Tree injection agent

Abstract

To provide a tree trunk injection agent having good stability of an active ingredient.SOLUTION: A tree injection containing an aqueous alcohol solution soluble compound such as acetic acid, hydroxyacetic acid, methacrylic acid, acrylic acid, oxalic acid, malonic acid, succinic acid, adipic acid, tartaric acid, diethyl tartrate, trans-aconitic acid, citric acid, gallic acid, phthalic acid, isophthalic acid, terephthalic acid, butanediol, trimethylolpropane, glycerol, dithiothreitol, dithioerythritol, sorbitol, maltitol, and reduced starch syrup, a monohydric alcohol having 1 to 4 carbon atoms such as methanol, ethanol, 1-propanol, 2-propanol, and 1-butanol, acetamiprid, and water.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a trunk injection agent. More specifically, the present invention relates to a trunk injection agent having good stability of an active ingredient. [Background technology]

[0002] For example, wood nematode disease, which occurs in trees such as pine, begins when nematodes invade through wounds in the branches (such as bites from insects such as longhorn beetles). The invading nematodes move within the tree. As a result, gas enters the water-conducting tissues (cavitation), causing a phenomenon called embolism, in which the flow of water is blocked. Embolism caused by the movement of nematodes does not improve naturally. If the embolism spreads throughout the tree, the tree will eventually wilt and die. Trunk injections have traditionally been used to effectively prevent trees (especially pines) from dying due to such harmful organisms within the tree.

[0003] As an example of a trunk injection agent, Patent Document 1 discloses a composition for trunk injection, which contains a neonicotinoid insecticidal compound, at least one solvent selected from the group consisting of alcohols, ketones, pyrrolidones, amides, and glycols, and a surfactant.

[0004] Patent Document 2 discloses a tree trunk injection agent containing acetamiprid, water, hydroxypropyl cellulose, citric acid monohydrate, and the like.

[0005] Patent Document 3 discloses a flowable formulation containing clothianidin, polyvinyl alcohol, water, ethylene glycol, a surfactant, etc. Patent Document 3 discloses application methods such as trunk spraying, trunk irrigation (pouring), and trunk coating.

[0006] Patent Document 4 discloses a trunk injection agent containing milbemectin, methanol, polyoxyethylene hydrogenated castor oil ether, and water.

[0007] Patent Document 5 discloses an insecticide composition containing, based on the total mass, 5,000 to 250,000 ppm of an insecticidal component, 10 to 99.8 mass % of a lower alcohol, and 0.1 to 10 mass % of a silicone surfactant. [Prior art documents] [Patent documents]

[0008] [Patent Document 1] Japanese Patent Application Laid-Open No. 2005-255566 [Patent Document 2] WO2013 / 168630A1 [Patent Document 3] Japanese Patent Application Laid-Open No. 2007-1960 [Patent Document 4] Japanese Patent Application Publication No. 10-152407 [Patent Document 5] Japanese Patent Application Laid-Open No. 2012-180313 Summary of the Invention [Problem to be solved by the invention]

[0009] An object of the present invention is to provide a trunk injection agent which has good stability of the active ingredient. [Means for solving the problem]

[0010] As a result of extensive research to achieve the above object, the present invention has been completed, including the following aspects.

[0011] [1] 0.01 to 100 parts by mass of at least one aqueous alcohol-soluble compound selected from the group consisting of organic compounds having 1 to 3 carboxy groups, organic compounds having 1 to 3 alkoxycarbonyl groups, dihydric alcohols having 2 to 10 carbon atoms, organic compounds having at least three alcoholic hydroxy groups, and organic compounds having two thio groups; 50 to 2000 parts by mass of a monohydric alcohol having 1 to 4 carbon atoms, 100 parts by mass of water, and 0.1 to 200 parts by mass of acetamiprid Contains The aqueous alcohol solution-soluble compound is soluble in at least one selected from aqueous alcohol solutions comprising 50 to 2000 parts by mass of a monohydric alcohol having 1 to 4 carbon atoms and 100 parts by mass of water. Trunk injection agent.

[0012] [2] The tree trunk injection agent according to [1], wherein the monohydric alcohol having 1 to 4 carbon atoms is at least one selected from methanol, ethanol, 1-propanol, 2-propanol, and 1-butanol.

[0013] [3] The tree trunk injection agent according to [1] or [2], wherein the monohydric alcohol having 1 to 4 carbon atoms is 25 to 90,000 parts by mass per 100 parts by mass of acetamiprid.

[0014] [4] The tree trunk injection agent according to any one of [1] to [3], wherein the amount of an organic compound having 1 to 3 carboxy groups or an organic compound having 1 to 3 alkoxycarbonyl groups is 0.05 to 10,000 parts by mass per 100 parts by mass of acetamiprid.

[0015] [5] The tree trunk injection agent according to any one of [1] to [4], wherein the amount of the organic compound having 1 to 3 carboxyl groups or the organic compound having 1 to 3 alkoxycarbonyl groups is 0.01 to 200 parts by mass per 100 parts by mass of the monohydric alcohol having 1 to 4 carbon atoms.

[0016] [6] The tree trunk injection agent according to any one of [1] to [3], wherein the amount of a dihydric alcohol having 2 to 10 carbon atoms, an organic compound having at least three alcoholic hydroxy groups, or an organic compound having two thio groups is 0.05 to 10,000 parts by mass per 100 parts by mass of acetamiprid.

[0017] [7] The trunk injection agent according to [1], [2], [3], [4] or [6], wherein the amount of a dihydric alcohol having 2 to 10 carbon atoms, an organic compound having at least three alcoholic hydroxy groups, or an organic compound having two thio groups is 0.01 to 200 parts by mass per 100 parts by mass of a monohydric alcohol having 1 to 4 carbon atoms. [Effects of the Invention]

[0018] The trunk injection agent of the present invention has good stability of the active ingredient, and is expected to have a long-lasting effect of controlling tree pests. DETAILED DESCRIPTION OF THE INVENTION

[0019] The tree trunk injection agent of the present invention contains an aqueous alcohol-soluble compound, a monohydric alcohol having 1 to 4 carbon atoms, water, and a neonicotinoid insecticidal compound (active ingredient).

[0020] The neonicotinoid insecticidal compounds used in the present invention are compounds that have a chemical structure similar to nicotine and have the effect of killing insects. Neonicotinoids preferably have a cyanoimine (=N-CN), nitroimine (-C=N-NO2), chloropyridyl group, chlorothiazolyl group, or furyl group in their chemical structure. Insects are a general term for small animals that belong to the phylum Arthropoda and class Insecta in animal classification. The term "insect" commonly refers to small animals other than insects.

[0021] Examples of neonicotinoid insecticidal compounds include imidacloprid, nitenpyram, acetamiprid, thiamethoxam, clothianidin, dinotefuran, thiacloprid, etc. Among these, acetamiprid is preferred. Commercially available insecticides (drugs used to control insects that harm agricultural crops (including trees and agricultural and forestry products)) containing neonicotinoid insecticidal compounds as active ingredients may also be used. Examples include Matsugreen (registered trademark) or Mospilan (registered trademark) manufactured by Nippon Soda Co., Ltd., Actara (registered trademark) manufactured by Syngenta, Dantotsu (registered trademark) or Bestguard (registered trademark) manufactured by Sumitomo Chemical Co., Ltd., and Admire (registered trademark) manufactured by Bayer.

[0022] Neonicotinoid insecticides exert their insecticidal activity by inhibiting insect neurotransmission, and are characterized by their applicability to a wide variety of pests. They are also said to have low acute toxicity to vertebrates, are resistant to degradation in the environment, have residual activity, are water-soluble, and are easily injected into plants.

[0023] In the tree trunk injection agent of the present invention, the neonicotinoid insecticidal compound is, for example, preferably 0.1 to 200 parts by mass, more preferably 1 to 20 parts by mass, per 100 parts by mass of water. In the tree trunk injection agent of the present invention, the amount of the neonicotinoid insecticidal compound is, for example, preferably 0.1 to 30 parts by mass, more preferably 1 to 10 parts by mass, relative to 100 parts by mass in total of the aqueous alcohol-soluble compound, the neonicotinoid insecticidal compound, and the monohydric alcohol having 1 to 4 carbon atoms.

[0024] The monohydric alcohol having 1 to 4 carbon atoms used in the present invention is methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, 2-butanol, 2-methyl-1-propanol, or 2-methyl-2-propanol. Of these, methanol, ethanol, 1-propanol, 2-propanol, and 1-butanol are preferred, and methanol and ethanol are more preferred.

[0025] In the tree trunk injection agent of the present invention, the mass ratio of water to the mass of monohydric alcohol having 1 to 4 carbon atoms is preferably 5 / 95 to 95 / 5, more preferably 10 / 90 to 90 / 10, even more preferably 20 / 80 to 80 / 20, and still more preferably 30 / 70 to 70 / 30.

[0026] In the tree trunk injection agent of the present invention, the monohydric alcohol having 1 to 4 carbon atoms is, for example, preferably 25 to 90,000 parts by mass, more preferably 250 to 5,000 parts by mass, relative to 100 parts by mass of the neonicotinoid insecticidal compound. In the tree trunk injection agent of the present invention, the monohydric alcohol having 1 to 4 carbon atoms is, for example, preferably 50 to 2000 parts by mass, more preferably 75 to 1000 parts by mass, per 100 parts by mass of water. In the tree trunk injection agent of the present invention, the monohydric alcohol having 1 to 4 carbon atoms is, for example, preferably 1 to 90 parts by mass, more preferably 10 to 80 parts by mass, relative to 100 parts by mass in total of the aqueous alcohol solution-soluble compound, the neonicotinoid insecticidal compound, and the monohydric alcohol having 1 to 4 carbon atoms. The tree trunk injection agent of the present invention can be diluted with a monohydric alcohol having 1 to 4 carbon atoms as needed at the site of use, but the mass of the monohydric alcohol having 1 to 4 carbon atoms in the tree trunk injection agent of the present invention does not include the mass of the monohydric alcohol having 1 to 4 carbon atoms used for dilution.

[0027] The aqueous alcohol solution-soluble compound used in the present invention is at least one selected from the group consisting of organic compounds having 1 to 3 carboxy groups, organic compounds having 1 to 3 alkoxycarbonyl groups, dihydric alcohols having 2 to 10 carbon atoms, organic compounds having at least three alcoholic hydroxy groups, and organic compounds having two thio groups. The aqueous alcohol solution-soluble compound contained in the trunk injection agent may be in a different form, such as an anhydride or halide, during preparation of the trunk injection agent.

[0028] Examples of organic compounds having 1 to 3 carboxy (—COOH) groups include monovalent aliphatic carboxylic acids, divalent aliphatic carboxylic acids, trivalent aliphatic carboxylic acids, monovalent aromatic carboxylic acids, divalent aromatic carboxylic acids, and trivalent aromatic carboxylic acids. Examples of organic compounds having 1 to 3 alkoxycarbonyl (-COOR) groups (R is a substituted or unsubstituted alkyl group) include monovalent aliphatic carboxylic acid alkyl esters, divalent aliphatic carboxylic acid dialkyl esters, divalent aliphatic carboxylic acid monoalkyl esters, trivalent aliphatic carboxylic acid trialkyl esters, trivalent aliphatic carboxylic acid dialkyl esters, trivalent aliphatic carboxylic acid monoalkyl esters, monovalent aromatic carboxylic acid alkyl esters, divalent aromatic carboxylic acid dialkyl esters, divalent aromatic carboxylic acid monoalkyl esters, trivalent aromatic carboxylic acid trialkyl esters, trivalent aromatic carboxylic acid dialkyl esters, and trivalent aromatic carboxylic acid monoalkyl esters. An organic compound having 1 to 3 carboxy (-COOH) groups or an organic compound having 1 to 3 alkoxycarbonyl (-COOR) groups may also have at least one, preferably 1 to 3 alcoholic hydroxy (-OH) groups in addition to the carboxy (-COOH) group or the alkoxycarbonyl (-COOR) group, but it is preferable that the compound does not contain a nitrogen atom in the molecule.

[0029] Examples of the monovalent aliphatic carboxylic acid include formic acid, acetic acid, propionic acid, butyric acid, isobutyric acid, acrylic acid, methacrylic acid, crotonic acid, isocrotonic acid, glycolic acid, and lactic acid. Examples of the monovalent aliphatic carboxylic acid alkyl ester include methyl formate, methyl acetate, methyl acrylate, and methyl methacrylate. Examples of the divalent aliphatic carboxylic acid include oxalic acid, malonic acid, succinic acid, methylmalonic acid, glutaric acid, adipic acid, fumaric acid, maleic acid, tartaric acid, tartronic acid, malic acid, and 2-hydroxyglutaric acid. Examples of the divalent aliphatic carboxylic acid alkyl ester include methyl oxalate, methyl malonate, methyl succinate, methyl adipate, dimethyl maleate, diethyl tartrate, and methyl tartronate. Examples of the trivalent aliphatic carboxylic acid include tricarballylic acid, aconitic acid, camphoronic acid, citric acid, and isocitric acid. Examples of the trivalent aliphatic carboxylic acid alkyl ester include methyl citrate, isopropyl citrate, and methyl isocitrate. Examples of aromatic carboxylic acids include benzoic acid, phthalic acid, isophthalic acid, terephthalic acid, hemimellitic acid, trimellitic acid, trimesic acid, toluic acid, xylyl acid, salicylic acid, gallic acid, o-pyrocatechuic acid, and gentisic acid. Examples of aromatic carboxylic acid alkyl esters include methyl benzoate, methyl phthalate, and propyl gallate.

[0030] Examples of dihydric alcohols having 2 to 10 carbon atoms include ethanediol, propanediol, butanediol, pentanediol, hexanediol, heptanediol, octanediol, nonanediol, decanediol, etc. Among these, dihydric alcohols having 4 to 10 carbon atoms are preferred, and butanediols such as 1,2-butanediol, 1,3-butanediol, and 2,3-butanediol are more preferred; hexanediols such as 1,2-hexanediol and 1,6-hexanediol, and pentanediols such as 1,2-pentanediol are more preferred.

[0031] Examples of organic compounds having at least three alcoholic hydroxy (-OH) groups include trihydric alcohols, sugar alcohols, polyvinyl alcohols, etc. Among these, organic compounds having at least six alcoholic hydroxy (-OH) groups are preferred, and sugar alcohols having at least six alcoholic hydroxy (-OH) groups and polyvinyl alcohols having at least six alcoholic hydroxy (-OH) groups are more preferred. Examples of trihydric alcohols include trimethylolpropane, glycerol, trimethylolethane, and 1,2,3-propanetriol. Examples of sugar alcohols include erythritol, threitol, sorbitol, arabinitol, xylitol, ribitol, allitol, glycitol, mannitol, sorbitol, iditol, galactitol, bornesitol, talitol, maltitol, volemitol, perseitol, inositol, ononitol, pinitol, pinpollitol, quercitol, reduced maltose, and reduced starch syrup. The degree of polymerization (DP) of the polyvinyl alcohol is preferably 6 to 2,000, more preferably 300 to 1,400.

[0032] Examples of organic compounds having two thio (-SH) groups include aliphatic dithiols and aromatic dithiols. Examples of aliphatic dithiols include 1,2-ethanedithiol, 1,1-propanedithiol, 1,2-propanedithiol, 1,3-propanedithiol, 2,2-propanedithiol, 1,1-cyclohexanedithiol, 1,2-cyclohexanedithiol, 2,2-dimethylpropane-1,3-dithiol, 1-methylcyclohexane-2,3-dithiol, and 1,1-bis(mercaptomethyl)cyclohexane. Examples of aromatic dithiols include 1,2-dimercaptobenzene, 1,3-dimercaptobenzene, 1,4-dimercaptobenzene, 1,2-bis(mercaptomethyl)benzene, 1,3-bis(mercaptomethyl)benzene, dithiothreitol, and dithioerythritol. An organic compound having two thio (-SH) groups may also have at least one, preferably 1 to 3 alcoholic hydroxy (-OH) groups in addition to the thio (-SH) groups.

[0033] Of these, preferred aqueous alcohol-soluble compounds are butanediol, hexanediol, and pentanediol; polyvinyl alcohol; sorbitol, reduced starch syrup, and maltitol; trimethylolpropane and glycerol; dithiothreitol; acrylic acid, acetic acid; oxalic acid, malonic acid, succinic acid, adipic acid, and tartaric acid; aconitic acid and citric acid; gallic acid; phthalic acid; and diethyl tartrate.

[0034] The aqueous alcohol solution soluble compound used in the present invention is soluble in at least one selected from aqueous alcohol solutions containing 50 to 2000 parts by mass of a monohydric alcohol having 1 to 4 carbon atoms and 100 parts by mass of water. The aqueous alcohol solution-soluble compound used in the present invention is not particularly limited as long as its solubility in the aqueous alcohol solution is equal to or greater than the desired amount of the aqueous alcohol solution-soluble compound to be contained in the tree trunk injection agent at a temperature of 1 to 30°C.

[0035] In the tree trunk injection agent of the present invention, the organic compound having 1 to 3 carboxy groups and / or the organic compound having 1 to 3 alkoxycarbonyl groups is, for example, preferably 0.05 to 10,000 parts by mass, more preferably 0.1 to 250 parts by mass, relative to 100 parts by mass of the neonicotinoid insecticidal compound. In the tree trunk injection agent of the present invention, the dihydric alcohol having 2 to 10 carbon atoms, the organic compound having at least three alcoholic hydroxy groups, and / or the organic compound having at least two thio groups is preferably used in an amount of 0.05 to 10,000 parts by mass, more preferably 0.1 to 250 parts by mass, per 100 parts by mass of the neonicotinoid insecticidal compound.

[0036] In the tree trunk injection agent of the present invention, the organic compound having 1 to 3 carboxy groups and / or the organic compound having 1 to 3 alkoxycarbonyl groups is, for example, preferably 0.01 to 200 parts by mass, more preferably 0.01 to 25 parts by mass, per 100 parts by mass of the monohydric alcohol having 1 to 3 carbon atoms. In the tree trunk injection agent of the present invention, the dihydric alcohol having 2 to 10 carbon atoms, the organic compound having at least three alcoholic hydroxy groups, and / or the organic compound having at least two thio groups is, for example, preferably 0.01 to 200 parts by mass, more preferably 0.01 to 25 parts by mass, per 100 parts by mass of the monohydric alcohol having 1 to 4 carbon atoms.

[0037] In the tree trunk injection agent of the present invention, the organic compound having 1 to 3 carboxy groups and / or the organic compound having 1 to 3 alkoxycarbonyl groups is, for example, preferably 0.01 to 200 parts by mass, more preferably 0.01 to 25 parts by mass, per 100 parts by mass of water. In the tree trunk injection agent of the present invention, the dihydric alcohol having 2 to 10 carbon atoms, the organic compound having at least three alcoholic hydroxy groups, and / or the organic compound having at least two thio groups is, for example, preferably 0.01 to 200 parts by mass, more preferably 0.01 to 25 parts by mass, per 100 parts by mass of water.

[0038] In the tree trunk injection agent of the present invention, the organic compound having 1 to 3 carboxy groups and / or the organic compound having 1 to 3 alkoxycarbonyl groups is, for example, preferably 0.01 to 20 parts by mass, more preferably 0.01 to 10 parts by mass, relative to a total of 100 parts by mass of the aqueous alcohol-soluble compound, the neonicotinoid insecticidal compound, and the monohydric alcohol having 1 to 4 carbon atoms. In the tree trunk injection agent of the present invention, the dihydric alcohol having 2 to 10 carbon atoms, the organic compound having at least three alcoholic hydroxy groups, and / or the organic compound having at least two thio groups is, for example, preferably 0.01 to 20 parts by mass, more preferably 0.01 to 10 parts by mass, relative to a total of 100 parts by mass of the aqueous alcohol-soluble compound, the neonicotinoid insecticidal compound, and the monohydric alcohol having 1 to 4 carbon atoms.

[0039] The trunk injection agent of the present invention can be diluted with an aqueous alcohol solution-soluble compound as needed at the site of use, but the mass of the aqueous alcohol solution-soluble compound in the trunk injection agent of the present invention does not include the mass of the aqueous alcohol solution-soluble compound used for dilution.

[0040] The mass of water that can be contained in the tree trunk injection agent of the present invention is not particularly limited, but is preferably 20 to 99.9 mass%, more preferably 30 to 95 mass%, and even more preferably 40 to 90 mass%. The tree trunk injection agent of the present invention can be diluted with water as needed at the site of use, but the mass of water in the tree trunk injection agent of the present invention does not include the mass of water used for dilution.

[0041] The tree trunk injection agent of the present invention may further contain an insecticidal compound other than the neonicotinoid insecticidal compound.

[0042] Examples of other insecticidal compounds include organochlorine insecticidal compounds, organophosphorus insecticidal compounds, carbamate insecticidal compounds, pyrethroid insecticidal compounds, nereistoxin insecticidal compounds, natural insecticidal compounds (insecticidal compounds contained in pyrethrum agents, machine oil agents, starch agents, etc.), insect growth regulator compounds, biologically derived insecticidal compounds (insecticidal compounds contained in BT agents, spinosad agents, biological pesticides for pests, etc.), nematicidal compounds, etc. Of these, nematicidal compounds, pyrethroid insecticidal compounds, and organophosphorus insecticidal compounds are preferred.

[0043] Examples of nematicidal compounds include nemadectin, levamisole hydrochloride, fosthiazate, oxamyl, morantel tartrate, mesulfenphos, emamectin benzoate, and milbemectin.

[0044] Examples of pyrethroid insecticidal compounds include permethrin, cypermethrin, deltamethrin, fenvalerate, fenpropathrin, pyrethrins, allethrin, tetramethrin, resmethrin, dimethrin, propathrin, fenothrin, cyphenothrin, prothrin, fluvalinate, cyfluthrin, cyhalothrin, flucythrinate, etofenprox, cycloprothrin, imiprothrin, trolamethrin, silafluofen, brofenprox, acrinathrin, phthalthrin, prallethrin, empenthrin, metofluthrin, and transfluthrin.

[0045] Examples of organophosphorus insecticidal compounds include fenitrothion, fenthion, dichlorvos, propetamphos, etc. Among these, fenitrothion is preferred.

[0046] These other insecticidal compounds can be used alone or in combination of two or more. The amount of other insecticidal compounds that can be contained in the tree trunk injection agent of the present invention can be appropriately determined within a range that does not impair the effects of the present invention.

[0047] The trunk injection agent of the present invention may further contain a fungicidal compound.

[0048] The fungicidal compound used in the present invention is not particularly limited, and examples thereof include triazole fungicidal compounds such as triadimenol and propiconazole, polyhaloalkylthio fungicidal compounds such as captan, benzimidazole fungicidal compounds such as benomyl, carbendazim, thiophanate and thiophanate methyl, acylalanine fungicidal compounds such as metalaxyl and oxadixyl, ergosterol biosynthesis inhibitory compounds such as pyrifenox and prochloraz, sterol biosynthesis inhibitory compounds such as triflumizole, tebuconazole, tetraconazole, metconazole, triforine, bitertanol, fenbuconazole and myclobutanil, and antibiotics such as kasugamycin, polyoxin and streptomycin. These fungicidal compounds can be used singly or in combination of two or more. Among these, benzimidazole fungicidal compounds and sterol biosynthesis inhibitory fungicidal compounds are preferred, with thiophanate-methyl and triflumizole being more preferred. In the present invention, commercially available fungicides containing a fungicidal compound as an active ingredient may be used, such as Topsin M (trademark) and Trifmin (trademark) manufactured by Nippon Soda Co., Ltd. The amount of the fungicidal compound that can be contained in the tree trunk injection agent of the present invention can be appropriately determined within a range that does not impair the effects of the present invention.

[0049] The trunk injection agent of the present invention may further contain an agrochemical active ingredient such as an acaricidal compound, a plant growth regulator compound, etc. The amount of the agrochemical active ingredient such as an acaricidal compound, a plant growth regulator compound, etc. that can be contained in the trunk injection agent of the present invention can be appropriately set within a range that does not inhibit the effects of the present invention.

[0050] The tree trunk injection agent of the present invention may further contain a surfactant. Examples of the surfactant include nonionic surfactants, anionic surfactants, and cationic surfactants. Examples of nonionic surfactants include polyoxyethylene castor oils, polyoxyethylene hydrogenated castor oils, polyoxyethylene hydrogenated castor oil ethers, polyoxyethylene alkyl ethers, polyoxyethylene alkyl phenyl ethers, polyoxyethylene alkyl phenyl ether formaldehyde condensates, polyoxyethylene alkyl allyl ethers, polyoxyethylene allyl phenyl ethers, polyoxyethylene allyl phenyl ether formaldehyde condensates, polyoxyethylene fatty acid esters, polyethylene glycol fatty acid esters, polyoxyalkylene alkyl ethers, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitol fatty acid esters, polyglycerin fatty acid esters, sucrose fatty acid esters, and propylene glycol mono fatty acid esters.

[0051] Examples of anionic surfactants include alkylbenzenesulfonates, alkyl sulfates, dialkyl sulfosuccinates, higher fatty acid salts, etc. Examples of the salts include, but are not limited to, sodium salts, potassium salts, and calcium salts.

[0052] Examples of cationic surfactants include alkylamines, quaternary ammonium salts, and alkylpyridinium salts.

[0053] These surfactants can be used alone or in combination of two or more. Among these surfactants, alkylbenzenesulfonates and dialkylsulfosuccinates are preferred, with calcium alkylbenzenesulfonate and sodium dioctyl sulfosuccinate being particularly preferred.

[0054] The amount of surfactant that can be contained in the tree trunk injection agent of the present invention is not particularly limited, but is, for example, preferably 0 to 30 mass %, more preferably 5 to 25 mass %, and even more preferably 7 to 23 mass %.

[0055] The trunk injection agent of the present invention may further contain an adjuvant, which may contribute to maintaining the stability of the contained ingredients after formulation or trunk injection, maintaining the activity of the insecticidal compound, nematicidal compound, fungicidal compound, etc. Examples of the adjuvant include pH adjusters such as acids, alkalis and their salts; chelating agents; antioxidants; ultraviolet absorbers; efficacy enhancers such as piperonyl butoxide; antifoaming agents; and preservatives.

[0056] Examples of the chelating agent include EDTA, dimethylglyoxime, dithizone, oxine, acetylacetone, glycine, and nitrilotriacetic acid. Examples of antioxidants include t-butylhydroquinone, di-t-butylhydroquinone, tocopherol, dibutylhydroxytoluene, butylhydroxyanisole, and ascorbic acid. Examples of the ultraviolet absorber include salicylic acid derivatives, hydroxybenzophenone derivatives, benzoic acid derivatives, cinnamic acid derivatives, and coumarin derivatives. The amount of adjuvant that can be contained in the tree trunk injection agent of the present invention is not particularly limited, but is preferably 0 to 30 parts by mass, more preferably 0 to 20 parts by mass, per 100 parts by mass of the total mass of the neonicotinoid insecticidal compound, nematicidal compound, and solvent.

[0057] The trunk injection agent of the present invention may further contain a fertilizer component or a plant activator component. The fertilizer component or plant activator component may contribute to revitalizing trees weakened by pests and diseases. Examples of tree activating components include nitrogen, phosphorus, potassium, calcium, sulfur, zinc, copper, molybdenum, boron, iron, manganese, magnesium, vitamins, amino acids, cedar extract, cypress extract, and pine extract. The amount of the tree activating component that can be contained in the tree trunk injection agent of the present invention is preferably 0 to 30% by mass, more preferably 0 to 20% by mass, and even more preferably 0 to 10% by mass.

[0058] The tree trunk injection agent of the present invention preferably has a pH of 2-6, more preferably 3-5, when it contains an organic compound having 1-3 carboxy groups and / or an organic compound having 1-3 alkoxycarbonyl groups. When the tree trunk injection agent of the present invention contains a dihydric alcohol having 2 to 10 carbon atoms, an organic compound having at least three alcoholic hydroxy groups, and / or an organic compound having at least two thio groups, the pH is preferably 4 to 7, more preferably 4.5 to 6.8. The pH of the trunk injection agent is the value displayed when using a pH meter (e.g., HORIBA LAQUA F-72, MODEL: 9615S) calibrated with pH standard solutions (neutral phosphate standard solution (pH 6.86 at 25°C) and oxalate standard solution (pH 1.68 at 25°C)).

[0059] (How to use) The method for injecting the trunk injection agent according to the present invention into a tree is not particularly limited. For example, first, the trunk injection agent is dissolved or diluted with water or an organic solvent as needed. Then, a nozzle-equipped container containing the trunk injection agent is prepared. The container is preferably flexible enough that air can be compressed to expel it from the nozzle. Examples of such containers include resin containers. There are no particular limitations on the nozzle as long as it can be inserted into a hole drilled in the trunk and the liquid agent can be delivered into the tree. For ease of transportation of the trunk injection agent, the container is preferably designed so that a lid with a nozzle can be interchanged with a lid without a nozzle, or so that a cap can be attached to the nozzle opening.

[0060] Next, a hole (injection hole) is drilled into the trunk of a standing tree. The diameter of the injection hole can be adjusted according to the size of the nozzle, for example, about 7 to 8 mm. The injection hole is preferably tilted downward at a 45-degree angle and drilled down to the main vessel (about 4 cm deep). It is preferable to drill multiple injection holes in different locations around the lower part of the trunk (ground level). If the injection hole is positioned too high, pests may infest the area below the injection hole. Injection holes may be drilled with a drill or holes drilled in the tree by insects.

[0061] The nozzle of the container is then inserted into the injection hole, and the trunk injection agent is injected into the tree. The trunk injection agent is preferably injected into the tree using natural pressure or pressure. At the start of injection, it is preferable to crush the container to expel air from the nozzle. It is preferable to make perforations in the bottom of the container inserted downward, and to equalize the pressure inside the container to atmospheric pressure. In addition to trunk injection, the trunk injection agent of the present invention can be applied to trees by spraying or coating the trunk, bark, or branches, by spraying at the base of the plant, or by soil drenching. The disease control effect may be increased by using these application methods in combination with trunk injection.

[0062] The injection amount is not particularly limited, but can be increased or decreased depending on the breast height diameter of the trunk. For example, the amount can be set as a guideline, such as 90 to 140 ml for a breast height diameter of 15 cm or less, 135 to 560 ml for a breast height diameter of 15 cm to 30 cm, 360 to 840 ml for a breast height diameter of 30 cm to 40 cm, and 45 to 210 ml for every 5 cm increase in diameter for a breast height diameter of 40 cm or more.

[0063] After the injection is complete, it is preferable to close the injection hole with a wooden plug, rubber plug, or adhesive to prevent the intrusion of rainwater and germs.

[0064] The trunk injection agent of the present invention can be applied to trees generally from spring to summer, preferably from the leaf-opening stage onward, before the emergence of pests (e.g., Monochamus alternatus, Red-necked Longhorn Beetle, scarab beetles, scale insects, caterpillars, aphids, etc.) (the start of adult emergence) until the adult emergence stage. The time when new adult Monochamus alternatus beetles begin to emerge varies by region, but in Japan it is generally between May and July. Tree diseases (e.g., pine wilt disease, etc.) are thought to spread, for example, as follows: First, longhorn beetle larvae that overwinter in dead pine wood pupate between spring and early summer, and then emerge as longhorn beetles. During this time, nematodes such as the pine wood nematode invade the longhorn beetle's body, and the longhorn beetle carrying the nematodes drills a hole in the tree and escapes. Adult longhorn beetles fly between healthy trees and eat the bark of young tree branches. Nematodes that have infiltrated the adult longhorn beetle's body enter the tree's wood through wounds in the bark that the adult longhorn beetle has eaten, causing sudden physiological changes and causing the tree to wither. Adult longhorn beetles search for trees weakened by nematodes, bite into the bark, insert their oviducts into the wounds and lay eggs. Longhorn beetle larvae hatch from the eggs and grow by eating the soft skin beneath the bark, and when they grow, they drill deep holes in the wood and spend the winter inside.

[0065] Examples of trees to which the trunk injection agent of the present invention can be applied include Quercus phillyraeoides, Quercus acutissima, Quercus serrata, Quercus crispulatus, Quercus dentata, Quercus crispulatus, Quercus glauca, Quercus salicina, Quercus myrsina, and other Quercus trees, Castanea genus trees such as Japanese chestnut, Castanopsis cuspidata and Castanopsis castanea, and other Castanopsis trees, Pinus edulis and other Pinus lilii trees, Pinus densiflora, Pinus thunbergii, Pinus luchuensis, Pinus sieboldii, Pinus koraiensis, and Pinus yatsutane, as well as cherry blossoms, azaleas, horse chestnuts, plane trees, coral trees, holly trees, Japanese holly, Japanese holly, hydrangeas, and roses. Of these, application to Pinus genus trees is preferred.

[0066] The present invention will be explained in more detail below by showing experimental examples, but the scope of the present invention is not limited to these experimental examples.

[0067] (Stability Test I) Experimental Example 1 2 parts by mass of acetamiprid, 48.9 parts by mass of methanol, 49 parts by mass of water, and 0.1 part by mass of an aqueous alcohol solution-soluble compound shown in Table 1 were mixed together to obtain 0.1% tree trunk injection agent E. 2 parts by mass of acetamiprid, 48 parts by mass of methanol, 49 parts by mass of water, and 1 part by mass of an aqueous alcohol solution-soluble compound shown in Table 1 were mixed together to obtain 1% tree trunk injection agent E. 2 parts by mass of acetamiprid, 44 parts by mass of methanol, 49 parts by mass of water, and 5 parts by mass of the compound soluble in an aqueous alcohol solution shown in Table 1 were mixed together to obtain a 5% tree trunk injection agent E.

[0068] The pH of each trunk injection agent was measured. Each trunk injection agent was left in a thermostatic chamber at 54°C. After two and four weeks, the amount of acetamiprid contained in each trunk injection agent was measured and the residual rate (%) was calculated. The results are shown in Table 1.

[0069] [Table 1]

[0070] TIFF2026032549000002.tif136131

[0071] TIFF2026032549000003.tif130131

[0072] Experimental Example 2 2 parts by mass of acetamiprid, 48.9 parts by mass of methanol, 49 parts by mass of water, and 0.1 part by mass of an aqueous alcohol solution-soluble compound shown in Table 2 were mixed together to obtain 0.1% tree trunk injection agent E. 2 parts by mass of acetamiprid, 48 parts by mass of methanol, 49 parts by mass of water, and 1 part by mass of an aqueous alcohol solution-soluble compound shown in Table 2 were mixed together to obtain 1% tree trunk injection agent E. 2 parts by mass of acetamiprid, 44 parts by mass of methanol, 49 parts by mass of water, and 5 parts by mass of the compound soluble in an aqueous alcohol solution shown in Table 2 were mixed together to obtain a 5% tree trunk injection agent E.

[0073] The pH of each trunk injection agent was measured. Each trunk injection agent was left in a thermostatic chamber at 54°C. After two and four weeks, the amount of acetamiprid contained in each trunk injection agent was measured and the residual rate (%) was calculated. The results are shown in Table 2.

[0074] [Table 2]

[0075] TIFF2026032549000005.tif120129

[0076] TIFF2026032549000006.tif121130

[0077] Trunk injection agent E, which contains a dihydric alcohol having 2 to 10 carbon atoms, an organic compound having at least three alcoholic hydroxy groups, or an organic compound having two thio groups, has a high residual rate of acetamiprid even after 4 weeks and is highly stable. Trunk injection agent E, which contains an organic compound having 1 to 3 carboxy groups or an organic compound having 1 to 3 alkoxycarbonyl groups, has a high residual rate of acetamiprid even after 4 weeks and is highly stable.

[0078] (Stability Test II) Experimental Example 3 Tree trunk injection agent E1 was obtained by mixing 2 parts by mass of acetamiprid, 0.01 parts by mass of L(+)-tartaric acid, 48.99 parts by mass of ethanol, and 49 parts by mass of water. 2 parts by mass of acetamiprid, 49 parts by mass of ethanol, and 49 parts by mass of water were mixed to obtain a tree trunk injection agent C1.

[0079] Tree trunk injection agent E2 was obtained by mixing 2 parts by mass of acetamiprid, 0.01 parts by mass of L(+)-tartaric acid, 87.99 parts by mass of ethanol, and 10 parts by mass of water. 2 parts by mass of acetamiprid, 88 parts by mass of ethanol, and 10 parts by mass of water were mixed to obtain trunk injection agent C2.

[0080] Tree trunk injection agent E3 was obtained by mixing 2 parts by mass of acetamiprid, 0.01 parts by mass of L(+)-tartaric acid, 87.99 parts by mass of 2-propanol, and 10 parts by mass of water. 2 parts by mass of acetamiprid, 88 parts by mass of 2-propanol, and 10 parts by mass of water were mixed to obtain trunk injection agent C3.

[0081] Tree trunk injection agent E4 was obtained by mixing 2 parts by mass of acetamiprid, 0.01 parts by mass of L(+)-tartaric acid, 87.99 parts by mass of 1-butanol, and 10 parts by mass of water. 2 parts by mass of acetamiprid, 88 parts by mass of 1-butanol, and 10 parts by mass of water were mixed to obtain trunk injection agent C4.

[0082] Tree trunk injection agent E5 was obtained by mixing 2 parts by mass of acetamiprid, 0.01 parts by mass of L(+)-tartaric acid, 87.99 parts by mass of 1-propanol, and 10 parts by mass of water. Tree trunk injection agent C5 was obtained by mixing 2 parts by mass of acetamiprid, 88 parts by mass of 1-propanol, and 10 parts by mass of water.

[0083] 0.5 parts by mass of imidachloride, 0.01 parts by mass of L(+)-tartaric acid, 89.49 parts by mass of methanol, and 10 parts by mass of water were mixed to obtain trunk injection agent E6. 2 parts by mass of acetamiprid, 49 parts by mass of methanol, and 49 parts by mass of water were mixed together to obtain trunk injection agent C6.

[0084] The pH of each trunk injection agent was measured. Each trunk injection agent was left in a thermostatic chamber at 54°C. After 4 weeks, the amount of acetamiprid contained in each trunk injection agent was measured and the residual rate (%) was calculated. The results are shown in Table 3.

[0085] Table 3

Claims

1. 0.01 to 100 parts by mass of at least one compound soluble in an aqueous alcohol solution selected from the group consisting of organic compounds having 1 to 3 carboxy groups, organic compounds having 1 to 3 alkoxycarbonyl groups, dihydric alcohols having 2 to 10 carbon atoms, organic compounds having at least three alcoholic hydroxy groups, and organic compounds having two thio groups; 50 to 2000 parts by weight of a monohydric alcohol having 1 to 4 carbon atoms, 100 parts by mass of water, and 0.1 to 200 parts by mass of acetamiprid Contains The aqueous alcohol solution-soluble compound is soluble in at least one selected from aqueous alcohol solutions comprising 50 to 2,000 parts by mass of a monohydric alcohol having 1 to 4 carbon atoms and 100 parts by mass of water; Trunk injection agent.

2. 2. The tree trunk injection agent according to claim 1, wherein the monohydric alcohol having 1 to 4 carbon atoms is at least one selected from the group consisting of methanol, ethanol, 1-propanol, 2-propanol, and 1-butanol.

3. The tree trunk injection agent according to claim 1, wherein the monohydric alcohol having 1 to 4 carbon atoms is 25 to 90,000 parts by mass per 100 parts by mass of acetamiprid.

4. The tree trunk injection agent according to claim 1, wherein the amount of an organic compound having 1 to 3 carboxy groups or an organic compound having 1 to 3 alkoxycarbonyl groups is 0.05 to 10,000 parts by mass per 100 parts by mass of acetamiprid.

5. The tree trunk injection agent according to claim 1, wherein the amount of the organic compound having 1 to 3 carboxy groups or the organic compound having 1 to 3 alkoxycarbonyl groups is 0.01 to 200 parts by mass per 100 parts by mass of the monohydric alcohol having 1 to 4 carbon atoms.

6. The tree trunk injection agent according to claim 1, wherein the tree trunk injection agent contains 0.05 to 10,000 parts by mass of a dihydric alcohol having 2 to 10 carbon atoms, an organic compound having at least three alcoholic hydroxy groups, or an organic compound having two thio groups per 100 parts by mass of acetamiprid.

7. The tree trunk injection agent according to claim 1, wherein the amount of the monohydric alcohol having 1 to 4 carbon atoms is 100 parts by mass of a dihydric alcohol having 2 to 10 carbon atoms, an organic compound having at least three alcoholic hydroxy groups, or an organic compound having two thio groups is 0.01 to 200 parts by mass.

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