WO2015067010A1

WO2015067010A1 - Bactericide composition containing fluazinam and fluopicolide and application thereof

Info

Publication number: WO2015067010A1
Application number: PCT/CN2014/076341
Authority: WO
Inventors: 张宝俊; 郭崇友; 张志宏
Original assignee: 南京华洲药业有限公司
Priority date: 2013-11-05
Filing date: 2014-04-28
Publication date: 2015-05-14
Also published as: CN104604866A

Abstract

The present invention relates to the technical field of agricultural chemicals. Disclosed are a bactericide composition containing fluazinam and fluopicolide and application thereof. The bactericide composition comprises fluazinam and fluopicolide as main active ingredients, and the weight ratio of fluazinam to fluopicolide is 1-70 to 1-50. The bactericide composition is suitable for controlling fungal diseases of cereal, fruit, or vegetable crops, and is particularly suitable for controlling powdery mildew, anthracnose, venturia nashicola, cyan mildew, phytophthora blight, leaf blight, rust, downy midew, scab, brown spot, damping-off, and graymold rot. The composition has a high synergetic effect, overcomes and postpones drug resistance of pathogens, can control a wide range of diseases, has a high bactericidal speed and long duration, reduces the use cost, and has a much better effect in controlling diseases than that of a single chemical.

Description

Bactericidal composition of fluorinated pyridine amine and flufenidamide and application thereof

The invention belongs to the technical field of pesticides, and relates to a bactericidal composition and a use thereof, in particular to a bactericidal composition containing fluazinam and fluaziram as main active components and application thereof.

Background technique

Fluazinam, pure yellow crystalline powder, melting point 115-117 ° C, vapor pressure 1.5mpa (25 t. density 0.366g / mL (25 ° C). Solubility in water 1.7mg / L (pH7, 20V Solubility in organic solvent (g/L, 20 ° C): toluene 410, chloroformin 330, diethyl ether 320, ethanol 150, n-hexane 12. stable to heat, acid, alkali. Chemical name: N-[3 -Chloro-5-(trifluoromethyl)-2-pyridyl]-3-chloro-4-(trifluoromethyl)-2,6-dinitroaniline, Molecular formula:

C ₁₃ H ₄ C1 ₂ F ₆ N ₄ 0 ₄ , the structural formula is as follows:

Fluramine is a low-toxic fungicide. Rat acute oral LD _5Q >5000mg/kg, acute percutaneous LD _5Q >2000 mg/kg in rats. It is an environmentally friendly and promising fungicide variety, fluazinam pyridinamine fungicide. Its mechanism of action is mitochondrial phosphatidylation uncoupler, which resists spore germination, hyphae breakthrough, growth and sporulation. Resist the infection process at all stages. Flurazine has a broad spectrum of bactericidal effects, which is superior to conventional protective bactericides. In addition to the bactericidal activity, fluazinam also exhibits acaricidal activity against spider mites and the like. Mainly used for diseases on crops such as grapes, apples, pears, citrus, wheat, soybeans, potatoes, tomatoes, cucumbers, rice, tea, lawns, etc. It has good control effects on Phytophthora, rot fungus, black spot, scab, clubroot and other pathogen diseases. Specific diseases such as cucumber gray mold, rot disease, downy mildew, anthracnose, powdery mildew, stem rot disease, tomato late blight, apple scab, leaf spot, pear black spot, rust, rice blast, Sheath blight, oat crown rust, grape gray mold, downy mildew, citrus scab, gray mold, potato late blight, lawn spot disease.

Fluopico Hde is a new type of amide systemic fungicide developed by Bayer. Chemical name: 2,6-Dichloro-N-{ [3-chloro-5- (trifluoromethyl) )-2-pyridine]methyl}benzamide, molecular formula: Ci ₄ H _s Ci ₃ F ₃ N ₂ 0, molecular structure:

Fluazimidamide, melting point 150 ° C, solubility in water 2.8 mg / L (20 ° C), solubility in DMSO 183 g / L (20 ° C). At room temperature, pH=4~9 does not hydrolyze and the light is stable. Acute oral LD _5Q >5000 mg/kg in rats. Acute oral LD _5Q >5000 mg/kg in rats. Acute inhalation in rats (4h; > LC ₅ > 5160 mg ai / L. No irritation to rabbit eyes, no irritation to rabbit skin. Fluazimidazole is mainly used to control diseases caused by Oomycetes pathogens Such as grape downy mildew and potato late blight, etc. Not only has a unique mode of action, it has no cross-resistance with other fungicides, and it has good sustained activity.

At present, the control of plant pathogens is becoming more and more difficult. On the one hand, with the change of planting structure, the planting area of fruits, vegetables and other economic crops is gradually expanding, the degree of disease occurrence and the number of occurrences are improved, and the difficulty in prevention and control is increased. On the other hand, the resistance of pathogens is increasing year by year under the constant pressure of drug selection, and the control effect of single agents is greatly reduced, and plant disease prevention and control faces major challenges.

Summary of the invention

SUMMARY OF THE INVENTION An object of the present invention is to provide a bactericidal composition for a fluoropyridamine and fluaziram which has a wide range of application, low cost, and good effect, in view of the above technical problems.

Still another object of the present invention is to provide an application of the bactericidal composition for controlling fungal diseases of cereal, melon or vegetable crops.

The object of the invention is achieved by the following measures:

A bactericidal composition, wherein fluazinam and fluaziram are the main active ingredients, wherein the weight ratio of fluazinam to flufenamide is 1~70: 1-50, preferably 5~50: 10- 50 is further preferably 5 to 40: 10 to 40, and most preferably 1: 2 to 8.

The bactericidal composition of the present invention, both fluazinam and fluazimid, comprises from 2 to 80% by weight of the composition, preferably from 5 to 50%, most preferably from 8 to 40%.

The bactericidal composition can be formulated from fluazinam and fluaziram with known auxiliaries into any of the dosage forms permitted by the pesticide.

The dosage form is preferably an emulsifiable concentrate, a powder, a wettable powder, a suspension, an aqueous emulsion or a water-dispersible granule.

These known auxiliaries include dispersants, diffusing agents, antifoaming agents, wetting agents, disintegrating agents and the like. The auxiliary agent may be sodium p-methoxy fatty acid amino benzene sulfonate, sodium methylene bis naphthalene sulfonate, calcium dodecyl benzene sulfonate, nonyl phenol ethoxylate, polyoxyethylene propylene oxide Segment compounds (eg, agricultural milk 33 # ), nonylphenol ethoxylates, cyclohexanone, xylene, silica, kaolin, magnesium aluminum silicate, mineral spirits, water, isopropanol, ethylene glycol, propylene glycol One or more combinations of deionized water, etc.

The application of the bactericidal composition of the invention in controlling fungal diseases of cereal, melon or vegetable crops, preferably in preparation and prevention Further application of powdery mildew, anthracnose, scab, black mold, blight, leaf blight, rust, downy mildew, sore disease, brown spot, blight, gray mold The invention relates to the application of a bactericidal medicament for controlling wheat powdery mildew, pepper anthracnose, bitter melon black star disease, citrus blue mold, cucumber powdery mildew, tomato early blight and late blight.

Compared with the prior art, the beneficial effects of the invention:

1. The fluazinam used in the present invention is a pyridylamine derivative, a dinitroaniline fungicide, and the fluazimidamide is a novel amide systemic fungicide, which does not interfere with each other and can produce obvious Synergistic synergy, expanding the spectrum of prevention, especially suitable for controlling crop diseases such as rice, wheat, pepper, banana, mango, pineapple, cucumber, tomato, etc. It has a fast sterilization speed and a long-lasting effect, which can reduce the dosage during application. cut costs.

2. The bactericidal composition of the present invention overcomes and delays drug resistance, inhibits the generation of fungal resistance, overcomes the disadvantage of using a single component, and can replace conventional and susceptible pesticides.

detailed description

The two active compounds can be processed into any of the acceptable dosage forms, and the preparation of the two active ingredients is described below in the specific examples, but the preparations in which the two active ingredients can be processed are not limited to the following.

Example 1

5 g of fluazinam, 10 g of fluaziram, 2 g of detergent LS (sodium p-methoxy fatty acid amino sulfonate), 4 g of diffusing agent NNO (sodium methylene bis naphthalene sulfonate), white carbon black 5 g, kaolin was added to 100 g, and the mixture was subjected to jet milling to obtain a 15% by weight wettable powder of the main active ingredient.

Example 2

10 g of fluazinam, 40 g of fluazilid, LS 3 g of detergent, NN04g of diffusing agent, 5 g of silica, kaolin added to 100 g, and the mixture was subjected to jet milling to obtain 50% by weight of the main active ingredient. Wettable powder.

Example 3

4 g of fluazinam, 32 g of fluaziram, LS 3 g of detergent, NN04g of diffusing agent, 5 g of silica, and kaolin were added to 100 g, and the mixture was subjected to jet milling to obtain a main active ingredient content of 36% by weight. Wettable powder.

Example 4

Weigh 5 g of fluazinam, 50 g of fluazinam, 3 g of phenethyl phenol polyoxyethylene ether phosphate, 33 g of agricultural milk 33, 2 g of nonylphenol ethoxylate, lg, 150 #solvent, add water to 100 g . The above raw materials are put into a mixing kettle by a conventional method of preparing an aqueous emulsion, and mixed at a high speed to prepare a 55 wt% aqueous emulsion of a main active ingredient.

Example 5

Weigh 2 g of fluazinam, 30 g of fluaziram, 6 g of calcium dodecylbenzenesulfonate, 3 g of phenethylphenol polyoxyethylene ether phosphate, 33 g of agricultural milk, 2 g of nonylphenol polyoxyethylene ether 10 g of isopropyl alcohol, add water to 100 g. Match the above materials as usual The method of preparing the microemulsion is put into a mixing kettle and mixed to prepare a microemulsion having a main active ingredient content of 32% by weight.

Example 6

Weigh 10 g of fluazinam, 5 g of fluaziram, 3 g of phenethyl phenol polyoxyethylene ether phosphate, 33 # 2 g of farm milk, lg, phenol of decyl phenol, 13 g of solvent oil, and add water to 100 g . The above raw materials are put into a mixing kettle by a conventional method of preparing an aqueous emulsion, and mixed at a high speed to prepare a 15% by weight aqueous emulsion of the main active ingredient.

Example 7

50 g of fluazinam, 20 g of fluaziram, 5 g of calcium dodecylbenzenesulfonate, 2 g of phenethylphenol polyoxyethylene ether, and 150 # of solvent oil were added to 100 g. The above raw materials are put into a mixing kettle by conventionally preparing an emulsifiable concentrate, and the main active ingredient is made into a 70% by weight emulsifiable concentrate.

Example 8

2 g of fluazinam, 40 g of fluazimid, 8 g of calcium dodecylbenzenesulfonate, 5 g of phenethylphenol polyoxyethylene ether, and 150 # of solvent oil were weighed to 100 g. The above raw materials were put into a mixing kettle by conventionally preparing an emulsifiable concentrate, and the main effective component was made into a 42% by weight emulsifiable concentrate.

Example 9

Weigh 5 g of fluazinam, 20 g of fluaziram, 6 g of calcium dodecylbenzenesulfonate, 3 g of phenethyl phenol polyoxyethylene ether phosphate, 33 g of agricultural milk, 2 g of nonylphenol polyoxyethylene ether 10 g of isopropyl alcohol, add water to 100 g. The above raw materials were put into a mixing kettle by conventionally preparing a microemulsion, and the main active ingredient was made into a 32% by weight microemulsion.

Example 10

5 g of fluazinam, 0.5 g of fluaziram, 6 g of calcium dodecylbenzenesulfonate, 7 g of phenethylphenol polyoxyethylene ether, and 150 # of solvent oil were added to 100 g. The above raw materials were put into a mixing kettle by conventionally preparing an emulsifiable concentrate, and the main active ingredient was made into a 5.5 wt% emulsifiable concentrate.

Example 11

5 g of fluazinam, 30 g of fluaziram, 4 g of calcium dodecylbenzenesulfonate, 4 g of phenethylphenol polyoxyethylene ether, and 150 # of solvent oil were added to 100 g. The above raw materials are put into a mixing kettle by conventionally preparing the emulsifiable concentrate, and the main active ingredient is made into a 35 wt% emulsifiable concentrate.

Example 12

Weigh 32 g of fluazinam, 10 g of fluaziram, 2 g of lignin, 4 g of polyoxyethylene polyoxypropylene ether, 0.15 g of xanthan gum, 5 g of ethylene glycol, 0.10 g of ethoxylated silicate, and 0.50 g of magnesium silicate. g, made up to 100g with water, made up of 42% by weight of the main active ingredient by the action of a sand mill.

Example 13 Weigh 30 g of fluazinam, 12 g of fluaziram, 2 g of lignin, 4 g of polyoxyethylene polyoxypropylene ether, 0.15 g of xanthan gum, 5 g of ethylene glycol, 0.10 g of siloxane, and 0.5 mg of magnesium silicate. g, made up to 100g with water, made up of 42% by weight of the main active ingredient by the action of a sand mill.

Example 14

Weigh 2 g of fluazinam, 5 g of flufenamide, 8 g of sodium lignosulfonate, 2 g of sodium decyl sulfate, 5 g of ammonium sulfate, 5 g of polyvinyl alcohol, 2 g of borax, and diatomaceous earth to 100 g. The raw material is prepared by a water-dispersible granule method to prepare a main active ingredient in a percentage by weight of 7% of water-dispersible granules.

Example 15

Weigh 4 g of fluazinam, 13 g of flufenamide, 8 g of sodium lignosulfonate, 2 g of sodium decyl sulfate, 5 g of ammonium sulfate, 5 g of polyvinyl alcohol, 2 g of borax, and diatomaceous earth to 100 g. The raw material is made into a water-dispersible granule method to prepare a main active ingredient in a percentage by weight of a 17% water-dispersible granule.

Example 16

Weigh 5 g of fluazinam, 15 g of flufenamide, 2 g of lignin, 4 g of polyoxyethylene polyoxypropylene ether, 0.15 g of xanthan gum, 5 g of ethylene glycol, 0.10 g of ethoxylated silicate, and 0.50 g of magnesium silicate. g, made up to 100g with water, made up of 20% by weight of the main active ingredient by the action of a sand mill.

Example 17

The invention is further illustrated by the following examples, in which the preparation methods of the dosage forms are all conventional methods.

1, indoor biotest

The EC _5Q value of different pesticides against the Phytophthom infestans (MonL) de Bary strain of tomato late blight was determined indoors by using the mycelial growth rate method. The co-toxicity coefficient (CTC) of the mixture was calculated by the calculation method of the co-toxicity coefficient introduced by Sun Yunpei. ), to determine the synergy of the mixture.

Calculate by using a single agent in the mixture as the standard agent (usually the one with the lowest EC _5Q ):

Single dose virulence index = standard pharmaceutical EC _5Q / a single dose EC _5Q x l00

Theoretical virulence index = A virulence index of a single dose χΑ The proportion of a single dose in a mixture + The virulence index of a single dose χΒ The proportion of a single agent in a mixture

Found toxicity index = standard value of a single dose EC _5Q / Mixture of EC _5Q value X 100

Co-toxicity coefficient = measured virulence index / theoretical virulence index X 100

When the CTC is greater than 120, the mixture has synergistic effect. When the CTC is less than 80, it is antagonistic, and the CTC is additive between 80 and 120.

Table 1: Indoor bioassay results of different proportions of fluazinam + fluazinam against tomato late blight Drug toxicity regression equation EC ₅₀ (mg/L)

Fluazimine SC(A) Y=5.85+ 1.56 X 0.2847 one

Fluazimidamide WDG(B) Υ=6.14+ 1.62 X 0.1983

A:B=1:2 Υ=6.37+ 1.73 X 0.1609 137.09

A:B=1:4 Υ=6.95+2.18Χ 0.1279 165.12

A: B = 1: 8 Υ = 6.76 + 2.06 X 0.1402 146.37 As can be seen from Table 1, the fluazinam and fluazimid compositions have a significant synergistic effect.

2. Field efficacy test:

The pesticide preparation prepared by the above examples was used to control tomato late blight test.

1) Test treatment: The dosage of the test agent is set to three treatment concentrations according to the different components. The control agents are commercially available pesticides 50% fluazimidamide WDG and 50% fluazinam SC and blank water test.

2) Test method: Each plot has an area of 66.7 m ² and is repeated 3 times. The pre-application investigation and post-treatment check-up method are as follows: Randomly sample 5 points in the test treatment area (10 tomatoes per point). Check the extent of late blight.

3) The test results are shown in the following table:

Table 2 Results of field trials of different proportions of fluazinam ++ fluazinam against tomato late blight

Note: a indicates significant at the α=0.05 level, b indicates a difference at the α=0.05 level, and c indicates no significant at the α=0.05 level. It can be seen from Table 2 that the fluazinam and fluazimidamide compositions have excellent control effects, fast sterilization speed, long duration of action, and better control effects than single-agent varieties, and have application value in agricultural applications.

Claims

claims

1. A bactericidal composition, characterized by containing fluazinam and fluboscalid as the main active ingredients, wherein the weight ratio of fluazinam and fluboscalid is 1 to 70 _: 1 to 50.

2. The bactericidal composition according to claim 1, characterized in that the weight ratio of fluazinam and fluoxenil is 5~50: 10~50.

3. The bactericidal composition according to claim 2, characterized in that the weight ratio of fluazinam and fluoxenil is 5~40: 10~40.

4. The bactericidal composition according to claim 3, characterized in that the weight ratio of the fluoxenil and fluoxenil is 1: 2~8.

5. The bactericidal composition according to claim 1, characterized in that the weight percentage of fluazinam and fluboscalid in the composition is 2 to 80%.

6. The bactericidal composition according to claim 5, characterized in that the weight percentage of fluazinam and fluboscalid in the composition is 5 to 50%.

7. The bactericidal composition according to claim 6, characterized in that the weight percentage of fluazinam and fluboscalid in the composition is 8 to 40%.

8. The bactericidal composition according to claim 1, characterized in that fluazinam and zinc are compounded with known auxiliaries to form any dosage form permitted by pesticides, and the dosage forms are emulsifiable concentrate, powder, Wettable powder, suspension, water emulsion or water-dispersible granules.

9. Application of the bactericidal composition of claim 1 in preventing and treating fungal diseases of cereals, melons, fruits or vegetable crops.

10. The fungicidal composition according to claim 1 is used to prevent and control powdery mildew, anthracnose, scab, penicillium, blight, leaf blight, rust, downy mildew, scab, brown spot, and blight. It is preferably used in the preparation of bactericidal drugs for controlling wheat powdery mildew, pepper anthracnose, bitter melon scab, citrus penicillium, cucumber powdery mildew, tomato early blight and late blight. application.