Herbicidal compositions, herbicides and their use

Abstract

The present application relates to the technical field of pesticide weeding, and discloses a weeding composition, a weeding agent and application thereof.The weeding composition comprises isoxaflutole and flumioxazin as active ingredients, and the mass ratio of isoxaflutole to flumioxazin is 2-50:1.The present application also relates to a weeding agent prepared from the weeding composition and application of the weeding agent in preventing and treating weeds in soybean fields.The weeding composition can effectively improve the prevention and treatment effect on weeds, is high in safety to field crops, and meets the requirements for preventing and treating gramineous weeds and part of broadleaf weeds in soybean fields.

Description

Technical Field

[0001] This invention relates to the field of pesticide weed control technology, specifically to a weed control composition, herbicide, and its application. Background Technology

[0002] Weeds in soybean fields compete with soybeans for nutrients, space, and light, negatively impacting soybean growth and development and hindering high yields and quality. Therefore, weed control is crucial for ensuring soybean yield and quality. Currently, weed control remains primarily chemical, but continuous use of herbicides with single mechanisms of action is leading to increasing herbicide resistance in weeds. Therefore, screening for highly efficient, safe, and labor-saving herbicides is of great importance.

[0003] Isoxazolamide methyl ester: Chemical name is (2RS,4RS)-4-({[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4,5-dihydroisoxazo-5-yl]carbonyl}amino)tetrahydrofuran-2-carboxylic acid methyl ester, molecular formula: C 18 H 18 F2N2O5, in its pure form, is a white to off-white solid powder with a specific gravity of 1.21 and a melting point of 175-179℃. Isoxaflutole methyl ester is a plant-specific microtubule polymerization inhibitor. It inhibits plant tubule polymerization by binding to β-tubulein, interfering with or interrupting cell mitosis, leading to apoptosis and the drying and death of target weeds. It exhibits strong post-emergence herbicidal activity and some residual activity.

[0004] Propylene flumetsulam: Its chemical name is 2-[7-fluoro-3,4-dihydro-3-oxo-4-(2-propynyl)-2H-1,4-benzoxazin-6-yl]-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione, and its molecular formula is: C 19 H 15 FN2O4 is a white to off-white solid powder with a specific gravity of 1.51. Propylene flumetsulam is an enzyme that inhibits protoporphyrinogen oxidase (PPO), a crucial enzyme in plant chlorophyll synthesis. After treatment, protoporphyrin accumulates in sensitive plants, leading to photosensitivity and peroxidation of cell membrane lipids, causing irreversible damage to cell membrane function and structure. Foliar treatment results in necrosis of the stems and leaves of sensitive weeds, which die after sunlight exposure; soil treatment causes bud necrosis in sensitive weeds, which die after brief exposure to sunlight.

[0005] No herbicidal compositions containing both isoxaflutole methyl ester and propyzamide have been found in the current technology. Summary of the Invention

[0006] The purpose of this invention is to overcome the problems existing in the prior art and provide a weed control composition, a herbicide, and its application.

[0007] The herbicidal composition provided by this invention can effectively control a variety of common weeds in soybean fields, including grass weeds, broadleaf weeds and sedges, and is highly safe for soybeans and does not cause phytotoxicity to subsequent crops. It can be used for the integrated control of resistant weeds in soybean fields.

[0008] To achieve the above objectives, the present invention adopts the following technical solution: The first aspect of the present invention provides a herbicidal composition, wherein the herbicidal composition comprises isoxaflutole methyl ester and propyzoxystrobin as active ingredients, and the mass ratio of isoxaflutole methyl ester to propyzoxystrobin is 2-50:1.

[0009] A second aspect of the present invention provides a herbicide prepared from the herbicidal composition according to the first aspect.

[0010] A third aspect of the present invention provides the application of the herbicide according to the second aspect in controlling weeds in soybean fields.

[0011] The beneficial technical effects achieved by the present invention through the above technical solution are as follows: (1) The herbicidal composition provided by the present invention can effectively control weeds in soybean fields and delay the development of herbicide resistance in weeds; (2) The herbicidal composition of the present invention expands the spectrum of weed control and has excellent activity against grass weeds, sedge weeds and broadleaf weeds. The control effect on the above weeds has a significant synergistic effect compared with single agent, and the effect lasts for a long time. It can reduce the dosage of pesticides, reduce the cost of pesticides, and reduce the impact on the environment. Detailed Implementation

[0012] The endpoints and any values ​​of the ranges disclosed herein are not limited to the precise ranges or values, and these ranges or values ​​should be understood to include values ​​close to these ranges or values. For numerical ranges, the endpoint values ​​of the various ranges, the endpoint values ​​of the various ranges and individual point values, and individual point values ​​can be combined with each other to obtain one or more new numerical ranges, which should be considered as specifically disclosed herein.

[0013] The first aspect of the present invention provides a herbicidal composition, wherein the herbicidal composition comprises isoxaflutole methyl ester and propyzoxystrobin as active ingredients, and the mass ratio of isoxaflutole methyl ester to propyzoxystrobin is 2-50:1.

[0014] The herbicidal composition provided by this invention has a significant synergistic effect compared with single-component isoxaflutole methyl ester and propyzamide, which can improve the control effect; it can control mixed soybean weed infestations, thereby reducing the amount of pesticides used, saving costs, and improving environmental safety.

[0015] In some embodiments of the present invention, the mass ratio of isoxaflutole methyl ester to propyzamide in the herbicidal composition is 5-20:1.

[0016] In some embodiments of the present invention, the mass ratio of isoxaflutole methyl ester to propyzamide in the herbicidal composition is 10:1.

[0017] In some embodiments of the present invention, the active ingredient accounts for 15-51% of the total weight of the herbicidal composition, preferably 24-42%, and more preferably 30-33%.

[0018] In some embodiments of the invention, the herbicidal composition further includes adjuvants acceptable to pesticides.

[0019] In some embodiments of the present invention, the auxiliary component is selected from at least one of emulsifiers, wetting agents, dispersants, thickeners, antifreeze agents, preservatives, wall materials, defoamers, water, organic solvents, disintegrants, binders, and solid inert carriers.

[0020] A second aspect of the present invention provides a herbicide prepared from the herbicidal composition according to the first aspect.

[0021] In some embodiments of the present invention, the formulation of the herbicide is selected from any one of suspension concentrates, emulsifiable concentrates, dispersible oil suspensions, microemulsions, water-in-oil emulsions, microcapsule suspensions, microcapsule suspension-suspension concentrates, wettable powders, and water-dispersible granules, preferably selected from any one of suspension concentrates, dispersible oil suspensions, microcapsule suspensions, and microcapsule suspension-suspension concentrates.

[0022] The herbicidal composition of the present invention can be prepared into any formulation suitable for agricultural use using known methods. The production processes for various formulations are existing known technologies and will not be described in detail here.

[0023] A third aspect of the present invention provides the application of the herbicide according to the second aspect in controlling weeds in soybean fields.

[0024] In some embodiments of the present invention, the weeds are annual weeds, preferably selected from at least one of grass weeds, broadleaf weeds and sedge weeds, and more preferably selected from at least one of purslane and barnyard grass.

[0025] In some embodiments of the present invention, the application method is a water-based spray.

[0026] In some embodiments of the present invention, the amount of active ingredient of the herbicide applied is 30-60 g ai / ha, preferably 42 g ai / ha.

[0027] The present invention will be described in detail below through embodiments.

[0028] Unless otherwise specified in the following examples and comparative examples, all conditions were performed under standard conditions or conditions recommended by the manufacturer. Reagents or instruments used, unless otherwise specified, are all commercially available products.

[0029] The formulations prepared in the following examples have all been tested and found to meet the quality and technical indicators required for the corresponding formulations. The resulting formulations are qualified formulations recognized in the art.

[0030] In the following examples, all raw materials are commercially available products.

[0031] Sources of some raw materials: Isoxamethamide methyl ester: 98% purity, purchased from Bayer; Propylene flumetsulam: 98% purity, purchased from Nantong Taihe; Polycarboxylate: Croda Atlox 4913; Block polyether: Croda 5002; Aromatic hydrocarbon solvent oil: Hualun 150# solvent oil; Polyurethane: Huntsman 5005; Silicone defoamer: Momentive SAG 630.

[0032] The preparation methods for each dosage form in the following examples have no special requirements and can be various methods known in the art, which will not be described in detail here.

[0033] Example 1: 33% isoxaflutole methyl ester • propyzamide microcapsule suspension - suspension concentrate (mass ratio of the two is 10:1) 30% isoxaflutole methyl ester, 3% propyzamide, 2% polycarboxylate, 3% block polyether, 10% aromatic hydrocarbon solvent oil, 4% polyurethane, 0.1% xanthan gum, 5% ethylene glycol, 0.2% sodium benzoate, 0.3% silicone defoamer, and water added to 100%.

[0034] Example 2: 30% isoxaflutole methyl ester • propyzamide microcapsule suspension - suspension concentrate (mass ratio of the two is 2:1) 20% isoxaflutole methyl ester, 10% propyzamide, 2% polycarboxylate, 3% block polyether, 10% aromatic hydrocarbon solvent oil, 4% polyurethane, 0.1% xanthan gum, 5% ethylene glycol, 0.2% sodium benzoate, 0.3% silicone defoamer, and water added to 100%.

[0035] Example 3: 30% isoxaflutole methyl ester • propyzamide microcapsule suspension - suspension concentrate (mass ratio of the two is 5:1) 25% isoxaflutole methyl ester, 5% propyzamide, 2% polycarboxylate, 3% block polyether, 10% aromatic hydrocarbon solvent oil, 4% polyurethane, 0.1% xanthan gum, 5% ethylene glycol, 0.2% sodium benzoate, 0.3% silicone defoamer, and water added to 100%.

[0036] Example 4: 42% isoxaflutole methyl ester • propyzamide microcapsule suspension - suspension concentrate (mass ratio of the two is 20:1) 40% isoxaflutole methyl ester, 2% propyzamide, 2% polycarboxylate, 3% block polyether, 10% aromatic hydrocarbon solvent oil, 4% polyurethane, 0.1% xanthan gum, 5% ethylene glycol, 0.2% sodium benzoate, 0.3% silicone defoamer, and water added to 100%.

[0037] Example 5: 51% isoxaflutole methyl ester • propyzamide microcapsule suspension - suspension concentrate (mass ratio of the two is 50:1) 50% isoxaflutole methyl ester, 1% propyzamide, 2% polycarboxylate, 3% block polyether, 10% aromatic hydrocarbon solvent oil, 4% polyurethane, 0.1% xanthan gum, 5% ethylene glycol, 0.2% sodium benzoate, 0.3% silicone defoamer, and water added to 100%.

[0038] Example 6: 33% isoxaflutole methyl ester • propyzamide suspension (mass ratio of the two is 10:1) 30% isoxaflutole methyl ester, 3% propyzamide, 2% polycarboxylate, 3% block polyether, 0.1% xanthan gum, 0.5% magnesium aluminum silicate, 5% ethylene glycol, 0.2% sodium benzoate, 0.3% silicone defoamer, and water added to 100%.

[0039] Example 7: 33% isoxaflutole methyl ester • propyzamide emulsifiable concentrate (mass ratio of the two is 10:1) 30% isoxaflutole methyl ester, 3% propyzamide, 10% Tween 80, 5% calcium dodecylbenzene sulfonate, 10% N,N-dimethylacetamide, 10% cyclohexanone, and 200# solvent oil were added to bring the total to 100%.

[0040] Example 8: 33% isoxaflutole methyl ester • propyzamide dispersible oil suspension (mass ratio of the two is 10:1) 30% isoxaflutole methyl ester, 3% propyzamide, 2% block polyether, 10% AEO-9, 5% calcium dodecylbenzene sulfonate, 2% organobentonite, 1% fumed silica, and methyl oleate are added to 100%.

[0041] Example 9: 33% isoxaflutole methyl ester • propyzamide water-dispersible granules (mass ratio of the two is 10:1) 30% isoxaflutole methyl ester, 3% propyzamide, 2% polycarboxylate, 5% NNO, 1% sodium dodecyl sulfate, 5% sodium sulfate, and precipitated barium sulfate are added to 100%.

[0042] Comparative Example 1: 33% Isoxaflutamide Methyl Ester Microcapsule Suspension 33% isoxaflutamide methyl ester, 2% polycarboxylate, 3% block polyether, 10% aromatic hydrocarbon solvent oil, 4% polyurethane, 0.1% xanthan gum, 5% ethylene glycol, 0.2% sodium benzoate, 0.3% silicone defoamer, and water added to 100%.

[0043] Comparative Example 2: 33% propyne fluroxypyr suspension 33% propyzamide, 2% polycarboxylate, 3% block polyether, 0.5% magnesium aluminum silicate, 0.1% xanthan gum, 5% ethylene glycol, 0.2% sodium benzoate, 0.3% silicone defoamer, and water added to 100%.

[0044] Comparative Example 3: 30% isoxaflutole methyl ester • propyzamide microcapsule suspension - suspension concentrate (mass ratio of the two is 1:1) 15% isoxaflutole methyl ester, 15% propyzamide, 2% polycarboxylate, 3% block polyether, 10% aromatic hydrocarbon solvent oil, 4% polyurethane, 0.1% xanthan gum, 5% ethylene glycol, 0.2% sodium benzoate, 0.3% silicone defoamer, and water added to 100%.

[0045] Comparative Example 4: 52% isoxaflutole methyl ester • propyzamide microcapsule suspension - suspension concentrate (mass ratio of the two is 51:1) 51% isoxaflutole methyl ester, 1% propyzamide, 2% polycarboxylate, 3% block polyether, 10% aromatic hydrocarbon solvent oil, 4% polyurethane, 0.1% xanthan gum, 5% ethylene glycol, 0.2% sodium benzoate, 0.3% silicone defoamer, and water added to 100%.

[0046] Test Example 1: Indoor Weed Control Bioactivity Test Unless otherwise specified, all ratios (including percentages) mentioned below refer to mass ratios.

[0047] Experimental objective: To determine the fresh weight control efficacy of isoxaflutole methyl ester, propyzamide, and their different ratio combinations against weeds under greenhouse pot conditions, and to evaluate their combined effects, so as to provide a scientific basis for the formulation development of mixed pesticides and field efficacy trials for pesticide registration.

[0048] Experimental Method: The experiment was conducted under greenhouse conditions. Weed seeds were sown in flowerpots, ensuring 25 seeds per pot. The seeds were covered with approximately 1 cm of fine soil mixed with sand. Water was added from the bottom of the pots to keep the soil moist, with a moisture content of 25%. 35%. The plants were cultured in a light-controlled incubator. Once the weeds emerged and reached 5 cm in height, foliar spraying was applied. Each treatment group was repeated four times, with a control group (no pesticide). After treatment, the test materials were placed in a greenhouse for cultivation, and the growth of the target weeds was observed regularly. Thirty days after the treatment, the symptoms of damage and growth inhibition of the target crop were visually assessed, and the fresh weight of the above-ground parts was measured.

[0049] Test targets: purslane and barnyard grass.

[0050] Test agents: Isoxaflutole and propyzamide technical grade pesticides were selected as single agents for use as test agents or prepared into a compound mixture in the appropriate proportions as needed (the dosage is the amount of active ingredient per acre of the composition).

[0051] Evaluation method: First, calculate the fresh weight inhibition rate (%).

[0052] Fresh weight inhibition rate E (%) = (Fresh weight of weeds in the control area - Fresh weight of weeds in the treatment area) / Fresh weight of weeds in the control area × 100% The Gowing method was used to determine the type of synergistic effect of the mixture, and the calculation formula is as follows: Theoretical control efficacy E0 of the mixture = Weed control efficacy of herbicide A at dosage P + Weed control efficacy of herbicide B at dosage Q - Weed control efficacy of herbicide A at dosage P × Weed control efficacy of herbicide B at dosage Q ÷ 100 Evaluation criteria for the combined effects of mixed drugs: E-E0 > 10% indicates a synergistic effect, E-E0 < -10% indicates an antagonistic effect, and E-E0 between ±10% indicates an additive effect.

[0053] Table 1. Results of indoor bioactivity assay of isoxaflutole methyl ester and propyzoxystrobin combined with purslane

[0054] Table 2. Results of indoor bioactivity assay of barnyardgrass with the combination of isoxaflutole methyl ester and propyzoxystrobin.

[0055] The indoor test results shown in Tables 1 and 2 indicate that the actual control efficacy observed when isoxaflutole methyl ester and propyzoxystrobin were combined was greater than the theoretical control efficacy calculated by the formula. A synergistic effect was observed when the mass ratio of isoxaflutole methyl ester to propyzoxystrobin was 2-50:1; the synergistic effect was further enhanced when the preferred mass ratio was 5-20:1, and the synergistic effect was most significant when the mass ratio was 10:1.

[0056] Test Example 2 Experimental location: Songyuan City, Jilin Province. The site is flat and has good fertility. Soybean fields in each treatment area were managed according to conventional production practices after pesticide application.

[0057] Soybean fields were sprayed using Examples 1-9 and Comparative Examples 1-4, respectively, with a blank control group (i.e., no spraying treatment was applied to the soybean fields). Before planting, the diluted pesticide was uniformly sprayed with water at a rate of 42 g ai / ha.

[0058] The control effects on barnyard grass and purslane were investigated at 10, 20, 30, and 50 days after application, following the "Guidelines for Field Efficacy Trials of Pesticides". Five random sampling points were used in each treatment area to investigate the control effects on barnyard grass and purslane. Weeds were identified and counted at 10, 20, 30, and 50 days after application, and the plant control efficacy was calculated. The specific results are shown in Table 3.

[0059] Control efficacy (%) = (Number of weeds in the control area - Number of weeds in the treatment area) / Number of weeds in the control area × 100% Table 3 shows the field trial results of Examples 1-9 and Comparative Examples 1-4.

[0060] As can be seen from Table 3, comparing Examples 1-9 with Comparative Examples 1-2, it can be seen that the binary compound herbicidal composition of isoxaflutole methyl ester and propyzoxystrobin in this invention has better control effect and more stable efficacy than the single-component isoxaflutole methyl ester and propyzoxystrobin.

[0061] Table 3 also shows that, by comparing Examples 1-5 with Comparative Examples 3-4, it can be seen that the weight ratio of isoxaflutole methyl ester and propyzamide in the present invention is 2-50:1, and in particular, the control efficacy can be improved when the weight ratio is further preferably 5-20:1, and the synergistic effect is best when it is preferably 10:1.

[0062] Furthermore, a comparison between Example 1 and Examples 6-9 shows that for the binary herbicidal composition composed of isoxaflutole methyl ester and propyzoxystrobin, microcapsule suspension-suspension formulation is the superior formulation, which can achieve better control effects than other formulations.

[0063] The preferred embodiments of the present invention have been described in detail above; however, the present invention is not limited thereto. Within the scope of the inventive concept, various simple modifications can be made to the technical solutions of the present invention, including combinations of various technical features in any other suitable manner. These simple modifications and combinations should also be considered as the content disclosed in the present invention and are all within the protection scope of the present invention.

Claims

1. A herbicidal composition, characterized in that, The herbicidal composition comprises isoxaflutole methyl ester and propyzamide as active ingredients, with a mass ratio of isoxaflutole methyl ester to propyzamide of 2-50:

1.

2. The herbicidal composition according to claim 1, wherein, In the herbicidal composition, the mass ratio of isoxaflutole methyl ester to propyzamide is 5-20:

1.

3. The herbicidal composition according to claim 1 or 2, wherein, In the herbicidal composition, the mass ratio of isoxaflutole methyl ester to propyzamide is 10:

1.

4. The herbicidal composition according to any one of claims 1-3, wherein, The active ingredient accounts for 15-51% of the total weight of the herbicidal composition, preferably 24-42%, and more preferably 30-33%.

5. The herbicidal composition according to any one of claims 1-4, wherein, The herbicidal composition also includes adjuvants acceptable to pesticides; Preferably, the auxiliary components are selected from at least one of emulsifiers, wetting agents, dispersants, thickeners, antifreeze agents, preservatives, wall materials, defoamers, water, organic solvents, disintegrants, binders, and solid inert carriers.

6. A herbicide prepared from the herbicidal composition according to any one of claims 1-5.

7. The herbicide according to claim 6, wherein, The herbicide formulation is selected from any one of suspension concentrates, emulsifiable concentrates, dispersible oil suspensions, microemulsions, water-in-oil emulsions, microcapsule suspensions, microcapsule suspension-suspension concentrates, wettable powders, and water-dispersible granules, preferably selected from any one of suspension concentrates, dispersible oil suspensions, microcapsule suspensions, and microcapsule suspension-suspension concentrates.

8. The application of a herbicide according to claim 6 or 7 in the control of weeds in soybean fields.

9. The application according to claim 8, wherein, The weeds are annual weeds, preferably selected from at least one of grass weeds, broadleaf weeds and sedge weeds, and more preferably selected from at least one of purslane and barnyard grass.

10. The application according to claim 8 or 9, wherein, The application method is water-sprayed; Preferably, the active ingredient of the herbicide is applied at a rate of 30-60 g ai / ha, more preferably 42 g ai / ha.

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