A pesticide composition for pest control and a preparation process thereof

Abstract

The application discloses a pesticide composition for disease and pest control and a preparation process thereof, and relates to the technical field of disease and pest control pesticides.The composition is prepared from the following raw materials in parts by mass: plant source active ingredients 5-10 parts, imidazole insecticidal compounds 3-8 parts, surfactants 5-15 parts, cosolvents 10-20 parts, stabilizers 1-5 parts, and deionized water, which is supplemented to 100 parts.Compared with existing single chemical pesticides, the application forms a multi-target and multi-mechanism control system through the synergistic effect of imidazole insecticidal compounds and plant source active ingredients, can expand the insecticidal spectrum to cope with complex disease and pest scenes, can avoid the problem of drug resistance caused by single action target, and solves the pain point of the attenuation of the control effect after long-term use.

Description

TECHNICAL FIELD

[0001] The present application relates to the technical field of pest control pesticides, in particular to a pesticide composition for pest control and a preparation process thereof. BACKGROUND

[0002] In the field of agricultural production and forestry protection, pests have always been the core problem of restricting yield improvement and destroying ecological stability. The current mainstream pest control method on the market is still mainly single chemical pesticides. Although such pesticides can inhibit specific pests in the short term, they generally face the problem of declining control effect after long-term application. On the one hand, target pests and pathogens are prone to develop resistance to chemical pesticides with a single action mechanism, leading to an increase in pesticide use dosage, which not only increases the cost of control but also exacerbates soil and water pollution, posing a potential threat to the quality and safety of agricultural products. On the other hand, existing pesticides have poor adaptability to complex pest scenarios. When multiple pests occur simultaneously, a single pesticide cannot accommodate different targets, often resulting in the situation of "curing this and losing that", and cannot form a sustainable and effective protection system.

[0003] At the same time, most pesticide formulations have poor weather resistance, which is a key bottleneck affecting their field application effect. In the natural environment, pesticides are easily affected by external factors such as light, temperature, and rain, and undergo photolysis, hydrolysis, or volatilization reactions, resulting in a significant reduction in the effective period of the active ingredients on the crop surface. For example, under high temperature and strong light conditions, the half-life of some organophosphorus pesticides can be shortened to 2-3 days, requiring frequent replenishment to maintain control effect. In the rainy season, rainwater washing will directly leach and lose the pesticides on the leaf surface, not only reducing the utilization rate, but also possibly polluting the surrounding ecological environment through surface runoff.

[0004] Therefore, developing a new pesticide composition that has high and long-term control effect and is environmentally friendly has become a technical problem to be solved in the field of pest control. SUMMARY

[0005] In view of the problems of poor pest control effect, poor weather resistance of pesticides (easily affected by light, rain, etc. leading to loss or degradation of active ingredients), and the risk of developing resistance and possibly damaging the ecological environment after long-term use in the prior art, a pesticide composition for pest control and a preparation process thereof are provided, which contains a novel imidazole insecticidal compound to achieve efficient and long-term control of pests, improve weather resistance, reduce the risk of resistance, and be more environmentally friendly.

[0006] To achieve the above-mentioned purpose, the technical solution adopted by the present application is: an imidazole insecticidal compound, which is a compound represented by formula 1:

[0007] Formula 1: ;

[0008] R1 in the formula 1 is a substituent;

[0009] R1 is an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, halogen, nitro group, phenyl group.

[0010] Further, the alkyl group having 1 to 5 carbon atoms is selected from the group consisting of methyl group, ethyl group, tert-butyl group;

[0011] The alkoxy group having 1 to 5 carbon atoms is selected from the group consisting of methoxy group, ethoxy group.

[0012] Further, the imidazole-based insecticidal compound is any one of the compounds represented by the following structures:

[0013] ;

[0014] ;

[0015] ;

[0016] .

[0017] A pesticide composition for the control of pests, the composition comprising the imidazole-based insecticidal compound.

[0018] Further, the composition is prepared by including the following ingredients in the mass parts: plant-derived active ingredient 5-10 parts, imidazole-based insecticidal compound 3-8 parts, surfactant 5-15 parts, cosolvent 10-20 parts, stabilizer 1-5 parts, deionized water to make up to 100 parts;

[0019] The imidazole-based insecticidal compound is a compound represented by the formula 1.

[0020] Further, the plant-derived active ingredient is selected from one or more combinations of azadirachtin, matrine, pyrethrin, rotenone, eugenol.

[0021] Further, the surfactant is selected from one or more combinations of fatty alcohol polyoxyethylene ether, alkyl glycoside.

[0022] Further, the cosolvent is selected from one or more combinations of ethanol, acetone.

[0023] The stabilizer is selected from one or more combinations of xanthan gum, gum arabic, magnesium aluminum silicate.

[0024] A preparation process of a pesticide composition for the control of pests, characterized in that it comprises the following steps:

[0025] (1) mixing all mass parts of the co-solvent and 1 / 2 mass parts of deionized water under stirring to obtain a premix;

[0026] (2) adding the plant-derived active ingredient and the imidazole insecticidal compound into the premix and stirring until dispersed evenly to obtain a mixture;

[0027] (3) adding the surfactant and stabilizer into the mixture and stirring until mixed evenly, adding the remaining 1 / 2 mass parts of deionized water, continuously stirring until the system is uniform and stable, filtering to obtain the pesticide composition for pest control.

[0028] Further, the step (2) is carried out under a nitrogen atmosphere.

[0029] The pesticide composition for pest control is used for preventing and treating Tetranychus cinnabarinus and Tetranychus urticae Koch.

[0030] The imidazole insecticidal compound has a core chemical structure (including azabenzimidazole, trifluoromethyl and imidazolidinone) interfering with the nervous system of pests. The compound can act on the gamma-aminobutyric acid receptor of insects, irreversibly bind to the receptor, block the normal function of chloride ion channels, cause the loss of control of nerve signal transmission. It induces excessive excitement, spasm and paralysis of insects, and finally death. The trifluoromethyl group enhances the liposolubility of the compound, making it easier to penetrate the insect body wall and nerve cell membrane, and improving the speed and strength of action. It can also interfere with energy metabolism enzymes or respiratory chain-related enzymes of insects, destroy cell energy supply, cause loss of insect movement ability and physiological failure, especially for common agricultural pests such as Lepidoptera and Coleoptera.

[0031] The pesticide composition of the present application solves the key technical problems of existing pesticides in pest control effect, weather resistance, drug resistance and ecological environment impact through the efficient synergy of each component: the imidazole insecticidal compound as the core neurotoxic component irreversibly binds to the gamma-aminobutyric acid receptor of pests through the nitrogen-benzimidazole, trifluoromethyl and imidazolidinone groups in its structure, blocks the chloride ion channel and interferes with energy metabolism, leading to uncontrolled insect nerve conduction and physiological failure, achieving rapid knockdown; and the plant-derived active ingredient affects insect growth hormone, inhibits mitochondrial respiration or interferes with feeding behavior through multiple modes of action, forming a multi-target complementary attack with the imidazole compound, significantly expanding the insecticidal spectrum and improving the control efficiency, while reducing the risk of drug resistance caused by a single target. In terms of weather resistance, the stabilizer reduces photolysis and hydrolysis by forming a network protective film, the surfactant enhances leaf adhesion and dispersibility, and the cosolvent ensures uniform dissolution of hydrophobic components. In addition, the biodegradable nature of the plant-derived component and the physical barrier effect of the stabilizer reduce chemical residues, and the water-based formulation and nitrogen atmosphere preparation process further reduce ecological toxicity, achieving environmental friendliness and sustainable control. Through the deep synergy of the physical and biological mechanisms between the components, the composition ultimately achieves the multiple goals of high efficiency, broad spectrum, long-acting stability, low resistance and ecological safety.

[0032] Compared with the prior art, the present application has the following advantages:

[0033] 1. Improve control efficiency and reduce resistance risk: Compared with existing single chemical pesticides, the present application forms a multi-target, multi-mechanism control system through the synergistic effect of imidazole insecticidal compounds and plant-derived active ingredients, which can not only expand the insecticidal spectrum to cope with complex pest scenarios, but also avoid the problem of drug resistance caused by a single target, solving the pain point of declining control effect after long-term use.

[0034] 2. Enhance weather resistance to extend the effective period: In view of the problem that existing pesticides are easily degraded and lost by environmental factors such as light and rain, the present application significantly enhances the weather resistance of the pesticide composition by forming a protective barrier with a stabilizer, improving leaf adhesion with a surfactant, and optimizing the solubility of the components with a cosolvent, reducing the photolysis, hydrolysis and leaching loss of the active ingredients, and prolonging the effective period of the pesticide on the crop surface. BRIEF DESCRIPTION OF DRAWINGS

[0035] Figure 1 NMR chart of the imidazole insecticidal compound 1 described in the present application. DETAILED DESCRIPTION

[0036] The technical solutions of the present application will be clearly and completely described below with reference to the drawings in the present application. Obviously, the described embodiments are only some of the embodiments of the present application, rather than all the embodiments. Based on the embodiments in the present application, all other embodiments obtained by those of ordinary skill in the art without creative efforts fall within the scope of the present application.

[0037] Preparation Example 1

[0038] Preparation of imidazole insecticidal compound 1:

[0039] ;

[0040] Dissolve 15 g of raw material A and 7.60 g of triethylamine in 120 ml of dichloromethane, stir until evenly dispersed, then reduce the temperature of the system to 0°C, slowly add a 50 ml dichloromethane solution containing 17.28 g of raw material B (the temperature does not exceed 10°C during the addition), after the addition is completed, warm to 50°C, and react for 6 h. After the reaction is completed, pour the reaction liquid into 4°C 1200 ml of water, stir for 0.5 h, stand, retain the organic phase, concentrate the organic phase, purify by silica gel column chromatography, use a mixed solution of n-heptane and petroleum ether as the eluent, and spin dry to obtain 21.44 g of product 1.

[0041] ;

[0042] Under nitrogen protection, dissolve 21.44 g of product 1 and 4.01 g of raw material C in 240 mL of a mixed solvent of 1,4-dioxane / diisopropylamine (160 mL / 80 mL), add 0.06 g of palladium-carbon, 0.68 g of 2-dicyclohexylphosphino-2',4',6'-triisopropyl biphenyl, and 0.27 g of CuI to the above system, react at 90°C for 6 h. After the reaction is completed, slightly reduce the temperature, filter using diatomite to remove the salt and catalyst, concentrate the reaction liquid, separate by silica gel column chromatography, use a mixed solvent of n-heptane and ethyl acetate as the eluent, spin dry, and obtain 18.98 g of imidazole insecticidal compound 1.

[0043] Structure identification:

[0044] Mass spectrum of product 1: 746, tested by M / Z MS+1;

[0045] Mass spectrum of imidazole insecticidal compound 1: 826, tested by M / Z MS+1;

[0046] NMR of imidazole insecticidal compound 1: 1 H NMR (Chloroform-d, Figure 1) : δ 8.61 (m, 1H), 8.45 (d, 2H), 8.36 (m, 1H), 8.31-8.26 (m, 1H), 7.58 (d, 1H), 7.38-7.31 (m, 2H), 7.21-7.10 (m, 3H), 4.18-4.04 (m, 4H), 3.86 (s, 3H), 3.79 (s, 3H), 2.35 (t, 3H).

[0047] Preparation Examples 2-6

[0048] The imidazole insecticidal compounds were prepared in Preparation Examples 2-6 in turn, and the preparation method of Preparation Example 1 was referred to, and raw material C therein was replaced, and the rest was the same as Preparation Example 1. For details, see Table 1.

[0049] Table 1.

[0050]

[0051] Example 1

[0052] Preparation of a pesticide composition for pest control:

[0053] 1. Raw material components

[0054] Plant-derived active ingredient: 8 parts, azadirachtin was selected, purchased from Chengdu Purei Technology Development Co., Ltd.;

[0055] Imidazole insecticidal compound: 5 parts, imidazole insecticidal compound 1 obtained in Preparation Example 1 was selected;

[0056] Surfactant: 10 parts, fatty alcohol polyoxyethylene ether was selected, purchased from Chengdu Huaxia Chemical Reagent Co., Ltd.;

[0057] Co-solvent: 15 parts, ethanol was selected, purchased from Changzhou Chengbang Chemical Co., Ltd.;

[0058] Stabilizer: 3 parts, xanthan gum was selected, purchased from Hubei Haijia Biological Technology Co., Ltd.;

[0059] Deionized water: 59 parts.

[0060] 2. Preparation process

[0061] (1) In a glass reaction kettle, 15 parts of ethanol (co-solvent) and 29.5 parts of deionized water (1 / 2 of the total water) were mixed uniformly at room temperature and a stirring speed of 300 rpm, and stirred for 10 minutes until the system was transparent and no stratification, to obtain a premix;

[0062] (2) The reaction system was transferred to a closed nitrogen protection device, high-purity nitrogen was introduced to replace air three times, the nitrogen flow was maintained at 0.5 L / min, 8 parts of azadirachtin (plant-derived active ingredient) and 5 parts of imidazole insecticidal compound 1 were sequentially added to the premixed solution, and stirring was continued at a stirring speed of 400 rpm for 30 minutes until the solid particles were completely dispersed and there were no lumps, to obtain a uniform mixture;

[0063] (3) 10 parts of fatty alcohol polyoxyethylene ether (surfactant) and 3 parts of xanthan gum (stabilizer) were added to the mixture obtained in step (2), the stirring speed was maintained at 300 rpm, and mixing was continued for 15 minutes, the remaining 29.5 parts of deionized water (the remaining part of the total water amount) was added, and stirring was continued for 60 minutes until the viscosity of the system was uniform, and then filtered through a 50-mesh sieve to obtain a pesticide composition for pest control.

[0064] Examples 2-6

[0065] A pesticide composition for pest control was prepared according to the preparation method of Example 1, and the imidazole insecticidal compound therein was replaced by the imidazole insecticidal compound prepared in Preparation Examples 2-6 in sequence, and the rest was the same as Example 1.

[0066] Comparative Example 1

[0067] A pesticide composition for pest control was prepared according to the preparation method of Example 1, and the imidazole insecticidal compound therein was replaced by the imidazole insecticidal compound prepared in Preparation Examples 2-6 in sequence, and the rest was the same as Example 1.

[0068] Comparative Example 2

[0069] A pesticide composition for pest control was prepared according to the preparation method of Example 1, and the imidazole insecticidal compound therein was replaced by the imidazole insecticidal compound prepared in Preparation Examples 2-6 in sequence, and the rest was the same as Example 1.

[0070] Comparative Example 3

[0071] A pesticide composition for pest control was prepared according to the preparation method of Example 1, and the imidazole insecticidal compound therein was replaced by the imidazole insecticidal compound prepared in Preparation Examples 2-6 in sequence, and the rest was the same as Example 1.

[0072] Comparative Example 4

[0073] A pesticide composition for pest control was prepared according to the preparation method of Example 1, and the imidazole insecticidal compound therein was replaced by the imidazole insecticidal compound prepared in Preparation Examples 2-6 in sequence, and the rest was the same as Example 1. , and the rest was the same as Example 1.

[0074] Comparative Example 5

[0075] A preparation of a pesticide composition for pest control, referring to the preparation method of Example 1, replacing the imidazole insecticide compound therein with IMICYAFOS (CAS: 140163-89-9, a commonly used organophosphorus insecticide), and the rest remaining the same as Example 1.

[0076] Comparative Example 6

[0077] A preparation of a pesticide composition for pest control, referring to the preparation method of Example 1, replacing the imidazole insecticide compound therein with insecticide 4049 (CAS: 121-75-5, a commonly used insecticide), and the rest remaining the same as Example 1.

[0078] Performance test:

[0079] 1. A pesticide composition for pest control prepared in the examples and comparative examples was sealed and placed at 65°C for 180 days, and observed for precipitation or stratification, and the data are shown in Table 2.

[0080] 2. A pesticide composition for pest control prepared in the examples and comparative examples was placed at 60°C, UV-A light source irradiation (intermittent irradiation, irradiation for 12h, and the light source was turned off for 12h), and 95% RH for 90 days, and the loss rate (%) of the imidazole insecticide compound was tested by HPLC method, and the data are shown in Table 2.

[0081] 3. A pesticide composition for pest control prepared in the examples and comparative examples was diluted 500 times with deionized water to obtain a pesticide dilution liquid; peanut leaves of similar size were selected, and 95-100 mites (Tetranychus cinnabarinus, Tetranychus urticae) of similar size were attached to each leaf, and one leaf was used for each treatment; the leaves with mites were immersed in the prepared pesticide dilution liquid for 5s, and the pesticide solution around the mites was absorbed with a water-absorbing paper. Two layers of filter paper were placed in a petri dish, and after being moistened with water, the above leaves were placed on the filter paper and incubated at a constant temperature (27°C), with a light-dark ratio of 14:10. The number of live mites was investigated after 24h, and the mortality rate (%) was calculated, and the data are shown in Table 2.

[0082] Table 2.

[0083]

[0084] The embodiment group containing the specific imidazole insecticidal compound, the plant-derived active ingredient and the stabilizer remains stable after long-term storage, and no abnormal phenomenon occurs; the loss degree of the effective component in the simulated harsh environment (high temperature, light, high humidity) is low, and the lethal effect on the two target mites is always at a high level. The group lacking the imidazole insecticidal compound has a significantly decreased lethal effect on the mites; the group lacking the plant-derived active ingredient has a loss rate of the effective component close to that of the embodiment group, but the lethal effect on the mites is obviously lower than that of the embodiment group; the group lacking the stabilizer has a system instability phenomenon after long-term storage, and the lethal effect on the mites is also decreased; the group using other types of insecticidal compounds to replace the specific imidazole insecticidal compound has a significantly lower lethal effect on the mites than the embodiment group, and the overall control performance and system stability are also inferior to those of the embodiment group.

[0085] Although the embodiments of the present application have been shown and described, it is to be understood that various changes, modifications, substitutions and alterations can be made to these embodiments without departing from the principles and spirit of the present application, the scope of which is defined by the appended claims and their equivalents.

Claims

1. An imidazole insecticidal compound, characterized in that, The imidazole insecticidal compound is the compound shown in Formula 1: Formula 1: ; R1 is an alkyl group with 1-5 carbon atoms, an alkoxy group with 1-5 carbon atoms, a halogen, a nitro group, or a phenyl group.

2. The imidazole insecticide compound according to claim 1, characterized in that, The alkyl group having 1-5 carbon atoms is selected from: methyl, ethyl, tert-butyl; The alkoxy group with 1-5 carbon atoms is selected from: methoxy and ethoxy.

3. The imidazole insecticidal compound according to claim 1, characterized in that, The imidazole insecticidal compound is any one of the compounds shown in the following structures: ； ； ； 。 4. A pesticide composition for the control of pests and diseases, characterized in that, The composition comprises an imidazole insecticide compound as described in any one of claims 1-3.

5. A pesticide composition for pest and disease control according to claim 4, characterized in that, The composition is prepared from the following raw materials in parts by weight: 5-10 parts of plant-derived active ingredients, 3-8 parts of imidazole insecticidal compounds, 5-15 parts of surfactants, 10-20 parts of cosolvents, 1-5 parts of stabilizers, and deionized water to a total of 100 parts. The imidazole insecticidal compound is the compound shown in Formula 1 of claim 1.

6. A pesticide composition for pest and disease control according to claim 5, characterized in that, The plant-derived active ingredients are selected from one or more combinations of azadirachtin, matrine, pyrethrin, rotenone, and eugenol.

7. A pesticide composition for pest and disease control according to claim 5, characterized in that, The surfactant is selected from one or more of the following: fatty alcohol polyoxyethylene ethers and alkyl glycosides.

8. A pesticide composition for pest and disease control according to claim 5, characterized in that, The co-solvent is selected from one or more of ethanol and acetone; The stabilizer is selected from one or more of xanthan gum, gum arabic, and magnesium aluminum silicate.

9. The preparation process of a pesticide composition for pest and disease control as described in any one of claims 5-8, characterized in that, Includes the following steps: (1) Mix all the mass parts of the cosolvent and 1 / 2 mass parts of deionized water under stirring to obtain a premixed solution; (2) Add the plant-derived active ingredient and imidazole insecticide compound to the premixed solution and stir until evenly dispersed to obtain a mixture; (3) Add the surfactant and stabilizer to the mixture, stir and mix evenly, add the remaining 1 / 2 part by mass of deionized water, continue stirring until the system is homogeneous and stable, filter, and obtain the pesticide composition for pest and disease control.

10. The preparation process of a pesticide composition for pest and disease control according to claim 9, characterized in that, Step (2) is performed under a nitrogen atmosphere.

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