Liquid agrochemical composition containing surfactant such as lignosulfonate
By adjusting sulfite content and pH in liquid pesticide compositions, the decomposition of 1,2-benzisothiazolin-3-one is inhibited, maintaining the stability and efficacy of the formulation.
Patent Information
- Application Number
- PCT/JP2025/018383
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2024-05-24
- Filing Date
- 2025-05-21
- Publication Date
- 2025-11-27
AI Technical Summary
The decomposition of 1,2-benzisothiazolin-3-one in liquid pesticide compositions containing pesticidal active compounds, surfactants, and water is a significant issue that affects the stability and efficacy of these formulations.
Inhibiting the decomposition of 1,2-benzisothiazolin-3-one by adjusting the sulfite content to 0.19% by weight or less and maintaining a pH of 3.0 to 6.9 in the liquid pesticide composition, which includes a pesticidal active compound, lignosulfonate, alkylnaphthalenesulfonate-formalin condensates, and naphthalenesulfonate-formalin condensates, and water.
The solution effectively inhibits the decomposition of 1,2-benzisothiazolin-3-one, ensuring the stability and effectiveness of the pesticide composition over time.
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Abstract
Description
Liquid pesticide composition containing surfactant such as lignosulfonate
[0001] The present invention relates to a liquid pesticide composition which contains a pesticidal active compound, a specific surfactant such as lignosulfonate, 1,2-benzisothiazolin-3-one, water, and a sulfite, and which has a pH of 3.0 to 6.9, and in which decomposition of the 1,2-benzisothiazolin-3-one is inhibited.
[0002] Conventionally, liquid pesticide compositions have been known that are inhibited from particle growth or precipitation, or gelation, and have physicochemical storage stability (see Patent Documents 1 and 2).
[0003] Special table No. 2021-518371 Special table No. 2021-525258
[0004] The present inventors have found that in a basic liquid pesticide composition containing a pesticidal active compound, a specific surfactant such as lignin sulfonate, 1,2-benzisothiazolin-3-one, and water, there is a problem in that the 1,2-benzisothiazolin-3-one decomposes over time.
[0005] The present inventors have conducted extensive research in light of the above circumstances and have found that in a liquid pesticide composition containing a) a pesticidal active compound, b) at least one surfactant selected from the group consisting of ligninsulfonate, alkylnaphthalenesulfonate-formalin condensates, and naphthalenesulfonate-formalin condensates, c) 1,2-benzisothiazolin-3-one, d) water, and e) a sulfite, the decomposition of the 1,2-benzisothiazolin-3-one can be inhibited by adjusting the content of the sulfite to 0.19% by weight or less and adjusting the pH of the liquid pesticide composition to 3.0 to 6.9, thereby completing the present invention.
[0006] That is, the present invention may have the following configuration aspects, but is not limited to these. [1] A liquid pesticide composition comprising: a pesticidal active compound; at least one surfactant selected from the group consisting of ligninsulfonate, alkylnaphthalenesulfonate-formalin condensates, and naphthalenesulfonate-formalin condensates; 1,2-benzisothiazolin-3-one; water; and 0.19% by weight or less of a sulfite, wherein the pH is 3.0 to 6.9. [2] The liquid pesticide composition according to [1], in which decomposition of 1,2-benzisothiazolin-3-one is inhibited. [3] The liquid pesticide composition according to [1] or [2], in which the pH is 3.0 to 6.0, preferably 3.0 to 5.0. [4] The liquid pesticide composition according to any one of [1] to [3], wherein the content of the sulfite is 0.001 to 0.19% by weight, preferably 0.001 to 0.16% by weight. [5] The liquid pesticide composition according to any one of [1] to [4], wherein the sulfite is sodium sulfite or potassium sulfite. [6] The liquid pesticide composition according to any one of [1] to [4], wherein the sulfite is sodium sulfite. [7] The liquid pesticide composition according to any one of [1] to [6], wherein the at least one surfactant selected from the group consisting of lignin sulfonate, alkylnaphthalene sulfonate-formalin condensate, and naphthalene sulfonate-formalin condensate is lignin sulfonate. [8] The liquid pesticide composition according to [7], wherein the lignin sulfonate is sodium lignin sulfonate. [9] The liquid pesticide composition according to any one of [1] to [8], wherein the content of the at least one surfactant selected from the group consisting of ligninsulfonate, alkylnaphthalenesulfonate-formalin condensate, and naphthalenesulfonate-formalin condensate is 0.1 to 8 wt %, preferably 0.5 to 7 wt %, more preferably 1 to 5 wt %, and even more preferably 1 to 3 wt %.
[10] The liquid pesticide composition according to any one of [1] to [9], wherein the pesticidal active compound is solid at 25°C.
[11] The liquid pesticide composition according to any one of [1] to
[10] , wherein the water solubility of the pesticidal active compound at 20°C is 0.001 mg / L to 1000 mg / L, preferably 0.1 mg / L to 1000 mg / L, more preferably 25 mg / L to 1000 mg / L, and even more preferably 350 mg / L or less.
[12] The liquid pesticide composition according to any one of [1] to
[11] , wherein the content of the pesticidal active compound is 0.1 to 50 wt%, preferably 1 to 45 wt%, and more preferably 10 to 40 wt%.
[13] The liquid pesticide composition according to any one of [1] to
[12] , wherein the content of water is 5 to 95 wt%, preferably 10 to 90 wt%, and even more preferably 10 to 85 wt%.
[14] The liquid pesticide composition according to any one of [1] to
[13] , further comprising one or more components selected from the group consisting of surfactants other than the surfactant described in [1], antifreeze agents, antifoaming agents, thickeners, and pH adjusters.
[15] The pesticide composition according to any one of [1] to
[14] , wherein the pesticidal active compound is dispersed in water in a solid state or in an oil droplet state.
[16] The liquid pesticide composition according to any one of [1] to
[15] , wherein the pesticidal active compound is dispersed in water in a solid state.
[17] A method for inhibiting decomposition of 1,2-benzisothiazolin-3-one in a liquid pesticide composition containing: a pesticidal active compound; at least one compound selected from the group consisting of ligninsulfonate, alkylnaphthalenesulfonate-formalin condensates, and naphthalenesulfonate-formalin condensates; 1,2-benzisothiazolin-3-one; water; and a sulfite, wherein the sodium sulfite content is 0.19% by weight or less, and the pH of the liquid pesticide composition is 3.0 to 6.9.
[18] The method according to
[17] , wherein the pH is 3.0 to 6.0, preferably 3.0 to 5.0.
[19] The method according to
[17] or
[18] , wherein the sulfite content is 0.001 to 0.19% by weight, preferably 0.001 to 0.16% by weight.
[0007] According to the present invention, it is possible to inhibit decomposition of 1,2-benzisothiazolin-3-one in a liquid pesticide composition containing: a) a pesticidal active compound; b) at least one surfactant selected from the group consisting of ligninsulfonate, alkylnaphthalenesulfonate-formalin condensates, and naphthalenesulfonate-formalin condensates; c) 1,2-benzisothiazolin-3-one; d) water; and e) a sulfite.
[0008] The following describes in detail the embodiments of the present invention. Note that the present invention is not limited to the following embodiments. Furthermore, the present invention also encompasses any combination of one or more of the embodiments described herein.
[0009] (Liquid Pesticide Composition) The liquid pesticide composition of the present invention (hereinafter referred to as the present liquid pesticide composition) contains a pesticidal active compound, lignin sulfonate, at least one surfactant selected from the group consisting of alkylnaphthalenesulfonate-formalin condensates and naphthalenesulfonate-formalin condensates, 1,2-benzisothiazolin-3-one, water, and a sulfite.
[0010] The liquid pesticide composition contains one or more pesticidal active compounds. The pesticidal active compound is, for example, solid or liquid at 25°C. The water solubility of the pesticidal active compound at 20°C is typically 0.001 mg / L or more, and may be 0.01 mg / L or more, 0.1 mg / L or more, 1.0 mg / L or more, 10 mg / L or more, 25 mg / L or more, or 100 mg / L or more. The water solubility of the pesticidal active compound at 20°C is typically 1000 mg / L or less, and may be 500 mg / L or less, 350 mg / L or less, or 100 mg / L or less. The water solubility of the pesticidal active compound at 20°C is usually 0.01 mg / L to 1000 mg / L, and may be 0.1 mg / L to 100 mg / L, 1 mg / L to 350 mg / L, 10 mg / L to 350 mg / L, 25 mg / L to 350 mg / L, or 25 mg / L to 1000 mg / L or less. In the liquid pesticidal composition, the pesticidal active compound may be dispersed in water in a solid state. In the liquid pesticidal composition, the pesticidal active compound may be dispersed in water in the form of oil droplets. The liquid pesticidal composition may contain a pesticidal active compound dispersed in a solid state and a pesticidal active compound dispersed in the form of oil droplets. In the liquid pesticidal composition, all of the two or more pesticidal active compounds may be dispersed in water in a solid state.
[0011] The agriculturally active compound is not particularly limited, but examples thereof include insecticidal active compounds, fungicidal active compounds, and herbicidal active compounds.
[0012] Examples of insecticidal compounds include abamectin, acrinathrin, alpha-cypermethrin, bifenthrin, buprofezin, chlorantraniliprole, chlorpyrifos, chlorpyrifos-methyl, chromafenozide, clothianidin, cyantraniliprole, cypermethrin, deltamethrin, diflubenzuron, esfenvalerate, etofenprox, and etoxazole. xazole, fenoxycarb, flubendiamide, gamma-cyhalothrin, indoxacarb, lambda-cyhalothrin, lufenuron, methoxyfenozide, oxazosulfyl, pirimiphos-methyl, pyridaben, pyriproxyfen, spirodiclofen, spiromesifen, tebufenozide, teflubenzuron, tefluthrin, and triflumuron.
[0013] Examples of fungicidal compounds include ametoctradin, amisulbrom, azoxystrobin, benthivalicarb-isopropyl, benzovindiflupyr, bixafen, Bordeaux mixture, boscalid, bupirimate, captan, chlorothalonil, copper oxychloride, copper(II) sulfate, cyazofamid, cyflufenamid, cyprodinil, and diethofencarb. ), difenoconazole, dimoxystrobin, dithianon, epoxiconazole, famoxadone, fenbuconazole, fenpicoxamid, florylpicoxamid, fludioxonil, fluindapyr, fluopicolide, fluoxastrobin, fluquinconazole Fluquinconazole, flutolanil, fluxapyroxad, folpet, folpel, ipconazole, isofetamide, isofetamide, isofleflucypram, kresoxim-methyl, mancozeb, mandipropamid, mefentrifluconazole, mepanipyrim, metiram,Metrafenone, methyltetraprole, oxathiapiprolin, pencycuron, penflufen, penthiopyrad, picoxystrobin, proquinazid, pydiflumetofen, pyraclostrobin, pyrapropoyne, pyridaclomethyl, pyriophenone, quinoxyfen, sedaxane, sulfur, tolclofos-methyl, trifloxystrobin, triflumizole, triticonazole, ziram, zoxamide.
[0014] Examples of herbicidally active compounds include aclonifen, amidosulfuron, beflubutamid, benfluralin, bifenox, desmedipham, diflufenican, flumioxazin, flumioxazin, flurtamone, halosulfuron-methyl, isoxaben, isoxaflutole, lenacil, mesosulfuron-methyl, oryzalin ( oryzalin), oxadiazon, oxyfluorfen, pendimethalin, penoxsulam, phenmedipham, picolinafen, propaquizafop, propyzamide, pyraflufen-ethyl, pyridate, terbuthylazine, tralkoxydim, tri-allate, triflusulfuron-methyl, ethyl 2-[(3-{2-chloro-4-fluoro-5-[3-methyl-4-(trifluoromethyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-1(2H)-yl]phenoxy}pyridin-2-yl)oxy]acetate.
[0015] The content of the pesticidal active compound in the present liquid pesticidal composition is, for example, 0.1 to 50% by weight, or may be 1 to 45% by weight, or may be 10 to 40% by weight, relative to 100% by weight of the present liquid pesticidal composition.
[0016] The present liquid pesticide composition contains at least one surfactant (hereinafter referred to as the present surfactant) selected from the group consisting of lignin sulfonate, alkylnaphthalene sulfonate-formalin condensate, and naphthalene sulfonate-formalin condensate. The present surfactant is preferably lignin sulfonate or alkylnaphthalene sulfonate-formalin condensate, with lignin sulfonate being more preferred. Examples of lignin sulfonate include sodium lignin sulfonate, potassium lignin sulfonate, calcium lignin sulfonate, and magnesium lignin sulfonate, with sodium lignin sulfonate being preferred. The weight-average molecular weight of the lignin sulfonate is typically 4,000 to 24,000, but may also be 4,000 to 14,000, or 6,000 to 12,000. Examples of alkylnaphthalenesulfonate-formalin condensates include formalin condensates of monoalkylnaphthalenesulfonates or dialkylnaphthalenesulfonates, and examples thereof include methylnaphthalenesulfonate-formalin condensates, ethylnaphthalenesulfonate-formalin condensates, propylnaphthalenesulfonate-formalin condensates, isopropylnaphthalenesulfonate-formalin condensates, butylnaphthalenesulfonate-formalin condensates, isobutylnaphthalenesulfonate-formalin condensates, dimethylnaphthalenesulfonate-formalin condensates, diethylnaphthalenesulfonate-formalin condensates, diisopropylnaphthalenesulfonate-formalin condensates, dibutylnaphthalenesulfonate-formalin condensates, and diisobutylnaphthalenesulfonate-formalin condensates. Examples of alkylnaphthalenesulfonate formalin condensates include potassium alkylnaphthalenesulfonate formalin condensates, sodium alkylnaphthalenesulfonate formalin condensates, lithium alkylnaphthalenesulfonate formalin condensates, and calcium alkylnaphthalenesulfonate formalin condensates, with sodium alkylnaphthalenesulfonate formalin condensates being preferred.
[0017] In the present liquid pesticide composition, the content of the present surfactant is usually 0.1 to 8% by weight, or may be 0.5 to 7% by weight, 1 to 6% by weight, 1 to 5% by weight, 1 to 4% by weight, or 1 to 3% by weight, relative to 100% by weight of the present liquid pesticide composition.
[0018] The liquid pesticide composition may contain, in addition to the present surfactant, one or more surfactants other than the present surfactant. The surfactant other than the present surfactant may be an anionic surfactant, a cationic surfactant, or a nonionic surfactant.
[0019] Examples of the anionic surfactants include sulfonates, sulfate ester salts, phosphate ester salts, carboxylate salts, and mixtures thereof. Examples of the sulfonates include alkyl sulfonates (e.g., dodecyl sulfonate), alpha olefin sulfonates (e.g., alkyl benzene sulfonates (e.g., decyl benzene sulfonate, dodecyl benzene sulfonate, tridecyl benzene sulfonate)), diphenyl sulfonate, naphthalene sulfonate, alkyl naphthalene sulfonate, and others, such as alkyl phenol sulfonates and derivatives thereof, benzimidazole sulfonic acid derivatives, and tristyrylphenol phosphate. Examples of the sulfate ester salts include alkyl sulfates (e.g., n-hexyl sulfate), n-heptyl sulfate, lauryl sulfate, lauryl sulfate diethanolate, octadecyl sulfate, polyoxyethylene alkyl ether sulfates (e.g., laureth-3 sulfate), and polyoxypropylene alkyl ether sulfates. Examples of the phosphate ester salts include alkyl phosphates such as lauryl phosphate and derivatives thereof, polyoxyethylene alkyl ether phosphates and derivatives thereof, polyoxyethylene alkylphenyl ether phosphates and derivatives thereof, and polyoxypropylene alkyl ether phosphates and derivatives thereof. Examples of the carboxylate salts include fatty acid salts such as octanoate, decanoate, laurate, myristate, palmitate, stearate, behenate, and oleate and derivatives thereof, ether carboxylates such as laureth-3-carboxylate and derivatives thereof, N-acyl sarcosine salts such as N-lauroyl sarcosine salt and derivatives thereof, N-acyl glutamate salts such as N-lauroyl glutamate and derivatives thereof, and polycarboxylates and derivatives thereof such as polyacrylates, polyvinyl acetates, and comb polymers of polyacid salts.
[0020] Examples of the cationic surfactant include alkylamine salts such as monomethylamine salts, dimethylamine salts, and trimethylamine salts; fatty acid amidoamine salts such as stearamidopropyldimethylamine and behenamidopropyldimethylamine; polyamine salts such as polyvinylamine and polyethyleneimine; and quaternary ammonium salts such as lauryltrimethylammonium salts, cetyltrimethylammonium salts, stearylmethylammonium salts, and benzylbis(2-chloroethyl)ethyl bromide ammonium salts.
[0021] Examples of the nonionic surfactants include alkylphenols (e.g., octylphenol, nonylphenol, octylcresol, etc.), allylphenol, acylphenol, isotridecyl alcohol, oleyl alcohol, cetyl alcohol, starch, starch derivatives, sucrose, alkyl polyglucosides, sorbitan, ethoxylated sorbitan, cellulose derivatives, gum arabic, polyvinyl alcohol, polyethylene glycol, fatty acid alkanolamides (e.g., lauric acid diethanolamide), alkoxylated propylene oxide fatty acid glucamides, polyoxyethylene oleic acid amide, polyoxyethylene stearic acid amide, polyvinylpyrrolidone, polyoxyethylene oleylamine, alkoxylamine (e.g., polyoxyethylene oleylamine) α,α'-[(9-octadecenylimino)di-2,1-ethanedyl]bis(ω-hydroxy)poly(oxyethylene), fatty acid esters of polyols, monoglycerides, phospholipids, sucrose stearate diesters, sorbitan fatty acid esters (e.g., sorbitan oleate monoester), glucose esters, cellulose esters, vinyl acetate copolymers, polymethacrylic acid, copolymers of methacrylic acid and methacrylic acid esters, fatty alcohol ethoxylates (e.g., tridecyl alcohol ethoxylate, isooctyl alcohol ethoxylate, lauryl alcohol ethoxylate, hexadecyl alcohol ethoxylate, stearyl alcohol ethoxylate), alkylphenol ethoxylates (e.g., nonylphenol ethoxylate, tributylphenol ethoxylate, octylphenol ethoxylate), tristyrylphenol ethoxylate, arylalkylphenol ethoxylates (e.g., monobenzyl biphenol alcohol ethoxylate), fatty alcohol propoxylates, Examples of the alkylphenol propoxylates include alkylphenol propoxylates, arylalkylphenol propoxylates, block polymers of polyethylene oxide and polypropylene oxide, block polymers of alkanol, polyethylene oxide and polypropylene oxide, polyoxyethylene fatty acid esters (e.g., polyoxyethylene castor oil esters, polyoxyethylene stearates, polyoxyethylene tallow fatty acid esters), polyoxyethylene sorbitan fatty acid esters (e.g., polyoxyethylene sorbitan monooleate, polyoxyethylene sorbitan trioleate, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan stearate), polyoxyethylene fatty acid amine esters, polyoxyethylene rosin esters, polyoxypropylene fatty acid esters (e.g., polyoxypropylene castor oil esters, polyoxypropylene fatty acid amine esters), and undecafluorohexanoic acid.
[0022] In the present liquid pesticide composition, the content of the other surfactant is usually 0.1 to 8% by weight, or may be 0.5 to 7% by weight, 1 to 6% by weight, 1 to 5% by weight, 1 to 4% by weight, or 1 to 3% by weight, relative to 100% by weight of the present liquid pesticide composition.
[0023] The liquid pesticide composition contains 1,2-benzisothiazolin-3-one, which has the following structural formula: The compound is represented by the formula: 1,2-benzisothiazolin-3-one. The 1,2-benzisothiazolin-3-one is also referred to as 1,2-benzisothiazol-3(2H)-one, benzisothiazolinone, or BIT. In the present invention, it is used as a preservative. An example of a commercially available product of the 1,2-benzisothiazolin-3-one is Proxel GXL (manufactured by Arxada). The liquid pesticide composition may contain, in addition to the 1,2-benzisothiazolin-3-one, one or more other preservatives. The content of the 1,2-benzisothiazolin-3-one in the liquid pesticide composition is typically 0.01% by weight or more, or may be 0.02% by weight or more, or 0.04% by weight or more, or 0.1% by weight or more, or may be 0.2% by weight or more, based on 100% by weight of the liquid pesticide composition. The content of the 1,2-benzisothiazolin-3-one in the liquid pesticide composition is usually 0.5% by weight or less, or may be 0.4% by weight or less, or may be 0.3% by weight or less, relative to 100% by weight of the liquid pesticide composition. The content of the 1,2-benzisothiazolin-3-one in the liquid pesticide composition is usually 0.01% by weight to 0.5% by weight, or may be 0.02% by weight to 0.4% by weight, or may be 0.1% by weight to 0.5% by weight, or may be 0.2% by weight, relative to 100% by weight of the liquid pesticide composition.
[0024] The content of 1,2-benzisothiazolin-3-one in this liquid pesticide composition can be measured using high performance liquid chromatography (HPLC) (Shimadzu Corporation, "20 Series"). The content of 1,2-benzisothiazolin-3-one in this liquid pesticide composition immediately after preparation ("C1") can be determined by measuring the content of 1,2-benzisothiazolin-3-one in this liquid pesticide composition immediately after preparation using the method described above. The content of 1,2-benzisothiazolin-3-one in this liquid pesticide composition two weeks after the start of storage ("C2") can be determined by storing this liquid pesticide composition in a glass container at 54°C for two weeks, and then measuring the content of 1,2-benzisothiazolin-3-one in this liquid pesticide composition using the method described above. The residual rate of 1,2-benzisothiazolin-3-one after the passage of time can be determined according to the following formula: [Equation 1] BIT survival rate (%) = 100 × C2 / C1
[0025] The present liquid pesticide composition contains water. The content of the water in the present liquid pesticide composition is usually 5 to 95% by weight, or may be 10 to 90% by weight, or may be 10 to 85% by weight, relative to 100% by weight of the present liquid pesticide composition.
[0026] The water may be, for example, tap water, ion-exchanged water, distilled water, filtered water, or sterilized water.
[0027] The liquid pesticide composition can be used as a pesticide formulation. Examples of the formulation of the pesticide formulation include a suspension concentrate (SC), a suspo emulsion (SE), an emulsion oil in water (EW), and a microcapsule suspension, with the SC formulation being preferred.
[0028] The present liquid pesticide composition contains a sulfite. Examples of the sulfite include sodium sulfite and potassium sulfite. The sulfite is preferably sodium sulfite. In the present liquid pesticide composition, the content of the sulfite is 0.19% by weight or less, or may be 0.16% by weight or less, or may be 0.10% by weight or less, relative to 100% by weight of the present liquid pesticide composition. The content of the sulfite may be 0.001 to 0.19% by weight, or may be 0.001 to 0.16% by weight.
[0029] The pH of the liquid pesticide composition at 25°C is 3.0 to 6.9, may be 3.0 to 6.0, or may be 3.0 to 5.0.
[0030] The pH of the liquid pesticide composition can be adjusted with a pH adjuster. Examples of the pH adjuster include acids such as citric acid, acetic acid, phosphoric acid, boric acid, tartaric acid, malic acid, fumaric acid, succinic acid, adipic acid, hydrochloric acid, and sulfuric acid, and bases such as sodium hydroxide, potassium hydroxide, calcium hydroxide, sodium carbonate, and sodium bicarbonate. The pH of the liquid pesticide composition can be adjusted by adding one or more of the pH adjusters to the liquid pesticide composition as needed.
[0031] The liquid pesticide composition may further contain one or more optional pesticide formulation adjuvants, such as antifreeze agents, antifoaming agents, and thickeners.
[0032] Examples of the antifreezing agent include alcohol-based solvents. Examples of the alcohol-based solvent include ethanol, ethylene glycol, propylene glycol, ethyl cellosolve, butyl carbitol, 3-methyl-methoxybutanol, and glycerin. The content of the antifreezing agent in the liquid pesticide composition is usually 1 to 20% by weight, or may be 2 to 15% by weight, or may be 3 to 10% by weight, relative to 100% by weight of the liquid pesticide composition.
[0033] Examples of the defoaming agent include surfactant-based defoaming agents containing a higher alcohol derivative or a fatty acid derivative as a component, oil-based defoaming agents containing a metal soap, an amide, or silica as a component, and silicone-based defoaming agents containing a silicone as a component. The content of the defoaming agent in the liquid pesticide composition is usually 0.01% by weight to 1% by weight, and may be 0.1% by weight to 0.4% by weight, relative to 100% by weight of the liquid pesticide composition.
[0034] Examples of the thickener include natural polysaccharides such as xanthan gum, rhamsan gum, locust bean gum, carrageenan, and welan gum, synthetic polymers such as sodium polyacrylate, semi-synthetic polysaccharides such as carboxymethyl cellulose, fine mineral powders such as aluminum magnesium silicate, smectite, bentonite, hectorite, and dry-process silica, and alumina sol. The content of the thickener in the liquid pesticide composition is usually 0.01% by weight to 0.5% by weight, and may be 0.1% by weight to 0.4% by weight, based on 100% by weight of the liquid pesticide composition.
[0035] The content of the pesticide formulation adjuvant in the present liquid pesticide composition is usually 0.01% by weight to 10% by weight, and may be 0.1% by weight to 7% by weight, based on 100% by weight of the present liquid pesticide composition.
[0036] Some examples of the liquid pesticide composition are shown below. The following numerical values represent weights relative to 100% by weight of the liquid pesticide composition. (1) A liquid pesticide composition comprising: a pesticidal active compound; at least one surfactant selected from the group consisting of lignin sulfonate, alkyl naphthalene sulfonate-formalin condensates, and naphthalene sulfonate-formalin condensates; 1,2-benzisothiazolin-3-one; water; and 0.19% by weight or less of a sulfite, wherein the pH is 3.0 to 6.9. (2) A liquid pesticidal composition comprising: a pesticidal active compound; at least one surfactant selected from the group consisting of lignin sulfonate and alkyl naphthalene sulfonate-formalin condensates; 1,2-benzisothiazolin-3-one; water; and 0.19% by weight or less of a sulfite, wherein the pH is 3.0 to 6.9. (3) A liquid pesticide composition comprising a pesticidal compound, lignosulfonate, 1,2-benzisothiazolin-3-one, water, and 0.19% by weight or less of a sulfite, wherein the pH is 3.0 to 6.9. (4) A liquid pesticide composition comprising a pesticidal compound, lignosulfonate, at least one surfactant selected from the group consisting of alkylnaphthalenesulfonate-formalin condensates and naphthalenesulfonate-formalin condensates, 1,2-benzisothiazolin-3-one, water, and 0.001 to 0.16% by weight of a sulfite, wherein the pH is 3.0 to 6.9. (5) A liquid pesticide composition comprising: a pesticidal active compound; at least one surfactant selected from the group consisting of lignin sulfonate, alkylnaphthalenesulfonate-formalin condensates, and naphthalenesulfonate-formalin condensates; 1,2-benzisothiazolin-3-one; water; and 0.19% by weight or less of a sulfite; and having a pH of 3.0 to 6.0.(6) A liquid pesticide composition comprising: a pesticidal active compound, at least one surfactant selected from the group consisting of lignin sulfonate, an alkylnaphthalene sulfonate-formalin condensate, and a naphthalene sulfonate-formalin condensate, 1,2-benzisothiazolin-3-one, water, and 0.19% by weight or less of a sulfite, wherein the pH is 3.0 to 5.0. (7) A liquid pesticidal composition comprising: a pesticidal active compound, at least one surfactant selected from the group consisting of lignin sulfonate, an alkylnaphthalene sulfonate-formalin condensate, and a naphthalene sulfonate-formalin condensate, 1,2-benzisothiazolin-3-one, water, and 0.19% by weight or less of a sulfite, wherein the pesticidal active compound has a water solubility of 350 mg / L or less at 20°C, and wherein the pH is 3.0 to 6.9. (8) An SC agent comprising: a pesticidal active compound; at least one surfactant selected from the group consisting of lignin sulfonate, alkylnaphthalenesulfonate-formalin condensates, and naphthalenesulfonate-formalin condensates; 1,2-benzisothiazolin-3-one; water; and 0.19% by weight or less of a sulfite; and having a pH of 3.0 to 6.9. (9) A liquid pesticide composition comprising: a pesticidal active compound, at least one surfactant selected from the group consisting of lignin sulfonate, an alkylnaphthalenesulfonate-formalin condensate, and a naphthalenesulfonate-formalin condensate, 1,2-benzisothiazolin-3-one, water, and 0.19% by weight or less of a sulfite, wherein the content of the 1,2-benzisothiazolin-3-one is 0.02% by weight to 0.4% by weight, the content of the pesticidal active compound is 0.1 to 50% by weight, the content of the surfactant is 0.1 to 8% by weight, and the pH is 3.0 to 6.9. (10) A liquid pesticide composition comprising: a pesticidal active compound, lignin sulfonate, 1,2-benzisothiazolin-3-one, water, and 0.19% by weight or less of a sulfite, and wherein the content of the 1,2-benzisothiazolin-3-one is 0.02% by weight to 0.4% by weight, the content of the pesticidal active compound is 0.1 to 50% by weight, the content of the surfactant is 0.1 to 8% by weight, and the pH is 3.0 to 6.9.(11) An SC agent comprising: a pesticidal active compound; lignosulfonate; 1,2-benzisothiazolin-3-one; water; and 0.19% by weight or less of a sulfite; wherein the content of the 1,2-benzisothiazolin-3-one is 0.02% by weight to 0.4% by weight; the content of the pesticidal active compound is 0.1 to 50% by weight; the content of the surfactant is 0.1 to 8% by weight; and the pH is 3.0 to 6.9. (12) An SC agent comprising a pesticidal active compound, lignosulfonate, 1,2-benzisothiazolin-3-one, water, and 0.001 to 0.16% by weight of a sulfite, wherein the content of the 1,2-benzisothiazolin-3-one is 0.02 to 0.4% by weight, the content of the pesticidal active compound is 0.1 to 50% by weight, the content of the surfactant is 0.1 to 8% by weight, and the pH is 3.0 to 6.9. (13) An SC agent comprising a pesticidal active compound, lignosulfonate, 1,2-benzisothiazolin-3-one, water, and 0.001 to 0.16% by weight of a sulfite, wherein the water solubility of the pesticidal active compound at 20°C is 1 mg / L to 350 mg / L, and the pH is 3.0 to 6.9. (14) An SC agent comprising: a pesticidal active compound, lignosulfonate, 1,2-benzisothiazolin-3-one, water, and 0.001 to 0.16% by weight of a sulfite, wherein the pesticidal active compound has a water solubility of 10 mg / L to 350 mg / L at 20°C, and a pH of 3.0 to 6.9. (15) An SC agent comprising: a pesticidal active compound, lignosulfonate, 1,2-benzisothiazolin-3-one, water, and 0.001 to 0.16% by weight of a sulfite, wherein the pesticidal active compound has a water solubility of 25 mg / L to 350 mg / L at 20°C, and a pH of 3.0 to 6.9.(16) An SC agent comprising: a pesticidal active compound; lignosulfonate; 1,2-benzisothiazolin-3-one; water; and 0.001 to 0.16% by weight of a sulfite; wherein the content of the 1,2-benzisothiazolin-3-one is 0.02 to 0.4% by weight; the water solubility of the pesticidal active compound at 20°C is 1 to 350 mg / L; the content of the surfactant is 0.1 to 8% by weight; and the pH is 3.0 to 6.0. (17) An SC agent comprising: a pesticidal active compound; lignosulfonate; 1,2-benzisothiazolin-3-one; water; and 0.001 to 0.16% by weight of a sulfite, wherein the content of the 1,2-benzisothiazolin-3-one is 0.02 to 0.4% by weight; the water solubility of the pesticidal active compound at 20°C is 10 to 350 mg / L; the content of the surfactant is 0.1 to 8% by weight; and the pH is 3.0 to 6.0. (18) An SC agent comprising: a pesticidal active compound; lignosulfonate; 1,2-benzisothiazolin-3-one; water; and 0.001 to 0.16% by weight of a sulfite; wherein the content of the 1,2-benzisothiazolin-3-one is 0.02 to 0.4% by weight; the water solubility of the pesticidal active compound at 20°C is 25 to 350 mg / L; the content of the surfactant is 0.1 to 8% by weight; and the pH is 3.0 to 6.0. (19) An SC agent comprising: a pesticidal active compound; lignosulfonate; 1,2-benzisothiazolin-3-one; water; and 0.001 to 0.16% by weight of a sulfite; wherein the content of the 1,2-benzisothiazolin-3-one is 0.02 to 0.4% by weight; the water solubility of the pesticidal active compound at 20°C is 1 to 350 mg / L; the content of the surfactant is 1 to 3% by weight; and the pH is 3.0 to 5.0.(20) An SC agent comprising: a pesticidal active compound; lignosulfonate; 1,2-benzisothiazolin-3-one; water; and 0.001 to 0.16% by weight of a sulfite; wherein the content of the 1,2-benzisothiazolin-3-one is 0.02 to 0.4% by weight; the water solubility of the pesticidal active compound at 20°C is 10 to 350 mg / L; the content of the surfactant is 1 to 3% by weight; and the pH is 3.0 to 5.0. (21) An SC agent comprising: a pesticidal active compound; lignosulfonate; 1,2-benzisothiazolin-3-one; water; and 0.001 to 0.16% by weight of a sulfite; wherein the content of the 1,2-benzisothiazolin-3-one is 0.02 to 0.4% by weight; the water solubility of the pesticidal active compound at 20°C is 25 to 350 mg / L; the content of the surfactant is 1 to 3% by weight; and the pH is 3.0 to 5.0.
[0037] (Method for Producing Liquid Pesticide Composition) The method for producing the liquid pesticide composition includes the steps of mixing a) a pesticidal active compound, b) at least one compound selected from the group consisting of ligninsulfonate, alkylnaphthalenesulfonate-formalin condensates, and naphthalenesulfonate-formalin condensates, c) 1,2-benzisothiazolin-3-one, d) water, and e) a sulfite, and adjusting the resulting mixture to a predetermined pH value by appropriately adding a pH adjuster as needed.
[0038] The liquid pesticide composition can be diluted with water as needed and applied to paddy fields, fields, orchards, lawns, non-agricultural land, and other locations. The liquid pesticide composition can also be sprayed onto plants growing in the location or onto the soil of the location. Examples of application methods include soil surface spraying and foliage spraying. The liquid pesticide composition or a diluted solution thereof can also be used for seed treatment, seedling box treatment, and the like.
[0039] (Method for Suppressing Decomposition of 1,2-Benzisothiazolin-3-one) One embodiment of the present invention provides a method for suppressing the decomposition of 1,2-benzisothiazolin-3-one, comprising the following: A method for suppressing the decomposition of 1,2-benzisothiazolin-3-one in a liquid pesticide composition comprising: a pesticidal active compound, at least one compound selected from the group consisting of ligninsulfonate, alkylnaphthalenesulfonate-formalin condensates, and naphthalenesulfonate-formalin condensates, 1,2-benzisothiazolin-3-one, and a sulfite, wherein the content of sodium sulfite is 0.19% by weight or less, preferably 0.001 to 0.19% by weight, and more preferably 0.001 to 0.16% by weight, and the pH of the liquid pesticide composition is 3.0 to 6.9, preferably 3.0 to 6.0, and more preferably 3.0 to 5.0.
[0040] The present invention will be described in more detail below with reference to Production Examples and Evaluation Test Examples, but the present invention is not limited to these examples. This Example provides experimental data on liquid pesticide compositions containing a pesticidal active compound, sodium lignosulfonate or an alkylnaphthalenesulfonate-formaldehyde condensate, 1,2-benzisothiazolin-3-one (trade name: Proxel GXL), and sodium sulfite. The liquid pesticide compositions of Production Examples 1 to 7 and Comparative Examples 1 to 5 were prepared by mixing and stirring the raw materials listed in Tables 1 and 2 in the weight ratios listed in Tables 1 and 2 according to the following procedure. The values in Tables 1 and 2 represent weight percent relative to 100% by weight of the liquid pesticide composition.
[0041] Step 1: The pesticidal active compound, the present surfactant, the antifoaming agent, the antifreeze agent, sodium sulfite, and ion-exchanged water were mixed, and then wet-pulverized using a bead mill to obtain a suspension. Step 2: The thickener, 1,2-benzisothiazolin-3-one, the antifreeze agent, and ion-exchanged water were mixed to obtain a thickener solution. Step 3: The thickener solution was added to the suspension and mixed, and then the pH was adjusted to a predetermined value by appropriately adding a pH adjuster as needed, to obtain the present liquid pesticidal compositions 1 to 7 and comparative liquid pesticidal compositions 1 to 5.
[0042]
[0043]
[0044] The water solubilities of the pesticide active compounds used in the examples are as follows: Diethofencarb: 26.6 mg / L (20°C) Clothianidin: 327 mg / L (20°C)
[0045] The trade names listed in Tables 1 and 2 above are as follows: Soprophor FLK: polyoxyethylene tristyrylphenyl ether phosphate ester potassium salt, manufactured by Solvay Nicca; Proxel GXL: 1,2-benzisothiazolin-3-one, manufactured by Arxada; XIAMETER ACP-1500: silicone-based mixture, manufactured by Dow Corning Toray Co., Ltd.; Kelzan S Plus: xanthan gum, manufactured by CP Kelco; Veegum R: magnesium aluminum silicate, manufactured by R. T. Vanderbilt Company, Inc.
[0046] (Method for analyzing 1,2-benzisothiazolin-3-one residual rate) The residual rate of 1,2-benzisothiazolin-3-one after a certain time period (hereinafter referred to as BIT residual rate in Tables 1 and 2) was analyzed according to the method described in the specification of WO 2022 / 118818 (see paragraph
[0066] ). The content of 1,2-benzisothiazolin-3-one ("C1") in the present liquid pesticide compositions 1 to 7 and the comparative liquid pesticide compositions 1 to 5 immediately after preparation was measured using high performance liquid chromatography (HPLC) (Shimadzu "20 Series"). The present liquid pesticide compositions 1 to 7 and the comparative liquid pesticide compositions 1 to 5 were each placed in a glass container and stored at 54 ° C. Two weeks (2W) after the start of storage, the content of 1,2-benzisothiazolin-3-one ("C2") in each liquid pesticide composition was measured using HPLC ("20 series" manufactured by SHIMADZU).
[0047] Based on the above measurement results, the BIT residual rate was calculated according to the following formula: [Equation 2] BIT residual rate (%) = 100 × C2 / C1 The calculated BIT residual rate (%) of 50% or more was evaluated as good (◯), and less than 50% was evaluated as poor (×). The results are shown in Tables 1 and 2 above.
[0048] The present liquid pesticide composition contains a certain weight percent or less of a sulfite, and the pH of the liquid pesticide composition is set within a specific range, thereby inhibiting the decomposition of 1,2-benzisothiazolin-3-one.
Claims
1. A liquid pesticide composition comprising: a pesticidal active compound; at least one surfactant selected from the group consisting of lignin sulfonate, alkylnaphthalenesulfonate-formalin condensates, and naphthalenesulfonate-formalin condensates; 1,2-benzisothiazolin-3-one; water; and 0.19% by weight or less of a sulfite; and having a pH of 3.0 to 6.
9.
2. The liquid pesticide composition according to claim 1, wherein the decomposition of 1,2-benzisothiazolin-3-one is inhibited.
3. The liquid pesticide composition according to claim 1 or 2, wherein the pH is 3.0 to 6.
0.
4. The liquid pesticide composition according to any one of claims 1 to 3, wherein the content of the sulfite is 0.001 to 0.16% by weight.
5. The liquid pesticide composition according to any one of claims 1 to 4, wherein the sulfite is sodium sulfite or potassium sulfite.
6. The liquid pesticide composition according to any one of claims 1 to 4, wherein the sulfite is sodium sulfite.
7. The liquid pesticide composition according to any one of claims 1 to 6, wherein the surfactant is a lignin sulfonate.
8. The liquid pesticide composition according to claim 7, wherein the lignosulfonate is sodium lignosulfonate.
9. The liquid pesticide composition according to any one of claims 1 to 8, wherein the content of the surfactant is 0.1 to 8% by weight.
10. The liquid pesticide composition according to any one of claims 1 to 9, wherein the pesticidal active compound is solid at 25°C.
11. The liquid pesticide composition according to any one of claims 1 to 10, wherein the water solubility of the pesticidal active compound at 20°C is 350 mg / L or less.
12. The liquid pesticide composition according to any one of claims 1 to 11, wherein the water content is 10 to 90% by weight.
13. The liquid pesticide composition according to any one of claims 1 to 12, further comprising one or more components selected from the group consisting of surfactants other than the surfactant according to claim 1, antifreeze agents, antifoaming agents, thickeners, and pH adjusters.
14. A method for inhibiting decomposition of 1,2-benzisothiazolin-3-one in a liquid pesticide composition comprising: a pesticidal active compound; at least one surfactant selected from the group consisting of ligninsulfonate, alkylnaphthalenesulfonate-formalin condensates, and naphthalenesulfonate-formalin condensates; 1,2-benzisothiazolin-3-one; water; and a sulfite, wherein the content of sodium sulfite is 0.19 wt% or less, and the pH of the liquid pesticide composition is 3.0 to 6.
9.
15. The method of claim 14, wherein the pH is between 3.0 and 6.
0.
16. The method according to claim 14 or 15, wherein the content of the sulfite is 0.001 to 0.16% by weight.
Citation Information
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