JPH0699257B2 - Seed disinfectant - Google Patents

Description

Detailed Description of the Invention

[0001]

The present invention relates to 2- (4-chlorobenzyl) -5-isopropyl-1- (1H-1,2,4-
The present invention relates to a seed disinfectant containing triazol-1-ylmethyl) -1-cyclopentanol and a copper compound as active ingredients.

[0002]

2. Description of the Related Art With the spread of mechanical transplantation of paddy rice, it has become important to grow healthy seedlings during the box raising period. For disease control during seedling raising, seed disinfection is extremely effective, and conventionally, in order to control seed infectious disease, benomyl agent, thiophanate methyl agent, thiuram agent, copper agent, triflumizole agent, or a mixture thereof. Is used. Further, in JP-A-1-93574, it is excellent in powdery mildew, rust, smut, various fruit crops such as scab, scab, rice sprouting, rice blast, sesame leaf blight and the like. A group of azolylcyclopentanol compounds having a controlling effect has been disclosed.

However, the conventional seed disinfectants still have problems. For example, regarding benzimidazole drugs that have been widely used in the past, resistant bacteria have appeared in some of the pathogenic bacteria, and it has been reported that the control effect is reduced. Ergosterol biosynthesis inhibitor (EBI) has recently begun to be used as an effective drug against resistant bacteria. The ergosterol biosynthesis inhibitor is highly effective against filamentous fungal disease but effective against bacterial disease. Therefore, the antibacterial spectrum was narrower than that of the conventional admixture, and unsatisfactory points were left.

[0004]

Therefore, it has been required to develop a seed disinfectant having a broad antibacterial spectrum and a stable disease control effect against the above-mentioned resistant bacteria and having a low dose. The present invention has been made in view of such circumstances. Therefore, an object of the present invention is to provide a low dose of seed disinfectant having a broad antibacterial spectrum and a stable disease control effect against the resistant bacteria.

[0005]

As a result of repeated studies, the present inventors have found that the above object can be achieved by using a combination of two specific active ingredients, and have completed the present invention. Therefore, the seed disinfectant of the present invention,
2- (4-chlorobenzyl) -5-isopropyl-1-
(1H-1,2,4-triazol-1-ylmethyl)
It is characterized by containing -1-cyclopentanol (hereinafter referred to as "compound (A)") and a copper compound as active ingredients.

The present invention will be described in detail below. Compound (A) which is one of the active ingredients of the seed disinfectant of the present invention
Is represented by the following structural formula:
-93574, the powdery mildew of various crops, rust, smut, scab of fruit trees, scab,
It is known that it has an excellent control effect against rice seedling disease, rice blast disease, sesame leaf blight and the like.

On the other hand, a copper compound, which is another active ingredient of the seed disinfectant of the present invention, is a divalent copper ion hydroxide,
Salts, double salts or chelate compounds such as copper sulfate, cupric hydroxide, basic copper sulfate, hydroxyquinoline copper and copper chloride, and their activity against bacterial diseases is also known.

According to the present invention, when both of them are used as active ingredients, they have a broad antibacterial spectrum and show stable disease control effect against resistant bacteria, and their control effects are higher than those when used alone. And is synergistically superior. In the seed disinfectant of the present invention, the mixing ratio of the compound (A) and the copper compound is 1: 0.5 to 1: 100 by weight.
Is used, and preferably in the range of 1: 0.5 to 1:15.

In order to use the seed disinfectant of the present invention, the above-mentioned active ingredients can be used as they are, but usually they are mixed with a carrier and made into a formulation for use. In addition, if necessary, various pharmaceutical auxiliaries, for example, surfactants,
A wetting agent, a sticking agent, a thickening agent, a stabilizer, etc. may be added to prepare a dosage form such as a wettable powder, a powder and a flowable agent for use. Further, for the purpose of preventing phytotoxicity caused by the copper compound, a conventionally known antidote, for example, calcium carbonate, glutathione, amino acids and the like, which are known to have a phytotoxicity-reducing effect, can be mixed and used.

In the seed disinfectant of the present invention, when the above-mentioned active ingredient is mixed with a carrier, its content is usually in the range of 0.1 to 80% by weight. The carrier of the above formulation, kaolin, attapulgite, bentonite, acid clay, bilophyllite, talc, diatomaceous earth, calcite,
Solid carrier such as walnut shell powder, urea, ammonium sulfate, fine powder or granules of synthetic hydrous silicon oxide, xylene,
Aromatic hydrocarbons such as methylnaphthalene, alcohols such as isopropanol, ethylene glycol and cellosolve,
Examples thereof include ketones such as acetone, cyclohexane and isophorone, vegetable oils such as soybean oil and cottonseed oil, and liquid carriers such as dimethyl sulfoxide, acetonitrile and water.

Surfactants used for emulsification, dispersion, moistening, etc. include alkyl sulfate ester salts, alkyl (aryl) sulfonates, dialkyl sulfosuccinates, polyoxyethylene alkyl aryl ether phosphate ester salts, Naphthalenesulfonic acid formaldehyde condensate Anionic surfactants such as polycarboxylic acid type polymers, polyoxyethylene alkyl ethers, polyoxyethylene alkylaryl ethers, polyoxyethylene polyoxypropylene block copolymers, sorbitan fatty acid esters, polyoxy Examples thereof include nonionic surfactants such as ethylene sorbitan fatty acid ester. Examples of the auxiliaries for formulation include lignin sulfonate, alginate, polyvinyl alcohol, gum arabic, CMC (carboxymethyl cellulose), PAP (isopropyl acid phosphate), xanthan gum and the like.

When the seed disinfectant of the present invention is subjected to seed dipping treatment, the formulation is diluted with water so that the active ingredient concentration is 80 to 1
It is desirable to prepare a 0000 ppm solution and immerse or spray seeds in this solution, but seed dressing can also be used. The amount used is usually 0.05 to 5% of the dry seed weight as a formulation amount, but such an amount may vary depending on the form of the formulation and the type of seeds to be treated. Furthermore, by mixing and using the seed disinfectant of the present invention with another fungicide such as hydroxyisoxazole, a wider range of seed diseases can be controlled. Also, thiuram, kasugamycin, thiabendazole, carbendazim, captan, benomyl, thiophanate methyl, triflumizole, prochloraz,
It can also be used in combination with pefurazoate or the like.

A specific example of a disease for which the seed disinfectant of the present invention is effective is rice blast (Pyricularia).
oryzae), sesame leaf blight (Cochliobolu)
smiyabeanus), stupa seedling disease (Gibbere)
lla fujikuroi), and bacterial blight (Pse)
udomonas glumae), bacterial wilt disease (P
Pseudomonas plantarii, brown streak (Pseudomonas avenae), rice scab (Ustilaginoidea virens), wheat leaf blight (Septoria tritici),
Brown streak blight (Leptosphaeria node)
um), sickle smut (Tilletia cari)
es), naked smut (Ustilago tritic)
i), Fusarium sp., Cochliobolus sativus, Barley leaf spot (Helminthosporiumgr)
Amineum), naked smut (Ustilago nu)
da), Pyrenophora tere
s), cloud disease (Rhynchosporium seca)
lis), blight (Septoria sp.), hard scab (Ustilago hordei), oat naked scab (Ustilago avenae), leaf blight (Pyrenophora avenae), rye scab (Tilleretia cilia, etc.). .

[0014]

The present invention will be described in detail below with reference to formulation examples and test examples. Formulation Example 1 (powder) 1 part of compound (A), 2 parts of cupric hydroxide, 40 parts of clay,
By thoroughly pulverizing and mixing 57 parts of talc, a powder containing 3% of the active ingredient was obtained.

Formulation Example 2 (wettable powder) 6 parts of compound (A), 12 parts of cupric hydroxide, 5 parts of lignin sulfonate, 3 parts of alkyl sulfonate, diatomaceous earth 74
The parts were well pulverized and mixed to obtain a wettable powder containing 18% of the active ingredient.

Formulation Example 3 (Suspending Agent) Compound (A) 10 parts, cupric hydroxide 9.2 parts, polyoxyethylene nonyl phenyl ether 0.5 part, xanthan gum 0.5 part, polycarboxylic acid type high The active ingredient 1 was prepared by mixing 1.5 parts of a molecular activator (Demol EP (registered trademark)), 8 parts of ethylene glycol, and 70.3 parts of water, and wet-milling until the particle size of the mixture became 5 microns or less.
A suspension containing 9.2% was obtained.

Test Example 1 (Test of seed disinfection effect on paddy inoculated with rice bacterial blight bacterial) Pseudomonas gluma
e) Inoculated paddy was soaked with a suspension prepared according to Formulation Example 3 for a low concentration for 24 hours, and then seeded in a plastic pot filled with seedling cultivation soil in 4.5 pots per pot in 2 pots. . Then, after keeping at 30 ° C. for 3 days in a nursery, it was cultivated in a greenhouse for 14 days, the disease state was investigated, and the morbidity was calculated by the following formula. In addition, morbidity 0
It means that it is not affected, and a morbidity of 100 means that it is the same as that of the untreated control group.

In order to help explain the synergistic effect between the active compounds used in this test, the results of the above test are shown by RS Colbey in Weeds, Vol. 15, pp. 20-22. (1967
Year)). The expected morbidity E (index) is the formula: Calculated according to. In this formula, X and Y are 2
Degree of morbidity (index) when the preparations of the two active compounds are applied separately. There will be a synergistic effect if the activity of the mixture of active compounds is greater than that of the individual active compounds applied. In the case of the above equation, if the actually observed morbidity is not smaller than the expected morbidity (E) calculated from the above equation, it means that there is a synergistic effect.

[0019]

[Table 1] 1) According to Colby's formula 2) Concentration as copper

Test Example 2 (Seed disinfection effect test on paddy infected with rice seedling bacterial killing bacteria) Pseudomonas pla
ntarii) Inoculated paddy is treated with a suspension prepared according to Formulation Example 3 for a low concentration for 24 hours, and then 4.5 times per pot in a plastic pot filled with seedling cultivation soil.
Two pots were seeded, each g. Then, after keeping at 30 ° C. for 3 days in a nursery, it was cultivated in a greenhouse for 14 days, the disease state was investigated, and the morbidity was calculated by the following formula. A morbidity of 0 means that the patient is not ill, and a morbidity of 100
Means the same as in the untreated control group.

[0021]

[Table 2] 1) According to Colby's formula 2) Concentration as copper

Test Example 3 (Seed disinfection effect test on paddy infected with rice bacillus seedling disease fungus) An infected paddy obtained by inoculating a rice bacillus seedling disease fungus (Gibberella fujikuroi) resistant to a benzimidazole fungicide at the flowering stage is prepared. A wettable powder prepared according to Example 2 was used for a long-term low-concentration dipping treatment, and then seeded in plastic pots filled with seedling cultivation soil at 4.5 g per pot in 2 pots. Then, after keeping it at 30 ° C. for 3 days in a nursery, it is cultivated in a greenhouse for 14 days,
The disease status was investigated and the morbidity was expressed as a percentage relative to the untreated control group. Note that a morbidity of 0 means that no illness has occurred, and a morbidity of 100 means that it is the same as that in the untreated control group.

[0023]

[Table 3] 1) According to Colby's formula 2) Concentration as copper

[0024]

EFFECTS OF THE INVENTION The seed disinfectant of the present invention exerts a high effect against various seed-borne diseases, and exceeds the effect when each active ingredient is used alone, and reduces the amount of the active ingredient. It is possible. Further, since the antibacterial spectrum is wide, it is possible to reduce the work at the time of seed disinfection, and at the same time, to suppress the occurrence of disease causing a problem during the seedling raising period. Furthermore, it shows a stable control effect against conventional agents against resistant bacteria that have become resistant.

Claims (1)

[Claims] 1. 2- (4-chlorobenzyl) -5-isopropyl-1- (1H-1,2,4-triazole-1)
A seed disinfectant containing -ylmethyl) -1-cyclopentanol and a copper compound as active ingredients.