agent is prepared as a microcapsule to improve its efficacy persistence. For example, Japanese Patent Application Laid-Open No. 62-190107 discloses that the average particle size is 80 μm or less, A microencapsulated organophosphorus termite controlling agent containing an organophosphorus insecticide in a polyurea-based film having a thickness of 0.1 to 1 μm and an average particle diameter / film thickness of 20 to 400 has been proposed. ing.

JP-A-62-190107

  However, since the microcapsules usually have a normal particle size distribution, the number of particles decreases as the particle size deviates from the mode (median size). Therefore, if the average particle diameter is increased in order to improve the durability (alkali resistance and soil decomposition resistance) of the microcapsules, the number of microcapsules having a small particle diameter will inevitably decrease, and the permeability to the soil will decrease. . On the other hand, if the average particle size is reduced in order to improve the permeability to soil, the microcapsules having a large particle size are inevitably reduced, and the durability is reduced. There is a problem that you cannot be satisfied.

  The present invention has been made in view of such problems, and an object of the present invention is to provide a termiticide containing microcapsules that can satisfy both durability and permeability.

  In order to achieve the above object, the present inventors have conducted intensive studies on the termiticide prepared as microcapsules so as to satisfy both durability and permeability, and found that the average particle size on a volume basis of the microcapsules was When the diameter is 6 to 100 μm, if the volume ratio of the microcapsules having a particle diameter of 4 μm or less on a volume basis is 20% or more and less than 50%, the durability and permeability The present inventors have found out findings that can achieve both of the above, and as a result of further research, have completed the present invention.

That is, the present invention
(1) A microcapsule containing an active ingredient is included, the microcapsule has an average particle diameter on a volume basis of 6 to 100 μm, and the particle diameter on a volume basis is 4 μm with respect to the entire microcapsule. A termiticide, wherein a volume ratio of the following microcapsules is 20% or more and less than 50%,
(2) The termiticide according to (1), wherein the active ingredient is a neonicotinoid compound.
(3) The active ingredient is at least one selected from the group consisting of Hiba, Southrea genus, Magnolia genus, Atractylodes genus, Redebourillea genus, Paeonia genus, Psoralea genus, Myristica genus, Curcuma genus, Hummulus genus, Sophora genus The termiticide according to (1), which is a plant or a processed product thereof.
(4) The termiticide according to any of (1) to (3), which is obtained by mixing two or more types of microcapsules having different average particle diameters.
(5) Any one of the above (1) to (4), which is obtained by compounding the oil phase component containing the active ingredient into the aqueous phase component in a plurality of times and subjecting it to interfacial polymerization by stirring. A termiticide described in crab,
(6) After blending the oil phase component into the water phase component in a plurality of times, at each stirring, the aqueous phase component is stirred at a different stirring speed from the time of the previous blending. The termiticide according to 5),
(7) When blending the oil phase component into the water phase component in a plurality of times, in each formulation, lower the viscosity of the water phase component at the next blending than the viscosity of the water phase component at the previous blending. The termiticide according to the above (5) or (6),
(8) A termiticide, characterized in that an oil phase component containing an active ingredient is divided into a plurality of times and mixed with an aqueous phase component, and the resulting mixture is subjected to interfacial polymerization with stirring to obtain microcapsules containing the active ingredient. Manufacturing method,
(9) After blending the oil phase component into the water phase component in a plurality of times, at each stirring, the aqueous phase component is stirred at a different stirring speed from the time of the previous blending. 8) The method for producing a termiticide according to the above,
(10) When blending the oil phase component into the water phase component in a plurality of times, in each blending, lower the viscosity of the water phase component at the next blending than the viscosity of the water phase component at the previous blending. A method for producing a termiticide according to the above (8) or (9), characterized in that:

  ADVANTAGE OF THE INVENTION According to the termite-controlling agent of this invention, it can satisfy | fill both the durability (alkali resistance and soil decomposition resistance) of a microcapsule and the permeability to soil, and can express sufficient effect for a long period of time. .

  The termiticide of the present invention contains microcapsules containing an active ingredient.

  In the present invention, the active ingredient is not particularly limited. Fenobcarb, carbamate compounds such as propoxur, for example, known active ingredients such as pyrethroids such as allethrin, permethrin, tralomethrin, bifenthrin, acrinathrin, alpha cypermethrin, cyfluthrin, cyphenothrin, pralethrin, etofenprox, and silafluofen. Can be

In the present invention, neonicotinoid compounds are preferably used as the active ingredient. Neonicotinoid compound is a generic name of a compound the chlorine atoms substituted nitrogen-containing heterocyclic ring and nitro-substituted imino group (C = N-NO ₂₎ containing compound are bonded via a divalent hydrocarbon radical More specifically, for example, (E) -1- (2-chlorothiazol-5-ylmethyl) -3-methyl-2-nitroguanidine (generic name: clothianidin), N-acetyl-N- (2- Chlorothiazol-5-yl) methyl-N′-methyl-N ″ -nitroguanidine, N- (2-chlorothiazol-5-yl) methyl-N-methoxycarbonyl-N′-methyl-N ″ -nitroguanidine, 1- (6-chloro-3-pyridylmethyl) -N-nitroimidazoline-2-ylideneamine (generic name: imidacloprid), 3- (2-chloro-thiazol-5-ylmethyl) -5 [1,3,5] oxadiazinan-4-ylindene-N-nitroamine (generic name: thiamethoxane), (E) -N-[(6-chloro-3-pyridyl) methyl] -N′-cyano-N-methyl Acetamidine (generic name: acetamiprid), (ES) -1-methyl-2-nitro-3- (tetrahydro-3-furylmethyl) guanidine (generic name: dinotefuran) and the like can be mentioned. Among these neonicotinoid compounds, (E) -1- (2-chlorothiazol-5-ylmethyl) -3-methyl-2-nitroguanidine is preferably used.

  Furthermore, in the present invention, as the active ingredient, preferably, plants such as Hiba, Southrea genus, Magnolia genus, Atractylodes genus, Redebourillea genus, Paeonia genus, Psoralea genus, Myristica genus, Curcuma genus, Humurus genus, Sophora genus Alternatively, the processed product is used.

  Examples of the processed products of hiba include extracts and exudates of hiba. More specifically, for example, if Hiba chips (Hiba sawdust) are separated into an oil phase and an aqueous phase by steam distillation, the oil phase can be used as Hiba oil. Hiva oil contains neutral components such as sesquiterpenes and sesquiterpene alcohols such as tsuyobsen and cedrol as main components, and tropolones such as hinokitiol, β-drabulin, citronellic acid, carvacrol, and acidic acids such as carboxylic acid and phenol. Ingredients. The content ratio of the neutral component to the acidic component is usually 90% for the neutral component and 10% for the acidic component. Then, by adding an aqueous alkali solution to Hiba oil and extracting it, it is possible to obtain a Hiba acidic oil composed of an acidic component as an extraction component, and to obtain a Hiba neutral oil composed of a neutral component as a residual component. it can.

  Further, when extracting Hiba oil from Hiba chips by steam distillation, Hiba resin oil can be obtained by adsorbing and desorbing the acidic components of Hiba contained in the distilled water with the adsorption resin. As these hiba oil, hiba neutral oil, hiba acidic oil and hiba resin oil, commercially available ones can also be used.

  Examples of the South Rare (Saussurea) genus include mocktail, and examples of the processed product thereof include an extract or exudate of the South Rare genus described in Japanese Patent No. 3370610. More specifically, for example, a mock mushroom extract, which is obtained by extracting mock mushrooms with an extraction solvent such as acetone or methanol, is used.

  As the Magnolia genus, for example, Koboku is mentioned, and as the processed product, for example, an extract or exudate of Magnolia described in Japanese Patent No. 3326148 is used. More specifically, for example, an extract of Koboku extracted from Koboku using an extraction solvent such as acetone or methanol is used.

  Atractylodes includes, for example, Sojutsu, and processed products thereof include, for example, extracts and exudates of the genus Atractylodes described in Japanese Patent No. 3326148. More specifically, for example, a soybean extract extracted from soybean extract using an extraction solvent such as acetone or methanol is used.

  As the Redebouriella, for example, Bohu can be mentioned, and as the processed product, for example, an extract or exudate of the genus Redebouria described in Japanese Patent No. 3326148 is used. More specifically, for example, an extract of boufu extracted from boufu using an extraction solvent such as acetone or methanol is used.

  Examples of the genus Paeonia include buttonpips, and examples of the processed product thereof include extracts and exudates of the genus Paeonia based on the above-mentioned Japanese Patent No. 3326148. More specifically, for example, a buttonpi extract extracted by extracting a buttonpi using an extraction solvent such as acetone or methanol is used.

  Examples of the genus Psoralea include Hakoshi, and examples of the processed product include extracts and exudates of the genus Psoralea based on Japanese Patent No. 3326148. More specifically, for example, a scallop extract obtained by extracting stalks with an extraction solvent such as acetone or methanol is used.

  The Myristica genus includes, for example, nutmeg, and the processed product thereof includes, for example, extracts and exudates of the genus Myristica according to the above-mentioned Japanese Patent No. 3326148. More specifically, for example, an extract extracted from nutmeg extract using an extraction solvent such as acetone or methanol is used.

  The genus Curcuma includes, for example, turmeric, and the processed product thereof includes, for example, extracts and exudates of the genus Curcuma described in Japanese Patent No. 3370610. More specifically, for example, a turmeric extract, which is obtained by extracting turmeric using an extraction solvent such as acetone or methanol, is used.

  Examples of the genus Humulus include hops, and examples of the processed product thereof include extracts and exudates of the genus Humulus described in Japanese Patent No. 3326148. More specifically, for example, a hop extraction extract obtained by extracting hops using an extraction solvent such as acetone or methanol is used.

  As the Sophora genus, for example, kujin is mentioned, and as the processed product, for example, an extract or exudate of the Sophora genus described in Japanese Patent No. 2989929 is used. More specifically, for example, a kujin extracted extract obtained by extracting kudin with an extraction solvent such as acetone or methanol is used.

  These active ingredients may be used alone or in combination of two or more. When using a plant or a processed product thereof, it is preferable to use a combination of hiba or a processed product thereof and another plant or a processed product thereof.

  In the present invention, the microcapsule containing the active ingredient is not particularly limited, and can be prepared by a known method such as a chemical method, a physicochemical method, a physical and mechanical method.

  Examples of the chemical method include an interfacial polymerization method, an in situ polymerization method, and a cured-in-liquid coating method.

  As the interfacial polymerization method, for example, a method of forming a film made of polyester by interfacial polymerization of polybasic acid halide and polyol, a method of forming a film made of polyamide by interfacial polymerization of polybasic acid halide and polyamine, A method in which a polyisocyanate and a polyol are interfacially polymerized to form a polyurethane film, a method in which a polyisocyanate and a polyamine are interfacially polymerized to form a polyurea film, and the like are used.

  In the in-situ polymerization method, for example, a method of forming a film made of a polystyrene copolymer by copolymerizing styrene and divinylbenzene, and a method of forming a film of polymethacrylate by copolymerizing methyl methacrylate and n-butyl methacrylate. A method of forming a film is used.

  In the liquid curing method, for example, a method of curing gelatin, polyvinyl alcohol, epoxy resin, sodium alginate, or the like in a liquid is used.

  Examples of physicochemical methods include simple coacervation method, complex coacervation method, pH control method, phase separation method from aqueous solution such as non-solvent addition method, and core cell method such as phase separation method from organic solvent. For example, an ovation method is used. In the physicochemical method, for example, gelatin, cellulose, gelatin-gum arabic, or the like is used as a film-forming component. Further, an interfacial sedimentation method using polystyrene or the like can also be used.

  Examples of the physical and mechanical methods include a spray drying method, an air suspension coating method, a vacuum evaporation coating method, an electrostatic coalescence method, a melting dispersion cooling method, and an inorganic wall encapsulation method. In the physical and mechanical methods, for example, gelatin, gum arabic, polyvinylpyrrolidone, carboxymethylcellulose, methylcellulose, sodium alginate and the like are used as film-forming components.

  In the present invention, the method for preparing the microcapsules by any of the methods described above can be appropriately selected depending on the kind of the active ingredient, the purpose of use, the use, and the like.

  For example, for encapsulating the above-mentioned active ingredient in a microcapsule at a high concentration, an interfacial polymerization method is preferably used. Next, a method for producing a microcapsule containing such an active ingredient by an interfacial polymerization method will be described in more detail.

  In the interfacial polymerization method, first, an oil phase component containing an active ingredient and an oil-soluble film-forming component is prepared.

  Examples of the oil-soluble film forming component include polyisocyanate, polycarboxylic acid chloride, polysulfonic acid chloride and the like.

  As the polyisocyanate, for example, diphenylmethane diisocyanate, aromatic polyisocyanate such as toluene diisocyanate, aliphatic polyisocyanate such as hexamethylene diisocyanate, isophorone diisocyanate, hydrogenated xylylene diisocyanate, alicyclic polyisocyanate such as hydrogenated diphenylmethane diisocyanate, Aromatic polyisocyanates such as xylylene diisocyanate and tetramethyl xylylene diisocyanate are exemplified. Further, derivatives of these polyisocyanates, for example, dimers, trimers, biurets, allophanates, carbodiimides, uretdione, oxadiazine trione and the like, and modified products of these polyisocyanates, for example, low molecular weight polyols and polyethers such as trimethylolpropane A polyol-modified polyisocyanate obtained by previously reacting a high-molecular-weight polyol such as a polyol is also included.

  Examples of the polycarboxylic acid chloride include sebacic acid dichloride, adipic acid dichloride, azelaic acid dichloride, terephthalic acid dichloride, trimesic acid dichloride and the like.

  Examples of the polysulfonic acid chloride include benzenesulfonyl dichloride.

  These oil-soluble film-forming components may be used alone or in combination of two or more. Preferably, a polyisocyanate is used, and more preferably, an aliphatic or alicyclic polyisocyanate, particularly, a trimer of hexamethylene diisocyanate or isophorone diisocyanate, or a polyol-modified polyisocyanate is used.

  The oil phase component can be prepared, for example, by blending the active ingredient and the oil-soluble film-forming component with an organic solvent, if necessary.

  The organic solvent is not particularly limited as long as it can dissolve or disperse the active ingredient, and can be appropriately selected according to the type of the active ingredient. As such organic solvents, for example, hexane, cyclohexane, octane, aliphatic hydrocarbons such as decane, for example, benzene, toluene, aromatic hydrocarbons such as xylene, for example, ethyl acetate, butyl acetate, ethylene glycol Monomethyl ether acetate, ethylene glycol monoethyl ether acetate, esters such as ethylene glycol monobutyl ether acetate, for example, acetone, methyl ethyl ketone, ketones such as methyl isobutyl ketone, for example, 1,4-dioxane, ethers such as tetrahydrofuran, for example , Alcohols such as hexanol, octanol, benzyl alcohol, and furfuryl alcohol, for example, ethylene glycol, diethylene glycol, polyethylene glycol, Pyrene glycol, dipropylene glycol, tripropylene glycol, polypropylene glycol, 1,4-butanediol, 1,5-pentanediol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol mono Ethyl ether, glycols such as tripropylene glycol monomethyl ether, for example, carbon tetrachloride, chloroform, dichloromethane, 1,1,1-trichloroethane, chlorobenzene, halogenated hydrocarbons such as dichlorobenzene, for example, N-methylpyrrolidone, Nitrogen-containing compounds such as N, N-dimethylaniline, pyridine, acetonitrile, dimethylformamide, etc. And the like.

  When a neonicotinoid compound or the like is used as an active ingredient, for example, a high-boiling aromatic organic solvent having a boiling point of 200 ° C. or higher is preferably used. By using a high-boiling aromatic organic solvent, the residual effect of the microencapsulated neonicotinoid compound can be improved.

  Examples of the high-boiling aromatic organic solvent include, for example, alkylbenzenes, alkylnaphthalenes, alkylphenols, phenylxylylethane, and more specifically, various commercially available organic solvents obtained from petroleum fractions, For example, Sartrex 48 (high-boiling aromatic solvent, distillation range: 254 to 386 ° C., manufactured by Mobil Sekiyu KK), alkene L (alkylbenzene, distillation range: 285 to 309 ° C., manufactured by Nippon Petrochemical Co., Ltd.), Solvesso 200 (alkyl naphthalene, distillation range 226 to 286 ° C., manufactured by Exxon Chemical Co., Ltd.), KMC-113 (diisopropyl naphthalene, boiling point 300 ° C., manufactured by Kureha Chemical Industry Co., Ltd.), SAS 296 (phenylxylylethane, distillation range 290) To 305 ° C., manufactured by Nippon Petrochemical Co., Ltd.).

  These organic solvents may be used alone or in combination of two or more.

  The compounding ratio of the active ingredient and the organic solvent is, for example, based on 100 parts by weight of the total of the active ingredient and the organic solvent, the active ingredient is, for example, 5 to 60 parts by weight, preferably 10 to 50 parts by weight. And the proportion of the organic solvent is, for example, 40 to 95 parts by weight, or preferably 50 to 90 parts by weight.

  The active ingredient is preferably encapsulated in a microcapsule at a high concentration. For example, when a neonicotinoid compound is used, if the amount exceeds 60 parts by weight, in other words, the organic solvent contains 40 parts by weight. If it is less than 3, the viscosity may increase. On the other hand, if the amount of the neonicotinoid-based compound is less than 5 parts by weight, in other words, if the amount of the organic solvent exceeds 95 parts by weight, the immediate effect of termite-controlling action may be reduced.

  The mixing ratio of the oil-soluble film-forming component can be in the range of 0.1 to 99.9 parts by weight with respect to 100 parts by weight of the oil phase component. It is preferable to mix in the range of 50 parts by weight. When the blending ratio of the oil-soluble film-forming component is large, the film of the obtained microcapsules may be too thick, and the termite-controlling effect may be reduced. On the other hand, when the blending ratio of the oil-soluble film-forming component is small, it may not be possible to form a microcapsule film.

  The oil phase component can be prepared by blending the active ingredient and the oil-soluble film-forming component with an organic solvent, if necessary, and stirring and mixing.

  Further, a dispersant may be added to the oil phase component in order to improve the dispersibility of the active ingredient. Such dispersants are not particularly limited, and include, for example, ethyl cellulose, ethyl hydroxycellulose, ester rubber, Floren DOPA-15B (modified acrylic copolymer, manufactured by Kyoeisha), Floren 700 (partial ester of branched carboxylic acid, Kyoeisha) Publicly-known dispersing agents.

  When a neonicotinoid compound or the like is used as an active ingredient, for example, a dispersant having a molecular weight of 1,000 or more containing a tertiary amine is preferably used. By using a dispersant containing a tertiary amine and having a molecular weight of 1000 or more, the thickening of the neonicotinoid compound can be suppressed.

  Examples of the tertiary amine-containing dispersant having a molecular weight of 1,000 or more include a tertiary amine-containing cationic polymer, for example, a tertiary amine-containing polyester-modified polyurethane-based polymer, and a tertiary amine-containing modified polyurethane-based polymer. High molecular polymers and the like can be mentioned. More specifically, commercially available dispersants, for example, Disperbyk-161 (tertiary amine-containing polyester-modified polyurethane polymer, molecular weight 100,000, manufactured by Big Chemie Co., Ltd.), Disperbyk-163 (tertiary amine-containing polyester-modified polyester) Polyurethane-based polymer, molecular weight: 50,000, manufactured by Big Chemie Co., Ltd.), Disperbyk-164 (tertiary amine-containing polyester-modified polyurethane-based polymer, molecular weight: 10,000 to 50,000, manufactured by Big Chemie Co., Ltd.), EFKA46 (grade 3) Amine-containing modified polyurethane polymer, molecular weight 8,000, manufactured by EFKA Chemical Co., Ltd., EFKA47 (tertiary amine-containing modified polyurethane polymer, molecular weight 13,000, EFKA Chemical Co., Ltd.), EFKA48 (grade 3) A EFKA4050 (modified terpolymer containing tertiary amine, molecular weight 12000, EFKA Chemical Co., Ltd.), EFKA4055 (grade 3) Amine-containing modified polyurethane-based polymer, molecular weight 12000, manufactured by EFKA Chemical Co., Ltd.), EFKA4009 (tertiary amine-containing modified polyurethane-based polymer, molecular weight 5000, manufactured by EFKA Chemical Co., Ltd.), EFKA4010 (grade 3) Amine-containing modified polyurethane-based polymer, molecular weight 5000, manufactured by EFKA Chemical Co., Ltd.).

  Such dispersants may be used alone or in combination of two or more. Further, the above-mentioned commercially available dispersant is usually diluted with the above-mentioned organic solvent or the like at a ratio such that the concentration becomes 50% by weight or more.

  The dispersant can be blended in a range of 0.01 to 99.99 parts by weight, based on 100 parts by weight of the total of the active ingredient, the organic solvent and the dispersant, but is 20 parts by weight or less, and further 10 parts by weight or less It is preferred to mix them.

  In the preparation of the oil phase component, when a neonicotinoid compound or the like is used as the active ingredient, first, a slurry containing the active ingredient, an organic solvent, and a dispersant is prepared, and after the slurry is wet-pulverized, Further, it is preferable to mix an oil-soluble film-forming component with the slurry.

  For preparing the slurry, for example, a neonicotinoid-based compound, an organic solvent and a dispersant may be blended and stirred and mixed.

  The wet pulverization may be performed, for example, using a known pulverizer such as a bead mill, a ball mill, or a rod mill for a predetermined time. By performing wet pulverization, the neonicotinoid-based compound can be dispersed as fine particles in an organic solvent, so that the encapsulation rate can be improved, the formulation stability can be improved, and the efficacy can be enhanced.

  In such wet pulverization, the average particle size of the neonicotinoid compound is, for example, preferably 5 μm or less, more preferably 2.5 μm or less. If the average particle size is larger than this, the microcapsules may not be properly encapsulated.

  Then, in order to mix the oil-soluble film-forming component with the wet-milled slurry, the oil-soluble film-forming component may be added to the slurry and mixed with stirring.

  In the interfacial polymerization method, the oil phase component thus prepared is then mixed with the aqueous phase component and interfacially polymerized by stirring.

  The aqueous phase component can be prepared, for example, by adding a dispersion stabilizer to water, if necessary. Examples of dispersion stabilizers include, for example, natural polysaccharides such as arabia gum, for example, sodium carboxymethylcellulose, methylcellulose, semisynthetic polysaccharides such as hydroxypropylcellulose, water-soluble synthetic polymers such as polyvinyl alcohol, anionic surfactants, nonionics Amphoteric surfactants, cationic surfactants, amphoteric surfactants and the like. These dispersion stabilizers may be used alone or in combination of two or more.

  The mixing ratio of the dispersion stabilizer is, for example, 20 parts by weight or less, preferably 5 parts by weight or less, based on 100 parts by weight of the aqueous phase component.

  In order to mix the oil phase component with the water phase component, the oil phase component is added to the water phase component, and the mixture is stirred at room temperature by a mixer or the like until it becomes fine droplets.

  In order to carry out interfacial polymerization by stirring, for example, after dispersing the oil phase component, the water-soluble film-forming component may be dropped as an aqueous solution.

  The water-soluble film-forming component is not particularly limited as long as it reacts with the oil-soluble film-forming component and undergoes interfacial polymerization, and examples thereof include polyamine and polyol.

  Examples of the polyamine include ethylenediamine, propylenediamine, hexamethylenediamine, diaminotoluene, phenylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, and piperazine.

  Examples of the polyol include ethylene glycol, propanediol, 1,4-butanediol, 1,6-hexanediol, neopentyl glycol, diethylene glycol, triethylene glycol, dipropylene glycol, cyclohexane dimethanol, glycerin, trimethylolpropane, Examples include polyethylene glycol and polypropylene glycol.

  These water-soluble film-forming components may be used alone or in combination of two or more. Preferably, a polyamine is used.

  Further, in order to make the water-soluble film-forming component an aqueous solution, the concentration is preferably about 50% by weight or less. The mixture is dropped until the equivalents are substantially equal (for example, when a polyisocyanate and a polyamine are used, a ratio at which the equivalent ratio of isocyanate group / amino group becomes approximately 1).

  By dropping such a water-soluble film-forming component, the water-soluble film-forming component and the oil-soluble film-forming component react at the interface between the oil-phase component (organic solvent) and the aqueous-phase component (water). Microcapsules containing the components can be obtained as an aqueous dispersion.

  In order to accelerate this reaction, it is preferable to heat at about 25 to 85 ° C., preferably about 40 to 80 ° C. with stirring for about 30 minutes to 24 hours, preferably for about 1 to 3 hours.

  The microcapsules (including those prepared as an aqueous dispersion) thus obtained may be appropriately added with known additives such as a thickener, an antifreezing agent, a preservative, and a specific gravity adjusting agent as necessary. By mixing, the termiticide of the present invention can be obtained.

  In the termiticide of the present invention, the microcapsules prepared by the method described above have an average particle size on a volume basis of 6 to 100 μm, preferably 10 to 30 μm, and The volume ratio of the microcapsules having a particle diameter of 4 μm or less on a volume basis is 20% or more and less than 50%, preferably 20% or more and less than 40%, and more preferably 20% or more and less than 30%. Has been prepared.

  When the average particle diameter is less than 6 μm, the durability (alkali resistance and soil decomposition resistance) decreases, and when the volume ratio of the microcapsules having a particle diameter of 4 μm or less on a volume basis becomes less than 20%, the soil becomes less dense. Of the microcapsules having an average particle diameter of 6 to 100 μm and a particle diameter of 4 μm or less is 20% or more and less than 50%. By adjusting the particle size distribution of the microcapsules in this way, it is possible to satisfy both the durability (alkali resistance and soil decomposition resistance) of the microcapsules and the permeability to the soil.

  In the termiticide of the present invention, the average particle size and the particle size of the microcapsules can be determined, for example, by using a commercially available laser diffraction / scattering type particle size distribution device, and the particle size and its distribution state (particle size distribution). ) Can be determined by measuring

  The microcapsules having such a particle size distribution are prepared by first preparing a plurality (two or more) of microcapsules having a normal particle size distribution with different average particle sizes by the above-described various methods. It can be obtained by mixing at an appropriate ratio.

  More specifically, for example, microcapsules having an average particle diameter of 1 μm or more and less than 6 μm (volume ratio of microcapsules having a particle diameter of 4 μm or less is 40 to 100%), preferably an average particle diameter of 3 to 5.5 μm (volume ratio of microcapsules having a particle diameter of 4 μm or less is 40 to 80%) and microcapsules having an average particle diameter of 6 μm or more and 100 μm or less (a volume ratio of microcapsules having a particle diameter of 4 μm or less are: 0 to 40%) microcapsules, preferably microcapsules having an average particle diameter of 10 to 70 μm (volume ratio of microcapsules having a particle diameter of 4 μm or less is 0.1 to 15%) are 1: 0 0.2-5, preferably 1: 0.5-2. The mixing may be performed by physical mixing in a dry or wet manner.

  In addition, in order to adjust the microcapsules having a normal particle size distribution to the desired average particle size, the method differs depending on various methods. For example, in the interfacial polymerization method, the oil phase component was mixed with the aqueous phase component. By appropriately selecting the subsequent stirring speed, the average particle size can be adjusted. For example, in order to obtain the above-mentioned microcapsules having an average particle size of 1 μm or more and less than 6 μm, the viscosity of the aqueous phase component is, for example, In the case of 0.1 to 1 Pa · s, preferably 0.3 to 0.6 Pa · s, the stirring speed is set to a peripheral speed of 13 m / s or more, preferably 13 to 40 m / s. In order to obtain microcapsules having an average particle diameter of 6 μm or more and 100 μm or less, the viscosity of the aqueous phase component is, for example, 0.1 to 1 Pa · s, preferably 0.3 to 0.6 Pa.・ S In case, the stirring speed, the peripheral speed 13m / less than s, preferably, may be set to the peripheral speed 0.1~12m / s.

  The mixing of the microcapsules having such different average particle diameters is such that the volume ratio of the microcapsules having an average particle diameter of 6 to 100 μm on a volume basis and 4 μm or less on a volume basis is 20%. The average particle size, type and number of microcapsules to be mixed are not particularly limited as long as microcapsules having a content of at least 50% can be prepared. The mixing of such microcapsules can be performed before or after the formulation of the termiticide.

  The microcapsules having such a particle size distribution can also be prepared at a time by, for example, mixing the oil phase component with the water phase component in a plurality of times in the above-described interfacial polymerization method.

  That is, in such preparation, first, 1 to 99% by weight, preferably 40 to 60% by weight of the oil phase component is blended in the water phase component, and the peripheral speed is 1 to 30 m / s, preferably The mixture is stirred at a peripheral speed of 4 to 20 m / s for 0.1 to 30 minutes, preferably for 3 to 10 minutes, and then the remaining oil phase component is blended into the aqueous phase component to form the first blend. The stirring is performed at a different stirring speed, for example, at a peripheral speed of 0.1 to 15 m / s, preferably at a peripheral speed of 0.2 to 10 m / s, for 0.1 to 30 minutes, preferably 3 to 10 minutes.

  In this manner, the oil phase component is blended into the aqueous phase component in a plurality of times, and the aqueous phase component is mixed at each stirring time with a different stirring speed from the initial mixing time (for example, with respect to the stirring speed at the initial mixing time, When the stirring is performed at a mixing speed of, for example, 0.01 to 0.99 times, preferably 0.2 to 0.99 times, the particle size distribution of the obtained microcapsules is The distribution can be shifted from the normal distribution to a distribution in which a smaller particle size increases.

  When the oil phase component is mixed with the aqueous phase component in a plurality of times as described above, in each formulation, for example, a diluent is mixed with the aqueous phase component, and the aqueous phase component is mixed at the next mixing. It is preferable that the viscosity of the component is lower than the viscosity of the aqueous phase component at the time of the initial blending. More specifically, in the above example, first, after mixing the oil phase component in the water phase component in the above ratio and stirring under the above conditions, Before mixing and stirring the components in the aqueous phase component (before or after mixing the remaining oil phase component, or simultaneously with the oil phase component), 100 parts by weight of the aqueous phase component may be used. In this case, 1 to 10,000 parts by weight, preferably 20 to 500 parts by weight of a diluent may be added. As the diluent, for example, water is used, or an aqueous solution having the same composition as the aqueous phase component may be used.

  Thus, in each formulation, if the viscosity of the aqueous phase component at the next blending is lower than the viscosity of the aqueous phase component at the first blending (for example, the viscosity at the next blending is lower than the viscosity at the first blending) For example, if the particle size is reduced to 0.01 to 1 times, preferably 0.05 to 0.5 times), the particle size distribution of the obtained microcapsules is changed from the normal distribution so that the smaller particle size increases. It can be easily and reliably shifted to a suitable distribution.

  In this case, in the above example, the viscosity of the aqueous phase component at the time of the first blending is, for example, 0.1 to 1 Pa · s, further 0.3 to 0.6 Pa · s, and The viscosity of the aqueous phase component at the time (the viscosity of the aqueous phase component excluding the oil phase component diluted with the diluent) is, for example, 0.005 to 1 Pa · s, and more preferably 0.04 to 0.3 Pa · s. It is preferable that the adjustment be made.

  In addition, the compounding of the oil phase component with the aqueous phase component in a plurality of times is carried out in such a manner that the average particle diameter on a volume basis is 6 to 100 μm and the volume of the microcapsules having a particle diameter on a volume basis of 4 μm or less. As long as a microcapsule having a ratio of 20% or more and less than 50% can be prepared, the number of blending times, the stirring speed, the type and the amount of the diluent are not particularly limited.

  The termiticide of the present invention thus obtained may be used as it is (water suspension), or may be formulated into an appropriately known dosage form such as, for example, a powder or a granule. May be used.

  The termiticide of the present invention has an average particle diameter on a volume basis of 6 to 100 μm, and a volume ratio of microcapsules having a particle diameter of 4 μm or less on a volume basis is 20% or more and less than 50%. Since the microcapsules are included, both the durability (alkali resistance and soil decomposition resistance) and the permeability to the soil of the microcapsules can be satisfied, and sufficient efficacy can be exhibited for a long period of time.

The method of using the termiticide of the present invention is not particularly limited. For example, it may be sprayed on the soil by a known spraying method. More specifically, for example, water prepared with an active ingredient concentration of 1500 ppm The suspension may be sprayed on the soil surface at 3 to 5 L / m ² using a power sprayer or a manual sprayer.

  Hereinafter, the present invention will be described more specifically with reference to Production Examples, Examples, and Comparative Examples. However, the present invention is not limited to the following Examples.

Production Example 1
KMC-113 (diisopropyl naphthalene, boiling point 300 ° C., manufactured by Kureha Chemical Industry Co., Ltd.) 318 g, alkene L (alkylbenzene, distillation range 285 to 309 ° C., manufactured by Nippon Petrochemical Co., Ltd.) 154 g, Disperbyk-164 (tertiary amine) 48 g of a polyester-containing polyurethane-modified high molecular polymer (molecular weight: 10,000 to 50,000, manufactured by Big Chemie Co., Ltd.) was stirred until uniform, and 480 g of clothianidin was added to the obtained mixed solution. K. The mixture was stirred with an auto homomixer (manufactured by Tokushu Kika Kogyo Co., Ltd.) to obtain a slurry (1).

  The obtained slurry (1) was wet-pulverized with a bead mill (Dynomill KDL A type, glass bead diameter 0.5 mm). The average particle size of clothianidin in the slurry liquid (1) obtained at this time was 480 nm.

  Next, 213 g of Takenate D-140N (trimethylolpropane modified isophorone diisocyanate, manufactured by Mitsui Takeda Chemical Co., Ltd.) was added to 283 g of the slurry (1) after the wet pulverization, and the mixture was stirred until it became uniform. A slurry (2) was obtained as a component.

  The obtained slurry (2) contains 42 g of polyvinyl alcohol (Kuraray Povar 217, manufactured by Kuraray Co., Ltd.) and 0.9 g of a naphthalenesulfonic acid formaldehyde condensate (Newcalgen FS-4, manufactured by Takemoto Yushi Co., Ltd.). The solution was added to 492 g of an aqueous solution as an aqueous phase component, and was added at room temperature to T.P. K. The mixture was stirred with an auto homomixer. At this time, the viscosity of the aqueous solution was 0.4 Pa · s, the number of revolutions of the mixer was 5000 revolutions / minute (15 m / s as a peripheral speed), and the stirring time was 5 minutes.

  Next, 7.6 g of diethylenetriamine was added dropwise to the obtained aqueous dispersion in a constant temperature bath at 75 ° C. for 3 hours while stirring the mixture to react, thereby obtaining an aqueous dispersion containing microcapsules.

  An antifreezing agent, a thickener, a preservative and water were added to the dispersion after the reaction, and the total weight was adjusted to 1800 g to obtain termiticide A containing 7.5% by weight of clothianidin.

  The particle size distribution of the obtained microcapsules of termiticide A was measured using a laser diffraction / scattering type particle size distribution device (LA-920, manufactured by HORIBA, Ltd.). The volume ratio of the microcapsules having a diameter of 5.2 μm and a particle diameter of 4 μm or less based on the volume with respect to the entire microcapsules was 42.8%. FIG. 1 shows the particle size distribution of the microcapsules of termiticide A obtained by the measurement.

Production Example 2
The number of revolutions of the mixer when the slurry (2) was added to the aqueous solution and agitated was changed from 5000 revolutions / minute (15 m / s as a peripheral speed) to 4500 revolutions / minute (13.5 m / s as a peripheral speed). Except for using the same material and operation as in Production Example 1, ant-control agent B was obtained.

  When the particle size distribution of the obtained microcapsules of termiticide B was measured by the same method as in Production Example 1, the average particle size on a volume basis was 16.0 μm, and the particles on a volume basis relative to the entire microcapsule were measured. The volume ratio of the microcapsules having a diameter of 4 μm or less was 16.7%. FIG. 2 shows the particle size distribution of the microcapsules of the termiticide B obtained by the measurement.

Production Example 3
Except that the number of revolutions of the mixer when the slurry (2) was added to the aqueous solution and agitated was changed from 5000 revolutions / minute (15 m / s as a peripheral speed) to 4000 revolutions / minute (12 m / s as a peripheral speed). The termiticide C was obtained using the same materials and operation as in Production Example 1.

  The particle size distribution of the obtained microcapsules of termiticide C was measured by the same method as in Production Example 1. The average particle size on a volume basis was 12.1 μm. The volume ratio of the microcapsules having a diameter of 4 μm or less was 10.8%. FIG. 3 shows the particle size distribution of the microcapsules of termiticide C obtained by the measurement.

Production Example 4
Except that the number of revolutions of the mixer when the slurry (2) was added to the aqueous solution and stirred was changed from 5000 revolutions / minute (15 m / s as a peripheral speed) to 3000 revolutions / minute (9 m / s as a peripheral speed) A termiticide D was obtained using the same materials and operation as in Production Example 1.

  The particle size distribution of the obtained microcapsules of termiticide D was measured by the same method as in Production Example 1. The average particle size on a volume basis was 22.1 μm. The volume ratio of the microcapsules having a diameter of 4 μm or less was 6.2%. FIG. 4 shows the particle size distribution of the microcapsules of termiticide D obtained by the measurement.

Production Example 5
Except that the number of revolutions of the mixer when the slurry (2) was added to the aqueous solution and stirred was changed from 5000 revolutions / minute (15 m / s as a peripheral speed) to 1000 revolutions / minute (3 m / s as a peripheral speed) The termiticide E was obtained by the same materials and operation as in Production Example 1.

  The particle size distribution of the obtained microcapsules of termiticide E was measured by the same method as in Production Example 1. The average particle size on a volume basis was 62.1 μm. The volume ratio of the microcapsules having a diameter of 4 μm or less was 1.7%. FIG. 5 shows the particle size distribution of the microcapsules of termiticide E obtained by the measurement.

Production Example 6
Termiticide A and termitecide C were mixed at a weight ratio of 1: 1 to obtain termiticide F. The particle size distribution of the obtained microcapsules of termiticide F was measured by the same method as in Production Example 1. The average particle size on a volume basis was 9.9 μm. The volume ratio of the microcapsules having a diameter of 4 μm or less was 22.8%. FIG. 6 shows the particle size distribution of the microcapsules of termiticide F obtained by the measurement.

Production Example 7
Termiticide A and termiticide D were mixed at a weight ratio of 1: 1 to obtain termiticide G. When the particle size distribution of the obtained microcapsules of termiticide G was measured by the same method as in Production Example 1, the average particle size on a volume basis was 13.4 μm, and the particles on a volume basis relative to the entire microcapsules were obtained. The volume ratio of the microcapsules having a diameter of 4 μm or less was 27.2%. FIG. 7 shows the particle size distribution of the microcapsules of termiticide G obtained by the measurement.

Production Example 8
The termiticide H was obtained by mixing the termiticide A and the termiticide E at a weight ratio of 1: 1. The particle size distribution of the obtained microcapsules of termiticide H was measured by the same method as in Production Example 1. The average particle size on a volume basis was 29.9 μm. The volume ratio of the microcapsules having a diameter of 4 μm or less was 25.9%. FIG. 8 shows the particle size distribution of the microcapsules of the termiticide H obtained by the measurement.

Production Example 9
KMC-113 (diisopropyl naphthalene, boiling point 300 ° C., manufactured by Kureha Chemical Industry Co., Ltd.) 318 g, alkene L (alkylbenzene, distillation range 285 to 309 ° C., manufactured by Nippon Petrochemical Co., Ltd.) 154 g, Disperbyk-164 (tertiary amine) 48 g of a polyester-containing polyurethane-modified high molecular polymer (molecular weight: 10,000 to 50,000, manufactured by Big Chemie Co., Ltd.) was stirred until uniform, and 480 g of clothianidin was added to the obtained mixed solution. K. The mixture was stirred with an auto homodisper (manufactured by Tokushu Kika Kogyo Co., Ltd.) to obtain a slurry (1).

  The obtained slurry (1) was wet-pulverized with a bead mill (Dynomill KDL A type, glass bead diameter 0.5 mm). The average particle size of clothianidin in the slurry liquid (1) obtained at this time was 480 nm.

  Next, 213 g of Takenate D-140N (trimethylolpropane modified isophorone diisocyanate, manufactured by Mitsui Takeda Chemical Co., Ltd.) was added to 283 g of the slurry (1) after the wet pulverization, and the mixture was stirred until it became uniform. A slurry (2) was obtained as a component.

  248 g of the obtained slurry (2) were 42 g of polyvinyl alcohol (Kuraray Poval 217, manufactured by Kuraray Co., Ltd.) and 0.9 g of naphthalenesulfonic acid formaldehyde condensate (Newcalgen FS-4, manufactured by Takemoto Yushi Co., Ltd.). Is added to 492 g of an aqueous solution as an aqueous phase component containing T.I. K. The mixture was stirred with an auto homomixer. At this time (first stage), the viscosity of the aqueous solution was 0.4 Pa · s, the number of revolutions of the mixer was 5000 revolutions / minute (15 m / s as a peripheral speed), and the stirring time was 5 minutes.

  Then, while gently stirring the aqueous dispersion, 207 g of water and the remaining 248 g of the slurry (2) were added to the aqueous dispersion, and T.V. K. The mixture was stirred with an auto homomixer. At this time (second stage), the viscosity of the aqueous solution (ie, the viscosity of the aqueous solution in a state where 207 g of water was added and the slurry (2) was not added) was separately prepared and measured. The viscosity was 0.04 Pa · s, the number of revolutions of the mixer was 2500 revolutions / minute (7.5 m / s as peripheral speed), and the stirring time was 5 minutes.

  Thereafter, 7.6 g of diethylenetriamine was dropped and reacted while gently stirring the obtained aqueous dispersion in a constant temperature bath at 75 ° C. for 3 hours to obtain an aqueous dispersion containing microcapsules.

  An antifreezing agent, a thickener, a preservative and water were added to the dispersion after the reaction, and the total weight was adjusted to 1800 g to obtain termiticide I containing 7.5% by weight clothianidin.

  The particle size distribution of the obtained microcapsules of termiticide I was measured by the same method as in Production Example 1. The average particle size on a volume basis was 21.0 μm. The volume ratio of the microcapsules having a diameter of 4 μm or less was 22.6%. FIG. 9 shows the particle size distribution of the microcapsules of termiticide I obtained by the measurement.

Production Example 10
The same material as in Production Example 5 except that the number of revolutions of the second-stage mixer was changed from 2500 revolutions / minute (7.5 m / s as peripheral speed) to 3000 revolutions / minute (9 m / s as peripheral speed) The termite control agent J was obtained by this and operation.

  When the particle size distribution of the obtained microcapsules of termiticide J was measured by the same method as in Production Example 1, the average particle size on a volume basis was 13.3 μm, and the particles on a volume basis relative to the entire microcapsules were obtained. The volume ratio of the microcapsules having a diameter of 4 μm or less was 21.4%. FIG. 10 shows the particle size distribution of the microcapsules of termiticide J obtained by the measurement.

Production Example 11
The number of revolutions of the first-stage mixer was changed from 5000 revolutions / minute (15 m / s as a peripheral speed) to 4500 revolutions / minute (13.5 m / s as a peripheral speed), and the number of revolutions of the second-stage mixer was changed. The termiticide K was prepared by the same material and operation as in Production Example 5 except that the rotation speed was changed from 2500 revolutions / minute (7.5 m / s as the peripheral speed) to 4000 revolutions / minute (12 m / s as the peripheral speed). Obtained.

  The particle size distribution of the obtained microcapsules of termiticide K was measured by the same method as in Production Example 1. The average particle size on a volume basis was 15.9 μm. The volume ratio of the microcapsules having a diameter of 4 μm or less was 18.8%. FIG. 11 shows the particle size distribution of the microcapsules of the termiticide K obtained by the measurement.

Production Example 12
The number of revolutions of the first-stage mixer was changed from 5000 revolutions / minute (15 m / s as a peripheral speed) to 4500 revolutions / minute (13.5 m / s as a peripheral speed), and the number of revolutions of the second-stage mixer was changed. The termiticide L was prepared by the same material and operation as in Production Example 5, except that the rotation speed was changed from 2500 revolutions / min (7.5 m / s as a peripheral speed) to 2000 revolutions / min (6 m / s as a peripheral speed). Obtained.

  The particle size distribution of the obtained microcapsules of termiticide L was measured by the same method as in Production Example 1. The average particle size on a volume basis was 34.7 μm. The volume ratio of the microcapsules having a diameter of 4 μm or less was 15.3%. FIG. 12 shows the particle size distribution of the microcapsules of the termiticide L obtained by the measurement.

Test example 1 (termite test)
Untreated hydrous silica sand was spread over a petri dish having a diameter of 9 cm, and a cylinder having an inner diameter of about 3.2 cm was placed at the center thereof. Untreated hydrated silica sand having a thickness of 1 cm is spread in the cylinder, and each termiticide (active ingredient concentration: 0.15% by weight) diluted with water is sprayed thereon so as to have a concentration of 3 L / m ^2. This formed the treated soil surface. Then, on the treated soil surface, a pine bait having a tip of 1 cm × 1 cm and a length of 2 cm was set.

  Thereafter, 150 house termites and 15 soldiers were released on untreated hydrous silica sand outside the cylinder, and after one day, whether or not the house termites had penetrated the soil treatment surface and reached the bait tree. I checked. Table 1 shows the results.

  As is clear from Table 1, soil treatment in which termite-controlling agents F to J having an average particle diameter of 6 to 100 μm and a volume ratio of microcapsules having a particle diameter of 4 μm or less of 20% or more and less than 50% were sprayed. It was confirmed that none of the surfaces was penetrated.

  On the other hand, although the average particle diameter is 6 to 100 μm, the termiticides B to E, K, and L in which the volume ratio of microcapsules having a particle diameter of 4 μm or less is less than 20% are sprayed, It was confirmed that it was penetrated.

  In addition, although the average particle diameter is less than 6 μm, the soil-treated surface on which the termiticide A having a volume ratio of microcapsules having a particle diameter of 4 μm or less is 20% or more and less than 50% is not penetrated. confirmed.

Test Example 2 (Alkali resistance test)
To each of the termiticides and the slurry (1) obtained in Production Example 1, a buffer solution of pH 13 was added to dilute the active ingredient to a concentration of 1000 ppm. Next, 10 cc of each diluted solution was stored at 40 ° C. for 7 days under light shielding, neutralized, extracted with acetonitrile, and the residual ratio of the active ingredient in each diluted solution was measured. Table 1 shows the results.

  As is apparent from Table 1, the termite-controlling agents F to J having an average particle diameter of 6 to 100 μm and a volume ratio of microcapsules having a particle diameter of 4 μm or less of 20% or more and less than 50% are 50% by weight or more. Was shown.

  On the other hand, in the termiticide A having an average particle diameter of less than 6 μm, the residual ratio was significantly reduced. In addition, although the average particle diameter is 6 to 100 μm, the termite-controlling agents B to E, K, and L in which the volume ratio of the microcapsules having a particle diameter of 4 μm or less is less than 20% also show a residual rate of 50% by weight or more. Was.

実施例１
ヒバ酸性油３００ｇに、タケネートＤ−１４０Ｎ（三井武田ケミカル（株）製：溶剤置換物）２５８gを加え、均一になるまで攪拌し、油相成分として樹脂溶液（１）を得た。

Example 1
To 300 g of Hiba acid oil, 258 g of Takenate D-140N (solvent substitute, manufactured by Mitsui Takeda Chemical Co., Ltd.) was added, and the mixture was stirred until the mixture became uniform to obtain a resin solution (1) as an oil phase component.

  279 g of the obtained resin solution (1) were mixed with 50 g of polyvinyl alcohol (Kuraray Poval 217, manufactured by Kuraray Co., Ltd.) and 1 g of a naphthalenesulfonic acid formaldehyde condensate (Newcalgen FS-4, manufactured by Takemoto Yushi Co., Ltd.). The solution was added to 586 g of an aqueous solution as an aqueous phase component contained, and T.P. K. The mixture was stirred with an auto homomixer. At this time (the first stage), the viscosity of the aqueous solution was 0.4 Pa · s, the number of revolutions of the mixer was 1500 revolutions / minute (4.5 m / s as a peripheral speed), and the stirring time was 5 minutes.

  Next, 244 g of water and the remaining 279 g of the resin solution (1) were added to the aqueous dispersion while gently stirring the aqueous dispersion, and the mixture was added at room temperature. K. The mixture was stirred with an auto homomixer. At this time (second stage), the viscosity of the aqueous solution (that is, the viscosity of the aqueous solution in a state where 244 g of water is added and the resin solution (1) is not added) is separately prepared and measured. The viscosity was 0.04 Pa · s, the number of revolutions of the mixer was 1,000 revolutions / minute (3 m / s as a peripheral speed), and the stirring time was 5 minutes.

  Thereafter, 8.8 g of diethylenetriamine was dropped and reacted while gently stirring the obtained aqueous dispersion in a constant temperature bath at 75 ° C. for 3 hours to obtain an aqueous dispersion containing microcapsules.

  An antifreezing agent, a thickener, a preservative, and water were added to the dispersion after the reaction to adjust the total weight to 1800 g, thereby obtaining a termiticide containing Hiba acid oil.

  The particle size distribution of the microcapsules of the termiticide obtained was measured by the same method as in Production Example 1. The average particle size on a volume basis was 24.6 μm, and the particle size on a volume basis relative to the entire microcapsules. Of the microcapsules having a particle size of 4 μm or less was 22.2%.

Examples 2 to 42 and Comparative Examples 1 to 14
Using the active ingredients shown in Tables 2 to 4 (all extraction solvents of the extract are acetone) instead of the Hiba acid oil, the rotation speeds of the first and second mixers are shown in Table 2. The termite-controlling agent was obtained by the same materials and operation as in Example 1 except that the number of rotations was 2 to 2 shown in Table 4.

  The particle size distribution of the obtained microcapsules of each termiticide was measured in the same manner as in Production Example 1. Tables 2 to 4 show the average particle size on a volume basis and the volume ratio of the microcapsules having a particle size on the volume basis of 4 μm or less with respect to the whole microcapsules.

Test example 3 (termite test)
Untreated hydrous soil (field soil) was spread over a petri dish having a diameter of 9 cm, and a cylinder having an inner diameter of about 3.5 cm was installed at the center thereof. Into the cylinder, a 1-cm-thick untreated hydrous soil (field soil) was spread, and 3 L of the termite-controlling agent (capsule inclusion concentration 5% by weight) of each of Examples and Comparative Examples diluted with water was spread thereon. / M ² to form a treated soil surface.

  Six months after spraying, water was poured onto the treated soil surface, and a pine bait having a tip of 1 cm × 1 cm and a length of 2 cm was installed.

  Thereafter, 150 termite termites and 15 soldier ants were released on the untreated hydrous soil (field soil) outside the cylinder, and after one day, the termites penetrated the soil treatment surface and reached the bait. Confirmed whether or not. The results are shown in Tables 2 to 4. In this test, it was confirmed that the house termites reached the bait one day later in the untreated soil.

FIG. 3 is a view showing the particle size distribution of microcapsules of termiticide A of Production Example 1. FIG. 4 is a view showing the particle size distribution of microcapsules of termiticide B of Production Example 2. FIG. 9 is a view showing a particle size distribution of microcapsules of termiticide C of Production Example 3. FIG. 9 is a view showing the particle size distribution of microcapsules of termiticide D of Production Example 4. FIG. 8 is a view showing the particle size distribution of microcapsules of termiticide E of Production Example 5. FIG. 9 is a view showing the particle size distribution of microcapsules of termiticide F of Production Example 6. FIG. 9 is a view showing the particle size distribution of microcapsules of termiticide G of Production Example 7. FIG. 14 is a view showing a particle size distribution of microcapsules of termiticide H of Production Example 8. FIG. 9 is a view showing the particle size distribution of microcapsules of termiticide I of Production Example 9. FIG. 9 is a view showing the particle size distribution of microcapsules of termiticide J of Production Example 10. FIG. 11 is a view showing the particle size distribution of microcapsules of termiticide K of Production Example 11. FIG. 14 is a view showing the particle size distribution of microcapsules of termiticide L of Production Example 12.

Claims (10)

Including microcapsules in which the active ingredient is included,
The volume ratio of the microcapsules having an average particle diameter of 6 to 100 μm on a volume basis of the microcapsules and the particle diameter on a volume basis of 4 μm or less is 20% or more and 50% of the entire microcapsules. A termiticide, which is less than. The termiticide according to claim 1, wherein the active ingredient is a neonicotinoid compound. The active ingredient is at least one plant selected from the group consisting of Hiba, Southrea genus, Magnolia genus, Atractylodes genus, Redeubouliea genus, Paeonia genus, Psoralea genus, Myristica genus, Curcuma genus, Humurus genus, Sophora genus or The termiticide according to claim 1, which is a processed product thereof. The termiticide according to any one of claims 1 to 3, which is obtained by mixing two or more types of microcapsules having different average particle diameters. The termite control according to any one of claims 1 to 4, wherein the oil phase component containing the active ingredient is obtained by mixing the aqueous phase component with the aqueous phase component in a plurality of times, and performing interfacial polymerization with stirring. Agent. The method according to claim 5, wherein after mixing the oil phase component into the water phase component a plurality of times, at each stirring time, the water phase component is stirred at a different stirring speed from the last mixing time. Termite repellent. When blending the oil phase component into the water phase component in a plurality of times, in each formulation, the viscosity of the aqueous phase component at the time of the next blending, lower than the viscosity of the water phase component at the previous blending, The termiticide according to claim 5 or 6, wherein A method for producing a termite-controlling agent, comprising mixing an oil phase component containing an active ingredient into an aqueous phase component in a plurality of times, and performing interfacial polymerization by stirring to obtain microcapsules containing the active ingredient. . 9. The method according to claim 8, wherein after mixing the oil phase component into the water phase component a plurality of times, at each stirring, the aqueous phase component is stirred at a different stirring speed from the previous mixing. Production method of termiticides. When compounding the oil phase component into the aqueous phase component in a plurality of times, in each formulation, the viscosity of the aqueous phase component at the time of the next blending, lower than the viscosity of the water phase component at the previous blending, A method for producing a termiticide according to claim 8.

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