CS235339B2 - Synergic herbicide agent - Google Patents

Abstract

A synergistic herbicidal composition comprises as active ingredient (i) ethalfluralin and (ii) terbuthilazine, terbutryn or terbumeton at a ratio of 19:1-1:4 parts by weight. The synergistic composition can be advantageously used for pre- emergent and post-emergent weed control in field plant cultivation, particularly in autumn wheat. The compositions accelerate the destruction of weeds and are suitable for pre-emergent application and thereby create highly favourable conditions for the growth of autumn wheat and this leads to an increase of crop yield.

Description

(54) A synergistic herbicidal composition

A synergistic herbicidal composition comprising, as an active ingredient, 0.1 to 85% by weight of a mixture of N-thyl-N- (2-methallyl) -2,6-dinitro-4-trifluoromethyl-4-triethylenediamine and a triazine of the general formula of formula II

in which

X is chlorine, methylthio or methyl, in a molar ratio of 19: 1 to 1: 4, preferably 4: 1 to 1: 1.

The invention relates to a synergistic herbicidal composition.

The present invention provides a synergistic herbicidal composition, characterized in that it contains, as an active ingredient, from 0.1 to 85% by weight of a mixture of N-ethyl-N- (2-methallyl) -2,6-dinitro-4-trifluoromethylmethylaniline of the formula I

The compound of formula (II) is substituted by a triad of formula II

C ₂ H ₅

NH

X

in which

X represents chlorine, mmolphine or mmthozxislaipine, in a ratio of 19: 1 to 1: 4, preferably

4: 1 to 1: 1, together with commonly used carriers, excipients and additives.

The mixtures according to the invention can advantageously be used against weeds in field crops, especially in winter crops. in preemmegenic and post-allergenic application.

In Hungary, winter wheat is grown on an area of approximately 1.2 million hectares, and currently about 95% of this crop is treated with weed control chemicals. According to current practice, herbicides are applied at the 3 to 5 leaf stage of winter wheat or later. stage in the period of formation of tufts and stems ie post-emergence application is carried out in the spring. Recently, the pre-emergence and post-emergence applications in the autumn have become widespread, which can be very important in increasing yields. Weed control is usually carried out in the spring, as the optimum selectivity and efficacy of the available herbicides (hormonal herbicides such as MCPA, MCPP, 2,4-D, 2,4-DP, dicamba, flurenol, and contact herbicides such as bentazone, bromphenoxide) when applied between the formation of the tuft and the stem. These herbicides are known to be effective. only against broadleaf weeds and are even ineffective against many. weeds belonging to this group ·

When used for many years from these herbicides, resistant weeds are sorted out and persist. For example, blue cornflower (Centaurea cyanus L), blue thistle (Cirsiím arvense L), whites (Conssoida mustard (Sina ^ is a ^ ensts 1.), poppy (Papaver r ease 1) and Radishes (Raphanue rapaanietnm L.), and spreading weeds of forms T and Tg have spread in their place.

T (herbage henbit dead nettle arvensis Myosotis arvensis chickweed kolenec rozraašl Ы5ečlшnU.iihý rozrazzi Persian (CapasHa bursa pastoris L. honey.) (Lamium amppexicaule L.) (Lsmium purpura) (M ^r ousUie arveáeie L. Hill) ( Spergula arvensis.L. (Stellariamedia L. Cyr.) (Veronica heddrCfolia L.) (Veronica poita Fr.) (Veronica poita Fr.)

Ig Pheasant's Eye Field Strap Field Strap Stinging Stomach Camomile Field Camomile True Penny Field Field Violet (A ^ nís aestivalis L.) (Anthemis arvennis L.) (Anthemis coluta L.) (Galli aparine L.) (Matricaria chamilla (Viola arvennis Muur.) (Thlappi arvpnsp L)

In recent years, monocotyledonous weeds have appeared and spread in large areas of Hungary, and their eradication has caused serious problems. Of these weeds, we can mention the common fox (Alopecurus myyosurides Huds.) And the mackerel (Apera spica-venti 1. B. B.), also germinating in autumn. Attempts have been made to control these weeds in the autumn and early spring seasons by means of pendicmPrrin, chlorotoluron and isoproturon. Although these herbicides show good activity against the above mentioned monocotyledonous weeds, they are not sufficiently effective against four dicotyledonous species (for example against cocoon capsule, field violet and ivy). It is known that, like other crops, winter wheat is very susceptible to the damage caused by weeds at an early stage of growth, and therefore the removal of young weed competition is very important for increasing crop yields. It is also known that in the sowing season in the optimum sowing period, i.

In late September or early October, the aforementioned weeds of the T1 and Tg forms drive out stems in the fall. If these weeds are brought under control already in autumn or late winter or early spring, they can no longer inhibit the growth of wheat and tufting, and therefore higher yields can be achieved.

It is an object of the present invention to provide a herbicidal composition which can be used both in autumn and spring and has such a broad spectrum of efficacy that allows controlling both monocotyledonous and dicotyledonous weeds without any adverse toxic effect on winter wheat.

Surprising results have been obtained in carrying out the tests. Thus, for example, herbicides which have not been used hitherto have proved to be very suitable for achieving the desired objective. In this connection, reference is made to the 6th edition of the manual. The Pesticide Manual (edited by CR Woothing, London, 1979). On page 240 of this handbook it is proposed to compound of formula I above, i.e. N-ethhl '· ¢ 2-lN metPahrll) -2,6-diiitrO' ^{triiitiifluoimep-4-h-r} laailii (рГг ^^ ггИп) for weed control in the case of culprit, bean and soy by incorporation into the soil at a rate of 1.0 to 1.25 kg / ha. On page 502, a compound of the above formula (II) in which X is chlorine, i.e. 2-tert-butylamino-6-chloro-4-chloro-1,3,5-nitrophenyl (tert-butylazine), is proposed for p. They are used as selective herbicide in corn and citrus fruit cultures at a rate of 1.2 to 1.6 kg / ha. On page 503, a compound of formula (II) is proposed wherein X is diethylthiocin, i.e. 2-tert-butylamino-4-propylemin-3-ethylthio-1,3,5-trirzine (ргЬЦГгСп) for use as prpmergent herbicide in cultures. winter wheat, sunflower, sugar cane and bean, and also as a post-emergence herbicide in bullet cultures at a rate of 1 to 2 kg / ha. On page 501, the aforementioned compound of formula II wherein X is a methyl group, i.e., 4'-tert-butylamino-4-ethylamino-6-mithi-1,3,5- (1 ') (terbutemon), is proposed for use as afterwards, the herbicide was planted on the plantations of citrus, citrus, apple and vineyard at a rate of 3 to 10 kg / ha.

It is known that these herbicides themselves have a narrow spectrum of activity. According to current data in liPeratur. a single terburine is proposed for use as a pre-emergence herbicide in the winter but in practice this herbicide is not normally used either. With respect to the other compounds, there is no mention in the prior art of their use for the purposes of the present invention. In addition, it has not been known until now that ρ ^ ^Α ^ Ι! ™ can be successfully used for weed control in winter wheat without the need to incorporate it into the soil, ie before weeding or up to two or three leaves of wheat .

It has now been found that the above compounds can be used as a selective pre-emergence herbicide until the wheat has grown to two or three leaves.

The synergistic effect on weeds known to be tolerant to these compounds was then examined. It has been strikingly found that the combination of Ethylfluralin of Formula I with any of the compounds of Formula II in a certain ratio of these compounds exhibits a significantly higher weed control effect. The synergistic ratio of the abovementioned compounds was also determined by the tests.

The synergistic compositions of the present invention include conventional carriers, excipients and other ingredients. Total ЬтоШо ^ п! the content of active ingredients in the composition according to the invention is 0.1 to 1.85% and the ratio of the amount of the compound of the formula I to that of the compounds of the formula II in which X represents chloro, o 9: 1 to 1: 4, preferably in the range of 4: 1 to 1: 1.

The compositions of the invention may be in the form of aqueous solutions, organic solvent solutions, ointment oil solutions, solutions. water-emulsifiable concentrates, powder formulations which form stable suspensions with water, powder deer, water and oil sprays, aqueous suspensions of aqueous paaVa granules.

The compositions of the invention may include solid carriers, for example, convenient and / or synthetic organic materials. and / or inorganic sources, such as fine powders, ground or vegetable substances, plastics, silicates, magnesium oxide, etc. As the liquid carrier, for example, water or liquid aliphatic or aromatic hydrocarbons and their derivatives (for example ιι Γο ^ ιΙ ^ Η) may be used. and - aromatic alcohols, ketones, esters, halogenated derivatives, etc. ·) For example, surfactants, dispersants, surfactants (for example non-ionic and / or ionic surfactants, derivatives of liic acid) may be used as auxiliary agents and other additives. intulfonic agents). agents, stabilizers, etc. K n ntrates β with a high content of the active ingredient are diluted to pH before use. the required field and the field using the appropriate equipment.

The advantage of the synergistic compositions of the present invention is that they address an important serious agricultural problem, namely the effective control of a wide variety of dicotyledonous dicotyledonous weeds in winter wheat, which will cause greater damage to the crop. Resources. According to the invention, weed control 1 is also suitable for proto-aging application, thereby creating favorable conditions for the growth of winter wheat 1 for its further yields. A further advantage of the compositions according to the invention is that it expands the range of available herbicides with a new, highly effective crop-safe composition with a wide spectrum of efficacy.

Further details of the invention will be apparent from the following examples, which are intended to limit the invention in any way without limiting the scope of the invention.

He did

Mixtures of 30 wt. Parts of M-methyl-ethylroidino tt. 70 parts of ethanol as the polyoethyl ethylenebritol solvent are used as the surface. of active agent 1-N- (2-methylthio) -2,6-dinitr-4-trifluoromethylthio [eta] - [eta] < 1 > The active ingredient tt will prepare a series of solutions which can be sprayed directly from the dilution. The ratio of the many active ingredients is 0.4: 1.6; 0.7: 1.3. ; 1,0: 1,0; 13: 0,7; 1,6: 0,4; and 1,9: 0,1 1 total obтоШтап! Active ingredient content jt 20%. only one of said active ingredients is used in the above-mentioned surfactant solvents 1, wherein the active ingredient content in each of these solutions is identical to the respective active ingredient content of the composition containing the two active ingredients mentioned above. fines with winter wheat (TrUcum atstivum tep. vulgirt) as a crop 1. , Speedwell břečtanolisýfa, apera blackgrass weeds forms as T and Tg. After sowing the seeds and the soil covering the soil surface is sprayed above! compositions having the active ingredient content listed in Table 1. Death Symptoms. weeds are evaluated 14 days after treatment. The results of the evaluation are shown in Table 1. The evaluation is performed by the Colby method (Weeds, Jan. 196 * 7, pp. 20-22); the synergistic and antagonistic effect are shown in Table 2.

From the data in Table 2, it is apparent that in each test case a synergistic effect occurs with the use of active ingredient systems. For all weed species tested, the most potent synergistic effect is obtained when using et al (1) and terbutAlazine in the ratios of Dg + A 1, D 1 + Ag and D 1 + A 1. _t

T a b u * l k

and

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θ

Example 2

Using kaolin and silicic anhydride as the carrier, sodium lignin sulfonate and fatty alcohol sulfonate as adjuvants and N-ethyl-N- (2-methallyl) -2,6-dinitro-4-trifluoromethylaniline (etafluralin) and 2-tert-butyl- Amino-4-ethylamino-6-methylthio-1,3,5-triazine (terbutrin) as active ingredients are prepared by a variety of powdered materials forming stable suspensions in water, usable for spraying and other treatments. In addition, a series of suspensions containing only one active ingredient are prepared in which the active ingredient content is the same as the amount of the respective active ingredient in the formulations containing both active ingredients. Sprays are prepared from these compositions by dilution with water. The sprays thus prepared are used for the tests described in Example 1 at the doses indicated in Table 3. The results obtained are shown in Table 3. The synergistic and antagonistic effect calculated by the Colby method is shown in Table 4.

From the results in Table 4, it is apparent that the highest synergistic efficacy of all the listed weed species is achieved with the combination of etalfluralin with terbutrine and D ₄ + Bj.

Efficacy of ettrltrelin (D), terbutrin (B) and mixtures of etalfluralin with terbutrin (D + B), determined 14 days after treatment (weed mortality,%)

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Example 3 '

By using cyclohexanone, butyl acetate and isobutanol - (3: 1: 1) as solvent, alkylarylsulfonate and polyethylene alkylphenol (2: 3) as surfactants and N-ethyl-N (2-methylthioyl-2,6-dinitro-4-trifluoromethylaniline ( A number of water-emulsifiable concentrates were prepared as active ingredients as the active ingredients. The total content of the active ingredients was the same as in Example 1. Except for For this purpose, a series of dilutions is prepared, but only one of said active ingredients, the active ingredient content of which is equal to that of the active ingredient. of the active ingredient in a composition comprising both active ingredients. Appropriate sprays are prepared from these concentrates by dilution with water. Spray tests as in Example 1 are performed using the compositions at the dosages indicated in Table 5. The results of these tests are shown in Table 5. The synergistic effect calculated from the results of these Colby mmtod tests is shown in Table 6.

It is apparent from Table 6 that in all weeds tested, the highest syneroic efficacy was achieved by using combinations of fluralin with terbumetone Do + Cp D4 + Cg ⁸ ^ 4 + C *

Efficacy of etalflurainium (D), herbтаhahu (C) and mixtures of etalfluralin with terlumetone (D + C), determined 14 days after treatment (weed mortality,%) i n

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Synergistic and antagonistic (-) effect achieved with the combinations used

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A synergistic herbicidal composition, characterized in that it contains as active ingredient 0.1 to 85% by weight of a mixture of N-methyl-N- (2-methallyl) -2,6-dinitro-4-trifluoromethylaniline of the formula I

Claims (1)

OF THE INVENTION with a substituted triazine of formula II wherein: X is chlorine, methylthio or methoxy, in a weight ratio of 19: 1 to 1: 4, preferably 4: 1 to 1: 1;