JPH04264010A - Disinfectant of seed - Google Patents

Abstract

PURPOSE:To obtain a disinfectant of seed having wide antimicrobial spectrum and showing stably controlling effects on resistant microorganisms of blights. CONSTITUTION:A disinfectant of seed comprising a copper compound and at least one of N-propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]limidazol-1-carboxamide and pent-4-enyl-N-furfuryl-N-imidazol-1-ylcarbonyl-DL-homoalaninate as active ingredients.

Description

[Detailed description of the invention]

0001

[Industrial Application Field] The present invention relates to a copper compound, N-propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]imidazole-1-carboxamide and pent-4-enyl N-furfuryl. -N-imidazol-1-ylcarbonyl-DL-homoalaninate as an active ingredient.

0002

BACKGROUND OF THE INVENTION With the spread of mechanical transplantation of paddy rice, it has become important to grow healthy seedlings during the box-raised period. Seed disinfection is extremely effective for controlling diseases during the seedling-raising period. Conventionally, benomyl agents, thiophanate methyl agents, thiuram agents, copper agents, triflumizole agents, or mixtures thereof have been used to control seed-borne diseases. is used. Furthermore, JP-A No. 60-260572 discloses a group of imidazole compounds that exhibit excellent control effects against powdery mildew and rust of various crops, baka-nae disease of rice, rice blast, sesame leaf blight, etc. has been done. Furthermore, Japanese Patent Application Laid-Open No. 50-31047 discloses a group of azole compounds that exhibit control effects on powdery mildew, smut, etc. of various crops.

[0003] However, problems remain with conventionally used seed disinfectants. For example, it has been reported that some pathogenic bacteria have become resistant to benzimidazole drugs, which have been widely used, and that their control efficacy has decreased. In recent years, ergosterol biosynthesis inhibitors (EBIs) have begun to be used as drugs that are effective against resistant bacteria.Although ergosterol biosynthesis inhibitors are highly effective against fungal diseases, they are not effective against bacterial diseases. Because of the lack of thiuram, the antibacterial spectrum was narrower than the previous mixture of benzimidazole and thiuram, leaving some unsatisfactory points.

0004

[Problems to be Solved by the Invention] Therefore, there has been a need to develop a low-dose seed disinfectant that has a broad antibacterial spectrum and exhibits a stable disease control effect even against the above-mentioned resistant bacteria. The present invention has been made in view of these circumstances. Therefore, an object of the present invention is to provide a low-dose seed disinfectant that has a broad antibacterial spectrum and exhibits a stable disease control effect even against the above-mentioned resistant bacteria.

[0005]

[Means for Solving the Problem] As a result of repeated research, the present inventors have discovered that the above object can be achieved by using a combination of two specific active ingredients.
The present invention has now been completed. Therefore, the seed disinfectant of the present invention contains a copper compound and N-propyl-N-[2-(2
,4,6-trichlorophenoxy)ethyl]imidazole-1-carboxamide (prochloraz) and pent-4-enyl N-furfuryl-N-imidazole-
It is characterized by containing at least one type of 1-ylcarbonyl-DL-homoalaninate (pefrazoate) as an active ingredient.

The present invention will be explained in detail below. The copper compound, which is one of the active ingredients of the seed disinfectant of the present invention, is
Hydroxide, salt, double salt or chelate compound of divalent copper ion, such as copper sulfate, cupric hydroxide, basic copper sulfate, copper chloride, hydroxyquinoline copper, preferably copper hydroxide. Copper is used and its activity against these bacterial diseases is known.

On the other hand, N-propyl-N-[2-(2,4,6-
trichlorophenoxy)ethyl]imidazole-1-carboxamide (prochloraz) (hereinafter referred to as "compound (1)")
”. ) is shown by the following structural formula,
It is one of the group of compounds described in JP-A-50-31047, and is known to have a control effect on powdery mildew, smut, etc. of various crops.

Pent-4-enyl N-furfuryl-
N-imidazol-1-ylcarbonyl-DL-homoalaninate (pefrazoate) (hereinafter referred to as "compound (
2). ) is represented by the following structural formula and is one of the group of compounds described in the above-mentioned Japanese Patent Application Laid-Open No. 60-260572, and is a compound that is effective against powdery mildew and rust of various crops, and baka-nae disease of rice. It is known to exhibit excellent control effects against rice blast, rice blast, sesame leaf blight, etc.

According to the present invention, when these copper compounds are used in combination with at least one of the above compounds (1) and (2), the antibacterial spectrum is wide and stable disease control effects are exhibited against resistant bacteria. Their control effects are synergistic and superior to those obtained when each is used alone. To use the seed disinfectant of the present invention, a copper compound and
The mixing ratio with compound (1) and/or compound (2) is 5:1 to 1:100 by weight, preferably 5:1 to 1:
The range is 10.

[0010] To use the seed disinfectant of the present invention, the above-mentioned active ingredients can be used as they are, but they are usually mixed with a carrier and formulated into a formulation. In addition, various formulation auxiliaries such as surfactants, wetting agents, fixing agents, thickeners, stabilizers, etc. may be added as necessary to formulate wettable powders, powders, flowable agents, etc. It is preferable to use it as Copper compounds may cause phytotoxicity to plants, and various antidotes are being considered.However, calcium carbonate, glutathione, and amino acids are known to have the effect of reducing phytotoxicity. Agents can also be used in combination.

[0011] In the seed disinfectant of the present invention, when the above-mentioned active ingredient is mixed with a carrier, the content thereof is 2 to 8 by weight.
The range is 0%. The carriers for the above formulation include kaolin, attapulgite, bentonite, acid clay, birophyllite, talc, diatomaceous earth, calcite, walnut shell powder,
Solid carriers such as fine powders or granules such as urea, ammonium sulfate, and synthetic hydrous silicon oxide; aromatic hydrocarbons such as xylene and methylnaphthalene; alcohols such as isopropanol, ethylene glycol, and cellosolve; ketones such as acetone, cyclohexane, and isophorone; Vegetable oils such as soybean oil and cottonseed oil, dimethyl sulfoxide, acetonitrile,
Examples include liquid carriers such as water.

[0012] Surfactants used for emulsification, dispersion, wetting, etc. include alkyl sulfate salts, alkyl (aryl) sulfonate salts, dialkyl sulfosuccinate salts, polyoxyethylene alkylaryl ether phosphate salts, Anionic surfactants such as naphthalene sulfonic acid formaldehyde condensates polycarboxylic acid type polymers, polyoxyethylene alkyl ethers, polyoxyethylene alkylaryl ethers, polyoxyethylene polyoxypropylene block copolymers, sorbitan fatty acid esters, polyoxy Examples include nonionic surfactants such as ethylene sorbitan fatty acid ester. Examples of formulation aids include lignin sulfonate, alginate, polyvinyl alcohol, gum arabic, CMC (carboxymethyl cellulose), PAP (isopropyl acid phosphate), xanthan gum, and the like.

When using the seed disinfectant of the present invention for seed immersion treatment, the preparation is diluted with water so that the concentration of the active ingredient is 100 to 1.
It is preferable to prepare a solution of 0,000 ppm and soak or spray the seeds in this solution, but it is also possible to coat the seeds. The appropriate amount of the preparation is usually 0.05 to 5% of the weight of the dry seeds, but such amount may vary depending on the form of the preparation and the type of crop seed to be treated. Furthermore, by using the seed disinfectant of the present invention in combination with other fungicides such as hydroxyisoxazole, a wider range of seed diseases can be controlled. It can also be used in combination with thiuram, kasugamycin, thiabendazole, carbendazim, captan, benomyl, thiophanate methyl, and the like.

[0014] Specific examples of diseases for which the seed disinfectant of the present invention is effective include rice blast disease (Pyricularia
oryzae), sesame leaf blight (Cochliobol
usmiyabeanus), Gibber
ella fujikuroi), rice blight (P
seudomonas glumae), bacterial seedling blight disease (Pseudomonas plantarii)
, Pseudomonas avenae
, wheat leaf blight (Septoria tritic)
i), brown streak blight (Leptosphaeria n.
odorum), smut (Tilletia
caries), naked smut (Ustilago t
ritici), barley naked smut (Ustilag)
o nuda), net spot disease (Pyrenophora
teres), Rhynchosporiu
m secalis), Septoria blight (Septoria
sp. ), Ustilago horde
ei) etc.

[0015]

EXAMPLES The present invention will be explained in detail below using formulation examples and test examples. Formulation example 1 (powder) 1.2 parts of cupric hydroxide, 5 parts of compound (2), 40 parts of clay
By thoroughly pulverizing and mixing 53.8 parts of talc and 53.8 parts of talc, a powder containing 6.2% of the active ingredient was obtained.

Formulation example 2 (hydrating powder) 3.7 parts of cupric hydroxide, 16 parts of compound (2), 5 parts of lignin sulfonate, 3 parts of alkyl sulfonate, and 72.3 parts of diatomaceous earth were thoroughly ground. By mixing, the active ingredient 1
A hydrating powder containing 9.7% was obtained.

Formulation Example 3 (suspending agent) 4.6 parts of cupric hydroxide, 20 parts of compound (2), 0.5 part of polyoxyethylene nonylphenyl ether, 0.5 part of xanthan gum, polycarboxylic acid type By mixing 1.5 parts of molecular activator (Demol EP®), 8 parts of ethylene glycol, and 64.9 parts of water and wet milling until the particle size of the mixture is 5 microns or less, the active ingredient 2
A suspension containing 4.6% was obtained.

Test Example 1 (Seed disinfection effect test on rice inoculated with Pseudomonas glum)
ae) The inoculated rice was immersed in a suspension prepared according to Formulation Example 3 at a low concentration for 24 hours, and then 2 4.5 g per pot was placed in plastic pots filled with seedling growing soil.
Sown in pots. Next, the seedlings were kept at 30° C. for 3 days in a seedling nursery, and then cultivated in a greenhouse for 14 days, the disease onset state was investigated, and the disease severity was calculated using the following formula. In addition, the morbidity level is 0.
A morbidity level of 100 means the same as in the untreated control group.

In order to help explain the synergism between the active compounds used in this test, the results of the above test are presented in "Weeds", Vol. 15, 20-20.
22 (1967), Colby (R.
S. Colbey's method. The expected morbidity E (index) was calculated according to the formula: In this formula, X and Y are 2
It represents the severity (index) when two active compound preparations are applied separately. A synergistic effect occurs 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 formula, if the actually observed morbidity is smaller than the expected morbidity (E) calculated from the above formula, it means that there is a synergistic effect.

[0020]

[Table 1] 1) Based on Colby's equation 2) Concentration as copper

Test Example 2 (Seed disinfection effect test on paddy infected with bacterial rice seedling blight) Pseudomonas pl
antariii) The inoculated rice was immersed in a suspension prepared according to Formulation Example 3 at a low concentration for 24 hours, and then placed in plastic pots filled with seedling growing soil at 4.5% per pot.
5g each was sown in two pots. Next, the seedlings were kept at 30° C. for 3 days in a seedling nursery, and then cultivated in a greenhouse for 14 days, the disease onset state was investigated, and the disease severity was calculated using the following formula. In addition, a morbidity level of 0 means that there is no disease, and a morbidity level of 100
means the same as in the untreated control group.

[0022]

[Table 2] 1) Based on Colby's equation 2) Concentration as copper

Test Example 3 (Seed disinfection effect test on paddy infected with Gibberella fujik) Gibberella fujik
Formulation Example 2
The seeds were immersed in a low-concentration, long-term immersion treatment using a hydrating powder prepared according to the method described in 2006.Then, the seeds were sown in two plastic pots filled with seedling-raising soil at 4.5 g per pot. Next, after keeping the seedlings at 30℃ for 3 days in a seedling nursery, they were grown in a greenhouse for 14 days.
The plants were cultivated for days, and the disease state was investigated, and the disease severity was expressed as a percentage of the untreated control group. Note that a morbidity level of 0 means that there is no disease, and a morbidity level of 100 means that it is the same as the untreated control group.

[0024]

[Table 3] 1) Based on Colby's equation 2) Concentration as copper

[0025]

[Effects of the Invention] The seed disinfectant of the present invention exhibits high effectiveness against various seed-borne diseases, exceeds the effect when each active ingredient is used alone, and reduces the amount of active ingredients. Is possible. In addition, it has a broad antibacterial spectrum, which reduces the work required to disinfect seeds, and at the same time, it can suppress the occurrence of problematic diseases during the seedling-raising period.

Claims (1)

[Claims] [Claim 1] A copper compound and N-propyl-N-[2
Contains at least one of -(2,4,6-trichlorophenoxy)ethyl]imidazole-1-carboxamide and pent-4-enyl N-furfuryl-N-imidazol-1-ylcarbonyl-DL-homoalaninate as an active ingredient. A seed disinfectant characterized by: