CN1261026C - Bacteridal composition containing alkene oxime amine and triazole kind compound - Google Patents
Bacteridal composition containing alkene oxime amine and triazole kind compound Download PDFInfo
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- CN1261026C CN1261026C CN 03134025 CN03134025A CN1261026C CN 1261026 C CN1261026 C CN 1261026C CN 03134025 CN03134025 CN 03134025 CN 03134025 A CN03134025 A CN 03134025A CN 1261026 C CN1261026 C CN 1261026C
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- oxime amine
- triazole
- alkene oxime
- composition
- bactericidal
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Abstract
The present invention discloses a germicide composition containing alkene oxime amine and triazole. The part by weight ratio of the alkene oxime amine to the triazole is from (1:100) to (100:1). The composition contains at least two kinds of carriers, and at leat one kind of the two kinds of carriers is a surface active agent. The composition can be prepared into agents, such as an emulsifiable solution, a suspension agent, a water emulsion, wettable powder, a water dispersion granule, etc., and is used for preventing and controlling plant diseases caused by pathogen fungi.
Description
Technical field
The invention belongs to the disinfectant use in agriculture field.
Background technology
Alkene oxime amine is the outstanding bactericide of plurality of plant diseases such as control cereal, paddy rice, fruit, vegetables and economic crops, its fungicidal spectrum wide, active high, have prevention and therapeutic action and good compatibility arranged with environmental organism, to good control efficiency being arranged, especially to powdery mildew, the rust of crops such as cereal, vegetables by mastigomycetes, the plurality of plant diseases that causes in conjunction with bacterium, sac fungi, basidiomycetes and imperfect fungus.This compound is open in CN1309897A.Alkene oxime amine belongs to the new type bactericide of methoxy acrylic, and this series bactericidal agent activity is high, consumption is few, has treatment and protective effect, is widely used in preventing and treating corps diseases.But because the action site of this series bactericidal agent is very single, germ can produce adaptive variation to medicament, the preventive effect of medicament is reduced even invalid, develops immunity to drugs.The resistance of alkene oxime amine is found as yet in the field at present, but is had the relevant report that produces resistance in Europe with veriety.
Summary of the invention
For fear of the resistance of using the agent of alkene oxime amine list to bring take place, degradation problem under the drug effect, the present invention proposes a kind of bactericidal composition, preparation of compositions and application that contains alkene oxime amine and triazole type.
Alkene oxime amine chemical name: N-methyl-2-[2-((((1-methyl-3-(2 ', 6 '-dichlorophenyl)-2-acrylic) amino) oxygen base) methyl) phenyl]-2-methoxyl group imido grpup acetamide, structural formula is as follows:
Chinese name: alkene oxime amine molecular formula: C
21H
21CI
2N
3O
3Molecular weight: 434
In the bactericidal composition of the present invention, triazole bactericidal agent is selected from:
(1) .1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazole-1-yl)-butanone (triazolone):
Molecular formula: C
14H
16ClN
3O
2Molecular weight: 293.8
(2). suitable, anti--3-chloro-4-[4-methyl-2-(1H-1,2,4-triazol-1-yl methyl)-1,3-dioxin-pentane-2-yl] phenyl-4-chlorphenyl ether (Difenoconazole):
(3). β-[(2,4 dichloro benzene base)-methene]-α-(1, the 1-dimethyl ethyl)-1H-1,2,4-triazole ethanol (alkene azoles alcohol):
Molecular formula: C
15H
17Cl
2N
3O molecular weight: 326.2
(4) .2-(4-chlorphenyl)-2-(1H-1,2,4-triazole-1-methyl) own nitrile (nitrile bacterium azoles):
Molecular formula: C
15H
17ClN
4Molecular weight: 286.8
(5) .1-[2-(2,4 dichloro benzene base)-4-propyl group-1,3-dioxolanes-2-methyl]-1-hydrogen-1,2,4-triazole (propiconazole):
Molecular formula: C
15H
17Cl
2N
3O
2Molecular weight: 342.2
(6). (1RS, 2RS; 1RS, 2SR)-1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazole-1-butyl)-2-alcohol (Triadimenol):
(7). (RS)-1-(4-chlorphenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-yl methyl) penta-3-alcohol (Tebuconazole):
(8). (RS)-2-(2,4 dichloro benzene base)-1-(1H-1,2,4-triazol-1-yl)-oneself-2-alcohol (own azoles alcohol):
Molecular formula: C
14H
17Cl
2N
3O molecular weight: 314.2
(9). (2RS, 3SR)-1-[3-(2-chlorphenyl)-2,3-epoxy-2-(4-fluorophenyl) propyl group]-1-hydrogen-1,2,4-triazole (epoxy bacterium azoles):
Bactericidal composition of the present invention, active component is for containing alkene oxime amine and a kind of or any two or more triazole bactericidal agents.When active component was alkene oxime amine and a kind of triazole bactericidal agent, the ratio of weight and number of two kinds of active components was 1: 100 to 100: 1.Better suited ratio is 1: 20 to 20: 1.
In the bactericidal composition of the present invention, active component is 0.5% to 95% of a gross weight.The amount that contains active component in the bactericidal composition of the present invention depends on the amount of application when every kind of component is used separately, also depends on the ratio of a kind of component and another kind of component and the degree of synergistic effect.
Contain at least two kinds of carriers in the bactericidal composition of the present invention, carrier can be solid or liquid, and the carrier that is generally used for preparing bactericidal composition all can use.At least a carrier is a surfactant in the composition of the present invention, can be selected from emulsifier, dispersant or wetting agent.Selected surfactant is as well known to those skilled in the art in the bactericidal composition of the present invention.
Bactericidal composition of the present invention can be mixed with missible oil, suspending agent, (water) emulsion, wetting powder, (aqueous dispersion) granule etc., and these preparations can be prepared by method in common.
Bactericidal composition of the present invention can be the finished product preparation form to be provided, and promptly each material mixes in the composition; But the composition of composition also can provide with the form of independent preparation, directly mixes in bucket (jar) before using.Concentrate of the present invention mixes the concentration that obtains required active substance usually with water.
Bactericidal composition of the present invention can be used for preventing and treating the fungus-caused plant disease of pathogen, for example cause the disease of various plants, as cereal, wheat, paddy rice, grape, strawberry, cucumber, custard squash, capsicum, pimento, eggplant, tomato, Kidney bean, cowpea, leek, lettuce, Chinese cabbage, sunflower, lichee, tobacco, rubber and some flowers, traditional Chinese medicine, lawn etc. by sac fungi, basidiomycetes and imperfect fungus.The place of using of bactericidal composition of the present invention is farmland, orchard or warehouse etc.
Bactericidal composition of the present invention also can with other compound with weeding, desinsection or bactericidal property particularly protective fungicide mix use, can also mix use with nematocide, protective agent, growth regulator, nutrient for plants or soil conditioner.
The present invention comprises that also a kind of scene kills the method for fungi, before or after crop is susceptible, uses composition of the present invention to the place of crop and plant growth or storage.Can use by common method, as cast, injection, spraying etc.Amount of application of the present invention is with weather condition or crop state variation.The duration of protective effect is usually relevant with the content of individualized compound in the composition, also relevant with extraneous factor, weather for example, but by using suitable formulation can slow down climatic influences.
Have now found that the use that is mixed of alkene oxime amine and triazole bactericidal agent has very obvious synergistic effect in certain ratio range, significantly improved the control efficiency to corps diseases, has reduced peasant's drug cost, has reduced the influence degree to environment.Composition of the present invention has enlarged fungicidal spectrum, a kind of medicament can be prevented and treated the various crop disease simultaneously, and the powdery mildew of various plants such as cereal, vegetables, fruit, lawn and tropical crop, rust, glume blight, leaf spot, downy mildew, eqpidemic disease etc. are all had good control efficiency.The bactericidal composition that the present invention proposes can delay generation of pathogen pesticide resistance and development to a greater extent, thereby realize purpose of the present invention.
Embodiment
The present invention is elaborated with following instantiation, so that advantage of the present invention is more obvious, but the present invention is limited to these examples absolutely not.Percentage all is weight percentage in the proportioning of all preparations; The treatment dosage of biologically-active moiety is effective content.
Preparation of compositions and biologically active example
1, the preparation of missible oil
By the prescription requirement, add solvent, former medicine, emulsifier respectively, mix, use the hot bath heating for dissolving in case of necessity, promptly obtain transparence missible oil.As example 1～4 prescription.
Example 1 (10% missible oil)
Alkene oxime amine 5%, nitrile bacterium azoles 5%, farming breast 500
#7.5%, agricultural newborn 600-2
#4.5%, methyl alcohol 8%, dimethylbenzene complements to 100%.
Example 2 (25% missible oil)
Alkene oxime amine 15%, Difenoconazole 10%, farming breast 507
#10%, agricultural newborn OX-6533%, methyl alcohol 10%, dimethylbenzene complements to 100%.
Example 3 (30% missible oil)
Alkene oxime amine 20%, own azoles alcohol 10%, farming breast 500
#10%, agricultural newborn OX-6355%, methyl alcohol 10%, dimethylbenzene complements to 100%.
Example 4 (50% missible oil)
Alkene oxime amine 47.5%, epoxy bacterium azoles 2.5%, farming breast 500
#18%, agricultural newborn OX-6358%, methyl alcohol 12%, dimethylbenzene complements to 100%.
2, the preparation of wetting powder
By the prescription requirement, former medicine, various auxiliary agent and filler etc. are fully mixed, after ultrafine crusher is pulverized, promptly obtain converted products.As example 5～10 prescriptions
Example 5 (20% wetting powder)
Alkene oxime amine 4%, alkene azoles alcohol 16%, lauryl sodium sulfate 1.5%, carboxymethyl cellulose 1%, sodium lignin sulfonate 10%, precipitated calcium carbonate complements to 100%.
Example 6 (30% wetting powder)
Alkene oxime amine 1.5%, triazolone 28.5%, neopelex 1%, white carbon black 10%, sodium lignin sulfonate 10%, precipitated calcium carbonate complements to 100%.
Example 7 (40% wetting powder)
Alkene oxime amine 15%, Triadimenol 25%, neopelex 1%, white carbon black 10%, sodium lignin sulfonate 10%, precipitated calcium carbonate complements to 100%.
Example 8 (45% wetting powder)
Alkene oxime amine 25%, propiconazole 20%, alkyl amide taurate 2%, Fluhyzon formaldehyde condensation 5%, alkylphenol-polyethenoxy phosphate 5%, precipitated calcium carbonate complements to 100%.
Example 9 (50% wetting powder)
Alkene oxime amine 15%, Difenoconazole 35%, neopelex 1%, white carbon black 10%, naphtholsulfonic acid formaldehyde condensation products sodium salt 10%, precipitated calcium carbonate complements to 100%.
Example 10 (60% wetting powder)
Alkene oxime amine 55%, Tebuconazole 5%, neopelex 1.5%, white carbon black 10%, naphtholsulfonic acid formaldehyde condensation products sodium salt 13%, precipitated calcium carbonate complements to 100%.
3, the preparation of aqueous emulsion
Former medicine, solvent, emulsifier added with co-emulsifier be in the same place, make and be dissolved into even oil phase.Water, antifreeze etc. is mixed, becomes the homogeneous water.Under high-speed stirred, water is joined oil phase or oil phase is joined water, form the aqueous emulsion of favorable dispersibility.As example 11～13 prescriptions.
Example 11 (10% aqueous emulsion)
Alkene oxime amine 5%, Tebuconazole 5%, polyvinyl alcohol 0.8%, in triphenylethylene phenol+oxirane, phosphorylation, the triethanolamine and 8.5%, alkyl-diethylene glycol ether-sodium sulfonate 2.5%, farming breast 2,201 13%, dimethyl formamide 8%, ethylene glycol 5%, water complements to 100%.
Example 12 (15% aqueous emulsion)
Alkene oxime amine 10%, Difenoconazole 5%, polyvinyl alcohol 0.9%, alkylaryl polyoxyethylene poly-oxygen propylene aether 8.5%, farming breast 2,201 15%, dimethyl formamide 12%, ethylene glycol 5%, water complements to 100%.
Example 13 (30% aqueous emulsion)
Alkene oxime amine 15%, propiconazole 15%, polyvinyl alcohol 1.5%, alkylaryl polyoxyethylene poly-oxygen propylene aether 10%, farming breast 2,201 15%, dimethyl formamide 15%, ethylene glycol 5%, water complements to 100%.
4, the preparation of water-dispersible granules
Former medicine and powder carrier, wetting spreader-sticker and binding agent etc. are mixed pulverizing, after adding water again and mediating, add in the comminutor that the certain specification screen cloth is housed and carry out granulation.And then drying, screening (pressing the screen cloth scope) promptly get granular product.As example 14～15 prescriptions.
Example 14 (50% water-dispersible granules)
Alkene oxime amine 15%, nitrile bacterium azoles 35%, methyl naphthalene sulfonate formaldehyde condensate 12%, epoxidized polyether 5%, soluble starch 15%, gypsum complements to 100%.
Example 15 (60% water-dispersible granules)
Alkene oxime amine 35%, Difenoconazole 25%, methanonaphthalene sodium sulfonate 5%, epoxidized polyether 5%, sodium sulphate 15%, gypsum complements to 100%.
5, the preparation of suspending agent
By the prescription requirement, be medium with water, former medicine, dispersant, suspending agent and antifreezing agent etc. are added in the sand milling still, carry out porphyrize, make suspending agent.As example 16～18 prescriptions.
Example 16 (10% suspending agent)
Alkene oxime amine 2%, nitrile bacterium azoles 8%, methyl naphthalene sulfonate formaldehyde condensate 5.5%, white carbon black 0.2%, aluminium-magnesium silicate 0.18%, ethylene glycol 4%, silicone a little, water complements to 100%.
Example 17 (25% suspending agent)
Alkene oxime amine 15%, propiconazole 10%, calcium lignosulfonate 5%, white carbon black 0.3%, ethylene glycol 4%, silicone a little, water complements to 100%.
Example 18 (35% suspending agent)
Alkene oxime amine 10%, alkene azoles alcohol 15%, epoxy bacterium azoles 10%, methyl naphthalene sulfonate formaldehyde condensate 2.5%, bentonite 1.0%, farming breast 1,601 3%, glycerine 4%, silicone a little, water complements to 100%.
6. biologically active exsomatizes
Stripped biological activity determination all adopts toxic dielectric method, promptly adds quantitative reagent agent (test dose is by active ingredient) in the PDA medium respectively, and inoculation test pathogen in cooling back is cultivated under 25 ℃ of dark conditions.When treating that the blank colony diameter grows to 40～50mm, measure the colony growth diameter of different disposal respectively, calculate bacteriostasis rate and EC that each is handled
50Value.Result of the test: the stripped biologically active of mixture has obvious synergistic effect apparently higher than two single agent of contrast, sees example 19～21 for details.
Example 19 corn southern leaf blights (Bipolaris mayghi)
Example 20 sclerotinia rot of colzas (Sclerotinia sclerotiorm)
Example 21 scabs of cucumber (Cladosporium cucumerinum)
7. greenhouse pot culture biologically active
The potted plant determination method of seedling is adopted in test, and trial crops is in greenhouse pot culture to 2～3 leaf phases.Carrying out foliar spray by design dosage on the crop sprayer handles, inoculation test pathogen after 24 hours after the chemicals treatment, the cultivation of all preserving moisture in the controlled environment chamber of postvaccinal test material, carry out result's investigation when the blank of not dispenser is fully fallen ill, disease classification, preventive effect computational methods are all with reference to State Standard of the People's Republic of China " pesticide field efficacy medicine test criterion ".The bactericidal composition of result of the test alkene oxime amine and triazole type is to having very excellent control efficiency for the examination target, and the potted plant biologically active of mixture all has obvious synergistic effect apparently higher than the single agent of contrast, and the result sees example 22～28 for details.
Example 22 powderys mildew of cucumber (Erysiphe cucurbitacearum)
Example 23 wheat powdery mildews (Blumeria graminis)
Example 24 wheat leaf rusts (Puccinia recondita)
Embodiment 25 rice blasts (Pyricularia grisea)
Example 26 cercospora leaf spot of sugar beet (Cercospora beticoda Sacc.)
8. sub-district, field control efficiency
Carry out the agricultural production routinely of the cultivation management of trial crops under the test field condition.The reagent agent that field efficacy is measured is all established 4 dosage, establishes the blank of not dispenser, 4 repetitions.Test is not fallen ill in the field or the their early stage dispenser, and spraying equipment is a knapsack hand sprayer.Natural occurrence is carried out result's investigation when the blank of not dispenser is fully fallen ill.Disease classification, preventive effect computational methods are all carried out State Standard of the People's Republic of China's " pesticide field efficacy medicine test criterion ".The bactericidal composition of result of the test alkene oxime amine and triazole type has very excellent preventive and therapeutic effect to preventing and treating disease, and the field efficacy of mixture all has obvious synergistic effect apparently higher than the single agent of contrast, and the result sees example 27～36 for details.
Example 27 cercospora brown spot of peanut Cercospora arachidicola)
Example 28 powderys mildew of cucumber (Erysiphe cucurbitacearum)
Example 29 wheat powdery mildews (Blumeria gaminis)
Example 30 stripes rust of wheat (Puccinia striiformis)
Example 31 pears scab (Fusicladium virescens)
Example 32 fruits white rot of grape (Conithyrium diplodiella)
Example 33 sigatokas (Cordana johnstonii)
Example 34 earlys blight of tomato (Alternaria solani)
Example 35 cercospora leaf spot of sugar beet (Cercospora beticoda Sacc.)
Example 36 alternaria leaf spot of apple (Alternaria alternata f.sp.mali)
Claims (5)
1, a kind of bactericidal composition contains two kinds of active components of alkene oxime amine and triazole bactericidal agent, and the ratio of weight and number of two kinds of active components is 1: 20 to 20: 1; Described triazole bactericidal agent is selected from: triazolone, Difenoconazole, alkene azoles alcohol, nitrile bacterium azoles, Triadimenol, Tebuconazole, own azoles alcohol, propiconazole or epoxy bacterium azoles; Active component weight percentage in the composition is 10-60%.
2, bactericidal composition according to claim 1 is characterized in that: contain at least two kinds of carriers in the composition, wherein at least a is surfactant.
3, bactericidal composition according to claim 1 is characterized in that: said composition can be mixed with missible oil, suspending agent, aqueous emulsion, wetting powder or water dispersion granule.
4, the described bactericidal composition of claim 1 is used to prevent and treat the purposes by the fungus-caused plant disease of pathogen.
5, the method for fungi is killed at a kind of scene, before or after crop is susceptible, uses claim 1 or 2 described bactericidal compositions to the place of crop and plant growth or storage.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 03134025 CN1261026C (en) | 2003-09-19 | 2003-09-19 | Bacteridal composition containing alkene oxime amine and triazole kind compound |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 03134025 CN1261026C (en) | 2003-09-19 | 2003-09-19 | Bacteridal composition containing alkene oxime amine and triazole kind compound |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1596644A CN1596644A (en) | 2005-03-23 |
| CN1261026C true CN1261026C (en) | 2006-06-28 |
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|---|---|---|---|
| CN 03134025 Expired - Lifetime CN1261026C (en) | 2003-09-19 | 2003-09-19 | Bacteridal composition containing alkene oxime amine and triazole kind compound |
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Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102197818A (en) * | 2010-03-22 | 2011-09-28 | 中国中化股份有限公司 | Bactericidal composition |
| CN101836631B (en) * | 2010-05-27 | 2011-09-14 | 浙江省桐庐汇丰生物化工有限公司 | SYP-1620-Jinggangmycin compound biocide |
| CN103380772B (en) * | 2012-05-04 | 2015-05-20 | 中国中化股份有限公司 | Oil suspending agent containing SYP-1620 |
| CN102640761B (en) * | 2012-05-08 | 2013-11-20 | 陕西上格之路生物科学有限公司 | Sterilization composition containing SYP-1620 and oomycete prevention and treatment sterilization agents |
| CN103814908A (en) * | 2012-11-16 | 2014-05-28 | 季爱英 | Composite agricultural fungicide |
| CN103070176A (en) * | 2013-02-25 | 2013-05-01 | 海利尔药业集团股份有限公司 | Sterilizing composition containing prothioconazole and syp-1620 |
| CN104336043B (en) * | 2013-07-25 | 2016-08-17 | 沈阳中化农药化工研发有限公司 | Insecticidal and bactericidal composition containing alkene oxime amine and application thereof |
| CN103621513B (en) * | 2013-09-27 | 2015-10-14 | 中国农业大学 | The Triadimenol of control rice green smut and alkene oxime amine Mixed Pharmacy |
| CN106719822A (en) * | 2016-05-31 | 2017-05-31 | 徐挺 | A kind of sterilized compound and its application in agricultural chemicals |
| CN108419798A (en) * | 2017-02-13 | 2018-08-21 | 中化作物保护品有限公司 | A kind of bactericidal composition and its application containing alkene oxime amine |
| CN107098865A (en) * | 2017-06-25 | 2017-08-29 | 盐城利民农化有限公司 | A kind of synthesis technique of olefin conversion |
| CN109601538A (en) * | 2018-12-10 | 2019-04-12 | 沈阳化工大学 | A kind of pesticide seed treatment containing alkene oxime amine |
| CN115956568B (en) * | 2023-01-05 | 2024-08-09 | 河南科技学院 | Flutriafol is a bactericidal composition |
| CN116391718B (en) * | 2023-03-31 | 2024-06-11 | 沈阳中化农药化工研发有限公司 | Liquid sterilization preparation containing enestroburin and application thereof |
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2003
- 2003-09-19 CN CN 03134025 patent/CN1261026C/en not_active Expired - Lifetime
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