Bactericidal composition containing triazole compound and application thereof
By combining the compound of formula (I) with triazole fungicides at a certain mass ratio, the bactericidal composition or its preparation formed is used to prevent and treat plant fungal diseases, the problems of insufficient efficacy of traditional Chinese medicine, large amount of medicine, short efficacy period and drug resistance development in the prior art have been solved, and efficient and safe disease prevention and control effects have been achieved.
Patent Information
- Application Number
- CN202510153646.1
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2025-02-12
- Publication Date
- 2025-05-13
- Estimated Expiration
- 2045-02-12
AI Technical Summary
The prior art is not effective enough when preventing and treating plant fungal diseases, and the dose is needed to increase, and the efficacy period is short, which can easily lead to the development of drug resistance.
The composition or preparation thereof is used to prevent and treat plant fungal diseases by combining the compound of formula (I) with a triazole-based bactericidal agent (such as chlorofluranocoxazole, fluctocyclazole, tetrazoleol, and lecozole) at a certain mass ratio.
It significantly improves the prevention and treatment effect, reduces the dosage, extends the effectiveness period, and delays the development of drug resistance. It is highly safe for crops and has the effect of increasing yield and ensuring income.
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Abstract
Description
Technical Field
[0001] The invention relates to the technical field of pesticide fungicides, and in particular to a fungicide composition containing triazole compounds and application thereof. Background Art
[0002] The compound of formula (I) is a quinoline carboxamide fungicide developed by Syngenta. It has a broad control spectrum, is safe and efficient, and can effectively control various fungal diseases. The CAS registration number is 2132414-06-1 (racemic 2132414-04-9). The Chinese chemical name is: N-(2R)-[1,3-dimethyl-1-(phenylmethyl)butyl]-8-fluoro-3-quinolinecarboxamide-N-(2S)-[1,3-dimethyl-1-(phenylmethyl)butyl]-8-fluoro-3-quinolinecarboxamide. The chemical structure is as follows:
[0003]
[0004] Mefentrifluconazole is a broad-spectrum, highly effective, systemic fungicide with both protective and therapeutic effects. It belongs to the class of sterol demethylation inhibitors. Its mechanism of action is to prevent the biosynthesis of ergosterol, inhibit cell growth and ultimately lead to the collapse of the cell membrane. Its CAS registration number is 1417782-03-6.
[0005] Metconazole is a new broad-spectrum systemic fungicide that acts on C 14 -Demethylase. It has excellent activity against Septoria and rust, and has excellent protective and therapeutic effects. It can be used for stem and leaf treatment as well as seed treatment.
[0006] Tebuconazole is a new generation of highly effective broad-spectrum systemic fungicide with protective, therapeutic and eradication effects. It has a broad fungicide spectrum and a long lasting effect. It is a highly effective fungicide used for seed treatment or foliar spraying of important economic crops. It is widely used in the prevention and control of various fungal diseases in fruit trees, vegetables, rapeseed, peanuts, grapes, tea trees, lawns, garden ornamental plants and various cereal crops.
[0007] Epoxiconazole is a systemic triazole fungicide that can be absorbed by the stems and leaves of plants and conducted upward and outward. It is effective against wheat rust, rice sheath blight, rice false smut and banana leaf spot. It not only has good protection, treatment and eradication activity, but also has systemic and good residual activity.
[0008] Triazole fungicides use triazole rings to coordinate with the iron atom of the iron porphyrin center in the fungus to hinder the formation of the iron porphyrin iron oxygen complex. This type of fungicide is mainly used for plant diseases caused by ascomycetes, deuteromycetes and basidiomycetes. By inhibiting the biosynthesis of ergosterol in the fungus, the fungal membrane function is abnormal and the cell wall is damaged, thereby achieving the effect of inhibiting fungi and killing fungi. Pesticides are an important means for preventing and controlling plant diseases and insect pests. The present invention conducts in-depth research on the application of the compound of formula (I) to plant diseases. A large number of test results show that the compound of formula (I) and triazole fungicides, especially clofoconazole, epoxiconazole, tebuconazole, and metconazole, can effectively improve the prevention and control effect under a certain mass ratio, and have obvious synergistic effect. Summary of the invention
[0009] Based on the above situation, the purpose of the present invention is to provide a fungicidal composition containing triazole compounds and its preparation, which are mainly used for preventing and controlling plant fungal diseases. The composition or its preparation can enhance the efficacy and reduce the dosage of the medicine, while prolonging the lasting effect and delaying the development of drug resistance, and is highly safe for crops.
[0010] This object is achieved by the following technical solution: A fungicide composition containing a triazole compound, comprising an active ingredient A and an active ingredient B, wherein the active ingredient A is a compound represented by formula (I), and the chemical structure is: The active ingredient B is a triazole compound, and the triazole compound is selected from any one of cyfluthrin, epoxiconazole, tebuconazole and metconazole;
[0011] Furthermore, the mass ratio of the active ingredient A to the active ingredient B is 1:45 to 40:1;
[0012] Furthermore, the mass ratio of the active ingredient A to the active ingredient B is 1:32 to 32:1;
[0013] Furthermore, the mass ratio of the compound of formula (I) to clofoconazole is 1:20 to 25:11 or any value between the above values;
[0014] Further, the mass ratio of the compound of formula (I) to clofoconazole is 1:20, 1:17, 1:10, 1:5, 1:1, 3:1, 7:1, 10:1, 17:1, 25:1;
[0015] Furthermore, the mass ratio of the compound of formula (I) to epoxiconazole is 1:30 to 30:11 or any value between the above values;
[0016] Further, the mass ratio of the compound of formula (I) to epoxiconazole is 1:30, 1:13, 1:6, 4:3, 7:1, 22:1, 30:1;
[0017] Furthermore, the mass ratio of the compound of formula (I) to tebuconazole is 1:32 to 32:11 or any value between the above values;
[0018] Further, the mass ratio of the compound of formula (I) to tebuconazole is 1:32, 1:20, 1:7, 3:2, 10:1, 16:1, 32:1;
[0019] Furthermore, the mass ratio of the compound of formula (I) to metconazole is 1:27 to 27:11 or any value between the above values;
[0020] Further, the mass ratio of the compound of formula (I) to metconazole is 1:27, 1:16, 1:8, 7:2, 8:1, 16:1, 27;
[0021] Furthermore, based on the total weight of the bactericidal composition being 100 wt%, the sum of the contents of the active ingredient A and the active ingredient B in the bactericidal composition is 1 to 90 wt%;
[0022] Furthermore, based on the total weight of the bactericidal composition being 100 wt%, the sum of the contents of the active ingredient A and the active ingredient B in the bactericidal composition is preferably 5 to 80 wt%;
[0023] Furthermore, the fungicide composition contains, in addition to the active ingredient, agriculturally permitted auxiliary ingredients, wherein the auxiliary ingredients are selected from one or more of a wetting agent, a dispersant, an emulsifier, a thickener, a disintegrant, an antifreeze agent, a defoaming agent, a solvent, a preservative, a stabilizer, a synergist, a binder or a carrier;
[0024] Further, the wetting agent is selected from one or more of alkylbenzene sulfonate, alkylnaphthalene sulfonate, lignin sulfonate, sodium dodecyl sulfate, sodium dioctyl succinate sulfonate, alpha olefin sulfonate, alkylphenol polyoxyethylene ether, castor oil polyoxyethylene ether, alkylphenol ethoxylate, fatty alcohol ethoxylate, fatty alcohol polyoxyethylene ether sodium sulfate, silkworm feces, saponin powder, soapberry powder, SOPA, detergent, emulsifier 2000 series and wetting penetrant F; and / or
[0025] Further, the dispersant is selected from one or more of lignin sulfonate, alkylnaphthalene sulfonate formaldehyde condensate, naphthalene sulfonate, tristyrylphenol ethoxylate phosphate, fatty alcohol ethoxylate, alkylphenol polyoxyethylene ether, alkylphenol polyoxyethylene ether methyl ether condensate sulfate, fatty amine polyoxyethylene ether, glycerol fatty acid ester polyoxyethylene ether, polycarboxylates, polyacrylic acids, phosphates, EO-PO block copolymers and EO-PO graft copolymers; and / or
[0026] Further, the emulsifier is selected from one or more of calcium dodecylbenzene sulfonate, alkylphenol formaldehyde resin polyoxyethylene ether, phenylethylphenol polyoxyethylene polyoxypropylene ether, fatty alcohol ethylene oxide-propylene oxide copolymer, styrylphenol polyoxyethylene ether, castor oil polyoxyethylene ether and alkylphenol ether phosphate; and / or
[0027] Further, the thickener is selected from one or more of xanthan gum, organic bentonite, gum arabic, sodium alginate, magnesium aluminum silicate, carboxymethyl cellulose and white carbon black; and / or
[0028] 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
[0029] Further, the antifreeze agent is selected from one or more of alcohols, alcohol ethers, chlorinated hydrocarbons and inorganic salts; and / or
[0030] Furthermore, the defoaming agent is selected from C 10 -C 20 Saturated fatty acid compounds, silicone oil, silicone compounds, C8-C 10 One or more of fatty alcohols; and / or
[0031] 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, solvent oil, vegetable oil (soybean oil, corn oil, rapeseed oil, palm oil, etc.), vegetable oil derivatives and water; and / or
[0032] Further, the preservative is selected from one or more of propionic acid, sodium propionic acid, sorbic acid, sodium sorbic acid, potassium sorbic acid, benzoic acid, sodium benzoic acid, sodium p-hydroxybenzoic acid, methyl p-hydroxybenzoate, kasone and 1,2-benzisothiazolin-3-one; and / or
[0033] 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-methylphenol, triethanolamine oleate, epoxidized vegetable oil, kaolin, diatomaceous earth, bentonite, attapulgite, white carbon black, talc, montmorillonite and starch; and / or
[0034] Further, the synergist is selected from synergist phosphine, synergist ether; and / or
[0035] 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.
[0036] Further, the formulation of the fungicide composition is selected from solid preparations and / or liquid preparations and / or seed treatment preparations;
[0037] The solid preparations include powders, granules, pellets, tablets, strips, wettable powders, oil-dispersible powders, emulsion powders, water-dispersible granules, emulsion granules, water-dispersible tablets, soluble powders, soluble tablets or soluble granules;
[0038] The liquid preparations include soluble solutions, soluble gels, oils, film-spreading oils, emulsifiable concentrates, latexes, dispersible solutions, ointments, aqueous emulsions, oil emulsions, microemulsions, fats, suspensions, microcapsule suspensions, oil suspensions, dispersible oil suspensions, suspoemulsions, microcapsule suspension-suspensions, microcapsule suspension-water emulsions or microcapsule suspension-suspoemulsions;
[0039] Further, the powder is a free-flowing powder preparation containing active ingredients suitable for dusting or spreading;
[0040] Furthermore, the granules are granular preparations containing active ingredients that can flow freely within a certain particle size range;
[0041] Furthermore, the spherical preparation is a spherical preparation (generally with a diameter greater than 6 mm) containing an active ingredient;
[0042] Furthermore, the tablet is a sheet-like preparation containing an active ingredient with a certain shape and size (usually having two flat or convex surfaces, with the distance between the two surfaces being less than the diameter);
[0043] Further, the strip is a strip or rod-shaped preparation containing an active ingredient (generally a few centimeters in length and a few millimeters in width / diameter, i.e., the length is greater than the diameter / width);
[0044] Furthermore, the wettable powder is a powdered preparation in which the active ingredient is dispersed in water into a suspension;
[0045] Furthermore, the oil dispersible powder is a powdered preparation in which the active ingredient is dispersed into a suspension in an organic solvent;
[0046] Furthermore, the emulsion powder is a powdered preparation in which the active ingredient is dissolved in an organic solvent, encapsulated in a soluble or insoluble inert ingredient, and dispersed in water to form an oil-in-water emulsion;
[0047] Further, the water dispersible granules are granular preparations that disintegrate in water and disperse the active ingredients into a suspension;
[0048] Furthermore, the emulsifiable granules are granular preparations in which the active ingredients are dissolved in an organic solvent, encapsulated in a soluble or insoluble inert ingredient, and dispersed in water to form an oil-in-water emulsion;
[0049] Furthermore, the water-dispersible tablet is a sheet-like preparation that disintegrates in water and disperses the active ingredients into a suspension;
[0050] Furthermore, the soluble powder is a powdered preparation in which the active ingredient forms a true solution in water and may contain inert ingredients that are insoluble in water;
[0051] Furthermore, the soluble granules are granular preparations in which the active ingredients form a true solution in water and may contain inert ingredients that are insoluble in water;
[0052] Furthermore, the soluble tablet is a sheet-like preparation in which the active ingredient forms a true solution in water and may contain an inert ingredient that is insoluble in water;
[0053] Furthermore, the soluble agent is a transparent or translucent liquid preparation containing active ingredients that is diluted with water and may contain inert ingredients that are insoluble in water;
[0054] Furthermore, the soluble gel is a gel preparation containing active ingredients that is diluted with water to form a true solution;
[0055] Furthermore, the oil preparation is a liquid preparation diluted with an organic solvent (or not diluted) to form a homogeneous phase and containing an active ingredient;
[0056] Furthermore, the film-spreading oil is an oil containing active ingredients that automatically spreads on the water surface to form an oil film;
[0057] Furthermore, the emulsifiable concentrate is a homogeneous liquid preparation containing active ingredients that is diluted and dispersed into an emulsion with water;
[0058] Furthermore, the latex is a latex preparation containing active ingredients that is diluted and dispersed into an emulsion with water;
[0059] Furthermore, the dispersible liquid preparation is diluted with water and dispersed into a homogeneous liquid preparation containing the active ingredient in suspension;
[0060] Furthermore, the ointment is a water-based ointment containing active ingredients and capable of forming a film, and is generally used directly;
[0061] Furthermore, the aqueous emulsion is an emulsion liquid preparation formed by the active ingredient (or its organic solution) in water;
[0062] Furthermore, the oil emulsion is an emulsion liquid preparation in which the active ingredient (or its aqueous solution) is in oil;
[0063] Furthermore, the microemulsion is a transparent or translucent microemulsion liquid preparation in which the active ingredient is dissolved in water and is used directly or after being diluted with water;
[0064] Furthermore, the fat agent is an oil or fat-based viscous preparation containing active ingredients, which is generally used directly;
[0065] Furthermore, the suspension concentrate is a stable suspension liquid preparation in which the active ingredient is dispersed in water as solid particles, and is generally diluted with water for use;
[0066] Furthermore, the microcapsule suspension is a stable suspension liquid preparation formed by microcapsules containing active ingredients dispersed in a liquid;
[0067] Furthermore, the oil suspension is a stable suspension liquid preparation in which the active ingredient is dispersed in a liquid as solid particles, and is generally diluted with an organic solvent for use;
[0068] Furthermore, the dispersible oil suspension is a stable suspension liquid preparation in which the active ingredient is dispersed in a non-aqueous medium as solid particles, and is generally diluted with water for use;
[0069] Furthermore, the suspoemulsion is a heterogeneous liquid preparation in which the active ingredient is stably dispersed in a continuous aqueous phase in the form of solid particles and water-insoluble tiny droplets;
[0070] Furthermore, the microcapsule suspension-suspension concentrate is a stable suspension liquid preparation in which the active ingredients are dispersed in water in the form of microcapsules and solid particles;
[0071] Furthermore, the microcapsule suspension-water emulsion is a heterogeneous liquid preparation in which the active ingredients are stably dispersed in the form of microcapsules and tiny droplets in a continuous aqueous phase;
[0072] Furthermore, the microcapsule suspension-suspoemulsion is a heterogeneous liquid preparation in which the active ingredients are stably dispersed in the form of microcapsules, solid particles and tiny droplets in a continuous aqueous phase;
[0073] Furthermore, the fungicide composition can be prepared into a formulation acceptable to pesticides, and the formulation is a microemulsion, an aqueous emulsion, a suspension, a dispersible oil suspension, a soluble solution, an emulsifiable concentrate, a suspoemulsion, a microcapsule suspension, a water-dispersible granule, a wettable powder, a granule, a seed treatment suspension, or a seed treatment dry powder;
[0074] Furthermore, the formulation is in the form of a microemulsion, emulsifiable concentrate, suspension, aqueous emulsion, water-dispersible granules, or seed treatment suspension.
[0075] The present invention also discloses the use of the above-mentioned fungicide composition in preventing and controlling plant diseases;
[0076] Furthermore, the plant diseases are plant diseases caused by fungi or bacteria;
[0077] Furthermore, the plant disease is a plant disease caused by fungi;
[0078] Furthermore, the plant diseases caused by the fungi are wheat leaf rust and wheat powdery mildew.
[0079] Beneficial effects of the present invention:
[0080] The compound represented by formula (I) is compounded with clofoconazole, epoxiconazole, tebuconazole and metconazole in a certain ratio. The activity and bactericidal effect thereof are not a simple superposition of the activities of the components. The compound has an obvious synergistic effect on wheat leaf rust and wheat powdery mildew, can reduce the dosage of each single dose, reduce the cost of pesticides, has good safety for crops, meets the safety requirements of pesticide preparations, and has the effect of increasing production and ensuring yield. DETAILED DESCRIPTION
[0081] In order to make the technical solutions, objectives and advantages of the present invention more clearly understood, the present invention is described with the following specific embodiments, but the present invention can be implemented in various forms and should not be limited by the embodiments described herein.
[0082] Indoor bioassay of wheat leaf rust
[0083] Test basis: Refer to the Agricultural Industry Standard of the People's Republic of China, Guidelines for Indoor Bioassay Tests for Pesticides, Fungicides, Part 15: Pot Method for Control of Wheat Leaf Rust, NY / T 1156.15-2008.
[0084] 97% clofoconazole technical, 96% fluopicolide technical, 95% technical of compound of formula (I), all of the above agents are provided by the Group's R&D Center.
[0085] Test crops: The wheat variety Luyuan 502 susceptible to leaf rust was selected for potting, 20 seeds were sown in each pot, and 10 plants were selected after emergence. When they grew to the 2-leaf 1-heart stage, they were numbered and kept for future use.
[0086] Test target: wheat leaf rust fungus (Puccinia recondita Rob.ex Desm.f.sp.triticiErikss.et Henn.), the strain was obtained from Shenyang Sinochem Pesticide Chemical Research and Development Co., Ltd.
[0087] Preparation of spore suspension: Wash fresh summer spores of rust fungi produced on diseased leaves within 24 hours with 0.1% Tween-80 aqueous solution, and filter through 2 to 4 layers of gauze to prepare a spore suspension with a concentration of 1×10 5 Prepare a suspension of spores / mL for later use.
[0088] Drug preparation: The test drug was dissolved in acetone and then diluted with 0.1% Tween 80 aqueous solution. Different ratios were designed according to the purpose of the mixing and the activity of the drug. Each group of single doses and each group of mixed doses were prepared into the required series of mass concentrations according to the equal ratio method.
[0089] Chemical treatment: spray the liquid medicine evenly on the leaves until they are completely wet, and wait for the liquid medicine to dry naturally before use. The experiment sets up a treatment without chemical medicine as a blank control. Each concentration treatment is repeated 4 times, with 1 pot for each repetition.
[0090] Inoculation and culture: Spray inoculation with spore suspension. After wheat seedlings are inoculated, they are cultured in the dark at 20°C for more than 12 hours, with the optimum temperature at 15-20°C during the moisture retention stage. Then they are cultured at 18-22°C and with a light ratio of L:D = 12:12h.
[0091] Data investigation: When the incidence rate of the blank control reaches more than 80%, conduct a graded investigation on the incidence of each treatment.
[0092] The grading method is:
[0093] Level 0: No spore pile;
[0094] Level 1: spore accumulation occupies less than 5% of the entire leaf area;
[0095] Level 3: Spore piles occupy 5% to 10% of the entire leaf area;
[0096] Level 5: The spore pile occupies 10% to 25% of the entire leaf area;
[0097] Level 7: Spore piles occupy 25% to 50% of the entire leaf area;
[0098] Level 9: The spore pile occupies more than 50% of the entire leaf area.
[0099] Data statistics and analysis:
[0100] The disease index was calculated according to the following formula.
[0101]
[0102] Where:
[0103] X—disease index;
[0104] N i —Number of diseased leaves at each level;
[0105] i—relative level value;
[0106] N—Total number of leaves surveyed.
[0107] The control effect is calculated according to the following formula.
[0108]
[0109] Where:
[0110] P——control effect, in %;
[0111] CK——blank control disease index;
[0112] PT - Disease index after chemical treatment.
[0113] Referring to the standard method of bioassay, the synergistic effect of chemical mixtures was evaluated according to the co - toxicity coefficient method (CTC) of Sun Yunpei. That is, CTC ≤ 80 indicates antagonistic effect, 80 < CTC < 120 indicates additive effect, and CTC ≥ 120 indicates synergistic effect.
[0114] The co - toxicity coefficient (CTC) is calculated by the following formula.
[0115]
[0116] Where:
[0117] ATI - Observed toxicity index of the mixture;
[0118] S - EC of the standard chemical 50 , with the unit of milligram per liter (mg / L);
[0119] M - EC of the mixture 50 , with the unit of milligram per liter (mg / L).
[0120] TTI = TI A ×P A +TI B ×P B
[0121] Where:
[0122] TTI - Theoretical toxicity index of the mixture;
[0123] TI A - Toxicity index of chemical A;
[0124] P A - Percentage content of chemical A in the mixture, with the unit of percentage (%);
[0125] TI B - Toxicity index of chemical B;
[0126] P B - Percentage content of chemical B in the mixture, with the unit of percentage (%).
[0127]
[0128] Where:
[0129] CTC - Co - toxicity coefficient;
[0130] ATI - Observed toxicity index of the mixture;
[0131] TTI - Theoretical toxicity index of the mixture.
[0132] The DPS data processing software was used to calculate the test results and the toxicity regression equations, EC 50 and EC 90 and 95% confidence limits.
[0133] Wheat leaf rust
[0134] Indoor bioassay of the compound of formula (I) and clofosstrobin against wheat leaf rust
[0135] The results in Table 1 show that the compound of formula (I) can control wheat leaf rust EC 50 The EC value of clofosbiprole for controlling wheat leaf rust is 0.431 mg / L. 50 The compound of formula (I) and clofosbiprole mixed in a mass ratio of 1:20 to 25:1 showed good control effects, with a co-toxicity coefficient of >120, indicating a synergistic effect. When the mass ratio was 1:1, the co-toxicity coefficient was 193.115, indicating a significant synergistic effect.
[0136] Table 1 The results of the synergistic effect of different ratios of the compound of formula (I) and clofosoxime on wheat leaf rust
[0137]
[0138] The results in Table 2 show that the EC values of fluphenazine for controlling wheat leaf rust are 50 The compound of formula (I) and epoxiconazole mixed in a mass ratio of 1:45 to 30:1 showed good protective effects, showing an additive or synergistic effect. When the mass ratio was 1:30 to 30:1, the co-toxicity coefficient was greater than 120, which was a synergistic effect. When the mass ratio was 1:6, the co-toxicity coefficient was 202.123, showing a significant synergistic effect.
[0139] Table 2 The results of the synergistic effect of different ratios of the compound of formula (I) and epoxiconazole on wheat leaf rust
[0140]
[0141] Indoor bioassay of wheat powdery mildew
[0142] Test basis: NY / T1156.4-2006 "Guidelines for Indoor Bioassay Tests of Pesticides - Fungicides Part 4: Pot Method for Control of Wheat Powdery Mildew"; NY / T 1156.6-2006 "Agricultural Industry Standard of the People's Republic of China - Guidelines for Indoor Bioassay Tests of Pesticides - Fungicides Part 6 - Determination of the Combined Action of Mixtures".
[0143] Test target: Wheat powdery mildew fungus (Erysiphe graminis), the strain was obtained from Shenyang Sinochem Pesticide Chemical Research and Development Co., Ltd.
[0144] Test crops: Select wheat susceptible to powdery mildew (Liaochun No. 10) and plant them in pots. When the seedlings grow to the 2-3 leaf stage, number them and set them aside.
[0145] 97% clofoconazole technical, 95% metconazole technical, 95% tebuconazole technical, 95% technical of the compound of formula (I), all of the above agents are provided by the group's R&D center.
[0146] Preparation of medicine: Dissolve the original medicine with acetone first, and then dilute it with 0.1% Tween 80 aqueous solution to prepare a single-dose stock solution. Design 5 groups of proportions according to the purpose of mixing and the activity of the medicine. Prepare 5 series of mass concentrations of each single dose and each group of mixed proportions according to the equal ratio method.
[0147] Chemical treatment: Spray the chemical evenly on the spare wheat seedlings by spraying and let them dry naturally. The experiment set up a treatment without chemical as a blank control. Each concentration treatment was repeated 4 times, with 3 pots per repetition and 10 plants per pot.
[0148] Inoculation and cultivation: The fresh spores of powdery mildew produced on the diseased wheat leaves within 24 hours were evenly shaken off and inoculated on the treated 2-leaf stage potted wheat seedlings. Then they were cultured under suitable conditions.
[0149] Data investigation: According to the incidence of blank control, the investigation is graded. The following grading method is used:
[0150] Level 0: no lesions;
[0151] Level 1: The lesion area accounts for less than 5% of the entire leaf area;
[0152] Level 3: The lesion area accounts for 6-15% of the entire leaf area;
[0153] Level 5: The lesion area accounts for 16-25% of the entire leaf area;
[0154] Level 7: The lesion area accounts for 26-50% of the entire leaf area;
[0155] Level 9: The lesion area accounts for more than 50% of the entire leaf area.
[0156] Data statistics and analysis:
[0157] The disease index is calculated according to the following formula
[0158]
[0159] Where:
[0160] X—disease index;
[0161] N i — The number of diseased leaves at each level;
[0162] i — Relative level value;
[0163] N — Total number of leaves surveyed.
[0164] The control effect is calculated according to the following formula
[0165]
[0166] In the formula:
[0167] P — Control effect, unit: %;
[0168] CK — Disease index of blank control;
[0169] PT — Disease index of medicament treatment.
[0170] According to Sun Yunpei's co-toxicity coefficient method (CTC) to evaluate the synergistic effect of medicament mixture, that is, CTC ≤ 80 is antagonistic effect, 80 < CTC < 120 is additive effect, and CTC ≥ 120 is synergistic effect.
[0171] The co-toxicity coefficient (CTC) is calculated according to the following formula.
[0172]
[0173] In the formula:
[0174] ATI — Measured toxicity index of mixture;
[0175] S — EC of standard medicament 50 , unit: milligram per liter (mg / L);
[0176] M — EC of mixture 50 , unit: milligram per liter (mg / L).
[0177] TTI = TI A × P A + TI B × P B
[0178] In the formula:
[0179] TTI — Theoretical toxicity index of mixture;
[0180] TI A — Toxicity index of medicament A;
[0181] P A — Percentage content of medicament A in the mixture, unit: percentage (%);
[0182] TIB ——Toxicity index of agent B;
[0183] P B ——The percentage of agent B in the mixture, in percentage (%).
[0184]
[0185] Where:
[0186] CTC – Co-toxicity coefficient;
[0187] ATI——Actual Toxicity Index of Mixture;
[0188] TTI - Theoretical Toxicity Index of Mixture.
[0189] The test results are shown in the following table:
[0190] Wheat powdery mildew
[0191] The results in Table 3 show that the compound of formula (I) can control wheat powdery mildew EC 50 The EC value of tebuconazole for controlling wheat powdery mildew is 1.135 mg / L. 50 The compound of formula (I) and tebuconazole mixed in a mass ratio of 1:32 to 40:1 showed good control effects, showing an additive or synergistic effect. When the mass ratio was 1:32 to 32:1, the co-toxicity coefficient was greater than 120, which was a synergistic effect. When the mass ratio was 10:1, the co-toxicity coefficient was 189.655, showing a significant synergistic effect.
[0192] Table 3 The results of the synergistic effect of different ratios of the compound of formula (I) and tebuconazole on wheat powdery mildew
[0193]
[0194] The results in Table 4 show that the EC value of metconazole for controlling wheat powdery mildew 50 The compound of formula (I) and metconazole mixed in a mass ratio of 1:27 to 27:1 showed good control effect, with a co-toxicity coefficient of >120, showing a synergistic effect. When the mass ratio was 7:2, the co-toxicity coefficient was 197.516, showing a significant synergistic effect.
[0195] Table 4 The results of the synergistic effect of different ratios of the compound of formula (I) and metconazole on wheat powdery mildew
[0196]
[0197] The results in Table 5 show that the EC value of clofosbiprole to control wheat powdery mildew 50The compound of formula (I) and clofosbiprofen methyl mixed in a mass ratio of 1:17 to 17:1 showed good control effects, with a co-toxicity coefficient of >120, showing a synergistic effect. When the mass ratio was 1:1, the co-toxicity coefficient was 179.305, showing a significant synergistic effect.
[0198] Table 5 The results of the synergistic effect of different ratios of the compound of formula (I) and clofosoxime against wheat powdery mildew
[0199]
[0200] Formulation Examples
[0201] Preparation Example 1:
[0202] 40% Formula (I) compound Tebuconazole wettable powder (36:4)
[0203] Preparation formula: 36% of the compound of formula (I), 4% of tebuconazole, 5% of sodium salt of polycarboxylate, 5% of dispersant NNO, 5.5% of sodium alkyl polyoxyethylene ether sulfonate, 2.5% of sodium lignin sulfonate, 0.5% of sodium dioctyl succinate sulfonate, 5% of bentonite, and the balance is made up of kaolin;
[0204] Preparation method: Active ingredients, other functional adjuvants and fillers are mixed according to the formula ratio, stirred evenly in a stirring kettle, and ground and mixed evenly for multiple times by a jet mill to prepare the wettable powder of the composition of the present invention.
[0205] Preparation Example 2:
[0206] 45% formula (I) compound·Methiconazole water dispersible granules (35:10)
[0207] Preparation formula: 35% of the compound of formula (I), 10% of metconazole, 3% of sodium dodecyl sulfate, 5.5% of naphthalenesulfonate formaldehyde condensate, 1% of sodium fatty alcohol polyoxyethylene ether sulfate, 2% of BX powder, 6.5% of sodium lignin sulfonate, 5% of attapulgite, and the balance is made up of kaolin;
[0208] 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.
[0209] Preparation Example 3:
[0210] 42% Formula (I) compound·Fluorepoxiconazole water dispersible granules (6:36)
[0211] Preparation formula: 6% of the compound of formula (I), 36% of epoxiconazole, 4.5% of sodium dodecyl sulfate, 5% of naphthalenesulfonate formaldehyde condensate, 1% of sodium fatty alcohol polyoxyethylene ether sulfate, 2% of BX powder, 6.5% of sodium lignin sulfonate, 5% of diatomaceous earth, and kaolin to make up the balance;
[0212] Preparation method: Same as Preparation Example 2.
[0213] Preparation Example 4:
[0214] 24% formula (I) compound·clofoconazole suspension (12:12)
[0215] Preparation formula: 12% of the compound of formula (I), 12% of clofoconazole, 2.5% of alkylphenol polyoxyethylene ether, 3% of phenethylphenol polyether phosphate, 3% of sodium dioctyl succinate sulfonate, 1.5% of sodium lignin sulfonate, 1% of magnesium aluminum silicate, 0.2% of xanthan gum, 5% of ethylene glycol, 0.02% of benzisothiazolinone, 0.5% of organosilicon defoamer, and the balance is made up of deionized water;
[0216] Preparation method: According to the formula ratio, the active ingredients, surfactants and other functional additives are placed in a reactor in sequence, water is added to mix evenly, and the suspension is obtained by high-speed shearing, wet sand grinding, and finally homogenization filtration.
[0217] Preparation Example 5:
[0218] 18% formula (I) compound·Metconazole suspension (14:4)
[0219] Preparation formula: 14% of the compound of formula (I), 4% of metconazole, 4% of polyether, 3% of phenethylphenol polyether phosphate salt, 3% of dioctyl sodium succinate sulfonate, 2.5% of naphthalene sulfonate, 1% of magnesium aluminum silicate, 0.2% of xanthan gum, 5% of ethylene glycol, 0.02% of benzisothiazolinone, 0.45% of organosilicon defoamer, and the balance is made up of deionized water;
[0220] Preparation method: Same as Preparation Example 4.
[0221] Preparation Example 6:
[0222] 25% Formula (I) compound·Tebuconazole suspension (20:5)
[0223] Preparation formula: 20% of the compound of formula (I), 5% of tebuconazole, 1% of castor oil polyoxyethylene ether, 2.5% of glycerol fatty acid ester polyoxyethylene ether, 3.5% of phenethylphenol polyether phosphate, 3% of dioctyl sodium succinate sulfonate, 1.5% of calcium dodecylbenzenesulfonate, 1% of magnesium aluminum silicate, 0.2% of xanthan gum, 5% of ethylene glycol, 0.02% of benzisothiazolinone, 0.5% of organosilicon defoamer, and the balance is made up of deionized water;
[0224] Preparation method: Same as Preparation Example 4.
[0225] Preparation Example 7:
[0226] 20% formula (I) compound·epiconazole suspension (3:17)
[0227] Preparation formula: 3% of the compound of formula (I), 17% of fluoxepiconazole, 1.5% of castor oil polyoxyethylene ether, 3% of phenethylphenol polyether phosphate salt, 3% of dioctyl sodium succinate sulfonate, 1.5% of calcium dodecylbenzenesulfonate, 1% of magnesium aluminum silicate, 0.2% of xanthan gum, 5% of ethylene glycol, 0.02% of benzisothiazolinone, 0.45% of organosilicon defoamer, and the balance is made up of deionized water;
[0228] Preparation method: Same as Preparation Example 4.
[0229] Preparation Example 8:
[0230] 10% formula (I) compound tebuconazole emulsifiable concentrate (8.5:1.5)
[0231] Preparation formula: 8.5% of the compound of formula (I), 1.5% of tebuconazole, 1.2% of BHT, 10% of propylene carbonate, 16% of DMF, 5.2% of cyclohexanone, 3% of calcium dodecylbenzenesulfonate, 12% of fatty alcohol polyoxyethylene ether, and the balance of methyl oleate;
[0232] Preparation method: Add the active ingredients into the co-solvent according to the formula ratio of the embodiment, and add the surfactant and other functional additives thereto, stir and mix them evenly in a stirring mixing kettle to obtain the emulsifiable concentrate.
[0233] Preparation Example 9:
[0234] 10% compound of formula (I)·Metconazole emulsifiable concentrate (7.5:2.5)
[0235] Preparation formula: 7.5% of the compound of formula (I), 2.5% of metconazole, 1.2% of BHT, 10% of propylene carbonate, 18% of DMF, 4.5% of cyclohexanone, 3.5% of calcium dodecylbenzenesulfonate, 12% of fatty alcohol polyoxyethylene ether, and the balance of methyl oleate;
[0236] Preparation method: Same as Preparation Example 8.
[0237] Field efficacy test
[0238] Field test on the efficacy of pesticides against wheat leaf rust
[0239] Test basis: Refer to "Guidelines for Field Efficacy Tests of Pesticides (I) Fungicides for Control of Cereal Rust (Leaf Rust, Stripe Rust, Stem Rust) (GB / T 17980.23-2000)"
[0240] Experimental location: wheat fields in Nanfan Village, Shouguang City, Shandong Province;
[0241] Test target: wheat leaf rust (Puccinia recondita.f.sp.tritici.);
[0242] Experimental crops and varieties: wheat (Tanmai 98);
[0243] Experimental setup: Each plot was randomly distributed, with protection rows around the plot. Each treatment was repeated 4 times, with a 20m 2 , randomly arrange the plots.
[0244] Test drug:
[0245] Table 6 Experimental treatment
[0246] Pharmacy <![CDATA[Dosage g a.i / hm 2 > 24% formula (I) compound·clofoconazole suspension (12:12) 80 20% formula (I) compound·epiconazole suspension (3:17) 80 30% suspension of compound of formula (I) 200 400 g / L chlorpyrifos suspension 100 12.5% Fluoxepiconazole SC 100 Clear water control /
[0247] Application method: Use conventional spray method and spray evenly on the front and back of the leaves.
[0248] Survey and statistical methods: Survey was conducted 10 days after the last application of medicine. Five diagonal points were randomly selected for sampling in each plot, 20 plants were surveyed at each point, and the top three leaves of each plant were surveyed (including the flag leaf if there was one), and the lesions on each leaf were graded according to the percentage of the entire leaf area.
[0249] Grading method:
[0250] Level 0: no disease;
[0251] Level 1: The lesion area accounts for less than 5% of the entire leaf area;
[0252] Level 3: The lesion area accounts for 6% to 25% of the entire leaf area;
[0253] Level 5: The lesion area accounts for 26% to 50% of the entire leaf area;
[0254] Level 7: The lesion area accounts for 51% to 75% of the entire leaf area;
[0255] Level 9: The lesion area accounts for more than 76% of the total leaf area.
[0256] Calculation method of drug efficacy
[0257] The disease index and control efficacy were calculated using the following formula
[0258]
[0259] During the experiment, wheat in each treatment plot grew well and no pesticide damage was observed in any treatment.
[0260] The test results are shown in the following table:
[0261] Table 7 Field efficacy test results of various treatments mixed to control wheat leaf rust
[0262]
[0263] It can be seen from the field efficacy test in the above table that the compound shown in (I) and clofoconazole and fluopicolide mixed pairs show good control effects on wheat leaf rust. 10 days after the last application of the pesticide, the control effects of 24% compound of formula (I)·clofoconazole suspension concentrate (12:12) and 20% compound of formula (I)·fluopicolide suspension concentrate (3:17) on wheat leaf rust were 90.84% and 91.73%, respectively, both showing good control effects.
[0264] During the test, no pesticide damage or impact on crop growth and development was recorded, indicating that the test pesticide is safe for crops within the recommended dosage. No effects of the pesticide on non-target organisms within the dosage range were found. No extreme weather conditions such as heavy rain and strong wind were recorded during the test.
[0265] Field test on the efficacy of pesticides against wheat powdery mildew
[0266] Test basis: The test refers to GB / T17980.22-2000 "Guidelines for Field Efficacy Tests of Pesticides - Control of Powdery Mildew of Cereals with Fungicides".
[0267] The test site was a wheat field in Hongze District, Huai'an City, Jiangsu Province. The previous crop of the test field was rice, and the soil fertility was medium. The cultivation conditions of all test plots were consistent, which was in line with local scientific agricultural practices.
[0268] Test target: Wheat powdery mildew (Blumeria graminis f.sp.tritici).
[0269] Experimental crop: wheat (Xinnong 9718).
[0270] Experimental treatment: The experimental plots of experimental drugs, control drugs and blank control were arranged in random blocks, and protection rows were set between adjacent plots. The area of each plot was 20m 2 , each treatment was repeated 4 times.
[0271] Table 8 Test treatment
[0272]
[0273]
[0274] Application time and method: The first application was carried out at the early stage of wheat powdery mildew (April 10, 2023). After the solution was prepared according to the experimental design, it was evenly sprayed with a 3WBD-16 backpack electric sprayer. Two sprays were performed, and the water consumption for each application was 450kg / hm 2 , after an interval of 7 days, the second dose was given.
[0275] Survey method: disease index survey before application, and prevention efficacy survey 7 days after the last application, sampling at 5 fixed points on the diagonal of each plot, and surveying 0.25m at each point 2 Plants, investigate the flag leaf and the first leaf under the flag leaf of each plant.
[0276] Conduct a grading survey according to the following wheat powdery mildew grading method and record the total number of leaves surveyed and the number of diseased leaves at each level.
[0277] Level 0: no lesions;
[0278] Level 1: The lesion area accounts for less than 5% of the entire leaf area;
[0279] Level 3: The lesion area accounts for 6% to 15% of the entire leaf area;
[0280] Level 5: The lesion area accounts for 16% to 25% of the entire leaf area;
[0281] Level 7: The lesion area accounts for 26% to 50% of the entire leaf area;
[0282] Level 9: The lesion area accounts for more than 51% of the total leaf area.
[0283] The efficacy is calculated according to the following formula:
[0284] The disease index and control efficacy were calculated using the following formula
[0285]
[0286] The test results are shown in the following table:
[0287] Table 9 Field efficacy test results of each treatment mixture for controlling wheat powdery mildew
[0288]
[0289]
[0290] It can be seen from the field efficacy test in the above table that the compound shown in (I) and clofoconazole and fluconazole mixed pair showed good control effect on wheat powdery mildew. 7 days after the last application of the pesticide, the control effects of 25% compound of formula (I)·tebuconazole suspension concentrate (20:5) and 18% compound of formula (I)·metconazole suspension concentrate (14:4) on wheat powdery mildew were 83.33% and 85.39%, respectively, both showing good control effects.
[0291] During the test, no pesticide damage or impact on crop growth and development was recorded, indicating that the test pesticide is safe for crops within the recommended dosage. No effects of the pesticide on non-target organisms within the dosage range were found. No extreme weather conditions such as heavy rain and strong wind were recorded during the test.
[0292] Through indoor toxicity determination and field tests, the compound of the compound represented by formula (I) of the present invention and clofoconazole, epoxiconazole, tebuconazole, and metconazole showed very good control effect on wheat leaf rust and wheat powdery mildew. The fungicidal composition or its preparation obtained by compounding of the present invention has significant control effect, and has the characteristics of high efficiency, broad spectrum, low residue, long lasting effect, strong systemicity, etc. In addition, no phytotoxicity of the compounded agent to crops was found in the test, indicating that when the fungicidal synergistic effect of the obtained fungicidal composition or preparation is improved, the production cost and use cost can be reduced, and it is safe for crops.
[0293] Although the present invention has been described in detail above with general descriptions 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 bactericidal composition containing a triazole compound, characterized in that: The bactericidal composition comprises active ingredient A and active ingredient B, wherein the active ingredient A is a compound represented by formula (I), and the chemical structure is: The active ingredient B is a triazole compound, and the triazole compound is selected from any one of fluopicolide, epoxiconazole, tebuconazole and metconazole.
2. The bactericidal composition according to claim 1, characterized in that The mass ratio of active ingredient A to active ingredient B is 1:45 to 40:1; preferably, the mass ratio of active ingredient A to active ingredient B is 1:32 to 32:
1.
3. The bactericidal composition according to claim 1, characterized in that The mass ratio of the compound of formula (I) to clofoconazole is 1:20 to 25:1; the mass ratio of the compound of formula (I) to epoxiconazole is 1:30 to 30:1; the mass ratio of the compound of formula (I) to tebuconazole is 1:32 to 32:1; the mass ratio of the compound of formula (I) to metconazole is 1:27 to 27:
1.
4. 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 the active ingredient A and the active ingredient B in the bactericidal composition is 1 to 90 wt %, preferably 5 to 80 wt %.
5. The bactericidal composition according to claim 1, characterized in that In addition to the active ingredients, the fungicide composition also contains agriculturally permitted auxiliary ingredients, and the auxiliary ingredients are selected from one or more of wetting agents, dispersants, emulsifiers, thickeners, disintegrants, antifreeze 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.
7. The bactericidal composition according to claim 6, characterized in that The bactericidal composition can be prepared into a formulation acceptable to pesticides, and the formulation is a microemulsion, an emulsion in water, a suspension, a dispersible oil suspension, a soluble solution, an emulsifiable concentrate, a suspoemulsion, a microcapsule suspension, a water-dispersible granule, a wettable powder, a granule, a seed treatment suspension, or a seed treatment dry powder; preferably, the formulation is a microemulsion, an emulsifiable concentrate, a suspension, an emulsion in water, a water-dispersible granule, or a seed treatment suspension.
8. Use of the fungicidal composition according to any one of claims 1 to 7 in preventing and controlling plant diseases.
9. The use according to claim 8, characterized in that: The plant disease is a plant disease caused by fungi or bacteria; preferably, the plant disease is a plant disease caused by fungi.
10. The use according to claim 9, characterized in that: The plant diseases caused by the fungi are wheat leaf rust and wheat powdery mildew.
Citation Information
Patent Citations
Fungicidal compositions
CN111107745A
Fungicidal composition
CN112770632A