Insecticide formulations containing metadiamide compounds and their applications

Abstract

The present invention relates to the technical field of agricultural insecticides and relates to an insecticide formulation containing a metadiamide insecticidal compound (represented by general formula I) and its uses. The formulation contains an active ingredient, at least one carrier, and at least one auxiliary agent, and is characterized by being a suspension, dispersible oil suspension, dispersible liquid, neutralizing agent, water-dispersible granule, or dry suspension. The active ingredient in the formulation is a compound represented by general formula I, and accounts for 1 to 99% by weight of the formulation. The insecticide composition of the present invention has characteristics such as good wetting, spreading, and penetration of the liquid on the target object, low splashback, high liquid retention, high deposition, low evaporation, high absorption rate, high biological activity, and high crop safety. It is currently an ideal insecticide variety for the prevention and control of pests of Lepidoptera, Coleoptera, and Thysanoptera, among others. [Formula 1] JPEG2025539863000012.jpg53170

Description

[Technical Field]

[0001] The present invention belongs to the technical field of agricultural pesticides, and relates to pesticide formulations containing metadiamide compound (represented by general formula I) pesticides and their uses. [Background technology]

[0002] As is well known, insecticides play a vital role in the prevention and control of pests that pose a health hazard in agriculture, forestry, and urban areas. The metadiamide-based compound (represented by general formula I) disclosed in a Chinese patent (patent number: CN112457288B) is an innovative insecticide independently developed by Shenyang Zhonghua Agrochemical Research and Development Co., Ltd. It possesses a novel chemical structure and unique function. Its properties include stomach toxicity, contact killing, and internal absorption. It has excellent activity against pests of the orders Lepidoptera, Coleoptera, Hemiptera, Diptera, Hymenoptera, and Thysanoptera, making it a highly effective insecticide with broad market potential. However, the patent specification only generally mentions the use of metadiamide-based compounds (represented by general formula I) as insecticides in agriculture, forestry, and health. The compound is first dissolved in an organic solvent (e.g., acetone) and then diluted with 0.1% Tween 80 aqueous solution to prepare a solution of the required concentration for spray application.

[0003] Pesticides themselves are a type of specialized chemical substance with biological activity. To maximize the efficacy of the active ingredient, it is necessary to select a suitable adjuvant system for the active ingredient. While adjuvants themselves have no biological activity, they help the active ingredient (pesticide active substance) disperse rapidly, uniformly, and stably within the spray carrier, ensuring the distribution and adhesion of the pesticide solution to the surface of organisms (plant leaves and insect body surfaces), facilitating the absorption of the pesticide by the organism, and even increasing the conduction of the pesticide within the organism. This enhances the retention of the pesticide on the plant surface, extends its retention time, and improves its ability to penetrate the plant cuticle, thereby improving the pesticide's biological activity, reducing the amount used, and reducing the pesticide's harm to humans and environmental pollution. Metadiamide insecticides (represented by general formula I) can also be used as a spray by first dissolving them in an organic solvent (e.g., acetone) (the acetone content in the total solution must not exceed 10%) and then preparing a solution of the required concentration in 0.1% Tween 80 aqueous solution. However, this method has significant drawbacks. However, the preparation process is tedious and requires a large amount of organic solvent, which has a significant impact on the environment and is costly. On the other hand, the prepared solution must be used immediately, and if left for a long time, the active ingredient is likely to precipitate, making it impossible to use again.

[0004] The quality of a pesticide's dosage form and formulation is a key factor in determining its efficacy and value. Different pesticide active ingredients have significantly different physical and chemical properties and targets. To maximize the efficacy of an active ingredient, the active ingredient's chemical structure, physical and chemical properties, biological activity, and environmental impact must be considered. At the same time, comprehensive consideration is also required, including the intended use, controlled substance, application method, and application conditions. When formulating a dosage form, appropriate excipient systems must be used for different drug substances and dosage forms, and the efficacy of the pesticide must be improved through the interaction between the excipient system and the drug substance. Therefore, selecting the appropriate excipient system and dosage amount for the active ingredient is crucial. At the same time, different formulations, such as solid and liquid formulations, can be formulated according to needs. Various formulations offer different advantages to suit different crops and farmer dosing habits. However, the goal is to enhance the biological activity of pesticides, reduce pesticide usage, reduce costs, maximize target hits with minimal pesticide usage, and improve environmental compatibility. Currently, there are no reported studies on the production of metadiamide-based compounds (represented by General Formula I). Summary of the Invention

[0005] The present invention aims to provide an insecticide formulation containing a metadiamide insecticidal compound (represented by general formula I) and its use.

[0006] In order to achieve the objectives of the present invention, the technical solutions of the present invention are as follows: An insecticide formulation containing a metadiamide compound, the formulation containing an active ingredient (an insecticide active ingredient), at least one carrier, and at least one adjuvant, the formulation being a suspension concentrate (also called an SC agent), a dispersible oil suspension concentrate, a dispersible liquid concentrate, a wettable powder, a water-dispersible granule, or a dry suspension concentrate, the active ingredient in the formulation being a compound represented by general formula I, and the weight percent content in the formulation is 1 to 99%.

[0007] [ka] where X1 , X 3 is selected from halogens. X 2 is selected from H or halogen. X 4 is selected from halogenated C1-C3 alkyls. R is selected from H, C1-C6 alkyl, halogenated C1-C6 alkyl.

[0008] The suspension formulation consists of 5-75% by weight of the active ingredient, 5-15% of a wetting and dispersing agent, 4-10% of an antifreeze, 0-10% of other additives, and the remainder of the liquid carrier. The other additives are one or more of an antifoaming agent, a preservative, a stabilizer, a penetrating agent, and a thickener. Specifically, the compound of formula I, surfactant, antifreeze, water, etc. are mixed and sand-milled to obtain a stable, non-settling, flowable sample.

[0009] Dispersible oil suspension formulations consist of 2-60% by weight of the active ingredient, 5-30% by weight of the surfactant, and the remainder of the oil carrier. Specifically, the compound of formula I, the surfactant, and the oil carrier are added to a sand mill and processed until the particle size is appropriate.

[0010] The dispersible liquid is composed of, by weight, 1-30% of the active ingredient, 4-20% of a surfactant, 2-30% of an organic solvent, and the remainder of an oily carrier. The compound of general formula I, the surfactant, the organic solvent, and the oily carrier are mixed to form an oily phase.

[0011] Wettable powders consist of 10-85% by weight of the active ingredient, 3-20% of a dispersant, and the remainder of a solid inert carrier. Specifically, they are obtained by mixing and grinding the compound of formula I, a surfactant, and a carrier.

[0012] Water-dispersible granules consist of 0.5-75% by weight of the active ingredient, 5-30% by weight of a surfactant, and the remainder of an inert carrier. The compound of formula I, the surfactant, and the carrier are mixed, milled, kneaded, and granulated. They are usually made into granules with an international standard mesh size of 10-100 (1.676-0.152 mm), and can be manufactured by extrusion, impregnation, or spray granulation.

[0013] Dry suspension formulations contain 3-85% active ingredient by weight, 5-20% surfactant, and the remainder inert carrier. This method involves mixing the active ingredient of the compound of general formula I, surfactant, and carrier, then grinding the mixture in a sand mill to obtain a pesticide suspension slurry, which is then sprayed, dried, and granulated to produce the material. The pellets typically have a diameter of 50-200 μm.

[0014] Wetting and dispersing agents in suspension formulations include Dispersant SK-20TX, Dispersant SD811, Dispersant SK-25CH, Dispersant SK-24R, Dispersant SK-33SC, Dispersant SP-SC3, Dispersant SP-SC29, Dispersant SP-27001, Dispersant SP-2750, Dispersant SP-28F, Dispersant SP-2728, Wetting Agent SP-3266E, Wetting Agent Tensiofix D33, Dispersant Tensiofix AMS303, Dispersant Atlox 4913, Dispersant TENSIOFIX SC, TENSIOFIX 96DB10, Dispersant TENSIOFIX DB08, and Dispersant DURAMAX. TM D-305, dispersant DURAMAX TM D-205, Dispersant D425, Dispersant YUS-FS3000, Dispersant DA1349, Wetting Agent Rhodasurf 860 / P, Wetting and Dispersing Agent SF133, Dispersant FS981, Dispersant NS-500LQ, Dispersant Emulson TRN14105, Dispersant ULTRASURF 7023A, Synergist TWEEN L-1010, Dispersant Methylnaphthalenesulfonate Sodium Formaldehyde Condensate, Dispersant Sodium Salt of Alkylnaphthalenesulfonic Acid Polycondensate, Emulsifier 0201B, Polycarboxylate Dispersant GY-D800, Polycarboxylate Dispersant GY-D04, Polycarboxylate Dispersant GY-D02, Wetting Agent DURAMAX TMW600, dispersant DURAMAX TM D800, dispersant DURAMAX TM D865, Dispersant YUS-FS7PG, Dispersant YUS-FS1, Dispersant YUS-TXC, Wetting Agent YUS-A51G, Dispersant SP-SC3060, Dispersant YUS-5050PB, Dispersant TANEMUL DA2883, Dispersant TANEMUL DA2880, Dispersant Greensperse BE02, Dispersant SK-92FS1.

[0015] Antifreeze is ethylene glycol, 1,2-propylene glycol, and glycerol.

[0016] The liquid carrier is water.

[0017] Other additives, by weight, are 0-2% antifoaming agent, 0-1% preservative, 0-2% stabilizer, 0-5% penetrating agent, and 0-3% thickener.

[0018] The antifoaming agents are SAG1522, SAG1572, AG-2501, AG2905, AGT735, and AGT530.

[0019] Preservatives are Kasone, EQ, DA20, GSL, and sodium benzoate.

[0020] The stabilizers are white carbon, bentonite, and TENSIOFIX 869.

[0021] The penetrating agents are Anhydrous T-80B and Anhydrous T-80J.

[0022] Thickeners are magnesium aluminum silicate, xanthan gum, PVP K30, polyethylene glycol, polyvinylpyrrolidone.

[0023] The surfactant in the dispersible oil suspension formulation is the wetting agent DURAMAX TMW600, dispersant Greenmul EF46, dispersant Greenmul EF68, emulsifier 500, emulsifier 0201B, emulsifier 1601, emulsifier S80, dispersant DURAMAX TM D800, dispersant TENSIOFIX 96DB10, dispersant TENSIOFIX B9718, thickener TENSIOFIX 869, emulsifier YUS-135B, emulsifier AEO-3, dispersant DURAMAX TM D865, Dispersant DURAMAX TM D-305, emulsifier SK-5935, dispersant SK-94S7, dispersant ULTRASURF OD21, dispersant ULTRASURF OD23, dispersant YUS-OD1200, dispersant SP-OF3472, dispersant SP-OF3468, white carbon, dispersant YUS-CH1100, dispersant YUS-D935, dispersant Atlox 4912, dispersant Atlox 4914, dispersant GR7M. The oil carrier is methylated soybean oil, methyl oleate, tributyl phosphate, palm oil methyl ester, and coconut oil methyl ester.

[0024] The surfactants in the dispersible liquid are emulsifier YUS-135B, emulsifier YUS-A51G, dispersant SK-92FS1, emulsifier SK-5935, emulsifier 500, emulsifier 0201B, emulsifier 1601, dispersant DURAMAX TM D800, emulsifier SK-50EC, emulsifier SK-51EC, emulsifier SK-5208T, emulsifier SK-5215T, emulsifier YUS-D625, emulsifier YUS-135B, emulsifier YUS-EC2200, wetting agent DURAMAX TM The solvents are Rhodiasolv Green 25, Armid FMPC, Armid DM10, Rhodiasolv Green SV-92, Rhodiasolv Green SV-33, Solvent Oil S-150, and Solvent Oil S-200. The oil carriers are methyl oleate, coconut oil methyl ester, palm oil methyl ester, and tributyl phosphate.

[0025] The dispersants in the wettable powder are Supragil MNS / 90, sodium lauryl sulfate, SD819, SK-20TX, SK-24R, GY-D02, GY-D04, YUS-SXC, YUS-LXC, TANEMUL DA2880, TANEMUL DA2883, TENSIOFIX BCZ, YUS-FS7PG, SP-2836, sodium alkylnaphthalenesulfonic acid polycondensate, YUS-WP1, YUS-WP2, and YUS-FS1. The solid inert carriers are white carbon, bentonite, diatomaceous earth, attapulgite clay, precipitated calcium carbonate, and china clay.

[0026] The surfactants in the water-dispersible granules are wetting agent TENSIOFIX BCZ, wetting agent sodium lauryl sulfate, dispersant PICO-SF3, dispersant YUS-WG4, dispersant YUS-WG5, dispersant sodium salt of alkylnaphthalenesulfonic acid polycondensate, sodium methylnaphthalenesulfonate formaldehyde condensate, soluble starch, sodium sulfate, wetting agent Morwet EFW, dispersant SK-24, dispersant SK-20TX, polycarboxylate dispersant GY-D04, dispersant YUS-FS7PG, dispersant Supragil MNS / 90, dispersant SD816, dispersant YUS-SXC, dispersant YUS-LXC, dispersant SP2836, and dispersant TANEMUL DA2880. Inert carriers include bentonite, diatomaceous earth, white carbon, precipitated calcium carbonate, kaolin, and attapulgite.

[0027] The surfactants in the dry suspension formulation are wetting agent sodium dodecyl sulfate, dispersant octylphenol polyoxyethylene ether sulfate, ammonium sulfate, SAG1522, dispersant SP-DF2222, dispersant SP-DF2296, wetting agent sodium dodecyl sulfate, ammonium sulfate, dispersant SD-610, dispersant SK-24R, dispersant Disperse 1700, dispersant SP-2836, dispersant sodium lignosulfonate, dispersant sodium alkylnaphthalenesulfonate formaldehyde condensate, dispersant sodium α-olefinsulfonate, dispersant YUS-WG5, dispersant Morwet D450, wetting agent Rhodasurf 860 / p, dispersant DURAMAX TM D-205, dispersant DURAMAX TM D-305, dispersant YUS-TXC, and emulsifier YUS-A51G. Inert carriers include kaolin, bentonite, diatomaceous earth, and attapulgite.

[0028] Preferred compounds are as shown in general formula I: X 1 is selected from F. X 2 is selected from H or F. X 3 is selected from Cl, Br, and I. X 4 is selected from -CF3, -CHF2. R is selected from H, C1-C6 alkyl.

[0029] Further preferred compounds are as shown in general formula I: X 1 , X 2 is selected from F. X 3 is selected from Br. X 4 is selected from -CHF2. R is selected from H, C1-C6 alkyl.

[0030] More preferred compounds are shown in general formula I: X 1, X 2 is selected from F. X 3 is selected from Br. X 4 is selected from -CHF2. R is selected from H, methyl, ethyl, and n-propyl.

[0031] The insecticide of the present invention can be diluted by the user before use, or can be sprayed by adding water directly, or can be used as is.

[0032] The technical solution of the present invention also includes a method for controlling pests, which comprises applying the insecticide of the present invention to the pests or their growth medium. The most suitable amount of active ingredient usually selected is 10 to 1000 grams per hectare.

[0033] The technical solution of the present invention also includes the use of the above-mentioned insecticide formulation, which can be applied to the prevention and control of agricultural, forestry or non-therapeutic sanitary pests, has excellent preventive effects against pests of the orders Lepidoptera, Coleoptera, Thripida, etc., and is safe for crops.

[0034] The present invention has the following advantages: The present invention is based on the unique biological activity of pesticides themselves, guided by theoretical findings, and combines comprehensive factors such as the purpose of use, the target of pest control, the method of use, and the conditions of use. By studying the structure, active group, and mechanism of action of the active ingredient, the appropriate adjuvant system and dosage of additives can be selected for the active ingredient, thereby improving the refinement level of the formulation. Specifically, the formulation prepared with the adjuvant system of the present invention has, on the one hand, the adjuvant well fixes the active ingredient and prevents the active ingredient particles from agglomerating due to steric hindrance and electrostatic repulsion, resulting in good physical stability and helping the active ingredient to disperse rapidly, uniformly, and stably in the spray carrier. The active ingredient particle size is small, the distribution is narrow, the liquid viscosity is moderate, and the liquid dynamic surface tension is appropriate, thereby ensuring the distribution and adhesion of the pesticide solution to the surface of the organism (the surface of plant leaves), promoting the absorption of the pesticide by the organism, and further increasing the conduction of the pesticide in the organism, reducing liquid loss, increasing the pesticide retention on the plant surface, extending its retention time, and improving its penetration into the plant epidermis. On the other hand, by controlling the contact angle range, the spreadability and wettability of the pesticide are improved, allowing the liquid agent to directly enter and be absorbed into the plant body through the plant's stomata, ensuring the penetration and absorption of the liquid agent. This significantly improves the efficacy of the active ingredient of the insecticide obtained by the present invention, improving the pest control effect of the active ingredient of the pesticide and increasing its safety to crops. It also reduces the amount used, cutting costs, achieving maximum effect with a minimum amount used, and improving environmental compatibility, thereby reducing the harm to humans and environmental pollution caused by pesticides. It is easy to use, environmentally friendly, and convenient to produce, transport, and store. The pesticide composition of the present invention has broad market prospects and also has excellent economic, social, and ecological benefits. DETAILED DESCRIPTION OF THE INVENTION

[0035] The following specific examples are used to further explain the present invention, but the present invention is not limited to these examples, and all methods known to those skilled in the art should be included in the scope of the present invention.

[0036] All formulation proportions and parts are by weight.The preparation of the active ingredient (shown in general formula I) can be obtained by referring to the relevant records of (CN112457288B).

[0037] Among these, specific compounds represented by general formula I include compound A1 (X 1 , X 2 is selected from F, and X 3 is selected from Br, and X 4 is selected from -CHF2 and R is selected from H). Compound A2 (X 1 , X 2 is selected from F, and X 3 is selected from Br, and X 4 is selected from -CHF2 and R is selected from methyl). Compound A3 (X 1 , X 2 is selected from F, and X 3 is selected from Br, and X 4 is selected from -CHF2 and R is selected from ethyl). Compound A4 (X 1 , X 2 is selected from F, and X 3 is selected from Br, and X 4 is selected from -CHF2 and R is selected from n-propyl). Other raw materials are commercially available.

[0038] <Preparation Example> Example 1 Preparation of 5% Compound A1 Suspension According to the formulation specifications, 5% Compound A1, 2% Dispersant SK-20TX, 5% Dispersant SD811, 4% Dispersant SK-25CH, 1% White Carbon, 1% Magnesium Aluminum Silicate, 0.2% Xanthan Gum, 0.3% Preservative EQ, 0.6% Antifoaming Agent SAG1522, 5% Ethylene Glycol, and water were added sequentially to a mixing tank and mixed. The mixture was first subjected to high shear for coarse grinding and homogenization, and then sent to a sand mill for fine grinding. The particle size of the milled material was measured using a particle size analyzer. Once the particle size reached the standard requirements, the mixture was filtered to obtain a 5% Compound A1 suspension. Physical property measurements at room temperature showed an active ingredient content of 5.05%, a dynamic surface tension of 35.58 dyn / cm (solution concentration: 133 ppm), and a solution retention of 29.8 mg / cm. 2 Particle size (D50 / 97 μm) 0.71 / 1.91; suspension rate 100%; contact angle 26.9°; thermal storage condition (54±2°C / 14 days): active ingredient content 5.03%; dynamic surface tension 36.6 dyn / cm (medicinal solution concentration: 133 ppm); retained amount of medicinal solution 29.3 mg / cm 2 Particle size (D50 / 97, μm): 0.73 / 1.99; Suspension rate: 100%; Contact angle: 27.2 degrees.

[0039] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0040] Example 2: Preparation of 10% Compound A1 suspension According to the formulation specifications, the weight percentages were: 10% Compound A1, 5% Dispersant SP-SC3, 5% Wetting Agent Tensiofix D33, 5% Dispersant SD811, 0.8% White Carbon, 0.8% Magnesium Aluminum Silicate, 0.15% Xanthan Gum, 0.2% Preservative EQ, 0.6% Antifoaming Agent SAG1522, 5% Ethylene Glycol, and water up to 100%. The mixture was first subjected to high shear for coarse grinding and homogenization, and then pumped to a sand mill for fine grinding. The particle size of the milled material was measured using a particle size analyzer. Once the particle size reached the standard requirements, the mixture was filtered to obtain a 10% Compound A1 suspension. Physical property measurements at room temperature showed: active ingredient content of 10.12%, dynamic surface tension of 34.99 dyn / cm (solution concentration: 133 ppm), and solution retention of 29.1 mg / cm. 2 Particle size (D50 / 97, μm): 0.69 / 1.97; Suspension rate: 100%; Contact angle: 25.3°; Thermal storage condition (54±2°C / 14 days): Active ingredient content: 10.07%; Dynamic surface tension: 35.75 dyn / cm (drug concentration: 133 ppm); Retention amount: 28.6 mg / cm 2 Particle size (D50 / 97, μm): 0.72 / 2.09; Suspension rate: 100%; Contact angle: 25.8 degrees.

[0041] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0042] Example 3 Preparation of 10% Compound A1 Suspension According to the formulation specifications, the following components (by weight): 10% Compound A1, 3% dispersant Atlox 4913, 5% dispersant SP-2750, 3% dispersant TENSIOFIX DB08, 0.8% white carbon, 0.8% magnesium aluminum silicate, 0.15% xanthan gum, 0.2% preservative Kathon, 0.6% antifoaming agent SAG1522, 5% 1,2-propylene glycol, and water (total weight) were added to a mixing tank and mixed sequentially. The mixture was first coarsely ground and homogenized by high shear, and then pumped to a sand mill for fine grinding. The particle size of the sand-ground material was measured using a particle size analyzer. Once the particle size reached the standard requirements, it was filtered to obtain a 10% Compound A1 suspension. Physical properties were measured at room temperature: active ingredient content 10.21%, dynamic surface tension 34.58 dyn / cm (chemical concentration 133 ppm); chemical retention 30.1 mg / cm 2 Particle size (D50 / 97 μm): 0.82 / 2.11; Suspension rate: 100%; Contact angle: 23.8°; Thermal storage condition (54±2°C / 14 days): Active ingredient content: 10.11%; Dynamic surface tension: 35.86 dyn / cm (drug concentration: 133 ppm); Retention amount: 29.5 mg / cm 2 Particle size (D50 / 97, μm): 0.86 / 2.31; Suspension rate: 100%; Contact angle: 24.5 degrees.

[0043] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0044] Example 4 Preparation of 10% Compound A1 Suspension According to the formulation specifications, the following weight percentages were added to a mixing tank: 10% Compound A1, 3% DURAMAX™ D-205 dispersant, 3% SK-20TX dispersant, 5% Tensiofix D33 wetting agent, 5% Anhydrous T-80B penetrant, 0.8% white carbon, 0.8% magnesium aluminum silicate, 0.15% xanthan gum, 0.2% Kathon preservative, 0.6% SAG1522 antifoaming agent, 5% 1,2-propylene glycol, and water until 100%. The mixture was first subjected to high shear for coarse grinding and homogenization, and then pumped to a sand mill for fine grinding. The particle size of the milled material was measured using a particle size analyzer. Once the particle size reached the standard requirements, the resulting 10% Compound A1 suspension was filtered. Physical properties were measured at room temperature: active ingredient content 10.19%, dynamic surface tension 36.10 dyn / cm (medicinal solution concentration: 133 ppm); medicinal solution retention 29.8 mg / cm 2 Particle size (D50 / 97, μm): 0.92 / 2.31; Suspension rate: 100%; Contact angle: 24.6°; Thermal storage condition (54±2°C / 14 days): Active ingredient content: 10.05%; Dynamic surface tension: 36.82 dyn / cm (drug concentration: 133 ppm); Retention amount: 29.1 mg / cm 2 Particle size (D50 / 97, μm): 1.01 / 2.52; Suspension rate: 100%; Contact angle: 25.2 degrees.

[0045] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0046] Example 5 Preparation of 10% Compound A1 Suspension According to the formulation specifications, the following weight percentages were added to a mixing tank: 10% Compound A1, 4% Dispersant D425, 3% Dispersant SK-20TX, 5% Dispersant YUS-FS3000, 0.5% Thickener PVP K30, 0.8% White Carbon, 0.8% Magnesium Aluminum Silicate, 0.15% Xanthan Gum, 0.2% Preservative Kathon, 0.6% Antifoaming Agent SAG1522, 5% Ethylene Glycol, and water up to 100%. The mixture was first subjected to high shear for coarse grinding and homogenization, and then pumped to a sand mill for fine grinding. The particle size of the milled material was measured using a particle size analyzer. Once the particle size reached the standard requirements, the mixture was filtered to obtain a 10% Compound A1 suspension. Physical properties were measured at room temperature: active ingredient content 10.08%, dynamic surface tension 37.32 dyn / cm (chemical concentration 133 ppm); chemical retention 29.2 mg / cm 2 Particle size (D50 / 97, μm): 0.95 / 2.39; Suspension rate: 100%; Contact angle: 23.6°; Under warm storage conditions (54±2°C / 14 days): Active ingredient content: 9.98%; Dynamic surface tension: 38.15 dyn / cm (drug concentration: 133 ppm); Retention amount: 28.6 mg / cm 2 , particle size (D50 / 97, μm), 1.08 / 2.65; suspension rate, 100%; contact angle, 24.3 degrees.

[0047] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0048] Example 6 Preparation of 10% Compound A1 Suspension According to the formulation specifications, the following weight percentages were added to a mixing tank: 10% Compound A1, 3% Dispersant DA1349, 4% Wetting Agent Rhodasurf 860 / P, 6% Wetting and Dispersing Agent SF133, 4% Dispersant SK-33SC, 0.8% White Carbon, 0.8% Magnesium Aluminum Silicate, 0.15% Xanthan Gum, 0.2% Preservative EQ, 0.8% Antifoaming Agent SAG1522, 5% 1,2-Propylene Glycol, and water up to 100%. The mixture was first coarsely ground and homogenized by high shear, then pumped to a sand mill for fine grinding. The particle size of the sand-ground material was measured using a particle size analyzer. Once the particle size reached the standard requirements, it was filtered to obtain a 10% Compound A1 suspension. Physical property measurements were as follows: Room temperature: Active ingredient content 10.28%, dynamic surface tension 35.76 dyn / cm (chemical concentration 133 ppm); chemical retention 29.3 mg / cm 2 Particle size (D50 / 97 μm) was 0.79 / 2.01; suspension rate was 100%; contact angle was 25.3°; and under warm storage conditions (54±2°C / 14 days): active ingredient content was 10.01%; dynamic surface tension was 36.21 dyn / cm (medicinal solution concentration: 133 ppm); and retained amount was 28.9 mg / cm. 2 particle size (D50 / 97, μm): 0.99 / 2.33; suspension rate: 100%; contact angle: 25.9 degrees.

[0049] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0050] Example 7 Preparation of 15% Compound A1 Suspension According to the formulation specifications, the following weight percentages were added to a mixing tank: 15% Compound A1, 3% Dispersant DURAMAX™ D-305, 3% Dispersant SK-24R, 3% Dispersant SP-27001, 5% Dispersant TENSIOFIX DB08, 0.8% White Carbon, 0.8% Magnesium Aluminum Silicate, 0.1% Xanthan Gum, 0.2% Preservative EQ, 0.8% Antifoaming Agent SAG1522, 5% 1,2-Propylene Glycol, and water up to 100%. The mixture was first coarsely ground and homogenized by high shear, then pumped to a sand mill for fine grinding. The particle size of the sand-ground material was measured using a particle size analyzer. Once the particle size reached the standard requirements, it was filtered to obtain a 15% Compound A1 suspension. Physical properties were measured at room temperature: active ingredient content 15.22%, dynamic surface tension 36.51 dyn / cm (medicinal solution concentration: 133 ppm); medicinal solution retention 29.5 mg / cm 2 Particle size (D50 / 97 μm) was 0.82 / 2.12; suspension rate was 100%; contact angle was 28.1°; and under warm storage conditions (54±2°C / 14 days): active ingredient content was 15.02%; dynamic surface tension was 36.91 dyn / cm (medicinal solution concentration: 133 ppm); and retained amount of medicinal solution was 29.1 mg / cm. 2 Particle size (D50 / 97, μm): 0.96 / 2.32; Suspension rate: 100%; Contact angle: 28.8 degrees.

[0051] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0052] Example 8 Preparation of 15% Compound A1 Suspension According to the formulation specifications, the following components were added in order by weight to a mixing tank: 15% Compound A1, 5% Dispersant FS981, 5% Dispersant SP-SC3, 5% Anhydrous T-80J Penetrant, 0.6% White Carbon, 0.6% Magnesium Aluminum Silicate, 0.5% Xanthan Gum, 0.2% Preservative Cason, 0.6% Antifoaming Agent SAG1522, 5% 1,2-Propylene Glycol, and water until 100%. The mixture was first subjected to high shear for coarse grinding and homogenization, and then pumped to a sand mill for fine grinding. The particle size of the milled material was measured using a particle size analyzer. Once the particle size reached the standard requirements, it was filtered to obtain a 15% Compound A1 suspension. Physical properties were measured at room temperature: active ingredient content 15.28%, dynamic surface tension 36.62 dyn / cm (medicinal solution concentration: 133 ppm); medicinal solution retention 28.5 mg / cm 2 Particle size (D50 / 97 μm) was 0.89 / 2.51; suspension rate was 100%; contact angle was 23.1 degrees; under warm storage conditions (54±2°C / 14 days): active ingredient content was 15.03%; dynamic surface tension was 37.12 dyn / cm (medicinal solution concentration: 133 ppm); retained amount of medicinal solution was 28.1 mg / cm 2 particle size (D50 / 97, μm), 0.99 / 2.63; suspension rate, 100%; contact angle, 23.6 degrees.

[0053] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0054] Example 9 Preparation of 20% Compound A1 Suspension According to the formulation specifications, the following weight percentages were added to a mixing tank: 20% Compound A1, 2% Dispersant NS-500LQ, 5% Dispersant SP-28F, 5% Wetting Agent SP-3266E, 3% Dispersant YUS-FS3000, 0.6% White Carbon, 0.6% Magnesium Aluminum Silicate, 0.08% Xanthan Gum, 0.2% Preservative EQ, 0.6% Antifoaming Agent SAG1522, 5% Ethylene Glycol, and water up to 100%. The mixture was first subjected to high shear for coarse grinding and homogenization, and then pumped to a sand mill for fine grinding. The particle size of the milled material was measured using a particle size analyzer. Once the particle size reached the standard requirements, the mixture was filtered to obtain a 20% Compound A1 suspension. Physical property measurements were as follows: Room temperature: Active ingredient content 20.25%, dynamic surface tension 37.25 dyn / cm (chemical concentration 133 ppm); chemical retention 28.8 mg / cm 2 Particle size (D50 / 97 μm): 0.99 / 2.63; Suspension rate: 100%; Contact angle: 25.1°; Storage condition: 54±2°C / 14 days: Active ingredient content: 20.01%; Dynamic surface tension: 37.93 dyn / cm (drug concentration: 133 ppm); Retention amount: 28.3 mg / cm 2 Particle size (D50 / 97, μm): 1.09 / 2.78; Suspension rate: 100%; Contact angle: 25.8 degrees.

[0055] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0056] Example 10: Preparation of 30% Compound A1 suspension According to the formulation specifications, the following weight percentages were added to a mixing tank: 30% Compound A1, 3% Emulson TRN14105 dispersant, 3% SK-20TX dispersant, 5% ULTRASURF 7023A dispersant, 3% TENSIOFIX DB08 dispersant, 0.6% white carbon, 0.6% magnesium aluminum silicate, 0.06% xanthan gum, 0.2% Kathon preservative, 0.6% SAG1522 antifoam, 5% ethylene glycol, and water until 100% was reached. The mixture was first subjected to high shear for coarse grinding and homogenization, and then pumped to a sand mill for fine grinding. The particle size of the milled material was measured using a particle size analyzer. Once the particle size reached the standard requirements, the resulting 30% Compound A1 suspension was filtered. Physical properties were measured at room temperature: active ingredient content 30.23%, dynamic surface tension 38.22 dyn / cm (medicinal solution concentration: 133 ppm); medicinal solution retention 27.8 mg / cm 2 Particle size (D50 / 97 μm) 1.06 / 2.75; suspension rate 100%; contact angle 22.9°; under warm storage conditions (54±2°C / 14 days): active ingredient content 30.01%; dynamic surface tension 38.93 dyn / cm (medicinal solution concentration: 133 ppm); retained amount of medicinal solution 27.1 mg / cm 2 Particle size (D50 / 97, μm): 1.12 / 2.89; Suspension rate: 100%; Contact angle: 23.6 degrees.

[0057] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0058] Example 11 Preparation of 40% Compound A1 Suspension According to the formulation specifications, the following weight percentages were added to a mixing tank: 40% Compound A1, 3% Dispersant SK-24R, 5% Dispersant SP-SC29, 3% Dispersant Tensiofix AMS303, 5% Synergist TWEEN L-1010, 0.5% White Carbon, 0.5% Magnesium Aluminum Silicate, 0.05% Xanthan Gum, 0.2% Preservative Kathon, 0.6% Antifoamant SAG1522, 5% 1,2-Propylene Glycol, and water up to 100%. The mixture was first subjected to high shear for coarse grinding and homogenization, then pumped to a sand mill for fine grinding. The particle size of the milled material was measured using a particle size analyzer. Once the particle size reached the standard requirements, it was filtered to obtain a 40% Compound A1 suspension. Physical properties were measured at room temperature: active ingredient content 40.33%, dynamic surface tension 37.91 dyn / cm (chemical concentration 133 ppm); chemical retention 28.7 mg / cm 2 Particle size (D50 / 97 μm) 1.11 / 2.86; suspension rate 100%; contact angle 21.9°; under warm storage conditions (54±2°C / 14 days): active ingredient content 40.12%; dynamic surface tension 38.3 dyn / cm (medicinal solution concentration: 133 ppm); retained amount of medicinal solution 27.9 mg / cm 2 Particle size (D50 / 97, μm): 1.21 / 3.01; Suspension rate: 100%; Contact angle: 22.6 degrees.

[0059] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0060] Example 12 Preparation of 50% Compound A1 Suspension According to the formulation specifications, the weight percentages are: Compound A1 50%, dispersant Atlox 4913 3%, dispersant SP-2750 5%, dispersant TENSIOFIX DB08 3%, white carbon 0.5%, magnesium aluminum silicate 0.5%, xanthan gum 0.05%, preservative Kathon 0.2%, antifoaming agent SAG1522 0.6%, ethylene glycol 5%, and water up to 100%. The mixture is added sequentially to a mixing tank and mixed. The mixture is first coarsely ground and homogenized by high shear, and then pumped to a sand mill for fine grinding. The particle size of the sand-ground material is measured using a particle size analyzer. Once the particle size meets the standard requirements, it is filtered to obtain a 50% Compound A1 suspension. Physical properties were measured at room temperature: active ingredient content 50.31%, dynamic surface tension 39.81 dyn / cm (medicinal solution concentration: 133 ppm); medicinal solution retention 27.2 mg / cm 2 Particle size (D50 / 97 μm) was 1.16 / 3.28; suspension rate was 100%; contact angle was 24.6°; under warm storage conditions (54±2°C / 14 days): active ingredient content was 50.06%; dynamic surface tension was 40.11 dyn / cm (medicinal solution concentration: 133 ppm); retained amount of medicinal solution was 26.8 mg / cm 2 particle size (D50 / 97, μm), 1.29 / 3.53; suspension rate, 100%; contact angle, 25.3 degrees.

[0061] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0062] Example 13 Preparation of 10% Compound A1 Dispersible Oil Suspension Formulation According to the formulation specifications, 10% Compound A1, 2% wetting agent DURAMAX™ W600, 12% dispersant Greenmul EF46, 2% emulsifier 500, 1% thickener TENSIOFIX 869, and methylated soybean oil (weight percentage) were added sequentially to a mixing tank and mixed. The mixture was first subjected to high shear to coarsely grind and homogenize, and then pumped to a sand mill for fine grinding. The particle size of the sand-ground material was measured using a particle size distribution analyzer. Once the particle size reached the standard requirements, the mixture was filtered to obtain a 10% Compound A1-dispersible oil suspension. The physical properties were measured at room temperature: active ingredient content 10.35%, dynamic surface tension 37.12 dyn / cm (chemical concentration: 133 ppm), residual chemical amount 28.59 mg / cm. 2 Particle size (D50 / 97, μm): 0.91 / 2.68; Suspension rate: 100%; Contact angle: 27.1°; Storage condition: 54±2°C / 14 days: Active ingredient content: 10.05%; Dynamic surface tension: 37.92 dyn / cm (drug concentration: 133 ppm); Retention amount: 27.63 mg / cm 2 particle size (D50 / 97, μm), 1.15 / 3.76; suspension rate, 100%; contact angle, 27.9 degrees.

[0063] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0064] Example 14: Preparation of 10% Compound A1 Dispersible Oil Suspension Formulation According to the formulation specifications, 10% Compound A1, 3% Dispersant DURAMAX™ D800, 3% Dispersant TENSIOFIX 96DB10, 5% Emulsifier YUS-135B, 5% Emulsifier 0201B, 1% White Carbon, 1% Thickener TENSIOFIX 869, and methyl oleate were added to a mixing tank to make 100%. The mixture was first coarsely ground and homogenized by high shear, then pumped to a sand mill for fine grinding. The particle size of the sand-ground material was measured using a particle size distribution analyzer. Once the particle size reached the standard requirements, it was filtered to obtain a 10% Compound A1 dispersible oil suspension. Physical property measurements showed that the active ingredient content was 10.51%, the dynamic surface tension was 36.89 dyn / cm (chemical concentration: 133 ppm), and the residual chemical amount was 28.88 mg / cm at room temperature. 2 Particle size (D50 / 97 μm) was 0.89 / 2.36; suspension rate was 100%; contact angle was 26.9°; under warm storage conditions (54±2°C / 14 days): active ingredient content was 10.21%; dynamic surface tension was 37.21 dyn / cm (medicinal solution concentration: 133 ppm); and retained amount of medicinal solution was 27.98 mg / cm. 2 Particle size (D50 / 97, μm): 0.98 / 2.77; Suspension rate: 100%; Contact angle: 27.5 degrees.

[0065] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0066] Example 15: Preparation of 20% Compound A1 Dispersible Oil Suspension Formulation According to the formulation specifications, 20% Compound A1, 3% dispersant DURAMAX™ D865, 3% emulsifier SK-5935, 5% dispersant TENSIOFIX B9718, 3% emulsifier YUS-135B, 1% thickener TENSIOFIX 869, and methylated soybean oil (weight percentage) were added sequentially to a mixing tank and mixed. The mixture was first subjected to high shear to coarsely grind and homogenize, and then pumped to a sand mill for fine grinding. The particle size of the sand-ground material was measured using a particle size distribution analyzer. Once the particle size reached the standard requirements, the mixture was filtered to obtain a 20% Compound A1 dispersible oil suspension. Physical property measurements were as follows: at room temperature: active ingredient content 20.36%, dynamic surface tension 37.31 dyn / cm (chemical concentration: 133 ppm), residual chemical amount 29.36 mg / cm. 2 Particle size (D50 / 97, μm): 0.97 / 3.11; Suspension rate: 100%; Contact angle: 26.2°; Under warm storage conditions (54±2°C / 14 days): Active ingredient content: 20.12%; Dynamic surface tension: 37.89 dyn / cm (drug concentration: 133 ppm); Retention amount: 28.69 mg / cm 2 particle size (D50 / 97, μm), 1.12 / 3.55; suspension rate, 100%; contact angle, 27.7 degrees.

[0067] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0068] Example 16: Preparation of 20% Compound A1 Dispersible Oil Suspension Formulation According to the formulation specifications, 20% Compound A1, 4% Dispersant DURAMAX™ D-305, 3% Dispersant ULTRASURF OD21, 5% Dispersant YUS-OD1200, 2% Emulsifier 1601, 1% Thickener TENSIOFIX 869, and methyl oleate were added to a mixing tank to make 100%. The mixture was first coarsely ground and homogenized by high shear, then pumped to a sand mill for fine grinding. The particle size of the sand-ground material was measured using a particle size distribution analyzer. Once the particle size reached the standard requirements, the mixture was filtered to obtain a 20% Compound A1-dispersible oil suspension. Physical property measurements were as follows: Room temperature: Active ingredient content 20.38%, dynamic surface tension 36.68 dyn / cm (chemical concentration: 133 ppm); residual chemical amount 30.11 mg / cm. 2 Particle size (D50 / 97 μm) was 1.05 / 3.35; suspension rate was 100%; contact angle was 25.9°; and under warm storage conditions (54±2°C / 14 days): active ingredient content was 20.15%; dynamic surface tension was 37.02 dyn / cm (medicinal solution concentration: 133 ppm); and retained amount of medicinal solution was 29.33 mg / cm. 2 particle size (D50 / 97, μm), 1.37 / 3.98; suspension rate, 100%; contact angle, 26.9 degrees.

[0069] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0070] Example 17: Preparation of 30% Compound A1 Dispersible Oil Suspension Formulation According to the formulation specifications, 30% Compound A1, 3% Dispersant SK-94S7, 5% Dispersant ULTRASURF OD23, 5% Emulsifier YUS-135B, 2% Emulsifier S80, 0.5% Thickener TENSIOFIX 869, and methyl oleate were added to a mixing tank to make 100%. The mixture was first coarsely ground and homogenized under high shear, then pumped into a sand mill for fine grinding. The particle size of the sand-ground material was measured using a particle size distribution analyzer. Once the particle size reached the standard requirements, the mixture was filtered to obtain a 30% Compound A1-dispersible oil suspension. Physical property measurements showed that the active ingredient content was 30.51% at room temperature, the dynamic surface tension was 38.69 dyn / cm (chemical concentration: 133 ppm), and the residual chemical amount was 28.23 mg / cm. 2 Particle size (D50 / 97 μm): 0.86 / 2.79; Suspension rate: 100%; Contact angle: 25.5°; Storage condition: 54±2°C / 14 days: Active ingredient content: 30.25%; Dynamic surface tension: 39.01 dyn / cm (drug concentration: 133 ppm); Retention amount: 27.82 mg / cm 2 particle size (D50 / 97, μm), 1.19 / 3.59; suspension rate, 100%; contact angle, 26.3 degrees.

[0071] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0072] Example 18: Preparation of 40% Compound A1 Dispersible Oil Suspension Formulation According to the formulation specifications, 40% Compound A1, 6% Dispersant Greenmul EF68, 5% Dispersant SP-OF3472, 5% Dispersant SP-OF3468, 2% Emulsifier 500, 1% White Carbon, and methyl oleate were mixed in a mixing tank to make 100% by weight. The mixture was first coarsely ground, homogenized by high shear, and then sent to a sand mill for fine grinding. The particle size of the sand-ground material was measured using a particle size distribution analyzer. Once the particle size reached the standard requirements, it was filtered to obtain a 40% Compound A1-dispersible oil suspension. The physical properties measured at room temperature were: active ingredient content 40.39%, dynamic surface tension 39.22 dyn / cm (chemical concentration: 133 ppm), residual chemical amount 27.59 mg / cm. 2 Particle size (D50 / 97 μm) was 1.11 / 3.68; suspension rate was 100%; contact angle was 26.1 degrees; under warm storage conditions (54±2°C / 14 days): active ingredient content was 40.18%; dynamic surface tension was 39.59 dyn / cm (medicinal solution concentration: 133 ppm); and retained amount of medicinal solution was 26.59 mg / cm. 2 particle size (D50 / 97, μm), 1.39 / 4.22; suspension rate, 100%; contact angle, 26.8 degrees.

[0073] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0074] Example 19 Preparation of 10% Compound A1 Dispersible Liquid According to the formulation specifications, 10% Compound A1 and 20% Rhodiasolv Green 25 solvent were added to a mixing kettle by weight, stirred to dissolve, and heated in a hot water bath if necessary. Next, 5% emulsifier YUS-135B, 5% emulsifier SK-5935, 2% emulsifier 500, 4% emulsifier 0201B, and methyl oleate were added in order to make a 100% solution, and the mixture was mixed uniformly to obtain a 10% Compound A1 dispersible liquid. The physical properties measured at room temperature were: active ingredient content 10.39%, dynamic surface tension 35.63 dyn / cm (drug concentration: 133 ppm), residual drug amount 29.9 mg / cm. 2 Particle size (D50 / 97 μm) was 0.72 / 1.89; suspension rate was 100%; contact angle was 25.2°C; and under warm storage conditions (54±2°C / 14 days): active ingredient content was 10.05%; dynamic surface tension was 36.18 dyn / cm (medicinal solution concentration: 133 ppm); and retained amount of medicinal solution was 28.3 mg / cm. 2 Particle size (D50 / 97, μm): 0.81 / 1.93; Suspension rate: 100%; Contact angle: 26.1 degrees.

[0075] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0076] Example 20: Preparation of 20% Compound A1 dispersible liquid According to the formulation specifications, 20% Compound A and 30% Armid FMPC solvent were added to a mixing kettle by weight, stirred to dissolve, and heated in a hot water bath if necessary. Next, 3% dispersant DURAMAX™ D800, 5% emulsifier SK-50EC, 5% emulsifier SK-51EC, 3% emulsifier YUS-135B, and coconut oil methyl ester were added sequentially to make 100% and mixed uniformly to obtain a 20% Compound A1 dispersible liquid. Physical property measurements at room temperature showed an active ingredient content of 20.56%, a dynamic surface tension of 37.12 dyn / cm (chemical concentration: 133 ppm), and a chemical retention of 28.9 mg / cm. 2Particle size (D50 / 97, μm): 0.69 / 1.92; Suspension rate: 100%; Contact angle: 23.3°; Under warm storage conditions (54±2°C / 14 days): Active ingredient content: 20.15%; Dynamic surface tension: 37.98 dyn / cm (drug concentration: 133 ppm); Retained drug volume: 27.7 mg / cm 2 Particle size (D50 / 97, μm): 0.71 / 2.02; Suspension rate: 100%; Contact angle: 24.1 degrees.

[0077] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0078] Example 21 Preparation of 10% Compound A1 Wettable Powder According to the formulation specifications, 10% Compound A1, 3% wetting agent sodium lauryl sulfate, 3% dispersant Supragil MNS / 90, 5% dispersant SD819, 4% dispersant SK-24R, 8% white carbon, and bentonite were added and thoroughly mixed until the weight percentage reached 100%. After grinding in an ultrafine mill, a 10% Compound A1 wettable powder was obtained. The physical properties measured at room temperature were: active ingredient content 10.29%, suspension rate 97.2%, wetting time 22 seconds, dynamic surface tension 43.18 dyn / cm (solution concentration: 133 ppm), and solution retention 27.9 mg / cm. 2 Contact angle: 27.9°; under warm storage conditions (54±2°C / 14 days): active ingredient content: 10.01%; suspension rate: 95.8%; wetting time: 25 seconds; dynamic surface tension: 43.95 dyn / cm (medicinal solution concentration: 133 ppm); retained amount of medicinal solution: 27.3 mg / cm 2 contact angle, 28.3 degrees.

[0079] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0080] Example 22 Preparation of 20% Compound A1 Wettable Powder According to the formulation specifications, 20% Compound A1, 3% wetting agent sodium lauryl sulfate, 4% polycarboxylate dispersant GY-D04, 4% wetting agent YUS-SXC, 5% dispersant TANEMUL DA2880, 8% white carbon, and diatomaceous earth were added by weight to a final concentration of 100% and mixed thoroughly. After grinding in an ultrafine mill, a 20% Compound A1 wettable powder was obtained. The physical properties measured at room temperature were: active ingredient content 20.57%, suspension ratio 95.8%, wetting time 25 seconds, dynamic surface tension 39.82 dyn / cm (solution concentration: 133 ppm), and solution retention 28.5 mg / cm. 2 Contact angle: 26.3°. Under warm storage conditions (54±2°C / 14 days): active ingredient content: 20.12%; suspension rate: 93.9%; wetting time: 28 seconds; dynamic surface tension: 40.21 dyn / cm (drug concentration: 133 ppm); retained drug amount: 27.8 mg / cm 2 ;Contact angle is 27.1 degrees.

[0081] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0082] Example 23 Preparation of 40% Compound A1 Wettable Powder According to the formulation specifications, 40% Compound A1, 3% wetting agent TENSIOFIX BCZ, 4% dispersant YUS-FS7PG, 6% dispersant TANEMUL DA2883, 6% white carbon, and diatomaceous earth were added by weight and mixed thoroughly. After grinding in an ultrafine mill, a 40% Compound A1 wettable powder was obtained. The physical properties measured at room temperature were: active ingredient content 40.53%, suspension rate 96.2%, wetting time 19 seconds, dynamic surface tension 40.62 dyn / cm (solution concentration: 133 ppm), and solution retention 29.2 mg / cm. 2Contact angle: 26.9°; under warm storage conditions (54±2°C / 14 days): active ingredient content: 40.01%; suspension rate: 95.1%; wetting time: 23 seconds; dynamic surface tension: 41.31 dyn / cm (medicinal solution concentration: 133 ppm); retained amount of medicinal solution: 28.6 mg / cm 2 ;Contact angle is 27.7 degrees.

[0083] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0084] Example 24 Preparation of 50% Compound A1 Wettable Powder According to the formulation specifications, 50% Compound A1, 3% wetting agent YUS-SXC, 4% dispersant SK-24R, 6% wetting agent YUS-LXC, 5% white carbon, and diatomaceous earth were added by weight to a total of 100% and mixed thoroughly. After grinding in an ultrafine mill, a 50% Compound A1 wettable powder was obtained. The physical properties measured at room temperature were: active ingredient content 50.59%, suspension rate 97.1%, wetting time 18 seconds, dynamic surface tension 38.65 dyn / cm (solution concentration: 133 ppm), and solution retention 29.8 mg / cm. 2 Contact angle: 25.9°; under warm storage conditions (54±2°C / 14 days): active ingredient content: 50.12%; suspension rate: 95.9%; wetting time: 25 seconds; dynamic surface tension: 39.56 dyn / cm (medicinal solution concentration: 133 ppm); retained amount of medicinal solution: 28.9 mg / cm 2 contact angle, 26.7 degrees.

[0085] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0086] Example 25 Preparation of 50% Compound A1 Wettable Powder According to the formulation specifications, 50% Compound A1, 3% wetting agent TENSIOFIX BCZ, 5% polycarboxylate dispersant GY-D04, 5% dispersant SP-2836, 5% white carbon, and diatomaceous earth were added to a weight percent of 100% and thoroughly mixed. After grinding in an ultrafine mill, a 50% Compound A1 wettable powder was obtained. The physical properties measured at room temperature were: active ingredient content 50.62%, suspension rate 95.9%, wetting time 21 seconds, dynamic surface tension 39.75 dyn / cm (solution concentration: 133 ppm), and solution retention 28.3 mg / cm. 2 Contact angle: 27.8°; under warm storage conditions (54±2°C / 14 days): active ingredient content: 50.01%; suspension rate: 93.8%; wetting time: 27 seconds; dynamic surface tension: 40.32 dyn / cm (medicinal solution concentration: 133 ppm); retained amount of medicinal solution: 27.8 mg / cm 2 contact angle, 28.5 degrees.

[0087] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0088] Example 26: Preparation of 50% Compound A1 Water-Dispersible Granules According to the formulation specifications, 50% Compound A1, 2% wetting agent TENSIOFIX BCZ, 5% dispersant PICO-SF3, 3% dispersant YUS-WG5, 3% dispersant alkylnaphthalenesulfonic acid polycondensate sodium salt, 8% soluble starch, 5% sodium sulfate, and bentonite are mixed together to make 100%, milled, mixed with water, and then granulated in a granulator equipped with a specified screen. The mixture is then dried and sieved (according to the sieve range) to obtain 50% Compound A1 water-dispersible granules. The physical properties measured at room temperature are: active ingredient content 50.38%, suspension ratio 98.2%, disintegration time 29 seconds, dynamic surface tension 39.91 dyn / cm (medicinal solution concentration: 133 ppm), and retained medicament volume 28.9 mg / cm. 2Contact angle: 26.9°. Storage condition: high temperature (54±2°C / 14 days): active ingredient content: 50.12%; suspension rate: 97.8%; disintegration time: 32 seconds; dynamic surface tension: 41.23 dyn / cm (drug concentration: 133 ppm); drug retention: 28.3 mg / cm 2 contact angle, 27.3 degrees.

[0089] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0090] Example 27: Preparation of 60% Compound A1 water-dispersible granules According to the formulation specifications, 60% Compound A1, 1% wetting agent Morwet EFW, 4% dispersant YUS-WG5, 5% dispersant SK-24, 4% dispersant methylnaphthalenesulfonate sodium formaldehyde condensate, 6% soluble starch, 4% sodium sulfate, and bentonite are mixed together to make 100%, mixed and milled, then kneaded with water, and then granulated in a granulator equipped with a specified screen. The mixture is then dried and sieved (according to the sieve range) to obtain 60% Compound A1 water-dispersible granules. The physical properties measured at room temperature are: active ingredient content 60.37%, suspension rate 97.6%, disintegration time 30 seconds, dynamic surface tension 38.66 dyn / cm (medicinal solution concentration: 133 ppm), residual medicament amount 29.6 mg / cm. 2 Contact angle: 28.1°. Under warm storage conditions (54±2°C / 14 days): active ingredient content: 60.16%; suspension rate: 97.1%; disintegration time: 33 seconds; dynamic surface tension: 39.53 dyn / cm (drug concentration: 133 ppm); retained drug amount: 29.1 mg / cm 2 contact angle, 28.6 degrees.

[0091] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0092] Example 28: Preparation of 60% Compound A1 water-dispersible granules According to the formulation specifications, 60% Compound A1, 1% wetting agent sodium dodecyl sulfate, 6% dispersant methylnaphthalenesulfonate sodium formaldehyde condensate, 4% dispersant YUS-WG4, 6% soluble starch, 8% sodium sulfate, and diatomaceous earth (total weight 100%) were mixed and ground, then kneaded with water and granulated in a granulator equipped with a specified screen. The mixture was then dried and sieved (according to the sieve range) to obtain 60% Compound A1 water-dispersible granules. The physical properties measured at room temperature were: active ingredient content 60.52%, suspension rate 96.9%, disintegration time 33 seconds, dynamic surface tension 40.53 dyn / cm (medicinal solution concentration: 133 ppm), and retained medicament volume 30.3 mg / cm. 2 Contact angle: 27.5°; under warm storage conditions (54±2°C / 14 days): active ingredient content: 60.22%; suspension rate: 96.2%; disintegration time: 36 seconds; dynamic surface tension: 42.15 dyn / cm (drug concentration: 133 ppm); retained drug amount: 29.5 mg / cm 2 contact angle, 28.1 degrees.

[0093] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0094] Example 29: Preparation of 70% Compound A1 water-dispersible granules According to the formulation specifications, 70% Compound A1, 2% wetting agent TENSIOFIX BCZ, 4% dispersant PICO-SF3, 4% dispersant methylnaphthalenesulfonate sodium formaldehyde condensate, 6% soluble starch, 6% sodium sulfate, and bentonite (total weight percent) were mixed and ground, then mixed with water and kneaded, and then granulated in a granulator equipped with a specified screen. The mixture was then dried and sieved (according to the sieve range) to obtain 70% Compound A1 water-dispersible granules. The physical properties measured at room temperature were: active ingredient content 70.38%, suspension ratio 98.3%, disintegration time 26 seconds, dynamic surface tension 39.82 dyn / cm (medicinal solution concentration: 133 ppm), and retained medicament volume 27.5 mg / cm. 2 Contact angle: 26.7°. Under warm storage conditions (54±2°C / 14 days): active ingredient content: 70.01%; suspension rate: 97.3%; disintegration time: 29 seconds; dynamic surface tension: 41.51 dyn / cm (medicinal solution concentration: 133 ppm); residual amount of medicinal solution: 26.9 mg / cm 2 contact angle, 27.1 degrees.

[0095] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0096] Example 30: Preparation of 50% water-dispersible granules of compound A1 According to the formulation specifications, 50% Compound A1, 4% polycarboxylate dispersant GY-D04, 4% dispersant YUS-FS7PG, 2% dispersant Supragil MNS / 90, 2% wetting agent sodium dodecyl sulfate, 10% soluble starch, 6% sodium sulfate, and bentonite are mixed together to make 100%, milled, mixed with water, and then granulated in a granulator equipped with a specified screen. The mixture is then dried and sieved (according to the sieve range) to obtain 50% Compound A1 water-dispersible granules. The physical properties measured at room temperature are: active ingredient content 50.36%, suspension ratio 96.9%, disintegration time 28 seconds, dynamic surface tension 41.12 dyn / cm (drug concentration: 133 ppm), and retained drug volume 28.6 mg / cm. 2 Contact angle: 28.5°; Under warm storage conditions (54±2°C / 14 days): active ingredient content: 49.98%; suspension rate: 95.8%; disintegration time: 31 seconds; dynamic surface tension: 42.25 dyn / cm (drug concentration: 133 ppm); retained drug amount: 27.9 mg / cm 2 contact angle, 29.1 degrees.

[0097] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0098] Example 31: Preparation of 50% Compound A1 dry suspension formulation According to the formulation specifications, 50% Compound A1, 7.5% wetting agent sodium dodecyl sulfate, 6% dispersant octylphenol polyoxyethylene ether sulfate, 6% ammonium sulfate, 0.2% silicone oil-based antifoaming agent SAG1522, 30.3% kaolin, and 30% water were added sequentially to a mixing tank and first subjected to high shear for coarse grinding and homogenization, before being pumped to a sand mill for fine grinding. The particle size of the sand-ground material was measured using a particle size distribution analyzer. Once the particle size reached the standard requirement, the suspended slurry was pumped into a spray dryer for drying and granulation. The spray pressure was controlled at 2-3 MPa, the drying inlet temperature was 140°C, and the outlet temperature was 80°C. After granulation, the material was sieved to obtain a 50% Compound A1 dry suspension formulation with a 60-80 mesh size. Physical properties were measured at room temperature: active ingredient content 50.57%, suspension ratio 98.5%, dispersibility 98.6%, disintegration time 20 seconds, dynamic surface tension 42.23 dyn / cm (drug concentration 133 ppm), drug retention 28.9 mg / cm. 2 Contact angle was 26.9 degrees, and no dust was observed. Heat storage conditions (54±2°C / 14 days): Active ingredient content was 50.03%, suspension rate was 97.3%, dispersibility was 97.8%, disintegration time was 23 seconds, dynamic surface tension was 43.1 dyn / cm (medicinal solution concentration: 133 ppm), and retained amount of medicinal solution was 27.5 mg / cm. 2 Contact angle is 27.5 degrees, and there is no dust or dead particles.

[0099] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0100] Example 32: Preparation of 50% Compound A1 dry suspension formulation According to the formulation specifications, 50% Compound A1, 6% Dispersant SP-DF2222, 2% Dispersant SP-DF2296, 6% Wetting Agent Sodium Dodecyl Sulfate, 5% Ammonium Sulfate, 0.2% Silicone Oil-Based Antifoaming Agent SAG1522, 30.8% Bentonite, and 30% Water were added sequentially to a mixing tank and mixed. These were first coarsely ground and homogenized by high shear, then fed into a sand mill for fine grinding. The particle size of the sand-ground material was measured using a particle size distribution analyzer. Once the particle size reached the standard requirements, the suspension slurry was fed into a spray dryer for drying and granulation. The spray pressure was controlled at 2-3 MPa, the drying inlet temperature was 140°C, and the outlet temperature was 80°C. After granulation, the material was sieved to obtain a 50% Compound A1 dry suspension formulation with a 60-80 mesh sieve. Physical properties were measured at room temperature: active ingredient content 50.56%, suspension ratio 97.8%, disintegration time 18 seconds, dispersibility 98.7%, dynamic surface tension 39.80 dyn / cm (drug concentration 133 ppm), drug retention 29.1 mg / cm. 2 The contact angle was 26.6 degrees, and there was no dust. High-temperature storage conditions (54±2°C / 14 days): the active ingredient content was 50.21%, the suspension rate was 96.1%, the disintegration time was 21 seconds, the dispersibility was 98.1%, the dynamic surface tension was 40.32 dyn / cm (medicinal solution concentration: 133 ppm), and the retained amount of medicinal solution was 28.5 mg / cm. 2 Contact angle is 27.1 degrees, and there is no dust or dead particles.

[0101] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0102] Example 33: Preparation of 60% Compound A1 dry suspension formulation According to the formulation specifications, 60% Compound A1, 6% Dispersant SD-610, 5% Dispersant SK-24R, 7% Wetting Agent Sodium Dodecyl Sulfate, 5% Ammonium Sulfate, 0.2% Silicone Oil-Based Antifoaming Agent SAG1522, 16.8% Diatomaceous Earth, and 35% Water were added sequentially to a mixing tank and mixed. These were first coarsely ground and homogenized by high shear, then fed into a sand mill for fine grinding. The particle size of the sand-ground material was measured using a particle size distribution analyzer. Once the particle size reached the standard requirements, the suspension slurry was fed into a spray dryer for drying and granulation. The spray pressure was controlled at 2-3 MPa, the drying inlet temperature was 140°C, and the outlet temperature was 80°C. After granulation, the material was sieved to obtain a 60% Compound A1 dry suspension formulation with a 60-80 mesh sieve. Physical properties were measured at room temperature: active ingredient content 60.52%, suspension rate 96.9%, disintegration time 15 seconds, dispersibility 98.6%, dynamic surface tension 43.51 dyn / cm (medicinal solution concentration: 133 ppm), residual amount of medicinal solution 29.7 mg / cm. 2 Contact angle was 28.1 degrees, and no dust was observed. Heat storage conditions (54±2°C / 14 days): Active ingredient content was 60.02%, suspension rate was 95.2%, disintegration time was 19 seconds, dispersibility was 97.9%, dynamic surface tension was 44.25 dyn / cm (medicinal solution concentration: 133 ppm), and retained amount of medicinal solution was 29.1 mg / cm. 2 Contact angle is 28.6 degrees, and there is no dust or dead particles.

[0103] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0104] Example 34: Preparation of 60% Compound A1 dry suspension formulation According to the formulation specifications, 60% Compound A1, 5% Dispersant Disperse 1700, 5% Dispersant SP-2836, 5% Dispersant SP-DF2222, 7% Wetting Agent Sodium Dodecyl Sulfate, 3% Ammonium Sulfate, 0.2% Silicone Oil-Based Antifoaming Agent SAG1522, 14.8% Kaolin, and 30% Water were added sequentially to a mixing tank and mixed. The mixture was first subjected to high shear for coarse grinding and homogenization, and then pumped to a sand mill for fine grinding. The particle size of the sand-ground material was measured using a particle size distribution analyzer. Once the particle size reached the standard requirements, the suspension slurry was pumped into a spray dryer for drying and granulation. The spray pressure was controlled at 2-3 MPa, the drying inlet temperature was 140°C, and the outlet temperature was 80°C. After granulation, the material was sieved to obtain a 60% Compound A1 dry suspension formulation with a 60-80 mesh sieve. Physical properties were measured at room temperature: active ingredient content 60.58%, suspension rate 99%, disintegration time 25 seconds, dispersibility 98.9%, dynamic surface tension 43.18 dyn / cm (drug concentration 133 ppm), drug retention 28.1 mg / cm. 2 Contact angle was 28.8 degrees, and no dust was observed. Heat storage conditions (54±2°C / 14 days): Active ingredient content was 60.05%, suspension rate was 97.9%, disintegration time was 29 seconds, dispersibility was 98.5%, dynamic surface tension was 43.93 dyn / cm (medicinal solution concentration: 133 ppm), and retained amount of medicinal solution was 27.6 mg / cm. 2 Contact angle is 29.3 degrees, and there is no dust or dead particles.

[0105] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0106] Example 35: Preparation of 75% Compound A1 dry suspension formulation According to the formulation specifications, 75% Compound A1, 8% sodium lignosulfonate dispersant, 5% alkylnaphthalenesulfonate sodium formaldehyde condensate dispersant, 3% ammonium sulfate, 2% sodium α-olefin sulfonate dispersant, 0.2% silicone oil-based SAG1522 antifoaming agent, 6.8% bentonite, and 80% water were added sequentially to a mixing tank and mixed. These were first coarsely ground and homogenized by high shear, then fed into a sand mill for fine grinding. The particle size of the sand-ground material was measured using a particle size distribution analyzer. Once the particle size reached the standard requirements, the suspension slurry was fed into a spray dryer for drying and granulation. The spray pressure was controlled at 2-3 MPa, the drying inlet temperature was 140°C, and the outlet temperature was 80°C. After granulation, the material was sieved to obtain a 75% Compound A1 dry suspension formulation with a 60-80 mesh sieve. Physical properties were measured at room temperature: active ingredient content 75.39%, suspension rate 98.5%, disintegration time 20 seconds, dispersibility 98.5%, dynamic surface tension 39.81 dyn / cm (drug concentration 133 ppm), drug retention 27.8 mg / cm. 2 The contact angle was 29.3 degrees, and there was no dust. Heat storage conditions (54±2°C / 14 days): the active ingredient content was 75.11%, the suspension rate was 97.2%, the disintegration time was 26 seconds, the dispersibility was 97.6%, the dynamic surface tension was 40.62 dyn / cm (medicinal solution concentration: 133 ppm), and the retained amount of medicinal solution was 27.1 mg / cm. 2 Contact angle is 29.9 degrees, and there is no dust or dead particles.

[0107] Compound A1 can also be replaced with one of the metadiamide insecticides (represented by general formula I) described herein, namely, Compound A2, Compound A3, and Compound A4, to form new embodiments.

[0108] Comparative Example 1 Preparation of 10% Compound A1 Suspension According to the formulation specifications, the following weight percentages were added to a mixing tank: 10% Compound A1, 3% methyl naphthalene sulfonate sodium formaldehyde condensate dispersant, 4% alkyl naphthalene sulfonate condensate sodium salt dispersant, 4% emulsifier 0201B, 0.8% magnesium aluminum silicate, 0.8% white carbon, 0.1% xanthan gum, 0.2% EQ, 5% ethylene glycol, 0.5% defoamer SAG1522, and 100% water. The mixture was first subjected to high shear for coarse grinding and homogenization, and then pumped into a sand mill for fine grinding. The particle size of the sand-ground material was measured using a particle size distribution analyzer. Once the particle size reached the standard requirements, it was filtered to obtain a 10% Compound A1 suspension. The suspension yield was 95%, demonstrating good dispersion stability. After high-temperature storage (54±2°C / 14 days), the dispersion stability was poor. At a suspension rate of 80%, phase separation was evident, the particles bottomed out, and the particle size increased significantly.

[0109] Comparative Example 2 Preparation of 10% Compound A1 Dispersible Oil Suspension Formulation According to the formulation specifications, 10% Compound A1, 5% Emulsifier 0201B, 2% Emulsifier 500#, 5% Dispersant YUS-CH1100, 2% Emulsifier 1601, 1% White Carbon, and methyl oleate (up to 100%) were added to a mixing tank and mixed in order. The mixture was first subjected to high shear to coarsely grind and homogenize, and then pumped to a sand mill for fine grinding. The particle size of the sand-ground material was measured using a particle size analyzer. Once the particle size reached the required size, it was filtered to obtain a 10% Compound A1 dispersible oil suspension. At room temperature, the suspension rate was 93%, and the dispersion stability was acceptable. After storage at high temperature (54±2°C / 14 days), significant oil separation and poor dispersion stability were observed. Severe layer separation and bottoming out were observed, with a suspension rate of 78%.

[0110] Comparative Example 3 Preparation of 10% Compound A1 Dispersible Liquid According to the formulation specifications, 10% Compound A1 and 25% Rhodiasolv Green 25 solvent were added to a mixing kettle by weight, stirred to dissolve, and heated in a hot water bath if necessary. Next, 3% wetting agent DURAMAX™ W600, 4% emulsifier SK-5208T, 5% emulsifier YUS-EC2200, and methyl oleate were added sequentially to make a 100% solution. The mixture was then uniformly mixed to obtain a 10% Compound A1 dispersible solution. At room temperature, the dispersibility was excellent, with a suspension rate of 97% and a particle size (D50 / 97): 0.75 / 2.06. After high-temperature storage (54±2°C / 14 days), the dispersibility was acceptable. The suspension rate was 86% and the particle size (D50 / 97): 1.58 / 7.89.

[0111] Comparative Example 4 Preparation of 50% Compound A1 Wettable Powder According to the formulation specifications, 50% Compound A1, 3% wetting agent sodium dodecyl sulfate, 5% dispersant sodium salt of alkylnaphthalenesulfonic acid condensate, 5% dispersant sodium methylenenaphthalenesulfonate, 10% white carbon, and diatomaceous earth were added to a total weight of 100% and thoroughly mixed. After grinding in an ultrafine mill, a 50% Compound A1 wettable powder was obtained. At room temperature, the wetting time was 39 seconds; the suspension rate was 95%. After storage at high temperature (54±2°C / 14 days), the wetting time was 180 seconds; the suspension rate was 78%. There were lumps.

[0112] Comparative Example 5 Preparation of 50% Compound A1 Water-Dispersible Granules According to the formulation specifications, 50% Compound A1, 2% Morwet EFW wetting agent, 5% SD816 dispersant, 3% SK-20TX dispersant, 5% soluble starch, 5% sodium sulfate, and bentonite were mixed and ground to a total of 100%. After mixing and grinding, water was added and the mixture was kneaded and granulated in a granulator equipped with a specified screen. The mixture was then dried and sieved (according to the sieve range) to obtain 50% Compound A1 water-dispersible granules. The physical property index measurement results were: room temperature sample: suspension rate 96.5%, disintegration time 38 seconds; warm storage sample (54±2°C / 14 days): suspension rate 82.9%, disintegration time: invalid particles were present.

[0113] Comparative Example 6 Preparation of 50% dry suspension formulation of Compound A1 According to the formulation specifications, 50% Compound A1, 5% wetting agent sodium dodecyl sulfate, 6% dispersant YUS-WG5, 4% dispersant Morwet D450, 6% ammonium sulfate, 0.2% silicone oil-based antifoaming agent SAG1522, 28.8% kaolin, and 30% water were added sequentially to a mixing tank and mixed. The mixture was first subjected to high shear to coarsely grind and homogenize, and then pumped to a sand mill for fine grinding. The particle size of the sand-ground material was measured using a particle size distribution analyzer. Once the particle size reached the standard requirement, the suspended slurry was sent to a spray dryer for drying and granulation. The spray pressure was controlled at 2-3 MPa, the drying inlet temperature was 140°C, and the outlet temperature was 80°C. After granulation, the material was sieved to obtain a 50% Compound A1 dry suspension formulation with a 60-80 mesh size. Room temperature: Suspension rate 97%, disintegration time 36 seconds. After high temperature storage (54±2°C / 14 days): Wetting time 650 seconds, suspension rate 76%. Performance measurement example

[0114] (Example 36) Stability comparison experiment To determine the stability of the insecticide formulation of the present invention, compound A1 was prepared as a control formulation for comparative testing according to the method described in CN112457288B. The experimental results are shown in Tables 1 and 2. Preparation of control formulation: Compound A1 was dissolved in acetone or dimethyl sulfoxide (the content of acetone or dimethyl sulfoxide in the whole solution did not exceed 10%), and a solution of the desired concentration was prepared using a 0.1% Tween 80 aqueous solution.

[0115] Table 1. Comparative test results for liquid stability (room temperature) [Table 1] JPEG2025539863000004.jpg189170

[0116] As can be seen from Table 1, the control formulation becomes unusable after 0.1 month at room temperature. The formulations provided by the present invention (Examples 1 to 20) showed no significant change in dynamic surface tension after 1 month, 6 months, or 12 months of storage, and the sample stability and dilution stability were also good. The particle size (D 98 ) shows no significant change. This indicates that the samples prepared in accordance with the present invention not only meet the requirements for wetting of the drug solution on the target, but also have good storage stability over time. The data in the above table confirm that the formulations prepared using the auxiliary system of the present invention have excellent storage stability, are easy to use, and contribute to the exertion of pharmaceutical efficacy.

[0117] Table 2-1. Comparative test results for the stability of solid preparations (room temperature) [Table 2-1]

[0118] As can be seen from Table 2-1, the control formulation became unusable after 0.1 months at room temperature. In contrast, the wetting time, dynamic surface tension, and suspension speed of the formulations provided by the present invention (Examples 21-25) did not change significantly after 1 month, 6 months, and 12 months of storage. This indicates that the samples prepared by the present invention not only meet the requirement of wetting the target object with a drug solution, but also have good storage stability over time. The data in the above table confirm that the formulations prepared using the auxiliary system of the present invention have excellent storage stability, are easy to use, and contribute to the exertion of pharmaceutical efficacy.

[0119] Table 2-2. Comparative test results for the stability of solid preparations (room temperature) [Table 2-2]

[0120] As can be seen from Table 2-2, the control formulation became unusable after 0.1 months at room temperature. In contrast, the disintegration time, suspension rate, and dynamic surface tension of the formulations provided by the present invention (Examples 26-35) did not change significantly after 1, 6, and 12 months of storage. This indicates that the samples prepared by the present invention not only meet the requirement of wetting the target object with a drug solution, but also have good storage stability over time. The data in the above table confirm that the formulations prepared using the auxiliary system of the present invention have excellent storage stability, are easy to use, and contribute to the exertion of pharmaceutical efficacy.

[0121] <Biological Activity Test Examples> <Indoor Activity Measurement Test> The test subjects were the diamondback moth (Plutella xylostella), the European corn borer (Ostrinia furnacnlis Guenee), the armyworm (Spodoptera frugiperda), and the armyworm (Mythimna seperata), all of which are sensitive species that are kept indoors all year round. The test conditions were temperature: 24-26°C, humidity: RH 60%, and light exposure: L:D = 14:10. The test preparation was accurately weighed using an electronic analytical balance and diluted with water to the required concentration. The test used an airbrush spray method. Cabbage leaves grown in a greenhouse were collected and cut into leaf disks with a diameter of 2 cm. The pressure for the airbrush spray treatment was 10 psi (approximately 0.7 kg / cm). 2 ) Each leaf disc was sprayed with 0.5 mL of solution on both sides. After drying in the shade, the discs were planted in 9 cm culture dishes lined with filter paper. Similar test insects were selected and inoculated into the culture dishes. Each treatment was repeated four times. The treated test insects were placed in an observation chamber and their reactions were periodically observed, and the number of dead and surviving insects was counted to calculate the mortality rate. Test results for some embodiments are shown in Tables 3 to 6.

[0122] Table 3. Indoor activity test results of different formulations against the European corn borer. [Table 3]

[0123] From the results of laboratory bioactivity measurements in Table 3, the LC of the samples prepared in various embodiments of the present invention 50 All values ​​are LC values ​​of 99% compound A1 50 It can be seen that the value is lower than the value. This data shows that the control effect against the European corn borer is good. The active ingredient of the formulation sample prepared according to the present invention has good dispersibility, a high suspension speed, good adhesion to the target, improved retention of the drug solution on the plant surface, improved spreadability and penetration of the drug solution, ensuring penetration and absorption of the drug solution, and improving the availability of the active ingredient. Therefore, its biological activity is higher than that of the drug substance.

[0124] Table 4. Laboratory activity test results of different formulations against armyworm. [Table 4]

[0125] From the results of the laboratory bioactivity measurements in Table 4, the LC of the samples prepared in various embodiments of the present invention 50 All values ​​are LC values ​​of 99% Compound A1 drug substance. 50 It can be seen that the values ​​are lower than those of the original drug substance. The data also show that the control effect on armyworm is good. The active ingredient of the formulation sample prepared according to the present invention has good dispersibility, high suspension rate, good adhesion to the target, improved retention of the drug solution on the plant surface, improved spreadability and penetration of the drug solution, ensured penetration and absorption of the drug solution, and improved utilization of the active ingredient. Therefore, its biological activity is higher than that of the original drug substance.

[0126] Table 5. Laboratory activity test results of different formulations against diamondback moth. [Table 5]

[0127] From the results of laboratory bioactivity measurements in Table 5, the LC of the samples prepared in various embodiments of the present invention 50 All values ​​are LC values ​​for 99% of the drug substance of Compound A1. 50It can be seen that the values ​​are lower than those of the original drug substance. From these data, it can be seen that the formulation samples prepared according to the present invention have good dispersibility of the active ingredient, high suspension rate, good adhesion to the target object, improved retention of the drug solution on the plant surface, improved spreadability and penetration of the drug solution, ensured penetration and absorption of the drug solution, and improved utilization of the active ingredient in terms of the diamondback moth control effect. Therefore, the biological activity is higher than that of the original drug substance.

[0128] Table 6. Laboratory activity test results of different formulations against fall armyworm. [Table 6]

[0129] From the results of laboratory bioactivity measurements in Table 6, the LC of the samples prepared in various embodiments of the present invention 50 All values ​​are LC values ​​for 99% of the drug substance of Compound A1. 50 It can be seen that the values ​​are lower than those of the original formulation. From these data, it can be seen that the formulation sample prepared in the present invention has excellent control effect against fall armyworm, with good dispersibility of the active ingredient, high suspension rate, good adhesion to the target, improved retention of the drug solution on the plant surface, improved diffusion and penetration of the drug solution, ensured penetration and absorption of the drug solution, and improved utilization of the active ingredient. Therefore, its biological activity is higher than that of the original drug.

[0130] The formulation developed by the present invention has an appropriate dynamic surface tension, allowing the drug solution to spread, wet, and adhere well on the target, and has a long retention time, promoting rapid conduction of the active ingredient and improving the biological activity of the active ingredient.The formulation produced by the present invention not only improves biological activity, reduces dosage, reduces costs, and maximizes target attack with the minimum dosage, but also improves environmental compatibility.The formulation obtained by the present invention can be used as an insecticide for the prevention and control of agricultural and forestry pests, and is safe for crops.

[0131] The contents not described in detail herein belong to the prior art known to experts and technicians in this field.

Claims

1. An insecticide formulation containing a metadiamide compound, The formulation contains an active ingredient, at least one carrier, and at least one auxiliary agent; The formulation is a suspension formulation, a dispersible oil suspension formulation, a dispersible liquid formulation, a wettable powder, a water-dispersible granule formulation, or a dry suspension formulation; Wherein, the active ingredient in the preparation is a compound represented by general formula I, and the weight percentage content in the preparation is 1-99%; 【Chemistry 1】 Here, X １ , X ３ is selected from halogens, X ２ is selected from H or a halogen; X ４ is halogenated C １ -C ３ selected from alkyl, 1. An insecticide formulation containing a metadiamide compound, characterized in that:

2. The suspension formulation is composed of, by weight percent, 5-75% of an active ingredient, 5-15% of a wetting and dispersing agent, 4-10% of an antifreeze, 0-10% of other additives, and the remainder of a liquid carrier, wherein the other additives are one or more of an antifoaming agent, a preservative, a stabilizer, a penetrating agent, and a thickener; The dispersible oil suspension formulation is composed of, by weight percent, 2 to 60% of an active ingredient, 5 to 30% of a surfactant, and the remainder an oily carrier; The dispersion liquid is composed of, by weight percent, 1 to 30% active ingredient, 4 to 20% surfactant, 2 to 30% organic solvent, and the remainder oily carrier; The wettable powder is composed of, by weight, 10 to 85% of the active ingredient, 3 to 20% of the dispersant, and the remainder being a solid inert carrier; The water-dispersible granules are composed of, by weight, 0.5 to 75% of an active ingredient, 5 to 30% of a surfactant, and the remainder an inert carrier; The dry suspension formulation is composed of, by weight, 3 to 85% of an active ingredient, 5 to 20% of a surfactant, and the remainder of an inert carrier.

2. An insecticide formulation containing the metadiamide compound according to claim 1.

3. The wetting and dispersing agents in the suspension formulation include dispersant SK-20TX, dispersant SD811, dispersant SK-25CH, dispersant SK-24R, dispersant SK-33SC, dispersant SP-SC3, dispersant SP-SC29, dispersant SP-27001, dispersant SP-2750, dispersant SP-28F, dispersant SP-2728, wetting agent SP-3266E, wetting agent Tensiofix D33, dispersant Tensiofix AMS303, dispersant Atlox 4913, dispersant TENSIOFIX SC, dispersant TENSIOFIX 96DB10, dispersant TENSIOFIX DB08, and dispersant DURAMAX. ＴＭ D-305, dispersant DURAMAX ＴＭ D-205, Dispersant D425, Dispersant YUS-FS3000, Dispersant DA1349, Wetting Agent Rhodasurf 860 / P, Wetting and Dispersing Agent SF133, Dispersant FS981, Dispersant NS-500LQ, Dispersant Emulson TRN14105, Dispersant ULTRASURF 7023A, Synergist TWEEN L-1010, Dispersant Methylnaphthalenesulfonate Sodium Formaldehyde Condensate, Dispersant Sodium Salt of Alkylnaphthalenesulfonic Acid Polycondensate, Emulsifier 0201B, Polycarboxylate Dispersant GY-D800, Polycarboxylate Dispersant GY-D04, Polycarboxylate Dispersant GY-D02, Wetting Agent DURAMAX ＴＭ W600, dispersant DURAMAX ＴＭ D800, dispersant DURAMAX ＴＭ D865, dispersant YUS-FS7PG, dispersant YUS-FS1, dispersant YUS-TXC, wetting agent YUS-A51G, dispersant SP-SC3060, dispersant YUS-5050PB, dispersant TANEMUL DA2883, dispersant TANEMUL DA2880, dispersant Greensperse BE02, dispersant SK-92FS1, the antifreeze is ethylene glycol, 1,2-propylene glycol, or glycerol; the liquid carrier is water; The other additives are, in weight percent, 0-2% antifoaming agent, 0-1% preservative, 0-2% stabilizer, 0-5% penetrating agent, and 0-3% thickener.

3. An insecticide formulation containing the metadiamide compound according to claim 2.

4. The antifoaming agent is SAG1522, SAG1572, AG-2501, AG2905, AGT735, or AGT530; The preservatives are kasone, EQ, DA20, GSL, and sodium benzoate; The stabilizer is white carbon, bentonite, or TENSIOFIX 869; The penetrant is anhydrous T-80B or anhydrous T-80J, The thickening agents are magnesium aluminum silicate, xanthan gum, PVP K30, polyethylene glycol, polyvinylpyrrolidone.

4. An insecticide formulation containing the metadiamide compound according to claim 3.

5. The surfactant in the dispersible oil suspension formulation is the wetting agent DURAMAX ＴＭ W600, dispersant Greenmul EF46, dispersant Greenmul EF68, emulsifier 500, emulsifier 0201B, emulsifier 1601, emulsifier S80, dispersant DURAMAX ＴＭ D800, dispersant TENSIOFIX 96DB10, dispersant TENSIOFIX B9718, thickener TENSIOFIX 869, emulsifier YUS-135B, emulsifier AEO-3, dispersant DURAMAX ＴＭ D865, dispersant DURAMAX ＴＭ D-305, emulsifier SK-5935, dispersant SK-94S7, dispersant ULTRASURF OD21, dispersant ULTRASURF OD23, dispersant YUS-OD1200, dispersant SP-OF3472, dispersant SP-OF3468, white carbon, dispersant YUS-CH1100, dispersant YUS-D935, dispersant Atlox 4912, dispersant Atlox 4914, dispersant GR7M, The oily carrier is methylated soybean oil, methyl oleate, tributyl phosphate, palm oil methyl ester, coconut oil methyl ester; 3. An insecticide formulation containing the metadiamide compound according to claim 2.

6. The surfactants in the dispersible liquid agent are emulsifier YUS-135B, emulsifier YUS-A51G, dispersant SK-92FS1, emulsifier SK-5935, emulsifier 500, emulsifier 0201B, emulsifier 1601, dispersant DURAMAX ＴＭ D800, emulsifier SK-50EC, emulsifier SK-51EC, emulsifier SK-5208T, emulsifier SK-5215T, emulsifier YUS-D625, emulsifier YUS-135B, emulsifier YUS-EC2200, wetting agent DURAMAX ＴＭ W600, dispersant YUS-D3020, The organic solvent is Rhodiasolv Green 25, Armid FMPC, Armid DM10, Rhodiasolv Green SV-92, Rhodiasolv Green SV-33, solvent oil S-150, or solvent oil S-200; The oily carriers are methyl oleate, coconut oil methyl ester, palm oil methyl ester, and tributyl phosphate.

3. An insecticide formulation containing the metadiamide compound according to claim 2.

7. The dispersants in the wettable powder are dispersant Supragil MNS / 90, sodium lauryl sulfate, dispersant SD819, dispersant SK-20TX, dispersant SK-24R, polycarboxylate dispersant GY-D02, polycarboxylate dispersant GY-D04, wetting agent YUS-SXC, wetting agent YUS-LXC, dispersant TANEMUL DA2880, dispersant TANEMUL DA2883, wetting agent TENSIOFIX BCZ, dispersant YUS-FS7PG, dispersant SP-2836, dispersant alkylnaphthalenesulfonic acid polycondensate sodium salt, dispersant methylenenaphthalenesulfonate sodium, dispersant YUS-WP1, dispersant YUS-WP2, and dispersant YUS-FS1; The solid inert carrier is white carbon, bentonite, diatomaceous earth, attapulgite, precipitated calcium carbonate, china clay; 3. An insecticide formulation containing the metadiamide compound according to claim 2.

8. The surfactants in the water-dispersible granules are wetting agent TENSIOFIX BCZ, wetting agent sodium dodecyl sulfate, dispersant PICO-SF3, dispersant YUS-WG4, dispersant YUS-WG5, dispersant alkylnaphthalenesulfonic acid polycondensate sodium salt, dispersant methylnaphthalenesulfonate sodium formaldehyde condensate, soluble starch, sodium sulfate, wetting agent Morwet EFW, dispersant SK-24, dispersant SK-20TX, polycarboxylate dispersant GY-D04, dispersant YUS-FS7PG, dispersant Supragil MNS / 90, dispersant SD816, dispersant YUS-SXC, dispersant YUS-LXC, dispersant SP2836, and dispersant TANEMUL DA2880; The inert carrier is bentonite, diatomaceous earth, white carbon, precipitated calcium carbonate, kaolin, or attapulgite.

3. An insecticide formulation containing the metadiamide compound according to claim 2.

9. The surfactants in the dry suspension formulation include wetting agent sodium dodecyl sulfate, dispersing agent octylphenol polyoxyethylene ether sulfate, ammonium sulfate, SAG1522, dispersing agent SP-DF2222, dispersing agent SP-DF2296, wetting agent sodium dodecyl sulfate, ammonium sulfate, dispersing agent SD-610, dispersing agent SK-24R, dispersing agent Disperse 1700, dispersing agent SP-2836, dispersing agent sodium lignin sulfonate, dispersing agent sodium alkylnaphthalene sulfonate formaldehyde condensate, dispersing agent sodium α-olefin sulfonate, dispersing agent YUS-WG5, dispersing agent Morwet D450, wetting agent Rhodasurf 860 / p, and dispersing agent DURAMAX. ＴＭ D-205, dispersant DURAMAX ＴＭ D-305, dispersant YUS-TXC, emulsifier YUS-A51G, The inert carrier is kaolin, bentonite, diatomaceous earth, or attapulgite.

3. An insecticide formulation containing the metadiamide compound according to claim 2.

Images