CN112493247A - Dry powder seed coating agent and production process thereof - Google Patents
Dry powder seed coating agent and production process thereof Download PDFInfo
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- CN112493247A CN112493247A CN202010899235.4A CN202010899235A CN112493247A CN 112493247 A CN112493247 A CN 112493247A CN 202010899235 A CN202010899235 A CN 202010899235A CN 112493247 A CN112493247 A CN 112493247A
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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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
- A01N43/52—1,3-Diazoles; Hydrogenated 1,3-diazoles condensed with carbocyclic rings, e.g. benzimidazoles
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01C—PLANTING; SOWING; FERTILISING
- A01C1/00—Apparatus, or methods of use thereof, for testing or treating seed, roots, or the like, prior to sowing or planting
- A01C1/06—Coating or dressing seed
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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- 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
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/12—Quaternary ammonium compounds
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- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/10—Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
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- 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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- A—HUMAN NECESSITIES
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- 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
- A01N43/14—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 six-membered rings
- A01N43/16—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 six-membered rings with oxygen as the ring hetero atom
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
- A01N43/38—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings condensed with carbocyclic rings
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- 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
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
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- A01N45/00—Biocides, pest repellants or attractants, or plant growth regulators, containing compounds having three or more carbocyclic rings condensed among themselves, at least one ring not being a six-membered ring
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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- 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
- A01N47/08—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 one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/18—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, directly attached to a heterocyclic or cycloaliphatic ring
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- 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
- A01N47/08—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 one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/26—Oxidation products of dithiocarbamic acid derivatives, e.g. thiuram sulfides
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- A01N51/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds having the sequences of atoms O—N—S, X—O—S, N—N—S, O—N—N or O-halogen, regardless of the number of bonds each atom has and with no atom of these sequences forming part of a heterocyclic ring
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
- C07D235/12—Radicals substituted by oxygen atoms
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Abstract
The invention discloses a dry powder seed coating agent and a production process thereof, belonging to the technical field of seed coating agents, and the dry powder seed coating agent contains 0.03-0.5% of imidazole compounds by mass; a film-forming agent, which is selected from one or more of carboxymethyl chitin, sodium carboxymethyl cellulose, polyvinyl alcohol, polyethylene glycol or polyvinylpyrrolidone, and the dosage of the film-forming agent is 1.5 to 3.0 percent of the total mass; surfactant, styryl phenol polyoxyethylene ether and calcium dodecyl benzene sulfonate compound emulsifier, wherein the using amount of the surfactant is 8-15% of the total mass; trace elements, the dosage of which is 1.8 to 5.5 percent of the total mass; and the auxiliary agent is selected from one or more of kaolin, talcum powder, silicon dioxide and bentonite, and the dosage of the auxiliary agent is the balance of the total mass to 100%. The dry powder seed coating agent can improve the germination rate of plant seeds, promote the growth of plants, improve the disease resistance and stress resistance of the plants, effectively prevent and control piercing-sucking mouthpart pests and soil-borne diseases, and ensure the robust growth of plant seedlings.
Description
Technical Field
The invention belongs to the technical field of seed coating agents, and particularly relates to a dry powder seed coating agent and a production process thereof.
Background
Seed coating agent is usually prepared by mixing and processing raw pesticide (insecticide, bactericide, herbicide, plant growth regulator and the like), film forming agent, wetting agent, dispersing agent, penetrating agent and other auxiliary agents, can be directly or uniformly covered on the surface of seeds after being diluted, and has film forming property. The film-forming high molecular material in the seed coating agent can form a film with capillary type, expansion type or crack type pore canals on the surface of seeds, and active ingredients and other inactive ingredients in the film-forming high molecular material are combined together in a net mode, so that a micro active substance library is formed around the seeds. After the coated seeds are sown, the seed coating film absorbs water and swells in the soil, and a protective barrier for preventing and controlling diseases and pests is formed around the seeds, so that the seeds are disinfected and the soil-borne disease and bacterium invasion is prevented and controlled. After the seeds germinate and come out of the earth, the medicament and the fertilizer are slowly released from the underground small medicine storehouse, are sucked and conducted to the overground part without the medicament application by the plants, and continue to play a role in preventing diseases and controlling insects. The coated seeds can control the growth of weeds in the field and regulate the growth period of crops, and moreover, because the seeds are applied in a concealed mode and have high targeting property, the dosage is greatly reduced, and the pollution of pesticides to the atmosphere and the ecological environment of soil is reduced.
A vegetable seed coating factory is set up by Nippon Kabushiki Kaisha, vegetable seed coating is carried out by adopting a coating agent prepared from natural material, developed countries such as Germany, Italy and Canada following the US, the former Soviet Union and Japan are developed according to the national conditions, seed coatings with different dosage forms are developed according to the national conditions, and the improved seed coating technology is greatly popularized, wherein FS-flowable agent (water for seed dressing), CS-seed coating agent (fixed dosage form for seed coating) and WS-dry powder seed coating agent (single-function dry powder and powder dispersed by water during coating) are mainly provided, the 3 types are ideal dosage forms with wide development prospect for seed treatment at present, wherein the WS-dry powder seed coating agent is adopted as a standard seed treatment agent in developed countries such as Western Europe, North America and the like for many years, and the dosage form is dry powder and has high concentration, low dosage and low cost, The effective components are not easy to decompose, and the suspension seed coating agent is easy to package, store, transport and use, and the like, particularly the package is easy to process, so that the suspension seed coating agent not only saves resources, but also is more environment-friendly than the suspension seed coating agent, and has become the key point of research and development of professional companies at present.
Disclosure of Invention
One of the purposes of the invention is to provide an imidazole compound shown in formula III, which can improve the germination rate of plant seeds, promote the growth of plants, improve the disease resistance and stress resistance of plants and has better control effects on piercing-sucking mouthpart pests and soil-borne diseases.
The technical scheme adopted by the invention for realizing the purpose is as follows:
an imidazole compound shown in a formula III,
the imidazole compound shown in the formula III can improve the germination vigor, the germination index, the vigor index and the root system vigor of plant seeds at low concentration, and enhances the seed vigor so as to improve the germination rate of the plant seeds. The imidazole compound shown in the formula III can also obviously improve the Chlorophyll (CHL) content in plant seedlings under low concentration, enhance the photosynthesis of plant leaves and promote the growth of plants; the content of malonaldehyde is remarkably reduced, the increasing speed of the content of Malonaldehyde (MDA) is inhibited, the oxidation resistance of plants is enhanced, the disease resistance of the plants is improved, and the integral yield of the plants is improved; the activity of superoxide dismutase (SOD), Peroxidase (POD) and Catalase (CAT) in the plant seedlings is obviously improved, the resistance of the plants to external adverse environment is enhanced, and the growth of the plants and the improvement of the yield are further promoted. The imidazole compound shown in the formula III has better control effect on the pests with sucking mouthparts. In a word, the imidazole compound shown in the formula III can improve the germination rate of plant seeds, promote the growth of plants, improve the disease resistance and the stress resistance of the plants, has better control effects on piercing-sucking mouthpart pests and soil-borne diseases, ensures the robust growth of plant seedlings, and is beneficial to the improvement of yield.
The invention also discloses a synthesis method of the imidazole compound shown in the formula III, which is carried out according to the following synthesis path,
preferably, the o-phenylenediamine, the glycolic acid and the 4N hydrochloric acid are taken according to the dosage ratio of 1.05-1.12mol:1mol:1000mL, heated and refluxed for 2-4h, and cooled to the temperatureAdjusting the temperature to 5-6 with NaOH and then NaHCO at room temperature3Adjusting to be neutral, precipitating a large amount of solid, filtering, recrystallizing with water, and drying to obtain the imidazole compound shown in the formula III with the yield of 85.0-87.4%.
Preferably, the imidazole compounds shown in III are used for treating plant seeds in an amount of 0.01-0.2g a.i./100kg of seeds. After 0.01-0.2g of the imidazole compounds of the a.i./100kg of seeds are treated by dressing seeds, the seed germination vigor, the germination rate, the germination index and the seed vitality index are respectively improved by at least 4.9%, 7.8%, 21.0% and 23.5%, relative to the dosage of 0g of the a.i./100kg of seeds, and when the dosage is too high, the seed germination vigor, the germination rate, the germination index and the seed vitality index are reduced. The results show that the imidazole compound seed dressing treatment is in the range of 0.01-0.2g a.i./100kg, and has certain inhibiting effect on the seed germination process when the seed germination safety is too high.
The invention also discloses application of the imidazole compound shown in the formula III in improving the germination rate of plant seeds.
The invention also discloses application of the imidazole compound shown in the formula III in promoting plant growth and improving the disease resistance and stress resistance of plants.
The invention also discloses application of the imidazole compound shown in the formula III in preventing and treating piercing-sucking mouthpart pests and soil-borne diseases.
The invention also discloses application of the imidazole compound shown in the formula III in preparing a seed coating agent.
The second purpose of the invention is to provide a dry powder seed coating agent which can improve the germination rate of plant seeds, improve the activities of CHL, SOD, POD and CAT in plant seedlings, reduce the content of MDA and inhibit the increase rate of the content of MDA, effectively prevent and control piercing-sucking mouthpart pests and soil-borne diseases, ensure the robust growth of the plant seedlings and contribute to the improvement of yield.
The technical scheme adopted by the invention for realizing the purpose is as follows:
a dry powder seed coating agent comprises a dry powder seed coating agent,
-imidazole compounds of formula III in an amount of 0.03-0.5% of the total mass;
-a film-forming agent selected from one or more of carboxymethyl chitin, sodium carboxymethyl cellulose, polyvinyl alcohol, polyethylene glycol or polyvinylpyrrolidone, in an amount of 1.5-3.0% of the total mass;
-surfactant, styrylphenol polyoxyethylene ether, calcium dodecylbenzenesulfonate compound emulsifier, the amount of which is 8-15% of the total mass;
-trace elements in an amount of 1.8-5.5% of the total mass;
-an auxiliary agent selected from one or more of kaolin, talc, silica, bentonite, the balance of the total mass to 100%.
The dry powder seed coating agent can improve the germination rate of plant seeds; but also can obviously improve the activities of CHL, SOD, POD and CAT in the plant seedlings, reduce the content of MDA, inhibit the increasing speed of the content of MDA, promote the growth of plants and improve the disease resistance and the stress resistance of the plants; in addition, the dry powder seed coating agent can also effectively prevent and control piercing-sucking mouthpart pests and soil-borne diseases, ensures the robust growth of plant seedlings and is beneficial to the improvement of yield.
Preferably, the dry powder seed coating agent also comprises a bactericide, an insecticide, a growth regulator and a colorant.
The addition of the bactericide and the insecticide can further enhance the control capability of the seed coating agent on plant diseases and insect pests, and the bactericide and the insecticide are selected from one or more of hymexazol, carbendazim, thiram, imidacloprid, methyl isothion, carbofuran, clothianidin, thiamethoxam, fipronil and triadimefon. More preferably, the bactericide and the insecticide contain carbendazim, thiram and imidacloprid in a mass ratio of 1:0.3-0.5:2.4-3.6, the dosage of the bactericide and the insecticide is 12.0-20.0% of the total mass, and further, the carbendazim is 50% wettable powder and the thiram is 50% wettable powder.
The growth regulator can promote the vitality of seeds and the growth of root systems and enhance the stress resistance of plants, and is selected from one or more of naphthylacetic acid, gibberellin, indoleacetic acid, chlormequat chloride, paclobutrazol and trehalose, and the dosage of the growth regulator is 0.5 to 6.0 percent of the total mass.
The addition of the color agent plays a role in warning. More preferably, the colorant is fruit green or rose essence, and the amount of the colorant is 1.2-2.5% of the total mass.
Preferably, the trace elements comprise boric acid, ammonium molybdate, sodium selenite and magnesium sulfate in a mass ratio of 10:5-8:3-6: 5-8. The microelement can satisfy the demand of plant for microelement, and has common effects of microelement, such as promoting photosynthesis and nitrogen fixation mechanism, and culturing strong seedling.
A plurality of enzymes exist in soil, mainly comprising urease, phosphatase, peroxidase, sucrase, protease, dehydrogenase and the like, the soil enzyme activity is the expression of soil biological activity and is an important index for measuring the soil fertility level, but the bactericide, the pesticide and the growth regulator can change the enzyme activity in the soil, so in order to solve the technical problem that the enzyme activity in the soil is changed due to the existence of the bactericide, the pesticide and the growth regulator, the dry powder seed coating agent of the invention is also added with alitame which can influence the rhizosphere soil enzyme activity, such as promoting the urease, the protease, the alkaline phosphatase, the dehydrogenase and the catalase due to the coaction of the imidazole compound shown in the formula III and trace elements, thereby solving the technical problem that the enzyme activity in the soil is changed due to the existence of the bactericide, the pesticide and the growth regulator, improving soil fertility, being beneficial to the growth of plants and finally improving the crop yield. Preferably, the amount of alitame is 0.001-0.02% of the total mass.
The second purpose of the invention is to provide a production process of dry powder seed coating agent, which increases the adsorption capacity and specific surface area of active ingredients of the seed coating agent, improves the activity of the active ingredients and improves the seed-drug ratio.
The technical scheme adopted by the invention for realizing the purpose is as follows:
the production process of dry powder seed coating includes the following steps,
according to the formula requirements, the imidazole compound shown in the formula III, a film-forming agent, a surfactant, trace elements and an auxiliary agent are added into a ball mill to be mixed, and then the mixture is input into a jet mill to be crushed until more than 95% of the powder by mass reaches 1000 meshes, so that the dry powder seed coating agent is obtained.
The production process of the invention adopts superfine processing, so that the adsorption capacity and the specific surface area of active ingredients of the seed coating agent are increased, the activity of the active ingredients is improved, the ingredient substances in the seed coating agent are directly and uniformly adsorbed on the surface of seeds by virtue of huge surface energy and special physicochemical property, then the surrounding water molecules are absorbed to form a film, the coating is uniform and thin, the dosage of the agent can be reduced, the seed-to-drug ratio is improved, the nutrition and energy carried by the plant seeds can be continuously released after the plant seeds are planted, the plant seeds can effectively prevent and control underground diseases and soil-borne diseases in the growth period, the plant growth nutrition is supplemented, and the growth and development of the plant in the seedling period are promoted.
More preferably, the process parameters of ball milling are as follows: the grinding ball grading is 1:2-4, the rotation speed of the ball mill is 150-.
More preferably, the technological parameters of the superfine grinding are as follows: the micro-grinding time is 15-45min, the micro-grinding frequency is 25-30Hz, and the micro-grinding wind speed is 1.5-2.0 m/s; operating at 50-70% of critical speed.
The invention also discloses a sowing method of the plant seeds, which is a method for improving the germination rate of the plant seeds.
The invention can pack the surface of the plant seed by dry method or wet method. When the dry method is used for wrapping, tap water is used for uniformly spraying the surface of the plant seeds, and then the seed coating agent is slowly added for conventional mechanical or manual wrapping. When wet-method coating is carried out, tap water is firstly added into the seed coating agent, the mixture is stirred uniformly to form suspension, and then conventional machinery or manual coating is carried out until the seed coating is uniform.
Preferably, the mass ratio of the seed coating agent to the plant seeds is 1: 200-500.
Preferably, the plant seed is a seed that can germinate and grow when sown in soil. Preferably, the plant seed is selected from the group consisting of cereals, cotton, vegetables, trees and grasses.
Preferably, the seed coating agent and the plant seeds are weighed according to the mass ratio of 1:200-500 of the seed coating agent to the plant seeds, water is weighed according to the mass accounting for 1-1.5% of the plant seeds, the plant seeds are firstly added into a mixing machine, then the seed coating agent is added, the mixture is firstly mixed for 1-3min, then water is added, and then the mixture is mixed for 3-5min, so that the coating is completed. After the plant seeds are wrapped, the plant seeds can be sown after the epidermis is dry.
By adopting the imidazole compound shown in the formula III, the invention has the following beneficial effects: the dry powder seed coating agent can improve the germination vigor, the germination index, the vigor index and the root activity of plant seeds, and enhances the seed activity so as to improve the germination rate of the plant seeds; the dry powder seed coating can obviously improve the activities of CHL, SOD, POD and CAT in plant seedlings, reduce the content of MDA, inhibit the increase rate of the content of MDA, promote the growth of plants and improve the disease resistance and stress resistance of the plants; in addition, the dry powder seed coating agent can also effectively prevent and control piercing-sucking mouthpart pests and soil-borne diseases, ensures the robust growth of plant seedlings and is beneficial to the improvement of yield. Therefore, the dry powder seed coating can improve the germination rate of plant seeds, improve the activities of CHL, SOD, POD and CAT in plant seedlings, reduce the content of MDA, inhibit the increase rate of the content of MDA, effectively prevent and treat piercing-sucking mouthpart pests and soil-borne diseases, ensure the robust growth of the plant seedlings and contribute to the improvement of yield.
Drawings
FIG. 1 is a graph showing the effect of imidazole compounds of formula III on seed germination vigor, germination rate, germination index and seed vigor index;
FIG. 2 shows the effect of imidazoles of formula III on CHL and MDA content in seedlings;
FIG. 3 is a graph showing the effect of imidazoles of formula III on SOD, POD and CAT activity in seedlings;
FIG. 4 is a graph of the effect of imidazoles of formula III on the rate of MDA increase in seedlings;
FIG. 5 is a graph of the effect of imidazoles of formula III on piercing-sucking mouthpart pests;
FIG. 6 is the effect of dry powder seed coating on seed germination vigor, germination rate, germination index and seed vigor index;
FIG. 7 is a graph of the effect of dry powder seed coating on soil urease activity;
FIG. 8 is a graph of the effect of dry powder seed coating on soil protease activity;
FIG. 9 is a graph of the effect of dry powder seed coating on soil alkaline phosphatase activity;
FIG. 10 is a graph of the effect of dry powder seed coating on soil dehydrogenase activity.
Detailed Description
The technical solution of the present invention is further described in detail below with reference to the following detailed description and the accompanying drawings:
example 1:
a method for synthesizing imidazole compounds shown in formula III, which is carried out according to the following synthetic route,
preferably, the o-phenylenediamine, the glycolic acid and the 4N hydrochloric acid (100 mL of hydrochloric acid and 200mL of water) are taken according to the dosage ratio of 1.05-1.12mol:1mol:1000mL, heated and refluxed for 2.5h, cooled to room temperature, firstly adjusted to 5.5 by NaOH, and then NaHCO is used3Adjusting to be neutral, precipitating a large amount of solid, filtering, recrystallizing with water, and drying to obtain the imidazole compound shown in the formula III with the yield of 87.2%.1H NMR(CDCl3,600MHz)δ:7.63(d,2H,Ph-H),7.21(m,2H,Ph-H),6.75-6.81(s,2H,Ph-H),6.65 (d,1H,Ph-H),5.47(d,1H,-OH),5.11(t,1H,NH),3.94(s,2H,CH2),3.76(s,3H,CH3).ESI-MS m/z: 254.16([M+Na]+)；Anal.calcd for C15H14N2O2:C,70.85；H,5.55；N,11.02,N,11.02.。
Example 2:
1. imidazole compound seed dressing indoor incubator sand culture test shown in formula III
Test protocol: the method selects a corn variety 'Zhengdan 958' as a research object, corn seeds are respectively treated according to the concentration of 0, 0.01, 0.05, 0.1, 0.15, 0.2 and 0.25g of a.i./100kg of the imidazole compound shown in the formula III in the example 1, 200g of the corn seeds are respectively treated, and the agent is evenly stirred and then aired for standby. Selecting corn seeds with consistent size and full seeds, sowing the corn seeds into a plastic box (with the length of 25cm, the width of 15cm and the height of 9cm) with a layer of wet sand spread at the bottom, sowing 25 seeds in each pot, covering the wet sand with the height of about 1cm on the seeds, repeating the treatment for 3 times, and culturing in a light incubator (at the temperature of 28 ℃ and under the light for 14 hours). Germination vigor (the percentage of normal germination seeds to the test seeds) was measured on day 4 after sand culture of corn, and germination rate, germination index and seed vigor index were measured on day 7.
The germination potential (%) is 4d, the germination number of the seeds/the total number of the tested seeds is multiplied by 100 percent;
the germination rate (%) is 7d, the germination number of the seeds/the total number of the tested seeds is multiplied by 100 percent;
germination index (G)i)＝∑(Gt/Dt)；
Seed vigor index: vi＝S×Gi；
Wherein D istDay of germination test; gtThe number of sprouts on the day; s is the fresh weight of the single seedling.
FIG. 1 shows the effect of imidazole compounds of formula III on seed germination potential, germination percentage, germination index and seed vigor index, it can be seen that, after a seed dressing treatment with 0.01 to 0.2g of the imidazole compound seeds of a.i./100kg of seeds, relative to 0g of the imidazole compound seeds of a.i./100kg of seeds, the germination vigor, the germination rate, the germination index and the seed vigor index of the corn seeds are respectively improved by at least 4.9 percent, 4.8 percent, 21.0 percent and 23.5 percent, after 0.25g of the imidazole compounds of a.i./100kg of seeds are treated by dressing, the germination vigor, the germination rate, the germination index and the seed vigor index of the corn seeds are reduced, this indicates that the imidazole compound seed dressing treatment is in the range of 0.01-0.2g a.i./100kg, the corn seed germination inhibitor is safe to corn seed germination, and has a certain inhibiting effect on the corn seed germination process after 0.25g a.i./100kg of treatment.
2. Imidazole compound seed dressing greenhouse potting test shown in formula III
The corn seeds are respectively treated according to the mode of (1. the imidazole compound seed dressing indoor incubator sand culture test shown in the formula III), and the agent is evenly stirred and then aired for standby. And (3) selecting corn seeds with consistent size and plump seeds, sowing the corn seeds in flowerpots with the upper opening diameter of 14cm and the height of 23cm, wherein the soil is the soil without pesticide, the soil loading amount in each pot is consistent, and two corn seeds are placed in each pot. Each treatment was repeated three times, 10 pots each, for a total of 30 pots. When the corn seedlings grow to a three-leaf one-heart period (about 10 days after sowing), the content of Chlorophyll (CHL) and Malondialdehyde (MDA) in the corn leaves and the activity of superoxide dismutase (SOD), Catalase (CAT) and Peroxidase (POD) are measured.
2.1 measurement of chlorophyll content
Cutting the middle part of a corn leaf at room temperature, cleaning dirt on the surface of the leaf, then sucking water on the surface of the leaf by using absorbent paper, cutting the leaf into fragments with the diameter of about 2mm, accurately weighing 0.5g after uniformly mixing, and placing the fragments in a 20mL test tube. Removing the prepared acetone: 15mL of mixed solution with the volume ratio of 2:1 of ethanol is put in a test tube, sealed by a sealing film and placed under the dark condition for leaching for 16 hours. The extraction is carried out fully by vortex oscillation for 8 times. After leaching, the leaching liquor is diluted by 5 times, and corresponding absorbance values are respectively measured at 649nm and 665nm wavelengths. Chlorophyll a, chlorophyll b and total content were calculated according to the following formula:
CHL a concentration (mg/L) 13.95 × A665-6.88×A649；
CHL b concentration (mg/L) ═ 24.96 × A649-7.32×A665；
2.2 measurement of malondialdehyde content
Taking 3-5 corn leaves, cleaning, wiping, cutting into 0.5cm small segments, mixing uniformly, weighing 0.2g of the corn leaves, adding 2mL of 0.1% TCA and a little quartz sand, grinding into homogenate, adding a proper amount of TCA, further grinding, transferring the homogenate into a 5mL centrifuge tube, centrifuging at 5000r/min for 10min, and taking supernatant as MDA extract. Sucking 1mL of supernatant (1 mL of 0.1% TCA in blank), adding 3mL of 0.6% TBA solution (a small amount of 1mol/L sodium hydroxide is added for dissolution, then trichloroacetic acid is added for constant volume to 250mL, 1.5g of thiobarbituric acid is taken), reacting the mixture on a boiling water bath for 30min, rapidly cooling, and centrifuging at 5000r/min for 10 min. The MDA content measurement takes 0.6% thiobarbituric acid as blank, and the supernatant is taken to measure the light absorption values at 532nm, 600nm and 450 nm.
2.3 determination of superoxide dismutase Activity
Extraction of SOD: weighing 0.5g of corn seedling leaves, placing the corn seedling leaves in a mortar precooled by liquid nitrogen, adding 2mL of precooled phosphate buffer (pH 7.8), grinding and homogenizing, transferring the mixture into a 10mL measuring flask, washing the mortar 2-3 times (1-2 mL each time) by using the phosphate buffer, combining washing liquid in the measuring flask, and fixing the volume to 10 mL. Centrifuging 5mL of the extractive solution at 4 deg.C at 10000r/min for 15min to obtain supernatant as SOD crude enzyme extractive solution.
SOD activity determination: taking 7 test tubes with 15mm multiplied by 150mm, good transparency and same texture, measuring 3 test tubes, comparing 3 test tubes under light, comparing 1 test tube in dark (zero adjustment), and adding reaction chromogenic reagent according to the following table 1. After riboflavin is added into the test tube No. 7, shading treatment is immediately carried out by using a double-layer black hard paper sleeve, shaking is carried out after all reagents are added, then the test tube is placed under a 4000lux fluorescent lamp for color development reaction for 10-15min (the illumination of each tube is required to be consistent), the reaction temperature is controlled between 25-35 ℃, and the reaction time is properly adjusted according to the reaction color and the enzyme activity of a control tube under light. After the reaction, black hard paper is sleeved on each test tube for covering treatment to stop the reaction. And (4) taking a dark control as a blank (zero adjustment), measuring the absorbance of the No. 1-6 test tube reaction solution at 560nm, and recording the measurement data.
Wherein A iso: absorbance of the control tube under light; a. thes: measuring the absorbance of the tube by using the sample; vT: the total volume of the sample extract; vs: taking the crude enzyme liquid amount during measurement; t: the color reaction is related to the illumination time; FW: fresh weight of sample.
TABLE 1
2.4 determination of peroxidase Activity
Extraction of POD: taking corn leaves to be measured, shearing, uniformly mixing, weighing 0.5g into a mortar, adding a small amount of quartz sand and CaCO3And a small amount of distilled water, grinding and homogenizing in an ice bath, then using the distilled water to fix the volume to 8mL, shaking uniformly, and centrifuging at 3000r/min for 15min to obtain supernatant, namely the enzyme solution to be detected.
POD Activity measurement: mixing 0.05mol/L phosphate buffer solution (2 mL, pH5.5), enzyme solution (1 mL) and guaiacol (0.05 mol/L) uniformly, keeping the temperature in water at 34 deg.C for 4min, and sequentially adding 1mL of 2% H2O2Immediately shaken and poured into a cuvette, the change in absorbance value A470 was immediately measured, recorded every 30s for a total of 4min, with the buffer instead of the enzyme solution as a reference. At a per minute470The increase of 0.01 is an enzyme activity unit.
2.5 determination of peroxidase Activity
Extraction of enzyme solution: weighing 1.00g of leaves of corn to be detected, shearing, uniformly mixing, placing in a precooled mortar, then adding a proper amount of phosphate buffer (pH7.0) and a small amount of quartz sand, grinding uniformly on an ice bath, washing by using 6mL of phosphate buffer for 3 times, combining washing liquids in a measuring flask, shaking uniformly, centrifuging for 15min (4 ℃, 15000r/min), and obtaining supernatant which is enzyme extracting solution, and storing at 4 ℃ for later use.
And (3) CAT activity determination: taking 10mL of test tube with a plug, adding 2mL of enzyme extract into boiling water, heating and boiling, and cooling for later use; taking 4 test tubes of 10mL, taking 3 test tubes as determination tubes (3 times of repetition), taking 1 test tube as a control tube, and adding the reagents according to the table 2; preheating 4 test tubes in 25 deg.C water bath for 3min, and sequentially adding 0.2mL of 200mmol/L H2O2The absorbance at 240nm was measured rapidly and recorded every 30 seconds for 3min 1 time. With A240The change of 0.01/(g.min) is one enzyme activity unit.
Wherein, VT: the total volume of the sample extract; vs: adding sample amount during measurement; FW: fresh weight of sample.
TABLE 2
Fig. 2 shows the effect of the imidazole compound shown in formula III on the CHL and MDA content of seedlings, and it can be seen that, compared to 0g of seed dressing of the imidazole compound of a.i./100kg of seeds, after 0.01-0.2g of seed dressing of the imidazole compound of a.i./100kg of seeds, the CHL content of corn seedlings is increased by at least 14.0% and the MDA content is decreased by at least 15.0%, and after 0.25g of seed dressing of the imidazole compound of a.i./100kg of seeds, the CHL content of corn seedlings is decreased and the MDA content is increased, which indicates that the CHL content of seedlings and the MDA content are increased by 0.01-0.2g of seed dressing of the imidazole compound, and that 0.25g of seed dressing of the imidazole compound of a.i./100kg of corn seedlings has an inhibitory effect on the CHL content of seedlings and an effect on the MDA content of seedlings.
FIG. 3 shows the effect of imidazole compounds of formula III on SOD, POD and CAT activities of seedlings, and it can be seen that the SOD activity, POD activity and CAT activity in corn seedlings are at least increased by 24.0%, at least 33.0% and at least 34.0% after 0.01-0.2g a.i./100kg of seeds of imidazole compound dressing treatment, compared with 0g a.i./100kg of seeds of imidazole compound dressing treatment, while the SOD, POD activity and CAT activity in corn seedlings are decreased and slightly increased after 0.25g a.i./100kg of seeds of imidazole compound dressing treatment, which indicates that the SOD, POD and CAT activities in seedlings can be increased in the range of 0.01-0.2g a.i./100kg of imidazole compound dressing treatment, and that 0.25g a.i./100kg of imidazole compound dressing treatment has an inhibitory effect on SOD and POD activities in seedlings, but has no significant effect on CAT activity in seedlings.
The corn MDA content is measured in the three-leaf one-heart period, the flare period and the pollination period respectively, and the influence of the imidazole compound shown in the formula III on the MDA increasing speed in seedlings is observed. Fig. 4 shows the effect of the imidazole compound shown in formula III on the MDA increase rate in seedlings, and it can be seen that, compared with the 0g of the imidazole compound seed dressing of a.i./100kg of seeds, after the 0.15g of the imidazole compound seed dressing of a.i./100kg of seeds, the MDA content in corn seedlings increases slowly, and after the 0.25g of the imidazole compound seed dressing of a.i./100kg of seeds, the MDA content in corn seedlings increases rapidly, which indicates that the imidazole compound seed dressing treatment can effectively reduce the MDA content in corn seedlings in a lower concentration range, and can effectively inhibit the continuous increase of the MDA content in the later stage, so as to improve the antioxidant capacity of the plant, further improve the disease resistance of the plant, and finally promote the improvement of the overall yield of the plant.
2. Imidazole compound shown as formula III in the specification is used for seed dressing field pesticide effect test
Test protocol: selecting a variety of corn, namely 'Zhengdan 958', as a research object, respectively treating corn seeds according to the concentration of 0 and 0.15g of a.i./100kg of imidazole compounds shown in formula III, uniformly stirring the pesticide, and airing for later use. And (3) selecting corn seeds with consistent size and full seeds, and sowing the corn seeds into a test field (the soil fertility of the test field is medium, the previous crop is winter wheat, the pH value of the soil is 7.35, and the organic matter content is 1.67%). Three replicates per treatment, 30m per cell2(5m is multiplied by 6m), the adjacent cells and the periphery of the test ground are provided with 1m of protection rows, and the cells are arranged according to the random block test design.
2.1 investigation of pests
Every 10 days after the three-leaf period of maize, each plot randomly investigated the number of sucking mouthparts pests (laodelphax striatellus, thrips and aphids) on 30 maize plants.
2.2 investigation of soil-borne diseases
2.2.1 investigation of Stem rot
And (3) randomly investigating the incidence rate (including lodging rate) of the stem rot of 30 corn plants and calculating the field control effect in the later stage of the corn milk stage by each cell.
Disease rate (%) — disease rate/total number of investigated plants × 100%;
control effect (control disease rate-treatment disease rate)/control disease rate) × 100%.
2.2.2 investigation of sheath blight
In the maize stage, each cell randomly examined the disease rate and disease grade of 30 maize plants (wherein grade 1 represents the disease of the 4 th leaf sheath and the following leaf sheath under the fruit ear, grade 3 represents the disease of the 3 rd leaf sheath and the following leaf sheath under the fruit ear, grade 5 represents the disease of the 2 nd leaf sheath and the following leaf sheath under the fruit ear, grade 7 represents the disease of the 1 st leaf sheath and the following leaf sheath under the fruit ear, and grade 9 represents the disease of the fruit ear and the above leaf sheath), and the disease index and field control effect were calculated.
Control effect (control disease rate-treatment disease rate)/control disease rate) × 100%.
2.2.3 investigation of ear rot
In the maize stage, the disease rate of 30 maize ears was randomly examined per cell, the ears were removed, and the ear disease levels were individually examined and described (wherein, level 1 represents the diseased area on the fruit ear total area 0-1%, level 3 represents the diseased area on the fruit ear total area 2-10%, level 5 represents the diseased area on the fruit ear total area 11-25%, level 7 represents the diseased area on the fruit ear total area 26-50%, and level 9 represents the diseased area on the fruit ear total area 51-100%), and the disease index and the ear prevention effect were statistically examined.
Control effect (control disease rate-treatment disease rate)/control disease rate) × 100%.
Fig. 5 shows the effect of the imidazole compound shown in formula III on sucking mouth parts, and it can be seen that, compared with 0g of the imidazole compound seed dressing of a.i./100kg of seeds, after the 0.15g of the imidazole compound seed dressing of a.i./100kg of seeds, the number of sucking mouth parts is increased slowly, and the difference between the 0.25g of the a.i./100kg of seeds and the 0g of the a.i./100kg of seeds is not significant, which indicates that the imidazole compound seed dressing treatment has a better control effect on the sucking mouth parts in a lower concentration range, thereby ensuring the robust growth of plant seedlings and being beneficial to the improvement of yield.
Table 3 shows the effect of the imidazole compounds represented by formula III on soil-borne diseases, it can be seen that, compared to 0g of the imidazole compounds of a.i./100kg of seeds, the incidence and disease index of stem rot, sheath blight and ear rot are significantly reduced after 0.15g of the imidazole compounds of a.i./100kg of seeds are treated with seed dressing, while the incidence and disease index of stem rot, sheath blight and ear rot are slightly reduced after 0.25g of the imidazole compounds of a.i./100kg of seeds are treated with seed dressing, which indicates that the treatment with seed dressing of imidazole compounds has better control effect on soil-borne diseases in a lower concentration range.
TABLE 3 Effect of imidazole-based Compounds of formula III on soil-borne diseases
Example 3:
a dry powder seed coating agent comprises a dry powder seed coating agent,
-0.3% of an imidazole compound of formula III by mass;
-film-forming agent, carboxymethyl chitin, the amount is 2.4% of the total mass;
-surfactant, styrylphenol polyoxyethylene ether, the amount of which is 11.2% of the total mass;
-microelements comprising boric acid, ammonium molybdate, sodium selenite and magnesium sulphate in a mass ratio of 10:7:5:6, in an amount of 4.0% of the total mass;
-a fungicide and an insecticide, containing carbendazim, thiram and imidacloprid in a mass ratio of 1:0.4:3.1, the amount being 17.5% of the total mass; wherein, the carbendazim is 50 percent of wettable powder, and the thiram is 50 percent of wettable powder;
-a growth regulator comprising indoleacetic acid, chlormequat chloride and paclobutrazol in a mass ratio of 1:0.3:1.5, the amount of which is 4.3% of the total mass;
-colour agent, rose essence, in an amount of 2.2% of the total mass;
-auxiliaries, kaolin, the balance of the total mass to 100%.
The production process of dry powder seed coating includes the following steps,
according to the formula requirements, the raw materials are added into a ball mill to be mixed, and then the mixture is input into a jet mill to be crushed, so that the dry powder seed coating agent is obtained. Wherein, the technological parameters of ball milling are as follows: grinding ball grading is 1:3 (the grinding balls are cast iron balls, the diameter of a large ball is 10mm, the diameter of a small ball is 6mm), the rotating speed of the ball mill is 180r/min, the ball milling time is 45min, and the ball material ratio is 7: 1; the technological parameters of the superfine grinding are as follows: the micro-grinding time is 30min, the micro-grinding frequency is 28Hz, and the micro-grinding wind speed is 1.6 m/s; the engine was operated at 60% of the critical speed.
Example 4:
a dry powder seed coating agent comprises a dry powder seed coating agent,
-0.1% of an imidazole compound of formula III by mass;
-film-forming agent, polyvinyl alcohol, in an amount of 3.0% of the total mass;
-surfactant, styrylphenol polyoxyethylene ether, in an amount of 9% of the total mass;
-trace elements comprising boric acid, ammonium molybdate, sodium selenite and magnesium sulphate in a mass ratio of 10:8:4:8, in an amount of 5.0% of the total mass;
-a fungicide and an insecticide containing carbendazim, thiram and imidacloprid in a mass ratio of 1:0.5:2.4, the amount being 18% of the total mass; wherein, the carbendazim is 50 percent of wettable powder, and the thiram is 50 percent of wettable powder;
-a growth regulator comprising indoleacetic acid, paclobutrazol, trehalose in a mass ratio of 1:2.5:0.2, the amount being 5.7% of the total mass;
-colorant, rose essence, in an amount of 1.2-2.5% of the total mass;
-an auxiliary agent, talc, the balance of the amount of total mass to 100%.
The production process of the dry powder seed coating agent is the same as that of example 3.
Example 5:
a dry powder seed coating agent comprises a dry powder seed coating agent,
-0.4% of an imidazole compound of formula III by mass;
-film-forming agent, polyvinylpyrrolidone, in an amount of 2.8% of the total mass;
-surfactant, calcium dodecylbenzenesulfonate complex emulsifier, in an amount of 15% of the total mass;
-microelements comprising boric acid, ammonium molybdate, sodium selenite and magnesium sulphate in a mass ratio of 10:5:6:6, in an amount of 5.2% of the total mass;
-a fungicide and an insecticide containing carbendazim, thiram and imidacloprid in a mass ratio of 1:0.3:3.5, the amount being 20.0% of the total mass; wherein, the carbendazim is 50 percent of wettable powder, and the thiram is 50 percent of wettable powder;
-a growth regulator comprising naphthylacetic acid, gibberellin, paclobutrazol in a mass ratio of 1:0.6:3.4, the amount of which is 2.4% of the total mass;
-colour agent, fruit green, in an amount of 1.5% of the total mass;
-an auxiliary agent, bentonite, the balance of the total mass to 100%.
The production process of the dry powder seed coating agent is the same as that of example 3.
Example 6:
a dry powder seed coating agent comprises a dry powder seed coating agent,
-0.3% of an imidazole compound of formula III by mass;
-film-forming agent, carboxymethyl chitin, the amount is 2.4% of the total mass;
-surfactant, styrylphenol polyoxyethylene ether, the amount of which is 11.2% of the total mass;
-microelements comprising boric acid, ammonium molybdate, sodium selenite and magnesium sulphate in a mass ratio of 10:7:5:6, in an amount of 4.0% of the total mass;
-a fungicide and an insecticide, containing carbendazim, thiram and imidacloprid in a mass ratio of 1:0.4:3.1, the amount being 17.5% of the total mass; wherein, the carbendazim is 50 percent of wettable powder, and the thiram is 50 percent of wettable powder;
-a growth regulator comprising indoleacetic acid, chlormequat chloride and paclobutrazol in a mass ratio of 1:0.3:1.5, the amount of which is 4.3% of the total mass;
-colour agent, rose essence, in an amount of 2.2% of the total mass;
-alitame, in an amount of 0.004% of the total mass;
-auxiliaries, kaolin, the balance of the total mass to 100%.
The production process of the dry powder seed coating agent is the same as that of example 3.
Example 7:
a dry powder seed coating agent comprises a dry powder seed coating agent,
-film-forming agent, carboxymethyl chitin, the amount is 2.4% of the total mass;
-surfactant, styrylphenol polyoxyethylene ether, the amount of which is 11.2% of the total mass;
-microelements comprising boric acid, ammonium molybdate, sodium selenite and magnesium sulphate in a mass ratio of 10:7:5:6, in an amount of 4.0% of the total mass;
-a fungicide and an insecticide, containing carbendazim, thiram and imidacloprid in a mass ratio of 1:0.4:3.1, the amount being 17.5% of the total mass; wherein, the carbendazim is 50 percent of wettable powder, and the thiram is 50 percent of wettable powder;
-a growth regulator comprising indoleacetic acid, chlormequat chloride and paclobutrazol in a mass ratio of 1:0.3:1.5, the amount of which is 4.3% of the total mass;
-colour agent, rose essence, in an amount of 2.2% of the total mass;
-alitame, in an amount of 0.004% of the total mass;
-auxiliaries, kaolin, the balance of the total mass to 100%.
The production process of the dry powder seed coating agent is the same as that of example 3.
Example 8:
a dry powder seed coating agent comprises a dry powder seed coating agent,
-0.3% of an imidazole compound of formula III by mass;
-film-forming agent, carboxymethyl chitin, the amount is 2.4% of the total mass;
-surfactant, styrylphenol polyoxyethylene ether, the amount of which is 11.2% of the total mass;
-a fungicide and an insecticide, containing carbendazim, thiram and imidacloprid in a mass ratio of 1:0.4:3.1, the amount being 17.5% of the total mass; wherein, the carbendazim is 50 percent of wettable powder, and the thiram is 50 percent of wettable powder;
-a growth regulator comprising indoleacetic acid, chlormequat chloride and paclobutrazol in a mass ratio of 1:0.3:1.5, the amount of which is 4.3% of the total mass;
-colour agent, rose essence, in an amount of 2.2% of the total mass;
-alitame, in an amount of 0.004% of the total mass;
-auxiliaries, kaolin, the balance of the total mass to 100%.
The production process of the dry powder seed coating agent is the same as that of example 3.
Example 9:
particle size determination of dry powder seed coating
A proper amount of the dry powder seed coating agent in the embodiment 3-8 is randomly weighed, dispersed by ultrapure water, and dispersed to prepare powder suspension after ultrasonic oscillation for 10min, and the powder suspension is measured according to the operation instruction of a Mastersizer 2000 laser particle size analyzer. As shown in Table 4, the results show that the seed coating agents of the dry powders of examples 3 to 8 account for more than 95% by mass of the powders and reach 1000 meshes.
TABLE 4 particle size distribution of the dry powder seed coating
Example 10:
1. sand culture test of dry powder seed coating agent seed dressing indoor incubator
Test protocol: selecting a corn variety 'Zhengdan 958' as a research object, respectively treating corn seeds by using the dry seed coating agent in the embodiment 3-8 (the seed coating agent and the plant seeds are weighed according to the mass ratio of 1:300, then water accounting for 1.2% of the mass of the plant seeds is weighed, firstly adding the plant seeds into a mixing machine, then adding the seed coating agent, firstly mixing for 2min, then adding the water, then mixing for 5min, completing the wrapping, sowing after the epidermis of the plant seeds is dried), and meanwhile, setting a control group (the seeds are not treated). Selecting corn seeds with consistent size and full seeds, sowing the corn seeds into a plastic box (with the length of 25cm, the width of 15cm and the height of 9cm) with a layer of wet sand spread at the bottom, sowing 25 seeds in each pot, covering the wet sand with the height of about 1cm on the seeds, repeating the treatment for 3 times, and culturing in a light incubator (at the temperature of 28 ℃ and under the light for 14 hours). Germination vigor (the percentage of normal germination seeds to the test seeds) was measured on day 4 after sand culture of corn, and germination rate, germination index and seed vigor index were measured on day 7.
FIG. 6 is the effect of the dry seed coating on the seed germination vigor, germination rate, germination index and seed vigor index, and it can be seen that the dry seed coatings of examples 3-6 have a strong promoting effect on the seed germination vigor, germination rate, germination index and seed vigor index compared to the control group; compared with the examples 3 and 7-8, the dry powder seed coating agent in the example 6 has better promotion effects on seed germination vigor, germination rate, germination index and seed vigor index.
2. Dry powder seed coating agent seed dressing field drug effect test
Test protocol: selecting a corn variety 'Zhengdan 958' as a research object, and respectively treating corn seeds by using the dry seed coating agent in the embodiment 3-8 (the seed coating agent and the plant seeds are weighed according to the mass ratio of 1:300, then water accounting for 1.2 percent of the mass of the plant seeds is weighed, firstly adding the plant seeds into a mixing machine, then adding the seed coating agent, firstly mixing for 2min, then adding the water, then mixing for 5min, completing the wrapping, and sowing after the epidermis of the plant seeds is dried). Corn seeds with consistent size and full seeds are selected and sown in a test field (the soil fertility of the test field is medium, the previous crop is winter wheat, the pH value of the soil is 7.35, and the organic matter content is 1.67 percent), and a control group (the seeds are not treated) is set at the same time. Three replicates per treatment, 30m per cell2(5m is multiplied by 6m), the adjacent cells and the periphery of the test ground are provided with 1m of protection rows, and the cells are arranged according to the random block test design. 225kg/hm were applied for each treatment2And (3) applying additional fertilizer again in the large-horn-mouth period according to the seed additional ratio of 1: 1. And field management is performed in the same field as field cultivation. And measuring the activity of the rhizosphere soil enzyme in a seedling stage, a horn mouth stage and a pollination stage.
2.1 determination of soil enzyme Activity
Soil urease determination is performed by sodium phenolate colorimetric method, culturing at 37 deg.C for 24 hr, and determining NH in 1g dry soil3The content of-N (. mu.g/g) is expressed. The soil protease activity is determined by ninhydrin colorimetry, and NH is added into 1g of dry soil after culturing at 30 ℃ for 24h3The content of-N (mg/g). The soil alkaline phosphatase determination adopts a disodium phenyl phosphate colorimetric method. The soil dehydrogenase was determined by TTC reduction and expressed as the TPF content (mg/g) in 1g of dry soil after dark culture at 37 ℃ for 24 hours.
Fig. 7 to 10 show the influence of the dry powder seed coating on the activities of urease, protease, alkaline phosphatase and dehydrogenase in soil respectively, and it can be seen that, compared with examples 3 and 7 to 8, the dry powder seed coating in example 6 can improve the activities of urease, protease, alkaline phosphatase and dehydrogenase in soil at seedling stage, bell mouth stage and pollination stage, thereby solving the technical problem of "the activity of enzyme in soil changes due to the existence of bactericide, insecticide and growth regulator", improving the soil fertility, being beneficial to the growth of plants and finally improving the crop yield.
Conventional operations in the operation steps of the present invention are well known to those skilled in the art and will not be described herein.
The embodiments described above are intended to illustrate the technical solutions of the present invention in detail, and it should be understood that the above-mentioned embodiments are only specific embodiments of the present invention, and are not intended to limit the present invention, and any modification, supplement or similar substitution made within the scope of the principles of the present invention should be included in the protection scope of the present invention.
Claims (10)
1. An imidazole compound shown in a formula III,
2. the method for synthesizing the imidazole compound shown as the formula III is carried out according to the following synthetic route,
3. the imidazole compound shown in the formula III is used for promoting the growth of plants and improving the disease resistance and stress resistance of the plants.
4. Use of imidazole compounds of formula III for controlling pests with piercing-sucking mouthparts and soil-borne diseases.
5. The application of the imidazole compound shown in the formula III in preparing a seed coating agent.
6. A dry powder seed coating agent comprises a dry powder seed coating agent,
-imidazole compounds of formula III in an amount of 0.03-0.5% of the total mass;
-a film-forming agent selected from one or more of carboxymethyl chitin, sodium carboxymethyl cellulose, polyvinyl alcohol, polyethylene glycol or polyvinylpyrrolidone, in an amount of 1.5-3.0% of the total mass;
-surfactant, styrylphenol polyoxyethylene ether, calcium dodecylbenzenesulfonate compound emulsifier, the amount of which is 8-15% of the total mass;
-trace elements in an amount of 1.8-5.5% of the total mass;
-an auxiliary agent selected from one or more of kaolin, talc, silica, bentonite, the balance of the total mass to 100%.
7. A process for producing a dry powder seed coating of claim 6 comprising,
according to the formula requirements, the imidazole compound shown in the formula III, a film-forming agent, a surfactant, trace elements and an auxiliary agent are added into a ball mill to be mixed, and then the mixture is input into a jet mill to be crushed until more than 95% of the powder by mass reaches 1000 meshes, so that the dry powder seed coating agent is obtained.
8. A method for sowing plant seeds, which comprises coating the plant seeds with the dry powder seed coating agent of claim 6, and sowing the coated plant seeds after the surface of the plant seeds is dried.
9. The method of claim 8, wherein the method further comprises: the mass ratio of the seed coating agent to the plant seeds is 1: 200-500.
10. The method of claim 8, wherein the method further comprises: the plant seeds are seeds which can germinate and grow after being sowed in soil.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102558068A (en) * | 2012-01-12 | 2012-07-11 | 襄樊学院 | Water-phase synthetic benzimidazole compound and crystallization method thereof |
| CN103027064A (en) * | 2013-01-16 | 2013-04-10 | 广西汇丰生物科技有限公司 | Seed treatment preparation containing clothianidin |
| CN103358372A (en) * | 2013-07-17 | 2013-10-23 | 中南林业科技大学 | In-situ generation method of phosphorus-containing benzimidazole derivative modifier in timber |
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2020
- 2020-08-31 CN CN202010899235.4A patent/CN112493247A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102558068A (en) * | 2012-01-12 | 2012-07-11 | 襄樊学院 | Water-phase synthetic benzimidazole compound and crystallization method thereof |
| CN103027064A (en) * | 2013-01-16 | 2013-04-10 | 广西汇丰生物科技有限公司 | Seed treatment preparation containing clothianidin |
| CN103358372A (en) * | 2013-07-17 | 2013-10-23 | 中南林业科技大学 | In-situ generation method of phosphorus-containing benzimidazole derivative modifier in timber |
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