CN105123738A - Pest repellent powder and application thereof - Google Patents
Pest repellent powder and application thereof Download PDFInfo
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- CN105123738A CN105123738A CN201510487599.0A CN201510487599A CN105123738A CN 105123738 A CN105123738 A CN 105123738A CN 201510487599 A CN201510487599 A CN 201510487599A CN 105123738 A CN105123738 A CN 105123738A
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- insect repellent
- repellent powder
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- ZCSACHXAIGEMBQ-IPZCTEOASA-N CC/C=C/C1C(C)(C)C1C(NCc(c(F)c(cc1I)F)c1I)=[U] Chemical compound CC/C=C/C1C(C)(C)C1C(NCc(c(F)c(cc1I)F)c1I)=[U] ZCSACHXAIGEMBQ-IPZCTEOASA-N 0.000 description 1
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Abstract
The invention provides a pest repellent powder, which is composed of an insect repellent effective component accounting for 0.01%-5% of the total weight of the pest repellent powder and the balance a powdery carrier. The insect repellent effective component is a pyrethroid compound A shown as the formula in the specification, wherein R is hydrogen atom or methoxymethyl. The powdery carrier is a pesticide science acceptable inert ingredient able to load or dilute pesticides. The pest repellent powder provided by the invention can effectively inhibit the infestation of creeping pests and flying pests, and has lasting efficacy. The invention also provides the application of the pest repellent powder. (formula of compound A).
Description
The divisional application that the application is the applying date is on October 18th, 2010, application number is 201010510326.0, denomination of invention is the patent application of " a kind of insect walks quickly and keeps away pulvis and application thereof ".
Technical field
The present invention relates to a kind of insects repellant, be specifically related to a kind of injurious insect repellent powder and the application thereof that contain pyrethroid compound.
Background technology
There is the pulvis of repellent effect in the past, be and spread fertilizer over the fields within the specific limits, for repellent reptile invade, but this kind of pulvis due to adopt active ingredient vapour pressure lower, be not enough to evaporate into and repellent carried out to flying insect in the air, cause the invasion that still can be subject to flying insect in the scope of spreading fertilizer over the fields pulvis.Now propose a kind of insecticides in disclosed patent CN101478880A, wherein active ingredient have employed metofluthrin (metofluthrin), can prevent winged insect invasion, but we still think that its drug effect is not ideal enough in actual use.
Therefore will reach can repellent reptile, again can the effect of repellent winged insect, must have fabulous vapour pressure and the high activity to insect.We find through research, and structure is that some pyrethroid compound of formula (A) has very high vapour pressure.
Wherein, arrange from high to low by vapour pressure, 2, the fluoro-4-methoxy-benzyl of 3,5,6-tetra--3-(3, the fluoro-1-acrylic of 3,3-tri-)-2,2-dimethyl cyclopropane carboxylic acid's ester (2176.6Pa) > 2,3,5,6-tetrafluoro-4-methoxymethyl benzyl base-3-(3,3, the fluoro-1-acrylic of 3-tri-)-2,2-dimethyl cyclopropane carboxylic acid's ester (1713.8Pa) > metofluthrin (1323.8Pa).Here vapour pressure is the vapour pressure at 200 DEG C obtained by Donovan method (being published in JournalofChromatographyA by StephenF.Donovan, the method reported in " Newmethodforestinatingvaporpressurebytheuseofgaschromato graphy (estimating the new method of vapour pressure by gas-chromatography) " literary composition of 749 (1996) 123-129).Simultaneously, the compound of formula (A) also has higher insecticidal activity, therefore, inventor of the present invention attempts the insects repellant developed containing formula (A) compound, find that it can volatilize a certain amount of active ingredient under the help of normal temperature volatilizer, reach the effect of repellent winged insect and reptile simultaneously.
Summary of the invention
The object of the invention is to: a kind of injurious insect repellent powder is provided, make it also can effective repellent flying insect while effective repellent creeps insect, and action effect be lasting.
Above-mentioned purpose of the present invention is achieved through the following technical solutions:
A kind of injurious insect repellent powder is provided, it is made up of the powder carrier of the expelling parasite active ingredient and surplus that account for injurious insect repellent powder gross weight 0.01% ~ 5%, described expelling parasite active ingredient is the pyrethroid compound A shown in following formula, and wherein R is hydrogen atom, methyl or methoxy methyl; Described powder carrier is the inert fraction of acceptable energy load or dilution agricultural chemicals in Pesticide Science,
Described pyrethroid compound (A) comprises all compounds meeting above formula, and they are all because of cyclopropane planar unsymmetrical and the asymmetric caused stereoisomer of olefinic double bonds or their mixture.Specifically can select following compound:
Compound 1:2,3,5,6-ptfe benzyl-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound;
Compound 2:2,3,5,6-tetra-fluoro-4-methyl-benzyl-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound;
Compound 3:2,3,5,6-tetra-fluoro-4-methoxy benzyl-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound;
Compound 4:2,3,5,6-ptfe benzyl-1R, trans-(Z)-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound;
The fluoro-4-methyl-benzyl of compound 5:2,3,5,6-tetra--1R, trans-(Z)-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound;
Compound 6:2,3,5,6-tetrafluoro-4-methoxymethyl benzyl base-1R, trans-(Z)-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound;
Compound 7:2,3,5,6-ptfe benzyl-1R-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound;
Compound 8:2,3,5,6-tetra-fluoro-4-methyl-benzyl-cis-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound;
Compound 9:2,3,5,6-tetra-fluoro-4-methoxy benzyl-1R, cis-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound;
Compound 10:2,3,5,6-tetra-fluoro-4-methoxy benzyl-1R, trans-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound;
Compound 11:2,3,5,6-tetra-fluoro-4-methoxy benzyl-1R, (cis/trans=2/8)-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound;
Compound 12:2,3,5,6-tetra-fluoro-4-methoxy benzyl-1R, trans-(Z/E=9/1)-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound; Or
Compound 13:2,3,5,6-tetra-fluoro-4-methoxy benzyl-1R, trans-(Z/E=7/3)-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound.
In preferred compound (A), R is methoxy, i.e. preferred compound 3.
The single stereoisomers of the 1R of further preferred compound 3, trans, Z configuration, i.e. preferred compound 6.
Described compound (A) is existing compound, can be prepared by the multiple method of prior art, such as: with following structural formula be the tetrafluorobenzyl alcohol of (X) (wherein, R gets hydrogen, methyl or methoxyl methyl) and structural formula be that the chrysanthemumic acid acyl chlorides of (Y) carries out esterification, described compound (A) can be prepared.
Described esterification can be carried out in the organic solvents such as toluene, dimethylbenzene or cyclohexane, and adds pyridine as acid binding agent; The mol ratio of described chrysanthemumic acid acyl chlorides and tetrafluorobenzyl alcohol is 0.8 ~ 1.5:1.
In injurious insect repellent powder of the present invention, powder carrier refers to the inert fraction of load or dilution agricultural chemicals, can be selected from one or more the mixture in attapulgite, diatomite, bentonite, sepiolite, zeolite, vermiculite, kaolin, talcum, pyrophyllite, white carbon, calcium carbonate, gangue, rice husk, walnut parting, sawdust powder or lignin.
Described powder carrier optimum grain-diameter scope at 10 ~ 1000 μm, preferably 60 ~ 600 μm.
Injurious insect repellent powder of the present invention can adopt the conventional method preparing pesticide powder to prepare, and namely adopts mode liquid crude spray being added to carrier active ingredient to be mixed with powder carrier; Described liquid crude can be that in the organic solvent that is dissolved in alcohols (as methyl alcohol, ethanol, isopropyl alcohol, glycerine or polyethylene glycol), ketone (as acetone, methyl ethyl ketone or cyclohexanone), ethers (as oxolane), aliphatic hydrocarbon (as hexane, kerosene, benzinum), ester class (as ethyl acetate), nitrile (as acetonitrile) etc. of compound (A), forming percentage by weight is the solution of 1 ~ 50%.
After using injurious insect repellent powder of the present invention, every square metre of scope 0.0625mg ~ 250mg formula (A) compound that naturally volatilizees per hour, this dosage is generally enough to pest at normal temperatures.
The present invention also provides the application method of described injurious insect repellent powder, by described injurious insect repellent powder with 5g/m
2~ 40g/m
2amount of application to be applied in outdoor zone pest and to invade and harass.
Described insect comprises invasion property reptile, and that mentions especially here has common house centipede (Scutigeracoleoptrata), julid (SpirobolusBungii), centipede (Scolopendrasubspinipes), ant (Formicidae), pillworm (PorcellioscaberLatreille) etc.; Also comprise invasion property winged insect, have housefly (Muscadomestica), telenomus (Muscainastabulans), fruit bat (Drosophilidae), culex (Culex), yellow-fever mosquito (Aedes), anopheles (Anopheles), midge (Chironomidae), buffalo gnat (Simuliidae), midge (Chironmidae), moth fly (Psychodidae), horsefly (Tabanidaetabanus) etc.
Compared with prior art, injurious insect repellent powder of the present invention has following beneficial effect and is: can not only effectively to creep insect by repellent, and can effective repellent flying insect, and drug effect is more lasting.
Accompanying drawing explanation
Fig. 1 is the test schematic diagram of test example 1 and 2.
Fig. 2 is the test schematic diagram of test example 3 and 4.
Embodiment
Explain technical scheme of the present invention and effect in detail by the form of embodiment below, but the present invention is not limited to following examples.
Example of formulations 1 ~ 18
With 2,3,5,6-tetrafluoro-4-methoxymethyl benzyl base-1R, trans-(Z)-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound (compound 6) is as the active ingredient in injurious insect repellent powder, according to the formula of example of formulations each in table 1, adopt liquid crude spray adding method, mix with powder carrier, obtain injurious insect repellent powder embodiment 1 ~ 18.
Table 1
Example of formulations 19 ~ 32
With 2,3,5,6-tetrafluoro-4-methoxymethyl benzyl base-1R, trans-(Z)-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound (compound 6) is as the active ingredient in injurious insect repellent powder, according to the formula of preparation each in table 2, adopt liquid crude spray adding method, mix with powder carrier, obtain injurious insect repellent powder embodiment 19 ~ 32.
Table 2
Example of formulations 33
With 1.0g2,3,5,6-ptfe benzyl-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound (compound 1), be dissolved in 3.0g acetone, the spray of this dissolution homogeneity is added to 99.0g kaolin support, after abundant mixing, natural air drying 24 hours, obtains injurious insect repellent powder 33.
Example of formulations 34
With 0.5g2,3,5,6-tetra-fluoro-4-methyl-benzyl-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound (compound 2), be dissolved in 3.0g acetone, the spray of this dissolution homogeneity is added to 99.5g kaolin support, after abundant mixing, natural air drying 24 hours, obtains injurious insect repellent powder 34.
Example of formulations 35
With 0.3g2,3,5,6-tetra-fluoro-4-methoxy benzyl-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound (compound 3), be dissolved in 2.0g ethanol, the spray of this dissolution homogeneity is added to 99.7g kaolin support, after abundant mixing, natural air drying 24 hours, obtains injurious insect repellent powder 35.
Example of formulations 36
With 3.0g2,3,5,6-tetra-fluoro-4-methoxy benzyl-1R, trans-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound (compound 10), be dissolved in 8.0g acetonitrile, the spray of this dissolution homogeneity is added to 97.0g kaolin support, and fully the rear natural air drying of mixing 36 hours, obtains injurious insect repellent powder 36.
Example of formulations 37
With 4.5g2,3,5,6-tetra-fluoro-4-methoxy benzyl-1R, trans-(Z/E=7/3)-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound (compound 13), be dissolved in 10.0g ethyl acetate, the spray of this dissolution homogeneity is added to 95.5g kaolin support, and fully the rear natural air drying of mixing 36 hours, obtains injurious insect repellent powder 37.
Comparing embodiment 1
With cyfluthrin as the active ingredient in injurious insect repellent powder, just as example of formulations 2, generate contrast normal temperature volatilization preparation 1.
Comparing embodiment 2
With cyfluthrin as the active ingredient in injurious insect repellent powder, just as example of formulations 22, generate contrast normal temperature volatilization preparation 2.
Comparing embodiment 3
With metofluthrin as the active ingredient in injurious insect repellent powder, just as example of formulations 2, generate contrast normal temperature volatilization preparation 3.
Comparing embodiment 4
With metofluthrin as the active ingredient in injurious insect repellent powder, just as example of formulations 1, generate contrast normal temperature volatilization preparation 4.
Test example 1
Without on the level land of vegetative coverage, spread fertilizer over the fields the injurious insect repellent powder of 5g example of formulations 2, iris out the square of 2m × 2m size, as shown in Figure 1.People stands in central authorities and observes respectively and within 1 hour, 4 hours, 8 hours, start to enter between 30 minutes ant number of times in circle and in-group source by the number of times of bite by mosquitos.
And then adopt example of formulations 22, comparing embodiment 1, comparing embodiment 2 and comparing embodiment 3 repeat once by each for above-mentioned test, and blank is only powder carrier kaolin, and outcome record in table 3.
As can be seen from the results, compare blank, example of formulations 2 and example of formulations 22 played repellent reptile and winged insect effect in 0 ~ 8 hour, and comparing embodiment 1 and comparing embodiment 2 only can play repellent reptile and can not repellent winged insect.Comparing embodiment 3 had repellent reptile and winged insect effect in 0 ~ 4 hour, but the effect of repellent winged insect declines in 4 ~ 8 hours.
Table 3
Test example 2
Select the expelling parasite pulvis of any embodiment in example of formulations 1,3 ~ 21 or 23 ~ 37, test by the method described in test example 1, result is all can play repellent reptile and winged insect effect in 0 ~ 8 hour.
Test example 3
25g example of formulations 1 is evenly spread fertilizer over the fields, as shown in Figure 2 in 1 square metre of people's surrounding.People stands in central observation respectively and starts within 30 minutes by the number of times of bite by mosquitos for 1 hour, 4 hours, 8 hours.
And then adopt example of formulations 26 and comparing embodiment 4 to repeat once by each for above-mentioned test, blank is only powder, and result in table 4.
As can be seen from the results, compare blank, example of formulations 1 and example of formulations 26 played the effect of repellent winged insect in 0 ~ 8 hour, and comparing embodiment 4 had the effect of repellent winged insect in 0 ~ 4 hour, but the effect of repellent winged insect declines in 4 ~ 8 hours.
Table 4
Test example 4
Any embodiment in embodiment 2 ~ 25,27 ~ 37, can play mosquito repellent effect by method described in test example 3 in 0 ~ 8 hour.
Claims (10)
1. an injurious insect repellent powder, it is characterized in that, it is made up of the powder carrier of the expelling parasite active ingredient and surplus that account for injurious insect repellent powder gross weight 0.01% ~ 5%, and described expelling parasite active ingredient is the pyrethroid compound A shown in following formula, and wherein R is hydrogen atom or methoxy; Described powder carrier is that the inertia of acceptable energy load or dilution agricultural chemicals in Pesticide Science becomes
2. injurious insect repellent powder according to claim 1, is characterized in that: in described pyrethroid compound, and R is methoxy, and namely compd A is 2,3,5,6-tetra-fluoro-4-methoxy benzyl-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound.
3. injurious insect repellent powder according to claim 2, is characterized in that: described pyrethroid compound is 2,3,5,6-tetrafluoro-4-methoxymethyl benzyl base-1R, trans-(Z)-2,2-dimethyl-3-(3,3,3-trifluoro-propenyl) cyclopropanecarboxylcompound.
4. injurious insect repellent powder according to claim 1, is characterized in that: described powder carrier is selected from one or more the mixture in attapulgite, diatomite, bentonite, sepiolite, zeolite, vermiculite, kaolin, talcum, pyrophyllite, white carbon, calcium carbonate, gangue, rice husk, walnut parting, sawdust powder or lignin.
5. injurious insect repellent powder according to claim 1, is characterized in that: the particle size range of described powder carrier is at 10 ~ 1000 μm.
6. injurious insect repellent powder according to claim 5, is characterized in that: the particle size range of described powder carrier is at 60 ~ 600 μm.
7. the application of injurious insect repellent powder according to claim 1, is characterized in that: described application is with 5g/m by described injurious insect repellent powder
2~ 40g/m
2amount of application to be applied in outdoor zone pest and to invade and harass.
8. the application of injurious insect repellent powder according to claim 7, is characterized in that: described insect is invasion property reptile or invasion property winged insect.
9. the application of injurious insect repellent powder according to claim 8, is characterized in that: described invasion reptile comprises common house centipede, julid, centipede, ant or pillworm.
10. the application of injurious insect repellent powder according to claim 8, is characterized in that: described invasion winged insect comprises housefly, telenomus, fruit bat, culex, yellow-fever mosquito, anopheles, midge, buffalo gnat, midge, moth fly or horsefly.
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| Application Number | Priority Date | Filing Date | Title |
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| CN2010105103260A CN101971857A (en) | 2010-10-18 | 2010-10-18 | Injurious insect repellent powder and application thereof |
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| CN2010105103260A Division CN101971857A (en) | 2010-10-18 | 2010-10-18 | Injurious insect repellent powder and application thereof |
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| CN201510487599.0A Pending CN105123738A (en) | 2010-10-18 | 2010-10-18 | Pest repellent powder and application thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN103053598B (en) * | 2012-11-16 | 2015-01-07 | 乔亮 | Bloodthirsty-bat trapping agent and method for preparing same |
| CN102939989B (en) * | 2012-11-16 | 2015-01-07 | 张亮 | Fruit bat trapping agent and preparation method thereof |
| CN109090130A (en) * | 2017-06-21 | 2018-12-28 | 季剑 | The preparation of slow-release natural pyrethrum mosquito repellent pulvis |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002234804A (en) * | 2000-12-04 | 2002-08-23 | Fumakilla Ltd | Method for controlling flying insect in open air |
| CN101478880A (en) * | 2006-06-29 | 2009-07-08 | 住友化学株式会社 | Pesticidal composition |
| CN101637178A (en) * | 2009-06-05 | 2010-02-03 | 江苏扬农化工股份有限公司 | Pesticide spray |
| CN101664041A (en) * | 2009-06-05 | 2010-03-10 | 江苏扬农化工股份有限公司 | Winged insect repelling paste |
| CN101671251A (en) * | 2009-05-21 | 2010-03-17 | 江苏扬农化工股份有限公司 | Pyrethroid compound as well as preparation method and application thereof |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1216534C (en) * | 2000-12-01 | 2005-08-31 | 贵州大学 | Agricultural insecticide series prepared from cyfluthrin and preparing process thereof |
-
2010
- 2010-10-18 CN CN2010105103260A patent/CN101971857A/en active Pending
- 2010-10-18 CN CN201510487599.0A patent/CN105123738A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002234804A (en) * | 2000-12-04 | 2002-08-23 | Fumakilla Ltd | Method for controlling flying insect in open air |
| CN101478880A (en) * | 2006-06-29 | 2009-07-08 | 住友化学株式会社 | Pesticidal composition |
| CN101671251A (en) * | 2009-05-21 | 2010-03-17 | 江苏扬农化工股份有限公司 | Pyrethroid compound as well as preparation method and application thereof |
| CN101637178A (en) * | 2009-06-05 | 2010-02-03 | 江苏扬农化工股份有限公司 | Pesticide spray |
| CN101664041A (en) * | 2009-06-05 | 2010-03-10 | 江苏扬农化工股份有限公司 | Winged insect repelling paste |
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