An insecticidal composition containing fluorochloridone and triflumezopyrim

Abstract

The application discloses an insecticidal composition containing flubendiamide and triflumuron, wherein flubendiamide and triflumuron are used as active ingredients, and the mass ratio of flubendiamide to triflumuron is 1:50-50:1. The insecticidal composition can be used for controlling Lepidoptera, Homoptera, Hemiptera, Thysanoptera and Coleoptera pests, has obvious synergistic effect, reduces the amount and frequency of pesticide application, reduces the control cost, overcomes the defects of easy resistance caused by long-term single use, and prolongs the service life of the pesticide.

Description

Technical Field

[0001] This invention relates to an insecticidal composition, particularly an insecticidal composition containing chlorantraniliprole and trifluorophenylpyrimidine, belonging to the field of pesticide compound technology. Background Technology

[0002] Crop diseases and pests are among the major agricultural disasters in my country. They are characterized by their wide variety, significant impact, and frequent outbreaks, often causing substantial losses to the national economy, particularly agricultural production. Common crop diseases and pests in my country include: rice leaf roller, rice stem borer, beet armyworm, diamondback moth, rice planthopper, powdery mildew, corn borer, cotton bollworm, wheat rust, cotton aphid, rice sheath blight, rice blast, wheat aphid, wheat red spider mite, locust, and wheat scab, which have become major pests and diseases seriously affecting agricultural production. Due to the long-term use of chemical pesticides, pests have developed varying degrees of resistance to many chemical insecticides such as organochlorines, organophosphates, carbamates, and pyrethroids, significantly reducing their effectiveness. This forces farmers to increase pesticide application to improve efficacy, but in turn, reduces the safety of agricultural products.

[0003] The chemical structure of fluchlorfenapyr is as follows: Chemical name: 3-bromo-1-(3-chloropyridin-2-yl)-N-[4,6-dichloro-3-fluoro-2-(methylaminocarbamoamide)phenyl]-1H-pyrazole-5-carboxamide; empirical formula: C 17 H 10 BrC l3 FN5O 2； Relative molecular mass (based on the 2009 international relative atomic mass): 521.56; biological activity: insecticidal; melting point (°C): 238-240.

[0004] Fluroxyfenozide, a novel compound independently developed by our company, belongs to the benzamide class of insecticides. It efficiently activates ryanodine (muscle) receptors in insects, leading to the excessive release of calcium ions from intracellular calcium stores, resulting in insect paralysis and death. It exhibits high activity against lepidopteran larvae, a broad insecticidal spectrum, and good residual effect. This active ingredient demonstrates a highly significant selectivity for ryanodine receptors in mammals and insect pests, greatly improving its safety for mammals and other vertebrates.

[0005] Trifluoropyrimidine is a novel mesoionic or zwitterionic insecticide developed by DuPont, and is also a novel pyrimidinone compound. It is highly effective, long-lasting, requires low dosage, and is environmentally friendly, primarily controlling rice planthoppers and leafhoppers. It has a different mechanism of action than neonicotinoid insecticides and has no adverse effects on pollinating insects.

[0006] Fluchlorfenapyr, a compound created by our company, has been found through experiments to have the following advantages and beneficial effects when combined with trifluralin, which has different mechanisms of action: 1. The combined formulation has a significant synergistic effect on pests of the orders Hemiptera, Thysanoptera, Lepidoptera, and Homoptera, such as tea green leafhoppers, aphids, thrips, diamondback moths, and planthoppers, thus significantly improving the control effect; 2. It reduces the amount and frequency of application, thereby lowering the cost of control; 3. It overcomes the disadvantage of resistance easily generated by long-term single use and extends the lifespan of the pesticide. Summary of the Invention

[0007] To meet the needs of pest control, we propose an insecticidal composition containing chlorantraniliprole and trifluorophenylpyrimidine and its uses. The insecticidal composition of this invention can achieve highly efficient insecticidal effects.

[0008] This invention is achieved through the following technical solution: This invention provides an insecticidal composition containing fluchlorfenapyr and trifluoropyrimidine, and the use of fluchlorfenapyr and trifluoropyrimidine as active ingredients in the preparation of agricultural insecticides; The insecticidal composition of the present invention uses fluchlorfenapyr and trifluoropyrimidine as active ingredients, and the mass ratio of fluchlorfenapyr to trifluoropyrimidine is 1:50-50:1. The insecticidal composition of the present invention uses fluchlorfenapyr and trifluoropyrimidine as active ingredients, and the mass ratio of fluchlorfenapyr to trifluoropyrimidine is 1:10-10:1, preferably 1:1; The insecticidal composition of the present invention uses fluchlorfenapyr and trifluralin as active ingredients, with fluchlorfenapyr and trifluralin together as active ingredients, accounting for 1%-80% of the total weight of the formulation, preferably 5%-30%. Preferably, the above-mentioned fluchlorfenapyr and trifluorophenylpyrimidine are used as active ingredients and pesticide adjuvants to form any formulation permitted in the pesticide field; Preferably, the permitted formulations in the above-mentioned pesticide field are wettable powders, water-dispersible granules, emulsifiable concentrates, suspension concentrates, microemulsions, and granules; Preferably, the pesticide formulation adjuvant includes a carrier and an adjuvant; Preferably, the carrier is one, two, or three of water, solvent, or filler, with deionized water being the preferred type of water.

[0009] Preferably, the solvent is selected from one or more of the following: N,N-dimethylformamide, cyclohexanone, toluene, xylene, dimethyl sulfoxide, methanol, ethanol, trimethylcyclohexanone, N-octylpyrrolidone, ethanolamine, triethanolamine, isopropylamine, N-methylpyrrolidone, propanol, butanol, ethylene glycol, diethylene glycol, ethylene glycol methyl ether, butyl ether, ethyl acetate, or acetonitrile. Preferably, the filler is selected from one or more of the following: kaolin, diatomaceous earth, bentonite, attapulgite, silica, starch, or light calcium carbonate. Preferably, the additive includes at least one surfactant, and other functional additives such as antifreeze, thickener, stabilizer, disintegrant, and defoamer may also be added depending on the application and requirements; Preferably, the surfactant is selected from one or four of emulsifiers, dispersants, wetting agents, or penetrants; the surfactant is a single agent or compound formulation of common nonionic surfactants or anionic surfactants. The other functional additives are selected from any one or more of antifreeze, thickeners, stabilizers, disintegrants, or defoamers.

[0010] Preferably, the emulsifier is selected from one or a mixture of multiple of the following: agricultural emulsion 500# (calcium alkylbenzene sulfonate), OP series phosphate esters (nonylphenol polyoxyethylene ether phosphate ester), 600# phosphate esters (phenylphenol polyoxyethylene ether phosphate ester), styrene polyoxyethylene ether ammonium sulfate, alkyl biphenyl ether magnesium disulfonate, triethanolamine salt, agricultural emulsion 400# (benzyl dimethylphenol polyoxyethylene ether), agricultural emulsion 700# (alkylphenol formaldehyde resin polyoxyethylene ether), agricultural emulsion 36# (phenylethylphenol formaldehyde resin polyoxyethylene ether), agricultural emulsion 1600# (phenylethylphenol polyoxyethylene polypropylene ether), ethylene oxide-propylene oxide block copolymer, OP series (nonylphenol polyoxyethylene ether), BY series (castor oil polyoxyethylene ether), agricultural emulsion 33# (alkyl aryl polyoxyethylene polyoxyethylene polyoxypropylene ether), Span series (sorbitan monostearate), Tween series (dehydrated sorbitan fatty acid ester polyoxyethylene ether), or AEO series (fatty alcohol polyoxyethylene ether). Preferably, the dispersant is selected from one or more of the following: polycarboxylate, lignin sulfonate, alkylphenol polyoxyethylene ether formaldehyde condensate sulfate, calcium alkylbenzene sulfonate, sodium naphthalene sulfonate formaldehyde condensate, alkylphenol polyoxyethylene ether, fatty amine polyoxyethylene ether, fatty acid polyoxyethylene ether, or glycerol fatty acid ester polyoxyethylene ether. Preferably, the wetting agent is selected from one or more of sodium dodecyl sulfate, sodium dodecylbenzene sulfonate, pull-opening powder BX, wetting and penetrating agent F, soapberry powder, silkworm excrement or soapberry powder; Preferably, the penetrant is selected from one or more of the following: penetrant JFC (fatty alcohol polyoxyethylene ether), penetrant T (diisooctyl maleate sulfonate), azone, or organosilicon; Preferably, the antifreeze is selected from one or more of ethylene glycol, propylene glycol, glycerol, or urea, or a mixture thereof.

[0011] Preferably, the thickener is selected from one or more of xanthan gum, polyvinyl alcohol, bentonite, carboxymethyl cellulose, or magnesium aluminum silicate; Preferably, the stabilizer is selected from one or more of the following: epoxidized soybean oil, epichlorohydrin, BHT, ethyl acetate, and triphenyl phosphate; Preferably, the disintegrant is selected from one or more of the following: bentonite, urea, ammonium sulfate, aluminum chloride, low-substituted hydroxypropyl cellulose, lactose, citric acid, succinic acid, or sodium bicarbonate; Preferably, the defoamer is selected from one or more of silicone oil, silicone compounds, C10-C20 saturated fatty acid compounds, or C8-C10 fatty alcohol compounds.

[0012] All of the above substances can be purchased on the market.

[0013] The insecticidal composition of the present invention can be used to control pests of the orders Hemiptera, Thysanoptera, Lepidoptera, Homoptera, and Coleoptera.

[0014] Compared with the prior art, the beneficial effects of the present invention are as follows: Using compound formulations significantly enhances the control effect against pests belonging to the orders Hemiptera, Thysanoptera, Lepidoptera, Coleoptera, and Homoptera, such as tea green leafhoppers, aphids, thrips, diamondback moths, and planthoppers; it also significantly improves the control efficacy; 2. It reduces the amount and frequency of pesticide application, thus lowering control costs; 3. It overcomes the disadvantage of long-term single-use pesticides easily leading to resistance, and extends the lifespan of the pesticide. Detailed Implementation

[0015] The present invention will be described in more detail below with reference to the embodiments. It should be understood that the implementation of the present invention is not limited to the following embodiments, and any modifications or alterations to the implementation of the present invention fall within the protection scope of the present invention. Unless otherwise specified, the methods in the following embodiments are conventional methods in the art.

[0016] Example 1: 10% Fluchlorfenapyr·Triflufenazate wettable powder (1:1) Formulation: Fluchlorfenapyr, 5%; Trifluorophenylpyrimidine, 5%; Wetting agent, 1%; Dispersant, 4%; Filler, balance.

[0017] Preparation method: According to the formulation ratio in the example, the active ingredients fluchlorfenapyr and trifluorophenylpyrimidine are added to the carrier, along with surfactants and other functional additives. The mixture is then subjected to air jet milling and further mixing to obtain a wettable powder. The main equipment includes a mixer and an air jet mill.

[0018] Example 2: 20% Fluchlorfenapyr·Triflufenazate wettable powder (1:3) Formulation: Fluchlorfenapyr, 5%; Trifluorophenylpyrimidine, 15%; Wetting agent, 3%; Dispersant, 8%; Filler, balance.

[0019] Preparation method: According to the formulation ratio in the example, the active ingredients fluchlorfenapyr and trifluorophenylpyrimidine are added to the carrier, along with surfactants and other functional additives. After mixing, the mixture is pulverized by air jet milling, and then 10-25% water is added. The mixture is then kneaded, granulated, dried, and sieved to obtain a water-dispersible granule product. Alternatively, the pulverized powder is sprayed with water, granulated, dried, and then sieved to obtain the product. The main equipment includes a mixer, air jet mill, kneader, extrusion granulator, drying oven or fluidized bed dryer, or fluidized bed granulator and sieve.

[0020] Example 3: 40% Fluchlorfenapyr·Triflufenazate water-dispersible granules (1:3) Formulation: Fluchlorfenapyr, 10%; Trifluralin, 30%; Dispersant, 5%; Dispersant, 7%; Wetting agent, 2%; Disintegrant, 5%; Filler, balance.

[0021] Preparation method: Same as above.

[0022] Example 4: 15% Fluchlorfenapyr·Triflufenazate water-dispersible granules (1:2) Formulation: Fluchlorfenapyr, 5%; Trifluralin, 10%; Dispersant, 2.5%; Dispersant, 4%; Wetting agent, 1.2%; Disintegrant, 1.5%; Filler, balance.

[0023] Preparation method: Same as above.

[0024] Example 5: (30% fluchlorfenapyr·trifluorophenylpyrimidine emulsifiable concentrate) 1:2 Formulation: Fluchlorfenapyr, 10%; Trifluorophenylpyrimidine, 20%; Emulsifier, 5% and 8%; Solvent, 15%; Solvent, balance.

[0025] Preparation method: Add the active ingredients fluchlorfenapyr and trifluorophenylpyrimidine to the carrier according to the formulation ratio in the example, along with surfactants and other functional additives. Mix thoroughly in a stirred mixing vessel. An enamel-lined reactor or a stainless steel stirred mixing vessel can be used.

[0026] Example 6: 35% Fluchlorfenapyr·Triflufenazate suspension (2:5) Formula: Fluchlorfenapyr, 10%; Trifluralin, 25%; Wetting agent, 1%; Dispersant, 4%; Thickener, 1.32%; Antifreeze, 5%; Defoamer, 0.2%; Water, balance.

[0027] Preparation method: According to the formula ratio, the active ingredient fluchlorfenapyramide, trifluorophenylpyrimidine, surfactant, and other functional additives are placed sequentially in a reaction vessel, water is added and mixed evenly, followed by high-speed shearing, wet sand milling, and finally homogenization filtration to obtain the product. The main equipment includes a batching vessel, a colloid mill or homogenizer, and a sand mill.

[0028] Example 7: 20% Fluchlorfenapyr·Trifluoropyrimidine microemulsion (1:4) Formula: Fluchlorfenapyr, 4%; Trifluorophenylpyrimidine, 16%; Solvent, 25%; Emulsifier, 15%; Water, balance.

[0029] Preparation method: According to the formulation ratio in the example, the active ingredients fluchlorfenapyr and trifluorophenylpyrimidine are completely dissolved in solvent and co-solvent, then other adjuvants are added, mixed evenly, and finally water is added. After stirring thoroughly, the insecticidal composition microemulsion formulation of the present invention can be obtained.

[0030] Example 8: Indoor activity test of a mixture of fluchlorfenapyr and trifluorophenylpyrimidine on aphids.

[0031] Tests were conducted in accordance with NY / T1154.6-2006 "Guidelines for Indoor Bioassays of Pesticides - Insecticides Part 6: Insecticidal Activity Test - Immersion Method" and NY / T1154.7-2006 "Guidelines for Indoor Bioassays of Pesticides - Insecticides Part 7: Determination of Combined Effects of Mixtures".

[0032] Experimental method: Indoor toxicity was determined by immersion method. Five series of solutions of fluchlorfenapyr technical and trifluralin technical were prepared for use.

[0033] Select aphids of the same age and cultured indoors. Immerse the test insects in the pesticide solution for 10 seconds, then blot off excess solution with filter paper and transfer the insects to normal rearing conditions. Each treatment is repeated 4 times, with 20 insects immersed in each replicate. Water containing the corresponding amount of Tween 80 serves as a control. Check the results 48 hours after treatment. A mortality rate higher than 20% in the control is considered invalid. The standard for insect death is that if there is no reaction after 5 seconds when the insect is gently touched with a small brush, it is considered dead; otherwise, it is considered alive.

[0034] Based on the survey results, the mortality rate of each treatment was calculated, the toxicity regression equation, lethal concentration, correlation coefficient, etc. were obtained, and the co-toxicity coefficient (CTC value) was obtained using the Sun Yunpei method.

[0035]

[0036] The synergistic effect of the flufenoxuron-methyl insecticidal composition provided in this invention on aphids was evaluated using the co-toxicity coefficient method. A regression equation was derived using the logarithm of the pesticide concentration and the probability value of the pesticide's control efficacy against aphids, and the LC50 of the pesticide was calculated. 50 The value is calculated, and then the co-toxicity coefficient is obtained. The co-toxicity coefficient is used to evaluate the combined effect of the pesticide on aphids. A co-toxicity coefficient > 120 indicates a synergistic effect, a co-toxicity coefficient < 80 indicates an antagonistic effect, and a coefficient between 80 and 120 indicates an additive effect.

[0037]

[0038] Example 9: Indoor activity test of a mixture of fluchlorfenapyr and trifluorophenylpyrimidine on the tea green leafhopper Tests were conducted in accordance with NY / T1154.6-2006 "Guidelines for Indoor Bioassays of Pesticides - Insecticides Part 6: Insecticidal Activity Test - Immersion Method" and NY / T1154.7-2006 "Guidelines for Indoor Bioassays of Pesticides - Insecticides Part 7: Determination of Combined Effects of Mixtures".

[0039] Experimental method: Indoor toxicity was determined by immersion method. Five series of solutions of fluchlorfenapyr technical and trifluralin technical were prepared for use.

[0040] Select tea green leafhoppers of the same age cultivated indoors. Immerse the test insects in the drug solution for 10 seconds, then blot off the excess solution with filter paper and transfer the insects to normal rearing conditions. Each treatment is repeated 4 times, with 20 insects immersed in each replicate. Water containing the corresponding amount of Tween 80 is used as a control. The results are checked 48 hours after the treatment. If the mortality rate of the control is higher than 20%, the test is invalid. The standard for insect death is that if there is no reaction after 5 seconds when the insect is gently touched with a small brush, it is considered dead; otherwise, it is considered alive.

[0041] Based on the survey results, the mortality rate of each treatment was calculated, the toxicity regression equation, lethal concentration, correlation coefficient, etc. were obtained, and the co-toxicity coefficient (CTC value) was obtained using the Sun Yunpei method.

[0042]

[0043] The combined effect of the insecticidal composition containing chlorantraniliprole and trifluralin provided in this invention against the tea green leafhopper was evaluated using the co-toxicity coefficient method. A regression equation was derived using the logarithm of the pesticide concentration and the probability of control efficacy against the tea green leafhopper, and the LC50 of the pesticide was calculated. 50 The value was calculated, and then the co-toxicity coefficient was obtained. The co-toxicity coefficient was used to evaluate the combined effect of the agent on the tea green leafhopper. A co-toxicity coefficient >120 indicates a synergistic effect, a co-toxicity coefficient <80 indicates an antagonistic effect, and a coefficient between 80 and 120 indicates an additive effect.

[0044]

[0045] As shown in Tables 1 and 2, the mixture ratio of fluchlorfenapyr to trifluralin at 1:50-50:1 exhibits good indoor biological activity against aphids and tea green leafhoppers. In particular, the co-toxicity coefficients are all above 120 when the mixture ratio is 1:10-10:1, indicating a synergistic effect. However, when the mixture ratio of fluchlorfenapyr to trifluralin is 1:1, the co-toxicity coefficients against aphids and tea green leafhoppers are as high as 297.05 and 280.63, respectively.

[0046] Example 10: Field efficacy test of a mixture of fluchlorfenapyr and trifluorophenylpyrimidine against cucumber aphids.

[0047] Test agents: 10% fluchlorfenapyr·trifluoropyrimidine wettable powder (1:1), 10% fluchlorfenapyr suspension, 10% trifluoropyrimidine suspension.

[0048] Experimental target: cucumber aphid Test reagents and dosages: see Table 3. A blank control was also included. Each treatment was replicated 4 times. Each plot was 30 square meters, for a total of 24 plots, which were randomly arranged.

[0049] Experimental methods: Before applying the pesticide, a baseline survey of the insect population was conducted. The number of surviving insects was surveyed 1 day, 3 days and 7 days after application. The larval mortality rate and control effect were calculated.

[0050]

[0051] CK0: Number of live insects in the blank control area before application of the pesticide, in heads; CK1: Number of live insects in the blank control area after application of the drug, in heads; PT0: Number of live insects in the pesticide-treated area before application, in heads; PT1: Number of live insects in the pesticide-treated area after application, in heads.

[0052]

[0053] Example 11: Field efficacy test of fluchlorfenapyr mixed with trifluorophenylpyrimidine on tea green leafhopper.

[0054] Test agents: 10% fluchlorfenapyr·trifluoropyrimidine wettable powder (1:1), 10% fluchlorfenapyr suspension concentrate, 10% trifluoropyrimidine suspension concentrate Experimental target: Tea green leafhopper Test reagents and dosages: see Table 4. A blank control was also included. Each treatment was repeated 4 times. Each plot was 30 square meters, for a total of 24 plots, which were randomly arranged.

[0055] Experimental methods: Before applying the pesticide, a baseline survey of the insect population was conducted. The number of surviving insects was surveyed 1 day, 3 days and 7 days after application. The larval mortality rate and control effect were calculated.

[0056]

[0057] CK0: Number of live insects in the blank control area before application of the pesticide, in heads; CK1: Number of live insects in the blank control area after application of the drug, in heads; PT0: Number of live insects in the pesticide-treated area before application, in heads; PT1: Number of live insects in the pesticide-treated area after application, in heads.

[0058]

[0059] Tables 3 and 4 show that the combination of fluchlorfenapyr and trifluralin showed better efficacy in field trials against cucumber aphids and tea green leafhoppers than the single agent, and also had a longer duration of effect.

Claims

1. An insecticidal composition containing chlorantraniliprole and trifluorophenylpyrimidine, characterized in that: The insecticidal composition uses fluchlorfenapyr and trifluralin as active ingredients, with a mass ratio of fluchlorfenapyr to trifluralin of 1:10-10:

1.

2. The insecticidal composition according to claim 1, characterized in that, The active ingredient in this insecticidal composition has a mass ratio of 1:

1.

3. The insecticidal composition according to claim 1, characterized in that, The active ingredient in this insecticidal composition accounts for 1%-80% of the total weight of the formulation.

4. The insecticidal composition according to claim 1, characterized in that, The active ingredient in this insecticidal composition accounts for 5%-30% of the total weight of the formulation.

5. The insecticidal composition according to claim 1, characterized in that, This insecticidal composition can be prepared together with pesticide adjuvants into any formulation permitted in the pesticide industry.

6. The insecticidal composition according to claim 5, characterized in that, The permitted formulations in the pesticide field include wettable powders, water-dispersible granules, emulsifiable concentrates, suspension concentrates, microemulsions, and granules.

7. The insecticidal composition according to any one of claims 1-6, characterized in that, The use of the insecticidal composition in the preparation of agricultural insecticides.

8. The insecticidal composition according to claim 7, characterized in that, The insecticidal composition described herein can be used to control pests of the Lepidoptera, Homoptera, and Coleoptera orders.

9. The insecticidal composition according to claim 7, characterized in that, The insecticidal composition described herein can be used to control pepper aphids and tea green leafhoppers.

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