Seed treatment agent for improving seed germination and resisting bacteria and preparation method thereof

Abstract

The invention provides a seed treatment agent for improving seed germination and resisting bacteria and a preparation method thereof. The effective components are modified azoxystrobin and a compound A; the structure of the compound A is shown as a formula I; the seed treatment agent composition containing the modified azoxystrobin and the compound A can improve the germination rate and germination potential of seeds, reduce the damage of diseases and guarantee the healthy growth of crops; meanwhile, generation of pest and disease resistance is slowed down; modified azoxystrobin and a compound A are compounded, so that the problem of drug resistance caused by a single agent is effectively delayed, crop diseases and insect pests are prevented and controlled while the germination rate is increased, and the insecticidal composition has very high social significance # imgabs0 #.

Description

Technical Field

[0001] The invention relates to the technical field of pesticide technology, and in particular to a seed treating agent capable of improving seed germination and resisting bacteria, and a preparation method thereof. Background Art

[0002] Seed treatment agent is a kind of pesticide preparation with film-forming properties used for treating crop or other plant seeds. Common seed treatment agents are made from pesticide originals (insecticides, fungicides, hormones and seed fertilizers, etc.), film-forming agents, wetting agents, dispersants, penetrants and other additives. They can be coated on the surface of seeds directly or after dilution to form a water-based suspension preparation with a certain strength and permeability protective film.

[0003] Seed treatment agents are a technology with a relatively rapid development momentum in the current pesticide industry. Unlike ordinary pesticides, seed treatment agents directly treat seeds. Improper use may cause pesticide damage and result in seed failure. Due to the special use technology of seed treatment agents, how to protect seeds from being affected and enable them to germinate and grow under conditions of high concentrations of chemical pesticides during the germination period is a key research issue in seed treatment technology. The impact of abnormal climatic conditions, such as low temperature, high humidity, and pests and diseases, on the germination potential and germination rate of seeds is even more critical in the study of seed treatment agents.

[0004] In order to further improve the bactericidal and growth-promoting effects, reduce the amount of active ingredients added to reduce drug damage, and reduce drug resistance, it is necessary to conduct more detailed research on existing seed treatment agents. Summary of the invention

[0005] Purpose of the invention: The purpose of the present invention is to provide a seed treatment agent that improves seed germination and is antibacterial and a preparation method thereof, so as to delay the drug resistance problem caused by a single agent on the existing market, reduce the usage amount to reduce drug damage, and prevent and control crop diseases and insect pests while improving the germination rate.

[0006] The technical solution of the present invention:

[0007] A seed treatment agent for improving seed germination and resisting bacteria, wherein the active ingredients are modified azoxystrobin and compound A; the structure of the compound A is shown in formula I:

[0008]

[0009] In some embodiments, based on 100 parts by total weight, the total weight of the modified azoxystrobin and compound A accounts for 3-45 parts of the total weight of the seed treatment agent.

[0010] In some embodiments, the weight ratio of the modified azoxystrobin to compound A is 1-3:1-5; preferably, the weight ratio of the modified azoxystrobin to compound A is 3:2.

[0011] In some embodiments, the preparation method of the modified azoxystrobin comprises: adding azoxystrobin to a solvent and stirring evenly, adding hydrogen peroxide and potassium carbonate, reacting for 5-10 minutes, adding distilled water, cooling, collecting the product, and obtaining the modified azoxystrobin. The modified azoxystrobin has an amide group, which enhances the antibacterial ability of the treatment agent.

[0012] In some embodiments, the preparation method of compound A comprises:

[0013] S1: Using high-quality turpentine as raw material, performing vacuum distillation, collecting the fraction at 70-80°C to obtain α-pinene; then using hydrated titanium oxide as a catalyst, isomerizing the α-pinene at 135-140°C, and performing vacuum distillation to obtain monomer camphene;

[0014] S2: polymerizing the monomers camphene, gibberellin GA1 and N-isobutyl-trans-2-trans-4-decadienamide to obtain a compound shown in formula 1.

[0015] Gibberellins are a type of plant hormone with a gibberellin ring structure that can promote plant growth. Gibberellin GA1 can enhance its own effect of promoting plant growth after being double-bonded with N-isobutyl-trans-2-trans-4-decadienamide and camphene.

[0016] In some embodiments, the polymerization reaction is carried out using an initiator selected from the group consisting of an azo initiator, a metallocene initiator, and a peroxide initiator, and the reaction temperature is 100-120°C.

[0017] In some embodiments, the seed treatment agent for improving seed germination and resisting bacteria further comprises an adjuvant, wherein the adjuvant is selected from one or more combinations of dispersants, wetting agents, fillers, film formers, and warning pigments.

[0018] In some embodiments, the dispersant is one or more combinations of phosphate dispersants, carboxylate dispersants, naphthalenesulfonate dispersants, and lignin dispersants.

[0019] In some embodiments, the wetting agent is one or more combinations of modified alkylphenol polyoxyethylene ethers or alkyl sulfonic acid sodium salts.

[0020] In some embodiments, the film-forming agent is one or more combinations of polyvinyl alcohol, carboxymethyl cellulose, gum arabic, sodium alginate, etc.

[0021] In some embodiments, the warning pigment is one or more of rose essence, rose bengal, and scarlet.

[0022] In some embodiments, the filler is kaolin, light calcium carbonate, bentonite, diatomaceous earth, sodium bentonite, etc., or a combination of any proportions thereof.

[0023] In some embodiments, the seed treatment agent for improving seed germination and resisting bacteria is a dispersible powder.

[0024] On the other hand, the present application also provides a method for preparing the seed treatment agent for improving seed germination and antibacterial properties as described above, which specifically comprises:

[0025] The effective ingredients and other preparation raw materials are mixed, crushed or ground to obtain the seed treatment agent.

[0026] Beneficial effects:

[0027] The seed treatment composition containing modified azoxystrobin and compound A provided by the present invention can improve the germination rate and germination potential of seeds, reduce the harm of diseases and ensure the healthy growth of crops; the composition of the present invention can effectively reduce the per-acre usage of seed treatment agents, is beneficial to environmental protection, and at the same time slows down the generation of resistance of diseases and insect pests; the present invention is a compound of modified azoxystrobin and compound A, which effectively delays the problem of resistance caused by a single agent, improves the germination rate, and prevents and controls crop diseases and insect pests, and has high social significance. DETAILED DESCRIPTION

[0028] The present invention will be described below in conjunction with specific embodiments. It should be noted that the following embodiments are examples of the present invention and are only used to illustrate the present invention, but not to limit the present invention. Other combinations and various modifications within the concept of the present invention may be performed without departing from the spirit or scope of the present invention.

[0029] Unless otherwise specified, the chemical reagents used in the present invention are all commercially available analytically pure. The dispersant IOTA-335 was purchased from Anhui IOTA Silicone Oil Co., Ltd.

[0030] Preparation of modified azoxystrobin

[0031] 1 mol azoxystrobin is added to 50 mL dimethyl sulfoxide and stirred evenly, 12 mL 30% hydrogen peroxide and 0.1 mol potassium carbonate are added, 50 mL distilled water is added after reacting for 5 minutes, cooled, and the product is collected to obtain the modified azoxystrobin. The structural formula of the modified azoxystrobin is shown in Formula II.

[0032]

[0033] Mass spectrometry data of the modified azoxystrobin: The obtained product was analyzed by LC-MS, and the m / z of the product was 421.13 (100.0%), 422.18 (26.4%), and 423.16 (3.6%), confirming that the modified azoxystrobin was successfully obtained.

[0034] Preparation of Compound A

[0035] S1: Using turpentine (CAS: 8006-64-2) as raw material, vacuum distillation, collecting 70-80° C. fraction to obtain α-pinene; adding 100 g of α-pinene and 2 g of hydrated titanium dioxide into a dry reaction bottle; stirring, heating to 140° C. to react for 4 h, tracking the progress of the reaction by gas spectrometry, stopping the reaction when the α-pinene content is less than 1%, and vacuum distilling the resulting product to obtain monomeric camphene;

[0036] S2: Add 6.8 g of azobisisobutylcyanonitrile to 1 mol of monomer camphene, 1 mol of gibberellin and 1 mol of N-isobutyl-trans-2-trans-4-decadienamide, heat to 100° C., perform polymerization reaction, and collect by distillation to obtain compound A shown in formula 1.

[0037] Mass spectrometry data of the compound A: The obtained product was analyzed by LC-MS, and the m / z of the product was 725.52 (100.0%), 726.56 (50.2%), 727.57 (12.6%), and 728.55 (2.1%), confirming that the compound A shown in Formula 1 was successfully obtained.

[0038] Examples 1-3

[0039] Weigh each component according to the formula in Table 1, put it in a beaker, turn on the high-speed shearing machine for 15 minutes, and then grind it with a sand mill at 1500 rpm. The particle size of the sample is detected to be 1-5 microns, and different seed treatment agents are obtained.

[0040] Table 1

[0041]

[0042]

[0043] Comparative Examples 1-4

[0044] The seed treatment agent of Comparative Example 1 was prepared according to the same steps as above, and the formula is shown in Table 2.

[0045] Table 2

[0046]

[0047] Comparative Example 5

[0048] Zhejiang Heben Technology Co., Ltd. - Midale seed treatment dry powder (PD20081579) is used as comparative example 5.

[0049] test:

[0050] The test soil has a weight ratio of soil to substrate of 2:1. The seedling pots after planting are placed in a plant culture room for cultivation (temperature of 22±3°C, humidity of 55±5%, light of 4000lx for 14h during the day and 0lx for 10h at night). No other agents are used during the test. Experimental design: The test sets up 8 groups, each with 10 pots, and the wheat seeds treated with the seed treatment agents of Examples 1-3 and Comparative Examples 1-5 are sown in sequence. The specific steps are as follows:

[0051] 50g of the seed treatment agent of the above embodiment and comparative example was first mixed with 100ml of water, and then mixed with the seeds at a ratio of 1:50, dried indoors, and watered with 300ml of water per pot before sowing, and 30 grains of wheat were sown per pot (double-color seedling pot 90mm). Survey method: Survey was conducted 10 days after sowing to investigate the germination rate of seeds and to count the germination potential and germination rate growth indicators of different agent treatments; 25 days after the survey, the plants were pulled out to investigate the disease conditions of roots and stems, the total number of plants and the number of diseased plants were recorded, and the disease rate was calculated. The specific data are shown in Table 3.

[0052] Table 3 Experimental data table

[0053]

[0054]

[0055] It can be seen from Table 3 that after the seeds were treated with seed treatment agents without adding active ingredients, the rhizomes of the cereals were very susceptible to disease, and the germination rate was only 50%, which would cause a large amount of resource waste; after the seeds were treated with the modified myclobutanil and compound A in combination, the incidence of the cereals was less than 6.6%; the incidence was significantly lower than the incidence when the two agents were used alone and other combinations were used; the germination rate was also higher than 90%, which was significantly better than the germination rate when the two agents were used alone and other combinations were used.

[0056] The combined active ingredients of the present invention can effectively improve the germination rate of seeds and reduce the damage caused by pathogens; the present invention is a compound of modified azoxystrobin and compound A, which effectively delays the drug resistance problem caused by a single agent, and the proportion of active ingredients can be as low as 8% (of the seed treatment agent). It is conducive to extending the market life of the seed treatment agent and has high social significance.

[0057] The present invention can also have many other embodiments. Without departing from the spirit and essence of the present invention, those skilled in the art can make various corresponding changes and modifications based on the present invention, but these corresponding changes and modifications should all fall within the scope of protection of the claims attached to the present invention.

Claims

1. A seed treatment agent for improving seed germination and antibacterial properties, characterized in that: include: The active ingredients of the seed treatment agent are modified azoxystrobin and compound A; The structure of the compound A is shown in Formula I:

2. The seed treatment agent for improving seed germination and resisting bacteria according to claim 1, characterized in that: The total weight of the modified azoxystrobin and compound A accounts for 3-45 parts of the total weight of the seed treatment agent.

3. The seed treatment agent for improving seed germination and resisting bacteria according to claim 1, characterized in that: The weight ratio of the modified azoxystrobin to compound A is 1-3:1-5.

4. The seed treatment agent for improving seed germination and resisting bacteria according to claim 1, characterized in that: The preparation method of the modified azoxystrobin comprises: adding azoxystrobin to a solvent and stirring evenly, adding hydrogen peroxide and potassium carbonate, reacting for 5-10 minutes, adding distilled water, cooling, and collecting the product to obtain the modified azoxystrobin.

5. The seed treatment agent for improving seed germination and resisting bacteria according to claim 1, characterized in that: The preparation method of the compound A comprises: S1: Using high-quality turpentine as raw material, performing vacuum distillation, collecting the fraction at 70-80°C to obtain α-pinene; then using hydrated titanium oxide as a catalyst, isomerizing the α-pinene at 135-140°C, and performing vacuum distillation to obtain monomer camphene; S2: polymerizing the monomers camphene, gibberellin and N-isobutyl-trans-2-trans-4-decadienamide to obtain a compound shown in formula 1.

6. The seed treatment agent for improving seed germination and resisting bacteria according to claim 1, characterized in that: In the polymerization reaction, the initiator is one or more of an azo initiator, a metallocene initiator or a peroxide initiator, and the reaction temperature is 100-120°C.

7. The seed treatment agent for improving seed germination and resisting bacteria according to claim 1, characterized in that: The seed treatment agent for improving seed germination and resisting bacteria also includes an auxiliary agent, and the auxiliary agent is selected from one or more combinations of dispersants, wetting agents, fillers, film-forming agents, and warning pigments.

8. The seed treatment agent for improving seed germination and resisting bacteria according to claim 1, characterized in that: The seed treatment agent for improving seed germination and resisting bacteria is a dispersible powder.

9. The method for preparing the seed treatment agent for improving seed germination and resisting bacteria according to any one of claims 1 to 8, characterized in that: include: The effective ingredients and other preparation raw materials are mixed, crushed or ground to obtain the seed treatment agent.

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