WO2021093267A1 - Agent nano-aqueux insecticide et acaricide composite contenant de la fenpropathrine et du chlorepyrifos, et son procédé de préparation et son utilisation - Google Patents

Agent nano-aqueux insecticide et acaricide composite contenant de la fenpropathrine et du chlorepyrifos, et son procédé de préparation et son utilisation Download PDF

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WO2021093267A1
WO2021093267A1 PCT/CN2020/085541 CN2020085541W WO2021093267A1 WO 2021093267 A1 WO2021093267 A1 WO 2021093267A1 CN 2020085541 W CN2020085541 W CN 2020085541W WO 2021093267 A1 WO2021093267 A1 WO 2021093267A1
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chlorpyrifos
fenpropathrin
nano
aqueous
water
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PCT/CN2020/085541
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English (en)
Chinese (zh)
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杨琴
洪鹏
高瑞花
张宝俊
白杰
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南京华洲药业有限公司
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
    • A01N57/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic radicals

Definitions

  • the invention belongs to the field of pesticides, and relates to an insecticidal and acaricidal nano-aqueous agent with fenpropathrin and chlorpyrifos as main active ingredients, and a preparation method and application thereof.
  • Fenpropathrin (Fenpropathrin), chemical name: 2-cyano-3-phenoxybenzyl-2,2,3,3-tetramethylcyclopropane ester.
  • High-efficiency, broad-spectrum pyrethroids have contact and repellent effects, as well as stomach toxic effects.
  • it has good effects on spider mites of various crops, so it has the advantage of eliminating insects and mites. Effective against Lepidopteran larvae, and effective against Diptera or Hemiptera pests. It can be used to control pests on cotton, fruit trees, vegetables, tea and flowers.
  • Chlorpyrifos Standard molecular formula: C 9 H 11 Cl 3 NO 3 PS. Chemical name: O,O-diethyl-O-(3,5,6-trichloro-2-pyridyl) phosphorothioate.
  • Chlorpyrifos is an acetylcholinesterase inhibitor, a phosphorothioate insecticide. It has the triple effects of stomach poisoning, contact killing and fumigation. It has a good control effect on a variety of chewing and piercing-sucking mouthparts pests on rice, wheat, cotton, fruit trees, vegetables, and tea trees.
  • fenpropathrin and chlorpyrifos are difficult to dissolve in water.
  • the solubility of fenpropathrin in water at room temperature is only 0.34mg/L, and the solubility of chlorpyrifos in water at 25°C is 2mg/L; at present, fenpropathrin and chlorpyrifos are less soluble in water.
  • Conventional dosage forms are mainly emulsifiable concentrates, which contain a large amount of organic solvents, which pose safety hazards in production and cause serious harm to the environment in field use. Reducing the use of organic solvents and developing aqueous formulations are the inevitable way for the development of fenpropathrin and chlorpyrifos formulations.
  • Insecticides containing a single ingredient often have shortcomings in the prevention and control of pesticide pests: continuous use is prone to pesticide resistance, narrow insecticidal spectrum, cannot provide comprehensive protection for crops, and high pesticide costs for farmers.
  • the combination of two or more active ingredients with synergistic effect can improve the control effect, reduce the dosage of active ingredients, save costs, slow down the occurrence of pests and mite resistance, and expand the control spectrum. Insects can be cured at the same time, reducing the use cost of farmers.
  • the purpose of the present invention is to provide a composite insecticidal and acaricidal nano-aqueous agent containing fenpropathrin and chlorpyrifos.
  • the compound of fenpropathrin and chlorpyrifos in the nano-aqueous agent has a significant synergistic increase
  • the creative discovery of certain surfactants adopts surfactant micellar solubilization technology. Without the use of organic solvents, the nano-scale micelles formed by surfactants are used to carry hardly soluble water.
  • the active ingredients of fenpropathrin and chlorpyrifos are present in nano-sized particles as nano-sized particles, which are more convenient for their attachment, spreading and penetration on the target, more resistant to rain washing, and they do not contain organic solvents, which is safe and environmentally friendly.
  • a composite insecticidal and acaricidal nano-aqueous formulation containing fenpropathrin and chlorpyrifos (hereinafter referred to as fenpropathrin ⁇ chlorpyrifos composite nano-aqueous formulation), wherein the nano-aqueous formulation has fenpropathrin and chlorpyrifos as main activities
  • the ingredients are formulated with surfactants and water, wherein the nano-aqueous agent contains the following ingredients according to weight percentages: fenpropathrin and chlorpyrifos at 3% to 80%, and surfactants at 5 to 20%, The balance is water.
  • the weight ratio of fenpropathrin and chlorpyrifos is 20:1 to 1:20, preferably 1:5 to 5:1.
  • the weight percentage of fenpropathrin and chlorpyrifos is preferably 3% to 55%, and more preferably 3% to 21%.
  • the nano-aqueous agent of the present invention can only contain the active ingredients fenpropathrin and chlorpyrifos, and other components can also be added to the active ingredient during use or preparation.
  • the effective ingredients in the nano-aqueous agent can also be synergistically effective. Exist in the composition.
  • Said surfactant is selected from fatty alcohol polyoxyethylene ether, alkylphenol formaldehyde resin polyoxyethylene ether, styrylphenol polyoxyethylene ether, fatty alcohol polyoxyethylene ether phosphate, alkylphenol polyoxyethylene ether One or more combinations of phosphoric acid ester, sodium fatty acid methyl ester sulfonate, and sodium alcohol ether succinic acid monoester sulfonate.
  • the surfactant is preferably 5%-16% by weight percentage.
  • Another object of the present invention is to provide a method for preparing a composite insecticidal and concealing nano-aqueous agent containing fenpropathrin and chlorpyrifos, which includes:
  • Step (1) at room temperature (10-35°C), mix the fenpropathrin technical medicine, the chlorpyrifos technical medicine and the surfactant, and stir to make the fenpropathrin and the chlorpyrifos uniformly dispersed in the surfactant;
  • step (2) water is added under stirring and evenly stirred to form a surfactant micellar solution containing fenpropathrin and chlorpyrifos, which is a transparent nano-aqueous solution of fenpropathrin and chlorpyrifos.
  • the fenpropathrin and chlorpyrifos nano-aqueous formulations of the present invention have a transparent appearance, and the average particle size of the surfactant micelles is at the nanometer level; after entering water, they can quickly dissolve with water to form a completely transparent solution, and the dilution stability is qualified; the performance of the nano-aqueous formulations of the present invention Stable, it is still stable after cold storage at 0°C for 7 days and 54°C hot storage for 14 days, and the effective ingredients will not precipitate, which is convenient for storage.
  • step (1) the stirring speed is 60-100 revolutions per second, and the stirring time is 0.5 h.
  • the technician can adjust the time so that the fenpropathrin and chlorpyrifos are uniformly dispersed in the surfactant.
  • step (2) the stirring speed is 60-100 revolutions per second, and the stirring is continued for 0.5-1 h after adding water.
  • Another object of the present invention is to provide the use of the nano-aqueous agent for controlling pests and harmful mites on fruit trees, cotton and vegetables.
  • the pest is rice planthopper, and the pest mite is citrus red spider.
  • it can reduce the amount of use, delay the generation of insect pests and mite resistance, and improve the control effect, which is better than single-agent use, saving time and effort, saving costs, reducing environmental pollution, and reducing the burden on farmers.
  • the present invention has the following beneficial effects: (1) This application has successfully prepared a nano aqueous formulation of fenpropathrin and chlorpyrifos by adding surfactants, which overcomes the insoluble fenpropathrin and chlorpyrifos insoluble The disadvantages of water, insoluble in water; (2) The compounding of fenpropathrin and chlorpyrifos has obvious synergistic effect, which improves the control effect on harmful mites compared with single agent alone; (3) It has quick effect at the same time. (4) The combination of two active ingredients reduces the amount of pesticides used, reduces production and use costs and environmental pollution; (5) Delays the resistance of pest mites to pesticides, and its effect is significantly higher than that of its single ⁇ Agent use.
  • Figure 1 shows the 12% fenpropathrin ⁇ chlorpyrifos compound nano-aqueous formulation of Example 7.
  • Figure 2 shows the 12% fenpropathrin ⁇ chlorpyrifos compound nano-aqueous formulation of Comparative Example 2.
  • Single-dose toxicity index standard drug LC50/a single-dose LC50 ⁇ 100
  • Toxicity Index A single dose toxicity index ⁇ A single dose proportion in the mixture + B single dose toxicity index ⁇ B single dose proportion in the mixture
  • ATI Measured Toxicity Index
  • CTC measured toxicity index of the mixture (ATI)/theoretical toxicity index of the mixture (TTI) ⁇ 100
  • Co-toxicity coefficient classification when CTC is greater than 120, the mixture has synergistic effect, when CTC is less than 80, it is antagonistic, and CTC between 80-120 is additive.
  • Preparation method Weigh 20g (based on active ingredients, the same below) technical fenpropathrin, 1g (based on active ingredients, the same below) technical chlorpyrifos, and 10g styrylphenol polyoxyethylene ether, 6g fatty alcohol The polyoxyethylene ether phosphate was mixed, stirred for 0.5 h at a rotation speed of 90 revolutions/sec, and kept stirring, 63 g of water was added, and stirring was continued for 1 h to obtain 21% fenpropathrin ⁇ chlorpyrifos composite nano-aqueous agent.
  • the nano-aqueous agent of this example has a transparent and slightly yellow appearance, a viscosity of 175 mPa ⁇ s, and an average particle size of 15.2 nanometers.
  • the nano-aqueous agent of this embodiment can quickly dissolve with water to form a completely transparent solution, and the dilution stability is qualified.
  • the preparation method is the same as in Example 1, and 11% fenpropathrin ⁇ chlorpyrifos compound nano-aqueous agent is prepared.
  • the nano-aqueous agent of this example has a transparent and slightly yellow appearance, a viscosity of 165.5 mPa ⁇ s, and an average particle size of 14.8 nanometers.
  • the nano-aqueous agent of this embodiment can quickly dissolve with water to form a completely transparent solution, and the dilution stability is qualified.
  • the preparation method is the same as that in Example 1, and a 6% fenpropathrin ⁇ chlorpyrifos compound nano-aqueous agent is prepared.
  • the nano-aqueous agent of this example has a transparent and slightly yellow appearance, a viscosity of 200.5 mPa ⁇ s, and an average particle size of 17.6 nanometers.
  • the nano-aqueous agent of this embodiment can quickly dissolve with water to form a completely transparent solution, and the dilution stability is qualified.
  • the preparation method is the same as that in Example 1, and a 3% fenpropathrin ⁇ chlorpyrifos composite nano-aqueous agent is prepared.
  • the nano-aqueous agent of this example has a transparent and slightly yellow appearance, a viscosity of 180 mPa ⁇ s, and an average particle size of 19 nanometers.
  • the nano-aqueous agent of this embodiment can quickly dissolve with water to form a completely transparent solution, and the dilution stability is qualified.
  • the preparation method is the same as that in Example 1, and a 4% fenpropathrin ⁇ chlorpyrifos composite nano-aqueous agent is prepared.
  • the nano-aqueous agent of this example has a transparent and slightly yellow appearance, a viscosity of 182.5 mPa ⁇ s, and an average particle size of 16.5 nanometers.
  • the nano-aqueous agent of this embodiment can quickly dissolve with water to form a completely transparent solution, and the dilution stability is qualified.
  • the above raw materials are prepared according to the nano-aqueous preparation method to form a fenpropathrin ⁇ chlorpyrifos composite nano-aqueous preparation with a main active ingredient content of 9% by weight.
  • the nano-aqueous agent of this example has a transparent and slightly yellow appearance, a viscosity of 160 mPa ⁇ s, and an average particle size of 10.5 nanometers.
  • the nano-aqueous agent of this embodiment can quickly dissolve with water to form a completely transparent solution, and the dilution stability is qualified.
  • the preparation method is the same as that in Example 1, and a 12% fenpropathrin ⁇ chlorpyrifos composite nano-aqueous agent is prepared.
  • the nano-aqueous agent of this example has a transparent and slightly yellow appearance, a viscosity of 135 mPa ⁇ s, and an average particle size of 11.5 nanometers.
  • the nano-aqueous agent of this embodiment can quickly dissolve with water to form a completely transparent solution, and the dilution stability is qualified.
  • the preparation method is the same as in Example 1, and 11% fenpropathrin ⁇ chlorpyrifos compound nano-aqueous agent is prepared.
  • the nano-aqueous agent of this example has a transparent and slightly yellowish appearance, a viscosity of 145 mPa ⁇ s, and an average particle size of 22.0 nanometers.
  • the nano-aqueous agent of this embodiment can quickly dissolve with water to form a completely transparent solution, and the dilution stability is qualified.
  • the preparation method is the same as that in Example 1, and 10.5% fenpropathrin ⁇ chlorpyrifos compound nano-aqueous agent is prepared.
  • the nano-aqueous agent of this example has a transparent and slightly yellow appearance, a viscosity of 127.5 mPa ⁇ s, and an average particle size of 21.5 nanometers.
  • the nano-aqueous agent of this embodiment can quickly dissolve with water to form a completely transparent solution, and the dilution stability is qualified.
  • the water preparation is prepared with the commonly used auxiliary (wetting agent) in the preparation of water preparation, and the specific formula is shown in Table 3.
  • the preparation method is the same as in Example 1.
  • an aqueous solution can be prepared at room temperature (10-35°C), but when the aqueous solution is placed at a low temperature (below 0°C), the fenpropathrin and chlorpyrifos technical drugs will continue to precipitate. And it cannot be recovered after heating up. It shows that the use of surfactants other than the surfactants or conventional liquids used in the surfactant composition of the present invention cannot be used to prepare qualified fenpropathrin ⁇ chlorpyrifos composite nano-aqueous.
  • Test agent Example 1 to Example 9 of the fenpropathrin ⁇ chlorpyrifos compound nano-aqueous agent.
  • Control agent 3.5% fenpropathrin nano-aqueous, 2% chlorpyrifos nano-aqueous.
  • 3.5% fenpropathrin nano-aqueous preparation method weigh 3.5g (based on active ingredient) fenpropathrin technical, 7g fatty alcohol polyoxyethylene ether, 4g fatty acid methyl ester sulfonate sodium, 5g sorbitol After the three fatty acid ester polyoxyethylene ethers are mixed, they are stirred for 0.5 h at a rotation speed of 85 revolutions per second, and 80.5 g of water is added under stirring, and the stirring is continued for 1 h to obtain 3.5% fenpropathrin nano-aqueous agent.
  • 2% chlorpyrifos nano-aqueous preparation method weigh 2g (based on active ingredients) of chlorpyrifos original drug, 8g tristyrylphenol polyoxyethylene ether phosphate and 2g alkylphenol formaldehyde resin polyoxyethylene ether, and mix the three Then, it was stirred for 0.5 h at a rotation speed of 75 revolutions per second, 88 g of water was added under stirring, and the stirring was continued for 0.8 h to obtain 2% chlorpyrifos nano-aqueous solution.
  • Control object citrus red spider.
  • Test method The normal field dose (active ingredient) was used, the dose treatment was set for three repetitions, and the random block arrangement was repeated. Each repetition was set in an area of 30m 2 , and the experiment was sprayed with a knapsack sprayer. Investigate the number of insect populations before application, and investigate the number of remaining live insects 3 days, 7 days, 14 days, and 30 days after application, and calculate the control effect according to the following method:
  • Insect population reduction rate (%) (number of insects before application-number of insects after application) / number of insects before application ⁇ 100
  • Corrected control effect (%) (Reduction rate of insect population in the treatment area-Reduction rate of insect population in the control area) / (100-Recession rate of insect population in the control area before and after control) ⁇ 100
  • Table 4 Field test results of fenpropathrin ⁇ chlorpyrifos nano-aqueous on citrus red spider
  • the field efficacy results showed that the fenpropathrin ⁇ chlorpyrifos composite nano-aqueous agent has an excellent control effect on citrus red spiders, and the control effect is better than the direct effect of a single-dose variety.
  • Test agent Example 1 to Example 9 of the fenpropathrin ⁇ chlorpyrifos compound nano-aqueous agent.
  • Control agent 3.5% fenpropathrin nano-aqueous, 2% chlorpyrifos nano-aqueous.
  • Control object rice planthopper.
  • Test method The normal field dosage (active ingredient) was used, the dosage treatment was set for three repetitions, and the random block arrangement was repeated, and the area of each repetition was 50m 2.
  • the experiment used a knapsack sprayer to spray the whole cotton. Investigate the number of insect populations before application, and investigate the number of remaining live insects 3 days, 7 days, 14 days, and 30 days after application, and calculate the control effect according to the following method:
  • Insect population reduction rate (%) (number of insects before application-number of insects after application) / number of insects before application ⁇ 100
  • Corrected control effect (%) (Reduction rate of insect population in the treatment area-Reduction rate of insect population in the control area) / (100-Recession rate of insect population in the control area before and after control) ⁇ 100
  • the field efficacy results showed that the fenpropathrin ⁇ chlorpyrifos composite nano-aqueous agent has an excellent control effect on rice planthopper, and the control effect is better than the direct effect of the single-agent variety.

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Abstract

La présente invention concerne un agent nano-aqueux insecticide et acaricide composite contenant de la fenpropathrine et du chlorepyrifos. La composition insecticide est préparée en utilisant de la fenpropathrine et du chlorepyrifos comme ingrédients actifs insecticides et acaricides, conjointement à un tensioactif et de l'eau. Spécifiquement, le pourcentage en poids de la fenpropathrine et du chlorepyrifos est de 3 % à 80 %, le pourcentage en poids de l'adjuvant pesticide est de 5 % à 20 %, et le reste est de l'eau. Le rapport en poids de la fenpropathrine au chlorepyrifos est de 20:1 à 1:20. Dans la présente invention, les micelles de taille nanométrique formées par le tensioactif sont utilisées pour transporter de la fenpropathrine et du chlorepyrifos, qui sont faiblement solubles dans l'eau, et les ingrédients actifs sont présents dans l'agent nano-aqueux sous la forme de particules de taille nanométrique, facilitant leur adhésion, étalement et pénétration sur la cible, et le pesticide est plus résistant à l'élimination par lessivage par la pluie. La présente invention peut réguler les ravageurs homoptères, les ravageurs lépidoptères et les acariens nuisibles qui se produisent sur les cultures, et est spécialement utile pour la régulation des sauterelles du riz et des araignées rouges des agrumes, et son effet est significativement supérieur à celui d'un agent unique en son sein.
PCT/CN2020/085541 2019-11-12 2020-04-20 Agent nano-aqueux insecticide et acaricide composite contenant de la fenpropathrine et du chlorepyrifos, et son procédé de préparation et son utilisation WO2021093267A1 (fr)

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CN111011368A (zh) * 2019-11-11 2020-04-17 南京华洲药业有限公司 含高效氯氟氰菊酯和甲氨基阿维菌素苯甲酸盐的复合杀虫杀螨纳米水剂及其用途
CN110999901A (zh) * 2019-11-12 2020-04-14 南京华洲药业有限公司 含甲氰菊酯和毒死蜱的复合杀虫杀螨纳米水剂及其制备方法和用途
CN111771902A (zh) * 2019-11-12 2020-10-16 南京华洲药业有限公司 一种高效氯氟氰菊酯纳米水剂及其制备方法和应用
CN110973154A (zh) * 2019-11-13 2020-04-10 南京华洲药业有限公司 含甲氰菊酯和甲氨基阿维菌素苯甲酸盐的复合杀虫杀螨纳米水剂及其用途
CN110999902A (zh) * 2019-11-13 2020-04-14 南京华洲药业有限公司 一种含咪鲜胺的纳米水剂及其加工方法

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