JPS6217962B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention provides 5-methyl-S-triazolo(3.
4-b) This invention relates to a method for producing an agricultural and horticultural fungicidal composition containing benzothiazole (hereinafter referred to as tricyclazole) as an active ingredient. Tricyclazole is known to be effective as a rice blast control agent (Japanese Patent Application Laid-open No. 1983-61499).
It is characterized by its strong invasion prevention effect against pathogenic bacteria and its excellent permeability from roots to upper leaves. Additionally, tricyclazole has a low vapor pressure, and its water solubility is approximately 700 ppm at room temperature. When tricyclazole is formulated into granules, wettable powders, powders, etc. using known formulation technology and sprayed on rice in a nursery box and the rice seedlings are transplanted to Honda rice fields, or when it is sprayed on rice in Honda at the seedling stage. Depending on environmental conditions such as shallow water, deep water, and weather, the tips of the leaves of young seedlings may turn yellow, and in severe cases, this can lead to the death of the rice plant. In addition, the sprayed tricyclazole was washed away due to deep water, water leakage, etc.
It shows residual efficacy for only about a few days. Therefore, if tricyclazole is sprayed during the seedling stage, leaf blast and ear blast cannot be completely controlled unless the chemical is further sprayed before the rice heads emerge. As a rice blast control agent, it is desirable not only to have excellent bactericidal efficacy but also to have a long residual effect and not cause chemical damage to rice. Conventionally, various methods for controlling the elution of chemicals into water have been known as methods for improving rice plants that cause chemical damage or are washed away due to deep water, water leaks, etc. and cannot obtain long-term disease control effects. There is. For example, drugs can be microencapsulated (Japanese Patent Application Laid-Open No. 55-130903), and low-melting point paraffins, higher fatty acids, higher alcohols, oils and fats, hydrogenated oils, heat-denatured resins, etc. can be heated and dissolved in solid materials at room temperature. There are methods to contain it (Japanese Unexamined Patent Publication No. 55-4356). but,
In order to microcapsule tricyclazole, a solvent that dissolves tricyclazole at a high concentration is required, but chloroform is the only solvent that can dissolve tricyclazole at a high concentration. When this is used, solvent treatment is difficult and the manufacturing process for microencapsulation is complicated and costly. In addition, as a method of sealing the drug in a solid substance, a method of mixing and melting a low melting point solid substance and clay mineral and injection granulation is used. Some of the drugs may accumulate in some areas or be washed away with the water, and some of the drugs are completely encapsulated in the solid substance and do not dissolve into the water for a very long period of time, so they cannot be used effectively. Furthermore, temperature control is essential during production, and it is extremely difficult to consistently produce a drug that has a pesticidal effect over a long period of time at a specific elution rate, and even if it were possible, the cost would be high. As a result of extensive research into the problems of tricyclazole's phytotoxicity and residual effects, the present inventors have found that by controlling the water dissolution of tricyclazole into rice, they can reduce the phytotoxicity of rice at the seedling stage and We have discovered that it is possible to control rice blast, leaf blast, and ear blast over a long period of time with a single chemical application. The present invention uses tricyclazole as an active ingredient,
By adding an isocyanate compound or an isocyanate compound and an acrylic polyol compound to this, a diluent, and if necessary, a surfactant, a binder, and an auxiliary agent are added to produce an agricultural and horticultural fungicidal composition. It will be hot. The isocyanate compound used in the present invention is
A compound that has an isocyanate group and is polymerized by water or an acrylic polyol compound. For example, tolylene-2,4-diisocyanate, tolylene-2,6-diisocyanate, naphthalene-1,5-diisocyanate, paraxylylene diisocyanate, metaxylylene diisocyanate, butyl isocyanate, hexamethylene diisocyanate, octadecyl isocyanate, m-nitrophenyl. Isocyanate, trimethylene diisocyanate, dimer acid diisocyanate, polymethylene polyphenyl polyisocyanate, toridine diisocyanate, dianidine diisocyanate, 4,4'-methylenebis(cyclohexyl isocyanate), methylcyclohexane-2,4-diisocyanate, methylcyclohexane-2,6- Diisocyanate, 1,3-bis(isocyanomethyl)cyclohexane, isophorone diisocyanate, 2,6-diisocyanate methyl caproate, trimethylhexamethylene diisocyanate, 2,4,6-tris(4'-methyl-3'-isocyanophyl) (enyl) cyanurate, N・N'-(4,4'-dimethyl-3,3'-diisocyanodiphenyl)uredione, tris(4-phenyl isocyanate thiophosphate), N・N'-bis[4 Diisocyanate compounds such as -(4-isocyanophenyl)methylphenyl]carbodiimide, tolylene diisocyanate, hexamethylene diisocyanate, 2,6-diisocyanate methyl caproate etc. 3
Examples include adducts of 1 mole of trimethylolpropane and 1 mole of trimethylolpropane. Particularly preferred examples include tolylene-2,4-diisocyanate, tolylene-2,6-diisocyanate, 1,3-bis(isocyanomethyl)cyclohexanone, hexamethylene diisocyanate, isophorone diisocyanate, 4,4-methylenebis( cyclohexyl isocyanate), paraxylylene diisocyanate, metaxylylene diisocyanate, 2,6-diisocyanate methyl caproate, N・N'-bis[4-(4-isocyanophenyl)methylphenyl]carbodiide, 2,4-trimethylene Adduct of 3 moles of diisocyanate and 1 mole of trimethylolpropane, general formula (However, n represents an integer of 1 to 8.) Examples include polymethylene polyphenyl polyisocyanate. These isocyanate compounds may be used alone or in combination of two or more. In addition, the acrylic polyol compound has the general formula (However, R ¹ represents a hydrogen atom or a methyl group, and R ² represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms substituted with a hydroxyl group or a carboxyl group.) :500~
10000) or this and general formula (However, R ³ is hydrogen or methyl group, R ⁴ has 1 carbon number
Indicates an alkyl group having ~12. ) Polymer of the compound shown in (average molecular weight: 500
~10000). These isocyanate compounds and acrylic polyol compounds can also be used together with a solvent or a surfactant. Diluents, surfactants, binders, and adjuvants used in the present invention include bentonite, clay, silica sand,
Sodium alkylbenzenesulfonate, polyvinyl alcohol, white carbon, etc. can be used. The amount of tricyclazole used in the agricultural and horticultural fungicidal composition of the present invention is 0.5 to 0.5 to
It is 80% by weight, more preferably 1 to 60% by weight. In addition, other agrochemical active ingredients may be added as appropriate in addition to tricyclazole. These pesticide active ingredients include P-methylthiophenyl 0,0-dipropyl phosphate [propaphos], S.S'-[2-(dimethylamino)-trimethylene]bis(thiocarbamate) [cartap], O・O-diethyl O-(2-isopropyl-
Examples include 4-methyl-6-pyrimidinyl) phosphorothioate [diazinon], S-benzyl O.O-diisopropyl phosphorothioate (IBP), and the like. The proportion of the isocyanate compound and the acrylic polyol compound used is 0.5 to 20% by weight, more preferably 1 to 10% by weight, based on the total amount of the agricultural and horticultural fungicidal composition of the present invention. Further, the blending ratio of the isocyanate compound and the acrylic polyol compound is 1:0.1 to 10. In producing the agricultural and horticultural fungicidal composition of the present invention, the isocyanate compound and the acrylic polyol compound are added by the following method. (1) Tricyclazole, white carbon mixed with an isocyanate compound or one or more of isocyanate compounds and acrylic polyol compounds and pulverized is used as a raw material, and a diluent, surfactant, auxiliary agent, etc. Manufactured into Japanese preparations, powders, and granules. (2) One or more types of isocyanate compounds or isocyanate compounds and acrylic polyol compounds are adsorbed on granules made by appropriately combining tricyclazole with other agricultural chemicals, diluents, surfactants, binders, and adjuvants. . (3) Add an isocyanate compound to the non-oil-absorbing granules and then coat with tricyclazole and white carbon, or add an isocyanate compound or an acrylic polyol compound and then coat with tricyclazole, an isocyanate compound, and white carbon. (4) Tricyclazole and a mixture of an isocyanate compound or one or more of an isocyanate compound and an acrylic polyol compound are adsorbed onto a natural granular base or a granulated base. (5) Tricyclazole, an isocyanate compound, or one or more of an isocyanate compound and an acrylic polyol compound are adsorbed onto the granular material containing an isocyanate compound or one or more of the isocyanate compound and the acrylic polyol compound. The agricultural and horticultural fungicidal composition of the present invention does not require heat treatment or special processes such as injection granulation, and ordinary known techniques can be used, and the elution of tricyclazole from the resulting composition is controlled to a constant level. All of the gradually administered drugs are eluted and exhibit a stable control effect over a long period of time. As a result, as mentioned above, by spraying once on rice seedling boxes or rice fields during the seedling stage of rice, it can be used to prevent rice blast disease for a long period of time from the seedling stage to the heading stage without causing chemical damage to the rice body. This results in excellent resistance. This can reduce the labor and time required for pesticide control on rice plants and save labor. The present invention will be explained in more detail by showing examples below. "Part" or "%" in the following examples
All indicate "parts by weight" or "% by weight." Example 1-1 (Granules) 45 parts of tricyclazole fine powder, 10 parts of sodium alkylbenzenesulfonate, 20 parts of polyvinyl alcohol, 100 parts of bentonite, and 825 parts of clay.
After mixing with a kneader (manufactured by Fuji Paudal Co., Ltd., model KDH-10), an appropriate amount of water is added and kneaded. This is granulated using a granulator (manufactured by Fuji Paudal Co., Ltd., model EXD-60) with a screen having a hole diameter of 0.8 mm. The granules were dried in a fluidized bed dryer (manufactured by Fuji Electric Co., Ltd., MD-B-400 model).
Dry with warm air at 80℃. After drying, 16 pieces and
Sorted with a standard sieve of 32 mesh, and from 16 mesh to 32
A tricyclazole kneading base (containing 4.5% tricyclazole) with a mesh particle size is obtained. Next, Nauta mixture (manufactured by Hosokawa Iron Works Co., Ltd.,
Take 900 parts of this tricyclazole kneading base into a (Model NX-S), add 100 parts of the following tolylene diisocyanate while stirring, and make it uniformly adsorbed to the kneading base. get the agent. The tolylene diisocyanate used here is
2,4-tolylene diisocyanate 65%, 2,6
- formed from two isomers of 35% tolylene diisocyanate. The characteristics are as follows.

[Table] Example 1-2 (Granules) 900 parts of the tricyclazole kneading base prepared in Example 1 was placed in a Nauta mixer, and while stirring, 60 parts of propafos, 20 parts of the above-mentioned tolylene diisocyanate, and the hexamethylene described below were added. diisocyanate
Add 20 parts of the mixed adsorption stock solution into a Nauta mixer and uniformly adsorb it to the kneading base to obtain granules containing 4% tricyclazole. The hexamethylene diisocyanate used here has the following properties.

[Table] Example 1-3 (Granules) Place 900 parts of silica sand (silica sand grains sieved from 12 meshes to 24 meshes) into a Nauta mixer, and
While stirring, add 40 parts of polymethylene polyphenyl polyisocyanate (described later), and after confirming that the silica sand is uniformly wetted, add 40 parts of tricyclazole fine powder and 20 parts of white carbon.
Tricyclazole and white carbon are thoroughly mixed until they are uniformly adhered to the silica sand to obtain granules containing 4% tricyclazole. The polymethylene polyphenyl polyisocyanate used here has the following properties.

[Table] Example 2-1 (Granules) To 45 parts of tricyclazole fine powder, 100 parts of acrylic polyol described below, 10 parts of sodium alkylbenzene sulfonate, 20 parts of polyvinyl alcohol,
Add 45 parts of white carbon, 100 parts of bentonite and 680 parts of clay to a kneader (KDH-10 mentioned above).
After mixing in a mold), add an appropriate amount of water and knead. The hole diameter is
Granulate with a 0.8mm screen. This granulated material was dried in a fluidized bed dryer (model MD-B-400 mentioned above) for 80 min.
Dry with warm air at ℃. After drying, 16 mesh and 32
The particles are sized using a standard mesh sieve to obtain 32 meshes of tricyclazole kneading base (containing 4.5% tricyclazole) from 16 meshes. Next, 900 parts of this kneading base was placed in a Nauta mixer (NX-S type), and 60 parts of propafos was added to it while stirring. ) 40 parts of methylphenyl]carbodiimide is added and uniformly adsorbed onto the kneading base to obtain granules containing 4% tricyclazole. The acrylic polyol and N·N'-bis[4-(4'-isocyanophenyl)methylphenyl]carbodiimide have the following properties. Acrylic polyol: formula Polymer of acrylic acid ester shown by (degree of polymerization: 4-20, molecular weight: 500-2400) N.N'-bis[4-(4'-isocyanophenyl)methylphenyl]carbodiimide:

[Table] Example 2-2 (Granules) To 45 parts of tricyclazole fine powder, 45 parts of cartap hydrochloride fine powder, 10 parts of sodium alkylbenzenesulfonate, 20 parts of polyvinyl alcohol, 100 parts of bentonite, and 780 parts of clay were added. After mixing with a kneader (KDH-10 model mentioned above), add an appropriate amount of water and knead. This is processed using a granulator (EXD mentioned above).
-60 type) with a screen with a hole diameter of 0.8 mm and granulate it. The granules were dried in a fluidized bed dryer (MD-
B-400 type) and dry with warm air at 80℃. After drying,
Sorted with standard sieves of 16 mesh and 32 mesh,
32 meshes of tricyclazole kneading base (containing 4.5% tricyclazole) are obtained from the meshes. Next, 900 parts of this kneading base was placed in a Nauta mixer (NX-S type mentioned above), and while stirring, 20 parts of acrylic polyol described below and 80 parts of hexamethylene octaphenyl octaisocyanate described later were added and mixed. The mixture is uniformly adsorbed onto the kneading base to obtain granules containing 4% tricyclazole. The following acrylic polyols and isocyanate compounds were used. Acrylic polyol: formula The compound represented by the formula Polymer of the compound shown (average molecular weight 2000~
4600) Heptamethylene octaphenyl octaisocyanate: Example 2-3 (Granules) 880 parts of silica sand (silica grains sieved from 12 meshes to 24 meshes) was placed in a Nauta mixer, and 30 parts of the acrylic polyol described below was added into the sand while stirring.
After confirming that the silica sand is evenly wetted, add 40 parts of tricyclazole fine powder.
Next, 30 parts of an adduct of trimethylolpropane (1 mol) and tolylene diisocyanate (3 mol) described below are added. White carbon after mixing for a while
Add 20 parts. Thoroughly mix until tricyclazole and white carbon are uniformly adhered to obtain granules containing 4% tricyclazole. The following acrylic polyols and isocyanate compounds were used. Acrylic polyol: Methacrylic acid and formula Copolymer of (average molecular weight 3700-7800) 1 mol of trimethylolpropane and tolylene
Adduct of 3 moles of 2,4-diisocyanate: Example 2-4 (Granules) 45 parts of tricyclazole fine powder, 10 parts of sodium alkylbenzenesulfonate, 20 parts of polyvinyl alcohol, 100 parts of bentonite, and 825 parts of clay.
After mixing in a kneader (Model KDH-10 mentioned above), add an appropriate amount of water and knead. This is granulated using a granulator (Model EXD-60 mentioned above) with a screen having a hole diameter of 0.8 mm. This granulated product is dried with warm air at 80° C. in a fluidized bed dryer (Model MD-B-400 mentioned above). After drying, the particles were sized using standard sieves of 16 mesh and 32 mesh, and 16 mesh to 32 mesh of tricyclazole kneading base (tricyclazole 4.5%)
Contains). Next, 900 parts of this kneading base was placed in a Nauta mixer (model NX-S mentioned above), and while stirring, 50 parts of diazinon and 4-diphenylmethane were added.
10 parts of 4'-diisocyanate, 10 parts of tolylene diisocyanate used in Example 1, and 20 parts of acrylic polyol described below are added and uniformly adsorbed onto the kneading base to obtain granules containing 4% tricyclazole.
In addition, acrylic polyol has the formula A polymer of methacrylic acid ester shown in (average molecular weight: 5300 to 10000) was used. Example 2-5 (Granules) 25 parts of tricyclazole fine powder, 10 parts of sodium alkylbenzenesulfonate, 20 parts of polyvinyl alcohol, 100 parts of bentonite, and 845 parts of clay.
After mixing in a kneader (Model KDH-10 mentioned above), add an appropriate amount of water and knead. This is granulated using a granulator (Model EXD-60 mentioned above) with a screen having a hole diameter of 0.8 mm. This granulated product is dried with warm air at 80° C. in a fluidized bed dryer (Model MD-B-400 mentioned above). After drying, the particles were sized using standard sieves of 16 mesh and 32 mesh, and the tricyclazole (4.5
% content). Next, put 800 parts of this kneading base into a Nauta mixer (model NX-S mentioned above) and pour it into the mixer while stirring.
150 parts of IBP, 15 parts of nonamethylene decaphenyldecaisocyanate described later, and 35 parts of acrylic polyol described later
% of tricyclazole and uniformly adsorbed on the kneading base to obtain granules containing 4% of tricyclazole. The following isocyanate compounds and acrylic polyols were used. Nonamethylene decaphenyl deisocyanate: Acrylic polyol: formula Compound and formula shown in Polymer of the compound shown in (average molecular weight:
2500-5000) Next, the effects of the present invention will be explained with reference to test examples.
The following drugs were manufactured and used in the test for comparison. Reference Example 1 (Granules) 40 parts of tricyclazole fine powder, 10 parts of sodium alkylbenzenesulfonate, 20 parts of polyvinyl alcohol, 100 parts of bentonite, and 830 parts of clay.
After mixing in a kneader (Model KDH-10 mentioned above), add an appropriate amount of water and knead. This is granulated using a granulator (model EXD-60 mentioned above) with a screen with a hole diameter of 0.8 mm, and the granulated product is dried at 80°C in a fluidized bed dryer (model MD-B-400 mentioned above). Dry with warm air. After drying, the granules are sized using 16 mesh and 32 mesh standard sieves to obtain 16 to 32 mesh granules containing 4% tricyclazole. Reference Example 2 (Granules) After thoroughly mixing 40 parts of tricyclazole fine powder and 560 parts of clay, add it to 400 parts of paraffin (melting point 48-50°C, manufactured by Wako Pure Chemical Industries, Ltd.) melted at about 90°C. Stir thoroughly with a homogenizer. The mixture is heated to approximately 90°C to obtain a viscous suspension. This suspension is spray-granulated using a spray-type granulator (manufactured by Kawasaki Heavy Industries, Ltd.). The granules are sieved using standard sieves of 16 mesh and 32 mesh to obtain spherical or hemispherical granules containing 4% tricyclazole and having a particle size of 16 mesh to 32 mesh. Reference Example 3 (Granules) After thoroughly mixing 40 parts of fine powder of tricyclazole and 600 parts of fine powder of calcium carbonate, beef tallow fatty acid (melting point 42°C, manufactured by Nippon Oil & Fats Co., Ltd., brand beef tallow fatty acid 100) was melted at about 80°C. No.) Add to 360 parts and stir thoroughly with a homogenizer. This mixture is spray granulated using a spray granulator (manufactured by Kawasaki Heavy Industries, Ltd.). The granules are sieved using standard sieves of 16 mesh and 32 mesh to obtain spherical or hemispherical granules containing 4% tricyclazole of 16 mesh to 32 mesh. Reference Example 4 (Granules) Add 1000 parts of water to 100 parts of β-cyclodextrin and dissolve by heating. Separately, 20 parts of tricyclazole are dissolved in 400 parts of methanol, and both are stirred and mixed (the molar ratio of β-cyclodextrin and tricyclazole at this time is 1:1.1). Cool this, separate the resulting precipitate, and dry under reduced pressure at 60°C. This product contains 12.5% tricyclazole
It contained. 320 parts of the above product, 10 parts of sodium alkylbenzenesulfonate, 20 parts of polyvinyl alcohol
After adding 100 parts of bentonite and 550 parts of clay and mixing in a kneader (model KDH-10 mentioned above),
Add appropriate amount of water and mix. This is processed using a granulator (see above).
EXD-60 model) with a screen with a hole diameter of 0.8 mm, the granules were granulated using a fluidized bed dryer (MD
-B-400 type) with warm air at 80℃. After drying
Granules containing 4% tricyclazole of 16 and 32 meshes are obtained. Test Example 1 (Blast disease control test) (1) Test method Seedling raising Rice seedlings at the 2.5 leaf stage (variety: Aichi Asahi) grown in a seedling raising box (30 x 60 x 3 cm) were tested. Drug Treatment Granules manufactured according to the above examples were tested. For the chemical treatment, seeds were sprinkled on the soil surface of the seedling box on the day before transplanting. After scattering, 500ml of water per box was applied. Cultivation of rice One day after chemical treatment, cut the rice with a rice transplanter,
One plant with 5 stems each in a container (TS-36,
Four plants were planted in an area (54 x 36 x 15 cm). In addition, the planting density of 4 plants per container is approximately 20,000 plants/planted in the field.
Equivalent to 10a. Investigation of the effect of controlling rice blast disease.The container was transferred to a greenhouse bed where rice blast disease is prevalent and was naturally infected.10 days after transplantation (chemical damage), 55 days after transplantation (leaf blast disease), and 100 days after transplantation. A survey was conducted on the eyes (ear blast disease) to examine the control effect and chemical damage. However, the investigation of leaf blast was conducted based on the lesion area ratio per plant according to the day plant prevention outbreak prediction survey standards. In addition, the degree of morbidity (%) for ear blast was calculated using the following formula.

[Table] Furthermore, drug damage was evaluated based on the following criteria. -: Healthy leaves (no drug damage) +: About 20 to 30% of leaves are found to have drug damage. 〓: Plant damage is observed on approximately 30% or more of the leaves. (2) Test results The results are shown in Table 5.

【table】

[Table] As is clear from the results in Table 5, the agricultural and horticultural fungicidal composition according to the present invention maintains its control effect against rice blast for more than 100 days after transplanting by simply treating the seedling box with the chemical once. Also, no drug damage was observed. Test Example 2 (Blast disease control test) (1) Test method Seedling raising Rice seedlings at the 2.5 leaf stage (quality: Kanto No. 90) grown in a seedling raising box (30 x 60 x 3 cm) were tested. Drug Treatment Granules and emulsions produced according to the above examples were tested. Chemical treatment was sprayed on the top of the seedling box the day before transplanting, and in the case of granules, 500 ml per box was applied after spraying.
Irrigated with ml. The emulsion was diluted with water and sprayed. Cultivation of rice and investigation of blast control effect The rice from the seedling boxes treated as described above was transplanted to Honda rice fields using a rice transplanter (18 boxes per 10a). Post-transplant 7
The degree of chemical damage was measured on June 5th, the leaf blast lesion area rate was measured on July 28th, 62nd day after transplanting, and
The susceptibility to ear blast disease was investigated on September 25, 121 days after transplantation. The method for calculating the degree of morbidity was the same as in Test Example 1. (2) Test results The results are shown in Table 6.

【table】

[Table] As is clear from the results in Table 6, the agricultural and horticultural fungicidal composition according to the present invention can be used to treat leaf blast and panicle blast in Honda plants after transplanting by applying it once to seedling boxes the day before transplanting. It has been recognized that the disease can be controlled. Test Example 3 (Dissolution Test) Granules containing 4% tricyclazole produced according to Examples and Reference Examples were tested for dissolution of tricyclazole into water. The test method is as follows. Prepare 3 beakers and pour 3 degree hard water into them.
Take 900ml and leave it in a constant temperature room at 20℃ for one day.
Spread 90 mg of granules whose component values are known in advance evenly into the beaker (equivalent to 3 kg sprayed per 10 ares). Spraying 1st, 10th, 25th
After 1, 50 and 100 days, collect 50 ml of water from the center of the beaker (1 cm deep) with a 50 ml pipette, extract with chloroform and concentrate.
A chloroform solution containing an internal standard substance was added, and quantitative analysis was performed using gala chromatography to measure the concentration of each tricyclazole in water. The dissolution rate was determined by the following formula from the amount (μg) of tricyclazole eluted into water and the amount (μg) of tricyclazole contained in the sprayed granules. The results are shown in Table 7. Dissolution rate in water (%) = Amount of tricyclazole dissolved in water (μg) / Amount of tricyclazole contained in the dispersed granules (μg) x 100

[Table] As is clear from the above test examples, the agricultural and horticultural fungicidal composition of the present invention causes chemical damage to rice by applying the chemical once to rice seedling boxes during the seedling stage or to rice fields after transplantation. It controls rice blast disease for a long period of time until the heading stage.

Claims (1)

[Claims] 1 5-Methyl-S-triazolo (3.4-b)
1. A method for producing a disinfectant composition for agricultural and horticultural use, which comprises adding an isocyanate compound in the production of a disinfectant composition for agricultural and horticultural use containing benzothiazole as an active ingredient. 2 5-Methyl-S-triazolo (3.4-b)
In the production of agricultural and horticultural fungicidal compositions containing benzothiazole as an active ingredient, isocyanate compounds and general formula (However, R ¹ represents a hydrogen atom or a methyl group, and R ² represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms substituted with a hydroxyl group or a carboxyl group.)
Polymer of the compound shown (average molecular weight: 500~
10000) or this and general formula (However, R ³ is a hydrogen atom or a methyl group, and R ⁴ is an alkyl group having 1 to 12 carbon atoms.) An acrylic polyol compound selected from polymers of compounds (average molecular weight: 500 to 10,000) A method for producing a sterilizing composition for agricultural use, which comprises adding one or more of the following. 3 The isocyanate compound has the general formula (However, n is 0 or an integer of 1 to 8.) The method for producing a fungicidal composition for agricultural and horticultural use according to claim 1 or 2, which is a polymethylene polyphenyl polyisocyanate represented by the following. 4 5-Methyl-S-triazolo (3.4-b)
In the production of agricultural and horticultural fungicidal compositions containing benzothiazole as an active ingredient, an acrylic polyol compound with the general formula (However, R ¹ represents a hydrogen atom or a methyl group, and R ² represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms substituted with a hydroxyl group or a carboxyl group.)
Polymer of the compound shown (average molecular weight: 500~
10000), the method for producing the agricultural and horticultural fungicidal composition according to claim 2. 5 5-Methyl-S-triazolo (3.4-b)
In the production of agricultural and horticultural fungicidal compositions containing benzothiazole as an active ingredient, an acrylic polyol compound with the general formula (However, R ¹ represents a hydrogen atom or a methyl group, and R ² represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms substituted with a hydroxyl group or a carboxyl group.)
Compound and general formula represented by (However, R ³ represents a hydrogen atom or a methyl group, and R ⁴ represents an alkyl group having 1 to 12 carbon atoms.) A claim that is a polymer of a compound (average molecular weight: 500 to 10,000) 2. A method for producing a sterilizing composition for agricultural use according to item 2.