JPH09291006A - Agricultural and horticultural germicidal composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject composition, comprising at least two kinds of active ingredients and capable of synergistically manifesting controlling effects on carious plant pathogenic fungi, especially Piricularia oryzae and Rhizoctonia solani of rice plants. SOLUTION: This agricultural and horticultural germicidal composition comprises 2-(4-fluorophenyl)-1-(1H-1,2,4-triazol-1-y1)-3-trimethylsilyl-2-propanol [compound (I)] and one or more compounds selected from a compound group (II) such as (E)-2-methoxyimino-N-methyl-2-(2-phenoxyphenyl) acetamide or methyl (E)-2- 2-[6-(2-cyanophenoxy) pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate [compound (II)] as active ingredients. The mixing ratio of the compound (I) to the compound (II) is usually 0.01-100 pts.wt., preferably 0.1-10 pts.wt. compound (II) based on 1 pt.wt. compound (I).

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a novel agricultural / horticultural bactericidal composition comprising at least two kinds of active ingredients and having a synergistically enhanced action.

[0002]

2. Description of the Related Art Blast and sheath blight are the most important diseases in rice cultivation.

With respect to blast, many cultivars whose quality has been improved in recent years have very low resistance to the disease, and thus the importance of blast control is increasing.

On the other hand, with respect to sheath blight, in recent years, dense planting by mechanical transplantation has progressed and early cultivation has become established, and the occurrence of sheath blight has increased in various places, causing serious damage.

[0005]

In view of such a situation, the present inventors have earnestly studied for the development of an agricultural and horticultural fungicide having an excellent control effect against rice blast and blight. As a result of continuing, 2- (4-fluorophenyl) -1
-(1H-1,2,4-triazol-1-yl) -3
-By using a mixture of trimethylsilyl-2-propanol and a certain agricultural and horticultural fungicide, a higher effect at a lower concentration than that when used alone, that is, an excellent synergistic effect, rice blast disease And it was found to be effective against blight. Furthermore, they have found that the composition of the present invention exhibits a synergistic effect not only on rice diseases but also on various diseases such as vegetables, fruit trees, and flowers, and thus completed the present invention.

[0006]

SUMMARY OF THE INVENTION The present invention provides 2- (4-fluorophenyl) -1- (1H-1,2,4-triazol-1-yl) -3-trimethylsilyl-2-propanol (hereinafter referred to as Compound (I)) and one or more compounds selected from the following compound group (II) (hereinafter collectively referred to as compound (II)) are contained as active ingredients. The bactericidal composition for agricultural and horticultural purposes.

[Compound Group (II)] (E) -2-Methoxyimino-N-methyl-2- (2-phenoxyphenyl) acetamide (hereinafter referred to as Compound (IIa)), Methyl- (E)- 2- {2- [6- (2-cyanophenoxy) pyrimidin-4-yloxy] phenyl} -3-methoxyacrylate (hereinafter referred to as compound (II
b). ), 7-methylthiocarbonylbenzo-
1,2,3-thiadiazole (hereinafter, compound (IIc)
It is written. ), N- [1- (2,4-dichlorophenyl)
Ethyl] -2-cyano-3,3-dimethylbutanamide (hereinafter referred to as compound (IId)), N- [1- (4
-Chlorophenyl) ethyl] -2-cyano-3,3-dimethylbutanamide (hereinafter referred to as compound (IIe)).

Compound (I) is disclosed in JP-A-5-222060.
The compound is described as compound No. 3 in the publication, and its production method is described in Example 2 of the publication.

The compound (IIa) is disclosed in JP-A-3-2462.
It is a compound described as Compound No. 3 in Japanese Patent Publication No. 68, and its production method is described in Example 4 of the publication.

The compound (IIb) is the compound No. Table1 described in European Patent Publication EP382375A2.
No. 9 of the above-mentioned, and its manufacturing method is described in EXAMPLE3 of the publication.

Compound (IIc) is disclosed in JP-A 64-901.
It is a compound described as No. 2.1 in JP-A-76.

The compound (IId) is described in JP-A-2-7684.
It is a compound described as compound number (6) in JP-A-6.

The compound (IIe) is disclosed in JP-A-2-7684.
It is the compound described in Compound No. 5 as Compound No. 74.

[0014]

BEST MODE FOR CARRYING OUT THE INVENTION The mixing ratio of the compound (I), which is an active ingredient of the composition of the present invention, to the compound (II) can be varied within a relatively wide range.
Compound (II) is used in an amount of 0.01 to 100 parts by weight based on 1 part by weight.
Parts by weight, preferably in the range of 0.1 to 10 parts by weight.

The admixture of the present invention is used together with an auxiliary agent usually used in the pharmaceutical field. The active ingredients of the compounds (I) and (II) can be prepared in a known manner, for example by emulsion concentrates, sprayable pastes, sprayable or dilutable solutions, emulsions, wettable powders, aqueous solvents, powders and, for example, by polymeric substances Formulated in capsules. Also, for the purpose of labor saving and safety, etc., pesticide formulations (granules, tablets, wettable powders, capsules, etc.) that are easily dispersed or dissolved in water or on the water surface
It is also possible to coexist with a suitable water repellent, foaming agent, spreading agent and the like in the form of, and wrap it directly in water-soluble paper and throw it into water. In addition, box application in rice seedling boxes is also possible.

The above-mentioned preparation is applied as it is or diluted with water etc. and applied to the plant or water surface, or applied to soil.

That is, the above-mentioned preparation is sprayed or dusted on a plant, sprayed on the water surface of a paddy field or on the soil surface, dusted or granulated, or, if necessary, further mixed with soil in various forms. Can be used.

When used as a seed treatment agent,
It can be used as a seed dressing treatment, a seed dipping treatment and the like. In addition, by mixing and using other bactericides, it is expected that bactericidal efficacy is enhanced.

Further, other fungicides, insecticides, acaricides,
It can also be used with or without admixture with nematicides, herbicides, seed disinfectants, fertilizers or soil conditioners.

The composition of the present invention can be used as an active ingredient of a fungicide for paddy fields, uplands, orchards, meadows, lawns and the like.

The application rate of the composition of the present invention varies depending on the mixing ratio of active ingredients, weather conditions, formulation form, application time, method, place, target disease, target crop, etc., but is usually 0.01 g per are. 1000 g, preferably 0.1 g
100 g. When the emulsion, wettable powder, suspension, liquid preparation, etc. are diluted with water and applied, the application concentration is 0.0001.
１1%, preferably 0.001 to 0.5%, and granules, dusts and the like are applied as they are without any dilution.

In seed treatment, the total amount of active ingredients is, for example, about 0.001 to about 50 g per 1 kg of seeds.
Preferably about 0.01 to about 10 g can be used.

In soil treatment, the total amount of active ingredients is usually about 0.01 g to 1000 g per are.
Preferably, about 0.1 g to 100 g can generally be used.

For surface treatment of paddy fields, the total amount of active ingredients may be, for example, about 0.001 to about 40 kg, preferably about 0.01 to about 10 kg per hectare. When processing the nursery box, one box (30 cm
X60 cm x 3 cm), the total amount of active ingredients is about 0.1 to about 100 g, preferably about 0.1 to about 50 g.
Can be used.

When the composition of the present invention is used in rice cultivation, it can be used from the time when rice seedlings are raised in a nursery box to the time after planting and harvesting, and the effect is maintained for a long time. .

[0026]

EXAMPLES The present invention will be described in more detail with reference to the following examples and test examples, but the compounds, additives and their compounding ratios in the examples are not limited to these. In the examples, "parts" indicating the usage ratios are% by weight unless otherwise specified.

[0027]

Example 1a: 0.5 part of compound (I), compound (II)
a), (IIb), (IId) or (IIe) 0.5 part or (IIc) 1 part, synthetic hydrous silicon oxide 1
Parts, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and the balance of kaolin clay were well pulverized and mixed, water was added and kneaded well, and then granulated and dried to obtain respective granules.

[0028]

Example 1b: 0.5 part of compound (I), compound (II)
2.5 parts of a) or (IIb), synthetic hydrous silicon oxide 1
Parts, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and the balance of kaolin clay were well pulverized and mixed, water was added and kneaded well, and then granulated and dried to obtain respective granules.

[0029]

Example 2 1.2 parts of compound (I), compound (IIa)
5 parts of 1 compound selected from (IIe), 1 part of synthetic hydrous silicon oxide, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and 60.8 parts of kaolin clay were well pulverized and mixed, and water was added and kneaded well. Then, the mixture was granulated and dried to obtain granules containing 6.2% of the active ingredient.

[0030]

Example 3 1.5 parts of compound (I), compound (IIa)
2 parts of 1 compound selected from (IIe), 1 part of synthetic hydrous silicon oxide, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and 68.5 parts of kaolin clay are well pulverized and mixed, and water is added and kneaded well. Then, the mixture was granulated and dried to obtain granules containing 3.5% of the active ingredient.

[0031]

Example 4 2 parts of compound (I), compound (IIa)-
17 parts of one compound selected from (IIe), 1 part of synthetic hydrous silicon oxide, 2 parts of calcium lignin sulfonate, 25 parts of bentonite and 53 parts of kaolin clay are well pulverized and mixed, and water is added and kneaded well. Granules were dried to obtain granules containing 19% of the active ingredient.

[0032]

Example 5 0.1 part of compound (I), compound (II
a), (IIb), (IId) or (IIe) 0.1 part or (IIc) 0.2 part, talc 11.2 parts and the kaolin clay residue are well pulverized and mixed to give a powder.
Got each.

[0033]

Example 6 Compound (I) 0.5 part, Compound (IIa)
1 part of the compound selected from (IIe), 88 parts of kaolin clay and 10.5 parts of talc were well pulverized and mixed to obtain a dust containing 1.5% of the active ingredient.

[0034]

Example 7 1 part of compound (I), compound (IIa)
1.5 parts of one compound selected from (IIe), 88 parts of kaolin clay and 9.5 parts of talc were well pulverized and mixed to obtain a dust containing 2.5% of the active ingredient.

[0035]

Example 8 5 parts of compound (I), compound (IIa)-
20 parts of one compound selected from (IIe), 3 parts of polyoxyethylene sorbitan monooleate, 3 parts of carboxymethyl cellulose (CMC), and 69 parts of water are mixed,
Wet milling was performed until the particle size became 5 microns or less to obtain suspensions containing 25% of the active ingredient.

[0036]

Example 9 10 parts of compound (I), compound (IIa)
50 parts of one compound selected from (IIe), 3 parts of calcium ligninsulfonate, 2 parts of sodium lauryl sulfate and 35 parts of synthetic silicon hydroxide were well pulverized and mixed to obtain wettable powders having an active ingredient content of 60%. .

[0037]

Example 10 10 parts of compound (I), compound (IIa)
30 parts of one compound selected from (IIe), 14 parts of polyoxyethylene styryl phenyl ether, 6 parts of calcium dodecylbenzene sulfonate, and 40 parts of xylene were mixed well to obtain emulsions each having 40% of the active ingredient.

[0038]

Example 11 5 parts of compound (I), compound (IIa)-
10 parts of one compound selected from (IIe), 3 parts of talc (Pharmacopoeia), Carplex # 80 (Shionogi & Co., Ltd.)
(Manufactured by, amorphous silicon dioxide) was mixed and crushed by a hammer mill to obtain a premix. Foam Shirasu PB03
66 parts (manufactured by Syracs Co., Ltd., average particle size: 75 μm) were placed in a ribbon blender, and 13 parts of Super Oil C (manufactured by Nippon Oil Co., Ltd., crude liquid paraffin) was added and mixed to moisten the surface of the shirasu. 28 parts of the premix was added thereto and mixed, and further, Surfynol 104S was added.
2 parts of acetylene-based nonionic surfactant (manufactured by Nisshin Chemical Co., Ltd.) was added and mixed to coat the surface of Shirasu. The resulting coating contains 15 parts as active ingredient. 50 g of the obtained coating was packaged in Hi-Selon C-200 (manufactured by Nigo Film Co., Ltd., PVA film, thickness 40 μm). When this sachet was thrown into the center of a 2 × 2 m artificial paddy field, the bag floated on the surface of the water, and as the PVA film was dissolved, the internal granules spread on the surface of the water and the active ingredient was dispersed in the water.

[0039]

Example 12 5 parts of compound (I), compound (IIa)
10 to 20 parts of one compound selected from (IIe), 2.5 parts of Aerosil R972 (manufactured by Nippon Aerosil Co., Ltd., water-repellent silica), Toxanone 50P (Sanyo Chemical Co., Ltd.)
5 parts by weight of polycarboxylic acid type polysoap) were mixed and then crushed with a hammer mill to obtain a crushed product. Foam Shirasu PB10 (average particle size 0.42 mm) 52.5-62.5
Parts were put in a plastic bag, 15 parts of Super Oil C was added to moisten the surface of Shirasu, and then 31.5 parts of the crushed product was added and mixed. The obtained coating has 15 to 15% as an active ingredient.
Contains 25 parts. The obtained coating was divided into 50 g portions in the same manner as in Example 11. When this sachet was thrown into the center of a 2 × 2 m paddy field, the bag floated on the water surface and PV
With the dissolution of A film, the contents spread on the water surface,
The active ingredient was dispersed in water.

[0040]

TEST EXAMPLE Next, it will be specifically shown in a test example that the composition of the present invention is useful as a bactericide.

The synergistic effect is shown in the following Colby (Colby)
) Was determined.

[0042]

E = (X + Y) −X × Y ÷ 100 where X is the effect of one active ingredient, Y is the effect of the other active ingredient, and E is the effect expected of the combination of the two active ingredients. , 100 are completely valid, and 0 are completely invalid.

If the effect actually measured is larger than the effect E calculated by the above Colby's formula, the effect of the combination of the two active ingredients is determined to be synergistic.

[0044]

[Test Example 1] Rice blast control test Rice seedlings (variety Kofu) grown at 7-8 leaves in pots were
The test compound prepared in the form of granules according to Example 1a was applied to the pot while keeping the water depth of 1 cm. After placing rice seedlings in the glass chamber for 7 days, rice blast fungus (Pyriculari)
a oryzae) was spray-inoculated with a conidia suspension. After inoculation of the fungus, the rice seedlings were placed in a room at a temperature of 20 to 22 ° C. and a relative humidity of 100% for 6 days, and then the number of lesions formed on the upper two leaves was investigated, and the control value was calculated by the following formula.

[0045]

[Equation 2] Control value (%) = {(number of lesions in untreated plot-number of lesions in treated plot) / number of lesions in untreated plot} × 100 The results are shown in Table 1.

[0046]

[Table 1] ─────────────────────────────────────────────────────────────── g / 10a) (%) Calculated value ──────────────────────────────────── Compound (I) 50 44-Compound (I) 25 23-Compound (IIa) 50 46-Compound (IIa) 25 32-Compound (IIb) 50 55-Compound (IIb) 25 29-Compound (IIc) 100 33-Compound (IIc) 50 17 -Compound (IId) 50 41-Compound (IId) 25 25-Compound (IIe) 50 54-Compound (IIe) 25 27-Compound (I) + (IIa) 50+ 50 89 70 Compound (I) + (IIa) 25+ 25 73 48 Compound (I) + ( Ib) 50+ 50 96 75 Compound (I) + (IIb) 25+ 25 77 45 Compound (I) + (IIc) 50 + 100 90 62 Compound (I) + (IIc) 25+ 50 63 36 Compound (I) + (IId) 50+ 50 95 67 Compound (I) + (IId) 25+ 25 69 42 Compound (I) + (IIe) 50+ 50 98 74 Compound (I) + (IIe) 25+ 25 71 44 ──────────── ─────────────────────────

[0047]

[Test Example 2] Rice sheath blight control test 7 to 8 leaf stage rice seedlings grown in pots (variety Nipponbare)
Was maintained in a submerged state with a water depth of 1 cm, and the test compound prepared in the form of granules according to Example 1b was applied to the pot. After the rice seedlings are placed in the glass room for 7 days, the rice blight fungus (Rhiz
(Octonia solani) was cultivated and 4 to 5 oat grains were placed on the surface of rice seedlings and inoculated. After inoculating the bacteria, the rice seedlings should be at a temperature of 25-
After being placed in a room at 27 ° C. and 100% relative humidity for 5 days, the height of lesions formed on the leaf sheath was investigated and the control value was calculated by the following formula.

[0048]

## EQU3 ## The control value (%) = {(spot height of untreated section−spot height of treated section) ÷ spot height of untreated section} × 100 The results are shown in Table 2.

[0049]

[Table 2] ──────────────────────────────────── Test compound Active ingredient amount Control value Corby ( g / 10a) (%) Calculated value ───────────────────────────────────── Compound (I) 10 53-Compound (I) 5 39-Compound (IIa) 50 36-Compound (IIa) 25 12-Compound (IIb) 50 30-Compound (IIb) 25 19-Compound (I) + (IIa) 10+ 50 98 70 Compound (I) + (IIa) 5+ 25 90 46 Compound (I) + (IIb) 10+ 50 97 67 Compound (I) + (IIb) 5+ 25 87 51 51 ───────────────── ─────────────────────

[0050]

The composition of the present invention is synergistically effective against various phytopathogenic fungi, especially rice sheath blight and blast, and is therefore excellent as an agricultural and horticultural fungicide.

The composition of the present invention can be expected to have a high synergistic effect against various diseases and an expanded application range, and is characterized in that the amount of the active ingredient to be applied is low and labor is saved.

Examples of plant diseases for which the composition of the present invention exhibits excellent efficacy include rice sheath blight (Rhizoctonia solan)
i), blast (Pyricularia oryzae), pseudo blight (Rhizo
ctonia solani III-B, Rhizoctonia oryzae, Sclerotium
oryzae-sativae, Sclerotiumfumigotum), baldness (C
ochliobolus miyobeanus, Helminthosporium, sigmoide
um var. irregulare, Sphaerulina oryzina), stupid seedling disease (Gibberella fujikuroi), wheat powdery mildew (Erysi)
phe graminis), rust (Puccinia recondita, P.gramin)
is, P.hordei, P.striiformis), Eye spot disease (Pseudocercosp
orella herpotrichoides), strain rot (Rhizoctonia cerea)
lis), smut (Ustilago tritici, U. nuda), brown patch disease (Rhizoctonin solani) such as turf, etc., but the bactericidal spectrum of the composition of the present invention is not limited thereto.

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁶ Identification code Internal reference number FI technical display area A01N 37:34)

Claims (6)

[Claims] (1) 2- (4-fluorophenyl) -1- (1
H-1,2,4-triazol-1-yl) -3-trimethylsilyl-2-propanol and the following compound group (I
A fungicidal composition for agricultural and horticultural use, comprising one or more compounds selected from I) as an active ingredient. [Compound Group (II)] (E) -2-Methoxyimino-N
-Methyl-2- (2-phenoxyphenyl) acetamide, methyl- (E) -2- {2- [6- (2-cyanophenoxy) pyrimidin-4-yloxy] phenyl}-
3-methoxyacrylate, 7-methylthiocarbonylbenzo-1,2,3-thiadiazole, N- [1-
(2,4-Dichlorophenyl) ethyl] -2-cyano-
3,3-Dimethylbutanamide, N- [1- (4-chlorophenyl) ethyl] -2-cyano-3,3-dimethylbutanamide. 2. 2- (4-Fluorophenyl) -1- (1
H-1,2,4-triazol-1-yl) -3-trimethylsilyl-2-propanol and (E) -2-methoxyimino-N-methyl-2- (2-phenoxyphenyl) acetamide as active ingredients Agro-horticultural sterilizing composition. 3. 2- (4-Fluorophenyl) -1- (1
H-1,2,4-triazol-1-yl) -3-trimethylsilyl-2-propanol and methyl- (E)-
An agricultural and horticultural germicidal composition containing 2- {2- [6- (2-cyanophenoxy) pyrimidin-4-yloxy] phenyl} -3-methoxyacrylate as an active ingredient. 4. 2- (4-fluorophenyl) -1- (1
H-1,2,4-triazol-1-yl) -3-trimethylsilyl-2-propanol and 7-methylthiocarbonylbenzo-1,2,3-thiadiazole as active ingredients for agricultural and horticultural use. 5. 2- (4-Fluorophenyl) -1- (1
H-1,2,4-triazol-1-yl) -3-trimethylsilyl-2-propanol and N- [1- (2,
4-Dichlorophenyl) ethyl] -2-cyano-3,3
-An agricultural and horticultural germicidal composition containing dimethylbutanamide as an active ingredient. 6. 2- (4-fluorophenyl) -1- (1
H-1,2,4-triazol-1-yl) -3-trimethylsilyl-2-propanol and N- [1- (4-
An agricultural and horticultural germicidal composition containing chlorophenyl) ethyl] -2-cyano-3,3-dimethylbutanamide as an active ingredient.