CN112438254B - Pesticide dispersing auxiliary and pesticide composition containing same - Google Patents
Pesticide dispersing auxiliary and pesticide composition containing same Download PDFInfo
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- CN112438254B CN112438254B CN202011403762.8A CN202011403762A CN112438254B CN 112438254 B CN112438254 B CN 112438254B CN 202011403762 A CN202011403762 A CN 202011403762A CN 112438254 B CN112438254 B CN 112438254B
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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
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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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
- A01N43/68—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms with two or three nitrogen atoms directly attached to ring carbon atoms
- A01N43/70—Diamino—1,3,5—triazines with only one oxygen, sulfur or halogen atom or only one cyano, thiocyano (—SCN), cyanato (—OCN) or azido (—N3) group directly attached to a ring carbon atom
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/14—Monomers containing five or more carbon atoms
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
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- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Zoology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Environmental Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Medicinal Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention relates to a pesticide dispersing auxiliary and a pesticide composition containing the same, and belongs to the technical field of pesticide preparation. The pesticide dispersing auxiliary agent comprises the following components in percentage by mass: 70-90% of a polymer A; 10-30% of a polymer B; the polymer A is a copolymer of olefin monomers with an alternating structure and maleic anhydride; the polymer B is a random copolymer. The invention solves the balance problem of the suspension percentage and the water absorbability in the pesticide dispersion process by limiting the composition and the proportion of the dispersing auxiliary agent, so that the prepared pesticide composition has high dispersion efficiency and low moisture absorbability.
Description
Technical Field
The invention relates to the technical field of pesticide preparation, and particularly provides a pesticide dispersing auxiliary and a pesticide composition containing the same.
Background
The dispersing assistant is a surfactant with hydrophilic group and lipophilic group, which can prevent the aggregation of solid or liquid particles in the dispersing system and is widely used in the fields of food, pesticide, paint, dye, building, etc. The pesticide suspending agent is a viscous suspension preparation with high dispersity of pesticide solid particles in water under the action of auxiliaries such as a dispersing aid and the like. The high dispersion of the suspending agent is mainly a macromolecular dispersing aid. The dispersing auxiliary structure contains strong oleophilic groups such as cycloalkyl and the like which can be well adsorbed on the surfaces of pesticide particles, thereby being beneficial to the dispersing auxiliary to play a role; the polyoxyethylene ether chain is contained, so that the steric hindrance effect can be achieved, and the number of polyoxyethylene ether units plays a key role in stabilizing particles; the pesticide granules contain particles such as carboxylate radicals, sulfate radicals and sulfonate radicals, so that the pesticide granules have the same charges and play a role in electrostatic repulsion.
Patent CN102911321A reports a dispersing aid for pesticide suspension, which has better solvent chain (polyoxyethylene or polyoxypropylene chain) and anionic group (carboxylate), but lacks hydrophobic group which adsorbs better with original pesticide; patent CN102308798A reports that the polymeric monomer is a polymer dispersing aid using allyl polyoxyethylene ether, styrene, etc. as monomers, but the ionizing degree of the dispersing aid is weak; patent CN101601381A reports that the polymerized monomer is a dispersing assistant containing 10-80% of unsaturated carboxylic acid, 0-50% of unsaturated carboxylic acid ester, 10-40% of styrene, sodium styrene sulfonate, allyl alcohol polyoxyethylene ether (the number of polyoxyethylene repeating units is 0-40), the polymer is a random copolymerization structure, the distribution of the monomer on the molecular chain is not controlled, and the dispersing performance is affected.
In the design of the dispersing aid, the proportion of hydrophilic and hydrophobic groups is very critical, the dispersing aid with good hydrophilicity has higher suspension rate, but the dispersing aid is easy to absorb moisture, causes the problems of wall sticking and the like in actual use, and causes difficulty in the operation of the formula. The dispersing aid having poor hydrophilicity affects the suspension stability of the pesticide, and is characterized by a low suspension rate and poor dispersing efficiency. Therefore, the suspension rate and the moisture absorption are important performance indexes in the dispersed use process.
Disclosure of Invention
In order to solve the problems of the dispersing auxiliary in the prior art, the invention provides a pesticide dispersing auxiliary and a pesticide composition containing the same; the invention solves the balance problem of the suspension percentage and the water absorbability in the pesticide dispersion process by limiting the composition and the proportion of the dispersing auxiliary agent, so that the prepared pesticide composition has high dispersion efficiency and low moisture absorbability.
In order to solve the technical problems, the invention provides the following technical scheme:
on one hand, the invention provides a pesticide dispersing auxiliary agent, which consists of the following components in percentage by mass: 70-90% of a polymer A; 10-30% of a polymer B;
the polymer A is a copolymer of olefin monomers with an alternating structure and maleic anhydride;
the polymer B is a random copolymer.
Further, the pesticide dispersing auxiliary agent comprises the following components in percentage by mass: 80% of polymer A; 20% of polymer B.
Further, the random copolymer consists of the following components in percentage by mass:
10 to 30 percent of olefin monomer containing amide group;
50 to 90 percent of olefin monomer containing carboxylic acid;
the other olefin monomers constitute 0-40%.
Preferably, the olefin monomer in the polymer A is isobutene, limonene, diisobutylene, n-octene or styrene.
Preferably, the random copolymer consists of the following components in percentage by mass:
15 to 25 percent of olefin monomer containing amide group;
50 to 55 percent of olefin monomer containing carboxylic acid;
and the other olefin monomers constitute 25-30%.
Further, the amide group-containing olefin monomer is methacrylamide and/or acrylamide; the carboxylic acid-containing olefin monomer is methacrylic acid and/or acrylic acid; the other olefin monomer is methacrylate, acrylate, vinyl acetate or styrene.
On the other hand, the invention also provides a preparation method of the pesticide dispersing auxiliary, which comprises the steps of mixing the polymer A and the polymer B according to a proportion, and performing spray drying to obtain powder.
In still another aspect, the invention also provides a pesticide composition comprising the pesticide dispersion aid.
Further, the paint comprises the following components in percentage by mass: 1-90% of active technical, 1-10% of pesticide dispersing auxiliary agent according to any one of claims 1-5, 1-3% of WS-01 wetting agent and water for supplementing 100%.
Preferably, the active pharmaceutical compound atrazine, emamectin benzoate, phenylate, abamectin, tebuconazole, difenoconazole or tebufenozide.
Preferably, the pesticide composition can be a suspending agent or a water dispersible granule.
Most of dispersing aids in the existing pesticide formula are carboxylate polymers; when the polycarboxylate is a random copolymer, the comonomer distribution is not uniform due to the reactivity ratio difference of the hydrophilic monomer and the hydrophobic monomer in the pure random copolymer, and the suspension rate of the pesticide preparation is further influenced. When the polycarboxylate is an alternating copolymer, the alternating copolymer has a more regular comonomer distribution, but the hydrophobicity of the polymer is strong, thereby affecting the disintegrability of the pesticide preparation.
Compared with the prior art, the invention has the following beneficial effects:
according to the invention, by limiting the composition and the proportion of the alternating copolymer and the random copolymer and further limiting the composition and the proportion of the random copolymer, the hydrophilic monomer and the hydrophobic monomer in the prepared dispersing aid are maintained within a certain range, the balance problem of the suspension percentage and the water absorption in the pesticide dispersing process is effectively solved, and the prepared pesticide composition has high dispersing efficiency and low moisture absorption. Meanwhile, the pesticide composition prepared by using the dispersing auxiliary has a good synergistic effect.
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.
The reagents and materials used in the examples of the present invention and comparative examples are not specifically defined, and are commercially available.
The invention provides a pesticide dispersing auxiliary and a pesticide composition containing the same, and specific embodiments are as follows.
In the present invention, polymer A was prepared as in comparative example 1 with reference to EP1022943B 1;
polymer B was prepared according to example 1 of CN 104086714B.
Example 1
A pesticide dispersing auxiliary agent comprises the following components in percentage by mass: 70% of polymer A; 30% of a polymer B;
the polymer A is a copolymer of diisobutylene and maleic anhydride having an alternating structure (as can be prepared with reference to comparative example 1 of EP1022943B 1);
the polymer B is a random copolymer (prepared by referring to example 1 of CN 104086714B) and consists of the following components in percentage by mass: 10% of methacrylamide; and (3) methacrylic acid 90%.
The preparation method of the pesticide dispersing auxiliary agent comprises the following steps: mixing the polymer A and the polymer B according to a certain proportion, and spray-drying to obtain powder.
Example 2
A pesticide dispersing auxiliary agent comprises the following components in percentage by mass: 80% of polymer A; 20% of polymer B;
the polymer A is a copolymer of limonene and maleic anhydride with an alternating structure;
the polymer B is a random copolymer and consists of the following components in percentage by mass: 20% of acrylamide; 50% of methacrylic acid; 10 percent of methyl acrylate.
The preparation method of the pesticide dispersion aid is the same as that of example 1.
Example 3
A pesticide dispersing auxiliary agent comprises the following components in percentage by mass: 80% of polymer A; 20% of polymer B;
the polymer A is a copolymer of diisobutylene and maleic anhydride with an alternating structure;
the polymer B is a random copolymer and consists of the following components in percentage by mass: 15% of methacrylamide; and 85% of methacrylic acid.
The preparation method of the pesticide dispersion aid is the same as that of example 1.
Example 4
A pesticide dispersing auxiliary agent comprises the following components in percentage by mass: 80% of polymer A; 20% of polymer B;
the polymer A is a copolymer of diisobutylene and maleic anhydride with an alternating structure;
the polymer B is a random copolymer and consists of the following components in percentage by mass: 30% of methacrylamide; and (4) methacrylic acid 70%.
The preparation method of the pesticide dispersion aid is the same as that of example 1.
Example 5
A pesticide dispersing auxiliary agent comprises the following components in percentage by mass: 80% of polymer A; 20% of polymer B;
the polymer A is a copolymer of diisobutylene and maleic anhydride with an alternating structure;
the polymer B is a random copolymer and consists of the following components in percentage by mass: 15% of methacrylamide and 15% of acrylamide; 35% of methacrylic acid and 35% of acrylic acid.
The preparation method of the pesticide dispersion aid is the same as that of example 1.
Example 6
A pesticide dispersing auxiliary agent comprises the following components in percentage by mass: 80% of polymer A; 20% of polymer B;
the polymer A is a copolymer of diisobutylene and maleic anhydride with an alternating structure;
the polymer B is a random copolymer and consists of the following components in percentage by mass: 10% of methacrylamide and 15% of acrylamide; 35% of methacrylic acid and 15% of acrylic acid; and 25% of diisobutylene.
The preparation method of the pesticide dispersion aid is the same as that of example 1.
Example 7
A pesticide dispersing auxiliary agent comprises the following components in percentage by mass: 80% of polymer A; 20% of polymer B;
the polymer A is a copolymer of n-octene and maleic anhydride with an alternating structure;
the polymer B is a random copolymer and consists of the following components in percentage by mass: 10% of methacrylamide; 35% of methacrylic acid and 15% of acrylic acid; and 40% of diisobutylene.
The preparation method of the pesticide dispersion aid is the same as that of example 1.
Example 8
A pesticide dispersing auxiliary agent comprises the following components in percentage by mass: 85% of polymer A; 15% of a polymer B;
the polymer A is a copolymer of styrene and maleic anhydride with an alternating structure;
the polymer B is a random copolymer and consists of the following components in percentage by mass: 20% of methacrylamide; 35% of methacrylic acid and 15% of acrylic acid; 30% of diisobutylene.
The preparation method of the pesticide dispersion aid is the same as that of example 1.
Example 9
A pesticide dispersing auxiliary agent comprises the following components in percentage by mass: 75% of polymer A; 25% of polymer B;
the polymer A is a copolymer of diisobutylene and maleic anhydride with an alternating structure;
the polymer B is a random copolymer and consists of the following components in percentage by mass: 20% of methacrylamide; 35% of methacrylic acid and 15% of acrylic acid; 30 percent of styrene.
The above-mentioned pesticide dispersion aid was prepared in the same manner as in example 1.
Example 10
A pesticide dispersing auxiliary agent comprises the following components in percentage by mass: 90% of polymer A; 10% of polymer B;
the polymer A is a copolymer of n-octene and maleic anhydride with an alternating structure;
the polymer B is a random copolymer and consists of the following components in percentage by mass: 15% of acrylamide; acrylic acid 55%; 30% of n-octene.
The preparation method of the pesticide dispersion aid is the same as that of example 1.
To further illustrate the beneficial effects of the dispersing aid of the present invention, the following comparative examples were constructed for reasons of space only, using example 6 as an example.
Comparative example 1
Polymer B was omitted and the remaining conditions were the same as in example 6.
Comparative example 2
Polymer A was omitted and the remaining conditions were the same as in example 6.
Comparative example 3
Polymer B consisted of 10% methacrylamide, 15% acrylamide and 75% diisobutylene, the other conditions being the same as in example 6.
Comparative example 4
Polymer B was composed of 35% methacrylic acid, 15% acrylic acid and 50% diisobutylene, and the other conditions were the same as in example 6.
Comparative example 5
A pesticide dispersing auxiliary agent comprises the following components in percentage by mass: 60% of polymer A; 40% of polymer B; the remaining conditions were the same as in example 6.
Comparative example 6
A pesticide dispersing auxiliary agent comprises the following components in percentage by mass: 80% of polymer A; 20% of polymer B;
the polymer A is a copolymer of diisobutylene and maleic anhydride with an alternating structure;
the polymer B is a random copolymer and consists of the following components in percentage by mass: 20% of vinyl caprolactam; 50% of methacrylic acid and 15% of acrylic acid.
The results of the adhesion evaluation of the dispersing aids of the above examples 1 to 10 and comparative examples 1 to 6 are shown in Table 1, and the specific method is as follows: 100g of dispersion aid powder (150 mesh) was placed in a watch glass at a temperature of 25 ℃ for 7 days in an environment of 40 to 50% humidity, and the apparent state of the polymer powder was observed and kneaded with some of the dispersion aid by hand. The dispersion aid blocking was evaluated according to the following criteria: 5, the powder has good fluidity, is not sticky when kneaded, and is naturally powdered when hands are loosened; 4, the powder is adhered into blocks, the particles become bigger and have fluidity when being touched; 3, the powder is adhered to the bottom of the container and does not have fluidity, and the powder does not have fluidity when being touched; 2, the particles are adhered into a sheet and become a polymer film which is adhered on a watch glass and cannot move; 1, the dispersing aid absorbs water completely to become a solution, and the surface becomes a viscous liquid. 3 is divided into the minimum requirements of the application.
Table 1 dispersing aid blocking evaluation
As can be seen from Table 1, the dispersing aid prepared by the invention has better dispersing property and lower moisture absorption.
The above-mentioned dispersion aid is used to prepare a pesticidal composition, and examples are as follows.
Example 11
The atrazine Water Dispersible Granule (WDG) with the concentration of 90% comprises the following components in percentage by mass:
atrazine original drug (97%, zhejiang chang zhongshan chemical company, ltd.) 92.8%;
4% of the dispersing aid of any of examples 1 to 10;
WS-01 wetting agent (Beijing Guangyuan agricultural chemical Co., Ltd.) 2%;
water is added to make up to 100%.
Comparative example 7
The dispersion aid of all examples was replaced with the dispersion aid of all comparative examples, and the remaining conditions were the same.
The performance of the 90% atrazine Water Dispersible Granules (WDG) prepared in the example 11 and the comparative example 7 is measured, and the results are shown in Table 2, and the suspension percentage is detected by GB/T14825-one 2006.
TABLE 2
As can be seen from Table 2, the 90% atrazine water dispersible granule prepared by the dispersing aid of the invention has the advantages of excellent disintegration effect, good dispersibility, high suspension rate and good storage stability.
Test of field drug effect
By adopting the atrazine water dispersible granules prepared in the embodiment 11 and the comparative example 7, a field efficacy test for preventing the weeds amaranthus retroflexus and cyperus rotundus in the corn field is carried out; in the test process, the weather is fine, the temperature is about 25 ℃, the corn is in the 2-5 leaf stage and the weeds are in the 3-4 leaf stage during pesticide spraying. The field efficacy test is carried out according to the field efficacy test criteria, and the control effect is shown in table 3.
TABLE 3
As can be seen from the above table, the addition of the dispersing aid of the present invention can significantly improve the weed control effect.
In conclusion, the invention solves the balance problem of the suspension percentage and the water absorbability in the pesticide dispersion process by limiting the composition and the proportion of the dispersing auxiliary, so that the prepared pesticide composition has high dispersion efficiency and low moisture absorbability.
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 (5)
1. The pesticide dispersing auxiliary is characterized by comprising the following components in percentage by mass: 80% of polymer A; 20% of polymer B; the polymer A is a copolymer of diisobutylene and maleic anhydride with an alternating structure;
the polymer B is a random copolymer and consists of the following components in percentage by mass: 10% of methacrylamide and 15% of acrylamide; 35% of methacrylic acid and 15% of acrylic acid; and 25% of diisobutylene.
2. A process for preparing a dispersing aid for agricultural chemicals according to claim 1, wherein the polymer a and the polymer B are mixed in a ratio and spray-dried to form a powder.
3. A pesticidal composition characterized by comprising the pesticidal dispersion aid of claim 1.
4. The pesticide composition as set forth in claim 3, which is characterized by comprising the following components in percentage by mass: 1-90% of active technical, 1-10% of pesticide dispersing auxiliary agent as claimed in claim 1, 1-3% of WS-01 wetting agent and water for supplementing 100%.
5. The pesticide composition as claimed in claim 4, wherein the active compound is atrazine, emamectin benzoate, phenylate, abamectin, tebuconazole, difenoconazole or tebufenozide.
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| CN113408849B (en) * | 2021-05-13 | 2023-03-24 | 柳州东风容泰化工股份有限公司 | Method and system for evaluating mixed pesticide effect of fenpyroximate and pesticide |
| CN115403692B (en) * | 2022-06-14 | 2024-05-24 | 上海启璇化工科技有限公司 | Powdery polycarboxylate polymer dispersing agent and preparation method and application thereof |
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| CN104725576A (en) * | 2013-12-23 | 2015-06-24 | 上海是大高分子材料有限公司 | Carboxylate quadripolymer dispersant and preparation technology thereof |
| US9635852B2 (en) * | 2013-12-23 | 2017-05-02 | Dow Global Technologies Llc | Pymetrozine suspension concentrates and its preparation method |
| KR101996152B1 (en) * | 2017-12-18 | 2019-07-04 | 에이치설퍼 주식회사 | Water-dispersible granule composition for sulfur with excellent disintegration and dispersion stability in water and manufacturing method thereof |
| CN109122683B (en) * | 2018-09-21 | 2021-03-09 | 广州方中化工有限公司 | Preparation of composite synergistic wetting agent and application thereof in pymetrozine water suspension preparation |
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