KR790001876B1 - Pesticide composition - Google Patents

Abstract

A synergistic mixt. of (±) 2-allyl-3-methyl-cyclopentyl-2-en-1-on-4-yl(±) transchrysanthemate [1 , (±) 2-allyl-3-methyl-cyclopent-2-en-1-on-4-yl (+)trans-chrysanthemate [2 , N-(3,4,5,6-tetrhydrophthalimido)-methyl-(±) cis, trans-chrysanthemate [3 , N-(3,4,5,6-tetrahydrophthalimido)-methyl(+) trans-chrysanthemate [4 (mixing ratio of 1 : 2 and[3 :[4 were 9.5 :0.5 and 0.5:9.5 resp.) was used as insecticides.

Description

Insecticidal composition

1 shows the relationship between the mixing ratio and the effect ratio of the mixture of Compound (2) and Compound (3) on mosquitoes and housefly,

2 shows the relationship between the mixing ratio and the potency ratio of the mixture of Compound (2) and Compound (4) on mosquitoes and housefly.

The present invention relates to a method for preparing an insecticidal composition which enhances the insecticidal effect by eliminating defects of individual insecticides by mixing two known known chrysanthemate type insecticides.

More specifically, the present invention relates to an insecticidal composition having an extremely fast knock-down effect (hereinafter referred to as "KD") and an insecticidal effect, wherein the insecticidal composition comprises (±) 2-allyl-3-methyl- Cyclopentyl-2-en-1-one-4-yl (±) trans-cryxatemate (hereinafter referred to as "compound (1)") or (±) 2-allyl-3-methyl-cyclopent-2- En-1-one-4-yl (+) trans-Chrysantemate (hereinafter referred to as "Compound (2)") and N- (3, 4, 5, 6-tetrahydrophthalimido) -methyl- (±) cis, trans-Chrysanthate (hereinafter referred to as "Compound (3)) or N- (3, 4, 5, 6-tetrahydrophthalimido) -methyl (+) trans-Chrysanthate ( Hereinafter referred to as " compound (4) " with an inert carrier, wherein the mixing ratio of compound (1) or (2) to compound (3) or (4) is in the range of 9.5: 0.5 and 0.5: 9.5 by weight; Suitable mixing ratios range from 1: 1 to 1: 9, and even less A mixing ratio of 1: in the range of 3: 2 and 1.

The insecticidal composition of the present invention may contain 0.05-90% in the weight ratio of the above-mentioned mixture as an active ingredient, and in the case of an oil spray or aerosol spray, the composition of the present invention particularly used is 0.15-0.5 in the weight ratio of the above-mentioned mixture. Contains%

Compound (1) or (2) is a low toxicity insecticide with a fast K.D effect against so-called hygienic pests and crop pests. However, Compound (1) or (2), when used alone, has a superior K.D effect on mosquitoes but aerosol spraying agents on houseflies, and the K.D effect is not very strong. On the other hand, compound (3) or (4) has a fast K.D effect on so-called hygienic pests and crop pests, and is significantly less toxic to human beings.

However, compound (3) or (4), when used alone, has a superior K.D effect on houseflies but aerosol spraying agents on mosquitoes. Therefore, compounds (1), (2), (3) or (4) are considered to be insufficient as household insecticides that require K.D effects to be extremely rapid for both mosquitoes and houseflies, respectively.

In contrast, the inventors have conducted extensive research on extremely potent pesticides with low toxicity and rapid KD effects, and have found that when mixing (1) or (2) with compound (3) or (4), It is possible to eliminate the drawbacks, and each mixture of the two components described above is surprising in terms of insecticidal effects as well as KD effects, which cannot be easily inferred from some other mixtures and theoretically not readily apparent to mosquitoes and house flies. It has been found that it can exhibit significant synergy.

Thus, the composition of the present invention can be used as a superior pesticide for households that require the use of small amounts of pesticides to quickly knock down and kill sanitary pests. The composition of the present invention exhibits a strong K.D effect and insecticidal effect not only for sanitary pests but also for crop pests with a small amount of use, and therefore is not harmful to the human body and is not impure in the living environment. Accordingly, the present invention provides a practically effective insecticidal composition.

The synergy obtained by mixing Compound (1) or (2) with Compound (4) or (3) is described in detail by the test examples as follows.

[Test Example 1]

To investigate the synergy between compound (2) and compound (3) or (4), the two components were formulated with an oil spray using kerosene deodorized as shown in Table 1 below.

20 adult mosquitoes (Culex pipienx) or of 20 adult house flies (Musca domestica) the volume (70㎝) emission in the glass case of the ^third and each of the oil formulation in an amount of 0.7ml sprayed under a 1.5kg / ㎠ pressure Then, the number of knocked down adults was counted over time. The KT50 value (time required for 50% knock-down) after the test was repeated five times is shown in Table 1 below.

TABLE 1a

TABLE 1b

[Commentary] See FIGS. 1 and 2

As a result of Table 1, as is known from FIGS. 1 and 2, the potency ratio of each mixture of the present invention is higher than the line for the potency ratio of the individual components constituting the above-described mixture. It is therefore apparent that the mixtures of the present invention exhibit an effective synergistic effect. As noted from FIGS. 1 and 2, the most suitable mixing ratios of compound (1) and compound (2) or (3) are in the range of 4: 6 and 2: 8, respectively.

[Test Example 2]

In order to investigate the synergy between compound (1) and compound (4), the two components were formulated into a liquid formulation using acetone as shown in the following Table 2, and then the mixture against the aphids (Blattella germanica). The insecticidal effect of was tested by topical application. LD50 values (5% insecticidal capacity) are shown in Table 2 below.

TABLE 2

Aerodynamic values were calculated by Yun-pei Sun et al J.E.E. 539, 687-891 (1960).

If the effect of the mixture is greater than 100, it means that there is synergy.

[Test Example 3]

In order to investigate the synergy between compound (1) or (2) and compound (3) or (4), two components were formulated with an aerosol as shown in Table 3 below, and then yellow fever mosquitoes (Aetes aegypti) and the insecticidal effect of each aerosol against Musca domestica 6 (feet) ³ Peet Grady's chamber (The method recommended in "Soap and Chemical Specialities, Blue Book" ( 1965)) using the aerosol test method. The test results are shown in Table 3 below.

TABLE 3

As noted from Table 3 above, synergistic effects can be clearly observed, considering that each formulation shows higher pesticidal activity than that of each pesticidal component contained in the formulation.

In practical use of aerosols, piperonylbutoxide, a chrysanthate type insecticide having a high insecticidal effect (for example, 5-benzyl-3-furylmethyl chrysatemate, 3-phenoxybenzyl chrysatemate) or Compound products, such as low toxicity organophosphate pesticides, may be mixed with the inventive mixtures to enhance their pesticidal effects.

As noted from Test Examples 1, 2 and 3, the synergistic effect of the inventive mixtures has proven to be excellent.

The mixtures of the present invention may be oils, dispersants, emulsifiers, aerosols, wetting agents, granules, mosquito coils, electric mosquito repellent mats, thermal misting agents, other heating or non-heating fumes and powders or pests, such as other chrysanthate type insecticides. It can be formulated into a solid preparation in combination with a flavoring agent or a attractant. Such formulations can be readily formulated in conventional manner.

Although the composition of the present invention shows a strong synergistic effect even when used in a ratio within the range of 0.5: 9.5 and 9.5: 0.5, the ratio to be adopted may vary depending on the purpose of use of the composition.

In preparing the composition according to the present invention, the mixture of the present invention and α- [2- (2- (2-butoxyethoxy) ethoxy [-4,5-methylenedioxy-2-propyltoluene (hereinafter 1, 2- (methylenedioxy) -4- [2- (octylsulfinyl) propyl] benzene (hereinafter referred to as sulfoxide), 4- (3,4-methylenedioxy Phenyl) -5-methyl-1, 3-dioxane (hereinafter referred to as saprox R), N- (2-ethylnucleosil) -bicyclo [2, 2, 1] hept-5-ene-2, 3- Alletrin or pyratrine, such as dicarboxymid (hereinafter referred to as MGK-264R), octachlorodiprephyll ether (hereinafter referred to as S-421R), iso-bornylthiocyanoacetate (hereinafter referred to as tanite R) Even if it mix | blends the well-known synergistic effector which is effective, excellent pesticidal effect can be obtained.

Chrysanthate type insecticides are generally unstable to light, heat, oxidants and the like, so that the mixtures of the present invention may be treated with an appropriate amount of antioxidants or UV absorbers such as BHT (butylated hydroxytoluene), BHA (butylated hydroxyanisole, etc.). Various phenol derivatives, such as phenol derivatives, bisphenol derivatives, phenyl-α-naphthylamine, phenyl-β-naphthylamine, arylamines such as condensates of phenetidine and acetone, and benzophenone compounds The composition of can be obtained.

의 등록상품명), O, O-디메틸-O-(2, 2-디클로로비닐)-포스페이트(이하 DDVP이라고 칭함), O, O-디메틸-O-4-시아노페닐 포스포로티오에이트(이하 시아녹스라고 칭함;

의 등록상품명)등과 유기인 살충제, 1-나프틸-N-메틸카르바메이트, 3, 4-디메틸페닐-N-메틸카르바메이트, 3, 5-디메틸페닐-N메틸카르바메이트, 2-이소프로폭시페닐-N-메틸카르바메이트 등과 같은 카르바메이트형 살충제, 크리스론(

)의 등록상품명), 3-펜옥시벤질 크리산테메이트, 5-프로파르길푸르푸릴 크리산테메이트와 기하학적 또는 광학이성체 등과 같은 크리산테메이트형 살충제, 또는 기타의 살충제, 살균제, 살원충제, 아카리사이드, 제초제, 비료 등과 같은 기타의 살페스트제, 세균(Bacillus thuringiensis 또는 Bacillus Moritai)등을 함유하는 살충제조성물과 같은 세균성 살페스트제 또는 곤충호르몬제 등과 같은 기타의 살페스트성 화합물과 배합하여 광범위한 용도에 유용한 각종의 조성물을 얻을 수 있다.The mixtures of the present invention may also contain other pesticidal mixtures, such as organochlorinated insecticides such as DDT, BHC, methcyclocyclo, O, O-dimethyl-O- (3-methyl-4-nitro) phenyl phosphorothioate (hereinafter referred to as Called Sumition;

Registered product name), O, O-dimethyl-O- (2,2-dichlorovinyl) -phosphate (hereinafter referred to as DDVP), O, O-dimethyl-O-4-cyanophenyl phosphorothioate (hereinafter referred to as Called nox;

Organophosphorus insecticide, 1-naphthyl-N-methylcarbamate, 3, 4-dimethylphenyl-N-methylcarbamate, 3, 5-dimethylphenyl-Nmethylcarbamate, 2- Carbamate type insecticides such as isopropoxyphenyl-N-methylcarbamate,

), 3-phenoxybenzyl chrysanthate, 5-propargylfurfuryl chrysanthate and chrysanthate type insecticides such as geometric or optical isomers, or other pesticides, fungicides, insecticides, akari Wide range of uses in combination with other pesticidal agents such as side, herbicides, fertilizers, etc. Various compositions useful for the invention can be obtained.

Insecticidal composition of the present invention is not only sanitary pests such as housefly, mosquitoes, ticks, etc., but also horticultural pests and grain aphids, rice weevil, powdery beetle, plant sucker, rice leaf sucker, red insects, diamond and other moths, aphids, spiders and yarns It can control moths and stored grain pests, and can also be used to control animal parasitic teeth, fleas and many other harmful pests.

In particular, the insecticidal composition according to the present invention can be used safely in the grain and food packaging material before harvesting because it is less toxic and harmless to human beings, and has the advantage of being used safely in garden and green house cultivation.

The preparation and efficacy of the composition of the present invention will be described in detail by the formulation examples and examples.

[Example 1]

0.1 part of Compound (1) is added to each 0.15 part of Compounds (3) and (4), or 0.05 part of Compound (2) is added to each 0.15 part of Compounds (3) and (4). Each of them was dissolved in kerosene so as to obtain four oil spray agents.

[Example 2]

0.02 parts of Compound (2) and 1.0 part of piperonylbutoxide were added to 0.08 parts of each of Compounds (3) and (4), and the mixture was dissolved in kerosene to give a total amount of 100 parts, thereby obtaining two oil spray agents. .

[Example 3]

To each of 6 parts of the compounds (3) and (4) was added 4 parts of compound (2), 5 parts of DDVP, 15 parts of Sorpol SM-200 (trade name of Emulsifier of Oriental Science CO) and 70 parts of xylene, and this mixture was added. Each of them was sufficiently mixed into a solution to obtain two kinds of emulsifiers.

[Example 4]

To 13 parts of each of the compounds (3) and (4) was added 7 parts of compound (2), 5 parts of 3-phenoxybenzyl chrysanthate, 5 parts of sorbol SM-200 and 70 parts of 300 mesh talc, and this mixture was induced respectively. (Mortar) was mixed sufficiently to obtain a hydrate.

[Example 5]

To 1.4 parts of Compounds (3) and (4), 10 parts of 0.6 parts of Saproxane of Compound (2) were added, and the mixture was dissolved in 20 parts of acetone, and then 88 parts of 300 mesh diatomaceous earth were added to the solution to induce the mixture into the mortar. After sufficient mixing, acetone was evaporated off to obtain two dispersants.

[Example 6]

0.45 parts of each of the compounds (3) and (4), 0.15 part of the compound (2) and 0.2 g of BHT were dissolved in 20 ml of methanol, and the solution was dissolved in another portion at a ratio of 3: 5: 1, respectively, And 99.2 g of a mosquito flavor carrier containing wood powder, and then uniformly mixed with methanol, 150 g of water was added to each residue.

[Example 7]

0.06 g of each of the compounds (3) and (4), 0.02 g of the compound (2), 0.02 g of 5-propargylfurfuryl chrysanthate and 0.1 g of piperonylbutoxide are dissolved in an appropriate amount of chloroform, and the solution is After absorbing evenly on the surface of asbestos fragments 3.5cm × 1.5cm and thickness 0.3mm, other asbestos fragments of the same size were attached to the surface to obtain insecticidal compositions which are two kinds of fibrous heating fumigations that can be used in a heating plate. . A pulp plate may be used instead of asbestos as a fibrous carrier having the same effect.

[Example 8]

0.15 parts of compounds (3) and (4), 0.1 parts of compound (1), 1.0 part of piperonylbutoxide and 0.1 parts of criston and 3-phenoxybenzyl chrysatemate, respectively, 6.725 parts of xylene and deodorizing kero Dissolve in 6,725 parts of mixed solution, fill each solution with an aerosol container, attach valves to the container, and fill 85 parts of propellant, ie liquefied petroleum gas, Freon (trade name of DuPont) under pressure through each valve. Got.

[Example 9]

To 0.15 parts of each of the compounds (3) and (4), 0.05 part of the compound (2), 1.0 part of piperonylbutoxide and 0.1 parts of criston and 3-phenoxybenzyl chrythemate are added, and each mixture is xylene. After dissolving in 6.85 parts and 6.85 parts of deodorizing kerosene, this solution was obtained by the same method as Formulation Example 8 to obtain four aerosols.

[Example 10]

0.16 parts of each of the compounds (3) and (4), 0.04 parts of the compound (2), and 0.5 parts of summition and cyanox were dissolved in a mixture of 7.15 parts of xylene and 7.15 parts of deodorized kerosene. Four kinds of aerosols were obtained by the same method as 8.

[Example 11]

0.12 parts each of compounds (3) and (4), 0.08 parts of compound (2) 1.6 parts of piperonyl butoxide, 12.2 parts of deodorizing kerosene and 1 part of emulsifier Atmos 300 (registered trade name of Altas chemical CO) in 50 parts of pure water The emulsion was filled into an aerosol container with a 1: 1 mixture of deodorized butane and deodorized propane to obtain two kinds of hand-made aerosols.

[Example 12]

1.5 parts of each of the compounds (3) and (4), 0.5 parts of the compound (2), 1 part of 2-isopropoxyphenyl-N-methylcarbamate, 5 parts of toyolignin (registered trade name of CT Dongyang Co., Ltd.), and 90 parts of GSM clay (registered trade name of Zieklite Mining CO) was thoroughly mixed in the mortar, and then the mixture was sufficiently mixed with 10% by weight of water, granulated with a granulator, and air dried to obtain two granules.

When the pesticidal action of the composition of the present invention will be described in detail by Examples.

Example 1

About 50 flyworms (Musca domestica) were spun into a glass box of 70 cm ³ and each 0.7 ml of the oil spray agent prepared in Preparation Example 1 was sprayed through a glass sprayer under a pressure of 1.5 kg / cm 2. As a result, more than 80% of adults fell down within 10 minutes.

Example 2

Each 5 ml of the oil spray preparation prepared according to Formulation Examples 1 and 2 was sprayed using the Campbel's turn table method, and then about 100 musca domestica per group were dropped for 10 minutes. Exposure to the spray resulted in more than 80% of flies killed by any of the oil sprays until the next day.

Example 3

를 면적 23㎝×30㎝ 및 깊이 6㎝의 스티렌 용기에 넣은 다음, 여기에 충분히 자란 약 100마리의 북부 집모기유충(Culex pipeus pulleus)을 방사한 결과 유제의 어느 것에나 다음날까지 90%이상의 유충이 살충되었다.The emulsion prepared in Formulation Example 3 was each diluted 200, 000 times with water, and each of the two test emulsions

Was placed in a styrene container with an area of 23 cm x 30 cm and 6 cm deep, and then spun to approximately 100 northern Culex pipeus pulleus, which had grown sufficiently, to 90% or more of the larvae by the next day. This was pesticide.

Example 4

After 45 days of sowing, rice was grown in 1/50, 000 Wagner pots, and 500 times aqueous diluent of each emulsion obtained in Formulation Example 3 was sprayed with 10 ml per pot, and each pot was covered with a wire mesh and about 30 eggs After spinning the leafhopper of the wire into the wire mesh, it was observed that more than 90% of the leafhopper was killed the next day.

Example 5

10 3-4 age Spodoptera litura were placed in a glass petri dish with a diameter of 14 cm, and 1 ml of 200 times aqueous diluent of the emulsion obtained in Formulation Example 3 was sprayed onto the larva using a spray tower. The larvae were then transferred to another petri dish with food, and more than 90% of the slugs were larvae after 2 days.

Example 6

The insecticidal effect of the aerosols obtained from Formulation Examples 8, 9, 10, and 11 against the housefly insects was tested by the aerosol test method using the chamber 6 (P-T) ³ of P-grade. More than 80% of flies were knocked down within 15 minutes after spraying, and the next day more than 70% of flies were killed.

Example 7

About 50 northern mosquito nymphs are spun into a 70 (cm) ³ glass box, and a small electric fan of 13 cm diameter mounted in the glass box is rotated, and then 0.1 g of each mosquito incense obtained in Preparation Example 6 is placed on both ends. When ignited and placed in the center of the bottom of the glass box, it was observed that more than 90% of the mosquitoes were knocked down within 20 minutes, and more than 80% of the mosquitoes were killed the next day.

Example 8

About 50 house flies are spun into a 70 (cm) ³ glass box, the small electric fan installed in the glass box is rotated, and each heating fumigation composition obtained in Formulation Example 7 is placed on an electric heating plate and fumigation in the glass box. As a result, more than 90% of houseflies knocked down within 20 minutes.

Example 9

Each dispersant obtained in Formulation Example 5 was evenly spread on the bottom of a 14 cm diameter petri dish at a rate of 2 g / m 2, butter was applied to the inner wall other than about 1 cm portion from the bottom, and a group of aphids was spun into the dish. 30 minutes of contact with the dispersant resulted in the killing of more than 90% of the knocked down aphids within 3 days of contact.

Example 10

폴리에틸렌제 통에 담긴 물 10

에 제제예 12에서 얻어진 각 과립제 1g을 넣고, 1일후에 북부 집모기의 최종령기 유충 약 100마리를 상술한 물에 방사시켜 유충의 생사를 시간이 경과함에 따라 관찰한 결과, 90%이상의 유충이 24시간 이내에 살충되었다.14

Water in polyethylene tubs 10

1 g of each granule obtained in Formulation Example 12 was added, and after 1 day, approximately 100 larval larvae of the northern colony were spun into the above-described water, and as a result, larvae were observed over time. It was killed within 24 hours.

Example 11

At least 90% of the housefly was obtained by spraying 3 g of each oil obtained in Formulation Example 2 with a pesticidal nebulizer (product of Burgess vibrocrafters, USA) in a chamber of phyt grady pre-spinning about 500 houseflies as in Example 5. Was knocked down within 30 minutes.

Example 12

By growing the cabbage in a greenhouse slugs, the cabbage worm, diamonds, etc. After the parasitic moths artificially to split the greenhouse (H 2m) a section of the area 30 (m) ² of each compartment to each wettable powder 10g obtained in Formulation Example 4 It was observed that the damage of Chinese cabbage did not increase as a result of fumigation using SEARCH.

Example 13

9-15 days after planting in pots, 10-15 sheep red aphids were parasitic per leaf, and left at a temperature of 27 ° C. for 1 week. As a result of spraying 200 times of the aqueous diluent of each emulsion obtained in Formulation Example 3 to the plants at the rate of 10 ml per pollen using a rotary disk, it was observed that the plants were almost intact after 10 days.

Claims (1)

As described above in the text, as an active ingredient, (±) 2-allyl-3-methyl-cyclopent-2-en-1-one-4-yl (+) trans-cryxatemate (Compound (1)) Or (+) 2-allyl-3-methyl-cyclopent-2--2-en-1-one-4-yl (+) trans-cryxatemate (compound (2)) and N- (3, 4, 5 , 6-tetrahydrophthalimido) -methyl (±) cis, trans-cryxanthate (compound (3)) or N- (3, 4, 5, 6-tetrahydrophthalimido) -methyl ( +) A pesticidal composition comprising trans-crylate tetramate (compound (4)) in a weight ratio of 9.5: 0.5 to 0.5: 9.5.

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