A bactericidal composition and its application

By combining the compound of formula I with feroxamide or feroxamide hydroxylamine, a bactericidal composition is formed, which solves the resistance problems and environmental pollution problems in the prevention and control of soybean rust, and achieves efficient and low-toxic prevention and control effects. Increased crop yield.

CN116391719BActive Publication Date: 2024-12-20QINGDAO KYX CHEMICAL CO LTD
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Patent Information

Application Number
CN202310378072.9
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2023-04-11
Publication Date
2024-12-20
Estimated Expiration
2043-04-11

AI Technical Summary

Technical Problem

The existing soybean rust prevention and control agents have developed pathogen resistance due to the long-term use of single fungicides, and the prevention and control effect has decreased year by year. Pesticide residues are highly polluted to the environment, and there is a lack of new, efficient and low-toxic prevention and control agents.

Method used

The compound of formula I is reasonably compounded with fuzolamide or fuzolamide hydroxylamine to form a bactericidal composition. By adjusting the mass ratio of the active ingredients, it is prepared into a suspension agent, emulsion or water dispersed granules for the prevention and treatment of soybean rust. and other plant diseases, reduce the dosage of pesticides and reduce environmental pollution.

Benefits of technology

It significantly improves the prevention and control effect of soybean rust, reduces pesticide residues, enhances crop photosynthesis, increases yield, and effectively slows down the development of pathogenic bacteria resistance.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present invention belongs to the technical field of pesticide sterilization, and discloses a sterilization composition and its application, wherein the sterilization composition comprises an active ingredient A and an active ingredient B, wherein the active ingredient A is a compound of formula I: #imgabs0# and the active ingredient B is any one of fluopicolide or fluopicolide hydroxylamide. The sterilization composition has a good control effect on various plant diseases, slows down the development of pathogen resistance, reduces the dosage of pesticides, reduces environmental pollution, and reduces pesticide residues.
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Description

Technical Field

[0001] The invention belongs to the technical field of pesticide sterilization, and specifically relates to a sterilization composition and application thereof. Background Art

[0002] The compound of formula I is a benzanilide fungicide developed by BASF, and its mechanism of action is as an inhibitor of histone deacetylase (HDAC), CAS number: 1839120-27-2, IUPAC name: 2'-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzanilide. The structure of the compound of formula I is shown below:

[0003]

[0004] Fluopyrabamide is a carboxamide fungicide developed by BASF. It is a succinate dehydrogenase inhibitor with excellent preventive and therapeutic activity and is used to control a broad spectrum of fungal diseases.

[0005] Fluopicolide is a SDHI fungicide developed by Syngenta. It interferes with the respiratory chain complex II to prevent energy synthesis, thereby inhibiting the growth of pathogens. It can be used for small grains, corn, soybeans, vegetables and other crops

[0006] Soybean is an important food crop, and soybean rust is one of the serious diseases that causes soybean production reduction. Due to the long-term and large-scale use of a single fungicide, soybean rust continues to develop resistance, resulting in a year-on-year decline in the control effect of existing agents. Therefore, it is of great significance to develop new, efficient, and low-toxic soybean rust control agents. The applicant has found through research that a reasonable combination of the compound of formula I with fluopicolide or fluopicolide hydroxylamine has an excellent control effect on soybean rust. Summary of the invention

[0007] Based on the above problems, the purpose of the present invention is to provide a fungicide composition with synergistic effects, especially high prevention effect on rust, low production cost, and can effectively slow down the development of pathogen resistance and reduce environmental pollution.

[0008] Another object of the present invention is to provide the use of the fungicidal composition in preventing and controlling plant diseases.

[0009] In order to achieve the above object, the technical solution of the present invention is as follows: a bactericidal composition, the bactericidal composition comprises an active ingredient A and an active ingredient B, the active ingredient A is a compound of formula I: The active ingredient B is any one of fluopicolide or fluopicolide hydroxylamide;

[0010] Furthermore, the mass ratio of the active ingredient A to the active ingredient B is 40:1 to 1:25;

[0011] Furthermore, the mass ratio of the active ingredient A to the active ingredient B is 40:1, 35:1, 25:1, 20:1, 15:1, 10:1, 6:1, 5:1, 3:, 2:1, 1:1, 1:2, 1:3, 1:5, 1:6, 1:10, 1:12, 1:15, 1:20, 1:25;

[0012] Furthermore, the active ingredient B is fluopyrabdo, and the mass ratio of the active ingredient A to the active ingredient B is 35:1 to 1:25;

[0013] The active ingredient B is fluopicolide, and the mass ratio of the active ingredient A to the active ingredient B is 35:1 to 1:20;

[0014] Furthermore, the active ingredient B is fluopyrabdo, and the mass ratio of the active ingredient A to the active ingredient B is 35:1, 20:1, 10:1, 6:1, 3:1, 1:1, 1:3, 1:6, 1:10, 1:12, 1:25;

[0015] The active ingredient is fluopicolide, and the mass ratio of the active ingredient A to the active ingredient B is 35:1, 25:1, 15:1, 10:1, 5:1, 2:1, 1:1, 1:2, 1:5, 1:10, 1:15, 1:20;

[0016] Furthermore, the active ingredient B is fluopyrabendazim, and the mass ratio of the active ingredient A to the active ingredient B is 20:1 to 1:12;

[0017] The active ingredient B is fluopicolide, and the mass ratio of the active ingredient A to the active ingredient B is 25:1 to 1:15;

[0018] Furthermore, the active ingredient B is fluopyrabdo, and the mass ratio of the active ingredient A to the active ingredient B is 20:1, 10:1, 6:1, 3:1, 1:1, 1:3, 1:6, 1:10, 1:12;

[0019] The active ingredient B is fluopicolide, and the mass ratio of the active ingredient A to the active ingredient B is 25:1, 15:1, 10:1, 5:1, 2:1, 1:1, 1:2, 1:5, 1:10, 1:15;

[0020] Furthermore, the fungicidal composition includes, in addition to the active ingredient, agriculturally acceptable auxiliary ingredients, wherein the auxiliary ingredients include one or more of a wetting agent, a dispersant, an emulsifier, a thickener, a disintegrant, an antifreeze agent, a defoaming agent, a solvent, a stabilizer, a penetrant, and a carrier;

[0021] Furthermore, the fungicidal composition can be prepared into any agriculturally acceptable formulation, wherein the formulation is selected from a suspension, an emulsifiable concentrate or a water-dispersible granule;

[0022] The present invention also discloses an application of a fungicide composition in preventing and controlling plant diseases;

[0023] Furthermore, the plant is a food crop, an economic crop and / or a medicinal crop;

[0024] Furthermore, the plant diseases are soybean rust, corn rust, cucumber downy mildew, rice sheath blight and / or rice blast;

[0025] Furthermore, the plant disease is soybean rust;

[0026] Furthermore, the fungicide composition is applied to the medium where the disease occurs at an effective dose.

[0027] The beneficial effects of the present invention are:

[0028] 1) The bactericidal composition of the present invention has obvious synergistic effect within a certain range and has remarkable prevention effect;

[0029] 2) The sterilization combination of the present invention can effectively reduce the dosage of pesticides, reduce pesticide residues, and is safe for the environment;

[0030] 3) The fungicidal composition of the present invention can enhance crop photosynthesis and increase crop yield. DETAILED DESCRIPTION

[0031] In order to make the purpose, technical solutions and advantages of the present invention more concise and clear, the present invention is described with the following specific embodiments, but the present invention is by no means limited to these embodiments. The embodiments described below are only preferred embodiments of the present invention, which can be used to describe the present invention and cannot be understood as limiting the scope of the present invention.

[0032] Preparation Examples: The percentages in the following preparation examples are all weight percentages. The following descriptions are only preferred preparation examples of the present invention, and the present invention is not limited thereto.

[0033] Preparation Example 1: 24% Formula I compound·flupyraclostrobin suspension (3:1)

[0034] Formula: 18% compound of formula I, 6% fluopyram, 1% Guerbet alcohol polyoxyethylene ether, 5% alkyl aryl polyoxyethylene ether polyoxypropylene ether, 2% styrenated phenol polyoxyethylene ether phosphate, 0.2% xanthan gum, 1% magnesium aluminum silicate, 5% propylene glycol, 1% sodium sorbate, 0.5% silicone oil, and deionized water to make up the balance.

[0035] Preparation method: According to the formula ratio, the measured active ingredients, surfactants and other functional additives are placed in a reactor in sequence, water is added to mix evenly, and the suspension product is obtained by high-speed shearing, wet sand grinding, and finally homogenization filtration.

[0036] Preparation Example 2: 22% Formula I compound·flupyraclostrobin emulsifiable concentrate (1:1)

[0037] Formula: 11% compound of formula I, 11% fluopyrabdo, 10% dimethyl sulfoxide, 15% cyclohexanone, 12% styrylphenol polyoxyethylene ether, 1% calcium dodecylbenzenesulfonate, and rosin-based vegetable oil to make up the balance.

[0038] Preparation method: according to the formula ratio, the measured active ingredients, solvents and co-solvents are added into a mixing kettle and stirred to dissolve, then an emulsifier is added, the remaining amount is supplemented with the remaining solvent, and the mixture is stirred evenly in a stirring kettle, and the desired emulsifiable concentrate is obtained after filtering.

[0039] Preparation Example 3: 20% Formula I compound·flupyraclostrobin water dispersible granules (1:3)

[0040] Formula: 5% compound of formula I, 15% fluopyrabdo, 7% naphthalenesulfonate formaldehyde condensate, 4% sodium dodecylbenzenesulfonate, 3% sodium dodecyl sulfate, 28% starch, and kaolin makes up the balance.

[0041] Preparation method: according to the formula ratio, the active ingredient is added to the carrier, and the surfactant and other functional additives are added thereto, mixed, and after air flow grinding, 10-25% of water is added, and then the water-dispersible granule product is obtained by kneading, granulating, drying and sieving; or the crushed powder is sprayed with water in a boiling granulator, granulated, dried, and then sieved to obtain the product.

[0042] Preparation Example 4: 20% Formula I compound·flutrifloxystrobin suspension (1:1)

[0043] Formula: 10% compound of formula I, 10% fluopicolide, 3% Guerbet alcohol polyoxyethylene ether, 2% naphthalenesulfonate formaldehyde condensate, 3% styrenated phenol polyoxyethylene ether phosphate, 0.2% xanthan gum, 1% magnesium aluminum silicate, 5% glycerol, 0.2% sodium benzoate, 0.5% silicone oil, and deionized water to make up the balance.

[0044] Preparation method: Same as Preparation Example 1.

[0045] Preparation Example 5: 18% Formula I compound·flupyraclostrobin emulsifiable concentrate (5:1)

[0046] Formula: 15% compound of formula I, 3% fluopicolide, 12% EO / PO block copolymer, 10% dimethyl sulfoxide, 10% N-methylpyrrolidone, 1% calcium dodecylbenzenesulfonate, and xylene makes up the balance.

[0047] Preparation method: Same as Preparation Example 2.

[0048] Preparation Example 6: 30% Formula I compound·flutrifloxystrobin water dispersible granules (2:1)

[0049] Formula: 20% compound of formula I, 10% fluopicolide, 10% dispersant NNO, 2% naphthalenesulfonate formaldehyde condensate, 4% sodium dodecylbenzenesulfonate, 2% sodium dodecyl sulfate, 10% ammonium sulfate, and kaolin makes up the balance.

[0050] Preparation method: Same as Preparation Example 3.

[0051] Indoor bioassay test

[0052] Example 1 Indoor test of soybean rust by different agents

[0053] Test target: soybean rust (Phakopsora pachyrhi), summer spores of rust fungus collected from diseased soybean leaves cultivated in the greenhouse of the Group's Bioassay Center.

[0054] Test crops: Soak soybeans in warm water for 12 hours and then place them in a greenhouse at 25°C for germination for 48 hours. Sow the germinated soybean seeds in culture pots, with 20 seeds sown in each culture pot, and place them in a greenhouse for cultivation. After the seedlings emerge, select 10 plants for thinning. When the first pair of true leaves are fully expanded, number them for use.

[0055] Test agents: Fluopyrab TC, Fluopyrab hydroxylamide TC, and Formula I compound TC, all provided by the Group's R&D Center.

[0056] Test method:

[0057] 1) Preparation of spore suspension:

[0058] The collected fresh soybean diseased leaves were eluted with 0.1% Tween-80 aqueous solution and filtered through two layers of gauze. The suspension was prepared into 1×10 5 Prepare a suspension of spores / mL for later use.

[0059] 2) Preparation of medicine

[0060] The above original drugs were dissolved and diluted with appropriate solvents, and 5 mass concentration gradients were set according to the activity of the drug.

[0061] 3) Inoculation and drug treatment

[0062] Spray the summer spores of soybean rust fungus evenly on the front and back of soybean leaves by spraying. After inoculation, keep the soybean seedlings in the dark for 24 hours before treating with the drug. Spray the drug evenly on the leaves until they are all wet. Wait for the drug solution to dry naturally before use. Treat one pot for each treatment, repeat 4 times, and set the treatment without the drug as a blank control. Cultivate in a solar greenhouse at a temperature of (20±1)℃ and a light exposure of more than 12 hours per day.

[0063] 4) Investigation

[0064] When the incidence rate of the blank control reaches more than 80%, the incidence rate of each treatment is investigated in a graded manner. The grading method is:

[0065] Level 0: No spore pile;

[0066] Level 1: Spore piles occupy less than 5% of the entire leaf area;

[0067] Level 3: Spore piles occupy 5% to 10% of the entire leaf area;

[0068] Level 5: The spore pile occupies 10% to 25% of the entire leaf area;

[0069] Level 7: Spore piles occupy 25% to 50% of the entire leaf area;

[0070] Level 9: The spore pile occupies more than 50% of the entire leaf area.

[0071] Data statistics and analysis: Based on the data survey, calculate the disease index and prevention and control effect of each treatment.

[0072] The calculation formula is as follows:

[0073]

[0074]

[0075] Statistical analysis:

[0076] Use IBM SPSS Statistics statistical analysis system to analyze and find EC 50 Value, to evaluate the activity of the test agent on the biological test material.

[0077] The co-toxicity coefficient (CTC value) of the mixture is calculated according to the following formula:

[0078]

[0079] Where:

[0080] ATI——Actual Toxicity Index of Mixture;

[0081] S——EC of standard agent 50 , the unit is milligrams per liter (mg / L);

[0082] M——EC of the mixture 50 , the unit is milligrams per liter (mg / L).

[0083] TTI=TI A ×P A +TI B ×P B

[0084] Where:

[0085] TTI – Theoretical Toxicity Index of Mixtures;

[0086] TI A ——A: toxicity index of the agent;

[0087] P A ——The percentage of agent A in the mixture, in percentage (%);

[0088] TI B ——Toxicity index of agent B;

[0089] P B ——The percentage of agent B in the mixture, in percentage (%).

[0090]

[0091] Where:

[0092] CTC – Co-toxicity coefficient;

[0093] ATI——Actual Toxicity Index of Mixture;

[0094] TTI - Theoretical Toxicity Index of Mixture.

[0095] The co-toxicity coefficient of the compound is CTC ≥ 120, which shows a synergistic effect; CTC ≤ 80 shows an antagonistic effect; 80 < CTC < 120 shows an additive effect. The results of the indoor test are shown in the following table:

[0096] Table 1 Results of the combined effect test of the compound of formula I and fluopyrabamide on soybean rust in the laboratory

[0097]

[0098]

[0099] As shown in the table above, the compound of formula I and fluopyrabide in a reasonable combination have a good control effect on soybean rust, the mass ratio of the compound of formula I to fluopyrabide is 35:1 to 1:25, the co-toxicity coefficient is greater than 120, and the combined effect is synergistic. The mass ratio of the compound of formula I to fluopyrabide is 20:1 to 1:12, the co-toxicity coefficient is greater than 130, and the synergistic effect is significant.

[0100] Table 2 Results of the indoor combined action test of the compound of formula I and fluopicolide on soybean rust

[0101] deal with <![CDATA[EC 50 (mg / L)]]> ATI TTI CTC Compound (A) of formula I 4.004 26.773 - - Fluoxathiapiprolin (B) 1.072 100.000 - - A+B 35:1 2.928 36.612 28.807 127.093 A+B 25:1 2.584 41.486 29.590 140.205 A+B 15:1 2.145 49.977 31.350 159.416 A+B 10:1 1.976 54.251 33.430 162.281 A+B 5:1 1.528 70.157 38.978 179.993 A+B 2:1 1.138 94.200 51.182 184.049 A+B 1:1 0.982 109.165 63.387 172.221 A+B 1:2 0.845 126.864 75.591 167.829 A+B 1:5 0.767 139.765 87.796 159.194 A+B 1:10 0.752 142.553 93.343 152.720 A+B 1:15 0.799 134.168 95.423 140.603 A+B 1:20 0.847 126.564 96.513 131.137

[0102] As shown in Table 2, the toxicity of fluopicolide to soybean rust is relatively high. Reasonable combination of the compound of formula I and fluopicolide has a significant synergistic effect on soybean rust. The mass ratio of the compound of formula I to fluopicolide is 35:1 to 1:20, and the combined effect is synergistic.

[0103] Field efficacy control test

[0104] Example 2 Field efficacy test of different pesticides for soybean rust

[0105] Test basis: The test refers to GB / T 17980.89-2004 "Guidelines for Field Efficacy Tests of Pesticides (II) Part 89: Fungicides for Control of Soybean Rust".

[0106] Test object: soybean rust.

[0107] Test crop: soybean (Zhonghuang 35)

[0108] Test location: The test was conducted in a soybean planting field in Dazhai Village, Jingchuan County, Gansu Province. The soil in the test field was black loam with above-average soil fertility. The cultivation conditions of all test plots were consistent, in line with local scientific agricultural practices.

[0109] Experimental plot arrangement: The plots for the experimental drug, control drug and blank control were arranged in random blocks, with a plot area of ​​30m 2 , each treatment was repeated 4 times.

[0110] Experimental method: Soybean was sown on June 23, 2019. The pesticide was applied at the early stage of rust and the second time was applied 7 days after the application. A manual backpack sprayer was used to spray the whole plant with a liquid application rate of 45 kg / mu.

[0111] Test investigation method: The test was conducted 14 days after the last application of the pesticide. 20 plants were sampled and investigated at 5 diagonal points in each plot. Four leaves were surveyed on the top, middle and bottom of each plant. The total number of leaves and the number of diseased leaves at each level were recorded. The classification was carried out according to the following classification method:

[0112] Level 0: no lesions;

[0113] Level 1: The lesion area accounts for less than 5% of the entire leaf area;

[0114] Level 3: The lesion area accounts for 6% to 25% of the entire leaf area;

[0115] Level 5: The lesion area accounts for 26% to 50% of the entire leaf area;

[0116] Level 7: The lesion area accounts for 51% to 75% of the entire leaf area;

[0117] Level 9: The lesion area accounts for more than 76% of the entire leaf area.

[0118] Calculation method of drug efficacy:

[0119]

[0120]

[0121]

[0122] The results of the field efficacy test are shown in the following table:

[0123] Table 3 Results of field test on soybean rust by different pesticides

[0124]

[0125]

[0126] The results of the field efficacy test show that the fungicide composition of the present invention has a good control effect on soybean rust. 14 days after the last application of the pesticide, the control effect of each preparation example treatment group on soybean rust was greater than 89%.

[0127] Although the present invention has been described in detail above with general instructions and specific implementation schemes, it is obvious to those skilled in the art that some modifications or improvements can be made on the basis of the present invention. Therefore, these modifications or improvements made without departing from the spirit of the present invention are within the scope of protection claimed by the present invention.

Claims

1. A use of a fungicide composition for preventing and controlling plant diseases, characterized in that: The bactericidal composition comprises active ingredient A and active ingredient B, wherein the active ingredient A is a compound of formula I: The active ingredient B is fluopyrabdo, the mass ratio of the active ingredient A to the active ingredient B is 35:1, 10:1, 6:1, 1:6, 1:10, 1:12, 1:25, and the plant disease is soybean rust.

2. The use according to claim 1, characterized in that: The bactericidal composition includes, in addition to the active ingredients, agriculturally acceptable auxiliary ingredients, including one or more of wetting agents, dispersants, emulsifiers, thickeners, disintegrants, antifreeze agents, defoamers, solvents, stabilizers, penetrants and carriers.

3. The use according to claim 1, characterized in that: The bactericidal composition can be prepared into an agriculturally acceptable formulation, wherein the formulation is selected from a suspension, an emulsifiable concentrate or a water-dispersible granule.

4. The use according to claim 1, characterized in that: The fungicidal composition is applied to the medium where the disease occurs at an effective dose.

Citation Information

Patent Citations

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