Weeding composition containing pyroxasulfone and pyribenzoxim

The combination of sulfopyrazosulfuron and pyrimimethoxam has solved the problems of herbicide resistance and limited spectrum of weeds in wheat fields, achieving efficient control of a variety of weeds and reducing the frequency of pesticide use and environmental impact.

CN121605976APending Publication Date: 2026-03-06HUBEI TAISHENG CHEM
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Patent Information

Application Number
CN202511507115.4
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-10-21
Publication Date
2026-03-06

AI Technical Summary

Technical Problem

Existing herbicides for wheat fields suffer from resistance issues, and a single herbicide cannot effectively kill multiple types of weeds simultaneously, increasing the frequency of pesticide use and environmental impact.

Method used

A suspension concentrate is prepared by using a compound composition of sulfopyrazosulfuron and pyrimisulfuron in a weight ratio of 0.1-10:1, with the addition of stabilizers, dispersants and solvents, for the control of weeds in wheat fields.

Benefits of technology

It improves weed control efficacy, broadens the weed control spectrum, reduces the amount of single active ingredient used, reduces environmental impact, extends the duration of effectiveness, and improves application efficiency.

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Abstract

The invention provides a weeding composition containing pyroxasulfone and pyribenzoxim, the weeding composition comprises an active component, the active component is a mixture of pyroxasulfone and pyribenzoxim, and the weight ratio of pyroxasulfone to pyribenzoxim is (0.1-10): 1. The stabilizing agent is selected from any one or a combination of more of polyethylene glycol 600 monooleate, polyethylene glycol 800 monooleate, polyethylene glycol 1000 monooleate and polyethylene glycol 600 dioleate. And the dispersing agent is selected from phosphate ester anionic surfactants of AEO-1P, AEO-3P, AEO-5P, AEO-9P and AEO-15P, and the dispersing agent is a phosphate ester anionic surfactant. According to the technical scheme, the lasting period of the herbicide is prolonged, and the use efficiency is improved.
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Description

Technical Field

[0001] This invention belongs to the agricultural field and relates to an improved herbicidal composition, particularly to a herbicidal composition containing sulfonylpyrazol and pyrimidine oxime. Background Technology

[0002] Wheat is an important food crop in China, ranking third in planting area after corn and rice. Weeds are a major enemy of wheat production, competing with wheat for fertilizer, water, and sunlight, seriously affecting wheat growth and development, leading to reduced yield and quality, and impacting overall wheat production and income. Effective weed control in wheat fields is one of the crucial measures to ensure high yield, high quality, and high economic benefits. In recent years, due to climate change, changes in farming practices, and the long-term and extensive use of single herbicides, weed infestations in wheat fields have worsened year by year. Statistics show that there are currently more than 100 types of weeds in my country's wheat fields, with more than 30 types causing serious damage to wheat, affecting approximately 30% of the total area. Wheat weeds are mainly divided into three categories: first, grasses such as barnyard grass, Japanese barnyard grass, barnyard grass, bulrush, hard grass, wild oats, and annual bluegrass; second, broadleaf weeds such as chickweed, cleavers, vetch, lambsquarters, speedwell, and shepherd's purse; and third, sedges. Chemical weed control is an important method for controlling weeds in wheat fields, but herbicides require advanced application techniques. Many herbicides suitable for wheat fields have been developed, but their weeding effects are limited, failing to kill multiple weed types simultaneously. This necessitates more frequent applications and increased pesticide usage. Therefore, there is an urgent need to develop a herbicide with broad-spectrum weed control to effectively manage weeds in wheat fields.

[0003] Pyroxasulfone is a novel, broad-spectrum, highly active pre-emergence soil-applied herbicide developed by Japan's Combinatorial Chemicals Co., Ltd. This herbicide belongs to the isoxazole class of herbicides and is a potential inhibitor of the biosynthesis of very long-chain fatty acids (VLCFAs) in plants. Pyroxasulfone is primarily used as a pre-emergence pretreatment agent, primarily controlling grasses and secondarily broadleaf weeds. It has many advantages: a wide range of applicable crops, including wheat, corn, peanuts, rice, soybeans, and cotton; environmental safety, and safety for both current and subsequent crops; and a residual effect of approximately 28 days.

[0004] Pyrimidine oxime is a novel oxime ester compound developed by LG Chem of South Korea. It is a broad-spectrum selective herbicide primarily used for weed control in rice, common wheat, and Zoysia japonica fields. As an acetolactate synthase (ALS) inhibitor, this herbicide works by inhibiting weed growth, causing complete weed death approximately two weeks after application. Its selective activity is concentrated in the post-emergence stage, effectively controlling barnyard grass, Alopecurus aequalis, and other grassy and broadleaf weeds, with high crop safety.

[0005] However, the application of single herbicides often faces problems such as the development of resistance and limited weed control spectrum. Compound herbicides, by combining active ingredients with different mechanisms of action, can not only expand the weed control range but also reduce application costs and effectively delay the development of resistance. Therefore, developing patents for a compound of sulfopyrazosulfuron and pyrimimethoxam has significant practical implications.

[0006] While the herbicide proposed in this paper can improve herbicidal efficacy, it also has the following drawbacks: First, pyrimimethoxam is a photoactive herbicide that requires light to function. This experiment was conducted only under light conditions, so the conclusion can only be drawn that the herbicide is more effective in areas with sufficient sunlight. Second, the verification experiment only used jointed goatgrass as a single weed, and no other verification was conducted on the herbicidal efficacy of other weeds in wheat fields. Summary of the Invention

[0007] The purpose of this invention is to provide a compound composition containing sulfonylpyrazol and pyrimimethoxam to address the problem of herbicide resistance in existing wheat fields. This composition can effectively improve weed control and reduce environmental impact. A herbicidal composition comprising sulfonylpyrazine and pyrimimethoxam, the herbicidal composition comprising an active ingredient, wherein the active ingredient is a mixture of sulfonylpyrazine and pyrimimethoxam, wherein the weight ratio of sulfonylpyrazine to pyrimimethoxam is 0.1-10:1.

[0008] In some preferred cases, the weight ratio of sulfonylpyrazol to pyrimisulfuron is 0.3-3:1.

[0009] The composition also includes additives, including stabilizers, dispersants, and solvents.

[0010] The stabilizer is selected from any one or a combination of polyethylene glycol 600 monooleate, polyethylene glycol 800 monooleate, polyethylene glycol 1000 monooleate, and polyethylene glycol 600 dioleate.

[0011] The dispersant is selected from phosphate ester anionic surfactants such as AEO-1P, AEO-3P, AEO-5P, AEO-9P, and AEO-15P.

[0012] The solvent is selected from one of glycerol, toluene, petroleum ether, ethyl acetate, and acetonitrile.

[0013] The active ingredient in the herbicidal composition has a mass percentage content of 10%-90%.

[0014] More preferably, the active ingredient in the herbicidal composition has a mass percentage content of 20%-80%.

[0015] The mass percentages of stabilizers, dispersants, and solvents are 1-30%, 1-30%, and 1-30%, respectively.

[0016] In some embodiments, the composition of the present invention further contains water, wherein the amount of water added is 1-80%.

[0017] The application of the herbicidal composition containing sulfonylpyrazol and pyrimimethoxam in the control of weeds in wheat fields.

[0018] The weeds mentioned in the wheat field are jointed goatgrass, large spike amaranth, and other grassy and broadleaf weeds.

[0019] The compound composition of the present invention has the following advantages: 1. It improves the weeding effect and can effectively control broadleaf weeds and grass weeds; 2. It broadens the weeding spectrum and has a synergistic effect on a variety of weeds; 3. It reduces the amount of single active ingredient used and reduces the impact on the environment; 4. It prolongs the residual effect of the herbicide and improves the efficiency of use. Detailed Implementation

[0020] To make the objectives, technical solutions, and advantages of this invention clearer and more concise, the invention is described below with specific embodiments, but the invention is by no means limited to these examples. The following descriptions are merely some embodiments of the invention and are used only to describe the invention; they should not be construed as limiting the scope of the invention. It should be noted that any modifications, equivalent substitutions, and improvements made within the spirit and principles of this invention should be included within the scope of protection of this invention. Therefore, the patent protection of this invention should be determined by the appended claims.

[0021] The present invention will be described in detail below with reference to specific embodiments.

[0022] Example 1: A herbicidal composition containing 20% ​​active ingredients of sulfonylpyrazole and pyrimimethoxam, per 100g, consists of 8g of sulfonylpyrazole, 12g of pyrimimethoxam (the weight ratio of sulfonylpyrazole to pyrimimethoxam is 1:1.5), 2g of polyethylene glycol 600 monooleate, 5g of glycerol, 1g of AEO-5P, and water to a final volume of 100g. The mixture is prepared as a suspension herbicidal composition 1 by high-speed shearing, wet sand milling (using a wet ball mill, the same below), homogenization filtration, and no obvious sedimentation.

[0023] Example 2: A herbicidal composition containing 20% ​​active ingredients of sulfonylpyrazole and pyrimimethoxam, wherein per 100g, there are 10g of sulfonylpyrazole, 10g of pyrimimethoxam (the weight ratio of sulfonylpyrazole and pyrimimethoxam is 1:1), 2g of polyethylene glycol 800 monooleate, 5g of glycerol, 1g of AEO-9P, and water to make up to 100g, is prepared as a suspension herbicidal composition 2 after high-speed shearing, wet sand milling, homogenization and filtration, with no obvious sedimentation.

[0024] Example 3: A herbicidal composition containing sulfonylpyrazole and pyrimimethoxam at 20% active ingredients, comprising 15g sulfonylpyrazole, 5g pyrimimethoxam (sulfonylpyrazole and pyrimimethoxam weight ratio of 3:1), 2g polyethylene glycol 1000 monooleate, 5g glycerol, 1g AEO-15P, and water to a final volume of 100g per 100g, is prepared as a suspension herbicidal composition 3 after high-speed shearing, wet sand milling, homogenization and filtration, with no obvious sedimentation.

[0025] Example 4: A herbicidal composition containing sulfonylpyrazole and pyrimimethoxam with an active ingredient content of 40% is prepared per 100g. The composition consists of 16g ​​of sulfonylpyrazole, 24g of pyrimimethoxam (the weight ratio of sulfonylpyrazole to pyrimimethoxam is 1:1.5), 2g of polyethylene glycol 600 dioleate, 5g of glycerol, 1g of AEO-3P, and water to a final volume of 100g. After high-speed shearing, wet milling, homogenization and filtration, a suspension herbicidal composition 4 is prepared, with no obvious sedimentation.

[0026] Example 5: A herbicidal composition containing sulfonylpyrazole and pyrimisulfuron with an active ingredient content of 60% is prepared per 100g. This composition contains 15g of sulfonylpyrazole, 45g of pyrimisulfuron (sulfonylpyrazole to pyrimisulfuron weight ratio of 1:3), 2g of polyethylene glycol 600 monooleate, 1g of polyethylene glycol 600 dioleate, 5g of glycerol, 1g of AEO-1P, and water to a final volume of 100g. After high-speed shearing, wet milling, homogenization, and filtration, a suspension herbicidal composition 5 is prepared, showing no obvious sedimentation.

[0027] Comparative Example 1: Similar to Example 1, a herbicidal composition of sulfonylpyrazole and pyrimimethoxam with an active ingredient content of 20% was prepared. In every 100g, there were 20g of sulfonylpyrazole, 5g of glycerol, 1g of AEO-5P, and water was added to make up to 100g. After high-speed shearing, wet sand milling, homogenization and filtration, a suspension herbicidal composition 6 was prepared with no obvious sedimentation.

[0028] Comparative Example 2: Similar to Example 2, a herbicidal composition of sulfonylpyrazol and pyrimimethoxam with an active ingredient content of 20% was prepared. In every 100g, there were 20g of pyrimimethoxam, 2g of polyethylene glycol 800 monooleate, 5g of glycerol, and water to make up to 100g. After high-speed shearing, wet sand milling, homogenization and filtration, a suspension herbicidal composition 7 was prepared with no obvious sedimentation.

[0029] Comparative Example 3: Similar to Example 3, a herbicidal composition of sulfonylpyrazole and pyrimimethoxam with an active ingredient content of 20% was prepared. Per 100g, there were 15g of sulfonylpyrazole, 5g of pyrimimethoxam (the weight ratio of sulfonylpyrazole to pyrimimethoxam was 3:1), 2g of fatty alcohol polyoxyethylene ether, 5g of glycerol, 1g of sodium lignosulfonate, and water to make up to 100g. After high-speed shearing, wet sand milling, homogenization and filtration, a suspension herbicidal composition 8 was prepared with no obvious sedimentation.

[0030] The performance indicators of various suspending agents of this invention were determined.

[0031] Test method: The stability of cold and hot storage is based on GB_T 19137-2003 (cold storage) and GB_T 19136-2021 (hot storage).

[0032] Table 1. Determination of energy indicators of various herbal suspensions in embodiments of the present invention.

[0033] Drug efficacy verification test 1. Experimental objective: To evaluate the herbicidal activity of the composition of the present invention against the main target weed, jointed goatgrass.

[0034] 2. Test reagents: The composition of the present invention 3. Experimental Design: Compositions 1-8 from Examples 1 to 8 were used, with one blank control included, for a total of 9 treatments. The experiments were repeated 3 times.

[0035] 4. Experimental Method: Using a greenhouse pot method, soil was filled to 2 / 3 of the pot (11 cm in diameter, 9 cm in height, with a hollow bottom). An appropriate amount of germinated jointed goatgrass seeds (showing white tips) were evenly scattered in each pot, and a thin layer of fine soil was used to just cover the seeds. Watering was done by bottom irrigation. After treatment with the eight agents of this invention, the plants were placed in a greenhouse for cultivation, with an average daily temperature of 25–32 °C, relative humidity of 60%–80%, and approximately 12 hours of light per day. Water was added regularly to keep the soil moist. The experiment without treatment served as a blank control. 21 days after treatment, the fresh weight of the above-ground portion of the jointed goatgrass in each treatment was weighed, and the fresh weight inhibition rate was calculated using the formula: Fresh weight inhibition rate (%) = [(Fresh weight of control group - Fresh weight of treatment group) / Fresh weight of control group] * 100%.

[0036] 5. Test Results: Table 2 Weed Control Effectiveness Data

[0037] The experimental results show that the herbicidal combination of sulfonylpyrazole and pyrimiflunomide has excellent control efficacy against the target weeds. Compared with sulfonylpyrazole and pyrimiflunomide alone, the combined treatment of sulfonylpyrazole and pyrimiflunomide has a significant synergistic effect on jointed goatgrass. It should be noted that this efficacy test only targeted jointed goatgrass; the herbicidal effect on other weeds in wheat fields has not yet been further verified.

Claims

1. A herbicidal composition comprising pyroxasulfone and pyriminobac-methyl, characterized in that: The herbicidal composition comprises active ingredients, the active ingredients are a mixture of furilazole and pyriminobac-methyl, the weight ratio of furilazole and pyriminobac-methyl is 0.1-10:

1.

2. The herbicidal composition containing pyroxasulfone and pyriminobac-methyl according to Claim 1, characterized by: The composition further comprises auxiliary agents, the auxiliary agents comprise stabilizers, dispersants, solvents.

3. The herbicidal composition containing pyroxasulfone and pyriminobac-methyl according to claim 2, characterized by: The stabilizers are selected from any one or a combination of polyethylene glycol 600 monooleate, polyethylene glycol 800 monooleate, polyethylene glycol 1000 monooleate, polyethylene glycol 600 dioleate.

4. The herbicidal composition containing pyroxasulfone and pyriminobac-methyl according to Claim 2, characterized by: The dispersants are selected from phosphate anionic surfactants of AEO-1P, AEO-3P, AEO-5P, AEO-9P, AEO-15P.

5. The herbicidal composition containing both pyroxasulfone and pyriminobac-methyl according to claim 2, characterized by: The solvents are selected from one of glycerol, toluene, petroleum ether, ethyl acetate, acetonitrile.

6. The herbicidal composition containing pyroxasulfone and pyriminobac-methyl according to claim 2, characterized by: The mass percentage of the active ingredients in the herbicidal composition is 10%-90%.

7. The herbicidal composition containing pyroxasulfone and pyriminobac-methyl according to claim 2, characterized by: The mass percentage of the active ingredients in the herbicidal composition is 20%-80%.

8. The herbicidal composition containing pyroxasulfone and pyriminobac-methyl according to claim 2, characterized by: The mass percentages of the stabilizers, dispersants, solvents are 1-30%, 1-30%, 1-30%.

9. The herbicidal composition containing furilazole and pyriminobac-methyl according to any one of claims 1-8 for use in controlling weeds in wheat fields.

10. Use according to claim 5, characterized in that: The weeds in the wheat fields are gramineous weeds such as Aegilops squarrosa, Alopecurus pratensis, and broadleaf weeds.