An insecticidal composition containing ethyl mepiperphenidol and oxazosulfyl and its application

By mixing methophenidine ethyl ester and oxazosulfyl in a specific ratio and combining auxiliary materials to make dispersible oil suspension agents and other preparations, the problem of pest resistance is solved, and the effect of efficient pest control, reducing pesticide use and reducing environmental pollution is achieved.

CN116849225BActive Publication Date: 2025-07-01SHAANXI KANGHELIFENG BIOSCIENCE & PHARMACY CO LTD
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Patent Information

Application Number
CN202310790978.1
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2023-06-30
Publication Date
2025-07-01
Estimated Expiration
2043-06-30

AI Technical Summary

Technical Problem

In the prior art, when methophenidine ethyl ester and oxazolfyl are used alone, as the use time is extended, the pests will gradually develop resistance, resulting in an increase in the use of pesticides and a decrease in efficacy.

Method used

Methoxypiperidine ethyl ester and oxazosulfyl are mixed according to specific mass ratios (such as 7:3, 4:6-2:8) to prepare dispersible oil suspension agents and other preparations. Through the combination of auxiliary materials such as dispersants, emulsifiers, stabilizers and thickeners, the adhesion, spreadability and permeability of pesticides are improved.

Benefits of technology

The insecticidal composition significantly delays the generation of pest resistance, improves prevention efficiency, reduces pesticide use, and reduces environmental pollution.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present invention belongs to the technical field of pesticides, and particularly relates to an insecticidal composition containing ethyl methoxypiperidinecarboxylate and oxazosulfyl and its application. The active ingredients of the insecticidal composition provided by the present invention include ethyl methoxypiperidinecarboxylate and oxazosulfyl, and the mass ratio of ethyl methoxypiperidinecarboxylate to oxazosulfyl is 7:3, 4:6 - 2:8. The insecticidal composition provided by the present invention shows an obvious synergistic effect on peach aphids, improves the control effect on peach aphids, and can effectively delay the generation of resistance of peach aphids.
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Description

Technical Field

[0001] The present invention belongs to the technical field of pesticides, and particularly relates to an insecticidal composition containing ethyl methoxypiperidine carboxylate and oxazosulfyl and its application. Background Art

[0002] Ethyl methoxypiperidine carboxylate is a spirotetronic acid insecticide developed by Syngenta. Its mechanism of action is a lipid biosynthesis inhibitor. By inhibiting the activity of ACCase in the process of fat synthesis in pests, it disrupts lipid synthesis, thereby blocking the normal energy metabolism of pests and ultimately causing the death of pests. It can be used for crops such as apples, pears, grapes, citrus fruits, tomatoes, leguminous plants, cotton, potatoes, etc., to control pests or mites including aphids, whiteflies, psyllids, scale insects, soft scales, spider mites, rust mites, red spider mites, peach aphids, tobacco whiteflies, cotton aphids, etc.

[0003] Oxazosulfyl is an insecticide developed by Sumitomo Chemical Co., Ltd. of Japan. It belongs to the benzoxazole insecticides and has good control effects on pests of Lepidoptera, Coleoptera, Diptera and Hemiptera, and also has good control effects on some mites.

[0004] In the process of using the above compounds alone, the effects are good. However, with the extension of the use time, pests will gradually develop resistance, which will increase the amount of pesticides used and gradually lose efficacy against pests. In this regard, pesticide mixing is an effective method to solve the problem of pest resistance. When two pesticides are mixed, generally three different results will occur: antagonism, additivity or synergism. Effectively screening out synergistic pesticide compositions can not only delay the generation of pest resistance, but also improve the control effect, reduce the amount of pesticides used, reduce costs and protect the environment. The applicant has conducted in-depth research on the mixed preparation of ethyl methoxypiperidine carboxylate and oxazosulfyl, and the results show that the mixed preparation of ethyl methoxypiperidine carboxylate and oxazosulfyl has a strong synergistic effect, and the prepared dispersible oil suspension has very good drug efficacy, reduces the dosage of drugs and reduces environmental pollution.

[0005] At present, there is no report on the mixing of ethyl methoxypiperidine carboxylate and oxazosulfyl. Summary of the Invention

[0006] The object of the present invention is to provide an insecticidal composition containing ethyl methoxypiperidine carboxylate and oxazosulfyl, which is not only highly effective in controlling pests, but also can effectively delay the generation of pest resistance, reduce the dosage of drugs and reduce environmental pollution.

[0007] The specific technical solutions are as follows:

[0008] The present invention provides an insecticidal composition, the active ingredients of which comprise ethiprole and oxazosulfyl, and the mass ratio of ethiprole to oxazosulfyl is 7:3, 4:6 - 2:8. Preferably, the mass ratio of ethiprole to oxazosulfyl is 4:6.

[0009] The formulations that the insecticidal composition can be made into include dispersible oil suspension concentrates, suspension concentrates, wettable powders, granules, and water dispersible granules.

[0010] Preferably, the formulation made from the insecticidal composition is a dispersible oil suspension concentrate.

[0011] In addition to the active ingredients ethiprole and oxazosulfyl, the dispersible oil suspension concentrate also contains auxiliary materials such as dispersants, emulsifiers, stabilizers, thickeners, and dispersion media, which can be appropriately added according to needs and are not particularly limited.

[0012] The dispersant is one or more of polycarboxylates, naphthalenesulfonates, alkylbenzene sulfonates, and EO / PO block copolymers.

[0013] The emulsifier is one or more of castor oil polyoxyethylene ether, oleic acid polyoxyethylene ester, fatty alcohol polyoxyethylene ether, and alkylphenol polyoxyethylene ether.

[0014] The stabilizer is a combined stabilizer, and the mass percentages of the components included in the combined stabilizer are: 40% - 75% tris(nonylphenyl) phosphite, 25% - 60% butylated hydroxyanisole.

[0015] The thickener is one or more of polyvinyl alcohol, sodium carboxymethyl cellulose, diatomaceous earth, and magnesium aluminum silicate.

[0016] The dispersion medium is a combined dispersion medium, and the mass percentages of the components included in the combined dispersion medium are: 30% - 50% peanut oil, 15% - 20% turpentine, 35% - 50% methyl oleate.

[0017] The components of the dispersible oil suspension concentrate are included in the following mass percentages: 5% - 30% ethiprole, 10% - 35% oxazosulfyl, 3% - 15% dispersant, 5% - 30% emulsifier, 1% - 5% stabilizer, 1% - 5% thickener, and the dispersion medium is made up to 100%.

[0018] The preparation method of the dispersible oil suspension is as follows: First, add an emulsifier, a dispersant, and a dispersion medium to a reaction kettle, mix and disperse them evenly; add a thickener, a stabilizer, ethyl methoxypiperidine carboxylate, and oxazosulfyl under high-speed shearing, and perform sand grinding under a grinding medium until the particle size is below 5 μm to obtain a dispersible oil suspension containing ethyl methoxypiperidine carboxylate and oxazosulfyl.

[0019] The pesticidal composition provided by the present invention is used to control agricultural pests, and preferably, the agricultural pests are peach aphids, etc.

[0020] Beneficial technical effects:

[0021] 1. The two active ingredients in the pesticidal composition of the present invention show a significant synergistic effect on peach aphids.

[0022] 2. The auxiliary material combination added to the composition of the present invention can increase the adhesiveness, spreading property, and permeability of the active ingredients on the surface of crops and targets, thereby improving the control effect on peach aphids.

[0023] 3. The stabilizer added to the composition of the present invention improves the stability of the medicament during storage, ensuring the quality and control effect of the product.

[0024] 4. The composition of the present invention is compounded from two active ingredients with different action mechanisms, which can delay the generation of resistance in peach aphids. Specific embodiments

[0025] The following further explains and illustrates the present invention in combination with specific embodiments.

[0026] Example 1 Indoor toxicity determination of the medicament on peach aphids

[0027] Control object: Select aphids with uniform growth on peach trees.

[0028] Test method: The spraying method is adopted. Dissolve the technical drugs of ethyl methoxypiperidine carboxylate and oxazosulfyl with a solvent, dilute with a 0.1% Tween-80 aqueous solution, prepare a single-agent mother liquor, prepare a mother liquor of the medicament composition with different ratios of ethyl methoxypiperidine carboxylate and oxazosulfyl, and dilute the single agent and each composition with a 0.1% Tween-80 aqueous solution into 5 concentration gradients to measure LC 50。Use a writing brush to introduce peach aphids with consistent growth into a petri dish containing peach tree leaves. Then place the petri dish on the chassis of a Potter spray tower for quantitative spraying treatment. Put 30 aphids in each dish, with 4 dishes for each treatment, and spray clear water for the blank control. The treated test insects are placed in an incubator at a temperature of 25°C, a relative humidity of 60%-80%, and a light cycle of 16h / 8h for cultivation. Check the number of dead test insects 3 days after treatment, and record the total number of insects and the number of dead insects. Calculate the mortality rate of each treatment according to the survey data. Conduct a regression analysis on the logarithm values of the concentrations of each agent and the corresponding mortality odds values, and calculate the LC 50 。Evaluate the interaction of the mixture according to the Wadley method. Among them, when SR = 0.5 - 1.5, it indicates an additive effect for the mixture of the two agents; when SR ≤ 0.5, it is an antagonistic effect; when SR ≥ 1.5, it is a synergistic effect.

[0029] LC 50 (Theoretical value) = (a + b) / (a / LC 50 a + b / LC 50 b)

[0030] SR = LC 50 (Theoretical value) / LC 50 (Actual value)

[0031] The test results are shown in Table 1.

[0032] Table 1 Indoor combined toxicity results of the compound agents against peach aphids

[0033]

[0034]

[0035] As can be seen from Table 1, after the compounding of ethiprole and oxazosulfyl in a certain ratio, they show two different combined effects of addition and synergism against peach aphids. When the mass ratio of ethiprole to oxazosulfyl is 7:3, 4:6 - 2:8, the compound agent shows a synergistic effect against peach aphids. Especially when the mass ratio of ethiprole to oxazosulfyl is 4:6, the SR value is 2.56, showing a significant synergistic effect.

[0036] Example 2 Formulation example

[0037] Formulation example 1 (the composition of the present invention):

[0038] 20% ethiprole·oxazosulfyl dispersible oil suspension concentrate,

[0039] It contains the following components in mass percentage: 8% ethyl mepiperphenidol, 12% oxazosulfy, 8% polycarboxylate (dispersant), 14% castor oil polyoxyethylene ether (emulsifier), 1.2% tris(nonylphenyl) phosphite (stabilizer), 1.8% butylated hydroxyanisole (stabilizer), 2% polyvinyl alcohol (thickener), and the combined dispersing medium (30% peanut oil, 20% turpentine, 50% methyl oleate) to make up 100%.

[0040] The preparation method is as follows: First, add 140 g of castor oil polyoxyethylene ether (emulsifier), 80 g of polycarboxylate (dispersant), 158 g of peanut oil, 105 g of turpentine, and 263 g of methyl oleate (dispersing medium) into the reaction kettle, mix and disperse evenly; under high-speed shearing, add 12 g of tris(nonylphenyl) phosphite (stabilizer), 18 g of butylated hydroxyanisole (stabilizer), 20 g of polyvinyl alcohol (thickener), 81.7 g of 98% ethyl mepiperphenidol technical and 122.5 g of 98% oxazosulfy technical, and carry out sand grinding under the grinding medium until the particle size is below 5 μm to obtain a 20% dispersible oil suspension of ethyl mepiperphenidol and oxazosulfyl.

[0041] Formulation Example 2 (without stabilizer):

[0042] 20% ethyl mepiperphenidol·oxazosulfy dispersible oil suspension,

[0043] It contains the following components in mass percentage: 8% ethyl mepiperphenidol, 12% oxazosulfy, 8% polycarboxylate (dispersant), 14% castor oil polyoxyethylene ether (emulsifier), 2% polyvinyl alcohol (thickener), and the combined dispersing medium (30% peanut oil, 20% turpentine, 50% methyl oleate) to make up 100%.

[0044] The preparation method is as follows: First, add 140 g of castor oil polyoxyethylene ether (emulsifier), 80 g of polycarboxylate (dispersant), 167 g of peanut oil, 111 g of turpentine, and 278 g of methyl oleate (dispersing medium) into the reaction kettle, mix and disperse evenly; under high-speed shearing, add 20 g of polyvinyl alcohol (thickener), 81.7 g of 98% ethyl mepiperphenidol technical and 122.5 g of 98% oxazosulfy technical, and carry out sand grinding under the grinding medium until the particle size is below 5 μm to obtain a 20% dispersible oil suspension of ethyl mepiperphenidol and oxazosulfyl.

[0045] Formulation Example 3 (adding conventional excipients):

[0046] 20% ethyl mepiperphenidol·oxazosulfy dispersible oil suspension,

[0047] It contains the following components by mass percentage: 8% ethyl mepiperphenidol, 12% oxazosulfy, 8% lignosulfonate (dispersant), 14% dodecyl sulfate (emulsifier), 2% bentonite (thickener), and soybean oil is added up to 100%.

[0048] The preparation method is as follows: First, add 140 dodecyl sulfate (emulsifier), 80 g of lignosulfonate (dispersant), and 556 g of soybean oil (dispersion medium) to the reaction kettle, mix and disperse evenly; add 20 g of bentonite (thickener), 81.7 g of 98% ethyl mepiperphenidol technical and 122.5 g of 98% oxazosulfy technical under high-speed shearing, and perform sand grinding under the grinding medium until the particle size is below 5 μm to obtain a 20% dispersible oil suspension concentrate of ethyl mepiperphenidol and oxazosulfyl.

[0049] Example 3 Storage Stability of the Formulation

[0050] To investigate the stability of the formulation during storage, the heat storage stability test is usually adopted. The test conditions are 54 ± 2 °C for 2 weeks. The results of the heat storage stability test are shown in Table 2 below.

[0051] Table 2 Results of the Heat Storage Stability Test

[0052]

[0053] As can be seen from Table 2 above, after the heat storage stability test, all indicators of Example 1 of the composition of the present invention are qualified. For Example 2 without adding a stabilizer, although the decomposition rate of the active ingredient is within the index range, it is relatively high compared with the composition of the present invention, the pH value exceeds the index range and is unqualified, the wet sieve test exceeds the index range and is unqualified, and the dispersion stability is unqualified.

[0054] Example 4 Field Control Efficacy of the Medicament against Peach Aphids

[0055] Test Object: Peach Aphids

[0056] Test Method: The test was carried out in a peach orchard with a relatively serious occurrence of peach aphid pests. The plot area is 30 m 2 , with 4 replicates for each treatment, and a blank control was set. The plots were randomly arranged, and the application method was spraying. The insect population density was investigated before applying the medicine, and the control efficacy was investigated once 7 days after applying the medicine. The remaining insects were recorded, and the control efficacy was calculated. The test results are shown in Table 3.

[0057] Table 3 Results of the Field Efficacy Test of the Compound Medicament against Peach Aphids

[0058]

[0059] As can be seen from Table 3, when the field application rate of the active ingredient of the 20% ethyl methopiperidine oxazosulfy dispersible oil suspension prepared by the present invention is 5.0 g / mu, the field control effect on peach aphids reaches over 94%, which is significantly higher than that of the conventional control, single-agent control, the agent with conventional excipients added and the agent without stabilizer added, and the dosage is reduced. Through field observation, the treated agent is safe for peach tree plants.

Claims

1. An insecticidal composition, wherein the active ingredients of the insecticidal composition comprise ethyl methopiperidine carboxylate and oxazosulfyl, and the mass ratio of ethyl methopiperidine carboxylate to oxazosulfyl is 7:3, 4:6 - 2:

8.

2. The pesticidal composition according to claim 1, wherein The mass ratio of ethyl methopiperidine carboxylate to oxazosulfyl is 4:

6.

3. The pesticidal composition according to claim 1 or 2, characterized in that, The formulations that can be prepared are dispersible oil suspensions, suspensions, wettable powders, granules, and water-dispersible granules.

4. The pesticidal composition according to claim 3, characterized in that, The prepared formulation is a dispersible oil suspension.

5. A dispersible oil suspension containing the pesticidal composition according to claim 1, characterized in that, The auxiliary materials are dispersants, emulsifiers, stabilizers, thickeners, and dispersion media.

6. The dispersible oil suspension according to claim 5, wherein, The dispersant is one or more of polycarboxylates, naphthalenesulfonates, alkylbenzene sulfonates, and EO / PO block copolymers.

7. The oil-dispersible suspension concentrate according to claim 5, characterized in that, The emulsifier is one or more of castor oil polyoxyethylene ether, oleic acid polyoxyethylene ester, fatty alcohol polyoxyethylene ether, and alkylphenol polyoxyethylene ether.

8. The dispersible oil suspension according to claim 5, characterized in that, The stabilizer is a combined stabilizer, and the mass percentages of the components included in the combined stabilizer are: 40% - 75% tris(nonylphenyl) phosphite, 25% - 60% butylated hydroxyanisole.

9. The dispersible oil suspension according to claim 5, wherein, The thickener is one or more of polyvinyl alcohol, sodium carboxymethyl cellulose, diatomaceous earth, and magnesium aluminum silicate.

10. The oil-dispersible suspension concentrate according to claim 5, wherein, The dispersion medium is a combined dispersion medium, and the mass percentages of the components included in the combined dispersion medium are: 30% - 50% peanut oil, 15% - 20% turpentine, 35% - 50% methyl oleate.

11. The dispersible oil suspension according to claim 5, wherein The mass percentages of the components included are: 5% - 30% ethyl methopiperidine carboxylate, 10% - 35% oxazosulfyl, 3% - 15% dispersant, 5% - 30% emulsifier, 1% - 5% stabilizer, 1% - 5% thickener, and the dispersion medium is made up to 100%.

12. The oil-dispersible suspension concentrate according to claim 5, wherein The preparation method is: first add the emulsifier, dispersant, and dispersion medium into a reaction kettle, mix and disperse evenly; add the thickener, stabilizer, ethyl methopiperidine carboxylate, and oxazosulfyl under high-speed shearing, and perform sand grinding under a grinding medium until the particle size is below 5 μm to obtain a dispersible oil suspension containing ethyl methopiperidine carboxylate and oxazosulfyl.

Citation Information

Patent Citations

  • Spiroheterocyclic N-oxypiperidines as pesticides

    CN102245028A

  • Fused oxazole compounds and use thereof for pest control

    CN104903303A