CS230599B2 - Selective herbicide agent - Google Patents

Abstract

The novel, synergistic active substance combination consisting of (1) 1-amino-3-(2,2-dimethylpropyl)-6-ethylthio-1,3,5-triazine- 2,4(1H,3H)-dione of the formula I <IMAGE> and (2) N-[(4-methoxy-6-methyl-1,3,5-triazine-2-yl)-aminocarbonyl]- 2-chlorobenzenesulphonamide (chlorsulfuron) of the formula II <IMAGE> can be used particularly advantageously for selectively controlling weeds in cereal crops, the combination acting dependably on grass weeds which are usually difficult to control such as, for example, Echinochloa crus galli.

Description

The present invention relates to a selective herbicidal composition comprising, as an active ingredient, a synergistic combination of active ingredients consisting of the known triazinedione on the one hand and the known sulfonamide on the other. This novel herbicidally active compounding of the active compounds is preferably used for the selective control of weeds, preferably in cereal crops.

It is already known that 1-amino-3- (2,2-dimethylethyl) -6-ethanedio-1,3,5-triazine-2,411H, ZH) -dione can be used as a herbicide (cf., for example, Danish) U.S. Patent No. 1,336,067);

According it is known that N - [(4-methooyn6 inethylnf, 335-- ^{1-triazine-2-AD.)} T ^ Amino ^ fi ^ i ^ 1 ^ (^ Now you] - ^ i ^ - ^ (^ H Benzenesulfonamide is a herbicidally active substance (cf. D8-OS 27 15 786).

Both compounds exhibit good tolerance in cereal crops, but have some deficiencies in activity against important weeds and grassy weeds.

Now it was with. surprisingly it has been found that a new active compound reclamation consisting of (1) 1-amino-3- (2,2-dimetton-1-poopl) -6-electronio-1,3,5-triazine-2,4 (1H, ZH) -dioij (Ameridione) of formula I

O

A (CH 3) 3 -C-CH ₂ A'N-NH 3 aa.

(I) (2) N- [(4-Methoix-6-methyl-1,3,5-triazin-2-yl) aminocarbonyl] -2-chloro-benzenesulfonamide (ChloraullUttone) of formula II

Cl

(II) has a particularly high herbicidal effect while at the same time having good cereal tolerance.

Surprisingly, the effect of the encapsulation of the active substances according to the invention is considerably greater than the sum of the effects of the individual active substances. There is an unpredictable real aynergic effect and it is not just a complement to the effects. The novel active ingredient combination thus represents a valuable enrichment of selective herbicides, in particular those used in cereals.

Accordingly, the present invention provides a selective herbicidal composition characterized in that:. contains, as an active ingredient, 1-amino-2-ziz (2,2-di-biphenylprop) -6-ethylthio [alpha] 11,15,52-triazone 22,4 (1 H, 5H-tydione of the above formula I) and N - [(4-bbthylphenyl) -butylCl (. The compound of formula (II) above wherein the weight ratio of active compound of formula (I) to active compound of formula (II) is between 1: 0.001 and 1: 1.

The weeds which are generally found to be contaminating cereal crops and which can be safely killed using the active compound communication according to the invention are, for example:

dicotyledonous weeds of genera:

mustard (SenaaSs), watercress (Lepidium), bedstraw (Galium), chickweed (11 ^^ βΗο), chamomile (Anthemie), pentam (ваИт ^ а), meel (Chenopodium), nettle (Urticc), Ragwort (Sennelo), Pigweed, Pootulaca, Xanthium, Bindweed (Cc ^ oov ^^), D ^ moob ^ rdesno (Polygons), Sesbanna, Ambroie (A ^^ oss), Thistle (Cirsium), Thistle (carduuu), Milk (Sonchuu), Eggplant (Solanum), Mustard (Rorippa), Rooala, Lindemi ^ Noise (Tamium), Arrangement (Veronnca), Abu ^ l-one (A ^ Butilone), Ernmx, durman (tatium), violet (Viola), hemp (Gai ^ e ^ osis), poppy (Papove ·), cornflower (Centau1ЬС), monocotyledonous weeds of genera:

hedgehog (E (^ I ^ C ^ i ^ c ^ (^ I ^ C (^^)), shear (Setaria), millet (Panicum), dew (Digita ^ a), timothy (Phleum), meadow-grass (Poa) ), fescue (.Festuca) eleDi-ne (Eleuuine), В ^ сНвг ^, - ryegrass (talium), brome (Brommu), oats (Avena), plum (Cypseuu), sorghum (So ^ hum), wheatgrass (Agropyron )., Cynodon, MofOokLcrla, Fimbbisstlis, Saaittarin, Eleochacis, Scirsus, Paspnlum, Ischammum. Appra).

However, the use of the active compound combination according to the invention is by no means limited to these genera but also to other plants in a sterile manner.

It is particularly important to emphasize the safe action of the novel active compounds also against otherwise difficult-to-control grassy weeds, such as the hedgehog (Echinochloa crus idli) or amaranth (AmbcrcOtcj), as well as their very good cereal soap. Cereals include cereals, barley, oats and rye. In particular, it is desirable to use a new cosmination of the active compounds as a selective Cerbicidium agent in cereals, with a broad spectrum against weeds being particularly advantageous.

The synergistic effect of the active compound combination according to the invention is particularly pronounced at certain proportions. However, the proportions of the active compounds in the active compound combination according to the invention can be varied within relatively wide ranges. Generally, from 1 part to the hour of active ingredient of the formula I is from 0.001 to 1 part of the hmootinot active compound of the formula II.

The active substances can be converted into the customary formulations such as solutions, emulsions, wettable powders, suspensions, powders, dusts, pastes, soluble powders, granules, concentrates for suspension and emulsions, natural and synthetic substances impregnated with active substances and small particles oialized polymeric substances.

These compositions are prepared in a manner known per se, for example by mixing the active compounds with fillers, i.e. liquid solvents, nonionics / solid carriers, optionally using surfactants, i.e., nonionic emulsifiers and nonionic dispersants and foaming agents.

When water is used as a filler, organic solvents can also be used as auxiliary solvents. Suitable solvents are, in principle, aromatics such as xylene, toluene or alkyl naphthalenes, chlorinated aromatics such as chlorinated aliphatic hydrocarbons such as chlorienzenes, chlorethylenes or methacrylate, aliphatic hydrocarbons such as cyclohexane or paraffins such as petroleum fractions, alcohols such as hutanoes !, not io glycol as well as their ethers and esters, ketones such as acetone, ielnhrletlylklton, meetl ^r lisoiutylkenon used non cyclohexanone, strongly polar rozpouUtědla as Sioethylforo amide and a hole-hrlsulfoxiS, as well as water.

Suitable solid carriers are: natural stone flours, such as kaolins, alumim bridges, chalk, quartz, annapuzglt, monnium mell, t neio. diatomaceous earth, and synthetic stone meal, such as highly disperse silica, alumina and silicates. Suitable solid carriers for the preparation of granulates are, for example, crushed and fractionated natural stone materials such as limestone, marble, pumice, sepiol and dolomite, as well as synthetic granules of inorganic and organic flours and granules of organic material such as sawdust , coconut shells, corn sticks and stalks.

Possible nonionic foaming agents are, for example, nonionic and anionic emitters. as fatty acid polyol ethers, polyoxyethyl glycol ether alcohols, for example, alkylaryliol glycololyl, alkylsulfonates, aluminosulfates and protein hydrolysates, and, for example, lignin, for example, sulfonates and hydrolysates. sulphite waste liquors and melts.

The compositions of the invention may include adhesives such as carboxylic acid cellulose, natural and synthetic powdered, granular non-latex polymers, such as ara gum, polyvinyl alcohol and polyvinyl acetate.

These agents may also contain other colorant additives such as inorganic pigments such as iron oxide, titanium dioxide and ferrocyanide blue, and organic colorants such as alizarin colorants, azo colorants and metal phthalocyanine colorants, as well as trace elements such as iron, manganese salts. ior, iidS, coialt, oididene and zinc.

Concentrates containing ocularly can be 0.1 and 95% homogeneous, preferably between 0.5 and 90% by weight of the active ingredient.

The coronation of the active compounds according to the invention is used in the form of ready-to-use preparations. However, the active compounds of the present invention may also be presented in the form of individual compositions for administration, i.e. they may be administered in the form of a composition which has been prepared prior to application to the atrium.

The novel active compound combination may be used as such in the form of a composition, and also in admixture with other known herbicides which are present in cereals, e.g.

Again, ready-to-use compositions or compositions prepared immediately prior to application in the storage tank are possible. Mixtures with other known active ingredients, such as fungicides, insecticides, acaricides, nematicides, ozone control agents for birds, growth regulators, plant nutrients and soil improvers are also possible. Mixtures with mineral oils and vegetable oils are also possible.

The novel active compound combination can be used as such, in the form of concentrates or in the form of applicable preparations prepared from these concentrates by further dilution, such as ready-to-use solutions, suspensions, emulsions, powders, pastes and granules. The application is carried out in the usual manner, for example by watering, spraying, spraying, dusting or sprinkling.

The application rates of the active compound combination according to the invention may be within a certain range; these quantities depend, inter alia, on weather and soil factors. Generally, the application rates are between 0.01 and 5 kg of active compound combination per ha, preferably between 0.05 and 5 kg / ha.

The active compound combination according to the invention can be applied both before and after emergence of the plants. It can also be worked into the soil before sowing.

The good herbicidal action of the novel active ingredient combination is apparent from the following examples. While the individual active ingredients have some _{of the} drawbacks in their herbicidal activity, the combination of relmi has a broad weed control which exceeds a simple sum of the effects.

The synergistic effect ae occurs in herbicides whenever the herbicidal effect of the active ingredient combination is higher than the herbicidal effect of the individually applied active substances.

The expected effect for a given combination of two herbicides can be calculated as follows (cf. COIBY, S.R., Calculating synergistic and antagonistic or antagonist of herbicide combinations, Weeds 15, pages 20-22, 1967):

If X%% damage caused by herbicide A at application rate p kg / ha and Y =% damage caused by herbicide В at application rate q kg / ha and E «expected damage caused by herbicide А а В at application rate paq kg / ha, S - X + Y -

If the actual damage is greater than the calculated one, then the active ingredient combination has a greater effect than the additive, i. that it has a synergistic effect.

The following examples show that the herbicidal effect of the combination of the active compounds according to the invention on weeds is higher than the calculated one, i.e.. The novel active ingredient combination according to the invention has a synergistic effect.

Example A

Pre-emergence test

Solvent: 5 parts by weight of acetone emulsifier: 1 part by weight of alkylaryl polyglycol ether.

To obtain an aqueous active ingredient, 1 part by weight of active ingredient or combination of active ingredients is mixed with said amount of solvent, said amount of emulsifier is added, and the concentrate is diluted with water to the desired concentration.

The seeds of the plants to be tested are sown in the soil of the soil and after 24 hours they are covered with an effective agent. The amount of water per unit area is expediently maintained at a constant value. The concentration of the active ingredients in the formulation is of no importance, only the applied amount of active ingredient per unit area is important. It means:

% = no effect (as in the untreated control)

100% = total plant destruction * Active substances, active amounts of active substances and results from the table below.

Table A

Pre-emergence test (greenhouse) w

Active substance Only Effect or damage in% or quantity Echinochloa Anaarnthus Combined wheat kg / ha found * calculated * found <® calculated * found * calculated * active substances **

(I) known 0.7 20 May 50 0 (II) - known (I) and (II) combinations according to the invention 0.01 50 85 0 lezu 0.7 + 0.01 100 ALIGN! 60 96 82.5 0 0

All of the kits. Table A:

** (I) = 1-AminoZ- (2,2-dimetylLrroyl) ---- CtyllhiO1,3,5-triazine-2,4-11H, ZH) -dizO (Ameeridion) (II) = N- [( 4-eethožχ-6-methyl-5-113 _l triez0n --- Y -) - emOžočrbbooyl] -2-cLž.rbCozeonjulžoaaeid (chlorsulfuron) * found = damage found (percent) * calc = damage calculated according to the formula COUft-ho (In percent).

Claims (1)

SCOPE-found with a selective herbicidal agent, tick-ICI in that as the active ingredient by comprising a combination of active ingredients consisting of (1) 1-čein0žЗ- (2 _l 2-dieeCrhllΓ0žyl) -6 - C ^ h ^г llhi ° - ¹ .3,5-rr'inzOn-2,4 (1H, ЗH) -diol of formula I (СНз) _3-С СН (I) · and (2) Ν - [(4- ^ β ^ ο: χΓ- 6-Biphenyl-1,3,5-triazin-2-yl) -enocarbonyl] -2-chlorobenzone-6-naphthalide of formula II / ^с 'о. / ^осн з I (XI) сн ₃ wherein the weight ratio of active compound of the formula I to active compound of the formula II varies interfaces between 1: 0.001 and 1: 1st '4 V' · IN