A herbicidal composition comprising topramezone and uses thereof

By combining bensulfuron-methyl with cyclopyridazine or cyclopyridazine, the problem of weed resistance after herbicide application has been solved, achieving higher control efficacy and lower cost, and expanding the weed control spectrum.

CN122139749APending Publication Date: 2026-06-05JILIN AGRI SCI & TECH COLLEGE

Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
JILIN AGRI SCI & TECH COLLEGE
Filing Date
2026-01-30
Publication Date
2026-06-05

AI Technical Summary

Technical Problem

After long-term use, existing herbicides can lead to the development of resistance in weeds, resulting in reduced efficacy. New herbicide compositions are needed to improve efficacy and reduce the risk of resistance.

Method used

By combining phenylpropargyl with cyclopyridazine or cyclopyridazine to form a herbicidal composition, the efficacy of the herbicide is improved through synergistic effects, and the amount of herbicide used alone is reduced.

Benefits of technology

It improves control efficacy at the same application rate, delays the risk of weed resistance, reduces costs, and broadens the spectrum of weed control.

✦ Generated by Eureka AI based on patent content.

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Abstract

The application provides a herbicidal composition containing benziproxon and application, wherein the active component of the herbicidal composition comprises active component A and active component B; the active component A is benziproxon; the active component B is selected from one of pyrithiobac-acid and dithiopyr; and the weight ratio of the active component A and the active component B is 100:1-1:100. The herbicidal composition containing benziproxon has a synergistic effect in weed control, improves the weed control effect of the pesticide, reduces the amount of the pesticide, lowers the cost, and can delay the emergence of weed resistance.
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Description

Technical Field

[0001] This invention belongs to the field of pesticides, and in particular relates to a herbicidal composition containing benzo[a]chlor and its application. Background Technology

[0002] Of the more than 300,000 plant species in the world, there are more than 30,000 weeds, accounting for about one-tenth of the total number of plants. Among them, about 1,800 weed species cause varying degrees of damage to agricultural production each year.

[0003] Weeds exhibit diverse biological characteristics, including multiple dispersal methods, strong reproductive and regeneration capabilities, short life cycles, high resistance to adverse conditions, and high photosynthetic efficiency. The main harms of weeds in farmland include: competing with crops for nutrients, water, sunlight, and space; hindering ventilation and light penetration in the field; raising local air temperatures; some weeds serving as intermediate hosts for pests and diseases, causing or exacerbating their occurrence; and parasitic weeds directly absorbing nutrients from crops, thus reducing crop yield and quality. Furthermore, some weeds contain toxins in their seeds or pollen, which can cause poisoning in humans and animals.

[0004] my country has a vast territory, spanning tropical, subtropical, warm temperate, temperate, and cold temperate zones from north to south. Climate, soil, and environmental conditions vary greatly across regions, resulting in a wide variety of crops. Through long-term natural selection and production processes, complex weed communities have formed, with a great diversity of weed species. According to Tang Hongyuan's "Chinese Farmland Weeds," there are 580 species of farmland weeds in my country, belonging to 77 families; among them, 77 species belong to the Asteraceae family (13%), 66 species to the Poaceae family (11%), 35 species to the Cyperaceae family (6%), and others to the Lamiaceae family (28 species), Fabaceae family (27 species), Polygonaceae family (27 species), Brassicaceae family (25 species), Chenopodiaceae family (18 species), Scrophulariaceae family (18 species), Caryophyllaceae family (14 species), Rosaceae family (13 species), and Apiaceae family (12 species), among others. Based on ecological characteristics, 129 species (22%) are found in paddy fields; 427 species (74%) in dryland fields; and 24 species (4%) can appear in both paddy and dryland fields. Based on biological characteristics, there are 278 species of annual weeds, accounting for 48%; 243 species of perennial weeds, accounting for 42%; and 59 species of biennial weeds, accounting for 10%.

[0005] According to the Food and Agriculture Organization of the United Nations (FAO), weeds cause up to $95 billion in food losses worldwide each year. At current food prices, this is equivalent to 380 million tons of wheat, and 70% of these losses occur in developing countries.

[0006] In the early 1980s, the National Plant Protection Station organized a weed survey, which identified 255 species of weeds in my country's farmland. Of these, 17 were highly damaging, 37 were widely distributed, and 24 were regionally severe. The affected farmland area was approximately 43 million hectares, with 10 million hectares severely affected. The average yield reduction was 13%–14%, and it was estimated that weed damage would reduce grain production by 17.5 million tons annually. Specifically, wheat was affected on 10 million hectares, resulting in a yield reduction of 4 million tons; cotton was affected on 2.2 million hectares, resulting in a cotton yield reduction of 25.15 million tons; and soybeans were affected on 2 million hectares, resulting in a soybean yield reduction of 500,000 tons.

[0007] Weeds are a major factor leading to reduced grain production. To solve this problem, a series of measures are needed, including agricultural measures, physical measures, biological control, and chemical measures.

[0008] Chemical weed control, with its advanced, rapid, economical, and efficient nature, has become an essential condition for modern agriculture. However, as herbicides have entered the agricultural ecosystem, weeds in the fields have begun to gradually undergo ecological, biochemical, or genetic adaptive changes. The first resistant weed, wild carrot (Daucus carota L.), was discovered in 1956. By 2018, there were 495 cases (biotypes) of resistant weeds globally, involving 255 weed species. In China, from the first report of weed resistance in 1992 to 2018, 44 cases of resistance have been reported.

[0009] On November 19, 2023, at the 37th China Plant Protection Trade Fair's "Summit Forum and Information Release Conference," the National Agricultural Extension Center released the following information: For paddy field weeds, in high-resistance areas of Northeast China and the middle and lower reaches of the Yangtze River, the use of penoxsulam and quinclorac for barnyard grass control should be suspended. Alternate between these herbicides such as oxadiazon and fluthiamethoxam. For wheat field weeds, in high-resistance areas, the use of bensulfuron-methyl for controlling shepherd's purse, clodinafop-propargyl for controlling barnyardgrass, and quizalofop-p-ethyl for controlling Japanese barnyardgrass should be suspended. Pre-sowing soil sealing with herbicides such as sulfadiazon, pyrifluquinazon, and fluthiamethoxam is recommended.

[0010] In 2007, penoxsulam achieved good results in its application and promotion on rice. The initial dosage of 25 g / L penoxsulam EC was 40 ml / mu (667 square meters). After more than ten years of promotion and application, the dosage was increased to 60 ml / mu, then 80 ml / mu, then 100 ml / mu, and finally 120 ml / mu, an increase of 1-3 times. Field observations showed that at a dosage of 100-120 ml / mu, it severely inhibited rice plant height and fresh weight, but its efficacy against barnyard grass was very low, especially against resistant barnyard grass in cold-region rice, showing virtually no effect at the 4-leaf stage and after tillering. (Note: The last sentence about dichloroquine appears unrelated and likely refers to a different product.) Since its registration in 2007 and its widespread use in paddy fields, quinclorac acid has been widely recognized by rice farmers. For example, 50% quinclorac acid wettable powder is used at 50g / mu in northern regions. Due to continuous use, the dosage has been increasing year by year. When the dosage is 70-90g / mu, some rice plants cannot head normally, and the control effect on barnyard grass in the field is getting lower and lower. Resistant barnyard grass has become one of the dominant weeds in northern paddy fields. Pyrazosulfuron and quinclorac acid have developed resistance to resistant barnyard grass in paddy fields. Therefore, the demand for new compound herbicides is increasing day by day. At the same time, reasonable mixing with herbicides with different mechanisms of action is a requirement for production development.

[0011] Benzoate is a cyclohexanedione oxime herbicide and a novel acetyl-CoA carboxylase (ACCase) inhibitor with a cyclohexenone (DIM) structure. It is highly effective against barnyard grass, Echinochloa crus-galli, Paspalum distichum, and Setaria viridis. Benzoate does not exhibit cross-resistance with penflusulfonamide, cyhalofop-butyl, oxazolidinyl, or quinclorac.

[0012] One of the more effective methods for addressing the development of weed resistance at present is to combine new herbicide varieties that have not developed resistance or whose resistance is not obvious with existing pesticide varieties. The goal is to improve control efficacy and reduce the risk of resistance to new compound herbicides. This invention studies the combination of benzo[a]chlor with other herbicides, which on the one hand reduces the amount of pesticide applied, and on the other hand reduces the resistance of weeds to older herbicide varieties. Summary of the Invention

[0013] To achieve the above objectives, the present invention provides a herbicidal composition comprising benzprobone, wherein the active components of the herbicidal composition include active component A and active component B, wherein active component A is benzprobone, and active component B is cyclopyridazine or cyclopyridazine, and the weight ratio of active component A to active component B is 100:1 to 1:100 (or expressed as 100:1 to 1:100).

[0014] Preferably, in the above-mentioned herbicidal composition, the weight ratio of active component A to active component B is 50:1 to 1:50; more preferably, the weight ratio of active component A to active component B is 25:1 to 1:25; and even more preferably, the weight ratio of active component A to active component B is 10:1 to 1:10.

[0015] In the above-mentioned herbicidal composition, the herbicide feproxydim, with the Chinese chemical name 2-[1-[[(2R)-2-(4-chlorophenoxy)propoxy]imino]butyl]-5-[2-(ethylthio)propyl]-3-hydroxy-2-cyclohexen-1-one, is an ACCase inhibitor (DIM) compound and a cyclohexenone herbicide. It is effective in controlling gramineous weeds in paddy fields that have developed resistance to ALS inhibitors, ACCase inhibitors, and hormone-based herbicides. It is particularly effective against barnyardgrass, Echinochloa crus-galli, Paspalum distichum, and Setaria viridis. It exhibits no cross-resistance with penoxsulam, cyhalofop-butyl, oxazolidinyl, or quinclorac, and can be used as an effective tool for resistance management. The structural formula of feproxydim is as follows (I): Formula (I) In the above-mentioned herbicidal composition, cyclopyrimorate (chemical name: 6-chloro-3-(2-cyclopropyl-6-methylphenoxy)pyridazine-4-ylmorpholine-4-carboxylate) is a phenoxypyridazine herbicide discovered and developed by Mitsui Chemicals AGRO Corporation of Japan. It is a solanesyltransferase (HST) inhibitor. Cyclopyrimorate primarily controls broadleaf weeds and sedges in cereal and rice fields, including weeds resistant to ALS inhibitors. It is a prime example of albino herbicides and effectively controls barnyard grass, foxtail grass, watercress, cleavers, speedwell, fireweed, arrowhead, wild yam, velvetleaf, chickweed, and shepherd's purse. Cyclopyrimorate can be used simultaneously in various rice fields, including direct-seeded and transplanted rice, exhibiting high safety for rice and a long-lasting effect. The structural formula of cyclopyridazine is as follows (II): Equation (II) In the above-mentioned herbicidal composition, cyclopyranil is a pyrazole herbicide developed by Kyoyu Agri Co., Ltd. of Japan, with a mechanism of action as a protoporphyrinogen oxidase (PPO) inhibitor. Cyclopyranil is effective against a variety of annual and perennial weeds, and has a good control effect on broadleaf weeds, grass weeds, sedges in paddy fields, as well as black nightshade, velvetleaf, ragweed, annual privet, purslane, speedwell, crabgrass, and lambsquarters in dryland crops; it also has high activity against older weeds and sulfonylurea-resistant weeds. It can be applied as a soil treatment or as a foliar spray. The structural formula of cyclopyranil is as follows (III): Formula (III) Preferably, in the above-mentioned herbicidal composition, the active component B is cyclopyridazine, and the weight ratio of the active component A to the active component B is 50:1 to 1:50. Preferably, the weight ratio of benzo[a]propargyl to cyclopyridazine is 25:1 to 1:25.

[0016] Preferably, in the above-mentioned herbicidal composition, the weight ratio of bensulfuron-methyl to cyclopyridazine is 25:1 to 1:25, and more preferably, the weight ratio of bensulfuron-methyl to cyclopyridazine is 10:1 to 1:10.

[0017] Preferably, in the above-mentioned herbicidal composition, the weight ratio of phenylpropargyl to cyclopyridazine is 1:1 to 1:10, that is, 1:1, 1:2, 1:3, 1:4, 1:5, 1:6, 1:7, 1:8, 1:9 or 1:10.

[0018] Preferably, in the above-mentioned herbicidal composition, the weight ratio of phenylpropargyl to cyclopyridazine is 1:5 to 1:10, that is, 1:5, 1:6, 1:7, 1:8, 1:9 or 1:10.

[0019] Preferably, in the above-mentioned herbicidal composition, the active component B is cyclopyridazine, the weight ratio of the active component A to the active component B is 50:1 to 1:50, and the weight ratio of the herbicides to cyclopyridazine is 25:1 to 1:25.

[0020] Preferably, in the above-mentioned herbicidal composition, the weight ratio of bensulfuron-methyl to cyclopyridazine is 10:1 to 1:10, more preferably, the weight ratio of bensulfuron-methyl to cyclopyridazine is 10:1 to 1:5, and more preferably, the weight ratio of bensulfuron-methyl to cyclopyridazine is 10:1, 9:1, 8:1, 7:1, 6:1, 5:1, 4:1, 3:1, 2:1, 1:1, 1:2, 1:3, 1:4 or 1:5.

[0021] Preferably, in the above-mentioned herbicidal composition, the weight ratio of bensulfuron-methyl to cyclopyridazine is 5:1 to 1:1. More preferably, the weight ratio of bensulfuron-methyl to cyclopyridazine in the above-mentioned herbicidal composition is 5:1, 4:1, 3:1, 2:1, or 1:1.

[0022] Preferably, in the above-mentioned weeding composition, the weeding composition is a herbicide, and the herbicide further comprises agricultural adjuvants and agricultural carriers; the sum of the weights of active component A and active component B accounts for 1 to 99% of the weight of the herbicide.

[0023] Preferably, the sum of the weights of active component A and active component B accounts for 10-80% of the weight of the herbicide.

[0024] Preferably, the sum of the weights of active component A and active component B accounts for 10-70% of the weight of the herbicide.

[0025] Preferably, in the above-mentioned herbicidal composition, the herbicide is formulated as a powder, granule, large granule, fine granule, microparticle, microcapsule granule, wettable powder, oil-dispersible powder, water-dispersible granule, dispersible tablet, effervescent tablet, sustained-release agent, soluble powder, soluble granule, soluble tablet, soluble solution, aqueous solution, oil, film-spreading oil, ultra-low volume liquid, emulsifiable concentrate, dispersible liquid, water emulsion, oil emulsion, microemulsion, suspension concentrate, microcapsule suspension, oil suspension, suspension emulsion, electrostatic spray liquid, tank mix, liquid-solid tank mix, liquid-liquid tank mix, solid-solid tank mix, pesticide film, ultra-low volume liquid or electrostatic oil, as well as nano-pesticides, such as nano-suspension concentrates, etc.

[0026] Preferably, in the above-mentioned herbicidal composition, the herbicide is formulated as a wettable powder, emulsifiable concentrate, suspension concentrate, oil suspension concentrate, microcapsule, microemulsion, water emulsion, suspension emulsion, water-dispersible granules, microcapsule suspension, ultra-low volume liquid, or nano-suspension.

[0027] Preferably, in the above-mentioned herbicidal composition, the adjuvant is one or more of the following: diluent, emulsifier, dispersant, safener, protective colloid, adhesive, glue, thickener, antifreeze, defoamer, thixotropic agent, penetrant, stabilizer, masking agent, multivalent chelating agent, or complexing agent.

[0028] Preferably, the diluent is a liquid diluent or a solid diluent, wherein the liquid diluent is toluene, xylene, cyclohexane, mineral oil, vegetable oil, butanol, ethylene glycol, methyl ethyl ketone, methyl isobutyl ketone, dimethylformamide, dimethyl sulfoxide, water, etc., and the solid diluent is diatomaceous earth, magnesium aluminum silicate, activated clay, kaolin, clay, gypsum, bentonite, precipitated silica, light calcium carbonate, limestone, sawdust, corn starch, or soluble starch.

[0029] Preferably, the emulsifier is anionic and / or nonionic emulsifier, such as alkylphenol polyoxyethylene ether, polyoxyethylene fatty acid ester, polyoxyethylene fatty alcohol ether, polyoxyethylene fatty amine, alkylphenol polyethylene glycol ether, etc.

[0030] Preferably, the dispersant is an alkyl naphthalene sulfonate, a naphthalene sulfonate formaldehyde condensate, methyl cellulose, etc. Examples include sodium lignosulfonate, calcium lignosulfonate, sodium naphthalene sulfonate formaldehyde condensate, and sodium methylene naphthalene sulfonate.

[0031] Preferably, the thickener is a polysaccharide (e.g., xanthan gum, carboxymethyl cellulose), inorganic clay (organically modified or unmodified), polycarboxylate, or silicate.

[0032] Preferably, the antifreeze is ethylene glycol, propylene glycol, urea or glycerin.

[0033] Preferably, the defoamer is a polysiloxane, a long-chain alcohol, or a fatty acid salt.

[0034] Preferably, the adhesive is polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, polyacrylate, or cellulose ether.

[0035] Preferably, the safener is at least one of the following: furazolidone, bis(oxazolyl) acid, ethyl bis(oxazolyl) acid, dichloroacetamide, oxime ether, carboxylic acid derivative, sulfonic acid derivative, oxazole, thiazole and other heterocyclic compounds, ketones and their derivatives.

[0036] The present invention also provides the use of the above-mentioned herbicidal composition in controlling the germination or growth of weeds in crops, wherein the weeds are barnyard grass, crabgrass, duckweed, arrowhead, lambsquarters, shepherd's purse, laver, speedwell, jointed greens, double-spike paspalum or purslane; wherein the crops are wheat, barley, rye, triticale, oats, corn, rice, soybean, peanut, potato, sugar beet, sugarcane, cotton, flax, sorghum, tiger nuts, pasture or lawn, or the above-mentioned use is for direct-seeded rice, tiger nuts or ula, weeding between rows of peony flowers or forest weeding, etc., preferably, the weeds are barnyard grass, crabgrass, duckweed, arrowhead, jointed greens or speedwell, preferably, the crops are direct-seeded rice, tiger nuts or ula, and weeding between rows of peony flowers, etc.

[0037] In addition to the weeds mentioned above, it can also be used to control other weeds, including other grass weeds, sedges, broadleaf weeds, etc.

[0038] The herbicidal composition described in this invention can be applied in a conventional manner using techniques well known to those skilled in the art. Application methods include, but are not limited to, application to weeds or their growing areas, such as application to areas adjacent to plants (e.g., peonies), and application before, after, or on leaves (dispersal, directional, strip, fixed-point, mechanical, etc.), as well as application by manual, mechanical, tractor, or aerial (airplane, helicopter, drone) methods, particularly application by agricultural drones.

[0039] The present invention also provides a method for controlling weed germination or weed growth, wherein the method involves applying active component A and active component B of the above-mentioned weed control composition together or sequentially to the weeds or their growth sites to control weed germination or growth.

[0040] If the herbicidal composition is applied to the soil surface after sowing but before emergence, it can effectively control weed germination, or effectively control weed damage during the weed growth period, especially when weeds are at the 2-5 leaf stage, 15-30 days after application.

[0041] Specifically, the herbicidal composition is added to irrigation equipment and applied to weeds or their growing areas using ground or aerial dusters, sprayers, or granulators, including existing fertigation drip irrigation systems. Application methods can be selected based on actual conditions, such as foliar application, soaking, spraying, or dusting. During application, it can be diluted using conventional methods, such as diluting wettable powders, emulsifiable concentrates, dispersants, and water-dispersible granules with water; for soil application, granules, broadcast granules, and spray solution formulations are also available.

[0042] The herbicidal composition of the present invention has a synergistic effect, reduces the application amount of a single herbicide, improves the control efficacy at the same application amount, prevents varieties tolerant or resistant to single or multiple herbicides, extends the application period and / or reduces the number of individual applications required; thus obtaining a more economically and ecologically advantageous weed control system.

[0043] The application rate of active ingredient A can vary over a wide range, for example, from 0.1 g ai / ha to 1000 g ai / ha (hereinafter, ai / ha means "active substance per hectare"; based on 100% purity of the active compound). When applied at rates from 0.1 g ai / ha to 1000 g ai / ha, active ingredient A has a relatively broad spectrum of weed control, effective against annual and perennial monocot or dicot broadleaf weeds, grasses, sedges, and unwanted plants, when applied pre-sowing, pre-planting, or pre- and post-emergence. The application rate of active ingredient B can also vary over a wide range, for example, from 1 g ai / ha to 5000 g ai / ha, and it also has a relatively broad spectrum of weed control.

[0044] Compared with the prior art, the present invention has the following advantages: The herbicidal composition of the present invention has a synergistic effect with cyclopyridazine and cyclopyridazine in weed control, which improves the efficacy against weeds, reduces the amount of pesticides used, lowers costs, and can delay the risk of weed resistance. Detailed Implementation

[0045] Unless otherwise defined, the technical terms used in the following embodiments have the same meanings as commonly understood by those skilled in the art. Unless otherwise specified, the test reagents used in the following embodiments are conventional biochemical reagents; and the test methods, unless otherwise specified, are conventional methods.

[0046] 1. Preparation method of herbicidal composition containing benzo[a]chlor: Dissolve the required amount of active component in acetone to prepare a stock solution with a mass percentage concentration of 10%, and then dilute it to the required concentration with an aqueous solution containing 0.1% Tween-80.

[0047] For a single herbicide, for example, component A is applied at a rate of 100g ai / ha, and diluted according to the amount of herbicide solution used per mu (667 square meters) is 30kg (approximately 30L in volume).

[0048] The dosage of component A is 6.67g per acre, which is dissolved in 60.03g of acetone, then diluted with an aqueous solution containing 0.1% Tween-80, and finally measured to 30kg (approximately 30L) for use. This solution was used for spraying experiments in potted plants.

[0049] For compound herbicides: Component A is 100g ai / ha, and component B is 1g ai / ha. Mix 100g of component A and 1g of component B thoroughly to obtain 101g of compound herbicide. Dilute according to the herbicide application rate of 30kg (approximately 30L) per mu (667 square meters). The total dosage of components A and B per mu is 6.73g (taken from the above 101g of thoroughly mixed herbicide). Dissolve in 60.57g of acetone, then dilute with an aqueous solution containing 0.1% Tween-80, and finally measure to 30kg (approximately 30L) for application. This solution was used for spraying experiments in pot trials.

[0050] 2. Experimental methods for biological testing: In an indoor pot experiment, different types of weed seeds were directly sown in 30cm diameter pots. Soil was first added to 5cm of the pot's rim, and the seeds were evenly sown. Then, a 2cm layer of soil was added, and soil moisture was maintained by bottom watering. The pots were placed in a 25℃ constant temperature incubator with 65% relative humidity. Before testing, thinning was performed to ensure 35–45 plants per pot, with over 5000 pots per treatment. When the weeds reached the 3–4 leaf stage, foliar spraying was applied, with 6 pots per treatment, and each treatment replicated 4 times. After 21 days of foliar spraying using an automatic spray tower, the above-ground parts of the plants were weighed. The control treatment was treated simultaneously with the same mass of water, and the fresh weight inhibition rate was calculated.

[0051] Fresh weight inhibition rate (%) = [(fresh weight of surviving weeds in the control area (g) - fresh weight of surviving weeds in the treatment area (g)) / fresh weight of surviving weeds in the control area (g)] × 100.

[0052] Evaluation method for combined effects: Gowing method.

[0053] The theoretical value of fresh weight inhibition rate, E0, is calculated as follows: E0 = X + Y (X * Y / 100) X represents the fresh weight inhibition rate of component A, and Y represents the fresh weight inhibition rate of component B.

[0054] The theoretical value (E0) of fresh weight inhibition rate was compared with the observed value (E) of fresh weight inhibition rate to evaluate the combined effect of the two on weeds. When the E-E0 value was greater than 10%, it was a synergistic effect; when it was less than -10%, it was an antagonistic effect; and when it was between -10% and 10%, it was an additive effect.

[0055] The herbicidal composition of the present invention and its beneficial effects are described in detail below with reference to embodiments.

[0056] Example 1: Effects of different herbicidal compositions containing benzo[a]chlor on weeds 1. Effects of herbicidal compositions containing phenylpropargyl and cyclopyridazine on weeds Table 1. Results of combined toxicity assays of benzo[acid] and cyclopyridazine on barnyardgrass and crabgrass (20 days after application). In the table above, when benzo[a]chlor and cyclopyridaben were applied separately at a dosage of 1 g ai / ha, the herbicidal efficacy was measured using data from the same treatment. Multiple identical treatments were not set up to avoid waste. Therefore, the data for the same dosage treatments in the table above are the same, as are the data in Tables 2-4 below, and will not be explained further.

[0057] As shown in Table 1, when benzo[a]chlor and cyclopyridazine are compounded in a weight ratio of 100:1 to 1:100, they exhibit an additive or synergistic effect. Preferably, when benzo[a]chlor and cyclopyridazine are compounded in a weight ratio of 50:1 to 1:50, they exhibit an additive or synergistic effect.

[0058] Using barnyardgrass as the research object, benzo[a]chlor and cyclopyridazine have a synergistic effect when the ratio is 25:1 to 1:25, especially when the ratio is 10:1 to 1:10, and especially when the ratio is 1:1 to 1:10, the synergistic effect is most obvious when the ratio is 1:5 to 1:10.

[0059] Using crabgrass as the research object, benzopropane and cyclopyridazine have a synergistic effect when the ratio is 25:1 to 1:25, especially when the ratio is 25:1 to 1:10, and the synergistic effect is more obvious when the ratio is 10:1 to 1:10, especially when the ratio is 5:1 to 1:10.

[0060] Therefore, the combination of benpropargyl and cyclopyridazine has a synergistic effect on grass weeds (barnyardgrass, crabgrass), with a synergistic effect at a ratio of 25:1 to 1:25, especially at a ratio of 10:1 to 1:10, and the synergistic effect is most obvious at a ratio of 1:5 to 1:10.

[0061] Table 2. Results of combined toxicity assay of benzo[a]tazol and cyclopyridazol against *Monochoria vaginalis* and *Sagittaria sagittifolia* (20 days after application). As shown in Table 2, when benzo[a]chlor and cyclopyridazine are compounded in a weight ratio of 100:1 to 1:100, they exhibit an additive or synergistic effect. Preferably, when benzo[a]chlor and cyclopyridazine are compounded in a weight ratio of 50:1 to 1:50, they exhibit an additive or synergistic effect.

[0062] Using duckweed as the research object, the ratio of benzo[a]tazol to cyclopyridazol has a synergistic effect when the ratio is 25:1 to 1:25, especially when the ratio is 10:1 to 1:10, especially when the ratio is 5:1 to 1:10, and the synergistic effect is most obvious when the ratio is 1:1 to 1:10.

[0063] Using wild arrowhead as the research object, benzopropane and cyclopyridazine have a synergistic effect when the ratio is 25:1 to 1:25, especially when the ratio is 10:1 to 1:10, especially when the ratio is 1:1 to 1:10, and the synergistic effect is most obvious when the ratio is 1:10.

[0064] Therefore, the combination of benzo[a]chlor and cyclopyridazine has a synergistic effect on broadleaf weeds (Monochoria vaginalis, Sagittaria sagittifolia), with a synergistic effect at a ratio of 25:1 to 1:25, especially at a ratio of 10:1 to 1:10, and the synergistic effect is particularly significant at a ratio of 1:1 to 1:10.

[0065] In summary, when benzo[a]chlor and cyclopyridazine are combined in a weight ratio of 100:1 to 1:100, they exhibit additive or synergistic effects. Synergistic effects are also observed at ratios of 25:1 to 1:25, especially at ratios of 10:1 to 1:10, with significant synergistic effects at ratios of 1:1 to 1:10, and most pronounced at ratios of 1:5 to 1:10.

[0066] Effects of herbicidal compositions containing benzo[a]chlor and cyclopyridazon on weeds Table 3. Results of combined toxicity assay of benzo[acid] and cyprodinil against barnyardgrass and crabgrass (20 days after application). As shown in Table 3, when bensulfuron-methyl and cyclopyridazine are compounded in a weight ratio of 100:1 to 1:100, they exhibit additive or synergistic effects. Preferably, when bensulfuron-methyl and cyclopyridazine are compounded in a weight ratio of 50:1 to 1:50, they exhibit additive or synergistic effects.

[0067] Using barnyardgrass as the research object, benzocaproic acid and cyclopyridazine have a synergistic effect when the ratio is 25:1 to 1:25, especially when the ratio is 10:1 to 1:10, and the synergistic effect is most obvious when the ratio is 5:1 to 1:1.

[0068] Using crabgrass as the research object, benzopropane and cyprodinil have a synergistic effect when the ratio is 25:1 to 1:25, especially when the ratio is 10:1 to 1:10, and the synergistic effect is most obvious when the ratio is 5:1 to 1:10.

[0069] Therefore, the combination of benpropazine and cyprodinil has a synergistic effect on grass weeds (barnyardgrass, crabgrass), with a synergistic effect at a ratio of 25:1 to 1:25, especially at a ratio of 10:1 to 1:10, and the synergistic effect is particularly obvious at a ratio of 5:1 to 1:1.

[0070] Table 4. Results of combined toxicity assays of herbicidal compositions containing benzo[a]chlor and cyprodinil against *Spatholobus suberectus* and *Veronica persica* (20 days after application). As shown in Table 4, when bensulfuron-methyl and cyclopyridazine are compounded in a weight ratio of 100:1 to 1:100, they exhibit additive or synergistic effects. Preferably, when bensulfuron-methyl and cyclopyridazine are compounded in a weight ratio of 50:1 to 1:50, they exhibit additive or synergistic effects.

[0071] Using *Gnaphalium affine* as the research subject, benzocaproic acid and cyclopyridazine have a synergistic effect when the ratio is 25:1 to 1:25, especially when the ratio is 10:1 to 1:25, and the synergistic effect is most obvious when the ratio is 5:1 to 1:25.

[0072] Using Veronica persica as the research subject, benzocaproic acid and cyclopyridazine have a synergistic effect when the ratio is 25:1 to 1:25, and the preferred ratio is 10:1 to 1:10. In particular, the synergistic effect is more pronounced when the ratio is 10:1 to 1:5, and the synergistic effect is most obvious when the ratio is 10:1 to 1:1.

[0073] Therefore, the combination of benpropazine and cyprodinil has a synergistic effect on broadleaf weeds (jointed grass, speedwell), especially when the ratio is 25:1 to 1:25, the synergistic effect is more obvious when the ratio is 10:1 to 1:5, and the synergistic effect is most obvious when the ratio is 5:1 to 1:1.

[0074] In summary, when benzo[a]chlor and cyclopyridazine are combined in a weight ratio of 100:1 to 1:100, they exhibit additive or synergistic effects. The preferred ratio is 25:1 to 1:25, with a more preferred ratio of 10:1 to 1:10. The synergistic effect is more pronounced in the preferred ratio of 10:1 to 1:5, and the synergistic effect is most pronounced in the ratio of 5:1 to 1:1.

[0075] Example 2 Field efficacy trial 1. Herbicide A is made from the following raw materials in the following weight ratio: 3% benzopropane, 15% cyclopyridazine, 10% sodium methylnaphthalene sulfonate formaldehyde condensate, 1% bentonite, 5% glycerol, and vegetable oil to make up to 100%.

[0076] Benzopropane, sodium methylnaphthalene sulfonate formaldehyde condensate, and bentonite are ground or pulverized at high speed and then formulated to obtain a benzopropane oil suspension. Cypyridazine, vegetable oil, and glycerol are mixed and stirred evenly to obtain a cyclopyridazine emulsifiable concentrate. The obtained cyclopyridazine emulsifiable concentrate is added to the benzopropane oil suspension and mixed thoroughly to obtain a 3% benzopropane + 15% cyclopyridazine oil suspension.

[0077] 2. Herbicide B is made from the following raw materials in the following weight ratio: 3% benzyl sulfonate, 3% cyclopyridoxine, 1.5% calcium dodecylbenzenesulfonate, 1.5% sodium lignosulfonate, and fumed silica to make up to 100%.

[0078] The active ingredients, various additives and fillers are mixed according to the proportions of the above formula, and then pulverized by an ultrafine pulverizer to obtain 3% benzyl acetamiprid + 3% cyclopyridazon wettable powder.

[0079] 3. Herbicide C is made from the following raw materials in the following weight ratio: 2% benzalkonium chloride, 20% cyclopyridazine, 4% sodium lignosulfonate, 2% carboxymethyl cellulose, and kaolin to make up to 100%.

[0080] The active ingredient and adjuvants are mixed and ground, and the mixture is moistened with water. The mixture is then extruded by specialized pharmaceutical machinery and dried in an air stream to obtain 2% benzopropane + 20% cyclopyridazine granules.

[0081] To verify the field efficacy of each formulation of herbicide A, herbicide B, and herbicide C, this study aims to compare the weeding effects of the herbicides on the three tested plants and evaluate their safety, providing experimental evidence for the safe and rational application of each formulation of the herbicides to crops.

[0082] Test reagents: 3% bensulfuron-methyl + 15% cyclopyridazine oil suspension (herbicide A) 90g ai / ha, 3% bensulfuron-methyl + 3% cyclopyridazine wettable powder (herbicide B) 60g ai / ha, and 2% bensulfuron-methyl + 20% cyclopyridazine granules (herbicide C) 120g ai / ha were all prepared in the laboratory.

[0083] Test crops (plants): Dry-seeded rice, tiger nuts, ula grass, peony The experimental plots were selected at the experimental station. The soil was sandy loam with a pH of approximately 6.9 and uniform to moderate fertility.

[0084] Experimental design and application methods: Experiments were conducted using different crops (plants) as harrows.

[0085] Each experiment included four treatments, with four replicates, and water as a control. Each plot was 30 square meters and arranged in a randomized block design. Foliar spraying was performed when weeds were at the 3-4 leaf stage. A backpack electric sprayer was used, employing the foliar spraying method, with a water consumption of 450 L / ha (directive spraying was used for weed control between peony rows).

[0086] Survey Methodology: The weed control efficacy was investigated 20 days after the application of pesticides. According to the "Guidelines for Field Efficacy Tests of Pesticides (I)" GBT 17980.40-2000, three points were investigated in each plot using the diagonal method, with each point covering 0.25 square meters. The number of weeds was investigated, and the plant control efficacy was calculated.

[0087] Control efficacy (%) = [Number of weeds in control area (plants) - Number of weeds in treatment area (plants)] / Number of weeds in control area (plants) × 100 The safety of each treatment on the crop was visually assessed 7 days and 15 days after application.

[0088] Table 5 Results of weed control trials of different herbicides on direct-seeded rice in drought-stricken areas. As shown in Table 5, the tested pesticides achieved a control efficacy of over 90% against weeds in the field and were safe for crops without causing phytotoxicity.

[0089] Table 6 Results of weed control trials on tiger nuts with different herbicides As shown in Table 6, the tested pesticides achieved a control efficacy of over 90% against weeds in the field and were safe for crops without causing phytotoxicity.

[0090] Table 7 Results of weed control experiments on Uralgrass with different herbicides As shown in Table 7, the tested pesticides achieved a field weed control efficacy of over 90% and were safe for crops with no phytotoxicity.

[0091] Table 8 Results of weed control trials of different herbicides in peony rows The tested pesticides showed a weed control efficacy of over 90% in the field.

[0092] In summary, binary formulations of benzo[a]chlor, the main active ingredient, with cyclopyridazine and cyclopyridazine, respectively, were used. Bioassays, formulation preparation, and field efficacy trials showed that benzo[a]chlor exhibited additive or synergistic effects when formulated with cyclopyridazine and cyclopyridazine in ratios of 100:1 to 1:100. A preferred ratio of 50:1 to 1:50 showed additive or synergistic effects, a preferred ratio of 25:1 to 1:25 showed synergistic effects, and a preferred ratio of 10:1 to 1:10 showed synergistic effects.

[0093] Using dry-directed rice, tiger pea, and ulagrass as test plants, as well as interrow weed control in peony, the following formulations were used: 3% bensulfuron-methyl + 15% cyclopyridazine oil suspension at 90 g ai / ha, 3% bensulfuron-methyl + 3% cyclopyridazine wettable powder at 60 g ai / ha, and 2% bensulfuron-methyl + 20% cyclopyridazine granules at 120 g ai / ha. The weed control efficacy in the field was over 90%, and the formulations were safe for crops and showed no phytotoxicity.

[0094] The above description is only a preferred embodiment of the present invention and is not intended to limit the present invention. Any modifications, equivalent substitutions, improvements, etc., made within the spirit and principles of the present invention should be included within the protection scope of the present invention.

Claims

1. A herbicidal composition comprising benzo[a]chlor, characterized in that: The active components of the herbicidal composition include active component A and active component B, wherein active component A is benzalkonium chloride and active component B is cyclopyridazine or cyclopyridazine; the weight ratio of active component A to active component B is 100:1 to 1:

100.

2. The herbicidal composition according to claim 1, characterized in that: The active components of the herbicidal composition include active component A and active component B, wherein active component A is benzalkonium chloride and active component B is cyclopyridazine or cyclopyridazine; preferably, the weight ratio of active component A to active component B is 50:1 to 1:50, and more preferably, the weight ratio of active component A to active component B is 25:1 to 1:

25.

3. The herbicidal composition according to claim 2, characterized in that: The active component A is phenylpropargyl, and the active component B is cyclopyridazine. Preferably, the weight ratio of phenylpropargyl to cyclopyridazine is 10:1 to 1:

10.

4. The herbicidal composition according to claim 3, characterized in that: The active component A is phenylpropargyl, and the active component B is cyclopyridazine. Preferably, the weight ratio of phenylpropargyl to cyclopyridazine is 1:1 to 1:10; more preferably, the weight ratio of phenylpropargyl to cyclopyridazine is 1:5 to 1:

10.

5. The herbicidal composition according to claim 2, characterized in that: The active component A is benzylpropane, and the active component B is cyclopyridoxine. Preferably, the weight ratio of benzylpropane to cyclopyridoxine is 10:1 to 1:10; more preferably, the weight ratio of benzylpropane to cyclopyridoxine is 10:1 to 1:

5.

6. The herbicidal composition according to claim 5, characterized in that: The active component A is benzylpropane, and the active component B is cyclopyridoxine, preferably with a weight ratio of benzylpropane to cyclopyridoxine of 5:1 to 1:

1.

7. The herbicidal composition according to any one of claims 1-6, characterized in that... The herbicidal composition is a herbicide, which contains agricultural adjuvants and agricultural carriers; the sum of the weights of active component A and active component B accounts for 1 to 99% of the weight of the herbicide.

8. The herbicidal composition according to claim 7, characterized in that... The herbicide is formulated as a wettable powder, emulsifiable concentrate, suspension concentrate, oil suspension concentrate, microcapsule, microemulsion, water emulsion, suspension emulsion, water-dispersible granules, microcapsule suspension, ultra-low volume liquid, or nano-suspension.

9. The use of the herbicidal composition according to any one of claims 1-8 in controlling weed germination or growth in crops, wherein the weeds are barnyard grass, crabgrass, duckweed, arrowhead, lambsquarters, shepherd's purse, laver, speedwell, jointed greens, double-spike paspalum or purslane; wherein the crops are wheat, barley, rye, triticale, oats, corn, rice, soybean, peanut, potato, sugar beet, sugarcane, cotton, flax, sorghum, tiger nuts, pasture or lawn; direct-seeded rice, tiger nuts or ula, and interrow weed control for peony, etc.

10. The use according to claim 9, characterized in that... The weeds are barnyard grass, crabgrass, duckweed, arrowhead, jointed greens, or speedwell, and the crops are direct-seeded rice, tiger nuts, or bulrush, as well as weed control between peony rows, etc.