JPH09175911A - Agricultural/horticultural germicidal composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject composition capable of reducing crop chemical injury and relevant cost, etc., by combined use of a methoxyacrylate compound with a dithiocarbamate-based compound each having agricultural/horticultural germicidal activity to effect reduction in use as compared to the case of each use singly. SOLUTION: This composition is a combination of a methoxyacrylate compound of the formula (R is methyl or methoxy), i.e., 2-[2-cyclopropyl(4- methylphenylimino)methylthiomethyl]phenyl-3-methoxyacrylate or 2-[2-cyclopropyl(4-methoxyphenylimino)methylthiomethyl]phenyl-3-methox yacrylate with a dithiocarbamate-based compound in the weight ratio of the latter to the former of 1-50 or so. The dithiocarbamate-based compound is esp. pref. manzeb, maneb, zineb or polycarbamate. This s composition is effective on wheat red rot, barley mildew, etc.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to an agricultural / horticultural fungicide composition containing a methoxyacrylate compound having agricultural / horticultural bactericidal activity and a dithiocarbamate compound.

[0002]

The methoxy acrylate compound and the dithiocarbamate compound having fungicidal activity for agricultural and horticultural use are used in a smaller amount than in the case of using each of them alone. It is an object of the present invention to provide a fungicide composition for agricultural and horticultural use, which can be expected to reduce the spraying labor and cost.

[0003]

Means for Solving the Problems As a result of research to solve the above problems, the present inventors have found that a methoxyacrylate compound having a bactericidal activity for agriculture and horticulture and a dithiocarbamate compound are mixed. It was found that the bactericidal activity of both kinds of compounds can be remarkably enhanced. That is, the present invention provides the following formula (1):

[0004]

Embedded image

(In the formula, R represents a methyl group or a methoxy group.) 2- [2-cyclopropyl (4-methylphenylimino) methylthiomethyl] phenyl-3-
1 selected from methoxy acrylate (hereinafter referred to as compound A) and 2- [2-cyclopropyl (4-methoxyphenylimino) methylthiomethyl] phenyl-3-methoxy acrylate (hereinafter referred to as compound B).
The present invention relates to a fungicide composition for agricultural and horticultural use, which comprises one or two kinds of methoxy acrylate compounds and a dithiocarbamate compound having bactericidal activity for agricultural and horticultural purposes.

[0006]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in detail.
Compound A and compound B represented by formula (1), which is one of the compositions of the present invention, can be produced by the method described in JP-A-6-92929. In addition, another composition of the present invention, a dithiocarbamate compound having bactericidal activity for agriculture and horticulture, is described in "Agricultural Handbook 1985".
Known compounds described in "Annual Edition", and examples thereof include manzeb, manneb, zineb, polycarbamate, diram, and thiuram.

The fungicidal composition for agricultural and horticultural use of the present invention comprises the above-mentioned methoxyacrylate compound having a bactericidal activity for agricultural and horticultural use and a dithiocarbamate compound, which are mixed by a conventional method, for example, powders, emulsions and fine granules. , A granule, a wettable powder, an oily suspension, an aerosol or the like can be prepared and used. In addition, in the case of blending the same, in order to improve performances such as adhesion of the present disinfectant composition to plants, improvement of absorption, dispersion of drug, emulsification, spread, etc., a carrier, a surfactant, a dispersant, Auxiliary agents and the like can be used. Examples of the carrier include talc, bentonite, clay,
Solid carriers such as kaolin, diatomaceous earth, white carbon, vermiculite, slaked lime, silica sand, ammonium sulfate, urea;
Hydrocarbons (kerosene, mineral oil, etc.), aromatic hydrocarbons (benzene, toluene, xylene, etc.), chlorinated hydrocarbons (chloroform, carbon tetrachloride, etc.), ethers (dioxane, tetrahydrofuran, etc.), ketones (acetone, cyclohexanone) , Isophorone, etc.), esters (ethyl acetate, ethylene glycol acetate, dibutyl maleate, etc.), alcohols (methanol, n-
Examples thereof include hexanol, ethylene glycol, etc.), polar solvents (dimethylformamide, dimethylsulfoxide, etc.), liquid carriers such as water, and the like.

As the surfactant or dispersant, nonionic (polyoxyethylene alkyl ether, polyoxyethylene alkyl ester, polyoxyethylene sorbitan alkyl ester, etc.), anionic (alkylbenzene sulfonate, alkyl sulfosuccinate, alkyl) Examples thereof include sulfates, aryl sulfonates, etc., cationic systems (alkylamines such as laurylamine etc., polyoxyethylene alkylamines etc.), and amphoteric types (carboxylic acids, sulfates etc.). Then, in order to improve the properties of the preparation, for example, xanthan gum, carboxymethyl cellulose, polyethylene glycol, gum arabic and the like can be used as an auxiliary agent. In addition, if necessary, other insecticides, fungicides, herbicides, plant growth regulators, repellents, etc. may be added to this product to expand the pests to be applied, the method of use, the timing of use, etc. You can also

The agricultural and horticultural fungicide composition of the present invention thus obtained is less than the case where the methoxy acrylate compound and the dithiocarbamate compound having agricultural and horticultural bactericidal activity are used alone. Not only does it have an excellent bactericidal activity against pathogens in agricultural and horticultural fields such as wheat leaf rust, barley powdery mildew, cucumber downy mildew, rice blast, and tomato plague, in addition to phytotoxicity to crops. It can be used without worry. The concentration of the active ingredient in which the methoxyacrylate compound having a bactericidal activity for agricultural and horticultural use and the dithiocarbamate compound in the present fungicide composition is 1 to 10 in the wettable powder, emulsion, liquid agent, flowable agent (sol agent) and oil agent. 9
0% by weight, 1 to 70% by weight for powders and fine granules, 1 to 75% by weight for granules. The use ratio of the methoxy acrylate compound having a bactericidal activity for agricultural and horticultural use and the dithiocarbamate compound is 1 to 50 parts by weight of the dithiocarbamate compound to 1 part by weight of the methoxyacrylate compound.

The amounts of these two types of compounds used are
In order to effectively exert the disease control, the weight may be ⅕ to ½ of the amount of each used alone. These preparations can be used for this purpose by diluting them to an appropriate concentration and spraying them on plant foliage, soil, water surface of paddy fields, or by applying them directly depending on the purpose. Wettable powders, emulsions and flowables are usually 20
200-2,000ppm by diluting 0-3,000 times
Then, 50 to 400 L per 10 ares may be sprayed on the crop. The powder may be applied to the crop in an amount of 2 to 5 kg per 10 are (the compound having a bactericidal activity may be 50 to 500 g). The fungicidal composition for agricultural and horticultural use of the present invention can effectively control a target disease by directly spraying it onto the foliage of a crop before or after the occurrence of the disease using an appropriate spraying device.

[0011]

The present invention will be described in more detail with reference to the following examples, which are not intended to limit the scope of the present invention. Example 1 [Preparation of preparation] (1) Preparation of wettable powder Manzeb (30 parts by weight), compound A or B (3 parts by weight), white carbon (10 parts by weight), lauryl sulfate (3 parts by weight), lignin Calcium sulfonate (2 parts by weight) and clay (52 parts by weight) were uniformly mixed and then ground to obtain a wettable powder.

(2) Preparation of wettable powder Polycarbamate (40 parts by weight), compound A or B (3
Parts by weight), white carbon (10 parts by weight), lauryl sulphate (3 parts by weight), sodium naphthalene sulfonate condensate formalin (2 parts by weight) and clay (42 parts by weight) are uniformly mixed, and then pulverized to obtain water. I got a Japanese medicine.

(3) Preparation of wettable powder Zineb (50 parts by weight), Compound A or B (5 parts by weight),
White carbon (10 parts by weight), polyoxyethylene nonylphenyl ether (3 parts by weight), calcium lignin sulfonate (2 parts by weight) and clay (30 parts by weight)
Were uniformly mixed and then ground to obtain a wettable powder.

(4) Preparation of wettable powder Thiuram (40 parts by weight), compound A or B (4 parts by weight), white carbon (10 parts by weight), alkylbenzene sulfonic acid (3 parts by weight), calcium lignin sulfonate ( 2 parts by weight) and clay (41 parts by weight) were uniformly mixed and then ground to obtain a wettable powder.

(5) Preparation of hydrated granules Zyram (35 parts by weight), Compound A or B (5 parts by weight),
Lauryl sulphate (8 parts by weight) and clay (37 parts by weight) were uniformly mixed and crushed, then water (15 parts by weight) was added and kneaded, and then granulated by an extrusion granulator and dried, The particles were sieved (14 to 32 mesh) to obtain hydrated granules.

(6) Preparation of flowable agent Water (42 parts by weight), polyoxyethylene nonylphenyl ether (1 part by weight) and sodium lignin sulfonate (4 parts by weight) were mixed and stirred, and then finely ground ziram ( 40 parts by weight) and Compound A or B (3 parts by weight) were added and stirred, and a 2% xanthan gum aqueous solution (10 parts by weight) was further added and stirred to obtain a flowable agent.

Example 2 [Efficacy test] (1) Control efficacy test against cucumber downy mildew One cucumber (cultivar: Sagamihanjiro) is grown in a plastic flower pot with a diameter of 6 cm, and 1.5 leaf stage To the seedlings of No. 2, and an aqueous solution of the compound A or B prepared according to Example 1 and an aqueous solution of manzeb (trade name: dimandaicene) were mixed at a predetermined concentration shown in Table 1 to prepare a drug solution. 10 ml was sprayed per pot. After spraying, cultivate in a glass greenhouse for 1 day, then cucumber downy mildew (Ps
zoospores of eudoperonospora cubensis) were prepared from diseased leaves and sprayed uniformly on the reverse side of plant leaves. After inoculation, the mixture was kept in the dark at 20 ° C. for 2 days and then grown in a glass greenhouse for 5 days to examine the degree of cucumber downy mildew lesions appearing on the first leaf. The evaluation of the drug effect is conducted by compound A,
When using a drug solution prepared by using Compound B or Manzeb alone according to Example 1, and comparing with the degree of lesions in the untreated section, 6 stages (0: whole disease, 1: lesion The area is about 60%, 2: the lesion area is about 40%, 3: the lesion area is about 20%, 4: the lesion area is 10% or less, and 5: no lesion). Table 1 shows the results.

[0018]

[Table 1]

(2) Control efficacy test against late blight of tomato: One cucumber (cultivar: Ponteroza) was grown in a plastic flower pot with a diameter of 10 cm, and prepared as a four-leaf stage seedling according to Example 1. An aqueous solution of compound A or B and an aqueous solution of manzeb (trade name: dimandaicene) were mixed at a predetermined concentration shown in Table 1 to prepare a drug solution, which was sprayed at 10 ml per pot. After spraying, 1
It was cultivated in a glass greenhouse for one day, and then a zoosporangium suspension of Phytophthora infestans was prepared and uniformly inoculated into plants. After inoculation, keep in the dark at 20 ° C for 2 days, then 5
It was grown in a glass greenhouse for one day, and the degree of lesions of tomato late blight that appeared on the whole plant was investigated. The evaluation of the drug effect was carried out in 6 steps (0) when a drug solution prepared by using Compound A, Compound B or Manzeb alone in accordance with Example 1 was used and compared with the degree of lesions in the untreated section. : The whole is affected, 1: The lesion area is about 60%, 2: The lesion area is about 40%, 3: The lesion area is about 20%, 4: The lesion area is 10% or less, 5:
No lesions). Table 2 shows the results.

[0020]

[Table 2]

(3) Control Efficacy Test Against Rice Blast Disease In a plastic plant pot having a diameter of 6 cm, 10 rice plants (cultivar: Nihonbare) were grown, and seedlings of 2.5 leaf stage were used in Example 1. An aqueous solution of compound A or B and an aqueous solution of manzeb (trade name: dimandaisen) prepared according to
A drug solution was prepared by mixing so as to have a predetermined concentration shown in Table 1, and 20 ml was sprayed per pot. After spraying, the plants were cultivated in a glass greenhouse for 1 day, and then a conidial suspension of rice blast fungus (Pyricularia oryzae) prepared from diseased leaves was uniformly spray-inoculated on the plants. After inoculation, the mixture was kept in the dark at 25 ° C. for 2 days, then grown in a glass greenhouse for 5 days, and the degree of blast lesions appearing on the third leaf was investigated. For the evaluation of the drug effect, Compound A, Compound B or Manzeb was used in Example 1.
When a drug solution prepared alone according to the above is used, and compared with the degree of lesions in the untreated section, 6 stages (0: whole disease, 1: lesion area is about 60%, 2: The lesion area is 4
0%, 3: lesion area is about 20%, 4: lesion area is 10% or less, 5: no lesion). Table 3 shows the results.
Shown in

[0022]

[Table 3]

[0023]

The fungicidal composition for agricultural and horticultural use, which contains a methoxyacrylate compound having a bactericidal activity for agricultural and horticultural use and a dithiocarbamate compound according to the present invention, is used in a larger amount than when used alone. By reducing the amount, it can be expected to reduce the chemical damage to crops, the number of times of spraying, the spraying labor, and the cost.

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Masatomo Morito, 5 1978, Ogushi, Ube City, Yamaguchi Prefecture, Ube Institute of Industrial Research, Ltd. (72) Inventor, Keisuke Hayashi, 5 1978, Ogushi, Ube, Yamaguchi Prefecture, 5 Ube Industries Ube Institute Co., Ltd.

Claims (2)

[Claims] 1. The following formula (1): (In the formula, R represents a methyl group or a methoxy group.) 2- [2-cyclopropyl (4-methylphenylimino) methylthiomethyl] phenyl-3-methoxyacrylate and 2- [2-cyclopropyl ( One or two methoxy acrylate compounds selected from 4-methoxyphenylimino) methylthiomethyl] phenyl-3-methoxyacrylate, and a dithiocarbamate compound having fungicidal activity for agriculture and horticulture. A fungicidal composition for agricultural and horticultural use. 2. 2- [2-Cyclopropyl (4-methylphenylimino) methylthiomethyl] phenyl-3-methoxyacrylate and 2- [2-cyclopropyl (4
One or two selected from -methoxyphenylimino) methylthiomethyl] phenyl-3-methoxyacrylate
A fungicide composition for agricultural and horticultural use, comprising one methoxy acrylate compound and one or more compounds selected from manzeb, manneb, zineb, polycarbamate, diram and thiuram.