RU2618109C1 - Herbicidal composition (versions) - Google Patents

Abstract

FIELD: chemistry.

SUBSTANCE: herbicidal composition contains an active substance - clethodim, a surfactant, a solvent and an adjuvant - product of ethyl chloroformate interaction with neonol, or product of ethyl chloroformate interaction with rodasurf 860/P, or product of ethyl chloroformate interation with ethoxylated and propoxylated fatty alcohol C9-C11, or product of methyl chloroformate interaction with neonol.

EFFECT: invention allows to improve composition efficiency and stability.

4 cl, 5 tbl, 4 ex

Description

The invention relates to agriculture, specifically to solving the problem of combating weeds in crops of vegetable and industrial crops.

Known herbicidal composition in which the active substance is kelodim from 10 to 30% by weight, anionic surfactant, nonionic surfactant and aromatic hydrocarbon. US 7678741.

However, to improve the stability and shelf life of the herbicidal composition, a nitrogen drying process is used, which complicates the manufacturing process of the composition.

Known kelodim emulsifiable Pulvis. Containing from 1 to 50% celodime, from 1% to 20% wetting dispersant, from 1 to 30% emulsifier, from 0 to 10% solvent and the rest is the carrier. CN 102726376.

The disadvantages include the multicomponent composition.

Known drugs that suppress the cereal type of fouling, based on celodime in the form of classic emulsion concentrates, (Handbook of pesticides and agrochemicals approved for use in the Russian Federation. M: Agrorus, 2008, p. 193-195).

Essentially, this active ingredient (AI) controls almost the entire spectrum of cereal weeds in crops of industrial crops.

The main disadvantages of these drugs include the following:

- for example, the “Select” preparation based on celodime, produced in the form of an emulsion concentrate, requires strict requirements for the stability of an aqueous solution of a working fluid, i.e. the droplet size of the emulsion in a classic oil-in-water emulsion, and also contains the active substance celodim in a reduced concentration of 120 g / l, which is less technologically advanced compared to existing analogues.

The preparations “Censor” and “Centurion” with the active substance content in the amount of 240 g / l and similar preparations, in order to increase the efficiency during use, require adding additional surface active substance in tank mixtures in the amount of 0.2-1.2 l / ha, which increases the cost of hectare processing of crops.

Known herbicidal composition (RU 2446685, publ. 04/10/2012), including celodime in a modified form - in the form of a trialkylamine salt containing at least eight carbon atoms in one of the alkyl radicals, a nonionic type surfactant and coherbicide. In this case, the trialkylamine or ethoxylated alkylamine salt of cododym contains one radical with a number of carbon atoms of at least 8. The herbicidal agent contains the components: trialkylamine or ethoxylated alkylamine salt of codydim, normal or isostructure C ₅ -C ₁₀ ester, nonionic type surfactant .

Its working fluid is a mixture of micellar and emulsion component.

A known herbicidal composition comprising a celodime in the form of a trialkylamine salt containing at least eight carbon atoms in one of the alkyl radicals, a nonionic type surfactant, and a co-herbicide, which is a modified form of the tribenuron-methyl trialkylamine salt, containing non-alkyl radicals in one of the alkyl radicals less than eight carbon atoms, a non-ionic surfactant and an aromatic solvent. RU 2497362, publ. 11/10/2013.

However, in these solutions, to increase the efficiency, it is necessary to use a second co-herbicide, and celodime is presented in the form of a trialkylamine salt, which is not stable in liquid media.

The closest analogue in technical essence is the “Legion” systemic herbicide based on the active substance - cellodime in the form of an emulsion concentrate containing surfactants and solvents, produced by Agro Expert Group, for controlling cereal weeds in crops of sugar beets, soybeans, sunflowers and flax. (Internet site info@agroex.ru

However, "Legion" is used only in a mixture with adjuvant Helper Forte in a ratio of 1: 3, which is introduced into the sprayer tank. The helper provides good adhesion of the drug and enhances the penetration of celodime into plants, which allows even in case of extreme environmental conditions to obtain high efficiency at low application rates. In addition, if surfactants containing polar, including alcohol, groups are included in the formulation of the preparation, this leads to decomposition of the codydim during storage of the preparation.

The task is to create a herbicidal composition with increased efficiency, stable during storage for at least 2 years.

The technical result is an increase in efficiency, an increase in stability, by increasing the shelf life, reducing costs, simplifying the use in the manufacture of working solutions.

The problem is solved in four variants of the composition.

According to the first embodiment, the herbicidal composition comprising the active substance - celodime, surfactant, solvent, according to the invention further comprises an adjuvant - the product of the interaction of ethyl chloroformate with neonol in the following ratio of components in wt.%:

Cletodim 18-21 Interaction product ethyl chloroformate with neonol 20-22 Surfactant 5-6 Solvent rest

According to the second variant, the herbicidal composition comprising the active substance celodim, surfactant, solvent, according to the invention further comprises an adjuvant - the product of the interaction of ethyl chloroformate with rhodasurf 860 / P in the following ratio of components in wt.%:

Cletodim 23-26 Interaction product ethyl chloroformate with rhodasurf 860 / P 20-22 Surfactant 5-6 Solvent rest

According to the third embodiment, the herbicidal composition comprising the active substance — celodime, a surfactant, a solvent, according to the invention, further comprises an adjuvant — a product of the interaction of ethyl chloroformate with C ₉ -C ₁₁ ethoxylated and hydroxypropylated fatty alcohol in the following ratio of components in wt.%:

Cletodim 20-25 Interaction product ethyl chloroformate with ethoxylated and hydroxypropylated fatty alcohol C ₉ -C ₁₁ 25-31 Surfactant 5-6 Solvent rest

According to the fourth embodiment, the herbicidal composition comprising the active substance — celodime, a surfactant, a solvent, according to the invention, further comprises an adjuvant — a product of the interaction of methyl chloroformate with neonol in the following ratio of components in wt.%:

Cletodim 22-25 Interaction product methyl chloroformate with neonol 15-20 Surfactant 5-6 Solvent rest

The composition is prepared as follows.

In a three-necked flask equipped with a stirrer, a solvent, a surface-active substance (surfactant) are loaded, celodime and the reaction product previously obtained according to examples 1-4 are added: ethyl chloroformate with neonol or ethyl chloroformate with rhodasurf 860 / P or ethyl chloroformate with hydroxyethylated and hydroxypropylated C ₉ fatty alcohol -C ₁₁ or methyl chloroformate with neonol. The mixture was stirred at room temperature for 1 hour until a homogeneous solution was obtained. The resulting preparation is a light brown liquid, density 0.98 g / cm. The compositions are shown in table 1.

The composition was applied by preparing a working solution of pesticides immediately before use in accordance with the regulations for the use of the pesticide.

Data on the effect of the composition on the biological effectiveness of pesticides are given in tables 2-5.

The difference between the claimed solutions from the known ones consists in the use of known components in the composition with new components. Thus, the use of the products of the interaction of ethyl chloroformate with neonol or ethyl chloroformate with rhodasurf 860 / P or ethyl chloroformate with C ⁹ -C ¹¹ ethoxylated and hydroxypropylated fatty alcohol or methyl chloroformate with neonol, which are effective adjuvants, in the herbicidal compositions based on cododymium, which allows effective storage of the composition due to the fact that these products do not lead to the decomposition of celodime during storage of preparations based on it, including in a mixture with methyl esters of fatty acids and vegetable oils. At the same time, the shelf life of the drug is at least 24 months. The introduction of the obtained adjuvants directly into the composition eliminates the procedure for adding adjuvants to working solutions, which simplifies the use of the composition and reduces the time for preparing working solutions.

The following substances were used to prepare the composition:

Cletodim 95% is a viscous liquid of light yellow color. It has a slight aromatic odor. Decomposes at temperatures below boiling point. It is soluble in most organic solvents (solubility more than 900 g / l). Unstable - decomposes at elevated temperatures, under the influence of UV light, at extreme pH values. It undergoes oxidation and decomposition under aerobic conditions, the half-life of 1-3 days. The molecular weight of 359.92. Flash point 62 ° C. Solubility in water (pH = 7) 54 mg / L. Ethyl chloroformate - ClCOOC ₂ H ₅ - UN No. 1182 - molecular weight 108.53, density 1.135 g / mL at 25 ° C, _mp 80.6 ° C, _bale 94 ° C; d ₄₂₀ 1,138; soluble in benzene, decomposes in water and ethanol; t _aux. 16.1 ° C. Methyl chloroformate - formic acid methyl ester, melting point - 99.8 ° C, boiling point + 31.8 ° C; 0.97, density 1.3431; soluble in water (30.4%), alcohol, ether; t _vp -21 ° C; autoignition temperature + 456 ° C. Neonol - TU 2483-077-05766801-98; Rodasurf 860 / R - Rodia company; oxyethylated and oxypropylated fatty alcohol C ⁹ -C ¹¹ - Dow company; xylene - TU 38.101254-72; fatty acid methyl esters-STB 1657-2012; Solvesso 150 - Exxon Mobil; rapeseed oil - GOST 53457. As a nonionic surfactant for emulsion concentrates, Tenziofix B9718, Tenziofiks B9732 were used by Omnichem, Geronol FF / 4 - Rodia Company, Beroli - Akzo Nobel Company.

Example 1

The product of the interaction of ethyl chloroformate with neonol is obtained in a reaction vessel equipped with a stirrer, thermometer, and dropping funnel. 1 mol of preheated neonol and 1 mol of soda ash are loaded into the vessel. The contents are heated to 60-80 ° C with stirring. At this temperature, 1.1 mol of ethyl chloroformate is added from the dropping funnel over 1 hour. After adding the entire amount of ethyl chloroformate, the reaction mixture was incubated for 5-6 hours at a temperature of 60-80 ° C.

A sample is taken, a qualitative analysis is carried out for the presence of chloride ions. With positive analysis results, the reaction mass is purged with a stream of dry air or nitrogen at a temperature of 90 ° C. If the results are negative for choride ion, the purge is stopped, the reaction mass is cooled to a temperature of 15-25 ° C. The product is filtered off from sodium chloride and soda residues.

The product is a pale yellow viscous liquid. Density 1.059 g / cm ³ , refractive index 1.4803.

Example 2. The reaction product of ethyl chloroformate with rhodasurf 860 / P is obtained analogously to example 1. 1 mol of rhodasurf 860 / P and 1 mol of soda ash are loaded into the reaction vessel. The mixture is heated to 50-70 ° C. At this temperature, 1.1 mol of ethyl chloroformate is slowly added to the flask from the dropping funnel over a period of 1 hour. After adding the entire amount of ethyl chloroformate, the reaction mixture was kept for 6 hours at a temperature of 50-70 ° C.

The product is a pale yellow liquid. Density 0.976 g / cm ³ , refractive index 1.4510.

Example 3. The product of the interaction of ethyl chloroformate with hydroxyethylated and hydroxypropylated fatty alcohol C ₉ -C ₁₁ (the number of ethoxylated groups 6-8, the number of oxypropylated groups 4-6) receive analogously to example 1.

In the reaction vessel, 1 mol of C ₉ -C ₁₁ hydroxyethylated and hydroxypropylated fatty alcohol and 1 mol of soda ash are loaded. The mixture is heated to 50-70 ° C. At this temperature, 1.1 mol of ethyl chloroformate is added over 1 hour. After adding the entire amount of ethyl chloroformate, the reaction mixture was kept for 6 hours at a temperature of 70-90 ° C.

The product is a pale yellow liquid. Density 1.009 g / cm ³ , refractive index 1.4540.

Example 4. The reaction product of methyl chloroformate with neonol is obtained analogously to example 1. 1 mol of preheated neonol and 1 mol of soda ash are loaded into the reaction vessel. The contents are heated to 50-60 ° C with stirring. At this temperature, 1.1 mol of methyl chloroformate is added from the dropping funnel over 1 hour. After adding the entire amount of ethyl chloroformate, the reaction mixture was incubated for 7 hours at a temperature of 50-60 ° C.

A sample is taken, a qualitative analysis is carried out for the presence of chloride ions. If the analysis results are positive, the reaction mass is purged with a stream of dry air or nitrogen at a temperature of 60 ° C, and the presence of chloride ions is periodically analyzed. If the results are negative for choride ion, the purge is stopped, the reaction mass is cooled to a temperature of 15-25 ° C. The product is filtered off from sodium chloride and soda residues. The product is a pale yellow viscous liquid. Density 1.071 g / cm ³ , refractive index 1.4712.

From tables 2-5 it follows that the claimed composition is more effective in terms of herbicidal effect than the application of the Legion-Helper mixture at the same concentrations of celodime.

Thus, the claimed herbicidal composition has increased efficiency, increased shelf life (at least 2 years), simplified use in the manufacture of working solutions.

Claims (8)

1. A herbicidal composition comprising the active substance - celodime, a surfactant, a solvent, characterized in that it further comprises an adjuvant - the product of the interaction of ethyl chloroformate with neonol in the following ratio of components in wt.%: Cletodim 18-21 Interaction product ethyl chloroformate with neonol 20-22 Surfactant 5-6 Solvent rest 2. The herbicidal composition comprising the active substance - celodime, a surfactant, a solvent, characterized in that it further comprises an adjuvant - the product of the interaction of ethyl chloroformate with rhodasurf 860 / P in the following ratio of components in wt.%: Cletodim 23-26 Interaction product ethyl chloroformate with rhodasurf 860 / P 20-22 Surfactant 5-6 Solvent rest 3. A herbicidal composition comprising the active substance — celodime, a surfactant, a solvent, characterized in that it further comprises an adjuvant — the product of the interaction of ethyl chloroformate with C ₉ -C ₁₁ hydroxyethylated and hydroxypropylated fatty alcohol in the following ratio of components in wt.%: Cletodim 20-25 Interaction product ethyl chloroformate with ethoxylated and hydroxypropylated fatty alcohol C ₉ -C ₁₁ 25-31 Surfactant 5-6 Solvent rest 4. A herbicidal composition comprising the active substance — celodime, a surfactant, a solvent, characterized in that it further comprises an adjuvant — the product of the interaction of methyl chloroformate with neonol in the following ratio of components in wt.%: Cletodim 22-25 Interaction product methyl chloroformate with neonol 15-20 Surfactant 5-6 Solvent rest