JP3102500B2 - Seed disinfectant - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a copper compound, seeds containing N- propyl -N- [2- (2,4,6- trichloro-phenoxy) ethyl] and imidazol-1 Karubokisami de as an active ingredient For disinfectants.

[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 box raising. Seed disinfection is extremely effective in controlling disease during the seedling raising period. Conventionally, in order to control seed-borne diseases, benomyl, thiophanate methyl, thiuram, copper, triflumizole, or a mixture thereof Is used. Also, Japanese Unexamined Patent Publication <br/> HirakiAkira 50-31047, various crops powdery mildew, a group of azole compounds exhibiting controlling effect on smut like have been disclosed.

[0003] However, the seed disinfectant conventionally used has a problem. For example, with respect to benzimidazole-based drugs that have been widely used, resistant bacteria have appeared in some of the pathogenic bacteria, and a decrease in the control effect has been reported.
Ergosterol biosynthesis inhibitors (EBI) have recently begun to be used as effective drugs against resistant bacteria, but ergosterol biosynthesis inhibitors have a high effect on fungal diseases but are effective against bacterial diseases. Due to the absence of the compound, the antibacterial spectrum was narrower than that of a conventional mixture of a benzimidazole compound and thiuram, and unsatisfactory points were left.

[0004]

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

[0005]

Means for Solving the Problems As a result of repeated studies, the present inventors have found that the above object can be achieved by using two specific active ingredients in combination.
The present invention has been completed. Therefore, the seed disinfectant of the present invention comprises a hydroxide, a salt, a double salt and a divalent copper ion.
At least one selected from the group consisting of rate compounds
A copper compound class, N- propyl--N- [2- (2,4,
6-trichlorophenoxy) ethyl] imidazole-1
- characterized in that it contains a Karubokisami de as an active ingredient. However, N-propyl-N- [2- (2,
4,6-Trichlorophenoxy) ethyl] imidazole
An effective synthesis of a copper salt complex having -1-carboxamide as a ligand
Excludes when contained as a minute.

Hereinafter, the present invention will be described in detail. Copper compound which is one of the active ingredients of the seed disinfectant of the present invention,
Hydroxides, salts, double salts or chelate compounds of divalent copper ions, for example, copper sulfate, cupric hydroxide, basic copper sulfate, copper chloride, copper hydroxyquinoline, and preferably hydroxide hydroxide Dicopper is used and its activity against these bacterial diseases is known.

On the other hand, N-propyl-N- [2- (2,4,6-), another active ingredient of the seed disinfectant of the present invention, is used.
[Trichlorphenoxy) ethyl] imidazole-1-carboxamide (prochloraz) (hereinafter, referred to as "compound (1)") is represented by the following structural formula and described in the above-mentioned JP-A-50-31047. It is one of a group of compounds and is known to have a controlling effect on powdery mildew, smut, etc. of various crops.

Embedded image

According to the present invention, when these copper compounds are used in combination with the above compound (1 ) , the antibacterial spectrum is broad,
In addition to showing a stable disease control effect against resistant bacteria, the control effect is excellent in that it is synergistic as compared with the case of using each alone. To use the seed disinfectant of the present invention, the mixing ratio of the copper compound and the compound (1 ) is as follows:
5: 1 to 1: 100 by weight, preferably 5: 1 to 1: 1
It is in the range of 0.

In order to use the seed disinfectant of the present invention, the above-mentioned active ingredient can be used as it is. However, it is usually mixed with a carrier and used as a formulation. Further, if necessary, various formulation auxiliaries, for example, surfactants, wetting agents, fixing agents, thickeners, stabilizers, etc. may be added to formulate wettable powders, powders, flowables, etc. It is preferable to use them.
Copper compounds may cause phytotoxicity to plants, and various antidotes have been studied.However, since calcium carbonate, glutathione, and amino acids are known to have a phytotoxicity-reducing effect, these detoxifications are considered. Agents can also be used as a mixture.

In the seed disinfectant of the present invention, when the above-mentioned active ingredient is mixed with a carrier, its content is 2 to 8 by weight.
The range is 0%. Carriers of the above preparations include solids such as kaolin, attapulgite, bentonite, acid clay, virophilite, talc, diatomaceous earth, calcite, walnut shell powder, urea, ammonium sulfate, synthetic hydrous silicon oxide, etc. Carrier, xylene, aromatic hydrocarbons such as methylnaphthalene, alcohols such as isopropanol, ethylene glycol and cellosolve, ketones such as acetone, cyclohexane and isophorone, soybean oil,
And liquid carriers such as vegetable oils such as cottonseed oil, dimethyl sulfoxide, acetonitrile, water and the like.

Surfactants used for emulsification, dispersion, wet spreading, etc. include alkyl sulfates, alkyl (aryl) sulfonates, dialkyl sulfosuccinates, polyoxyethylene alkyl aryl ether phosphates, and the like. Naphthalene sulfonic acid formaldehyde condensate Anionic surfactant such as polycarboxylic acid type polymer, polyoxyethylene alkyl ether, polyoxyethylene alkyl aryl ether, polyoxyethylene polyoxypropylene block copolymer, sorbitan fatty acid ester, polyoxy Nonionic surfactants such as ethylene sorbitan fatty acid esters are exemplified. Examples of the formulation auxiliary include lignin sulfonate, alginate, polyvinyl alcohol, gum arabic, CMC (carboxymethyl cellulose), PAP (acidic isopropyl phosphate), xanthan gum and the like.

When the seed disinfectant of the present invention is subjected to seed soaking treatment, the preparation is diluted with water so that the active ingredient concentration is 100 to 1%.
It is desirable to prepare a 0000 ppm solution and soak or spray the seeds in this solution, but it is also possible to use seed dressing. The amount used is usually 0.05 to 5% of the weight of the dry seed as the amount of the preparation, but such an amount may vary depending on the form of the preparation and the type of the seed to be treated. Furthermore, by using the seed disinfectant of the present invention in combination with other fungicides such as hydroxyisoxazole, it is possible to control a wider range of seed diseases. It can also be used in combination with thiuram, kasugamycin, thiabendazole, carbendazim, captan, benomyl, thiophanate methyl, and the like.

Specific examples of diseases for which the seed disinfectant of the present invention is effective include rice blast (Pyricularia).
oryzae), sesame leaf blight (Cochliobol)
smiabeanus, frog seedling disease (Gibbere)
lla fujikuroi), birch blight (Pse
udomonas glumae), bacterial wilt disease of seedling (P
pseudomonas plantarii, brown streak (Pseudomonas avenae), wheat leaf blight (Septoria tritici), brown streak (Leptosphaeria nodoru)
m), Black smut (Tilletia carie)
s), naked smut (Ustilago tritic)
i), Barley barley smut (Ustilago nud)
a), reticulum disease (Pyrenophora tere
s), cloud disease (Rynchosporium sec.)
aris), Fusarium wilt (Septoria sp.), and smut (Ustilago hordei).

[0014]

The present invention will be described below in detail with reference to formulation examples and test examples. In the formulation examples, the compound
Instead of (1), penta-4-enyl N-furfurfur
Ru-N-imidazol-1-ylcarbonyl-DL-e
Moalaninate (pefurazoate) (hereinafter referred to as “compound
(2) ". ) Is used for reference.
belongs to. Formulation Example 1 (dust) 1.2 parts of cupric hydroxide, 5 parts of compound (1) , clay 40
Parts and 53.8 parts of talc were thoroughly pulverized and mixed to obtain a powder containing 6.2% of the active ingredient.

Formulation Example 2 (Wettable powder) 3.7 parts of cupric hydroxide, 16 parts of compound (2), 5 parts of ligninsulfonate, 3 parts of alkylsulfonate and 72.3 parts of diatomaceous earth are pulverized well. By mixing, the active ingredient 1
A wettable powder containing 9.7% was obtained.

Formulation Example 3 (suspension) 4.6 parts of cupric hydroxide, 20 parts of compound (2), 0.5 parts of polyoxyethylene nonyl phenyl ether, 0.5 parts of xanthan gum, polycarboxylic acid type By mixing 1.5 parts of a molecular activator (Demol EP (registered trademark)), 8 parts of ethylene glycol and 64.9 parts of water, and wet-milling the mixture until the particle size of the mixture becomes 5 μm or less, the active ingredient 2 is obtained.
A suspension containing 4.6% was obtained.

Test Example 1 (Test of seed disinfection effect on rice seed inoculated with rice blight bacterial bacterium) Pseudomonas gluma
e) Inoculated paddy was soaked with a suspension prepared according to Formulation Example 3 at a low concentration for 24 hours, and then seeded in two plastic pots filled with seedling cultivation soil at 4.5 g per pot. . Next, after keeping the seedling incubator at 30 ° C. for 3 days, 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 is
It means that there is no disease, and the disease degree 100 is the same as in the case of the untreated control group.

(Equation 1)

In this test, to help explain the synergistic effect between the active compounds used, the results of the above test were described in Weeds, Vol.
Colby (R. C.) described on page 22 (1967).
S. Colby). The expected morbidity E (index) is given by the formula:

(Equation 2) Was calculated according to In this formula, X and Y are 2
The morbidity (index) of the two active compound preparations when applied separately. If the activity of the mixture of active compounds is greater than that of the individual active compounds applied, there will be a synergistic effect. 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.

[0019]

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

Test Example 2 (Test of seed disinfection effect on rice seedling-infected bacterial disease-infected paddy) Pseudomonas plate
ntari) Inoculated paddy was immersed in a low concentration for 24 hours with a suspension prepared according to Formulation Example 3 and then placed in a plastic pot filled with seedling cultivation soil at 4.5 per pot.
The seeds were sown in 2 pots each. Next, after keeping the seedling incubator at 30 ° C. for 3 days, 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 means not ill, and morbidity 100
Means the same as in the untreated control group.

[0021]

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

Test Example 3 (Test of seed disinfection effect on rice seedling infected with rice blight seedling) Rice seedling (Gibberella fujiku)
roi) was inoculated at the flowering stage, and the infected paddy was subjected to a low-concentration long-term immersion treatment with a wettable powder prepared according to Formulation Example 2, and then the pot was placed in a plastic pot filled with seedling cultivation soil. The seeds were sown in two pots of 4.5 g each. Then, after keeping at 30 ° C. for 3 days in a seedling incubator,
The plants were cultivated for 4 days, the disease status was investigated, and the degree of morbidity was expressed as a percentage with respect to an untreated control group. In addition, morbidity 0 is
It means that there is no disease, and the disease degree 100 is the same as in the case of the untreated control group.

[0023]

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

[0024]

INDUSTRIAL APPLICABILITY The seed disinfectant of the present invention exerts a high effect on various seed-borne diseases, exceeding the effect when each active ingredient is used alone, and reducing the amount of the active ingredient. It is possible. Further, the antibacterial spectrum is wide, and the work at the time of seed disinfection can be reduced, and at the same time, the occurrence of a disease which becomes a problem during the seedling raising period can be suppressed.

──────────────────────────────────────────────────続 き Continuation of the front page (51) Int.Cl. ⁷ Identification symbol FI (A01N 59/20 47:38) (56) References JP-A-4-193807 (JP, A) JP-A-61-1608 ( JP, A) (58) Field surveyed (Int. Cl. ⁷ , DB name) A01N 55/02 A01N 59/20 A01N 47/38

Claims (1)

(57) [Claims] 1. A hydroxide, a salt, a double salt and a divalent copper ion.
At least one selected from the group consisting of
One type of copper compound and N-propyl-N- [2- (2,
Characterized in that it contains a 4,6-trichloro phenoxy) ethyl] imidazole-1 Karubokisami de as an active ingredient, however, N- propyl--N- [2-
(2,4,6-trichlorophenoxy) ethyl] imida
A copper salt complex having sol-1-carboxamide as a ligand
Seed disinfectant except when contained as an active ingredient .