Nematicidal composition containing Cyclobutrifluram and its application
Through the combination of Cyclobutrifluram with triflucinicide, Isoflucypram or Phosphocarb, the problems of drug resistance and environmental pollution in the prevention and control of crop diseases and pests and diseases are solved, and the efficient control and environmentally friendly nematode composition for plant parasitic nematodes is achieved.
Patent Information
- Application Number
- CN202311492895.0
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Filing Date
- 2022-01-24
- Publication Date
- 2025-08-19
- Estimated Expiration
- 2042-01-24
AI Technical Summary
The existing single active ingredient pesticides are prone to resistance in preventing and controlling crop diseases and pests, and have environmental pollution problems, making it difficult to effectively prevent and control plant parasitic nematodes.
Cyclobutrifluram is compounded with trifluoricide, Isoflucypram or Phosphocarb to form a nematocidine composition, and is used in combination with agents of different mechanisms to improve the prevention and control effect and slow down pest resistance.
It improves the prevention and control effect of plant parasitic nematodes, reduces the cost of application and environmental pollution, and delays the emergence of pest resistance.
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Abstract
Description
[0001] This invention application is a divisional application with application number CN202210081714.4, application date January 24, 2022, and invention name “A nematicidal composition containing Cyclobutrifluram and its application”. Technical Field
[0002] The invention belongs to the technical field of pesticide compounding, and particularly relates to a nematicide composition containing Cyclobutrifluram and an application thereof. Background Art
[0003] Nematode diseases are plant diseases caused by the invasion and parasitism of plant parasitic nematodes. The nematodes absorb nutrients from the host plant, affecting its normal growth and development. The nematodes' metabolic secretions can also irritate the host plant's cells and tissues, causing plant deformities and reducing agricultural yields and quality. Serious plant nematode diseases in China include root-knot nematode disease in various crops, including peanuts; soybean cyst nematode disease; wheat grain nematode disease; sweet potato stem nematode disease; rice stem tip nematode disease; millet nematode disease; pine wilt disease; and citrus semi-penetrating nematode disease.
[0004] Cyclobutrifluram is a new nicotinamide fungicide and nematicide developed by Syngenta. Chemical name: N-[2-(2,4-dichlorophenyl)cyclobutyl]-2-(trifluoromethyl) nicotinamide, containing 80%-100% (1S,2S)-enantiomer and 0-20% (1R,2R)-enantiomer; CAS registration number: 1460292-16-3; molecular formula: C 17 H 13 CI2F3N2O. Cyclobutrifluram has a broad spectrum of control, is highly effective, requires minimal dosage, and is easy to use. It effectively controls various nematodes and major fungal diseases, especially root-knot nematodes, beet cyst nematodes, and corn nematodes on crops such as cucumbers, tomatoes, corn, and sugar beets. It can be used as a soil or seed treatment, providing long-term control of nematodes and diseases on major crops and in a variety of environments.
[0005] Trifluenfuronate, international common name: trifluenfuronate, chemical name: 3,4,4-trifluorobut-3-en-1-yl 2-(2-methoxyphenyl)-5-oxyylidene tetrahydrofuran-3-carboxylate; CAS number: 2074661-82-6; molecular formula: C 16 H 15 F3O5; trifluoxetine has low toxicity, high safety, long lasting effect, and good application development prospects.
[0006] Isoflucypram is a pyrazole carboxamide fungicide developed by Bayer CropScience GmbH. Its chemical name is N-[[5-chloro-2-(1-methylethyl)phenyl]methyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide. Its CAS registration number is 1255734-28-1.
[0007] Isoflucypram belongs to the SDHI fungicide class and has excellent efficacy against major foliar diseases such as leaf spot, web blotch, stripe rust and leaf rust.
[0008] Phosphocarb, CAS registration number 126069-54-3, belongs to the organophosphorus nematicide, chemical name: [2-[ethoxy(propylthio)phosphoryl]oxyphenyl]N-methylcarbamate.
[0009] Pesticides containing a single active ingredient have varying degrees of deficiencies in controlling crop diseases and insect pests. Continuous use can easily lead to the development of pesticide resistance, a narrowing of the insecticide spectrum, and environmental pollution. The applicant's experiments have found that isoflucypram has some control effects against nematodes. Furthermore, blending cyclobutrifluram, which has a different mechanism of action, with trifluoxetine, isoflucypram, or phosphocarb has demonstrated improved control of crop nematode diseases, is environmentally friendly, and has low toxicity to humans and animals. Summary of the Invention
[0010] The purpose of the present invention is to provide a nematicidal composition with high activity against plant parasitic nematodes, which can improve the actual control effect, effectively slow down the development of drug resistance in target pests, and reduce the occurrence of soil-borne diseases.
[0011] To achieve the above objectives, the present invention is implemented through the following technical solutions: a nematicidal composition containing Cyclobutrifluram and its use, wherein the nematicidal composition comprises active ingredient A and active ingredient B, wherein the active ingredient A is Cyclobutrifluram, and the active ingredient B is any one of trifluoxetine, isoflucypram, and phosphocarb, and the mass ratio of the active ingredient A to the active ingredient B is 1:36 to 36:1.
[0012] Furthermore, the active ingredient B is trifluanid, and the mass ratio of active ingredient A to active ingredient B is 1:19 to 19:1;
[0013] Furthermore, the mass ratio of Cyclobutrifluram to trifluoxetine is 1:12 to 12:1;
[0014] Furthermore, the mass ratio of Cyclobutrifluram to trifluoxetine is 1:12, 1:6, 1:2, 1:1, 2:1, 3:1, 4:1, 6:1, 7:1, and 12:1;
[0015] Furthermore, the mass ratio of Cyclobutrifluram to trifluoxetine is 1:6 to 4:1;
[0016] Furthermore, the mass ratio of Cyclobutrifluram to trifluoxetine is 1:6, 1:2, 1:1, 2:1, 3:1, 4:1;
[0017] Furthermore, the active ingredient B is Isoflucypram, and the mass ratio of active ingredient A to active ingredient B is 1:30 to 30:1;
[0018] Furthermore, the mass ratio of Cyclobutrifluram to Isoflucypram is 1:5 to 5:1;
[0019] Furthermore, the mass ratio of Cyclobutrifluram to Isoflucypram is 1:5, 2:3, 1:2, 1:1, 2:1, 3:2, and 5:1;
[0020] Furthermore, the active ingredient B is Phosphocarb, and the mass ratio of active ingredient A to active ingredient B is 1:12 to 20:1;
[0021] Furthermore, the mass ratio of Cyclobutrifluram to Phosphocarb is 1:9 to 6:1;
[0022] Furthermore, the mass ratio of Cyclobutrifluram to Phosphocarb is 1:9, 1:6, 1:4, 1:1, 4:1, and 6:1;
[0023] Furthermore, the total weight of the active ingredient A and the active ingredient B accounts for 0.1% to 80% of the composition;
[0024] Furthermore, the total weight of the active ingredient A and the active ingredient B accounts for 0.1% to 60% of the composition;
[0025] Furthermore, the nematicidal composition comprises, in addition to the active ingredient, agriculturally acceptable auxiliary ingredients, wherein the auxiliary ingredients are selected from one or more of a wetting agent, a dispersant, a thickener, a disintegrant, an emulsifier, a defoaming agent, a preservative, a stabilizer, a synergist, and a carrier;
[0026] Furthermore, the wetting agent is selected from a mixture of one or more of sodium dodecylbenzene sulfate, sodium dodecylbenzene sulfonate, soap powder, alkyl sulfate, pull open powder BX, silkworm feces, alkylphenol polyoxyethylene ether, fatty alcohol polyoxyethylene ether, alkanolamide polyoxyethylene ether and its phosphate or sulfate ester salt, and alkyl polyoxyethylene ether succinate sulfonate;
[0027] The dispersant is selected from a mixture of one or more of polycarboxylates, lignin sulfonates, naphthalene or alkylnaphthalene formaldehyde condensate sulfonates, calcium alkylbenzene sulfonates, alkylphenol polyoxyethylene phosphates, fatty alcohol polyoxyethylene polyoxypropylene ethers, fatty alcohol polyoxypropylene polyoxypropylene ethers, and polymerized alkyl aryl sulfonates;
[0028] The emulsifier is selected from a mixture of one or more of fatty alcohol polyoxyethylene ether, fatty alcohol ethylene oxide-propylene oxide copolymer, phenylethylphenol polyoxyethylene polyoxypropylene ether, alkylphenol polyoxyethylene ether, fatty amine polyoxyethylene ether, alkylbenzene sulfonate, styrylphenol polyoxyethylene ether, and fatty acid polyoxyethylene ester;
[0029] The thickener is selected from a mixture of one or more of xanthan gum, polyvinyl alcohol, organic bentonite, magnesium aluminum silicate, and carboxymethyl cellulose;
[0030] The disintegrant is selected from a mixture of one or more of aluminum chloride, bentonite, sucrose, modified starch, cellulose, urea, sodium carbonate, sodium bicarbonate, sodium chloride, sodium sulfate, citric acid and tartaric acid;
[0031] The antifreeze agent is selected from a mixture of one or more of alcohols, alcohol ethers, and inorganic salts;
[0032] The defoaming agent is selected from silicone oil, C 10 ~C 20 Saturated fatty acid compounds, C8~C 10 A mixture of one or more fatty alcohol compounds or silicone compounds;
[0033] The solvent is selected from a mixture of one or more of benzene, toluene, xylene, methanol, ethanol, isopropanol, n-butanol, diesel, N,N-dimethylformamide, cyclohexanone, ethyl acetate, N-methylpyrrolidone, propanol, butanol, ethylene glycol, diethylene glycol, ethylene glycol methyl ether, butyl ether, solvent oil, vegetable oil, vegetable oil derivatives and deionized water;
[0034] The preservative is selected from a mixture of one or more of sorbic acid, sodium sorbate, potassium sorbate, benzoic acid, sodium benzoate, sodium p-hydroxybenzoate, and methyl p-hydroxybenzoate;
[0035] The stabilizer is selected from a mixture of one or more of oxalic acid, succinic acid, adipic acid, borax, and epoxidized vegetable oil;
[0036] The warning color is selected from any one or more adjustment colors of red, yellow, blue, green, and purple;
[0037] The film-forming agent is selected from one or more of sodium carboxymethyl starch, cellulose derivatives (sodium carboxymethyl cellulose, sodium alginate, polyvinyl alcohol), and polyacrylic acid;
[0038] The carrier is selected from a mixture of one or more of kaolin, bentonite, attapulgite, light calcium carbonate, diatomaceous earth, and white carbon black;
[0039] Furthermore, the composition can be prepared into any formulation permitted in agriculture, including any one of dusts, wettable powders, microcapsule suspensions, water-dispersible granules, granules, soluble granules, soluble tablets, soluble powders, dispersible oil suspensions, emulsifiable concentrates, emulsions in water, suspensions, suspoemulsions, soluble solutions, microemulsions, and seed treatment suspensions;
[0040] Furthermore, the formulation is in the form of any one of granules, aqueous emulsions, and seed treatment suspensions.
[0041] The present invention also discloses the use of the nematicidal composition and / or its preparation containing Cyclobutrifluram as described above in controlling plant parasitic pests;
[0042] Furthermore, the plant parasitic pests are plant parasitic nematodes;
[0043] Furthermore, the plant parasitic nematodes are any one or more of the group consisting of Meloidogyne, Heterodera, Aphelenchina, Ditylenchus, Nacobbus, Pratylenchus, and Bursaphelenchus xylophilus.
[0044] Furthermore, the plant parasites are root knot nematodes (Meloidogyne) and cyst nematodes (Heterodera);
[0045] Furthermore, the root-knot nematode is the southern root-knot nematode [Meloidogyne incongnita (Kofold & White) Chitwood]; the cyst nematode is the soybean cyst nematode (Heterodera glycinea).
[0046] Compared with the prior art, the present invention has the following advantages:
[0047] 1) The composition of the present invention selects agents with different mechanisms for compound use, which improves the control effect, reduces the cost of application, and delays the development of drug resistance in pests, providing a new solution for the efficient control of nematodes.
[0048] 2) The composition of the present invention has low toxicity and leaves little residue in crops and soil, effectively reducing environmental pollution and drug residue. DETAILED DESCRIPTION
[0049] In order to better illustrate the effective control effect of the present invention, the present invention is described with the following specific examples using the above-mentioned example agents to make the technical scheme, purpose and advantages of the present invention more clearly understood, but the present invention is not limited to these examples. The effect experiment of the present invention adopts a combination of indoor bioassay and field test.
[0050] Preparation Example:
[0051] Preparation Example Preparation process:
[0052] 1. Preparation process of seed treatment suspension concentrate: Mix the original drug, adjuvant and water in high shear according to the ratio and stir them evenly, then sand grind them in a sander for 2.5 hours to make the average particle size reach 1-5 microns to obtain seed coating suspension concentrate.
[0053] 2. Granule preparation process: adopt coating granulation method, grind and mix the original drug, dispersant and auxiliary agent uniformly to make mother powder, add the mother powder and carrier into coating granulator together and stir, add the prepared binder aqueous solution while stirring, mix thoroughly and evenly, discharge the material, dry and sieve to obtain the granules of the present invention.
[0054] 3. Preparation process of water emulsion: Mix the surfactant, antifreeze, density regulator and water to form an aqueous phase, then dissolve the original drug solvent and add it to the aqueous phase under stirring. After stirring evenly, add the thickener and preservative and continue shearing for 10 minutes, then add the defoaming agent and stir evenly to form an O / W type water emulsion.
[0055] Preparation Example 1: 15% Cyclobutrifluram·Trifluoxetine seed treatment suspension (1:2)
[0056]
[0057]
[0058] Preparation Example 2: 12% Cyclobutrifluram·Isoflucypram seed treatment suspension (1:1)
[0059]
[0060] Preparation Example 3: 8% Cyclobutrifluram·Trifluoxetine Granules (1:1)
[0061] Components content Cyclobutrifluram 4% trifloxystrobin 4% Sodium polycarboxylate 3% Potassium humate 5% Silica 10% Carboxymethyl cellulose 3% Diatomaceous earth particles Make up the margin
[0062] Preparation Example 4: 6% Cyclobutrifluram·Isoflucypram Granules (1:2)
[0063]
[0064]
[0065] Preparation Example 5: 12% Cyclobutrifluram·Phosphocarb Granules (1:1)
[0066] Components content Cyclobutrifluram 6% Phosphocarb 6% Sodium lignin sulfonate 5% Sodium alginate 3% Attapulgite particles Make up the margin
[0067] Preparation Example 6: 10% Cyclobutrifluram·Phosphocarb aqueous emulsion (4:1)
[0068] Components content Cyclobutrifluram 8% Phosphocarb 2% EO-PO block copolymer 6% Cyclohexanone 20% Xanthan gum 0.2% Propylene glycol 3% urea 3% Sodium benzoate 0.5% Silicone defoamer 0.2% Deionized water Make up the margin
[0069] Preparation Example 7: 15% Cyclobutrifluram·Isoflucypram aqueous emulsion (2:1)
[0070] Components content Cyclobutrifluram 10% Isoflucypram 5% Alkylphenol polyoxyethylene ether 3% Polyoxyethylene sorbitan monooleate 3% Cyclohexanone 25% Xanthan gum 0.2% Ethylene glycol 3% urea 3% Sodium sorbate 0.5% Silicone defoamer 0.5% Deionized water Make up the margin
[0071] Preparation Example 8: 12% Cyclobutrifluram·Trifluoxetine Emulsion in Water (3:1)
[0072] Components content Cyclobutrifluram 9% trifloxystrobin 3% Styrenylphenol polyoxyethylene ether phosphate salt 1% EO-PO block copolymer 6% Cyclohexanone 22% Xanthan gum 0.2% Glycerol 5% urea 3% Sodium sorbate 0.5% Silicone defoamer 0.5% Deionized water Make up the margin
[0073] Indoor bioassay test
[0074] Example 1: Combined toxicity test of cyclobutrifluram and triflucypram or isoflucypram against soybean cyst nematode
[0075] Test subjects: soybean cyst nematode (Heterodera glycinea), collected from the group's soybean experimental fields with more serious disease. The collected diseased soil was separated from the cysts by the floating method, and fresh and mature cysts were picked out under a dissecting microscope and stored at 4°C for later use.
[0076] Test agents: 90% cyclobutrifluram technical, 94.2% isoflucypram technical, 98% trifluoxetine technical, all provided by the Group's R&D Center.
[0077] Preparation: Dissolve each of the above raw materials in acetone and then dilute with a 0.1% Tween-80 aqueous solution. Set up five concentration gradients for each agent, using an aqueous solution containing no agent and the same solvent content as a control.
[0078] Preparation of nematode suspension: Place the disinfected cysts in a sterile incubation tank with sterile water, allowing the water to slightly cover the cysts. Incubate in a dark incubator at 25°C. Prepare a nematode suspension containing at least 100 nematodes per 1 mL of suspension. Set aside.
[0079] Test Method: Use a pipette to pipette 3 mL of the drug solution into test tubes, starting from low to high concentrations. Then, pipette an equal volume of the prepared nematode suspension into the test tubes and mix them evenly. Use a pipette to transfer a defined volume of the mixture into the wells of a multi-well biochemical test plate, then cover the plate. Repeat four times for each treatment, using a control containing no drug and containing the same solvent. Incubate at 25°C for 24 hours, examine the nematodes for activity, and calculate the relative lethality of each drug treatment.
[0080] Experimental Investigation: Take 1 mL of the mixture from each treatment and observe nematode mortality under a dissecting microscope. Observe at least 100 nematodes per replicate. Record the total number of nematodes examined and the number of dead nematodes. Dead nematodes often appear rigid and will not bend or move even when touched with a hairpin or bamboo needle.
[0081] Calculation method:
[0082] Based on the survey data, the mortality rate of each treatment was calculated according to the following formula, and the calculation results were rounded to two decimal places:
[0083]
[0084]
[0085] If the control mortality rate is less than 5%, no correction is required; if the control mortality rate is between 5% and 15%, correction should be made according to the correction mortality formula; if the control mortality rate is greater than 15%, the test needs to be repeated.
[0086] Statistical analysis: Based on the logarithmic values of each drug concentration and the corresponding mortality rate, IBM SPSS Statistics 20 statistical analysis system was used to calculate the toxicity regression line, LC 50 Value and correlation coefficient R2 , evaluate the activity of the test agent on biological test materials.
[0087] The co-toxicity coefficient (CTC) of the mixture was calculated according to the Sun Yunpei method to evaluate the type of combined action.
[0088] CTC ≥ 120 showed a synergistic effect, CTC ≤ 80 showed an antagonistic effect, and CTC between 80 and 120 showed an additive effect.
[0089] The co-toxicity coefficient (CTC value) of the mixture is calculated as follows:
[0090]
[0091] Where:
[0092] ATI - measured toxicity index of mixture;
[0093] S——LC of standard pesticide 50 , the unit is milligrams per liter (mg / L);
[0094] M——LC of the mixture 50 , the unit is milligrams per liter (mg / L).
[0095] TTI=TI A *P A +TI B *P B
[0096] Where:
[0097] TTI – Theoretical Toxicity Index of Mixtures;
[0098] TI A ——Agent toxicity index;
[0099] P A ——The percentage of agent A in the mixture, in percentage (%);
[0100] TI B ——Toxicity index of agent B;
[0101] P B ——The percentage of agent B in the mixture, in percentage (%).
[0102]
[0103] Where:
[0104] CTC – Co-toxicity coefficient;
[0105] ATI - measured toxicity index of mixture;
[0106] TTI - Theoretical Toxicity Index of Mixture.
[0107] The test results are shown in the table below.
[0108] Table 1 Results of the combined toxicity test of cyclobutrifluram and trifluoxetine against soybean cyst nematode
[0109] Test agents and ratios Regression equation <![CDATA[Coefficient of correlation R 2 > <![CDATA[LC 50 (mg / L)]]> Co-toxicity coefficient Clclobutrifluram(A) y=1.166x-0.703 0.996 4.007 - Trifluanidazole (B) y=1.816x-2.618 0.996 27.634 - A:B=1:36 y=1.594x-2.028 0.989 18.731 127.252 A:B=1:19 y=1.629x-1.964 0.989 16.052 132.955 A:B=1:12 y=1.799x-1.934 0.989 11.878 160.053 A:B=1:6 y=1.904x-1.746 0.982 8.265 181.480 A:B=1:2 y=1.381x-0.921 0.997 4.644 200.658 A:B=1:1 y=1.337x-0.745 0.994 3.606 194.096 A:B=2:1 y=1.525x-0.741 0.994 3.061 183.084 A:B=6:1 y=1.836x-0.821 0.995 2.800 163.019 A:B=12:1 y=1.576x-0.763 0.995 3.049 140.672 A:B=19:1 y=1.136x-0.575 0.994 3.206 130.566 A:B=36:1 y=1.593x-0.825 0.999 3.296 124.447
[0110] As can be seen from Table 1, when the mass ratio of Cyclobutrifluram to trifluoxetine was 1:36-36:1, it had a good control effect on soybean cyst nematode, and the combined effect showed synergistic effect; when the mass ratio of Cyclobutrifluram to trifluoxetine was 1:12-6:1, the co-toxicity coefficient was greater than 160, and the synergistic effect was outstanding; when the mass ratio of Cyclobutrifluram to trifluoxetine was 1:6-2:1, the co-toxicity coefficient was greater than 180, and the synergistic effect was significantly outstanding; when the mass ratio of Cyclobutrifluram to trifluoxetine was 1:2, the co-toxicity coefficient was the largest, reaching 200.658, indicating that the combined activity of Cyclobutrifluram and trifluoxetine against soybean cyst nematode was the best at this mass ratio.
[0111] Table 2 Results of the combined toxicity test of Cyclobutrifluram and Isoflucypram against soybean cyst nematode
[0112] Test agents and ratios Regression equation <![CDATA[Coefficient of correlation R 2 > <![CDATA[LC 50 (mg / L)]]> Co-toxicity coefficient Clclobutrifluram(A) y=1.509x-0.920 0.993 4.071 - Isoflucypram(B) y=1.729x-1.615 0.990 8.592 - A:B=1:16 y=1.673x-1.313 0.993 6.094 132.346 A:B=1:9 y=1.563x-1.128 0.997 5.267 146.824 A:B=1:5 y=1.797x-1.105 0.998 4.121 175.930 A:B=2:3 y=1.784x-0.868 0.994 3.066 194.040 A:B=1:1 y=1.762x-0.849 0.981 3.032 182.205 A:B=3:2 y=1.604x-0.740 0.985 2.893 178.232 A:B=5:1 y=1.639x-0.822 0.980 3.174 140.590 A:B=9:1 y=1.254x-0.645 0.990 3.269 131.450 A:B=16:1 y=1.384x-0.720 0.996 3.313 126.804
[0113] As can be seen from Table 2, cyclobutrifluram and isoflucypram have a good control effect on soybean cyst nematode when the mass ratio is 1:16-16:1, and the combined effect shows synergistic effect; when the mass ratio of cyclobutrifluram and isoflucypram is 1:9-5:1, the co-toxicity coefficient is greater than 140, and the synergistic effect is significant; when the mass ratio of cyclobutrifluram and isoflucypram is 1:5-3:2, the co-toxicity coefficient is greater than 170, and the synergistic effect is outstanding; when the mass ratio of cyclobutrifluram and isoflucypram is 2:3, the co-toxicity coefficient is the largest, reaching 194.040, indicating that the combined activity of cyclobutrifluram and isoflucypram against soybean cyst nematode is the best at this mass ratio.
[0114] Example 2: Combined toxicity test of cyclobutrifluram and trifluoxetine or isoflucypram or phosphocarb against incognita root-knot nematode
[0115] Test basis: The test refers to NY / T 1833.1-2009 "Standard for Indoor Bioassay of Pesticides - Nematicides Part 1: Test Method for Inhibition of Plant Pathogenic Nematodes".
[0116] The test object: Southern root-knot nematode [Meloidogyne incongnita (Kofold & White) Chitwood], isolated from root knot samples of greenhouse tomatoes in Yifengdian, Jimo, Qingdao, and cultured and propagated on living tomato plants in the laboratory.
[0117] Test agents: 90% cyclobutrifluram technical, 94.2% isoflucypram technical, 98% trifluoxetine technical, 92% phosphocarb technical. All of the above agents were provided by the Group's R&D Center.
[0118] Preparation: Dissolve each of the above raw materials in acetone and then dilute with a 0.1% Tween-80 aqueous solution. Set up five concentration gradients for each agent, using a solvent solution containing the same concentration of agent as a control.
[0119] Preparation of nematode suspension: Root-knot nematode eggs were collected from tomato root knots severely infested with root-knot nematodes. They were washed with clean water and placed on filter paper in a culture dish. An appropriate amount of distilled water was added and the dish was incubated in an incubator at 25±1°C. After 24 hours, second-instar larvae of the same age were collected to prepare a root-knot nematode suspension. Each mL of the suspension contained at least 100 nematodes and was set aside.
[0120] Test Method: Use a pipette to pipette 3 mL of the drug solution into test tubes, starting from low to high concentrations. Then, pipette an equal volume of the prepared nematode suspension into the test tubes and mix them evenly. Use a pipette to transfer a defined volume of the mixture into the wells of a multi-well biochemical test plate, then cover the plate. Repeat four times for each treatment, using a control containing the same concentration of solvent and without the drug. Incubate at 25°C for 24 hours, examine the nematodes for activity, and calculate the relative lethality of each drug treatment.
[0121] Experimental Investigation: Take 1 mL of the mixture from each treatment and observe nematode mortality under a dissecting microscope. Observe at least 100 nematodes per replicate. Record the total number of nematodes examined and the number of dead nematodes. Dead nematodes often appear rigid and will not bend or move even when touched with a hairpin or bamboo needle.
[0122] Calculation method:
[0123] Based on the survey data, the mortality rate of each treatment was calculated according to the following formula, and the calculation results were rounded to two decimal places:
[0124]
[0125]
[0126] If the control mortality rate is less than 5%, no correction is required; if the control mortality rate is between 5% and 15%, correction should be made according to the correction mortality formula; if the control mortality rate is greater than 15%, the test needs to be repeated.
[0127] Statistical analysis: Based on the logarithmic values of each drug concentration and the corresponding mortality rate, IBM SPSS Statistics 20 statistical analysis system was used to calculate the toxicity regression line, LC 50 Value and correlation coefficient R 2 , evaluate the activity of the test agent on biological test materials.
[0128] The co-toxicity coefficient (CTC) of the mixture was calculated according to the Sun Yunpei method to evaluate the type of combined action.
[0129] CTC ≥ 120 showed a synergistic effect, CTC ≤ 80 showed an antagonistic effect, and CTC between 80 and 120 showed an additive effect.
[0130] The co-toxicity coefficient (CTC value) of the mixture is calculated as follows:
[0131]
[0132] Where:
[0133] ATI - measured toxicity index of mixture;
[0134] S——LC of standard pesticide 50 , the unit is milligrams per liter (mg / L);
[0135] M——LC of the mixture 50 , the unit is milligrams per liter (mg / L).
[0136] TTI=TI A *P A +TI B *P B
[0137] Where:
[0138] TTI – Theoretical Toxicity Index of Mixtures;
[0139] TI A ——Agent toxicity index;
[0140] P A ——The percentage of agent A in the mixture, in percentage (%);
[0141] TI B ——Toxicity index of agent B;
[0142] P B ——The percentage of agent B in the mixture, in percentage (%).
[0143]
[0144] Where:
[0145] CTC – Co-toxicity coefficient;
[0146] ATI - measured toxicity index of mixture;
[0147] TTI - Theoretical Toxicity Index of Mixture.
[0148] The test results are shown in the table below.
[0149] Table 3 Results of the combined toxicity test of Cyclobutrifluram and trifluoxetine against incognita root-knot nematodes
[0150]
[0151]
[0152] As can be seen from Table 3, cyclobutrifluram and trifluoxetine had a good control effect on southern root-knot nematodes when the mass ratio was 1:19-12:1, and the combined effect showed synergistic effect; when the mass ratio of cyclobutrifluram and trifluoxetine was 1:12-7:1, the co-toxicity coefficient was greater than 140, and the synergistic effect was significant; when the mass ratio of cyclobutrifluram and trifluoxetine was 1:6-4:1, the co-toxicity coefficient was greater than 170, and the synergistic effect was outstanding; when the mass ratio of cyclobutrifluram and trifluoxetine was 3:1, the co-toxicity coefficient was the largest, reaching 208.881, indicating that the combined activity of cyclobutrifluram and trifluoxetine against southern root-knot nematodes was the best at this mass ratio.
[0153] Table 4 Results of the combined toxicity test of Cyclobutrifluram and Isoflucypram against incognita root-knot nematodes
[0154] Test agents and ratios Regression equation <![CDATA[Coefficient of correlation R 2 > <![CDATA[LC 50 (mg / L)]]> Co-toxicity coefficient Clclobutrifluram(A) y=1.507x-0.621 0.992 2.583 - Isoflucypram(B) y=1.402x-0.982 0.993 5.019 - A:B=1:30 y=1.782x-1.082 0.987 4.047 120.356 A:B=1:20 y=1.67x-0.873 0.999 3.333 144.113 A:B=1:10 y=1.704x-0.811 0.997 2.992 154.501 A:B=1:5 y=1.980x-0.831 0.995 2.629 164.978 A:B=1:2 y=2.027x-0.659 0.998 2.114 180.633 A:B=1:1 y=1.957x-0.438 0.986 1.674 203.746 A:B=2:1 y=1.857x-0.394 0.998 1.630 189.052 A:B=5:1 y=1.829x-0.433 0.990 1.725 162.918 A:B=10:1 y=1.797x-0.499 0.985 1.895 142.598 A:B=20:1 y=1.717x-0.507 0.990 1.974 133.947 A:B=30:1 y=1.683x-0.534 0.988 2.076 126.401
[0155] As can be seen from Table 4, cyclobutrifluram and isoflucypram had a good control effect on southern root-knot nematode when the mass ratio was 1:30-30:1, and the combined effect showed synergistic effect; when the mass ratio of cyclobutrifluram and isoflucypram was 1:20-10:1, the co-toxicity coefficient was greater than 140, and the synergistic effect was significant; when the mass ratio of cyclobutrifluram and isoflucypram was 1:5-5:1, the co-toxicity coefficient was greater than 160, and the synergistic effect was outstanding; when the mass ratio of cyclobutrifluram and isoflucypram was 1:1, the co-toxicity coefficient was the largest, reaching 203.746, indicating that the combination of cyclobutrifluram and isoflucypram had the best activity against southern root-knot nematode at this mass ratio.
[0156] Table 5 Results of the combined toxicity test of Cyclobutrifluram and Phosphocarb against incognita root-knot nematodes
[0157] Test agents and ratios Regression equation <![CDATA[Coefficient of correlation R 2 > <![CDATA[LC 50 (mg / L)]]> Co-toxicity coefficient Clclobutrifluram(A) y=1.981x-0.794 0.997 2.516 - Phosphocarb(B) y=1.759x-2.093 0.997 15.479 - A:B=1:15 y=1.902x-1.938 0.993 10.441 112.141 A:B=1:12 y=1.608x-1.518 0.999 8.787 126.158 A:B=1:9 y=1.486x-1.188 0.995 6.304 162.050 A:B=1:6 y=1.477x-1.069 0.986 5.292 168.487 A:B=1:4 y=1.254x-0.788 0.989 4.250 179.375 A:B=1:1 y=1.418x-0.519 0.998 2.323 186.330 A:B=4:1 y=1.315x-0.272 0.983 1.610 187.714 A:B=6:1 y=1.481x-0.378 0.989 1.800 158.773 A:B=9:1 y=1.447x-0.427 0.997 1.973 139.177 A:B=15:1 y=1.316x-0.404 0.995 2.028 130.915 A:B=20:1 y=1.390x-0.453 0.998 2.118 123.725
[0158] As can be seen from Table 5, the mass ratio of Cyclobutrifluram to Phosphocarb in the range of 1:12 to 20:1 had a good control effect on southern root-knot nematodes, and the combined effect showed synergistic effect. When the mass ratio of Cyclobutrifluram to Phosphocarb was 1:9 to 6:1, the co-toxicity coefficient was greater than 150, and the synergistic effect was significant. When the mass ratio of Cyclobutrifluram to Phosphocarb was 1:4 to 4:1, the co-toxicity coefficient was greater than 170, and the synergistic effect was outstanding. When the mass ratio of Cyclobutrifluram to Phosphocarb was 4:1, the co-toxicity coefficient was the largest, reaching 187.714, indicating that the combination of Cyclobutrifluram and Phosphocarb had the best activity against southern root-knot nematodes at this mass ratio.
[0159] Field efficacy trials
[0160] Example 3: Field efficacy test of cyclobutrifluram combined with trifluoxetine or isoflucypram against soybean cyst nematodes
[0161] Test basis: The test refers to GB / T 17980.37-2000 "Guidelines for field efficacy tests of pesticides (I) Nematicides for the control of cyst nematodes".
[0162] The test site is Xinning Town, Ningliang County, Qingyang City, Gansu Province. The soil of the test site is sandy loam with good fertility. Soybean has been planted there for many years, and soybean cyst nematode disease has occurred more seriously.
[0163] Experimental crops and varieties: Spring soybeans, variety Mengdou 3. Soybeans were sown on May 9, 2019, and harvested on September 30.
[0164] Chemical treatment: Seeds were treated with a seed treatment suspension concentrate and then dried in the shade before sowing. The test chemicals and dosages are shown in Table 6.
[0165] Experimental design: The experiment set up 6 treatment groups, and the experimental plots were arranged in random blocks, with an area of 15m 2 , each treatment was repeated 4 times.
[0166] Survey method: Soil samples were collected using a soil drill before the experiment and after soybean harvest. Samples were taken at 5 points in each plot, with a depth of 20 cm at each point. 3 The soil was mixed and the number of nematodes alive was determined by water bleaching method, and the average value of each point (number of live nematodes / 20cm 3 ). The control effect is calculated based on the changes in the nematode population before and after treatment.
[0167] Soybean growth and yield survey: Conducted during the soybean harvest season, soybean plants were randomly sampled at five locations within each plot, with four plants per location. Soybean plants were dug up, their roots intact, and rinsed with clean water. Plant height and root length were measured, and the average values were recorded. Soybean yield was also measured. The results are shown in Table 7.
[0168] The cyst reduction rate and control effect were calculated according to the following formula:
[0169]
[0170]
[0171] Table 6 Field efficacy test results of cyclobutrifluram combined with trifluoxetine or isoflucypram against soybean cyst nematodes
[0172]
[0173] It can be seen from the field test results in the above table that the combination of Cyclobutrifluram and triflucypram or Isoflucypram has a good control effect on soybean cyst nematode.
[0174] Table 7 Results of the test on the effect of Cyclobutrifluram combined with trifluoxetine or Isoflucypram on soybean growth
[0175]
[0176] As can be seen from the above table, the combination of Cyclobutrifluram and triflucypram and the combination of Cyclobutrifluram and Isoflucypram can effectively control soybean cyst nematodes and have a significant promoting effect on the growth of soybean plants. The growth and yield of soybeans in each treatment increase with the increase of the amount of seed dressing.
[0177] Example 4: Field efficacy test of various nematicidal compositions against tomato root-knot nematodes
[0178] Field efficacy trials
[0179] Test object: tomato root-knot nematode; after separation and identification, it was mainly southern root-knot nematode [Meloidogyne incongnita (Kofold & White) Chitwood].
[0180] The test site was a tomato greenhouse in Muyang County, Jiangsu Province. The test site was a protected cultivation area. In previous years, tomato root-knot nematodes have caused serious damage, resulting in a certain degree of yield reduction. The cultivation conditions in each plot were uniform and consistent, in line with local conventional cultivation practices.
[0181] Experimental crops and varieties: Tomato (Hovest).
[0182] Test drugs: The test drugs and dosage of the preparations are shown in Table 8.
[0183] Experimental design: The experimental plots were arranged in random blocks, with a plot area of 20m 2 Each treatment was repeated 4 times. When the tomato seedlings were transplanted and planted (October 6, 2020), the pesticide was applied once by root irrigation, and the water consumption per plant was 200 mL.
[0184] Investigation method: Investigate the efficacy of the drug once before pulling out the tomato seedlings (March 10, 2021). According to the 5-point sampling method, take 2 plants at each point, dig out the roots, investigate the disease level, and calculate the incidence rate, disease index and prevention and control effect.
[0185] Diseased plant grading method:
[0186] Level 0: No root galls;
[0187] Level 1: There are a few galls on the roots;
[0188] Level 3: Two-thirds of the root system is covered with small galls;
[0189] Level 5: The root system is covered with small galls and has secondary galls;
[0190] Level 7: The root system forms a fibrous root ball.
[0191] Calculation method of drug efficacy:
[0192]
[0193]
[0194] The test results are shown in Table 8:
[0195] Table 8 Field efficacy test results of various nematode-killing compositions for controlling tomato root-knot nematodes
[0196]
[0197]
[0198] It can be seen from Table 8 that the nematicidal compositions with different ratios have good control effects on tomato root-knot nematodes, and the control effects of each preparation example on tomato root-knot nematodes are all higher than 83%.
[0199] In summary, through indoor toxicity assays and field efficacy tests, the nematicidal composition of the present invention has a good control effect on nematodes, is safe for target crops, and has significant control effects. It is superior to a single agent in delaying the development of drug resistance and prolonging the effectiveness, and can effectively reduce production and use costs.
Claims
1. A nematicidal composition containing Cyclobutrifluram, characterized in that: The nematicidal composition consists of an active ingredient A and an active ingredient B, wherein the active ingredient A is Cyclobutrifluram, the active ingredient B is Isoflucypram, and the mass ratio of the active ingredient A to the active ingredient B is 1:30 to 30:
1.
2. The nematicidal composition according to claim 1, characterized in that The mass ratio of the active ingredient A to the active ingredient B is 1:16 to 16:
1.
3. The nematicidal composition according to claim 2, characterized in that The mass ratio of the active ingredient A to the active ingredient B is 1:5 to 5:
1.
4. The nematicidal composition according to claim 1, characterized in that The total weight of the active ingredient A and the active ingredient B accounts for 0.1% to 80% of the composition.
5. The nematicidal composition according to claim 1, characterized in that The total weight of the active ingredient A and the active ingredient B accounts for 0.1% to 60% of the composition.
6. The nematicidal composition according to claim 1, characterized in that In addition to the active ingredients, the composition also includes agriculturally acceptable auxiliary ingredients, which are selected from one or more of wetting agents, dispersants, thickeners, disintegrants, emulsifiers, antifreeze agents, defoaming agents, preservatives, stabilizers, synergists, warning colors, film-forming agents, and carriers.
7. The nematicidal composition according to claim 1, characterized in that The composition can be prepared into any formulation form permitted in agriculture, and the formulation form is any one of granules, aqueous emulsions, and seed treatment suspensions.
8. Use of the nematicidal composition containing Cyclobutrifluram and / or its preparation according to any one of claims 1 to 7 for controlling plant parasitic nematodes, characterized in that: The nematodes are root knot nematodes (Meloidogyne) and cyst nematodes (Heterodera).
Citation Information
Patent Citations
Active compound combinations and fungicide compositions comprising those
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Mixtures containing cyclobutrifluram
WO2022073797A1