KR19980076274A - Tifluzamide Pesticide Composition Improved Elution in Water - Google Patents

Abstract

The present invention provides a pesticide composition containing activated carbon-treated tifluzamide as an active ingredient. Such a composition is such that the elution of tifluzamide to water is increased.

Description

Tifluzamide Pesticide Composition Improved Elution in Water

The present invention relates to N- (2,6-dibromo-4-trifluoromethoxyphenyl) -2-methyl-4-trifluoromethyl-5-thiazole carboxyamide (common name: thifluzamide The present invention relates to a pesticide composition having improved elution in water.

Tifluzamide is a composition having excellent bactericidal activity against leaf spot withering disease. In the rice crop field, when the control agent is used to control rice leaf spots and side disease, the amount of water in the rice field is low, and the dissolution / diffusion rate of the active ingredient has a significant influence on the control effect.

However, since the solubility of tifluzamide in water is very low at about 1.6 mg / l (20 ° C.), development of a method of increasing the dissolution rate of tifluzamide in water and improving its effect has been required. .

The inventors have found that the solubility of tifluzamide with respect to water of an agrochemical composition containing activated carbon-treated tifluzamide as an active ingredient has thus been improved, thus completing the present invention.

In one aspect of the invention, there is provided a pesticide composition comprising tifluzamide treated with activated carbon.

In another aspect of the present invention, there is provided a pesticide composition wherein the active ingredient is tifluzamide obtained by dissolving tifluzamide in an organic solvent and treating the resulting solution with activated carbon.

In yet another aspect of the present invention, dissolving tifluzamide in an organic solvent, adding activated carbon, removing the activated carbon, distilling the organic solvent off, and the Tifluza Crystallization of the mid, there is provided a method for producing tifluzamide with improved elution to water, including.

Activated carbon used in the present invention is a commonly used activated carbon may be in any shape and form such as granules and powder. Although the addition amount of activated carbon is not specifically limited, The addition amount becomes like this. Preferably it is 0.0001-0.5 weight part, More preferably, it is 0.001-0.5 weight part per 1 weight part of tifluzamide in a solution.

As the organic solvent used in the present invention, a conventional organic solvent in which tifluzamide is dissolved is used, and is not particularly limited. From an industrial point of view, an organic solvent in which 1.0 g or more of tifluzamide is dissolved per 100 ml of solvent at 20 ° C is preferable. For example, the following solvents may be used, but the organic solvent is not limited thereto:

(1) Allyl alcohol, isobutyl alcohol, isopropyl alcohol, tetrahydrofurfuryl alcohol, s-butanol, t-butanol, furfuryl alcohol, propargyl alcohol, 1-propanol, methanol, 3-methyl-1-pentine -3-ol, ethylene glycol, ethylene glycol diacetate, ethylene glycol diglycidyl ether, ethylene glycol monoacetate, ethylene glycol dimethyl ether, ethylene glycol monoethyl ether, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether, Ethylene glycol monomethyl ether, ethylene glycol monoethyl ether acetate, ethylene glycol monomethoxy methyl ether, ethylene chlorohydrin, glycerin, glycerin 1,3-dimethyl ether, 2-chloro-1,3-propanediol, diethylene glycol Diethylene glycol ethylmethyl ether, diethylene glycol chlorohydrin, diethylene glycol diacetate, Diethylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol monoethyl ether, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether, diethylene glycol monoethyl ether, dipropylene glycol, dipropylene glycol mono Ethyl ether, dipropylene glycol monomethyl ether, tetraethylene glycol, triethylene glycol, triethylene glycol monoethyl ether, triethylene glycol monomethyl ether, trimethylene glycol, 1,3-butanediol, 1,4-butanediol, propylene glycol Alcohols such as propylene glycol monoethyl ether, propylene glycol monomethyl ether and 1,5-pentanediol; (2) ethers and acetals such as diethyl ether, 1,4-dioxane, dipropyl ether, dimethyl ether, tetrahydropyran, tetrahydrofuran, furfural and methylal; (3) ketones such as acetone, diacetone alcohol and methyl ethyl ketone; (4) esters such as ethyl formate, methyl formate, ethyl acetate, methyl acetate, ethyl lactate, methyl lactate and γ-butyrolactone; (5) carboxylic acids such as isobutyric acid, formic acid, acetic acid and dichloroacetic acid; (6) 2-pyrrolidone, N-methyl-2-pyrrolidone, N-vinyl-2-pyrrolidone, N-ethyl-2-pyrrolidone, N- (2-hydroxyethyl) -2 -Pyrrolidone, N-cyclohexyl-2-pyrrolidone, N-isopropyl-2-pyrrolidone, N- (n-butyl) -2-pyrrolidone, N- (t-butyl) -2 -Pyrrolidone, N- (3-hydroxypropyl) -2-pyrrolidone, N- (2-methoxyethyl) -2-pyrrolidone and N- (3-methoxypropyl) -2-py N-alkyl pyrrolidones such as rolidone and (7) other allylamines, N-ethyl ethanolamines, ethylenediamines, diethylamines, N, N-dimethylformamides, N, N, N ', N'-tetra Methyl ethylenediamine, triethylamine, trimethylamine, pipecoline, piperidine, propylenediamine, hexamethyl phosphortriamide, monoethanolamine, acetonitrile and dimethyl sulfoxide. Preferred solvents are acetonitrile, methanol, ethanol, tetrahydrofuran and acetone.

Although the form of the pesticide composition formulation using the activated carbon-treated tifluzamide of the present invention is not particularly limited, powders, hydrates, pellets, tablets, granular hydrates, suspensions, etc. may be exemplified, each of which is a pesticide formulation. It may be prepared by conventional methods known to those skilled in the art. It does not specifically limit the additive added to the pesticide composition of this invention other than an active ingredient.

Other active ingredients other than the activated carbon-treated tifluzamide active ingredient may be added to the pesticide composition of the present invention.

Hereinafter, the present invention will be described in more detail with reference to Examples and Test Examples.

However, the present invention is not limited to these Examples, and parts used in the following Examples and Comparative Examples means parts by weight.

Example 1 Tifluzamide Treated with Activated Carbon

After dissolving 10 g of tifluzamide in 160 ml of acetonitrile at room temperature, 3 g of activated carbon powder was added. After stirring for 60 minutes, it filtered using 1 micrometer filter paper. The acetonitrile was removed from the filtrate by evaporation and then dried under reduced pressure to give tifluzamide.

Example 2 Tifluzamide Treated with Activated Carbon

After dissolving 10 g of tifluzamide in 160 ml of acetonitrile at room temperature, 0.5 g of activated carbon powder was added. After stirring for 60 minutes, it filtered using 1 micrometer filter paper. The acetonitrile was removed from the filtrate by evaporation and then dried under reduced pressure to give tifluzamide.

Example-Pellets 1

Tifluzamide obtained in Example 1 was ground using a jet crusher (A-O jet mill, manufactured by Seishin Kigyo K.K.). 2.0 parts of the pulverized tifluzamide, 5.0 parts of sodium lignin sulfonate, 0.5 parts of alkylbenzene sulfonic acid, 1.0 parts of sodium polyacrylate, 2.0 parts of sodium tripolyphosphate, 40 parts of bentonide, 49.5 parts of calcium carbonate and 16 parts of water It was mixed / kneaded in a mixer (manufactured by Dalton KK) and granulated using an injection granulator (BR-200, manufactured by Fuji Powdal KK) equipped with a screen having a 0.8 mm opening. The pellet was dried at 50 ° C. to obtain pellet 1.

Example 4-Pellet 2

Tifluzamide obtained in Example 2 was treated in the same manner as in Example 3 to obtain pellet 2.

Comparative Example 1-Comparative Pellets

10 g of tifluzamide was dissolved in 160 ml of acetonitrile at room temperature, stirred for 60 minutes, and filtered through a 1 μm filter paper. Acetonitrile was removed from the filtrate using an evaporator and then dried under reduced pressure to afford tifluzamide.

Tifluzamide thus obtained was treated in the same manner as in Example 3 to obtain a comparative pellet.

Test Example-Dissolution Test of Pellets

Pellets 1 and 2 and 45 mg of each of the comparative pellets were added to a beaker containing 1000 ml of hard water (hardness = 10 °) maintained at a water temperature of 30 ° C. After standing still for 7 days, a portion of the solution was taken from the center of the beaker and the content of tiflurazamide was analyzed, and the percentage of eluted tifluzamide was calculated by the following equation.

Elution% = A × 100 / B

A: amount of tifluzamide eluted in water (mg)

B: Content of Tifluzamide in Pellets Added to Beaker (mg)

The test results are shown in Table 1 below.

TABLE 1

The test results indicate that the dissolution rate of tifluzamide in water is increased by using an agricultural chemical composition containing tifluzamide treated with activated carbon as an active ingredient.

Claims (6)

Agrochemical composition comprising tifluzamide treated with activated carbon. The pesticide composition according to claim 1, wherein the tifluzamide is obtained by dissolving tifluzamide in an organic solvent and treating the resultant solution with activated carbon. a) dissolving tifluzamide in an organic solvent, b) adding activated carbon, c) removing the activated carbon, d) distilling off the organic solvent, and e) crystallizing the tifluzamide, Tifluzamide production method improved water dissolution including the The pesticide composition according to claim 2, wherein the amount of activated carbon is 0.0001 to 0.5 parts by weight per 1 part by weight of tifluzamide in the solution. 4. The method according to claim 3, wherein the amount of activated carbon is 0.0001 to 0.5 parts by weight per 1 part by weight of tifluzamide in the solution. The pesticide composition according to claim 2, wherein the solubility of tifluzamide in an organic solvent is at least 1.0 g / 100 ml at 20 ° C.