CN103039457A - 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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CN103039457A
CN103039457A CN2011103151118A CN201110315111A CN103039457A CN 103039457 A CN103039457 A CN 103039457A CN 2011103151118 A CN2011103151118 A CN 2011103151118A CN 201110315111 A CN201110315111 A CN 201110315111A CN 103039457 A CN103039457 A CN 103039457A
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tolfenpyrad
fipronil bisamide
synergistic insecticidal
insecticidal compositions
synergistic
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CN103039457B (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 that contains 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 that contains 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, be the 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:
Figure BDA0000099454750000011
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, mouse LD50 all>2000mg/kg.Lagophthalmos eyeball and skin there is moderate spread effect.
Tolfenpyrad is the novel pyrazole heterocyclic insecticidal/acaricidal agent of former 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), chemical name: 3-iodo-N '-(2-mesyl-1,1-dimethyl ethyl group-N-{4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl) ethyl]-the O-tolyl } phthalamide, structural formula is:
Figure BDA0000099454750000012
Fipronil bisamide belongs to Novel ortho benzenedicarboxamide insecticides, activates calcium release channel in blue Buddhist nun's alkali recipient cell, the property out of control release that causes storing calcium ion.It is the compound that acts on blue Buddhist nun's alkali (Ryanodine) acceptor of insect cell at present few in number.Lepidoptera pest there is the spectrum preventive effect, produces without cross resistance with existing insecticide, be suitable for very much the control that existing insecticide produces the insect of resistance.Larva there is very outstanding preventive effect, limited to the adult preventive effect, there is not ovicidal action.Slightly conduct by xylem after in the infiltration plant body.Resistance of rainwater washing against.
Often there is defective in the insecticide variety that contains single component in the agricultural chemicals control of insect: 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.Can overcome to a certain extent above-mentioned shortcoming by two kinds or being combined in to a certain extent of two or more active components.Have 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, save cost, slow down pest resistance occur, and can the expanding prevention spectrum, play that many worms are double to be controlled, reduce peasant's use cost.
Summary of the invention
The purpose of this invention is to provide a kind of Synergistic insecticidal compositions that contains Tolfenpyrad and fipronil bisamide.
Another object of the present invention provides the application of this Synergistic insecticidal compositions.
The present invention adopts following technical scheme:
A kind of Synergistic insecticidal compositions that contains Tolfenpyrad and fipronil bisamide, this Synergistic insecticidal compositions is take Tolfenpyrad and fipronil bisamide as main active ingredient, wherein, the weight ratio of Tolfenpyrad and fipronil bisamide is 0.1~80: 0.5~80, preferred 1~60: 1~70, further preferred 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 is preferred 2%~80%, and is further preferred 8%~60%, and particularly preferably 20%~40%.
The auxiliary agent that this Synergistic insecticidal compositions allows on take Tolfenpyrad and fipronil bisamide as main active ingredient and agricultural chemicals is mixed with any one formulation.
Described auxiliary agent can adopt calcium dodecyl benzene sulfonate, alkylphenol polyoxyethylene, polyoxyethylene polyoxy third rare block compound (such as farming breast 33 #), polyoxyethylene nonylphenol ether etc., excipient comprises cyclohexanone, dimethylbenzene, solvent naphtha, water, antifreezing agent (such as propane diols), deionized water etc.Above auxiliary agent and the upper known auxiliary material of other agricultural can alone or and usefulness.
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 that contains 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 has good preventive effect for paddy rice rice leaf roller or the easy various pests that produces resistance such as cotton cotton bollworm and vegetables diamond-back moth; And suppress insect the pesticide resistance of unitary agent (Tolfenpyrad or fipronil bisamide) is produced and can prevent and treat simultaneously homoptera pest such as thrips, aleyrodid, leafhopper etc.
By the insecticidal materials of the described Synergistic insecticidal compositions preparation that contains Tolfenpyrad and fipronil bisamide 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, produce following beneficial effect: (1) is compared with single dose, the 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 the field dosage, effective environmental contamination reduction and residue of pesticide; (4) have concurrently quick-acting and long-acting; (5) compare with the Tolfenpyrad single dose, produce and the use cost reduction; (6) suppress insect to the resistance enhancing 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, carry out again field trial.
Embodiment 1:
Taking by weighing Tolfenpyrad, fipronil bisamide, to adopt the conventional formulation method to be mixed with main active ingredient weight percentage by different proportion be 30% Tolfenpyrad fipronil bisamide missible oil.Concrete ratio sees Table 1.
Adopt feed to add malicious method and measure Tolfenpyrad and fipronil bisamide and composite sample thereof to the virulence of paddy rice rice leaf roller, every processing repeats 3 times, and every concentration is processed 30, presses the abundant method of Sun Yun with the LC50 value and calculates co-toxicity coefficient:
Table 1 Tolfenpyrad, fipronil bisamide and composite sample thereof are to toxicity test and the co-toxicity coefficient of paddy rice rice leaf roller
Data show in the table, and Tolfenpyrad and fipronil bisamide are mixed and rear the paddy rice rice leaf roller are had synergistic effect, and four listed in table proportioning co-toxicity coefficients are all much larger than 120, so Tolfenpyrad and fipronil bisamide are mixed and have significant synergies.The synergistic effect maximum that wherein is mixed when the ratio of fipronil bisamide and Tolfenpyrad is 5: 1 and kills the paddy rice rice leaf roller, co-toxicity coefficient is 200.12.
Embodiment 2:
Taking by weighing Tolfenpyrad, fipronil bisamide, to adopt the conventional formulation method to be mixed with main active ingredient weight percentage by different proportion be 30% Tolfenpyrad fipronil bisamide missible oil.Concrete ratio sees Table 2.
Adopt rice stem infusion process to measure Tolfenpyrad and fipronil bisamide and composite sample thereof to the virulence of cotton cotton bollworm, 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 toxicity test and the co-toxicity coefficient of cotton cotton bollworm
Figure BDA0000099454750000041
Data show in the table, and Tolfenpyrad and fipronil bisamide are mixed and rear the cotton cotton bollworm are had synergistic effect, and four listed in table proportioning co-toxicity coefficients are all much larger than 120, so Tolfenpyrad and fipronil bisamide are mixed and have significant synergies.The synergistic effect maximum that wherein is mixed when the ratio of Tolfenpyrad and fipronil bisamide is 1: 10 and kills the cotton cotton bollworm, co-toxicity coefficient is 210.14.
Embodiment 3:
Take by weighing 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 missible oil routinely drops in the mixing kettle mixes, and forms main active ingredient weight percentage and be 25% Tolfenpyrad fipronil bisamide missible oil.
Adopt 3 sample product of embodiment to carry out the field trial of control in field paddy rice rice leaf roller, the contrast medicament is 15% Tolfenpyrad EC and 20% fipronil bisamide WDG, concrete consumption sees Table 3, and with clear water as blank, every mu of water consumption is 30kg, looks into behind the medicine 3 days, 7 days, 14 days, 28 days results, result of the test sees Table 3:
Table 3 example 3 samples are to the field test results of paddy rice rice leaf roller
Figure BDA0000099454750000042
Figure BDA0000099454750000051
The active ingredient weight percentage is that 25% Tolfenpyrad fipronil bisamide missible oil has fabulous quick-acting to the paddy rice rice leaf roller as can be seen from Table 3, and the lasting period is more intense, in the 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, the contrast medicament is 15% Tolfenpyrad EC and 20% fipronil bisamide WDG, concrete consumption sees Table 3, and with clear water as blank, every mu of water consumption is 30kg, looks into behind the medicine 3 days, 7 days, 14 days, 28 days results, result of the test sees Table 4:
Table 4 example 3 samples are to the field test results of cotton cotton bollworm
Figure BDA0000099454750000052
The active ingredient weight percentage is that 25% Tolfenpyrad fipronil bisamide missible oil has fabulous effect to the cotton cotton bollworm as can be seen from Table 4, and the lasting period is long, in the field performance good, be the outstanding medicament that prevents vegetable aphid.
Show through indoor synergism test mensuration: by Tolfenpyrad and fipronil bisamide built agent paddy rice rice leaf roller and cotton cotton bollworm are all had significant synergistic insecticidal action; Field control effectiveness test shows that equally also all built agents of the present invention all are 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 by weighing 0.2g Tolfenpyrad, 20g fipronil bisamide, lignin 10g, Negel 2g, add to 100g with kaolin, above raw material is mixed in micronizer, form main active ingredient weight percentage and be 20.2% Tolfenpyrad fipronil bisamide wetting powder.
Embodiment 6:
Take by weighing 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 missible oil routinely drops in the mixing kettle mixes, and forms main active ingredient weight percentage and be 78.5% Tolfenpyrad fipronil bisamide missible oil.
Embodiment 7:
Take by weighing 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.N-butanol and water-soluble solution form water in the above raw material, all the other component mix and blends form oil phase, under the clipper effect, slowly water is added in the oil phase and go, and continue to shear 10~30 minutes, form main active ingredient weight percentage and be 12% Tolfenpyrad fipronil bisamide aqueous emulsion.
Embodiment 8:
Take by weighing 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 entry and stir to form clear solution, be main active ingredient weight percentage and be 40% Tolfenpyrad fipronil bisamide microemulsion.
Embodiment 9:
Take by weighing 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 missible oil routinely drops in the mixing kettle mixes, and forms main active ingredient weight percentage and be 8% Tolfenpyrad fipronil bisamide missible oil.
Embodiment 10:
Take by weighing 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, and the main active ingredient weight percentage of formation is 33% Tolfenpyrad fipronil bisamide suspension agent under the effect of sand mill.
Embodiment 11:
Take by weighing 5g Tolfenpyrad, 60g fipronil bisamide, alkylphenol polyoxyethylene 14g, phenethyl phenol polyethenoxy ether 15g, dimethylbenzene to 100g, the method that above raw material is prepared missible oil routinely drops in the mixing kettle mixes, and forms main active ingredient weight percentage and be 65% Tolfenpyrad fipronil bisamide missible oil.
Embodiment 12:
Take by weighing 45g Tolfenpyrad, 5g fipronil bisamide, sodium lignin sulfonate 8g, lauryl sodium sulfate 2g, ammonium sulfate 5g, polyvinyl alcohol 5g, borax 2g, kaolin 28g, it is 50% Tolfenpyrad fipronil bisamide water dispersible granules that above raw material is formed main active ingredient weight percentage by the method for water dispersion granule.
Embodiment 13:
Take by weighing 25g Tolfenpyrad, 25g fipronil bisamide, alkylphenol polyoxyethylene 14g, phenethyl phenol polyethenoxy ether 15g, dimethylbenzene to 100g, the method that above raw material is prepared missible oil routinely drops in the mixing kettle mixes, and forms main active ingredient weight percentage and be 50% Tolfenpyrad fipronil bisamide missible oil.

Claims (10)

1. Synergistic insecticidal compositions that contains Tolfenpyrad and fipronil bisamide is characterized in that this Synergistic insecticidal compositions take Tolfenpyrad and fipronil bisamide as main active ingredient, and wherein, the weight ratio of Tolfenpyrad and fipronil bisamide is 0.1~80: 0.5~80.
2. the Synergistic insecticidal compositions that contains Tolfenpyrad and fipronil bisamide according to claim 1, the weight ratio that it is characterized in that described Tolfenpyrad and fipronil bisamide is 1~60: 1~70.
3. the Synergistic insecticidal compositions that contains Tolfenpyrad and fipronil bisamide according to claim 2, the weight ratio that it is characterized in that described Tolfenpyrad and fipronil bisamide is 1~30: 1~30, preferred 1: 1~12.
4. the Synergistic insecticidal compositions that contains 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%.
5. the Synergistic insecticidal compositions that contains Tolfenpyrad and fipronil bisamide according to claim 4 is characterized in that the two gross weight percentage composition in this Synergistic insecticidal compositions of Tolfenpyrad and fipronil bisamide is 8%~60%.
6. the Synergistic insecticidal compositions that contains Tolfenpyrad and fipronil bisamide according to claim 5 is characterized in that the two gross weight percentage composition in this Synergistic insecticidal compositions of Tolfenpyrad and fipronil bisamide is 20%~40%.
7. the Synergistic insecticidal compositions that contains Tolfenpyrad and fipronil bisamide according to claim 1 is characterized in that the auxiliary agent that allows on this Synergistic insecticidal compositions is take Tolfenpyrad and fipronil bisamide as main active ingredient and agricultural chemicals is mixed with any one formulation.
8. the Synergistic insecticidal compositions that contains Tolfenpyrad and fipronil bisamide according to claim 7 is characterized in that described formulation is missible oil, wetting powder, microemulsion, aqueous emulsion, suspending agent or water dispersion granule.
9. the application of Synergistic insecticidal compositions in preparing the insecticidal materials of preventing and treating one or more insects in Lepidoptera, Homoptera, Hymenoptera or the coleoptera that contains Tolfenpyrad and fipronil bisamide claimed in claim 1.
10. application according to claim 9 is characterized in that containing the application of Synergistic insecticidal compositions in the insecticidal materials of preparation control paddy rice rice leaf roller or cotton cotton bollworm or vegetables diamond-back moth of Tolfenpyrad and fipronil bisamide.
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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2727466A1 (en) * 2011-06-29 2014-05-07 Nihon Nohyaku Co., Ltd. Agricultural and horticultural insecticide composition and utilization method therefor
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
WO2015132168A1 (en) * 2014-03-03 2015-09-11 Bayer Cropscience Ag Synergistic insecticidal combinations containing pyrazole-5-carboxamide and diamide insecticides
US9433212B2 (en) 2011-06-06 2016-09-06 Nihon Nohyaku Co., Ltd. Plant growth regulator and method for using the same

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EP1380209A1 (en) * 2001-04-17 2004-01-14 Nihon Nohyaku Co., Ltd. Pest control agent composition and method of using the same
JP2006131516A (en) * 2004-11-04 2006-05-25 Nippon Nohyaku Co Ltd Pest control agent composition and method for use thereof
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

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1380209A1 (en) * 2001-04-17 2004-01-14 Nihon Nohyaku Co., Ltd. Pest control agent composition and method of using the same
EP1380209A4 (en) * 2001-04-17 2004-06-02 Nihon Nohyaku Co Ltd Pest control agent composition and method of using the same
JP2006131516A (en) * 2004-11-04 2006-05-25 Nippon Nohyaku Co Ltd Pest control agent composition and method for use thereof
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

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9433212B2 (en) 2011-06-06 2016-09-06 Nihon Nohyaku Co., Ltd. Plant growth regulator and method for using the same
EP2727466A1 (en) * 2011-06-29 2014-05-07 Nihon Nohyaku Co., Ltd. Agricultural and horticultural insecticide composition and utilization method therefor
EP2727466A4 (en) * 2011-06-29 2015-01-21 Nihon Nohyaku Co Ltd Agricultural and horticultural insecticide composition and utilization method therefor
WO2015132168A1 (en) * 2014-03-03 2015-09-11 Bayer Cropscience Ag Synergistic insecticidal combinations containing pyrazole-5-carboxamide and diamide insecticides
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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