CN104686535A - Composition containing pyrimorph and desflurane bacterium amide and preparation and application method thereof - Google Patents

Composition containing pyrimorph and desflurane bacterium amide and preparation and application method thereof Download PDF

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Publication number
CN104686535A
CN104686535A CN201510138145.2A CN201510138145A CN104686535A CN 104686535 A CN104686535 A CN 104686535A CN 201510138145 A CN201510138145 A CN 201510138145A CN 104686535 A CN104686535 A CN 104686535A
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China
Prior art keywords
pyrimorph
acid amides
fluorine ether
ether bacterium
bacterium acid
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CN201510138145.2A
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闫晓静
袁会珠
秦兆海
杨代斌
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Institute of Plant Protection of Chinese Academy of Agricultural Sciences
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Institute of Plant Protection of Chinese Academy of Agricultural Sciences
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Abstract

The invention discloses a composition containing pyrimorph and desflurane bacterium amide and a preparation and application method thereof, and belongs to the technical field of pesticide. The effective active ingredients of the composition containing pyrimorph and desflurane bacterium amide are composed of pyrimorph and desflurane bacterium amide according to the weight rate (1:99) to (99:1). The weight of the effective active ingredients accounts for 5% to 95% of the total weight of the composition containing pyrimorph and desflurane bacterium amide. The composition containing pyrimorph and desflurane bacterium amide contains an assistant and filler. The raw material components are evenly mixed, and then the composition containing pyrimorph and desflurane bacterium amide is obtained. The prepared composition containing pyrimorph and desflurane bacterium amide is used for preventing and treating downy mildew, epidemic diseases and tobacco black shanks. Pyrimorph and desflurane bacterium amide have the good synergistic interaction after being compounded, disease drug resistance can be avoided, and the good prevention effect is achieved.

Description

A kind of composition and methods for making and using same thereof containing pyrimorph and fluorine ether bacterium acid amides
Technical field
The invention belongs to technical field of pesticide, particularly a kind of composition and methods for making and using same thereof containing pyrimorph and fluorine ether bacterium acid amides.
Background technology
Oomycetes disease is the crushing plant disease that a kind of world wide generally occurs, most oomycetes disease is parasitic, it threatens much important crops (as soybean, grape, capsicum and potato etc.), causes the Severe Reduction of crop yield, even has no harvest.As potato annual production to be increased to 3.2 hundred million tons of 2007 from 1991 2.6 hundred million tons, the production loss caused due to disease is every year 14%, if but there is no disease control measure, lost due to disease by the potato having 75%, the loss caused every year is approximately 5,000,000,000 dollars.Cause in the plant disease of the potato underproduction the most serious caused by epidemic disease.One of soil-borne disease the most serious in the disease Ye Shi China agricultural production caused by epidemic disease, in recent years along with the continuous expansion of Protectorate cultivation area, epidemic disease have the trend increased the weight of year by year, all have generation in China various places.Epidemic disease is when weather conditions are suitable, and short-term can break out, and rate of propagation is exceedingly fast, and causes huge economic loss to agricultural production.
Chemical control avoids epidemic disease to cause one of major measure of the agriculture underproduction.Dithiocarbamate is mainly contained at present: as mancozeb (mancozeb) for the chemical agent preventing and treating this disease; Phthalimide class: as folpet (captan); Chlorine cyanogen class: as tpn (chlorothalonil); Phenylamide: as metalaxyl (metalaxyl), Wakil (oxadixyl), M 9834 (benalaxyl) and mandipropamid (mandipropamid); Morpholine class: as dimethomorph (dimethomorph), flumorph (flumorph); Methoxy acrylic: as Fluoxastrobin (azoxystrobin); Carbamates: as iprovalicarb (iprovalicarb), benzene metsulfovax (benthiavalicarb isopropyl) and Propamocarb (propamocarb); Alkyl phosphoric acid salt: as three second aluminium phosphate (fosetyl-alumimium) and ethanamides: as bactericide such as white urea cyanogen (cymoxanil).These medicaments can inevitably develop immunity to drugs problem in long-term and a large amount of single use procedure, and some medicament exists resistance risk because action site is single, and this all can have a negative impact to agricultural development.
Pyrimorph (Pyrimorph), molecular formula: C 22h 25clN 2o 2, chemical name: E-3-(2-chloropyridine-4-tert-butyl-phenyl)-acryloyl morpholine.
Structural formula is:
Pyrimorph is the morpholine kind compound of our design and synthesis during 15 tacklings of key scientific and technical problems.Biological activity test result shows that the pyrimorph phytopathogen important to phytophthora infestans, Phytophthora capsici etc. has good inhibit activities, its EC 50value is respectively: 1.38 ± 0.06 μ g/mL, 0.72 ± 0.05 μ g/mL, suitable with commercially available bactericide dimethomorph; Indoor pot experiment and field plot experimental result show that pyrimorph can effectively prevent and treat tomato late blight and Phytophthora capsici; Its Study on mechanism shows that pyrimorph mainly acts on hyphal cell wall, affects the polar growth of cell wall thus suppresses mycelial growth.And toxicological experiment result shows, the acute oral (LD of pyrimorph 50>5000mg/kg), acute through skin (LD 50>2000mg/kg) toxicity is low toxicity, to eyes and skin non-stimulated, and this compound (carcinogenic, teratogenesis, mutagenesis) effect without three causing, to mammalian safe.Due to features such as this compound structure is novel, synthetic route is simple, high-efficiency low-toxicities, " the deep screening of pyrimorph " obtains the support of national science and technology supporting plan (2006BAE01A02-06), is intended to practical bacteriocide pyrimorph being developed into China's independent intellectual property right.
But the use of pyrimorph exists resistance risk equally, therefore being undertaken composite by the active ingredient of the different mechanism of action, is delay disease to develop immunity to drugs, extend medicament service life, expand fungicidal spectrum and improve the effective measures of germicidal efficiency.
Summary of the invention
The object of the invention is to, provide a kind of and can prevent disease drug resistance and the excellent composition containing pyrimorph and fluorine ether bacterium acid amides of preventive effect, and the methods for making and using same of the composition containing pyrimorph and fluorine ether bacterium acid amides is provided.
The present invention's fluorine ether used bacterium acid amides, molecular formula: C 15h 8clF 7n 2o 2, chemical name: N-(the chloro-5-of 3-(trifluoromethyl) pyridine-2-methyl)-2,3,5,6-tetra-fluoro-4-methoxy benzamides.
Structural formula is:
The present invention is achieved through the following technical solutions:
Contain a composition for pyrimorph and fluorine ether bacterium acid amides, the described effective active composition containing the composition of pyrimorph and fluorine ether bacterium acid amides is made up of by weight (1:99) ~ (99:1) pyrimorph and fluorine ether bacterium acid amides; Described effective active composition accounts for 5% ~ 95% of the composition total weight containing pyrimorph and fluorine ether bacterium acid amides.
Described containing in the composition of pyrimorph and fluorine ether bacterium acid amides contains auxiliary agent.
Described containing in the composition of pyrimorph and fluorine ether bacterium acid amides contains filler.
Described filler is more than one in kaolin, attapulgite, white carbon, precipitated calcium carbonate, potter's clay, diatomite.
The above-mentioned preparation method containing the composition of pyrimorph and fluorine ether bacterium acid amides, mixes required each raw material components, obtains the composition containing pyrimorph and fluorine ether bacterium acid amides.
The above-mentioned application method containing the composition of pyrimorph and fluorine ether bacterium acid amides, the composition containing pyrimorph and fluorine ether bacterium acid amides is used for preventing and treating downy mildew, epidemic disease and black shank.
The present invention is adjuvant used to be well known to those skilled in the art and conventional auxiliary agent, can be selected from more than one in dispersant, wetting agent, disintegrant, binding agent, defoamer, antifreeze, suspension stabilizer.
Described dispersant be selected from polycarboxylate, lignosulfonates, alkylphenol polyoxyethylene formaldehyde condensation products sulphate, naphthalene sulfonic acid-formaldehyde condensation product sodium salt, alkylphenol polyoxyethylene, aliphatic amine polyoxyethylene ether, polyoxyethylene carboxylate, APEO more than one.
Described wetting agent be selected from lauryl sodium sulfate, neopelex, Nekal BX, penetrant t more than one.
Described disintegrant be selected from urea, ammonium sulfate, carboxymethyl starch, Ac-Di-Sol, crospolyvinylpyrrolidone more than one.
Described binding agent be selected from starch, polyvinyl alcohol, sodium carboxymethylcellulose more than one.
The saturated fat acid compounds that described defoamer is selected from silicone compound, carbon atom quantity is 10 ~ 20, carbon atom quantity are more than one in the aliphatic alcohols compound of 8 ~ 10.
Described antifreeze be selected from ethylene glycol, propane diols, glycerine, polyethylene glycol more than one.
Described suspension stabilizer be selected from xanthan gum, polyvinyl alcohol, Sodium Polyacrylate, polyethylene glycol more than one.
The present invention can make wetting powder, water dispersible granules or suspending agent containing the composition of pyrimorph and fluorine ether bacterium acid amides.Fluorine ether bacterium acid amides has obvious inhibitory action to phytopathogen permeability of cell membrane and tricarbonic acid cycle, has good preventive effect to downy mildew, phytophthora root rot and damping off.Because pyrimorph is different with the mechanism of action of fluorine ether bacterium acid amides, after both are composite, there is good synergistic effect.
Beneficial effect of the present invention:
(1) the present invention is different with the mechanism of action of fluorine ether bacterium acid amides with the effective active composition pyrimorph of the composition of fluorine ether bacterium acid amides containing pyrimorph, and have good synergistic function after mutually composite, preventive effect is apparently higher than single dose.
(2) the present invention can prevent disease drug resistance containing the composition of pyrimorph and fluorine ether bacterium acid amides and have good preventive effect.
(3) the present invention contains the composition of pyrimorph and fluorine ether bacterium acid amides not with an organic solvent, not easily produces poisoning, is convenient to transport and storage.
(4) the present invention can be used for control oomycetes order disease as Phytophthora capsici, tomato late blight, potato late blight and black shank etc. containing the composition of pyrimorph and fluorine ether bacterium acid amides.
Embodiment
Below in conjunction with specific embodiment, the present invention will be further described, but can not be interpreted as limiting the scope of the invention.Some nonessential improvement and adjustment that any person skilled in art of being familiar with does the present invention according to the invention described above content, all should be encompassed within protection scope of the present invention.
Percentage in following embodiment is all weight percentage, and each raw material that composition contains the composition of pyrimorph and fluorine ether bacterium acid amides is commercially available; Contrast medicament 50% fluorine ether bacterium acid amides water dispersible granules in implementation of an application example and 20% pyrimorph suspending agent are commercially available.
Embodiment 1 (65% pyrimorph-fluorine ether bacterium acid amides wetting powder)
Pyrimorph 52%, fluorine ether bacterium acid amides 13%, sodium lignin sulfonate 5%, lauryl sodium sulfate 3%, white carbon 8%, bentonite 19%, mixture carries out air-flow crushing, obtained 65% pyrimorph-fluorine ether bacterium acid amides wetting powder.
Embodiment 2 (50% pyrimorph-fluorine ether bacterium acid amides wetting powder)
Pyrimorph 40%, fluorine ether bacterium acid amides 10%, polycarboxylate 5%, lauryl sodium sulfate 3%, white carbon 10%, kaolin 32%, mixture carries out air-flow crushing, obtained 50% pyrimorph-fluorine ether bacterium acid amides wetting powder.
Embodiment 3 (40% pyrimorph-fluorine ether bacterium acid amides wetting powder)
Pyrimorph 20%, fluorine ether bacterium acid amides 20%, lauryl sodium sulfate 5%, Nekal BX 3%, white carbon 12%, diatomite 40%, mixture carries out air-flow crushing, obtained 40% pyrimorph-fluorine ether bacterium acid amides wetting powder.
Embodiment 4 (80% pyrimorph-fluorine ether bacterium acid amides water dispersible granules)
Pyrimorph 40%, fluorine ether bacterium acid amides 40%, lignosulfonates 3%, lauryl sodium sulfate 7%, starch 10%, the obtained 80% pyrimorph-fluorine ether bacterium acid amides water dispersible granules of mixing.
Embodiment 5 (72% pyrimorph-fluorine ether bacterium acid amides water dispersible granules)
Pyrimorph 64%, fluorine ether bacterium acid amides 8%, polycarboxylate 3%, polyoxyethylene carboxylate 3%, lauryl sodium sulfate 4%, starch 8%, bentonite 10%, the obtained 72% pyrimorph-fluorine ether bacterium acid amides water dispersible granules of mixing.
Embodiment 6 (45% pyrimorph-fluorine ether bacterium acid amides water dispersible granules)
Pyrimorph 5%, fluorine ether bacterium acid amides 40%, alkylphenol polyoxyethylene 5%, neopelex 3%, starch 15%, ammonium sulfate 10%, bentonite 22%, the obtained 45% pyrimorph-fluorine ether bacterium acid amides water dispersible granules of mixing
Embodiment 7 (45% pyrimorph-fluorine ether bacterium amide suspending agents)
Pyrimorph 40%, fluorine ether bacterium acid amides 5%, ester APEO 5%, Sodium Polyacrylate 2%, neopelex 4%, silicone oil 0.1%, polyvinyl alcohol 0.3%, phenyl phenol polyoxyethyl ether 2%, deionized water adds to 100%, the obtained 45% pyrimorph-fluorine ether bacterium amide suspending agents of mixing.
Embodiment 8 (30% pyrimorph-fluorine ether bacterium amide suspending agents)
Pyrimorph 20%, fluorine ether bacterium acid amides 10%, sodium lignin sulfonate 4%, moistening bleeding agent F 5%, silicone oil 0.1%, xanthan gum 0.2%, ethylene glycol 2%, neopelex 2%, deionized water add to 100%, the obtained 30% pyrimorph-fluorine ether bacterium amide suspending agents of mixing.
Embodiment 9 (10% pyrimorph-fluorine ether bacterium amide suspending agents)
Pyrimorph 5%, fluorine ether bacterium acid amides 5%, polycarboxylate 2%, penetrant t, carbon atom quantity be 10 ~ 20 saturated fat acid compounds 0.1%, polyethylene glycol 3%, alkylphenol-formaldehyde resin polyoxyethyl ether 1%, deionized water add to 100%, the obtained 10% pyrimorph-fluorine ether bacterium amide suspending agents of mixing.
Implementation of an application example one (the control cucumber downy mildew test of pesticide effectiveness)
The investigation cucumber downy mildew state of an illness before medicine, in the first time dispenser of state of an illness initial stage, dispenser in every 7 days once, is total to dispenser 3 times.Last dispenser is investigated cucumber downy mildew disease index and calculates preventive effect for 7 days, 14 days respectively, and experimental result is as shown in table 1.
The cucumber downy mildew test of pesticide effectiveness prevented and treated by table 1
As can be seen from Table 1, pyrimorph and fluorine ether bacterium acid amides composite after effectively can prevent cucumber downy mildew, control efficiency be all better than contrast medicament, the lasting period is long.Test scope of medication in Target crops without poisoning, preventive effect reaches more than 85%.
Implementation of an application example two (the control tomato late blight test of pesticide effectiveness)
The investigation tomato late blight state of an illness before medicine, in the first time dispenser of state of an illness initial stage, dispenser in every 7 days once, is total to dispenser 3 times.Last dispenser is investigated the sick disease index of Phytophthora capsici for 7 days, 14 days respectively and is calculated preventive effect, and experimental result is as shown in table 2.
The tomato late blight test of pesticide effectiveness prevented and treated by table 2
As can be seen from Table 2, pyrimorph and fluorine ether bacterium acid amides composite after effectively can prevent and treat tomato late blight, control efficiency be all better than contrast medicament, the lasting period is long.Test scope of medication in Target crops without poisoning, preventive effect reaches more than 90%.
Implementation of an application example three (the control capsicum epidemic disease test of pesticide effectiveness)
The investigation capsicum epidemic disease state of an illness before medicine, in the first time dispenser of state of an illness initial stage, dispenser in every 7 days once, is total to dispenser 3 times.Last dispenser is investigated capsicum epidemic disease disease index and calculates preventive effect for 7 days, 14 days respectively, and experimental result is as shown in table 3.
The capsicum epidemic disease test of pesticide effectiveness prevented and treated by table 3
As can be seen from Table 3, pyrimorph and fluorine ether bacterium acid amides composite after effectively can prevent capsicum epidemic disease, control efficiency be all better than contrast medicament, the lasting period is long.Test scope of medication in Target crops without poisoning, preventive effect reaches more than 90%.
Implementation of an application example four (pyrimorph and fluorine ether bacterium acid amides are to P. capsici Toxicity Determination)
Measure medicament to the virulence of P. capsici according to the mycelial growth rate method of " farm-chemical indoor determination test rule bactericide " (NY/T 1156.2-2006), calculate EC 50value, concrete steps are as follows:
A () is according to the growing state investigation pathogen mycelial growth situation of bacterium colony in blank culture dish, after the bacterium colony in blank fully grows, measure the colony diameter of each process with right-angled intersection method, adopt formula (1) to calculate bacterium colony and increase diameter, average;
Bacterium colony increases diameter=colony diameter-bacterium cake diameter (1)
B bacterium colony that () increases diameter and chemicals treatment with blank bacterium colony increases diameter, calculates the mycelial growth inhibition rate of each chemicals treatment to P. capsici according to formula (2);
C () adopts regression analysis to analyze test data, mycelial growth inhibition rate is converted into probability value, with each drug concentration logarithm value for abscissa, by formula 3) calculate EC50 value, the virulence size of more each treatment agent;
D () evaluates pyrimorph synergy type to rotten mildew fungus mixed with fluorine ether bacterium acid amides according to Wadley method, coefficient of synergism (SR) < 0.5 is antagonism, 0.5≤SR≤1.5 are summation action, and SR > 1.5 is synergistic effect.Coefficient of synergism (SR) is calculated by formula (4).
Table 4 pyrimorph, fluorine ether bacterium acid amides and the composite toxicity test to P. capsici thereof
As shown in Table 4, pyrimorph, fluorine ether bacterium acid amides are to the EC of P. capsici 50value is respectively 7.39 μ g/mL and 0.60 μ g/mL.Pyrimorph and fluorine ether bacterium acid amides is composite within the scope of 16:1 ~ 1:16 all shows obvious synergistic effect, wherein when pyrimorph and fluorine ether bacterium acid amides weight ratio are 8:1, coefficient of synergism SR is maximum, and synergistic effect is the most remarkable.

Claims (7)

1. one kind contains the composition of pyrimorph and fluorine ether bacterium acid amides, it is characterized in that, the described effective active composition containing the composition of pyrimorph and fluorine ether bacterium acid amides is made up of by weight (1:99) ~ (99:1) pyrimorph and fluorine ether bacterium acid amides; Described effective active composition accounts for 5% ~ 95% of the composition total weight containing pyrimorph and fluorine ether bacterium acid amides.
2. the composition containing pyrimorph and fluorine ether bacterium acid amides according to claim 1, is characterized in that, described containing in the composition of pyrimorph and fluorine ether bacterium acid amides contains auxiliary agent.
3. the composition containing pyrimorph and fluorine ether bacterium acid amides according to claim 2, is characterized in that, described auxiliary agent is more than one in dispersant, wetting agent, disintegrant, binding agent, defoamer, antifreeze, suspension stabilizer.
4. the composition containing pyrimorph and fluorine ether bacterium acid amides according to claim 1, is characterized in that, described containing in the composition of pyrimorph and fluorine ether bacterium acid amides contains filler.
5. the composition containing pyrimorph and fluorine ether bacterium acid amides according to claim 4, is characterized in that, described filler is more than one in kaolin, attapulgite, white carbon, precipitated calcium carbonate, potter's clay, diatomite.
6. the preparation method containing the composition of pyrimorph and fluorine ether bacterium acid amides as described in Claims 1 to 5 any one claim, is characterized in that, mixed by required each raw material components, obtains the composition containing pyrimorph and fluorine ether bacterium acid amides.
7. the application method containing the composition of pyrimorph and fluorine ether bacterium acid amides as described in Claims 1 to 5 any one claim, it is characterized in that, the composition containing pyrimorph and fluorine ether bacterium acid amides is used for preventing and treating downy mildew, epidemic disease and black shank.
CN201510138145.2A 2015-03-26 2015-03-26 Composition containing pyrimorph and desflurane bacterium amide and preparation and application method thereof Pending CN104686535A (en)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102754650A (en) * 2012-07-24 2012-10-31 山东省联合农药工业有限公司 Desflurane bacteria amide compound bactericide
CN104412988A (en) * 2013-08-28 2015-03-18 张通 Antibacterial composition containing fluoride ether bacteria amide and triazoles
CN104413031A (en) * 2013-09-02 2015-03-18 张通 Compound pesticide composition containing fluoride ether bacteria amide

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102754650A (en) * 2012-07-24 2012-10-31 山东省联合农药工业有限公司 Desflurane bacteria amide compound bactericide
CN104412988A (en) * 2013-08-28 2015-03-18 张通 Antibacterial composition containing fluoride ether bacteria amide and triazoles
CN104413031A (en) * 2013-09-02 2015-03-18 张通 Compound pesticide composition containing fluoride ether bacteria amide

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