CN107279174B - Preparation method of efficient cyhalothrin nano pesticide - Google Patents
Preparation method of efficient cyhalothrin nano pesticide Download PDFInfo
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- CN107279174B CN107279174B CN201610592950.7A CN201610592950A CN107279174B CN 107279174 B CN107279174 B CN 107279174B CN 201610592950 A CN201610592950 A CN 201610592950A CN 107279174 B CN107279174 B CN 107279174B
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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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
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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
- A01N25/26—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 in coated particulate form
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Abstract
The invention discloses a preparation method of efficient cyhalothrin nano pesticide, belonging to the technical field of agricultural chemicals preparation. The preparation method adopts amphiphilic copolymer to form nano-sized micelle with obvious core-shell structure by self-assembly in aqueous solution, and prepares the nano pesticide by the physical action of organic solvent and polyvinyl alcohol. The preparation method is simple and convenient, the raw materials are easy to obtain, the used solvent is water, the pollution is small, the cost is low, the used amphiphilic copolymer has good environmental compatibility, the amphiphilic copolymer is biodegradable and has no residual risk, the degradation product can be absorbed and utilized by crops, the nano pesticide has small and uniform particle size and good permeability, a certain slow release effect is realized, the lasting period of the pyrethroid pesticide is prolonged, and the using dose of the pesticide is reduced.
Description
Technical Field
The invention belongs to the technical field of agricultural chemical preparation, and particularly relates to a preparation method of efficient cyhalothrin nano pesticide.
Background
Pyrethroid type medicines are broad-spectrum insecticides for preventing and controlling various sanitary pests and field pests, generally have better pesticide effect than traditional insecticides such as organophosphorus and carbamate, mainly have contact killing effect and stomach toxicity effect. When the medicine enters the insect body, the normal physiological signal conduction of insect nerves can be excited or blocked, so that the insect nerves produce nervous symptoms and die.
The efficient cyhalothrin is called as cyhalothrin, cyhalothrin and the like, and has the chemical name: the 3- (2-chloro-3, 3, 3-trifluoropropenyl) -2, 2-dimethyl cyclopropane carboxylic acid alpha-cyano-3-phenoxybenzyl ester has wide insecticidal spectrum, higher activity and quick drug effect, is resistant to rain wash after being sprayed, but is easy to generate resistance to the 3- (2-chloro-3, 3, 3-trifluoropropenyl) -2, 2-dimethyl cyclopropane carboxylic acid alpha-cyano-3-phenoxybenzyl ester after being used for a long time, has certain control effect on pests and harmful mites of piercing-sucking mouthparts, and increases the using dosage of the mites by 1 to 2 times compared with the conventional dosage. Is suitable for pests of peanuts, soybeans, cotton, fruit trees and vegetables.
The formulation of the high-efficiency cyhalothrin registered in China is mostly missible oil and aqueous emulsion, and the few formulations are microemulsion and suspending agent. These formulations are more or less added with some environmentally risky organic solvents and surfactants during processing. With the improvement of the environmental requirements of people, the pesticide preparation develops towards the water-based and sustained and controlled release direction. The nano pesticide is one of the current new formulations, and compared with the traditional formulation, the nano pesticide has the advantages of smaller particle size, larger specific surface area, better passive targeting property, and better permeability and dispersibility.
Disclosure of Invention
The invention aims to provide a preparation method of efficient cyhalothrin nano pesticide. According to the principle that the amphiphilic copolymer can form nano-sized micelles with obvious core-shell structures in aqueous solution through self-assembly, pesticide molecules are loaded in the nanocapsules, so that the targeted delivery and controlled release of the pesticide are realized, the use effect of the pesticide is improved, and the application amount of the pesticide is reduced. A preparation method of efficient cyhalothrin nano pesticide comprises the following steps:
adding efficient cyhalothrin into an organic solution of an amphiphilic copolymer, dropwise adding the solution into a polyvinyl alcohol solution after ultrasonic dissolution, wherein the volume ratio of the organic solution to the polyvinyl alcohol solution is (0.5-2): 10, stirring uniformly, then ultrasonically crushing the mixed solution to obtain an oil-in-water emulsion, and rotationally evaporating to remove the organic solvent to obtain the nano preparation of the efficient cyhalothrin; or centrifuging the oil-in-water emulsion, and freeze-drying to obtain solid lambda-cyhalothrin nanometer preparation;
or respectively dissolving the efficient cyhalothrin and the amphiphilic copolymer in an organic solvent, dripping the organic solvent and the amphiphilic copolymer into deionized water, uniformly stirring to form a drug-loaded micelle solution, and rotationally evaporating to remove the organic solvent to obtain the nano preparation of the efficient cyhalothrin; or centrifuging the drug-loaded micelle solution, and freeze-drying to obtain the solid efficient cyhalothrin nano preparation.
The polyvinyl alcohol solution is a polyvinyl alcohol solution with the mass fraction of 1%.
The mass percentage of the efficient cyhalothrin in the nano pesticide is 2-30%.
The amphiphilic copolymer is one or a mixture of chitosan-polylactic acid graft copolymer and kelp oligosaccharide-polylactic acid graft copolymer.
The mass ratio of the lambda-cyhalothrin to the amphiphilic copolymer is 1 (5-200).
The organic solution is one or more of petroleum ether, hexane, diethyl ether, dichloromethane, chloroform, carbon disulfide, methanol and acetone.
The nano preparation of the high-efficiency cyhalothrin has the nano carrier drug-loading rate of 10-40%, the grain diameter of 50-200nm and the coating rate of 70-95%.
The application of the prepared efficient cyhalothrin nano pesticide in preventing and treating sanitary pests and field pests.
The obtained nano-preparation of lambda-cyhalothrin can be applied by a conventional method such as spraying.
The invention has the beneficial effects that: the preparation method is simple and convenient, and the raw materials are easy to obtain; the solvent used in the invention is water, so that the pollution is little and the cost is low; the amphiphilic copolymer used in the invention has good environmental compatibility, is biodegradable, has no residual risk, and the degradation product can be absorbed and utilized by crops to enhance the immunocompetence; the nano pesticide prepared by the invention has the advantages of small and uniform particle size, good permeability and certain slow release effect, prolongs the lasting period of the pyrethroid pesticide and reduces the using dose of the pesticide.
Detailed Description
The present invention is further illustrated by the following specific examples.
Example 1
Adding 2% of high-efficiency cyhalothrin into 0.5-10% of dichloromethane solution of chitosan-polylactic acid graft copolymer according to the mass ratio of 1:5 of the medicine to the amphiphilic copolymer, dropwise adding the mixture into 1% of polyvinyl alcohol (PVA) solution (the volume ratio of the two solutions is 1:10) after the mixture is completely dissolved by ultrasonic, stirring the mixture for 10min at the rotating speed of 500r/min, carrying out ultrasonic crushing on the mixed solution for 5min to obtain an oil-in-water (W/O) emulsion, and carrying out rotary evaporation to remove an organic solvent to obtain a nano preparation of the high-efficiency cyhalothrin with the drug loading of 10-30% and the particle size of 80-150nm, wherein the coating rate is more than 75%. Or centrifuging the nanometer preparation, and freeze drying to obtain solid nanometer preparation of lambda-cyhalothrin.
The nano pesticide prepared by the embodiment has the advantages of small and uniform particle size, good permeability and certain slow release effect, prolongs the lasting period of the pyrethroid pesticide, and reduces the using dose of the pesticide, wherein the lasting period can reach 6 months.
Example 2
Accurately weighing efficient cyhalothrin and chitosan-polylactic acid graft copolymer, respectively dissolving in acetone, and dissolving by ultrasonic wave to obtain acetone solutions with concentrations of 1mg/mL and 10mg/mL respectively. Mixing the medicine and the amphiphilic copolymer according to the mass ratio of 1:5, dripping the mixture into 10mL of ionized water, stirring the mixture at the rotating speed of 500r/min for 10min, uniformly stirring the mixture to form a medicine-carrying micelle solution with opal, and rotationally evaporating the solution to remove the organic solvent to prepare a 60-130nm efficient cyhalothrin nano preparation with the medicine-carrying capacity of 20-40%, wherein the coating rate is more than 80%. Or centrifuging the nanometer preparation, and freeze drying to obtain solid nanometer preparation of lambda-cyhalothrin.
The nano pesticide prepared by the embodiment has the advantages of small and uniform particle size, good permeability and certain slow release effect, prolongs the lasting period of the pyrethroid pesticide, and reduces the using dose of the pesticide, wherein the lasting period can reach 6 months.
Example 3
Adding 4% of high-efficiency cyhalothrin into 1-10% of a chloroform solution of a chitosan-polylactic acid graft copolymer according to the mass ratio of 1:50 of the medicine to the amphiphilic copolymer, dropwise adding the high-efficiency cyhalothrin into 1% of a polyvinyl alcohol (PVA) solution after completely dissolving the high-efficiency cyhalothrin by ultrasonic waves (the volume ratio of the two solutions is 1:10), stirring the mixture for 8min at the rotating speed of 600r/min, carrying out ultrasonic crushing on the mixed solution for 3min to obtain an oil-in-water (W/O) emulsion, and carrying out rotary evaporation to remove an organic solvent to obtain a 70-120nm high-efficiency cyhalothrin nano preparation with the medicine loading rate of more than 85%. Or centrifuging the nanometer preparation, and freeze drying to obtain solid nanometer preparation of lambda-cyhalothrin.
The nano pesticide prepared by the embodiment has the advantages of small and uniform particle size, good permeability and certain slow release effect, prolongs the lasting period of the pyrethroid pesticide, and reduces the using dose of the pesticide, wherein the lasting period can reach 7 months.
Example 4
Accurately weighing efficient cyhalothrin and chitosan-polylactic acid graft copolymer, respectively dissolving in methanol, and dissolving with ultrasonic wave to obtain acetone solutions with concentrations of 0.5mg/mL and 5mg/mL respectively. Mixing the medicine and the amphiphilic copolymer according to the mass ratio of 1:10, dripping into 20mL of ionized water, stirring at the rotating speed of 700r/min for 10min, uniformly stirring to form a medicine-carrying micelle solution with opal, and rotationally evaporating to remove the organic solvent to obtain a 70-130nm efficient cyhalothrin nano preparation with the medicine-carrying capacity of 25-40%, wherein the coating rate is more than 83%. Or centrifuging the nanometer preparation, and freeze drying to obtain solid nanometer preparation of lambda-cyhalothrin.
The nano pesticide prepared by the embodiment has the advantages of small and uniform particle size, good permeability and certain slow release effect, prolongs the lasting period of the pyrethroid pesticide, and reduces the using dose of the pesticide, wherein the lasting period can reach 6 months.
Example 5
Adding 2% of high-efficiency cyhalothrin into 0.5-10% of dichloromethane solution of kelp oligosaccharide-polylactic acid graft copolymer according to the mass ratio of 1:5 of the medicine to the amphiphilic copolymer, dropping into 1% of polyvinyl alcohol (PVA) solution after completely dissolving by ultrasonic treatment (the volume ratio of the two solutions is 1:10), stirring at the rotating speed of 500r/min for 10min, carrying out ultrasonic crushing on the mixed solution for 5min to obtain oil-in-water (W/O) emulsion, and carrying out rotary evaporation to remove organic solvent to obtain the 80-150nm high-efficiency cyhalothrin nano preparation with the drug loading of 10-30%, wherein the coating rate is more than 75%. Or centrifuging the nanometer preparation, and freeze drying to obtain solid nanometer preparation of lambda-cyhalothrin.
The nano pesticide prepared by the embodiment has the advantages of small and uniform particle size, good permeability and certain slow release effect, prolongs the lasting period of the pyrethroid pesticide, and reduces the using dose of the pesticide, wherein the lasting period can reach 6 months.
Example 6
Accurately weighing efficient cyhalothrin and the kelp oligosaccharide-polylactic acid graft copolymer, respectively dissolving in methanol, and dissolving by ultrasonic wave to obtain acetone solutions with the concentrations of 1mg/mL and 10mg/mL respectively. Mixing the medicine and the amphiphilic copolymer according to the mass ratio of 1:5, dripping the mixture into 10mL of ionized water, stirring the mixture at the rotating speed of 500r/min for 10min, uniformly stirring the mixture to form a medicine-carrying micelle solution with opal, and rotationally evaporating the solution to remove the organic solvent to prepare a 60-130nm efficient cyhalothrin nano preparation with the medicine-carrying capacity of 20-40%, wherein the coating rate is more than 80%. Or centrifuging the nanometer preparation, and freeze drying to obtain solid nanometer preparation of lambda-cyhalothrin.
The nano pesticide prepared by the embodiment has the advantages of small and uniform particle size, good permeability and certain slow release effect, prolongs the lasting period of the pyrethroid pesticide, and reduces the using dose of the pesticide, wherein the lasting period can reach 7 months.
Example 7
Adding 4% of high-efficiency cyhalothrin into 1-10% of a trichloromethane solution of a kelp oligosaccharide-polylactic acid graft copolymer according to the mass ratio of 1:50 of the medicine to the amphiphilic copolymer, dropwise adding the obtained product into 1% of a polyvinyl alcohol (PVA) solution after completely dissolving the obtained product by ultrasonic treatment (the volume ratio of the two solutions is 1:10), stirring the obtained product for 8min at the rotating speed of 600r/min, carrying out ultrasonic crushing on the mixed solution for 3min to obtain an oil-in-water (W/O) emulsion, and carrying out rotary evaporation to remove an organic solvent to obtain a 70-120nm high-efficiency cyhalothrin nano preparation with the medicine loading of 15-40%, wherein the coating rate is more than 85%. Or centrifuging the nanometer preparation, and freeze drying to obtain solid nanometer preparation of lambda-cyhalothrin.
The nano pesticide prepared by the embodiment has the advantages of small and uniform particle size, good permeability and certain slow release effect, prolongs the lasting period of the pyrethroid pesticide, and reduces the using dose of the pesticide, wherein the lasting period can reach 7 months.
Example 8
Accurately weighing efficient cyhalothrin and the kelp oligosaccharide-polylactic acid graft copolymer, respectively dissolving in acetone, and dissolving by ultrasonic wave to obtain acetone solutions with the concentrations of 0.5mg/mL and 5mg/mL respectively. Mixing the medicine and the amphiphilic copolymer according to the mass ratio of 1:10, dripping into 20mL of ionized water, stirring at the rotating speed of 700r/min for 10min, uniformly stirring to form a medicine-carrying micelle solution with opal, and rotationally evaporating to remove the organic solvent to obtain a 70-130nm efficient cyhalothrin nano preparation with the medicine-carrying capacity of 25-40%, wherein the coating rate is more than 83%. Or centrifuging the nanometer preparation, and freeze drying to obtain solid nanometer preparation of lambda-cyhalothrin.
The nano pesticide prepared by the embodiment has the advantages of small and uniform particle size, good permeability and certain slow release effect, prolongs the lasting period of the pyrethroid pesticide, and reduces the using dose of the pesticide, wherein the lasting period can reach 7 months.
Example 9
Adding 2% of efficient cyhalothrin into a dichloromethane solution of a mixture (mass ratio of 1:1) of 0.5-10% of chitosan-polylactic acid graft copolymer and kelp oligosaccharide-polylactic acid graft copolymer according to the mass ratio of 1:5 of the medicine to the amphiphilic copolymer, dropwise adding the dichloromethane solution into a 1% polyvinyl alcohol (PVA) solution after completely dissolving the mixture by ultrasound (the volume ratio of the two solutions is 1:10), stirring the mixture for 15min at the rotating speed of 500r/min, ultrasonically crushing the mixed solution for 8min to obtain an oil-in-water (W/O) emulsion, and rotationally evaporating the emulsion to remove an organic solvent to obtain an 85-140nm efficient cyhalothrin nano preparation with the medicine loading of 20-30%, wherein the coating rate is more than 75%. Or centrifuging the nanometer preparation, and freeze drying to obtain solid nanometer preparation of lambda-cyhalothrin.
The nano pesticide prepared by the embodiment has the advantages of small and uniform particle size, good permeability and certain slow release effect, prolongs the lasting period of the pyrethroid pesticide, and reduces the using dose of the pesticide, wherein the lasting period can reach 8 months.
Example 10
Accurately weighing a mixture (mass ratio is 1:1) of the efficient cyhalothrin, the chitosan-polylactic acid graft copolymer and the laminaran oligosaccharide-polylactic acid graft copolymer, respectively dissolving the mixture in acetone, and preparing acetone solutions with the concentrations of 1mg/mL and 10mg/mL after ultrasonic dissolution. Mixing the medicine and the amphiphilic copolymer according to the mass ratio of 1:5, dripping the mixture into 15mL of ionized water, stirring the mixture at the rotating speed of 600r/min for 10min, uniformly stirring the mixture to form a medicine-carrying micelle solution with opal, and rotationally evaporating the solution to remove the organic solvent to prepare a 60-130nm efficient cyhalothrin nano preparation with the medicine-carrying capacity of 20-40%, wherein the coating rate is more than 80%. Or centrifuging the nanometer preparation, and freeze drying to obtain solid nanometer preparation of lambda-cyhalothrin.
The nano pesticide prepared by the embodiment has the advantages of small and uniform particle size, good permeability and certain slow release effect, prolongs the lasting period of the pyrethroid pesticide, and reduces the using dose of the pesticide, wherein the lasting period can reach 8 months.
Comparative example 1
Adding 2% of efficient cyhalothrin into 0.5-10% of a dichloromethane solution of a starch-polylactic acid graft copolymer according to the mass ratio of the medicine to the amphiphilic copolymer of 1:5, dropwise adding the dissolved efficient cyhalothrin into 1% of a polyvinyl alcohol (PVA) solution after completely dissolving the mixture by ultrasonic waves (the volume ratio of the two solutions is 1:10), stirring the mixture for 10min at the rotating speed of 500r/min, carrying out ultrasonic crushing on the mixed solution for 5min to obtain an oil-in-water (W/O) emulsion, and carrying out rotary evaporation to remove an organic solvent to obtain an 80-150nm efficient cyhalothrin nano preparation with the medicine loading of 10-30%, wherein the coating rate is more than 75%. Or centrifuging the nanometer preparation, and freeze drying to obtain solid nanometer preparation of lambda-cyhalothrin.
The nano pesticide prepared by the embodiment has the advantages of large particle size, poor permeability, no slow release effect and 1 month of lasting period.
Comparative example 2
Adding 2% of efficient cyhalothrin into 0.5-10% of dichloromethane solution of polylactic-co-glycolic acid according to the mass ratio of the medicine to the amphiphilic copolymer of 1:5, dropwise adding the dissolved efficient cyhalothrin into 1% of polyvinyl alcohol (PVA) solution (the volume ratio of the two solutions is 1:10) after completely dissolving by ultrasound, stirring for 10min at the rotating speed of 500r/min, carrying out ultrasonic crushing on the mixed solution for 5min to obtain an oil-in-water (W/O) emulsion, and carrying out rotary evaporation to remove an organic solvent to obtain an 80-150nm efficient cyhalothrin nano preparation with the medicine loading of 10-30%, wherein the coating rate is more than 75%. Or centrifuging the nanometer preparation, and freeze drying to obtain solid nanometer preparation of lambda-cyhalothrin.
The nano pesticide prepared by the embodiment has the advantages of large particle size, poor permeability, no slow release effect and 1 month of lasting period.
Claims (5)
1. The preparation method of the efficient cyhalothrin nano pesticide is characterized by comprising the following steps of:
respectively dissolving the efficient cyhalothrin and the amphiphilic copolymer in an organic solvent, dripping the organic solvent and the amphiphilic copolymer into deionized water, uniformly stirring to form a drug-loaded micelle solution, and performing rotary evaporation to remove the organic solvent to obtain a nano preparation of the efficient cyhalothrin; or centrifuging the drug-loaded micelle solution, freeze-drying to obtain the solid nano-preparation of the lambda-cyhalothrin,
the amphiphilic copolymer is a mixture of chitosan-polylactic acid graft copolymer and kelp oligosaccharide-polylactic acid graft copolymer.
2. The method for preparing efficient cyhalothrin nano pesticide according to claim 1, wherein the efficient cyhalothrin in the nano pesticide is 2-30% by mass.
3. The preparation method of the lambda-cyhalothrin nano pesticide as claimed in claim 1, wherein the mass ratio of the lambda-cyhalothrin to the amphiphilic copolymer is 1 (5-200).
4. The method for preparing efficient cyhalothrin nano pesticide as claimed in claim 1, wherein the organic solution is one or more of petroleum ether, hexane, diethyl ether, dichloromethane, chloroform, carbon disulfide, methanol and acetone.
5. The use of the lambda-cyhalothrin nano pesticide prepared in the claim 1 for preventing and controlling sanitary pests and field pests.
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| CN109769803A (en) * | 2017-11-14 | 2019-05-21 | 北京纳威克生物科技开发有限公司 | A kind of pesticide polyelectrolyte nano-micelle and preparation method thereof |
| CN107853299B (en) * | 2017-12-03 | 2020-09-22 | 中国农业科学院农业环境与可持续发展研究所 | Preparation method of leaf surface affinity type pesticide nano drug-loading system |
| CN109010840B (en) * | 2018-09-29 | 2021-01-19 | 清华大学 | Preparation method of amphiphilic biodegradable drug-loaded micelle |
| CN109601532A (en) * | 2018-12-21 | 2019-04-12 | 太原科技大学 | The anti-target slow-release nano-pesticide formulation and the preparation method and application thereof to eliminate aphis |
| CN111771902A (en) * | 2019-11-12 | 2020-10-16 | 南京华洲药业有限公司 | Efficient cyhalothrin nano water aqua and preparation method and application thereof |
| CN111903694A (en) * | 2020-08-04 | 2020-11-10 | 北京宇悦生物科技有限公司 | Pesticide nano carrier system for preventing and controlling pine cone pests and preparation method thereof |
| CN111937869A (en) * | 2020-08-18 | 2020-11-17 | 浙江工业大学 | Cyhalothrin microsphere and preparation method thereof |
| CN111919842A (en) * | 2020-09-07 | 2020-11-13 | 中南大学深圳研究院 | Preparation method of size-adjustable nano pesticide |
| CN115885989B (en) * | 2022-10-20 | 2024-05-03 | 河北农业大学 | Sustained-release pyrethroid nanoparticle and preparation method and application thereof |
| CN115644175B (en) * | 2022-11-14 | 2023-11-10 | 中国农业科学院农产品加工研究所 | Preparation method of nano-embedded pesticide and nano-embedded pesticide |
| CN116210686B (en) * | 2023-01-13 | 2024-03-08 | 天津市汉邦植物保护剂有限责任公司 | Copper gluconate preparation and preparation method thereof |
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