CN104488930B - A kind of complex composition and preparation of the azoles of bacterium containing methylsulfonyl and Zhongshengmycin - Google Patents
A kind of complex composition and preparation of the azoles of bacterium containing methylsulfonyl and Zhongshengmycin Download PDFInfo
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Abstract
The present invention discloses the complex composition of a kind of azoles of bacterium containing methylsulfonyl and Zhongshengmycin, and the complex composition contains two active components, and the first active component is methylsulfonyl bacterium azoles, and second active ingredient is Zhongshengmycin；The first described active component is 40 with second active ingredient weight ratio:1 to 1:20；The chemical name of methylsulfonyl bacterium azoles is the oxadiazole of 2 (p-fluorophenyl) 5 mesyl 1,3,4.Complex composition of the present invention is used for controlling plant diseases, particularly bacterial diseases of plants.Obvious synergy after described two kinds of active components compounding, preventive effect is high, and dosage is few, and the lasting period is long, has reached that the various crop bacterium venereal diseases of efficient prevention and control do harm to and can delay or resist the resistance to the action of a drug, extend the purpose of product service life.
Description
Technical field
The present invention relates to technical field of pesticide, and in particular to the composition and its preparation of two fungicide active ingredient compoundings.
Background technology
Zhongshengmycin is a kind of bactericide that is known and being disclosed, but because it is used again and again, disease is produced necessarily to it
The resistance to the action of a drug, bioactivity declines, and preventive effect is not ideal, limits its use.The resistance problem of agricultural disease is a whole world
The problem of property.Continuity and not scientifical use agricultural chemicals with disease chemical prevention, the pesticide species that disease develops immunity to drugs increase
Plus, peasant can only increase dosage using these pesticide species controlling diseases, but still can not obtain good preventive effect.Therefore, need
Research and develop the efficient, bactericidal pesticide composition of wide spectrum, low toxicity.
Therefore, Guizhou University's independent research and possessing new type bactericide " the one class preventing and control crop bacterium of independent intellectual property rights
Disease oxadiazole sulfone compounds (Patent No. ZL201110314246.2) ", its structural formula is：
The step of preparation process and condition of the compound：
(1) preparation of the sour methyl ester intermediate of different substitutions：Using different organic acid and absolute methanol as raw material, in the concentrated sulfuric acid
Catalysis lower back flow reaction 6-10 hours, depressurizes separating methanol, and saturated sodium bicarbonate aqueous solution adjusts point liquid after ph=7 to obtain different first
Sour methyl esters；
(2) preparation of the formylhydrazine intermediate of different substitutions：Methanol is dissolved in different methyl formates, it is then slow to add
40%-80% hydrazine hydrates, separate out different substituted formylhydrazines untill back flow reaction is complete, after cooling；
(3) 2- sulfydryls -5- replaces the preparation of -1,3,4- oxadiazole intermediates：With the formylhydrazine and KOH of above-mentioned preparation, two
Nitric sulfid is raw material, and ethanol is solvent, and back flow reaction completely, takes off ethanol, adjusts PH=5 to obtain 2- sulfydryls -5- and replaces -1,3,4- Evil
Diazole；
(4) 2- thioethers -5- replaces the preparation of -1,3,4- oxadiazole intermediates：Replace -1,3,4- with above-mentioned 2- sulfydryls -5-
Oxadiazole is raw material, after the water dissolving of hydrogenation sodium oxide molybdena, is reacted with 1-2 by dimethyl sulfate (second) ester or halogenated hydrocarbons of mole etc.
To corresponding sulfide compound；
(5) 2- methyl (ethyl) sulfonyl -5- replaces the preparation of -1,3,4- oxadiazoles.
Using corresponding thioether as raw material, it is dissolved in glacial acetic acid, 2%-7% potassium permanganate solutions or 30% hydrogen peroxide
Oxidation obtains corresponding sulfone compound.
The content of the invention
Dui Yu oxadiazole sulfone compounds, applicant further researches and develops, when fluorine of the Rn in halogen atom, R2Select C1-C5
The methyl of alkyl, which is Jied, get s the structural formula of oxadiazole sulfone compound：
Its chemical name is 2- (p-fluorophenyl) -5- mesyls -1,3,4- oxadiazoles, abbreviation methylsulfonyl bacterium azoles.
The specific syntheti c route of compound methylsulfonyl bacterium azoles is as follows：
(1) to the synthesis of fluorobenzoyl hydrazine
(2) synthesis of 2- sulfydryls -5- p-fluorophenyls -1,3,4- oxadiazoles
(3) synthesis of 2- Dimethyl sulfides -5- p-fluorophenyls -1,3,4- oxadiazoles
(4) 2- (p-fluorophenyl) -5- mesyl -1,3,4- oxadiazole target compounds are prepared
Applicant further study show that, methylsulfonyl bacterium azoles is the novel preventing and treating bacterial disease medicament of structure, can be passed through
Suppress the synthesis of pathogen energy, suppress the growth and breeding of bacterium.Methylsulfonyl bacterium azoles has the characteristics of interior suction, conduction, penetrates into leaf
After piece epidermis can transporting to other positions of same blade.Substantial amounts of isolated test shows that methylsulfonyl bacterium azoles is to causing plant thin
The various pathogenetic bacterias of fungus diseases have good inhibiting effect, i.e., directly suppress bacterial multiplication.By multiple pot experiment and field
Between the test of pesticide effectiveness verify, draw methylsulfonyl bacterium azoles to crop bacterium venereal disease evil be respectively provided with preferable prevention effect, especially to paddy rice
Bacterial leaf-blight, slice disease, tobacco bacterial wilt, bacterial wilt of tomato, citrus bacterial canker disease etc. have good control effect, and energy one
Determine to stimulate plant growth healthy and strong in degree, improve the resistance of crop.The compound has efficient, wide spectrum, the spy using safety
Point.The disease that applicant occurs for Different Crop develops a kind of new bactericide methylsulfonyl bacterium azoles.But because a kind of new is killed
Microbial inoculum is used alone, and is also also easy to produce the resistance to the action of a drug.By substantial amounts of experiment, it is found that methylsulfonyl bacterium azoles is dashed forward with Zhongshengmycin compounding effect
Go out.
In view of this, in view of the deficienciess of the prior art, it is an object of the invention to a kind of azoles of bacterium containing methylsulfonyl with
The complex composition and its preparation of raw rhzomorph.The complex composition and preparation have obvious synergistic effect relative to single dose, carry
High prevention effect, and the dosage of agricultural chemicals is reduced, cost accounting is reduced, while delaying the pathogen resistance to the action of a drug.
To reach goal of the invention, the technical solution adopted by the present invention is：
A kind of complex composition of the azoles of bacterium containing methylsulfonyl and Zhongshengmycin, the complex composition is by methylsulfonyl bacterium azoles with
Raw rhzomorph composition；Wherein, the chemical name of methylsulfonyl bacterium azoles is 2- (p-fluorophenyl) -5- mesyls -1,3,4- oxadiazoles.
The complex composition of the above-described azoles of bacterium containing methylsulfonyl and Zhongshengmycin, it is preferable that described methylsulfonyl bacterium azoles
Weight ratio with Zhongshengmycin is (40~1)：(1~20).
The complex composition of the above-described azoles of bacterium containing methylsulfonyl and Zhongshengmycin, it is highly preferred that described methylsulfonyl bacterium
The weight ratio of azoles and Zhongshengmycin is (10~1)：(1~5).
The present invention also provides the preparation of a kind of azoles of bacterium containing methylsulfonyl and Zhongshengmycin, including above-mentioned complex composition and agriculture
Acceptable carrier and auxiliary agent, are then prepared into disinfectant use in agriculture on medicine.
The preparation of the above-described azoles of bacterium containing methylsulfonyl and Zhongshengmycin, preferably, described complex composition accounts for institute
The weight percentage for the bactericide stated is 0.1~90%.
The preparation of the above-described azoles of bacterium containing methylsulfonyl and Zhongshengmycin, further preferably, described complex composition is accounted for
The weight percentage of described bactericide is 1~80%.
In order to meet different use demands, bactericide of the invention can be a variety of formulations.
As preferred mode, in some embodiments that the present invention is provided, the formulation of the bactericide is wettable powder,
Suspending agent, aqueous emulsion, water dispersible granules, seed treatment dry powder doses or granule.
Carrier of the present invention can be solid packing, liquid diluent or solvent, be generally used for preparing bactericide
Any carrier can be used.
Solid packing is selected from white carbon, clay, attapulgite, clay, bentonite, kaolin, diatomite, soil powder, illiteracy
One or more in de- stone, urea, NPK trace elements.
Liquid diluent is water.
Solvent is methyl naphthalene.
Auxiliary agent of the present invention can include emulsifying agent, wetting agent, dispersant, defoamer, thickener, disintegration as needed
One or more in agent and antifreezing agent, other auxiliary agents that the industry is commonly used can also be included as needed.
Emulsifying agent is selected from polyoxyethylene sorbitan fatty acid ester, AEO, alkyl phenol and epoxy second
Alkane condensation product, NPE, three phenethyl phenol polyethenoxy ethers, double phenethyl phenol polyethenoxy ethers, dodecyl
Benzene sulfonic acid calcium.
Wetting agent is selected from EO/PO block polyethers, lauryl sodium sulfate, fat alcohol ethoxyl compound, tallow ethoxy
Base ammonium salt, alkylnaphthalene sulfonate, fatty alcohol polyoxyethylene ether sulfate, acyl group glutamate.
Dispersant be selected from naphthalene sulfonic acid condensate sodium salt, phenolsulfonic acid condensation product sodium salt, methyl naphthalene sulfonate formaldehyde condensate,
Sodium lignin sulfonate, sodium metnylene bis-naphthalene sulfonate, acrylate homopolymer sodium salt, polymeric polycarboxylic acid salt, dioctyl sodium sulfosuccinates
Acid sodium-salt, maleic acid-acrylic acid copolymer sodium salt.
Thickener is selected from xanthans, Magnesiumaluminumsilicate, sodium carboxymethylcellulose, starch phosphate sodium, ocentyl succinic and formed sediment
Powder or polyvinyl alcohol.
Antifreezing agent is selected from ethylene glycol, propane diols, glycerine, isopropanol, urea.
Disintegrant is selected from sodium chloride, ammonium sulfate, sodium sulphate, ammonium chloride, sodium phosphate, starch.
Defoamer is silicone oil, glycerine-polyethers-propane copolymer-glycerine, dimethicone.
Binding agent is polyvinyl alcohol.
The present invention also provides use of the described composition pesticide in terms of crop bacterium venereal disease evil and fungal disease is prevented and treated
On the way.
The bacterial disease can be X. c. pv. oryzicola and bacterial leaf-blight, tobacco bacterial wilt, bacterial wilt of peanut, melon green grass or young crops
Rot, solanaceous vegetable bacterial wilt, soft rot of cabbage, cucumber bacterial angular leaf spot, citrus bacterial canker disease, canker of tomato, apple wheel
Line disease germ, wheat scab.
The present invention bactericide can be applied by commonsense method, be such as watered spraying cauline leaf process, can also root fill apply,
It can also dress seed or seed pelleting is used.It is mainly used in the crop such as paddy rice, tobacco, solanaceous vegetable, melon, Chinese cabbage, citrus.
Preferably, the plant disease main bacteria venereal disease evil and fungal disease, wherein bacterial disease are paddy rice
Leaf spot bacteria, bacterial wilt of tomato bacterium；
Complex composition and bactericide of the present invention have the advantage that compared with prior art：
1st, it is not the letter of two compositions after methylsulfonyl bacterium azoles and Zhongshengmycin are rationally compounded in certain proportion
Single superposition, both show obvious synergistic function at compounding, and co-toxicity coefficient is all higher than 120.
2nd, in the case that the dosage of complex composition of the present invention is less compared with single dose, the prevention effect to disease is high,
Field efficacy is more than 75%, and the preventive effect after compounding is substantially better than single dose, and preventive effect is higher by single dose at least 19.62%.
3rd, complex composition of the present invention expands fungicidal spectrum, can prevent and treat bacterial disease, can also prevent and treat fungal disease,
The resistance to the action of a drug of the pathogen to methylsulfonyl bacterium azoles can also be slowed down simultaneously.
Embodiment
The present invention is illustrated with the following example, but is not limited the scope of the invention.Methylsulfonyl used in the present invention
Bacterium azoles active compound is provided by Guizhou University, and other active compounds used and medicament are purchased in market.Wherein active component (A) is methylsulfonyl bacterium
Azoles, hereinafter referred to as first sulphur；Active component (B) is Zhongshengmycin.
Embodiment 1：
| 21% first sulphur Zhongshengmycin suspending agent (20:1) | |
| Methylsulfonyl bacterium azoles | 20% |
| Zhongshengmycin | 1% |
| NPE | 4% |
| Three phenethyl phenol polyethenoxy ethers | 3% |
| Octenyl succinic acid starch | 4% |
| Isopropanol | 4% |
| Glycerine-polyethers-propane copolymer-glycerine | 1% |
| Water | Supply 100% |
By all materials, stir, in input sand mill, by material ball milling, and control desired flow and temperature, mistake
325 mesh sieves, remix stirring 20 minutes, obtain product.
Embodiment 2：
By all materials, stir, in input sand mill, by material ball milling, and control desired flow and temperature, mistake
325 mesh sieves, remix stirring 20 minutes, obtain product.
Embodiment 3：
By all materials, stir, in input sand mill, by material ball milling, and control desired flow and temperature, mistake
325 mesh sieves, remix stirring 20 minutes, obtain product.
Embodiment 4：
By all materials, stir, in input sand mill, by material ball milling, and control desired flow and temperature, mistake
325 mesh sieves, remix stirring 20 minutes, obtain product.
Embodiment 5：
By all materials, stir, in input sand mill, by material ball milling, and control desired flow and temperature, mistake
325 mesh sieves, remix stirring 20 minutes, obtain product.
Embodiment 6：
Said mixture is uniformly mixed, air-flow crushing, add suitable quantity of water and mediate, the mixture pelleting of gained, drying
Produce product.
Embodiment 7：
Said mixture is uniformly mixed, air-flow crushing, add suitable quantity of water and mediate, the mixture pelleting of gained, drying
Produce product.
Embodiment 8：
Said mixture is uniformly mixed, air-flow crushing, add suitable quantity of water and mediate, the mixture pelleting of gained, drying
Produce product.
Embodiment 9：
Said mixture is uniformly mixed, air-flow crushing, add suitable quantity of water and mediate, the mixture pelleting of gained, drying
Produce product.
Embodiment 10：
Said mixture is uniformly mixed, air-flow crushing, add suitable quantity of water and mediate, the mixture pelleting of gained, drying
Produce product.
Embodiment 11：
The mixing and blending machine mixing of input various composition will be first weighed, is then produced by air-flow crushing by 325 mesh sieves
To product.
Embodiment 12：
The mixing and blending machine mixing of input various composition will be first weighed, is then produced by air-flow crushing by 325 mesh sieves
To product.
Embodiment 13：
The mixing and blending machine mixing of input various composition will be first weighed, is then produced by air-flow crushing by 325 mesh sieves
To product.
Embodiment 14：
The mixing and blending machine mixing of input various composition will be first weighed, is then produced by air-flow crushing by 325 mesh sieves
To product.
Embodiment 15：
The mixing and blending machine mixing of input various composition will be first weighed, is then produced by air-flow crushing by 325 mesh sieves
To product.
Embodiment 16：
The mixing and blending machine mixing of input various composition will be first weighed, is then produced by air-flow crushing by 325 mesh sieves
To product.
Embodiment 17：
By methylsulfonyl bacterium azoles, Zhongshengmycin, condensation compound of alkyl phenol and epoxy ethane, polyoxyethylene sorbitan aliphatic acid
Ester, methyl naphthalene are mixed, and are dissolved into uniform oil phase；Part water, xanthans, ethylene glycol are mixed into uniform
Aqueous phase；Oil phase is added into aqueous phase while high-speed stirred in a kettle., cutter is opened and carries out high speed shear, and add silicone oil
And remaining water supplies 100%, shearing about half an hour, forms aqueous emulsion.
Embodiment 18：
The mixing and blending machine mixing of input various composition will be first weighed, is then produced by air-flow crushing by 325 mesh sieves
To product.
Embodiment 19：
The mixing and blending machine mixing of input various composition will be first weighed, is then produced by air-flow crushing by 325 mesh sieves
To product.
Embodiment 20：
The above-mentioned all materials in addition to montmorillonite are uniformly mixed, air-flow crushing, add suitable quantity of water even spraying de- to covering
Shi Shang, mediates and product is obtained after drying.
Embodiment 21：
Methylsulfonyl bacterium azoles, Zhongshengmycin, sodium lignin sulfonate and polymeric polycarboxylic acid salt mixture are uniformly mixed, air-flow
Crush, suitable quantity of water is added after then being mixed with NPK trace elements, polyvinyl alcohol, urea and is mediated, the mixture pelleting of gained,
It is drying to obtain product.
Indoor bioassay test example：
The complex composition of the present invention, combining between them has obvious synergistic function to disease, and not only
It is the simple addition of two kinds of pharmacy effects, is specifically illustrated with following Assays Example.
Following raw test calculates co-toxicity coefficient (CTC) to evaluate mixed effect using the abundant methods of Sun Yun.
Toxicity index TI (B)=(standard agent A EC50The EC of ÷ B agent50)×100
Actual toxicity index ATI (AB)=(A EC50÷ AB EC50)×100
Percentage+TI (B) × B percentages in mixture of theoretical toxicity index TTI (AB)=TI (the A) × A in mixture
Number
Survey toxicity index (ATI)=(standard agent EC50÷ reagent agents EC50)×100
A percentage composition+B medicament toxicity index in theoretical toxicity index (TTI)=A medicament toxicity index × mixture × mixed
B percentage composition in agent
Co-toxicity coefficient (CTC)=[mixture surveys toxicity index (ATI) ÷ mixtures theoretical toxicity index (TTI)] × 100
Evaluation criterion：(CTC) >=120 synergistic effect is shown as；CTC≤80 show as antagonism；80 ＜ CTC ＜ 120
Show as summation action.
Indoor bioassay test example 1：
Rice Xanthomonas is the pathogenetic bacteria for making paddy rice occur bacterial leaf-blight.
Using in vitro Nephelometric Determination, each medicament is added separately to NA liquid by the design concentration on the basis of pilot study
In body culture medium, gradient dilution, which is made after pastille culture medium, Inoculated Rice bacterial leaf-blight germ, is placed in 28 DEG C of shaken cultivation 24h left sides
The right side, its turbidity (turbidity and bacterium amount be changing into positive correlation) is determined with transmissometer, according to the turbid of the turbidity of blank control and processing
Degree calculates the inhibiting rate that each chemicals treatment is bred to bacterial growth, passes through the probit value and the logarithm of serial drug concentration of inhibiting rate
Linear regression analysis between value, obtains the EC of each medicament50Value, CTC values.
Result of the test see the table below 1.
Table 1 prevents and treats the Toxicity Determination result of bacterial blight of rice
| Composition | EC50(μg/ml) | ATI | TTI | CTC |
| First sulphur (A) | 8.24 | 100 | / | / |
| Zhongshengmycin (B) | 56.25 | 14.65 | / | / |
| A:B=40:1 | 7.01 | 117.55 | 97.92 | 120.05 |
| A:B=30:1 | 6.72 | 122.62 | 97.25 | 126.09 |
| A:B=20:1 | 6.25 | 131.84 | 95.94 | 137.43 |
| A:B=15:1 | 5.8 | 142.07 | 94.67 | 150.07 |
| A:B=10:1 | 5.56 | 148.2 | 92.24 | 160.67 |
| A:B=9:1 | 5.31 | 155.18 | 91.46 | 169.66 |
| A:B=5:1 | 5.16 | 159.69 | 85.77 | 186.17 |
| A:B=2:1 | 5.34 | 154.31 | 71.55 | 215.66 |
| A:B=1:1 | 7.55 | 109.14 | 57.32 | 190.39 |
| A:B=1:2 | 10.12 | 81.42 | 43.1 | 188.92 |
| A:B=1:5 | 17.54 | 46.98 | 28.87 | 162.7 |
| A:B=1:9 | 22.69 | 36.32 | 23.18 | 156.64 |
| A:B=1:10 | 25.82 | 31.91 | 22.41 | 142.42 |
| A:B=1:15 | 29.66 | 27.78 | 19.98 | 139.02 |
| A:B=1:20 | 35.91 | 22.95 | 18.71 | 122.62 |
| A:B=1:25 | 40.67 | 20.26 | 17.93 | 112.99 |
From measurement result table 1：Methylsulfonyl bacterium azoles is with Zhongshengmycin by weight 40：1~1：When being compounded between 20
The co-toxicity coefficient of preventing and treating rice leaf spot bacteria is all higher than 120, shows as synergistic effect.Especially when weight ratio is 10：1~1：5
In the range of, the co-toxicity coefficient respectively handled is all higher than 160, shows that synergistic effect is extremely notable.
Indoor bioassay test example 2：
Pseudomonas solanacearum is the pathogenetic bacteria for making tomato, eggplant, capsicum, potatoes and other crops occur bacterial wilt.
After bacterial wilt of tomato pathogen is activated on NA culture mediums, bacterium stoste is made into sterilized water, bacterium stoste is diluted
The clump count grown after into coated plate 100ul is the bacteria suspension of 100 or so, standby.
Take 400ul bacteria suspensions to be mixed with equivalent agricultural chemicals single dose, take 100ul with liquid-transfering gun, be placed in the NA flat boards being ready for
On, bacteria suspension is coated with to uniform, 28 DEG C of culture 48h with sterilized " L " shape glass bar, clump count is counted, and calculate by formula
Bacteriostasis rate, bacterium colony inhibiting rate (%)=(control clump count-processing clump count)/control clump count × 100, often processing repeats 4
It is secondary, replace pesticide-treated as control using sterilized water, the result of gained uses Excel software analysis, calculates the EC of each medicament50, and
Co-toxicity coefficient is calculated according to the abundant methods of Sun Yun.
Result of the test see the table below 2
The Toxicity Determination result of the control of plant bacterial wilt of table 2
| Composition | EC50(μg/ml) | ATI | TTI | CTC |
| First sulphur (A) | 16.89 | 100 | / | / |
| Zhongshengmycin (B) | 22.72 | 74.34 | / | / |
| A:B=40:1 | 14.14 | 119.45 | 99.37 | 120.2 |
| A:B=30:1 | 13.44 | 125.67 | 99.17 | 126.72 |
| A:B=20:1 | 12.73 | 132.68 | 98.78 | 134.32 |
| A:B=19:1 | 11.56 | 146.11 | 98.72 | 148.01 |
| A:B=14:1 | 11.3 | 149.47 | 98.29 | 152.07 |
| A:B=10:1 | 10.68 | 158.15 | 97.67 | 161.92 |
| A:B=8:1 | 10.06 | 167.89 | 97.15 | 172.82 |
| A:B=4:1 | 8.96 | 188.50 | 94.87 | 198.70 |
| A:B=3:1 | 7.87 | 214.61 | 93.58 | 229.32 |
| A:B=1:1 | 10.34 | 163.35 | 87.17 | 187.39 |
| A:B=1:3 | 11.94 | 141.46 | 80.75 | 175.17 |
| A:B=1:4 | 13.12 | 128.73 | 79.47 | 161.99 |
| A:B=1:5 | 12.95 | 130.42 | 78.62 | 165.90 |
| A:B=1:8 | 14.56 | 116 | 77.19 | 150.28 |
| A:B=1:10 | 15.67 | 107.79 | 76.67 | 140.58 |
| A:B=1:14 | 17.39 | 97.12 | 76.05 | 127.71 |
| A:B=1:19 | 17.81 | 94.83 | 75.62 | 125.40 |
| A:B=1:20 | 18.55 | 91.05 | 75.56 | 120.5 |
| A:B=1:25 | 19.33 | 87.38 | 75.33 | 116 |
From measurement result table 2：Methylsulfonyl bacterium azoles is with Zhongshengmycin by weight 20：1~1：When being compounded between 40
The co-toxicity coefficient of control of plant bacterial wilt bacterium is all higher than 120, shows as synergistic effect.Especially when weight ratio is 10：1~1：5 models
In enclosing, the co-toxicity coefficient respectively handled is all higher than 160, shows that synergistic effect is extremely notable.
Indoor bioassay test example 3：
Carrot soft rot pathological form carrot soft rot Erwinia is to make the pathogenetic bacteria of soft rot of Chinese cabbage.
Cultured strain in test tube is extracted into test tube tampon at alcolhol burner, 10ml sterilized waters is poured into, is connect with sterilizing
Kind of pin gently scrapes germ on inclined-plane, makes spore suspension, then the spore suspension is poured into advance equipped with several glass marbles
Sterilize in triangular flask, shake after 5min with sterile gauze filtering bacterium solution, put in another sterilizing triangular flask, that is, required bacterium solution is made.
Beef extract-peptone agar medium is melted, when being cooled to 45 DEG C~50 DEG C, aseptically together with
0.2ml bacterial suspensions are poured into rapidly in sterilizing culture dish together, per ware 15ml culture mediums, shake up rear cooled and solidified.With sterilizing
Card punch (aperture 4mm) punching afterwards, 1ml decoctions are dripped in circular hole, is placed in 28 DEG C of insulating boxs and cultivates after 2d, use vernier calliper
Chi is measured 2 diameters of inhibition zone by crossing method, is averaged, and is calculated inhibiting rate, is obtained virulence curve and EC50, and press
The abundant methods of Sun Yun calculate co-toxicity coefficient.
Result of the test see the table below 3
Table 3 prevents and treats the Toxicity Determination result of soft rot of Chinese cabbage
| Composition | EC50(μg/ml) | ATI | TTI | CTC |
| Methylsulfonyl bacterium azoles (A) | 19.12 | 100 | / | / |
| Zhongshengmycin (B) | 21.63 | 88.4 | / | / |
| A:B=40:1 | 15.39 | 124.24 | 99.72 | 124.59 |
| A:B=30:1 | 14.82 | 129.01 | 99.63 | 129.5 |
| A:B=20:1 | 13.75 | 139.05 | 99.45 | 139.83 |
| A:B=15:1 | 12.69 | 150.67 | 99.27 | 151.77 |
| A:B=10:1 | 11.73 | 163 | 98.95 | 164.74 |
| A:B=9:1 | 11.22 | 170.41 | 98.84 | 172.41 |
| A:B=6:1 | 10.61 | 180.21 | 98.34 | 183.25 |
| A:B=3:1 | 9.97 | 191.78 | 97.1 | 197.51 |
| A:B=1:1 | 9.42 | 202.97 | 94.2 | 215.47 |
| A:B=1:2 | 10.75 | 177.86 | 92.26 | 192.77 |
| A:B=1:5 | 12.19 | 156.85 | 90.33 | 173.64 |
| A:B=1:8 | 13.95 | 137.06 | 89.69 | 152.82 |
| A:B=1:10 | 14.89 | 128.41 | 89.45 | 143.55 |
| A:B=1:15 | 16.28 | 117.44 | 89.12 | 131.78 |
| A:B=1:20 | 17.3 | 110.52 | 88.95 | 124.25 |
| A:B=1:25 | 19.05 | 100.37 | 88.84 | 112.97 |
From measurement result table 3：Methylsulfonyl bacterium azoles is with Zhongshengmycin by weight 40：1~1：When being compounded between 20
The co-toxicity coefficient for preventing and treating soft rot of cabbage is all higher than 120, shows as synergistic effect.Especially when weight ratio is 10：1~1：5 scopes
Interior, the co-toxicity coefficient respectively handled is all higher than 160, shows that synergistic effect is extremely notable.
Field medicine effect test embodiment：
For the prevention effect that clear and definite methylsulfonyl bacterium azoles and Zhongshengmycin compounding use do harm to crop bacterium venereal disease, and verify
Under the preferably proportioning of Toxicity Determination field whether also synergy substantially, present inventor has performed substantial amounts of field test, knot
Fruit show that the result of interior is applicable in field, and the effect of built agent is good, and the lasting period is long.It is subject to below with several embodiments
Explanation.Following methylsulfonyl bacterium azoles is referred to as first sulphur.
Comparison medicament 1：3% Zhongshengmycin wettable powder, registration card number：PD20130210, the general letter agrochemical stock of Shenzhen promise
Part Co., Ltd, it is purchased in market；
Comparison medicament 2：20% methylsulfonyl bacterium azole suspending agent (self-control)
By methylsulfonyl bacterium azoles 20%, three phenethyl phenol polyethenoxy ethers 9.0%, xanthans 0.1%, ethylene glycol 3.0%, have
Machine silicon defoaming agent 0.1%, deionized water are mended to 100%, are put into high shear homogeneous emulsifying machine high speed and are sheared 30 minutes, then defeated
Into sand mill, circulation is sanded 1-3 times and produces 20% methylsulfonyl bacterium azole suspending agent.
Field medicine effect test embodiment：
First, the field test embodiment of bacterial blight of rice is prevented and treated：
Test method：According to《GB/T17980.19-2000 pesticide field efficacy medicine tests criterion (one)》Application method is prevented and treated
Object is the bacterial blight of rice.
Sprayed in bacterial blight of rice early period of origination and second of spray pesticide is carried out after first time spray pesticide, 7d.Apply altogether
Twice, each 20 square metres of cell is repeated 4 times medicine.According to Chinese agricultural chemicals Information Network, dosage is 350 grams/ha, 400 grams/
Hectare, 450 grams/ha, 500 grams/ha.
Investigation method：According to《GB/T17980.19-2000 pesticide field efficacy medicine tests criterion (one)》Investigation method, per small
Qu Wudian is sampled, and every takes 50 plants, and every plant is investigated boot leaf and the following two panels leaf of boot leaf.
0 grade：It is disease-free；
1 grade：Lesion area is leaf area below 10%；
3 grades：Lesion area is leaf area 11%~25%；
5 grades：Lesion area is leaf area 26%~45%；
7 grades：Lesion area is leaf area 46%~65%：
9 grades：Lesion area is leaf area
Table 4 prevents and treats the field test results of bacterial blight of rice
As can be known from Table 4, methylsulfonyl bacterium azoles and Zhongshengmycin compounding prevent and treat the effect of bacterial blight of rice and are substantially better than list
Agent.14d preventive effect is 75.43%~79.57% after the two compound medicine, and the lasting period is long.The preventive effect that the two compounding is used than single dose
Synergy substantially, illustrates that the synergistic results field of indoor virulence test is applicable.
2nd, the field test embodiment of control of plant bacterial wilt：
Test method：According to《Pesticide field efficacy medicine test criterion two (NY/T 1464.32-2010)》Provide application method,
Second of pouring root dispenser is carried out after carrying out first time pouring root dispenser, 7d when beginning to see scab.Twice, each cell 20 is flat for dispenser altogether
Square rice, is repeated 4 times.According to Chinese agricultural chemicals Information Network, dosage is 400 grams/ha, 500 grams/ha, 600 grams/ha, 700
Gram/ha.
Investigation method：According to《Pesticide field efficacy medicine test criterion nine (NY/T 1464.32-2010)》Provide investigation method,
Whole plant, record total strain number, diseased plant number are investigated per cell.7d, 14d investigation, the total strain of record investigation are distinguished after second of dispenser
Number and diseased plant number, calculate diseased plant rate and prevent and treat preventive effect.
The field test results of the control of plant bacterial wilt of table 5
Result of the test shows that the effect of methylsulfonyl bacterium azoles and Zhongshengmycin compounding control of plant bacterial wilt is substantially better than list
Agent.14d preventive effect is 75.23%~78.03% after the two compound medicine, and the lasting period is long.Illustrate what the two compounding was used than single dose
Preventive effect synergy is obvious.
3rd, soft rot of Chinese cabbage field test embodiment is prevented and treated：
Test method：Reference《GB/T 17980.114-2004 pesticide field efficacy medicine tests criterions (two)》Provide dispenser side
Method.
Second of pouring root dispenser is carried out after carrying out first time pouring root dispenser, 7d when disease is initial.It is total to dispenser twice, each
15 square metres of cell, is repeated 4 times.According to Chinese agricultural chemicals Information Network, dosage is 300 grams/ha, 350 grams/ha, 400 grams/
Hectare, 450 grams/ha.
Investigation method：Reference《GB/T 17980.114-2004 pesticide field efficacy medicine tests criterions (two)》Provide investigation side
Method.Whole dish strains, record total strain number, diseased plant number are investigated per cell.7d is distinguished after second of dispenser, 14d investigation, record investigation is total
Strain number and diseased plant number, calculate diseased plant rate and prevent and treat preventive effect.
Table 6 prevents and treats the field test results of soft rot of Chinese cabbage
Result of the test shows that the effect of methylsulfonyl bacterium azoles and Zhongshengmycin compounding preventing and treating soft rot of Chinese cabbage is substantially better than list
Agent.14d preventive effect is 75.33%~83.14% after the two compound medicine, and the lasting period is long.Illustrate what the two compounding was used than single dose
Preventive effect synergy is obvious.
Claims (7)
1. the complex composition of a kind of azoles of bacterium containing methylsulfonyl and Zhongshengmycin, it is characterised in that the complex composition is by first sulphur
Acyl bacterium azoles and Zhongshengmycin composition；Wherein, the chemical name of methylsulfonyl bacterium azoles is 2- (p-fluorophenyl) -5- mesyls -1,3,
4- oxadiazoles；The weight ratio of the methylsulfonyl bacterium azoles and Zhongshengmycin is（40~1）：（1~20）.
2. the complex composition of the azoles of bacterium containing methylsulfonyl according to claim 1 and Zhongshengmycin, it is characterised in that the first
The weight ratio of sulphonyl bacterium azoles and Zhongshengmycin is（10~1）：（1~5）.
3. the preparation of a kind of azoles of bacterium containing methylsulfonyl and Zhongshengmycin, it is characterised in that any described including claim 1~2
Acceptable carrier and auxiliary agent, are then prepared into disinfectant use in agriculture on complex composition and agricultural chemicals.
4. the preparation of the azoles of bacterium containing methylsulfonyl according to claim 3 and Zhongshengmycin, it is characterised in that the compounded combination
The weight percentage that thing accounts for the disinfectant use in agriculture is 0.1%~90%.
5. the preparation of the azoles of bacterium containing methylsulfonyl according to claim 4 and Zhongshengmycin, it is characterised in that the compounded combination
The weight percentage that thing accounts for the disinfectant use in agriculture is 1%~80%.
6. the preparation of the azoles of bacterium containing methylsulfonyl according to claim 3 and Zhongshengmycin, it is characterised in that the agricultural bactericidal
The formulation of agent is wettable powder, suspending agent, water dispersible granules, aqueous emulsion, seed treatment dry powder doses or granule.
7. the answering in preventing and treating bacterial diseases of plants and fungal disease of the complex composition as described in claim 1-2 is any
With.
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