JPS61243004A - Soil disease-combatting agent - Google Patents

Abstract

PURPOSE:The title agent that contains a salt of alkylbenzenesulfonic acid as an acative ingredient, thus showing strong effect against infectious soil diseases which are difficult to be controlled, such as clubroots in Cruciferae vegetables such as Chinese cabbage to enable the healthy growth of the vegetables, resulting in increased harvest. CONSTITUTION:The objective agent contains, as an active ingredient, an alkylbenzenesulfonate salt of the formula (R1, R2 are H, alkyl, respectively, where they are H simultaneously; n is 1, 2p M is alkali or earth metal, ammonium or organic amine). The agent may be practically applied in any form, however, dust, granule preparations are directly applied to a wide area of crop fields with high controlling effect. The does is appropriately 0.5-10kg per 10 ares on the basis of the active ingredient.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention is effective as a control agent for soil-borne diseases that cause great damage in vegetable cultivation and are difficult to control. It is particularly effective against clubroot disease of cruciferous vegetables (Chinese cabbage, cabbage, cauliflower, turnip, etc.), and I! ! This article relates to a soil disease control agent that grows all vegetables and increases yields.

More specifically, as an active ingredient, the general formula (I) (However, R1 and R2 in the formula may be the same or different, and each is a hydrogen atom (However, RI and R2 are not hydrogen atoms at the same time) or an alkyl group, n is an integer of 1 to 2, and M is an alkali metal, an alkaline earth metal, ammonium, or an organic amine). Regarding disease control agents. therefore.

Seikan IJ1 can be effectively used in the agricultural chemical manufacturing industry and the agricultural and horticultural fields.

The compounds represented by the general formula (I) of the present invention are known, and some of these compounds can be used as agricultural chemical active ingredients in the field of agricultural chemical manufacturing, particularly in emulsions and wettable powders. It is used as an auxiliary agent to impart wettability, suspension properties, emulsifying properties, dispersibility, permeability, etc. However, the amount added is, for example, 3% or less of the total amount of the preparation in the case of a wettable powder. In normal use of this preparation (diluting the preparation 500 to 2000 times with water and spraying 100 to 200 fL per 10 ares on the foliage of plants), the amount of adjuvant used is 0.00 fL per 10 ares.
The amount is extremely small, ranging from 15 kg to 0.012 kg, and there have been no reports to date that such use is effective against soil diseases.

There are also reports that the same compound as the present invention has an effect as an agrochemical active ingredient. As an example, calcium alkylbenzenesulfonate is effective as a flower thinning agent for peanuts ("Chemistry Control of Plants" Vol. 18, No. 1, No. 7).
7-83 (Published in 1983), Calcium octylbenzenesulfonate is effective against cucumber mosaic virus.
(Page 486, published in 1980), or that sodium alkylbenzenesulfonate shows activity against rice blast when sprayed at high concentrations (Hokuriku Pest Research Bulletin No. 16, 73-
75 pages, 1968), etc.

As mentioned above, the compound of the present invention is a known compound, and has been conventionally added to emulsions and wettable powders as an adjuvant in agrochemical formulations. However, the amount added in the preparation is small at 3% or less, and as mentioned above, the conventional method of diluting it with water by 500 to 2000 times and spraying it on the leaves of plants does not prevent clubroot disease on cruciferous vegetables. It is also known that the compound of the present invention can be used as an active ingredient of agricultural chemicals. The present invention is completely different from the present invention both in the target diseases and in the treatment method. Therefore, it is a completely new finding that the compound of the present invention can be used in soil to control clubroot disease of cruciferous vegetables.

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With changes in social and economic conditions, the cultivation of high-profit crops is progressing in vegetable cultivation as well, and continuous cultivation of the same crop in the same soil is being promoted. As a result, the density of pathogenic bacteria in the soil has increased, and damage caused by soil-borne diseases has become a nationwide problem. In particular, clubroot disease of cruciferous vegetables is occurring frequently, and we are struggling to find a countermeasure against it. PCNB (pentachloronitrobenzene), which has been used as a clubroot control agent for cruciferous vegetables, has become less effective due to the increased density of pathogenic bacteria in the soil due to continuous cropping.
It is common practice to apply 2 to 3 times the amount conventionally used. However, such a large amount of application poses a problem in terms of residue, and there is a desire to develop a new effective drug to replace this.

In view of these circumstances, the present invention aims to provide a novel soil disease control agent effective against clubroot of cruciferous vegetables.

In order to achieve the above objective, the present inventors applied a number of compounds to soil contaminated with clubroot fungi of cruciferous vegetables, and conducted intensive studies to determine whether they were effective or not. . As a result, the compound represented by the following general formula (I) met the purpose,
It has been found that it exhibits extremely high soil disease control effects.

In the formula, R and R2 may be the same or different, and each represents a hydrogen atom (however, R1 and R2 are not hydrogen atoms at the same time) or an alkyl group, and n
is an integer of 1 to 2, and 1M is an alkali metal, an alkaline earth metal, ammonium, or an organic amine.

Examples of alkyl groups that can be used as R here include methyl (CH3), ethyl (C2H5), propyl (
C3H7), butyl (04H9), pentyl (CsHl
t), hexyl (C6HI3), heptyl (C7HIS
), octyl (C8H17), nonyl (Cs Ht
s), decyl (C14H29), dodecyl (
(I2H2S), tetradecyl (C14H29), hexadecyl ((I2H2S), octadecyl (C凰8H3
7), eicosyl (C2oHas), tocosyl (C22Has), etc., and these groups can be linear or various branched groups.

Also, examples of alkali metal salts include lithium, sodium,
Salts such as potassium are used, and salts of magnesium, calcium, barium, etc. are used as alkaline earth metal salts. Examples of organic amines include methylamine, dimethylamine, trimethylamine, monoethylamine, diethylamine, triethylamine, monopropylamine, dipropylamine, tripropylamine, monoisopropylamine, diisopropylamine, triisopropylamine, monoethanolamine, Tanolamine, triethanolamine, ethylenediamine, diethylenetriamine, triethylenetetramine,
Morpholine, etc. can be used.

Compounds that can be used in the present invention may be those included in the above general formula (I). Examples thereof include the following compounds, but are not necessarily limited to these compounds. .

1-Cultivation property The compound represented by the general formula (I) of the present invention is effective against soil diseases caused by algae and fungi, such as cucumber seedling blight, gray late blight,
It is effective against Chinese cabbage root rot, strawberry root rot, and rice seedling blight caused by Pythium, but it is especially effective against cruciferous vegetables.
For example, it is highly effective in controlling clubroot disease on Chinese cabbage, cabbage, cauliflower, and turnip, and can completely control the disease.

Looking at the effect on clubroot disease in relation to the chemical structure of the compound of general formula (I), the effect depends on the number of carbon atoms in the alkyl group of R, which is a hydrophobic group, and the type of salt of the sulfonate, which is the parent wood group. are different. in this case.

The carbon number of the alkyl group of R is most preferably 1 to 6, and it may be either linear or branched, and the type of salt is:
Sodium and calcium are preferred, but potassium, magnesium, ammonium, and organic amines may also be used.

The quality of the compound of general formula (I) used in the present invention is not particularly limited; that is, those already used as medicinal adjuvants can be used as they are.

Also, fields other than agricultural chemicals, such as industrial detergents, textile industry,
Those used as emulsifiers, dispersants, etc. in fields such as the dye industry and the synthetic resin industry can be used as they are. In this case, it is of course preferable that the compound of general formula (1) be of high purity (nearly 100%), but it is preferable that the compound of general formula (1) be of medium purity, such as a compound of general formula (1). It may be of a quality that contains some compounds by-produced during the manufacturing process.

Moreover, it may contain two or more types of compounds of general formula (1) at the same time.

When the compound represented by the general formula (I) of the present invention is actually used in the field, the dosage form is a powder.

It can be in any form such as wettable powders, granules, fine granules, emulsions, etc., but when treating a large area, powders, granules,
It is easy to use fine granules as they are in the soil.
Moreover, it has a high pesticidal effect. Wettable powders, emulsions, and other products that need to be diluted with water are undesirable because of the labor involved.

As for the application method, ■Preparations such as powders, granules, and fine granules should be applied in an amount of 10 to 50 per 10 are before sowing or planting.
A method of spraying approximately 0.5 kg (approximately 0.5 to 10 kg of active ingredient) over the entire field and thoroughly mixing the soil with a cultivator, ■ A method of applying and mixing in the ridges before sowing or planting, ■ A method of mixing before planting. Use a certain amount (for example, 1 to 7 g of preparation per liter, 0.1 to Ig of active ingredient) in the planting hole,
Method of planting after mixing, or ■ Adding hydrating powder or emulsion with water
Any method is effective, such as diluting the solution 0.00 to 2000 times and irrigating the base of the plant after sowing or planting in a fixed amount (for example, 1 to 5 times per square meter). However, cruciferous vegetables are generally grown in open fields, which often makes it difficult to provide water, so
It is desirable to use the solid formulation, such as granules or fine granules, which does not require water, before sowing or planting.

The appropriate amount of the compound of the present invention to be used as an active ingredient is to treat 0.5 kg to 10 kg of lθR dust, but it can be changed as appropriate depending on the application method, the density of pathogenic bacteria in the soil, etc. However, the amount of active ingredient applied is 0.
．． If it is less than 5 kg, the control effect will decrease, and the amount used as a conventional adjuvant, for example, 0.900 kg per 10 are.
An application amount of 15 kg to 0,012 kg has no effect on soil diseases at all, and even if the application amount is increased to 10 kg or more, the cost will only increase and the effect cannot be further enhanced.

In addition, one or more compounds represented by the general formula (I) of the present invention and other agrochemical active ingredients, such as fungicides, insecticides, herbicides, plant growth regulators, anionic or nonionic pesticides, etc. It can be used by mixing with surfactants or fertilizers. In this case, the inherent biological activity of the agrochemical active ingredient will not be reduced, and a synergistic effect can be expected depending on the combination. Representative compounds thereof are listed below, but are not necessarily limited to these compounds.

Example 5 -Ethoxy-3-trichloromethyl-1゜2.4-thiadiazole (ecromezole), N-trichloromethylthiotetrahydrophthalimide (cabutane), 1.
4-dichloro-2,5-dimethoxybenzene (chloroneb), N-tetrachloroethylthiotetrahydrophthalimide (guifortan), bis(dimethylthiocarbamoyl) disulfide (thiuram), 3-hydroxy-5
-Methylisoxazole (Hydroxyinxazole)
, N-trichloromethylthiophthalimide (Folpet), Methyl-1-(butylcarbamoyl)-2-benzimidazole carbamate (Benomyl), 3'-isopropoxy-2-methylbenzanilide (Mepronil), 1,2-bis( 3-methoxycarbonyl-2-
thioureido)benzene (thiophanate methyl), pentachlornitrobenzene (PCNB), tetrachloroisophthalonitrile (TPN), S-(4-methylsulfonyloxyphenyl)-N-methylthiocarbamate (methasulfocarb), N-(1-butoxy -2, 2,
2-Trichloroethyl)-2-hydroxybenzamide (triclamide), 0.0-dimethyl-〇-(2,6-
Dichloro-4-methylphenyl)-phosphorothioate (torclofos-methyl), diisopropyl-1゜3-dithiolane-2-ylidene-malonate (imbrothiolane), kasugamycin, 2-(methoxycarbonylamino)-benzimidazole (carpendazole), etc. Higashikezui O, S-dimethyl-N-7 cetyl phosphoroamide thioate (acephate), 0.0-diethyl-〇-(5-
Phenyl-3-isoxazolyl) phosphorothioate (
inxathion), 0.0-diethyl-3-2-(ethylthio)ethylphosphorodithioate (ethylthionthion), methyl-N', N'-dimethyl-N-[(methylcarbamoyl)oxyph-1-thiox Samimidate (oxamyl), dimethyl-3-(N-methylcarbamoylmethyl) dithiosulphate (dimethoate), (
2-isopropyl-4-methylpyrimidyl-6)-diethylthiophosphate (diazinon), O-(N-methylcarbamoyl)-3-methylsulfonyl-2-butanone oxime (butoxycarboxime), S-methyl-
N-[(methylcarbamoyl)oxycothioacetimidate (methomyl), methylisothiocyanate, 2-
Chlor-1-(2,4-dichlorophenyl)vinyldiethylphosphate) (CVP), dichlorodiisopropyl ether (D(IP), dichloropropene (D-D)
, dimethyl-2,2゜2-trichloro-1-hydroxyethylphosphonate (DEP), diethyldichlorophenylthiophosphate (ECP), O-ethyl-〇-
2,4-dichlorophenylthionobenzenephosphonate)
(EPBP), dimethylethylsulfinylisopropylthiophosphate (ESP), 0.0-dimethyl-
〇-[3-Methyl-4-(methylthio)phenyl]thiophosphate) (MPP), 1-naphthyl-N-methylcarbamate (NAC), etc., fatty acid salts, alkyl sulfonates, α-olefin sulfones Acid acid, dialkyl sulfosuccinate, α-sulfonated fatty acid salt, N-methyl-N-oleyl taurine, petroleum sulfonate mixture, alkyl sulfate, sulfated fat, polyoxyethylene alkyl ether sulfate, polyoxyethylene alkyl Phenyl ether sulfate, polyoxyethylene styrenated phenyl ether sulfate, alkyl phosphate, polyoxyethylene alkyl ether phosphate, polyoxyethylene alkyl phenyl ether phosphate, polyoxyethylene alkyl ether, polyoxyethylene alkylphenyl Ether, polyoxyethylene-polyoxypropylene glycol (including block polymers and random polymers), polyoxyethylene-polyoxypropylene alkyl ether (including random polymers), polyhydric alcohol fatty acid partial ester, polyoxyethylene Polyhydric alcohol fatty acid partial ester, polyoxyethylene fatty acid ester, polyglycerin fatty acid ester, polyoxyethylated castor oil, fatty acid jetanolamide, polyoxyethylene alkylamine, triethanolamine fatty acid partial ester, trialkylamine oxide, etc.

Examples of formulating the soil disease control agent of the present invention are listed below, but the present invention is not limited to the following examples. Note that parts in the examples refer to parts by weight. It is.

14° 3 parts of Compound No. 1 (70% active ingredient), 8 parts of white carbon, and clay
By mixing 77.7 parts and thoroughly grinding, the active ingredient 1O
A powder containing % is obtained.

When using this product, it is best to spread 10 to 50 kg of this powder per 10 ares on the soil surface, mix it uniformly with the soil using a cultivator, and then sow or plant.

2-''1 week Compound No. 3 compound 10 parts, white carbon 8 parts, polyvinyl alcohol 0.5 parts, talc 3
0 parts and 51.5 parts of clay are mixed with 15 parts of water in a mixer, granulated, and dried in a fluidized bed dryer to obtain granules containing 10% of the active ingredient.

When using this material, it may be sprinkled on the soil surface and mixed with the soil in the same manner as the powder in Example 1, but preferably 1 to 7 g of it is sprinkled in the planting hole before planting, and the surrounding area is It is best to mix it with the soil before planting.

Compound No. 6 Compound 50 parts, white carbon 20 parts, lauryl sulfate 5 parts and clay
25 parts are uniformly mixed and ground to obtain a wettable powder containing 50% of the active ingredient.

When using this material, after sowing and covering with soil or after planting, it is recommended to dilute the solution 500 to 2,000 times with water and water it in an amount equivalent to 3 times per square meter.

The disease control effect of the soil disease control agent of the present invention will be explained using test examples.

λ Mouse 1" Ha Sai Ko; Chinese cabbage root club disease fungus [Plassodiophora brassicae (Plassodiophora brassicae)
) ) was passed through a 5 mm sieve, and 1 kg of this
was placed in a plastic bag and thoroughly mixed with the prescribed amount of powder prepared according to Example 1. This chemically treated soil is placed in a square pot (20 cm x 10 cm x 10 cm), and seeds of Chinese cabbage (variety Sakura Midori) are sown in 5 locations. After that, Chinese cabbage is cultivated and managed in a glass greenhouse. Then, when the cotyledons of Chinese cabbage are in the stage of expansion, remove the remaining 5 leaves per lbot.

To investigate the onset of disease, all plants from each pot were removed 40 days after sowing, and the roots were examined according to the degree of disease, and the degree of disease was determined. From this, the control value (%) was calculated in comparison with the disease severity in the untreated area, as shown by the following formula. Regarding chemical damage, the degree of growth and deterioration of leaves were investigated through visual observation.

3a + 2b + c Severity level = X100 N , the galls are small C: There are a few galls attached to the lateral roots, but the growth is almost normal d: Healthy Phytotoxicity Index 0: No phytotoxicity 1: Slight 2: Medium 3: Heavy 4: The test was conducted using three consecutive treatments, and the average control value (%) was determined. The results are shown in Table 1.

Table 1 i too.

i too.

> 100 0 1 too 0 Control agent 3 100 0 (PCNB)
l 75 0 untreated area
〇 One (73,5) The number in parentheses indicates the disease severity in the untreated area.

Claims (1)

[Claims] The active ingredient has the general formula (I) ▲ mathematical formula, chemical formula, table, etc. and R
_2 are not hydrogen atoms at the same time) or an alkyl group, n is an integer of 1 to 2, M is an alkali metal, an alkaline earth metal, ammonium or an organic amine). A soil disease control agent characterized by containing an acid salt.