JP2820680B2 - Agricultural and horticultural sterilizing composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a novel agricultural and horticultural fungicidal composition comprising two active ingredients and exhibiting 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 made intensive studies on the development of a fungicide for agricultural and horticultural use having an excellent control effect on rice blast and sheath blight simultaneously. As a result of continuing, 2- (4-fluorophenyl) -1
-(1H-1,2,4-triazol-1-yl) -3
-Trimethylsilyl-2-propanol and (1R, 3
S / 1S, 3R) -2,2-dichloro- N -[( R )-
1- (4-chlorophenyl) ethyl] -1-ethyl-3
It has been found that by using -methylcyclopropanecarboxamide as a mixture, a higher effect, that is, an excellent synergistic effect is exerted on rice blast at a lower concentration than when each is used alone. 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]

According to the present invention, there is provided the following formula (I):

[0007]

Embedded image

2- (4-fluorophenyl) represented by
-1- (1H-1,2,4-triazol-1-yl)
-3-trimethylsilyl-2-propanol} Hereinafter, it is referred to as compound (I). ｝ And the following formula (II)

[0009]

Embedded image

(1R, 3S / 1S, 3R)
2,2-Dichloro- N -[( R ) -1- (4-chlorophenyl) ethyl] -1-ethyl-3-methylcyclopropanecarboxamide {hereinafter referred to as compound (II). ｝
And a germicidal composition for agricultural and horticultural use, characterized by containing

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.

Compound (II) is prepared from Brighton Crop Protection Conference-Pests &
Digiz (Brighton Crop Protection Conference)
-Pests and Diseases) -1994, 5A-3, JP-A-2-11550, and JP-A-62-201855.
The compound described in Japanese Patent Application Publication No. H06-27139.

[0013]

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 mixture of the present invention is used together with auxiliaries usually used in the field of pharmaceutical preparations. 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 nursery boxes is also possible.

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

That is, the above-mentioned preparation is sprayed or dusted on a plant body, sprayed on a water or soil surface of a paddy field or the like, or on a nursery box for rice, and then further mixed with soil if necessary. It can be used in various forms.

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

In addition, 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, fields, orchards, pastures, turf, 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, application time, method, location, target disease, target crop, etc., but is usually from 0.01 g per 1 are. 1000 g, preferably 0.1 g to
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.

At the time of seed treatment, the total amount of active ingredients can be used, for example, from 0.001 to 50 g, preferably from 0.01 to 10 g, per kg of seed.

In the soil treatment, generally, 0.01 g to 1000 g, preferably 0.1 g to 100 g, as a total amount of active ingredients can be used per 1 are.

In the water surface treatment of a paddy field, the total amount of active ingredients is, for example, 0.001 to 40 per hectare.
kg, preferably 0.01 to 10 kg.

In the seedling box treatment, one box (30 cm ×
60 cm x 3 cm), and 0.1
To 100 g, preferably 0.1 to 50 g.

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 additives, compounds and compounding ratios of the additives in the Examples are not limited to these. In the examples, "parts" indicating the usage ratios are% by weight unless otherwise specified.

[0027]

Example 1 Granules Compound (I) 0.5 part, Compound (II) 0.5 part, synthetic hydrous silicon oxide 1 part, calcium ligninsulfonate 2
Parts, bentonite and 30 parts of kaolin clay were thoroughly pulverized and mixed, water was added and kneaded well, and the mixture was granulated and dried to obtain granules.

[0028]

Example 2 Granules Compound (I) 0.5 parts, Compound (II) 2.5 parts, synthetic hydrous silicon oxide 1 part, lignin sulfonate 2
Parts, bentonite and 30 parts of kaolin clay were thoroughly pulverized and mixed, water was added and kneaded well, and the mixture was granulated and dried to obtain granules.

[0029]

Example 3 Granules 1.2 parts of compound (I), 5 parts of compound (II), 1 part of synthetic hydrous silicon oxide, 2 parts of calcium ligninsulfonate, 30 parts of bentonite and 60.8 parts of kaolin clay are pulverized well. After mixing, adding water and kneading well, the mixture was granulated and dried to obtain granules having 6.2% of the active ingredient.

[0030]

Example 4 Granules 1.5 parts of the compound (I), 2 parts of the compound (II), 1 part of synthetic hydrous silicon oxide, 2 parts of calcium ligninsulfonate, 25 parts of bentonite and 68.5 parts of kaolin clay are pulverized well. After mixing, adding water and kneading well, the mixture was granulated and dried to obtain granules having an active ingredient of 3.5%.

[0031]

Example 5 Granules 2 parts of the compound (I), 17 parts of the compound (II), 1 part of synthetic hydrous silicon oxide, 2 parts of calcium ligninsulfonate, 25 parts of bentonite and 53 parts of kaolin clay were thoroughly pulverized and mixed, and then mixed with water. And kneaded well, and then granulated and dried to obtain granules having an active ingredient of 19%.

[0032]

Example 6 Dust 0.1 part of compound (I), 0.1 part of compound (II), 11.2 parts of talc and the remainder of kaolin clay were thoroughly pulverized and mixed to obtain a dust.

[0033]

Example 7 Dust 0.5 part of compound (I), 1 part of compound (II), 88 parts of kaolin clay and 10.5 parts of talc were thoroughly pulverized and mixed to obtain a dust of 1.5% of active ingredient.

[0034]

Example 8 Dust 1 part of the compound (I), 1.5 parts of the compound (II), 88 parts of kaolin clay and 9.5 parts of talc were thoroughly pulverized and mixed to obtain a dust having an active ingredient of 2.5%.

[0035]

Example 9 Suspension 5 parts of compound (I), 20 parts of compound (II), 3 parts of polyoxyethylene sorbitan monooleate, 3 parts of carboxymethyl cellulose (CMC), and 69 parts of water were mixed,
Wet pulverization was carried out until the particle size became 5 microns or less to obtain a suspending agent containing 25% of the active ingredient.

[0036]

Example 10 Wettable powder 10 parts of compound (I), 50 parts of compound (II), 3 parts of calcium ligninsulfonate, sodium lauryl sulfate 2
Parts and 35 parts of synthetic silicon hydroxide were thoroughly pulverized and mixed to obtain a wettable powder having an active ingredient of 60%.

[0037]

Example 11 Emulsion 10 parts of compound (I), 30 parts of compound (II), 14 parts of polyoxyethylene styryl phenyl ether, 6 parts of calcium dodecylbenzenesulfonate, and 40 parts of xylene were mixed well to obtain 40% of the active ingredient. An emulsion was obtained.

[0038]

Example 12 Paddy Field Throwing Agent 5 parts of compound (I), 10 parts of compound (II), 3 parts of talc (Europe), Carplex # 80 (Shionogi Pharmaceutical Co., Ltd.)
And 1 part of amorphous silicon dioxide were mixed and pulverized by a hammer mill to obtain a premix. Foam Shirasu PB03
｝ 66 parts of an average particle size of 75 μm manufactured by Silax Co., Ltd. was placed in a ribbon blender, and 13 parts of Super Oil C {crude liquid paraffin manufactured by Nippon Oil Co., Ltd.} was added and mixed to wet the surface of the shirasu. 28 parts of the premix was added thereto and mixed, and further, Surfynol 104S was added.
2 parts of an acetylene-based nonionic surfactant (manufactured by Nissin Chemical Co., Ltd.) were added, mixed, and coated on the surface of Shirasu. The resulting coating contains 15 parts as active ingredient. 50 g of the obtained coating was subdivided into Hycelon C-200 (manufactured by Nichigo Film Co., Ltd., PVA film, thickness: 40 μm) and packaged. When this sachet was thrown into the center of a 2m x 2m 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 13 Paddy rice casting agent 5 parts of compound (I), 10 parts of compound (II), Aerosil R972 (Nippon Aerosil Co., Ltd., water-repellent silica)
2.5 parts, Toxanone 50P (manufactured by Sanyo Chemical Industries, Ltd.)
After mixing 5 parts of polycarboxylic acid type polysoap, the mixture was pulverized with a hammer mill to obtain a pulverized product. Foam Shirasu PB1
0 (average particle size: 0.42 mm), 62.5 parts, was placed in a plastic bag, 15 parts of Super Oil C was added to wet the surface of the shirasu, and then 31.5 parts of the above ground material was added and mixed. .
The resulting coating contains 15 parts as active ingredient. The obtained coating material was divided into 50 g portions in the same manner as in Example 12. When the sachet was thrown into the center of a 2m x 2m artificial paddy field, the bag floated on the surface of the water, and as the PVA film was dissolved, the contents spread on the surface of the water and the active ingredient was dispersed in the water.

Next, Test Examples show that the composition of the present invention is useful as a fungicide.

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 1 was applied to the pot while keeping the water at a depth of 1 cm. After placing the rice seedlings in the glass room for 7 days, the rice blast fungus (Pyricularia
oryzae) by spray inoculation. After inoculation,
Place rice seedlings in a room at a temperature of 20 to 22 ° C and a relative humidity of 100%.
After leaving for days, the number of lesions formed on the top two leaves was investigated,
The control value was determined by the following equation.

[0045]

## EQU2 ## The control value (%) = {(the number of lesions in the untreated plot-the number of lesions in the treated plot)} {the number of lesions in the untreated plot} × 100 The results are shown in Table 1.

[0046]

[Table 1] ──────────────────────────────────── Test compound Amount of active ingredient Control value Colby's ( g / 10a) (%) Calculated value ──────────────────────────────────── Compound (I) 50 22-Compound (I) 2514-Compound (II) 5063-Compound (II) 2548-Compound (I) + (II) 50 + 50 9871 Compound (I) + (II) 25 + 2591 55} ─────────────────────────────────

[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 flooded state at a water depth of 1 cm, and the test compound prepared in the form of granules according to Example 2 was applied into the pot. After placing the rice seedlings in the glass room for 7 days, the rice sheath blight fungus (Rhizoc
tonia solani) was grown on the ground of rice seedlings.
５5 grains were placed and inoculated. After inoculation, the rice seedlings are allowed to reach a temperature of 25-2.
After being placed in a room at 7 ° C. and a relative humidity of 100% for 10 days, the height of the lesion formed on the leaf sheath was investigated, and the control value was determined 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 Amount of active ingredient Control value Colby's ( g / 10a) (%) Calculated value 化合物 Compound (I) 10 82-Compound (I) 571- Compound (II) 508-Compound (II) 250-Compound (I) + (II) 10 + 509783 Compound (I) + (II) 5 + 25 90 71 ─────────────────────────────────

[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 range of application, and is characterized by a low range of the amount of the active ingredient to be applied and labor saving.

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.

──────────────────────────────────────────────────続 き Continuation of the front page (56) References JP-A-5-222060 (JP, A) JP-A-2-11550 (JP, A) JP-A-62-201855 (JP, A) JP-A-7-2018 228505 (JP, A) JP-A-6-263609 (JP, A) (58) Fields investigated (Int. Cl. ⁶ , DB name) A01N 55/00 A01N 53/00

Claims (1)

(57) [Claims] (1) 2- (4-fluorophenyl) -1- (1
H-1,2,4-triazol-1-yl) -3-trimethylsilyl-2-propanol and (1R, 3S / 1
S, 3R) -2,2-Dichloro- N -[( R ) -1-
(4-chlorophenyl) ethyl] -1-ethyl-3-methylcyclopropanecarboxamide as an active ingredient.