JP7511892B2 - Pesticide composition with suppressed elution - Google Patents

Description

The present invention relates to an agrochemical composition with suppressed elution.

In today's agricultural environment, where the agricultural population is decreasing and aging, there is a demand for labor-saving farm work in crop cultivation management.
Traditionally, numerous insecticides or fungicides and their mixed granules have been commercialized and widely used as granular treatment techniques for rice cultivation, with farmers applying them themselves from three days before transplanting to the day of transplanting.
However, the time when granules are applied in these techniques overlaps with the busy season just before rice planting, and the task of applying the granules places a considerable burden on agricultural workers, especially those running medium- or large-scale farms, so there was a strong demand for further labor-saving technologies.

Under these circumstances, a treatment technique that has become increasingly popular in recent years is the simultaneous application of seedling box granules during sowing. This technique is considered an innovative control method because the seedling box granules are applied simultaneously during the sowing process.
On the other hand, it is difficult to use general pesticide formulations for simultaneous sowing treatment because the active ingredient, the pesticide compound, often leaches out of the formulation within a short period of time.

Therefore, various methods for suppressing the elution of active ingredients in pesticide formulations have been proposed (for example, Patent Documents 1 and 2).
Patent Document 1 describes a method for producing pesticide granules consisting of a pesticide active ingredient, one type of thermoplastic substance, and an inorganic dilution carrier through (i) a mixing process, (ii) a kneading process, and (iii) an extrusion process, in which extrusion granulation is performed at a temperature equal to or higher than the freezing point and lower than the melting point of the thermoplastic material.
Patent Document 2 describes a coated granular pesticide composition in which a powdered pesticide composition is solidified and coated with a thermosetting resin.
However, these methods are insufficient in suppressing the initial dissolution of the active ingredient.

JP 2003-252702 A JP 2013-049721 A

The object of the present invention is to provide a pesticide composition that suppresses the initial dissolution of pesticide compounds and can be used for simultaneous treatment with seeding.

As a result of intensive research conducted by the inventors to achieve the above object, they discovered that initial elution of a pesticide compound can be suppressed by dissolving the pesticide compound in a specific solvent and impregnating the carrier with the solvent. The present invention was completed based on this finding.

In other words, the present invention is as follows.

Item 1.
The pesticide composition is inhibited from leaching, and comprises: (A) a solvent having a boiling point of 300°C or higher, a water solubility of 0.01 ppm or higher and 170 ppm or lower at 25°C, and a log P of 3.8 or higher; and (B) a pesticide compound having a water solubility of 8 ppm or lower at 20°C.
Item 2.
Item 2. The pesticide composition according to Item 1, wherein the (A) solvent is at least one selected from the group consisting of aromatic carboxylic acid esters and aliphatic carboxylic acid esters.
Item 3.
Item 3. The pesticide composition according to item 1 or 2, wherein the (A) solvent is at least one selected from the group consisting of benzoic acid esters and O-acyl citrate esters.
Item 4.
Item 4. The pesticide composition according to any one of Items 1 to 3, wherein the (A) solvent is benzyl benzoate.
Item 5.
Item 4. The pesticide composition according to any one of Items 1 to 3, wherein the (A) solvent is tributyl O-acetylcitrate.
Item 6.
Item 6. The pesticide composition according to any one of Items 1 to 5, wherein the pesticide compound (B) having a water solubility of 8 ppm or less at 20° C. is a carbamate pesticide.
Item 7.
Item 7. The pesticide composition according to any one of Items 1 to 6, wherein the pesticide compound (B) having a water solubility of 8 ppm or less at 20° C. is benfuracarb.
Item 8.
Item 8. The pesticide composition according to any one of items 1 to 7, wherein the pesticide composition is in a granular form.
Item 9.
Item 9. The pesticide composition according to any one of items 1 to 8, further comprising (C) a solid carrier.
Item 10.
(B) a granular pesticide composition obtained by dissolving a pesticide compound having a water solubility of 8 ppm or less at 20°C in a solvent (A) having a boiling point of 300°C or higher, a water solubility of 0.01 ppm or more and 170 ppm or less at 25°C, and a log P value of 3.8 or more, and by impregnating a solid carrier with the solution.
Item 11.
A granular pesticide composition comprising a solid carrier impregnated with a solution of benfuracarb in a solvent having a boiling point of 300°C or higher, a water solubility of 0.01 ppm or higher and 170 ppm or lower at 25°C, and a log P of 3.8 or higher.
Item 12.
A benfuracarb elution inhibitor comprising a solid carrier impregnated with a solution of benfuracarb dissolved in a solvent having a boiling point of 300°C or higher, a water solubility of 0.01 ppm or higher and 170 ppm or lower at 25°C, and a log P of 3.8 or higher.
Item 13.
Item 13. The dissolution inhibitor of benfuracarb according to Item 12, wherein the solvent is benzyl benzoate or tributyl O-acetylcitrate.

According to the present invention, the initial elution of the pesticide compound is suppressed, and a pesticide composition that can be used for simultaneous treatment with seeding can be obtained.

The pesticide composition of the present invention is described in detail below.

The solvent that can be used in the pesticide composition of the present invention is (A) a solvent having a boiling point of 300° C. or higher, a water solubility of 0.01 ppm to 170 ppm at 25° C., and a log P of 3.8 or higher (hereinafter, this solvent may be referred to as "(A) solvent"). The (A) solvent is (B) a solvent capable of dissolving a pesticide compound having a water solubility of 8 ppm or less at 20° C.

(A) The boiling point of the solvent is usually 300°C or higher, preferably 300°C or higher and 400°C or lower, and more preferably 320°C or higher and 350°C or lower.

The water solubility of the (A) solvent at 25°C is usually 0.01 ppm or more and 170 ppm or less, preferably 0.1 ppm or more and 50 ppm or less, and more preferably 1 ppm or more and 20 ppm or less.

The log P of the (A) solvent is usually 3.8 or more, preferably 3.8 or more and 15 or less, more preferably 3.9 or more and 10 or less, and even more preferably 4.0 or more and 5.0 or less.

Examples of the (A) solvent include aromatic carboxylic acid esters, aliphatic carboxylic acid esters, etc.

Examples of aromatic carboxylate esters include aromatic carboxylate esters having one ester group, such as benzoate esters and naphthalenecarboxylate esters; and aromatic carboxylate esters having two ester groups, such as phthalate esters, isophthalate esters, and terephthalate esters.

Examples of ester groups include alkyl groups which may have a substituent. The alkyl groups which may have a substituent include unsubstituted alkyl groups (without a substituent) and alkyl groups which have a substituent.

The alkyl group is not particularly limited, and examples thereof include linear or branched alkyl groups having 1 to 6 carbon atoms, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, s-butyl, t-butyl, n-pentyl, isopentyl, neopentyl, n-hexyl, and isohexyl. In this specification, "n-" means normal, "s-" means secondary, and "t-" means tertiary.

The substituent is not particularly limited, and examples thereof include a halogen atom, a _C1-6 alkoxy group, a _C6-10 aryl group, and the like.
The halogen atom is not particularly limited, and examples thereof include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.
The _C1-6 alkoxy group is not particularly limited, and examples thereof include methoxy, ethoxy, n-propoxy, n-butoxy, t-butoxy, and the like.
The _C6-10 aryl group is not particularly limited, and examples thereof include phenyl, naphthyl, and the like.

Examples of the alkyl group having a substituent include alkyl groups having a halogen atom, such as chloromethyl and 2-chloroethyl; alkyl groups having a C _1-6 alkoxy group, such as methoxymethyl and 2-methoxyethyl; and alkyl groups having a C _6-10 aryl group, such as benzyl and phenethyl (also referred to as arylalkyl groups or aralkyl groups).
As the alkyl group having a substituent, an alkyl group having a _C6-10 aryl group is preferable.

As the ester group, an unsubstituted alkyl group and an alkyl group having a _C6-10 aryl group are preferred.

Examples of benzoic acid esters include alkyl benzoates (eg, 2-ethylhexyl benzoate, benzyl benzoate, phenethyl benzoate, etc.).
Examples of naphthalene carboxylates include alkyl naphthalene carboxylates (for example, 2-butyl naphthalene carboxylate).
Examples of phthalate esters include dialkyl phthalates (for example, dibutyl phthalate).
Examples of isophthalic acid esters include dialkyl isophthalates (for example, bis(2-ethylhexyl) isophthalate, etc.).
Examples of the terephthalic acid ester include dialkyl terephthalates (for example, dibutyl terephthalate).

As aromatic carboxylate esters, benzoic acid esters and isophthalic acid esters are preferred, and benzyl benzoate is more preferred.

Examples of the aliphatic carboxylate ester include aliphatic carboxylate esters having one ester group, such as palmitate ester, oleate ester, and stearate ester;
Aliphatic carboxylic acid esters having two ester groups, such as sebacic acid esters, adipic acid esters, and maleic acid esters;
aliphatic carboxylates having three ester groups, such as citrate esters;
Examples of the ester include aliphatic carboxylates having four ester groups, such as O-acyl citric acid ester.
The acyl group is not particularly limited, and examples thereof include linear or branched acyl groups having 2 to 5 carbon atoms, such as acetyl, n-propanoyl, isopropanoyl, n-butyryl, isobutyryl, s-butyryl, and t-butyryl.

Examples of palmitate esters include alkyl palmitates (for example, isopropyl palmitate, ethyl palmitate, etc.).
Examples of the oleate ester include alkyl oleates (for example, methyl oleate, etc.).
Examples of stearic acid esters include alkyl stearates (for example, ethyl stearate, etc.).
Examples of the sebacic acid ester include dialkyl sebacates (for example, bis(2-ethylhexyl) sebacate, dibutyl sebacate, etc.).
Examples of the adipate ester include dialkyl adipates (for example, bis(2-ethylhexyl) adipate, etc.).
Examples of maleic acid esters include dialkyl maleates (for example, bis(2-ethylhexyl) maleate, etc.).
Examples of citrate esters include trialkyl citrates (for example, tributyl citrate, trihexyl citrate, etc.).
Examples of O-acyl citrate esters include trialkyl O-acyl citrates (for example, tributyl O-acetyl citrate, trihexyl O-butyryl citrate, etc.).

As the aliphatic carboxylate, O-acyl citrate is preferred, and O-acetyl tributyl citrate is more preferred.
These solvents may be used alone or in combination of two or more.

The concentration of the (A) solvent in the pesticide composition is not particularly limited. From the viewpoints of ease of handling, biological activity, etc., the concentration of the (A) solvent is usually about 0.01 to 50% by mass, preferably about 0.1 to 30% by mass, more preferably 0.5 to 20% by mass, and even more preferably 5 to 20% by mass.

The compound that can be used in the present invention is (B) an agricultural chemical compound having a water solubility of 8 ppm or less at 20°C. There are no particular limitations on the agricultural chemical compound as long as it has a water solubility of 8 ppm or less at 20°C, and examples of such compounds include compounds that have insecticidal, fungicidal, acaricidal, nematicidal, herbicidal, and plant growth regulating effects.

Examples of the (B) pesticide compounds having a water solubility of 8 ppm or less at 20° C. include carbamate insecticidal compounds such as benfuracarb, alanycarb, and carbosulfan;
Phenylpyrazole insecticidal compounds such as fipronil;
Diamide insecticidal compounds such as chlorantraniliprole;
Pyrazolecarboxamide insecticidal compounds such as tolfenpyrad and tebufenpyrad;
β-ketonitrile acaricidal compounds such as cyflumetofen and cyenopyrafen;
Strobilurin fungicidal compounds such as azoxystrobin;
Thiadiazolecarboxamide fungicidal compounds such as isotianil;
Thiazolecarboxamide fungicidal compounds such as thifluzamide;
Examples of such herbicidal compounds include pyrazole-based herbicidal compounds such as benzofenap and pyrazolate, and benfuracarb is preferred.

These pesticide compounds can be used alone or in combination of two or more. Alternatively, the pesticide compounds can be used in combination with other pesticide active ingredients, such as agricultural and horticultural insecticide ingredients, herbicide ingredients, agricultural and horticultural fungicide ingredients, plant bioregulator ingredients, etc.

The concentration of the (B) pesticide compound in the pesticide composition is not particularly limited. From the viewpoints of ease of handling, biological activity, etc., the concentration of the (B) pesticide compound is usually about 0.01 to 50% by mass, preferably about 0.1 to 30% by mass, and more preferably 0.5 to 10% by mass.

The amount of the (A) solvent to be added is usually about 0.1 to 20 parts by mass, preferably about 0.5 to 10 parts by mass, per 1 part by mass of the (B) pesticide compound.

The pesticide composition of the present invention may be used as is without adding any other components than the (A) solvent and the (B) pesticide compound, but is usually used by mixing with various carriers such as liquid, solid, and gas carriers, and mixing with a solid carrier is preferable.

If necessary, a surfactant or other agricultural adjuvants may be further added to the agricultural chemical composition of the present invention.
Examples of the formulation form include emulsifiable concentrates, wettable powders, dry flowables, flowables, water-soluble powders, granules, microgranules, granules, powders, coatings, spray formulations, aerosol formulations, microcapsule formulations, fumigation formulations, and fumigation formulations, and granules are preferred. The pesticide composition of the present invention and the pesticide composition containing the various carriers, additives, and the like can be formulated into various formulation forms for use.

The pesticide composition of the present invention may contain a solid carrier if necessary, and preferably contains a solid carrier.
As the solid carrier, a solid carrier usually used in pesticide granules can be used. The solid carrier can support and solidify a solution in which the pesticide compound (B) is dissolved in the solvent (A), and the pesticide composition can be made into a granule.
When the pesticide composition of the present invention contains a solid carrier, the content of the solid carrier is preferably about 40 to 95% by mass, and more preferably about 60 to 90% by mass, based on the total mass of the pesticide composition of the present invention.

Examples of solid carriers include porous carriers that are non-reactive and capable of releasing pesticides, such as clays, kaolin clay, fubasami clay, kaolin, diatomaceous earth, bentonite, acid clay, and other clays; talcs, ceramics, celite, quartz, sulfur, activated carbon, silica carbonate, hydrated silica, calcium carbonate, gypsum, and other inorganic minerals; chemical carriers based on dolomitic limestone and wood dust, cellulosic fibers, wood fiber granules, crushed corn cobs, crushed peanut shells, sand, granular nitrogen/phosphorus/potassium (NPK) fertilizer, and the like.
The water absorption rate of the solid carrier is, for example, 1 to 40%, preferably 10 to 30%, and more preferably 15 to 25%. Among them, the solid carrier is preferably a cellulose-based fiber (paper fiber), and preferably a paper fiber having a water absorption rate of about 18 to 20%. The solid carrier may further contain kaolin, calcium carbonate, titanium oxide, etc.
These may be used alone or in combination of two or more. These carriers are preferably in the range of 2 to 100 mesh, more preferably in the range of 10 to 100 mesh, and even more preferably in the range of 10 to 30 mesh. The form of the carrier may be granular, powder, fine granules, microparticles, etc., and granular is preferred.
As the solid support, the following commercially available products can be used.
An example of a chemical carrier based on dolomitic limestone and wood dust is DG Lite™ available from Andersons, Inc.
An example of the cellulosic fiber is Biodac (registered trademark, neutral, pH 7.0 to 7.5) available from Kadant GranTek, Inc.
Wood fiber granules include, for example, EcoGranule™ available from Cycle Group, Inc.
Examples of crushed corn cobs include those available under the trademark Bed-o'cobs from Andersons, Inc., or those available under the trademark Maizorb from Mt. Pulaski Products, Inc.

Examples of liquid carriers include water, alcohols, ketones such as acetone and methyl ethyl ketone; hydrocarbons such as hexane, cyclohexane, kerosene and diesel; aromatic hydrocarbons such as benzene, toluene, xylene and naphthalene; esters such as ethyl acetate and butyl acetate; nitriles such as acetonitrile and isobutyronitrile; ethers such as diisopropyl ether and dioxane; acid amides such as N,N-dimethylformamide and N,N-dimethylacetamide; halogenated hydrocarbons such as dichloromethane, trichloroethane and carbon tetrachloride; and vegetable oils such as dimethyl sulfoxide, soybean oil and cottonseed oil.

The gaseous carrier may be any of those commonly used as propellants. Examples of such gaseous carriers include butane gas, liquefied petroleum gas, dimethyl ether, and carbon dioxide gas.

The granular pesticide composition of the present invention may further contain pesticide adjuvants such as surfactants, stabilizers, colorants, and fragrances. When these pesticide adjuvants are added, the amount is preferably 30% by mass or less, and more preferably 20% by mass or less, based on the total mass of the pesticide composition of the present invention.

Specific examples of surfactants include nonionic surfactants such as polyoxyethylene alkyl ethers, polyoxyethylene alkyl esters, polyoxyethylene alkyl phenyl ethers, and polyoxyethylene sorbitan alkyl esters; and anionic surfactants such as alkylbenzene sulfonates, alkyl sulfosuccinates, alkyl sulfates, polyoxyethylene alkyl sulfates, allyl sulfonates, and lignin sulfites.

Examples of stabilizers include phenolic antioxidants such as BHT (2,6-di-tert-butyl-4-methylphenol) and BHA (a mixture of 2-tert-butyl-4-methoxyphenol and 3-tert-butyl-4-methoxyphenol), amine antioxidants, phosphorus antioxidants, sulfur antioxidants, UV absorbers, epoxidized vegetable oils such as epoxidized soybean oil, epoxidized linseed oil, and epoxidized rapeseed oil, PAP (isopropyl acid phosphate), liquid paraffin, and ethylene glycol. When a stabilizer is added to the pesticide composition, the amount of the stabilizer added is, for example, 3% by mass or less, preferably 0.1 to 2% by mass, and more preferably 0.2 to 1% by mass, based on the total mass of the pesticide composition.

Colorants include, for example, rhodamines such as rhodamine B and solar rhodamine; pigments such as Yellow No. 4, Blue No. 1, and Red No. 2.

Examples of fragrances include ester-based fragrances such as ethyl acetoacetate, ethyl enanthate, ethyl cinnamate, and isoamyl acetate; organic acid-based fragrances such as caproic acid and cinnamic acid; alcohol-based fragrances such as cinnamic alcohol, geraniol, citral, and decyl alcohol; aldehydes such as vanillin, piperonal, and perillaldehyde; ketone-based fragrances such as mantol and methyl β-naphthyl ketone; and menthol.

The pesticide composition of the present invention can be obtained by mixing (A) a solvent having a boiling point of 300°C or higher, a water solubility of 0.01 ppm to 170 ppm at 25°C, and a logP of 3.8 or higher, and (B) a pesticide compound having a water solubility of 8 ppm or less at 20°C, a solid carrier if necessary, and a pesticide adjuvant if necessary. When the pesticide composition of the present invention contains a solid carrier, a commercially available solid carrier can be used, or a solid carrier granulated from a separate raw material can be used when producing the pesticide composition.

When the pesticide composition is granular, the granular pesticide composition can be produced by impregnating a solid carrier, preferably a granular carrier, with a solution prepared by dissolving (B) an pesticide compound having a water solubility of 8 ppm or less at 20° C., and optionally an pesticide adjuvant, in (A) a solvent having a boiling point of 300° C. or higher, a water solubility of 0.01 ppm to 170 ppm at 25° C., and a log P of 3.8 or higher. Alternatively, the granular pesticide composition can also be produced by an extrusion granulation method in which the (B) pesticide compound, the (A) solvent, the solid carrier, and optionally an pesticide adjuvant are mixed and then extruded to form granules.
The form of the obtained granular pesticide composition is preferably a spherical granule. The average particle size of the spherical granule is preferably about 0.5 to 10 mm, more preferably about 0.5 to 2 mm, and may be 10 mm or more.

The pesticide composition of the present invention contains (A) a solvent having a boiling point of 300°C or higher, a water solubility of 0.01 ppm to 170 ppm at 25°C, and a logP of 3.8 or higher, and (B) a pesticide compound having a water solubility of 8 ppm or less at 20°C, and is therefore capable of suppressing the leaching of the pesticide compound.

The pesticide composition of the present invention can be applied mainly to the soil around useful plants. Methods for applying to the soil include, for example, incorporation into soil and soil spraying.

The pesticide composition of the present invention is effective against a wide variety of crops cultivated in agricultural and horticultural fields. It is particularly effective against cultivated monocotyledonous crops such as rice, wheat, and corn, and cultivated dicotyledonous plants such as kidney beans, soybeans, tomatoes, potatoes, eggplants, and cucumbers.

The pesticide composition of the present invention has a so-called sustained release function, in which the elution of the pesticide compound is suppressed for a certain period of time after application to the plant, and the elution of the pesticide active ingredient begins after the passage of a certain period of time. This prevents the pesticide composition from eluting until the required time, and the pesticide active ingredient is eluted only at the appropriate time, and the elution can be sustained for the required period. The pesticide composition of the present invention has such a sustained release function that it can be used for simultaneous treatment with sowing.

In particular, when the pesticide composition of the present invention is in granular form, it is preferably applied when sowing rice seeds, for example, when applying it to a seedling box. In this case, the application amount of the granular pesticide composition is usually about 10 to 100 g/box, preferably about 20 to 70 g/box, and more preferably about 50 g/box.

The present invention includes a granular pesticide composition obtained by impregnating a solid carrier with a solution of (B) an agrochemical compound having a water solubility of 8 ppm or less at 20°C, dissolved in (A) a solvent having a boiling point of 300°C or higher, a water solubility of 0.01 ppm to 170 ppm at 25°C, and a log P of 3.8 or more. The present invention also includes a granular pesticide composition obtained by impregnating a solid carrier with a solution of benfuracarb dissolved in a solvent having a boiling point of 300°C or higher, a water solubility of 0.01 ppm to 170 ppm at 25°C, and a log P of 3.8 or more.

The present invention further includes an inhibitor for the elution of benfuracarb, which is obtained by impregnating a solid carrier with a solution of benfuracarb dissolved in a solvent having a boiling point of 300°C or higher, a water solubility of 0.01 ppm or higher and 170 ppm or lower at 25°C, and a logP of 3.8 or higher. In the inhibitor for the elution of benfuracarb, the solvent is preferably benzyl benzoate or tributyl O-acetylcitrate.

The pesticide composition of the present invention will be specifically described below, but the technical scope of the present invention is not limited to these examples. In the following, "parts" simply means "parts by mass."

Example 1
7.5 parts of benfuracarb bulk material (OAT Agrio Co., Ltd.) and 8 parts of benzyl benzoate (Tokyo Chemical Industry Co., Ltd.) were mixed. The obtained solution was impregnated into 84.5 parts of granular cellulose (product name: Biodac (registered trademark) 10/30, Kadant GranTek Co., Ltd., containing 47-53% by mass of paper fiber, 28-34% by mass of kaolin, and 14-20% by mass of calcium carbonate, containing 85% or more of 10-30 mesh particles) to obtain the granules of Example 1.

Example 2
89.47 parts of clay (trade name: Miyaki Silica Clay, manufactured by Sanyo-Kogyo Co., Ltd.), 1.5 parts of polyvinyl alcohol (trade name: PVA-JP-24S, manufactured by Nippon Vinyl Acetate & Poval Co., Ltd.), 3 parts of bentonite (trade name: Kunigel V1, manufactured by Kunimine Kogyo Co., Ltd.) and 6 parts of calcined diatomaceous earth (trade name: Radiolite #200, manufactured by Showa Chemical Industry Co., Ltd.) were mixed, and 25 parts of water in which 0.03 parts of dialkyl sodium sulfosuccinate (trade name: New Coal 291PG, manufactured by Nippon Nyukazai Co., Ltd.) were added and kneaded, and then extrusion granulation was performed using Dome Gran (model name: DG-L1, manufactured by Fuji Paudal Co., Ltd.). After sieving, the mixture was dried at 80 ° C. for 3 hours to obtain a solid carrier (core granule). Next, 7.5 parts of benfuracarb bulk material (manufactured by OAT Agrio Co., Ltd.) and 8 parts of benzyl benzoate (manufactured by Tokyo Kasei Kogyo Co., Ltd.) were mixed. The obtained solution was impregnated into 84.5 parts of the core particles to obtain the granules of Example 2.

Example 3
7.5 parts of benfuracarb bulk material (OAT Agrio Co., Ltd.) and 8 parts of O-acetyl tributyl citrate (Tokyo Chemical Industry Co., Ltd.) were mixed together. The resulting solution was impregnated into 84.5 parts of granular cellulose (product name: Biodac (registered trademark) 10/30, Kadant GranTek Co., Ltd.) to obtain the granules of Example 3.

Example 4
7.5 parts of benfuracarb bulk material (manufactured by OAT Agrio Co., Ltd.) and 8 parts of O-acetyl tributyl citrate (manufactured by Tokyo Chemical Industry Co., Ltd.) were mixed together. The resulting solution was impregnated into 84.5 parts of the solid carrier (core particles) produced in Example 2 to obtain the granules of Example 4.

Example 5
7.5 parts of benfuracarb bulk material (OAT Agrio Co., Ltd.) and 8 parts of bis-2-ethylhexyl isophthalate (Tokyo Chemical Industry Co., Ltd.) were mixed together. The resulting solution was impregnated into 84.5 parts of granular cellulose (product name: Biodac (registered trademark) 10/30, Kadant GranTek Co., Ltd.) to obtain the granules of Example 5.

Example 6
7.5 parts of benfuracarb bulk material (OAT Agrio Co., Ltd.) and 8 parts of bis-2-ethylhexyl sebacate (Tokyo Chemical Industry Co., Ltd.) were mixed together. The resulting solution was impregnated into 84.5 parts of granular cellulose (product name: Biodac (registered trademark) 10/30, Kadant GranTek Co., Ltd.) to obtain the granules of Example 6.

Example 7
7.5 parts of benfuracarb bulk material (manufactured by OAT Agrio Co., Ltd.) and 8 parts of tributyl citrate (manufactured by Tokyo Chemical Industry Co., Ltd.) were mixed together. The resulting solution was impregnated into 84.5 parts of granular cellulose (trade name: Biodac (registered trademark) 10/30, manufactured by Kadant GranTek Co., Ltd.) to obtain the granules of Example 7.

Example 8
7.5 parts of benfuracarb bulk material (manufactured by OAT Agrio Co., Ltd.) and 8 parts of isopropyl palmitate (trade name: Exepar IPP, manufactured by Kao Corporation) were mixed. The resulting solution was impregnated into 84.5 parts of granular cellulose (trade name: Biodac (registered trademark) 10/30, manufactured by Kadant GranTek Co., Ltd.) to obtain the granules of Example 8.

Comparative Example 1
7.5 parts of benfuracarb bulk material (OAT Agrio Co., Ltd.) and 8 parts of diisobutyl adipate (product name: Vinycizer 40, Kao Corporation) were mixed. The resulting solution was impregnated into 84.5 parts of granular cellulose (product name: Biodac (registered trademark) 10/30, Kadant GranTek Co., Ltd.) to obtain a granule of Comparative Example 1.

Comparative Example 2
7.5 parts of benfuracarb bulk material (OAT Agrio Co., Ltd.) and 8 parts of triethyl O-acetylcitrate (Tokyo Chemical Industry Co., Ltd.) were mixed together. The resulting solution was impregnated into 84.5 parts of granular cellulose (product name: Biodac (registered trademark) 10/30, Kadant GranTek Co., Ltd.) to obtain a granule of Comparative Example 2.

Comparative Example 3
7.5 parts of benfuracarb bulk material (manufactured by OAT Agrio Co., Ltd.) and 8 parts of tris(2-ethylhexyl) trimellitate (trade name: Trimex T-08, manufactured by Kao Corporation) were mixed. The resulting solution was impregnated into 84.5 parts of granular cellulose (trade name: Biodac (registered trademark) 10/30, manufactured by Kadant GranTek Co., Ltd.) to obtain a granule of Comparative Example 3.

Comparative Example 4
7.5 parts of benfuracarb bulk material (manufactured by OAT Agrio Co., Ltd.) and 38 parts of acetone (manufactured by Wako Pure Chemical Industries, Ltd.) were mixed. The obtained solution was impregnated into 92.5 parts of granular pumice (product name: Kagalite (registered trademark) K-2, manufactured by Kagalite Kogyo Co., Ltd.), and then the mixture was dried at 80° C. to volatilize the acetone, thereby obtaining a granule of Comparative Example 4.

The physical properties of the solvents used in Examples 1 to 8 and Comparative Examples 1 to 3 are shown in Table 1.

The following dissolution tests were carried out using the granules obtained in Examples 1 to 8 and Comparative Examples 1 to 4.

Dissolution test of active ingredient: 1000 g of tap water was weighed out into a 1 L beaker, and 130 mg of each of the granules obtained in Examples 1 to 8 and Comparative Examples 1 to 4 was added, then the beaker was sealed with plastic wrap and placed in an incubator (model name MIR-553, manufactured by SANYO Electric Co., Ltd.) at 20°C. The concentration of the active ingredient in the water was measured over time using a high performance liquid chromatograph (model name ELITE LaChrom, manufactured by Hitachi High-Tech Science Co., Ltd.), and the dissolution rate was calculated using formula (1). The results are shown in Table 2.

<Results>
The seedling raising period for general rice transplant cultivation is 3 to 4 weeks after sowing. If a large amount of active ingredient is eluted from the formulation during the seedling raising period, phytotoxicity may occur. From Table 2, it was found that the granules of Examples 1 to 8 had suppressed elution of active ingredient compared to the granules of Comparative Examples 1 to 4.
Therefore, the granules of this example are considered to be applicable to simultaneous sowing treatment. When the granules of this example are used for simultaneous sowing treatment of rice, it is expected that the occurrence of phytotoxicity will be reduced compared to the granules of the comparative example.

Claims (6)

A pesticide composition with suppressed elution, comprising: (A) a solvent having a boiling point of 300° C. or higher, a water solubility of 0.01 ppm or higher and 170 ppm or lower at 25° C., and a log P of 3.8 or higher; and (B) a pesticide compound having a water solubility of 8 ppm or lower at 20° C. ,
The pesticide composition, wherein the (A) solvent is at least one selected from the group consisting of benzyl benzoate, tributyl O-acetylcitrate, bis-2-ethylhexyl isophthalate, bis-2-ethylhexyl sebacate, and isopropyl palmitate. 2. The pesticide composition according to claim 1 , wherein the pesticide compound (B) having a water solubility of 8 ppm or less at 20°C is a carbamate pesticide compound. 3. The pesticide composition according to claim 1 or 2 , wherein the pesticide compound (B) having a water solubility of 8 ppm or less at 20°C is benfuracarb. The pesticide composition according to any one of claims 1 to 3 , wherein the pesticide composition is in a granular form. A granular pesticide composition comprising: (B) a pesticide compound having a water solubility of 8 ppm or less at 20°C dissolved in (A) a solvent having a boiling point of 300°C or more, a water solubility of 0.01 ppm or more and 170 ppm or less at 25°C, and a log P value of 3.8 or more; and ... pesticide compound having a water solubility of 8 ppm or less at 20°C dissolved in (A) a pesticide compound having a water solubility of 8 ppm or less at 20°C dissolved in (A) a pesticide compound having a water solubility of 8 ppm or less at 20°C dissolved in (A) a pesticide compound having a water solubility of 8 ppm or less at 20°C dissolved in (A) a pesticide compound having a water solubility of 8 ppm or less at 20°C dissolved in (A) a pesticide compound having a water solubility of 8 ppm or less at 20°C dissolved in (A) a pesticide compound having a water solubility of 8 ppm
The granular pesticide composition, wherein the (A) solvent is at least one selected from the group consisting of benzyl benzoate, tributyl O-acetylcitrate, bis-2-ethylhexyl isophthalate, bis-2-ethylhexyl sebacate, and isopropyl palmitate . A leaching inhibitor for benfuracarb, comprising a solid carrier impregnated with a solution of benfuracarb in a solvent having a boiling point of 300° C. or higher, a water solubility of 0.01 ppm or higher and 170 ppm or lower at 25° C., and a log P of 3.8 or higher ,
The solvent is at least one selected from the group consisting of benzyl benzoate, tributyl O-acetylcitrate, bis-2-ethylhexyl isophthalate, bis-2-ethylhexyl sebacate, and isopropyl palmitate .