A herbicide composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P, and its use

The herbicide composition of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P addresses limitations of single herbicides by enhancing efficacy, stability, and spectrum, achieving effective and sustainable weed management.

JP7862581B2Active Publication Date: 2026-05-19NANTONG JIANGSHAN AGROCHEMICAL & CHEMICALS CO LTD
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Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
NANTONG JIANGSHAN AGROCHEMICAL & CHEMICALS CO LTD
Filing Date
2023-09-28
Publication Date
2026-05-19

AI Technical Summary

Technical Problem

Existing herbicides face issues such as limited herbicidal spectrum, insufficient performance stability under temperature variations, and the emergence of weed resistance, which restricts their application and effectiveness.

Method used

A herbicide composition combining 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P, formulated into various dosage forms like microemulsion, emulsifier, oily suspension, wettable powder, and granular wettable powder, to enhance herbicidal efficacy and broaden the spectrum of weed control.

Benefits of technology

The combined herbicides exhibit a synergistic effect, providing immediate and long-lasting weed control with reduced residue and toxicity, delaying resistance, and are environmentally friendly, effectively managing diverse weed types including grass, broadleaf, and shrub weeds.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

The present invention relates to the technical field of agrochemicals, specifically to a herbicidal composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidin-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylic acid ethyl ester and glufosinate-P and its use, the production raw material of which includes at least 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidin-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylic acid ethyl ester and glufosinate-P. The formulation of the herbicidal composition is at least one of a microemulsion, an emulsion, an oil suspension, a granule, a wettable powder, and a wettable powder. By combining 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidin-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylic acid ethyl ester with glufosinate-P, the herbicidal spectrum is expanded, the herbicidal effect is improved, it has fast-acting effect, long duration of action, can delay herbicide resistance, thorough weed control, low residual, low toxicity, high safety and environmental friendliness, and has excellent control effect on weeds in non-cultivated land.
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Description

Technical Field

[0001] The present invention relates to the technical field of pesticides, specifically to a herbicidal composition containing ethyl 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidin-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate and glufosinate-P, and its use.

Background Art

[0002] In actual applications, herbicides are indispensable. However, a single herbicidal active ingredient may lead to the emergence of weed resistance, and its herbicidal spectrum is not wide enough. In addition, the performance stability of a single active ingredient under high-temperature and low-temperature conditions is insufficient, and as a result, its application is limited. Ethyl 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidin-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate is a patented compound of Jiangshan Agrochemical Co., Ltd., and is a non-selective contact herbicide that inhibits the activity of protoporphyrin oxidase (PPO) to wither weeds, has a control effect on various weeds, and particularly has an excellent control effect on glyphosate-resistant weeds. Glufosinate-P is a phosphonic acid herbicide and a glutamine synthesis inhibitor. After spraying, glufosinate-P disrupts the ammonium metabolism in plants, and at the same time, ammonium ions, which are cytotoxic substances, accumulate in the plants and photosynthesis is inhibited, so it is suitable for controlling weeds in non-cultivated land.

[0003] When using glufosinate-P alone, certain limitations exist. For example, a Chinese patent application (publication number: CN105660688A) discloses a soluble formulation of glufosinate-P and a method for producing the same. Specifically, glufosinate-P is used as the active ingredient, and surfactants and fillers are added to formulate it as a soluble formulation, which is then put into practical use. However, its range of use is limited due to insufficient herbicidal effect and broad applicability. To solve the problem of insufficient effectiveness of a single agent, a Chinese patent application (publication number: CN112741102A) discloses a glufosinate-P herbicide. By combining glufosinate-P with bromoxynil and / or chlorimuron ethyl, the herbicidal spectrum was expanded to some extent, but the stability of the system of compositions prepared in different dosage forms affects the exertion of effectiveness and the amount of pesticide used, which has certain environmental and economic impacts.

[0004] In consideration of the problem of difficulty in controlling weeds in the field, the present invention provides a herbicide composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P. [Overview of the project] [Problems that the invention aims to solve]

[0005] To solve the above problems, we provide a herbicide composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P, and its use. By combining 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester with glufosinate-P, the herbicidal spectrum is expanded, the herbicidal effect is improved, it is fast-acting, has a long duration of action, can delay herbicide resistance, provides thorough weed control, has low residue, low toxicity, is highly safe, and is environmentally friendly, resulting in excellent control of weeds in non-cultivated land. [Means for solving the problem]

[0006] In one aspect of the present invention, a herbicide composition is provided that contains 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P, wherein the raw materials for its production contain at least 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P, and the dosage form of the herbicide composition is at least one of microemulsion, emulsifier, oily suspension, granules, wettable powder, and wettable granules.

[0007] As a preferred technical solution, the raw materials for producing the herbicide composition further include at least one of the following: a dispersant, a wetting agent, a disintegrant, an emulsifier, an antifreeze, an antifoaming agent, a thickener, a filler, an organic solvent, and water. A preferred technical solution is that the dosage form of the herbicide composition is a microemulsion, and the raw materials for producing the microemulsion are 0.5% to 2.0% by mass of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 4.5% to 40% by mass of glufosinate-P, 2% to 8% by mass of organic solvent, 10% to 30% by mass of emulsifier, 0.01% to 0.1% by mass of defoaming agent, 0.1% to 2% by mass of thickener, 1% to 10% by mass of antifreeze, and deionized water to be added up to 100% by mass. Includes nothing.

[0008] A preferred technical solution is that the dosage form of the herbicide composition is an emulsifier, and the raw materials for producing the emulsifier are 0.5% to 2.0% by mass of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 4.5% to 40% by mass of glufosinate-P, 2% to 8% by mass of organic solvent, 2% to 10% by mass of emulsifier, 0.01% to 0.1% by mass of defoaming agent, 0.1% to 2% by mass of thickener, 1% to 10% by mass of antifreeze, and deionized water to be added up to 100% by mass. Includes nothing.

[0009] A preferred technical solution is that the dosage form of the herbicide composition is an oily suspension, and the raw materials for producing the oily suspension are 0.5% to 2.0% by mass of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 9% to 40% by mass of glufosinate-P, 4% to 10% by mass of wetting agent, 3% to 8% by mass of dispersant, 2% to 5% by mass of emulsifier, 0% to 10% by mass of thickener, 0% to 5% by mass of defoamer, and an organic solvent to be supplemented up to 100% by mass. Includesnothing.

[0010] A preferred technical solution is that the herbicide composition is in the form of a wettable powder, and the raw materials for producing the wettable powder are 0.5% to 5.0% by mass of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 4.5% to 80% by mass of glufosinate-P, 0.5% to 5% by mass of organic solvent, 1% to 3% by mass of wetting agent, 2% to 8% by mass of dispersant, 0.01% to 0.1% by mass of antifoaming agent, and a filler to replenish up to 100% by mass. Includes nothing.

[0011] A preferred technical solution is that the herbicide composition is in the form of a granular wettable powder, and the raw materials for producing the granular wettable powder are 2% to 9% by mass of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 35% to 85% by mass of glufosinate-P, 2% to 9% by mass of organic solvent, 1% to 5% by mass of wetting agent, 5% to 20% by mass of dispersant, 0% to 15% by mass of disintegrant, and a filler to replenish up to 100% by mass. Includes nothing. A preferred technical solution is that the herbicide composition is in granular form, and the raw materials for producing the granular preparation are: 0.5% to 1.0% by mass of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 4.5% to 20% by mass of glufosinate-P, 0.5% to 2% by mass of wetting agent, 1% to 4% by mass of dispersant, 0.5% to 2% by mass of emulsifier, 5% to 15% by mass of organic solvent, and a filler to replenish up to 100% by mass. Includes nothing.

[0012] A preferred technical solution is that the mass ratio of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester to glufosinate-P is 1:(9~20).

[0013] Based on the system of the present invention, 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P are used as active ingredients, and in particular, from the herbicidal effect when 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P are blended in various proportions, in particular 3- When the mass ratio of (2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester to glufosinate-P is 1:(9~20), a synergistic effect was observed in the herbicidal effects against grass weeds such as goosegrass, crabgrass, buckthorn, reeds, and rhododendrons, as well as broadleaf weeds such as dwarf coneflower, tall goldenrod, long-leaved amaranth, and black nightshade, and shrub weeds and sedges. It was found that the two herbicides exert a synergistic effect through different herbicidal mechanisms, reducing the amount of herbicide used.

[0014] A preferred technical solution is that the dispersant is at least one selected from dispersant NNO, dispersant MF, dispersant NO, sodium lignosulfonate, sodium carboxymethylcellulose, polyvinyl alcohol, polyethylene glycol, sodium tripolyphosphate, and sodium tripolyphosphate.

[0015] As a preferred technical solution, the wetting agent is at least one selected from tea seed residue, saponin, SOPA230, SOPA235, SOPA270, powder detergent, and sodium dodecylbenzenesulfonate.

[0016] A preferred technical solution is that the disintegrant is at least one selected from sodium chloride, sodium sulfate, sodium nitrate, ammonium sulfate, sodium carbonate, sodium carboxymethyl starch, sodium alginate, polyvinylpyrrolidone, and bentonite.

[0017] As a preferred technical solution, the emulsifier is at least one selected from alkylphenol polyoxyethylene ether, phenylethylphenol polyoxyethylene polyoxypropylene ether, polyoxyethylene sorbitan lauric acid monoester, polyoxyethylene sorbitan monopalmitate, polyoxyethylene sorbitan monostearate, sorbitan oleic acid monoester, sorbitan lauric acid ester, sorbitan monopalmitate, sorbitan stearate, castor oil polyoxyethylene ether, alkylbenzene sulfonate, alkylnaphthalene sulfonate, and alkyl sulfonate.

[0018] A preferred technical solution is that the antifreeze agent is at least one selected from ethylene glycol, propylene glycol, glycerin, hexylene glycol, urea, and ammonium sulfate.

[0019] As a preferred technical solution, the defoaming agent is at least one of an alcohol-based defoaming agent, a phosphate ester-based defoaming agent, a fatty acid and fatty acid ester-based defoaming agent, and a silicone-based defoaming agent. The alcohol-based defoaming agent is at least one of methanol, ethanol, and butanol, the phosphate ester-based defoaming agent is at least one of tributyl phosphate, trioctyl phosphate, and alkyl phosphate ether, and the fatty acid and fatty acid ester-based defoaming agent is at least one of sorbitan monolaurate and fatty alcohol polyoxyethylene ether.

[0020] As a preferred technical solution, the thickening agent is one or more selected from gelatin, guar gum, magnesium aluminum silicate, hydroxyethyl cellulose, sodium tripolyphosphate, phenolic resin, methyl cellulose, polyethylene glycol, and polyvinyl alcohol.

[0021] As a preferred technical solution, the filler is one or more selected from kaolin, diatomaceous earth, bentonite, attapulgite, white carbon black, starch, and light calcium carbonate.

[0022] As a preferred technical solution, the organic solvent is at least one of aromatic hydrocarbons, paraffins, aliphatic hydrocarbons, petroleum products, ketones, ethers, alcohols, turpentine oil, pine oil, rosin oil vegetable oil solvents, vegetable oils, and modified vegetable oils.

[0023] Another aspect of the present invention provides the use of a herbicidal composition containing ethyl 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidin-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate and glufosinate-P for controlling weeds in non-cultivated land.

Effects of the Invention

[0024] The beneficial effects are as follows.

[0025] 1. The present invention provides a herbicidal composition containing ethyl 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidin-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate and glufosinate-P, and its use. By blending ethyl 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidin-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate and glufosinate-P, the herbicidal spectrum is broadened, the herbicidal effect is improved, it has immediate effectiveness, a long action duration, can delay herbicide resistance, weeds can be thoroughly removed, there is little residue, low toxicity, high safety, is environmentally friendly, etc., and it has an excellent control effect on weeds in non-cultivated land.

[0026] 2. Based on the system of the present invention, 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P are used as active ingredients, and in particular, from the herbicidal effect when 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P are blended in various proportions, particularly 3 When the mass ratio of -(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester to glufosinate-P is 1:(9~20), a synergistic effect was observed in the herbicidal effects against grass weeds such as goosegrass, crabgrass, buckthorn, reeds, and rhododendrons, as well as broadleaf weeds such as dwarf coneflower, tall goldenrod, long-leaved amaranth, and black nightshade, as well as shrub weeds and sedges. It was found that the two herbicides exert a synergistic effect through different herbicidal mechanisms, reducing the amount of herbicide used.

[0027] 3. The herbicidal composition according to the present invention, containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P, can be formulated into microemulsions, emulsifiers, oily suspensions, wettable powders, granular wettable powders, and granules to meet the needs of various usage environments and scenarios. [Modes for carrying out the invention]

[0028] Example 1 Example 1 of the present invention provides a herbicide composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P, wherein the dosage form of the herbicide composition is a microemulsion, and the raw materials for producing the microemulsion are 3-(2- It contains 1.0% by mass of chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 20% by mass of glufosinate-P, 5% by mass of organic solvent, 20% by mass of emulsifier, 0.05% by mass of defoamer, 1% by mass of thickener, 5% by mass of antifreeze, and deionized water to replenish up to 100% by mass. The aforementioned organic solvent is Mineral Spirits 150#. The emulsifier is phenylethylphenol polyoxyethylene polyoxypropylene ether produced by Nantong Chenrun Chemical Co., Ltd. The aforementioned antifreeze is ethylene glycol and urea, with a mass ratio of ethylene glycol to urea of ​​3:2. The aforementioned defoaming agent is a fatty acid and fatty acid ester-based defoaming agent, and the aforementioned fatty acid and fatty acid ester-based defoaming agent is sorbitan monolaurate. The thickening agent is sodium tripolyphosphate.

[0029] Example 2 Example 2 of the present invention provides a herbicide composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P, wherein the dosage form of the herbicide composition is a microemulsion, and its specific embodiment is the same as in Example 1, except that the production of the microemulsion is... The difference lies in the fact that the raw materials include 1.0% by mass of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 18% by mass of glufosinate-P, 5% by mass of organic solvent, 20% by mass of emulsifier, 0.05% by mass of defoamer, 1% by mass of thickener, 5% by mass of antifreeze, and deionized water to be replenished up to 100% by mass.

[0030] Example 3 Example 3 of the present invention provides a herbicide composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P, wherein the dosage form of the herbicide composition is a microemulsion, and its specific embodiment is the same as in Example 1, except that the raw materials for producing the microemulsion are 1.0% by mass of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P It differs in that it contains 16% by mass of organic solvent, 5% by mass of organic solvent, 20% by mass of emulsifier, 0.05% by mass of defoaming agent, 1% by mass of thickener, 5% by mass of antifreeze, and deionized water to be replenished up to 100% by mass.

[0031] Example 4 Example 4 of the present invention provides a herbicide composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P, wherein the dosage form of the herbicide composition is a microemulsion, and its specific embodiment is the same as in Example 1, except that the production of the microemulsion is... The difference lies in the fact that the raw materials include 1.0% by mass of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 14% by mass of glufosinate-P, 5% by mass of organic solvent, 20% by mass of emulsifier, 0.05% by mass of defoamer, 1% by mass of thickener, 5% by mass of antifreeze, and deionized water to be replenished to 100% by mass.

[0032] Example 5 Example 5 of the present invention provides a herbicide composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P, wherein the dosage form of the herbicide composition is a microemulsion, and its specific embodiment is the same as in Example 1, except that the production of the microemulsion is... The difference lies in the fact that the raw materials include 1.0% by mass of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 10% by mass of glufosinate-P, 5% by mass of organic solvent, 20% by mass of emulsifier, 0.05% by mass of defoamer, 1% by mass of thickener, 5% by mass of antifreeze, and deionized water to be replenished to 100% by mass.

[0033] Example 6 Example 6 of the present invention provides a herbicide composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P, wherein the dosage form of the herbicide composition is an emulsifier, and the raw material for producing the emulsifier is 3-(2-chloro-4-fluoro It differs in that it contains 1.0% by mass of -5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 20% by mass of glufosinate-P, 4% by mass of organic solvent, 8% by mass of emulsifier, 0.03% by mass of defoamer, 1% by mass of thickener, 6% by mass of antifreeze, and deionized water to replenish up to 100% by mass. The aforementioned organic solvent is isopropyl alcohol. The emulsifier is phenylethylphenol polyoxyethylene polyoxypropylene ether produced by Nantong Chenrun Chemical Co., Ltd. The aforementioned antifreeze is ethylene glycol and urea, with a mass ratio of ethylene glycol to urea of ​​3:2. The aforementioned defoaming agent is a fatty acid and a fatty acid ester-based defoaming agent, and the aforementioned fatty acid and fatty acid ester-based defoaming agent is sorbitan monolaurate. The aforementioned thickening agent is magnesium aluminum silicate.

[0034] Example 7 Example 7 of the present invention provides a herbicide composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P, wherein the dosage form of the herbicide composition is an oily suspension, and the raw materials for producing the oily suspension are 3-(2- The mixture contains 1% by mass of chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 20% by mass of glufosinate-P, 6% by mass of a wetting agent, 5% by mass of a dispersant, 3% by mass of an emulsifier, 2% by mass of a thickener, 1% by mass of an antifoaming agent, and an organic solvent to replenish up to 100% by mass. The aforementioned dispersant is the dispersant NNO. The aforementioned wetting agent is SOPA230. The aforementioned organic solvent is Mineral Spirits 200#. The emulsifier is phenylethylphenol polyoxyethylene polyoxypropylene ether produced by Nantong Chenrun Chemical Co., Ltd. The aforementioned defoaming agent is a fatty acid and a fatty acid ester-based defoaming agent, and the aforementioned fatty acid and fatty acid ester-based defoaming agent is sorbitan monolaurate. The thickening agent is gelatin.

[0035] Example 8 Example 8 of the present invention provides a herbicide composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P, wherein the dosage form of the herbicide composition is a wettable powder, and the raw materials for producing the wettable powder include 3% by mass of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 60% by mass of glufosinate-P, 3% by mass of an organic solvent, 2% by mass of a wetting agent, 5% by mass of a dispersant, 0.06% by mass of an antifoaming agent, and a filler to replenish up to 100% by mass. The dispersant is sodium lignosulfonate. The aforementioned wetting agent is sodium dodecylbenzenesulfonate. The aforementioned organic solvent is Mineral Spirits 200#. The aforementioned defoaming agent is a fatty acid and a fatty acid ester-based defoaming agent, and the aforementioned fatty acid and fatty acid ester-based defoaming agent is sorbitan monolaurate. The filler is kaolin.

[0036] Example 9 Example 9 of the present invention provides a herbicide composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P, wherein the dosage form of the herbicide composition is a granular wettable powder, and the raw materials for producing the granular wettable powder include 4% by mass of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 64% by mass of glufosinate-P, 5% by mass of an organic solvent, 3% by mass of a wetting agent, 10% by mass of a dispersant, 5% by mass of a disintegrant, and a filler to replenish up to 100% by mass. The dispersant is sodium lignosulfonate. The aforementioned wetting agent is sodium dodecylbenzenesulfonate. The aforementioned organic solvent is isopropyl alcohol. The aforementioned disintegrant is sodium alginate. The filler is kaolin.

[0037] Example 10 Example 10 of the present invention provides a herbicide composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P, wherein the dosage form of the herbicide composition is granules, and the raw materials for producing the granules include 0.8% by mass of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 16% by mass of glufosinate-P, 1% by mass of a wetting agent, 3% by mass of a dispersant, 1% by mass of an emulsifier, 10% by mass of an organic solvent, and a filler to replenish up to 100% by mass. The aforementioned dispersant is dispersant MF. The aforementioned wetting agent is SOPA 270. The emulsifier is phenylethylphenol polyoxyethylene polyoxypropylene ether produced by Nantong Chenrun Chemical Co., Ltd. The filler is kaolin. The aforementioned organic solvent is Mineral Spirits 150#.

[0038] Performance test methods 1. Indoor activity measurement test (1) Objective of the study: Under greenhouse potted conditions, the inhibitory effects of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, glufosinate-P, and various combinations thereof against Erigeron annuus were measured, and their combined effects were evaluated. The relevant results are shown in the table. 1 This will be shown. (2) Test Method: Erigeron annuus was used as the study subject, and organic soil (pH 6.7, organic matter content 1.59%) that had not been treated with herbicides was placed in a 22 × 15 × 10 cm plastic bowl. 20 seeds were sown evenly in each pot, and when the weeds grew to the 2-4 leaf stage, the stems and leaves were treated using a spray tower. Each treatment was repeated four times, and a blank control was set up. After the chemical solution dried, the test material was grown in a greenhouse. The damage to the weeds was observed 15 and 30 days after chemical application, and the fresh weight of the above-ground parts was measured. The toxicity of the chemical on the weeds was evaluated from the inhibition rate of the target weeds. For the evaluation method of the combined action of two components, the Gowing method for measuring combined action of compounded components in the Pesticide Laboratory Bioassay Guidelines was referred to. Live weight inhibition rate % = (Control live weight - Treated live weight) / Control live weight × 100 E0 = X + Y - XY / 100 In the above formula, E0 is the theoretically calculated growth inhibition rate after mixing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidin-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylic acid ethyl ester as a herbicide with glufosinate-P; X is the measured growth inhibition rate of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidin-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylic acid ethyl ester alone; and Y is the measured growth inhibition rate of glufosinate-P alone. When the measured growth inhibition rate after mixing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidin-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylic acid ethyl ester with glufosinate-P is denoted as E, if E - E0 ≥ 10, it represents a synergistic effect; if -10 < E - E0 < 10, it represents an additive effect; and if E - E0 ≤ -10, it represents an antagonistic effect.

[0039] 2. Field efficacy test Test agents: The formulations provided in Examples 1 to 5 were subjected to field tests. Control agents: 66% flumioxazin·glufosinate ammonium hydrate (commercially available) 40% sulfufenacil·glyphosate oil-based suspension concentrate (commercially available) Target weeds for control: Weeds in non-cultivated land. The weeds in the selected test farmland mainly include Gramineae weeds such as Japanese millet, barnyard grass, and cogongrass, and broadleaf weeds such as small galinsoga, Chinese lantern, and giant knotweed. Test method: According to the area of the test plots, various agents were accurately weighed, diluted with water, and uniformly sprayed using a knapsack sprayer. A fan-shaped nozzle dedicated to herbicides was used. During spraying, the chemical solution was uniformly dispersed within the test plots to ensure no overlapping spraying or spraying omission. Investigation: Weed death was observed 15 and 30 days after pesticide application, and the herbicidal activity of each treatment was compared. The results of the effectiveness are shown in the table. 2 and table 3 This will be shown.

[0040] [Table 1]

[0041] [Table 2]

[0042] [Table 3]

[0043] As shown in Tables 1-3, the present invention improves overall pest control effectiveness by using two types of active pesticide components in combination, significantly enhances immediate action, shows remarkable effects within 2 hours of application in hot climates, greatly extends the duration of action, further expands the weed control spectrum, and exhibits a remarkable synergistic effect in controlling grass weeds and broadleaf weeds. Furthermore, the mixed herbicide of the present invention is superior to single-agent use and is equivalent to or better than commercially available compound herbicides. In addition, the mixed herbicide of the present invention is advantageous in delaying the development of weed resistance.

Claims

1. A herbicidal composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P, The raw materials for its manufacture include at least 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P, The herbicide composition is characterized in that the mass ratio of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester to glufosinate-P is 1:(16-20), and the dosage form of the herbicide composition is at least one of microemulsion, emulsifier, oily suspension, granules, wettable powder, and wettable granules.

2. The weed control composition according to claim 1, characterized in that the raw materials for producing the herbicide composition further include at least one of a dispersant, wetting agent, disintegrant, emulsifier, antifreeze, defoaming agent, thickener, filler, organic solvent, and water.

3. The dosage form of the herbicide composition is a microemulsion, and the raw materials for producing the microemulsion are 0.5% to 2.0% by mass of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 8% to 40% by mass of glufosinate-P, 2% to 8% by mass of organic solvent, and 10% to 30% by mass of emulsifier. A herbicide composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P, characterized in that it contains 0.01% to 0.1% by mass of an antifoaming agent, 0.1% to 2% by mass of a thickening agent, 1% to 10% by mass of an antifreeze agent, and deionized water to replenish up to 100% by mass, as described in claim 2.

4. The dosage form of the herbicide composition is an emulsifier, and the raw materials for producing the emulsifier are 0.5% to 2.0% by mass of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 8% to 40% by mass of glufosinate-P, 2% to 8% by mass of organic solvent, 2% to 10% by mass of emulsifier, and 0.01% by mass of antifoaming agent. A herbicide composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P as described in claim 2, characterized in that it contains 0% to 0.1% by mass of a thickening agent, 0.1% to 2% by mass of a de-icing agent, 1% to 10% by mass of an antifreeze agent, and deionized water to replenish up to 100% by mass.

5. The dosage form of the herbicide composition is an oily suspension, and the raw materials for producing the oily suspension are 0.5% to 2.0% by mass of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 9% to 40% by mass of glufosinate-P, 4% to 10% by mass of wetting agent, 3% to 8% by mass of dispersant, and milk A herbicidal composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P as described in claim 2, characterized by containing 2% to 5% by mass of a toxicizing agent, 0% to 10% by mass of a thickening agent, 0% to 5% by mass of an antifoaming agent, and an organic solvent to replenish up to 100% by mass.

6. The dosage form of the herbicide composition is a wettable powder, and the raw materials for producing the wettable powder are 0.5% to 5.0% by mass of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 8% to 80% by mass of glufosinate-P, 0.5% to 5% by mass of organic solvent, and 1% to 3% by mass of wetting agent. A herbicidal composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P, characterized in that it contains 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P as described in claim 2.

7. The dosage form of the herbicide composition is a wettable granule, and the raw materials for producing the wettable granule are 2% to 4% by mass of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 5% to 85% by mass of glufosinate-P, 2% to 9% by mass of organic solvent, and 1% to 5% by mass of wetting agent. A herbicide composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P as described in claim 2, characterized by comprising 5% by mass of a dispersant, 5% to 20% by mass of a dispersant, 0% to 15% by mass of a disintegrant, and a filler to replenish up to 100% by mass.

8. The dosage form of the herbicide composition is granules, and the raw materials for producing the granules are 0.5% to 1.0% by mass of 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester, 8% to 20% by mass of glufosinate-P, 0.5% to 2% by mass of a wetting agent, and 1% to 4% by mass of a dispersant. A herbicidal composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P as described in claim 2, characterized in that it contains 0.5% to 2% by mass of an emulsifier, 5% to 15% by mass of an organic solvent, and a filler to replenish up to 100% by mass.

9. The use of a herbicide composition containing 3-(2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydropyrimidine-1(2H)-yl)phenyl)-5-methyl-4,5-dihydroisoxazole-5-carboxylate ethyl ester and glufosinate-P as described in claim 1, A use characterized by its application to control weeds in uncultivated land.