Fungicidal composition comprising bixafen and use thereof

Abstract

Provided are a fungicidal composition comprising bixafen and a use thereof. The fungicidal composition comprises the following components in percentage by weight: 3-10% of bixafen, 5-20% of a triazole fungicide, 8-12% of Termul 5030, 1-3% of Atlox 4912, 1-5% of ethylene glycol, 13-18% of cyclohexanone, and deionized water to make up 100%. The triazole fungicide is tebuconazole or prothioconazole. A prepared microemulsion has excellent formulation performance, emulsifiers are compounded to form dense micelles so as to increase the solubilization capacity and reduce the amount of emulsifiers, thereby reducing production costs, and the microemulsion has an excellent control effect on wheat fusarium head blight.

Description

A bactericidal composition comprising bifenthion and its application Technical Field

[0001] This invention belongs to the field of pesticide formulations, specifically relating to a fungicide composition containing bifenthiophanate-methyl and its application. Background Technology

[0002] Bifenpyraclostrobin is a respiratory inhibitor of pathogens. It inhibits mitochondrial function by interfering with the tricarboxylic acid cycle in respiratory electron transport complex II, preventing energy production, inhibiting pathogen growth, and ultimately leading to pathogen death. Bifenpyraclostrobin has a broad fungicidal spectrum, with both preventative and curative effects, and can inhibit spore germination, mycelial growth, and spore formation.

[0003] Tebuconazole is a systemic triazole fungicide. It is a sterol demethylation inhibitor that can inhibit the demethylation of ergosterol on the cell membrane of pathogens, thus preventing pathogens from forming cell membranes and killing them. Prothioconazole is a triazole thion fungicide, belonging to the sterol demethylation (ergosterol biosynthesis) inhibitor, and has selective, protective, and curative properties.

[0004] CN201510991965.6 discloses a fungicide composition containing bifenthiophanate-methyl and prothiophanate-methyl, characterized in that the fungicide composition uses bifenthiophanate-methyl and prothiophanate-methyl as the main active ingredients, wherein the mass ratio of bifenthiophanate-methyl to prothiophanate-methyl is 1-70:1-50. It exhibits a high synergistic effect, overcomes and delays the development of pathogen resistance, has a rapid fungicidal speed, a long-lasting effect, reduces application costs, and its control effect is significantly better than that of single-agent application. CN201610353890.3 discloses a fungicide composition containing bifenthiophanate-methyl and tebuconazole and its application. This fungicide composition uses bifenthiophanate-methyl and tebuconazole as the main active ingredients, wherein the mass ratio of bifenthiophanate-methyl to tebuconazole is 1-70:1-50. It has a high synergistic effect, overcomes and delays the drug resistance of pathogens, has a fast bactericidal speed, a long-lasting effect, and reduces application costs. Its prevention and control effect is significantly better than that of single-agent use. The above-mentioned patent literature does not conduct research on the formulation.

[0005] Microemulsions (ME) are a novel pesticide formulation developed in the 1970s. They are transparent, single-phase liquid formulations that use water as the dispersion medium, with little or no organic solvents, and contain appropriate amounts of surfactants and other adjuvants. Microemulsions replace large amounts of organic solvents with water, reducing the environmental impact during and after pesticide production, making them an environmentally friendly pesticide formulation. Microemulsions are thermodynamically stable, transparent, and isotropic dispersions formed spontaneously from two immiscible liquids, exhibiting good physical stability, long shelf life, strong diffusion and penetration capabilities, and high biological activity.

[0006] Existing literature lacks research reports on the preparation of microemulsions using a combination of bifenthiophanate-methyl and tebuconazole or prothioconazole. This invention, through systematic screening of emulsifiers, obtains a microemulsion formulation with a simple composition and low emulsifier usage, while simultaneously verifying the field control efficacy of the microemulsion. Summary of the Invention

[0007] The present invention provides a bactericidal composition containing bifenthiophanate-methyl and its application, the specific technical solution of which is as follows:

[0008] A fungicidal composition comprising bifenthiophanate-methyl, comprising the following components in weight percentages: bifenthiophanate-methyl 3-10%, a triazole fungicide 5-20%, Termul 5030 8-12%, Atlox 4912 1-3%, ethylene glycol 1-5%, cyclohexanone 13-18%, and deionized water to make up to 100%; wherein the triazole fungicide is tebuconazole or prothioconazole.

[0009] This invention provides a bactericidal composition comprising the following ingredients in weight percentages: 4-8% bifenthrin, 10-15% triazole fungicide, 8-12% Termul 5030, 1-3% Atlox 4912, 1-5% ethylene glycol, 13-18% cyclohexanone, and deionized water to make up to 100%.

[0010] The present invention provides a bactericidal composition comprising the following ingredients in weight percentage: 5% bifenthrin, 10% triazole bactericide, 10% Termul 5030, 2% Atlox 4912, 3% ethylene glycol, 15% cyclohexanone, and deionized water to make up to 100%.

[0011] The bactericidal composition of the present invention is used for the prevention and control of diseases in gramineous crops. The preferred disease is wheat scab.

[0012] Compared with the prior art, the present invention has the following beneficial effects:

[0013] Compared with single emulsifiers, emulsifier blends can not only form dense micelles and increase solubility, but also reduce the amount of emulsifier used and lower production costs.

[0014] Both prothioconazole and tebuconazole belong to the triazole fungicide class and have similar physicochemical properties. Bifenpyroxime·prothioconazole microemulsion prepared using the same microemulsion adjuvant formulation also has excellent formulation performance. Detailed Implementation

[0015] The present invention can be better understood from the following embodiments. However, those skilled in the art will readily understand that the descriptions in the embodiments are for illustrative purposes only and should not, and will not, limit the invention as detailed in the claims.

[0016] Example 1: Preparation of 15% bifenthiophanate-methyl and tebuconazole microemulsion

[0017] Materials and Methods:

[0018] Drugs: Bifenazate, Tebuconazole, Termul 5030, Agricultural Emulsifier 600#, EL-40, Ethylan NS-500LQ, NP-10, Atlox 4912, Cyclohexanone, Ethanol; all purchased from the market.

[0019] Preparation method of microemulsion: The active pharmaceutical ingredient is dissolved in a suitable solvent, cyclohexanone, and then ethanol is added as a co-solvent. After complete dissolution, a surfactant is added and mixed evenly. Water is added dropwise while stirring to transform the system from an oil-in-water phase to a water-in-oil phase, thus obtaining the microemulsion. The formulation effects of adding different emulsifiers are analyzed to determine the optimal emulsifier formulation.

[0020] Performance testing methods:

[0021] Emulsion stability: Refer to GB / T 1601—2001 "Determination of stability of pesticide emulsions";

[0022] pH value determination: Refer to GB / T 1601—1993 "Methods for Determination of pH of Pesticides";

[0023] Transparency temperature range: Take 10 mL of the self-made microemulsion into a 25 mL test tube, and gradually cool it in a low-temperature bath until it becomes cloudy or freezes. This turning point is the lower limit of transparency temperature T1. Then place the test tube in a water bath and heat it at a rate of 2℃ / min. Record the temperature at which turbidity appears as the upper limit of transparency temperature T2. The transparency temperature range is T1-T2.

[0024] Stability tests under heat and cold storage: The microemulsion was stored at (54±2)℃ for 14 days and at (0±2)℃ for 7 days, respectively, and then various indicators were tested.

[0025] Test results:

[0026] Emulsifier screening

[0027] Emulsifiers are an important component of microemulsions, playing a crucial role in their formation and stabilization. Emulsifier molecules typically consist of hydrophilic and lipophilic groups, assembling into micelles of various morphologies in aqueous solutions, thereby solubilizing hydrophobic substances in the aqueous medium. First, the emulsifier dosage in the formulation was set at 20%, thoroughly mixed with the co-solvent and solvent containing the active ingredient, and water was added to make up the remaining amount. The clarity and transparency of the resulting solution were observed. Simultaneously, heat storage and cold storage stability tests were conducted, recording the results after 14 days of heat storage and 7 days of cold storage.

[0028] As shown in Table 1, the microemulsions prepared using emulsifiers Termul 5030, Agricultural Emulsion 600#, and Atlox 4912 all formed clear and transparent solutions. However, in the transparency temperature range test, Termul 5030 and Atlox 4912 had higher upper limits for transparency; therefore, Termul 5030 and Atlox 4912 were selected as candidate emulsifiers for microemulsions.

[0029] Table 1 Screening of Emulsifier Types

[0030] Emulsifier Initial Appearance After Hot Storage Appearance After Cold Storage Transparent Upper Temperature Limit Termul 50 30 Clear Transparent Clear Transparent Clear Transparent 70 Agricultural Emulsion 600# Clear Transparent Clear Transparent Clear Transparent 50 EL-40 Clear Transparent White Semi-transparent Small Amount of Crystal Precipitation - Ethylan NS-500 LQ White Turbidity --- NP-10 White Turbidity --- Atlox 49 12 Clear Transparent Clear Transparent Clear Transparent 65

[0031] Four dosage gradients (18%, 15%, 12%, and 10%) of the candidate emulsifiers Termul 5030 and Atlox 4912 were set, and their stability was tested at room temperature, under hot storage, and under cold storage. Table 2 shows that, at the same emulsifier dosage, the microemulsion prepared with Termul 5030 performed better than that prepared with Atlox 4912. Therefore, Termul 5030 was selected as the primary emulsifier for the microemulsion, and Atlox 4912 as the co-emulsifier.

[0032] Table 2 Screening of Emulsifier Content

[0033] Emulsifier Dosage (wt%) Initial Appearance Appearance After Hot Storage Appearance After Cold Storage Termul 50 30 18 Clear and transparent Clear and transparent Clear and transparent 15 Clear and transparent White and translucent Small amount of crystal precipitation 12 Clear and transparent White and translucent Small amount of crystal precipitation 10 White and cloudy -- Atlox 49 12 18 Clear and transparent White and translucent Small amount of crystal precipitation 15 White and cloudy -- 12 White and cloudy 10 White and cloudy --

[0034] As shown in Table 3, the microemulsions prepared with Termul 5030 + Atlox 4912 at ratios of (8:1) 15%, (5:1) 15%, and (5:1) 12% exhibit superior performance. Therefore, the formulation with the lowest emulsifier dosage was selected as the emulsifier for this invention. Compared to a single emulsifier, the compounding of emulsifiers not only forms dense micelles and increases solubility, but also reduces the amount of emulsifier used, thereby lowering production costs.

[0035] Table 3 Screening of Emulsifier Compounds

[0036] Emulsifier Dosage (wt%) Initial Appearance Appearance After Hot Storage Appearance After Cold Storage Termul 5030+ Atlox 4912 (8:1) 15% Clear Clear Clear Clear Clear (8:1) 12% Clear Clear White Semi-transparent Clear Clear (8:1) 10% White Turbid -- (5:1) 15% Clear Clear Clear Clear Clear (5:1) 12% Clear Clear Clear Clear Clear (5:1) 10% White Turbid -- (2:1) 15% White Turbid -- (2:1) 12% White Turbid -- (2:1) 10% White Turbid --

[0037] Through solvent and emulsifier screening, a 15% bifenthrin and tebuconazole microemulsion was obtained, comprising the following weight percentages: bifenthrin 5%, tebuconazole 10%, Termul 5030 10%, Atlox 4912 2%, ethylene glycol 3%, cyclohexanone 15%, and deionized water to make up to 100%. Its quality indicators were tested and found to be satisfactory.

[0038] Table 4 Results of Microemulsion Performance Indicators

[0039] The test results showed that the emulsion exhibited good stability (no oil or sediment), rapid dispersion, transparent appearance, and a pH of 7.02. It also demonstrated satisfactory cold storage stability and hot storage stability.

[0040] Example 2: Efficacy test of bifenpyroxime and tebuconazole or prothioconazole microemulsions against wheat scab.

[0041] Test subject: Wheat scab.

[0042] Test reagents:

[0043] Agent 1: 15% bifenthiophanate-methyl·tebuconazole microemulsion from Example 1;

[0044] Agent 2: 15% Bifenazate·Prothioconazole microemulsion (Bifenazate 5%, Prothioconazole 10%, Termul 5030 10%, Atlox 4912 2%, Ethylene glycol 3%, Cyclohexanone 15%, Deionized water to make up to 100%; Microemulsion performance indicators qualified)

[0045] Experimental Methods: The experimental field had moderate soil fertility and had been previously planted with maize. The experiment included a treatment group and a control group. The pesticide was sprayed at the wheat heading stage (when more than 50% of the wheat had emerged), while the control group was sprayed with an equal amount of water. Specific spray dosages are shown in the table below. The experiment was conducted in a randomized block design with four replicates, and each plot was 50 m². 2 .

[0046] Disease investigation methods and standards: During the late grain-filling stage of wheat, each plot was sampled using the five-point sampling method, with 100 plants sampled at each point. The disease incidence of each ear was investigated, and the control effect was calculated.

[0047] Grading standards for the severity of wheat scab:

[0048] Grade 0, disease-free throughout the ear of grain;

[0049] Grade 1: Diseased spikelets account for less than 25% of the entire spike;

[0050] Grade 3, with diseased spikelets accounting for 26%–50% of the entire spike;

[0051] Grade 5, with diseased spikelets accounting for 51%–75% of the entire spike;

[0052] Grade 7, with diseased spikelets accounting for more than 75% of the entire spike.

[0053] Disease index = [Σ(number of diseased ears at each level × corresponding disease level) / (total number of ears surveyed × 7)] × 100

[0054] Efficacy = [(Disease index in control area - Disease index in treatment area) / Disease index in control area] × 100%;

[0055] Test results

[0056] As shown in Table 5, the microemulsion of the present invention has excellent control effect on wheat scab.

[0057] Table 5. Efficacy test of bifenpyroxen and triazole compound microemulsions against wheat scab.

[0058] Treatment active ingredient dosage (g / acre), efficacy (%): 1898.8 for pesticide, 21097.5 for pesticide. CK--

[0059] The above description is only a preferred embodiment of the present invention. For those skilled in the art, appropriate improvements can be made without departing from the original material of the present invention, and these improvements are also within the protection scope of the present invention.

Claims

1. A bactericidal composition comprising bifenthionamide, characterized in that, It contains the following ingredients in weight percentage: 3-10% bifenthrin, 5-20% triazole fungicide, 8-12% Termul 5030, 1-3% Atlox 4912, 1-5% ethylene glycol, 13-18% cyclohexanone, and deionized water to make up to 100%; the triazole fungicide is tebuconazole or prothioconazole.

2. The bactericidal composition according to claim 1, characterized in that, It contains the following ingredients in weight percentage: bifenthrin 4-8%, triazole fungicide 10-15%, Termul 5030 8-12%, Atlox 4912 1-3%, ethylene glycol 1-5%, cyclohexanone 13-18%, and deionized water to make up to 100%.

3. The bactericidal composition according to claim 2, characterized in that, Bifenthion 5%, triazole fungicide 10%, Termul 5030 10%, Atlox 4912 2%, ethylene glycol 3%, cyclohexanone 15%, deionized water to make up to 100%.

4. Use of the bactericidal composition according to any one of claims 1-3 for the prevention and control of diseases in gramineous crops.

5. The use according to claim 4, characterized in that, The disease mentioned is wheat scab.