KR830002676B1 - Insecticidal and miticidal composition - Google Patents

Abstract

Insecticidal and mitecidal agents consisting of 2-dimethylamino-5,6-dimethylpyrimidin-4-yl-dimethyl carbamate. one or more organic phosphoric compds, methylcarbamate compds, pyrethroid compds., and an inactive carrier were prepd. Thus, 2 parts of pyridapenone, 2 parts of 2-dimethylamino-5,6-dimethylpyrimidin-4-yl-dimethylcarbamate, and 96 parts of talc were mixed and pulverized to give powd. insecticidal agent.

Description

Process for preparing insecticidal acaricide composition

The present invention provides a process for the preparation of an improved pesticidal acaricide composition, more particularly 2-dimethylamino-5,6-dimethylpyrimidin-4-yl-dimethylcarbamate, an organophosphorus compound, a methylcarbamate compound and pyre The present invention relates to a method for producing an insecticidal pesticide composition containing at least one family selected from troid compounds.

In the present invention, the term "organophosphorus compound" refers to S- [1,2-bis (ethoxycarbonyl), ethyl] dimethyl-phosphothioolthioate (malathon), dimethyl 4-nitro-m-tolyl -Phosphothioate (MEP), S- [α- (ethoxycarbonyl) benzyl] dimethyl-phosphorothiolthioate (PAP), dimethyl 4-methylthio-m-tolyl-phosphothioate (MPP) , Diethyl 2,3-dihydro-3-oxo-2-phenyl-6-pyrazazinyl-phosphothioate (pyradentathione), diethyl 2-isopropyl-6-methyl-4-pyrimidyl -Phosphothioate (diazinone), O, S-dimethyl-N-acetylphosphoamidothioate (acetate), dipropyl-p-methylthiophenyl-phosphate (propaphos), 2-chloro-1 -(2,4,5-trichlorophenyl) vinyl-dimethylphosphate (CVMP), dimethyl-S- (N-methylcarbamoylmethyl) phosphorothiolthioate (dimethate), 1-phenyl-1, 2,4-triazol-3-yl O, O-diethylthionophosphate (Triazofoss), O, O-diethyl-O- (2-quinoxalyl) phosphorothioate (quinalforce), p-cyanophenyl-dimethyl-phosphothioate (CYAP), S- (2 -Acetamidoethyl) dimethyl-phosphothiolthioate (DAEP), diethyl S-2-ethylthioethyl) -phosphphotothiolthioate (ethylthiomethone), dimethyl S- [2- (1-methylcar Barmoylethylthio) ethyl] phosphorothioate (bamidothione), p-cyanophenyl-ethyl-phenylphosphothioate (CYP), 2-chloro-1- (2,4-dichlorophenyl) vinyldi Ethyl phosphate (CVP), 2-methoxy-4H-1,3,2-benzodioxaphosphorin-2-sulfide (salitione), 2,2-dichlorovinyl-dimethyl-phosphate (DDVP), Sp- Chlorophenyl-dimethyl-phosphothioate (DMCP), dimethyl-2,2,2-trichloro-1-hydroxyethylphosphonate (DEP), dimethyl-3,5,6-trichloro-2-pyri Dyl-phosphothioate (chloropyriphosphmethyl), dimethyl-S-phthalimidomethyl-force Rothiol Thionate (PMP), Ethyl-p-nitrophenyl-phenylphosphonothioate (EPN), Diethyl-3,5,6-trichloro-2-pyridyl-phosphothioate (chloropyriphos) , Diethyl-5-phenyl-3-isoxazolyl-phosphorothionate (isoxathione), S- (N-portmill-N-methylcarbamoylmethyl) dimethyl-phosphothionate (poromothione) ), S- (2-ethylthioethyl) dimethyl-phosphothiolthioate (thiomethone), S-2- (isopropylthio) ethyl-dimethyl-phosphothiolthioate (isothionate), S- ( 4,6-diamino-1,3,5-triazin-2-ylmethyl) dimethyl-phosphothiolthioate (menazone, O- (2-diethylamino-6-methylpyrimidin-4-yl ) O, O-dimethyl-phosphothioate (pyriphosphomethyl), 2-diethylamino-6-methyl-4-pyrimidinyl-diethyl-phosphothioate (pyriphosphoethyl), 2- Diethylamino-6-methylpyrimidin-4-yl-dimethyl-phosphothioate (pyrimido Compounds belonging to known organophosphorus insecticides such as methyl) and known organophosphorus compounds such as S-benzyl-diisopropyl-phosphothiolate (IBP) and O-ethyl-diphenyl-phosphorodithiolate (EDDP) Means a compound belonging to a fungicide.

In the present invention, the term "methylcarbamate compound" refers to m-tolylmethyl carbamate (MTMC), O-cumenyl-methylcarbamate (MIPC), O-sec-butylphenyl-methylcarbamate ( BPMC), O-isopropoxyphenyl-methylcarbamate (PHC), 3,4-xylyl-methylcarbamate (MPM), 3,5-xylyl-methylcarbamate (XMC), 1- It means the compound belonging to well-known carbamate agents, such as naphthyl- methyl carbamate (NAC) and 3-tolyl-Nn-propyl carbamate (MTMC-Z).

In the present invention, the term "mirretoid crab compound" refers to α-cyano-3-phenoxybenzyl-α-isopropyl-p-chlorophenylacetate (fenvalerate), 3-phenoxybenzyl-2,2 -Dimethyl-3- (2,2-dichlorovinyl) cyclopropane-1-carboxylate (palmsrin), α-cyano-3-phenoxybenzyl-2,2-dimethyl-3- (2,2- Dichlorovinyl) cyclopropanecarboxylate (cifemethrin), (±) -3-allyl-2-methyl-4-oxo-2-cyclopentyl (±) -cis, trans-cresensor stop monocarboxylate The compound which belongs to a well-known miretroid insecticide, such as (Allelin), is meant.

In recent years, the versatile use of insecticidal acaricides has led to the development of resistance to various pests, leading to the development of drug resistance in the Nephotetix cindticeps, the various mites, and the various aphids. It has been recognized. In addition, hygiene pests (Musca domestica) and mosquitoes have become more and more difficult to control their development of resistance has become a big problem. Therefore, there has been a great demand for effective insecticides against insects and mites that are resistant to medicinal herbs.

An object of the present invention is to provide a method for producing an insecticidal insecticide composition that can effectively control insects and mites that are resistant to conventional insecticidal insecticides.

The composition according to the present invention is 2-dimethylamino-5,6-dimethylpyrimidin-4-yldimethylcarbamate (hereinafter referred to as compound) (a), organophosphorus compound, methylcarbamate compound and pyretroit compound At least one compound (b) selected from among, and characterized in that the composition with the inert carrier (c).

The inventors have found that a mixture of Compound A with at least one compound selected from organophosphorus compounds, methylcarbamate compounds, and pyrethroid compounds may be used in various insect pests (eg, end alliance insects) resistant to conventional insecticides. And mites) have been found to have a very strong synergistic effect. What is surprising is that Compound A, which has been known only as an aphid-only agent to date, is chemically called pyrimidinecarbamate and is completely different from phenylcarbamate and the like, and therefore has not been considered effective against pests except aphids.

In the composition according to the present invention, the content of Compound A in the total active ingredient is preferably 10 to 90% by weight, more preferably 30 to 70% by weight, particularly preferably 50% by weight.

The composition according to the present invention may be mixed with Compound A and at least one compound selected from organophosphorus compounds, methylcarbamate compounds and pyrethroid compounds and various known solid or liquid carriers or the above-mentioned effective ingredients in a suitable solvent. By dissolving silver, it can be formulated as a powder, a hydrate, an emulsion, or a granule. The amount of the active ingredient in the composition thus obtained is preferably 1% by weight or more, and more preferably 2 to 70% by weight. In more detail, the preferred content of the total amount of active ingredients is as follows according to the formulation type of the composition.

Powder: 2 to 5 wt%

Hydrating agent: 40 to 70% by weight

Granules: 3 to 6% by weight

Emulsion: 20-50 wt%

The amount of the composition according to the present invention is preferably in the range of 1 to 50 g / a, more preferably 4 to 30 g / a, most preferably 10 to 16 g / a as an active ingredient in rice fields or upland areas. When rice is used for planting technology with rice, it is convenient to use granules, but it can also be used as oil, hydrating powder or powder. The amount used in this case is preferably 1 g / a to 20 g / a as the active ingredient.

Illustrating pests and mites that can be controlled with the composition according to the present invention is as follows.

Hemiptera

Nephotetttix concticeps UHHLER

Sogota furcifera HORVATH

Pleurotus (Nilaparvata lugens STAL)

Laodelphax Striatellus FALLEN

General view (목 目, Thysanoptera)

Thripes oryzae WILIAMS

Tripps tabaci KINDEMAN

目)This

目)

Pedicurus humanus LINNE

Haematopinus eury sternus NITZSH

Lepidoptera,

Chilo suppressalis WALIER

Tobacco Seminar (Prodenia Litura FABRICUS)

Chinese cabbage butterfly (Pieries rapae LINEAEUS)

Chinese cabbage moth (Plutella xylostella LINNE)

Diptera

Musca domestica vicina Macquart

Culex pipiens Pallens Coquillett

翅目, Coleoptera)Grass tree (

翅 目, Coleoptera)

Ladybug (Epilachna sparsa orientalis DIEKE)

Red Bean Weevil (Callosobruchus chinensis LINNE)

Rice leaf beetle (Lema oryzae KUWAYAMA)

Aulacophora femoralis MOTSCHULSKY

Hymenoptera

Arge pagana panzer

Chinese cabbage leaf (Athalia japonensis ROHWER)

Direct view (Orthoptera)

Locusta migratoria danica LINNE

Small winged grasshopper (Oxya Japonica WILLEMSE)

Phyllodromia germanica LINNE

Periplaneta japonica KARNY

Acarina

Spotted Mite (Tetranychus urticae KOCH)

Tetranychus telarius LINNE

Tetranychus Kanzawai KISHIDA

Panonychus citri

Boophilus annulatus

Buffhilus Anulatus

By using the composition according to the present invention, it is possible to almost completely control the above-mentioned pest mite, which was very difficult to control in the conventional pesticide acaricide.

Hereinafter, the present invention will be described in more detail with reference to the preparation examples of the compositions of the present invention and the insecticidal killing effect test, which are described only to explain the present invention. It is not limited. In addition, "part" of all means a part by weight, and the name of a test compound of an Example follows the above-mentioned name.

[Production of composition]

Example 1

2.0 parts of pyridazenones, 2.0 parts of Compound A, and 96.0 parts of talc were mixed and ground to be a bonsai.

Example 2

30.0 parts of acetate, 20.0 parts of Compound A, 2.0 parts of Gosenol (trade name, Japanese Synthetic Chemical Industry Co., Ltd.), and 48 parts of talc were mixed and ground to obtain a hydrate.

Example 3

3 parts of pyridapention, 1.5 parts of MTMC, 1.5 parts of Compound A, and 95 parts of clay were mixed and ground to obtain a powder.

Example 4

30.0 parts of pyridaphenone, 20.0 parts of compound A, and 5 parts of surfactant were disperse | distributed in water, and it was set as an emulsion.

Example 5

3 parts of pyridentapention, 2 parts of compound A, and 95 parts of bentonite were mixed and ground to obtain a powder. Next, an appropriate amount of water was added to granulate the powder to adjust to an appropriate particle size.

Example 6

Penvalate 0.5 part, compound. 1.5 parts and 98 parts of clays were mixed and ground to obtain a powder.

Example 7

2.0 parts of pyridapentaions, 2.0 parts of IBP, 2.0 parts of Compound A and 94 parts of clay were mixed and ground to obtain a powder.

Example 8

Spraying 50, 100, and 200 ppm solutions of test compounds to rice seedlings in pots ranging from 3 to 4 leaves, covered with gold mesh cylinders after air drying, and resistant to organic and methylcarbamate agents that have been continuously incubated in the laboratory. Male adult cicada larvae (Nakagawara strains) were left at 30 / port. Next, the pot was left in a room at 25 ° C. for 12 hours, and then insect mortality was examined. The results are shown in the first table.

[Table 1]

Example 9

Each test compound was dissolved in acetone to prepare a solution having the desired concentration. The topical treatment device was used for topical treatment in the chest at 0132 μl per Nakagawara chimney caterpillar anesthetized with carbon dioxide. The topically treated insects were placed in 2 to 3 leafy rice seedlings planted in the pots immediately before being covered with a gold tube. The pot was left for 24 hours in a room temperature of 29 ℃, and then insect mortality was examined.

The mixing ratio of the mixture was 1: 1 (weight ratio), and the LD ₅₀ value of the mixture was represented by the total amount of the two compounds. In addition, the determination of the synergistic effect was calculated according to the method of Sun and Johnson. The results are shown in Table 2.

[Table 2]

1) The LD ₅₀ value of IBP and Compound A was set to 500 μg / g when calculating the synergy coefficient.

2) The synergy coefficient is determined to be synergistic when it is 100 or more.

Example 10

The insecticide effect of the compound of the present invention on insecticide-resistant mites was investigated.

Cotton wool was put in a petri dish with a diameter of 5 cm, and water was impregnated. The green leaf discs of the kidney beans were stamped with holes and then placed on the cotton wool as described above.

10 mites were inoculated per green leaf disc and 1.0 m of each test compound solution was sprayed uniformly. The petri dishes were left for 24 hours in a room temperature of 25 ° C., and then mortality was examined under a stereoscopic microscope. The results are shown in Table 3.

The mixing ratio of the mixture was 1: 1 (weight ratio), and the concentration of the mixture was expressed by the total amount of the active ingredients.

[Table 3]

Example 11

The emulsion of each test compound was diluted with water to make the concentration of the active ingredient 5 ppm. 100 ml of this solution was put into a polyethylene cup having a diameter of 5 cm, and rice seedlings were hydroponically grown so that the active ingredient was absorbed into the roots of the rice seedlings.

Rice seedlings were covered with a 100 mesh gold mesh cylinder and 20 male adult insects (Nakagawara) were left per cup. After 24 hours of standing, the number of live and dead larvae was examined to determine the mortality. In addition, the pests were left every days to investigate the persistence of the insecticidal power.

The results are shown in Table 4. The mixing agent set the mixing ratio to 1: 1 (weight ratio).

[Table 4]

Example 12

Cultivated rice seedlings (Nihonbare strains) in the rice seedlings box (60cm × 30cm × 3cm) by the usual method, and sprayed 50g per rice seedling box after 21 days of sowing (planting day) The sprinkler was sprayed with an appropriate amount of water.

Three hours after the reagents were transplanted in a batch of 5/5 pots from a rice seedling box in an 1/5000 aare pot (to be padded with soil and water).

The pot was covered with a gold tube, and 20 male adult insects (Nakagawara) were left on rice seedlings. After 24 hours, live and mortality was examined to determine mortality.

In addition, the persistence of the insecticidal power was also examined in the same manner as in Example 11, and the results are shown in Table 5.

In addition, the ratio of the mixture was made into 1: 1 weight ratio.

[Table 5]

Example 13 (weak test)

Cultivate rice seedlings (Nihonbare strains) in a rice seedlings box (60cm × 30cm × 3cm) by the usual method, and spray test powder 50g per rice seedling box 21 days after planting (planting day) The sprinkler was sprayed with an appropriate amount of water.

Three hours after the reagent, the pots were transplanted in a 1/5000 ar pot (put soil, add water) to a bundle of 5 per pot from a rice seedling box.

20 days after transplantation, the presence or absence of a drug was observed and investigated. The results are shown in Table 6. In addition, the ratio of the mixing agent was 1: 1 weight ratio.

[Table 6]

1) o-sec-butylphenyl methylcarbamate

2) m-tolyl methylcarbamate

Claims (1)

2-dimethylamino-5,6-dimethylpyrimidin-4-yl-dimethylcarbamate (a); At least one selected from an organophosphorus compound, a methyl carbamate compound and a pyrethroid compound, compound (b); And an inert carrier (c), the amount of the active ingredients (a) and (b) is 1% by weight or more, preferably 2 to 70% by weight, based on the total amount of the composition, and the amount of the active ingredient (a) is effective. 10 to 90% by weight, preferably 30 to 70% by weight, most preferably 50% by weight, relative to the amounts of components (a) and (b).