Agricultural composition containing pyrethroid compound and application thereof

By combining flufenoxam with pyrethroid compounds, the problems of existing insecticide resistance and insufficient research on compounding have been solved, enabling the application of highly efficient, low-dose insecticides with significant control effects and environmental friendliness.

CN121511983APending Publication Date: 2026-02-13HANGZHOU UDRAGON CHEMICAL CO LTD
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Patent Information

Application Number
CN202511620434.6
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-11-06
Publication Date
2026-02-13

AI Technical Summary

Technical Problem

Existing insecticides pose a risk of resistance, and there are no reports on the combination of pyrethroid compounds with bromufen dibenzoate, making it difficult to meet the agricultural and forestry sector's demand for highly effective, low-dose, and environmentally friendly insecticides.

Method used

Flufenoxam was compounded with pyrethroid compounds such as bifenthrin, lambda-cyhalothrin, and cypermethrin in a specific ratio to form an agricultural composition, and its synergistic effect was verified through experiments.

Benefits of technology

It has achieved significant control effects on target pests, delayed the development of drug resistance, reduced the amount of pesticide used, broadened the insecticidal spectrum, and enhanced environmental friendliness.

✦ Generated by Eureka AI based on patent content.

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Abstract

The invention provides a pesticide composition containing a pyrethroid compound, which consists of a compound with a structural formula (I) and a second effective component, the second effective component is bifenthrin, beta-cyhalothrin, fenpropathrin, beta-cyhalothrin, beta-cyhalothrin, beta-cyhalothrin, cypermethrin, cyfluthrin, deltamethrin, ethofenprox, fenvalerate or cis-cypermethrin, and the weight ratio of the bifenthrin, the beta-cyhalothrin, the fenpropathrin, the fenvalerate and the cis-cypermethrin is (1-50): (1-50). The invention also provides application of the pesticide composition in prevention and control of agricultural and forestry pests, especially phyllotreta striolata, ostrinia nubilalis or tetranychus cinnabarinus. The invention verifies that a remarkable synergistic effect can be obtained by compounding the flufenoxanil and the pyrethroid insecticide in a proper proportion, the effects of improving the control effect, reducing the dosage and expanding the insecticidal spectrum are realized, and the composition has an excellent control effect on target pests such as chilo suppressalis, plutella xylostella, green peach aphid, beet armyworm, ostrinia nubilalis, thrips, flea beetle and tetranychid mites, and has a good control effect on the target pests such as chilo suppressalis, plutella xylostella, green peach aphid, beet armyworm, ostrinia nubilalis. (I).
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Description

Technical Field

[0003] This invention belongs to the field of pesticide technology. More specifically, this invention relates to an agricultural composition containing pyrethroid compounds, and also to the use of said agricultural composition. Background Technology

[0005] In the agricultural and forestry sectors, crop damage caused by insect pests remains a serious challenge. Currently, agricultural pests are generally developing resistance to traditional chemical insecticides, and most existing pesticides pose environmental risks. Therefore, there is an urgent need to develop new insecticides with higher biological activity, lower dosages, and better environmental compatibility. At present, domestic and international research institutions and enterprises have successfully developed a variety of new insecticide products that combine high efficiency, low dosage, and environmental friendliness. Against this backdrop, the efficient development of novel insecticide compound and mixed formulations has also received high attention. Scientifically formulated compound or mixed formulations can not only effectively broaden the control spectrum, improve control efficacy, reduce pesticide dosage, and reduce the risk of phytotoxicity, but also delay the development of pesticide resistance in target organisms.

[0006] Broflanilide (CAS No. 1207727-04-5) is a m-benzamide-based insecticide jointly developed by Mitsui Agrochemicals and BASF. It is mainly used to control common pests on crops such as lepidopterans, coleopterans, termites, and mosquitoes and flies.

[0007] To further improve the activity of m-benzamide-based insecticides, Chinese invention patent CN115925576B discloses a heptafluoroisopropyl diamide compound and its preparation method. This compound has the structure shown in general formula (II):

[0008]

[0009] (II)

[0010] According to its instructions, SYN003 (common Chinese name: flubrominamide), which has the chemical formula I, exhibits excellent insecticidal activity against resistant populations at low doses. It is effective against pests including Lepidoptera, Coleoptera, Hemiptera, Thysanoptera, Diptera, Orthoptera, Homoptera, Isoptera, Hymenoptera, spider mites, nematodes, mosquitoes, flies, and ants. It has good rapid action, is simple and efficient to prepare, and is easy to industrialize. It has broad application prospects in pest control in agriculture, forestry, and horticulture.

[0011]

[0012] (I)

[0013] Compared to brofentanil, the compound of formula (I) exhibits superior insecticidal activity against rice stem borer, diamondback moth, and fall armyworm, particularly demonstrating outstanding efficacy at low doses and with rapid onset of action. However, despite the widespread interest in compounds of formula (I) due to their novel target, the risk of resistance increases significantly with prolonged use. Therefore, the development of more effective insecticidal compositions remains a priority to meet the needs of the agricultural and forestry sectors.

[0014] On the other hand, there are currently no research reports on compound I combined with pyrethroid compounds, and this discovery provides a new entry point for the field of agricultural compositions. Summary of the Invention

[0016] The purpose of this invention is to overcome the shortcomings of the prior art and provide a new agricultural composition containing pyrethroid compounds.

[0017] The idea behind this invention is to further study bromfenac and the compound of formula (I) above, screen appropriate drug combination schemes, and verify the synergistic effect of drug compositions containing the compound of formula (I) through experiments.

[0018] Although existing technologies have yielded some research on drug compositions containing brofenoxam, for example, Chinese invention patent application CN113973835A discloses an insecticidal composition containing brofenoxam and cypermethrin, and verifies its field control efficacy against diamondback moth. However, the introduction of alkoxy groups usually has a significant impact on the activity of the compounds. The study *Design, Synthesis, and Insecticidal Activities of Novel N-Alkoxyalkyl Meta-Diamides as Potential GABAR Antagonists*, Sha Zhou et al. *Journal of Agricultural and Food Chemistry* 2025 73 (28), 17446-17457 investigated the effect of introducing alkyl or ether bonds at the R5 position on the activity against diamondback moth. The results showed that introducing alkyl groups (Table 2, corresponding to compound le) or alkoxy groups (corresponding to compounds lld or lle) significantly affected resistance. Compound le showed insufficient activity against diamondback moth to meet the insecticide requirements, while compounds lld and lle exhibited excellent performance. Therefore, although the compounds recorded in Table 2 all have the same parent nucleus structure, the insecticidal activity obtained is unpredictable when different groups are introduced at the R5 position.

[0019] To further investigate the activity differences between bromoxynil and compound (I), the inventors commissioned a third party in 2024 to conduct bioassays on the yellow-striped flea beetle in Guangdong Province. The test crop was 50-day-old Mingyuan pointed-leaf beet heart. The results are as follows:

[0020]

[0021] In 2024, the inventor commissioned a third party to conduct bioassay experiments on the two compounds against rice stem borers in Jiangsu Province, in accordance with the Ministry of Agriculture and Rural Affairs' "Field Efficacy Test Guidelines - Insecticide Control of Rice Stem Borer". The test crop was rice variety Weiliangyou 8612, and the control effects were as follows:

[0022]

[0023] In 2024, the inventors commissioned a third party to conduct bioassay experiments on the two compounds against rice leaf folder in Jiangsu Province, in accordance with the Ministry of Agriculture and Rural Affairs' "Field Efficacy Test Guidelines - Insecticide Control of Rice Leaf Folder". The test crop was rice variety Yinliangyou 836, and the control effects were as follows:

[0024]

[0025] The above experimental results show that although bromoxynil and compound (I) have the same parent nucleus structure and are therefore similar, the inventors have confirmed through early research that their insecticidal activities are significantly different. This difference is difficult to predict and can only be confirmed through experiments.

[0026] In response, the present invention provides an agricultural composition comprising a first active ingredient and a second active ingredient, wherein the first active ingredient is flufenoxuron (compound of formula (I)) and the second active ingredient is selected from bifenthrin, lambda-cyhalothrin, cypermethrin, lambda-cyhalothrin, lambda-cyhalothrin, lambda-cyhalothrin, deltamethrin, fenvalerate, cypermethrin, or cis-cypermethrin.

[0027] In this invention, flubrofenoxam is 2-fluoro-3-{[(4-fluorophenyl)carbonyl](2-methoxyethyl)amino}-N-[2-bromo-4-(1,1,1,2,3,3,3-heptafluoropropane-2-yl)-6-(trifluoromethyl)phenyl]benzamide (also written as N-[2-bromo-4-(1,1,1,2,3,3,3-heptafluoropropane-2-yl)-6-(trifluoromethyl)phenyl]-2-fluoro-3-[4-fluoro-N-(2-methoxyethyl)benzamido]benzamide in some prior art). According to its instructions, based on indoor bioactivity tests on the diamondback moth, this compound achieved a 60% kill rate against resistant populations and a 70% kill rate against susceptible populations at a concentration of 0.05 mg / L, while achieving a 100% kill rate against both resistant and susceptible populations at concentrations of 0.1–0.2 mg / L. Based on indoor bioactivity tests on the rice stem borer, this compound achieved an 83.6% kill rate against the rice stem borer at a concentration of 0.125 mg / L, while achieving a 100% kill rate at concentrations of 0.25 mg / L and above. Based on indoor bioactivity tests on the fall armyworm, this compound achieved a 100% kill rate against the fall armyworm at concentrations of 0.125 mg / L and above, demonstrating good insecticidal activity.

[0028] Preferably, the second active ingredient is bifenthrin (2-methylbiphenyl-3-yl-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropane carboxylate), fenpropathrin ((RS)-α-cyano-3-phenoxybenzyl-2,2,3,3-tetramethylcyclopropane carboxylate), and lambda-cyhalothrin (a mixture containing equal amounts of (S)-α-cyano-3-phenoxybenzyl-(Z)-(1R,3R)-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropane carboxylate and (R)-α-cyano-3-phenoxybenzyl-(Z)-(1S,3S)-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropane carboxylate (i.e., λ-trifluorocyhalothrin), for example, from Anhui Huaxing Chemical Co., Ltd. (e.g., purchased from Jiangsu Yangnong Chemical Co., Ltd.); Cyfluthrin ((RS)-α-cyano-4-fluoro-3-phenoxybenzyl(1RS,3RS;1RS,3SR)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate (i.e., Cyfluthrin), for example, purchased from Jiangsu Yangnong Chemical Co., Ltd.); Deltamethrin ((S)-α-cyano-3-phenoxybenzyl-(1R,3R)-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate (i.e., Dichlorvos), for example, purchased from Jiangsu Changlong Chemical Co., Ltd.); or Etofenprox (2-(4-ethoxyphenyl)-2-methyl-propyl-3-phenoxybenzyl ether, i.e., Dolayo), for example, purchased from Jiangsu Qizhou Green Chemical Co., Ltd.).

[0029] In this invention, the weight ratio of the first active ingredient to the second active ingredient is 1~50:1~50.

[0030] Based on this, the present invention also provides an agricultural insecticide containing 0.5 to 95.0% by weight of the above-mentioned agricultural composition and the balance being agriculturally acceptable adjuvants.

[0031] The agricultural compositions of the present invention are available in the following formulations: soluble concentrates, soluble powders, soluble granules, emulsifiable concentrates, wettable powders, water-in-oil emulsions, suspension concentrates, dispersible oil suspensions, water-dispersible granules, microcapsule suspensions, granules, microemulsions, suspension emulsions, microcapsule suspension-suspension concentrates, ultra-low volume liquids, thermal fogging agents, film-spreading oils, suspension seed coating agents, seed treatment dry powders, seed treatment suspensions, seed treatment soluble powders, seed treatment dispersible powders, seed treatment emulsions, or seed treatment liquids. The pharmaceutical compositions or formulations are applied by spraying, soil treatment, or seed treatment, etc.

[0032] Preferably, the formulation of the agricultural composition is a soluble concentrate, soluble granules, suspension concentrate, emulsifiable concentrate, wettable powder, water emulsion, water-dispersible granules, dispersible oil suspension, microcapsule suspension, ultra-low volume liquid, thermal fogging agent, suspension seed coating agent, or seed treatment dispersible powder.

[0033] The adjuvant includes a carrier, which can be a solid carrier or a liquid carrier. The solid carrier is selected from silicates, carbonates, sulfates, oxides, alkali metal salts, or plant-based carriers. The liquid carrier is selected from water, aromatics, chlorinated aliphatic hydrocarbons, aliphatic hydrocarbons, alcohols, ethers, ketones, vegetable oils, or methylated vegetable oils.

[0034] The additives are selected from wetting agents, dispersants, emulsifiers, surfactants, defoamers, thickeners, preservatives, and antifreeze agents. The wetting agent is such as polyoxyethylene alkyl aryl ether, polyoxyethylene alkyl ether, alkylbenzene sulfonate, or alkylnaphthalene sulfonate; the dispersant is such as sodium sulfate, polyacrylic acid, polymaleic anhydride, lignin derivatives, alkylnaphthalene sulfonate, alkylphenol polyoxyethylene ether, etc.; the emulsifier is such as polyoxyethylene esters and ethers, sodium dodecylbenzene sulfonate, etc.; the surfactant is a surfactant used in emulsifiers, dispersants, stabilizers, or wetting agents; the defoamer is selected from defoaming agents, silicones, C8-10 fatty alcohols, C10-20 saturated fatty acids, or amide defoamers; the thickener is selected from carboxymethyl alcohol, polyvinyl alcohol, polyvinyl acetate, xanthan gum, gelatin, gum arabic, polyvinylpyrrolidone, magnesium aluminum silicate, polyethylene glycol, phenolic resin, shellac, carboxymethyl cellulose, or sodium alginate; the preservative is selected from sodium benzoate, Kathon, potassium sorbate, parabens, etc.; the antifreeze is selected from glycerin, urea, ethylene glycol, or propylene glycol.

[0035] The preparation of these formulations is conventional. For example, the preparation method of wettable powder is as follows: 0.5% to 80% by weight of the agricultural insecticide composition, 2% to 10% of the wetting agent, 5% to 10% of the dispersant, and the balance to 100% of the filler are thoroughly mixed, and then pulverized using an ultrafine pulverizer or air jet mill commonly used in the art to obtain the wettable powder. The filler used in this invention is kaolin, diatomaceous earth, mica powder, bentonite, attapulgite, or light calcium carbonate; other raw materials used in this invention are as described above, and the same applies below, so they will not be repeated.

[0036] The preparation method of the suspension is as follows: 0.5% to 50% by weight of the agricultural insecticide composition, 1% to 5% wetting agent, 1% to 8% dispersant, 0.1% to 2% thickener, 2% to 5% antifreeze agent, 0.2% to 1% defoamer, and water to 100% are mixed evenly, and then the mixture is ground in a sand mill to a particle size of 2 to 5 micrometers. The mixture is then transferred to a preparation vessel, thickener is added, and the mixture is sheared and stirred evenly to obtain the suspension.

[0037] The microemulsion is prepared as follows: 0.5%–40% by weight of the agricultural insecticide composition, 1%–30% by weight of the emulsifier, 0%–50% by weight of the solvent, and water to a final volume of 100% are added to a mixing vessel. The mixture is stirred until completely dissolved, and stirred continuously until homogeneous, thus obtaining the microemulsion. The solvents used in the preparation of the microemulsion in this invention are, for example, isopropanol and cyclohexanone, and will not be described further. These are commercially available products, such as isopropanol sold by Shandong Jinan Guotai Chemical Co., Ltd., or cyclohexanone sold by Nanjing DSM Co., Ltd.

[0038] The preparation method of the water-in-oil emulsion is as follows: 0.5% to 40% by weight of the agricultural insecticide composition, 1% to 20% of the emulsifier, 1% to 15% of the co-solvent, and 10% to 40% of the solvent are added to a preparation vessel and stirred to dissolve. The mixture is then added to a high-shear stirring vessel that has been weighed and filled to 100% water. The mixture is stirred at high shear while being added to obtain the water-in-oil emulsion.

[0039] The preparation method of the suspension emulsion is as follows: Take 0.5% to 40% by weight of the agricultural insecticide composition, 1% to 5% of solvent, 1% to 5% of dispersant, 1% to 10% of emulsifier, 1% to 5% of wetting agent, 1% to 5% of antifreeze, 0.1% to 1% of thickener, 0.1% to 1% of defoamer, and add water to 100%. Then, prepare flufenoxuron into an emulsion according to the above-described method for preparing an emulsion. Simultaneously, prepare another active ingredient into a suspension according to the above-described method for preparing a suspending agent. Then, stir and mix the emulsion and the suspension evenly to obtain the suspension emulsion. Alternatively, prepare the second active ingredient into an emulsion according to the above-described method for preparing an emulsion, and simultaneously prepare flufenoxuron into a suspension according to the above-described method for preparing a suspending agent. Then, stir and mix the emulsion and the suspension evenly to obtain the suspension emulsion.

[0040] The preparation method of the water-dispersible granules is as follows: 0.5% to 70% by weight of the agricultural insecticide composition, 1% to 15% wetting agent, 1% to 15% dispersant, 1% to 10% disintegrant, and filler to 100% are mixed and pulverized using an air jet mill. Water is then added and kneaded, followed by granulation, drying, and sieving in a granulator to obtain the water-dispersible granules. The disintegrant used in this invention is ammonium sulfate or sodium carboxymethyl cellulose; the filler used in this invention is kaolin, diatomaceous earth, or corn starch.

[0041] The preparation method of microcapsule suspension is as follows: Take 0.5%–40% by weight of the agricultural insecticide composition, 1%–20% emulsifier, 1%–20% solvent, 1%–10% dispersant, 1%–5% wetting agent, 3%–5% capsule shell material, 1%–2% initiator, 1%–5% pH adjuster, 0.1%–1% thickener, 1%–5% antifreeze, 0.1%–1% defoamer, 0.1%–1% preservative, and add water to 100%. Take one of the active components and, according to the microcapsule suspension manufacturing method, dissolve the active ingredient in the solvent, add the emulsifier and capsule shell material, mix evenly to form an oil phase, add the dispersant and water in another preparation vessel to prepare an aqueous phase, disperse the oil phase in the aqueous phase to form a water emulsion, add the initiator to carry out the encapsulation reaction, and then keep warm at about 50°C for 2–3 hours to solidify the capsule shell, adjust the pH value, and the semi-finished product is ready for use. Another component is prepared by adding dispersants, wetting agents, antifreeze agents, and other additives according to the suspension manufacturing method, and then shearing and milling it until the suspension quality standard is met before discharge. The microcapsule suspension is then mixed evenly with the suspending agent in a specific ratio to obtain the microcapsule suspension-suspending agent. The capsule shell material used in this invention is modified isocyanate.

[0042] The emulsifiable concentrate is prepared as follows: 0.5%–40% by weight of the agricultural insecticide composition, 1%–30% of the emulsifier, 0%–20% of the co-solvent, and solvent to a final volume of 100% are added to a mixing vessel. The mixture is stirred until completely dissolved, and stirred continuously until homogeneous, thus obtaining the emulsifiable concentrate. The co-solvents used in the preparation of the emulsifiable concentrate in this invention include, for example, isopropanol, cyclohexanone, and N-methylpyrrolidone; the same applies below, and therefore will not be described further.

[0043] The preparation processes of these dosage forms and the selection of auxiliaries and excipients are all existing technologies in this field and are knowledge already mastered by those skilled in the art, so they will not be elaborated here.

[0044] In this invention, the agricultural composition is used to prepare agricultural pesticides for controlling pests on fruit trees, vegetables, ornamental plants, tea, cotton, cereal crops, shrubs, broad-leaved trees, evergreen trees, or urban sanitation pests. The composition can also be used to prepare pesticides for the prevention or control of pests including Lepidoptera, Coleoptera, Hemiptera, Thysanoptera, Diptera, Orthoptera, Homoptera, Isoptera, Hymenoptera, spider mites, nematodes, mosquitoes, flies, ants, and their larvae and eggs. The pests mentioned include, but are not limited to: cotton bollworm, diamondback moth, beet armyworm, cotton bollworm, cabbage caterpillar, rice stem borer, rice leaf roller, rice thrips, western flower thrips, melon thrips, onion thrips, ginger thrips, mango thrips, peach aphid, cotton aphid, alfalfa aphid, apple aphid, wheat aphid, flea beetle, stink bug, gray planthopper, brown planthopper, white-backed planthopper, termite, mosquito fly, carmine spider mite and / or citrus red spider mite.

[0045] The plants to which the agricultural compositions of this invention can be applied mainly include the following categories: vegetables, such as cucumber, loofah, watermelon, cantaloupe, pumpkin, gourd, spinach, celery, cabbage, Chinese cabbage, gourd, chili pepper, eggplant, tomato, scallion, ginger, garlic, leek, lettuce, green beans, kidney beans, broad beans, radish, carrot, potato, and yam; cereals, such as wheat, barley, corn, rice, and sorghum; fruit trees, such as apple, pear, banana, citrus, grape, lychee, and mango; flowers, such as peony, rose, and flamingo flower; oil crops, such as peanut, soybean, rapeseed, sunflower, and sesame; sugar crops, such as sugar beet and sugarcane; and other crops, such as strawberry, potato, sweet potato, tobacco, and tea. The agricultural compositions of this invention can also be applied to horticulture, forestry, household hygiene, and / or public health fields.

[0046] This invention demonstrates through experiments that a binary composition obtained by combining flufenoxuron with pyrethroid insecticides in an appropriate ratio exhibits a significant synergistic effect, thereby improving control efficacy, reducing pesticide dosage, and broadening the insecticidal spectrum. The composition of this invention shows excellent control effects against target pests such as rice stem borer, diamondback moth, peach aphid, beet armyworm, corn borer, thrips, flea beetles, and spider mites. Detailed Implementation

[0048] The following examples are used to illustrate the present invention, but do not limit its scope.

[0049] In this invention, unless otherwise specified, "%" used to explain concentration refers to weight percentage, and ":" refers to weight ratio.

[0050] Example 1: Preparation of 60% Flufenoxuron·High-efficiency Cyfluthrin Wettable Powder

[0051] Weigh out 35% of the total weight of the wettable powder of this insecticide (I) flufenoxuron, 25% of high-efficiency cyhalothrin, 5% sodium dodecyl sulfate, 8% naphthalene sulfonate formaldehyde condensate, 2% sodium carboxymethyl cellulose, and add kaolin to 100%, and obtain the wettable powder of the insecticide of this invention according to the preparation method described in this application.

[0052] Example 2: Preparation of 50% Flufenoxam·High-efficiency Cyfluthrin Water Dispersible Granules

[0053] Weigh out 30% of the total weight of the insecticide water-dispersible granules containing chemical structural formula (I) flufenoxuron, 20% of high-efficiency cyhalothrin, 10% sodium lignosulfonate, 4% sodium dodecylbenzenesulfonate, 4% ammonium sulfate, and supplement to 100% kaolin, and obtain the insecticide water-dispersible granules of the present invention according to the preparation method described in this application.

[0054] Example 3: Preparation of 25% Flufenoxuron·Bifenthrin Suspension

[0055] Weigh out 15% of the chemical formula (I) flufenoxuron, 10% bifenthrin, 5% polycarboxylate, 2% fatty alcohol polyoxyethylene ether, 0.2% xanthan gum, 1% magnesium aluminum silicate, 1% silica fume, 0.2% sodium benzoate, and 5% ethylene glycol, and add water to 100% according to the preparation method described in this application to obtain the insecticide suspension of the present invention.

[0056] Example 4: Preparation of 30% flufenoxuron·cypermethrin emulsifiable concentrate

[0057] Weigh out 10% of the total weight of the insecticide emulsifiable concentrate containing chemical formula (I) flufenoxuron, 20% cypermethrin, 5% calcium alkylbenzene sulfonate, 8% castor oil polyoxyethylene ether, 10% cyclohexanone, 10% dimethylformamide, and add up to 100% of S-150 aromatic solvent, and obtain the insecticide emulsifiable concentrate of the present invention according to the preparation method described in this application.

[0058] Example 5: Preparation of 10% flufenoxuron·deltamethrin aqueous emulsion

[0059] Weigh out 5% of the following components by weight (based on the total weight of the insecticide emulsion): flufenoxuron (chemical formula I), 5% deltamethrin, 5% N-methylpyrrolidone, 2% dimethylformamide, 3% calcium dodecylbenzenesulfonate, 5% styrene-phenol polyoxyethylene ether phosphate, 0.3% defoamer, 5% propylene glycol, and 20% aromatic solvent, and add deionized water to bring the total volume to 100%. Obtain the insecticide emulsion of the present invention according to the preparation method described in this application.

[0060] Example 6: Preparation of 12% flufenoxuron·permethrin microemulsion

[0061] Weigh out 5% of the chemical structure formula (I) flufenoxuron, 7% ethoxyphenoxyacetic acid, 10% ethyl acetate, 10% methanol, 5% propylene glycol, 6% calcium dodecylbenzenesulfonate, 5% polyoxyethylene sorbitan monooleate, and 2% polyacrylate emulsion, based on the total weight of the insecticide microemulsion, and add water to 100%. Obtain the insecticide microemulsion of the present invention according to the preparation method described in this application specification.

[0062] Example 7: Preparation of 20% Flufenoxam·Cypermethrin Suspension Emulsion

[0063] Weigh out 10% of the total weight of the insecticide suspension emulsion containing chemical structure (I) flufenoxuron, 2% of carboxylic acid ester, 2% of nonionic hydroxyl polyethylene oxide block copolymer, 2% of sulfonate, 1% magnesium aluminum silicate, 0.5% silica, 0.2% xanthan gum, 4% propylene glycol, 0.2% sodium benzoate, 0.4% defoamer, and an appropriate amount of deionized water; 10% cypermethrin, 5% solvent oil, 5% cyclohexanone, 3% calcium dodecylbenzenesulfonate, 2% EO-PO block copolymer, 2% polycarboxylate, 4% propylene glycol, and an appropriate amount of deionized water, and obtain the insecticide suspension emulsion of the present invention according to the preparation method described in this application.

[0064] Example 8: Preparation of 10% Flufenoxuron·High-efficiency Cyfluthrin Microcapsule Suspension-Suspension Agent

[0065] Weigh out 10% of the total weight of the microcapsule suspension-suspending agent (chemical formula (I) flufenoxuron), 5% aromatic solvent, 5% dimethylformamide, 4% polyether phosphate, 2% tristyrene-phenol polyoxyethylene ether, 4% modified isocyanate, 1% initiator, 1% pH adjuster, and add 100% deionized water to obtain the microcapsule suspension-suspending agent according to the preparation method described in this application. Weigh out 10% of the total weight of the microcapsule suspension-suspending agent (chemical formula (I) flufenoxuron), 2% polycarboxylate, 2% sulfonate, 2% sorbitan monolaurate polyoxyethylene ether, 0.2% xanthan gum, 1% magnesium aluminum silicate, 1% silica fume, 0.2% sodium benzoate, 0.5% silicone defoamer, 5% propylene glycol, and add 100% deionized water to obtain the suspending agent according to the preparation method described in this application. Mix the two in proportion to obtain the microcapsule suspension-suspending agent.

[0066] Example 1: Indoor Combined Toxicity Determination Test of Flufenoxuron and Cypermethrin Mixed with Tetranychus carmine

[0067] Test target: adult Tetranychus cinnabarinus, a sensitive strain kept indoors.

[0068] Experimental Methods: A series of pesticide solutions with specific concentration gradients were prepared, and the activity against adult Tetranychus carinata was determined using a potted seedling spraying method. First, adult Tetranychus carinata of uniform size were transferred to the leaves of bean seedlings at the first pair of true leaves unfolding stage. After the adults stabilized, the initial count was performed. Then, following the experimental design, the pesticides were sprayed evenly from low to high doses, 1.5 mL per plant, with three replicates per treatment. A blank control was also included. The treated materials were placed in an observation room, where the temperature, humidity, and light were adjustable as needed. The number of dead and live mites was investigated after 72 hours. The mortality rate of each pesticide treatment was calculated. The co-toxicity coefficient of each formulation was calculated using the Suny-P method to evaluate the combined effects. The experimental results are shown in Table 1.

[0069] The co-toxicity coefficient (CTC value) of the mixture is calculated using the following formula:

[0070]

[0071] Where: ATI - measured toxicity index of the mixture; S - LC of the standard reagent 50 LC of M-mixture 50 .

[0072]

[0073] Where: TTI - theoretical toxicity index of the mixture; TIA - toxicity index of agent A; PA - percentage content of agent A in the mixture; TIB - toxicity index of agent B; PB - percentage content of agent B in the mixture.

[0074]

[0075] Where: CTC - co-toxicity coefficient; ATI - measured toxicity index of the mixture; TTI - theoretical toxicity index of the mixture.

[0076] When the co-toxicity coefficient is greater than 120, it indicates that the mixture has a synergistic effect; when the co-toxicity coefficient is less than 80, it indicates that the mixture has an antagonistic effect; and when the co-toxicity coefficient is greater than 80 but less than 120, it indicates that the mixture has an additive effect.

[0077] The results of the indoor combined toxicity test of flufenoxuron and cypermethrin on Tetranychus cinnabarin are shown in Table 1.

[0078] Table 1

[0079]

[0080] The results of the above indoor toxicity tests show that the mixture of flufenoxuron and cypermethrin exhibits a synergistic effect against Tetranychus carmine within a weight ratio range of 1:50 to 50:1. The synergistic effect is more pronounced within a weight ratio range of 1:5 to 20:1. These results indicate that the combination of flufenoxuron and cypermethrin for the control of Tetranychus carmine is reasonable and feasible.

[0081] Example 2: Indoor Combined Toxicity Assay of Flufenoxuron and Delcypermethrin Mixed with Yellow-striped Flea Beetle

[0082] Test target: adult yellow-striped flea beetle.

[0083] Experimental Methods: A series of pesticide solutions with varying concentrations were prepared. Uniform potted cabbage seedlings were selected, and the solutions were sprayed evenly in sequence from low to high doses according to the experimental design. After air-drying, adult flea beetles were transferred to the treated cabbage seedlings and covered with glass domes. Approximately 30-40 flea beetles were introduced per seedling. Each treatment was repeated three times, with a blank control included. The treated samples were placed in an observation room, where the temperature, humidity, and light were adjusted as needed. After 72 hours, the number of dead and live insects was counted, and the mortality rate for each pesticide treatment was calculated. The co-toxicity coefficient of each formulation was calculated using the Suny-P method from Example 1 of the bioassay, and the combined effects were evaluated. The experimental results are shown in Table 2.

[0084] The results of the indoor combined toxicity assay of flufenoxuron and deltamethrin mixture on yellow-striped flea beetle are shown in Table 2.

[0085] Table 2

[0086]

[0087] The results of the above indoor toxicity tests show that the mixture of flufenoxuron and deltamethrin exhibits a synergistic effect against the yellow-striped flea beetle within a weight ratio range of 1:20 to 20:1. The synergistic effect is more pronounced within a weight ratio range of 1:5 to 10:1. These results indicate that the combination of flufenoxuron and deltamethrin for the control of the yellow-striped flea beetle is reasonable and feasible.

[0088] Example 3: Indoor Combined Toxicity Determination Test of Flufenoxuron and Lambda-cyhalothrin Mixed on Corn Borer

[0089] Test target: 3rd instar larvae of corn borer.

[0090] Experimental Method: A series of pesticide solutions with varying concentrations were prepared. Clean, tender corn stalks were immersed in the solutions for 10 seconds, then removed and allowed to air dry naturally. They were then placed in 9cm diameter petri dishes containing filter paper. Healthy insects were introduced into each treatment (10 insects per treatment, 3 replicates per treatment), with a blank control included. The treated materials were placed in an observation room where temperature, humidity, and light were adjusted as needed. After 72 hours, the number of dead and live insects was recorded, and the mortality rate for each pesticide treatment was calculated. The co-toxicity coefficient of each formulation was calculated using the Suny-P method from Example 1 of the bioassay, and the combined effects were evaluated. The experimental results are shown in Table 3.

[0091] The results of the indoor combined toxicity test of flufenoxuron and lambda-cyhalothrin on corn borer are shown in Table 3.

[0092] Table 3

[0093]

[0094] The results of the above indoor toxicity tests show that the mixture of flufenoxuron and lambda-cyhalothrin exhibits a synergistic effect against corn borers within a weight ratio range of 1:50 to 50:1. The synergistic effect is more pronounced within a weight ratio range of 1:10 to 20:1. These results indicate that the combination of flufenoxuron and lambda-cyhalothrin for the control of corn borers is reasonable and feasible.

[0095] This invention experimentally verifies that the combination of flufenoxuron with various pyrethroid compounds can delay the development of pesticide resistance in pests, broaden the insecticidal spectrum, reduce pesticide usage, reduce pesticide residues on crops, and enhance environmental friendliness.

Claims

1. A pesticide composition containing pyrethroid compounds, characterized in that... The pesticide composition comprises a first active ingredient and a second active ingredient, wherein the first active ingredient is a compound having the following structural formula (I): (I) The second active ingredient is bifenthrin, high-efficiency cyhalothrin, cypermethrin, high-efficiency cyhalothrin, high-efficiency cyhalothrin, high-efficiency cyhalothrin, cypermethrin, deltamethrin, fenvalerate, or cis-cyhalothrin.

2. The pesticide composition according to claim 1, characterized in that... The second active ingredient is bifenthrin, cypermethrin, lambda-cyhalothrin, cypermethrin, deltamethrin, or ethoxysulfuron.

3. The pesticide composition according to claim 1, characterized in that... The weight ratio of the first active ingredient to the second active ingredient is 1~50:1~50.

4. An agricultural insecticide, characterized in that... It contains 0.5 to 95.0% by weight of the pesticide composition as described in any one of claims 1-3 and the balance being an agriculturally acceptable adjuvant.

5. The agricultural insecticide according to claim 4, characterized in that... The insecticide is formulated as a wettable powder, suspension concentrate, suspension emulsion, microemulsion, water emulsion, water-dispersible granules, emulsifiable concentrate, or microcapsule suspension.

6. The application of the pesticide composition according to any one of claims 1-3 or the agricultural insecticide according to claim 4 in the control of agricultural and forestry pests.

7. The application according to claim 6, characterized in that... The agricultural and forestry pests mentioned are flea beetles, corn borers, or spider mites.

Citation Information

Patent Citations

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