Weeding composition containing saflufenacil

The ternary compound of pyrimisulfuron, nicosulfuron, and atrazine solved the resistance problem in maize fields, significantly expanded the weed control spectrum, improved the control effect of resistant weeds, reduced the cost of pesticides, and ensured the safety of crops.

CN121014656APending Publication Date: 2025-11-28QINGDAO KYX CHEMICAL CO LTD
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Patent Information

Application Number
CN202511120416.1
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-08-12
Publication Date
2025-11-28

AI Technical Summary

Technical Problem

Weeds in cornfields have developed resistance to single herbicides, resulting in unsatisfactory control effects and frequent herbicide damage. There are many existing herbicides, but their effectiveness is limited.

Method used

By rationally combining three herbicides with different mechanisms of action—benzylsulfuron, nicosulfuron, and atrazine—and determining the optimal ratio range, a ternary herbicidal composition was formed, which broadened the weed control spectrum and blocked the evolutionary pathway of weed resistance.

Benefits of technology

It significantly expands the weed control spectrum, improves the control of resistant weeds, reduces pesticide costs, and ensures crop safety.

✦ Generated by Eureka AI based on patent content.

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Abstract

The invention belongs to the technical field of pesticide weeding, and discloses a saflufenacil-containing weeding composition and application thereof, the weeding composition comprises an active component A, an active component B and an active component C. The active component A is saflufenacil, the active component B is nicosulfuron, and the active component C is atrazine; the mass ratio of the active component A to the active component B to the active component C is 1: (0.25-5): (1-80). According to the weeding composition, the synergistic interaction effect is achieved through multi-component compounding, the weeding activity is remarkably improved, the action mechanisms of the weeding composition are complementary, the weed resistance generation speed is reduced through combination of the three components, the pesticide application frequency is reduced, and the labor cost is reduced.
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Description

Technical Field

[0001] This invention belongs to the field of pesticide herbicide technology, and discloses a herbicide composition containing pyrimisulfuron and its application. Background Technology

[0002] Weed control in agriculture has always been a major concern and important issue in agricultural production. Crops are susceptible to damage from various weeds throughout their growing season. The main weeds in cornfields include wiregrass, barnyard grass, goosegrass, old crabgrass, nutgrass, fleabane, purslane, black nightshade, beggar-ticks, cleavers, cocklebur, and foxtail grass.

[0003] Long-term use of single or identical herbicides has led to increased resistance in some weeds in cornfields. The control of weeds such as old crabgrass, goosegrass, red oxalis, black clover, ironweed, black nightshade, red artichoke, and nutgrass is no longer ideal. With the increasing variety of cornfield herbicides on the market, herbicide damage problems are also becoming more frequent.

[0004] Rational mixing of herbicides with different mechanisms of action can effectively broaden the weed control spectrum, reduce herbicide dosage, and delay the emergence of resistant weeds. Therefore, the applicant rationally mixed three herbicides with different mechanisms of action—benzamidophos, nicosulfuron, and atrazine—and, through extensive experimental verification, proved the scientific feasibility of this mixture, determined its optimal ratio range, and provided more options and solutions for weed control and reducing weed resistance development in cornfields. Summary of the Invention

[0005] Based on the above, the purpose of this invention is to provide a ternary herbicidal composition containing pyrimisulfuron, nicosulfuron, and atrazine.

[0006] Another objective of this invention is to provide the above-mentioned ternary herbicidal composition for the prevention of weeds in corn fields. This herbicidal composition has a significant synergistic effect, expands the spectrum of weed control, has a high control effect on resistant weeds, and causes no phytotoxicity to crops.

[0007] To achieve the above objectives, the present invention provides the following technical solution: a herbicidal composition containing benzosulfuron, wherein the active ingredients of the herbicidal composition include active ingredient A, active ingredient B and active ingredient C, wherein active ingredient A is benzosulfuron, active ingredient B is nicosulfuron, and active ingredient C is atrazine, and the mass ratio of active ingredient A, active ingredient B and active ingredient C is 1:(0.25~5):(1~80).

[0008] Furthermore, the mass ratio of active ingredient A to active ingredient B to active ingredient C is 1:(0.5-4):(1-40).

[0009] Furthermore, the mass ratio of active ingredient A to active ingredient B to active ingredient C is 1:(1-4):(1-40).

[0010] Furthermore, the active ingredients A, B, and C in the herbicidal composition have a mass percentage content of 1-90% in the herbicidal composition;

[0011] Furthermore, the active ingredients A, B, and C in the herbicidal composition have a mass percentage content of 2-80%.

[0012] Furthermore, the herbicidal composition includes, in addition to the active ingredient, agriculturally acceptable auxiliary ingredients selected from one or more of wetting agents, dispersants, emulsifiers, thickeners, disintegrants, antifreeze agents, defoamers, solvents, preservatives, stabilizers, synergists, or carriers.

[0013] Furthermore, the herbicidal composition can be prepared into an agriculturally permissible formulation.

[0014] Furthermore, the dosage form is a water-dispersible granule, a wettable powder, a suspension concentrate, an emulsifiable concentrate, a microemulsion, an aqueous emulsion, or a dispersible oil suspension.

[0015] The present invention also discloses the application of the herbicidal composition described above in the control of weeds in cornfields.

[0016] Furthermore, the cornfield weeds mentioned are annual or perennial weeds;

[0017] Furthermore, the weeds mentioned are crabgrass, amaranth, cyperus, purslane, and barnyard grass.

[0018] Furthermore, the herbicidal composition is applied to unwanted plants or their growing areas.

[0019] The beneficial effects of this invention are as follows:

[0020] 1) The herbicidal composition of the present invention significantly expands the weed-killing spectrum through multi-target synergistic effect, and can effectively control a variety of annual weeds in corn fields;

[0021] 2) The herbicidal composition of the present invention blocks the evolutionary path of weed resistance through a differentiated mechanism of action, delays the development of weed resistance to herbicides, and thus improves the weed control effect and reduces the cost of herbicide use. Detailed Implementation

[0022] To make the objectives, technical solutions, and advantages of this invention clearer and more concise, the invention is described using the following specific embodiments, but the invention is by no means limited to these embodiments. The embodiments described below are merely preferred embodiments of the invention and can be used to describe the invention, but 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 protection scope of this invention.

[0023] Preparation method of formulation example:

[0024] 1. Water-dispersible granules: According to the formula ratio, the active ingredients are added to the carrier, and surfactants and other functional additives are added to it. After mixing, the mixture is pulverized by air jet and 10-25% water is added. Then, the mixture is kneaded, granulated, dried and sieved to obtain the water-dispersible granule product; or the pulverized powder is sprayed with water, granulated and dried in a fluidized bed granulator, and then sieved to obtain the product.

[0025] 2. Wettable powder: According to the formula ratio, the active ingredients, dispersant, wetting agent and filler are mixed and stirred evenly in a mixing tank. The mixture is then pulverized and mixed evenly multiple times by an air jet mill to prepare the wettable powder of the composition of the present invention.

[0026] 3. Suspension agent: According to the formula ratio, the active ingredients, surfactants and other functional additives are placed in the reaction vessel in sequence, water is added and mixed evenly, and then subjected to high-speed shearing, wet sand milling and finally homogenization filtration to obtain the suspension agent product.

[0027] 4. Emulsifiable concentrate: According to the formula ratio, add the active ingredient, solvent, and co-solvent into the mixing tank and stir to dissolve them. Then add the emulsifier, and use the remaining solvent to make up the balance. Stir evenly in the mixing tank, and filter to obtain the emulsifiable concentrate required by the present invention.

[0028] 5. Microemulsion: According to the formula ratio, the active ingredients, solvents, emulsifiers, etc. are mixed evenly to obtain the oil phase. The antifreeze and water are mixed evenly to obtain the aqueous phase. The oil phase is added to the aqueous phase under stirring and stirred evenly. Shearing is continued for 10 minutes. Then, the defoamer is added and stirred evenly to obtain small droplets with oil phase particles of 0.01 to 0.1 micrometers, which is the microemulsion product.

[0029] 6. Water-in-water emulsion: According to the formula ratio, dissolve the active ingredients in the solvent and add the emulsifier to form a homogeneous oil phase. Mix deionized water and antifreeze together to form a homogeneous aqueous phase. Under high-speed shearing, add the oil phase to the aqueous phase. Finally, add the thickener, preservative and defoamer to form a well-dispersed water-in-water emulsion product.

[0030] 7. Dispersible oil suspension: According to the formula ratio, the active ingredients, surfactants and other functional additives are placed in the reaction vessel in sequence, mixed with oil until uniform, and then subjected to high-speed shearing, wet sand milling and finally homogenized filtration to obtain the dispersible oil suspension product.

[0031] Formulation preparation example:

[0032] Preparation Example 1: 42% Bensulfuron-methyl·Nicosulfuron·Atrazine water-dispersible granules (1:1:40)

[0033] Formula composition: 1% benzosulfuron, 1% nicosulfuron, 40% atrazine, 8% sodium lignosulfonate, 5% sodium alkyl polyoxyethylene ether sulfonate, 4% sodium sulfate of alkylphenol polyoxyethylene ether methyl ether condensate, 5% silica, 18% starch, and kaolin to make up the balance.

[0034] Preparation Example 2: 43% Bensulfuron-methyl·Nicosulfuron·Atrazine wettable powder (1:2:40)

[0035] Formula composition: 1% benzosulfuron, 2% nicosulfuron, 40% atrazine, 3% naphthalene sulfonate formaldehyde condensate, 4% sodium lignosulfonate, 3% styrene phenol polyoxyethylene ether sulfate, 10% kaolin, 10% silica, and bentonite to make up the balance.

[0036] Preparation Example 3: 21.5% Bensulfuron-methyl·Nicosulfuron·Atrazine suspension emulsion (1:0.5:20)

[0037] Formula composition: 1% benzosulfuron, 0.5% nicosulfuron, 20% atrazine, 5% sodium alkyl polyoxyethylene ether sulfonate, 5% polyoxyethylene dehydrated sorbitan monooleate, 2% phenethylphenol polyoxyethylene polyoxypropylene ether, 0.25% xanthan gum, 1% magnesium aluminum silicate, 5% ethylene glycol, 0.1% sodium sorbate, 0.5% silicone oil, deionized water to make up the balance.

[0038] Preparation Example 4: 12.5% ​​Bensulfuron-methyl·Nicosulfuron·Atrazine EC (1:4:20)

[0039] Formula composition: 0.5% benzosulfuron, 2% nicosulfuron, 10% atrazine, 12% N-methylpyrrolidone, 10% castor oil polyoxyethylene ether, 2% sodium dodecyl sulfate, 8% DMF, methyl oleate to make up the balance.

[0040] Preparation Example 5: 12% Bensulfuron-methyl·Nicosulfuron·Atrazine Microemulsion (2:5:5)

[0041] Formula composition: 2% benzosulfuron, 5% nicosulfuron, 5% atrazine, 18% cyclohexanone, 12% isotridecyl alcohol polyoxyethylene ether, 3% sorbitan oleate polyoxyethylene ether, 1% sodium octylphenol polyoxyethylene ether sulfonate, 0.2% silicone defoamer, deionized water to make up the balance;

[0042] Preparation Example 6: 6.25% Bensulfuron-methyl·Nicosulfuron·Atrazine emulsion (1:0.25:5)

[0043] Formula composition: 1% benzosulfuron, 0.25% nicosulfuron, 5% atrazine, 10% glycerol fatty acid ester polyoxyethylene ether, 2% styrene phenol polyoxyethylene ether sulfate, 20% cyclohexanone, 0.25% xanthan gum, 5% ethylene glycol, 0.1% sodium benzoate, 0.5% silicone oil, deionized water to make up the balance.

[0044] Preparation Example 7: 11.5% Bensulfuron-methyl·Nicosulfuron·Atrazine Dispersible Oil Suspension (1:0.5:10)

[0045] Formula composition: 1% pyrimisulfuron, 0.5% nicosulfuron, 10% atrazine, 2% calcium dodecylbenzenesulfonate, 10% castor ethyl phenol polyoxyethylene polyoxypropylene ether, 4% isotridecyl alcohol polyoxyethylene ether, 4% succinate sulfonate, 1.5% silica, 2% organic bentonite, and soybean oil to make up the balance.

[0046] Example 1: Indoor Bioactivity Test

[0047] Test basis: The test was conducted in accordance with NY / T 1155.4-2006 "Guidelines for Indoor Bioassay Tests of Pesticides - Herbicides Part 4: Activity Assay Test - Foliar Spray Method";

[0048] Experimental targets: Crataegus pinnatifida, Amaranthus chinensis, Cyperus rotundus;

[0049] Test agents: Bensulfuron-methyl technical, Nicosulfuron-methyl technical, Atrazine technical;

[0050] Instruments and equipment: light incubator, quantitative spray equipment, electronic balance, pots and pans, pipettes, etc.;

[0051] Test soil: The test used air-dried loam with organic matter content ≤3%, neutral pH, good air permeability, and sieved.

[0052] Experimental materials: A measured amount of soil was filled to 4 / 5 of the pot, and then watered from the bottom of the pot until the soil was completely saturated. Pretreated weed seeds were evenly sown on the soil surface, covered with 0.5cm–2cm of soil depending on seed size. After sowing, the pots were moved to a greenhouse for conventional cultivation. Watering was continued from the bottom of the pots. After emergence, thinning was carried out to ensure uniform weed density (total density of 120 plants / m²).2 Select test materials with suitable leaf age for spray treatment.

[0053] Pharmaceutical preparation: Dissolve the above raw materials in a suitable solvent, and then dilute with a 0.1% Tween 80 aqueous solution;

[0054] Chemical treatment: Foliar spraying was performed according to the experimental design, from low to high doses. Each treatment was replicated four times, with a control group (no chemical treatment) included. After treatment, the surface of the test materials was allowed to air dry naturally before being transferred to a greenhouse for routine cultivation.

[0055] Investigation: The growth status of the tested weeds was observed and recorded regularly after treatment. The above-ground weeds were harvested 14 days after treatment and their fresh weight was measured.

[0056] Calculation formula:

[0057]

[0058] Theoretical fresh weight efficacy E0 (%) = 100 - [(100 - fresh weight efficacy of herbicide A) × (100 - fresh weight efficacy of herbicide B) × (100 - fresh weight efficacy of herbicide C)] / 100 2

[0059] Evaluation criteria: If E-E0 < -10%, it indicates an antagonistic effect; if E-E0 is between ±10%, it indicates an additive effect; if E-E0 > 10%, it indicates a synergistic effect.

[0060] The results of the indoor bioactivity test are shown below:

[0061] Table 1. Results of indoor bioactivity tests of the combination of pyrimethanil, nicosulfuron, and atrazine with Digitaria sanguinalis.

[0062]

[0063]

[0064] The results in Table 1 show that the rational combination of bensulfuron-methyl, nicosulfuron, and atrazine exhibits good indoor activity against crabgrass. The mass ratios of benzoyl permethrin + nicosulfuron + atrazine were 3+3+60 (1:1:20), 3+3+120 (1:1:40), 3+3+240 (1:1:80), 3+6+60 (1:2:20), 3+6+120 (1:2:40), 3+6+240 (1:2:80), 3+12+60 (1:4:20), 3+12+120 (1:4:40), 6+3+60 (1:0.5:10), 6+3+120 (1:0.5:20), 6+3+240 (1:0.5:40), 6+6+60 (1:1:10), and 6+6+120 (1:0.5:40). The following formulas showed a synergistic effect on crabgrass: 6+6+240(1:1:40), 6+12+60(1:2:10), 6+12+120(1:2:20), 6+12+240(1:2:40), 12+3+60(1:0.25:5), 12+3+120(1:0.25:10), 12+6+60(1:0.5:5), 12+6+120(1:0.5:10), 12+6+240(1:0.5:20), 12+12+60(1:1:5), 12+12+120(1:1:10), and 12+12+240(1:1:20).

[0065] Table 2. Results of indoor bioactivity tests of the combination of pyrimethanil, nicosulfuron, and atrazine on amaranth.

[0066]

[0067] The results in Table 2 show that the rational combination of benzosulfuron, nicosulfuron, and atrazine has good indoor activity in Amaranthus esculentus. The mass ratios of bensulfuron-methyl + nicosulfuron + atrazine were 3+3+60 (1:1:20), 3+3+120 (1:1:40), 3+3+240 (1:1:80), 3+6+60 (1:2:20), 3+6+120 (1:2:40), 3+6+240 (1:2:80), 3+12+60 (1:4:20), 3+12+120 (1:4:40), 3+12+240 (1:4:80), 6+3+60 (1:0.5:10), 6+3+120 (1:0.5:20), 6+6+60 (1:1:10), 6+6+120 (1:1:20), and 6+6+2 The following ratios showed a synergistic effect on Amaranthus fragrans: 40 (1:1:40), 6+12+60 (1:2:10), 6+12+120 (1:2:20), 6+12+240 (1:2:40), 12+3+60 (1:0.25:5), 12+3+120 (1:0.25:10), 12+3+240 (1:0.25:20), 12+6+60 (1:0.5:5), 12+6+120 (1:0.5:10), 12+6+240 (1:0.5:20), 12+12+60 (1:1:5), 12+12+120 (1:1:10), and 12+12+240 (1:1:20).

[0068] Table 3. Results of indoor bioactivity tests of the combination of pyrimethanil, nicosulfuron, and atrazine with Cyperus rotundus.

[0069]

[0070]

[0071] Table 3 shows that the rational combination of bensulfuron-methyl, nicosulfuron, and atrazine exhibits good indoor activity against Cyperus rotundus. Specifically, the mass ratios of bensulfuron-methyl + nicosulfuron + atrazine were 3+3+60 (1:1:20), 3+3+120 (1:1:40), 3+3+240 (1:1:80), 3+6+60 (1:2:20), 3+6+120 (1:2:40), 3+6+240 (1:2:80), 3+12+60 (1:4:20), 3+12+120 (1:4:40), 6+3+60 (1:0.5:10), 6+3+120 (1:0.5:20), 6+3+240 (1:0.5:40), 6+6+60 (1:1:10), 6... The following formulas showed a synergistic effect on Cyperus rotundus: +6+120(1:1:20), 6+6+240(1:1:40), 6+12+60(1:2:10), 6+12+120(1:2:20), 6+12+240(1:2:40), 12+3+60(1:0.25:5), 12+3+120(1:0.25:10), 12+6+60(1:0.5:5), 12+6+120(1:0.5:10), 12+12+60(1:1:5), 12+12+120(1:1:10), and 12+12+240(1:1:20).

[0072] Example 2: Field efficacy trial

[0073] Experimental reference: The investigation method was conducted in accordance with the requirements of GB / T 17980.42—2000, "Guidelines for Field Efficacy Tests of Pesticides (I) Control of Weeds in Corn Fields by Herbicides".

[0074] Experimental site: Yongji Village, Tianyuan Town, Lianping County, Heyuan City, Guangdong Province. The experimental plots are flat, with sandy loam soil of medium and uniform fertility.

[0075] Crop: Corn (Yuetian 28).

[0076] Weed survey: The main weeds are crabgrass, nutgrass, barnyard grass, amaranth, and purslane.

[0077] Experimental Design: This experiment included 10 treatments with 4 replicates. Each cell was 30m in size. 2 , randomized block arrangement of the neighborhood.

[0078] The experimental data are shown in the table below:

[0079] Application method: After corn emergence, when weeds have 2-4 leaves, apply the pesticide once using a foliar spray method. Dilute the pesticide with water and spray evenly at a concentration of 600 L / hm². 2 When spraying pesticides, it is important to do so evenly and thoroughly.

[0080] Survey Methods: Plant-level efficacy was assessed 15 days after pesticide application, and plant-level and fresh-weight efficacy were assessed 30 days after application. Each plot was surveyed using a diagonal 5-point random sampling method, with each sampling point covering an area of ​​0.25 m². 2 Total 1.25m 2 The number of weeds and their fresh weight were recorded in each treatment plot. A visual safety assessment of the tested crops was conducted concurrently with the efficacy investigation.

[0081] The formula for calculating the protective effect is as follows:

[0082] Control efficacy (%) = [(1 - Number of weeds before treatment in the control area × Number of weeds after treatment in the treatment area) / (Number of weeds after treatment in the control area × Number of weeds before treatment in the treatment area)] × 100%

[0083] Fresh weight control efficacy = [(fresh weight of weeds in control area - fresh weight of weeds in treatment area / fresh weight of weeds in control area] × 100%

[0084] The experimental results are shown in the table below:

[0085] Table 4. Effects of different experimental agents on weed control

[0086]

[0087] Based on observations of corn growth after pesticide application, the corn plant height, leaf color, and growth were all normal in all treatment areas, and no symptoms of pesticide damage were observed.

[0088] The control efficacy of each treatment against weeds is shown in Table 4. The combination of bensulfuron, nicosulfuron, and atrazine showed excellent control efficacy against weeds in corn fields.

[0089] Fifteen days after application, the total herbicide efficacy of the ternary compound treatment groups was 89.68%, 88.02%, and 84.52%, respectively, significantly higher than other treatments. With increasing time, at 30 days after application, the herbicidal efficacy of the binary compound treatment groups decreased significantly; however, the total herbicidal efficacy of the compound treatment groups of benzosulfuron, nicosulfuron, and atrazine remained above 87%, demonstrating strong residual efficacy.

[0090] Although the present invention has been described in detail above with general description and specific embodiments, some modifications or improvements can be made to it, which will be obvious to those skilled in the art. Therefore, all such modifications or improvements made without departing from the spirit of the present invention are within the scope of protection claimed by the present invention.

Claims

1. A herbicidal composition comprising metazachlor, characterized in that, The active ingredients of the herbicidal composition include active ingredient A, active ingredient B and active ingredient C, the active ingredient A is sulfentrazone, the active ingredient B is nicosulfuron, and the active ingredient C is atrazine, the mass ratio of the active ingredient A, the active ingredient B and the active ingredient C is 1:(0.25-5):(1-80).

2. The herbicidal composition according to claim 1, characterized by The mass ratio of the active ingredient A, the active ingredient B and the active ingredient C is 1:(0.5-4):(1-40).

3. The herbicidal composition according to claim 2, characterized by The mass ratio of the active ingredient A, the active ingredient B and the active ingredient C is 1:(1-4):(1-40).

4. The herbicidal composition according to claim 1, characterized by The mass percentage of the active ingredient A, the active ingredient B and the active ingredient C in the herbicidal composition is 1-90%. Preferably, the mass percentage of the active ingredient A, the active ingredient B and the active ingredient C in the herbicidal composition is 2-80%.

5. The herbicidal composition according to claim 1, characterized by The herbicidal composition includes one or more of wetting agent, dispersant, emulsifier, thickening agent, disintegrating agent, antifreezing agent, antifoaming agent, solvent, preservative, stabilizer, synergist or carrier in addition to the active ingredients.

6. The herbicidal composition according to claim 1, characterized by The herbicidal composition can be prepared into an agricultural permissible formulation.

7. The herbicidal composition according to claim 1, characterized by The formulation is water dispersible granule, wettable powder, suspension concentrate, emulsifiable concentrate, microemulsion, emulsion, dispersible oil suspension.

8. The herbicidal composition according to claim 1 is used in corn field to prevent and control weeds.

9. Use according to claim 8, characterized in that, The corn field weeds are annual or perennial weeds. Preferably, the weeds are Digitaria sanguinalis, acacia constricta, cyperus iria, portulaca oleracea, and euphorbia humifusa.

10. Use according to claim 8, characterized in that, The herbicidal composition is applied to the unwanted plants or their growth sites.