JPS59212412A - Plant disease-combatting agent - Google Patents

Abstract

PURPOSE:A plant disease-combatting agent that contains, as an active ingredient, a specific thionophosphoric acid amide, thus showing preventive, curative and systemic effects against a wide range of plant diseases such as downy mildew or late blight. CONSTITUTION:The objective plant disease-combatting agent contains, as an active ingredient, 0.1-99.9wt%, preferably 1-99wt% of a thionophosphoric acid amide derivative of the formula (R1 is sec-butyl, isopropyl; R2 is methyl, ethyl). Since the resultant agent has preventive, curative and systemic effect against plant diseases caused by fungi in Phycomycetes such as downy mildew or late blight, it is used in fields, orchards, tea gardens, pastures and lawns.

Description

DETAILED DESCRIPTION OF THE INVENTION [In the formula, R1 represents a 5ee-butyl group or an isopropyl group, and E represents a methyl group or an ethyl group. ] The present invention relates to a plant disease control agent containing a thionophosphoric acid amide derivative represented by the following as an active ingredient.

Thionophosphoric acid amide derivatives represented by general formula (1)
Although it is described in Publication No. 0525, there is no mention of whether it can be used as an active ingredient of a direct disease control agent.

The present inventors have demonstrated that these compounds have preventive, curative, or systemic effects on many spot diseases, particularly those caused by plant pathogens belonging to algal fungi, such as downy mildew and late blight. It has been found that it has a pesticidal effect and can therefore be used as an active ingredient in a plant disease control agent for fields, orchards, tea gardens, pastures, lawns, etc.

Plant pathogenic bacteria belonging to the phytofungi include Peronospora brassicae, a fungus that causes downy mildew on vegetables and radish.
), spinach downy mildew fungus (Peronospora
5pinaciaeχ Tobacco downy mildew fungus (Perono
spo, ra tabacina), cucumber downy mildew fungus (Pseudoperonospora cube-
nsis), grape downy mildew fungus (Plasmopara
vit-icola), downy mildew fungus of Apiaceae plants (P
lasmoparanivea), apple, strawberry,
Phytophthora Phytophthora
cactorum), tomato, 'f Gray blight of lily (Phytophthora caps-ici)
, Pineapple Jl/(F) Phytophth
orac innamomi), Phytophthora 1nfe of potatoes, tomatoes, and eggplants.
stans), Phytophthora blight (Ph.
ytophthora n1cotianaevar
n1cotianae), cucumber seedling blight fungus (Pyt
hium aphanidermatum), spinach damping-off fungus (Pythium sp, ), brown snow rot fungus (Pythium sp, ), tobacco seedling damping-off fungus (Pythi budaryanum), soybean P
ythium Rot (Pythiumaphan
idermatum, P, debaryanum, P
, irregular.

Pomyr iotylum, P, ult imn
m) etc.

The thionophosphoric acid amide derivative represented by the general formula (1) is
It can be manufactured by the manufacturing method described in the above-mentioned publication. Specific examples are shown in Table 1.

Table 1 Phosphoric acid amide derivative When the thionophosphoric acid amide derivative represented by the general formula (I) is used as an active ingredient of a plant disease control agent, it may be used as it is without adding any other ingredients, but it is usually used in a solid carrier. ,
It is mixed with liquid carriers, surfactants, and other formulation auxiliaries to formulate emulsions, wettable powders, suspensions, granules, powders, etc.

These preparations contain a thionophosphoric acid amide derivative represented by the general formula (I) as an active ingredient in a weight ratio of o, i to 9.
It contains 9.9%, preferably 1 to 9996.

Solid carriers include fine powders such as kaolin clay, attapulgite clay, bentonite, acid clay, pyrophyllite, talc, diatomaceous earth, calcite, corn cob powder, walnut shell powder, urea, ammonium sulfate, and synthetic hydrous silicon oxide. There are granules, and liquid carriers include xylene,
Aromatic hydrocarbons such as methylnaphthalene, alcohols such as isopropanol, ethylene glycol, cellosolve,
Ketones such as acetone, cyclohexanone, isophorone,
Examples include vegetable oils such as soybean oil and cottonseed oil, dimethyl sulfoxide, acetonitrile, and water.

Surfactants used for emulsification, dispersion, wetting layers, etc. include alkyl sulfate salts, alkyl (aryl) sulfonates, dialkyl sulfosuccinates, polyoxyethylene alkylaryl ether phosphate salts, and naphthalene sulfones. Examples include anionic surfactants such as acid-formalin condensates, nonionic surfactants such as polyoxyethylene alkyl ethers, polyoxyethylene polyoxypropylene block copolymers, sorbitan fatty acid esters, and polyoxyethylene sorbitan fatty acid esters. Formulation auxiliaries include lignin sulfonate, alginate, polyvinyl alcohol, gum arabic, and CMC (
carboxymethyl cellulose), PAP (isopropyl acid phosphate), etc.

Examples of formulations are shown below. The thiono' phosphoric acid amide derivatives represented by the general formula [I] are indicated by compound numbers in Table 1. Parts are parts by weight.

Formulation Example 1 Compound (1) 50 parts, calcium ligninsulfonate 3
1 part, 2 parts of sodium lauryl sulfate, and 45 parts of synthetic hydrated silicon oxide are thoroughly ground and mixed to obtain a wettable powder.

Formulation Example 2 10 parts of compound (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 2 parts of compound (4), 1 part of synthetic hydrous silicon oxide, 2 parts of calcium lignin sulfonate, 80 parts of bentonite and 65 parts of kaolin clay were thoroughly ground and mixed, water was added and the mixture was thoroughly kneaded. The granules are dried to obtain granules.

Formulation Example 4 25 parts of compound (2), 8% polyoxyethylene sorbitan monooleate), 0M08i and 69 parts of water are mixed and wet-milled until the particle size becomes 5 microns or less to obtain a suspension.

Formulation Example 5 2 parts of compound (1), 88 parts of kaolin, clay, and 10 parts of talc are thoroughly ground and mixed to obtain a powder.

These preparations can be applied directly or diluted with water, sprayed on foliage, sprinkled on the soil, mixed with powder, or applied to the soil. Furthermore, by mixing and using it with other plant disease control agents, it can be expected that the control effect will be enhanced. Furthermore, insecticides, acaricides, nematicides, herbicides, plant growth regulators,
It can also be used in combination with fertilizers, soil conditioners, etc.

When the thionophosphoric acid amide derivative represented by general formula CI) is used as an active ingredient of a plant disease control agent, the application amount is usually 0.05y-ioooy per are, preferably O,lf to 200f, and the emulsion , wettable powders, suspensions, etc., when diluted with water and applied, the application concentration is 0.
．． 0005% to 1%, preferably 0.00191) to 0
．． 2%, and granules, powders, etc. are applied as is without any dilution.

Next, test examples will show that the thionophosphoric acid amide derivative represented by the general formula (I) is useful as an active ingredient of a plant disease control agent. The derivatives are indicated by compound numbers in Table 1, and the compounds used for comparison are indicated by compound symbols in Table 2.

Table 2 Control efficacy is determined by visually observing the disease state of the test plants at the time of investigation, that is, the degree of bacterial flora and lesions on leaves, stems, etc., and if no bacterial flora or lesions are observed, it is rated "5". , "4" if approximately 10% is recognized, "8" if approximately 80 copies are recognized, "2" if approximately 50 copies are recognized, "l" if approximately 70 copies are recognized.
'', if there is no difference from the disease onset state when no compound is tested, it is evaluated as ``0'', and evaluated on a 6-level scale from 0 to 5, and indicated as 0.1.2.8.4.5. .

Test Example 1 Cucumber and disease control test (preventive effect) Fill plastic pots with sandy loam, sow cucumbers (Sumo Half Day), and grow in a greenhouse for 14 days. A test compound made into an emulsion according to Formulation Example 2 was diluted with water to a predetermined concentration and sprayed on the foliage of cucumber seedlings with developed cotyledons. After spraying, cucumbers and diseased bacteria (Pseudoperonos-
A spore suspension of P. pora cubensis was inoculated by spraying. After inoculation, the plants were grown for 1 day at 20° C. under humid conditions and then for 5 days in a greenhouse, and their pesticidal efficacy was investigated.

The results are shown in Table 3.

Table 8 Test Example 2 Cucumber and disease control test (therapeutic effect) A plastic pot was filled with sandy loam, and cucumbers (Sumo Hanshiro) were sown and grown in a greenhouse for 14 days. Cucumber and diseased bacteria (P5eudop) are present on cucumber seedlings with expanded cotyledons.
ernospora cubensis) was inoculated by spraying. After inoculation, the test compound was grown for 1 day at 20° C. in a humid environment, made into an emulsion according to Formulation Example 2, diluted with water to a predetermined concentration, and sprayed on the foliage so that it would sufficiently adhere to the leaf surface. After spraying, the plants were grown in a greenhouse at 20°C for 5 days, and their control efficacy was investigated. The results are shown in Table 4.

Table 4 Test Example 3 Cucumber and disease control test (osmotic transfer effect) Plastic pots were filled with sandy loam, and cucumbers (Sumo Half Day) were sown and grown in a greenhouse for 8 days. A test compound prepared as an emulsion according to Formulation Example 2 was diluted with water, and a predetermined amount of the test compound was sprinkled onto the soil of cucumber seedlings with developed cotyledons. Cultivated in a greenhouse for 6 days after irrigation, cucumbers and diseased bacteria (Pse
A spore suspension of udopernospora cubensis was inoculated by spraying. After inoculation, 58 plants were grown in a greenhouse for 1 day under humid conditions, and the pesticidal efficacy was investigated. The results are shown in Table 5.

Table 5 Test Example 4 Grape vine disease control test (therapeutic effect) A plastic pot was filled with sandy loam, grapes (neomuscat seeds) were sown, and grown in a greenhouse for 50 days. Grape beetles and diseased bacteria (Pla
A spore suspension of S-mopara viticola) was inoculated by spraying. After inoculation, the test compound was grown for 1 day at 25° C. under humid conditions, made into an emulsion according to Formulation Example 2, diluted with water to a predetermined concentration, and sprayed on the foliage so that it would sufficiently adhere to the leaf surface. After spraying, the plants were grown in a greenhouse at 28°C for 10 days, and their control efficacy was investigated. The results are shown in Table 6.

Table 6 Test Example 5 Potato late blight control test (therapeutic effect) A plastic pot was filled with sandy loam, potatoes (Baron) were sown, and grown in a greenhouse for 60 days.

These seedlings are infected with potato late blight fungus (Phytophth-o).
ra 1nfestans) was inoculated by spraying. After inoculation, the test compound was grown for 1 day at 20° C. in a humid environment, made into an emulsion according to Formulation Example 2, diluted with water to a predetermined concentration, and sprayed on the foliage so that it would sufficiently adhere to the leaf surface. After spraying, the plants were grown for 6 days at 20°C under humid conditions, and their control efficacy was investigated. The results are shown in Table 7.

Table 7

Claims (1)

[Claims] [In the formula, R1 represents a 5ec-butyl group or an isopropyl group, and R2 represents a methyl group or an ethyl group. ] A plant disease control agent characterized by containing a thionophosphoric acid amide derivative represented by the following as an active ingredient.