JPS6152801B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to a highly stable agricultural and horticultural fungicidal composition containing methyl 1-(n-butylcarbamoyl)benzimidazol-2-ylcarbamate (hereinafter sometimes referred to as benomyl) as a fungicidal active ingredient. be. Benomyl is known to have excellent bactericidal activity (Japanese Patent Publication No. 45-25720) and is also used as a bactericide in the field of agriculture and horticulture. However, although Benomyl has been recognized to be effective as a fungicide for agricultural and horticultural purposes, it has problems with the storage stability of its ingredients, especially as it decomposes over time. desired.
Benomyl, an imidazole compound, is talc,
It is known that when preparations are made by diluting them with fine mineral powders such as clay, bentonite, diatomaceous earth, and white carbon, they decompose over time depending on the type of diluent (Japanese Patent Publication No. 1973- 31618). In order to formulate benomyl, which easily decomposes over time, numerous studies have been conducted in the past to prevent its decomposition. For example, it has been proposed to incorporate sutucarose (Japanese Patent Publication No. 47-31618), but this is not always fully satisfactory, as the effect decreases when a diluent with a high equilibrium water content is incorporated. The present invention was completed based on such knowledge and as a result of testing a large number of compounds in order to obtain a stable mixed preparation containing benomyl. The purpose of the present invention is to provide a disinfectant composition for disinfection. The present invention is an agricultural and horticultural fungicidal composition containing methyl 1-(n-butylcarbamoyl)benzimidazol-2-ylcarbamate and diboron trioxide (B ₂ O ₃ ). The benomyl used in the present invention has the formula It is indicated by. The blending ratio of benomyl and diboron trioxide is
Diboron trioxide 0.01 to 1 part by weight of benomyl
The amount is 10 parts by weight, preferably 0.1 to 5 parts by weight. The formulation of the agricultural and horticultural fungicidal composition of the present invention can be produced by mixing or pulverizing the above-mentioned compounds by a known method. During manufacturing, if necessary, auxiliary agents such as general diluents, surfactants, and fixing agents used in agricultural and horticultural chemicals may be added to form powders, wettable powders, fine granules, and granules. can. Diluents include fine mineral powders such as clay, talc, bentonite, and diatomaceous earth; solid diluents such as fine mineral particles and white carbon;
Additionally, diluents that are liquid at room temperature such as ethylene glycol, polyethylene glycol, and liquid paraffin can be used. Examples of surfactants include nonionic surfactants such as polyoxyethylene alkylaryl ether, polyoxyethylene alkyl ether, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene fatty acid ester, alkylaryl sulfonate, and alkyl sulfate ester salt. , fatty acid salts, lignin sulfonates, naphthalene sulfonates, alkylamine salts, and other ionic surfactants. Furthermore, examples of the fixing agent include solid paraffin, vinyl acetate resin, and natural oils and fats. In addition to the above-mentioned compounds, in the present invention, other stabilizers made of natural or synthetic substances, fungicides, insecticides, herbicides, plant growth regulators, synergists, and attractants may be used as necessary. , repellents, fertilizers, fragrances, coloring agents, physical property improvers, etc. may be added. Specific examples of other types of fungicides and insecticides that can be blended include steel-based fungicides such as hydroxide II steel and 8-quinolinol steel, ethylene bis(dithiocarbamic acid) zinc, ethylene bis Organic sulfur fungicides such as manganese (dithiocarbamic acid), zinc-maneb complex compound, zinc dimethyldithiocarbamate, dimethyl 4,4-o-phenylenebis(3-thioallophanoic acid) and bis(dimethylthiocarbamoyl)disulfide, or , N-(parafluorophenyl)dichloromaleimide, organochlorine disinfectants such as 4,5,6,7-tetrachlorophthalide and pentachlorophenol, or S-benzyl thiophosphate = 0,0-diisopropyl thiophosphate and organophosphorus fungicides such as 0-ethyl dithiophosphate = S.S'-diphenyl, or antibiotics such as blasticidin S, polyoxin and kasugamycin, or 0.0-dimethyl thiophosphate = 0-4 -Nitro-m-tolyl, 0.0-diethyl thiophosphate=
0-2-isopropyl-4-methyl-6-pyrimidinyl and S-2-methoxy-5 dithiophosphate
-Organophosphorus insecticides such as oxo-1,3,4-thiadiazolin-4-ylmethyl=0,0-dimethyl, or 3-chloro-N-ethoxy-2,6-benzoate
Organochlorine pesticides such as dimethoxybenzimidic anhydride and chlormethanesulfonamide, or 1-naphthyl methylcarbamate, m-tolyl methylcarbamate and 0 methylcarbamate
Examples include carbamate insecticides such as -sec-butylphenyl. The storage and application methods of the agricultural and horticultural fungicidal composition of the present invention are the same as those for conventional preparations containing benomyl. The agricultural and horticultural fungicidal composition of the present invention has extremely high stability, and decomposition of benomyl is small. That is, by blending diboron trioxide with benomyl, the effect of preventing the decomposition of benomyl becomes extremely high. Therefore, the agricultural and horticultural fungicidal composition formulation according to the present invention prevents decomposition of benomyl even after long-term storage, exhibits high bactericidal activity, and maintains good physicochemical properties desired during spraying. are doing. Also,
The mixed preparation according to the present invention has no toxicity to humans and animals, and also has little phytotoxicity to plants. Next, the present invention will be specifically explained with reference to Examples, but the present invention is not limited only to these Examples. In addition, all parts in the examples mean parts by weight. Example 1 Wettable powder: After mixing 25 parts of benomyl, 2 parts of diboron trioxide, 5 parts of polyoxyethylene lauryl ether, 3 parts of sodium lauryl sulfate, 20 parts of clay, and 45 parts of diatomaceous earth, the mixture was pulverized to form a wettable powder. do. Example 2 Wettable powder Benomyl 20 parts, benzoic acid 3-chloro-N-ethoxy-2,6-dimethoxybenzimidic anhydride
40 parts of diboron trioxide, 5 parts of diboron trioxide, 3 parts of polyoxyethylene nonyl phenyl ether, 3 parts of sodium naphthalene sulfonate, and 29 parts of clay were mixed, and the mixture was ground to obtain a wettable powder. Example 3 Powder Benomyl 1 part, S-benzyl thiophosphate = 0.
3 parts of 0-diisopropyl, 3 parts of diboron trioxide,
After mixing 3 parts of white carbon, 0.2 parts of diisopropyl phosphate, and 89.8 parts of clay, the mixture is ground to form a powder. Example 4 Powder Benomyl 2 parts, ethylene bis(dithiocarbamate) manganese 2 parts, dithiophosphate S-2-methoxy-5-oxo-1,3,4-thiadiazolin-4-ylmethyl=0,0-dimethyl 1 After mixing 1 part, 5 parts of diboron trioxide, 2 parts of white carbon, 0.2 parts of silicone oil, and 87.8 parts of clay,
Grind into powder. Example 5 Granules A mixture of 79 parts of granular pumice (0.3 to 0.7 mm in diameter) and 10 parts of polyethylene glycol is mixed with 8 parts of previously crushed benomyl and 3 parts of diboron trioxide to form granules. Example 6 Granules A mixture of 78 parts of silica sand (0.1 to 0.2 mm in diameter) and 7 parts of liquid paraffin, 3 parts of pre-pulverized benomyl, and 0.0-diethyl thiophosphate = 0-
Granules are prepared by mixing 5 parts of 2-isopropyl-4-methyl-6-pyrimidinyl, 3 parts of diboron trioxide, and 4 parts of white carbon. For comparison, formulation examples based on techniques that do not fall within the scope of the present invention or known techniques are listed below as reference examples. Reference example 1 Wettable powder Benomyl 50 parts, sodium dodecylbenzenesulfonate 3 parts, calcium ligninsulfonate 5 parts
After mixing 42 parts of clay and 42 parts of clay, the mixture is ground and used as a wettable powder. Reference example 2 Wettable powder Benomyl 20 parts, sodium dodecylbenzenesulfonate 3 parts, calcium ligninsulfonate 5 parts
1 part and 72 parts of satsucarose are mixed, and the mixture is ground to form a wettable powder. Reference example 3 Powder: 3 parts benomyl, 3 parts white carbon, clay
After mixing 94 parts, crush it to make a powder. Reference Example 4 Wettable powder 25 parts of benomyl, 5 parts of polyoxyethylene lauryl ether, 3 parts of sodium lauryl sulfate, and 67 parts of kaolin are mixed and then ground to obtain a wettable powder. Reference Example 5 Wettable powder 25 parts of benomyl, 5 parts of polyoxyethylene lauryl ether, 3 parts of sodium lauryl sulfate, and 67 parts of talc are mixed and then crushed to obtain a wettable powder. Next, the effect of preventing the decomposition of benomyl in the sterilizing composition according to the present invention will be shown in a test example. Test Example 1 The formulations shown in Examples and Reference Examples were stored in a thermostat at 40°C for 30 and 60 days, and then benomyl was analyzed to examine the decomposition prevention effect. For analysis of benomyl, benomyl was extracted from each mixed preparation with chloroform, separated using high performance liquid chromatography, and quantified using an ultraviolet absorption detector. The results are shown in Table-1. Note that the decomposition rate of benomyl was calculated using the following formula. Benomyl decomposition rate (%) = (Benomyl content immediately after production (%)) - (Benomyl content after storage (%)) / Benomyl content immediately after production (%) x 100

[Table] Test Example 2 The formulations shown in Examples and Reference Examples were stored in a thermostat at 50°C for 30 and 60 days, and then benomyl was analyzed to test the decomposition prevention effect. Display the results -
Shown in 2. Note that the decomposition rate of benomyl was calculated using the formula used in Test Example 1.

【table】

[Table] From the above results, it can be seen that the formulation of the agricultural and horticultural fungicidal composition according to the present invention shows less decomposition of benomyl and has extremely excellent stability compared to the formulation according to the known technology cited as a reference example. As described above, according to the present invention, by incorporating diboron trioxide into benomyl, it is possible to prevent the decomposition of benomyl and obtain an agricultural and horticultural fungicidal composition that has good stability over a long period of time.

Claims (1)

[Scope of Claims] 1. An agricultural and horticultural fungicidal composition comprising methyl 1-(n-butylcarbamoyl)benzimidazol-2-ylcarbamate and diboron trioxide. 2. Claim 1, characterized in that the blending ratio of methyl 1-(n-butylcarbamoyl)benzimidazol-2-ylcarbamate and diboron trioxide is 1:0.01 to 10 by weight. A disinfectant composition for agricultural and horticultural use.