Bactericidal composition containing triazole compound

Through the reasonable combination of Cyclobutrifluram with phenolic acid, hexazolid and enezolid, it was prepared into a variety of dosage forms of bactericidal compositions, which solved the problems of poor prevention and treatment effects and large amount of pesticides in the prior art, and achieved efficient and safe prevention and control of plant fungal diseases.

CN120391448APending Publication Date: 2025-08-01QINGDAO HAILIER BIOTECHNOLOGY CO LTD
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Patent Information

Application Number
CN202510536208.3
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2024-01-29
Publication Date
2025-08-01

AI Technical Summary

Technical Problem

In the prior art, the combination of Cyclobutrifluram and triazole fungicides has not yet effectively improved the prevention and control effect, and the pesticide usage is large and the resistance problems are prominent, making it difficult to meet the requirements of environmental and food safety.

Method used

The rational combination of Cyclobutrifluram and phenanthol, hexazolin and enezolin are used to adjust the mass ratio of active ingredients, and combine appropriate pesticide auxiliary ingredients to prepare a variety of dosage forms of bactericidal compositions for the prevention and control of plant fungal diseases.

Benefits of technology

It enhances bactericidal activity, reduces the amount of pesticides, extends the effectiveness period, alleviates the development of drug resistance, improves the prevention and control effect, and is safe for crops and non-target biosafety.

✦ Generated by Eureka AI based on patent content.

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Abstract

The invention relates to a triazole compound-containing bactericidal composition and application thereof, the triazole compound-containing bactericidal composition comprises an active component A and an active component B. The active component A is Cyclobutrifluram, and the active component B is hexaconazole. The bactericidal composition or the preparation thereof can enhance the pesticide effect, reduce the dosage, improve the control effect and delay the development of pesticide resistance.
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Description

[0001] This invention application is a divisional application with application number 202410117281.2, application date 20240129, and invention name “A fungicidal composition containing triazole compounds”. Technical Field

[0002] The present invention relates to the field of pesticide fungicides, and in particular to a fungicide composition containing triazole compounds. Background Art

[0003] Cyclobutrifluram is a new nicotinamide fungicide and nematicide developed by Syngenta. It boasts a broad spectrum of efficacy, safety, and effectiveness against various nematodes and major fungal diseases. Direct application or seed treatment effectively controls root knots, beet cysts, and corn short-bodies in crops like cucumbers, tomatoes, corn, and sugar beets. It also effectively controls plant diseases, particularly Fusarium. Its CAS registration number is 1460292-16-3. Its chemical structure is as follows:

[0004]

[0005] Triazole fungicides utilize triazole rings to coordinate with the iron atom of the iron porphyrin in bacteria, hindering the formation of the iron-oxygen complex of the iron porphyrin, thereby inhibiting the synthesis of ergosterol and ultimately leading to bacterial death due to cell membrane damage. Triazole fungicides primarily include triadimefon, triadimenol, uniconazole, flutriafol, hexaconazole, diniconazole, paclobutrazol, propiconazole, difenoconazole, fluconazole, clofoconazole, tebuconazole, myclobutrazol, and prothioconazole.

[0006] Flutriafol is a triazole sterol demethylation inhibitor fungicide that can effectively inhibit the biosynthesis of ergosterol and cause the rupture of fungal cell walls. It has a broad-spectrum antibacterial activity and strong systemic properties, and has good protective and therapeutic effects on many fungal diseases caused by basidiomycetes and ascomycetes.

[0007] Hexaconazole is a sterol demethylation inhibitor that disrupts and prevents the biosynthesis of ergosterol, a key component of bacterial cell membranes. This prevents cell membrane formation and leads to bacterial death. It possesses systemic, protective, and therapeutic activities. It effectively prevents diseases caused by Ascomycetes, Basidiomycetes, and Deuteromycetes. It is particularly effective in protecting against and eradicating diseases caused by Basidiomycetes and Ascomycetes, such as powdery mildew, rust, scab, brown spot, and anthracnose.

[0008] Diniconazole inhibits 14a-demethylation in the biosynthesis of ergosterol in fungi, causing ergosterol deficiency, leading to abnormal fungal cell membranes and ultimately fungal death, and has protective, therapeutic and eradication effects.

[0009] The present invention has conducted in-depth research on the application of Cyclobutrifluram to fungal diseases. A large number of test results show that the rational compounding of Cyclobutrifluram with triazole fungicides such as flutriafol, hexaconazole, and diniconazole can effectively improve the control effect. With the increasing requirements for the environment and food safety, as well as the resistance problem of pesticides, how to use pesticides scientifically, reduce the dosage of chemical pesticides, and improve the drug efficacy have become urgent problems to be solved in the pesticide field. Summary of the Invention

[0010] Based on the above situation, the object of the present invention is to provide a bactericidal composition containing a triazole compound and its preparation, which is mainly used for controlling plant fungal diseases. The composition or its preparation can enhance the drug efficacy, reduce the dosage of drugs, and at the same time can extend the effective period and delay the development of drug resistance.

[0011] In order to achieve the above object, the following technical solutions are provided: A bactericidal composition containing a triazole compound, comprising active ingredient A and active ingredient B, wherein the active ingredient A is a compound represented by formula (I)

[0012] The active ingredient B is a triazole compound, and the triazole compound is selected from any one of flutriafol, hexaconazole, and diniconazole;

[0013] Further, the mass ratio of active ingredient A to active ingredient B is 35:1 to 1:35;

[0014] Further, the mass ratio of the compound of formula (I) to flutriafol is 1:35 to 30:1;

[0015] Further, the mass ratio of the compound of formula (I) to flutriafol is 1:35, 1:20, 1:12, 2:9, 1:1, 2:1, 5:1, 10:1, 24:1, 30:1;

[0016] Further, the mass ratio of the compound of formula (I) to flutriafol is 1:20 to 30:1;

[0017] Further, the mass ratio of the compound of formula (I) to flutriafol is 1:20, 1:12, 2:9, 1:1, 2:1, 5:1, 10:1, 24:1, 30:1

[0018] Further, the mass ratio of the compound of formula (I) to hexaconazole is 1:30 to 24:1;

[0019] Further, the mass ratio of the compound of formula (I) to hexaconazole is 1:30, 1:16, 1:8, 2:5, 1:1, 2:1, 3:1, 9:1, 25:2, 24:1;

[0020] Further, the mass ratio of the compound of formula (I) to hexaconazole is 1:16 to 24:1;

[0021] Further, the mass ratio of the compound of formula (I) to hexaconazole is 1:16, 1:8, 2:5, 1:1, 2:1, 3:1, 9:1, 25:2, 24:1;

[0022] Further, the mass ratio of the compound of formula (I) to diniconazole is 1:20 to 35:1;

[0023] Further, the mass ratio of the compound of formula (I) to diniconazole is 1:20, 2:25, 1:10, 1:2, 5:4, 5:2, 5:1, 12:1, 25:2, 35:1;

[0024] Further, the mass ratio of the compound of formula (I) to diniconazole is 1:20 to 25:2;

[0025] Further, the mass ratio of the compound of formula (I) to diniconazole is 1:20, 2:25, 1:10, 1:2, 5:4, 5:2, 5:1, 12:1, 25:2;

[0026] Further, based on the total weight of the bactericidal composition being 100 wt%, the sum of the contents of active ingredient A and active ingredient B in the bactericidal composition is 1 to 90 wt%;

[0027] Further, based on the total weight of the bactericidal composition being 100 wt%, the sum of the contents of active ingredient A and active ingredient B in the bactericidal composition is preferably 5 to 80 wt%;

[0028] Further, the bactericidal composition further comprises agriculturally acceptable auxiliary ingredients in addition to the active ingredients, and the auxiliary ingredients are selected from one or more of wetting agents, dispersants, emulsifiers, thickeners, disintegrants, antifreezing agents, defoaming agents, solvents, preservatives, stabilizers, synergists, binders or carriers;

[0029] Further, the wetting agent is selected from one or more of alkyl benzene sulfonates, alkyl naphthalene sulfonates, lignin sulfonates, sodium dodecyl sulfate, sodium dioctyl sulfosuccinate, α-olefin sulfonates, alkylphenol polyoxyethylene ethers, castor oil polyoxyethylene ethers, alkylphenol ethoxylates, fatty alcohol ethoxylates, sodium fatty alcohol polyoxyethylene ether sulfate, silkworm excrement, sophora powder, sapindus powder, SOPA, detergents, emulsifier 2000 series and wetting penetrant F; and / or

[0030] Further, the dispersant is selected from one or more of lignosulfonates, alkylnaphthalenesulfonate formaldehyde condensates, naphthalenesulfonates, triphenylvinylphenol ethoxylate phosphates, fatty alcohol ethoxylates, alkylphenol polyoxyethylene ethers, alkylphenol polyoxyethylene ether methyl ether condensate sulfates, fatty amine polyoxyethylene ethers, glycerol fatty acid ester polyoxyethylene ethers, polycarboxylates, polyacrylic acids, phosphates, EO-PO block copolymers, and EO-PO graft copolymers; and / or

[0031] Further, the emulsifier is selected from one or more of calcium dodecylbenzenesulfonate, alkylphenol formaldehyde resin polyoxyethylene ether, phenethylphenol polyoxyethylene polyoxypropylene ether, fatty alcohol ethylene oxide-propylene oxide copolymer, styrylphenol polyoxyethylene ether, castor oil polyoxyethylene ether, and alkylphenol ether phosphate; and / or

[0032] Further, the thickener is selected from one or more of xanthan gum, organobentonite, gum arabic, sodium alginate, magnesium aluminum silicate, carboxymethyl cellulose, and silica white; and / or

[0033] Further, the disintegrant is selected from one or more of sodium sulfate, ammonium sulfate, aluminum chloride, sodium chloride, ammonium chloride, bentonite, glucose, sucrose, starch, cellulose, urea, sodium carbonate, sodium bicarbonate, citric acid, and tartaric acid; and / or

[0034] Further, the antifreeze is selected from one or more of alcohols, alcohol ethers, chlorinated hydrocarbons, and inorganic salts; and / or

[0035] Further, the defoamer is selected from one or more of C 10 -C 20 saturated fatty acid compounds, silicone oils, silicone compounds, C8-C 10 fatty alcohols; and / or

[0036] Further, the solvent is selected from one or more of benzene, toluene, xylene, durene, methanol, ethanol, isopropanol, n-butanol, dimethyl sulfoxide, dimethylformamide, cyclohexanone, alkylene carbonate, diesel oil, solvent naphtha, vegetable oils (such as soybean oil, corn oil, rapeseed oil, palm oil, etc.), vegetable oil derivatives, and water; and / or

[0037] Further, the preservative is selected from one or more of propionic acid, sodium propionate, sorbic acid, sodium sorbate, potassium sorbate, benzoic acid, sodium benzoate, sodium p-hydroxybenzoate, methyl p-hydroxybenzoate, Kathon, and 1,2-benzisothiazolin-3-one; and / or

[0038] Further, the stabilizer is selected from one or more of disodium hydrogen phosphate, oxalic acid, succinic acid, adipic acid, borax, 2,6 - di - tert - butyl - p - cresol, triethanolamine oleate, epoxidized vegetable oil, kaolin, diatomaceous earth, bentonite, attapulgite, silica white, talcum powder, montmorillonite, and starch; and / or

[0039] Further, the synergist is selected from synergistic phosphorus and synergistic ether; and / or

[0040] Further, the carrier is selected from one or more of ammonium salts, ground natural minerals, ground artificial minerals, silicates, resins, waxes, solid fertilizers, water, organic solvents, mineral oils, vegetable oils, and vegetable oil derivatives.

[0041] Further, the dosage form of the bactericidal composition is selected from solid preparations and / or liquid preparations and / or seed treatment preparations;

[0042] The solid preparations include powders, granules, balls, tablets, strips, wettable powders, oil - dispersed powders, milk powders, water - dispersible granules, milk granules, water - dispersible tablets, soluble powders, soluble tablets, or soluble granules;

[0043] The liquid preparations include soluble solutions, sols, oils, film - spreading oils, emulsifiable concentrates, latexes, dispersible liquids, pastes, emulsions, oil emulsions, microemulsions, fats, suspensions, microcapsule suspensions, oil suspensions, dispersible oil suspensions, suspo - emulsions, microcapsule suspension - suspensions, microcapsule suspension - emulsions, or microcapsule suspension - suspo - emulsions;

[0044] Further, the powder is a free - flowing powdery preparation suitable for dusting or spreading containing the active ingredient;

[0045] Further, the granule is a free - flowing granular preparation containing the active ingredient with a certain particle size range;

[0046] Further, the ball is a spherical preparation containing the active ingredient (generally with a diameter greater than 6 mm);

[0047] Further, the tablet is a sheet - shaped preparation containing the active ingredient with a certain shape and size (usually having two flat surfaces or convex surfaces, and the distance between the two surfaces is less than the diameter);

[0048] Further, the strip is a strip - shaped or rod - shaped preparation containing the active ingredient (generally with a length of several centimeters and a width / diameter of several millimeters, that is, the length is greater than the diameter / width);

[0049] Further, the wettable powder is a powdery preparation in which the active ingredient is dispersed into a suspension in water;

[0050] Furthermore, the oil-dispersible powder is a powdery preparation in which the active ingredient is dispersed into a suspension in an organic solvent;

[0051] Furthermore, the milk powder is a powdery preparation in which the active ingredient is dissolved in an organic solvent and encapsulated in a soluble or insoluble inert ingredient, and forms an oil-in-water emulsion when dispersed in water;

[0052] Furthermore, the water-dispersible granule is a granular preparation that disintegrates in water and in which the active ingredient is dispersed into a suspension;

[0053] Furthermore, the milk granule is a granular preparation in which the active ingredient is dissolved in an organic solvent and encapsulated in a soluble or insoluble inert ingredient, and forms an oil-in-water emulsion when dispersed in water;

[0054] Furthermore, the water-dispersible tablet is a tablet preparation that disintegrates in water and in which the active ingredient is dispersed into a suspension;

[0055] Furthermore, the soluble powder is a powdery preparation in which the active ingredient forms a true solution in water and may contain inert ingredients insoluble in water;

[0056] Furthermore, the soluble granule is a granular preparation in which the active ingredient forms a true solution in water and may contain inert ingredients insoluble in water;

[0057] Furthermore, the soluble tablet is a tablet preparation in which the active ingredient forms a true solution in water and may contain inert ingredients insoluble in water;

[0058] Furthermore, the soluble solution is a liquid preparation that is diluted with water into a transparent or semi-transparent liquid containing the active ingredient and may contain inert ingredients insoluble in water;

[0059] Furthermore, the sol is a colloidal preparation that is diluted with water into a true solution containing the active ingredient;

[0060] Furthermore, the oil agent is a liquid preparation that is diluted (or not diluted) with an organic solvent into a homogeneous liquid containing the active ingredient;

[0061] Furthermore, the spreading film oil agent is an oil agent that automatically spreads into an oil film containing the active ingredient on the water surface;

[0062] Furthermore, the emulsifiable concentrate is a homogeneous liquid preparation that is diluted with water and dispersed into an emulsion containing the active ingredient;

[0063] Furthermore, the latex is a latex preparation that is diluted with water and dispersed into an emulsion containing the active ingredient;

[0064] Furthermore, the dispersible solution is a homogeneous liquid preparation that is diluted with water and dispersed into a suspension containing the active ingredient;

[0065] Further, the paste is a water-based paste preparation containing an active ingredient that can form a film, and is generally used directly;

[0066] Further, the aqueous emulsion is a liquid emulsion preparation in which the active ingredient (or its organic solution) forms an emulsion in water;

[0067] Further, the oil emulsion is a liquid emulsion preparation in which the active ingredient (or its aqueous solution) forms an emulsion in oil;

[0068] Further, the microemulsion is a transparent or semi-transparent microemulsion preparation in which the active ingredient forms an emulsion in water, and is used directly or after dilution with water;

[0069] Further, the ointment is an oily or fatty-based viscous preparation containing an active ingredient, and is generally used directly;

[0070] Further, the suspending agent is a stable suspension preparation in which the active ingredient is dispersed as solid particles in water, and is generally diluted with water before use;

[0071] Further, the microcapsule suspending agent is a stable suspension preparation in which microcapsules containing the active ingredient are dispersed in a liquid;

[0072] Further, the oil suspending agent is a stable suspension preparation in which the active ingredient is dispersed as solid particles in a liquid, and is generally diluted with an organic solvent before use;

[0073] Further, the dispersible oil suspending agent is a stable suspension preparation in which the active ingredient is dispersed as solid particles in a non-aqueous medium, and is generally diluted with water before use;

[0074] Further, the suspension emulsion is a heterogeneous liquid preparation in which the active ingredient is stably dispersed in the continuous aqueous phase in the form of solid particles and tiny water-insoluble droplets;

[0075] Further, the microcapsule suspension-suspending agent is a stable suspension preparation in which the active ingredient is dispersed as microcapsules and solid particles in water;

[0076] Further, the microcapsule suspension-aqueous emulsion is a heterogeneous liquid preparation in which the active ingredient is stably dispersed in the continuous aqueous phase in the form of microcapsules and tiny droplets;

[0077] Further, the microcapsule suspension-suspension emulsion is a heterogeneous liquid preparation in which the active ingredient is stably dispersed in the continuous aqueous phase in the form of microcapsules, solid particles and tiny droplets;

[0078] Further, the bactericidal composition can be prepared into a pesticide-acceptable formulation, and the formulation is a microemulsion, a water emulsion, a suspension, a dispersible oil suspension, a solution, an emulsifiable concentrate, a suspoemulsion, a microcapsule suspension, a water dispersible granule, a wettable powder, a granule, a seed treatment suspension, a seed treatment dry powder;

[0079] Further, the formulation is a microemulsion, an emulsifiable concentrate, a suspension, a water emulsion, a water dispersible granule, a seed treatment suspension.

[0080] The present invention also discloses the application of a bactericidal composition as described above in the prevention and control of plant diseases;

[0081] Further, the plant diseases are plant diseases caused by fungi or bacteria;

[0082] Further, the plant diseases are plant diseases caused by fungi;

[0083] Further, the plant diseases caused by fungi are wheat head blight.

[0084] Advantages of the present invention:

[0085] (1) The bactericidal activity is increased, the application range is expanded, and the yield increasing effect is obvious;

[0086] (2) It has broad development prospects, reduces the usage amount of pesticides, and reduces the agricultural cost;

[0087] (3) It is safe and efficient, safe for crops, non-target organisms, beneficial organisms and natural enemies, and has the effect of increasing production and ensuring harvest. Specific embodiments

[0088] To make the technical solutions, objectives and advantages of the present invention clearer, the present invention is described by the following specific embodiments, but the present invention can be implemented in various forms and should not be limited by the embodiments described herein.

[0089] Indoor bioassay of wheat head blight

[0090] Test basis: Refer to the national agricultural industry standard of the People's Republic of China, Guidelines for Pesticide Bioassay in the Laboratory - Part 2: Inhibition of Pathogenic Fungal Mycelial Growth - Petri Dish Method NT / T 1156.2 - 2006.

[0091] Tested pathogenic bacteria: Wheat head blight (Fusarium graminearum), collected from diseased wheat ears in Henan region for isolation. Look for the pink mold layer at the base of the glumes on the wheat ears, pick the pink mold layer with a toothpick and transfer it to the culture medium, and culture it in a constant temperature incubator for standby.

[0092] Test agents: 95% flutriafol technical, 95% hexaconazole technical, 96% diniconazole technical. All of the above agents were provided by the R & D Center of the Group.

[0093] Agent preparation: The test technical agents were first dissolved in acetone and then diluted with 0.1% Tween 80 aqueous solution. Single-agent mother liquors were prepared separately, and 5 series of mass concentrations were set according to the purpose of mixing and the activity of the agents. The final content of the organic solvent did not exceed 2%.

[0094] After melting the PDA medium with a microwave oven and cooling it to about 50 °C, according to the principle from low concentration to high concentration, 1 mL of the prepared test liquid and 9 mL of PDA medium were added to a petri dish with a diameter of 9 cm, and mixed evenly to make a drug-containing plate with the corresponding concentration.

[0095] Inoculation: The cultured pathogenic bacteria were punched into fungal cakes with an activated diameter of 5 mm under sterile conditions using a puncher. After the drug-containing medium solidified, the fungal cakes were placed at the center of the medium. Finally, the petri dish was sealed with a sealing film and then placed in an incubator at 27 °C for cultivation. At the same time, a blank solution without the agent was set as a blank control, and each treatment was repeated three times.

[0096] Investigation: According to the growth of the mycelium in the blank control petri dish, the growth of the pathogenic bacteria mycelium was investigated. After 72 h of cultivation, the colony diameter was measured with a caliper, and the unit was centimeter (cm). The diameter of each colony was measured vertically once using the cross method, and the average value was taken.

[0097] The mycelial growth inhibition rate was calculated according to the following formula, and the unit was percentage (%). The calculation result was reserved to two decimal places.

[0098] D = D1 - D2 ············ (1)

[0099] D - Colony growth diameter;

[0100] D1 - Colony diameter;

[0101] D2 - Fungal cake diameter.

[0102] I = (D0 - D t ) / D0 * 100 ············ (2)

[0103] In the formula:

[0104] I - Mycelial growth inhibition rate;

[0105] D0 - Colony growth diameter of the blank control;

[0106] D t - Colony growth diameter of the agent treatment.

[0107] Statistical analysis: Perform a regression analysis on the logarithm values of each agent concentration and the corresponding probability values of mycelial growth inhibition rate, and calculate the EC of each agent. 50 Equivalent values, correlation coefficient R, and evaluate the activity of the tested agents against biological test materials.

[0108] Sun Yunpei method: Evaluate the synergistic effect of agent mixtures based on the co-toxicity coefficient (CTC). A co-toxicity coefficient CTC ≥ 120 for the mixture indicates a synergistic effect; CTC ≤ 80 indicates an antagonistic effect; 80 < CTC < 120 indicates an additive effect.

[0109] The co-toxicity coefficient (CTC value) of the mixture is calculated according to equations (3), (4), and (5):

[0110]

[0111] Where:

[0112] ATI - Measured toxicity index of the mixture;

[0113] S - EC of the standard fungicide 50 , in milligrams per liter (mg / L);

[0114] M - EC of the mixture 50 , in milligrams per liter (mg / L).

[0115] TTI = TI A *P A +TI B *P B ·······(4)

[0116] Where:

[0117] TTI - Theoretical toxicity index of the mixture;

[0118] TI A - Toxicity index of agent A;

[0119] P A - Percentage content of agent A in the mixture, in percentage (%);

[0120] TI B - Toxicity index of agent B;

[0121] P B - Percentage content of agent B in the mixture, in percentage (%).

[0122]

[0123] Where:

[0124] CTC - Co-toxicity coefficient;

[0125] ATI - measured toxicity index of mixture;

[0126] TTI - Theoretical Toxicity Index of Mixture.

[0127] Example 1

[0128] Indoor bioassay of cyclobutrifluram and flutriafol against wheat scab

[0129] The results in Table 1 show that Cyclobutrifluram can control wheat scab EC 50 The EC value of flutriafol for controlling wheat scab is 4.424 mg / L. 50 The ratio of Cyclobutrifluram to flutriafol in the ratio of 1:35 to 30:1 was 4.139 mg / L. The ratio of Cyclobutrifluram to flutriafol in the ratio of 1:35 to 30:1 showed good control effect. The ratio of Cyclobutrifluram to flutriafol in the ratio of 1:20 to 30:1 was greater than 120, showing synergistic effect. Among them, the ratio of Cyclobutrifluram to flutriafol in the ratio of 1:1 was the largest, which was 203.752, greater than 120. 50 It is 2.099 mg / L, showing a synergistic effect.

[0130] Table 1 Results of synergistic effects of different ratios of Cyclobutrifluram and flutriafol on wheat scab

[0131] Test agents Regression equation <![CDATA[r 2 > <![CDATA[EC 50 > Coefficient of co-toxicity Effect Biopesticide B value ± standard error / (mg / L) (ATI) (TTI) (CTC) / Cyclobutrifluram (A) 1.346±0.186 0.972 4.424(3.387~5.778) 100.000 / / / Flutriafol (B) 1.424±0.180 0.976 4.139(3.244~5.280) 106.886 / / / A:B = 1:35 1.487±0.226 0.966 4.768(3.541~6.420) 92.785 106.694 86.964 Additive effect A:B = 1:20 1.907±0.159 0.989 2.951(2.512~3.466) 149.915 106.558 140.689 Synergistic effect A:B = 1:12 1.996±0.215 0.983 2.669(2.151~3.313) 165.755 106.356 155.849 Synergistic effect A:B = 2:9 1.954±0.166 0.989 2.329(1.974~2.747) 189.953 105.634 179.822 Synergistic effect A:B = 1:1 2.025±0.068 0.998 2.099(1.966~2.241) 210.767 103.443 203.752 Synergistic effect A:B = 2:1 2.049±0.192 0.987 2.424(2.017~2.913) 182.508 102.295 178.413 Synergistic effect A:B = 5:1 2.092±0.263 0.977 2.596(2.021~3.335) 170.416 101.148 168.482 Synergistic effect A:B = 10:1 1.958±0.208 0.983 2.997(2.444~3.676) 147.614 100.626 146.696 Synergistic effect A:B = 24:1 1.633±0.167 0.984 3.145(2.582~3.829) 140.668 100.275 140.281 Synergistic effect A:B = 30:1 1.805±0.191 0.983 3.503(2.849~4.307) 126.292 100.222 126.012 Synergistic effect

[0132] Note: The above data were analyzed using DPS statistical analysis software, and the values were rounded to 3 decimal places. The same applies to Tables 2 and 3 below.

[0133] Example 2

[0134] Indoor bioassay of cyclobutrifluram and hexaconazole against wheat scab

[0135] The results in Table 2 show that the EC value of hexaconazole for controlling wheat scab 50 The ratio of Cyclobutrifluram to hexaconazole in the ratio of 1:30 to 24:1 showed good control effect. The ratio of Cyclobutrifluram to hexaconazole in the ratio of 1:16 to 24:1 showed a co-toxicity coefficient greater than 120, showing a synergistic effect. Among them, the co-toxicity coefficient of Cyclobutrifluram to hexaconazole in the ratio of 2:1 was the largest, at 220.817, which was greater than 120. 50 It is 1.491 mg / L, showing a synergistic effect.

[0136] Table 2 Determination Results of the Synergistic Effect of Different Ratios of Cyclobutrifluram and Hexaconazole against Fusarium Head Blight of Wheat

[0137]

[0138]

[0139] Example 3

[0140] Indoor Bioassay of Cyclobutrifluram and Difenoconazole against Fusarium Head Blight of Wheat

[0141] Table 3 Results showed that the EC 50 of difenoconazole against Fusarium head blight of wheat was 1.810 mg / L. The bactericidal compositions of Cyclobutrifluram and difenoconazole at ratios of 1:20 to 35:1 all showed good control effects. The co-toxicity coefficients of the bactericidal compositions of Cyclobutrifluram and difenoconazole at ratios of 1:20 to 25:2 were >120, showing a synergistic effect. Among them, the co-toxicity coefficient value of Cyclobutrifluram and difenoconazole = 5:2 was the largest, being 217.892 > 120, and the EC 50 was 1.450 mg / L, with a significant synergistic effect.

[0142] Table 3 Determination Results of the Synergistic Effect of Different Ratios of Cyclobutrifluram and Difenoconazole against Fusarium Head Blight of Wheat

[0143] Test agents Regression equation <![CDATA[r 2 > <![CDATA[EC 50 > Coefficient of co-toxicity Effect Biopesticide B value ± standard error / (mg / L) (ATI) (TTI) (CTC) / Cyclobutrifluram (A) 1.400±0.1575 0.981 4.502(3.6216~5.597) 100.000 / / / Diniconazole (B) 1.269±0.1256 0.985 1.810(1.495~2.191) 248.729 / / / A:B = 1:20 1.501±0.1061 0.992 1.498(1.300~1.726) 300.534 241.647 124.369 Synergistic effect A:B = 2:25 1.505±0.1147 0.991 1.447(1.240~1.688) 311.126 237.712 130.884 Synergistic effect A:B = 1:10 1.667±0.0742 0.997 1.249(1.136~1.374) 360.448 235.208 153.246 Synergistic effect A:B = 1:2 1.624±0.0662 0.997 1.278(1.173~1.393) 352.269 199.153 176.884 Synergistic effect A:B = 5:4 1.525±0.085 0.995 1.373(1.224~1.540) 327.895 166.102 197.406 Synergistic effect A:B = 5:2 1.562±0.1039 0.993 1.450(1.268~1.659) 310.483 142.494 217.892 Synergistic effect A:B = 5:1 1.436±0.1734 0.978 2.177(1.725~2.747) 206.798 124.788 165.719 Synergistic effect A:B = 12:1 1.500±0.0831 0.995 2.503(2.2464~2.788) 179.864 111.441 161.399 Synergistic effect A:B = 25:2 1.552±0.1241 0.990 2.767(2.3718~3.220) 162.703 111.017 146.557 Synergistic effect A:B = 35:1 1.579±0.1142 0.992 3.71 0(3.227~4.264) 121.348 104.131 116.533 Additive effect

[0144] Formulation Example

[0145] Preparation Example 1:

[0146] 40% Cyclobutrifluram·Flutriafol Wettable Powder (20:20)

[0147] The active ingredient A, Cyclobutrifluram, is 20%, the active ingredient B, flutriafol, is 2‎0%, the wetting agent, alkylnaphthalenesulfonate, is 5.5%, the dispersant, sodium naphthalene formaldehyde condensate sulfonate, is 6%, kaolin is 10%, and expanded clay is made up to 100%. The active ingredients and each auxiliary agent are mixed evenly, put into a mechanical pulverizer for preliminary pulverization, then pulverized by an air flow pulverizer, and then mixed evenly to obtain 40% Cyclobutrifluram·Flutriafol wettable powder.

[0148] Preparation Example 2:

[0149] 42% Cyclobutrifluram·Difenoconazole Wettable Powder (30:12)

[0150] Active ingredient A, Cyclobutrifluram 30%, active ingredient B, Diniconazole 12%, wetting agent, alkylnaphthalenesulfonate 8%, dispersant, sodium naphthalene formaldehyde condensate sulfonate 4%, kaolin 15%, expanded clay to make up 100%. Mix the active ingredients and each adjuvant evenly, put them into a mechanical pulverizer for preliminary pulverization, then pulverize them with a jet mill, and mix evenly again to obtain 42% Cyclobutrifluram·Diniconazole wettable powder.

[0151] Preparation Example 3:

[0152] 30% Cyclobutrifluram·Flutriafol Suspension (16:14)

[0153] Active ingredient A, Cyclobutrifluram 16%, active ingredient B, Flutriafol 14%, wetting agent, lignosulfonate 6%, dispersant, sodium naphthalene formaldehyde condensate sulfonate 2.5%, antifreeze, ethylene glycol 5%, thickener, xanthan gum 0.1%, magnesium aluminum silicate 0.25%, deionized water to make up 100%. Put the active ingredients, wetting agent, dispersant, antifreeze, and water into a stirring kettle, stir well and then pulverize with a sand mill until D 90 (Particle size of 90% of the particles) < 10 μm. After grinding is completed, pump it into a high-speed shear machine, add the thickener, and perform high-speed shearing. After shearing is completed, 30% Cyclobutrifluram·Flutriafol suspension is obtained.

[0154] Preparation Example 4:

[0155] 21% Cyclobutrifluram·Hexaconazole Suspension (14:7)

[0156] Active ingredient A, Cyclobutrifluram 14%, active ingredient B, Hexaconazole 7%, wetting agent, lignosulfonate 4.5%, dispersant, sodium naphthalene formaldehyde condensate sulfonate 3%, antifreeze, ethylene glycol 5%, thickener, organic bentonite 0.1%, magnesium aluminum silicate 0.2%, deionized water to make up 100%. Put the active ingredients, wetting agent, dispersant, antifreeze, and water into a stirring kettle, stir well and then pulverize with a sand mill until D 90 (Particle size of 90% of the particles) < 10 μm. After grinding is completed, pump it into a high-speed shear machine, add the thickener, and perform high-speed shearing. After shearing is completed, 21% Cyclobutrifluram·Hexaconazole suspension is obtained.

[0157] Preparation Example 5:

[0158] 24% Cyclobutrifluram·Diniconazole Suspension (15:9)

[0159] Active ingredient A, Cyclobutrifluram 15%, active ingredient B, Diniconazole 9%, wetting agent, Lignosulfonate 4.5%, dispersant, Sodium alkylnaphthalene formaldehyde condensate sulfonate 3.5%, antifreeze, Ethylene glycol 1%, Glycerol 2.5%, thickener, Magnesium aluminum silicate 0.2%, deionized water q.s. to 100%. The active ingredients, wetting agent, dispersant, antifreeze and water are put into a stirring kettle, and after sufficient stirring, they are crushed with a sand mill until D 90 (Particle size of 90% of the particles) < 10 μm. After grinding, it is pumped into a high-speed shearing machine, and after adding the thickener, high-speed shearing is carried out. After the shearing is completed, 24% Cyclobutrifluram·Diniconazole suspension is obtained.

[0160] Preparation Example 6:

[0161] 35% Cyclobutrifluram·Flutriafol dispersible oil suspension concentrate (15:20)

[0162] Active ingredient A, Cyclobutrifluram 15%, active ingredient B, Flutriafol 20%, emulsifier, Calcium dodecylbenzenesulfonate 2.5%, Alkylphenol formaldehyde resin polyoxyethylene ether 3%, dispersant, Alkylphenol polyoxyethylene ether 4.5%, thickener, Xanthan gum 2%, Corn oil q.s. to 100%. The active ingredients, surfactants and other functional auxiliaries are placed in a reaction kettle in sequence, mixed evenly with oil, subjected to high-speed shearing, wet sand grinding, and finally homogenized and filtered to obtain 35% Cyclobutrifluram·Flutriafol dispersible oil suspension concentrate.

[0163] Field efficacy test

[0164] Field efficacy test of wheat scab

[0165] Test site: Conducted in the wheat planting area where wheat scab often occurs in Hebei Province

[0166] Test time: At the heading stage of wheat on May 12, 2020

[0167] Test agents and application rates: The details of the application rates are shown in Table 4.

[0168] Table 4 Comparison table of application rates for field trials

[0169] Treatment Agent <![CDATA[Dosage g a.i / hm 2 > A1 40% Cyclobutrifluram·Flutriafol wettable powder (20:20) 40 A2 21% Cyclobutrifluram·Hexaconazole suspension concentrate (14:7) 40 A3 24% Cyclobutrifluram·Diniconazole suspension concentrate (15:9) 40 A4 24% Cyclobutrifluram suspension concentrate 50 A5 250 g / L Flutriafol suspension concentrate 112.5 A6 30% Hexaconazole suspension concentrate 54 A7 12.5% Diniconazole wettable powder 40 A8 Water control /

[0170] Test treatments: Single agents and a water control are set. The interval between two applications is 10 days. The spraying times are at the early heading stage and flowering stage of wheat respectively. The plot area for each treatment in the plot test is 667 m 2 , without repetition. A conventional electric sprayer is used for spraying.

[0171] Investigation method: Five-point sampling was used for fixed-point investigation. For each treatment at each point, 1 m was investigated. 2 Ten days before harvest, the total number of spikes and the number of diseased spikes were investigated. The disease severity was classified according to the disease situation of wheat ears, and it was divided into 5 levels in total:

[0172] Level 0: Disease-free;

[0173] Level 1: The number of diseased wheat ears accounts for less than 1 / 4 of all wheat ears;

[0174] Level 2: The number of diseased wheat ears accounts for 1 / 4 - 1 / 2 of all wheat ears;

[0175] Level 3: The number of diseased wheat ears accounts for 1 / 2 - 3 / 4 of all wheat ears;

[0176] Level 4: The number of diseased wheat ears accounts for more than 3 / 4 of all wheat ears.

[0177] According to the disease index = ∑(the number of diseased plants at each level × the value of that disease level) / (the total number of investigated plants × the maximum level value), calculate the disease index;

[0178] According to the control effect = (control disease index - treatment disease index) / control disease index, calculate the control effect;

[0179] Calculate the average number of spikes and the diseased spike rate per unit area for 1 m. 2

[0180] Samples were taken at the wheat harvest stage. After drying for 3 days, the actual yield of 667 m² in each plot was measured. 2

[0181] The data was processed using Microsoft Excel 2003, and data statistical analysis and significance test of differences (Duncan method) were performed using DPS.

[0182] Example 4

[0183] Results of field efficacy test against Fusarium head blight of wheat

[0184] ​​Table 5 results showed that through field efficacy plot trials, the survey results 10 days before harvest showed that the control effects of 40% Cyclobutrifluram · Flutriafol wettable powder (20:20), 21% Cyclobutrifluram · Hexaconazole suspension concentrate (14:7), and 24% Cyclobutrifluram · Diniconazole suspension concentrate (15:9) against Fusarium head blight of wheat were 81.89%, 83.18%, and 82.97% respectively; at the 0.01 and 0.05 levels, there were no significant differences in the control of Fusarium head blight of wheat among the three mixed formulations; compared with the control single agents 24% Cyclobutrifluram suspension concentrate, 250 g / L Flutriafol suspension concentrate, 30% Hexaconazole suspension concentrate, and 12.5% Diniconazole wettable powder, the mixed formulations were significantly higher than the control single agents.

[0185] Table 5 Control of Fusarium head blight of wheat by different compound and single agents

[0186] Treatment Investigated ear number / ear Diseased ear rate / % Disease index Control effect / % Difference 40% Cyclobutrifluram·Flutriafol wettable powder (20:20) 449.20 5.37 6.75 81.89 Aa 21% Cyclobutrifluram·Hexaconazole suspension concentrate (14:7) 457.20 5.43 6.27 83.18 Aa 24% Cyclobutrifluram·Diniconazole suspension concentrate (15:9) 448.60 5.27 6.35 82.97 Aa 24% Cyclobutrifluram suspension concentrate 437.60 15.78 13.74 63.14 Cc 250 g / L Flutriafol suspension concentrate 440.80 11.09 9.88 73.50 Bb 30% Hexaconazole suspension concentrate 437.80 13.85 11.05 70.36 Bb 12.5% Diniconazole wettable powder 439.40 12.77 10.78 71.08 Bb Water control 431.20 42.87 37.28 / /

[0187] Note: The data of each treatment above were calculated according to the unit area of 1 m 2 Average spike number and diseased spike rate; the control effect % in the above table is the average value of each repetition; lowercase letters represent significant differences at the 5% level, and uppercase letters represent significant differences at the 1% level.

[0188] Table 6 Effects of different agents on controlling Fusarium head blight of wheat on wheat yield

[0189]

[0190]

[0191] Note: The yield in the above table is the average value of each repetition; lowercase letters represent significant differences at the 5% level.

[0192] The results of field efficacy plot trials showed that in the process of controlling Fusarium head blight of wheat by the compound of Cyclobutrifluram with Flutriafol, Hexaconazole, and Diniconazole, not only the diseased spike rate and disease index were reduced, with significant control effects, and there was not much impact on the yield, but the mixed formulations also showed obvious yield-increasing effects.

[0193] In addition, according to the observations after application, the wheat growth in each treatment area was normal, and there was no phytotoxicity phenomenon, indicating that each agent was safe for wheat growth at the dosage used in this experiment.

[0194] Through indoor toxicity determination and field trials, the composition obtained by compounding Cyclobutrifluram of the present invention with any one selected from flutriafol, hexaconazole, and diniconazole shows a very good control effect against Fusarium head blight of wheat. The bactericidal composition or its preparation obtained by compounding in the present invention has a significant control effect, and has the characteristics of high efficiency, broad spectrum, low residue, long lasting period, strong systemic property, etc.; and no phytotoxicity to crops was found in the tests, indicating that under the condition of improved bactericidal synergistic effect of the obtained bactericidal composition or preparation, the production cost and use cost can be reduced, and it is safe for crops.

[0195] Although the present invention has been described in detail with general descriptions and specific embodiments above, based on the present invention, some modifications or improvements can be made, which are obvious to those skilled in the art. Therefore, these modifications or improvements made without departing from the spirit of the present invention all fall within the scope of protection required by the present invention.

Claims

1. A bactericidal composition containing a triazole compound, characterized in that: The described bactericidal composition is composed of active ingredient A and active ingredient B. The active ingredient A is the compound shown in formula (I), and the active ingredient B is a triazole compound. The triazole compound is hexaconazole; the mass ratio of the compound of formula (I) to hexaconazole is 1:30 to 24:

1.

2. The bactericidal composition according to claim 1, characterized in that, The mass ratio of the compound of formula (I) to hexaconazole is 1:16 to 24:

1.

3. The bactericidal composition according to claim 1, characterized in that, Based on the total weight of the bactericidal composition being 100 wt%, the sum of the contents of active ingredient A and active ingredient B in the bactericidal composition is 1 to 90 wt%.

4. The bactericidal composition according to claim 1, wherein Based on the total weight of the bactericidal composition being 100 wt%, the sum of the contents of active ingredient A and active ingredient B in the bactericidal composition is 5 to 80 wt%.

5. The bactericidal composition according to claim 1, characterized in that, The described bactericidal composition, in addition to containing active ingredients, also contains agriculturally acceptable auxiliary ingredients, and the auxiliary ingredients are selected from one or more of wetting agents, dispersants, emulsifiers, thickeners, disintegrants, antifreezing agents, defoaming agents, solvents, preservatives, stabilizers, synergists, binders or carriers.

6. The bactericidal composition according to claim 5, characterized in that, The dosage form of the bactericidal composition is selected from solid preparations and / or liquid preparations and / or seed treatment preparations.

7. The bactericidal composition according to claim 6, characterized in that, The described bactericidal composition can be prepared into a pesticide-acceptable preparation dosage form, and the preparation dosage form is microemulsion, water emulsion, suspension, dispersible oil suspension, soluble solution, emulsifiable concentrate, suspension emulsion, microcapsule suspension, water dispersible granule, wettable powder, granule, seed treatment suspension, seed treatment dry powder.

8. The bactericidal composition according to claim 7, characterized in that, The preparation dosage form is microemulsion, emulsifiable concentrate, suspension, water emulsion, water dispersible granule, seed treatment suspension.

9. Use of the bactericidal composition according to any one of claims 1-8 in controlling plant diseases.

10. The application according to claim 9, wherein The plant diseases are plant diseases caused by fungi or bacteria, and the plant diseases caused by fungi are wheat scab.