JPS59212413A - Plant disease-combatting agent - Google Patents

Abstract

PURPOSE:A plant disease-combatting agent that contains, as an active ingredient, a thionophosphoric acid amide derivative, thus showing preventive, curative and systemic effect against dieases caused by fungi in Phycomycetes such as downy mildew or late blight in fields, orchards,tea gardens, pastures and lawns. CONSTITUTION:The objective agent contains, as anactive ingredient, 1-99wt% of a compound of the formula (R1, R2 are lower alkyl; X is halogen, methylthio, trifluoromethyl). The resultant agent has preventive, curative and systemic effects against a variety of plant diseases caused by fungi in Phycomycetes and it is suitably used in controlling, e.g., downy mildew in green vegetables, raddish, tobacco or grape, late bllight in apples and ginseng or damping-off in cucumber and spinach.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention is based on the general formula (D kls [wherein R1 and R2 are the same or different and represent a lower alkyl group, and X represents a halogen atom, a methylthio group or a trifluoromethyl 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.

Many of the thionophosphoric acid amide derivatives represented by the general formula (1) are disclosed in Japanese Patent Publication No. 51-87824 and Japanese Unexamined Patent Publication No. 51-1
Although it is described in Japanese Patent No. 44729, there is no mention of whether it can be used as an active ingredient of a plant disease control agent.

The present inventors have demonstrated that these compounds have preventive, curative, or systemic control effects against many plant diseases, particularly against various plant diseases caused by plant pathogenic bacteria belonging to algae, such as downy mildew and late blight. Therefore, farmland, orchards, tea plantations,
It has been found that it can be used as an active ingredient in a plant disease control agent for meadows, lawns, etc.

Plant pathogenic bacteria that belong to the phytophytes include canola, radish, and pathogens (Peronospora brassicae).
), spinach downy mildew fungus (Peronospora
5 pinaciae), Tahakonohe and disease bacteria (rero
nospora tabacina), Pseudoperonospora cu
be-nsis), grape downy mildew (Plasm
opara vitic-01a), downy mildew fungus on Apiaceae plants (PIasmopara niv-ea), Phytophthora fungus on apples, strawberries, and ginseng (rhytop
Fhytophthora capsi on tomatoes and cucumbers
ci), pineapple blight - (rhytophtho
ra cinna-momi), Phytophthora 1nf on potatoes, tomatoes, and eggplants
estans), Phytophthora blight of tobacco, broad beans, and green onions (
Phytophthora n1cotianaeva
r n1cotianae), cucumber bud blight fungus (
Pythium aphanidermatum),
Spinach damping-off fungus (f'ythium sp.
), wheat brown snow rot fungus (f'ythium sp,
), tobacco seedling damping-off fungus (fFythiumdebary)
anum ), soybean Phythium Rot (P
ythiumaphan idermatum, P
, debaryanum, P, i rreg.
Lare.

f', myriotylum, P,, ultimnm
) etc.

The thionophosphoric acid amide derivative represented by the general formula CI) is
Some of the thionophosphoric acid amide derivatives shown in Table 1 are shown in the general formula 0) when used as active ingredients of plant disease control agents. Although it may be used as is, it is usually mixed with solid carriers, liquid carriers, surfactants, and other formulation auxiliaries to form emulsions, wettable powders, suspensions, granules, etc. Formulate into powder, etc.

These preparations contain a thionophosphoric acid amide derivative represented by general formula (I) as an active ingredient in a weight ratio of 0.1 to 99.
．． It contains 9%, preferably 1 to 99%.

The integral carrier may 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, synthetic hydrous silicon oxide, etc. 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, ayatonitrile, 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 thionophosphoric acid amide derivative represented by the general formula (1) is shown by the compound number in Table 1. Parts are parts by weight.

Formulation Example 1 50 parts of compound (9), 3 parts of calcium lignosulfonate, 2 parts of sodium lauryl sulfate, and 45 parts of synthetic hydrous silicon oxide are thoroughly ground and mixed to obtain a wettable powder.

Formulation Example 2 Compounds (14 parts of 5110s1 polyoxyengineered tyrene styryl phenyl 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 (7), 1 part of synthetic hydrous silicon oxide, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and 65 parts of kaolin clay were thoroughly ground and mixed, water was added and the mixture was well kneaded, followed by granulation. Dry to obtain granules.

Formulation Example 4 25 parts of compound (1), 8 parts of polyoxyethylene sorbitan monooleate, 3 parts of 0M0, and 69 parts of water were mixed and wet-pulverized until the particle size became 5 microns or less to obtain a suspension. S0 Formulation Example 5 Compound (142 parts, 88 parts of kaolin clay and 10 parts of talc are thoroughly ground and mixed to obtain a powder.

These preparations can be applied as they are or diluted with water, sprayed on foliage, sprinkled on the soil, mixed with powder or granules, 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 thionolinic acid amide derivative represented by the general formula CI) is used as an active ingredient of a plant disease control agent, the application amount is usually 0.05 to 10005', preferably 0.12 to 290y per are, When applying emulsions, wettable powders, suspensions, etc. diluted with water, the application concentration is:
0.0005% to 1%, preferably 0.001% to 0.0005% to 1%.
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 (1) is useful as an active ingredient of a plant disease control agent. The derivatives are indicated by the compound numbers in Table 1, and the compounds used for comparison are indicated by the 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 about 10 copies are accepted, "Ill" if about 30 copies are accepted, "2" if about 50 copies are accepted, "1" if about 70 copies are accepted.
If there is no difference from the disease onset state when the compound is not tested, it is evaluated as "0" and evaluated on a scale of 0 to 5, and indicated as 0.1.2.3.4.5.

Test Example 1 Cucumber and disease control test (preventive effect) A plastic pot was filled with sandy loam, and cucumbers (Sumo Hanshiro) were sown and grown in a greenhouse for 14 days. A test compound prepared as 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.

Cucumber and diseased bacteria after spraying: (Pseudoperon
ospora cubensis) was inoculated by spraying. After inoculation, the plants were grown for 1 day at 20° C. under high humidity and then for 5 days in a greenhouse, and their pesticidal efficacy was investigated. The results are shown in Table 3.

Table 3 Test Example 2 Cucumber and disease control test (therapeutic effect) Plastic pots were filled with sandy loam, cucumbers (Sumo Half Day) were sown, and grown in a greenhouse for 14 days. Cucumber and diseased bacteria (1'5eudop
eronosporacubensis) was inoculated by spraying. After inoculation, the plants were grown for 1 day at 20° C. under humid conditions, and the test compound was made into an emulsion according to Formulation Example 2, diluted with water to a predetermined concentration, and sprayed on the leaves so that it would adhere sufficiently to the leaf surface. After spraying, the plants were grown in a greenhouse at 20°C for 5 days, and their pesticidal efficacy was investigated. The results are shown in Table 4.

Table 4 Test Example 3 Cucumber and disease control test (osmotic transfer effect) A plastic pot was 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
udoperonospora cubensis)
The foam suspension was inoculated by spraying. After inoculation, the seeds were grown for 1 day at 20° C. under high humidity and then for 5 days in a greenhouse, and the pesticidal efficacy was examined. 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 seedlings that had developed their 4th to 5th true leaves were spray-inoculated with grapevine and the diseased fungus solution. After inoculation, the plants were grown for one day at 25° C. under humid conditions, and the test compound was made into an emulsion according to Formulation Example 2, diluted with water to a predetermined concentration, and sprayed on the leaves so that it would sufficiently adhere to the leaf surface.

After spraying, the plants were grown in a greenhouse at 23°C for 10 days, and their pesticidal efficacy was investigated. The results are shown in Table 6.

Table 6 Test Example 5 Tomato late blight control test (therapeutic effect) Plastic pots were filled with sandy loam, tomatoes (Ponterosa) were sown, and a spore suspension of 20 cases -en-s4← was sprayed in a greenhouse. Inoculated. After inoculation, the plants were grown for 1 day at 15° C. under humid conditions, and the test compound was made into an emulsion according to Formulation Example 2, diluted with water to a predetermined concentration, and sprayed on the leaves so that it would fully adhere to the leaf surface. After spraying, the plants were grown for 6 days at 15°C under humid conditions, and their pesticidal efficacy was investigated. The results are shown in Table 7.

Table 7 Test Example 6 Potato late blight control test (therapeutic effect) Potatoes (Baron) were sown in plastic pots filled with sandy loam and kept in a greenhouse for 60 days. This seedling is infected with potato late blight fungus (Phytophthora 1nf).
estans) was inoculated by spraying with a spore suspension. After inoculation, the plants were grown for 1 day at 20° C. under high humidity, and the test compound was made into an emulsion according to Formulation Example 2, diluted with water to a predetermined concentration, and sprayed on the leaves so that it would sufficiently adhere to the leaf surface. 20℃ after spraying
The plants were grown for 6 days under humid conditions and their pesticidal efficacy was investigated. The results are shown in Table 8.

Table 8

Claims (1)

[Scope of Claims] [In the formula, 1 and B2 are the same or different and represent a lower alkyl group, and X represents a halogen atom, a methylthio group or a trifluoromethyl group. ] A plant disease control agent characterized by containing a thionophosphoric acid amide derivative represented by the following as an active ingredient.