JPH05112408A - Agricultural and horticultural fungicide composition - Google Patents

Abstract

(57) [Summary] [Purpose] Creation of a new agricultural and horticultural germicidal composition that contributes to the efficiency of agricultural work. [Structure] General formula [Chemical formula 1] A fungicide composition for agricultural and horticultural use containing as an active ingredient a pyrimidine derivative represented by the formula (wherein R is a methyl group) and one or more selected from CNA, iprodione, procymidone, fosetyl or polyoxine. [Effect] It has a broad spectrum of sterilization and shows a stable effect even when applied at low doses, and also exerts a synergistic action even when applied at low doses where practical application cannot achieve practical effects. Shows extremely high control effect.

Description

Detailed Description of the Invention

[0001]

The present invention relates to a 2-anilino-4-methyl-pyrimidine derivative, 2,6-dichloro-4-nitroaniline and 3- (3,5-dichlorophenyl) -N-isopropyl-2,4-. Dioxoimidazolidine-1-carboximide, N- (3,5-dichlorophenyl) -1,
The present invention relates to a fungicide composition for agricultural and horticultural use, which comprises one or more selected from 2-dimethylcyclopropane-1,2-dicarboximide, aluminum trisethylphosphonate or polyoxine as an active ingredient.

[0002]

2. Description of the Prior Art A 2-anilino-4-methyl-pyrimidine derivative, which is one of the active ingredients of the agricultural and horticultural fungicide composition of the present invention, is rice blast, cucumber powdery mildew, gray mold of various crops, and apple. It is a known compound known as a fungicide for agricultural and horticultural use, which is effective against scab and leaf spot disease (JP-A-62-106084, JP-A-63-20).
8581 and East German Patent 151404). The other active ingredients, 2,6-dichloro-4-nitroaniline (generic name CNA), 3- (3,5-dichlorophenyl) -N-isopropyl-2,4-dioxoimidazolidine-1-carboximide ( Generic name Iprodione), N
-(3,5-Dichlorophenyl) -1,2-dimethylcyclopropane-1,2-dicarboximide (generic name procymidone), aluminum trisethylphosphonate (generic name fosetyl) and polyoxin are also widely used as crop disease control agents. It is a known germicide.

[0003]

When cultivating agricultural and horticultural crops, a large number of control agents are used against diseases of the crops. However, multiple diseases occur at the same time, and the control effect is insufficient with only one active ingredient,
The emergence of drug-resistant bacteria often limits the use of the drug. Although the 2-anilino-4-methyl-pyrimidine derivative, which is one of the active ingredients of the agricultural and horticultural fungicide composition of the present invention, effectively controls gray mold, it is effective for the sclerotium disease occurring at the same time. Is insufficient. Also, for other diseases, the effect may become unstable when a low dose is applied. CNA, which is another active ingredient, is effective against sclerotia, but its control effect is low at low concentrations, and it is ineffective against gray mold, which occurs at the same time, and iprodione and procymidone are effective against sclerotia at low concentrations. The effect is low, and the controlling effect of Botrytis cinerea has become unstable due to the emergence of drug-resistant bacteria. Also, fosetyl and polyoxin are effective against apple leaf spot disease, but not against black spot disease that requires simultaneous control. Therefore, it is desired to develop a synergist having a broad spectrum of sterilization and a stable effect for both agents.

[0004]

Means for Solving the Problems As a result of intensive studies for solving the above problems, the present inventors have found that 2-anilino-4
-Methyl-pyrimidine derivative with CNA, iprodione,
The agricultural and horticultural fungicide composition of the present invention comprising one or more selected from procymidone, fosetyl or polyoxine as an active ingredient has a broad bactericidal spectrum and has a stable effect even when applied in a low dose. Furthermore, they have found that even in the case of application of a low dose, which is not practically effective when applied alone, they exert a synergistic action to exhibit an extremely high control effect, and thus completed the present invention. That is,
The present invention has the general formula

[0005]

[Chemical 2]

(Wherein R represents a methyl group, an ethoxy group, a halogen atom or a 1-propynyl group) and a compound selected from a 2-anilino-4-methyl-pyrimidine derivative and 2,6-dichloro- 4-nitroaniline,
3- (3,5-Dichlorophenyl) -N-isopropyl-2,4-dioxoimidazolidine-1-carboximide, N- (3,5-dichlorophenyl) -1,2-dimethylcyclopropane-1,2- It is intended to provide an agricultural and horticultural fungicide composition containing, as an active ingredient, one or more selected from dicarboximide, aluminum trisethylphosphonate and polyoxin.

The polyoxin which is an active ingredient of the agricultural and horticultural germicide composition of the present invention is Streptomyces cacao.
Variant Asoensis (Streptomyces cacaoi var.
Antibiotics produced by asoensis (Japanese Patent Publication No. 42-1094)
1), it means polyoxin B, but it is also possible to use a mixture with a fraction other than polyoxin B, for example, A, D, L, M and the like.

Representative compounds of the 2-anilino-4-methyl-pyrimidine derivative are 2-anilino-4,6-dimethyl-pyrimidine (compound 1) and 2-anilino-4-ethoxy-6-methyl-pyrimidine (compound 2). ), 2-anilino-4-iodo-6-methyl-pyrimidine (compound 3), 2-anilino-4-bromo-6-methyl-pyrimidine (compound 4) and 2-anilino-4-methyl-6.
And-(1-propynyl) -pyrimidine (Compound 5). The compound numbers are referred to in the following description.

The fungicidal composition of the present invention is effective against not only gray mold of various vegetables and legumes but also sclerotium and powdery mildew. In addition, it is highly effective against apple leaf spot, powdery mildew and scab, as well as pear black spot and scab.

When the fungicide composition for agricultural and horticultural use of the present invention is applied, it may be used as it is without adding other ingredients to the active ingredient. A dispersant or an auxiliary agent is mixed and formulated into a wettable powder, a powder, an aqueous suspension and the like by a conventional method. These preparations contain 0.5% to 90.0%, preferably 2.0% to 80.0% as an active ingredient. The weight ratio of the 2-anilino-4-methyl-pyrimidine derivative to the compound selected from CNA, iprodione, procymidone, fosetyl or polyoxine is 1: 0.05 to 1: 100, preferably 1: 0.1 to 1: 1. Twenty.

Examples of suitable carriers include solid carriers such as clay, talc, bentonite, kaolin, diatomaceous earth, white carbon, calcium carbonate, slaked lime, silica sand, ammonium sulfate, urea and vermiculite. Examples of surfactants and dispersants include diarylalkyl disulfonates, alcohol sulfates, alkylaryl sulfonates, lignin sulfonates, polyoxyethylene alkylaryl ether sulfates, polyoxyethylene glycol ethers, and polyoxyethylene. Examples include alkyl aryl ethers and polyoxyethylene sorbitan monoalkylates. Other auxiliary agents include carboxymethyl cellulose and ethylene glycol. These formulations are diluted to an appropriate concentration and then sprayed or directly applied.

The application rate of the fungicide for agricultural and horticultural use of the present invention varies depending on the type of compound used, target disease, development tendency, degree of damage, environmental conditions, dosage form used, etc.
When used as it is as a powder, 1 as the active ingredient
0.1g-5kg per 0 are, preferably 1g-1k
It is appropriately selected within the range of g. When it is finally used in a liquid state such as a wettable powder or a suspension preparation,
The spraying concentration is appropriately selected from the range of 10,000 ppm, preferably 10 to 3000 ppm.

Next, the present invention will be specifically described with reference to examples, but the compounding ratios of the active ingredient and the other ingredients can be arbitrarily changed within the range not impairing the gist of the present invention.
Further,% in the examples means weight.

Example 1 2% of compound 12, 1% of polyoxine, 5% of diatomaceous earth and 92% of clay are uniformly pulverized and mixed to obtain a dust.

Example 2 Compound 2 10%, Procymidone 20%, Polyoxyethylene styryl phenyl ether sulfate ammonium salt 4
%, Sodium naphthalene sulfonate 1% and clay 6
A wettable powder is obtained by uniformly pulverizing and mixing 5%.

Example 3 Compound 1 5%, CNA 50%, polyoxyethylene alkylaryl ether 5% and clay 40% were uniformly pulverized and mixed to obtain a wettable powder.

Example 4 20% of Compound 3, 8% of iprodione, 3% of polyoxyethylene nonylphenyl ether, 2% of sodium ligninsulfonate and 67% of clay are uniformly ground and mixed to obtain a wettable powder.

Example 5 Compound 5 (5%), fosetyl (25%), polyoxyethylene nonylphenyl ether (3%), sodium ligninsulfonate (2%) and clay (65%) were uniformly pulverized and mixed to obtain a wettable powder.

Example 6 Compound 6 10%, CNA 40%, polyoxyethylene nonylphenyl ether 3%, sodium lignin sulfonate 2% and clay 45% are uniformly pulverized and mixed to obtain a wettable powder.

Example 7 Compound 5 (20%), polyoxin (20%), polyoxyethylene alkylaryl ether sulfate (4%), ethylene glycol (10%) and water (46%) were wet-milled to obtain a suspension agent.

Example 8 Compound 1 5%, iprodione 35%, ethylene glycol 10% and water 50% are wet-milled to obtain a suspension agent.

Example 9 Compound 2 5%, iprodione 20%, lauryl alcohol sulfate sodium salt 2%, sodium lignin sulfonate 5%, carboxymethyl cellulose 2%
And 66% of clay are uniformly mixed and ground. To this mixture, 20% of water was added and kneaded, and the mixture was mixed with an extrusion-type granulator at 14 to
It was processed into 32 mesh granules and then dried to obtain granules.

The effects of the agricultural and horticultural germicidal composition of the present invention will be specifically described with reference to test examples. Test Example 1 Prevention test for kidney bean sclerotium disease Six seeds of kidney bean (variety: Edogawa) were sown in 9 cm × 9 cm vinyl chloride pots and grown in a greenhouse for 7 days. A wettable powder or a sol prepared according to Examples 4, 6 and 7 was diluted with water to a predetermined concentration and applied to 10 ml of each pot on a kidney bean seedling in which primary leaves were developed. After air-drying, Sclerotinia scleroti
orum) was spray-inoculated with the mycelial ground solution and placed in a moist chamber at 20 to 23 ° C. Five days after the inoculation, the degree of disease of the primary leaves was index-examined according to the following criteria, and the degree of damage was calculated by the formula 1 and the control value was calculated by the formula 2 based on the obtained values. The results are shown in Table 1. The degree of damage in the untreated area was 70%.

Disease occurrence index 0: No disease found 〃 1: less than 1/3 affected area 〃 2: 1/3 to less than 2/3 affected area 〃 3: 2/3 or more affected area

[0025]

[Equation 1]

[0026]

[Equation 2]

[0027]

[Table 1]

Test Example 2 Cucumber Powdery Mildew Preventive Effect Test Twelve cucumber seeds (variety: Sagamihanjiro) were sown in 9 cm × 9 cm vinyl chloride pots and grown in a greenhouse for 7 days. Examples 2, 3 for cucumber seedlings with cotyledons
The wettable powder or the sol prepared according to the procedures 1 and 7 was diluted with water to a predetermined concentration and sprayed in an amount of 10 ml per pot. After air drying, cucumber powdery mildew (Sphaerotheca ful)
iginea) spores and placed in a greenhouse at 25-30 ° C. Ten days after the inoculation, the degree of disease of the cotyledons was index-examined according to the following criteria, and the degree of damage was calculated by the formula 3 and the control value was calculated by the formula 2 based on the obtained values. The results are shown in Table 2. The degree of damage in the untreated area was 98 to 100%.

Disease index 0: No disease is observed 〃 1: A few lesions (several) are observed. 〃 2: Lesions occupy 1/4 of the leaf area. 〃 3: Lesions occupy 1/4 to 1/2 of the leaf area. 〃 4: Lesions occupy more than 1/2 of the leaf area. 〃 5: Death

[0030]

[Equation 3]

[0031]

[Table 2]

Test Example 3 Cucumber Gray Mold Prevention Effect Test 12 cucumber seeds (variety: Sagamihanjiro) were sown in each 9 cm × 9 cm vinyl chloride pot and grown in a greenhouse for 7 days. Example 3 for cucumber seedlings with cotyledons
The wettable powder or the sol prepared according to 8 and 8 was diluted with water to a predetermined concentration and sprayed in an amount of 10 ml per pot. After air-drying, cucumber gray mold fungus (Botrytis cinere
The mycelial ground solution of a) was spray-inoculated and placed in a moist chamber at 20 to 23 ° C. Three days after the inoculation, the degree of disease of the whole pot was investigated according to the following criteria, and the degree of damage was calculated by the formula 4 and the control value was calculated by the formula 2 based on the obtained values. The results are shown in Table 3. The degree of damage in the untreated area was 98 to 100%.

Disease occurrence index 0: No disease found 〃 1: less than 25% disease area 〃 2: 26-50% disease area 〃 3: 51-75% disease area 〃 4: 76% or more disease area

[0034]

[Equation 4]

[0035]

[Table 3]

Test Example 4 Pear Black Spot Disease Control Effect Test Pear seedlings (variety: 20th century) planted in the field were strongly pruned and tested. The wettable powder prepared according to Example 5 was diluted with water so as to have a predetermined concentration, and 700 ml per tree was sprayed.
It is sprayed 4 times at 7-day intervals, and 16 days after the final spray, the degree of disease on the leaves of 10 twigs per tree is investigated by an index according to the following criteria, and the degree of damage is calculated by the number 5 based on the obtained values. The control value was calculated by the formula 2. The results are shown in Table 4. The degree of damage in the untreated area was 21%.

Disease occurrence index 0: No lesions are found 〃 1: Number of lesions is 3 or less 〃 2: Number of lesions 4 to 10 〃 3: Number of lesions 11 to less than 25% of lesion area 〃 4: Disease Spot area 25% to less than 50% 〃 5: Disease spot area 50% or more 〃 6: Fallen leaves

[0038]

[Equation 5]

[0039]

[Table 4]

[0040]

EFFECT OF THE INVENTION The fungicide composition of the present invention has a synergistic effect by mixing both in a low dose application in which a practical effect cannot be obtained by single application of each active ingredient, and acting synergistically. And shows a practically high control effect. As a result, it is possible to simultaneously control gray mold and sclerotium disease that occur in various vegetables and legumes. Further, the fungicide composition of the present invention exhibits high effects against powdery mildew of various kinds of vegetables, leaf spot of apple, powdery mildew and scab, as well as pear black spot and scab.

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁵ Identification code Office reference number FI technical display location A01N 63/02 D 7106-4H

Claims (1)

[Claims] 1. A general formula: (In the formula, R represents a methyl group, an ethoxy group, a halogen atom or a 1-propynyl group) and a 2-anilino-4-methyl-pyrimidine derivative and 2,6-dichloro-
4-nitroaniline, 3- (3,5-dichlorophenyl) -N-isopropyl-2,4-dioxoimidazolidine-1-carboximide, N- (3,5-dichlorophenyl) -1,2-dimethylcyclopropane An agricultural and horticultural fungicide composition comprising, as an active ingredient, one or more selected from 1,2-dicarboximide, aluminum trisethylphosphonate or polyoxine.