A composition, formulation and application containing a benzamide compound

By mixing benzamide compounds with insect growth inhibitors such as pyriproxyfen, lufenuron, and diflubenzuron, an insecticide composition is formed, which solves the problem of insect resistance, improves the control effect, and reduces the cost of use.

CN117356569BActive Publication Date: 2026-06-30GUANGXI SIYUE BIOTECHNOLOGY CO LTD

Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
GUANGXI SIYUE BIOTECHNOLOGY CO LTD
Filing Date
2023-07-07
Publication Date
2026-06-30

AI Technical Summary

Technical Problem

The long-term use of a single active compound to control pests in existing technologies can easily lead to pesticide resistance in pests, reducing the effectiveness of control.

Method used

Benzamide compounds are mixed with insect growth inhibitors such as pyriproxyfen, lufenuron, and diflubenzuron in a certain proportion to form an insecticide composition for the control of agricultural and forestry pests and urban sanitation pests.

Benefits of technology

It improves the control effect on pests, reduces the dosage of active compounds, reduces environmental pollution, and delays the development of pesticide resistance in pests.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure CN117356569B_ABST
    Figure CN117356569B_ABST
Patent Text Reader

Abstract

This invention relates to an insecticide composition and its application method. The composition comprises two active components, A and B, wherein component A is selected from benzamide compounds represented by general formula I, and component B is selected from insect growth inhibitor insecticides such as pyriproxyfen, lufenuron, and diflubenzuron. The composition of this invention has advantages such as significant synergistic effect and delayed resistance development, and can be used to control a variety of pests.
Need to check novelty before this filing date? Find Prior Art

Description

Technical Field

[0001] This invention belongs to the field of insecticides, specifically an insecticide composition and its application. Background Technology

[0002] Chinese invention patent CN201910373870.6 discloses a benzamide compound, which exhibits excellent insecticidal activity and can effectively control pests such as diamondback moth, armyworm, and rice stem borer at low doses. This compound is characterized by its rapid insecticidal action and fast onset of action; it achieves high insecticidal activity within one day of application and extremely high insecticidal effect within three days, demonstrating broad application prospects.

[0003] Practical agricultural experience and extensive scientific research data show that long-term, repeated, and specific application of a single active compound to control pests often leads to pesticide resistance, significantly reducing or even completely eliminating the effectiveness of the active compound. Mixing insecticides with two active components in a specific ratio often improves efficacy, reduces the amount of active ingredient needed, saves costs, and delays the development of pesticide resistance. Summary of the Invention

[0004] The problem the invention aims to solve

[0005] In order to reduce the risk of pests developing resistance to active compounds and to improve the control effect on pests, the present invention aims to provide an insecticide composition and its application.

[0006] Solution for solving the problem

[0007] To achieve the above objectives, the technical solution of the present invention is as follows:

[0008] An insecticide composition comprising component A and component B; wherein the weight ratio of components A and B is 1:100 to 100:1; wherein component A is a benzamide compound of general formula I;

[0009]

[0010] Component B consists of insect growth inhibitors, including pyriproxyfen, lufenuron, and diflubenzuron.

[0011] The benzamide compounds represented by general formula I, wherein:

[0012] R1 is selected from halogens;

[0013] R2 is selected from halogens or trifluoromethyl;

[0014] R3 is selected from heptafluoroisopropyl or nonafluoro-2-butyl;

[0015] R4 and R5 are each independently selected from hydrogen, methyl, ethyl, or cyanomethyl; and at least one of R4 and R5 is selected from cyanomethyl.

[0016] R6 is selected from hydrogen, fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, propyl, tert-butyl, trifluoromethyl, heptafluoroisopropyl, methoxy, or trifluoromethoxy; n = 1, 2, or 3;

[0017] X1 is selected from fluorine;

[0018] X2, X3, and X4 are each independently selected from hydrogen or fluorine.

[0019] Preferably, the weight ratio between components A and B is 1:90 to 90:1; more preferably 1:75 to 75:1; even more preferably 1:50 to 50:1; particularly preferably 1:20 to 20:1; especially preferably 1:10 to 10:1, for example 1:1, 1:2, 1:3, 1:4, 1:5, 1:6, 1:7, 1:8, 1:9, 1:10, 10:1, 9:1, 8:1, 7:1, 6:1, 5:1, 4:1, 3:1, 2:1; most preferably 1:5 to 5:1, for example 1:1, 1:2, 1:3, 1:4, 1:5, 5:1, 4:1, 3:1, 2:1.

[0020] Preferably, component A in the composition is a benzamide compound represented by general formula I: R3 in general formula I is selected from heptafluoroisopropyl;

[0021] Component B is selected from pyriproxyfen, lufenuron, and diflubenzuron;

[0022] More preferably, the weight ratio of components A and B is 1:75 to 75:1; wherein component A is a benzamide compound selected from the table below, represented by general formula I:

[0023]

[0024]

[0025] ;

[0026] Component B is selected from pyriproxyfen, lufenuron, and diflubenzuron.

[0027] Further preferably, the weight ratio of components A and B is 1:50 to 50:1; wherein component A is a benzamide compound selected from the table below, represented by general formula I:

[0028]

[0029]

[0030] Component B is selected from pyriproxyfen, lufenuron, and diflubenzuron.

[0031] More preferably, the weight ratio between components A and B is 1:20 to 20:1; wherein component A is a benzamide compound selected from the table below as shown in general formula I:

[0032]

[0033] Component B is selected from pyriproxyfen, lufenuron, and diflubenzuron.

[0034] An insecticide composition, formulated as a direct-spray solution, powder, suspension, highly concentrated aqueous, oily, or other suspension, dispersion, emulsion, oil dispersion, paste, powder, broadcast mixture, or granules, is applied by spraying, atomizing, dusting, broadcasting, smearing, or dumping for controlling agricultural and forestry pests or urban sanitation pests. The application method depends on the specific purpose; in all cases, it is important to ensure that the composition of the present invention is finely and uniformly distributed.

[0035] The compositions of the present invention can be provided in the form of finished formulations. Therefore, the present invention also includes an insecticide composition in formulation form. Formulations of the compositions of the present invention can be prepared using known methods, and can be formulated as suspensions, emulsions, microemulsions, soluble liquids, emulsifiable concentrates, oil suspensions, water-dispersible granules, or wettable powders as needed. The cumulative content of the active ingredient in the composition is between 0.5% and 95%, preferably between 1% and 85%. The content of the active ingredient in the composition 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 type of formulation of the composition.

[0036] The finished formulation of the composition of this invention can be prepared by conventional processing methods, that is, mixing the active substance with a liquid carrier (solvent) or a solid carrier, and then adding one or more surfactants such as emulsifiers, dispersants, wetting agents, binders, stabilizers, and defoamers. Typically, the composition contains at least one carrier and at least one surfactant. In all cases, it should be ensured that the active components of the composition of this invention are uniformly distributed.

[0037] Suspensions typically require milling to obtain a stable, non-depositing, flowable product. Suspensions usually contain 5–75% active ingredient, 5–15% dispersant, 0.1–10% thixotropic agent, 4–10% antifreeze, 0–10% other additives such as defoamers, preservatives, stabilizers, penetrants, and thickeners, with the balance being a liquid carrier.

[0038] Water-dispersible granules are typically formulated into particles with a mesh size of 10–100 international standard sieves (1.676–0.152 mm) and can be prepared by extrusion, impregnation, or spray granulation. Typically, water-dispersible granules contain 0.5–75% active ingredient and 5–20% surfactants such as stabilizers, wetting and dispersing agents, disintegrants, and binders, with the balance being an inert carrier.

[0039] Water-in-oil emulsions are made by mixing the active ingredient, organic solvent, and surfactant to form an oil phase, and then mixing water and antifreeze to form a homogeneous and transparent aqueous phase. The oil phase is sheared at high speed using a high-shear emulsifier, while the aqueous phase is slowly added to the oil phase. Typically, the active ingredient is 1-60%, the surfactant is 5-20%, the antifreeze is 2-10%, and the water is the balance.

[0040] Emulsifiable concentrates typically contain 10–50% active ingredients, 2–20% emulsifiers, 0–20% other additives such as stabilizers, penetrants, corrosion inhibitors, etc., and solvents (and cosolvents if necessary).

[0041] Microemulsions are mixtures of active pharmaceutical ingredients, organic solvents, surfactants, and water to form a homogeneous, transparent aqueous phase. Typically, they contain 1-50% active ingredient, 10-40% surfactant, 2-10% antifreeze, and the remainder is water.

[0042] Soluble liquids are homogeneous, transparent liquids made by mixing active ingredients, organic solvents, and surfactants together. Typically, the active ingredient accounts for 1-50%, the surfactant 6-20%, and the organic solvent makes up the remainder.

[0043] Oil suspensions are made by adding active components, surfactants, and oil-based carriers to a sand mill and grinding them until the particle size is qualified. Typically, the active ingredients are 2-60%, the surfactants are 6-20%, and the oil-based carrier is the remainder.

[0044] Wettable powders typically contain 10-85% active ingredients, and in addition to a solid inert carrier, they usually contain 3-10% dispersant, and may also contain 0-10% stabilizer and / or other additives, such as penetrants or binders.

[0045] Aqueous dispersions and emulsions (such as compositions obtained by diluting the emulsifiable concentrates, wettable powders, or concentrates of the present invention with water) are also within the scope of the present invention. The emulsions described above may be water-in-oil or oil-in-water, and may have a thick, paste-like consistency.

[0046] The formulation of the finished product of the composition of the present invention uses a variety of commercially available carriers and various adjuvants, including but not limited to the following substances.

[0047] Suitable liquid carriers or solvents can be water, various aromatic hydrocarbons, aliphatic hydrocarbons, ketones, ethers, etc., such as toluene, xylene, acetone, cyclohexanone, xylene, benzene, cyclohexane, isopropanol, ethylene glycol, sorbitol, methanol, ethanol, butanol, dimethylformamide, naphthalene, machine oil, petroleum ether, etc., one or more of these.

[0048] Suitable solid carriers include natural or synthetic clays and silicates. Solid carriers suitable for powders include naturally formed rock powders, chalk, quartz, clay, montmorillonite, silica, diatomaceous earth, pumice, gypsum, talc, bentonite, kaolin, clay, and synthetic ground minerals (such as micro-dispersed silica or alumina). Suitable particulate carriers include crushed and graded natural rocks such as calcite, marble, pumice, sepiolite, and dolomite, as well as synthetic particles made from organic and inorganic powders.

[0049] Suitable co-solvents are one or more of methanol, phenol, isoamyl alcohol, dimethyl sulfoxide, ethyl acetate, butanone, and dimethylformamide.

[0050] Suitable emulsifiers may include polyoxyethylene (n20) phenylethyl phenol ether oleate, ethoxylated castor oil, alkyl aryl polyoxyethylene polyoxypropylene ether, alkyl aryl formaldehyde resin polyoxyethylene ether, agricultural emulsion 0201B, agricultural emulsion 0203B, agricultural emulsion T-20, agricultural emulsion 36#, agricultural emulsion S-80, agricultural emulsion 100#, concentrated emulsion 500#, agricultural emulsion 507#, agricultural emulsion 600#, agricultural emulsion 1601#, agricultural emulsion 2201#, etc.

[0051] Suitable dispersants can be sodium lignosulfonate, calcium lignosulfonate, methylnaphthalenesulfonate formaldehyde condensate, sodium methylnaphthalenesulfonate formaldehyde condensate, sodium methylenenaphthalenesulfonate, sodium oleate methylaminoethyl sulfonate, epoxy polyether, p-tert-butyl ether, piperyl butyl ether, alkylamide taurate, dibutylnaphthalenesulfonate formaldehyde condensate, alkylphenol polyoxyethylene phosphate, methylcellulose, etc.

[0052] Suitable wetting agents can be sodium sulfate, sodium lauryl sulfate, sodium methylene naphthalene sulfonate, sodium dodecylbenzene sulfonate, calcium dodecylbenzene sulfonate, sodium alkyl naphthalene sulfonate, fatty alcohol polyoxyethylene ether, alkylphenol polyoxyethylene ether, etc.

[0053] Suitable thickeners can be synthetic (such as carbonyl methyl alcohol, polyvinyl alcohol, polyvinyl acetate) or natural water-soluble polymers (such as xanthan gum, gelatin, gum arabic, polyvinylpyrrolidone, magnesium aluminum silicate, polyvinyl alcohol, polyethylene glycol, phenolic resin, shellac, carboxymethyl cellulose, and sodium alginate, etc.), added to the formulation in powder, granule or latex form.

[0054] Suitable defoamers include foam inhibitors, silicones, C8-10 fatty alcohols, phosphate esters, C10-20 saturated fatty acids (such as decanoic acid), and amides.

[0055] Suitable oxidants include: potassium chlorate, sodium chlorate, potassium perchlorate, sodium nitrate, potassium nitrate, potassium permanganate, etc.

[0056] Suitable adhesives include polyvinyl alcohol, polyvinyl acetate, xanthan gum, gelatin, carboxymethyl cellulose, and sodium alginate. Additionally, defoamers can be silicone-based.

[0057] The composition of this invention is suitable for controlling a variety of important agricultural and forestry pests and urban sanitation pests, such as armyworms, beet armyworms, cotton bollworms, cutworms, cabbage loopers, apple leafrollers, rice leaf rollers, corn borers, rice stem borers, diamondback moths, cabbage caterpillars, fall webworms, tent caterpillars, gypsy moths, East Asian migratory locusts, underground pests, leaf miners, leaf miners, aphids, mites, etc., and urban pests such as termites, cockroaches, ants, flies, mosquitoes, etc. It can be used on fruit trees such as apples, pears, citrus, lychees, cereals such as wheat, rice, legumes such as soybeans, kidney beans, cotton, vegetables such as cabbage, cauliflower, Chinese cabbage, rapeseed, tomatoes, peppers, etc., as well as flowers. When used to control urban pests, it can be applied in homes, various public places, offices, and on trees and embankments infested with termites. Therefore, this invention also includes the use of the composition of this invention for controlling agricultural and forestry pests or urban sanitation pests. The commonly chosen effective dosage is 1 to 1000 grams per hectare, with a preferred effective dosage of 5 to 500 grams per hectare.

[0058] The effects of the invention

[0059] The insecticide composition of the present invention has a very obvious synergistic effect, which significantly improves the control effect on pests. The composition reduces the dosage of active compounds in application, thereby reducing the cost of use and reducing environmental pollution. The present invention combines compounds with different mechanisms of action and chemical structures, and there is no problem of cross-resistance. Using it to control pests can delay the occurrence of pesticide resistance and improve the control effect on resistant populations. Detailed Implementation

[0060] The insecticide compositions of the present invention can be illustrated by the following examples, but the invention is by no means limited thereto. All percentages or proportions of components in the examples are by weight. The active ingredients in each formulation are calculated at their effective content.

[0061] Formulation Examples

[0062] Example 1: 40% pyriproxyfen·compound (9.7) suspension

[0063] 10 parts pyriproxyfen, 30 parts compound (9.7), 3 parts sodium lignosulfonate, 5 parts sodium naphthalenesulfonate formaldehyde condensate, 2 parts agricultural emulsion 1601#, 3 parts agricultural emulsion 0201B, 0.1 parts xanthan gum, 0.2 parts silica, 5 parts ethylene glycol, and water to make up to 100% were added to a sand mill and ground to make a 40% pyriproxyfen·compound (9.7) suspension.

[0064] Example 2: 30% pyriproxyfen·compound (30.321) suspension

[0065] 15 parts of pyriproxyl ether, 15 parts of compound (30.321), 1.5 parts of fatty alcohol polyoxyethylene ether, 3 parts of sodium lignosulfonate, 4 parts of propylene glycol, 0.1 parts of Kathon, 0.2 parts of polydimethylsiloxane emulsion, and water to make up to 100% were added to a sand mill and ground to prepare a 30% pyriproxyl ether·compound (30.321) suspension.

[0066] Example 3: 25% pyriproxyfen·compound (11.7) suspension

[0067] 10 parts of pyriproxyfen, 15 parts of compound (11.7), 3 parts of sodium methylnaphthalene sulfonate formaldehyde condensate, 3 parts of sodium lignosulfonate, 6 parts of agricultural emulsion 0201B, 0.3 parts of xanthan gum, 0.6 parts of silica, 5 parts of ethylene glycol, and water to make up to 100% were added to a sand mill and ground into a fine powder to prepare a 25% pyriproxyfen·compound (11.7) suspension.

[0068] Example 4: 20% pyriproxyfen·compound (58.321) suspension

[0069] 15 parts of pyriproxyfen, 5 parts of compound (58.321), 3 parts of sodium naphthalene sulfonate formaldehyde condensate, 5 parts of sodium methyl naphthalene sulfonate formaldehyde condensate, 3 parts of agricultural emulsion NP-7, 3 parts of agricultural emulsion 0201B, 3 parts of triethyl phosphate, 5 parts of ethylene glycol, and water to make up to 100% were added to a sand mill and ground into a fine powder to prepare a 20% pyriproxyfen·compound (58.321) suspension.

[0070] Example 5: 12% pyriproxyfen·compound (2.7) water emulsion

[0071] Four parts of pyriproxyl ether, eight parts of compound (2.7), eight parts of alkylaryl polyoxyethylene polyoxypropylene ether, five parts of agricultural emulsion 2201#, 15 parts of dimethylformamide, and 0.5 parts of tetradecanol were added together to dissolve into a homogeneous oil phase. Under high-speed stirring, the remaining water was added to the oil phase to make up to 100%, forming a 12% pyriproxyl ether·compound (2.7) water emulsion.

[0072] Example 6: 25% pyriproxyfen·compound (2.321) water emulsion

[0073] 20 parts of pyriproxyfen, 5 parts of compound (2.321), 10 parts of agricultural emulsion 2201, 4.5 parts of alkyl aryl polyoxyethylene polyoxypropylene ether, 2.5 parts of piperyl butyl ether, 10 parts of cyclohexanone, and 5 parts of glycerol are added together to dissolve into a homogeneous oil phase. Under high-speed stirring, the remaining water is added to the oil phase to make up to 100%, forming a 25% pyriproxyfen·compound (2.321) water emulsion.

[0074] Example 7: 30% pyriproxyfen·compound (3.321) microemulsion

[0075] 20 parts of pyriproxyfen, 10 parts of compound (3.321), 10 parts of diphenylphenol polyoxyethylene (n18) ether formaldehyde condensate, 10 parts of agricultural emulsion 2201#, 5 parts of agricultural emulsion 700#, and 15 parts of cyclohexanone were added together to dissolve into a homogeneous oil phase. The remaining amount was made up to 100% with water. Under high-speed stirring, the aqueous phase was added to the oil phase to form a 30% pyriproxyfen·compound (3.321) microemulsion.

[0076] Example 8: 25% pyriproxyfen·compound (7.321) soluble liquid

[0077] 10 parts of pyriproxyfen, 15 parts of compound (7.321), 15 parts of agricultural emulsion 2201, 2 parts of agricultural emulsion T-20, 8 parts of agricultural emulsion NP-15, 8 parts of methanol, and dimethylformamide were added to make up to 100% and mixed evenly to prepare a 25% pyriproxyfen·compound (7.321) soluble liquid.

[0078] Example 9: 35% pyriproxyfen·compound (2.17) oil suspension

[0079] 15 parts of pyriproxyfen, 20 parts of compound (2.17), 6 parts of agricultural emulsion 0201B, 2 parts of agricultural emulsion 700#, 5 parts of agricultural emulsion S-80, 10 parts of methyl oleate, 3 parts of silica, 1 part of agricultural emulsion T-20, and the remainder is made up to 100% with methylated soybean oil are added to a sand mill and ground into a fine powder to prepare a 35% pyriproxyfen·compound (2.17) oil suspension.

[0080] Example 10: Preparation of 20% pyriproxyfen·compound (8.321) emulsifiable concentrate

[0081] Mix 15 parts pyriproxyfen, 5 parts compound (8.321), 7 parts agricultural emulsion 0201B, 3 parts agricultural emulsion NP-15, 2 parts agricultural emulsion 700#, and 12 parts dimethylformamide, with the remainder made up to 100% with xylene, to form a 20% pyriproxyfen·compound (8.321) emulsifiable concentrate.

[0082] Example 11: 30% pyriproxyfen·compound (2.43) water-dispersible granules

[0083] 20 parts of pyriproxyfen, 10 parts of compound (2.43), 15 parts of sodium methylnaphthalenesulfonate formaldehyde condensate, 5 parts of sodium alginate, 5 parts of polyethylene glycol 8000, and 15 parts of sodium sulfate were mixed and pulverized with bentonite to make up the remainder to 100%. Water was then added and kneaded, and the mixture was granulated in a granulator equipped with a sieve of a specific size. After drying and sieving (according to the sieve size range), 30% pyriproxyfen·compound (2.43) water-dispersible granules were obtained.

[0084] Example 12: 35% pyriproxyfen·compound (21.321) water-dispersible granules

[0085] 10 parts of pyriproxyfen, 25 parts of compound (21.321), 10 parts of sodium methylnaphthalenesulfonate formaldehyde condensate, 5 parts of epoxy polyether, 15 parts of soluble starch, and gypsum to make up to 100% were mixed and pulverized. Water was then added and kneaded, and the mixture was granulated in a granulator equipped with a sieve of a specific size. After drying and sieving (according to the sieve size range), 35% pyriproxyfen·compound (21.321) water-dispersible granules were obtained.

[0086] Example 13: 60% pyriproxyfen·compound (17.321) wettable powder

[0087] Mix 30 parts of pyriproxyfen, 30 parts of compound (17.321), 2 parts of sodium dodecyl sulfate, 6 parts of sodium naphthol sulfonate formaldehyde condensate, 4 parts of sodium lignosulfonate, and 5 parts of silica, with the remainder made up to 100% with bentonite. After thorough mixing and pulverizing with an ultrafine pulverizer, a 60% pyriproxyfen·compound (17.321) wettable powder is obtained.

[0088] Example 14: 40% Lufenuron Compound (9.7) Suspension

[0089] 10 parts of lufenuron, 30 parts of compound (9.7), 3 parts of sodium lignosulfonate, 5 parts of sodium naphthalenesulfonate formaldehyde condensate, 2 parts of agricultural emulsion 1601#, 3 parts of agricultural emulsion 0201B, 0.1 parts of xanthan gum, 0.2 parts of silica, and 5 parts of ethylene glycol, with water added to make up to 100%, were added to a sand mill and ground to make a 40% lufenuron·compound (9.7) suspension.

[0090] Example 15: 20% Lufenuron Compound (9.7) Suspension

[0091] 15 parts of lufenuron, 5 parts of compound (9.7), 3 parts of sodium naphthalene sulfonate formaldehyde condensate, 5 parts of sodium methyl naphthalene sulfonate formaldehyde condensate, 3 parts of agricultural emulsion NP-7, 3 parts of agricultural emulsion 0201B, 3 parts of triethyl phosphate, 5 parts of ethylene glycol, and water to make up to 100% were added to a sand mill and ground into a fine powder to prepare a 20% lufenuron·compound (9.7) suspension.

[0092] Example 16: 30% Lufenuron Compound (30.321) Suspension

[0093] 15 parts of lufenuron, 15 parts of compound (30.321), 1.5 parts of fatty alcohol polyoxyethylene ether, 3 parts of sodium lignosulfonate, 4 parts of propylene glycol, 0.1 parts of Kathon, 0.2 parts of polydimethylsiloxane emulsion, and water to make up to 100% were added to a sand mill and ground to prepare a 30% lufenuron·compound (30.321) suspension.

[0094] Example 17: 25% Lufenuron Compound (11.7) Suspension

[0095] 10 parts of lufenuron, 15 parts of compound (11.7), 3 parts of sodium methylnaphthalene sulfonate formaldehyde condensate, 3 parts of sodium lignosulfonate, 6 parts of agricultural emulsion 0201B, 0.3 parts of xanthan gum, 0.6 parts of silica, 5 parts of ethylene glycol, and water to make up to 100% were added to a sand mill and ground into a fine powder to prepare a 25% lufenuron·compound (11.7) suspension.

[0096] Example 18: 20% Lufenuron Compound (58.321) Suspension

[0097] 15 parts of lufenuron, 5 parts of compound (58.321), 3 parts of sodium naphthalene sulfonate formaldehyde condensate, 5 parts of sodium methyl naphthalene sulfonate formaldehyde condensate, 3 parts of agricultural emulsion NP-7, 3 parts of agricultural emulsion 0201B, 3 parts of triethyl phosphate, and 5 parts of ethylene glycol were added to a sand mill and ground to prepare a 20% lufenuron·compound (58.321) suspension.

[0098] Example 19: 12% Lufenuron Compound (2.7) Water Emulsion

[0099] Four parts of lufenuron, eight parts of compound (2.7), eight parts of alkyl aryl polyoxyethylene polyoxypropylene ether, five parts of agricultural emulsion 2201#, 15 parts of dimethylformamide, and 0.5 parts of tetradecanol were added together to dissolve into a homogeneous oil phase. Under high-speed stirring, the remaining water was added to the oil phase to make up to 100%, forming a 12% lufenuron·compound (2.7) water emulsion.

[0100] Example 20: 25% Lufenuron Compound (2.321) Water Emulsion

[0101] 20 parts of lufenuron, 5 parts of compound (2.321), 10 parts of agricultural emulsion 2201, 4.5 parts of alkyl aryl polyoxyethylene polyoxypropylene ether, 2.5 parts of piperine butyl ether, 10 parts of cyclohexanone, and 5 parts of glycerol are added together to dissolve into a homogeneous oil phase. Under high-speed stirring, the remaining water is added to the oil phase to make up to 100%, forming a 25% lufenuron·compound (2.321) water emulsion.

[0102] Example 21: 30% Lufenuron Compound (3.321) Microemulsion

[0103] 20 parts of lufenuron, 10 parts of compound (3.321), 10 parts of diphenylphenol polyoxyethylene (n18) ether formaldehyde condensate, 10 parts of agricultural emulsion 2201#, 5 parts of agricultural emulsion 700#, and 15 parts of cyclohexanone were added together to dissolve into a homogeneous oil phase. The remaining amount was made up to 100% with water. Under high-speed stirring, the aqueous phase was added to the oil phase to form a 30% lufenuron·compound (3.321) microemulsion.

[0104] Example 22: 25% Lufenuron Compound (7.321) Soluble Liquid

[0105] 10 parts of lufenuron, 15 parts of compound (7.321), 15 parts of agricultural emulsion 2201, 2 parts of agricultural emulsion T-20, 8 parts of agricultural emulsion NP-15, 8 parts of methanol, and dimethylformamide were added to make up to 100% and mixed evenly to prepare a 25% lufenuron·compound (7.321) soluble liquid.

[0106] Example 23: 35% Lufenuron Compound (2.17) Oil Suspension

[0107] 15 parts of lufenuron, 20 parts of compound (2.17), 6 parts of agricultural emulsion 0201B, 2 parts of agricultural emulsion 700#, 5 parts of agricultural emulsion S-80, 10 parts of methyl oleate, 3 parts of silica, and 1 part of agricultural emulsion T-20 were added to a sand mill and ground into a fine powder to prepare a 35% lufenuron·compound (2.17) oil suspension. The remainder was made up with methylated soybean oil to bring the total to 100%.

[0108] Example 24: Formulation of 20% Lufenuron Compound (8.321) Emulsifiable Concentrate

[0109] Mix 15 parts of lufenuron, 5 parts of compound (8.321), 7 parts of agricultural emulsion 0201B, 3 parts of agricultural emulsion NP-15, 2 parts of agricultural emulsion 700#, and 12 parts of dimethylformamide, with the remainder made up to 100% with xylene, to form a 20% lufenuron·compound (8.321) emulsifiable concentrate.

[0110] Example 25: 30% Lufenuron Compound (2.43) Water Dispersible Granules

[0111] 20 parts of lufenuron, 10 parts of compound (2.43), 15 parts of sodium methylnaphthalenesulfonate formaldehyde condensate, 5 parts of sodium alginate, 5 parts of polyethylene glycol 8000, and 15 parts of sodium sulfate were mixed and pulverized with bentonite to make up the remainder to 100%. Water was then added and kneaded, and the mixture was granulated in a granulator equipped with a sieve of a specific size. After drying and sieving (according to the sieve size), 30% lufenuron·compound (2.43) water-dispersible granules were obtained.

[0112] Example 26: 35% Lufenuron Compound (21.321) Water Dispersible Granules

[0113] 10 parts of lufenuron, 25 parts of compound (21.321), 10 parts of sodium methylnaphthalenesulfonate formaldehyde condensate, 5 parts of epoxy polyether, 15 parts of soluble starch, and gypsum to make up to 100% were mixed and pulverized. Water was then added and kneaded, and the mixture was granulated in a granulator equipped with a sieve of a specific size. After drying and sieving (according to the sieve size range), 35% lufenuron·compound (21.321) water-dispersible granules were obtained.

[0114] Example 27: 60% Lufenuron Compound (17.321) Wettable Powder

[0115] Mix 30 parts of lufenuron, 30 parts of compound (17.321), 2 parts of sodium dodecyl sulfate, 6 parts of sodium naphthol sulfonate formaldehyde condensate, 4 parts of sodium lignosulfonate, and 5 parts of white carbon black, with the remainder made up to 100% with bentonite. After thorough mixing, pulverize the mixture using an ultrafine pulverizer to obtain a 60% lufenuron·compound (17.321) wettable powder.

[0116] Example 28: 40% diflubenzuron compound (9.7) suspension

[0117] 10 parts diflubenzuron, 30 parts compound (9.7), 3 parts sodium lignosulfonate, 5 parts sodium naphthalenesulfonate formaldehyde condensate, 2 parts agricultural emulsion 1601#, 3 parts agricultural emulsion 0201B, 0.1 parts xanthan gum, 0.2 parts silica, and 5 parts ethylene glycol, with water added to make up to 100%, are added to a sand mill and ground to make a 40% diflubenzuron·compound (9.7) suspension.

[0118] Example 29: 20% diflubenzuron compound (9.7) suspension

[0119] 15 parts diflubenzuron, 5 parts compound (9.7), 3 parts sodium naphthalene sulfonate formaldehyde condensate, 5 parts sodium methyl naphthalene sulfonate formaldehyde condensate, 3 parts agricultural emulsion NP-7, 3 parts agricultural emulsion 0201B, 3 parts triethyl phosphate, 5 parts ethylene glycol, and water to make up to 100% were added to a sand mill and ground into a fine powder to prepare a 20% diflubenzuron·compound (9.7) suspension.

[0120] Example 30: 30% diflubenzuron compound (30.321) suspension

[0121] 15 parts of diflubenzuron, 15 parts of compound (30.321), 1.5 parts of fatty alcohol polyoxyethylene ether, 3 parts of sodium lignosulfonate, 4 parts of propylene glycol, 0.1 parts of Kathon, 0.2 parts of polydimethylsiloxane emulsion, and water to make up to 100% were added to a sand mill and ground to make a 30% diflubenzuron·compound (30.321) suspension.

[0122] Example 31: 25% diflubenzuron compound (11.7) suspension

[0123] 10 parts diflubenzuron, 15 parts compound (11.7), 3 parts sodium methylnaphthalene sulfonate formaldehyde condensate, 3 parts sodium lignosulfonate, 6 parts agricultural emulsion 0201B, 0.3 parts xanthan gum, 0.6 parts silica, 5 parts ethylene glycol, and water to make up to 100% were added to a sand mill and ground into a fine powder to prepare a 25% diflubenzuron·compound (11.7) suspension.

[0124] Example 32: 20% diflubenzuron compound (58.321) suspension

[0125] 15 parts of diflubenzuron, 5 parts of compound (58.321), 3 parts of sodium naphthalene sulfonate formaldehyde condensate, 5 parts of sodium methyl naphthalene sulfonate formaldehyde condensate, 3 parts of agricultural emulsion NP-7, 3 parts of agricultural emulsion 0201B, 3 parts of triethyl phosphate, and 5 parts of ethylene glycol were added to a sand mill and ground to prepare a 20% diflubenzuron·compound (58.321) suspension.

[0126] Example 33: 12% diflubenzuron compound (2.7) water emulsion

[0127] Add 4 parts diflubenzuron, 8 parts compound (2.7), 8 parts alkyl aryl polyoxyethylene polyoxypropylene ether, 5 parts agricultural emulsion 2201#, 15 parts dimethylformamide, and 0.5 parts tetradecanol together to dissolve into a homogeneous oil phase. Under high-speed stirring, add the remaining water to the oil phase to make up to 100%, forming a 12% diflubenzuron·compound (2.7) water emulsion.

[0128] Example 34: 25% diflubenzuron compound (2.321) water emulsion

[0129] 20 parts of diflubenzuron, 5 parts of compound (2.321), 10 parts of agricultural emulsion 2201, 4.5 parts of alkyl aryl polyoxyethylene polyoxypropylene ether, 2.5 parts of piperine butyl ether, 10 parts of cyclohexanone, and 5 parts of glycerol are added together to dissolve into a homogeneous oil phase. Under high-speed stirring, the remaining water is added to the oil phase to make up to 100%, forming a 25% diflubenzuron·compound (2.321) water emulsion.

[0130] Example 35: 30% diflubenzuron compound (3.321) microemulsion

[0131] 20 parts of diflubenzuron, 10 parts of compound (3.321), 10 parts of diphenylphenol polyoxyethylene (n18) ether formaldehyde condensate, 10 parts of agricultural emulsion 2201#, 5 parts of agricultural emulsion 700#, and 15 parts of cyclohexanone were added together to dissolve into a homogeneous oil phase. The remaining amount was made up to 100% with water. Under high-speed stirring, the aqueous phase was added to the oil phase to form a 30% diflubenzuron·compound (3.321) microemulsion.

[0132] Example 36: 25% diflubenzuron compound (7.321) soluble liquid

[0133] 10 parts of diflubenzuron, 15 parts of compound (7.321), 15 parts of agricultural emulsion 2201, 2 parts of agricultural emulsion T-20, 8 parts of agricultural emulsion NP-15, 8 parts of methanol, and dimethylformamide were added to make up to 100% and mixed evenly to prepare a 25% diflubenzuron·compound (7.321) soluble liquid.

[0134] Example 37: 35% diflubenzuron compound (2.17) oil suspension

[0135] 15 parts of diflubenzuron, 20 parts of compound (2.17), 6 parts of agricultural emulsion 0201B, 2 parts of agricultural emulsion 700#, 5 parts of agricultural emulsion S-80, 10 parts of methyl oleate, 3 parts of silica, and 1 part of agricultural emulsion T-20, with the remainder made up to 100% with methylated soybean oil, were added to a sand mill and ground into a fine powder to prepare a 35% diflubenzuron·compound (2.17) oil suspension.

[0136] Example 38: Preparation of 20% diflubenzuron compound (8.321) emulsifiable concentrate

[0137] Mix 15 parts diflubenzuron, 5 parts compound (8.321), 7 parts agricultural emulsion 0201B, 3 parts agricultural emulsion NP-15, 2 parts agricultural emulsion 700#, and 12 parts dimethylformamide, with the remainder made up to 100% with xylene, to form a 20% diflubenzuron·compound (8.321) emulsifiable concentrate.

[0138] Example 39: 30% diflubenzuron compound (2.43) water-dispersible granules

[0139] 20 parts of diflubenzuron, 10 parts of compound (2.43), 15 parts of sodium methylnaphthalenesulfonate formaldehyde condensate, 5 parts of sodium alginate, 5 parts of polyethylene glycol 8000, and 15 parts of sodium sulfate were mixed and pulverized with bentonite to make up the remainder to 100%. Water was then added and kneaded, and the mixture was granulated in a granulator equipped with a sieve of a specific size. After drying and sieving (according to the sieve size), 30% diflubenzuron·compound (2.43) water-dispersible granules were obtained.

[0140] Example 40: 35% diflubenzuron compound (21.321) water-dispersible granules

[0141] 10 parts diflubenzuron, 25 parts compound (21.321), 10 parts sodium methylnaphthalenesulfonate formaldehyde condensate, 5 parts epoxy polyether, 15 parts soluble starch, and gypsum to make up to 100% were mixed and pulverized. Water was then added and kneaded, and the mixture was granulated in a granulator equipped with a sieve of a specific size. After drying and sieving (according to the sieve size), 35% diflubenzuron·compound (21.321) water-dispersible granules were obtained.

[0142] Example 41: 60% diflubenzuron compound (17.321) wettable powder

[0143] Mix 30 parts of diflubenzuron, 30 parts of compound (17.321), 2 parts of sodium dodecyl sulfate, 6 parts of sodium naphthol sulfonate formaldehyde condensate, 4 parts of sodium lignosulfonate, and 5 parts of silica, with the remainder made up to 100% with bentonite. After thorough mixing and pulverizing with an ultrafine pulverizer, a 60% diflubenzuron·compound (17.321) wettable powder is obtained.

[0144] Indoor insecticidal activity test examples

[0145] Preparation of the drug solution: According to different experimental requirements, accurately weigh the test samples (different ratio compositions of this invention and each individual active ingredient) using an electronic analytical balance, and then prepare them into a stock solution containing 0.25% (by weight) of the active compound in acetone or DMSO. Add 1% (by weight) of emulsifier. EL (an ethoxylated alkylphenol-based wetting agent with emulsifying and dispersing properties) was added to the stock solution, and the stock solution was diluted with water to the required concentration for the test.

[0146] The synergistic effect was evaluated using the Bliss method, a classic method for evaluating the effects of mixtures. Based on his concept of independent synergistic effects, Bliss argued that the theoretical mortality rate P of insecticides and acaricides mixed together could be calculated using the following formula:

[0147] P = P m +P n (1-P m )

[0148] P m The mortality rate (%) of the target at a concentration of m for the first active component; P n The mortality rate (%) of the target when the second active component is used at a concentration of n.

[0149] If the actual mortality rate of the target is greater than the theoretical mortality rate P after the two active components are mixed at a certain concentration, it is determined that the two active components have a synergistic effect when used together at the set concentration; otherwise, they have an antagonistic effect.

[0150] Example 42: Determination of the synergistic effect of the compound of the present invention in combination with pyriproxyfen on the control of beet armyworm.

[0151] The immersion method was used for treatment. Cabbage leaves were cut into 2cm diameter leaf discs using a perforator. The leaf discs were immersed in the pesticide solution for 5 seconds, then removed and air-dried. They were then placed in 9cm petri dishes lined with filter paper. Uniformly selected 3rd instar larvae of the beet armyworm (Spodopteraexigua) were inoculated into the petri dishes. Each treatment was repeated 4 times. The treated insects were placed in an observation room at a temperature of 24–26℃, humidity of 60% RH, and a light intensity of L:D = 14:10. The insects' reactions were observed regularly, and the number of dead and live insects was counted after 48 hours to calculate the mortality rate.

[0152] The insecticidal activity results of each individual active component and the composition of the present invention in controlling the third instar larvae of the beet armyworm are shown in Tables 1 and 2. Table 2 shows that the actual mortality rate of the third instar larvae of the beet armyworm was greater than the theoretical mortality rate, indicating that the composition of the present invention has a significant synergistic effect in controlling the beet armyworm, and that the compound of the present invention has a synergistic effect when used in combination with pyriproxyfen.

[0153] Table 1. Insecticidal activity of individual active components against beet armyworm.

[0154]

[0155]

[0156] Table 2. Insecticidal activity of the compounds of this invention in combination with pyriproxyfen against beet armyworm.

[0157]

[0158]

[0159] Example 43: Determination of the synergistic effect of the compound of the present invention in combination with lufenuron and diflubenzuron on the control of beet armyworm.

[0160] The immersion method was used for treatment. Cabbage leaves were cut into 2cm diameter leaf discs using a perforator. The leaf discs were immersed in the pesticide solution for 5 seconds, then removed and air-dried. They were then placed in 9cm petri dishes lined with filter paper. Uniformly selected 3rd instar larvae of the beet armyworm (Spodopteraexigua) were inoculated into the petri dishes. Each treatment was repeated 4 times. The treated insects were placed in an observation room at a temperature of 24–26℃, humidity of 60% RH, and a light intensity of L:D = 14:10. The insects' reactions were observed regularly, and the number of dead and live insects was counted after 48 hours to calculate the mortality rate.

[0161] The insecticidal activity results of each individual active component and the composition of the present invention in controlling the third instar larvae of the beet armyworm are shown in Tables 3 and 4. As shown in Table 4, the actual mortality rate of the third instar larvae of the beet armyworm was greater than the theoretical mortality rate, indicating that the composition of the present invention has a significant synergistic effect in controlling the beet armyworm, and that the compound of the present invention has a synergistic effect when used in combination with lufenuron and diflubenzuron.

[0162] Table 3. Insecticidal activity of individual active components against beet armyworm.

[0163]

[0164]

[0165]

[0166] Table 4. Insecticidal activity of the compounds of this invention in combination with lufenuron and diflubenzuron against beet armyworm.

[0167]

[0168]

[0169]

[0170] Example 44: Determination of the synergistic effect of the compound of the present invention in combination with pyriproxyfen on the control of rice stem borer.

[0171] The artificial feed culture plate method was used. Standard clean 24-well culture plates were selected, and 1 mL of artificial feed was added to each well. After cooling and solidification, 0.05 mL of the drug solution was added to each well using a continuous sampler, and then the plates were allowed to air dry naturally in a cool place. Uniform second-instar larvae of the rice stem borer (Chilo suppressalis) were selected and inoculated into the culture plates, one larva per well, with each treatment replicated four times. The treated insects were placed in an observation room at a temperature of 25–27℃, humidity of 60% RH, and a light intensity of L:D = 14:10. The insect responses were observed regularly, and the number of dead and live insects was counted after 72 hours to calculate the mortality rate.

[0172] The insecticidal activity results of each individual active component and the composition of the present invention in controlling the second instar larvae of the rice stem borer are shown in Tables 5 and 6. As can be seen from Table 6, the actual mortality rate of the second instar larvae of the rice stem borer was greater than the theoretical mortality rate, indicating that the composition of the present invention has a significant synergistic effect in controlling the rice stem borer, and that the compound of the present invention has a synergistic effect when used in combination with pyriproxyfen.

[0173] Table 5. Insecticidal activity of individual active components against rice stem borer.

[0174]

[0175]

[0176] Table 6. Insecticidal activity of the compounds of this invention in combination with pyriproxyfen against rice stem borer.

[0177]

[0178]

[0179] Example 45: Determination of the synergistic effect of the compound of the present invention in combination with pyriproxyfen on the control of corn borer.

[0180] The artificial feed culture plate method was used. Standard clean 24-well culture plates were selected, and 1 mL of artificial feed was added to each well. After cooling and solidification, 0.05 mL of the drug solution was added to each well using a continuous sampler, and then the plates were allowed to air dry naturally in a cool place. Uniformly selected third-instar larvae of the corn borer (Ostriniafurnacalis) were inoculated into the culture plates, one larva per well, with each treatment replicated four times. The treated insects were placed in an observation room at a temperature of 23–25℃, humidity of 60% RH, and a light intensity of L:D = 14:10. The insect responses were observed regularly, and the number of dead and live insects was counted after 72 hours to calculate the mortality rate.

[0181] The insecticidal activity results of each individual active component and the composition of the present invention in controlling the third instar larvae of the corn borer are shown in Tables 7 and 8. As can be seen from Table 8, the actual mortality rate of the third instar larvae of the corn borer was greater than the theoretical mortality rate, indicating that the composition of the present invention has a significant synergistic effect in controlling the corn borer, and that the compound of the present invention has a synergistic effect when used in combination with pyriproxyfen.

[0182] Table 7. Insecticidal activity of individual active components against corn borer.

[0183]

[0184]

[0185] Table 8. Insecticidal activity of the compounds of this invention in combination with pyriproxyfen against corn borer.

[0186]

[0187]

[0188] Field efficacy trial examples

[0189] Preparation of 20% Compound 9.7·Lufenuron Suspension: 15 parts lufenuron, 5 parts Compound 9.7, 3 parts sodium naphthalene sulfonate formaldehyde condensate, 5 parts sodium methyl naphthalene sulfonate formaldehyde condensate, 3 parts agricultural emulsion NP-7, 3 parts agricultural emulsion 0201B, 3 parts triethyl phosphate, 5 parts ethylene glycol, and water to make up to 100% are added to a sand mill and ground into a fine powder to prepare 20% Compound 9.7·Lufenuron Suspension.

[0190] Preparation of 10% Compound 9.7 suspension: Add 10 parts of Compound 9.7, 3 parts of sodium methylnaphthalene sulfonate formaldehyde condensate, 3 parts of sodium lignosulfonate, 6 parts of agricultural emulsion 0201B, 0.3 parts of xanthan gum, 0.6 parts of silica, 5 parts of ethylene glycol, and water to a sand mill and grind them into a fine powder to prepare 10% Compound 9.7 suspension.

[0191] Preparation of 5% Lufenuron Suspension: Add 5 parts lufenuron, 3 parts sodium naphthalene sulfonate formaldehyde condensate, 5 parts sodium methyl naphthalene sulfonate formaldehyde condensate, 3 parts agricultural emulsion NP-7, 3 parts agricultural emulsion 0201B, 3 parts triethyl phosphate, and 5 parts ethylene glycol to water to 100%, and grind them into a fine powder to prepare 5% lufenuron suspension.

[0192] Example 46: Field efficacy trial of 20% compound 9.7·lufenuron suspension (compound 9.7 mass concentration of 5%, lufenuron mass concentration of 15%) for controlling cabbage cutworm.

[0193] Crop requiring control: Cabbage

[0194] Control target: Beet armyworm, early larval stage

[0195] Experimental method: The experiment used a randomized block arrangement with 4 replicates and a plot area of ​​15m². 2 The whole-plant spraying method was used to treat the cabbage cabbage at the early stage of beet armyworm infestation, when the cabbage was in the rosette stage. The spray volume was 45L / 667m³. 2 Ten plants were permanently labeled in each area. The initial population was surveyed before application of the pesticide. The number of surviving larvae was surveyed 1 day, 7 days and 14 days after application to calculate the control effect.

[0196] Calculation formula:

[0197] Insect population reduction rate (%) = (Insect population before treatment - Number of surviving insects after treatment) / Insect population before treatment × 100;

[0198] Control effect (%) = (Pest population reduction rate in the treated area - Pest population reduction rate in the control area) / (100 - Pest population reduction in the control area) × 100.

[0199] Results: As shown in Table 9, 20% compound 9.7·lufenuron suspension showed excellent control effect against beet armyworm on cabbage, with significant synergistic effect of the mixture. It also had a significant inhibitory effect on beet armyworm eggs, a long-lasting effect, and was safe for cabbage.

[0200] Table 9 shows the field efficacy test results of 20% compound 9.7·lufenuron suspension for controlling cabbage cutworm.

[0201]

Claims

1. An insecticide composition, characterized in that: The composition comprises component A and component B; the weight ratio between components A and B is 1:100 to 100:1; wherein, component A is a benzamide compound of general formula I; and component B is an insect growth inhibitor insecticide selected from lufenuron. ; Component A consists of compounds selected from the table below: 。 2. The insecticide composition according to claim 1, characterized in that: The weight ratio between components A and B is 1:90 to 90:

1.

3. The insecticide composition according to claim 2, characterized in that: The weight ratio between components A and B is 1:75 to 75:

1.

4. The insecticide composition according to claim 3, characterized in that: The weight ratio between components A and B is 1:50 to 50:

1.

5. The insecticide composition according to claim 4, characterized in that: The weight ratio between components A and B is 1:20 to 20:

1.

6. A formulation comprising the insecticide composition according to any one of claims 1-5.

7. The formulation according to claim 6, characterized in that: The formulation is selected from emulsifiable concentrates, suspensions, water-dispersible granules, water emulsions, microemulsions, soluble liquids, wettable powders, and oil suspensions.

8. The formulation according to claim 6, characterized in that: The cumulative content of the active ingredient in the formulation is between 0.5% and 95%.

9. The application of the insecticide composition according to any one of claims 1-5 or the formulation according to any one of claims 6-8, characterized in that: The composition or formulation is intended for use in controlling agricultural and forestry pests or urban sanitation pests.

10. The application according to claim 9, characterized in that: The insecticide composition is applied to pests or their growing medium by spraying, atomizing, dusting, spreading, smearing, or pouring.