RU2446686C1 - Fungicidal means and method for its production - Google Patents

Abstract

FIELD: agriculture.

SUBSTANCE: invention relates to agriculture. Fungicidal product contains triazole as the active substance in the form of salt of alkylbenzenesulfonic acid or alkylsulfonic acid or tebuconazole and propiconazole, containing in the alkyl radical from 10 to 18 carbon atoms. Mechanical and chemical interaction of tebuconazole or propiconazole with alkylsulfonic acid or alkylbenzenesulfonic acid is carried out.

EFFECT: invention enables to improve biological effectiveness of fungicides of triazole type.

6 cl, 3 tbl, 8 ex

Description

This invention relates to agriculture and can be used in the fight against diseases of seeds of crops by pre-sowing treatment.

A large number of fungicidal preparations based on triazole derivatives and their combinations used for these purposes are known (Rospotrebnadzor Sanitary and Epidemiological Register for Pesticides and Agrochemicals - Rospotrebnadzor website).

As follows from the analysis of the Register, fungicidal preparations based on triazoles, in particular tebuconazole, used for seed dressing, are almost always presented in the form of suspension concentrates. The main disadvantage of such preparations is the relatively low stability (delamination) of the working solutions (drug consumption per 1 ton of seeds diluted in 10 liters of water) used for seed dressing.

This circumstance ultimately affects the quality (uniformity) of seed dressing. In order to eliminate the noted drawback, we proposed a fundamentally different technical solution.

The essence of the invention is that in the fungicidal composition the active substance, triazole, is not present in its pure form, but in a modified form with surface-active properties. In other words, the active substance in the present invention contains a biologically active part in the form of a triazole and an additional part imparting surface-active properties to the modified structure.

This circumstance will make it possible to obtain working fluids based on the modified triazole structure for seed dressing in the state of thermodynamic stable microemulsions and micellar solutions.

The chemical structure of the compounds of the triazole series, having differences in the structure itself, nevertheless contains one common feature, namely the presence of a triazole ring, which ensures their ability to interact with acids to form salts.

The correct choice of acid makes it possible to obtain a modified structure of triazole having surface-active properties, while the surface tension of a 0.1% aqueous solution at the liquid-air interface is 30-35 mN / m. These may be alkylbenzene-sulfonic, alkylsulfonic acids containing 10-18 carbon atoms in the alkyl radical. Triazoles are selected from the group consisting of tebu-conazole, propiconazole, etc.

The inventive fungicidal agent may further comprise auxiliary components, such as a non-ionic type surfactant and an organic solvent. The fungicidal agent contains components in the following ratio, wt.%:

Alkylbenzenesulfonic or alkylsulfonic salt acids of tebuconazole or propiconazole containing in the alkyl radical of 10-18 carbon atoms 10-50 Nonionic Type Surfactant 0-80 Organic solvent 0-50

The above is confirmed by the results of studies on the example of the triazole compound tebuconazole. As a prototype, the drug Raksil, KS (60 g / l tebuconazole) was used (a list of pesticides and agrochemicals approved for use in the Russian Federation. M: Agrorus, 2008, p.128-132).

The synthesis of modified triazole structures is carried out by mechanochemical interaction of triazole (tebuconazole, propiconazole) with alkylsulfonic or alkylbenzenesulfonic acids containing an alkyl radical with the number of carbon atoms 10-18, at 50-60 ° C until a homogeneous mass is obtained.

The characteristics of the salts obtained are presented in table 1.

Table 1 Physico-chemical characteristics of the modified structures of tebuconazole Name Physical state Solubility, ml / 100 g The surface tension of a 0.1% aqueous solution at the liquid-air interface, mN / m water ethylene glycol aromatics Alkylbenzenesulfonic acid tebuconazole salt solid one hundred Interstices
we Interstices
we 31,4 Tebuconazole salt of alkyl sulfonic acid paste 150 - "- - "- 32.1 Alkylbenzenesulfonic acid propiconazole salt paste 120 - "- - "- 33.1

The formulation of drugs based on modified structures of tebuconazole is as follows.

The calculated amount of tebuconazole is loaded into a flask with a stirrer, an equivalent amount of alkylbenzene or alkyl sulfonic acid is added, a solvent (ethylene glycol or solvent) is added to reduce the viscosity of the system, the temperature is raised to 60 ° C and stirred until a homogeneous mass. Then, the calculated amount of nonionic surfactant is added to the reactor.

Example. one

30 g of tebuconazole, 36 g of alkylbenzenesulfonic acid, 200 g of ethoxylated alkyl phenol (neonol AF 9-12) are stirred at 60 ° C until a homogeneous mass is obtained. From a preparation containing 25% by weight of modified tebuconazole (11.3% by weight in terms of tebuconazole) and 75% neonol AF 9-12, 0.3% by weight of tebuconazole is prepared for seed treatment.

Example. 2

Analogously to example 1 from a preparation containing 28 wt.% Of the modified structure of tebuconazole (13.3 wt.% In terms of tebuconazole), an additional 26.6 wt.% Of neonol AF 9-12 and 45.4 wt.% Solvent (aromatic oil solvent) prepare 0.3 wt.% tebuconazole working solution for etching.

Example 3

Analogously to example 2 from a preparation containing 28 wt.% The modified structure of tebuconazole (13.3 wt.% In terms of tebuconazole), 26.6 wt.% Neonol AF 9-12 and 45.4 wt.% Solvent (ethylene glycol) is prepared 0.3 wt.% Tebuconazole etching solution.

Example 4

Analogously to example 2 from a preparation containing 16.6 wt.% Of the modified structure of tebuconazole (7.5 wt.% In terms of tebuconazole), 45.2 wt.% Nonionic surfactant (syntamide-5) and 38.3 wt.% Solvent (ethylene glycol) prepare 0.3 wt.% Tebuconazole etching solution.

Example 5

Analogously to example 1 from a preparation containing 40 g of tebuconazole, 45 g of alkylsulfonic acid (45.2 wt.% Of the modified structure of tebuconazole or 19 wt.% In terms of pure tebuconazole), 23.8 wt.% Of nonionic surfactant (syntanol-DS- 10), 31 wt.% Solvent (solvent) prepare 0.3 wt.% For tebuconazole working solution for etching.

Example 6

0.3 g of the propiconazole salt of alkylbenzenesulfonic acid is dissolved in 100 g of water to obtain a working solution for etching.

Example 7

Analogously to example 2, from a preparation containing 31 wt.% Of modified alkylbenzenesulfonic acid propiconazole (14.1 wt.% In terms of napropiconazole), 29.4 wt.% Neonol AF 9-12 and 39.6 wt.% Solvent (solvent) are prepared 0.3 wt.% Propiconazole etching solution.

Example 8

30 g of tebuconazole and 36 g of alkylbenzenesulfonic acid are mixed in a planetary mill at room temperature until a powdery product is obtained, followed by heating to 50 ° C, and 0.3 wt.% Etching solution is prepared according to tebuconazole.

Example 9 (prototype).

From an industrial sample of the drug "Raxil", KS (60 g / l tebuconazole) prepare 0.3 wt.% Tebuconazole working solution for etching. The characteristics of the obtained working solutions are given in table.2.

table 2 Characteristics of working solutions Example No. The physical condition of the working solution Stability The size of the dispersed phase, nm one 2 3 four one Clear liquid Thermodynamically stable <50 2 Slightly turbid homogeneous fluid - "- 100-150 3 - "- - "- 100-150 four Clear liquid - "- <50 5 Slightly turbid homogeneous fluid - "- 150-200 6 Turbid solution Stable enough 350-500 7 Turbid solution - "- 400-600 8 Turbid solution - "- 450-500 9 (prototype) Turbid solution Thermodynamically unstable 1000-1500

The biological effectiveness of the working solutions is evaluated by the fact that they affect the most harmful pathogens that cause fusarium and gel-minosporious root rot during seed germination.

As a study, examples 1-8 and prototype 9 were taken. The data obtained are presented in table 3.

Claims (6)

1. A fungicidal agent containing triazole as an active ingredient, characterized in that the triazole is present in the form of a salt of alkylbenzenesulfonic or alkylsulfonic acids of tebuconazole and propiconazole containing from 10 to 18 carbon atoms in the alkyl radical. 2. The fungicidal agent according to claim 1, characterized in that it has surface-active properties, while the surface tension of a 0.1% aqueous solution at the liquid-air interface is 30-35 mN / m. 3. The fungicidal agent according to claim 1, characterized in that it further comprises a non-ionic type surfactant. 4. The fungicidal agent according to claim 1, characterized in that it further comprises an organic solvent. 5. The fungicidal agent according to claim 3 or 4, characterized in that it contains components in the following ratio, wt.%:
salt of alkylbenzenesulfonic or alkylsulfonic acid tebuconazole or propiconazole containing in alkyl radical 10-18 carbon atoms 10-50 non-ionic surfactant 0-80 organic solvent 0-50 6. The method for producing the fungicidal agent according to claim 1, comprising the mechanochemical interaction of tebuconazole or propiconazole with alkylsulfonic or alkylbenzenesulfonic acids containing from 10 to 18 carbon atoms in the alkyl radical.