CN110150283B - Spirodiclofen suspending agent and preparation method thereof - Google Patents

Spirodiclofen suspending agent and preparation method thereof Download PDF

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CN110150283B
CN110150283B CN201910445509.XA CN201910445509A CN110150283B CN 110150283 B CN110150283 B CN 110150283B CN 201910445509 A CN201910445509 A CN 201910445509A CN 110150283 B CN110150283 B CN 110150283B
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spirodiclofen
agent
suspension
suspending agent
preservative
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CN110150283A (en
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郭勇飞
张小军
张凯
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SINO-AGRI LEADING BIOSCIENCES CO LTD
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SINO-AGRI LEADING BIOSCIENCES 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
    • A01N25/02—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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
    • A01N43/12—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings condensed with a carbocyclic ring

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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)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Toxicology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The invention relates to a spirodiclofen suspending agent and a preparation method thereof, which have better control effect on red spider mites, yellow spider mites, ticks, yellow tea mites, tetranychus cinnabarinus, tetranychus urticae and the like, and can be used for controlling mite pests of fruit trees such as oranges and grapes and solanaceae crops such as eggplants, peppers, tomatoes and the like. The active ingredients of the preparation are 1-24% of Spirodiclofen (Spirodiclofen), and the balance is agriculturally acceptable dispersing agent, wetting agent, defoaming agent, thickening agent, preservative, antifreezing agent, deionized water and the like in percentage by weight.

Description

Spirodiclofen suspending agent and preparation method thereof
Technical Field
The invention belongs to the technical field of pesticides, and particularly relates to a spirodiclofen suspending agent and a preparation method thereof.
Background
Spirodiclofen (spirodiclofen) is the first spirocyclic tetronic acid acaricide developed and developed by Bayer company, and is discovered and developed by Bayer company on the basis of screening herbicides. In recent years, the sale of spirodiclofen is increasing year by year, and is the highest variety in acaricides. The spirodiclofen belongs to a growth and development inhibitor, has contact killing effect and no systemic activity. Compared with the acaricide which is knocked down rapidly, the acaricide has slower drug effect; compared with chitin insect regulator acaricide, the pesticide effect is faster. But the spirodiclofen has longer lasting period and can be used together with quick-acting acaricide. The spirodiclofen has completely different action mechanisms with the existing acaricide, has no cross resistance with other acaricides, and has wide application prospect.
The spirodiclofen suspension has the main dosage form of a suspending agent at present, wherein an important index of the suspending agent is the suspension rate, the drug effect is relatively high when the suspension rate is high, and the spirodiclofen suspension has the main problem that the particle size is increased in a heat storage acceleration test (54 ℃, 14d, which is usually used for predicting the stability of a pesticide preparation in a storage period of 2 years), and the suspension rate of the spirodiclofen suspension is reduced rapidly along with the increase of the particle size. Therefore, the formula of the spirodiclofen suspending agent capable of effectively controlling the particle size increase in the storage process is urgently needed, so that the stability of a preparation system and the full exertion of the drug effect are facilitated.
Disclosure of Invention
The invention aims to provide a spirodiclofen suspending agent and a preparation method thereof, which solve the problem of particle size increase in a heat storage test process and obtain higher suspension rate, thereby realizing the stability and good prevention and control effect of a product.
The spirodiclofen suspending agent provided by the invention comprises 1-24% of spirodiclofen as an active ingredient, 1-5% of agriculturally acceptable dispersant, 0.5-1% of wetting agent, 0.1-0.5% of defoaming agent, 0.1-0.6% of thickening agent, 0.1-0.3% of preservative, 5-10% of antifreezing agent and the balance of deionized water to 100% by weight;
in the spirodiclofen suspending agent, the dispersant can be sulfate dispersant, and specifically can be at least one of Soprophor FD, Polystep B21, sipon PD and Alipal CO 433;
the wetting agent can be a block polyether wetting agent, and specifically can be at least one of Pluronic PE 10500, Dowfax D-800, Emulsogen EP 4901 and Atlas G-5000;
the defoaming agent can be polysiloxane defoaming agent, and concretely can be Sag 1522;
the thickener may be xanthan gum, magnesium aluminum silicate or a mixture thereof.
The preservative may be cason, 1, 2-benzisothiazolin-3-one, or a mixture thereof. The anti-freezing agent may be at least one of ethylene glycol, propylene glycol, glycerin, and urea. The spirodiclofen suspending agent can be any one of the following 1) to 5):
1) the composition comprises the following components in percentage by mass:
Figure GDA0002955937350000021
2) the composition comprises the following components in percentage by mass:
Figure GDA0002955937350000022
3) the composition comprises the following components in percentage by mass:
spirodiclofen original drug (active ingredient) 10%
sipon PD (sulfate dispersant) 3%
Emulsogen EP 4901 (Block polyether wetting agent) 1%
Sag 1522 (silicone defoamer) 0.2%
Xanthan gum (thickener) 0.18%
0.18 percent of magnesium aluminum silicate
0.18 percent of 1, 2-benzisothiazolin-3-one (preservative)
5 percent of urea (antifreezing agent)
Deionized water to make up 100%;
4) the composition comprises the following components in percentage by mass:
Figure GDA0002955937350000031
5) the composition comprises the following components in percentage by mass:
Figure GDA0002955937350000032
the spirodiclofen suspending agent is prepared by a method comprising the following steps:
1) firstly, uniformly mixing deionized water, a dispersing agent, a wetting agent, a defoaming agent and an antifreezing agent, then adding the spirodiclofen original drug, and uniformly stirring;
2) grinding the mixed solution obtained in the step 1) until the particle size D50 is 3 μm;
3) adding a thickener containing a preservative prepared in advance into the base material prepared in the step 2), and uniformly mixing.
In the step 2), the grinding is carried out by using a sand grinding method, and the temperature is controlled below 40 ℃ during the grinding process.
Compared with the prior art, the spirodiclofen suspending agent with less particle size increase is obtained by screening proper dispersing agents and wetting agents and other agriculturally acceptable raw materials and combining the sulfate dispersing agents and the block polyether wetting agents, the problem that the suspension rate of the spirodiclofen suspending agent is reduced in the storage process is solved, and the stability of products and the prevention and treatment effect are improved.
Detailed Description
The present invention will be described below with reference to specific examples, but the present invention is not limited thereto.
The experimental methods used in the following examples are all conventional methods unless otherwise specified; reagents, materials and the like used in the following examples are commercially available unless otherwise specified.
Soprophor FD used in the following examples was obtained from Soervix; pluronic PE 10500 was purchased from Pasteur applications chemical Co., Ltd; polystep B21 was purchased from Spandex; dowfax D-800 is available from Dow chemical; sipon PD was purchased from wenzhou chemical plant; atlas G-5000 was purchased from Poa Dachemia; emulsogen EP 4901 was purchased from Claien chemical Co., Ltd; other raw materials are readily available on the market.
Example 1, 1% spirodiclofen suspension
Figure GDA0002955937350000041
Weighing raw spirodiclofen and other materials according to the formula in example 1, and grinding the materials except the preservative and the thickening agent to a particle size D in a laboratory by using a small vertical sand mill50About 3 mu m, adding a pre-prepared thickener containing a preservative into the grinding base material, and uniformly stirring to obtain the spirodiclofen suspending agent.
The test was carried out as follows: 1. the mass fraction of the effective components and the mass fraction of the spirodiclofen suspending agent are measured by adopting a high performance liquid chromatography; pH, pH of the spirodiclofen suspension according to CIPAC MT 75.3; 3. the suspension rate and the suspension rate test method of the spirodiclofen suspension agent are carried out according to CIPAC MT 184; 4. wet sieve test, wet sieve test of spirodiclofen suspension, according to CIPAC MT 185; 5. permanent foaming, permanent foaming of the spirodiclofen suspension according to CIPAC MT 47.2; 6. heat storage stability, the heat storage stability of spirodiclofen was carried out as in GB/T19136-2003 2.3 (54 ℃, 14d), the data after heat storage being mainly tested for suspension rate and particle size; 7. pourability the pourability of the spirodiclofen suspension was carried out according to CIPAC MT 148.1.
The quality specifications of the 1% spirodiclofen suspension prepared in example 1 are given in table 1.
TABLE 1.1 quality technical indices of the spirodiclofen suspension concentrate
Figure GDA0002955937350000042
Figure GDA0002955937350000051
Example 2, 5% spirodiclofen suspension
Figure GDA0002955937350000052
Weighing the raw spirodiclofen and other materials according to the formula in example 2, and grinding the materials except the preservative and the thickening agent to a particle size D by a small vertical sand mill in a laboratory50About 3 mu m, adding a pre-prepared thickener containing a preservative into the grinding base material, and uniformly stirring to obtain the spirodiclofen suspending agent.
The test was carried out as follows: 1. the mass fraction of the effective components and the mass fraction of the spirodiclofen suspending agent are measured by adopting a high performance liquid chromatography; pH, pH of the spirodiclofen suspension according to CIPAC MT 75.3; 3. the suspension rate and the suspension rate test method of the spirodiclofen suspension agent are carried out according to CIPAC MT 184; 4. wet sieve test, wet sieve test of spirodiclofen suspension, according to CIPAC MT 185; 5. permanent foaming, permanent foaming of the spirodiclofen suspension according to CIPAC MT 47.2; 6. the heat storage stability of the spirodiclofen is carried out according to 2.3 in GB/T19136-2003, and after heat storage, the data mainly test the suspension rate and the particle size; 7. pourability the pourability of the spirodiclofen suspension was carried out according to CIPAC MT 148.1.
The quality specifications of the 5% spirodiclofen suspension prepared in example 2 are given in table 2.
TABLE 2.5% quality technical index of the spirodiclofen suspension
Figure GDA0002955937350000053
Figure GDA0002955937350000061
Example 3, 10% spirodiclofen suspension
Figure GDA0002955937350000062
Weighing the raw spirodiclofen and other materials according to the formula in example 3, and grinding the materials except the preservative and the thickening agent to a particle size D by a small vertical sand mill in a laboratory50About 3 mu m, adding a pre-prepared thickener containing a preservative into the grinding base material, and uniformly stirring to obtain the spirodiclofen suspending agent.
The test was carried out as follows: 1. the mass fraction of the effective components and the mass fraction of the spirodiclofen suspending agent are measured by adopting a high performance liquid chromatography; pH, pH of the spirodiclofen suspension according to CIPAC MT 75.3; 3. the suspension rate and the suspension rate test method of the spirodiclofen suspension agent are carried out according to CIPAC MT 184; 4. wet sieve test, wet sieve test of spirodiclofen suspension, according to CIPAC MT 185; 5. permanent foaming, permanent foaming of the spirodiclofen suspension according to CIPAC MT 47.2; 6. the heat storage stability of the spirodiclofen is carried out according to 2.3 in GB/T19136-2003, and after heat storage, the data mainly test the suspension rate and the particle size; 7. pourability the pourability of the spirodiclofen suspension was carried out according to CIPAC MT 148.1.
The quality specifications of the 10% spirodiclofen suspension prepared in example 3 are given in table 3.
TABLE 3.10% quality technical index of the spirodiclofen suspension
Figure GDA0002955937350000063
Figure GDA0002955937350000071
Example 4, 20% spirodiclofen suspension
Figure GDA0002955937350000072
Weighing the raw spirodiclofen and other materials according to the formula in example 4, and grinding the materials except the preservative and the thickening agent to a particle size D by a small vertical sand mill in a laboratory50About 3 mu m, adding a pre-prepared thickener containing a preservative into the grinding base material, and uniformly stirring to obtain the spirodiclofen suspending agent.
The test was carried out as follows: 1. the mass fraction of the effective components and the mass fraction of the spirodiclofen suspending agent are measured by adopting a high performance liquid chromatography; pH, pH of the spirodiclofen suspension according to CIPAC MT 75.3; 3. the suspension rate and the suspension rate test method of the spirodiclofen suspension agent are carried out according to CIPAC MT 184; 4. wet sieve test, wet sieve test of spirodiclofen suspension, according to CIPAC MT 185; 5. permanent foaming, permanent foaming of the spirodiclofen suspension according to CIPAC MT 47.2; 6. the heat storage stability of the spirodiclofen is carried out according to 2.3 in GB/T19136-2003, and after heat storage, the data mainly test the suspension rate and the particle size; 7. pourability the pourability of the spirodiclofen suspension was carried out according to CIPAC MT 148.1.
The quality specifications of the 20% spirodiclofen suspension prepared in example 4 are given in table 4.
TABLE 4.20% quality technical index of the spirodiclofen suspension
Figure GDA0002955937350000073
Figure GDA0002955937350000081
Example 5, 24% spirodiclofen suspension
Figure GDA0002955937350000082
Weighing the raw spirodiclofen and other materials according to the formula in example 5, and grinding the materials except the preservative and the thickening agent to a particle size D in a laboratory by using a small vertical sand mill50About 3 mu m, adding a pre-prepared thickener containing a preservative into the grinding base material, and uniformly stirring to obtain the spirodiclofen suspending agent.
The test was carried out as follows: 1. the mass fraction of the effective components and the mass fraction of the spirodiclofen suspending agent are measured by adopting a high performance liquid chromatography; pH, pH of the spirodiclofen suspension according to CIPAC MT 75.3; 3. the suspension rate and the suspension rate test method of the spirodiclofen suspension agent are carried out according to CIPAC MT 184; 4. wet sieve test, wet sieve test of spirodiclofen suspension, according to CIPAC MT 185; 5. permanent foaming, permanent foaming of the spirodiclofen suspension according to CIPAC MT 47.2; 6. the heat storage stability of the spirodiclofen is carried out according to 2.3 in GB/T19136-2003, and after heat storage, the data mainly test the suspension rate and the particle size; 7. pourability the pourability of the spirodiclofen suspension was carried out according to CIPAC MT 148.1.
The quality specifications of the 24% spirodiclofen suspension prepared in example 5 are given in table 5.
TABLE 5.24% quality technical index of spirodiclofen suspension
Figure GDA0002955937350000083
Figure GDA0002955937350000091
Comparative example, comparative sample
Figure GDA0002955937350000092
Weighing raw spirodiclofen and other materials according to the formula of the comparative example, and grinding the materials except the preservative and the thickening agent to a particle size D by using a small vertical sand mill in a laboratory50About 3 mu m, adding a pre-prepared thickener containing a preservative into the grinding base material, and uniformly stirring to obtain the spirodiclofen suspending agent.
The test was carried out as follows: 1. the mass fraction of the effective components and the mass fraction of the spirodiclofen suspending agent are measured by adopting a high performance liquid chromatography; pH, pH of the spirodiclofen suspension according to CIPAC MT 75.3; 3. the suspension rate and the suspension rate test method of the spirodiclofen suspension agent are carried out according to CIPAC MT 184; 4. wet sieve test, wet sieve test of spirodiclofen suspension, according to CIPAC MT 185; 5. permanent foaming, permanent foaming of the spirodiclofen suspension according to CIPAC MT 47.2; 6. the heat storage stability of the spirodiclofen is carried out according to 2.3 in GB/T19136-2003, and after heat storage, the data mainly test the suspension rate and the particle size; 7. pourability the pourability of the spirodiclofen suspension was carried out according to CIPAC MT 148.1.
The quality specifications of the 24% spirodiclofen suspension prepared in the comparative example are shown in Table 6.
The Soprophor SC in the comparative example can also be replaced by Morwet D425 (naphthalene sulfonate dispersant), Terspersese 2500 (polycarboxylic acid dispersant) and Borspeperse NA (lignin) to prepare the spirodiclofen suspending agent, the particle size after the heat storage test is similar to the increase of the particle size of the spirodiclofen suspending agent prepared from Soprophor SC, and D is50Both increase by about 1 time, resulting in the reduction of the suspension rate.
TABLE 6.24% quality technical index of spirodiclofen suspension
Figure GDA0002955937350000093
Figure GDA0002955937350000101
The spirodiclofen suspending agent and the preparation method thereof provided by the invention can achieve the following beneficial effects:
the invention is beneficial to protecting the agricultural ecological environment, the used components do not contain organic solvents, and the pollution to the environment is reduced;
the preparation method provided by the invention solves the problem that the suspension rate is reduced due to the rapid increase of the particle size in the storage process of the spirodiclofen suspending agent;
the raw materials adopted by the invention can be purchased in the market, and the practicability is very strong.

Claims (6)

1. The spirodiclofen suspending agent comprises 1-24% of spirodiclofen as an active ingredient, 1-5% of agriculturally acceptable dispersant, 0.5-1% of wetting agent, 0.1-0.5% of defoaming agent, 0.1-0.3% of thickening agent, 0.1-0.3% of preservative, 5-10% of antifreezing agent and the balance of deionized water to 100% by weight;
in the spirodiclofen suspending agent, the dispersant is at least one of Soprophor FD, Polystep B21, sipon PD and Alipal CO 433;
the wetting agent is at least one of Pluronic PE 10500, Dowfax D-800, Emulsogen EP 4901 and Atlas G-5000.
2. The spirodiclofen suspension concentrate of claim 1, wherein: in the spirodiclofen suspending agent, the defoaming agent is a polysiloxane defoaming agent.
3. The spirodiclofen suspension concentrate of claim 1, wherein: in the spirodiclofen suspending agent, the thickening agent is xanthan gum, magnesium aluminum silicate or a mixture thereof.
4. The spirodiclofen suspension concentrate of claim 1, wherein: in the spirodiclofen suspending agent, the preservative is cason, 1, 2-benzisothiazolin-3-one or a mixture thereof;
in the spirodiclofen suspending agent, the antifreezing agent is at least one of ethylene glycol, propylene glycol, glycerol and urea.
5. A process for preparing the spirodiclofen suspension of any one of claims 1 to 4 comprising:
1) firstly, uniformly mixing deionized water, a dispersing agent, a wetting agent, a defoaming agent and an antifreezing agent, then adding the spirodiclofen original drug, and uniformly stirring;
2) grinding the mixed solution obtained in the step 1) until the particle size D50 is 3 μm;
3) adding a thickener containing a preservative prepared in advance into the base material prepared in the step 2), and uniformly mixing.
6. The method of claim 5, wherein: in the step 2), the grinding adopts a sanding method, and the temperature is controlled below 40 ℃ in the grinding process.
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