WO2011105924A1

WO2011105924A1 - Suspension concentrate of a herbicide composition

Info

Publication number: WO2011105924A1
Application number: PCT/RU2010/000432
Authority: WO
Inventors: Юрий Аглямович ГАРИПОВ; Наталья Николаевна КИСЕЛЕВА; Михаил Игоревич ПОЛТЕВ; Валерий Павлович ТАЩИ; Евгений Константинович ЖАРКОВ
Original assignee: Garipov Jurij Agljamovich; Kiseleva Natal Ja Nikolaevna; Poltev Mihail Igorevich; Tashhi Valerij Pavlovich; Zharkov Evgenij Konstantinovch
Priority date: 2010-02-24
Filing date: 2010-08-04
Publication date: 2011-09-01
Also published as: KR101596764B1; ECSP12012113A; BR112012019465A2; MY158686A; EA019718B1; RU2440731C2; RU2010105982A; CN102770025A; BR112012019465A8; EA201101247A1; KR20130004897A; CN102770025B

Abstract

The invention relates to chemical means for combating weeds, specifically to aqueously suspended herbicide compositions based on pyrimidine derivatives, for example sodium 2,6-bis-(4,6-dimethoxypyrimidin-2-yl) hydroxybenzoate, which can be used for treating rice crops. The invention is directed towards producing a novel suspension concentrate of a herbicide composition based on pyrimidine derivatives, said composition having high physico-chemical and operational properties, in particular low surface tension and wetting contact angle values and reduced corrosive activity in relation to structural materials. The above-mentioned technical result is achieved in that the suspension concentrate of the herbicide composition comprises a combination of two agro-chemically active components 2,6-bis-(4,6-dimethoxypyrimidin-2-yl) hydroxybenzoic acid and sodium 2,6-bis-(4,6-dimethoxypyrimidin-2-yl) hydroxybenzoate with carbamide, wherein the molar ratio of carbamide to active substance is 0.93 - 1.79. The suspension concentrate of the herbicide composition comprises a complex salt with carbamide in the presence of hydroxyethyldiphosphonic acid and/or a disodium salt of ethylenediaminetetraacetic acid and at least one of the agro-chemically active components. The surface tension is 32 N/m*10^-3, the wetting contact angle: initial - 54°, final - 30°, the corrosion rate of carbon steel - 0.00152 g/m² hour, and the permeability of the carbon steel - 0.0011 mm/year.

Description

Suspension concentrate herbicidal composition.

The field of technology.

The invention relates to chemical weed control agents, in particular to aqueous suspension herbicidal compositions based on pyrimidine derivatives, for example, 2,6-bis (4,6-dimethoxypyrimidin-2-yl) sodium oxybenzoate, used for processing rice crops (Handbook of pesticides and agrochemicals approved for use on the territory of the Russian Federation in 2009) [1].

The prior art.

Herbicidal compositions of pyrimidine derivatives are known, in particular 2,6-bis- (4,6-dimethoxypyrimidin-2-yl) oxybenzoic acid or 2,6-bis- (4,6-dimethoxypyrimidin-2-yl) sodium hydroxybenzoate to protect rice crops from weeds (US Pat. USA jNs 4248619, US Pat. RF JO 2028294) [2, 3].

In order to enhance the herbicidal effect and increase the number of weeds sensitive to the preparation, sometimes other active substances are additionally introduced into the composition of herbicidal compositions containing 2,6-bis- (4,6-dimethoxypyrimidin-2-yl) sodium oxybenzoate, for example anilophos (WO 2006072359) [4] or derivatives of difluoromethanesulfonamide (WO 2007079965) [5], or growth regulators, for example, 5-ethyl-5-hydroxymethyl-2 (furyl-2) -1,3-dioxane (US Pat. "22949) [6].

As follows from WO jVa 2004091295 [7], during prolonged storage without forced circulation, aqueous suspension con- the centers of the known compositions are prone to the growth of particles of the active substance and the associated formation of a layer of dense bottom sediment. In the known invention (US Pat. RF JVa 2338376) [8], a high stability of the composition is achieved from the point of view of slowing down the growth of particle sizes of the active substance, as well as reducing the size and density of the sediment layer during transportation and storage without forced circulation.

The above known composition of the ΝΟΜΙΝΕΕ 400 SK aqueous agricultural chemical suspension [1] contains 400 g of active ingredient 2,6-bis (4,6-dimethoxypyrimidin-2-yl) sodium oxybenzoate, 16 g of sodium bicarbonate and 1.8 g of sodium carbonate as a buffering component, 10 g of polyoxyethylene styryl phenyl ether sulfate and 3 g of polyoxyethylene styryl phenyl ether as surfactants, 100 g of propylene glycol as antifreeze, 1.5 g of xanthan howling gum as a thickener and 467.7 g of water.

The solubility of the active substance in this known composition was 14 g / l, pH 7.6 - 8.3, viscosity - 520 MPa ^' s, surface tension - 45 - 60 nm 10 ^{~ 3} , initial contact angle, 68 ° - 71 °, and the final contact angle of wetting, 43 ° - 60 °. As a result of the study, a high rate of corrosion of carbon steel was also noted - 0.0225 g / m * h and its permeability - 0.029 mm / year in the medium of the known composition of an aqueous agricultural-chemical suspension.

The results of the study indicate the complexity of the practical use of aqueous agricultural-chemical slurry, associated with its increased corrosivity, problems with dispersion, insufficient wetting. the use of treated plant surfaces, which significantly reduces the effectiveness of the application, and also requires the use of additional components of the tank mixture, for example, the A-100 adhesive.

The aim of the present invention is to provide a new suspension concentrate of the herbicidal composition based on the known pyrimidine derivatives with high physicochemical and operational properties, in particular low surface tension and contact angle, lowered corrosion activity with respect to structural materials.

Disclosure of the invention.

The object of the invention is a suspension concentrate of the herbicidal composition, which contains a combination of two agrochemically active components of 2,6-bis- (4,6-dimethoxypyrimidin-2-yl) oxybenzoic acid and 2,6-bis- (4,6- dimethoxypyrimidin-2-yl) sodium oxybenzoate with carbamide in a molar ratio of the latter of 0.93 - 1, 79 to the active substance. The suspension concentrate of the herbicidal composition may contain a complex salt with urea in the presence of hydroxyethylene diphosphonic acid and the disodium salt of ethylenediaminetetraacetic acid, at least one of the agrochemically active components.

A combination of two agrochemically active components of 2,6-bis- (4,6-dimethoxypyrimidin-2-yl) hydroxybenzoic acid and 2,6-bis- (4,6-dimethoxypyrimidin-2-yl ) sodium oxybenzoate with urea, as well as their ratio 90% is optimal, as a result of which the resulting suspension concentrate of the herbicidal composition in which the liquid phase is an aqueous solution of urea, 2,6-bis- (4,6-dimethoxy-pyrimidin-2-yl) sodium oxybenzoate and 2.6 -bis- (4,6-dimethoxy-pyrimidin-2-yl) hydroxybenzoic acid, and solid - particles

95 2,6-bis- (4,6-dimethoxypyrimidin-2-yl) oxybenzoic acid or 2,6-bis- (4,6-dimethoxypyrimidin-2-yl) oxybenzoic acid and 2,6-bis- (4, 6-dimethoxypyrimidin-2-yl) sodium oxybenzoate, has a surface tension not exceeding 32 n / m * 10 ^"3 and the initial and final contact angles of contact not higher than 56 ° and

100 33 ° respectively.

The effect of the molar ratio of urea to the active substance on the surface tension and the contact angle is illustrated in Table 1.

Table 1.

110

From the results given in Table 1, it follows that the optimal range of the molar ratio is between 0.93 and 1.79. A decrease in the molar ratio below 0.93 causes an increase in surface tension and contact angles wetting, and an increase above 1.79 does not significantly affect the values of surface tension and contact angles

120 wetting.

It was experimentally established that in the presence of hydroxyethylenediphosphonic acid and disodium salt of ethylenediaminetetraacetic acid, the solubility of 2,6-bis (4,6-dimethoxypyrimidin-2-yl) sodium oxybenzoate is increased to 77.3 g / l, 2 6-bis- (4.6-

125 dimethoxypyrimidin-2-yl) hydroxybenzoic acid to 1.2 g / l in the liquid phase of the composition while simultaneously increasing the viscosity of the suspension, which is explained by an increase in the surface of the solid phase due to the formation of fine particles of a complex salt with carbamide, at least one of the agrochemical

130 active components of the suspension concentrate of the herbicidal composition in the liquid phase. At the same time, a decrease in surface tension was experimentally established, at least, to 28 n / m * 10 ^"3. Also, a decrease in the rate of corrosion of carbon steel from 0.0225 to

135 0.00152 g / m hour and its permeability from 0.029 to 0.0011 mm / year in the suspension concentrate of the herbicidal composition in the presence of hydroxyethylene diphosphonic acid and disodium salt of ethylenediaminetetraacetic acid.

The essential features of the invention are: combination

140 two agrochemically active components of 2,6-bis- (4,6-dimethoxy-pyrimidin-2-yl) oxybenzoic acid and 2,6-bis- (4,6-dimethoxy-pyrimidin-2-yl) sodium oxybenzoate with carbamide , a molar ratio of urea to active ingredient of 0.93 - 1.69, an additive to the suspension concentrate of the herbicidal composition

145 oxyethylene diphosphonic acid and / or disodium salt of ethylene diaminetetraacetic acid, determination of at least one of the agrochemically active components in the form of a complex urea salt.

The technical result achieved is a suspension-150 concentrate of the herbicidal composition with a surface tension of 28 - 32 n / m * 10 ^" , the initial and final contact angles of contact not higher than 56 ° and 33 °, the corrosion rate is 0.00152 g / m ² per hour, the permeability of carbon steel is 0.001 1 mm / year of carbon steel in a suspension concentrate medium, which simplifies dispersion, improves the distribution of the preparation over the sheet surface, significantly increasing the wetted surface area with reduced corrosion activity with respect to glerodistoy steel.

160 Possible embodiments of the invention.

Embodiments of the invention confirming its industrial applicability are illustrated by examples.

Example 1. In a ball mill load 418 kg of technical sodium bispiribac containing 95% 2,6-bis- (4,6-dime

165 toxypyrimidin-2-yl) sodium oxybenzoate (C AS 125401-92-4), 23.2 kg of technical bispyribac acid containing 95% (C AS 125401- 92-5), 52 kg of technical urea (CAS 57-13- 6) GOST 2081-92, 1 1.5 kg of wetting agent MPS (TU 2483-023-45663862-2005) and 440 kg of water. After the initial grinding, add to the resulting suspension

170 100 kg of propylene glycol antifreeze TU 9-09-929-79 (CAS 57-55-6) and 50.5 kg of water. After the completion of the secondary grinding step, 1.4 kg of Rhodopol thickener 23 (C AS 1 1 138-66-2) is added to the suspension. The resulting suspension concentrate of the herbicidal composition It contains 400 g / l of a combination of 2,6-bis- (4,6-dimethoxypyrimidin-180 2-yl) hydroxybenzoic acid and 2,6-bis- (4,6-dimethoxypyrimidin-2-yl) sodium hydroxybenzoate, calculated on 2,6-bis- (4,6-dimethoxy-pyrimidin-2-yl) hydroxybenzoic acid. The surface tension was 31, 4, n / m * 10 ^" , the contact angle: initial - 56 °, final - 32 °, corrosion rate of carbon steel 190 - 0.00152 g / m hour, permeability of carbon steel - 0.0011 mm / year.

Example 2. In a ball mill, 476 kg of water, 100 kg of technical carbamide (C AS 57-13-6) GOST 2081-92, 40.6 kg of technical sodium bispyribac containing 95% of 2.6-bis- (4 6-dime

195 toxypyrimidin-2-yl) sodium oxybenzoate (CAS 125401-92-4), 449.4 kg of technical bispyribac acid containing 95% of 2,6-bis- (4,6-dimethoxypyrimidin-2-yl) hydroxybenzoic acid (CAS 125401-92-5), 1 1, 5 kg of the wetting agent MPS (TU 2483-023-45663862-2005). After the initial grinding, to the resulting suspension

200 ml 80.5 kg propylene glycol antifreeze (CAS 57-55-6) TU 9-09-929-79), 2.3 kg equimolar mixture TU 2484-002-5667366-03 disodium salt of ethylenediaminetetraacetic acid (CAS 60- 00-4) and hydroxyethylene diphosphonic acid (grade A TU 2458-002-50643754-2003). The suspension cone obtained after secondary grinding

205 centrate of the herbicidal composition contains 400 g / l of a combination of 2,6-bis- (4,6-dimethoxypyrimidin-2-yl) hydroxybenzoic acid, 2,6-bis- (4,6-dimethoxypyrimidin-2-yl) sodium hydroxybenzoate converted to 2,6-bis- (4,6-dimethoxypyrimidin-2-yl) hydroxybenzoic acid, including 4.2 g / l of the complex salt of urea with 2,6-bis-

210 (4,6-dimethoxypyrimidin-2-yl) hydroxybenzoic acid. The surface tension was 31, 4, n / m * 10 ^" , the contact angle is wet niya: initial - 56 °, final - 32 °, corrosion rate of carbon steel - 0,00152 g / m ^' hour, permeability of carbon steel - 0,001 1 mm / year.

Example 3. 450 kg of water, 67.8 kg of technical carbamide (С AS 57-13-6) GOST 2081-92, 302.9 kg of technical sodium bispyribac containing 95% 2,6-bis- (4) are loaded into a ball mill 6-dimethoxypyrimidin-2-yl) sodium oxybenzoate (CAS 125401-92-4), 210 kg of bispiribac acid containing 95% of 2,6-bis- (4,6-dimethoxy-pyrimidin-2-yl) hydroxybenzoic acid ( CAS 125401-92-5), 1 1, 5 kg of the wetting agent MPS (TU 2483-023-45663862-2005). After the initial grinding, 80.5 kg of antifreeze propyl glycol antifreeze (C AS 57-55-6) TU 9-09-929-79), 2.4 kg of the equimolar mixture TU 2484-002-5667366 are added to the resulting suspension. -03 disodium salt of ethylenediaminetetraacetic acid (CAS 60-00-4) and hydroxyethylene diphosphonic acid (grade A TU 2458-002-50643754-2003). The suspension concentrate of the herbicidal composition obtained after the second grinding contains 400 g / l of a combination of 2,6-bis- (4,6-dimethoxypyrimidin-2-yl) oxybenzoic acid, 2,6-bis- (4,6-dimethoxypyrimidine -2-yl) sodium oxybenzoate in terms of 2.6-bis- (4,6-dimethoxypyrimidin-2-yl) hydroxybenzoic acid, including 4.2 g / l of the complex salt of urea with 2.6-bys- ( 4,6-dimethoxy-sipyrimidin-2-yl) hydroxybenzoic acid. The surface tension was 32 n / m * 10 ^" , the contact angle: initial - 54 °, final - 30 °, corrosion rate of carbon steel - 0.00152 g / m ^' hour, permeability of carbon steel - 0.0011 mm / year.

Example 4. 450 kg of water, 19.2 kg of carbamide of technical GOST 2081-92 (CAS 57-13-6), 102.8 kg of technical sodium bispyribac containing 95% 2,6-bis- are loaded into a ball mill (4, 6- dimethoxypyrimidin-2-yl) sodium oxybenzoate (CAS 125401-92-4), 8.2 kg of technical bispiribac acid containing 95% of 2,6-bis (4,6-dimethoxypyrimidin-2-yl) hydroxybenzoic acid (CAS 125401 -92-5), 13.5 kg of the wetting agent MPS (TU 2483-023-45663862-2005). After the initial grinding, 315 kg of water, 100.0 kg of antifreeze-propylene glycol (CAS 57-55-6 TU 9-09-929-79), 2.7 kg of an equimolar mixture TU 2484-002- 5667366 are added to the resulting suspension. -03 disodium salt of ethylenediaminetetraacetic

acid (CAS 60-00-4) and hydroxyethylene diphosphonic acid (grade A TU 2458-002-50643754-2003). The suspension concentrate of the herbicidal composition obtained after the second grinding contains 100 g / l of a combination of 2,6-bis- (4,6-dimethoxypyrimidin-2-yl) hydroxybenzoic acid, 2,6-bis- (4,6 -dimethoxypyrimidin-2-yl) sodium oxibenzoate in terms of 2,6-bis- (4,6-dimethoxypyrimidin-2-yl) hydroxybenzoic acid, including 4.2 g / l of the complex salt of carbamide with 2.6 bis- (4,6-dimethoxypyrimidin-2-yl) hydroxybenzoic acid. The surface tension was 32 n / m * 10 ^" , the contact angle: initial - 54 °, final - 30 °, the corrosion rate of carbon steel - 0.00152 g / m hour, the permeability of carbon steel - 0.001 1 mm / year.

Thus, a single set of new and common known essential features allows us to solve the problem and ensures the achievement of a technical result, which characterizes the proposed technical solution by significant differences compared with the prior art.

Information sources:

1. Handbook of pesticides and agrochemicals approved for use in the Russian Federation in 2009 2. US patent JY ^O 4248619, AO 1N43 / 54; 1978.

3. RF patent Jfe 2028294, C07D239 / 34; A01N43 / 54; 1992. 275 4. Application WO 2006072359, A01N43 / 54; A01N43 / 90; 2004.

5. Application WO 2007079965, A01N25 / 32; A01N43 / 54; 2006.

6. Patent of Ukraine N ° 22949, A01N45 / 00; 2007.

7. Application WO 2004091295, A01N25 / 04; A01N25 / 04; 2003.

8. RF patent JN ° 2338376, A01N43 / 653; A01N25 / 04; 2004.

Claims

Claim

1. Suspension concentrate herbicidal composition, which contains a combination of two agrochemically active components of 2,6-bis- (4,6-dimethoxypyrimidin-2-yl) hydroxybenzoic acid and 2,6-bis- (4,6-dimethoxypyrimidin-2-yl ) sodium oxybenzoate with carbamide in a molar ratio of the latter of 0.93 - 1.79 to the active substance.

2. A herbicide suspension concentrate according to claim 1, characterized in that it contains a complex salt with urea in the presence of hydroxyethylenediphosphonic acid and the disodium salt of ethylenediamine tetraacetic acid, at least one of the agrochemically active components.