JPS63179804A - Insecticide - Google Patents

Abstract

PURPOSE:To obtain an insecticide effective for controlling sanitary insect pests such as cockroaches, insect pests in paddy fields, such as Chilo suppressalis Walker, containing a compound selected from deoxyprepacifenol, isolaureatin and laureatin as an active ingredient. CONSTITUTION:An insecticide containing one or more compounds selected from deoxyprepacifenol shown by formula I, isolaureatin shown by formula II and laureatin shown by formula III as an active ingredient. When used, the active ingredient may by directly used or mixed with a solid carrier, liquid carrier, gas carrier, etc., into an agent such as emulsion, dust, aerosol, and used. The content of the active ingredient compound in the agent is 0.01-95wt.%. The active ingredient compound is obtained by operations such as extraction, purification, isolation, from seaweeds such as seaweed belonging to the genus Laurentia by ordinary method of natural substance extraction.

Description

DETAILED DESCRIPTION OF THE INVENTION Industrial Application Field The present invention relates to an insecticide characterized by containing compounds represented by the following formulas [1] to [1] as active ingredients.

(deoxypropaciphenol, hereinafter referred to as compound (1)) (hereinafter referred to as isoloureatine, hereinafter referred to as compound mackerel). ) (laureatin, hereinafter referred to as compound (8)) <Problems to be solved by conventional techniques and the invention> Compound (1) was developed by Irel and et al.
It was isolated and structure determined from ca (J, o
rg, chem, -02°2461 (1976))
, Laurencia okam
urai Yamada) (Phytochemistry, 21
.

2410 (1982)).

Compounds (2) and (8) were developed by Irie et al.
ada) and its structure was determined from (
Tetrahedron, 26. 851 (197G
) ).

However, it has not been known until now that compounds (1) to (8) have insecticidal activity.

<Means for solving the problem> The present inventors discovered that a substance extracted from urasozo with an organic solvent has insecticidal activity, and as a result of searching for the insecticidal active substance, compounds (1) to (8) were found. The present invention was completed based on the new finding that the compound has a significant insecticidal effect on various pests.

This insecticide containing compounds (1) to (8) as active ingredients is effective against sanitary pests such as houseflies, mosquitoes, and cockroaches;
Paddy field pests such as leafhoppers, planthoppers, stink bugs, and nocturnal beetles; field crop pests such as fall armyworm, diamondback moth, green caterpillars, and aphids; fruit tree pests such as leafhoppers and spider mites; grain storage pests such as the black weevil, the stag beetle, and the black-and-white beetle; and ticks. It can be used to control livestock pests such as.

Compounds +1) to (8), which are the active ingredients of the insecticide of the present invention, can be obtained, for example, from seaweed of the genus Laurentia by performing operations such as extraction, purification, and isolation using ordinary natural product extraction techniques. . Specific examples are shown below as reference examples.

Reference example: Urasozo (Laurenciani), which was naturally dried after collection.
pponica Yamada) was pulverized with a mixer, and 200 pieces of the obtained pulverized product were immersed in 11 ml of chloroform and left overnight at room temperature.

The chloroform solution was then filtered, the P solution was placed under reduced pressure, and the solvent was distilled off to obtain 2.2y of a dark green viscous oil. A cylindrical glass column with an inner diameter of Bag height 800I was filled with 80 g of silica gel by a wet method using hexane, and the above oily substance 2.21 was placed on the top of the silica gel, and then filled with hexane and then a mixed solvent of hexane and ethyl acetate. They eluted sequentially. The 210y9 oil obtained by distilling off the solvent of the fraction eluted with hexane-ethyl acetate (V/V-80/1) was diluted with silica gel using hexane-ethyl acetate (V/V-25/l) as a developing solvent. Compound (1) with an Rf value of 0.75 by treatment with layer chromatography
I got it.

Furthermore, hexane-ethyl acetate (V/V-20/1)
580■ obtained by distilling off the solvent of the fraction eluted with
The oil was dissolved in hexane-ethyl acetate (V/V-2071).
By processing with silica gel thin layer chromatography using the following as a developing solvent, the Rf values were 0.70 and 0.70, respectively.
65 (odor and compound (8)) was obtained.

The structures of compounds (1) to (8) were confirmed by comprehensive spectral data and comparison with physical property data described in the above literature.

When compounds (1) to (8) are used as active ingredients of insecticides, they may be used as they are without adding any other ingredients, but they are usually used in combination with solid carriers, liquid carriers, gaseous carriers, or interfaces. It can be mixed with active agents, other formulation auxiliaries, baits, etc., or impregnated into base materials such as incense sticks and mats to create emulsions, hydrating agents, etc.
It is used in formulations such as powders, granules, oils, aerosols, heated fumigants for mosquito coils and electric mosquito mats, fogging agents for fogging, non-heated fumigants, poison baits, etc.

These preparations contain compounds (1) to (8) as active ingredients.
) is 0.01% to 95% by weight. As solid carriers, fine powders or granules such as kaolin clay, attapulgite clay, bentonite, acid clay, pyrophyllite, talc, diatomaceous earth, calcite, corn cob flour, walnut flour, urea, ammonium sulfate, and synthetic hydrous silicon oxide are used. Liquid carriers include kerosene, aliphatic hydrocarbons such as kerosene, benzene, toluene,
Aromatic hydrocarbons such as xylene and methylnaphthalene; halogenated hydrocarbons such as dichloroethane, trichloroethylene, and carbon tetrachloride.

Alcohols such as ethylene glycol and cellosolve; ketones such as acetone, methyl ethyl ketone, cyclohexanone and isophorone; ethers such as diethyl ether, dioxane and tetrahydrofuran; esters such as ethyl acetate; nitriles such as acetonitrile and isobutyronitrile;
Acid amides such as dimethylformamide and dimethylacetamide, dimethyl sulfoxide, and soybean oil.

Examples include vegetable oils such as cottonseed oil. Examples of the gaseous carrier include chlorofluorocarbon gas, LPG (liquefied petroleum gas), dimethyl ether, and the like. Surfactants used for emulsification, dispersion, wet carbonization, etc. include alkyl sulfate salts,
Anionic surfactants such as alkyl (aryl) sulfonates, dialkyl sulfosuccinates, polyoxyethylene alkylaryl ether phosphate ester salts, naphthalene sulfonic acid formalin condensates, polyoxyethylene alkyl ethers, polyoxyethylene polyoxy Examples include nonionic surfactants such as propylene block copolymers, sorbitan fatty acid esters, and polyoxyethylene sorbitan fatty acid esters. Examples of formulation aids such as fixing agents and dispersants include lignin sulfonate alginate, polyvinyl alcohol, gum arabic, molasses, casein, gelatin, CMC (carboxymethyl cellulose), pine oil, agar, etc. Stabilizers As, P.A.
P (isopropyl acid phosphate), alkyl phosphate such as TCP (tricresyl phosphate), vegetable oil, epoxidized part,
Examples include the surfactants mentioned above, antioxidants such as BHT and BHA, fatty acid salts such as sodium oleate and calcium stearate, and fatty acid esters such as methyl oleate and methyl stearate.

Examples of formulations are shown below. Parts are parts by weight.

Formulation Example 1 0.2 parts of each of compounds (1) to (8), 2 parts of xylene, and 97.8 parts of white kerosene are mixed to obtain an oil solution.

Formulation Example 2 10 parts each of Compounds (1) to (8), 14 parts of polyoxyethylene styrylphenyl ether, 6 parts of calcium dodecylbenzenesulfonate and 70 parts of xylene are thoroughly mixed to obtain an emulsion.

Formulation Example 8 20 parts each of compounds (1) to (8), 10 parts of fenitrothion, 8 parts of calcium lignosulfonate, 2 parts of sodium lauryl sulfate, and 66 parts of synthetic hydrous silicon oxide are thoroughly ground and mixed to obtain a wettable powder. .

Formulation Example 4 5 parts each of the compounds (1) to (8) of the present invention, 1 part of synthetic hydrated silicon oxide, 2 parts of calcium lignin sulfonate, 80 parts of bentonite and 62 parts of kaolin clay were thoroughly ground and mixed, and water was added. After thoroughly kneading, the mixture is granulated and dried to obtain granules.

These preparations are used as they are or diluted with water. In addition, other insecticides, acaricides, nematicides, fungicides,
It can also be used as kernels mixed with herbicides, plant growth regulators, fertilizers, soil conditioners, etc.

When using compounds (1) to (8) as insecticides, the application rate is usually 5y-50 (l) per 10 are; when applying emulsions, wettable powders, etc. diluted with water, The application concentration is 2000 ppm to 1000 ppm, and powders, granules, oils, aerosols, etc. are applied as preparations without any dilution.

Incidentally, the compounds (1) to (8) can also be used as crude extracts obtained by extraction from animals and plants without being isolated or purified.

Next, a test example is shown.

Test Example 1 An emulsion of the following compound obtained according to Formulation Example 2 was diluted with water to a concentration of 8.51) pm. Diluent 100-1
The larvae were placed in an 80-polymer cup and 20 final instar Culex Culex larvae were released. The survival and death of the animals was investigated on the day after release.

After that, food was added to each plot, and when all of the untreated plots had emerged, the inhibition rate of emergence was investigated.

The mortality rate and emergence inhibition rate were each divided into the following eight levels and displayed.

(Death rate) A: 90% or more B: Less than 90%
1O% C: less than 10% (inhibition rate of emergence) A: 90% or more B: less than 90% to 80% C: less than 80% The results are shown in Table 1.

Table 1 Test Example 2 A 50-fold dilution of an emulsion of the following compound obtained according to Formulation Example 2 in water (equivalent to 2000 ppm) 2 ffl/18
Impregnated with artificial bait for Spodoptera spp., diameter 11
It was placed in a cm+ polyethylene cup. Ten fourth-instar Spodoptera larvae were released into the larvae, and after 6 days, the survival rate was determined by examining whether they were alive or dead (2 repetitions).

The results are shown in Table 2.

Table 2 <Effects of the invention> The insecticide of the present invention is effective against various sanitary pests, paddy field pests, upland crop pests,
It is useful for controlling fruit tree pests, grain storage pests, livestock pests, etc.

Claims (1)

[Claims] An insecticide characterized by containing as an active ingredient one or more types selected from the group of compounds consisting of deoxypropacyphenol, isolaureatin, and laureatin.