CN101406191B - A fungicidal composition - Google Patents

Abstract

The invention discloses a fungicidal composition, which comprises the following compounds with synergistic effect as active components: the component A is selected from azole compounds shown in the general formula , and the component B is selected from compounds or salts thereof with antifungal activity, such as triazoles, thiocarbamates, strobilurins, carbamates, antibiotics, amides and the like.

Description

A fungicidal composition

technical field

The invention belongs to the field of agricultural fungicides, in particular to a fungicide composition.

Background technique

A substituted azole compound is reported in Chinese invention patent CN1657524A and PCT application WO2005080344A1. This type of compound has a good control effect on pathogenic fungi, and it is effective against various plant diseases on crops such as grains, rice, fruit trees, and vegetables, such as rice blast. , rice smut, rice sheath blight, rape sclerotinia, tomato leaf mold, tomato gray mold, apple ring spot, apple tree rot, melon anthracnose, cucumber wilt, cucumber downy mildew, cucumber Fungal diseases such as powdery mildew, cotton verticillium wilt, cotton fusarium wilt, and wheat powdery mildew all have good control effects.

These compounds are inhibitors of mitochondrial respiration. Since the electron transfer site that inhibits mitochondria is very single, the bacteria are prone to adaptive mutations to the drug, which may reduce or even ineffective the control effect of the drug. There have been reports of resistance to such drugs in Europe. Practical agricultural experience has also shown that long-term repeated and exclusive application of an active compound for the control of harmful fungi leads in many cases to a rapid selection of fungal strains which develop an innate or adapted resistance to the specific active compound , so that the active compounds can no longer be used effectively against these fungi. So people pay a lot of attention to this kind of problem.

Contents of the invention

In order to reduce the risk of selection of resistant fungal strains, mixtures of different active compounds are generally used for controlling harmful fungi. By combining compounds with different action mechanisms, it is possible to more effectively control harmful fungi that affect crop growth and prolong the service life of each component in the mixture. The present invention aims to provide a fungicidal composition containing different active compounds and having a synergistic effect, so as to achieve the purpose of effectively treating resistance and effectively controlling plant pathogenic fungi.

Technical scheme of the present invention is as follows:

The present invention provides a fungicidal composition comprising the synergistic following compounds as active components: Component A is selected from substituted azole compounds or salts thereof as shown in general formula (I):

In the formula:

X ₁ is selected from CH or N, X ₂ is selected from O, S or NR ₇ , X ₃ is selected from O, S or NR ₈ ;

A ₁ is selected from N or CR ₉ , A ₂ is selected from N or CR ₁₀ , A ₃ is selected from N or CR ₁₁ , wherein the number of A ₁ , A ₂ , and A ₃ selected from N at the same time is less than or equal to 1;

R ₁ and R ₂ may be the same or different, and are respectively selected from hydrogen, C ₁ -C ₁₂ alkyl or halogenated C ₁ -C ₁₂ alkyl;

R ₃ is selected from hydrogen, halogen atom, C ₁ -C ₁₂ alkyl, halogenated C ₁ -C ₁₂ alkyl or C ₁ -C ₁₂ alkoxy;

R ₇ is selected from hydrogen or C ₁ -C ₁₂ alkyl;

R ₈ is selected from hydrogen, C ₁ -C ₁₂ alkyl, halogenated C ₁ -C ₁₂ alkyl, C ₁ -C ₁₂ alkoxycarbonyl or C ₁ -C ₁₂ alkoxycarbonyl C ₁ -C ₁₂ alkyl ;

R ₄ , R ₅ , R ₆ , R ₉ , R ₁₀ , and R ₁₁ may be the same or different, and are respectively selected from hydrogen, halogen, nitro, cyano, CONH ₂ , CH ₂ CONH ₂ , CH ₂ CN, and C ₁ -C ₁₂ alkyl, halogenated C ₁ -C ₁₂ alkyl, C ₁ -C ₁₂ alkoxy, halogenated C ₁ -C ₁₂ alkoxy, C ₁ -C ₁₂ alkylthio, C ₁ -C ₁₂ Alkylsulfonyl, C ₁ -C ₁₂ Alkylcarbonyl, C ₁ -C ₁₂ Alkoxy C ₁ -C ₁₂ Alkyl, C ₁ -C ₁₂ Alkoxycarbonyl, C ₁ -C ₁₂ Alkoxycarbonyl C ₁ -C ₁₂ alkyl, C ₁ -C ₁₂ haloalkoxy C ₁ -C ₁₂ alkyl, the following groups that can be optionally substituted: amino C ₁ -C ₁₂ alkyl, aryl, heteroaryl, aryloxy , aryl C ₁ -C ₁₂ alkyl, aryl C ₁ -C ₁₂ alkyloxy, heteroaryl C ₁ -C ₁₂ alkyl or heteroaryl C ₁ -C ₁₂ alkoxy; and stereoisomerism thereof body.

Component B is selected from the following six types of compounds that are artificially synthesized or derived from natural products with fungicidal activity, and their agriculturally acceptable isomers or salts thereof:

Triazole compounds (B ₁ ), such as econazole, triadimefon, oxaconazole, diniconazole, myclobutanil, tebuconazole, propiconazole, prothioconazole, oxyconazole, furconazole , ciproconazole, difenoconazole, diniconazole, nibconazole, flusilazole, powderconazole, hexaconazole, imidazole, speciesconazole, metconazole, penconazole, silicon Fluconazole, Tetrafluconazole, Triaconazole, Fenconazole, Bifentriazole, Tricyclazole.

Thiocarbamate compounds (B ₂ ), such as mancozeb, maneb, zinc, propineb, thiram, thiram, and thiram.

Methoxyacrylate compounds (B ₃ ), such as azoxystrobin, fluoxastrobin, trifloxystrobin, picoxystrobin, pyraclostrobin, kysstrobin, kysstrobin, fenoxystrobin, oxime Kysoxastrobin, Enoxastrobin (SYP-Z071), Enoxastrobin (SYP-1620), ZJ0712, UBF-307, KZ165.

Carbamate compounds (B ₄ ), such as Ditofencarb, Iprocarbam, Benthiocarb, valiphenal (IR5885), propamocarb, sulfacarb, pyribencarb, meptyldinocap.

Antibiotic compounds (B ₅ ), such as blasticidin, kasugamycin, myxothiazol, polyoxin, polyoxin, pseudomycin, PSF-D, validamycin, jinggangmycin, streptomycin.

Amide compounds (B ₆ ), such as flumorph, dimethomorph, thiafluzamide, cyproamid, fenhexamid, fenhexamid, isotianil, silthiocarb, furamet, Benalaxyl, metalaxyl, furalaxyl, benalaxyl, diclofenamide, sulfanil.

The weight ratio between the two components A and B is 1:200˜200:1.

The preferred technical scheme in the fungicidal composition of the present invention is:

Component A is selected from substituted azole compounds represented by general formula (I) or salts thereof:

In the formula:

X ₁ is selected from CH, X ₂ is selected from O, X ₃ is selected from NCH ₃ ;

A ₁ and A ₃ are respectively selected from CH, and A ₂ is selected from C-Cl;

R ₁ and R ₂ are respectively selected from CH ₃ , R ₃ is selected from hydrogen, R ₄ , R ₅ and R ₆ are respectively selected from hydrogen; the structure is as follows:

The Chinese common name of compound (1) is pyraclostrobin, and its chemical name is:

(E)-2-(2-((3-(4-chlorophenyl)-1-methyl-1H-pyrazol-5-yloxy)methyl)phenyl)-3-methoxyacrylic acid methyl ester

[(E)-methyl 2-(2-((3-(4-chlorophenyl)-1-methyl-1H-pyrazol-5-yloxy)methyl)phenyl)-3-methoxyacrylate].

More preferred compounds of component B are selected from:

Triazole compounds (B ₁ ) include: (2) epoxiconazole, (3) triadimefon, (4) difenoconazole, (5) diniconazole, (6) myclobutanil, (7) propiconazole or (8) tebuconazole;

Thiocarbamate compounds (B ₂ ) include: (9) Mancozeb (mancozeb), (10) Maneb (maneb), (11) Zinc (zineb), (12) Propineb (propineb), (13) amobam, (14) thiram or (15) ziram;

Methoxyacrylate compounds (B ₃ ) include: (16) azoxystrobin, (17) trifloxystrobin, (18) picoxystrobin, (19) pyraclostrobin pyraclostrobin or (20) dimoxystrobin;

Carbamate compounds (B ₄ ) include: (21) diethofencarb, (22) iprovalicarb, (23) benthiavalicarb-isopropyl, (24) sulfonium Granville (methasulfocarb) or (25) Propamocarb (propamocarb);

Antibiotic compounds (B ₅ ) include: (26) blasticidin-S, (27) kasugamycin, (28) polyoxins or (29) polyoxin ( polyoxorim).

Amide compounds (B ₆ ) include: (30) flumorph, (31) dimethomorph.

The above-mentioned component B compounds are commonly used control agents for various crop diseases, and have shown good control effects during long-term use. For details, see "The Pesticide Manual" (12th ed UK: BCPC, 2000), "The Pesticide Manual" Pesticide Manual" (13th ed UK: BCPC, 2003).

The preferred weight ratio of A and B components in the composition is 1:100-100:1; more preferably 1:50-50:1.

A further preferred technical solution is:

Component A is selected from (E)-2-(2-((3-(4-chlorophenyl)-1-methyl-1H-pyrazol-5-yloxy)methyl)phenyl)-3 - Methyl methoxyacrylate; component B is selected from epoconazole, triadimefon, oxaconazole, diniconazole, myclobutanil, propiconazole or tebuconazole; two components A and B in the composition The weight ratio between them is 1:40～40:1.

Alternatively, component A is selected from (E)-2-(2-((3-(4-chlorophenyl)-1-methyl-1H-pyrazol-5-yloxy)methyl)phenyl) - Methyl 3-methoxyacrylate; Component B is selected from mancozeb, maneb, zinc zinc, propineb, zinc thiram, thiram or zinc thiram; two groups of A and B in the composition The weight ratio between the parts is 1:20～20:1.

Alternatively, component A is selected from (E)-2-(2-((3-(4-chlorophenyl)-1-methyl-1H-pyrazol-5-yloxy)methyl)phenyl) - Methyl 3-methoxyacrylate; component B is selected from azoxystrobin, trifloxystrobin, picoxystrobin, pyraclostrobin or kyrestrobin; the weight between the two components of A and B in the composition The ratio is 1:20 to 20:1.

Alternatively, component A is selected from (E)-2-(2-((3-(4-chlorophenyl)-1-methyl-1H-pyrazol-5-yloxy)methyl)phenyl) - Methyl 3-methoxyacrylate; Component B is selected from Ditofencarb, Iprocarbam, Benthiocarb, Sulfurcarb or Propamocarb; the weight between A and B in the composition The ratio is 1:20 to 20:1.

Alternatively, component A is selected from (E)-2-(2-((3-(4-chlorophenyl)-1-methyl-1H-pyrazol-5-yloxy)methyl)phenyl) -Methyl 3-methoxyacrylate; Component B is selected from blasticidin, kasugamycin, polyoxin or polyoxin; the weight ratio between A and B in the composition is 1: 20～20:1.

Alternatively, component A is selected from (E)-2-(2-((3-(4-chlorophenyl)-1-methyl-1H-pyrazol-5-yloxy)methyl)phenyl) - Methyl 3-methoxyacrylate; component B is selected from flumorph or dimethomorph; the weight ratio between A and B in the composition is 1:20 to 20:1.

It has been found that the fungicidal composition of the present invention 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. Therefore, the technical solution of the present invention includes the application in the prevention and treatment of plant diseases.

The composition of the invention is suitable for preventing and controlling various harmful fungi, especially various diseases of cereals, vegetables, fruit trees, ornamental plants, lawns and tropical crops, and various storage diseases.

When preparing the composition, it is preferred to use the pure active compound (1) and at least one component B compound, to which other active substances effective against harmful pathogens or other pests, or having a herbicidal and growth-regulating action can be added active compounds or fertilizers. Regardless of the use of the composition in any form, i.e. the application of compound (1) and at least one component B compound alone or in combination or the application of a mixture of compound (1) and at least one component B compound, significant disease control is exhibited Increased range and improved control effect on certain diseases, including various plant diseases caused by Ascomycetes, Basidiomycetes, and Deuteromycetes. The composition is particularly important for preventing and controlling fungal diseases of various crops such as grains, rice, vegetables, fruit trees and flowers, and for protecting crops by seed dressing. Especially suitable for the control of the following plant fungal diseases: cucumber powdery mildew, cucumber downy mildew, cucumber gray mold, cucumber scab, melon powdery mildew, soybean rust, tomato gray mold, tomato powdery mildew, watermelon anthracnose, rice blast , Rice smut, wheat powdery mildew, wheat rust, pear scab, peanut leaf spot, strawberry powdery mildew, banana leaf spot, etc.

According to the occurrence degree of crop diseases, the use concentration of the composition of the present invention is 1-1500 g/hm ² , preferably 15-400 g/hm ² in the crop planting area. The concentration of compound (1) used here is 0.02-400 g/hm ² , preferably 5-250 g/hm ² . Correspondingly, the use concentration of compounds (B ₁ )-(B ₅ ) is 0.02-1000 g/hm ² , preferably 15-600 g/hm ² .

When treating seeds, the use concentration of the composition is usually 1-1000 g/kg, preferably 1-800 g/kg.

In the process of preventing and controlling plant diseases, the application period of the composition of the present invention can be before or after plant sowing, and can also be carried out by spraying or loose powdering on seeds, plants or soil before or after plant emergence.

The fungicidal compositions of the present invention can be formulated as direct sprayable solutions, powders, suspensions, highly concentrated aqueous, oily or other suspensions, dispersions, emulsions, oil dispersions, pastes, powders, mixtures or granules for broadcasting , and can be applied by spraying, atomizing, dusting, spreading, or pouring. The application form depends on the particular purpose; in each case, it should ensure a fine and even distribution of the composition according to the invention.

The fungicidal composition of the present invention is used in suitable formulations and in suitable doses to control harmful fungi, their habitats or the plants, seeds, soil, areas, materials or spaces they infeste. The application of the compound can be carried out before or after the harmful fungus infestation, and the emphasis should be on the application before the infestation or the initial stage of the infestation.

The formulation of the fungicidal composition of the present invention can be formulated by known methods. The composition of the present invention contains at least two kinds of carriers, and the carriers can be solid or liquid, and any carrier usually used for preparing fungicide compositions can be used. At least one carrier in the composition is a surfactant, such as an emulsifier, dispersant or wetting agent. Surfactant is all commercially available, and its selection is known to those skilled in the art, for example, sodium lauryl sulfate, secondary alkyl sodium sulfate, sodium dodecylbenzenesulfonate, polyoxyethylene fatty acid ester, Polyoxyethylene 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. In the composition, the sum of the contents of active ingredients in components A and B, that is, the weight content of the active ingredients, is 0.1-95%, preferably 0.1-80%.

Composition of the present invention is the example (concrete application is not limited to this) of several commonly used dosage forms that active substance is formulated as follows:

1. Products diluted with water

1.10% emulsion in water (EW)

Active compound 10%, polyvinyl alcohol 0.8%, alkylaryl polyoxyethylene polyoxypropylene ether 8.5%, Nongru 2201 16%, dimethylformamide 11%, ethylene glycol 5%, water to 100% .

2.20% emulsifiable concentrate (EC)

Active compound 20%, Nongru 500# 10%, Nongru OX-635 5%, methanol 10%, xylene supplemented to 100%.

3.40% suspension concentrate (SC)

40% active compound, 5% calcium lignosulfonate, 0.3% white carbon black, 4% ethylene glycol, a little defoamer, and water to make up to 100%.

4.50% water dispersible granules (WG)

Active compound 50%, sodium methylnaphthalene sulfonate formaldehyde condensate 12%, epoxy polyether 5%, soluble starch 15%, gypsum supplemented to 100%.

5.70% wettable powder (WP)

Active compound 70%, sodium lauryl sulfate 1.5%, carboxymethylcellulose 1%, sodium lignosulfonate 10%, light calcium carbonate make up to 100%.

2. Products that can be used without dilution

6.5% powder (DP)

A powder is obtained by grinding 5 parts by weight of the active compound finely and mixing intimately with 95 parts by weight of finely divided kaolin.

7.0.5% Granules (GR)

0.5 parts by weight of active compound are finely ground and combined with 99.5 parts by weight of carrier, conventionally by extrusion, spray drying or fluidized bed, to obtain granules which are ready to use without dilution.

The products described in the present invention are provided in the form of finished formulations, ie the substances of the composition have been mixed. At the same time, the ingredients of the composition can also be provided in the form of separate preparations, which are directly mixed in barrels (cans) before use. The concentrates according to the invention are usually mixed with water to obtain the desired concentration of active substance and applied by spraying, atomizing, dusting, broadcasting or casting. The use forms depend entirely on the purposes to be achieved, ensuring in each case the best possible distribution of the active compounds according to the invention.

Aqueous use forms can be prepared from emulsion concentrates, pastes or wettable powders (sprayable powders, oil dispersions) by adding water. To prepare emulsions, pastes or oil dispersions, the substances are homogenized in water as such or dissolved in an oil or solvent with the aid of wetting agents, tackifiers, dispersants or emulsifiers. Alternatively, concentrates suitable for dilution with water and consisting of active substance, wetting agent, tackifier, dispersant or emulsifier, solvent or oil may be prepared.

Oils of various types, wetting agents, adjuvants, herbicides, fungicides, other pesticides or bactericides can be added to the active compounds, if appropriate, just before use (tank mix). These agents are usually mixed with the mixture of the invention in a weight ratio of 1:30 to 30:1.

Detailed ways

The synergistic effect of the fungicidal composition of the present invention on harmful fungi can be illustrated by the following examples, but the present invention is by no means limited thereto.

EL(BASF公司产品)加入该储液中，并用水将该活性化合物或混合物稀释至以下实例中所需浓度。Active compounds, individually or in combination, were prepared as stock solutions in acetone or DMSO containing 0.25% by weight active compound. 1% (weight) of emulsifier Uniperol

EL (product of BASF Corporation) was added to the stock solution, and the active compound or mixture was diluted with water to the desired concentration in the following examples.

Evaluation was carried out by determining the percent infection of the leaf area. These percentages were converted to efficacy. Potency (W) was calculated using Abbot's formula as follows:

W=(1-α/β)×100

The percentage of fungal infestation of α-treated plants;

Percent fungal infection of β-untreated (blank) plants.

An efficacy of "0" indicates that the treated plants have the same level of infection as the untreated control plants; an efficacy of "100" indicates that the treated plants are not infected.

The expected potency of a mixture of active compounds is determined using the Colby formula [R.S. Colby, Weeds 15, 20-22 (1967)] and compared to the observed potency.

Colby's formula: E=x+y-xy/100

E: Expected efficacy in % of untreated control when using a mixture of active compounds A and B at concentrations a and b respectively.

x Efficacy at concentration a of active compound A expressed as % of untreated control;

y Efficacy in % of untreated control when active compound B was used at concentration b.

In the following examples, the crop seedlings used were all planted and cultivated in a greenhouse in a potted manner. When the seedlings grow to the three-leaf stage, healthy seedlings that grow neatly and uniformly are selected for the bioassay test. The mixing ratios of A and B two-component active compounds listed in each table are weight ratios.

Application Example 1 Test of Controlling Wheat Powdery Mildew

Leaves of potted wheat seedlings of the cultivar "Liaochun No. 10" are sprayed to the trickle point with an aqueous suspension at the concentration of active compound indicated below. The next day, the plants are inoculated with an aqueous spore suspension of the powdery mildew fungus ( Blumeria graminis ). The test plants are then conditioned for 7 days in a climate chamber at 22-24° C. and a relative atmospheric humidity of 75%. The degree of development of the fungal infection on the leaves was then determined visually.

Table 1 Individual Active Compounds

Experiment number active compound Concentration of active compound in spray solution (mg/L) Observed potency (%) 1   Control (untreated) - (95% infested) 2 (1) pyraclostrobin 0.1 22.95 0.05 17.21 0.025 11.48 3 (2) Epoxiconazole 0.025 13.93 4 (3) Triadimefon 1 18.55 5 (5) Diniconazole 0.025 15.57 6 (6) Myclobutanil 0.1 12.35 7 (7) Propiconazole 0.1 22.66 8 (8) Tebuconazole 0.1 17.45

Table 2 Compositions of the present invention

Experiment number Active compound mixture/concentration (mg/L)/mixing ratio Observed potency (%) Calculated potency (%) ^* 9 (1)+(2)0.1+0.0254:1 60.25 33.68 10 (1)+(2)0.05+0.0252:1 51.39 28.74 11 (1)+(2)0.025+0.0251:1 43.59 23.81 12 (1)+(3)0.1+11:10 58.36 37.24 13 (1)+(3)0.05+11:20 49.52 32.57 14 (1)+(3)0.025+11∶40 41.71 27.90 15 (1)+(5)0.1+0.0254:1 66.75 34.95 16 (1)+(5)0.05+0.0252:1 51.73 30.10 17 (1)+(5)0.025+0.0251:1 46.59 25.26 18 (1)+(6)0.1+0.11:1 60.51 32.47 19 (1)+(6)0.05+0.11:2 54.69 27.43

20 (1)+(6)0.025+0.11:4 41.87 22.41 twenty one (1)+(7)0.1+0.11:1 65.90 40.41 twenty two (1)+(7)0.05+0.11:2 58.36 35.97 twenty three (1)+(7)0.025+0.11:4 52.04 31.54 twenty four (1)+(8)0.1+0.11:1 56.77 36.40 25 (1)+(8)0.05+0.11:2 47.28 31.66 26 (1)+(8)0.025+0.11:4 39.33 26.93

" ^* ": Potency calculated using Colby's formula.

Application Example 2 Control of Cucumber Powdery Mildew Test

Leaves of potted cucumber seedlings of the cultivar "Shandong Mici" are sprayed to the trickle point with an aqueous suspension having the concentration of active compound indicated below. The next day, plants are inoculated with an aqueous spore suspension of Erysiphe cucurbitacearum . The test plants are then conditioned for 7 days in a climate chamber at 22-24° C. and a relative atmospheric humidity of 75%. The degree of development of the fungal infection on the leaves was then determined visually.

Table 3 Individual Active Compounds

Experiment number active compound Concentration of active compound in spray solution (mg/L) Observed potency (%) 27   Control (untreated) - (90% infested) 28 (1) 2.5 26.92 1.25 19.23 0.625 15.38

29 (2) Epoxiconazole 0.625 12.54 30 (3) Triadimefon 0.625 14.86 31 (4) Oxafeconazole 0.625 12.57 32 (5) Diniconazole 0.625 13.69 33 (6) Myclobutanil 0.625 12.00 34 (8) Tebuconazole 0.625 10.99

Table 4 Compositions of the present invention

Experiment number Active compound mixture/concentration (mg/L)/mixing ratio Observed potency (%) Calculated potency (%) ^* 35 (1)+(2)2.5+0.6254:1 63.21 36.08 36 (1)+(2)1.25+0.6252:1 58.57 29.36 37 (1)+(2)0.625+0.6251:1 49.82 25.99 38 (1)+(3)2.5+0.6254:1 59.51 37.78 39 (1)+(3)1.25+0.6252:1 49.62 31.23 40 (1)+(3)0.625+0.6251:1 44.26 27.95 41 (1)+(4)2.5+0.6254:1 63.15 36.11 42 (1)+(4)1.25+0.6252:1 58.54 29.38 43 (1)+(4) 48.24 26.02

0.625+0.6251:1 44 (1)+(5)2.5+0.6254:1 64.54 36.92 45 (1)+(5)1.25+0.6252:1 55.84 30.29 46 (1)+(5)0.625+0.6251:1 51.64 26.96 47 (1)+(6)2.5+0.6254:1 64.57 35.69 48 (1)+(6)1.25+0.6252:1 50.24 28.92 49 (1)+(6)0.625+0.6251:1 47.85 25.53 50 (1)+(8)2.5+0.6254:1 61.65 34.95 51 (1)+(8)1.25+0.6252:1 50.24 28.11 52 (1)+(8)0.625+0.6251:1 49.82 24.68

" ^* ": Potency calculated using Colby's formula.

Application Example 3 Test of Controlling Wheat Powdery Mildew

Leaves of potted wheat seedlings of the cultivar "Liaochun No. 10" are sprayed to the trickle point with an aqueous suspension at the concentration of active compound indicated below. The next day, the plants are inoculated with an aqueous spore suspension of the powdery mildew fungus ( Blumeria graminis ). The test plants are then conditioned for 8 days in a climate chamber at 22-24° C. and a relative atmospheric humidity of 75-80%. The degree of development of the fungal infection on the leaves was then determined visually.

Table 5 Individual Active Compounds

Experiment number active compound Concentration of active compound in spray solution (mg/L) Observed potency (%) 53   Control (untreated) - (95% infested) 54 (1) pyraclostrobin 0.1 22.95 0.05 17.21 0.025 11.48 55 (9) Mancozeb 0.1 5.68 56 (10) Maneb 0.1 6.24 57 (11) Zinc 0.1 5.64 58 (12) Propineb 0.1 8.54 59 (13)Dysenium 0.1 7.24 60 (14) thiram 0.1 9.25 61 (15)Ziram 0.1 4.65

Table 6 Compositions of the present invention

Experiment number Active compound mixture/concentration (mg/L)/mixing ratio Observed potency (%) Calculated potency (%) ^* 62 (1)+(9)0.1+0.11:1 42.21 27.33 63 (1)+(9)0.05+0.11:2 34.21 21.91 64 (1)+(9)0.025+0.11:4 24.24 16.51 65 (1)+(10)0.1+0.11:1 39.64 27.76 66 (1)+(10)0.05+0.11:2 31.25 22.38 67 (1)+(10)0.025+0.1 28.54 17.00

1:4 68 (1)+(11)0.1+0.11:1 39.54 27.30 69 (1)+(11)0.05+0.11:2 35.64 21.88 70 (1)+(11)0.025+0.11:4 29.54 16.47 71 (1)+(12)0.1+0.11:1 40.97 29.53 72 (1)+(12)0.05+0.11:2 35.69 24.28 73 (1)+(12)0.025+0.11:4 32.54 19.04 74 (1)+(13)0.1+0.11:1 39.58 28.53 75 (1)+(13)0.05+0.11:2 34.69 23.20 76 (1)+(13)0.025+0.11:4 29.54 17.89 77 (1)+(14)0.1+0.11:1 45.62 30.08 78 (1)+(14)0.05+0.11:2 34.68 24.87 79 (1)+(14) 30.21 19.67

0.025+0.11:4 80 (1)+(15)0.1+0.11:1 39.54 26.53 81 (1)+(15)0.05+0.11:2 34.62 21.06 82 (1)+(15)0.025+0.11:4 26.51 15.60

" ^* ": Potency calculated using Colby's formula.

Application Example 4 Control of Cucumber Downy Mildew Test

Leaves of potted cucumber seedlings of the cultivar "Shandong Mici" are sprayed to the trickle point with an aqueous suspension having the concentration of active compound indicated below. The next day, the plants are inoculated with an aqueous spore suspension of Pseudoperonospora cubensis . The test plants are then conditioned for 7 days in a climate chamber at 22-24° C. and a relative atmospheric humidity of 90%. The degree of development of the fungal infection on the leaves was then determined visually.

Table 7 Individual Active Compounds

Experiment number active compound Concentration of active compound in spray solution (mg/L) Observed potency (%) 83   Control (untreated) - (90% infested) 84 (1) pyraclostrobin 2 44.44 1 38.89 0.5 27.78 85 (9) Mancozeb 1 22.22 86 (10) Maneb 1 16.67 87 (11) Zinc 1 27.78 88 (12) Propineb 1 11.11 89 (13)Dysenium 1 16.67 90 (14) thiram 1 16.67 91 (15)Ziram 1 27.78

Table 8 Compositions of the present invention

Experiment number Active compound mixture/concentration (mg/L)/mixing ratio Observed potency (%) Calculated potency (%) ^* 92 (1)+(9)2+12:1 83.33 56.79 93 (1)+(9)1+11:1 83.33 52.47 94 (1)+(9)0.5+11:2 72.22 43.83 95 (1)+(10)2+12:1 83.33 53.70 96 (1)+(10)1+11:1 72.22 49.07 97 (1)+(10)0.5+11:2 66.67 39.81 98 (1)+(11)2+12:1 88.89 59.88 99 (1)+(11)1+11:1 83.33 55.86 100 (1)+(11)0.5+11:2 72.22 47.84 101 (1)+(12)2+12:1 77.78 50.62 102 (1)+(12)1+11:1 72.22 45.68

103 (1)+(12)0.5+11:2 55.56 35.80 104 (1)+(13)2+12:1 83.33 53.70 105 (1)+(13)1+11:1 72.22 49.07 106 (1)+(13)0.5+11:2 61.11 39.81 107 (1)+(14)2+12:1 83.33 53.70 108 (1)+(14)1+11:1 72.22 49.07 109 (1)+(14)0.5+11:2 61.11 39.81 110 (1)+(15)2+12:1 88.89 59.88 111 (1)+(15)1+11:1 50.00 28.09 112 (1)+(15)0.5+11:2 33.33 20.06

" ^* ": Potency calculated using Colby's formula.

Application Example 5 Test of Controlling Wheat Scab

Potted wheat ears of the cultivar "Liaochun No. 10" are sprayed to the trickle point with an aqueous suspension at the concentration of active compound indicated below. The next day, plants are inoculated with an aqueous spore suspension of Fusarium graminearum. The test plants are then conditioned for 14 days in a climate chamber at 22-24° C. and a relative atmospheric humidity of 90%. The degree of development of the fungal infection on the ears was then determined visually.

Table 9 Individual Active Compounds

Experiment number active compound Concentration of active compound in spray solution (mg/L) Observed potency (%) 113 Control (untreated) - (95% infested) 114 (1) pyraclostrobin 4 42.11 1 31.58 0.25 8.42 115 (16)Azoxystrobin 1 15.79 116 (17) Trifloxystrobin 1 10.53 117 (18) picoxystrobin 1 12.63 118 (19) pyraclostrobin 1 18.95

Table 10 Compositions of the invention

Experiment number Active compound mixture/concentration (mg/L)/mixing ratio Observed potency (%) Calculated potency (%) ^* 119 (1)+(16)4+14:1 81.05 51.25 120 (1)+(16)1+11:1 70.53 42.38 121 (1)+(16)0.25+11:4 36.84 22.88 122 (1)+(17)4+14:1 76.84 48.20 123 (1)+(1 7)1+11:1 65.26 38.78 124 (1)+(17)0.25+11:4 42.11 18.06 125 (1)+(18) 73.68 49.42

4+14:1 126 (1)+(18)1+11:1 63.16 40.22 127 (1)+(18)0.25+11:4 31.58 19.99 128 (1)+(19)4+14:1 78.95 53.07 129 (1)+(19)1+11:1 68.42 44.54 130 (1)+(19)0.025+11:4 38.95 25.77

" ^* ": Potency calculated using Colby's formula.

Application Example 6 Control of Cucumber Gray Mold Test

Leaves of potted cucumber seedlings of the cultivar "Shandong Mici" are sprayed to the trickle point with an aqueous suspension having the concentration of active compound indicated below. The next day, plants are inoculated with an aqueous spore suspension of Botrytis cinerea. The test plants are then conditioned for 7 days in a climate chamber at 22-24° C. and a relative atmospheric humidity of 95-99%. The degree of development of the fungal infection on the leaves was then determined visually.

Table 11 Individual Active Compounds

Experiment number active compound Concentration of active compound in spray solution (mg/L) Observed potency (%) 131   Control (untreated) - (95% infested) 132 (1) pyraclostrobin 4 22.22 2 13.33 1 3.33 133 (21)Dimethocarb 4 8.89 134 (22) Promethamid 4 7.78 135 (23)Benthiazil 4 11.11 136 (24)sulfacarb 4 5.56 137 (25)propamocarb 4 7.78

Table 12 Compositions of the invention

Experiment number Active compound mixture/concentration (mg/L)/mixing ratio Observed potency (%) Calculated potency (%) ^* 138 (1)+(21)4+41:1 44.44 29.14 139 (1)+(21)2+41:2 33.33 21.04 140 (1)+(21)1+41:4 22.10 11.93 141 (1)+(22)4+41:1 50.00 28.27 142 (1)+(22)2+41:2 33.33 20.07 143 (1)+(22)1+41:4 16.67 10.85 144 (1)+(23)4+41:1 44.44 30.86 145 (1)+(23)2+41:2 35.56 22.96 146 (1)+(23)1+41:4 24.44 14.07 147 (1)+(24)4+41:1 38.89 26.54 148 (1)+(24) 25.56 18.15

2+41:2 149 (1)+(24)1+41:4 16.67 8.70 150 (1)+(25)4+41:1 41.11 28.27 151 (1)+(25)2+41:2 30.00 20.07 152 (1)+(25)1+41:4 16.67 10.85

" ^* ": Potency calculated using Colby's formula.

Application Example 7 Test of Controlling Rice Blast

Leaves of potted rice seedlings of the cultivar "Koshihikari" are sprayed to the point of dripping with an aqueous suspension at the concentration of active compound indicated below. The next day, the plants were inoculated with an aqueous spore suspension of Pyricularia grisea. The test plants are then conditioned for 5 days in a climate chamber at 24-28° C. and a relative atmospheric humidity of 95-99%. The degree of development of the fungal infection on the leaves was then determined visually.

Table 29 Individual Active Compounds

Experiment number active compound Concentration of active compound in spray solution (mg/L) Observed potency (%) 153   Control (untreated) - (95% infested) 154 (1) pyraclostrobin 4 31.58 155 (26) Blasticidin 842 26.3217.8912.63 156 (27) Kasugamycin 842 21.0513.685.26 157 (28) Polyoxin 842 18.9515.7910.53 158 (29) Polyoxin 8 21.05

42 15.795.26

Table 30 Compositions of the invention

Experiment number Active compound mixture/concentration (mg/L)/mixing ratio Observed potency (%) Calculated potency (%) ^* 159 (1)+(26)4+81:2 67.68 49.58 160 (1)+(26)4+41:1 63.16 43.82 161 (1)+(26)4+22:1 57.89 40.22 162 (1)+(27)4+81:2 68.42 45.98 163 (1)+(27)4+41:1 62.11 40.94 164 (1)+(27)4+22:1 52.63 35.18 165 (1)+(28)4+81:2 66.32 44.54 166 (1)+(28)4+41:1 61.05 42.38 167 (1)+(28)4+22:1 57.89 38.78 168 (1)+(29)4+8 68.42 45.98

1:2 169 (1)+(29)4+41:1 63.16 42.38 170 (1)+(29)4+22:1 52.63 35.18

" ^* ": Potency calculated using Colby's formula.

Application Example 8 Control of Cucumber Downy Mildew Test

Leaves of potted cucumber seedlings of the cultivar "Perigo Mici" are sprayed to the point of dripping with an aqueous suspension at the concentration of active compound indicated below. The next day, the plants are inoculated with an aqueous spore suspension of Pseudoperonospora cubensis . The test plants are then conditioned for 7 days in a climate chamber at 22-24° C. and a relative atmospheric humidity of 90%. The degree of development of the fungal infection on the leaves was then determined visually.

Table 31 Individual Active Compounds

Experiment number active compound Concentration of active compound in spray solution (mg/L) Observed potency (%) 171   Control (untreated) - (95% infested) 172 (1) pyraclostrobin 3 57.89 2 42.11 1 36.84 173 (30) Flumorph 6 16.84 174 (31) Dimethomorph 6 13.68

Table 32 Compositions of the invention

Experiment number Active compound mixture/concentration (mg/L)/mixing ratio Observed potency (%) Calculated potency (%) ^* 175 (1)+(30)3+61:2 81.05 64.99 176 (1)+(30)2+61:3 63.16 51.86 177 (1)+(30)1+61:6 57.89 47.48

178 (1)+(31)3+61:2 76.84 63.66 179 (1)+(31)2+61:3 64.21 50.03 180 (1)+(31)1+61:6 55.79 45.48

" ^* ": Potency calculated using Colby's formula.

Claims (4)

1. Fungicidal composition, the following compound that comprises Synergistic is selected from (E)-2-(2-((3-(4-chlorphenyl)-1-methyl isophthalic acid H-pyrazoles-5-base oxygen base) methyl) phenyl)-3-methoxy-methyl acrylate as active component: component A;

B component is selected from triazole class compounds (B ₁), described triazole class compounds is selected from fluorine ring azoles, triazolone, Difenoconazole, alkene azoles alcohol, nitrile bacterium azoles, propiconazole or Tebuconazole;

Weight ratio in the composition between A, B two components is 1: 50～50: 1; The weight content of active component is 0.1～95% in the composition.

2. according to the described Fungicidal composition of claim 1, it is characterized in that:

Weight ratio in the composition between A, B two components is 1: 40～40: 1.

3. according to the described Fungicidal composition of claim 2, it is characterized in that:

Weight ratio in the composition between A, B two components is 1: 40～4: 1, and described B component is selected from fluorine ring azoles, triazolone, Difenoconazole, alkene azoles alcohol, nitrile bacterium azoles or Tebuconazole.

According to the described Fungicidal composition of claim 1 in the application aspect control cereal crop, the vegetable fungi disease.