CS238935B1 - Selective herbicidal composition - Google Patents

Abstract

Selective herbicide for the protection of corn against broadleaf and grassy weeds with increased activity, characterized in that it contains a mixture of 2-ethylamino-4-chloro-6-isopropylamino-S-triazine, 2,4-bis-isopropylamino-6-methylthio-S-triazine and 2-ethyl-6-methyl-N-(1-methoxy-2-propyl)-hydracetanilide in a mutual weight ratio a:b:ca of 2:1:2-4 to 1:2:2-4.

Description

(54) Selective herbicide

Selective herbicide for the protection of corn against broadleaf and grassy weeds with increased activity, characterized in that it contains a mixture of 2-ethylamino-4-chloro-6-isopropylamino-S-triazine, 2,4-bis-isopropylamino-6-methylthio-S-triazine and 2-ethyl-6-methyl-N-(1-methoxy-2-propyl)-hydracetanilide in a mutual weight ratio a:b:ca2:1:2-4 to 1:2:2-4.

The invention relates to a selective herbicide composition for the protection of corn against broadleaf and grassy weeds with increased efficiency. The composition contains a mixture of 2-ethylamino-4-chloro-6-isopropylamino-s-triazine (atrazine) with 2,4-bis-isopropylamino-6-methylthio-s-triazine (prometryne) and with 2-ethyl-6-methyl-N-(1-methoxy-2-propyl)-chloroacetanilide (metolachlor).

It is known that intensive cultivation of corn requires effective protection of crops against weeds even before emergence. i.e. before sowing, during sowing or after. The basic herbicides for the protection of corn with sufficient selectivity and residual effectiveness are triazines, especially preparations based on atrazine.

Residues of these preparations may remain in the soil even after the corn harvest, mainly depending on the application rate, soil and climatic conditions. This limits or excludes the possibility of including sensitive crops (beet, clover, poppy and others) in the crop rotation immediately after corn and also limits the cultivation of winter cereal varieties.

In stands treated with atrazine-based products, especially meadow grass species become a serious problem, multiplying to an economically significant extent and requiring subsequent chemical intervention.

It has now been found that these shortcomings in the effect of atrazine, or preparations based on it, can be effectively overcome by applying a selective herbicide composition for protecting corn against broadleaf and grassy weeds with increased efficacy according to the invention.

The essence of the invention lies in the fact that the active ingredient of the herbicidal composition is a mixture of a/ 2-ethylamino-4-chloro-6-isopropylamino-s-triazine (atrazine) of formula I,

Cl

Λ / ^{c 3}

CH _O -CH.-HN-N^ 'N-NH-CH <

In (1), b) 2,4-bis-isopropylamino-6-methylthio-s-triazine (prometryne) of formula II,

CH.

CH.

SCH, < i > CH-HN-N^N-NH-CH , · ^? V x ^c “>

/11/,

CH, c/ of 2-ethyl-6-methyl-N-(1-methoxy-2-propyl)-chloroquinone (metolachlor) of formula XII, ch, _x chch ₃ -ch ₂ -o-ch ₃ /111/

CH ₂ CH ₃ ^X 'ch ₂ ci in the mutual weight ratio a : b : c 2 : 1 : 2 -4 to 1 : 2 : 2 -4.

The main advantage of the herbicidal composition according to the invention lies both in the synergism of the herbicidal effect and in the fact that it does not leave potentially threatening subsequent sensitive crops in the field.

The composition according to the invention can be prepared either by direct mixing of the final preparations based on atrazine, prometryne and metolachlor or by mixing the active ingredients forming the active ingredient of the composition according to the invention. The composition according to the invention can be used for agricultural and horticultural purposes as such or in admixture with processing aids which improve the effect of the composition according to the invention or which stabilize the composition depending on the purpose of its use.

The composition according to the invention can be used, for example, in the form of powder, microgranules, granules, wettable powder, liquid suspension concentrates, ultra-low volume compositions or in the form of an emulsifiable concentrate, prepared by methods generally used in the production of pesticides.

In practical use, these various types of compositions according to the invention can be used as such or after dilution with water to a suitable concentration. The term processing aids here always means carriers (diluents) and also dispersants, emulsifiers, wetting agents, dispersing agents, binders, fillers, disintegrators and the like.

Liquid carriers are always understood to mean petroleum fractions such as kerosene, light oil, aromatic hydrocarbons such as toluene and xylene, alcohols such as methanol, butenol, glycol, ketones such as acetone, amides such as dimethylformamide, sulfoxides such as dimethyl sulfoxide, methylnaphthalene, cyclohexane, animal and vegetable oils, fatty acids, fatty acid esters and similar carriers.

Solid carriers are always understood to include clay, kaolin, talc, diatomaceous earth, silicon dioxide, calcium carbonate, montraorillonite, bentonite, feldspar, quartz, alumina, sawdust, and the like.

Surfactants are used as emulsifiers or dispersants.

Surfactants include anionic, cationic, nonionic and amphoteric surfactants, such as sodium salts of higher alcohol sulfates, stearyl trimethyl ammonium chloride, polyoxyethylene alkyl phenyl ethers, lauryl betaine and others.

The above-mentioned types of composition of the invention can be used alone, or they can be applied to the soil or to the place of destination in the form of a mixture with fertilizers or other agricultural or horticultural preparations.

When used in the above-mentioned forms, the concentration of active ingredients of the composition according to the invention can vary depending on the form of the composition and the processing aids used and is generally 4-95% by weight.

For different types of product, the advantageous content of active substances can change. For example in the case of powder, the content of active substances is 4-20% by weight and auxiliary substances 80-96%> in the case of an emulsifiable concentrate, the content of active substances is 5-40 S and auxiliary substances 60-95%} in the case of liquid suspension concentrates, the content of active substances is 5-40% and the content of auxiliary substances is 60-95, in the case of a wettable powder, the content of active substances is 20 - 80 ϊ and auxiliary substances 20 - 80%> in the case of granules and microgranules, the content of active substances is 4 - 10% and auxiliary substances 90 - 96%.

The following examples illustrate, but do not limit, the subject matter of the invention.

Example

Tested substances:

Zeazine 50 DP with the active ingredient 2-ethylamino-4-chloro-6-isopropylamino”S-atrazine /atrazine/ 50%,

Prometrin S 50 with the active ingredient 2,4-bis-isopropylamino-6-methylthio-s-triazine /prometryne/ 50%,

Dual 500 EC with the active ingredient 2-ethyl-6-methyl-N-(1-methoxy-2-propyl)-chloroacetanilide (metolachlor) 500.0 g per liter of the product.

Test plants:

white mustard /Sinapis alba L./, hedgehog /Echinochloa crus-gálli /L./ P. Beauv./

Workflow: ‘

Seeds of test plants were sown in rows in PVC containers measuring 30.5 cm x 38.5 cm x 4 cm filled with untreated loamy soil. After sowing and leveling the soil surface, the application of aqueous solutions of the test substances and their mixtures in appropriate graduated doses or concentrations was followed. The volume of the application solution corresponded to a volume of 800 l. ha ^-1 .

After the herbicidal symptoms were marked on the test objects, the degree of herbicidal effect was determined numerically and gravimetrically. The nature of the combined effect was determined by the Colby method. The results are shown in Table 1.

Example 2

Tested substances:

Zeazine DP 50 - as in example 1

Promethrin S 50 - as in example 1

Dual 500 EC - as in example 1 atrazine + prometryne as 50% DP with an active substance content of 300 g atrazine + 200 g prometryne in kg of preparation

Test plants:

bar /Setaria spp. P. Beauv./, hedgehog /Echinochloa crus-gallí /L./ P Beauv./, broad-leaved sedge /Atriplex patula L./ bent-leafed amaranth /Amaranthus retroflexus L./, white cowslip /Chenopodium album L./, creeping fescue /ELytrlgla repens /L./ Desv./, common cowslip /Polygonum lapathif olium L./, corn /Zea mays L./

Workflow:

We applied the variants to fields measuring 2.5 nx 10 m in four repetitions by backpack sprayer at a working pressure of 0.2 - 0.3 MPa in doses corresponding to the doses of the preparation per hectare, in an application volume corresponding to a volume of 800 l.ha” ¹ . The spraying was carried out after sowing the corn before emergence.

We assessed the effect of the spray on weeds and crops visually according to the EWRC quality scale, where for weeds 9 means healthy, undamaged plants and i means dead plants, in the case of crops the opposite.

The results of the two-year experiments are presented in Tables 2 and 3.

Table 1 - Comparison of the herbicidal effect of the three-component combination atrazine + prometryne + metolachlor in several weight ratios of active ingredients and separately applied ingredients by determining the weight of plants in greenhouse conditions /pre-emergence application/.

Zfl - observed effect in %, Ofl - expected effect in %, R - difference.

;slide kg dč.1.ha ¹ promethryne metolachlor Test objects Sinapis alba Kchinochloa crus-galli Embassy ouch R zoo Governor's Office R 0.05 - - 49.2 - - 13.3 - - 0.042 - - 11.2 - - 12.9 - - 0.036 - - 9.2 - - 11.2 - - 0.034 - - 0 - - 0 - - 0.031 - - 0 - - 0 - - 0.029 - - 0 - - 0 - - 0.025 - - 0 - - 0 - - 0.021 - - 0 - - 0 - - 0.018 - - 0 - - 0 - - 0.017 - - 0 - 0 - - 0.0155 - - 0 - - 0 - - 0.0145 - - 0 - - 0 - - 0.0125 - - 0 - - 0 - - 0.0105 - - 0 - - 0 - - 0.009 - - 0 - - 0 - - - 0.05 - 0 - - 0 - - - 0.042 - 0 - - 0 - - - 0.036 - 0 - - 0 - - - 0.031 - 0 - - 0 - - - 0.028 - 0 - - 0 - - - 0.025 - 0 - - 0 - - - 0.023 - 0 - - 0 - - - 0.021 - 0 - - 0 - - - 0.019 - 0 - - 0 - - - 0.018 - 0 - - 0 - - - 0.0155 - 0 - - 0 - - - 0.014 - 0 - - 0 - - 0.0125 - 0 - - 0 - - - 0.0115 - 0 - - 0 - - - - 0.0105 - 0 - - 0 - - - 0.0095 - 0 - - 0 - - - 0.009 - 0 - - 0 - - - 0.00625 - 0 - - 0 - - - 0.00525 - 0 - - 0 - - - 0.0045 - 0 - - 0 - - - - 0.083 0 - - 64.3 - - - - 0.076 0 - - 62.7 - - - . - 0.075 0 - - 61.4 - - - - 0.072 0 - - 60.0 - - - - 0.069 0 - 54.4 - - - - 0.063 0 - - 52.3 - - - - 0.056 0 - - 45.2 - ' - - - 0.05 0 - - 45.2 - - - - 0.0415 0 - - 39.0 - - - - 0.038 ' 0 - - 37.4 - - - - 0.0375 0 - - 36.6 . - - - - 0.036 0 - - 34.0 - - - - 0.0345 0 - - 31.5 - - - - 0.0315 0 - - 29.5 - - - - 0.028 0 - - 17.0 - - - - 0.025 0 - - 7.5 - - - - 0.018 0 - - 0 - -

- - 0.01575 0 - - 0 - - - - 0.0125 0 - - 0 - - 0.05 0.025 0.05 73.4 49.2 +24.2 66.8 52.5 +14 0.025 0.0125 0.025 18.8 0 + 18.8 55.6 7.5 +48 0.0125 0.00625 0.0125 - - - 34.0 0 +34 0.042 , 0.021 0.063 30.4 11.2 +19.2 74.7 58.5 +16 0.021 0.0105 0.0315 5.5 0 + 5.5 34.9 29.5 + 5 0.0105 0.00525 0.01575 - - - 41.5 0 +41 0.036 0.018 0.072 - - - 62.7 64.5 - 1 0.018 0.009 0.036 - - - 41.5 34.0 + 7 0.009 ' 0.0045 0.018 - - - 28.2 0 +28 0.42 0.028 0.056 96.1 51.3 +44.8 72.6 52.3 +19 0.021 0.014 0.028 4.1 0 + 4.1 43.6 17.0 +26 0.034 0.023 0.069 61.3 0 +61.3 . 74.7 54.4 +20 0.017 0.0155 0.0345 - - - 41.5 31.5 +10 0.029 0.019 0.076 26.8 0 +26.8 69.3 62.7 + 6 0.0145 0.0095 0.038 - - - 44.8 37.4 + 7 0.031 0.031 0.063 46.0 0 +46.0 100.0 52.3 +47 0.0155 0.0155 0.0315 - - 68.5 29.5 +39 0.025 0.025 0.075 21.9 0 +21.9 82.2 61.4 +20 0.0125 0.0125 0.0375 - - - 32.8 36.6 - 3 0.021 0.021 0.083 - - - 72.6 64.3 + 8 0.0105 0.0105 0.0415 - - - 46.0 39.0 + 7 0.025 0.05 0.05 31.2 0 +31.2 79.3 45.2 +34 0.0125 0.025 0.025 - - - 60.0 7.5 +52 0.021 0.042 0.063 14.4 0 +14.4 80.5 52.3 +28 0.0105 0.021 0.0315 - - - 72.6 29.5 +43 0.018 0.036 0.072 30.3 0 +30.3 85.5 60.0 +25 0.005 0.018 0.036 - - - 63.9 34.0 +29

I

Table 2 - Formation of the total herbicidal effect of the three-component combination zeazine + prometryne + + metolachlor and separately applied Zeazine in field conditions / 1982. Bonitat evaluation. X-atrazine, IX-prometryne

Herbicide Dose of active ingredient Dose of preparation Total herbicidal effect in experiments in q.kq ^-1 in kg.ha ^-1 at locations

/Γ ¹ / Vineyard Apple tree Trakovice Flat Lozorno Zeazin 50 500 2.5 5.5 6.0 4.0 8.0 4.5 I-IX /'as 50 DP/+ 300+200+ 2.5+ 2.0 2.0 1.0 5.0 1.5 Dual +500 +3 Zeazin 50+ 300+ 2.5+ Prometryn S 50+ +200+ Dual 50+ +500 +3 - 2.0 1.0 4.0 1.5

Table 3 - Comparison of the average herbicidal effect of the three-component combination zeazine + + nrometryne + metolachlor and separately applied Zeazine in field conditions /years 1981, 1982/. Bonitatische evaluation. I-atrazine, II-prometryne

Year 1981 1982 Herbicide Zeazín 50 I+II /as 50 DP/+ Dual 500 Zeazín 50 I+II /as 50 DP/+ Dose of preparation in g.kg ^-1 /l ^-1 / 500 300+200+ +500 500 300+200+ +500 Dose of preparation in kg.ha ¹ 2.5 2.5+ +3 2.5 2.5+ +3 Echinochl. crus-galli 5.0 2.5 4.1 1.6 Polygons lapat. L. 3.0 1.5 Chenop. album L 2.0 1.5 1.8 1,2 Dual 500 Zeazin 50+ 300+ Prometryn S 50+ +200+ 2.5+ Dual 500 +500 +3 1.6 - 1.3 Amaranth. Atriplas Elytrigia Setaria retro L. pat· L. repens L. app. 2.0 - - - 1.5 - - - 3.1 1.0 ⁵ » ⁹ 4.4 1.7 1.0 3.0 1.2 1.8 1.0 2.6 1.5

Claims (1)

OBJECT OF THE INVENTION A selective herbicidal agent for the protection of maize against broad-leaved and grass weeds with enhanced activity, comprising a mixture of [alpha] 2-ethylamino-4-chloro-6-isopropylamino-S-triazine of the formula I Cl z -NH-CH CH CH (1), (b) 2,4-bis-isopropvlamino-6-methylthio-S-triazine of formula II ^H 3 ^{c /} h / ^CH 3 HC-HN- Ν -NH-C CH CH, a c) 2-Ethyl-6-methyl-N- (1-methoxy-2-propyl) -chloro-5-acetanilide of formula III CH, I, ^3, C-CH ₂ -O-CH ₃ COCH ₃ Cl ₂ -CH ₃ in weight ratio a: b: c = / 2: 1: 2 to 4 / to / 1: 2: 2 to 4 /