CN1608467A - Bactericide composition containing SYP-Zo48 - Google Patents

Abstract

The present invention discloses one kind of bactericide composition containing two active components, SYP-Z048 and triazole bactericide, in the weight ratio of 0.01-100. The composition contains at least two kinds of carrier and at least one of them is surfactant. The composition may be prepared into emulsion, suspension, aqueous emulsion or other forms, and is used in preventing and treating plant diseases caused by ascomycetes, basidiomycetes and adelomycete.

Description

Bactericidal composition containing pyridoxazole

technical field

The invention belongs to the field of agricultural fungicides.

Background technique

Pyridoxazole is an excellent fungicide for preventing and controlling various plant diseases such as grain, rice, fruit, vegetables and economic crops. It has high fungicidal activity, preventive and therapeutic effects, and good systemic conductivity. , basidiomycetes and a variety of plant diseases caused by fungi have good control effect. It has been found that it is more effective against tomato gray mold, cucumber gray mold, tomato leaf mold, apple leaf spot, cucumber scab, wheat root rot, grape white rot, grape brown spot, and peanut brown spot. High activity, especially effective on gray mold of vegetables, fruit trees and other crops. The compound has been disclosed in CN1280767A, and is a class of isoxazole heterocyclic substituted compounds with a novel chemical structure.

Contents of the invention

In order to avoid problems such as the occurrence of resistance and the decline in drug efficacy that may be caused by the use of a single agent of pyricloxazole, the present invention proposes a fungicidal composition and a composition containing two active components of pyricloxazole and triazoles. preparation and application.

The first active component of the composition proposed by the present invention is pyridoxazole, chemical name: 5-(4-chlorophenyl)-2,3-dimethyl-3-(pyridin-3-yl)isoxan Azoline, the structural formula is as follows:

通用名：啶菌恶唑分子式：C₁₆H₁₇ClN₂O分子量：288.77

Common name: Pyridoxazole Molecular formula: C ₁₆ H ₁₇ ClN ₂ O Molecular weight: 288.77

The second active component of the composition proposed by the present invention is selected from any of the following triazole fungicides:

Triadimefon (English common name: triadimefon): 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butanone

Molecular formula: C ₁₄ H ₁₆ ClN ₃ O ₂ Molecular weight: 293.8

Difenoconazole (English common name: difenoconazole): cis, trans-3-chloro-4-[4-methyl-2-(1H-1,2,4-triazol-1-ylmethyl)-1, 3-dioxolan-2-yl]phenyl-4-chlorophenyl ether

Molecular formula: C ₁₉ H ₁₇ Cl ₂ N ₃ O ₃ Molecular weight: 406.3

Diniconazole (English common name diniconazole): β-[(2,4-dichlorophenyl)-methylidene]-α-(1,1-dimethylethyl)-1H-1,2,4- triazole ethanol

分子式：C₁₅H₁₇C_l2N₃O分子量：326.2

Molecular formula: C ₁₅ H ₁₇ C _l2 N ₃ O Molecular weight: 326.2

Myclobutanil (English common name: myclobutanil), 2-(4-chlorophenyl)-2-(1H-1,2,4-triazole-1-methyl)capronitrile

分子式：C₁₅H₁₇ClN₄分子量：286.8

Molecular formula: C ₁₅ H ₁₇ ClN ₄ Molecular weight: 286.8

Propiconazole (English common name: propiconazloe): 1-[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolane-2-methyl]-1-hydrogen -1,2,4-triazole

Molecular formula: C ₁₅ H ₁₇ Cl ₂ N ₃ O ₂ Molecular weight: 342.2

Triadimenol (English common name: triadimenol): (1RS, 2RS; 1RS, 2SR)-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4 -Triazol-1-butyl)-2-ol

Molecular formula: C ₁₄ H ₁₈ ClN ₃ O ₂ Molecular weight: 295.8

Tebuconazole (English common name: tebuconazole): (RS)-1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-yl Methyl)pentan-3-ol

分子式：C₁₆H₂₂ClN₃O分子量：307.8

Molecular formula: C ₁₆ H ₂₂ ClN ₃ O Molecular weight: 307.8

Hexaconazole (English common name: hexaconazole): (RS)-2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)-hexa-2 -alcohol

分子式：C₁₄H₁₇Cl₂N₃O分子量：314.2

Molecular formula: C ₁₄ H ₁₇ Cl ₂ N ₃ O Molecular weight: 314.2

Epoxiconazole (English common name: Epoxiconazole): (2RS, 3SR)-1-[3-(2-chlorophenyl)-2,3-epoxy-2-(4-fluorophenyl)propyl] -1-Hydro-1,2,4-triazole

Molecular formula: C ₁₇ H ₁₃ ClFN ₃ O Molecular weight: 329.8

It has been found that the mixed use of pyridoxazole and triazole fungicides has a very obvious synergistic effect, significantly improves the control effect on crop diseases, and can expand the bactericidal spectrum and delay the occurrence of drug resistance of pathogens . The novel bactericidal composition proposed by the present invention contains pyridoxazole and any one or two or more triazole bactericidal active components. Since the two types of medicaments have different structure types and different action mechanisms, the compounding of the two can delay the occurrence and development of drug resistance of pathogens to a greater extent, thereby achieving the main purpose of the present invention.

In the fungicide composition of the present invention, the weight-number ratio of the two active components of pyridoxazole and triazole fungicide is 1:100 to 100:1. A more suitable ratio is 1:20 to 20:1.

The active component in the fungicidal composition of the present invention is 0.5% to 95% of the total weight. The amount of active components contained in the fungicidal composition of the present invention depends on the application rate of each component when used alone, and also depends on the ratio of one component to another component and the degree of synergistic effect.

The bactericidal composition of the present invention contains at least two kinds of carriers, which can be solid or liquid, and the carriers usually used for preparing bactericidal compositions can be used. At least one carrier in the composition of the present invention is a surfactant, such as an emulsifier, dispersant or wetting agent. Surfactants are all commercially available, and its selection is well known to those skilled in the art, for example, sodium lauryl sulfate, secondary alkyl sodium sulfate, sodium dodecylbenzenesulfonate, polyoxyethylene fatty acid ester, poly Oxyethylene fatty alcohol ether or polyoxyethylene fatty ammonia, etc.

The composition of the present invention can be formulated into emulsifiable concentrates, suspension concentrates, (water) emulsions, wettable powders, (water dispersible) granules, etc., and these formulations can be prepared by common methods.

The compositions described in the present invention may be provided in the form of finished formulations, that is, the ingredients of the composition have been mixed; however, the components of the composition may also be provided as separate formulations, which are mixed directly in the barrel (tank) before use. The concentrates of the present invention are generally mixed with water to obtain the desired concentration of active substance.

The composition of the present invention can be used to prevent and treat various plant diseases caused by Ascomycetes, Basidiomycetes and Deuteromycetes, such as cereals, wheat, rice, grapes, strawberries, cucumbers, zucchini, peppers, sweet peppers, eggplants, tomatoes, and kidney beans , cowpea, leek, lettuce, cabbage, sunflower, lychee, tobacco, rubber and some flowers, Chinese medicinal materials, lawn, etc. The application site of the fungicidal composition of the present invention is farmland, orchard or warehouse.

The composition of the present invention can also be used in combination with other compounds having herbicidal, insecticidal or bactericidal properties, especially protective fungicides, and can also be used in combination with nematicides, protective agents, growth regulators, plant nutrients or soil conditioners .

The present invention also includes a method for killing fungi on the spot, applying the composition of the present invention to the crops and the place where the crops are grown or stored before or after the crops are susceptible to disease. It can be applied by common methods, such as pouring, spraying, spraying. The application rates of the present invention vary with weather conditions or crop conditions. The duration of the protective effect is usually related to the content of the individual compounds in the composition, but also to external factors, such as climate, which can be mitigated by using appropriate formulations.

The composition of the present invention has three advantages: one is that the composition shows excellent synergistic effect within a certain proportioning range, and the mixed composition has significantly improved the bactericidal effect compared with its single agent, thereby reducing the dosage. While reducing the cost of pesticides for farmers, it also reduces the impact on the environment. The second is to expand the bactericidal spectrum. One medicament can prevent and treat a variety of crop diseases at the same time, providing an extremely convenient and effective means of pesticide application. It has a good dual-cure effect on diseases that occur simultaneously on a variety of plants, such as tomato gray mold, leaf mold, early blight, cucumber gray mold, scab, powdery mildew, apple spot leaf spot, scab, , Wheat powdery mildew, rust, sheath blight, head blight, grape white rot, brown spot, etc. The third is that the application of the composition can delay the occurrence and development of single agent resistance.

Detailed ways

The present invention is described in detail with the following specific examples to make the advantages of the present invention more obvious, but the present invention is by no means limited to these examples. The formulas of all preparations are percentages by weight; the treatment doses of biologically active parts are effective contents.

Preparation of Compositions and Examples of Biological Activity

1. Preparation of EC

According to the requirements of the formula, add the solvent, the original drug, and the emulsifier respectively, mix evenly, heat and dissolve with a hot water bath if necessary, and obtain a transparent emulsifiable oil. Such as example 1～3 formula.

Example 1 (20% EC)

Pyridoxazole 15%, Difeconazole 5%, Nongru 500 ^# 10%, Nongru OX-653 3%, Methanol 10%, Xylene supplemented to 100%.

Example 2 (45% EC)

Pyridoxazole 2.5%, triadimefon 42.5%, Nongru 700 ^# 10%, Nongru OX-638 5%, cyclohexanone 10%, and toluene supplemented to 100%.

Example 3 (50% EC)

Pyridoxazole 40%, Epoconazole 10%, Nongru 1600 ^# 15%, Nongru 500# 5%, isopropanol 10%, xylene supplemented to 100%.

2. Preparation of wettable powder

According to the requirements of the formula, the original drug, various additives and fillers are fully mixed, and the processed product is obtained after being pulverized by an ultra-fine pulverizer. Such as example 4～7 formula

Example 4 (15% wettable powder)

Pyridoxazole 5%, diniconazole 10%, sodium lauryl sulfate 5%, carboxymethyl cellulose 3%, sodium lignosulfonate 12%, and light calcium carbonate supplemented to 100%.

Example 5 (25% wettable powder)

Pyridoxazole 5%, triadimenol 20%, sodium dodecylbenzene sulfonate 2%, white carbon black 10%, calcium lignosulfonate 10%, diatomaceous earth to make up to 100%.

Example 6 (45% wettable powder)

Pyridoxazole 36%, Myclobutanil 9%, Sodium Methylenebismethylnaphthalene Sulfonate 8%, Sodium Lignosulfonate 5%, Sodium Lauryl Sulfate 3%, Light Calcium Carbonate topped up to 100 %.

Example 7 (50% wettable powder)

Pyridoxazole 45%, difeconazole 15%, sodium dodecylbenzene sulfonate 5%, white carbon black 10%, sodium methylene bis-naphthalene sulfonate 10%, attapulgite to 100%.

3. Preparation of water emulsion

Add the original drug, solvent, emulsifier and co-emulsifier together to dissolve into a homogeneous oil phase. Mix water, antifreeze, etc. together to form a homogeneous water phase. Under high-speed stirring, add the water phase to the oil phase or add the oil phase to the water phase to form a water emulsion with good dispersibility. Such as example 8～11 formula.

Example 8 (10% water emulsion)

Pyridoxazole 2.5%, Tebuconazole 7.5%, Polyvinyl Alcohol 0.5%, Nongru 0201B 6%, Dimethylformamide 8%, Xylene 20%, Ethylene Glycol 5%, Water to make up to 100%.

Example 9 (15% water emulsion)

Pyridoxazole 10%, propiconazole 5%, polyvinyl alcohol 0.9%, nonylphenol polyoxyethylene (10) ether 8.5%, agricultural milk 600# 5%, tetrahydrofuran 20%, glycerol 5%, water Top up to 100%.

Example 10 (20% water emulsion)

Pyridoxazole 19%, Hexaconazole 1%, Polyvinyl Alcohol 0.9%, Fatty Alcohol Polyoxyethylene (15) Ether 12%, Nongru 700# 8%, Dimethyl Sulfoxide 20%, Urea 10%, Water topped up to 100%.

Example 11 (25% water emulsion)

Pyridoxazole 12.5%, Myclobutanil 12.5%, Polyethylene Glycol 5%, Alkylaryl Polyoxyethylene Polyoxypropylene Ether 10%, Nongru 0203B 15%, Cyclohexanone 15%, Ethylene Glycol 5 %, make up to 100% with water.

4. Preparation of water dispersible granules

Mix and pulverize the original drug, powdery carrier, wetting and spreading agent, binder, etc., add water and knead, then add to a granulator equipped with a certain size screen for granulation. Then dry and sieve (according to the range of the sieve) to obtain granular products.

Such as example 12～14 formula.

Example 12 (45% water dispersible granules)

Pyridoxazole 30%, myclobutanil 15%, sodium methylene bismethyl naphthalene sulfonate 12%, polyvinylpyrrolidone 5%, soluble starch 15%, urea 10%, and talcum powder make up to 100%.

Example 13 (50% water dispersible granules)

Pyridoxazole 25%, cycloconazole 25%, sodium methylene bis-naphthalene sulfonate 10%, sodium methylene benzyl naphthalene sulfonate 5%, sodium sulfate 15%, and soluble starch to make up to 100%.

Example 14 (60% water dispersible granules)

Pyridoxazole 55%, tebuconazole 5%, sodium methylene bis-naphthalene sulfonate 10%, sodium cellulose sulfate 15%, sodium borate 15%, kaolin supplemented to 100%.

5. Preparation of suspending agent

According to the requirements of the formula, with water as the medium, add the original drug, dispersant, suspending agent and antifreeze into the sand mill, and grind to make a suspension. Such as example 15～prescription.

Example 15 (15% suspending agent)

Pyridoxazole 2.5%, myclobutanil 12.5%, sodium methylene bis-naphthalene sulfonate 5.5%, white carbon black 2%, magnesium aluminum silicate 0.5%, ethylene glycol 4%, fatty alcohol polyoxyethylene (15 ) ether 5%, a little silicone, water to make up to 100%.

Example 16 (20% suspending agent)

Pyridoxazole 10%, Tebuconazole 10%, Calcium Lignosulfonate 5%, White Carbon Black 5%, Ethylene Glycol 8%, Polyvinylpyrrolidone 5%, Agricultural Milk 22014%, Silicone a little, Water to make up to 100%.

Example 17 (30% suspending agent)

Pyridoxazole 5%, Difeconazole 25%, Secondary Phenol Polyoxyethylene (10) Ether 10%, Sodium Methylenebis-Naphthalene Sulfonate 2.5%, Bentonite 5.0%, Nongru 1601 3%, Glycerol 4 %, a little silicone, and water to make up to 100%.

6. In vitro biological activity

The in vitro biological activity measurement adopts the method of toxic medium, that is, adding quantitative test agents (the test dose is calculated according to the active ingredient) in the PDA medium, inoculating the test pathogenic bacteria after cooling, and culturing in the dark at 25 °C. When the colony diameter of the blank control grows to 40-50 mm, measure the colony growth diameter of different treatments respectively, and calculate the bacteriostatic rate and EC50 value of each treatment. Test results: the in vitro biological activity of the mixture is significantly higher than that of the two control single agents, and has obvious synergistic effect, see examples 18-21 for details.

Example 18 cucumber scab (Cladosporium cucumerinum)

Example 19 Apple spotted leaf disease (Alternaria alternata f.sp.mali)

Example 20 Wheat Root Rot (Bipolaris sorokiniana)

Example 21 Pear scab (Venturia pirina)

7. Bioactivity of greenhouse potted plants

The test adopts the seedling pot test method, and the test crops are potted in the greenhouse until the 2-3 leaf stage. Foliar spray treatment was carried out on the crop sprayer according to the designed dose, and the test pathogenic bacteria were inoculated 24 hours after the chemical treatment. After the inoculation, the test materials were kept moist and cultivated in the artificial climate chamber, and the results were investigated when the blank control without spraying was fully infected. , The disease classification and control effect calculation methods all refer to the national standard of the People's Republic of China "Guidelines for Field Efficacy Tests of Pesticides". Test results The fungicidal composition of pyridoxazole and triazoles has a very excellent control effect on the tested targets, and the pot plant biological activity of the mixture is significantly higher than that of the control single agent, and both have obvious synergistic effects. The results are detailed in the example 22-25.

Example 22 wheat powdery mildew (Blumeria graminis)

Example 23 Cucumber powdery mildew (Erysiphe cucurbitacearum)

Example 24 cucumber scab (Cladosporium cucumerinum)

Embodiment 25 tomato leaf mold (Fulvia fulva)

8. Control effect of field plots

The experiment was carried out under field conditions, and the cultivation and management of the experimental crops were carried out according to conventional agricultural production. In the field drug efficacy determination, 3 doses of the test agents were set, and a blank control without application of the drug was set, and 4 repetitions were made. In the experiment, pesticides were applied in the field without disease or at the early stage of disease, and the pesticide application equipment was a knapsack manual sprayer. Natural onset, the result investigation was carried out when the blank control without drug application fully developed the onset. Disease grading and control efficacy calculation methods are in accordance with the national standard of the People's Republic of China, "Guidelines for Field Efficacy Tests of Pesticides". Test results The fungicidal composition of pyridoxazole and triazoles has a very good control effect on disease control. The field control effect of the mixed agent is significantly higher than that of the control single agent, and both have obvious synergistic effects. The results are detailed in Example 26 ~35.

Example 26 Tomato gray mold (Botrytis cinerea) treatment agent Treatment dose and control effect Example 7 (35% wettable powder) 400g.ai/ha 200g.ai/ha 100g.ai/ha 100.00% 100% 89.77% 25% Pyridoxazole EC 400g.ai/ha 200g.ai/ha 100g.ai/ha 100.00% 100% 92.05% 10% oxaconazole water dispersion 200g.ai/ha 100g.ai/ha 50g.ai/ha 87.65% 65.78% 45.18%

Example 27 Peanut brown spot disease (Cercospora arachidicola) treatment agent Treatment dose and control effect Example 9 (15% water emulsion) 400g.ai/ha 200g.ai/ha 100g.ai/ha 89.46% 82.35% 67.38% 25% Pyridoxazole EC 400g.ai/ha 200g.ai/ha 100g.ai/ha 80.45% 74.25% 61.87% 25% propiconazole EC 200g.ai/ha 100g.ai/ha 50g.ai/ha 92.24% 78.27% 70.52%

Example 28 Wheat powdery mildew (Blumeria graminis) treatment agent Treatment dose and control effect Example 2 (45% EC) 200g.ai/ha 100g.ai/ha 50g.ai/ha 94.27% 84.52% 68.32% 25% Pyridoxazole EC 200g.ai/ha 100g.ai/ha 50g.ai/ha 82.45% 67.05% 50.22% 15% triadimefon wettable powder 200g.ai/ha 100g.ai/ha 50g.ai/ha 96.48% 80.24% 64.82%

Example 29 Wheat Stripe Rust (Puccinia striiformis) treatment agent Treatment dose and control effect Example 2 (45% EC) 200g.ai/ha 100g.ai/ha 50g.ai/ha 84.64% 78.62% 57.24% 25% Pyridoxazole EC 200g.ai/ha 100g.ai/ha 50g.ai/ha 71.49% 60.13% 33.51% 15% triadimefon wettable powder 200g.ai/ha 100g.ai/ha 50g.ai/ha 86.81% 76.49% 60.08%

Example 30 pear scab (Venturia pirina) treatment agent Treatment dose and control effect Example 12 (45% water dispersible granules) 400g.ai/ha 200g.ai/ha 100g.ai/ha 90.54% 84.76% 71.51% 25% Pyridoxazole EC 400g.ai/ha 200g.ai/ha 100g.ai/ha 88.64% 79.56% 54.87% 12.5% Myclobutanil EC 200g.ai/ha 100g.ai/ha 50g.ai/ha 91.46% 81.20% 60.00%

Example 31 Grape Brown Spot (Phaeoramularia dissiliens) treatment agent Treatment dose and control effect Example 10 (20% water emulsion) 400g.ai/ha 200g.ai/ha 100g.ai/ha 94.34% 88.75% 69.37% 25% Pyridoxazole EC 400g.ai/ha 200g.ai/ha 100g.ai/ha 94.00% 86.89% 70.17% 20% hexaconazole wettable powder 200g.ai/ha 100g.ai/ha 50g.ai/ha 93.65% 90.24% 78.46%

Example 32 tomato leaf mold (Fulvia fulva) treatment agent Treatment dose and control effect Example 15 (15% suspending agent) 400g.ai/ha 200g.ai/ha 100g.ai/ha 98.27% 90.14% 82.54% 25% Pyridoxazole EC 400g.ai/ha 200g.ai/ha 100g.ai/ha 95.25% 92.44% 80.14% 12.5% Myclobutanil EC 200g.ai/ha 100g.ai/ha 50g.ai/ha 95.01% 89.65% 76.74%

Example 33 Rice blast (Pyricularia grisea) treatment agent Treatment dose and control effect Example 17 (30% suspending agent) 400g.ai/ha 200g.ai/ha 100g.ai/ha 86.24% 77.69% 57.21% 25% Pyridoxazole EC 400g.ai/ha 200g.ai/ha 100g.ai/ha 80.45% 71.24% 50.33% 12% oxaconazole water dispersible granules 200g.ai/ha 100g.ai/ha 50g.ai/ha 80.52% 69.78% 55.57%

Example 34 Apple spotted leaf disease (Alternaria alternata f.sp.mali) treatment agent Treatment dose and control effect Example 16 (20% suspending agent) 400g.ai/ha 200g.ai/ha 100g.ai/ha 92.78% 85.31% 64.11% 25% Pyridoxazole EC 400g.ai/ha 200g.ai/ha 100g.ai/ha 89.47% 82.20% 58.97% 25% tebuconazole wettable powder 200g.ai/ha 100g.ai/ha 50g.ai/ha 87.24% 80.31% 60.04%

Claims (8)

1, a kind of bactericidal composition contains SYP-Zo48 and triazole bactericidal agent, and the ratio of weight and number of two kinds of active components is 1: 100 to 100: 1.

2, bactericidal composition according to claim 1 is characterized in that: the ratio of weight and number of SYP-Zo48 and two kinds of active components of triazole bactericidal agent is 1: 20 to 20: 1 in the composition.

3, bactericidal composition according to claim 1 and 2 is characterized in that: described triazole bactericidal agent is selected from: triazolone, Difenoconazole, alkene azoles alcohol, nitrile bacterium azoles, Triadimenol, Tebuconazole, own azoles alcohol, propiconazole or epoxy bacterium azoles.

4, bactericidal composition according to claim 1 and 2 is characterized in that: the active component weight percentage in the composition is 0.5-95%.

5, bactericidal composition according to claim 1 is characterized in that: contain at least two kinds of carriers in the composition, wherein at least a is surfactant.

6, bactericidal composition according to claim 1 is characterized in that: said composition can be mixed with missible oil, suspending agent, aqueous emulsion, wetting powder or water dispersion granule.

7, the described bactericidal composition of claim 1 is used to prevent and treat the purposes of the plant disease that is caused by sac fungi, basidiomycetes and imperfect fungus.

8, the method for fungi is killed at a kind of scene, before or after crop is susceptible, uses claim 1 or 5 described bactericidal compositions to the place of crop and plant growth or storage.