CN109805018B - Fungicidal composition and application thereof - Google Patents
Fungicidal composition and application thereof Download PDFInfo
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- CN109805018B CN109805018B CN201711167139.5A CN201711167139A CN109805018B CN 109805018 B CN109805018 B CN 109805018B CN 201711167139 A CN201711167139 A CN 201711167139A CN 109805018 B CN109805018 B CN 109805018B
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- triazole
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- 230000000855 fungicidal effect Effects 0.000 title claims abstract description 26
- 230000000844 anti-bacterial effect Effects 0.000 claims abstract description 23
- 201000010099 disease Diseases 0.000 claims abstract description 19
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 19
- 239000003899 bactericide agent Substances 0.000 claims abstract description 17
- 150000003852 triazoles Chemical class 0.000 claims abstract description 16
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- 241000196324 Embryophyta Species 0.000 claims abstract description 13
- 150000001875 compounds Chemical class 0.000 claims abstract description 13
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 claims abstract description 10
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- 241001530056 Athelia rolfsii Species 0.000 claims abstract description 3
- 239000004480 active ingredient Substances 0.000 claims description 20
- 239000003814 drug Substances 0.000 claims description 18
- 238000009472 formulation Methods 0.000 claims description 12
- 239000000417 fungicide Substances 0.000 claims description 8
- ZMYFCFLJBGAQRS-IRXDYDNUSA-N (2R,3S)-epoxiconazole Chemical compound C1=CC(F)=CC=C1[C@@]1(CN2N=CN=C2)[C@H](C=2C(=CC=CC=2)Cl)O1 ZMYFCFLJBGAQRS-IRXDYDNUSA-N 0.000 claims description 6
- PXMNMQRDXWABCY-UHFFFAOYSA-N 1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol Chemical group C1=NC=NN1CC(O)(C(C)(C)C)CCC1=CC=C(Cl)C=C1 PXMNMQRDXWABCY-UHFFFAOYSA-N 0.000 claims description 6
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- VGPIBGGRCVEHQZ-UHFFFAOYSA-N 1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-ol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC(C=C1)=CC=C1C1=CC=CC=C1 VGPIBGGRCVEHQZ-UHFFFAOYSA-N 0.000 claims description 5
- STMIIPIFODONDC-UHFFFAOYSA-N 2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)hexan-2-ol Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(O)(CCCC)CN1C=NC=N1 STMIIPIFODONDC-UHFFFAOYSA-N 0.000 claims description 5
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- MNHVNIJQQRJYDH-UHFFFAOYSA-N 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-1,2,4-triazole-3-thione Chemical compound N1=CNC(=S)N1CC(C1(Cl)CC1)(O)CC1=CC=CC=C1Cl MNHVNIJQQRJYDH-UHFFFAOYSA-N 0.000 claims description 5
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- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- XWPZUHJBOLQNMN-UHFFFAOYSA-N metconazole Chemical compound C1=NC=NN1CC1(O)C(C)(C)CCC1CC1=CC=C(Cl)C=C1 XWPZUHJBOLQNMN-UHFFFAOYSA-N 0.000 description 1
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- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention belongs to the field of agricultural bactericides, and in particular relates to a fungicidal composition and application thereof. The fungicidal composition contains A, B two active components, and the weight ratio of the component A to the component B is 1:99-99:1; component A is selected from compounds of formula I: the component B is selected from one or more of triazole bactericides. The fungicidal composition is particularly suitable for controlling various plant pathogenic fungal diseases such as banded sclerotial blight, rust disease, rice blast, powdery mildew, gray mold, anthracnose, early blight, cladosporium cucumerinum, alternaria leaf spot, root rot and leaf mold.
Description
Technical Field
The invention belongs to the field of agricultural bactericides, and particularly relates to a fungicidal composition containing pyrazole amide compounds and triazole bactericides or salts thereof and application thereof.
Background
Patent CN104649973A1 discloses a pyrazole amide compound and application thereof, wherein the compound shown in the following general formula I is reported to have good activity on various fungal diseases.
Wherein R is 1 ＝CH 3 、R 2 The compound =n-Pr (compound 5 in CN104649973 A1) has good activity against a variety of diseases.
Triazole bactericides have different action mechanisms from other systemic bactericides, influence the formation of fungal cell walls by blocking the biosynthesis of fungal ergosterol, and have good control effects on most fungal diseases which damage the growth of crops. Most triazole bactericides have the active characteristics of high efficiency, broad spectrum, long acting, strong systemic property, stereoselectivity and the like, but have single action mechanism and action site, are frequently used for a long time, have serious drug resistance, have lost the original high efficiency due to the resistance problem, and obviously reduce the control effect on some diseases.
Disclosure of Invention
The invention aims to provide a fungicidal composition and application thereof.
In order to achieve the above purpose, the technical scheme adopted by the invention is as follows:
a fungicidal composition, which comprises A, B two active components, wherein the weight ratio of the active component A to the active component B is 1:99-99:1;
component A is selected from compounds of formula I:
wherein:
R 1 selected from hydrogen or methyl;
R 2 selected from methyl, ethyl, n-propyl or isopropyl.
The component B is selected from one or more of triazole bactericides or salts thereof.
Further, the active component A is selected from R in the general formula 1 =methyl, R 2 Compound a 1=n-propyl; the active component B is selected from triazole bactericides or salts thereof; the triazole fungicide is selected from tebuconazole B1, propiconazole B2, difenoconazole B3, epoxiconazole B4, triazolone B5, flusilazole B6, high-efficiency diniconazole B7, myclobutanil B8, diniconazole B9, penconazole B10, hexaconazole B11, triadimenol B12, cyproconazole B13, fluquinconazole B14, tebuconazole B15, metconazole B16, imibenconazole B17, prothioconazole B18, ipconazole B19, triticonazole B20, bitertanol B21, epoxiconazole B22, tetraconazole B23, imazalil B24, high-efficiency imazalil B25, difenoconazole 26, simeconazole 27 or hydroxymyclobutanil 28; A. the weight ratio of the two active components is 1:50-50:1.
Still further, the active component a is selected from compound A1; the active component B is selected from triazole bactericides or salts thereof; the triazole bactericide is selected from tebuconazole B1, propiconazole B2, difenoconazole B3, epoxiconazole B4, triazolone B5, flusilazole B6, high-efficiency diniconazole B7, myclobutanil B8, hexaconazole B11, cyproconazole B13, flutriafol B15, imibenconazole B17, prothioconazole B18, triticonazole B20, bitertanol B21 or tetraconazole B23; A. the weight ratio of the two active components is 1:20-20:1.
Use of a fungicidal composition for the preparation of a medicament for controlling phytopathogenic fungal diseases.
The plant pathogenic fungus disease is powdery mildew, scab, rust disease, leaf mold, banded sclerotial blight, anthracnose, early blight, ring spot, alternaria leaf spot, root rot, fusarium wilt, rice blast, gray mold, scab, rot, leaf mold, or damping off of plants.
The bactericidal preparation comprises the active ingredients of the fungicidal composition, wherein the weight percentage of the fungicidal composition is 0.1-95%.
Use of a bactericidal formulation for the preparation of a medicament for controlling phytopathogenic fungal diseases.
The composition has obvious synergistic effect, and can be used for treating diseases caused by various pathogenic fungi, especially fungal diseases in cereal, vegetables (such as cucumber, tomato and the like), fruits (such as apples, strawberries and the like), ornamental plants and grape vines. Such as sclerotium disease of rape, apple tree rot, rice blast, tomato leaf mold, cucumber black spot, tomato anthracnose, apple ring spot, rice sheath blight, wheat powdery mildew, melon powdery mildew, wheat sheath blight, cucumber gray mold, apple powdery mildew, pear scab, grape powdery mildew, peanut leaf spot, strawberry powdery mildew, banana leaf spot, coffee rust, false smut, corn leaf spot, ginseng damping-off, wheat powdery mildew, tobacco brown spot, melon damping-off, ginseng black spot, apple alternaria leaf spot, strawberry gray mold, grape gray mold, vegetable damping-off and other fungi diseases have good prevention and treatment effects. Thus, the technical solution of the present invention also includes the use of the composition as fungicide as a medicament for the preparation of fungicides. The composition of the present invention is used at a concentration of 5 to 1500g/hm2, preferably 20 to 500g/hm2, in the crop planting area, depending on the extent of occurrence of crop diseases.
When preparing the compositions according to the invention, it is possible to add thereto further active substances which are effective against pests, or active substances or fertilizers which have herbicidal action and also growth regulating action.
The invention also comprises a using method of the composition for preventing and controlling harmful fungi.
The active component A and at least one active component B of the composition are prepared in advance according to the proper proportion provided by the invention or are prepared on the site of use or are used separately and sequentially, and the composition has obvious disease prevention effect or obviously enlarges the disease prevention variety.
The invention has the advantages that:
the bactericide with different action mechanisms is combined, so that the bactericidal spectrum of the medicament is enlarged, the generation of drug resistance of pathogenic bacteria can be delayed, the flexibility of proper medicament application period is improved, the comprehensive prevention and treatment effect on various diseases is improved, the application amount of the medicament is reduced, and the service life of the medicament is prolonged. In addition, the inventor discovers in the research that compared with the single compound or bactericide related to the invention, the compound of the component A and the bactericide of the component B are mixed or sequentially applied according to different proportions, so that the disease control effect can be better improved, and the synergistic effect is obvious. In agricultural production, the two bactericides are used together according to the proper proportion provided by the invention, so that the effects of saving labor and time can be achieved.
Detailed Description
The synergistic effect of the compositions of the present invention on harmful fungi is further illustrated by the following examples, but the invention is by no means limited thereto. Wherein the active components are a compound A1 of one of pyrazole compounds and a triazole fungicide B in the fungicidal composition.
The active samples to be tested are respectively an active component A and/or an active component B, wherein the active component A is a compound shown in a general formula I:
r in formula I 1 =methyl, R 2 The compound A1 is =propyl.
The active component B takes tebuconazole B1, propiconazole B2, difenoconazole B3, epoxiconazole B4, triazolone B5, flusilazole B6, myclobutanil B8, diniconazole B9, hexaconazole B11, cyproconazole B13, flutriafol B15, imibenconazole B17, prothioconazole B18, triticonazole B20, bitertanol B21 and tetraconazole B23 as examples. The test method and the evaluation method are as follows:
and (3) dissolving the active component sample with acetone (the volume ratio of the acetone amount to the spray liquid amount is equal to or less than 0.05%), diluting with water containing 0.1% Tween 80, preparing into a solution to be tested with the required concentration, and preparing the solution to be tested of the composition according to a set proportion. And spraying the liquid to be detected on the disease host plants on a crop sprayer, and inoculating the disease after 24 hours. According to the disease characteristics, the disease plants which need to be subjected to temperature control and moisture preservation culture are inoculated and then placed in a climatic chamber for culture, and after the infection of the disease is completed, the plants are transferred into a greenhouse for culture. After the control is sufficiently diseased, the percentage of leaf area of the pathogenic fungi infected with the crop is determined, and the observation efficacy (W) is obtained by calculating the leaf area by using an Abbot formula:
W＝(1-α/β)×100
wherein:
alpha: percent fungal infestation of the treated crop;
beta: percent fungal infestation of untreated (control) crops;
efficacy of "0" means that the level of infestation of the treated crop is the same as the level of infestation of the untreated control crop; efficacy of "100" means that the treated crop was not infested.
The expected efficacy (calculated efficacy) of the composition was determined using the Colby formula (see r.s. Colby, weeds, 1967,15,20-22) and compared to the observed efficacy.
E＝X+Y–XY/100
Wherein:
e: the expected efficacy (calculated efficacy in the tables below) when using the compositions of active components a and B at concentrations a and B, expressed as% of untreated control;
x: efficacy when active ingredient a was used at a concentration of a, expressed as% of untreated control;
y: efficacy when active ingredient B was used at a concentration B, expressed as% of untreated control.
When the observed efficacy value is greater than the calculated efficacy value, the composition is indicated to have a synergistic effect; when the observed efficacy value is equal to the calculated efficacy value, the composition is indicated to be additive; when the observed efficacy value is less than the calculated efficacy value, the composition is indicated to be antagonistic.
Example 1 test for controlling sheath blight of rice
Selecting rice potted seedlings with regular and consistent growth and same leaf age, spraying leaves by using a crop sprayer according to the concentration of the agent, placing the rice potted seedlings in a fume hood for airing after spraying, and additionally setting a blank control without adding the agent. Inoculating pathogenic bacteria of rice sheath blight after 24 hours, inoculating by a fungus block-clamping method, and inoculating to the seedling base. The results were investigated after 7d of moisture-retaining culture in a climatic chamber (temperature: day 28 ℃, night 25 ℃, relative humidity: 95%) after inoculation. The extent of development of pathogen infestation of rice leaf sheaths and leaves was investigated.
The results of the activity data for controlling rice sheath blight disease of each individual active ingredient and the composition of the present invention are shown in tables 1 and 2. The observed efficacy values of the compositions are all greater than the calculated efficacy values, and the compositions exhibit a synergistic effect over the range of the tested formulation.
TABLE 1 Activity of the individual active ingredients
TABLE 2 Activity of the compositions of the invention
EXAMPLE 2 test for controlling Rice blast
Selecting potted seedlings of rice (variety Liaoxing No. one) with regular and consistent growth and same leaf age, spraying leaves by using a crop sprayer according to the concentration of the medicament as follows, placing the sprayed leaves in a fume hood for airing, and additionally arranging a blank control without the medicament. After 24 hours, rice blast pathogens were inoculated. The treated potted rice seedlings were cultured in a climatic greenhouse (temperature: 28℃in the daytime, 25℃at night, relative humidity: 95%) for 7 days and were subjected to classification and investigation. The results of the activity data for controlling rice blast of each individual active ingredient and the composition of the present invention are shown in tables 3 and 4. The observed efficacy values of the compositions are all greater than the calculated efficacy values, and the compositions exhibit a synergistic effect over the range of the tested formulation.
TABLE 3 Activity of the individual active ingredients
TABLE 4 Activity of the compositions of the invention
Example 3 powdery mildew test of cucumber
Selecting potted cucumber seedlings (variety: xintaimi thorns) with regular and consistent growth and same leaf age, carrying out leaf surface spraying treatment on the crop spray according to the designed dosage, and additionally setting a blank control without adding a medicament. After 24 hours, the cells were inoculated with pathogenic bacteria, the cells were transferred to a greenhouse for normal management, and after 8 days of cultivation under the cultivation conditions (temperature: day 23-28 ℃ C., night 18-20 ℃ C.) the results were investigated. The extent of development of pathogen infestation of each leaf is investigated. The results of the activity data of each individual active ingredient and the composition for preventing and treating powdery mildew of cucumber are shown in tables 5 and 6.
The observed efficacy values of the compositions are all greater than the calculated efficacy values, and the compositions exhibit a synergistic effect over the range of the tested formulation.
TABLE 5 Activity of the individual active ingredients
TABLE 6 Activity of the compositions of the invention
Example 4 test for controlling cucumber anthracnose
The seedlings of the potted two-leaf stage cucumber of the variety "Xintai azoci" were sprayed with an aqueous solution of the active ingredient (the concentrations are described below), and a blank control without adding a medicament was additionally provided. After 24 hours, the test plants were inoculated with a spore suspension of cucumber anthracnose. The test plants were incubated in a climatic chamber at 24.+ -. 2 ℃ and 90.+ -. 5% relative humidity for 24 hours and transferred to the greenhouse for normal management. After 7 days, the extent of development of pathogen infection on the leaves was determined. The results of the activity data of each individual active ingredient and the composition for preventing and controlling cucumber anthracnose are shown in Table 7 and Table 8. The observed efficacy values of the compositions are all greater than the calculated efficacy values, and the compositions exhibit a synergistic effect over the range of the tested formulation.
TABLE 7 Activity of individual active Components
TABLE 8 Activity of the compositions of the invention
Example 5 test for controlling cucumber scab (Scolicotrichum melophthorum)
The seedlings of potted two-leaf stage cucumber of the variety "Shandong Mici" were sprayed with an aqueous solution of the active ingredient (concentrations described below) and 24 hours later, the test plants were inoculated with a spore suspension of the plant Marsdenia tenacissima. The test plants were placed in a climatic chamber at a temperature of 24.+ -. 2 ℃ and a relative humidity of 85-90% for 24 hours, then transferred into a greenhouse for cultivation (at a temperature of 24.+ -. 2 ℃ and a relative humidity of 50.+ -. 5%), and after 6 days the extent of pathogen infection on the leaves was visually examined. The results of the activity data for controlling cucumber scab for each individual active ingredient and the compositions of the invention are shown in tables 9 and 10. The observed efficacy values of the compositions are all greater than the calculated efficacy values, and the compositions exhibit a synergistic effect over the range of the tested formulation.
TABLE 9 Activity of the individual active ingredients
TABLE 10 Activity of the compositions of the invention
Example 6 test for controlling wheat rust (Puccinia recondita tritici)
Potted two-leaf stage wheat seedlings of the variety "Liaochun 10" were sprayed with an aqueous solution of the active ingredient (concentrations described below) and 24 hours later inoculated with a spore suspension of wheat rust. The test plants were placed in a climatic chamber at 22-24℃and a relative humidity of 85-90% for 20 hours, then transferred into a greenhouse for cultivation (temperature 24.+ -. 2 ℃ and relative humidity 50.+ -. 5%), and after 7 days the extent of pathogen infection on the leaves was visually examined. The results of the activity data for the individual active ingredients and the compositions of the present invention for controlling wheat rust are shown in tables 11 and 12. The observed efficacy values of the compositions are all greater than the calculated efficacy values, and the compositions exhibit a synergistic effect over the range of the tested formulation.
TABLE 11 Activity of individual active Components
TABLE 12 Activity of the compositions of the invention
Example 7 test for controlling early blight of tomato
When greenhouse potted tomato seedlings (variety: L-402) grow to a trefoil period, leaf surface spraying treatment is carried out on a crop sprayer according to a designed dosage, and a blank control without adding a medicament is additionally arranged. And inoculating pathogenic bacteria after 24 hours, placing a phytotron for regulating culture after inoculation, and carrying out result investigation after 7 days. The extent of development of pathogen infestation of each leaf is investigated. The results of the activity data for each individual active ingredient and the compositions of the present invention for controlling early blight of tomato are shown in tables 13 and 14.
The observed efficacy values of the compositions are all greater than the calculated efficacy values, and the compositions exhibit a synergistic effect over the range of the tested formulation.
TABLE 13 Activity of individual active Components
TABLE 14 Activity of the compositions of the invention
EXAMPLE 8 test for controlling soybean rust
Selecting potted soybean seedlings (variety: liao beans 10) which grow neatly and consistently, cutting off growing points, reserving 2 true leaves, spraying on a crop sprayer according to the concentration of the tested medicament, setting a blank control without the medicament, and placing in a ventilation kitchen for airing after spraying. After 24 hours a suspension of soybean rust spores (1X 10) 6 After inoculation, a climatic chamber (temperature: day 25 ℃, night 20 ℃, relative humidity: 95-100%) for 1 day, and then transferred to a greenhouse for normal management, the culture conditions (temperature: the development degree of infection of each leaf pathogen was investigated after 10 days of culture at 23-28℃in the daytime and 18-20℃at night.
The results of activity data for each individual active ingredient and the compositions of the present invention against soybean rust are shown in tables 15 and 16.
The observed efficacy values of the compositions are all greater than the calculated efficacy values, and the compositions exhibit a synergistic effect over the range of the tested formulation.
TABLE 15 Activity of individual active Components
TABLE 16 Activity of the compositions of the invention
Example 9 test for controlling Botrytis cinerea of soybean
Selecting potted soybean seedlings (variety: liao beans 10) which grow neatly and consistently, cutting off growing points, reserving 2 true leaves, spraying on a crop sprayer according to the concentration of the tested medicament, setting a blank control without the medicament, and placing in a ventilation kitchen for airing after spraying. Inoculating soybean gray mold spore suspension (1×106/ml) after 24 hours, placing an artificial climate chamber (temperature: 25 ℃ in day, 20 ℃ at night, relative humidity: 95-100%) after inoculation, culturing for 1 day, then transferring to a greenhouse for normal management, culturing under the condition (temperature: 23-28 ℃ in day, 18-20 ℃ at night), and investigating the development degree of bacterial infection of each leaf after culturing for 10 days.
The results of the activity data for controlling soybean gray mold for each individual active ingredient and the compositions of the present invention are shown in tables 17 and 18.
The observed efficacy values of the compositions are all greater than the calculated efficacy values, and the compositions exhibit a synergistic effect over the range of the tested formulation.
TABLE 17 Activity of individual active Components
TABLE 18 Activity of the compositions of the invention
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Claims (5)
1. A fungicidal composition characterized in that: the fungicidal composition is A, B as two active components;
component A is selected from compounds of formula I:
general formula I
The active component A is selected from R in the general formula 1 =methyl, R 2 Compound a 1=n-propyl; the active component B is selected from triazole bactericides or salts thereof; the triazole bactericide is selected from tebuconazole B1, propiconazole B2, difenoconazole B3, epoxiconazole B4, triazolone B5, diniconazole B9, hexaconazole B11, cyproconazole B13, flutriafol B15, imibenconazole B17, prothioconazole B18, triticonazole B20 or bitertanol B21;
when the triazole fungicide is selected from diniconazole B9, hexaconazole B11 or bitertanol B21, the weight ratio of A, B to the two active components is 1:50-50:1;
when the triazole fungicide is selected from tebuconazole B1, propiconazole B2, difenoconazole B3, epoxiconazole B4, imibenconazole B17 or triticonazole B20, the weight ratio of the two active components of A, B is 1:20-20:1;
when the triazole fungicide is selected from prothioconazole B18, the weight ratio of the A, B active components is 1:8-8:1; when the triazole fungicide is selected from triazolone B5, cyproconazole B13 or flutriafol B15, the weight ratio of the two active components of A, B is 1:3-1:24.
2. Use of a fungicidal composition according to claim 1, characterized in that: the fungicidal composition is used for preparing medicines for preventing and treating plant pathogenic fungi diseases.
3. Use of a fungicidal composition according to claim 2, characterized in that: the plant pathogenic fungus disease is plant scab, rust disease, banded sclerotial blight, anthracnose, early blight, rice blast or gray mold.
4. A bactericidal formulation, characterized in that: the fungicidal composition of claim 1, wherein the active ingredient of the preparation is 0.1-95% by weight of the fungicidal composition.
5. Use of a bactericidal formulation according to claim 4, characterized in that: the bactericidal preparation is used for preparing medicines for preventing and treating plant pathogenic fungi diseases.
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