Bactericidal composition containing bupirimate and thymol

By combining ethirimol sulfonate and thymol into a fungicide composition, the problems of pesticide residues and resistance caused by single fungicides are solved, achieving efficient control of a variety of plant diseases and reducing costs and environmental impact.

CN120827110APending Publication Date: 2025-10-24HAINAN DOCTOR WEIHUI AGRICULTURAL CHEMICAL CO LTD
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Patent Information

Application Number
CN202410458286.1
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2024-04-17
Publication Date
2025-10-24

AI Technical Summary

Technical Problem

Long-term, continuous, high-dose application of a single chemical bactericide leads to pesticide residues, environmental pollution, and drug resistance. Existing technologies lack effective compound formulation solutions.

Method used

The bactericidal composition of ethirimol sulfonate and thymol, with the addition of sodium nitrophenolate and organosilicon penetrant, improves drug penetration and target lesion repair, thereby enhancing the bactericidal effect.

Benefits of technology

It significantly improves the control of leaf spot, blight, and anthracnose in fruit trees, vegetables, flowers, and other crops, delays the development of drug resistance, and reduces costs and dosage.

✦ Generated by Eureka AI based on patent content.

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Abstract

The invention relates to a bactericidal composition containing bupirimate and thymol. The bactericidal composition comprises effective components of bupirimate and thymol which are subjected to binary compounding, wherein the mass ratio of bupirimate to thymol is (1-20): (30-5), the mass fraction ratio of bupirimate to thymol in the preparation is 6%-50%, the synergist is organic silicon and compound sodium nitrophenolate, and the balance is auxiliary components which are allowed to be used and accepted in pesticides. The dosage form of the bactericidal composition is missible oil, a suspending agent, wettable powder, an emulsion in water, a microemulsion and a microcapsule. The bactericidal composition is suitable for preventing and treating various powdery mildew, leaf spot, epidemic diseases and anthracnose of ornamental plants such as fruit trees, vegetables, flowers and the like and field crops, and especially has a very good protection and treatment effect on powdery mildew of apples and strawberries.
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Description

manual Technical Field

[0001] The invention relates to the technical field of pesticide compounding, in particular to a fungicide composition containing pyrimethanol sulfonate and thymol. Background Art

[0002] Bupirimate is an organic compound with the chemical formula C13H24O3N4S. It is a pale yellow or light brown waxy solid. Its English name is Bupirimate. It is a systemic fungicide mainly used to control powdery mildew in crops such as apples, greenhouse roses and strawberries. It acts quickly and has a long lasting effect. It is safe for crops at the recommended dose and can enhance crop resistance and improve crop quality.

[0003] Thymol (English name: Thymol; is a monoterpene, a phenolic derivative of p-isopropyltoluene (p-cymene); its molecular formula is C 10 H 14 O, an isomer of carvacrol, is named after its discovery in thyme. (CAS No. 89-83-8) is a purely plant-derived fungicide (chemically synthesized versions are more effective) with protective and therapeutic properties. Thymol has low toxicity and strong fungicidal properties, offering advantages such as low dosage, high efficacy, low toxicity, and specific efficacy against powdery mildew. It is suitable for controlling various powdery mildew and fungal diseases of ornamental plants such as fruit trees, vegetables, and flowers, as well as field crops such as apples, grapes, grass mold, strawberries, roses, and sweet potato powdery mildew and anthracnose.

[0004] Applying chemical pesticides is the most effective means of controlling plant diseases and insect pests. However, the long-term, continuous, high-dose application of a single chemical fungicide can easily lead to residues, environmental pollution, and resistance. The rational compounding or blending of chemical fungicides has the potential to expand the fungicide spectrum, improve control effectiveness, extend the shelf life, reduce dosage, minimize phytotoxicity, reduce residues, and delay the development of resistance and tolerance. Pesticide compounding is one of the most effective methods to address these issues. While the cost of developing new fungicides continues to climb, the development and research of highly effective, low-toxic, and low-residue compounds and blends, with their low investment and short development cycles, has attracted significant attention both domestically and internationally, leading to increased research and development efforts. Based on laboratory screening and field trials, we have identified a compound of pyrimethamine sulfonate and thymol, which exhibits significant synergistic effects against powdery mildew in apples and strawberries. The present invention combines pyrimidine sulfonate with thymol, adding sodium nitrophenolate and an organosilicon penetrant to repair target lesions and improve the permeability of the drug, thereby increasing drug utilization and enhancing efficacy. However, the use of a fungicide composition combining pyrimidine sulfonate with thymol and its application has not been reported. Summary of the Invention

[0005] Based on the above, the present application aims to provide a new efficient pesticide fungicidal composition. It is suitable for preventing and treating leaf spot, blight, anthracnose of fruit trees, vegetables, ornamental plants, field crops, and has special effect on powdery mildew.

[0006] The technical solution of the present application is realized by the following measures:

[0007] A fungicidal composition containing ethirimol and thymol, the effective components of the fungicidal composition are ethirimol and thymol in two-component complex, and the rest are auxiliary components. The mass ratio of the effective components ethirimol and thymol in the fungicidal composition is 1-20:30-5, the mass ratio of ethirimol and thymol in the fungicidal composition of the present application is 3-7:12-8, the synergistic effect is better, and the mass ratio is 5:10, the synergistic effect is best.

[0008] The fungicidal composition of the present application can be prepared into emulsifiable concentrate, suspension concentrate, emulsion in water, microemulsion, and microcapsule. The total mass of the effective components ethirimol and thymol in the preparation accounts for 6-50% of the mass of the entire preparation, and when it accounts for 10-25%, the toxicity and residue reach a better balance, and the cost is also lower.

[0009] The specific embodiments of the pesticide dosage form prepared from the fungicidal composition of the present application are as follows:

[0010] The fungicidal composition is an emulsifiable concentrate, and the mass fraction of the components is: ethirimol 1-20 parts; thymol 5-30 parts; conventional emulsifier 8-25 parts; conventional solvent 15-83 parts; conventional synergist 3-10 parts. The specific production steps of the emulsifiable concentrate are as follows: first, the effective components ethirimol and thymol are added to the solvent to completely dissolve, then the emulsifier, synergist are added, stirred uniformly to form a uniform transparent oily liquid, and then filled, to prepare the emulsifiable concentrate of the composition of the present application.

[0011] The fungicidal composition is a suspension concentrate, and the mass fraction of the components is: ethirimol 1-20 parts; thymol 5-30 parts; dispersant 5-20 parts; antifreeze 1-5 parts; thickening agent 0.1-2 parts; defoaming agent 0.1-0.8 parts; synergist 3-10 parts; pH value regulator 0.1-5 parts; water, the rest. The specific production steps of the suspension concentrate are as follows: first, mix other adjuvants, mix uniformly by high-speed shearing, then add the effective components ethirimol and thymol, and grind in a ball mill for 2-3 hours to make the particle diameter below 5 mm, to prepare the suspension concentrate preparation of the composition of the present application.

[0012] The fungicidal composition is an emulsion in water, and the components are as follows: ethirimol 1-20 parts by mass; thymol 5-30 parts by mass; emulsifier 3-30 parts by mass; solvent 5-15 parts by mass; stabilizer 2-15 parts by mass; antifreezing agent 1-5 parts by mass; antifoaming agent 0.1-8 parts by mass; synergist 3-10 parts by mass; thickening agent 0.2-2 parts by mass; and water, the balance. The specific production steps of the emulsion in water are as follows: first, ethirimol, thymol, solvent, emulsifier, and cosolvent are added together to form a uniform oil phase; part of the water, antifreezing agent, and other pesticide adjuvants are mixed together to form a uniform water phase; the oil phase is added to the water phase in a reaction kettle under high-speed stirring, water is slowly added until the phase inversion point is reached, a shearing machine is started for high-speed shearing, the remaining water is added, shearing is performed for about half an hour, an oil-in-water emulsion is formed, and the emulsion in water of the present application is prepared.

[0013] The fungicidal composition is a microemulsion, and the components are as follows: ethirimol 1-20 parts by mass; thymol 5-30 parts by mass; emulsifier 10-30 parts by mass; antifreezing agent 1-8 parts by mass; stabilizer 0.5-10 parts by mass; synergist 3-10 parts by mass; conventional solvent cosolvent 15-30 parts by mass. Ethirimol and thymol are completely dissolved with the cosolvent, other ingredients such as emulsifier, antifreezing agent, and stabilizer are added, and then mixed uniformly, and finally water is added, and the microemulsion is prepared after sufficient stirring.

[0014] The fungicidal composition is a microcapsule, and the components are as follows: ethirimol 1-20 parts by mass; thymol 5-30 parts by mass; urea 5-20 parts by mass; formaldehyde 5-20 parts by mass; emulsifying dispersant 5-20 parts by mass; antifreezing agent 1-5 parts by mass; synergist 3-10 parts by mass; thickening agent 0.1-2 parts by mass; antifoaming agent 0.1-0.8 parts by mass; and water, the balance. A three-necked flask equipped with a stirring device is charged with urea and formaldehyde (the molar ratio is about 1:1.5-2.0), sodium hydroxide solution is used to adjust the pH value of the solution to about 8-9, and then the temperature is raised to 70-80°C, and a stable urea-formaldehyde resin prepolymer is obtained by reaction. A certain amount of ethirimol and thymol are dissolved in cyclohexane, and an emulsifying dispersant is added to the solution, and an O / W type stable emulsion with the emulsifying dispersant aqueous solution as the water phase is prepared with vigorous stirring. The urea-formaldehyde resin prepolymer is added to the emulsion, the pH value is adjusted, and polymerization occurs under acid catalysis, so that the oil phase substances are wrapped up to form microcapsule particles. Slow heating and solidification are performed, the temperature is controlled at 40-50°C, and the solidification time is 1 h. A suitable amount of adjuvant is added, and a stable microcapsule is obtained.

[0015] The emulsifier is selected from the group consisting of calcium dodecyl benzene sulfonate and fatty acid polyoxyethylene ether, alkyl phenol polyoxyethylene ether sulfosuccinate, styryl phenol polyoxyethylene ether, nonyl phenol polyoxyethylene ether, castor oil polyoxyethylene ether, fatty acid polyoxyethylene ester, polyoxyethylene fatty alcohol ether, and a mixture of any one or more thereof in any ratio.

[0016] The solvent is selected from the group consisting of xylene or toluene, methanol, ethanol, n-butanol, isopropyl alcohol, pine-based plant oil with code ND-60, solvent oil, dimethyl formamide, dimethyl sulfoxide, water, and a mixture of any one or more thereof in any ratio.

[0017] The dispersant is selected from the group consisting of polycarboxylate with code YUS-WG5, TERSPERSE 2700, TERSPERSE 2500,

[018] lignin sulfonate with code YUS-WG4, YUS-207K, WLNOK, WLNO100, TERSPERSE 2020, alkyl phenol polyoxyethylene ether methyl ether condensate sulfate, alkyl sulfonate calcium salt, naphthalene sulfonate formaldehyde condensate sodium salt, alkyl phenol polyoxyethylene ether, fatty acid polyoxyethylene ester, fatty amine polyoxyethylene ether, glycerol fatty acid ester polyoxyethylene ether, and one or more thereof.

[0018] The wetting agent is selected from the group consisting of sodium dodecyl sulfate, calcium dodecyl benzene sulfonate, Laka powder BX, TERWET 1004, YUS-LXC, TERSPERSE 4894, TERSPERSE 2288, alkyl benzene sulfonate polyoxyethylene triphenyl phosphoric acid salt, soap nut powder, silkworm excrement, soapberry powder, and one or more thereof.

[0019] The disintegrant is selected from the group consisting of bentonite, urea, ammonium sulfate, aluminum chloride, citric acid, succinic acid, sodium bicarbonate, and one or more thereof.

[0020] The thickening agent is selected from the group consisting of xanthan gum, carboxymethyl cellulose, carboxyethyl cellulose, methyl cellulose, magnesium aluminum silicate, polyvinyl alcohol, and one or more thereof.

[0021] The stabilizer is selected from the group consisting of sodium citrate, resorcinol, epoxidized soybean oil, epichlorohydrin, and one of them.

[0022] The antifreeze agent is selected from the group consisting of ethylene glycol, glycerol, and one of them.

[0023] The synergist is selected from the group consisting of code SP-4078, organosilicon, hyperosmotic anesthetic, de-waxing agent, transdermal agent, and one or more thereof.

[0024] The defoaming agent is selected from the group consisting of silicone oil, silicone compound, C10-20 saturated fatty acid compound, C8-10 fatty alcohol, and one or more thereof.

[0025] The filler is selected from one or more of kaolin, diatomite, bentonite, attapulgite, white carbon black, starch, and light calcium carbonate.

[0026] The compound bactericide of the present application has obvious synergistic effect, delays the emergence of key drug resistance, and reduces the production cost and use cost, and is suitable for preventing and treating leaf spot, blight, and anthracnose of fruit trees, vegetables, ornamental plants, and field crops, and has special effect on powdery mildew. DETAILED DESCRIPTION

[0027] In order to make the technical solutions, purposes and advantages of the present application clearer and more apparent, the present application is described by the following specific examples, but the present application is not limited to these examples. The effect experiment of the present application adopts the field test method, and the proportions mentioned below are mass parts unless otherwise specified.

[0028] Example 1: Field efficacy test for preventing and treating grass mildew powdery mildew

[0029] 15% ethirimol·thymol microemulsion

[0030] The following weight proportions are used:

[0031] Experimental site: Chengmai, Hainan

[0032] Control agent: 5% ethirimol emulsifiable concentrate, 10% hexaconazole microemulsion, and 10% thymol microemulsion, diluted with water to 30 L for conventional spraying. Table 1: Field efficacy test results for preventing and treating grass mildew powdery mildew

[0033] As can be seen from Table 1, the prevention and treatment effect of Example 1 of the present application on grass mildew powdery mildew is obviously higher than that of other control agents, and has excellent prevention and treatment effect. Specifically, the average prevention and treatment effect of Example 1 on grass mildew powdery mildew is more than 93% under the condition of using the same dose, while the prevention and treatment effect of other control agents is only 76%-83%.

[0034] Example 2: Field efficacy test for preventing and treating apple powdery mildew

[0035] 15% ethirimol·thymol microemulsion

[0036] The following weight proportions are used:

[0037] Experimental site: Ledong, Hainan

[0038] Control agent: 5% ethirimol EC, 10% hexaconazole ME, 10% thymol ME, diluted with water to 30L normal spray Table 2: Field efficacy test results of preventing and treating apple powdery mildew

[0039] As can be seen from Table 2, the prevention effect of Example 2 of the present application on apple powdery mildew is obviously higher than that of other control agents, and has excellent prevention effect. Specifically, the average prevention effect of Example 2 on apple powdery mildew is more than 92% under the condition of using the same dose, while that of other control agents is only 72%-74%.

[0040] Example 3: Field efficacy test of preventing and treating pepper bacterial wilt

[0041] 15% ethirimol·thymol ME

[0042] According to the following weight ratio:

[0043] Experimental site: Chengmai, Hainan

[0044] Control agent: 5% ethirimol EC, 45% enzalutamide·pyraclostrobin SC, 10% thymol ME, diluted with water to 30L normal spray Table 3: Field efficacy test results of preventing and treating pepper bacterial wilt

[0045] As can be seen from Table 3, the prevention effect of Example 3 of the present application on pepper bacterial wilt is obviously higher than that of other control agents, and has excellent prevention effect. Specifically, the average prevention effect of Example 3 on pepper bacterial wilt is more than 88% under the condition of using the same dose, while that of other control agents is only 70%-80%.

[0046] Example 4: Field efficacy test of preventing and treating citrus anthracnose

[0047] 15% ethirimol·thymol ME

[0048] According to the following weight ratio:

[0049] Experimental site: Chengmai, Hainan

[0050] Control agent: 5% ethirimol EC, 20% difenoconazole ME, 10% thymol ME, diluted with water to 30L normal spray Table 4: Field efficacy test results of preventing and treating citrus anthracnose

[0051] As can be seen from Table 4: the citrus anthracnose prevention effect of Example 4 of the present application is obviously higher than that of other control agents, and has excellent prevention effect. Specifically: under the condition of using the same dose, the average prevention effect of Example 4 on citrus anthracnose is more than 90%, while that of other control agents is only 72%-83%.

[0052] Result analysis:

[0053] In summary, the fungicidal composition containing ethirimol and thymol of the present application has good prevention and treatment effect on grass mildew, apple mildew, pepper blight and citrus anthracnose, and is safe to target crops. The compound preparation not only improves the prevention effect, but also expands the fungicidal spectrum, broadens the use range, reduces the cost, plays a role of one drug for multiple diseases, reduces manpower and material resources, and improves production efficiency. Therefore, the invention and popularization of the compound preparation has very important significance to the society.

Claims

1. A fungicidal composition comprising ethirimol and thymol, characterized in that: The effective component of the fungicide composition is a binary compound of ethirimol and thymol, and the rest is auxiliary component, wherein the mass ratio of the effective component ethirimol and thymol is 1-20:30-5.

2. The bactericidal composition according to claim 1, characterized in that: The total weight of ethirimol and thymol in the preparation accounts for 6-50% of the mass of the whole preparation.

3. The bactericidal composition according to claim 1 or 2, characterized in that: The dosage form of the fungicide composition is emulsion, suspension, water emulsion, microemulsion and microcapsule.

4. The bactericidal composition according to claim 1 or 2, characterized in that: The fungicide composition has good protective and curative effects on powdery mildew of apple and strawberry.

5. The bactericidal composition according to claim 1 or 2, characterized in that: The fungicide effect is best when the ratio of ethirimol and thymol in the fungicide composition is 5:10.