CN103039457B - Synergistic insecticidal composition containing tolfenpxrad and flubendiamide and application thereof - Google Patents

Synergistic insecticidal composition containing tolfenpxrad and flubendiamide and application thereof Download PDF

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CN103039457B
CN103039457B CN201110315111.8A CN201110315111A CN103039457B CN 103039457 B CN103039457 B CN 103039457B CN 201110315111 A CN201110315111 A CN 201110315111A CN 103039457 B CN103039457 B CN 103039457B
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tolfenpyrad
fipronil bisamide
synergistic insecticidal
insecticidal compositions
synergistic
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CN103039457A (en
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陈文明
赵广福
杨晓生
沈海峰
乔璐曼
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Nanjing Huazhou Pharmaceutical Co Ltd
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Nanjing Huazhou Pharmaceutical Co Ltd
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Abstract

The invention belongs to the field of agricultural chemicals and discloses a synergistic insecticidal composition containing tolfenpxrad and flubendiamide and an application thereof. The insecticidal composition takes the tolfenpxrad and the flubendiamide as main active ingredients, wherein the weight ratio of the tolfenpxrad to the flubendiamide is (0.1-80):(0.5-80). The insecticidal composition has the effects of expanding a control spectrum and realizing synergy, can reduce the cost of medication, can be prepared into missible oil, wettable powder, micro-emulsion, aqueous emulsion, suspension and water dispersible granules, and can be used for controlling lepidoptera, homoptera, hymenoptera, coleoptera and other various pests.

Description

A kind of Synergistic insecticidal compositions and application thereof containing Tolfenpyrad and fipronil bisamide
Technical field
The invention belongs to pesticide field, be specifically related to a kind of Synergistic insecticidal compositions and application thereof containing Tolfenpyrad and fipronil bisamide.
Background technology
Tolfenpyrad (Tolfenpyrad), chemical name :-chloro-3-ethyl-1-methyl-N-{[4-(4-methylphenoxy) phenyl]-methyl }-1H pyrazoles-5-carboxylic acid amides, for off-white color pressed powder, density (25 ℃): 1.18g/cm, vapour pressure (25 ℃): < 5 * 10Pa.Solvability (25 ℃): water 0.037mg/L, n-hexane 7.41g/L, toluene 366g/L, methyl alcohol 59.6g/L.Distribution coefficient (n-octyl alcohol/water) (25 ℃): 1og Pow 5.61.Structural formula is:
The acute toxicity of Tolfenpyrad preparation is: rat oral LD50 102 (hero), 83 (female) mg/kg; Its mouse oral LD50104 (hero), 108 (female) mg/kg.Acute dermal toxicity is relatively low, to rat, the equal > 2000mg/kg of mouse LD50.Lagophthalmos eyeball and skin are had to moderate spread effect.
The novel pyrazole heterocyclic insecticidal/acaricidal agent of Tolfenpyrad Shi Yuan Mitsubishi chemical company (its agricultural chemicals partly now belong to Japanese agricultural chemicals company) exploitation, its main mechanism is the oxidative phosphorylation that stops insect, also has ovicidal, presses down food, oviposition deterrence and bactericidal action.
Fipronil bisamide (flubendiamide), the iodo-N ' of chemical name: 3--(2-mesyl-1,1-dimethyl ethyl group-N-{4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl) ethyl]-O-tolyl } phthalamide, structural formula is:
Fipronil bisamide belongs to Novel ortho benzenedicarboxamide insecticides, activates calcium release channel in blue Buddhist nun's alkali recipient cell, causes the property out of control of storing calcium ion to discharge.It is at present few in number compounds that acts on blue Buddhist nun's alkali (Ryanodine) acceptor of insect cell.Lepidoptera pest is had to spectrum preventive effect, produce without cross resistance with existing insecticide, be suitable for very much the control that existing insecticide produces the insect of resistance.Larva is had to very outstanding preventive effect, limited to adult preventive effect, there is no ovicidal action.After in infiltration plant body, by xylem, slightly conduct.Resistance of rainwater washing against.
Often there is defect in the insecticide variety containing single component: use is easily developed immunity to drugs continuously, and insecticidal spectrum is narrow, can not provide comprehensive protection for crop, and peasant's drug cost is high in agricultural chemicals control of insect.By two kinds or being combined in to a certain extent of two or more active components, can overcome to a certain extent above-mentioned shortcoming.There is two kinds of synergistic effect or the combination of two or more active components and be mixed, can improve preventive effect, reduce active ingredient ground dosage, cost-saving, slow down pest resistance occur, and can expanding prevention spectrum, play that many worms are double to be controlled, reduce peasant's use cost.
Summary of the invention
The object of this invention is to provide a kind of Synergistic insecticidal compositions containing Tolfenpyrad and fipronil bisamide.
Another object of the present invention is to provide the application of this Synergistic insecticidal compositions.
The present invention adopts following technical scheme:
A kind of Synergistic insecticidal compositions containing Tolfenpyrad and fipronil bisamide, it is main active ingredient that this Synergistic insecticidal compositions be take Tolfenpyrad and fipronil bisamide, wherein, the weight ratio of Tolfenpyrad and fipronil bisamide is 0.1~80: 0.5~80, preferably 1~60: 1~70, further preferably 1~30: 1~30, particularly preferably 1: 1~12.
Wherein, the two gross weight percentage composition in this Synergistic insecticidal compositions of Tolfenpyrad and fipronil bisamide preferably 2%~80%, further preferably 8%~60%, particularly preferably 20%~40%.
This Synergistic insecticidal compositions be take the auxiliary agent that Tolfenpyrad and fipronil bisamide allow on main active ingredient and agricultural chemicals and is mixed with any one formulation.
Described auxiliary agent can adopt calcium dodecyl benzene sulfonate, alkylphenol polyoxyethylene, the rare block compound of polyoxyethylene polyoxy third (as agriculture breast 33 #), polyoxyethylene nonylphenol ether etc., excipient comprises cyclohexanone, dimethylbenzene, solvent naphtha, water, antifreezing agent (as propane diols), deionized water etc.Above auxiliary agent and the upper known auxiliary material of other agricultural can alone or and use.
Described formulation is missible oil, wetting powder, microemulsion, aqueous emulsion, suspending agent or water dispersion granule.
Application in the insecticidal materials of the above-mentioned Synergistic insecticidal compositions containing Tolfenpyrad and fipronil bisamide one or more insects in preparation control Lepidoptera, Homoptera, Hymenoptera or coleoptera.Especially the effect in the insecticidal materials of preparation control paddy rice rice leaf roller or cotton cotton bollworm and vegetables diamond-back moth is remarkable.
Synergistic insecticidal compositions antagonism lepidoptera pest of the present invention has significant preventive effect, especially for paddy rice rice leaf roller or the easy various pests that produces resistance such as cotton cotton bollworm and vegetables diamond-back moth, has good preventive effect; And suppress insect to the pesticide resistance generation of unitary agent (Tolfenpyrad or fipronil bisamide) and can prevent and treat homoptera pest as thrips, aleyrodid, leafhopper etc. simultaneously.
The insecticidal materials of being prepared by the described Synergistic insecticidal compositions containing Tolfenpyrad and fipronil bisamide is when preventing and treating resistance Lepidoptera, Hymenoptera or coleopteran pest, can prevent and treat again the special paddy rice rice leaf roller of homoptera pest or cotton cotton bollworm and vegetables diamond-back moth, reach the effect that a medicine is controlled more.
Pesticidal combination of the present invention compared with prior art, produces following beneficial effect: (1) is compared with single dose, and said composition insect has notable synergistic, has obviously improved control efficiency; (2) one medicines are controlled more, and a dispenser can prevent and treat various pests simultaneously, reduce control recruitment cost; (3) alternative high-toxic pesticide, and significantly reduce field dosage, effectively reduce environmental pollution and residue of pesticide; (4) have concurrently quick-acting and long-acting; (5) compare with Tolfenpyrad single dose, produce and use cost reduction; (6) suppressing insect strengthens the resistance of agricultural chemicals;
Embodiment
Embodiments of the invention are the methods that adopt indoor bioassay and field trial to combine.First by indoor bioassay, the co-toxicity coefficient after clear and definite two kinds of medicaments are composite by a certain percentage; On this basis, then carry out field trial.
Embodiment 1:
Taking Tolfenpyrad, fipronil bisamide adopts conventional formulation method to be mixed with by different proportion the Tolfenpyrad fipronil bisamide missible oil that main active ingredient weight percentage is 30%.Concrete ratio is in Table 1.
Adopt feed to add malicious method and measure Tolfenpyrad and fipronil bisamide and the virulence of composite sample to paddy rice rice leaf roller thereof, every processing repeats 3 times, and every concentration is processed 30, presses the abundant method of Sun Yun calculate co-toxicity coefficient by LC50 value:
Table 1 Tolfenpyrad, fipronil bisamide and composite sample thereof are to the toxicity test of paddy rice rice leaf roller and co-toxicity coefficient
In table, data show, after Tolfenpyrad and fipronil bisamide are mixed, paddy rice rice leaf roller are had to synergistic effect, and four proportioning co-toxicity coefficients listed in table are all much larger than 120, so Tolfenpyrad and fipronil bisamide are mixed and have significant synergies.Wherein when the ratio of fipronil bisamide and Tolfenpyrad is 5: 1, be mixed and kill the synergistic effect maximum of paddy rice rice leaf roller, co-toxicity coefficient is 200.12.
Embodiment 2:
Taking Tolfenpyrad, fipronil bisamide adopts conventional formulation method to be mixed with by different proportion the Tolfenpyrad fipronil bisamide missible oil that main active ingredient weight percentage is 30%.Concrete ratio is in Table 2.
Adopt rice stem infusion process to measure Tolfenpyrad and fipronil bisamide and the virulence of composite sample to cotton cotton bollworm thereof, every processing repeats 3 times, uses LC 50value is pressed the abundant method of Sun Yun and is calculated co-toxicity coefficient:
Table 2 Tolfenpyrad, fipronil bisamide and composite sample thereof are to the toxicity test of cotton cotton bollworm and co-toxicity coefficient
In table, data show, after Tolfenpyrad and fipronil bisamide are mixed, cotton cotton bollworm are had to synergistic effect, and four proportioning co-toxicity coefficients listed in table are all much larger than 120, so Tolfenpyrad and fipronil bisamide are mixed and have significant synergies.Wherein when the ratio of Tolfenpyrad and fipronil bisamide is 1: 10, be mixed and kill the synergistic effect maximum of cotton cotton bollworm, co-toxicity coefficient is 210.14.
Embodiment 3:
Take 5g Tolfenpyrad, 20g fipronil bisamide, calcium dodecyl benzene sulfonate 4g, phenethyl phenol polyethenoxy ether 3g, dimethylbenzene to 100g, the method that above raw material is prepared to missible oil routinely drops in mixing kettle mixes, and forms the Tolfenpyrad fipronil bisamide missible oil that main active ingredient weight percentage is 25%.
Adopt 3 sample product of embodiment to carry out the field trial of control in field paddy rice rice leaf roller, contrast medicament is 15% Tolfenpyrad EC and 20% fipronil bisamide WDG, concrete consumption is in Table 3, and using clear water as blank, every mu of water consumption is 30kg, looks into 3 days after medicine, 7 days, 14 days, 28 days results, result of the test is in Table 3:
The field test results of table 3 example 3 samples to paddy rice rice leaf roller
The Tolfenpyrad fipronil bisamide missible oil that active ingredient weight percentage is 25% as can be seen from Table 3 has fabulous quick-acting to paddy rice rice leaf roller, and the lasting period is more intense, in field performance well, be the outstanding medicament of control paddy rice rice leaf roller.
Embodiment 4:
Adopt 3 sample product of embodiment to carry out the field trial of control in field cotton cotton bollworm, contrast medicament is 15% Tolfenpyrad EC and 20% fipronil bisamide WDG, concrete consumption is in Table 3, and using clear water as blank, every mu of water consumption is 30kg, looks into 3 days after medicine, 7 days, 14 days, 28 days results, result of the test is in Table 4:
The field test results of table 4 example 3 samples to cotton cotton bollworm
The Tolfenpyrad fipronil bisamide missible oil that active ingredient weight percentage is 25% as can be seen from Table 4 has fabulous effect to cotton cotton bollworm, and the lasting period is long, in field performance well, is the outstanding medicament that prevents vegetable aphid.
Through indoor synergism test, measure and show: by Tolfenpyrad and fipronil bisamide built agent, paddy rice rice leaf roller and cotton cotton bollworm are all had to significant synergistic insecticidal action; Field control effectiveness test equally also shows that all built agents of the present invention are all significantly higher than the effect of corresponding single dose agricultural chemicals to the insecticidal effect of rice leaf roll snout moth's larva and cotton cotton bollworm.
Embodiment 5:
Take 0.2g Tolfenpyrad, 20g fipronil bisamide, lignin 10g, Negel 2g, with kaolin, add to 100g, above raw material is mixed in micronizer, form the Tolfenpyrad fipronil bisamide wetting powder that main active ingredient weight percentage is 20.2%.
Embodiment 6:
Take 78g Tolfenpyrad, 0.5g fipronil bisamide, calcium dodecyl benzene sulfonate 8g, phenethyl phenol polyethenoxy ether 6g, dimethylbenzene and add to 100g, the method that above raw material is prepared to missible oil routinely drops in mixing kettle mixes, and forms the Tolfenpyrad fipronil bisamide missible oil that main active ingredient weight percentage is 78.5%.
Embodiment 7:
Take 2g Tolfenpyrad, 10g fipronil bisamide, nonyl phenol phosphate 5g, alkylphenol polyoxyethylene 4g, n-butanol 3g, the dimethylbenzene of 30g and the pyrrolidones of 20g, the xanthans of 0.1g, all the other waters are supplied 100g.In above raw material, n-butanol and water-soluble solution form water, all the other component mix and blends form oil phase, slowly water is added to oil phase under clipper effect in, go, and continue to shear 10~30 minutes, form the Tolfenpyrad fipronil bisamide aqueous emulsion that main active ingredient weight percentage is 12%.
Embodiment 8:
Take 10g Tolfenpyrad, 30g fipronil bisamide, calcium dodecyl benzene sulfonate 5g, alkylphenol polyoxyethylene 4g, the solvent xylene of 30g and the pyrrolidones of 15g, all the other waters complement to 100g, former medicine, solvent, emulsifier, cosolvent mix and blend form homogeneous phase transparent solution, then slowly add water and stir to form clear solution, be the Tolfenpyrad fipronil bisamide microemulsion that main active ingredient weight percentage is 40%.
Embodiment 9:
Take 4g Tolfenpyrad, 4g fipronil bisamide, calcium dodecyl benzene sulfonate 5g, phenethyl phenol polyethenoxy ether 3g, dimethylbenzene to 100g.The method that above raw material is prepared to missible oil routinely drops in mixing kettle mixes, and forms the Tolfenpyrad fipronil bisamide missible oil that main active ingredient weight percentage is 8%.
Embodiment 10:
Take 3g Tolfenpyrad, 30g fipronil bisamide, sodium lignin sulfonate 3g, polyoxyethylene poly-oxygen propylene aether and sulphate 4g thereof, xanthans 0.2g, ethylene glycol 10g, silica ethane 0.1g, aluminium-magnesium silicate 0.5g, water is supplied 100g, forms the Tolfenpyrad fipronil bisamide suspension agent that main active ingredient weight percentage is 33% under the effect of sand mill.
Embodiment 11:
Take 5g Tolfenpyrad, 60g fipronil bisamide, alkylphenol polyoxyethylene 14g, phenethyl phenol polyethenoxy ether 15g, dimethylbenzene to 100g, the method that above raw material is prepared to missible oil routinely drops in mixing kettle mixes, and forms the Tolfenpyrad fipronil bisamide missible oil that main active ingredient weight percentage is 65%.
Embodiment 12:
Take 45g Tolfenpyrad, 5g fipronil bisamide, sodium lignin sulfonate 8g, lauryl sodium sulfate 2g, ammonium sulfate 5g, polyvinyl alcohol 5g, borax 2g, kaolin 28g, forms by the method for water dispersion granule the Tolfenpyrad fipronil bisamide water dispersible granules that main active ingredient weight percentage is 50% by above raw material.
Embodiment 13:
Take 25g Tolfenpyrad, 25g fipronil bisamide, alkylphenol polyoxyethylene 14g, phenethyl phenol polyethenoxy ether 15g, dimethylbenzene to 100g, the method that above raw material is prepared to missible oil routinely drops in mixing kettle mixes, and forms the Tolfenpyrad fipronil bisamide missible oil that main active ingredient weight percentage is 50%.

Claims (8)

1. containing a Synergistic insecticidal compositions for Tolfenpyrad and fipronil bisamide, it is characterized in that it is active ingredient that this Synergistic insecticidal compositions be take Tolfenpyrad and fipronil bisamide, wherein, the weight ratio of Tolfenpyrad and fipronil bisamide is 1:2.5.
2. the Synergistic insecticidal compositions containing Tolfenpyrad and fipronil bisamide according to claim 1, is characterized in that the two gross weight percentage composition in this Synergistic insecticidal compositions of Tolfenpyrad and fipronil bisamide is 2% ~ 80%.
3. the Synergistic insecticidal compositions containing Tolfenpyrad and fipronil bisamide according to claim 2, is characterized in that the two gross weight percentage composition in this Synergistic insecticidal compositions of Tolfenpyrad and fipronil bisamide is 8% ~ 60%.
4. the Synergistic insecticidal compositions containing Tolfenpyrad and fipronil bisamide according to claim 3, is characterized in that the two gross weight percentage composition in this Synergistic insecticidal compositions of Tolfenpyrad and fipronil bisamide is 20% ~ 40%.
5. the Synergistic insecticidal compositions containing Tolfenpyrad and fipronil bisamide according to claim 1, is characterized in that this Synergistic insecticidal compositions take the auxiliary agent that Tolfenpyrad and fipronil bisamide allow on active ingredient and agricultural chemicals and be mixed with any one formulation.
6. the Synergistic insecticidal compositions containing Tolfenpyrad and fipronil bisamide according to claim 5, is characterized in that described formulation is missible oil, wetting powder, microemulsion, aqueous emulsion, suspending agent or water dispersion granule.
7. the application in the insecticidal materials of the Synergistic insecticidal compositions containing Tolfenpyrad and fipronil bisamide claimed in claim 1 one or more insects in preparation control Lepidoptera, Homoptera, Hymenoptera or coleoptera.
8. application according to claim 7, is characterized in that the application in the insecticidal materials of preparation control paddy rice rice leaf roller or cotton cotton bollworm or vegetables diamond-back moth of Synergistic insecticidal compositions containing Tolfenpyrad and fipronil bisamide.
CN201110315111.8A 2011-10-17 2011-10-17 Synergistic insecticidal composition containing tolfenpxrad and flubendiamide and application thereof Active CN103039457B (en)

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EP2727466A4 (en) * 2011-06-29 2015-01-21 Nihon Nohyaku Co Ltd Agricultural and horticultural insecticide composition and utilization method therefor
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CN104206389A (en) * 2014-09-19 2014-12-17 浙江省化工研究院有限公司 Pesticide composition containing tolfenpyrad and ZJ4042

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EP1380209A4 (en) * 2001-04-17 2004-06-02 Nihon Nohyaku Co Ltd Pest control agent composition and method of using the same
CN102302009A (en) * 2011-07-12 2012-01-04 江苏龙灯化学有限公司 Pesticide composition including Flubendiamide and tolfenpyrad and application thereof

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JP2006131516A (en) * 2004-11-04 2006-05-25 Nippon Nohyaku Co Ltd Pest control agent composition and method for use thereof

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1380209A4 (en) * 2001-04-17 2004-06-02 Nihon Nohyaku Co Ltd Pest control agent composition and method of using the same
CN102302009A (en) * 2011-07-12 2012-01-04 江苏龙灯化学有限公司 Pesticide composition including Flubendiamide and tolfenpyrad and application thereof

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