CN103168794B - Meperfluthrin-containing compound insecticidal composition and application thereof - Google Patents
Meperfluthrin-containing compound insecticidal composition and application thereof Download PDFInfo
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Abstract
The invention provides an insecticide composition which is composed of an active compound component and an auxiliary component, wherein the active compound component accounts for 1-80 wt% of the insecticide composition, and is compounded from a component A and a component B in a weight ratio of 1:50-50:1; the component A is a pyrethroid compound of which the structure satisfies the following formula; and the component B is selected from any one of buprofezin, nitenpyram, thiamethoxam, acetamiprid, imidacloprid or pymetrozine. By compounding, the insecticidal composition provided by the invention widens the insecticidal spectrum and has certain synergistic action in application.
Description
Technical field
The present invention relates to a kind of insecticides, be specifically related to a kind of complex insecticidal composition that contains chlorine fluorine ether chrysanthemum ester.
Background technology
Chlorine fluorine ether chrysanthemum ester, English name (Meperfluthrin), is the new construction pyrethroid compound with independent intellectual property right of Jiangsu Yang Nong chemical industry joint-stock company exploitation, this compound is mainly used in domestic hygiene preparation at present.
Again because the acid moieties of chlorine fluorine ether chrysanthemum ester is DV acid, cause its photodissociation speed with use large Tanaka at present as cypermethrin etc. quite, therefore chlorine fluorine ether chrysanthemum ester has the feasibility in large Tanaka's application.Prove through lot of experiments, chlorine fluorine ether chrysanthemum ester single dose is used and can prevent and treat part target in land for growing field crops, and quick-acting is its feature.
In heterocyclic, most products are slow to target effect, there is good lasting effect, this theoretically with the chlorine fluorine ether chrysanthemum ester of quick-acting exist composite may, we further test and find in heterocyclic that part of compounds and chlorine fluorine ether chrysanthemum ester are composite and even have certain synergistic effect.If consider to use in land for growing field crops popularization chlorine fluorine ether chrysanthemum ester single dose kind, can produce very soon resistance, and single dose use cost is relatively high, and therefore we select complex preparation, is so more of value to and delays in use generation and the minimizing active ingredient usage amount of resistance of noval chemical compound chlorine fluorine ether chrysanthemum ester.
Summary of the invention
One of object of the present invention be to provide a kind of insecticidal effect instant effect and holding effect long, drug cost is low, the composite complex insecticidal composition that contains chlorine fluorine ether chrysanthemum ester that has synergy and be difficult for developing immunity to drugs.
Another object of the present invention is to provide preparation and the application of above-mentioned Pesticidal combination.
Above-mentioned purpose of the present invention is achieved through the following technical solutions:
A kind of insecticides, it is made up of former medicine component and auxiliary element, and former medicine component accounts for the 1-80% of insecticides gross weight, and former medicine component is pressed the composite formation of weight ratio of 1: 50～50: 1 by component A and B component; Described component A is the pyrethroid compound that structure meets following formula
Described B component is selected from any one in Buprofezin, Nitenpyram, Diacloden, pyridine worm miaow, Imidacloprid, pymetrozine.
Component A described in the present invention can be 2,3,5,6-tetrafluoro-4-methoxymethyl benzyl base-3-(2,2-dichloroethylene)-2, any one in all stereoisomers of 2-dimethyl cyclopropane carboxylic acid ester or two or more mixtures, these stereoisomers can be:
The rich dextrorotation 2,3,5 of 1 effective body burden >=55% of R configuration of cyclopropane, 6-tetrafluoro-4-methoxymethyl benzyl base-3-(2,2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester;
1 absolute configuration of cyclopropane is 2,3,5 of R configuration, 1,3 dextrorotation of not distinguishing cis-trans isomerism, 6-tetrafluoro-4-methoxymethyl benzyl base-(1R)-3-(2,2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester;
1 absolute configuration of cyclopropane is that R configuration, 1,3 are trans-isomeric 2,3,5,6-tetrafluoro-4-methoxymethyl benzyl base-(1R, 3S)-3-(2,2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester (ISO called after chlorine fluorine ether chrysanthemum ester; Meperfluthrin);
Or
1 absolute configuration of cyclopropane is that R configuration, 1,3 are syn-isomerism 2,3,5,6-tetrafluoro-4-methoxymethyl benzyl base-(1R, 3R)-3-(2,2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester;
The part by weight of described component A and B component more preferably 1: 10～10: 1, more preferably 1: 3～10: 1; Most preferably 1: 3.
The preferred Diacloden of described B component or Imidacloprid; Most preferably Diacloden.
Described auxiliary element can be one or more the mixture in emulsifier, wetting agent, dispersant, disintegrant, antifreezing agent, thickener, defoamer, binding agent, filler, solvent or water.
Described emulsifier is selected from alkyl benzene calcium sulfonate, OP series phosphate, phenyl phenol polyoxy ethyl ether phosphate, styrene polyoxyethylene ether ammonium sulfate salt, alkyl biphenyl ether disulfonic acid magnesium salts, triethanolamine salt, benzyl dimethyl phenol polyoxy ethyl ether, peaceful newborn 36#, phenethyl phenol polyoxy ethyl polypropylene-base ether, ethylene oxide-propylene oxide block copolymer, polyoxyethylene nonylphenol ether, castor oil polyoxyethylene ether, alkylaryl polyoxyethylene polyoxypropylene ether, alkylaryl polyoxyethylene poly-oxygen propylene aether, sapn series, one or more in tween series or fat alcohol alcohol APEO,
Described dispersant is selected from one or more in polycarboxylate, lignosulfonates, alkylphenol polyoxyethylene formaldehyde condensation products sulphate, alkyl benzene sulfonate calcium salt, naphthalene sulfonic acid-formaldehyde condensation product sodium salt, alkylphenol polyoxyethylene, aliphatic amine polyoxyethylene ether, polyoxyethylene carboxylate or fatty acid glyceride APEO;
Described wetting agent is selected from one or more in alkylphenol-polyethenoxy base ether formaldehyde condensation products sulphate, alkylbenzene polyoxyethylene ether phosphate, phenethyl phenol polyethenoxy base ether phosphate, alkyl sulfate, alkylsulfonate, naphthalene sulfonate, lauryl sodium sulfate, Nekal BX, wetting and penetrating agent F or DBSA;
Described disintegrant is selected from one or more in ammonium sulfate, bentonite, urea, succinic acid, sodium bicarbonate, aluminium chloride or citric acid;
Described antifreezing agent is selected from one or more in ethylene glycol, propane diols, glycerine, glycerine or urea;
Described thickener is selected from one or more in xanthans, CMC, hydroxyethylcellulose, methylcellulose, Magnesiumaluminumsilicate or polyvinyl alcohol;
Described defoamer is selected from one or more in silicone compound, silicone oil, C8-10 aliphatic alcohols compound or C10-20 saturated fat acid compounds;
Described binding agent is selected from one or more in polyvinyl alcohol, dextrin, CMC, polyvinylpyrrolidone, sodium alginate or wooden calcium sulfonate;
Described filler is selected from one or more in kaolin, potter's clay, diatomite, bentonite, white carbon, attapulgite, starch or precipitated calcium carbonate;
How the solvent of stating is selected from methyl alcohol, ethanol, isopropyl alcohol, n-butanol, isobutanol, amylalcohol, toluene, dimethylbenzene, methyl, in solvent naphtha 100#, solvent naphtha 150#, solvent naphtha 200#, benzinum, gasoline, kerosene, turpentine oil, cyclohexanone, methylisobutylketone one or more.
Pesticidal combination of the present invention can be made various formulations according to conventional method, preferably missible oil, can wet-milling, suspending agent, water dispersible granules, conventional formulation and the preparation method of these formulations are as follows:
Missible oil: the former medicine B component 1%～50% of former medicine component A+, emulsifier 6%～12%, solvent supply 100%;
Missible oil preparation method: by former medicine dissolution solvent, then add emulsifier, mixed dissolution under stirring action, forms single-phase transparent liquid;
Can wet-milling: the former medicine B component 1%～80% of former medicine component A+, wetting agent 1%～4%, dispersant 1%～8%, filler supply 100%;
Can wet-milling preparation method: former medicine and wetting agent, dispersant, filler are mixed, pulverize through airslide disintegrating mill one or many;
Suspending agent: the former medicine B component 1%～60% of former medicine component A+, wetting agent 1%～4%, dispersant 1%～10%, antifreezing agent 1%～8%, thickener 0.1%～1%, defoamer 0.1%～0.5%, water supply 100%;
Suspending agent preparation method: former medicine, wetting agent, dispersant, antifreeze and water are dropped into ball mill in proportion and be pulverized and mixed, then add thickener, defoamer and water to carry out ball milling, after ball milling, particle diameter is generally less than 5 microns, then add residue water to modulate;
Water dispersible granules: the former medicine B component 1%～70% of former medicine component A+, wetting agent 1%～4%, dispersant 1%～10%, disintegrant 1%～4%, binding agent 0.5%～8%, filler supply 100%;
Water dispersible granules preparation method: former medicine, wetting agent, dispersant, disintegrant, filler are mixed, pulverize with micro jet, add binding agent to carry out in fluidized bed prilling dryer after granulation, dry, screening through mediating, then adding.
The application of Pesticidal combination described in the present invention also provides aspect control agricultural pests.
Described agricultural pests comprises the insect of orthoptera, thrips, Homoptera, Lepidoptera, diptera and mite class, further illustrate, pest control comprises Ban Chi locust section, Thripidae, Miridae, Pentatomiddae, Cicadellidae, Delphacidae, Aleyrodidae, Aphidiadae, Mian Jie section, diamond-back moth section, Pyralidae, Noctuidae, Lymantriidae, Sulfur butterfly, Carposinidae, Chrysomelidae, Culculionidae, Cecidomyiidae, Tephritidae, Agromyzidae, Anthomyiidae, Tetranychidae, leeched line mite section, Ye Zhao mite section, Eriophyidae etc.
Embodiment
Example of formulations 1:
Chlorine fluorine ether chrysanthemum ester and Imidacloprid compound proportion are 1: 1, actual feeding intake mended to 100g for 10g chlorine fluorine ether chrysanthemum ester, 10g Imidacloprid, 3g naphthalene sulfonate, 4g lignosulfonates, kaolin, after mixing through airslide disintegrating mill pulverize make 22% chlorine fluorine ether chrysanthemum ester Imidacloprid can wet-milling, be example of formulations 1.
Example of formulations 2～5
According to the compound proportion of chlorine fluorine ether chrysanthemum ester and Imidacloprid in table 1, helper component is that 3g alkylbenzene polyoxyethylene ether phosphate, 4g lignosulfonates, kaolin are mended to 100g, after mixing respectively, pulverizes and makes example of formulations 2～5 through airslide disintegrating mill.
Table 1
| Embodiment numbering | Chlorine fluorine ether chrysanthemum ester (g) | Imidacloprid (g) | Compound proportion |
| 2 | 0.4 | 20 | 1∶50 |
| 3 | 2 | 20 | 1∶10 |
| 4 | 20 | 2 | 10∶1 |
| 5 | 20 | 0.4 | 50∶1 |
Example of formulations 6
Chlorine fluorine ether chrysanthemum ester and Thiamethoxam compound ratio are 1: 3, actual feeding intake mended to 100g for 5g chlorine fluorine ether chrysanthemum ester, 15g Mobucin, 3g naphthalene sulfonate, 4g lignosulfonates, kaolin, after mixing respectively through airslide disintegrating mill pulverize make 20% chlorine fluorine ether chrysanthemum ester Diacloden can wet-milling, be example of formulations 6.
Example of formulations 7
Chlorine fluorine ether chrysanthemum ester and Thiamethoxam compound ratio are 1: 5, and actual feeding intake mended to 100g for the efficient chlorine fluorine of 5g cyanogen, 25g Diacloden, 6g neopelex, 4g alkylnaphthalene sulfonate formaldehyde condensation products, 1g modified starch, diatomite.Co-grinding is granulated becomes 30% chlorine fluorine ether chrysanthemum ester Diacloden water dispersible granules, is example of formulations 7.
Example of formulations 8
Chlorine fluorine ether chrysanthemum ester and buprofezin compound ratio are 1: 4, and actual feeding intake mended to 100g for 4g chlorine fluorine ether chrysanthemum ester, 16g Buprofezin, 5g aliphatic amine polyoxyethylene ether, 2g naphthalene sulfonate, 5g propane diols, 0.2g xanthans, 1g Magnesiumaluminumsilicate, 0.5g silicone compound, water.Mixed grinding is made 20% chlorine fluorine ether chrysanthemum ester buprofezin suspension agent, is example of formulations 8.
Example of formulations 9
Chlorine fluorine ether chrysanthemum ester and Pyraphione compound ratio are 1: 10, actual feeding intake mended to 100g for 3g chlorine fluorine ether chrysanthemum ester, 30g Mobucin, 2.5g naphthalene sulfonate, 4g lignosulfonates, diatomite, after mixing through airslide disintegrating mill pulverize make 33% chlorine fluorine ether chrysanthemum ester pymetrozine can wet-milling, be example of formulations 9.
Example of formulations 10
Chlorine fluorine ether chrysanthemum ester and Nitenpyram compound proportion are 2: 1, actual feeding intake mended to 100g for 10g chlorine fluorine ether chrysanthemum ester, 5g Nitenpyram, 2g naphthalene sulfonate, 3.5g lignosulfonates, diatomite, after mixing through airslide disintegrating mill pulverize make 15% chlorine fluorine ether chrysanthemum ester Nitenpyram can wet-milling, be example of formulations 10.
Example of formulations 11
Chlorine fluorine ether chrysanthemum ester and Nitenpyram compound proportion are 1: 9, actual feeding intake mended to 100g for 8g chlorine fluorine ether chrysanthemum ester, 72g Buprofezin, 3.5g naphthalene sulfonic acid formaldehyde condensation polymer sodium salt, 4.5g lignosulfonates, kaolin, after mixing through airslide disintegrating mill pulverize make 80% chlorine fluorine ether chrysanthemum ester Buprofezin can wet-milling, be example of formulations 11.
Example of formulations 12
Cis chlorine fluorine ether chrysanthemum ester (2,3,5,6-tetrafluoro-4-methoxymethyl benzyl base-(1R, 3R)-3-(2,2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester) with pyridine worm miaow compound proportion be 5: 1, actual feeding intake as 5g chlorine fluorine ether chrysanthemum ester, 1g pyridine worm miaow, alkyl benzene calcium sulfonate 5g, castor oil polyoxyethylene ether 7g, solvent naphtha 100# mend to 100g, throws complete stirring and makes 6% chlorine fluorine ether chrysanthemum ester pyridine worm miaow missible oil, is example of formulations 12.
Comparing embodiment 1
Feed intake 5g chlorine fluorine ether chrysanthemum ester, 3g alkylbenzene polyoxyethylene ether phosphate, 4g lignosulfonates, kaolin mended to 100g, after mixing respectively through airslide disintegrating mill pulverize make 5% chlorine fluorine ether chrysanthemum ester can wet-milling, be comparing embodiment 1.
Comparing embodiment 2
Feed intake 5g Imidacloprid, 3g alkylbenzene polyoxyethylene ether phosphate, 4g lignosulfonates, kaolin mended to 100g, after mixing respectively through airslide disintegrating mill pulverize make 5% Imidacloprid can wet-milling, be comparing embodiment 2.
Comparing embodiment 3
Feed intake 5g Diacloden, 3g alkylbenzene polyoxyethylene ether phosphate, 4g lignosulfonates, kaolin mended to 100g, after mixing respectively through airslide disintegrating mill pulverize make 5% Diacloden can wet-milling, be comparing embodiment 3.
Comparing embodiment 4
Feed intake 5g Cyhalothrin, 3g alkylbenzene polyoxyethylene ether phosphate, 4g lignosulfonates, kaolin mended to 100g, after mixing respectively through airslide disintegrating mill pulverize make 5% Cyhalothrin can wet-milling, be comparing embodiment 4.
Application Example one: the raw test of control vegetable-crop pest-insect (vegetable aphid) is tested
Target: homoptera pest vegetable aphid
Method: embodiment 1～6 and comparing embodiment 1～4 are diluted to 7 gradient concentrations with clear water respectively, make blank with clear water processing, adopt indoor dip method to measure, three age in days nymphs are together soaked into the liquid together with host plant for rearing broad bean seedling, within 10 seconds, take out afterwards, if 3 repetitions, on every strain broad bean seedling, nymph number is between 20～100, soak broad bean seedling after medicine and put into the observation ward of 25 DEG C, continue to maintain growth with clear water, after 48 hours, investigate respectively survival borer population, calculate lethality, by the lethality data of 7 concentration gradients, calculate virulence regression equation, finally obtain LC50.Measurement result following (table 2)
Table 2 Application Example one test result
| Example of formulations | Active ingredient | Formulation | Proportionate relationship | LC50(mg/L) |
| Example of formulations 1 | Chlorine fluorine ether chrysanthemum ester+Imidacloprid | Can wet-milling | 1∶1 | 4.2 |
| Example of formulations 2 | Chlorine fluorine ether chrysanthemum ester+Imidacloprid | Can wet-milling | 1∶50 | 3.4 |
| Example of formulations 3 | Chlorine fluorine ether chrysanthemum ester+Imidacloprid | Can wet-milling | 1∶10 | 2.5 |
| Example of formulations 4 | Chlorine fluorine ether chrysanthemum ester+Imidacloprid | Can wet-milling | 10∶1 | 5.8 |
| Example of formulations 5 | Chlorine fluorine ether chrysanthemum ester+Imidacloprid | Can wet-milling | 50∶1 | 8.0 |
| Example of formulations 6 | Chlorine fluorine ether chrysanthemum ester+Diacloden | Can wet-milling | 1∶3 | 2.0 |
| Comparing embodiment 1 | Chlorine fluorine ether chrysanthemum ester | Can wet-milling | 9.4 | |
| Comparing embodiment 2 | Imidacloprid | Can wet-milling | 3.5 | |
| Comparing embodiment 3 | Diacloden | Can wet-milling | 2.6 | |
| Comparing embodiment 4 | Cyhalothrin | Can wet-milling | 16.9 |
By the LC50 of each composite embodiment in Application Example one and the LC50 of single dose comparing embodiment, computational methods are calculated the method for mixture co-toxicity with reference to Sun Yunpei's by toxicity index, calculate co-toxicity coefficient.
The composite co-toxicity coefficient of table 3 the present invention is measured
The composite co-toxicity coefficient of table 4 the present invention is measured
Test result shows, in the time that chlorine fluorine ether chrysanthemum ester and Imidacloprid proportionate relationship are between 1: 50～50: 1, its co-toxicity coefficient is all greater than 100, is especially between 1: 10～10: 1 time in proportionate relationship, and its co-toxicity coefficient is all greater than 120, shows obvious synergistic effect.
We have also verified test result equally, and when chlorine fluorine ether chrysanthemum ester and Diacloden proportionate relationship are during at 1: 3, co-toxicity coefficient has reached 158.7, has equally obvious synergistic effect.
Show with the data of the contrast of comparing embodiment 4 in addition, the formula activity after composite is unlike the conventional single dose chrysanthemum of existing market ester weak effect.
Claims (7)
1. an insecticides, is characterized in that: it is made up of former medicine component and auxiliary element, and former medicine component accounts for the 1-80% of insecticides gross weight, and former medicine component is made up of by the weight ratio of 1:10～10:1 is composite component A and B component; Described component A is the pyrethroid compound that structure meets following formula
Described B component is Imidacloprid.
2. insecticides claimed in claim 1, is characterized in that: described component A is selected from one or more the mixture in following pyrethroid compound:
The rich dextrorotation 2,3,5 of 1 effective body burden >=55% of R configuration of cyclopropane, 6-tetrafluoro-4-methoxymethyl benzyl base-3-(2,2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester;
1 absolute configuration of cyclopropane is 2,3,5 of R configuration, 1,3 dextrorotation of not distinguishing cis-trans isomerism, 6-tetrafluoro-4-methoxymethyl benzyl base-(1R)-3-(2,2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester;
1 absolute configuration of cyclopropane is that R configuration, 1,3 are trans-isomeric 2,3,5,6-tetrafluoro-4-methoxymethyl benzyl base-(1R, 3S)-3-(2,2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester;
Or
1 absolute configuration of cyclopropane is that R configuration, 1,3 are syn-isomerism 2,3,5,6-tetrafluoro-4-methoxymethyl benzyl base-(1R, 3R)-3-(2,2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester.
3. insecticides claimed in claim 1, is characterized in that: described component A and the part by weight of B component are 1:3～10:1.
4. insecticides claimed in claim 1, is characterized in that: described component A and the part by weight of B component are 1:3.
Insecticides claimed in claim 1 as pesticidal preparations in the application of killing in getting rid of insects.
6. application claimed in claim 5, is characterized in that: the formulation of described pesticidal preparations is missible oil, suspending agent or water dispersible granules.
7. application claimed in claim 5, is characterized in that: described insect comprises the insect of Lepidoptera, thrips, Homoptera, diptera or mite class.
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| CN103719133B (en) * | 2013-12-16 | 2015-06-17 | 中国农业大学 | Insecticide composition comprising acetamiprid and ethofenprox, and preparation method and application of insecticide composition |
| CN103814909A (en) * | 2014-02-11 | 2014-05-28 | 深圳诺普信农化股份有限公司 | Synergistic pesticidal composition |
| CN105360157A (en) * | 2015-11-06 | 2016-03-02 | 南宁邃丛赋语科技开发有限责任公司 | Pesticide particulate agent containing acetamiprid and deltamethrin |
| CN108244108B (en) * | 2016-12-28 | 2021-08-24 | 江苏扬农化工股份有限公司 | Long-acting fly killing hanging strip capable of actively attracting flies and killing flies |
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| CN101306997A (en) * | 2008-04-29 | 2008-11-19 | 江苏扬农化工股份有限公司 | Optically active pyrethroid compounds, method for preparing same and applications |
| CN101632378A (en) * | 2009-06-04 | 2010-01-27 | 江苏扬农化工股份有限公司 | Electrothermal pesticide tablet |
| CN101953368A (en) * | 2010-06-02 | 2011-01-26 | 深圳诺普信农化股份有限公司 | Composition containing chlorine fluorine ethofenprox and beta-cypermethrin and application thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN101306997A (en) * | 2008-04-29 | 2008-11-19 | 江苏扬农化工股份有限公司 | Optically active pyrethroid compounds, method for preparing same and applications |
| CN101632378A (en) * | 2009-06-04 | 2010-01-27 | 江苏扬农化工股份有限公司 | Electrothermal pesticide tablet |
| CN101953368A (en) * | 2010-06-02 | 2011-01-26 | 深圳诺普信农化股份有限公司 | Composition containing chlorine fluorine ethofenprox and beta-cypermethrin and application thereof |
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