Dinotefuran and fenobucarb emulsion in water and preparation method thereof

Abstract

The invention relates to a dinotefuran and fenobucarb emulsion in water and a preparation method thereof, and belongs to the technical field of agricultural chemicals. According to the dinotefuran and fenobucarb emulsion in water and the preparation method thereof, the dinotefuran and fenobucarb emulsion in water with smaller particle size and more uniform particle size distribution is prepared by selecting a specific emulsifier and a stabilizer, the stabilizer contains a hydrophilic sulfonate group, a hydrophilic quaternary ammonium salt group, cyclic piperidine and an imidazole group, and a molecular chain contains an appropriate carbon chain, so that the dinotefuran and fenobucarb emulsion in water is prepared. The emulsion in water has good hydrophilicity and lipophilicity, can effectively and stably disperse dinotefuran and fenobucarb in water at the same time through the synergistic effect with the polyethylene glycol butyl ether emulsifier and the physical and chemical effect of each functional group with dinotefuran and fenobucarb, can endow the emulsion in water with good wettability, can quickly wet the surfaces of pests, and has the advantages of no toxicity and no harm to the environment. The diffusion rate of the dinotefuran and the fenobucarb from the body surfaces of the spider millettii and the oriental rice locust to the body is increased, and the insecticidal efficiency of the dinotefuran and the fenobucarb is improved.

Description

Technical Field

[0001] This invention relates to a water-in-oil emulsion of fipronil and sec-butylcarbate and its preparation method, belonging to the field of agricultural chemical technology. Background Technology

[0002] The chemical name of fipronil is 1-methyl-2-nitro-3-(tetrahydro-3-furanmethyl)guanidine. Unlike existing neonicotinoid insecticides, its tetrahydrofuran group replaces the previous chloropyridinyl and chlorothiazolyl groups, and it does not contain halogens. Furthermore, its properties differ from nicotine, hence it is currently referred to as "furan nicotine." Fipronil is very safe for mammals. Its acute oral LD50 is 2450 mg / kg for male rats and 2275 mg / kg for female rats; 2840 mg / kg for male mice and 2000 mg / kg for female mice. The acute dermal LD50 for rats is >2000 mg / kg (male and female). Fipronil is not teratogenic, carcinogenic, or mutagenic, and is also very safe for aquatic organisms. Fipronil has strong contact, stomach poison, and root systemic properties, as well as rapid, long-lasting, and broad-spectrum insecticidal effects. It is highly effective against piercing-sucking pests and exhibits high insecticidal activity at very low doses. It is mainly used to control aphids, leafhoppers, planthoppers, thrips, whiteflies, and other pests on various crops such as wheat, rice, cotton, vegetables, fruit trees, and tobacco.

[0003] 2-sec-butylphenyl-N-methylcarbamate is a carbamate insecticide. It has low toxicity and strong contact action, and also possesses some stomach poison, fumigation, and ovicidal effects. 2-sec-butylphenyl-N-methylcarbamate is fast-acting and has a short-lasting effect against rice planthoppers, black-tailed leafhoppers, and rice stink bugs. It can also control cotton aphids and cotton bollworms.

[0004] Currently, people use a combination of fipronil and sec-butylcarbide to control rice planthoppers, but due to the different physicochemical properties of fipronil and sec-butylcarbide, the water-in-oil emulsion formed by the combination has problems such as poor stability and easy decomposition of active substances, resulting in weak efficacy and failing to meet the requirements of use. Summary of the Invention

[0005] The purpose of this invention is to provide a water-in-oil emulsion of fipronil and sec-butylcarbide and its preparation method, so as to solve the problems of poor stability and easy decomposition of active substances in the current water-in-oil emulsions formed by the combination of fipronil and sec-butylcarbide, which result in weak efficacy.

[0006] This invention provides a water-in-water emulsion of fipronil and sec-butylcarbide, comprising water, an emulsifier, a stabilizer, fipronil, and sec-butylcarbide, wherein the mass fraction of fipronil is 25-30%, and the mass fraction of sec-butylcarbide is 22-28%; the emulsifier is polyethylene glycol butyl ether, and the structure of the stabilizer is shown in the following formula:

[0007]

[0008] Preferably, the emulsifier has a mass fraction of 5-7% and the polyethylene glycol butyl ether has a number average molecular weight of 500-1000.

[0009] Preferably, the stabilizer has a mass fraction of 4-6%.

[0010] Preferably, the stabilizer is prepared by the following method: 1-(2-aminoethyl)piperidine and sodium allyl sulfonate are subjected to a Michael addition reaction to obtain an intermediate product; then 1-(3-bromopropyl)-1H-imidazolium and the intermediate product are subjected to a quaternization reaction to obtain the stabilizer.

[0011] Preferably, the molar ratio of 1-(2-aminoethyl)piperidine, sodium allyl sulfonate and 1-(3-bromopropyl)-1H-imidazole is 1:2.1-2.3:1.1-1.2.

[0012] Preferably, the Michael addition reaction is carried out at a temperature of 80–95°C for 7–10 hours.

[0013] Preferably, the quaternization reaction is carried out at a temperature of 75–85°C for 10–15 hours.

[0014] Preferably, the dinotefuran and sec-butylcarbide emulsion is used to control crop pests.

[0015] Preferably, the crop pest is the grass spider or the Chinese rice grasshopper.

[0016] A method for preparing the dinotefuran and sec-butylcarb emulsion as described above includes the following steps: mixing water, emulsifier, stabilizer, dinotefuran and sec-butylcarb in the prescribed amounts until homogeneous, thereby obtaining the dinotefuran and sec-butylcarb emulsion.

[0017] Compared with the prior art, the beneficial effects of the present invention are as follows:

[0018] This invention prepares a water-in-water emulsion of fipronil and sec-butylcarbate with small particle size and relatively uniform particle size distribution by selecting specific emulsifiers and stabilizers. The stabilizer contains hydrophilic sulfonate groups, hydrophilic quaternary ammonium salt groups, cyclic piperidine and imidazole groups, and the molecular chain contains suitable carbon chains, exhibiting good hydrophilic and lipophilic properties and strong surface activity. Through the synergistic effect with polyethylene glycol butyl ether emulsifier, the physicochemical interaction between various functional groups and fipronil and sec-butylcarbate, and the barrier effect of the sterically hindered cyclic piperidine and imidazole groups, fipronil and sec-butylcarbate in water can be effectively and stably dispersed simultaneously. It can also give the water-in-water emulsion good wetting properties, which can quickly wet the surface of pests and then quickly enter the insect body, improving the diffusion rate and insecticidal efficiency of fipronil and sec-butylcarbate from the surface of the grass spider and the rice grasshopper. Attached Figure Description

[0019] Figure 1 The image shows the 1H NMR spectrum of the stabilizer prepared in Example 1 of this invention. Detailed Implementation

[0020] The following examples are intended to further illustrate the content of the present invention, rather than to limit the scope of protection of the present invention.

[0021] Example 1

[0022] The dinotefuran and sec-butylcarb emulsion of this embodiment is composed of water, emulsifier, stabilizer, dinotefuran, and sec-butylcarb. The mass fraction of the emulsifier is 5%, the mass fraction of the stabilizer is 4%, the mass fraction of dinotefuran is 25%, and the mass fraction of sec-butylcarb is 22%. The emulsifier is polyethylene glycol butyl ether (number average molecular weight of 500). The preparation method of the stabilizer is as follows: 1-(2-aminoethyl)piperidine and acetonitrile are added to the first stirred tank and stirred evenly to obtain a 10% (mass fraction) 1-(2-aminoethyl)piperidine solution; then sodium allyl sulfonate is added to the stirred tank, heated to 80°C, stirred and refluxed for 7 hours, and the solvent in the system is removed by vacuum distillation to obtain the intermediate product; then 1-( 3-Bromopropyl)-1H-imidazole and acetonitrile were added to a second stirred tank and stirred until homogeneous, yielding an 8% (w / w) 1-(3-bromopropyl)-1H-imidazole solution. The intermediate product was then added to the second stirred tank, heated to 75°C, and refluxed for 10 hours. After cooling to room temperature, the solvent was removed by vacuum distillation to obtain a concentrate. The concentrate was then subjected to column chromatography to obtain the stabilizer. The molar ratio of 1-(2-aminoethyl)piperidine, sodium allyl sulfonate, and 1-(3-bromopropyl)-1H-imidazole was 1:2.1:1.1. The eluent used in the column chromatography consisted of petroleum ether, dichloromethane, and methanol in a volume ratio of 10:2:2. The 1H NMR spectrum of the stabilizer is shown below. Figure 1 As shown, the chemical structure is as follows:

[0023]

[0024] The preparation method of the dinotefuran and sec-butylcarb emulsion in this embodiment is as follows: water, emulsifier, stabilizer, dinotefuran and sec-butylcarb are added to a mixing tank according to the mass ratio and stirred evenly (stirred at a stirring speed of 10000 r / min for 20 min) to obtain the dinotefuran and sec-butylcarb emulsion.

[0025] Example 2

[0026] The dinotefuran and sec-butylcarb emulsion of this embodiment is composed of water, emulsifier, stabilizer, dinotefuran, and sec-butylcarb. The mass fraction of the emulsifier is 6%, the mass fraction of the stabilizer is 5%, the mass fraction of dinotefuran is 28%, and the mass fraction of sec-butylcarb is 25%. The emulsifier is polyethylene glycol butyl ether (number average molecular weight of 800). The preparation method of the stabilizer is as follows: 1-(2-aminoethyl)piperidine and acetonitrile are added to the first stirred tank and stirred evenly to obtain a 12% (mass fraction) 1-(2-aminoethyl)piperidine solution; then sodium allyl sulfonate is added to the stirred tank, heated to 90°C, stirred and refluxed for 8 hours, and the solvent in the system is removed by vacuum distillation to obtain the intermediate product; then 1-(3- 1-(3-bromopropyl)-1H-imidazole and acetonitrile were added to a second stirred tank and stirred until homogeneous to obtain a 10% (w / w) 1-(3-bromopropyl)-1H-imidazole solution. The intermediate product was then added to the second stirred tank, heated to 80°C, and refluxed for 12 hours. After cooling to room temperature, the solvent was removed by vacuum distillation to obtain a concentrate. The concentrate was then subjected to column chromatography to obtain the stabilizer. The molar ratio of 1-(2-aminoethyl)piperidine, sodium allyl sulfonate, and 1-(3-bromopropyl)-1H-imidazole was 1:2.2:1.1. The eluent used in the column chromatography consisted of petroleum ether, dichloromethane, and methanol in a volume ratio of 10:2:2. The chemical structure of the stabilizer is shown below.

[0027]

[0028] The preparation method of the dinotefuran and sec-butylcarb emulsion in this embodiment is as follows: water, emulsifier, stabilizer, dinotefuran and sec-butylcarb are added to a mixing tank according to the mass ratio and stirred evenly (stirred at a stirring speed of 10000 r / min for 20 min) to obtain the dinotefuran and sec-butylcarb emulsion.

[0029] Example 3

[0030] The dinotefuran and sec-butylcarb emulsion of this embodiment is composed of water, emulsifier, stabilizer, dinotefuran, and sec-butylcarb. The mass fraction of the emulsifier is 7%, the mass fraction of the stabilizer is 6%, the mass fraction of dinotefuran is 30%, and the mass fraction of sec-butylcarb is 28%. The emulsifier is polyethylene glycol butyl ether (number average molecular weight of 1000). The preparation method of the stabilizer is as follows: 1-(2-aminoethyl)piperidine and acetonitrile are added to the first stirred tank and stirred evenly to obtain a 15% (mass fraction) 1-(2-aminoethyl)piperidine solution; then sodium allyl sulfonate is added to the stirred tank, heated to 95°C, stirred and refluxed for 10 hours, and the solvent in the system is removed by vacuum distillation to obtain the intermediate product; then 1-(3-aminoethyl)piperidine is added to the stirred tank and heated to 95°C. The mixture is stirred and refluxed for 10 hours. The solvent in the system is removed by vacuum distillation to obtain the intermediate product; then 1-(3-aminoethyl)piperidine is added to the stirred tank and stirred evenly to obtain a 15% (mass fraction) 1-(2-aminoethyl)piperidine solution. 1-(3-bromopropyl)-1H-imidazole and acetonitrile were added to a second stirred tank and stirred until homogeneous to obtain a 13% (w / w) 1-(3-bromopropyl)-1H-imidazole solution. The intermediate product was then added to the second stirred tank, heated to 85°C, and refluxed for 15 hours. After cooling to room temperature, the solvent was removed by vacuum distillation to obtain a concentrate. The concentrate was then subjected to column chromatography to obtain the stabilizer. The molar ratio of 1-(2-aminoethyl)piperidine, sodium allyl sulfonate, and 1-(3-bromopropyl)-1H-imidazole was 1:2.3:1.2. The eluent used in the column chromatography consisted of petroleum ether, dichloromethane, and methanol in a volume ratio of 10:2:2. The chemical structure of the stabilizer is shown below.

[0031]

[0032] The preparation method of the dinotefuran and sec-butylcarb emulsion in this embodiment is as follows: water, emulsifier, stabilizer, dinotefuran and sec-butylcarb are added to a mixing tank according to the mass ratio and stirred evenly (stirred at a stirring speed of 10000 r / min for 20 min) to obtain the dinotefuran and sec-butylcarb emulsion.

[0033] Comparative Example 1

[0034] The difference between the dinotefuran and sec-butylcarb emulsion in this comparative example and the dinotefuran and sec-butylcarb emulsion in Example 1 is only that the emulsifier in the dinotefuran and sec-butylcarb emulsion in this comparative example is polyethylene glycol methyl ether (number average molecular weight of 500). The preparation method of the dinotefuran and sec-butylcarb emulsion in this comparative example is the same as that of the dinotefuran and sec-butylcarb emulsion in Example 1.

[0035] Comparative Example 2

[0036] The difference between the dinotefuran and sec-butylcarb emulsion in this comparative example and the dinotefuran and sec-butylcarb emulsion in Example 1 is only that the emulsifier in the dinotefuran and sec-butylcarb emulsion in this comparative example is dodecyl polyethylene glycol ether (number average molecular weight of 500). The preparation method of the dinotefuran and sec-butylcarb emulsion in this comparative example is the same as that of the dinotefuran and sec-butylcarb emulsion in Example 1.

[0037] Comparative Example 3

[0038] The difference between the dinotefuran and sec-butylcarb emulsion in this comparative example and the dinotefuran and sec-butylcarb emulsion in Example 1 is only that the emulsifier in the dinotefuran and sec-butylcarb emulsion in this comparative example is nonylphenol polyoxyethylene ether (number average molecular weight of 500). The preparation method of the dinotefuran and sec-butylcarb emulsion in this comparative example is the same as that of the dinotefuran and sec-butylcarb emulsion in Example 1.

[0039] Comparative Example 4

[0040] The difference between the dinotefuran and sec-butylcarb emulsion in this comparative example and the dinotefuran and sec-butylcarb emulsion in Example 1 is only that the stabilizer in this comparative example is prepared by replacing 1-(2-aminoethyl)piperidine with 2-cyclohexylethylamine. The structure of the prepared stabilizer is as follows:

[0041]

[0042] The preparation method of the dinotefuran and sec-butyl carbendazim emulsion in this comparative example was carried out according to the preparation method of the dinotefuran and sec-butyl carbendazim emulsion in Example 1.

[0043] Comparative Example 5

[0044] The difference between the dinotefuran and sec-butylcarb emulsion in this comparative example and the dinotefuran and sec-butylcarb emulsion in Example 1 is only that the stabilizer in this comparative example is prepared by replacing sodium allyl sulfonate with allyl methanesulfonate. The structure of the prepared stabilizer is as follows:

[0045]

[0046] The preparation method of the dinotefuran and sec-butyl carbendazim emulsion in this comparative example was carried out according to the preparation method of the dinotefuran and sec-butyl carbendazim emulsion in Example 1.

[0047] Comparative Example 6

[0048] The difference between the dinotefuran and sec-butylcarb emulsion in this comparative example and the dinotefuran and sec-butylcarb emulsion in Example 1 is only that the stabilizer in this comparative example is prepared by replacing 1-(3-bromopropyl)-1H-imidazol with 2-(3-bromopropyl)thiophene. The structure of the prepared stabilizer is as follows:

[0049]

[0050] The preparation method of the dinotefuran and sec-butyl carbendazim emulsion in this comparative example was carried out according to the preparation method of the dinotefuran and sec-butyl carbendazim emulsion in Example 1.

[0051] Comparative Example 7

[0052] The difference between the dinotefuran and sec-butyl carbamate emulsion in this comparative example and the dinotefuran and sec-butyl carbamate emulsion in Example 1 is that the mass fraction of emulsifier in this comparative example is 0%, and the mass fraction of stabilizer is 9%. The preparation method of the dinotefuran and sec-butyl carbamate emulsion in this comparative example is the same as that of the dinotefuran and sec-butyl carbamate emulsion in Example 1.

[0053] Comparative Example 8

[0054] The difference between the dinotefuran and sec-butyl carbendazim emulsion in this comparative example and the dinotefuran and sec-butyl carbendazim emulsion in Example 1 is only that the mass fraction of the emulsifier in this comparative example is 9%, and the mass fraction of the stabilizer is 0%. The preparation method of the dinotefuran and sec-butyl carbendazim emulsion in this comparative example is the same as that of the dinotefuran and sec-butyl carbendazim emulsion in Example 1.

[0055] Comparative Example 9

[0056] The difference between the dinotefuran and sec-butylcarbide emulsion in this comparative example and the dinotefuran and sec-butylcarbide emulsion in Example 1 is that the dinotefuran in this comparative example has a mass fraction of 0% and a mass fraction of 47% in the sec-butylcarbide emulsion. The dinotefuran and sec-butylcarbide emulsion in this comparative example was prepared according to the preparation method of the dinotefuran and sec-butylcarbide emulsion in Example 1.

[0057] Comparative Example 10

[0058] The difference between the dinotefuran and sec-butylcarbide emulsion in this comparative example and the dinotefuran and sec-butylcarbide emulsion in Example 1 is that the dinotefuran in this comparative example has a mass fraction of 47% and a mass fraction of 0% in the sec-butylcarbide emulsion. The dinotefuran and sec-butylcarbide emulsion in this comparative example was prepared according to the preparation method of the dinotefuran and sec-butylcarbide emulsion in Example 1.

[0059] Experimental Example

[0060] This experiment tested the appearance, emulsion particle size, and storage stability of the dinotefuran and sec-butylcarbide emulsions of each example and comparative examples 1-10. The test results are shown in Table 1. The emulsion particle size was measured using a laser particle size analyzer. Storage stability was tested at 55℃ and 0℃. During the test, the time when the emulsion showed stratification or precipitation was observed and recorded. Simultaneously, the content of the active ingredients in the emulsion was measured, and the time when the total decomposition rate of the active ingredients (dinotefuran and sec-butylcarbide) in the emulsion was greater than or equal to 5% was recorded. The smaller of the time when the emulsion showed stratification or precipitation and the time when the total decomposition rate of the active ingredients (dinotefuran and sec-butylcarbide) was greater than or equal to 5% was taken as the storage stability test result.

[0061] Table 1. Appearance, emulsion particle size, and storage stability of the fipronil and sec-butylcarb aqueous emulsions of each example and comparative examples 1-10.

[0062]

[0063]

[0064] As shown in Table 1, the dinotefuran and sec-butylcarbide emulsions of the present invention have small emulsion particle size and good particle size distribution uniformity, while also exhibiting good high-temperature and low-temperature storage stability, demonstrating promising application prospects. Although the emulsions of comparative examples have the same appearance as those of the examples, being white emulsions, the emulsion particle size distribution uniformity and stability of the emulsions of comparative examples 1-10 are poor.

[0065] As shown in Example 1 and Comparative Examples 1-3, the type of emulsifier has a significant impact on the performance of water-in-oil emulsions. When the emulsifier is polyethylene glycol butyl ether, it has a large molecular weight, good thickening and surface activity, and exhibits good dispersion stability against fipronil and sec-butylcarbide. When the emulsifier is polyethylene glycol methyl ether, dodecyl polyethylene glycol ether, or nonylphenol polyoxyethylene ether, the difference in the surface properties of the emulsifier leads to poorer dispersion stability against fipronil and sec-butylcarbide.

[0066] As can be seen from Example 1 and Comparative Examples 4-6, when the raw materials used in the synthesis of the stabilizer are adjusted to change the structure of the stabilizer, the stabilizing effect of the stabilizer deteriorates when the piperidine ring, sulfonate, or imidazole group is missing in the stabilizer. This indicates that the above functional groups have an important influence on the stabilizing effect of the stabilizer.

[0067] As can be seen from Example 1 and Comparative Examples 7-8, when only emulsifiers or stabilizers are used, the prepared water emulsions have poor emulsion particle size and storage stability. This indicates that emulsifiers and stabilizers play different roles. When used together, they can have a synergistic effect, jointly refining the emulsion particle size and improving the uniformity of emulsion particle size distribution and storage stability.

[0068] As can be seen from Example 1 and Comparative Examples 9-10, when fipronil or sec-butylcarbide is used alone as the active ingredient, the uniformity of the emulsion particle size and the storage stability of the prepared water-in-oil emulsion become worse. This indicates that fipronil and sec-butylcarbide, which have different molecular structures, can improve the dispersion stability by interacting with emulsifiers and stabilizers through their own functional groups and physical and chemical reactions.

[0069] Example of effect

[0070] To investigate the insecticidal effects of the dinotefuran and sec-butylcarb emulsifiable concentrates in the various examples and comparative examples 1-10, the dinotefuran and sec-butylcarb emulsifiable concentrates in the various examples and comparative examples 1-10 were diluted by the same factor and subjected to field trials in rice paddies at the same time intervals. The trials were conducted in the same rice paddy, with each treatment replicated three times in a randomized block design, and each plot was 30 m². 2 Each paddy field was separated by dikes. A distilled water control group was included in the experiment. The pesticide was applied to the rice leaves by spraying, and the amount of pesticide used in each paddy field was the same. The number of rice grasshoppers was investigated 7, 14, and 21 days after the pesticide was applied. The investigation method used was a parallel skip sampling method with 5 sampling points, 5 clumps of rice were investigated at each point, for a total of 25 clumps of rice. The kill rate of rice grasshoppers was calculated based on the investigation results. The calculation formula is as follows: Kill rate = (Number of insects in the blank control area - Number of insects in the pesticide-treated area) / Number of insects in the blank control area × 100%. The experimental results are shown in Table 2.

[0071] Table 2 shows the kill rates of fipronil and sec-butylcarbide emulsions against rice grasshoppers in each example and comparative examples 1-10.

[0072]

[0073] As shown in Table 2, the dinotefuran and sec-butyl carbendazim emulsifiable concentrate of the present invention has a good killing effect on rice grasshoppers in paddy fields. However, the killing rate of dinotefuran and sec-butyl carbendazim emulsifiable concentrates of comparative examples 1-10 on rice grasshoppers was low after 7 days of application, and the killing rate on rice grasshoppers gradually increased after 14 days of application. This indicates that the killing effect of dinotefuran and sec-butyl carbendazim emulsifiable concentrates of comparative examples 1-10 on rice grasshoppers is relatively slow and requires a longer time to exert a significant effect.

[0074] In summary, this invention, by selecting specific emulsifiers and stabilizers, prepares a water-in-oil emulsion of fipronil and sec-butylcarb with a small particle size and relatively uniform particle size distribution. The stabilizer contains hydrophilic sulfonate groups, hydrophilic quaternary ammonium salt groups, cyclic piperidine and imidazole groups, and the molecular chain contains suitable carbon chains, exhibiting good hydrophilic and lipophilic properties and strong surface activity. Through the synergistic effect with polyethylene glycol butyl ether emulsifier, the physicochemical interaction between various functional groups and fipronil and sec-butylcarb, and the barrier effect of the sterically hindered cyclic piperidine and imidazole groups, fipronil and sec-butylcarb can be effectively and stably dispersed in water simultaneously. Furthermore, it can impart good wetting properties to the water-in-oil emulsion, allowing it to quickly wet the surface of pests and thus rapidly enter the insect body, improving the diffusion rate and insecticidal efficiency of fipronil and sec-butylcarb from the surface of the grass spider and the rice grasshopper.

Claims

1. A water-based emulsion of fipronil and sec-butylcarbide, characterized in that, It is composed of water, emulsifier, stabilizer, fipronil, and sec-butylcarbide, wherein the mass fraction of fipronil is 25-30%, and the mass fraction of sec-butylcarbide is 22-28%; the emulsifier is polyethylene glycol butyl ether, and the structure of the stabilizer is shown in the following formula:

2. The dinotefuran and sec-butylcarbide emulsion as described in claim 1, characterized in that, The emulsifier has a mass fraction of 5-7%, and the number average molecular weight of polyethylene glycol butyl ether is 500-1000.

3. The dinotefuran and sec-butylcarbide emulsion as described in claim 1, characterized in that, The stabilizer has a mass fraction of 4-6%.

4. The dinotefuran and sec-butylcarbamide emulsion as described in any one of claims 1-3, characterized in that, The stabilizer is prepared as follows: 1-(2-aminoethyl)piperidine and sodium allyl sulfonate are subjected to a Michael addition reaction to obtain an intermediate product; then 1-(3-bromopropyl)-1H-imidazolium and the intermediate product are subjected to a quaternization reaction to obtain the stabilizer.

5. The dinotefuran and sec-butylcarbide emulsion as described in claim 4, characterized in that, The molar ratio of 1-(2-aminoethyl)piperidine, sodium allyl sulfonate, and 1-(3-bromopropyl)-1H-imidazole is 1:2.1-2.3:1.1-1.

2.

6. The dinotefuran and sec-butylcarbide emulsion as described in claim 4, characterized in that, The Michael addition reaction is carried out at a temperature of 80–95 °C for 7–10 h.

7. The dinotefuran and sec-butylcarbide emulsion as described in claim 4, characterized in that, The quaternization reaction is carried out at a temperature of 75–85°C for 10–15 hours.

8. The dinotefuran and sec-butylcarbide emulsion as described in claim 1, characterized in that, The aforementioned dinotefuran and sec-butylcarbide emulsions are used to control crop pests.

9. The dinotefuran and sec-butylcarbide emulsion as described in claim 8, characterized in that, The crop pests mentioned are the grass spider or the Chinese rice grasshopper.

10. A method for preparing a water-in-oil emulsion of fipronil and sec-butylcarbate as described in any one of claims 1-9, comprising the following steps: Mix the prescribed amounts of water, emulsifier, stabilizer, fipronil, and sec-butylcarbide evenly to obtain a fipronil and sec-butylcarbide water emulsion.

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