JPH0460442B2 - - Google Patents

Description

[Detailed description of the invention]

(a) Field of industrial application of the invention The present invention relates to a novel invention that can be used in the field of manufacturing fungicides for agriculture and horticulture. More specifically, the present invention is based on the following general formula [] (In the formula, X represents up to two same or different halogen atoms or _CF3 group, and Y represents up to two same or different halogen atoms.)
In agricultural and horticultural fungicides containing a 1,2,4-triazole derivative represented by the following as an active ingredient, one of the compounds represented by the following general formula [2]
The present invention relates to an agricultural and horticultural fungicide characterized by adding seeds to stabilize the active ingredient over time. (In the formula, R is a branched or linear carbon number 8
to 20 alkyl or alkenyl groups, Z is _-CH2 - _CH2O- or -CH( _CH3 )
CH ₂ O-, a, b and c each independently represent an integer of 0 or 1 or more, and 1≦a+b
+c≦45) Prior Art The 1,2,4-triazole derivative represented by the general formula [] is a known agricultural and horticultural fungicide described in JP-A-57-158707. Further, the compound of general formula [2] used in the present invention has already been used as an asphalt additive, a pigment dispersant, and a corrosion inhibitor. However, its use as a pesticide adjuvant is unknown. Problems to be Solved by the Invention The 1,2,4-triazole derivative represented by the general formula [1] has excellent activity in controlling mildew of wheat and green onions, powdery mildew of cucumbers, and red star blight of apples. have However, the active ingredient is supported on mineral carriers commonly used in the formulation of general agricultural chemicals, such as clay, talc, bentonite, etc., to form powders, etc.
When these preparations are made into granules or wettable powders, or when they are made into emulsions by solubilizing them in solvents such as xylol, ethyl cellosolve, or methanol, the active ingredients may Under a severe test at 40℃ for 30 days (equivalent to storage at room temperature for 1 year), the powder was 100 to 20%, and the powder was 100 to 35
%, 65 to 20% in wettable powders, and 65 to 20% in emulsions. Furthermore, if pesticides cannot be stored for long periods of time, they are not suitable for mass production on an industrial scale, so changes in active ingredients over time, regardless of the degree, are issues that must be constantly considered and resolved. be. Therefore, the present invention provides that the active ingredient in various preparations such as powders, granules, wettable powders, emulsions, etc. containing the 1,2,4-triazole derivative represented by the general formula [1] changes over time. The purpose is to provide technology that does not decompose and can withstand long-term storage. (b) Means for solving the composition problem of the invention The present inventors have discovered that 1, represented by the general formula [1],
We have been conducting intensive research on new techniques for stabilizing 2,4-triazole derivatives over time. As a result, powders, powders, wettable powders, emulsions, etc. containing the active ingredient were mixed with one of the compounds represented by the general formula [2] as a stabilizer in an amount of 0.5 to 5% of the total amount of the preparation.
(by weight), it has been found that the decomposition of the active ingredient can be significantly suppressed over a long period of time. Next, specific examples of the compound of general formula [1] used in the present invention are listed in Table 1, but the invention is not limited to these examples.

【table】

[Table] le

These active ingredients can be produced by the production method described in JP-A-57-158707. Next, specific examples of the stabilizer represented by the general formula [2] of the present invention are shown in Table 2.
However, the present invention is not limited to the following examples.

[Table] Rimethylenediamine

[Table] Rimethylenediamine

[Table] Effect The decomposition mechanism of the 1,2,4-triazole derivative represented by the general formula [1] in mineral carriers and solvents has not yet been clarified. However, 0.5 to 5.0% of the compound represented by general formula [2] is added to the formulation using the mineral carrier or solvent described above.
When added to a certain degree, the decomposition rate of the active ingredient can be suppressed to 0 to 1% or less even after being stored at room temperature for one year (according to a severe test of 30 days at 40°C). In this case, the decomposition prevention effect tends to improve as the amount of the stabilizer additive increases beyond 0.5%. Looking at the anti-decomposition effect by type of formulation, a remarkable anti-decomposition effect can be obtained when added to liquid emulsions, but it is less effective when added to solid formulations such as powders, granules, and wettable powders that use mineral carriers. When the additive of the invention is added, the anti-decomposition effect is most pronounced. Furthermore, the agricultural and horticultural fungicides of the present invention containing these stabilizers can also be mixed with agricultural and horticultural fungicides or insecticides other than the active ingredients of the present invention, and these stabilizers does not cause any problems in terms of chemical damage to useful crops or toxicity to humans and animals. Method of carrying out the present invention To produce the stabilized agricultural and horticultural fungicide of the present invention, the above-mentioned active ingredient, the stabilizer of general formula [2], a carrier, and other auxiliary agents are added, It can be formulated into various forms such as powders, granules, fine granules, wettable powders, and emulsions by conventional methods. Here, the amount of stabilizer added to the formulation is sufficient in the range of 0.5 to 5 weight (%) of the total amount of the formulation. However, the amount added may be increased or decreased depending on the type of stabilizer, amount of active ingredient, type of carrier, dosage form, environmental conditions in which the product is stored, etc. In addition, solid carrier materials that can be used in the present invention include general mineral carriers such as clay, talc, bentonite, acid clay, diatomaceous earth, calcined diatomaceous earth, silica sand, zeolite, attapulgite, pumice, and vermiculite; Calcium carbonate, magnesium carbonate, sodium sulfate, ammonium sulfate, calcium sulfate, synthetic hydrated silicic acid, calcium silicate, magnesium silicate, aluminum oxide,
Sucrose, etc. can be mentioned. Liquid carriers include cyclohexanone, isophorone,
N,N-dimethylformamide, xylol, methanol, ethyl cellosolve, phenyl cellosolve, methyl cellosolve acetate, acetonitrile, methylnaphthalene, kerosene, ligroin,
Examples include solvent naphtha. Next, examples of the stabilized insecticide of the present invention will be shown, but the content of the present invention is not limited to these examples, and the content of the active ingredient, the type of stabilizer, the amount added, The types and amounts of various adjuvants added, the formulation method, etc. can be changed as appropriate. In addition, all parts in Examples indicate parts by weight. Example 1 Powder Compound No. 5 10 parts, white carbon 5 parts,
After uniformly mixing 2 parts of stabilizer No. 6 and 83 parts of clay, the mixture is pulverized to obtain the powder of the present invention. Example 2 Powder Compound No. 3 3 parts, Stabilizer No. 32 2 parts, white carbon 1 part, polyvinyl alcohol
Add 15 parts of water to 1.5 parts and 92.5 parts of clay, mix well, knead, extrude through a wire mesh with a diameter of 0.8 mm, dry, and sieve into 14 to 32 meshes to obtain the granules of the present invention. Example 3 Wettable powder Compound No. 1 15 parts, white carbon 10 parts,
After uniformly mixing 1 part of stabilizer No. 51, 1.5 parts of polyoxyethylene alkyl phenyl ether, 2 parts of sodium naphthalene sulfonic acid formalin condensate, and 70.5 parts of clay, the mixture was finely ground.
A hydrating agent of the present invention is obtained. Example 4 Emulsion Add 73 parts of xylene to 15 parts of Compound No. 1 and dissolve. Next, 2 parts of Stabilizer No. 52 and 10 parts of Solpol 700HD (trade name of an emulsifier manufactured by Toho Chemical Industries, Ltd.) are added and mixed to obtain the emulsion of the present invention. (c) Effect of the invention The effect of stabilizing the storage of the compound of general formula [1] when the stabilizer of the invention is added will be shown by a test example. Test Example 1 Decomposition prevention effect test 50 grams of the preparation prepared according to the example was placed in a glass bottle, sealed tightly, and left in a thermostat at 40°C for 30 days (equivalent to being left at room temperature for one year). Thereafter, it was taken out and the content of the active ingredient was analyzed by gas chromatography to determine the residual rate (%) with respect to the initial content value. The results obtained are shown in Table 3.

【table】

【table】

【table】

【table】

Claims (1)

[Claims] 1. General formula (wherein, X is up to two same or different halogen atoms or _CF3 group, and Y is up to two same or different halogen atoms) In agricultural and horticultural fungicides containing derivatives as active ingredients, the general formula (In the formula, R is a branched or linear carbon number 8
to 20 alkyl or _alkenyl groups, Z is _-CH2CH2O- or -CH( _CH3 )
CH ₂ O-, a, b and c each independently represent an integer of 0 or 1 or more, and 1≦a+
1. A stabilized agricultural and horticultural fungicide, characterized in that it contains one of the compounds represented by (b+c≦45).