Insecticidal composition, insecticidal pesticide and application containing fluorine-containing oxazolidine amide

Abstract

The application discloses a kind of fluorine-containing oxadiazole amide insecticidal composition, insecticide and application, belong to the technical field of insecticide.The fluorine-containing oxadiazole amide insecticidal composition of the application is one combination of fluorine oxadiazole amide and lufenuron, fluorine oxadiazole amide and flufenoxuron, fluorine oxadiazole amide and chlorfluazuron.The mechanism of action of fluorine oxadiazole amide and benzoylurea insecticides in the insecticidal composition of the application is completely different, and the combination can synergize against pests, improve the control effect, reduce the amount of pesticide used, delay the development of pesticide resistance and reduce the risk of resistance.The composition of the application can be prepared into a pesticide preparation and used for the control of lepidopteran pests and piercing-sucking mouthpart pests in horticultural crops such as vegetables and fruit trees, field crops such as corn, cotton and rice.

Description

Technical Field

[0001] This invention belongs to the field of insecticide technology, specifically relating to an insecticidal composition containing fluoxazolamide, an insecticide, and its application. Background Technology

[0002] Chemical pesticides are the most economical and effective means of pest control. The application of pesticides to control pests is of great significance in recovering crop yield losses and improving the marketability and quality of agricultural products.

[0003] Fluxametamide is a novel isoxazole insecticide developed by Nissan Chemical Co., Ltd. of Japan. It possesses broad-spectrum biological activity, showing specific efficacy against lepidopteran pests, and can also control mites, tsioptera, and dipterans. Fluxametamide has a novel mechanism of action, belonging to the glutamate-gated chloride channel (LGCC) disruptor class, primarily acting on the γ-aminobutyric acid-gated chloride channels (GABACI) of insects.

[0004] Benzoylurea insecticides inhibit chitin synthesis by suppressing the activity of chitin synthase in insects, thus reducing their feeding, slowing their activity, or hindering molting and pupation, ultimately leading to their death. These insecticides are highly effective against lepidopteran larvae, and are also effective against dipteran, coleopteran, and hymenopteran pests, with a relatively long residual effect. These insecticides primarily exhibit stomach poison action, with lower contact activity and a relatively slow onset of action. They decompose easily in plants and animals, as well as in soil and water, leaving minimal residue and are safe for humans, livestock, and bees.

[0005] In the process of using insecticides to control pests, long-term, continuous, and high-dose use of a single type or single mode of action of chemical insecticide can easily lead to problems such as pesticide resistance and the evolution of resistance in pests. The rational combination or mixing of insecticide compounds has advantages such as reducing the amount of pesticide used, improving control efficacy, and delaying the occurrence and development of pesticide resistance in pests, making it one of the most effective methods to solve the above problems. Summary of the Invention

[0006] This invention addresses the problems of pesticide resistance and resistance evolution in pests caused by the long-term, continuous, high-dose use of single-variety or single-mode chemical insecticides in the prior art. It provides an insecticidal composition containing fluoxazolamide, an insecticidal pesticide, and its application.

[0007] To achieve the above objectives, the present invention adopts the following technical solution:

[0008] An insecticidal composition containing fluoxazolamide, wherein the insecticidal composition is a combination of fluoxazolamide and lufenuron, fluoxazolamide and flufenoxuron, or fluoxazolamide and diflubenzuron;

[0009] The weight ratio of fluoxazolamide to benzoylurea is 1:1-1:20; the weight ratio of fluoxazolamide to flufenoxuron is 1:1-1:10; the weight ratio of fluoxazolamide to diflubenzuron is 1:2-1:20. Within the above-defined weight ratio range, the mixed use of fluoxazolamide and benzoylurea insecticides achieves a synergistic effect.

[0010] The above-mentioned insecticidal composition containing fluoxazolamide is used in the preparation of insecticidal pesticides, wherein the insecticidal pesticides are used to control lepidopteran pests and piercing-sucking pests.

[0011] An insecticide containing fluoxazolamide comprises the above-mentioned insecticide composition containing fluoxazolamide, wherein the insecticide composition accounts for 1-95% of the total amount of pesticide, preferably 10-80%; typically, the insecticide composition of the present invention comprises 1-95 parts by weight of active ingredient and 5-99 parts by weight of conventional pesticide adjuvants.

[0012] Conventional adjuvants in the aforementioned insecticides may include carriers, surfactants, etc., where surfactants include repellents, dispersants, and wetting agents, which can be ionic or nonionic. Examples that may be mentioned include salts of polyacrylic acid, lignin sulfonates, salts of phenol sulfonic acid or naphthalene sulfonic acid, polymers of ethylene oxide with aliphatic alcohols or with aliphatic acids or with aliphatic amines and substituted phenols (especially alkylphenols or arylphenols), sulfosuccinates, taurine derivatives (especially alkyl taurine esters), and phosphate esters of alcohols or polyhydroxyethylated phenols, alkyl sulfonates, alkyl aryl sulfonates, alkyl sulfates, lauryl ether sulfates, fatty alcohol sulfates, and sulfated hexadecyl, heptadecanols, and octadecyl alcohols, as well as sulfated fatty alcohol glycol ethers. Additionally, there are naphthalene or naphthalene sulfonic acid with phenol and formaldehyde... Condensations, polyoxyethylene octylphenyl ether, ethoxylated isooctylphenol, octylphenol or nonylphenol, alkylphenyl polyethylene glycol ether, tributylphenyl polyethylene glycol ether, tripearylphenyl polyethylene glycol ether, alkylaryl polyether alcohol, alcohols and fatty alcohols / ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ether, ethoxylated polyoxypropylene, lauryl polyethylene glycol ether acetal, sorbitan ester, lignin sulfite waste liquid, and proteins, denatured proteins, polysaccharides (e.g., methylcellulose), hydrophobically modified starch, polyvinyl alcohol, polycarboxylates, polyalkoxylated compounds, polyethyleneamine, polyvinylpyrrolidone and copolymers thereof. At least one surfactant is required to facilitate the dispersion of the active ingredients in water and to facilitate their proper application to plants.

[0013] The carrier refers to an organic or inorganic, natural or synthetic substance. They facilitate the application of the active ingredient and are generally inert and must be agriculturally acceptable, particularly to the treated plant. The carrier can be solid, such as clay, natural or synthetic silicates, silica, resins, waxes, solid fertilizers, etc.; or liquid, such as water, alcohols, ketones, petroleum fractions, aromatic or waxy hydrocarbons, chlorinated hydrocarbons, liquefied gas, etc.

[0014] The insecticide may also contain various other components, such as solvents, antifreeze agents, disintegrants, protective colloids, binders, thickeners, thixotropic agents, penetrants, stabilizers, chelating agents, film-forming agents, dyes, colorants, and polymers.

[0015] The specific formulation of the aforementioned insecticides is one of the following: wettable powder, dispersible oil suspension, suspension, suspension seed coating agent, suspension emulsion, water-dispersible granules, emulsifiable concentrate, water emulsion, or microemulsion.

[0016] The active ingredient, safener, solvent, and emulsifier in the above formula are added to the mother liquor preparation vessel to obtain a uniform oil phase. Deionized water, antifreeze, etc. are mixed evenly and injected into the product preparation vessel. After high-speed stirring, the mixture is evenly mixed to produce the transparent or semi-transparent microemulsion product of the insecticide of this invention.

[0017] In short, the insecticide of the present invention can be mixed with solid and liquid additives conventionally used in existing formulations.

[0018] Fluoxazolamide and benzoylurea insecticides such as lufenuron, diflubenzuron, and flufenoxuron all have broad-spectrum insecticidal activity and are highly effective against piercing-sucking pests such as Lepidoptera, Acari, Thysanoptera, and Diptera. Therefore, the above-mentioned insecticides containing fluoxazolamide can be used to control Lepidoptera and piercing-sucking pests. Among them, the Lepidoptera pests are at least one of the following: cotton bollworm, beet armyworm, armyworm, fall armyworm, diamondback moth, corn borer, peach borer, rice stem borer, and rice leaf roller; and the piercing-sucking pests are at least one of the following: wheat aphid, cotton aphid, corn aphid, bean aphid, potato aphid, apple aphid, tomato whitefly, planthopper, brown planthopper, and false-eyed green leafhopper.

[0019] The insecticide can be diluted or used directly by the user before application. Its formulation can be prepared using conventional processing methods, which involves mixing the active substance with a liquid solvent or solid carrier, and then adding one or more surfactants such as dispersants, stabilizers, wetting agents, binders, and defoamers.

[0020] The insecticide described in this invention can be applied to the leaves and seeds of plants to be treated via spraying or seed treatment. Experimental studies have revealed a significant synergistic effect between the active ingredient, fluoxazolamide, and benzoylurea insecticides. This synergistic effect manifests as a reduction in application dosage and faster, longer-lasting insecticidal action.

[0021] Advantages of the technical solution of this invention:

[0022] (1) The insecticidal composition of the present invention is an environmentally friendly insecticide that is easily degraded in the environment and is safe for crops.

[0023] (2) The insecticidal composition of the present invention is convenient to use and easy to promote, and has great economic and social benefits.

[0024] (3) Compared with the prior art, the composition of the present invention can be prepared into a pesticide formulation for the control of lepidopteran pests and piercing-sucking pests in horticultural crops such as vegetables and fruit trees, and field crops such as corn, cotton, and rice. The lepidopteran pests include cotton bollworm, beet armyworm, armyworm, fall armyworm, diamondback moth, corn borer, peach borer, rice stem borer, rice leaf roller, etc. The piercing-sucking pests include wheat aphid, cotton aphid, corn aphid, bean aphid, potato aphid, apple woolly aphid, tomato whitefly, gray planthopper, brown planthopper, false-eyed green leafhopper, etc. Detailed Implementation

[0025] Unless otherwise stated, the terms used in this invention generally have the meanings commonly understood by those skilled in the art.

[0026] The present invention will now be described in further detail with reference to specific embodiments and data. These embodiments are merely illustrative and are not intended to limit the scope of the invention in any way.

[0027] Example 1

[0028] An insecticidal composition of fluoxazolamide and lufenuron, wherein the weight ratio of fluoxazolamide to lufenuron is 10:1 to 1:40.

[0029] The control effect of fluoxazolamide and lufenuron combined on pests (indoor toxicity assay)

[0030] Test reagents: Fluoxazolamide and lufenuron technical grade. Dissolve fluoxazolamide and lufenuron technical grade in acetone to prepare a stock solution of 10000 mg / kg, and store it in a refrigerator at 4°C for later use.

[0031] Test insect: 3rd instar larvae of the cotton bollworm.

[0032] Test method: Taking the cotton bollworm, a lepidopteran pest, as an example, the toxicity of fluoxazolamide, lufenuron, and their mixtures to lepidopteran pests was determined by leaf immersion method.

[0033] Single-dose toxicity assay method:

[0034] The leaf immersion method was used. First, the test agents (fluoxazolamide and lufenuron) were prepared into a stock solution of 10000 mg / kg with acetone. Then, five concentration gradients were prepared using 0.1% Tween-80 solution in a proportional manner, with the 0.1% Tween-80 solution serving as a control. Untreated leaves were washed with detergent to remove the waxy layer and dried. The leaves were then punched into 1.5 cm diameter circles and immersed in the pesticide solution for 10 seconds. After drying on absorbent paper, they were placed in 24-well rearing trays, with two leaves per well and one larva inoculated. The trays were then placed in a 27℃ light incubator, and the number of live insects was counted after 72 hours. Each treatment was replicated three times. The toxicity regression equation, median lethal concentration (LC50), and 95% confidence interval were calculated using DSP.

[0035] Combined toxicity assay of the mixed formulation:

[0036] Based on single-dose toxicity assays, the active ingredients A (fluoxazolamide) and B (lufenuron) supplied for mixing were determined according to their LC50 values. 50 Nine dosage ratios were set by weight: 10:1, 5:1, 2:1, 1:1, 1:2, 1:5, 1:10, 1:20, and 1:40. Five concentration gradients were prepared using these ratios, with each treatment repeated three times. Linear regression analysis between insect mortality and the logarithm of pesticide concentration was used to determine the median lethal concentration (LC50) of the mixed pesticides against cotton bollworms. 50 Value and CTC value.

[0037] Data Statistical Analysis

[0038] All experimental data were statistically analyzed using Microsoft Excel 2016 and the DPS data processing platform to calculate the LC50 of each reagent. 50 Values ​​and 95% confidence limits were used. The co-toxicity coefficient of the compound was calculated using the Sun Yunpei method (1960), and the synergistic effect of the compound was evaluated based on the magnitude of the co-toxicity coefficient.

[0039] The inhibition rate of each drug agent was calculated using the following formula:

[0040] Insect mortality rate (%) = Number of dead insects / Total number of insects treated × 100

[0041] Corrected mortality rate (%) = [(Insect mortality rate in treatment group - Insect mortality rate in control group) / (1 - Insect mortality rate in control group)] × 100

[0042] Toxicity index TI = (LC50 of standard reagent)50 / LC of the test reagent 50 )×100

[0043] Actual Toxicity Index (ATI) of the Mixture = (LC50 of the Standard Reagent) 50 / Mixed formulations LC 50 )×100

[0044] The theoretical toxicity index (TTI) of a compound preparation is calculated as follows: TTI = TI of single agent A × PA + TI of single agent B × PB (PA and PB are the percentage contents of the active ingredient in the compound preparation, respectively).

[0045] Co-toxicity coefficient (CTC) = Actual toxicity index (ATI) of the mixture / Theoretical toxicity index (TTI) of the mixture × 100

[0046] Synergistic effect assessment: CTC≥120 indicates synergistic effect; 80<CTC<120 indicates additive effect; CTC≤80 indicates antagonistic effect.

[0047] Results and analysis: As shown in Table 1.

[0048] Table 1. Results of toxicity tests of fluoxazolamide, lufenuron, and their mixtures against cotton bollworm.

[0049]

[0050] As shown in Table 1, fluoxazolamide, lufenuron, and their mixtures have high indoor toxicity to cotton bollworm. When the ratio of fluoxazolamide to lufenuron is between 1:1 and 1:20, the co-toxicity coefficient against cotton bollworm is above 120, indicating that the two insecticides have a good synergistic effect at this ratio.

[0051] Example 2

[0052] An insecticidal composition of fluoxazolamide and flufenoxuron, wherein the weight ratio of fluoxazolamide to flufenoxuron is 10:1 to 1:40.

[0053] The control effect of fluoxazolamide and flufenoxuron combined on pests (indoor toxicity assay)

[0054] Test reagents: Fluoxazolamide and flufenoxuron technical grade. Dissolve the fluoxazolamide and flufenoxuron technical grade in acetone to prepare a stock solution of 10000 mg / kg, and store it in a refrigerator at 4°C for later use.

[0055] Test insect: 3rd instar larvae of the beet armyworm.

[0056] Test method: Taking the beet armyworm, a lepidopteran pest, as an example, the toxicity of fluoxazolamide, flufenoxuron, and their mixtures to lepidopteran pests was determined by the leaf immersion method.

[0057] The methods for single-dose toxicity assay, combined toxicity assay of mixed preparations, and data statistical analysis are the same as in Example 1.

[0058] Results and analysis: As shown in Table 2.

[0059] Table 2. Results of toxicity tests of fluoxazolamide, flufenoxuron, and their mixtures against beet armyworm.

[0060]

[0061] As shown in Table 2, fluoxazolamide, flufenoxuron, and their mixtures have high indoor toxicity to beet armyworm. When the ratio of fluoxazolamide to flufenoxuron is between 1:1 and 1:10, the co-toxicity coefficient against beet armyworm is above 120, indicating that the two insecticides have a good synergistic effect at this ratio.

[0062] Example 3

[0063] An insecticidal composition of fluoxazolamide and diflubenzuron, wherein the weight ratio of fluoxazolamide to diflubenzuron is 10:1 to 1:40.

[0064] The control effect of fluoxazolamide and diflubenzuron on pests (indoor toxicity assay)

[0065] Test reagents: fluoxazolamide and diflubenzuron technical grade. Dissolve fluoxazolamide and diflubenzuron technical grade in acetone to prepare a stock solution of 10000 mg / kg, and store it in a refrigerator at 4°C for later use.

[0066] Test insect: 3rd instar larvae of the corn borer.

[0067] Test method: Taking the corn borer, a lepidopteran pest, as an example, the toxicity of fluoxazolamide, diflubenzuron and their mixtures to lepidopteran pests was determined by the leaf immersion method.

[0068] The methods for single-dose toxicity assay, combined toxicity assay of mixed preparations, and data statistical analysis are the same as in Example 1.

[0069] Results and analysis: As shown in Table 3.

[0070] Table 3. Results of toxicity tests of fluoxazolamide, diflubenzuron, and their mixtures against corn borer.

[0071]

[0072] As shown in Table 3, fluoxazolamide, diflubenzuron, and their mixtures have high indoor toxicity to corn borers. When the ratio of fluoxazolamide to diflubenzuron is between 1:2 and 1:20, the co-toxicity coefficient to corn borers is above 120, indicating that the two insecticides have a good synergistic effect at this ratio.

[0073] Example 4

[0074] 24% Fluoxazolamide·Lufenuron Emulsifiable Concentrate, with the following composition (components by weight percentage):

[0075] Fluoxazolamide 4%, Lufenuron 20%, Cyclohexane (solvent) 25%, Agricultural Emulsion No. 600 (commercially available, emulsifier) ​​3%, Castor oil polyethylene glycol condensate (emulsifier) ​​5%, Glycerol (antifreeze agent) 4%, Xylene to make up to 100%.

[0076] The preparation method is as follows: Mix each active ingredient, various auxiliaries and xylene in proportion, add them to a mixing tank, and stir evenly to obtain 24% fluoxazolamide·lufenuron emulsifiable concentrate.

[0077] This example was applied to control bollworm on tomatoes during the initial peak of pest infestation, using different concentrations diluted in water for spraying. The control effects are shown in Table 4 below.

[0078] Table 4. Field efficacy of 24% fluoxazolamide·lufenuron EC in controlling bollworm on tomatoes.

[0079]

[0080]

[0081] As shown in Table 4, the combination of fluoxazolamide and lufenuron has a significant synergistic effect, and its control effect on tomato bollworm is significantly better than that of the single agent, while the amount of active ingredient required is significantly reduced.

[0082] Example 5

[0083] 24% Fluoxazolamide·Flufenuron water-dispersible granules, composition as follows (each component by weight percentage):

[0084] Fluoxazolamide 4%, flufenoxuron 20%, sodium alkylnaphthalene sulfonate formaldehyde condensate (dispersant) 5%, sodium lignin sulfonate (dispersant) 5%, sodium methylene bisnaphthalene sulfonate (wetting agent) 2%, ammonium sulfate (disintegrant) 3%, silica (filler) 30%, and calcium carbonate (filler) to make up to 100%.

[0085] The preparation method is as follows: each active ingredient, sodium formaldehyde condensate alkylnaphthalene sulfonate, wetting agent, disintegrant, and filler are fully mixed in proportion, and then pulverized to a particle size of 5μm by an air jet mill to obtain master powder. The master powder is then fully mixed with sodium lignosulfonate, granulated, dried, and sieved to obtain 24% fluoxazolamide·flufenoxuron water-dispersible granules.

[0086] This example demonstrates the application of spraying different concentrations of water to control the cabbage cutworm during the initial peak of pest infestation. The control effects are shown in Table 5 below.

[0087] Table 5. Field efficacy of 24% fluoxazolamide·flufenoxuron water-dispersible granules in controlling cabbage cutworm.

[0088]

[0089] As shown in Table 5, the combination of fluoxazolamide and flufenoxuron has a significant synergistic effect, and its control effect on cabbage cutworm is significantly better than that of the single agent, while the amount of active ingredient required is significantly reduced.

[0090] Example 6

[0091] 22% Fluoxazolamide·Diflubenzuron Suspension Concentrate, with the following composition (each component by weight percentage):

[0092] Fluoxazolamide 2%, diflubenzuron 20%, sodium alkylnaphthalene sulfonate formaldehyde condensate (dispersant) 5%, castor oil polyoxyethylene ether (emulsifier) ​​3%, fatty alcohol polyoxyethylene ether (emulsifier) ​​5%, sodium methylene bisnaphthalene sulfonate (wetting agent) 3%, xanthan gum (thickener) 2%, glycerol (antifreeze agent) 4%, water to 100%.

[0093] The preparation method is as follows: Mix all active ingredients, various additives and water in proportion, put them into a sand mill and grind them to a particle size of 5μm to obtain 22% fluoxazolamide·diflubenzuron suspension.

[0094] This example demonstrates the application of spraying different concentrations of water to control corn borers during the early stages of their infestation. The control effects are shown in Table 6 below.

[0095] Table 6. Field efficacy of 22% fluoxazolamide·diflubenzuron suspension concentrate in controlling corn borers.

[0096]

[0097] As shown in Table 6, the combination of fluoxazolamide and diflubenzuron has a significant synergistic effect, and its control effect on corn borers is significantly better than that of single agents, while the amount of active ingredient required is significantly reduced.

[0098] The above description is merely a preferred embodiment of the present invention and is not intended to limit the invention in any other way. Any person skilled in the art may make changes or modifications to the above-disclosed technical content to create equivalent embodiments. However, any simple modifications, equivalent changes, and modifications made to the above embodiments based on the technical essence of the present invention without departing from the scope of the present invention shall still fall within the protection scope of the present invention.

Claims

1. An insecticidal composition containing fluoxazolamide, characterized in that, The insecticidal composition is fluoxazolamide and lufenuron; The weight ratio of fluoxazolamide to lufenuron is 1:1 to 1:

20.

2. The use of the fluorooxazolamide-containing insecticidal composition of claim 1 in the preparation of insecticidal pesticides.

3. The application according to claim 2, characterized in that, The insecticide is used to control lepidopteran pests and piercing-sucking pests.

4. An insecticide containing fluoxazolamide, characterized in that, An insecticidal composition comprising the fluoxazolamide of claim 1, wherein the insecticidal composition comprises 1-95% by mass of the total amount of pesticide.

5. The insecticide containing fluoxazolamide according to claim 4, characterized in that, The insecticidal composition comprises 10-80% by mass of the total pesticide.

6. The insecticide containing fluoxazolamide according to claim 4 or 5, characterized in that, The specific formulation of the insecticide is one of the following: wettable powder, dispersible oil suspension, suspension, suspension seed coating agent, suspension emulsion, water dispersible granules, emulsifiable concentrate, water emulsion, and microemulsion.

7. The application of the fluorooxazolamide-containing insecticide of claim 6 in the control of lepidopteran pests and piercing-sucking pests.

8. The application according to claim 7, characterized in that, The lepidopteran pests mentioned are at least one of the following: cotton bollworm, beet armyworm, armyworm, fall armyworm, diamondback moth, corn borer, peach borer, rice stem borer, and rice leaf roller.

9. The application according to claim 7, characterized in that, The piercing-sucking pests are at least one of the following: wheat aphid, cotton aphid, corn aphid, soybean aphid, potato aphid, apple woolly aphid, tomato whitefly, gray planthopper, brown planthopper, and false-eyed green leafhopper.

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