Ternary compound weeding composition as well as preparation and application thereof

Abstract

The invention relates to the technical field of pesticide herbicides, in particular to a ternary compound weeding composition as well as a preparation and application thereof, and the ternary compound weeding composition comprises butachlor, cyhalofop-butyl and clomazone. According to the weeding composition, butachlor, cyhalofop-butyl and clomazone are compounded to realize effective prevention and control on annual weeds in transplanted rice fields through a multi-target synergistic effect, and compared with a single agent, the control effect is improved, and a certain synergistic trend is shown; the pesticide preparation provided by the invention has a good effect of preventing and controlling annual weeds in rice transplanting fields, and is of great benefit to planting and production of rice.

Description

Technical Field

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

[0002] In agricultural production, effective weed control has always been a key factor in ensuring crop yield and quality. Rice transplanted fields, as important agricultural planting areas, face the challenge of a wide variety of weeds with increasingly stronger resistance.

[0003] Butachlor, also known as butachlor or chlorpyrifos, is a selective pre-emergence herbicide of the amide class. It is primarily absorbed through the young shoots and small secondary roots of weeds, inhibiting protein synthesis and causing the young weeds to swell, become deformed, and turn dark green, ultimately leading to their death. Butachlor is photostable, can be decomposed by soil microorganisms, and is safe for subsequent crops.

[0004] Cyhalofop-butyl, also known as cyhalofop-tester, is chemically named butyl(R)-2-[4-(4-oxy-2-fluorophenoxy)phenoxy]propionate. It is a systemic herbicide that is absorbed by the leaves and leaf sheaths of weeds, translocated through the phloem, and accumulates in the meristematic tissue of weeds. It inhibits acetyl-CoA carboxylase, causing fatty acid synthesis to stop, cell growth and division to be disrupted, and lipid structures such as membrane systems to be damaged, ultimately leading to the death of weeds.

[0005] Clomazone is an organic heterocyclic selective pre-emergence herbicide that can be absorbed through plant roots and shoots and translocated upwards to all parts of the plant via transpiration. It controls the biosynthesis of chlorophyll in sensitive plants. Although it can germinate and emerge from the soil, it lacks pigment, causing the plants to die within a short period of time. It has a good control effect on grass weeds such as barnyard grass and wild millet, as well as annual broadleaf weeds such as lambsquarters, knotweed, amaranth, and cocklebur.

[0006] Chinese patent application CN108112587A describes a microemulsion of cyhalofop-butyl and butachlor, which is highly effective against mature barnyardgrass. The finished product, a microemulsion of cyhalofop-butyl and pretilachlor, was prepared by blending under specific conditions. Its weed control effect is significantly higher than that of cyhalofop-butyl or butachlor alone. However, the control effect of this binary compound on annual weeds in transplanted rice fields remains limited. Currently, there are no reports on the ternary compounding of butachlor, cyhalofop-butyl, and isoxaflutole. Summary of the Invention

[0007] To address the problems in the prior art, the first aspect of the present invention provides a ternary compound herbicidal composition comprising butachlor, cyhalofop-butyl, and isoxaflutole.

[0008] Long-term use of single herbicides easily leads to resistance and unsatisfactory control effects. This invention combines butachlor, cyhalofop-butyl, and isoxaflutole. Butachlor inhibits microtubule assembly, cyhalofop-butyl inhibits fatty acid synthesis, and isoxaflutole inhibits carotenoid synthesis. The targets of these three herbicides do not overlap, resulting in a synergistic effect. Specifically, butachlor and isoxaflutole synergistically enhance cell membrane permeability, promoting cyhalofop-butyl absorption; cyhalofop-butyl's inhibition of fatty acid synthesis accelerates isoxaflutole's disruption of the photosynthetic system; and the complementary metabolic pathways of the three reduce weed detoxification metabolism, significantly improving bioavailability and thus enhancing weed control efficacy.

[0009] In some embodiments, the mass ratio of butachlor, cyhalofop-butyl, and isoxaflutole is (25-35):(10-15):(5-10).

[0010] Optionally, the mass ratio of butachlor, cyhalofop-butyl, and isoxaflutole is (30-35):10:(5-7).

[0011] Optionally, the mass ratio of butachlor, cyhalofop-butyl, and isoxaflutole is 30:10:7.

[0012] This invention controls the mass ratio of butachlor, cyhalofop-butyl, and isoxaflutole to (25-35):(10-15):(5-10). Specifically, when the mass ratio is 30:10:7, the microemulsion prepared at a dosage of 100 mL / mu (approximately 667 square meters) shows a total weed control efficacy ≥98.1% and a fresh weight control efficacy ≥98.4%, with a yield of 8457.9~9303.5 kg / ha, significantly higher than single-agent treatments. This is likely because at this ratio, butachlor inhibits tubulin assembly, blocking weed shoot growth; cyhalofop-butyl inhibits fatty acid synthesis, disrupting weed cell membrane integrity; and isoxaflutole inhibits carotenoid synthesis, leading to photosynthetic breakdown in weeds. The three agents act on non-overlapping targets, forming a "multi-target synergistic weed control" mechanism, significantly increasing weed mortality.

[0013] A second aspect of the present invention provides a pesticide formulation, the raw materials of which include a ternary compound herbicidal composition and excipients; the excipients are used to formulate the ternary compound herbicidal composition into a pesticide-permitted formulation.

[0014] In some embodiments, the weight percentage of the ternary compound herbicidal composition in the pesticide formulation is 47-50%.

[0015] In some embodiments, the pesticide formulation includes any one of the following: suspension concentrate, emulsion, microemulsion, powder, granule, and emulsifiable concentrate.

[0016] Optionally, the pesticide formulation may be in the form of a microemulsion or an emulsifiable concentrate.

[0017] In some embodiments, the excipients of the microemulsion include surfactants, cosolvents, defoamers, and organic solvents.

[0018] Optionally, the surfactant is selected from at least one of anionic surfactants and nonionic surfactants.

[0019] Optionally, the surfactant is an anionic surfactant or a nonionic surfactant.

[0020] Optionally, the anionic surfactant includes alkyl sulfonates and phosphate esters.

[0021] Optionally, the nonionic surfactant includes block polyether surfactants.

[0022] In some embodiments, the cosolvent includes aromatic alcohol cosolvents.

[0023] In some embodiments, the organic solvent includes at least one of amide solvents and aliphatic hydrocarbon solvents.

[0024] In some embodiments, the defoamer is Indusul 1511, sourced from Momentive (Shanghai) Trading Co., Ltd.

[0025] In some embodiments, the excipients of the microemulsion also include water.

[0026] In some embodiments, the raw materials for preparing the microemulsion, by weight percentage, include: 47-50% ternary compound herbicidal composition, 8-21% surfactant, 12-18% cosolvent, 0.01-0.1% defoamer, 10-15% organic solvent, and deionized water to make up the balance.

[0027] In some embodiments, the excipients of the emulsifiable concentrate include emulsifiers, amide solvents, and aliphatic hydrocarbon solvents.

[0028] In some embodiments, the emulsifier includes at least one of anionic emulsifiers and nonionic emulsifiers.

[0029] Optionally, the emulsifier includes anionic emulsifiers and nonionic emulsifiers.

[0030] Optionally, the anionic emulsifier includes alkyl sulfonates.

[0031] Optionally, the nonionic emulsifier includes block polyether emulsifiers.

[0032] In some embodiments, the raw materials for preparing the emulsifiable concentrate, by weight percentage, include: 47-50% ternary compound herbicidal composition, 12-15% emulsifier, 20-30% amide solvent, and aliphatic hydrocarbon solvent to make up the balance.

[0033] The third aspect of this invention provides an application of the above-mentioned ternary compound herbicidal composition or pesticide formulation for the control of annual weeds in rice transplanted fields.

[0034] Beneficial effects 1. This invention combines butachlor, cyhalofop-butyl, and isoxaflutole through multi-target synergistic effects to achieve effective control of annual weeds in rice transplanting fields. Compared with single agents, the control efficacy is improved, showing a certain synergistic effect trend.

[0035] 2. The ternary compound herbicidal composition of butachlor, cyhalofop-butyl, and isoxaflutole provided by this invention has multi-regional stability, and its control effect on annual weeds in rice transplanted fields remains stable in Heilongjiang, Guangxi, Shanghai, and Hubei.

[0036] 3. In the combination system of the three active ingredients butachlor, cyhalofop-butyl and isoxaflutole of the present invention, only a low amount of pesticide composition is required to achieve a highly effective control effect, reducing the damage to rice and improving the safety of pesticides.

[0037] 4. This invention solves the problems of poor light transmittance and poor self-dispersibility in water of microemulsions by synergistic formulation of anionic surfactants, nonionic surfactants, aromatic alcohol cosolvents, organic solvents and defoamers.

[0038] 5. This invention solves the problems of discoloration and substandard emulsification in traditional emulsifiable concentrates by using a synergistic ratio of anionic emulsifiers, nonionic emulsifiers, amide solvents, and aliphatic hydrocarbon solvents. 6. The pesticide formulation provided by this invention has a good effect on controlling annual weeds in rice transplanting fields, which is of great benefit to rice planting and production. Attached Figure Description

[0039] Figure 1 This is a schematic diagram of the color change of emulsifiable concentrate during thermal storage. The left side of the diagram shows the color before thermal storage, and the right side shows the color change after thermal storage.

[0040] Figure 2-5 The figures show the transmittance and dispersibility test results of the microemulsions prepared in Example 1 and Comparative Examples 5-7, respectively. Detailed Implementation

[0041] To make the objectives, technical solutions, and advantages of this invention clearer, the invention will be further described in detail below with reference to embodiments and accompanying drawings. It should be understood that the specific embodiments described herein are merely illustrative of the invention and are not intended to limit the invention. Experimental methods not specifying specific conditions in the embodiments are performed under conventional conditions or conditions recommended by the manufacturer. Reagents or instruments whose manufacturers are not specified are all commercially available conventional products.

[0042] Information on the raw materials in the following examples is shown in Table 1: Table 1

[0043] Example 1 The first aspect of this example provides a ternary compound herbicidal composition comprising butachlor, cyhalofop-butyl, and isoxaflutole.

[0044] The mass ratio of butachlor, cyhalofop-butyl, and isoxaflutole is 30:10:7.

[0045] The second aspect of this example provides a pesticide formulation, the raw materials of which include a ternary compound herbicidal composition and excipients.

[0046] The formulation is a microemulsion, and the raw materials for preparing the microemulsion include, by weight percentage: 47% of a ternary compound herbicidal composition, 21% of a surfactant, 15% of a cosolvent, 0.05% of an antifoaming agent, 11% of an organic solvent, and deionized water to make up the balance.

[0047] The surfactant is an anionic surfactant and a nonionic surfactant, with a mass ratio of 11:10.

[0048] The anionic surfactant comprises calcium alkylbenzene sulfonate and phosphate ester in a mass ratio of 10:1.

[0049] The nonionic surfactant is a block polyether.

[0050] The co-solvent is benzyl alcohol.

[0051] The organic solvent is dimethylacetamide.

[0052] The third aspect of this example provides an application of the above-mentioned ternary compound herbicidal composition or pesticide formulation for the control of annual weeds in rice transplanted fields.

[0053] Example 2 The specific implementation method of this example is the same as that of Example 1, except that the mass ratio of butachlor, cyhalofop-butyl and isoxaflutole is 35:10:5, and the weight percentage of the ternary compound herbicidal composition in the pesticide formulation is 50%.

[0054] Example 3 The specific implementation method of this example is the same as that of Example 1, except that the mass ratio of butachlor, cyhalofop-butyl and isoxaflutole is 25:15:10, and the weight percentage of the ternary compound herbicidal composition in the pesticide formulation is 50%.

[0055] Example 4 The specific implementation method of this example is the same as that of Example 1, except that the second aspect of this example provides an emulsifiable concentrate.

[0056] The raw materials for preparing the emulsifiable concentrate include, by weight percentage: 47% ternary compound herbicidal composition, 12% emulsifier, 25% amide solvent, and aliphatic hydrocarbon solvent to make up the balance.

[0057] The emulsifier includes anionic emulsifier and nonionic emulsifier, with a mass ratio of 5:7.

[0058] The anionic emulsifier is calcium alkylbenzene sulfonate.

[0059] The nonionic emulsifier is a block polyether.

[0060] The amide solvent is dimethylacetamide.

[0061] The aliphatic hydrocarbon solvent is 200# solvent oil.

[0062] Comparative Example 1 The specific implementation method of this example is the same as that of Example 1, except that the mass ratio of butachlor, cyhalofop-butyl and isoxaflutole is 40:8:3, and the weight percentage of the ternary compound herbicidal composition in the pesticide formulation is 51%.

[0063] Comparative Example 2 The specific implementation method of this example is the same as that of Example 1, except that the mass ratio of butachlor, cyhalofop-butyl and isoxaflutole is 15:18:17, and the weight percentage of the ternary compound herbicidal composition in the pesticide formulation is 50%.

[0064] Comparative Example 3 The specific implementation method of this example is the same as that of Example 1, except that the mass ratio of butachlor, cyhalofop-butyl and isoxaflutole is 10:20:15, and the weight percentage of the ternary compound herbicidal composition in the pesticide formulation is 45%.

[0065] Comparative Example 4 This example provides a 60% butachlor emulsifiable concentrate from Jiangxi Heyi Chemical Co., Ltd.

[0066] Comparative Example 5 The specific implementation method of this example is the same as that of Example 1, except that the raw materials for preparing the microemulsion include, by weight percentage: 47% of the ternary compound herbicidal composition, 22% of the surfactant, 15% of the cosolvent, 0.05% of the defoamer, 10% of the organic solvent, and deionized water to make up the balance.

[0067] Comparative Example 6 The specific implementation method of this example is the same as that of Example 1, except that the raw materials for preparing the microemulsion include, by weight percentage: 47% of the ternary compound herbicidal composition, 20% of the surfactant, 10% of the cosolvent, 0.05% of the defoamer, 11% of the organic solvent, and deionized water to make up the balance.

[0068] The surfactant is an anionic surfactant and a nonionic surfactant, with a mass ratio of 1:1.

[0069] The anionic surfactant is calcium alkylbenzene sulfonate.

[0070] Comparative Example 7 The specific implementation method of this example is the same as that of Example 1, except that the raw materials for preparing the microemulsion include, by weight percentage: 47% of the ternary compound herbicidal composition, 20% of surfactant, 15% of cosolvent, 0.05% of defoamer, 11% of organic solvent, and deionized water to make up the balance.

[0071] The surfactant is an anionic surfactant and a nonionic surfactant, with a mass ratio of 1:1.

[0072] The anionic surfactant is calcium alkylbenzene sulfonate.

[0073] Comparative Example 8 The specific implementation method of this example is the same as that of Example 4, except that the raw materials for preparing the emulsifiable concentrate include, by weight percentage: 47% ternary compound herbicidal composition, 10% emulsifier, 30% dimethylacetamide, and cyclohexanone to make up the balance.

[0074] The emulsifier includes anionic emulsifier and nonionic emulsifier, with a mass ratio of 1:1.

[0075] Comparative Example 9 The specific implementation method of this example is the same as that of Example 4, except that the raw materials for preparing the emulsifiable concentrate include, by weight percentage: 47% ternary compound herbicidal composition, 10% emulsifier, 30% dimethylacetamide, and 200# solvent oil to make up the balance.

[0076] The emulsifier includes anionic emulsifier and nonionic emulsifier, with a mass ratio of 1:1.

[0077] Comparative Example 10 The specific implementation method of this example is the same as that of Example 4, except that the raw materials for preparing the emulsifiable concentrate include, by weight percentage: 47% ternary compound herbicidal composition, 10% emulsifier, 25% dimethylacetamide, and 200# solvent to make up the balance.

[0078] The emulsifier includes anionic emulsifier and nonionic emulsifier, with a mass ratio of 1:1.

[0079] Comparative Example 11 The specific implementation method of this example is the same as that of Example 4, except that the raw materials for preparing the emulsifiable concentrate include, by weight percentage: 47% ternary compound herbicidal composition, 12% emulsifier, 25% dimethylacetamide, and 200# solvent to make up the balance.

[0080] The emulsifier includes anionic emulsifier and nonionic emulsifier, with a mass ratio of 7:5.

[0081] Performance testing 1. Field trials: Experimental sites were located in Huamutun Village, Qiqiha Village, Meilisi District, Qiqihar City, Heilongjiang Province; Wuling Village, Shuangding Town, Xixiangtang District, Nanning City, Guangxi Province; Nanyang Village, Xinbang Town, Songjiang District, Shanghai; and Fannaowan Village, Shanpo Street, Jiangxia District, Wuhan City, Hubei Province.

[0082] All trials will take place in 2024.

[0083] All trials used the same application time, method, and frequency: after rice transplanting and seedling establishment, when weeds had 2-4 leaves, apply the pesticide as a foliar spray with 30-40 kg / mu of water. Before application, drain the paddy field to expose all weeds above the water surface. Refill the field one day after application, maintaining a water level of 3-5 cm for 5-7 days. During this period, only add water, do not drain, to avoid submerging the rice heart.

[0084] The test results are shown in Table 2-5.

[0085] Table 2

[0086] Table 3

[0087] Table 4

[0088] Table 5

[0089] As can be seen from Tables 2-5, Example 1 performed better overall at different test sites, with high levels of control efficacy per unit area, control efficacy per unit area of ​​fresh weight, and yield. Comparative Examples 1-3 performed relatively worse, with all indicators lower than those of Examples 1-3, especially Comparative Example 3, which had low levels of control efficacy per unit area, control efficacy per unit area of ​​fresh weight, and yield at all test sites.

[0090] Comparative Example 4 was a single-component herbicide. The total weed control efficacy and total fresh weed control efficacy of Comparative Example 4 (60% butachlor EC) were similar across different test sites, but its yield was lower than that of Example 1. This indicates that the ternary compound herbicide composition, under appropriate formulation, has better weed control and yield-increasing potential. The formulation in Example 1 shows significant advantages in controlling annual weeds and increasing yield in transplanted rice fields.

[0091] 2. The stability of the emulsifiable concentrates of Example 4 and Comparative Examples 8-11 (according to GB / T 1603-2001 "Stability of Pesticide Emulsions") was tested. The emulsifiable concentrate of Example 4 did not change color after heat storage, and the emulsification was qualified with no oil sedimentation. The emulsifiable concentrate of Comparative Example 8 changed color after heat storage; the emulsification of Comparative Example 9 did not change color after heat storage, but the emulsification was unqualified, and oil sedimentation occurred; the emulsification of Comparative Examples 10-11 was unqualified, and oil sedimentation occurred. Figure 1 This is a schematic diagram of the color change of emulsifiable concentrate during thermal storage. The left side of the diagram shows the color before thermal storage, and the right side shows the color change after thermal storage.

[0092] 3. The transmittance and dispersibility of the microemulsions prepared in Example 1 and Comparative Examples 5-7 were tested. The actual tests used a 200-fold dilution with standard hard water, and the results were observed visually. (See attached table for details.) Figure 2-5 As can be seen from the figure, Embodiment 1 of this application (corresponding to...) Figure 2 The microemulsion prepared by ( ) has good light transmittance and dispersant properties; Comparative Example 7 (corresponding to Figure 5 Poor light transmittance, comparative examples 5-6 (corresponding to...) Figure 2 , Figure 3 It has good light transmittance, but poor self-dispersibility in water.

Claims

1. A ternary compound herbicidal composition, characterized in that, The ternary compound herbicidal composition includes butachlor, cyhalofop-butyl, and isoxaflutole.

2. The ternary compound herbicidal composition according to claim 1, characterized in that, The mass ratio of butachlor, cyhalofop-butyl and isoxaflutole is (25-35):(10-15):(5-10).

3. The ternary compound herbicidal composition according to claim 2, characterized in that, The mass ratio of butachlor, cyhalofop-butyl, and isoxaflutole is (30-35):10:(5-7).

4. A pesticide formulation, characterized in that, The raw materials for preparation include the ternary compound herbicidal composition according to any one of claims 1-3 and excipients; the excipients are used to formulate the ternary compound herbicidal composition into a pesticide-permitted formulation.

5. The pesticide formulation according to claim 4, characterized in that, The weight percentage of the ternary compound herbicidal composition in the pesticide formulation is 47-50%.

6. The pesticide formulation according to claim 4, characterized in that, The formulation of the pesticide includes any one of the following: suspension concentrate, emulsion, microemulsion, powder, granule, and emulsifiable concentrate.

7. The pesticide formulation according to claim 6, characterized in that, The formulations of the pesticides include microemulsions or emulsifiable concentrates.

8. The pesticide formulation according to claim 7, characterized in that, The excipients of the microemulsion include surfactants, cosolvents, defoamers, and organic solvents.

9. The pesticide formulation according to claim 7, characterized in that, The excipients of the emulsifiable concentrate include emulsifiers, amide solvents, and aliphatic hydrocarbon solvents.

10. The application of a ternary compound herbicidal composition according to any one of claims 1-3, or the application of a pesticide formulation according to any one of claims 4-9, characterized in that, It is used for the control of annual weeds in rice transplanting fields.

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