CN111134116B - Emamectin benzoate water dispersible granule and preparation method thereof - Google Patents

Emamectin benzoate water dispersible granule and preparation method thereof Download PDF

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CN111134116B
CN111134116B CN202010003129.3A CN202010003129A CN111134116B CN 111134116 B CN111134116 B CN 111134116B CN 202010003129 A CN202010003129 A CN 202010003129A CN 111134116 B CN111134116 B CN 111134116B
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emamectin benzoate
percent
cyclodextrin
water dispersible
beta
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CN111134116A (en
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郑少伟
张宗俭
姚登峰
张鹏
卢忠利
张春华
杨淼
魏光
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BEIJING GRAND AGROCHEM Ltd
Central Research Institute Of China Chemical Science And Technology Co ltd
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BEIJING GRAND AGROCHEM Ltd
Central Research Institute Of China Chemical Science And Technology Co ltd
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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
    • A01N25/12—Powders or granules
    • A01N25/14—Powders or granules wettable
    • 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Wood Science & Technology (AREA)
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  • Environmental Sciences (AREA)
  • Toxicology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The invention relates to emamectin benzoate water dispersible granules and a preparation method thereof, belonging to the technical field of pesticide preparation. The emamectin benzoate water dispersible granule consists of the following components in percentage by mass: 5 to 30 percent of emamectin benzoate technical, 1 to 5 percent of anionic dispersant, 1 to 5 percent of solid wetting agent, 5 to 20 percent of modified cyclodextrin and the balance of filler are complemented to 100 percent; the modified cyclodextrin is one or more of sulfonate, carboxylate and carbamate esterified with C-2, 3, 6-site of cyclodextrin. The water dispersible granule has the advantages of good dispersibility, easy disintegration, stable performance and the like.

Description

Emamectin benzoate water dispersible granule and preparation method thereof
Technical Field
The invention relates to the technical field of pesticide preparation, and particularly provides emamectin benzoate water dispersible granules and a preparation method thereof.
Background
The water dispersible granule mainly comprises a dispersant, a wetting agent, a defoaming agent, a pH regulator, a filler and the like, and has the main properties: effective content, disintegration, dispersibility, suspension rate, persistent foaming property, pH value, normal temperature, heat storage stability and the like. The disintegration and suspension rate directly affect the quality of the drug effect, and are closely related to the properties of the effective components, the used dispersing agent, wetting agent and filler. In the same formulation, the use of different dispersing agents or wetting agents can obviously affect the performance of the preparation, and if the pesticide active ingredients, the dispersing agents, the wetting agents and the fillers are incompatible, the problems of unstable performance, caking, incapability of disintegration, reduction of suspension rate and the like of the granule preparation can be caused, so that the drug effect is affected, and the dispersing agents, the wetting agents and the fillers need to be matched with the active ingredients for use.
Emamectin benzoate is a highly effective pesticide. The raw medicine is white or light yellow crystal powder, is dissolved in acetone and methanol and is slightly soluble in water, and the melting point is 141-146 ℃. The emamectin benzoate is a novel high-efficiency semi-synthetic antibiotic insecticide synthesized from a fermentation product abamectin B1, and the high-efficiency semi-synthetic antibiotic insecticide is low in raw drug content and more in impurities, so that the disintegration is not fine and the suspension rate is reduced. Therefore, the stable preparation can be prepared only by selecting proper auxiliary agents to prepare the emamectin benzoate water dispersible granules.
Disclosure of Invention
In order to solve the problems in the prior art, the invention provides emamectin benzoate water dispersible granules and a preparation method thereof; the water dispersible granule has the advantages of good dispersibility, easy disintegration, stable performance and the like.
In order to solve the technical problems, the invention provides the following technical scheme:
on one hand, the invention provides emamectin benzoate water dispersible granules which comprise the following components in percentage by mass: 5 to 30 percent of emamectin benzoate technical, 1 to 5 percent of anionic dispersant, 1 to 5 percent of solid wetting agent, 5 to 20 percent of modified cyclodextrin and the balance of filler are complemented to 100 percent; the modified cyclodextrin is one or more of sulfonate, carboxylate and carbamate esterified with C-2, 3, 6-site of cyclodextrin.
Preferably, the emamectin benzoate water dispersible granule consists of the following components in percentage by mass: 10 to 20 percent of emamectin benzoate technical, 1 to 5 percent of anionic dispersant, 1 to 5 percent of solid wetting agent, 10 to 15 percent of modified cyclodextrin and the balance of filler are complemented to 100 percent.
Preferably, the modified cyclodextrin is one or more of sulfobutyl ether-beta-cyclodextrin, mono-6-o- (p-toluenesulfonyl) -beta-cyclodextrin, trimethyl-beta-cyclodextrin, triacetyl-beta-cyclodextrin and 3A-amino-3A-deoxy- (2AS.3AS) -beta-cyclodextrin hydrate.
Further, the anionic dispersant is one or more of lignosulfonate, polycarboxylate and naphthalene sulfonate.
Further, the solid wetting agent is one or more of sodium dodecyl benzene sulfonate, sodium dodecyl sulfate and sodium alkenyl sulfonate.
Further, the filler is one or more of corn starch, light calcium carbonate and ammonium sulfate. The adhesive has strong adsorption capacity, and can improve the suspension rate, the moisture retention type and the lubricity of a system, thereby improving the adhesive force of the whole system.
On the other hand, the invention also provides a preparation method of the emamectin benzoate water dispersible granule, which comprises the following steps:
step 1: absorbing the emamectin benzoate original drug and the filler into a jet mill for jet milling until the particle size of D90 is less than 10 mu m;
step 2: adding the crushed emamectin benzoate original drug, the filler, the anionic dispersing agent, the solid wetting agent and the modified cyclodextrin into a vacuum mixer, and uniformly mixing;
and step 3: putting the mixed raw materials into a mixing box for stirring, and adding water through a peristaltic pump to change dry materials into wet materials;
and 4, step 4: putting the wet material into an extruder for extrusion granulation;
and 5: the extruded granules were dried by passing them through a bubbling bed.
Compared with the prior art, the invention has the following beneficial effects:
(1) the emamectin benzoate water dispersible granule material is subjected to airflow crushing, the particle size of the material is less than or equal to 10 microns, the material is well dispersed in water, the suspension performance is good, and a spray head is not blocked;
(2) the dispersant and wetting agent used in the emamectin benzoate water dispersible granule are anionic solids, and the emamectin benzoate water dispersible granule is good in self-dispersion when entering water, so that the problem of difficult disintegration and dispersion is avoided;
(3) the emamectin benzoate water dispersible granule is added with the modified cyclodextrin, so that the problems that the preparation is not fine and smooth in disintegration and dead granules are easy to generate are solved.
Detailed Description
In order to make the technical problems, technical solutions and advantages to be solved by the present invention clearer, the following detailed description is given with reference to specific embodiments.
In the present invention, the materials and reagents used are not specifically described, and are commercially available.
The invention provides emamectin benzoate water dispersible granules and a preparation method thereof, and the specific embodiment is as follows.
Example 1
The emamectin benzoate water dispersible granule consists of the following components in percentage by mass: 5.7% of original drug of 73% emamectin benzoate, 1% of polycarboxylate, 1% of naphthalenesulfonate, 1.5% of sodium dodecyl benzene sulfonate, 5% of modified cyclodextrin, 20% of corn starch, 3% of light calcium and 62.8% of ammonium sulfate.
The modified cyclodextrin is sulfobutylether-beta-cyclodextrin.
The preparation method of the emamectin benzoate water dispersible granule comprises the following steps:
step 1: sucking 5.7kg of emamectin benzoate, 20kg of corn starch, 3kg of light calcium carbonate and 62.8kg of ammonium sulfate into a jet mill for jet milling, and D90The particle size is less than 10 μm.
Step 2: adding the crushed 5.7kg of emamectin benzoate technical, 20kg of corn starch, 3kg of light calcium, 62.8kg of ammonium sulfate, 1kg of polycarboxylate, 1kg of naphthalenesulfonate, 1.5kg of sodium dodecyl benzene sulfonate and 5kg of sulfobutyl ether-beta-cyclodextrin into a vacuum mixer for mixing.
And step 3: and (3) putting the mixed raw materials into a mixing box for stirring, and adding water through a peristaltic pump to change the dry materials into wet materials.
And 4, step 4: putting the wet material into an extruder for extrusion granulation;
and 5: the extruded granules were dried by passing them through a bubbling bed.
Example 2
The emamectin benzoate water dispersible granule consists of the following components in percentage by mass: 73% of original emamectin benzoate 10%, polycarboxylate 2%, naphthalenesulfonate 2%, sodium dodecyl sulfate 2.5%, modified cyclodextrin 10%, corn starch 15%, light calcium carbonate 3% and ammonium sulfate 55.5%.
The modified cyclodextrin is mono-6-o- (p-toluenesulfonyl) -beta-cyclodextrin.
The preparation method is the same as example 1.
Example 3
The emamectin benzoate water dispersible granule consists of the following components in percentage by mass: 17% of 73% of original emamectin benzoate, 2.5% of polycarboxylate, 2.5% of naphthalenesulfonate, 3% of sodium dodecyl sulfate, 15% of modified cyclodextrin, 17% of corn starch, 8% of light calcium carbonate and 35% of ammonium sulfate.
The modified cyclodextrin is trimethyl-beta-cyclodextrin.
The preparation method is the same as example 1.
Example 4
The emamectin benzoate water dispersible granule consists of the following components in percentage by mass: 20% of 73% of original emamectin benzoate, 2.5% of polycarboxylate, 2.5% of naphthalenesulfonate, 3% of sodium alkenyl sulfonate, 20% of modified cyclodextrin, 20% of corn starch, 7% of light calcium and 25% of ammonium sulfate.
The modified cyclodextrin is triacetyl-beta-cyclodextrin.
The preparation method is the same as example 1.
Example 5
The emamectin benzoate water dispersible granule consists of the following components in percentage by mass: 5% of 73% of emamectin benzoate technical, 1% of lignosulfonate, 5% of sodium alkenyl sulfonate, 5% of modified cyclodextrin and 84% of corn starch;
the modified cyclodextrin is sulfobutylether-beta-cyclodextrin.
The preparation method is the same as example 1.
Example 6
The emamectin benzoate water dispersible granule consists of the following components in percentage by mass: 30% of 73% of emamectin benzoate technical, 1% of lignosulfonate, 2% of polycarboxylate, 2% of naphthalenesulfonate, 1% of sodium dodecyl benzene sulfonate, 20% of modified cyclodextrin, 20% of corn starch and 24% of light calcium carbonate;
the modified cyclodextrin is 10% of sulfobutylether-beta-cyclodextrin and 10% of mono-6-o- (p-toluenesulfonyl) -beta-cyclodextrin.
The preparation method is the same as example 1.
To further illustrate the beneficial effects of the present invention, the following comparative examples were constructed, for reasons of space only, using example 4 as an example.
Comparative example 1
The 2.5% polycarboxylate was omitted and the make-up was done with ammonium sulfate and the other components were exactly the same as in example 4.
Comparative example 2
The 2.5% naphthalenesulfonate was omitted, made up with ammonium sulfate, and the other ingredients were exactly the same as in example 4.
Comparative example 3
The 20% modified cyclodextrin was omitted, made up with ammonium sulfate and the other components were exactly the same as in example 4.
Comparative example 4
The 20% modified cyclodextrin was replaced with 20% maltodextrin, and the contents of other components were exactly the same as in example 4.
Comparative example 5
The 20% modified cyclodextrin was replaced with 20% beta cyclodextrin, and the contents of other components were exactly the same as in example 4.
The following performance tests were performed for the above examples 1 to 6 and comparative examples 1 to 5:
1. detection of wetting Properties
The determination method comprises the following steps: 500ml of water was added to a measuring cylinder, 1g of the emamectin benzoate water dispersible granules in the above examples and comparative examples was taken in a weighing dish and quickly poured into the measuring cylinder without shaking, and the time scale for 99% of the sample to sink to the bottom of the cylinder was measured, and the results are shown in Table 1.
TABLE 1 results of measurement of wetting Properties
Figure GDA0003168358170000051
Figure GDA0003168358170000061
As can be seen from the detection data in Table 1, the emamectin benzoate water dispersible granule prepared by the invention has good dispersibility and wettability. The use of solid dispersant, wetting agent, modified cyclodextrin and filler in the formula improves the dispersibility and wettability of the preparation in water.
2. Determination of disintegration Property
The determination method comprises the following steps: 250ml of standard hard water is added into a measuring cylinder, and 1g of emamectin benzoate water dispersible granules in the above examples and comparative examples are taken. Pouring into a measuring cylinder, taking the bottom of the measuring cylinder as the center, reversing up and down at the speed of 2 s/time, and recording the disintegration times when the granules are completely disintegrated. The results are shown in Table 2.
TABLE 2 results of disintegration measurement
Figure GDA0003168358170000062
Figure GDA0003168358170000071
As can be seen from the detection data in Table 2, the emamectin benzoate water dispersible granule of the invention solves the problems of non-fine disintegration and dead granules due to the addition of the modified cyclodextrin, and has better disintegrability when matched with polycarboxylate and naphthalenesulfonate.
3. Determination of the suspension Rate
The test method comprises the following steps: 250ml of standard hard water is added into a measuring cylinder, and 1g of emamectin benzoate water dispersible granules in the above examples and comparative examples are taken. Pouring into a measuring cylinder, covering a plug, turning upside down at the speed of 2 s/time for 30 times by taking the bottom of the measuring cylinder as an axis, and standing for 30 minutes. 9/10 (i.e. 225ml) suspension of the contents was removed with a pipette within 10s-15s without shaking or picking up the sediment in the graduated cylinder.
Suspension ratio W of effective component in sample1The test results are shown in Table 3.
TABLE 3 results of suspension ratio measurement
Figure GDA0003168358170000072
The suspending rate is high, the emamectin benzoate water dispersible granules are characterized by good compatibility of auxiliaries, and the polycarboxylate, the naphthalene sulfonate and the modified cyclodextrin are matched, so that the suspending rate is high, and the effect is good. Missing one of the components, the auxiliary agent is not matched properly, and the suspension rate is reduced.
In conclusion, the modified cyclodextrin, the anionic dispersant and the solid wetting agent can generate synergistic effect with the emamectin benzoate original drug, so that the dispersibility and the suspension performance of the emamectin benzoate water dispersible granule are improved, and the emamectin benzoate water dispersible granule is not easy to precipitate, delaminate and disintegrate.
4. Field efficacy test of cabbage diamondback moth
Due to space limitation, only the field test of the emamectin benzoate water dispersible granules on the cabbage plutella xylostella in example 4 and comparative examples 1-5 is determined.
In the field test, example 4 and comparative examples 1-5 are set, and the number of the insects is investigated by repeating the treatment for 7 times with clear water, wherein each treatment is repeated for 4 times, and each treatment is divided into 28 treatment cells, and each cell is checked for 5 points. The number of worms in the test period is investigated for 4 times, the population base number is investigated before the drug is used, the number of surviving worms is investigated for 2d, 7d and 14d after the drug is used, the test data adopts a Duncan test New redevelopment test method (DMRT), and the results are shown in Table 4
TABLE 4 field test results of efficacy
Figure GDA0003168358170000081
The control effect calculation formula is as follows:
control effect (%) - (number of live insects before application-number of live insects after application) × 100/number of live insects before application
As can be seen from the test results in Table 4, the emamectin benzoate water dispersible granule of the invention has better drug effect; the data of 7d and 14d after the preparation show that the prevention effect of the water dispersible granule added with the polycarboxylate, the naphthalenesulfonate and the modified cyclodextrin which are matched with each other is better than that of the water dispersible granule of other auxiliary agents, and the water dispersible granule prepared by the invention has the advantages of fine disintegration and fine dispersion, has a continuous drug effect and has a sustained-release function.
In conclusion, the dispersant and the wetting agent used in the emamectin benzoate water dispersible granule are anionic solids, and are matched with the modified cyclodextrin for use, so that the emamectin benzoate water dispersible granule has better water-entering self-dispersibility, avoids the problem of difficult disintegration and dispersion, and has no dead granules.
While the foregoing is directed to the preferred embodiment of the present invention, it will be understood by those skilled in the art that various changes and modifications may be made without departing from the spirit and scope of the invention as defined in the appended claims.

Claims (4)

1. The emamectin benzoate water dispersible granule is characterized by comprising the following components in percentage by mass: 5 to 30 percent of emamectin benzoate technical, 1 to 5 percent of anionic dispersant, 1 to 5 percent of solid wetting agent, 5 to 20 percent of modified cyclodextrin and the balance of filler are complemented to 100 percent;
the modified cyclodextrin is one or more of sulfobutylether-beta-cyclodextrin, mono-6-o- (p-toluenesulfonyl) -beta-cyclodextrin, trimethyl-beta-cyclodextrin, triacetyl-beta-cyclodextrin and 3A-amino-3A-deoxy- (2AS.3AS) -beta-cyclodextrin hydrate;
the anionic dispersant is one or more of lignosulfonate, polycarboxylate and naphthalene sulfonate;
the solid wetting agent is one or more of sodium dodecyl benzene sulfonate, sodium dodecyl sulfate and sodium alkenyl sulfonate;
the filler is one or more of corn starch, light calcium carbonate and ammonium sulfate.
2. The emamectin benzoate water dispersible granule according to claim 1, which is characterized by consisting of the following components in percentage by mass: 10 to 20 percent of emamectin benzoate technical, 1 to 5 percent of anionic dispersant, 1 to 5 percent of solid wetting agent, 10 to 15 percent of modified cyclodextrin and the balance of filler are complemented to 100 percent.
3. The emamectin benzoate water dispersible granule according to claim 1 or 2, which is characterized by comprising the following components in percentage by mass: 20% of 73% of original emamectin benzoate, 2.5% of polycarboxylate, 2.5% of naphthalenesulfonate, 3% of sodium alkenyl sulfonate, 20% of triacetyl-beta-cyclodextrin, 20% of corn starch, 7% of light calcium carbonate and 25% of ammonium sulfate.
4. The method for preparing emamectin benzoate water dispersible granules in any one of claims 1 to 3, which is characterized by comprising the following steps:
step 1: absorbing the emamectin benzoate original drug and the filler into a jet mill for jet milling until the particle size of D90 is less than 10 mu m;
step 2: adding the crushed emamectin benzoate original drug, the filler, the anionic dispersing agent, the solid wetting agent and the modified cyclodextrin into a vacuum mixer, and uniformly mixing;
and step 3: putting the mixed raw materials into a mixing box for stirring, and adding water through a peristaltic pump to change dry materials into wet materials;
and 4, step 4: putting the wet material into an extruder for extrusion granulation;
and 5: the extruded granules were dried by passing them through a bubbling bed.
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