A miticidal composition and use thereof

By combining compound of formula (I) with bis(triflufenoxam) or trifluralin, the problem of increased resistance of mites was solved, and efficient control and extended duration of action were achieved against phytophagous mites.

CN119908360BActive Publication Date: 2026-03-17HAILIR PESTICIDES & CHEM GRP
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2023-10-30
Publication Date
2026-03-17

AI Technical Summary

Technical Problem

The increasing resistance of mites to pesticides has led to serious damage to crops, and existing acaricides are not effective in controlling them.

Method used

A compound of formula (I) is used in combination with bis(triflufenoxam) or trifluralin. By mixing agents with different mechanisms of action, an acaricidal composition is formed, and the ratio of active ingredients is optimized to enhance efficacy and delay the development of drug resistance.

Benefits of technology

Within a certain ratio range, it significantly enhances the control effect against phytophagous mites, prolongs the duration of effectiveness, reduces the amount of pesticide used, and is environmentally friendly.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present application belongs to the field of pesticide acaricides, and relates to an acaricidal composition and use. The active ingredients of the acaricidal composition include active ingredient A and active ingredient B. The active ingredient A is a compound of formula (I), the active ingredient B is any one of bistrifluron and triflumuron, and the mass ratio of the active ingredient A to the active ingredient B is 1:30-24:1. The acaricidal composition has the advantages of synergism and reduced dosage, and can be used for preventing and treating agricultural and forestry pests and sanitary pests.
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Description

Technical Field

[0001] This invention belongs to the field of pesticide acaricide technology, specifically relating to an acaricide composition and its application in agricultural and forestry mites and sanitary mites. Background Technology

[0002] Fluoropropyl sulfide, chemically named (4'-chloro-6-fluoro-4-methyl-[1,1'-biphenyl]-3-yl)(2,2,2-trifluoroethyl) sulfide, has the following chemical structural formula:

[0003]

[0004] In agricultural production, the control of various mites mainly relies on the application of large quantities of acaricides. The excessive, frequent, and irrational use of acaricides leads to increasing mites' resistance, causing more severe damage to crops and making control increasingly difficult. Mixing two or more pesticides with different mechanisms of action can achieve simultaneous control of different pests, improve pesticide efficacy, and reduce the development of pest resistance. The combination of compound (I) with bis(triflufenoxuron) or trifluralin has a significant synergistic effect on the control of phytophagous spider mites. Furthermore, the acaricidal composition of compound (I) with bis(triflufenoxuron) or trifluralin and its application have not yet been reported. Summary of the Invention

[0005] Based on the above, the present invention aims to provide an acaricidal composition, mainly used for the control of phytophagous mites. This acaricidal composition or its formulation can enhance efficacy, reduce dosage, prolong the duration of effect, and delay the development of resistance.

[0006] To achieve the above objectives, the technical solution adopted by the present invention is as follows: an acaricidal composition, wherein the active ingredients of the acaricidal composition include active ingredient A and active ingredient B, wherein active ingredient A is a compound of formula (I):

[0007] Active ingredient B is either bis(triflufenoxam) or trifluralin;

[0008] Furthermore, the mass ratio of active ingredient A to active ingredient B is 1:30 to 24:1;

[0009] Furthermore, the mass ratio of the compound of formula (I) to bis(triflufenican) is 1:25 to 24:1;

[0010] Further, the mass ratio of the compound of formula (I) to bis(triflufenican) is 1:25, 1:20, 1:15, 1:10, 1:6, 1:3, 6:1, 8:1, 16:1, 20:1, or 24:1;

[0011] Furthermore, the mass ratio of the compound of formula (I) to bis(triflufenican) is 1:20 to 16:1;

[0012] Furthermore, the mass ratio of the compound of formula (I) to bis(triflufenican) is 1:20, 1:15, 1:10, 1:6, 1:3, 6:1, 8:1, or 16:1;

[0013] Furthermore, the mass ratio of the compound of formula (I) to trifluoromethylpyridine is 1:26 to 21:1;

[0014] Furthermore, the mass ratio of the compound of formula (I) to trifluoromethyl methacrylate is 1:26, 1:24, 1:10, 1:5, 1:4, 5:1, 10:1, 14:1, 18:1, or 21:1;

[0015] Furthermore, the mass ratio of the compound of formula (I) to trifluoromethylpyrazine is 1:26 to 14:1;

[0016] Furthermore, the mass ratio of the compound of formula (I) to trifluoromethyl methacrylate is 1:26, 1:24, 1:10, 1:5, 1:4, 5:1, 10:1, or 14:1;

[0017] Furthermore, based on a total weight of 100 wt% of the acaricidal composition, the sum of the contents of active ingredient A and active ingredient B in the acaricidal composition is 1 to 80 wt%.

[0018] Furthermore, based on a total mass of 100 wt% of the acaricide composition, the sum of the contents of the compound of formula (I) and bis(triflufenoxuron) in the acaricide composition is 2 to 50 wt%.

[0019] Further, based on a total mass of 100 wt% of the acaricide composition, the sum of the contents of the compound of formula (I) and diflubenzuron in the acaricide composition is 5 wt%, 10 wt%, 15 wt%, 20 wt%, 24 wt%, 42 wt%, 45 wt%, and 50 wt%.

[0020] Furthermore, based on a total mass of 100 wt% of the acaricide composition, the sum of the contents of the compound of formula (I) and trifluralin in the acaricide composition is 2 to 60 wt%.

[0021] Further, based on a total mass of 100 wt% of the acaricide composition, the sum of the contents of the compound of formula (I) and trifluralin in the acaricide composition is 6.5 wt%, 8 wt%, 12 wt%, 15 wt%, 24 wt%, 28 wt%, 36 wt%, 40 wt%, 45 wt%, and 50 wt%.

[0022] Furthermore, in addition to the active ingredient, the acaricide composition also includes agriculturally acceptable auxiliary ingredients, which are selected from one or more of the following: wetting agents, dispersants, emulsifiers, thickeners, disintegrants, antifreeze agents, defoamers, solvents, preservatives, stabilizers, synergists, or carriers.

[0023] Further, the wetting agent is selected from one or more of alkylbenzene sulfonates, alkylnaphthalene sulfonates, lignin sulfonates, sodium dodecyl sulfate, sodium dioctyl succinate sulfonate, α-olefin sulfonates, alkylphenol polyoxyethylene ethers, castor oil polyoxyethylene ethers, ethylene glycol polyoxyethylene polyoxypropylene ethers, fatty alcohol ethoxylates, isomeric alcohol polyoxyethylene ethers, sodium fatty alcohol polyoxyethylene ether sulfate, silkworm excrement, soapberry powder, soapberry powder, SOPA, detergents, emulsifiers 2000 series, and wetting and penetrating agents F; and / or

[0024] Further, the dispersant is selected from one or more of the following: lignin sulfonate, alkylnaphthalene sulfonate formaldehyde condensate, naphthalene sulfonate, tristyrylphenol ethoxylate phosphate, block polyether phosphate salt, arylphenol polyoxyethylene ether sulfate salt, fatty alcohol ethoxylate, alkylphenol polyoxyethylene ether, alkylphenol polyoxyethylene ether methyl ether condensate sulfate, fatty amine polyoxyethylene ether, glycerol fatty acid ester polyoxyethylene ether, polycarboxylates, polyacrylic acids, phosphates, EO-PO block copolymers, and EO-PO graft copolymers; and / or

[0025] Further, the emulsifier is selected from one or more of the following: calcium dodecylbenzenesulfonate, amine dodecylbenzenesulfonate, alkylphenol formaldehyde resin polyoxyethylene ether, phenethylphenol polyoxyethylene polyoxypropylene ether, benzylphenol polyoxyethylene ether, fatty alcohol ethylene oxide-propylene oxide copolymer, styrene-phenol polyoxyethylene ether, castor oil polyoxyethylene ether, alkylphenol polyoxyethylene ether, alkylphenol ether phosphate, and styrene-phenol polyoxyethylene ether phosphate; and / or

[0026] Furthermore, the thickener is selected from one or more of xanthan gum, organobentonite, gum arabic, sodium alginate, magnesium aluminum silicate, carboxymethyl cellulose, and silica; and / or

[0027] Further, the disintegrant is selected from one or more of sodium sulfate, ammonium sulfate, aluminum chloride, sodium chloride, ammonium chloride, bentonite, glucose, sucrose, starch, cellulose, urea, sodium carbonate, sodium bicarbonate, citric acid, and tartaric acid; and / or

[0028] Furthermore, the antifreeze is selected from one or more of alcohols, alcohol ethers, chlorinated hydrocarbons, and inorganic salts; and / or

[0029] Furthermore, the defoamer is selected from C 10 -C 20Saturated fatty acid compounds, silicone oil, silicone compounds, C8-C 10 One or more of the fatty alcohols; and / or

[0030] Further, the solvent is selected from one or more of benzene, toluene, xylene, trimethylbenzene, mesitylene, methanol, ethanol, isopropanol, n-butanol, isooctanol, dimethyl sulfoxide, N,N-dimethylformamide, N,N-dimethylacetamide, N,N-dimethyldecylamide, N-methylpyrrolidone, cyclohexanone, propylene carbonate, hydrocarbon carbonate, diesel oil, solvent oil, vegetable oil, vegetable oil derivatives, and water; and / or

[0031] Further, the preservative is selected from one or more of propionic acid, sodium propionate, sorbic acid, sodium sorbate, potassium sorbate, benzoic acid, sodium benzoate, sodium p-hydroxybenzoate, methyl p-hydroxybenzoate, ethyl p-hydroxybenzoate, propyl p-hydroxybenzoate, butyl p-hydroxybenzoate, isothiazolinones, benzimidazoles, iodopropyl groups, pyridinethiones, Kathon, and 1,2-benzisothiazolin-3-one; and / or

[0032] Further, the stabilizer is selected from one or more of the following: disodium hydrogen phosphate, oxalic acid, succinic acid, adipic acid, borax, 2,6-di-tert-butyl-p-cresol, triethanolamine oleate, epoxidized vegetable oil, kaolin, bentonite, attapulgite, silica, talc, montmorillonite, and starch; and / or

[0033] Furthermore, the synergist is selected from synergistic phosphorus, synergistic ether, synergistic amine; and / or

[0034] Furthermore, the carrier is selected from one or more of the following: ammonium salts, ground natural minerals, ground artificial minerals, silicates, resins, waxes, solid fertilizers, water, organic solvents, mineral oils, vegetable oils, and vegetable oil derivatives.

[0035] Furthermore, the acaricide composition can be prepared into an agriculturally permissible formulation, wherein the formulation is selected from solid and / or liquid formulations;

[0036] Furthermore, the solid dosage forms include powders, granules, balls, tablets, strips, wettable powders, oil-dispersible powders, emulsion powders, water-dispersible granules, emulsion granules, water-dispersible tablets, soluble powders, soluble tablets, or soluble granules;

[0037] Furthermore, the liquid formulation includes soluble agents, colloids, oils, spreading oils, emulsions, latexes, dispersible liquids, ointments, water emulsions, oil emulsions, microemulsions, lipids, suspensions, microcapsule suspensions, oil suspensions, dispersible oil suspensions, suspensions, microcapsule suspension-suspensions, microcapsule suspension-water emulsions, or microcapsule suspension-suspension emulsions;

[0038] Furthermore, the solid formulation is selected from wettable powders and water-dispersible granules; the liquid formulation is selected from soluble concentrates, emulsifiable concentrates, water emulsions, suspensions, suspension emulsions, microemulsions, and dispersible oil suspensions.

[0039] Furthermore, the solid dosage form is selected from wettable powders and water-dispersible granules; the liquid dosage form is selected from emulsifiable concentrates, water-in-oil emulsions, suspensions, suspension emulsions, and microemulsions.

[0040] Furthermore, when the acaricide composition is a wettable powder, the mass fractions of the components are: 1-40 parts of active ingredient A, 1-40 parts of active ingredient B, 3-10 parts of dispersant, 1-5 parts of wetting agent, and filler to make up the balance; the wettable powder is prepared by pre-crushing and mixing the active ingredients and other additives evenly, and then pulverizing them with an air jet mill until the fineness meets the requirement of at least 98 wt% passing through a 45 μm test sieve to obtain the wettable powder product.

[0041] Furthermore, when the acaricide composition is a water-dispersible granule, the mass fractions of the components are: 1-40 parts of active ingredient A, 1-40 parts of active ingredient B, 3-20 parts of dispersant, 1-10 parts of wetting agent, 1-5 parts of disintegrant, and filler to make up the balance; the water-dispersible granule is prepared by adding the active ingredient to the carrier according to the formula ratio, adding surfactants and other functional additives thereto, mixing, and then adding 10-25% water after air jet milling, followed by kneading, granulation, drying, and sieving to obtain the water-dispersible granule product.

[0042] Furthermore, when the acaricide composition is an emulsifiable concentrate, the mass fractions of the components are: 1-40 parts of active ingredient A, 1-40 parts of active ingredient B, 5-30 parts of emulsifier, 0-5 parts of synergist, and the remainder is made up with solvent; the emulsifiable concentrate preparation method is to add the active ingredients to the solvent according to the formulation ratio of the example, and add surfactants and other functional additives thereto, and stir and mix evenly in a mixing tank to obtain the emulsifiable concentrate product.

[0043] Further, when the acaricidal composition is an aqueous emulsion, the mass fractions of the components are: active ingredient A1-40 parts, active ingredient B1-40 parts, emulsifier 3-30 parts, solvent 5-50 parts, stabilizer 2-15 parts, antifreeze 1-5 parts, defoamer 0.1-8 parts, thickener 0.2-2 parts, and deionized water to make up the balance; the preparation method of the aqueous emulsion is as follows: according to the formulation ratio of the example, the active ingredient is dissolved in the solvent and the emulsifier is added to form a homogeneous oil phase; the deionized water and antifreeze are mixed together to form a homogeneous aqueous phase; the aqueous phase is added to the oil phase, stirred evenly, and then the defoamer is added and subjected to high-speed shearing to form a well-dispersed aqueous emulsion product.

[0044] Furthermore, when the acaricide composition is a suspension, the mass fractions of the components are: 1-40 parts of active ingredient A, 1-40 parts of active ingredient B, 1-15 parts of wetting and dispersing agent, 1-5 parts of antifreeze, 0.1-2 parts of thickener, 0.1-0.8 parts of defoamer, 0-10 parts of solvent, 0-5 parts of stabilizer, and deionized water to make up the balance; the suspension is prepared by placing the active ingredients, surfactants and other functional additives in a reaction vessel according to the formula ratio, adding water and mixing evenly, then subjecting it to high-speed shearing, wet milling, and finally homogenizing and filtering to obtain the suspension product.

[0045] Further, when the acaricidal composition is a suspension emulsion, the mass fractions of the components are: active ingredient A 1-40 parts, active ingredient B 1-40 parts, emulsifier 1-10 parts, dispersant 1-10 parts, antifreeze 1-5 parts, thickener 0.1-2 parts, defoamer 0.1-0.8 parts, solvent 1-40 parts, stabilizer 0-5 parts, and deionized water to make up the balance; the preparation method of this suspension emulsion is as follows: according to the formula ratio, active ingredient A is completely dissolved in the solvent, and an emulsifier is added to form an oil phase; active ingredient B, wetting and dispersing agent, antifreeze, defoamer, deionized water, etc. are wet-milled to D. 90 A suspension mother liquor with a particle size of less than 5 μm is prepared; after adding the oil phase to the suspension mother liquor and stirring evenly, a thickener is added and stirred and sheared evenly to prepare the suspension emulsion formulation of the composition of the present invention.

[0046] Further, when the acaricidal composition is a microemulsion, the mass fractions of the components are: active ingredient A1-40 parts, active ingredient B1-40 parts, emulsifier 8-30 parts, solvent 5-15 parts, stabilizer 2-15 parts, antifreeze 1-5 parts, defoamer 0.1-8 parts, and deionized water to make up the balance; the microemulsion preparation method is as follows: according to the formulation ratio of the example, the active ingredient is dissolved in the solvent and the emulsifier is added to form a homogeneous oil phase; the deionized water and antifreeze are mixed together to form a homogeneous aqueous phase; the aqueous phase is added to the oil phase, or the oil phase is added to the aqueous phase, and the mixture is stirred evenly to form a microemulsion product.

[0047] The invention also discloses the application of the acaricidal composition described above in the control of harmful mites;

[0048] Furthermore, the mites mentioned are phytophagous mites;

[0049] Furthermore, the phytophagous mites are Panonychus citri McGregor, Eotetranychus kankitus (Ehara), Phyllocoptes oleivora, Tetranychus cinnabarinus (Boisduval), and Tetranychus urticae Koch.

[0050] Furthermore, the acaricidal composition and / or its formulation are applied at an effective dose to the mites that need to be controlled or the medium in which they grow.

[0051] The acaricide composition of the present invention has the following advantages:

[0052] 1) The acaricidal composition of the present invention exhibits a synergistic effect within a certain ratio range and can effectively control a variety of plant-eating mites;

[0053] 2) The two active ingredients in the acaricide composition of the present invention have different mechanisms of action, which effectively delays the development of drug resistance in harmful mites and extends the service life of the product;

[0054] 3) The acaricide composition of the present invention is environmentally friendly, safe and efficient, and its promotion and application have great economic and social benefits. Detailed Implementation

[0055] The present invention will be further described below with reference to the embodiments. The percentages in the embodiments are all weight percentages, but the present invention is not limited thereto.

[0056] The compositions of the present invention can be provided in formulation form. They can be formulated as wettable powders, water-dispersible granules, emulsifiable concentrates, water-in-oil emulsions, suspensions, microemulsions, etc., as needed. The content of the active ingredient in the compositions of the present invention depends on the application rate when used alone, as well as on the mixing ratio and the degree of synergistic effect. The optimal range of active ingredient content varies depending on the formulation type of the composition.

[0057] Formulation preparation examples:

[0058] Preparation Example 1

[0059] 5% Formula (I) Compound·Diflubenzuron EC (4+1)

[0060] Formula composition: 4% of compound (Ⅰ), 1% of bis(triflufenican), 15% of propylene carbonate, 3% of calcium dodecylbenzenesulfonate, 15% of fatty alcohol polyoxyethylene ether, 1% of N,N-dimethylformamide, 3% of corn oil, 30% of cyclohexanone, and methyl oleate to make up the balance.

[0061] Preparation method: First, add the active ingredient to the solvent and dissolve it completely. Then add the emulsifier and stir evenly to form a uniform and transparent oily liquid. Fill the container to prepare the emulsifiable concentrate of the composition of the present invention.

[0062] Preparation Example 2

[0063] 6.5% Formula (I) compound · trifluoromethyl methacrylate emulsifiable concentrate (5.5+1)

[0064] Formula composition: 5.5% of compound (Ⅰ), 1% of trifluorometholone, 10% of castor oil polyoxyethylene ether, 3.5% of calcium dodecylbenzenesulfonate, 10.5% of fatty alcohol polyoxyethylene ether, 6% of corn oil, 32% of cyclohexanone, and methyl oleate to make up the balance;

[0065] Preparation method: First, add the active ingredient to the solvent and dissolve it completely. Then add the emulsifier and stir evenly to form a uniform and transparent oily liquid. Fill the container to prepare the emulsifiable concentrate of the composition of the present invention.

[0066] Preparation Example 3

[0067] 24% Formula (I) Compound · Diflubenzuron Suspension Concentrate (21+3)

[0068] Formula composition: 21% of compound (Ⅰ), 3% of bis(triflufenican), 2% of alkyl naphthalene sulfonate formaldehyde condensate, 2% of sodium lignosulfonate, 5% of polycarboxylate, 3% of EO-PO block copolymer, 0.5% of naphthalene sulfonate, 0.5% of organosilicon defoamer, 0.2% of xanthan gum, 1% of magnesium aluminum silicate, 4% of ethylene glycol, 0.5% of sodium benzoate, and deionized water to 100%;

[0069] Preparation method: Add wetting and dispersing agent and defoamer to metered deionized water and stir evenly. Then add the active ingredient and stir evenly. Using zirconium beads, wet grind the mixture in a sand mill until D90 (the particle size of 90% of the particles) is <5μm to obtain a pulverized slurry. Add thickener, antifreeze, and preservative to the pulverized slurry and mix evenly. Add deionized water to make up to 100%, and then shear at high speed to obtain a suspension.

[0070] Preparation Example 4

[0071] 36% Formula (I) Compound Trifluoromethyl sulfadiazine Suspension (30+6)

[0072] Formula composition: 30% of compound (Ⅰ), 6% of trifluorometholone, 3.5% of polycarboxylate, 3% of EO-PO block copolymer, 1.5% of sodium dodecyl sulfate, 0.8% of naphthalene sulfonate, 0.5% of silicone defoamer, 0.2% of xanthan gum, 1% of magnesium aluminum silicate, 4% of ethylene glycol, 1% of glycerin, 0.5% of sodium benzoate, and deionized water to make up to 100%;

[0073] Preparation method: Add wetting and dispersing agent and defoamer to metered deionized water and stir evenly. Then add the active ingredient and stir evenly. Using zirconium beads, wet grind the mixture in a sand mill until D90 (the particle size of 90% of the particles) is <5μm to obtain a pulverized slurry. Add thickener, antifreeze, and preservative to the pulverized slurry and mix evenly. Add deionized water to make up to 100%, and then shear at high speed to obtain a suspension.

[0074] Preparation Example 5

[0075] 45% Formula (I) Compound·Diflubenzuron Water Dispersible Granules (35+10)

[0076] Formula composition: 35% of compound (Ⅰ), 10% of bis(triflufenican), 8% of lignin sulfonate, 2% of α-olefin sulfonate, 8% of alkyl naphthalene sulfonate formaldehyde condensate, 1% of ammonium chloride, 1% of sodium carbonate, 10% of attapulgite, and bentonite to 100%;

[0077] Preparation method: First, mix evenly, then pulverize to below 15μm using an air jet mill, mix evenly with water, granulate using a rotary granulator, dry at 60℃ until the moisture content is ≤3%, and sieve using 20-mesh and 60-mesh test sieves, discarding the large particles at the top and the dust filtered at the bottom to obtain water-dispersible granules.

[0078] Preparation Example 6

[0079] 40% Formula (I) Compound Trifluralin Water Dispersible Granules (32+8)

[0080] Formula composition: 32% of compound (Ⅰ), 8% of trifluoromethyl sulfonate, 8% of lignin sulfonate, 2% of α-olefin sulfonate, 8% of alkyl naphthalene sulfonate formaldehyde condensate, 1.5% of ammonium chloride, 1% of sodium carbonate, 12% of kaolin, and bentonite to 100%;

[0081] Preparation method: First, mix evenly, then pulverize to below 15μm using an air jet mill, mix evenly with water, granulate using a rotary granulator, dry at 60℃ until the moisture content is ≤3%, and sieve using 20-mesh and 60-mesh test sieves, discarding the large particles at the top and the dust filtered at the bottom to obtain water-dispersible granules.

[0082] Preparation Example 7

[0083] 42% Formula (I) Compound·Diflubenzuron Wettable Powder (36+6)

[0084] Formula composition: 36% of compound (Ⅰ), 6% of bis(triflufenican), 4.5% of naphthalene sulfonate, 0.8% of alkylphenol polyoxyethylene ether methyl ether condensate sulfate, 15% of sodium lignosulfonate, 3% of sodium dodecyl sulfate, 8% of silica, and kaolin to 100%;

[0085] Preparation method: First, pre-crush and mix evenly, then pulverize with an air jet mill until the fineness meets the requirement of at least 98 wt% passing through a 45 μm test sieve to obtain a wettable powder.

[0086] Preparation Example 8

[0087] 45% Formula (I) Compound Trifluralin Wettable Powder (30+15)

[0088] Formula composition: 30% of compound (Ⅰ), 15% of trifluoromethyl ester, 5% of naphthalene sulfonate, 1% of alkylphenol polyoxyethylene ether methyl ether condensate sulfate, 16% of sodium lignosulfonate, 2.5% of sodium dodecyl sulfate, 10% of bentonite, and kaolin to 100%;

[0089] Preparation method: First, pre-crush and mix evenly, then pulverize with an air jet mill until the fineness meets the requirement of at least 98 wt% passing through a 45 μm test sieve to obtain a wettable powder.

[0090] Indoor bioactivity assay

[0091] Indoor activity test 1

[0092] Test insect source: Citrus pseudomitrus;

[0093] Test reagents: 95% trifluralin technical grade, 96% diflubenzuron technical grade, 96% compound of formula (I);

[0094] Test material preparation: Select adult mites that are kept indoors and have the same physiological condition. Cut double-sided tape into 2cm lengths and stick them to one end of a glass slide. Then select healthy adult mites and stick their backs onto the double-sided tape. Each slide contains 25 mites. Place them in a container lined with a damp sponge, cover the container, and place it at (25±1)℃. After 2 hours, examine the slide under a microscope, remove any dead or injured individuals, and replenish the slide to contain 20 mites.

[0095] Reagent preparation: The original drug was prepared into a stock solution with acetone, and the stock solution was prepared into test reagents in different proportions with a 0.1% Tween-80 aqueous solution.

[0096] Drug treatment: Immerse the glass slide with adult mites in the drug solution, gently shake for 5 seconds, remove it, absorb the excess drug solution with absorbent paper, place it in a white porcelain dish with a damp sponge, cover it with a transparent plastic film, and keep it at (25±1)℃ for observation.

[0097] Experimental replication: Each treatment was repeated 4 times, with a blank control group consisting of a treatment without the drug.

[0098] Experimental investigation: 48 hours after treatment, the mortality of the test mites was checked, and the total number of mites and the number of dead mites were recorded. The mortality rate was calculated.

[0099]

[0100] In the formula:

[0101] P – Mortality rate, expressed as a percentage (%);

[0102] K represents the number of dead mites, measured in heads;

[0103] N represents the total number of mites treated, in units of heads.

[0104]

[0105] In the formula:

[0106] P1 – Corrected mortality rate, in percentage (%);

[0107] P t —The mortality rate is expressed as a percentage (%).

[0108] P0 – Mortality rate in the blank control group, expressed as a percentage (%).

[0109] If the control mortality rate is <5%, no correction is needed; if the control mortality rate is between 5% and 20%, correction should be performed according to the above formula; if the control mortality rate is >20%, the experiment needs to be repeated.

[0110] The LC of each drug was determined by linear regression analysis between the probability value of mortality and the logarithm of a series of concentrations (using the DPS data processing system). 50 The co-toxicity coefficient (CTC) of the mixture was calculated using the Sun Yunpei method to evaluate the activity of the test agent against the test insects; the specific calculation formula is as follows:

[0111]

[0112] In the formula:

[0113] ATI – Actual Measured Toxicity Index of Mixtures;

[0114] S – LC50 of standard acaricides 50 The unit is milligrams per liter (mg / L);

[0115] M – LC of the mixture 50 The unit is milligrams per liter (mg / L).

[0116] TTI = TI A *P A +TI B *P B

[0117] In the formula:

[0118] TTI – Theoretical Toxicity Index of Mixtures;

[0119] TI A —A. Toxicity index of drug A;

[0120] P A —Percentage content of drug A in the mixture, expressed as percentage (%);

[0121] TI B —Toxicity index of drug B;

[0122] P B —Percentage content of agent B in the mixture, expressed as percentage (%).

[0123]

[0124] In the formula:

[0125] CTC – Cotoxicity Coefficient;

[0126] ATI – Actual Measured Toxicity Index of Mixtures;

[0127] TTI – Theoretical Toxicity Index of Mixtures.

[0128] According to the criteria for classifying combined effects: a co-toxicity coefficient (CTC) ≥ 120 indicates an synergistic effect, a co-toxicity coefficient (CTC) ≤ 80 indicates an antagonistic effect, and 80 < CTC < 120 indicates an additive effect.

[0129] Experimental results:

[0130] The combined toxicity assay of compound (I) with different ratios of bis(triflufenican) against adult *Paecilomyces citrus*: Table 1 shows the results of compound (I) against adult *Paecilomyces citrus* at different LC50 ratios. 50 The LC50 value for diflubenzuron against adult citrus parvum was 3.098 mg / L. 50 The value was 11.306 mg / L.

[0131] The compound of formula (I) exhibits a synergistic effect on the control of adult citrus parchoides when the mass ratio of compound of formula (I) to bis(triflufenicol) is in the range of 1:25 to 24:1. When the mass ratio of compound of formula (I) to bis(triflufenicol) is 6:1, its co-toxicity coefficient is 205.255, which is relatively high and the synergistic effect is significant.

[0132] Table 1. Results of indoor activity assays of compound (I) in combination with diflubenzuron against adult citrus psyllids.

[0133]

[0134] The combined toxicity determination of compound (I) and trifluralin in different ratios against adult *Paecilomyces citrus*: Table 2 shows the results of the combined toxicity determination of trifluralin against adult *Paecilomyces citrus*. 50 The value was 15.025 mg / L.

[0135] The compound of formula (I) exhibits a synergistic effect on the control of adult citrus paronychia when the mass ratio of compound of formula (I) to trifluralin is in the range of 1:26 to 21:1. When the mass ratio of compound of formula (I) to trifluralin is 5:1, the co-toxicity coefficient is 217.242, which is relatively high and the synergistic effect is significant.

[0136] Table 2 shows the results of indoor activity assays of compound (I) in combination with trifluralin against adult citrus psyllids.

[0137]

[0138]

[0139] Indoor activity test 2

[0140] Test insect source: Two-spotted spider mite;

[0141] Test reagents: 95% trifluralin technical grade, 96% diflubenzuron technical grade, 96% compound of formula (I);

[0142] Test material preparation: Select adult mites that are kept indoors and have the same physiological condition. Cut double-sided tape into 2cm lengths and stick them to one end of a glass slide. Then select healthy adult mites and stick their backs onto the double-sided tape. Each slide contains 25 mites. Place them in a container lined with a damp sponge, cover the container, and place it at (25±1)℃. After 2 hours, examine the slide under a microscope, remove any dead or injured individuals, and replenish the slide to contain 20 mites.

[0143] Reagent preparation: The original drug was prepared into a stock solution with acetone, and the stock solution was prepared into test reagents in different proportions with a 0.1% Tween-80 aqueous solution.

[0144] Drug treatment: Immerse the glass slide with adult mites in the drug solution, gently shake for 5 seconds, remove it, absorb the excess drug solution with absorbent paper, place it in a white porcelain dish with a damp sponge, cover it with a transparent plastic film, and keep it at (25±1)℃ for observation.

[0145] Experimental replication: Each treatment was repeated 4 times, with a blank control group consisting of a treatment without the drug.

[0146] Experimental investigation: 48 hours after treatment, the mortality of the test mites was checked, and the total number of mites and the number of dead mites were recorded. The mortality rate was calculated.

[0147]

[0148] In the formula:

[0149] P – Mortality rate, expressed as a percentage (%);

[0150] K represents the number of dead mites, measured in heads;

[0151] N represents the total number of mites treated, in units of heads.

[0152]

[0153] In the formula:

[0154] P1 – Corrected mortality rate, in percentage (%);

[0155] P t —The mortality rate is expressed as a percentage (%).

[0156] P0 – Mortality rate in the blank control group, expressed as a percentage (%).

[0157] If the control mortality rate is <5%, no correction is needed; if the control mortality rate is between 5% and 20%, correction should be performed according to the above formula; if the control mortality rate is >20%, the experiment needs to be repeated.

[0158] The LC of each drug was determined by linear regression analysis between the probability value of mortality and the logarithm of a series of concentrations (using the DPS data processing system). 50 The co-toxicity coefficient (CTC) of the mixture was calculated using the Sun Yunpei method to evaluate the activity of the test agent against the test insects; the specific calculation formula is as follows:

[0159]

[0160] In the formula:

[0161] ATI – Actual Measured Toxicity Index of Mixtures;

[0162] S – LC50 of standard acaricides 50 The unit is milligrams per liter (mg / L);

[0163] M – LC of the mixture 50 The unit is milligrams per liter (mg / L).

[0164] TTI = TI A *P A +TI B *P B

[0165] In the formula:

[0166] TTI – Theoretical Toxicity Index of Mixtures;

[0167] TI A—A. Toxicity index of drug A;

[0168] P A —Percentage content of drug A in the mixture, expressed as percentage (%);

[0169] TI B —Toxicity index of drug B;

[0170] P B —Percentage content of agent B in the mixture, expressed as percentage (%).

[0171]

[0172] In the formula:

[0173] CTC – Cotoxicity Coefficient;

[0174] ATI – Actual Measured Toxicity Index of Mixtures;

[0175] TTI – Theoretical Toxicity Index of Mixtures.

[0176] According to the criteria for classifying combined effects: a co-toxicity coefficient (CTC) ≥ 120 indicates an synergistic effect, a co-toxicity coefficient (CTC) ≤ 80 indicates an antagonistic effect, and 80 < CTC < 120 indicates an additive effect.

[0177] Experimental results:

[0178] Table 3 shows the results of the LC50 assay for compound (I) against adult Tetranychus bistigma. 50 The LC50 value for bismuth subtilisin against adult two-spotted spider mites was 4.626 mg / L. 50 The value was 80.649 mg / L. The compound of formula (I) showed a synergistic effect on the control of adult two-spotted spider mites when the mass ratio of compound of formula (I) to bis(triflufenicol) was 1:20 to 20:1. When the mass ratio of compound of formula (I) to bis(triflufenicol) was 1:3, the co-toxicity coefficient was 204.344, which was relatively high and the synergistic effect was significant.

[0179] Table 3 shows the results of indoor activity assays of compound (I) in combination with diflubenzuron on adult Tetranychus biloba.

[0180]

[0181] The combined toxicity determination of compound (I) and trifluralin in different ratios against adult two-spotted spider mites: Table 4 shows the results of trifluralin against adult two-spotted spider mites LC50. 50The value was 20.170 mg / L. The compound of formula (I) and trifluralin showed a synergistic effect in the control of adult two-spotted spider mites in the mass ratio range of 1:24 to 18:1. When the mass ratio of compound of formula (I) and trifluralin was 1:4, the co-toxicity coefficient was 205.542, which was relatively high and the synergistic effect was significant.

[0182] Table 4 shows the results of indoor activity assays of compound (I) in combination with trifluralin against adult Tetranychus dichotoma.

[0183]

[0184]

[0185] Field efficacy examples

[0186] Field efficacy trial for controlling citrus red spider mites

[0187] Test crop: Citrus (Wogan);

[0188] Test subject: Citrus red spider mite;

[0189] Experimental design: 6 treatments, 3 replicates, 18 blocks, 2 trees per block, randomized block design, with one row of fruit trees between each block.

[0190] Table 5. Test reagents and dosages

[0191]

[0192] Experimental site: Citrus orchard in Shantou Village, Liuzhou City. The citrus trees in the experimental area are growing at a relatively uniform rate, and citrus red spider mite infestations have been severe in recent years. The soil fertility of the experimental site is high, and the cultivation and management conditions are good, with trees planted there year-round.

[0193] The pesticide was applied on October 2, 2021. The day of application was sunny with a high of 36°C and a low of 27°C. The wind was southerly at level 1. The entire trial period was sunny.

[0194] Application method, timing, and frequency: Use a motorized sprayer (WL-ABSC type) and manual spraying to ensure even spraying across the entire tree. Based on actual field conditions and farmers' water usage habits, determine the water usage per citrus tree to be 1.8L. The amount of pesticide applied should be such that the leaves are evenly covered with pesticide and a few drops drip down. Apply once.

[0195] Survey Method: Randomly select one point from each citrus tree along the east, west, south, north, and center directions. Mark one branch at each point and record the total number of live citrus red spider mites on the leaves of the marked branch (starting from the top leaves, with a minimum of 5 leaves). The survey primarily focuses on adult and nymphal mites (which can be observed with a magnifying glass). Surveys are conducted before application of the pesticide and again 3 and 7 days after application.

[0196] Method for calculating drug efficacy: Drug efficacy is calculated using the following formula:

[0197]

[0198]

[0199] During the experiment, the citrus trees in each experimental plot grew well, and no pesticide damage was observed in any of the treatments.

[0200] Field trial results showed:

[0201] As shown in Table 6, the mixture of compound (I) with bis(triflufenoxuron) and trifluralin has a good control effect on citrus red spider mites, showing good rapid effect. Three days after application, the control efficacy of 24% compound (I)·bis(triflufenoxuron) suspension (21+3) and 36% compound (I)·trifluralin suspension (30+6) against citrus red spider mites was 94.37% and 95.18%, respectively. At the 0.05 level, through difference analysis, the mixture of compound (I) with bis(triflufenoxuron) and trifluralin was significantly higher than the control single agent.

[0202] Table 6. Control efficacy of different treatments for citrus red spider mite 3 days after application.

[0203]

[0204] Note: The efficacy (%) in the table is the average of each replicate, with the difference at the 0.05% level. The same applies to the following tables.

[0205] As shown in Table 7, with the passage of time, the combination of compound (I) with bis(triflufenoxuron) and trifluralin has a greater control effect and a longer duration of action on citrus red spider mites. Seven days after application, the control efficacy of 24% compound (I)·bis(triflufenoxuron) suspension (21+3) and 36% compound (I)·trifluralin suspension (30+6) were 95.95% and 96.48%, respectively. At the 0.05 level, through difference analysis, the mixture of compound (I) with bis(triflufenoxuron) and trifluralin was significantly higher than the control single agent at the 0.05 level.

[0206] Table 7. Control efficacy of different treatments 7 days after application for citrus red spider mite control

[0207]

[0208]

[0209] Note: The efficacy (%) in the table is the average of each replicate, with the difference at the 0.05% level.

[0210] Through indoor toxicity testing and field trials on citrus fruits, the acaricidal composition of the compound of formula (I) of this invention, combined with any one of bis(triflufenoxuron) or trifluralin, showed good control effect against phytophagous mites.

[0211] The acaricide composition or formulation obtained by this invention exhibits significant control efficacy, superior to single agents in delaying the development of resistance and prolonging the duration of action. Furthermore, no phytotoxicity was observed in the experiments with the compounded agents, indicating that the enhanced synergistic effect of the obtained acaricide composition or formulation can reduce production and usage costs while ensuring crop safety.

[0212] Although the present invention has been described in detail above with general description and specific embodiments, some modifications or improvements can be made to it based on the present invention, which will be obvious to those skilled in the art. Therefore, all such modifications or improvements made without departing from the spirit of the present invention are within the scope of protection claimed by the present invention.

Claims

1. A miticidal composition characterized in that: The active ingredient of the acaricidal composition comprises active ingredient A and active ingredient B, wherein active ingredient A is a compound of formula (I): (I), and active ingredient B is bistrifluron, and the mass ratio of the compound of formula (I) to bistrifluron is 1:25~24:

1.

2. The acaricidal composition according to claim 1, characterized by The mass ratio of the compound of formula (I) to bistrifluron is 1:25, 1:20, 1:15, 1:10, 1:6, 1:3, 6:1, 8:1, 16:1, 20:1, 24:

1.

3. The acaricidal composition according to claim 1, characterized by The total content of the compound of formula (I) and bistrifluron in the acaricidal composition is 2-50 wt% based on the total weight of the acaricidal composition.

4. The acaricidal composition according to claim 1, characterized by The acaricidal composition further comprises one or more of wetting agents, dispersants, emulsifiers, thickening agents, disintegrating agents, antifreezing agents, antifoaming agents, solvents, preservatives, stabilizers, synergists or carriers in addition to the active ingredients.

5. The acaricidal composition according to claim 4, characterized by The acaricidal composition is prepared into wettable powder, water dispersible granule, soluble liquid, emulsifiable concentrate, water emulsion, suspension, suspoemulsion, microemulsion, dispersible oil suspension.

6. Use of the acaricidal composition according to any one of claims 1 to 5 for controlling harmful mites, characterized in that, The acaricidal composition is prepared into wettable powder, water dispersible granule, soluble liquid, emulsifiable concentrate, water emulsion, suspension, suspoemulsion, microemulsion, dispersible oil suspension.

7. Use according to claim 6, characterized in that, The acaricidal composition is prepared into wettable powder, water dispersible granule, soluble liquid, emulsifiable concentrate, water emulsion, suspension, suspoemulsion, microemulsion, dispersible oil suspension. The acaricidal composition is prepared into wettable powder, water dispersible granule, soluble liquid, emulsifiable concentrate, water emulsion, suspension, suspoemulsion, microemulsion, dispersible oil suspension. The acaricidal composition is prepared into wettable powder, water dispersible granule, soluble liquid, emulsifiable concentrate, water emulsion, suspension, suspoemulsion, microemulsion, dispersible oil suspension. The acaricidal composition is prepared into wettable powder, water dispersible granule, soluble liquid, emulsifiable concentrate, water emulsion, suspension, suspoemulsion, microemulsion, dispersible oil suspension.

Citation Information

Patent Citations

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