CN113040139B - Thifluzamide nanocapsule and preparation method thereof - Google Patents
Thifluzamide nanocapsule and preparation method thereof Download PDFInfo
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- CN113040139B CN113040139B CN202110334356.9A CN202110334356A CN113040139B CN 113040139 B CN113040139 B CN 113040139B CN 202110334356 A CN202110334356 A CN 202110334356A CN 113040139 B CN113040139 B CN 113040139B
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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
- A01N25/28—Microcapsules or nanocapsules
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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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/14—Polymerisation; cross-linking
- B01J13/16—Interfacial polymerisation
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- Pest Control & Pesticides (AREA)
- Organic Chemistry (AREA)
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- Agronomy & Crop Science (AREA)
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Abstract
The invention relates to the field of nano materials, in particular to a thifluzamide nanocapsule and a preparation method thereof. The invention provides a preparation method of a thifluzamide nanocapsule, which comprises the following steps: mixing and stirring the emulsifier water phase, the thifluzamide oil phase and the reactant to obtain the thifluzamide nanocapsule. The thifluzamide nanocapsule prepared by the method has the advantages of about 100nm of particle size, good stability and capability of ensuring the effective utilization rate of pesticide.
Description
Technical Field
The invention relates to the field of nano materials, in particular to a thifluzamide nanocapsule and a preparation method thereof.
Background
Pesticides are important substances for preventing and controlling agricultural pests. However, the excessive use of agricultural chemicals affects the quality safety of agricultural products and the ecological safety, and also increases the input cost of agricultural production. Therefore, the agricultural chemical reduction action is developed in each country in the world, and the principle and the way for improving the effective utilization rate of the agricultural chemical are researched.
Thifluzamide, also called thifluzamide, with molecular formula C13H6Br2F6N2O2S belongs to thiazole amide bactericides and has strong systemic conductivity and long-lasting effect. The pure product is white powdery solid, and the solubility in water at 20 ℃ is 1.6 mg/L. Thifluzamide is a succinate dehydrogenase inhibitor, and achieves the purpose of killing thalli by inhibiting succinic dehydrogenase in tricarboxylic acid cycle of pathogenic bacteria. Thifluzamide has good control effect on various fungal diseases, and can be applied to rice, wheat, peanuts, cotton, beet, coffee, potatoes and lawns in modes of foliar spraying, seed treatment, soil treatment and the likeAnd the like. Because the water solubility of thifluzamide is poor, thifluzamide is processed into a suspending agent for use in the traditional pesticide production. However, the particle size of the suspending agent particles is more than 1-30 microns, and the suspending agent particles are unstable in the using process, so that the suspending agent particles are easy to fall off from plant leaves and run off, and the effective utilization rate of the pesticide is affected.
Disclosure of Invention
In order to solve the problems, the invention provides a thifluzamide nanocapsule and a preparation method thereof, wherein the thifluzamide nanocapsule has the advantages of about 100nm of particle size, good stability and capability of ensuring the effective utilization rate of pesticides.
In order to achieve the above purpose, the invention provides the following technical scheme:
the invention provides a preparation method of a thifluzamide nanocapsule, which comprises the following steps:
mixing and stirring the emulsifier water phase, the thifluzamide oil phase and the reactant to obtain a thifluzamide nanocapsule; the reactant comprises polyethylene glycol or/and polyvinyl alcohol; the mass ratio of the thifluzamide oil phase to the reactant to the emulsifier water phase is (2-8) to (0.5-2) to (10-20).
Preferably, the mass percentage of the emulsifier in the emulsifier water phase is 2-5%.
Preferably, the thifluzamide oil phase comprises a thifluzamide technical material and a solvent; the mass ratio of the thifluzamide technical material to the solvent is (0.5-3) to (1-5).
Preferably, the solvent comprises a mixture of two or more of isophorone diisocyanate, xylene, ethyl acetate, and methylene chloride.
Preferably, in the solvent, isophorone diisocyanate is used as a main solvent, and one or more of xylene, ethyl acetate and dichloromethane are used as auxiliary solvents; the mass ratio of the main solvent to the auxiliary solvent is (0.5-3) to (0.5-2).
Preferably, the stirring mode is magnetic stirring; the rotating speed of the magnetic stirring is 300-1000 rpm, the temperature is 20-30 ℃, and the time is 1-6 h.
Preferably, the emulsifier in the emulsifier aqueous phase comprises agricultural milk 601 and/or agricultural milk 602.
The invention provides the thifluzamide nanocapsule prepared by the preparation method, wherein the particle size of the thifluzamide nanocapsule is 50-600 nm; the mass percentage of the thifluzamide sodium in the thifluzamide nanocapsule is 0.75-32%.
Has the advantages that: the invention provides a preparation method of a thifluzamide nanocapsule, which is based on an interfacial polymerization method, wherein an emulsifier water phase and a thifluzamide oil phase are mixed, and the thifluzamide nanocapsule is obtained under the coordination of a reactant, wherein the particle size of the thifluzamide nanocapsule is about 100nm, and the thifluzamide nanocapsule has good stability; and the test results show that: after being placed for a long time, the particles do not crack, coalesce, precipitate and the like, and the particle size distribution still keeps about 100 nm. The traditional dosage form has the particle size dispersion scale in the micron scale, and the nanocapsule can keep the nanometer dispersion scale for a longer time. Because smaller particles can more easily enter the plant body through the stomata, the nanocapsule can improve the absorption capacity of plants to thifluzamide, thereby improving the effective utilization rate of pesticides.
Moreover, the method has the advantages of simple process, high reaction rate, no need of special reaction equipment and easy industrial production, and the whole reaction can be carried out at room temperature without heating or pressurizing.
Drawings
FIG. 1 is an electron micrograph of a thifluzamide nanocapsule prepared in example 1;
FIG. 2 is an electron micrograph of a thifluzamide nanocapsule prepared in example 2;
FIG. 3 is an electron micrograph of a thifluzamide nanocapsule prepared in example 3;
FIG. 4 is an electron micrograph of thifluzamide nanocapsules prepared in example 4;
FIG. 5 is an electron micrograph of a thifluzamide nanocapsule prepared in example 5;
FIG. 6 is an electron micrograph of a thifluzamide nanocapsule prepared in example 6;
FIG. 7 is a particle Size distribution diagram of thifluzamide nanocapsules, wherein a and c are particle Size distribution diagrams of thifluzamide nanocapsules before 7 days, b and d are particle Size distribution diagrams of thifluzamide nanocapsules after 7 days, and the abscissa of c and d is the particle Size (nm), the ordinate is the number percentage (%), and Size is Size.
Detailed Description
The materials used in the present invention are all those conventionally purchased by those skilled in the art, unless otherwise specified.
The invention provides a preparation method of a thifluzamide nanocapsule, which comprises the following steps:
mixing and stirring the emulsifier water phase, the thifluzamide oil phase and the reactant to obtain a thifluzamide nanocapsule; the reactant comprises polyethylene glycol or/and polyvinyl alcohol; the mass ratio of the thifluzamide oil phase to the reactant to the emulsifier water phase is (2-8) to (0.5-2) to (10-20).
Mixing and stirring an emulsifier water phase, a thifluzamide oil phase and a reactant to obtain a thifluzamide nanocapsule; the reactant comprises polyethylene glycol or/and polyvinyl alcohol; the mass ratio of the thifluzamide oil phase to the reactant to the emulsifier water phase is (2-8): 0.5-2): 10-20, preferably (2.5-7.5): 0.8-1.8): 11-19, and most preferably (3-7): 1-1.5): 12-18. In the invention, the mass percentage of the emulsifier in the emulsifier water phase is preferably 2-5%, more preferably 2.5-4.5%, and most preferably 3-4%; the emulsifier in the emulsifier water phase preferably comprises agricultural milk 601 and/or agricultural milk 602, and more preferably agricultural milk 601 or agricultural milk 602. In the present invention, the agricultural milks 601 and 602 are preferably both purchased from Haian petrochemical plants of Jiangsu province. The invention adds the emulsifier water phase to form stable liquid for the nanometer capsule mixed liquid.
The polyethylene glycol is preferably purchased from Beijing Kulyobo science and technology Limited and has the commodity number of cp 30221740; the polyvinyl alcohol is preferably purchased from Shanghai-derived leaf Biotechnology, Inc., with a product number of S14O10X 100065. When the oil phase is dispersed in the water phase, the isophorone diisocyanate and the polyethylene glycol are subjected to polycondensation reaction at an oil-water interface to form a stable emulsion containing thifluzamide nanocapsules; and the polyethylene glycol or polyvinyl alcohol can react with isophorone diisocyanate to form the nanocapsule.
In the invention, the oil phase of the thifluzamide preferably comprises a thifluzamide technical material and a solvent; the solvent preferably comprises a mixture of two or more of isophorone diisocyanate, xylene, ethyl acetate and dichloromethane; preferably, isophorone diisocyanate is used as a main solvent in the solvent, and one or more of xylene, ethyl acetate and dichloromethane are used as auxiliary solvents; the mass ratio of the main solvent to the auxiliary solvent is preferably (0.5-3): 0.5-2), more preferably (1-2.5): 0.6-1.8, and most preferably (1.2-2.4): 0.8-1.6); the mass ratio of the thifluzamide technical material to the solvent is preferably (0.5-3) to (1-5), more preferably (0.7-2.5) to (1.5-4.5), and most preferably (1-2) to (2-4). The thifluzamide technical material is preferably purchased from Hakka scene biological development Co., Ltd in Henan; the xylene is preferably purchased from Beijing chemical plant; the ethyl acetate is preferably purchased from Beijing chemical plant under the product number 20160901; the methylene chloride is preferably purchased from Beijing chemical plant; the isophorone diisocyanate is preferably available from Shanghai Merlin Biotech, Inc., cat # C10861188. In the invention, the auxiliary solvent is an organic solvent and is not easy to dissolve in water, thifluzamide is firstly dissolved in the organic solvent, and isophorone diisocyanate is added to form an oil phase. The mixing method is not limited in any way, and can be a method known to those skilled in the art.
In the invention, the mixing mode is preferably that the thifluzamide oil phase and the reactant are dripped into the emulsifier water phase; the manner of the dropwise addition is not limited in any way, and can be achieved by a manner known to those skilled in the art.
In the invention, the stirring mode is preferably magnetic stirring; the rotating speed of the magnetic stirring is preferably 300-1000 rpm, more preferably 400-900 rpm, and most preferably 500-800 rpm; the magnetic stirring temperature is preferably 20-30 ℃, more preferably 22-28 ℃, and most preferably 23-27 ℃; the time of the magnetic stirring is preferably 1-6 h, more preferably 1.5-5.5 h, and most preferably 2-5 h.
The invention provides the thifluzamide nanocapsule prepared by the preparation method, wherein the particle size of the thifluzamide nanocapsule is 50-600 nm, preferably 50-500 nm, and more preferably 80-100 nm; the mass percentage content of the thifluzamide in the thifluzamide nanocapsule is 0.75-32%, preferably 0.5-15%, and more preferably 2-6%.
The thifluzamide nanocapsule has the advantages of about 100nm of particle size and good stability, and can ensure the effective utilization rate of pesticides. Therefore, the thifluzamide nanocapsule can improve the pesticide effect.
For further illustration of the present invention, the thifluzamide nanocapsule and the preparation method thereof provided by the present invention will be described in detail with reference to the accompanying drawings and examples, which should not be construed as limiting the scope of the present invention.
Example 1
0.4g of agricultural emulsion 602 is added into 14mL of ultrapure water, and the mixture is magnetically stirred to form an emulsifier water phase, wherein the mass percentage of the emulsifier in the emulsifier water phase is 2.8%.
1g of thifluzamide technical material is added into 1g of xylene and 2g of isophorone diisocyanate and dissolved to form a thifluzamide oil phase.
The oil phase of thifluzamide and 1.5mL of polyethylene glycol were added dropwise to the aqueous phase of the emulsifier, respectively, at 25 ℃ with magnetic stirring at 500 rpm.
And magnetically stirring the mixed solution for 3 hours to form the thifluzamide nanocapsule, wherein the concentration of the thifluzamide in the thifluzamide nanocapsule is 5%.
The results are shown in FIG. 1: the size of the thifluzamide nanocapsule prepared by the method is about 80-150 nm.
Example 2
0.4g of agricultural emulsion 602 is added into 14mL of ultrapure water, and the mixture is magnetically stirred to form an emulsifier water phase, wherein the mass percentage of the emulsifier in the emulsifier water phase is 2.8%.
0.5g of thifluzamide technical material is added into 0.5g of xylene and 0.5g of isophorone diisocyanate and dissolved to form a thifluzamide oil phase.
The oil phase of thifluzamide and 1.5mL of polyethylene glycol were added dropwise to the aqueous phase of the emulsifier, respectively, at 25 ℃ with magnetic stirring at 550 rpm.
And magnetically stirring the mixed solution for 3 hours to form the thifluzamide nanocapsule, wherein the concentration of the thifluzamide sodium in the thifluzamide nanocapsule is 2.8%.
The results are shown in FIG. 2: the size of the thifluzamide nanocapsule prepared by the method is about 500-600 nm.
Example 3
0.4g of agricultural milk 602 is added into 14mL of ultrapure water, and the water phase is formed by magnetic stirring, wherein the mass percentage of the emulsifier in the water phase of the emulsifier is 2.8%.
1g of thifluzamide technical material is added into 1g of xylene and 2g of isophorone diisocyanate and dissolved to form a thifluzamide oil phase.
The oil phase of thifluzamide and 1.5mL of polyethylene glycol were each added dropwise to the aqueous phase of the emulsifier at 20 ℃ with magnetic stirring at 500 rpm.
And magnetically stirring the mixed solution for 6h to form the thifluzamide nanocapsule, wherein the concentration of the thifluzamide in the thifluzamide nanocapsule is 5%.
The results are shown in FIG. 3: the size of the thifluzamide nanocapsule prepared by the method is about 50-100 nm.
Example 4
0.4g of agricultural milk 601 is added into 15mL of ultrapure water, and the mixture is magnetically stirred to form an emulsifier water phase, wherein the mass percentage of the emulsifier in the emulsifier water phase is 2.6%.
1g of thifluzamide technical material is added into 1g of ethyl acetate and 2g of isophorone diisocyanate and dissolved to form a thifluzamide oil phase.
The oil phase of thifluzamide and 1.5mL of polyethylene glycol were each added dropwise to the aqueous phase of the emulsifier at 25 ℃ with magnetic stirring at 550 rpm.
And magnetically stirring the mixed solution for 3 hours to form the thifluzamide nanocapsule, wherein the concentration of the thifluzamide in the thifluzamide nanocapsule is 5%.
The results are shown in FIG. 4: the size of the thifluzamide nanocapsule prepared by the method is about 50-100 nm.
Example 5
0.4g of agricultural milk 601 is added into 14mL of ultrapure water, and the mixture is magnetically stirred to form an emulsifier water phase, wherein the mass percentage of the emulsifier in the emulsifier water phase is 2.8%.
1g of thifluzamide technical material is added into 1g of dichloromethane and 2g of isophorone diisocyanate and dissolved to form a thifluzamide oil phase.
The oil phase of thifluzamide and 1.5mL of polyvinyl alcohol were each added dropwise to the aqueous phase of the emulsifier at 25 ℃ with magnetic stirring at 500 rpm.
And magnetically stirring the mixed solution for 3 hours to form the thifluzamide nanocapsule, wherein the concentration of the thifluzamide in the thifluzamide nanocapsule is 5 percent.
The results are shown in FIG. 5: the size of the thifluzamide nanocapsule prepared by the method is about 50-80 nm.
Example 6
0.4g of agricultural emulsion 602 is added into 14mL of ultrapure water, and the mixture is magnetically stirred to form an emulsifier water phase, wherein the mass percentage of the emulsifier in the emulsifier water phase is 2.8%.
1g of thifluzamide technical material is added into 1g of xylene and 2g of isophorone diisocyanate and dissolved to form a thifluzamide oil phase.
The oil phase of thifluzamide and 1.5mL of polyvinyl alcohol were each added dropwise to the aqueous phase of the emulsifier at 20 ℃ with magnetic stirring at 500 rpm.
And magnetically stirring the mixed solution for 3 hours to form the thifluzamide nanocapsule, wherein the concentration of the thifluzamide in the thifluzamide nanocapsule is 5%.
The results are shown in FIG. 6: the size of the thifluzamide nanocapsule prepared by the method is about 50-80 nm.
Example 7
The thifluzamide nanocapsules of example 1 were allowed to stand at room temperature for 7 days, and then the appearance and the particle size distribution thereof in water were observed. The results are shown in FIG. 7: after being placed for 7 days, the thifluzamide nanocapsule is white emulsion in appearance, after being diluted by 40 times with water, the obvious tyndall effect can still be observed, and the particle size distribution change in water is small, which indicates that the obtained thifluzamide nanocapsule has good stability.
Although the present invention has been described with reference to the preferred embodiments, it should be understood that various changes and modifications can be made therein by those skilled in the art without departing from the spirit and scope of the invention as defined in the appended claims.
Claims (1)
1. A preparation method of a thifluzamide nanocapsule is characterized by comprising the following steps:
mixing and stirring the emulsifier water phase, the thifluzamide oil phase and the reactant to obtain a thifluzamide nanocapsule; the reactant comprises polyethylene glycol or/and polyvinyl alcohol; the mass ratio of the thifluzamide oil phase to the reactant to the emulsifier water phase is (2-8) to (0.5-2) to (10-20);
the mass percentage of the emulsifier in the emulsifier water phase is 2-5%;
the thifluzamide oil phase comprises a thifluzamide technical material and a solvent; the mass ratio of the thifluzamide technical to the solvent is (0.5-3) to (1-5);
in the solvent, isophorone diisocyanate is used as a main solvent, and one or more of xylene, ethyl acetate and dichloromethane are used as auxiliary solvents; the mass ratio of the main solvent to the auxiliary solvent is (0.5-3) to (0.5-2);
the emulsifier in the emulsifier water phase comprises agricultural milk 601 and/or agricultural milk 602;
the stirring mode is magnetic stirring; the rotating speed of the magnetic stirring is 300-1000 rpm, the temperature is 20-30 ℃, and the time is 3-6 hours.
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| CN107347881A (en) * | 2017-06-23 | 2017-11-17 | 中国农业科学院农业环境与可持续发展研究所 | A kind of pesticide nano capsules and preparation method thereof |
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| CN107347881A (en) * | 2017-06-23 | 2017-11-17 | 中国农业科学院农业环境与可持续发展研究所 | A kind of pesticide nano capsules and preparation method thereof |
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| 界面聚合法制备聚脲微胶囊;赫丽娜等;《塑料》;20131018;第第42卷卷(第05期);第87-90页 * |
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