CN108605952A - Bactericidal composition and its application - Google Patents
Bactericidal composition and its application Download PDFInfo
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- CN108605952A CN108605952A CN201611141142.5A CN201611141142A CN108605952A CN 108605952 A CN108605952 A CN 108605952A CN 201611141142 A CN201611141142 A CN 201611141142A CN 108605952 A CN108605952 A CN 108605952A
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- thiophene
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
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Abstract
A kind of bactericidal composition of present invention offer and its application, active ingredient are that first thiophene lures amine and zinc thiazole, and it is 1 that the first thiophene, which lures the weight ratio of amine and zinc thiazole,：50‑50：1.First thiophene, which lures amine and zinc thiazole to compound, has apparent synergistic effect, can effectively reduce the amount of application of each single dose.The composition, which can add, allows the auxiliary element used to be processed into any dosage form in remaining pesticide.The bactericidal composition is mainly used for preventing fungus diseases and the bacterial diseases such as bacterial angular leaf spot, soft rot, bacterial leaf-blight, downy mildew, anthracnose, early blight, rice blast, wheat powdery mildew, sigatoka, virosis.
Description
Technical field
The present invention relates to a kind of bactericidal compositions, particularly relate to a kind of composite bactericide luring amine and zinc thiazole containing first thiophene
Composition and its application.
Background technology
Pesticide has played great function, but not science with fast and effective and lower-price characteristic in agricultural is increased production without increasing the work force
Medication and single drug already lead to the continuous enhancing of germ drug resistance and being continuously increased for pvs oryzae and oryzicola, meanwhile, frequently make
Financial burden is also increased with pesticide, and results in environmental pollution and a series of serious ecological problems of agricultural product security and society
Problem.With the continuous improvement of people's living standards, the concern to environmental protection, the safety to agricultural product and quality are proposed
Higher requirement.Therefore, how Scientific Usage of Drugs, reduce the dosage of chemical pesticide, improve drug effect, become plant protection art urgent need
The project of solution.
It is a kind of thiadiazole Plant activator that first thiophene, which lures amine, chemistry general entitled N- (5- methyl-1s, 3- thiazoles-
2- yls) -4- methyl-1s, 2,3- thiadiazoles -5- formamides, structural formula is such as shown in (I).Current result of study shows, the change
It is the disease-resistant work for inducing plant generation system, wide spectrum to close object to have induction disease resisting effect well, mechanism of action to virus disease
Property.Plant disease-proof activator is the novel pesticide of one kind being concerned in recent years, itself has no apparent bactericidal activity, but
Immunoactivator of the energy as plant, inducer of systemic acquired resistance, to achieve the purpose that defending and fighting against diseases.Wherein, BTH
(diazosulfide, the production of Syngenta Co., Ltd of Switzerland) and TDL (tiadinil, Nihon Nihyaku Co., Ltd's production) are such medicament
Representative Cultivars, widely applied in agricultural production at present.Because first thiophene lures amine single dose to belong to activating plants agent, mainly
The resistance to disease is generated by the system of plant, but the plant to having fallen ill is without good therapeutic effect.
Zinc thiazole (alias：2- amino -5- sulfydryls -1,3,4- thiadiazoles zinc) its structural formula is such as shown in (II), zinc thiazole
Structure is mainly made of two groups, first, thiazolyl group, no inhibition on bacteria outside the plant, but be in plant
Efficient therapeutic agent, in the plant's holey catheter, bacterium is severely damaged for medicament, and cell wall is thinning then to disintegrate, and leads
Cause the death of bacterium；Second is that zinc ion, has the function of not only antifungal but also bactericidal.Zinc ion in medicament and pathogen cell
Cation (H+, K+ etc.) in film surface exchanges, and the protein coagulating on germ cell film is caused to kill germ；Part zinc ion
It is intracellular to penetrate into pathogen, is combined with certain enzymes, its activity is influenced, leads to dysfunction, germ thus failure death.Thiophene
Azoles zinc kills that germ is more thorough, and control effect is more preferable under the collective effect of two groups, and controlling object is more extensive.
Invention content
For the above situation, a kind of bactericidal composition of present invention offer and its application, to meet the needs of agricultural production, group
Closing active component included in object has mutually synergistic effect that can improve preventive effect and has production-increasing function.
The bactericidal composition of the present invention, active ingredient are that first thiophene lures amine and zinc thiazole, first thiophene to lure the weight of amine and zinc thiazole
Amount is than being 50：1-1：50, preferable ratio is 25：1-1：25, preferred ratio is 5：1-1：5, remaining is to allow to make in pesticide
With with acceptable auxiliary element.
In the composition of the present invention auxiliary agent that uses include wetting agent, dispersant, emulsifier, solvent and filler etc. other
It is beneficial to the known substance that active ingredient is stablized in the formulation and drug effect plays, is all to commonly use in pesticidal preparations or allow to use
Various composition has no specific restriction, has ingredient and dosage and is determined by simple experiment according to recipe requirements.
The bactericidal composition of the present invention can be prepared into any one dosage form of suitable agricultural use by known method, than
Preferable dosage form is wettable powder, suspending agent, soluble powder, aqua, microemulsion or water dispersible granules.
Composition described in the invention can be provided in the form of finished product preparation, i.e., each substance has mixed in composition,
The ingredient of composition can also be provided with unit dose form, directly mixed, be then diluted to required in bucket or tank using preceding
Concentration.
The bactericidal composition of the present invention can be used for preventing the multiple diseases on the crops such as rice, wheat, vegetables, fruit tree especially
Suitable for prevention bacterial angular leaf spot, soft rot, bacterial leaf-blight, downy mildew, anthracnose, early blight, rice blast, wheat
Powdery mildew, sigatoka, the Mycophyta of virosis and bacteriosis.The composition of the present invention can be applied by common method
With such as cast, injection, spraying, dusting or spread, amount of application change with weather condition or crop condition.
Compared with prior art, the beneficial effects of the present invention are：1, compared with single dose, there is compounding apparent collaboration to increase
Effect acts on, and improves control effect；2, composite reagent reduces dosage, to reduce cost and alleviate the dirt to environment
Dye；3, compared with fungicide is used alone, disease control spectrum is expanded.
Following formula calculating is used in experiment：
Calculate inhibiting rate of the medicament to germ.Then inhibiting rate is converted to probit value (y), concentration is converted to logarithm
(x), toxicity regression curve equation y=a+bx of each medicament to germ, and concentration EC effectively in inhibition are found out50Value and phase relation
Number r.
The co-toxicity coefficient (CTC values) of mixture is calculated by formula (1), formula (2), formula (3)：
In formula：ATI- mixture surveys toxicity indexes；
The LC of S- standard antiseptic agent50, unit is milligrams per liter (mg/L)；
The LC of M-mixture50, unit is milligrams per liter (mg/L).
TTI=A × PA+B×PB···············(2)
In formula：TTI-mixtures theoretical toxicity index；
A-A medicament toxicity index；
PAPercentage composition of-A the medicaments in mixture, unit are percentage (%)；
B-B medicament toxicity index；
PBPercentage composition of-B the medicaments in mixture, unit are percentage (%).
In formula：CTC-co-toxicity coefficient.
The co-toxicity coefficient (CTC) >=120 of complex preparation shows as synergistic effect；CTC≤80 show as antagonism；80 ﹤
CTC ﹤ 120 show as summation action.
Specific implementation mode
To keep the embodiment of the present invention technical problems to be solved, technical solution and advantage clearer, below by apparatus
Body embodiment is described in detail, but the present invention is limited to absolutely not these examples.It is as described below to be only the preferred embodiment of the present invention,
It is only used to explain the present invention, it cannot be construed as a limitation to the scope of the present invention.It should be pointed out that it is all
The all any modification, equivalent and improvement etc. done within the spirit and principles in the present invention should be included in the protection of the present invention
Within the scope of.Therefore, the protection domain of patent of the present invention should be determined by the appended claims.
Pesticide is made in the combination of active principles of different pesticides, is to develop and develop at present novel pesticide and prevention agriculturally
A kind of effective and quick way of resistance germ.After the pestsides synthesis of different cultivars, a large amount of three kinds of effects classes are typically exhibited
Type：Summation action, synergistic effect and antagonism.Compound synergic is formulated well, can significantly improve practical control effect, drop
The usage amount of low pesticide is the important means of integrated control disease to help to delay the generation speed of germ drug resistance.
When two kinds of fungicide selecting of the present invention are that lure amine be effective constituents A to first thiophene, zinc thiazole is active ingredient B, is had
Good synergistic effect, rather than just the simple superposition of two kinds of medicaments.
First thiophene lures amine and zinc thiazole to compound and measures experiment to the indoor harmacological effect of cucumber bacterium angular leaf spot：
For trying pathogen：Cucumber bacterium angular leaf spot.
Test method：Using live body method, every plant of processing is repeated 5 times, and classification investigation disease index, calculates EC after 6d50With
Co-toxicity coefficient.
Stage division (as unit of blade)
0 grade：It is disease-free；
1 grade：Lesion area accounts for 5% or less entire leaf area；
3 grades：Lesion area accounts for the 6%~10% of entire leaf area；
5 grades：Lesion area accounts for the 11%~20% of entire leaf area；
7 grades：Lesion area accounts for the 21%~40% of entire leaf area；
9 grades：Lesion area accounts for 41% or more of entire leaf area；
Test result is shown in Table 1.
Table 1
| Reagent agent | EC50 | Regression equation | CTC |
| First thiophene lures amine (A) | 43 | Y=2.5527+1.982X | —— |
| Zinc thiazole (B) | 59.45 | Y=2.1873+1.5854X | —— |
| (A：B)50：1 | 35.13 | Y=2.7742+1.4400X | 123.1 |
| 25：1 | 32.49 | Y=2.83282+1.4335X | 133.8 |
| 5：1 | 31.14 | Y=2.6367+1.5826X | 144.8 |
| 1：1 | 28.60 | Y=2.7494+1.5454X | 174.5 |
| 1：5 | 33.02 | Y=2.6648+1.5375X | 169.2 |
| 1：25 | 36.22 | Y=2.5759+1.5549X | 161.7 |
| 1：50 | 37.70 | Y=2.5662+1.5440X | 156.5 |
Note：Co-toxicity coefficient CTC >=120 indicate that synergistic effect, 80 ＜ CTC ＜ 120 indicate summation action, the tables of CTC≤80
It is shown with antagonism.
The Toxicity Determination result is shown, in weight ratio 50：1-1：50, especially 25：1-1：25, especially 5：1-1：
In the range of 5, first thiophene, which lures amine to be compounded with zinc thiazole, there is apparent synergistic effect, the synergy of compounding to imitate cucumber bacterium angular leaf spot
Fruit becomes apparent, and control effect is excellent and is better than single dose kind.
First thiophene lures amine and zinc thiazole to compound and measures experiment to the indoor harmacological effect of bacterial blight of rice：
For trying pathogen：Bacterial blight of rice
Test method：Using live body method, each processing is repeated 5 times, and investigation is classified after 6d, calculates EC50And co-toxicity coefficient.
Stage division：
0：Clip is without apparent scab；
1：2-3 centimetres of the length of scab Longitudinal Extension, or only foxiness reaction or lesion area are less than 10%；
3：1/4 or the lesion area that scab length is less than inoculation leaf length are less than the 20% of vaccination area；
5：Scab length reaches 1/4, but less than 1/2 or lesion area is between 20-49%；
7：Scab length up to leaf grow 1/2, but less than 3/4 or lesion area between 50-74%；
9：Scab length is more than 75% up to 3/4 or area
Test result is shown in Table 2.
Table 2
| Reagent agent | EC50 | Regression equation | CTC |
| First thiophene lures amine (A) | 41.33 | Y=2.4732+1.5634X | —— |
| Zinc thiazole (B) | 63.64 | Y=1.9183+1.7085X | —— |
| (A：B)50：1 | 33.72 | Y=2.8373+1.4154X | 123.4 |
| 25：1 | 31.89 | Y=2.6344+1.5733X | 131.4 |
| 5：1 | 30.03 | Y=2.6950+1.5600X | 146.2 |
| 1：1 | 28.34 | Y=2.7377+1.5577X | 176.8 |
| 1：5 | 33.30 | Y=2.6603+1.5368X | 175.3 |
| 1：25 | 36.21 | Y=2.6282+1.5216X | 172.2 |
| 1：50 | 37.69 | Y=2.7369+1.4357X | 167.1 |
Note：Co-toxicity coefficient CTC >=120 indicate that synergistic effect, 80 ＜ CTC ＜ 120 indicate summation action, the tables of CTC≤80
It is shown with antagonism.
The Toxicity Determination result is shown, in weight ratio 50：1-1：50, especially 25：1-1：25, especially 5：1-1：
In the range of 5, first thiophene lures amine to be compounded with zinc thiazole has apparent synergistic effect, the synergistic effect of compounding to bacterial blight of rice
It becomes apparent, control effect is excellent and is better than single dose kind.
The bactericidal composition of the present invention can be prepared into any one dosage form of suitable agricultural use by known method, than
Preferable dosage form is wettable powder, suspending agent, soluble powder, aqua or water dispersible granules.Percentage is equal in all formulas
It is weight percentage.The processing technology of the various dosage forms of the present composition is the prior art, can be according to different situations
Variation.
Embodiment 1：51% first thiophene lures amine zinc thiazole microemulsion
Component：First thiophene lures amine 50%, zinc thiazole 1%, nonionic surfactant agriculture breast 600#3%, anionic surface work
Property agent agriculture breast 500#3%, dimethylbenzene 1%, methanol 5%, water supply 100%.
Preparation method：Emulsifier and pesticide original medicine are mixed to form solution, other solvents are added, in high-speed stirred condition
In lower instillation water, transparent o/w type microemulsions are formed.
Comparative example 1：51% tiadinil zinc thiazole microemulsion
Component：Tiadinil 50%, zinc thiazole 1%, nonionic surfactant agriculture breast 600#3%, anionic surface are lived
Property agent agriculture breast 500#3%, dimethylbenzene 1%, methanol 5%, water supply 100%.
Preparation method：With the preparation method of above-mentioned same dosage form.
Embodiment 2：31% first thiophene lures amine zinc thiazole water dispersible granules
Component：First thiophene lures amine 30%, zinc thiazole 1%, Negel 5%, sodium lignin sulfonate 7%, dodecyl
Sodium sulfonate 2%, ammonium sulfate 5%, kaolin complementary.
Preparation method：Each component is uniformly mixed, mixture is obtained, mixture, again through air-flow crushing, is obtained through mechanical crushing
To secondary mixture, the water of secondary mixture quality 10%-15% is added into secondary mixture, is uniformly mixed, then through squeezing
It is granulated, forms column or spherical particle, be finally dried and lure amine zinc thiazole water dispersible granules to get to 31% first thiophene.
Comparative example 2：31% diazosulfide zinc thiazole water dispersible granules
Component：Diazosulfide 30%, zinc thiazole 1%, Negel 5%, sodium lignin sulfonate 7%, dodecane
Base sodium sulfonate 2%, ammonium sulfate 5%, kaolin complementary.
Preparation method：With the preparation method of above-mentioned same dosage form.
Embodiment 3：26% first thiophene lures amine thiazole zincium suspension agent
Component：First thiophene lures amine 25%, zinc thiazole 1%, methyl naphthalene sulfonate formaldehyde condensate 1%, sodium lignin sulfonate
3%, xanthans 2%, bentonite 1%, glycerine 5%, water complements to 100%.
Preparation method：Each component is mixed, is uniformly mixed through high speed shear, then is sanded 2-3 hours by sand mill, makes to put down
Equal grain size reaches 1-5 microns, you can 51% first thiophene is made and lures amine thiazole zincium suspension agent.
Embodiment 4：6% first thiophene lures amine thiazole zincium suspension agent
Component：First thiophene lures amine 5%, Flusilazole 1%, methyl naphthalene sulfonate formaldehyde condensate 1%, sodium lignin sulfonate 3%,
Xanthans 2%, bentonite 1%, glycerine 5%, water complements to 100%.
Preparation method：With the preparation method of above-mentioned same dosage form.
Embodiment 5：2% first thiophene lures amine thiazole zincium suspension agent
Component：First thiophene lures amine 1%, zinc thiazole 1%, methyl naphthalene sulfonate formaldehyde condensate 1%, sodium lignin sulfonate 3%,
Xanthans 2%, bentonite 1%, glycerine 5%, water complements to 100%.
Preparation method：With the preparation method of above-mentioned same dosage form.
Embodiment 6：6% first thiophene lures amine zinc thiazole microemulsion
Component：First thiophene lures amine 1%, zinc thiazole 5%, nonionic surfactant agriculture breast 600#3%, anion surface active
Agent agriculture breast 500#3%, dimethylbenzene 1%, methanol 5%, water supplies 100%.
Preparation method：Emulsifier and pesticide original medicine are mixed to form solution, other solvents are added, in high-speed stirred condition
In lower instillation water, transparent o/w type microemulsions are formed.
Comparative example 3：6% first thiophene lures amine zineb microemulsion
Component：First thiophene lures amine 1%, zineb 5%, nonionic surfactant agriculture breast 600#3%, anion surface active
Agent agriculture breast 500#3%, dimethylbenzene 1%, methanol 5%, water supplies 100%.
Preparation method：Emulsifier and pesticide original medicine are mixed to form solution, other solvents are added, in high-speed stirred condition
In lower instillation water, transparent o/w type microemulsions are formed.
Embodiment 7：26% first thiophene lures amine thiazole zincium suspension agent
Component：First thiophene lures amine 1%, zinc thiazole 25%, methyl naphthalene sulfonate formaldehyde condensate 1%, sodium lignin sulfonate
3%, xanthans 2%, bentonite 1%, glycerine 5%, water complements to 100%.
Preparation method：The ibid preparation method of dosage form of the same race.
Embodiment 8：31% first thiophene lures amine zinc thiazole wettable powder
Component：First thiophene lures amine 1%, zinc thiazole 30%, neopelex 6%, lignin sodium naphthalene sulfonate 12%, in vain
Carbon black 25%, talcum powder complements to 100%.
Preparation method：By zinc thiazole and white carbon mixing and absorption, then other each components are added and are uniformly mixed, by machinery
It crushes, after air-flow crushing, is uniformly mixed, you can 31% first thiophene is made and lures amine zinc thiazole wettable powder.
Comparative example 4：31% fluxapyroxad zinc thiazole wettable powder
Component：Fluxapyroxad 1%, zinc thiazole 30%, neopelex 6%, lignin sodium naphthalene sulfonate 12%,
White carbon 25%, talcum powder complements to 100%.
Preparation method：With the preparation method of above-mentioned same dosage form.
Embodiment 9：51% first thiophene lures amine thiazole zincium suspension agent
Component：First thiophene lures amine 1%, zinc thiazole 50%, methyl naphthalene sulfonate formaldehyde condensate 1%, sodium lignin sulfonate
3%, xanthans 2%, bentonite 1%, glycerine 5%, water complements to 100%.
Preparation method：The ibid preparation method of dosage form of the same race.
Pesticidal preparations rice blast made from above-described embodiment is tested
Test process：Experiment is carried out with reference to People's Republic of China's standard (pesticide field efficacy medicine test criterion).This experiment
Dosing sets three concentration for the treatment of respectively according to the difference of each ingredient, and comparison medicament is that 6% first thiophene of commercially available pesticide lures respectively
Amine suspending agent and the control of 20% thiazole zincium suspension agent and clear water.
Test method：Each plot area is 50cm2, it is repeated 4 times, the inspection drug effect method after investigating and preventing before dispenser
For：It is taken a little per cell diagonal line, every is extracted 10 plants of investigation, account for entire blade area with the lesion area on every plant of blade hundred
Point rate is classified, and test result see the table below 3：
3 first thiophene of table lures amine and zinc thiazole to compound the control effect to rice blast
3 field efficacy of table the result shows that, in weight ratio 50：1-1：In 50 ranges, first thiophene lures amine and zinc thiazole compound synergic
It is with obvious effects, especially 25：1-1：25 ranges, especially 5：1-1：In the range of 5, rice blast is prevented with excellent
Effect is controlled, control effect is better than single dose kind.
Pesticidal preparations made from above-described embodiment test cucumber bacterium angular leaf spot
Test process：Experiment is carried out with reference to People's Republic of China's standard (pesticide field efficacy medicine test criterion).This experiment
Dosing sets three concentration for the treatment of respectively according to the difference of each ingredient, and comparison medicament is that 6% first thiophene of commercially available pesticide lures respectively
Amine suspending agent and the control of 20% thiazole zincium suspension agent and clear water.
Test method：Each plot area is 50cm2, it is repeated 4 times, the inspection drug effect method after investigating and preventing before dispenser
For：It is taken a little per cell diagonal line, every is extracted 10 plants of investigation, account for entire blade area with the lesion area on every plant of blade hundred
Point rate is classified, and test result see the table below 4：
4 first thiophene of table lures amine and zinc thiazole to compound the control effect to cucumber bacterium angular leaf spot
4 field efficacy of table the result shows that, in weight ratio 1：50-50：In 1 range, first thiophene lures amine and zinc thiazole compound synergic
It is with obvious effects, especially 1：25-25：1 range, especially 5：1-1：In the range of 5, have to cucumber bacterium angular leaf spot excellent
Control effect, control effect is better than single dose kind.
First thiophene lures the weight ratio 50 of amine and zinc thiazole in the present invention：1-1：It is imitated with certain compound synergic in 50 ranges
Fruit, especially weight ratio are 25：1-1：25, especially 5：1-1：In the range of 5, first thiophene lures amine and zinc thiazole to compound, to disease
Control effect is excellent, and compared with fungicide single dose, Complex synergism is apparent, can effectively preventing disease.
Since length is limited, other disease-resistant activator tiadinil, diazosulfide and acid amide fungicides (fluorine are only chosen
Azoles bacterium amide) lure amine to compound with first thiophene and for first thiophene lures amine and other organic zinc class compounds (zineb) to compound, structure
Corresponding comparative example, field efficacy the result shows that, first thiophene lures the control effect that amine and zinc thiazole compound better than being compounded in comparative example
Control effect.
The above is the preferred embodiment of the present invention, it is noted that for those skilled in the art
For, without departing from the principles of the present invention, it can also make several improvements and retouch, these improvements and modifications
It should be regarded as protection scope of the present invention.
Claims (8)
1. a kind of bactericidal composition, it is characterised in that：Active ingredient is that first thiophene lures amine and zinc thiazole, the first thiophene to lure amine and thiazole
The weight ratio of zinc is 50：1-1：50.
2. bactericidal composition according to claim 1, it is characterised in that：The first thiophene lures the weight ratio of amine and zinc thiazole to be
25：1-1：25.
3. bactericidal composition according to claim 2, it is characterised in that：The first thiophene lures the weight ratio of amine and zinc thiazole to be
5：1-1：5.
4. according to any bactericidal compositions of claim 1-3, it is characterised in that：Also contain agriculture in the bactericidal composition
Medicine preparation auxiliary element, the dosage form for being suitble to agriculturally use is made.
5. bactericidal composition according to claim 4, it is characterised in that：The pesticidal preparations auxiliary element is solvent, breast
One or more of agent, dispersant, stabilizer, antifreezing agent or wetting agent.
6. bactericidal composition according to claim 4, it is characterised in that：The dosage form of the bactericidal composition is wettable powder
Agent, suspending agent, soluble powder, aqua, microemulsion or water dispersible granules.
7. the application of any bactericidal compositions of claim 1-3, it is characterised in that：For preventing plant epiphyte class and thin
Fungus diseases.
8. the application of bactericidal composition according to claim 7, it is characterised in that：For preventing bacterial angular leaf spot, soft
Maize ear rot, bacterial leaf-blight, downy mildew, anthracnose, early blight, rice blast, wheat powdery mildew, sigatoka, virosis.
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101091490A (en) * | 2007-01-12 | 2007-12-26 | 南开大学 | New type heterocycle bactericide and composition |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101091490A (en) * | 2007-01-12 | 2007-12-26 | 南开大学 | New type heterocycle bactericide and composition |
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Application publication date: 20181002 |