WO2021068270A1 - Nanoformulation aqueuse comprenant du chlorpyriphos et son procédé de préparation - Google Patents

Nanoformulation aqueuse comprenant du chlorpyriphos et son procédé de préparation Download PDF

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Publication number
WO2021068270A1
WO2021068270A1 PCT/CN2019/111037 CN2019111037W WO2021068270A1 WO 2021068270 A1 WO2021068270 A1 WO 2021068270A1 CN 2019111037 W CN2019111037 W CN 2019111037W WO 2021068270 A1 WO2021068270 A1 WO 2021068270A1
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chlorpyrifos
nano
surfactant
water
aqueous
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PCT/CN2019/111037
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English (en)
Chinese (zh)
Inventor
郭崇友
白杰
邢刚
杨琴
高瑞花
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南京华洲药业有限公司
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Publication of WO2021068270A1 publication Critical patent/WO2021068270A1/fr

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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
    • 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
    • A01N25/30—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 characterised by the surfactants
    • 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 technical field of pesticide production and processing, and specifically relates to a nano-aqueous agent containing chlorpyrifos and a processing method thereof.
  • Chlorpyrifos molecular formula: C 9 H 11 Cl 3 NO 3 PS, chemical name: O,O-diethyl-O-(3,5,6-trichloro-2-pyridyl) phosphorothioate, It is an acetylcholinesterase inhibitor and belongs to the phosphorothioate insecticide. Chlorpyrifos 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.
  • Chlorpyrifos is insoluble in water, and its solubility in water is only 2mg/L at 25°C.
  • the pesticide formulations developed with chlorpyrifos as the original drug are mainly emulsifiable concentrates and water emulsions.
  • both emulsifiable concentrates and water emulsions contain a large amount of organic solvents. During use, organic solvents will not only cause serious harm to the environment, but also seriously affect the quality of agricultural products, accelerate food safety crisis, and endanger human health.
  • the purpose of the present invention is to solve the above-mentioned technical problems, creatively discover that certain surfactants are used, and the surfactant micellar solubilization technology is used, without the use of organic solvents to help dissolve, the use of surfactants to form nano Grade micelles carry chlorpyrifos, a pesticide component that is difficult to dissolve in water, to form a new type of nano-aqueous agent.
  • a nano-aqueous agent containing chlorpyrifos said nano-aqueous agent is made of chlorpyrifos original drug, surfactant and water as raw materials, does not contain any organic solvents, and is made by surfactant micellar solubilization technology; wherein, nano The mass percentage of chlorpyrifos in the liquid is 0.5-10%, the mass percentage of the surfactant is 5-20%, and the balance is water.
  • the mass percentage of the chlorpyrifos is 1 to 5%
  • the mass percentage of the surfactant is 5 to 20%
  • the balance is water.
  • Said surfactant is selected from fatty alcohol polyoxyethylene ether, fatty alcohol polyoxyethylene ether sodium sulfate, lauramide propyl hydroxy sulfobetaine, alkylphenol formaldehyde resin polyoxyethylene ether, tristyryl phenol polyoxyethylene ether Any one to four of oxyethylene ether phosphate, alkylphenol polyoxyethylene ether phosphate, sodium fatty acid methyl sulfonate, and sodium alcohol ether succinic acid monoester sulfonate.
  • Another object of the present invention is to provide a method for preparing chlorpyrifos-containing nano-aqueous agent. Firstly, chlorpyrifos original drug is mixed with a surfactant, and then water is added and stirred to form a surfactant micellar solution, which is the nano-chlorpyrifos-containing nano-aqueous solution. Water agent.
  • the preparation method of the chlorpyrifos-containing nano-aqueous agent includes the following steps:
  • Step (1) at room temperature (10-35°C), mix the chlorpyrifos original drug with the surfactant, and stir to make the chlorpyrifos uniformly dispersed in the surfactant;
  • Step (2) Add water and stir evenly to form a surfactant micelle solution, which is the chlorpyrifos nano-aqueous agent.
  • the stirring speed is 60-100 revolutions per second, and the stirring time is generally 0.5 h.
  • the technician can adjust the time so that the chlorpyrifos is uniformly dispersed in the surfactant.
  • the stirring speed is 60-100 revolutions per second, and the stirring time is 0.5-1 h.
  • the effective ingredients in the nano-aqueous preparations of the present invention are insoluble in water and cannot form a true true solution. Instead, they are coated with nano-scale surfactant micelles and uniformly dispersed in water to form a true solution.
  • the chlorpyrifos-containing nano-aqueous agent of the present invention is a light yellow transparent liquid, and the average particle size of the surfactant micelles is nanometer level; after entering water, it can quickly dissolve with water to form a completely transparent solution, and the dilution stability is qualified.
  • the present invention has the following beneficial effects:
  • the chlorpyrifos nano-aqueous formulation of the present invention does not contain any organic solvents, is safe and environmentally friendly, and belongs to an environment-friendly dosage form. It is not only suitable for agricultural medicine, but also suitable for sanitary medicine needs, and can be widely used in agriculture, households and public health.
  • the active ingredients of the present invention are carried by nano-sized micelles, it can form a true solution, and the formulation is more stable. It is still stable after cold storage at 0°C for 7 days and 54°C hot storage for 14 days. Chlorpyrifos will not precipitate, which is convenient for storage and has a longer shelf life. long.
  • the present invention is a nano-preparation product with extremely small drug fineness, no particle precipitation, better drug effect, and more suitable for drone application technology.
  • the nano-aqueous agent of the present invention has excellent quick-acting and sustained-acting properties, and will not cause adverse reactions such as drug damage.
  • the chlorpyrifos nano-aqueous agent of the present invention has low production cost, simple processing technology, and very good economy.
  • Figure 1 shows the state of the 2% chlorpyrifos nano-aqueous preparation prepared in Example 3 after being placed at low temperature (0°C) for 1-2 and then heated to room temperature.
  • Figure 2 shows the state of the 2% chlorpyrifos aqueous solution prepared at room temperature in Comparative Example 3 after being placed at low temperature (0°C) for 1-2 and then heated to room temperature.
  • Nano-aqueous particle size detection method use Malvern's highly sensitive nano particle size analyzer Zetasizer NanoS to measure the particle size of surfactant micelles in pesticide nano-aqueous (25°C).
  • Preparation method Weigh 10g of chlorpyrifos original drug (based on active ingredients, the same below) and 50g of fatty alcohol polyoxyethylene ether, mix the two, stir at 75 rpm for 0.5h, and add 940g of water while stirring , Continue to stir for 0.8h to obtain 1% chlorpyrifos nano-aqueous solution.
  • the nano-aqueous agent of this embodiment is a light yellow transparent liquid with a viscosity of 90 mPa ⁇ s and an average particle size of 12.5 nanometers. After entering water, 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 1.5% chlorpyrifos nano-aqueous formulation is prepared.
  • the nano-aqueous agent of this embodiment is a light yellow transparent liquid with a viscosity of 85 mPa ⁇ s and an average particle size of 15.0 nanometers. After entering water, 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 the 2% chlorpyrifos nano-aqueous preparation is prepared.
  • the nano-aqueous agent of this embodiment is a light yellow transparent liquid with a viscosity of 65 mPa ⁇ s and an average particle size of 16.8 nanometers. After entering water, 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 2.5% chlorpyrifos nano-aqueous formulation is prepared.
  • the nano-aqueous agent of this embodiment is a light yellow transparent liquid with a viscosity of 105 mPa ⁇ s and an average particle size of 16.8 nanometers. After entering water, 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% chlorpyrifos nano-aqueous formulation is prepared.
  • the nano-aqueous agent of this embodiment is a light yellow transparent liquid with a viscosity of 80 mPa ⁇ s and an average particle size of 20.2 nanometers. After entering water, 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 3.5% chlorpyrifos nano-aqueous formulation is prepared.
  • the nano-aqueous agent of this embodiment is a light yellow transparent liquid with a viscosity of 95 mPa ⁇ s and an average particle size of 23.5 nanometers. After entering water, 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 4% chlorpyrifos nano-aqueous formulation is prepared.
  • the nano-aqueous agent of this embodiment is a light yellow transparent liquid with a viscosity of 78 mPa ⁇ s and an average particle size of 19.5 nanometers. After entering water, 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 the 4.5% chlorpyrifos nano-aqueous formulation is prepared.
  • the nano-aqueous agent of this embodiment is a light yellow transparent liquid with a viscosity of 82 mPa ⁇ s and an average particle size of 21.3 nanometers. After entering water, 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 5% chlorpyrifos nano-aqueous formulation is prepared.
  • the nano-aqueous agent of this embodiment is a light yellow transparent liquid with a viscosity of 77 mPa ⁇ s and an average particle size of 22.2 nanometers. After entering water, 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.
  • the specific formula is shown in Table 1.
  • 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), chlorpyrifos will continuously precipitate and cannot be recovered after the temperature rises. It shows that the qualified chlorpyrifos nano-aqueous agent cannot be formulated with the surfactant used in the conventional aqueous agent other than the surfactant or the surfactant composition of the present invention.
  • Test agent Example 1-Example 9 Chlorpyrifos nano-aqueous formulation.
  • Control agent 40% chlorpyrifos EC (commercially available).
  • Control object cotton bollworm.
  • Test method The normal field usage of chlorpyrifos (active ingredient) is used, and the test plots are arranged in random blocks. Each plot is set up with an area of 667m 2.
  • the drone is used for spraying.
  • the width of the pesticide is 4.1m
  • the flying speed is 5m/s
  • the spraying rate is 0.9L/mu.
  • the number of cotton bollworm larvae was investigated 1 day, 3 days, 7 days, 15 days, 30 days, 45 days, and 60 days after treatment. , Methods and statistical analysis of data are carried out in accordance with the relevant standards of GB/T17980.5-2000.
  • Test agent Example 1-Example 9 Chlorpyrifos nano-aqueous formulation.
  • Control agent 40% chlorpyrifos EC (commercially available).
  • Control object wheat aphids.
  • Test method The normal field dose of chlorpyrifos (active ingredient) was used, and the dose treatment was set for three repetitions, and the random block arrangement was repeated. Each repetition was set with an area of 20m 2.
  • the knapsack sprayer was used for routine spraying, respectively, 1 day after treatment. 3 days, 7 days, 15 days, 30 days, 45 days, 60 days to investigate the number of aphids larvae, the method and data statistical analysis refer to the relevant standards of GB/T17980.79-2004.
  • the chlorpyrifos nano-aqueous agent has shown excellent quick-acting and sustained-effectiveness in the prevention and control of wheat aphids, and the effective period is more than one month. During the experiment, no adverse reactions such as drug damage were found, which has practical application value.
  • Test agent the nano-aqueous chlorpyrifos of Example 1 to Example 9.
  • Control agent 40% chlorpyrifos EC (commercially available).
  • Control object Chinese cabbage borer.
  • Test method The normal field dose of chlorpyrifos (active ingredient) was used, and the dose treatment was set for three repetitions, and the random block arrangement was repeated. Each repetition was set with an area of 20m 2.
  • the knapsack sprayer was used for routine spraying, respectively, 1 day after treatment. 3 days, 7 days, 15 days, 30 days, 45 days, 60 days to investigate the number of cabbage borer larvae, methods and data statistical analysis refer to the relevant standards of GB/T17980.14-2000.
  • the chlorpyrifos nano-aqueous agent has excellent quick-acting and lasting effect in the prevention and treatment of cabbage borer, and the effective period is more than one month. During the experiment, no adverse reactions such as drug damage were found, which has practical application value.

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  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
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Abstract

L'invention concerne une nanoformulation aqueuse comprenant du chlorpyriphos. La nanoformulation aqueuse est préparée à partir d'un matériau technique à base de chlorpyriphos, d'un tensioactif et d'eau comme matières premières en utilisant une technique de solubilisation micellaire de tensioactif, sans solvants organiques, le chlorpyriphos étant dans un pourcentage en masse de 0,5 à 10 % et le tensioactif étant dans un pourcentage en masse de 5 à 20 % dans la nanoformulation aqueuse, le reste étant de l'eau. La nanoformulation aqueuse préparée en utilisant la technique de solubilisation micellaire de tensioactif présente une excellente stabilité par rapport à une formulation de pesticide classique, comme démontré par la stabilité conservée même après un stockage à froid à 0°C pendant 7 jours et un stockage à chaud à 54°C pendant 14 jours respectivement, et sans précipitation du chlorpyriphos, ce qui est favorable au stockage et offre une durée de conservation prolongée. La nanoformulation aqueuse peut être produite à un faible coût, a un délai d'action court et une durée d'action prolongée, ne produit pas d'effets indésirables tels que la phytotoxicité, et est plus approprié pour une administration par un véhicule aérien sans pilote.
PCT/CN2019/111037 2019-10-10 2019-10-14 Nanoformulation aqueuse comprenant du chlorpyriphos et son procédé de préparation WO2021068270A1 (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
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
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
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
CN111296436A (zh) * 2020-03-24 2020-06-19 浙江新安化工集团股份有限公司 一种超低容量液剂及其制备方法和应用

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