CN85101418A - Fumigant formulation - Google Patents
Fumigant formulation Download PDFInfo
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- CN85101418A CN85101418A CN85101418.6A CN85101418A CN85101418A CN 85101418 A CN85101418 A CN 85101418A CN 85101418 A CN85101418 A CN 85101418A CN 85101418 A CN85101418 A CN 85101418A
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- cyclopropanecarboxylcompound
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Abstract
The present invention relates to a kind of component prescription of fumigating insecticide, its composition is a kind of certain pyrethroid-based compound and 2,3,4 contained, 5,6, pentafluorophenyl group 2, the mixture of 2 dimethyl-3-(2,2 dichloroethylene) cyclopropanecarboxylcompound, its drug effect has splendid synergy.
Description
The present invention relates to the prescription of a fumigant, then relate to a pyrethroid type compound and 2 that contains following general structure (1) more specifically, 3,4,5,6-PFBBR 2,2-dimethyl-3-(2,2-dichloroethylene)-its weight ratio of cyclopropanecarboxylcompound is 8: 2 to 3: 7 a fumigant formulation
R in the following formula
1Can be a hydrogen atom or a methyl; Work as R
1When being a hydrogen atom, R
2It is a 2-methyl isophthalic acid-acrylic; Work as R
1When being a methyl, R
2It then is a methyl; X then is 2-pi-allyl-3-methyl-ring penta-2-alkene-1-ketone-4-base or 2-propargyl-3-methyl-ring penta-2-alkene-ketone-4-base.
Be that the pyrethroid of representative is regarded as the heating fumigating agent with allethrin type compound traditionally, as mosquito-repellent incense, and the active effective ingredient in the electric fumigator medicine-feeding pad, in order to the wing class insect of kill harmful, such as the fly class.
Yet, even in general these heating fumigating agent are that inadequately fully effectively their initial effect is quite disappointing.
After the various researchs of kill pests performance process to this fumigant composition, these inventors find, the pyrethroid type compound that will have above-mentioned general formula (1), with 2,3,4,5,6-PFBBR 2,2-dimethyl-3-(2,2-dichloroethylene) cyclopropanecarboxylcompound (hereinafter to be referred as compd A) mixed from 8: 2 to 3: 7 and the mixture that obtains has good initial effect with weight ratio, and in a quite long period, have the continuous effect of good stable, can be used as a fumigant formulation.It had both had as a synergistic effect that fumigant is required, had unique initial effect and long-lasting again, thereby had caused the present invention.
Pyrethroid type compound with general formula (1) is an example, is used in the various pyrethroid-based compounds of prescription by this invention, is listed as follows.
" allethrin type compound "
(±)-2-pi-allyl-3-methyl-ring penta-2-alkene-1-ketone-4-base (±) cis, trans-chrysanthemate ester (compound (1)), (±)-2-pi-allyl-3-methyl-ring penta-2-alkene-1-ketone-4-base (+)-cis, trans-chrysanthemate ester (compound (2)), (±)-2-pi-allyl-3-methyl-ring penta-2-alkene-1-ketone-4-base (+)-trans-chrysanthemate ester (compound (3)), (+)-2-pi-allyl-3-methyl-ring penta-2-alkene-1-ketone-4-base (+)-suitable, trans-chrysanthemate ester (compound (4)), (+)-2-pi-allyl-3-methyl-ring penta-2-alkene-1-ketone-4-base (+)-trans-chrysanthemate ester (compound (5)), (±)-2-pi-allyl-3-methyl-ring penta-2-alkene-1-ketone-4-base 2,2,3,3,-tetramethyl-cyclopropanecarboxylcompound (compound (6)), (+)-2-pi-allyl-3-methyl ring penta-2-alkene-1-ketone-4-base 2,2,3,3-4-methyl cyclopropane carboxylic acid ester (compound (7))
" the alkynes third pyrethrins type compound "
(±)-2-propargyl-3-methyl-ring penta-2-alkene-1-ketone-4-base (±) is suitable, trans-chrysanthemate ester (compound (8)), (±)-2-propargyl-3-methyl-ring penta-2-alkene-1-ketone-4-base (+)-suitable, trans-chrysanthemate ester (compound (9)) (±)-2-propargyl-3-methyl-ring penta-2-alkene-1-ketone-4-base (+)-trans-chrysanthemate ester (compound (10)), (+)-2-propargyl-3-methyl-ring penta-2-alkene-1-ketone-4-base (+)-suitable, trans-chrysanthemate ester (compound (11)), (+)-2-propargyl-3-methyl-ring penta-2-alkene-1-ketone-4-base (+)-trans-chrysanthemum monocarboxylate (compound (12)), (±)-2-propargyl-3-methyl-ring penta-2-alkene-1-ketone-4-base 2,2,3,3,-4-methyl cyclopropane carboxylic acid ester (compound (13)), (+)-2-propargyl-3-methyl-ring penta-2-alkene-1-ketone-4-base 2,2,3,3 ,-4-methyl cyclopropane carboxylic acid ester (compound (14)).
As compd A, such as 2,3,4,5,6-PFBBR (±)-suitable, trans-2,2-dimethyl-3-(2, the 2-dichloroethylene) cyclopropanecarboxylcompound (compound (15)) and 2,3,4,5,6-PFBBR (+)-trans-2,2-dimethyl-3-(2, the 2-dichloroethylene) cyclopropanecarboxylcompound (compound (16)), and their optical isomer, stereoisomer and composition thereof is after also being respectively in.
From the viewpoints such as availability of practicality and raw material, in these compounds, be used for the present invention stifling prescription active effective ingredient with following be combined as good.
With the combination of compound (2) with compound (15) or (16).
The combination of compound (3) and compound (16).
The combination of compound (4) and compound (16).
The combination of compound (5) and compound (15) or (16).
The combination of compound (6) and compound (16).
The combination of compound (7) and compound (16).
The combination of compound (11) and compound (15) or (16).
The combination of compound (14) and compound (16).
Below, will be used for the active effective ingredient of the present invention to these combinations according to example as a fumigant, the good character that shows is made explanations.
Test examples 1
Only contain compound (2) in each acetone soln, the mixture of compound (15) or these compounds.Show bright in the table below (1).These drips of solution are added in the raw material of mosquito-repellent incense (referring to not have the mosquito-repellent incense of active active principle) and soak into it, with preparation whenever the property vitalized active principle content (W/W) be 0.3% mosquito-repellent incense.Then the mosquito-repellent incense that makes is fixed on the support, placing a volume is the center of 0.34 cubic metre glass tank, light from the two ends of mosquito-repellent incense, so that its burning fully, in the mosquito-repellent incense afterburnt, one group of experimental group of being made up of 20 man mosquito adults in the north (culex pipiens pallens) or 20 chambers fly adult (housefly) is released in the glass tank, begins observation then and count down and out borer population in 20 minutes.KT
30Value (knocking down the time required when testing insect 50%) adopts conventional method to try to achieve from the result of four gained of each test repetition.Result of the test sees Table 1.
Can be clear that from table 1, when the scope of mixing ratio can obtain synergistic effect during at 8: 2 to 3: 7.
Test examples 2
Only contain compound (11) in each acetone soln, compound (16) or these compounds are added on these drips of solution on the raw material of mosquito-repellent incense, and flood it with the mixture of blending in 3: 1, are 0.1%(W/W with preparation activity substance content every dish) mosquito-repellent incense.
Then 100 man mosquito adults in the north (culex pipiens pallens) are released to a volume and are in 28 cubic metres the bucket, mosquito-repellent incense is fixed on the support, light mosquito-repellent incense from an end at center at the bottom of placing barrel.Continuously the insect number of knocking down is observed subsequently and measured 60 minutes, adopt conventional method to calculate KT
50Value.It the results are shown in Table 2.
Can be clear that from above-mentioned table 2 the present invention's prescription has a synergistic effect.
Test examples 3
With compound (3), each 40 parts of (11) (15) and (16), or at their mixture that indicates in 3 of tabulating down as the active reaction composition, mix mutually for No. 425 with 10 parts of yOSHINOX (2,2 '-methylene-bis(4-ethyl-6-t-butyl phenol)).
50 parts of isopropyl myristic acid esters are added in the mixture, to prepare the pre-composition that electric fumigator medicine pad is used.Will be with the pre-composition of this method preparation with chlorocarbon Nu dilution, the pre-composition with dilution is added drop-wise on the medicine pad then, and soaks into it (lint paper).The specification of its preparation is 22 * 35 millimeters, thick 2.8 millimeters.The medicine pad of the power supply fumigator of preparation use makes it contain effective active components by following dated quantity like this.During test this medicine pad placed on the heater of a commercially available electric fumigator (about 160 ℃ of surface temperature), heat given a period of time.Under heating condition, the effective active components that is evaporated from the medicine pad is after absorbing * and collected with a silica gel, after handling with organic solvent extraction, with its content of gas chromatography determination again.The results are shown in Table 3.
Show as the data in the last table 3, in prescription of the present invention, the evaporation of active active principle, from the beginning in the continuous process of heating in 8-10 hour, the volatile quantity of active active princlple is compared with single component, keep more permanent long, thereby can see that prescription of the present invention has extremely good evaporation pattern.
Test examples 4
The insecticidal effect of the medicine pad of using from test examples 3 more resulting electric fumigators adopts following step to be identified.
Man mosquito adult in the north (culex pipiens pallens) or chamber fly adult (housefly) are released in the glass tank of 70 square centimeters of (0.34 cubic metre) volumes.
Electric heater with a tool electric fumigator adds Hot medicine pad continuously then, puts into glass tank and counts down and out insect number in 20 minutes more at a certain time interval.KT
50Value then repeats to obtain four times the experimental result from every with the method for routine.The results are shown in Table 4.
Table 4
1
*The expression time is between 15 to 35 minutes.
2
*The expression time is 3 hours 40 minutes to 4 hours.
3
*The expression time is 7 hours 40 minutes to 8 hours.
Can see that from last table data the insecticidal effect of formula constituent of the present invention to eight hours that finish, remains its intensity from the beginning of heating counting.
Test examples 5
The medicine pad that the power supply fumigator is used is by the same step of test examples 3, and the amount according to shown in the following table 5 makes them contain compound (T respectively separately
11), compound (16) or their mixture.
To be released to by the experimental group that 20 chambers fly adult (housefly) are formed in the glass tank of 70 square centimeters (0.34 cubic metres) then, in order the medicine pad of electric fumigator is introduced in the bucket respectively, observed the down and out number of insect in the bucket every 20 minutes according to official hour.Each test repeats 5 times and obtains KT more according to a conventional method
50Value, the results are shown in Table 5 for gained.
1
*2
*3
*That represents selects for use the time with table 4
No. 6, test examples
Preparation contains compound (11) compound (15) separately respectively, or the mosquito repellent coil disc of their mixture, and its concentration is listed in table 6 in w/w (W/W%) %, and method is with test examples 2.
Obtain 60 minutes KT according to the same quadrat method of test examples 2
50Value is selected 100 northern chamber mosquito adults (the light color mutation of northern house) for use in capacity is 28 cubic metres container.After observing insect and going down, all tested insects are collected in the box so that observe, placed 24 hours having to feed under the situation of raising, observe dead really numeral to obtain lethality.
The results are shown in Table 6
Table 6
Fumigant of the present invention, prescription is mainly used in heating fumigating owing to have its characteristics, such as being used for electric fumigator medicine pad and mosquito-repellent incense, to kill the harmful insect of band wing, as mosquito, fly and cockroach and the insect that storage cereal is harmful to.
When preparation stifling component of the present invention, the preparation of effective active mixture, the technology of mixing thinner in the time of can preparing by common insecticides, pyrethroid about routine is processed as multi-form component, as heating fumigating agent for example mosquito-repellent incense, the mosquito medicine pad used of power supply fumigator, also can carry out the premix prescription according to the purposes of reality.
The content of active active principle is 0.01% to 90% by weight in component of the present invention is formed.
The insecticidal effect of the present invention prescription can also by with the pyrethroid synergist and with adding mixed being enhanced, as α-(2-(2-butoxy ethyoxyl) ethyoxyl)-4,5-methylene dioxy-2-propyltoluene (be designated hereinafter simply as " piperonyl butoxide thing) N-(2-ethylhexyl)-dicyclo (2; 2; 1) heptan-5-alkene-2,3-diformamide (hereinafter referred to as MGK-264) and Octachlorodipropyl Ether (below be called " S-412 ") or other known to pyrethroid and the effective synergist of allethrin.
Generally speaking, the photostability of the compound of chrysanthemum monocarboxylate type, the stability that heat is reached oxidation is lower, therefore add antioxidant or ultra-violet absorber, as, phenol derivatives resembles, BHT, (Yoshinox BHT), bisphenol derivative, arylamine such as PA, the condensation product of Phenyl beta naphthylamine or phenetidine and ketone, or benzophenone compound, as long as consumption is suitable, can use used as stabilizers, become a component in this prescription, might obtain the more stable fumigant composition of effect.The compound title that is used for above-mentioned antioxidant is as follows: 2,6-two-tert-butyl group-4-methylphenol, 2,2 '-di-2-ethylhexylphosphine oxide (the 6-tert-butyl group-4-methylphenol, 2,2 ' di-2-ethylhexylphosphine oxide (the 6-tert-butyl group-4-ethyl-phenol, 4,4 ' di-2-ethylhexylphosphine oxide (2,6-two-tert-butyl phenol) 4,4 '-butylidene two (the 6-tert-butyl group-3 methylphenol), and 4,4 '-thiobis (the 6-tert-butyl group-3-methylphenol).
The preparation of component ingredient of the present invention will be described below according to concrete example, but the present invention is not limited to following example.
Example one
Contain 0.1 at each part and digest compound (2), (3), (5), (6), (9) or (11) and 0.05 digest add 0.3 gram BHT in the mixture of compound (15) or (16) after, mixture is dissolved in 20 ml methanol, then it is mixed (according to 3: 5: 1 mixed mutually tower cloth (Tabu) powder mutually with the blank carrier of 99.55 gram mosquito-repellent incenses equably, Dalmatian chrysanthemum slag and wood dust), the mixture of gained is after the methyl alcohol volatilization, fully mediate with 150 milliliters water then, mosquito-repellent incense is made in the moulding oven dry.
Example two
Various mixtures listed in 80 parts of following tables 7 are as active effective ingredient, with 10 parts of (Ma Chumotuoyouxi (MATSVMOTO yUSHI) company's product grade) and commodity HIMER 1002Z(MATSUMOTO yUSHI company by name product grades that contain a kind of commodity HIMER BLZ by name) emulsifier, mixed mutually with ratio 9.5: 0.5.With solvent SOLVESSO150(Esso company board name) be added in the mixture, so that total amount reaches 100 parts, the prescription pre-composition that obtains thus is the emulsification dope of preparation mosquito-repellent incense.
The various prescriptions of last table premix gained are diluted with 150 ml waters, press described in the experimental example one again, with the even blending of mosquito-repellent incense carrier of specified rate, the mixture of gained has obtained the mosquito-repellent incense of variable concentrations content through kneading, moulding, drying.System mosquito-repellent incense just can add a little pigment in case of necessity like this, as peacock green, perhaps adds a kind of preservative, as anhydrous sodium acetate or dinitrophenol dinitrophenolate.
Example three
With the yoshinox 425(of 0.006 gram with above-mentioned identical) be added to respectively and contain 0.15 and digest compound (2), (3), (5), (6), (9), digest after compound (15) or (16) (11) or (13) and 0.01, and the mixture of gained dissolves it with chloroform.The solution of above-mentioned disposal is adsorbed on the velveteen paper washer that size is 22 * 35 millimeter 2.8 millimeters thick equably, so make the fibrous stifling medicine pad that the power supply fumigator uses.In fibrous stifling pad combination,, can also adopt other carriers of fiber of the mineral wool, asbestos etc. of similar performance except using Lu paper and lint paper as the matrix.
Example four
Each 40 parts of the active active princlples that will indicate in following table 8 are with 10 parts of yOSHINOX 425(and above-mentioned identical) mix mutually.With a kind of isopropyl myristate, isopropyl palmitate of resembling, the such organic solvent of lauric acid hexyl ester or kerosene is added in the mixture, to cumulative volume be 100 parts.So just obtained being used for the premix prescription of the component of the fiber fumigant on the electric fumigator.
After above-mentioned premix preparation finished, available an amount of kerosene was diluted, and an amount of solution that will make by example 3 described ways is adsorbed on the fiber carrier equably.So just made the stifling component of fiber that the power supply fumigator is used.Can in the formula constituent of preparation like this, add a spot of spices and pigment in case of necessity, as pi-allyl amido anthraquinone or 1,4 diisopropyl amido anthraquinone, 1,4 two amido anthraquinone, 1,4 dibutyl amido anthraquinone or 1-amido-4-anilino-anthraquinone.
Claims (9)
1, for the fumigant formulation of kill pests, it is characterized in that, contain the pyrethroid coumpound shown in the general formula in the prescription as active constituent.
Wherein, R
1Be a hydrogen atom or methyl; Work as R
1During for hydrogen atom, R
2Be 2-methyl-acrylic.Work as R
1During for methyl, R
2Be methyl; X is 2-pi-allyl-3-methyl-ring penta-2-alkene-1-ketone-4-base, or is 2-propargyl-3-methyl ring penta-2-alkene-1-ketone-4-base; And 2,3,4,5,6-PFBBR 2,2-dimethyl-3-(2, the 2-dichloroethylene) cyclopropanecarboxylcompound, as active effective ingredient, its weight ratio was from 8: 2 to 3: 7.
2, according to claim 1 described fumigant formulation, wherein, active effective ingredient is to contain (±) 2-pi-allyl-3-methyl-ring penta-2-alkene-1-ketone-4-base (+)-suitable, instead-and chrysanthemate and 2,3,4,5,6-PFBBR (±)-suitable, anti--2,2-dimethyl-3(2, the 2-dichloroethylene) cyclopropanecarboxylcompound or 2,3,4,5,6-PFBBR (+)-trans-2,2-dimethyl-3-(2,2-dichloroethylene) mixture of cyclopropanecarboxylcompound.
3, according to claim 1 described fumigant formulation, wherein active ingredient is to contain (±)-2-pi-allyl-3-methyl-ring penta-2-alkene-1-ketone-4-base (+)-trans-chrysanthemate salt and 2,3,4,5,6-PFBBR (+)-trans-2,2-dimethyl-3-(2,2 dichloroethylene) mixture of cyclopropanecarboxylcompound.
4, according to claim 1 described fumigant formulation, wherein, active effective ingredient is to contain (+)-2-pi-allyl-3-methyl-ring penta-2-alkene-1-ketone-4-base (+)-suitable, instead-and chrysanthemate and 2,3,4,5,6-PFBBR (+)-trans-2,2-dimethyl-3-(2,2-dichloroethylene) mixture of cyclopropanecarboxylcompound.
5, according to claim 1 described fumigant formulation, wherein, active effective ingredient is to contain (+)-2-pi-allyl-3-methyl-ring penta-2-alkene-1-ketone-4-base (+)-trans-chrysanthemate salt and 2,3,4,5,6-PFBBR (±)-suitable, anti--2,2-dimethyl-3-(2, the 2-dichloroethylene) cyclopropane carboxylic acid hydrochlorate or 2,3,4,5,6-PFBBR (+)-trans-2,2-dimethyl-3-(2,2-dichloroethylene) mixture of cyclopropanecarboxylcompound.
6, according to claim 1 described fumigant formulation, wherein, active effective ingredient is to contain (±)-2-pi-allyl-3-methyl-ring penta-2-alkene-1-ketone-4-base 2,2,3,3 ,-4-methyl cyclopropane carboxylic acid ester and 2,3,4,5,6-PFBBR (+)-trans-2,2-dimethyl-3-(2,2-dichloroethylene) mixture of cyclopropanecarboxylcompound.
7, according to claim 1 described fumigant formulation, wherein, active effective ingredient is to contain (+)-2-pi-allyl-3-methyl-ring penta-2-alkene-1-ketone-4-base 2,2,3,3-tetramethyl-cyclopropanecarboxylcompound and 2,3,4,5,6-PFBBR (+)-trans-2,2-dimethyl-3-(2,2 dichloroethylenes) mixture of cyclopropanecarboxylcompound.
8, according to claim 1 described fumigant formulation, wherein, active effective ingredient is one and contains (+)-2-propargyl-3-methyl-ring penta-2-alkene-1-ketone-4-base (+)-cis, trans-chrysanthemate and 2,3,4,5,6-PFBBR (±)-suitable, anti--2,2-dimethyl-3-(2, the 2-dichloroethylene) cyclopropanecarboxylcompound or 2,3,4,5,6-PFBBR (+)-trans-2,2-dimethyl-3-(2,2-dichloroethylene) mixture of cyclopropanecarboxylcompound.
9, according to claim 1 described fumigant formulation, wherein, active effective ingredient is to contain (+)-2-propargyl-3-methyl-ring penta-2-alkene-1-ketone-4-base 2,2,3,3-4-methyl cyclopropane carboxylic acid ester and 2,3,4,5,6-PFBBR (+)-trans-2,2-dimethyl-3-(2,2 dichloroethylenes)-mixture of cyclopropanecarboxylcompound.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 85101418 CN1019446B (en) | 1983-12-27 | 1985-04-01 | Fumigant formulation |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58248524A JPS60139605A (en) | 1983-12-27 | 1983-12-27 | Fumigation composition |
| CN 85101418 CN1019446B (en) | 1983-12-27 | 1985-04-01 | Fumigant formulation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN85101418A true CN85101418A (en) | 1987-01-24 |
| CN1019446B CN1019446B (en) | 1992-12-16 |
Family
ID=25741410
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 85101418 Expired CN1019446B (en) | 1983-12-27 | 1985-04-01 | Fumigant formulation |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1019446B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103097346A (en) * | 2010-03-31 | 2013-05-08 | 住友化学株式会社 | Pyrethrinoid - type esters as pesticides |
-
1985
- 1985-04-01 CN CN 85101418 patent/CN1019446B/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103097346A (en) * | 2010-03-31 | 2013-05-08 | 住友化学株式会社 | Pyrethrinoid - type esters as pesticides |
| CN103097346B (en) * | 2010-03-31 | 2014-08-13 | 住友化学株式会社 | Pyrethrinoid - type esters as pesticides |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1019446B (en) | 1992-12-16 |
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