DE3122691A1 - Herbicidal compositions - Google Patents

Abstract

Compositions which contain a compound of the formula I <IMAGE> in which R is H, NH4, Na, K or 1/2 Ca and X is -OH or -NH-CH(CH3)-CONH-CH(CH3)-COOH, in combination with the compound of the formula II <IMAGE> show a superadditive herbicidal activity against monocotyledon and dicotyledon weeds.

Description

Herbicidal agents

The invention relates to herbicidal compositions which are characterized by a content of a compound of the formula 1, where R = hydrogen, NHd Na, K or 1/2 Ca, and X = -OH or -NH-CH (CH3) -CONH-CH (CH3) -COOH, in combination with the compound of formula II The compound of the formula I with R = hydrogen and X = -OH has also become known under the name phosphinotricin.

The compound of the formula I where R = NH4 and is particularly preferred X = -OH (= compound Ia, the ammonium salt of phosphinotricin). For example, it is in in DE-OS 27 17 440 and can be used either as a racemate or as an optical one active L-shape can be used. Compounds of the formula are also preferred I with X = -NH-CH (CH3) -COtlH-CEX (CH3) -COOH, as described e.g. in DE-OS 28 48 224 are.

For example, the compound of Formula II (common name: Bentazone) is described in Pesticide Manual, 5. Ed. 1977, p. 35, H. Martin and C.R. Worthing, British Crop Protection Council.

Compounds of the formula I control annual and perennial weeds different botanical families in doses of 0.5 to 2.5 kg / ha active ingredient, the aftereffects of perennial species can be considerable in some cases. Perennial Cyperaceae, however, such as

Cyperus esculentus or Cyperus rotundus are difficult to control. A relatively quick, brief "burn-off" effect is achieved, but none longer-lasting effect (see F. Schwerdtle, H.

Bieringer, M. Finke, Z.Pfl. Ill health protection, special

Ix (1981) pp. 431-440).

The compound of the formula II is known to have good selectivity in crops such as cereals, rice or soya, annual broad-leaved weeds are controlled well and in rice also annual cyperaceae. For perennial cyperaceae like her occur in rice, dosages of up to 3 kg / ha are required (see M. Luib, J.C. van de Weerg, Proc. 5th Asian-Pacific Weed Sci. Soc. Conf. Tokyo (1975) P. 256 - 259) and the results obtained with lower doses are insufficient against Cyperus rotundus and Cyperus esculentus, i.e. against species that live in many plant cultures in subtropical and tropical countries Role-play.

It has now been found that combinations of compounds of the formula I and II have surprising synergistic effects, especially when combating mark perennial weeds, especially perennial cyperaceae. To their Combat, the combinations according to the invention can be used advantageously, for example under trees, bushes or perennials Cultures on agriculturally used areas after the crop has been harvested, e.g. on cereal or rice stubble fields, or on fields that are not used for agriculture Surfaces. Also other annual and perennial weeds, especially dicotyledons Species can be combated very well with the active ingredient combinations according to the invention.

The mixing ratios of the components 1:11 in the inventive synergistic combinations can vary within wide limits. they lay generally in the range from 1: 0.25 to 1: 5, preferably in the range from 1: 0.5 up to 1: 2.

The combinations according to the invention of compounds of the formulas I and II can either be used as tank mixes, in which the individually formulated active ingredient components are only mixed with one another immediately before application, or as ready-to-use mixtures can be applied. As ready mixes they can e.g. in the form of wettable powders, emulsifiable concentrates, solutions, dispersions or granules be formulated and then optionally contain the usual formulation auxiliaries, such as wetting agents, adhesives, emulsifiers, dispersants, solid or liquid inert substances, Grinding aids and solvents.

Wettable powders are preparations that can be uniformly dispersed in water, those in addition to the active ingredient except optionally diluents or inert substances Wetting agents, e.g. polyoxyethylated alkylphenols, polyoxyethylated oleyl or stearyl amines, Alkyl or alkyl phenyl sulfonates, and dispersants, e.g., lignosulfonic acid Sodium, 2,2'-dinaphthylmethane-6,6'-disulfonic acid sodium, d-butylnaphthalenesulfonic acid Sodium or oleoylmethyltaurinate may contain sodium.

Emulsifiable concentrates can, for example, by dissolving the Active ingredient in an organic solvent, e.g. butanol, cyclohexanone, dimethylformamide, Xylene, isophorone or higher-boiling aromatics with the addition of one or more Emulsifiers are produced. As emulsifiers, for example, can be used be: alkylarylsulfonic acid calcium salts, fatty acid polyglycol esters, alkylaryl polyglycol ethers, Fatty alcohol polyglycol ethers, polyoxyethylated oleyl or stearyl amines, propylene oxide-ethylene oxide condensation products, Alkyl polyesters, sorbitan fatty acid esters, alkylaryl propylene oxide-ethylene oxide condensate products among others ..

Granules can be produced either by atomizing a solution of the active ingredient be prepared on adsorptive, granulated inert material or by Application of active ingredient concentrates by means of a binder, e.g.

Polyvinyl alcohol, sodium polyacrylic acid, methyl hydroxyethyl cellulose or mineral oils on the surface of carrier materials such as sand, kaolinite, or of granulated inert material. Suitable active ingredient formulations can also be used in the manner customary for the production of fertilizer granules - if desired in mixture with fertilizers - are produced.

The synergistic active ingredient mixtures according to the invention composed of compounds of the formulas I and II can be in the form of customary preparations, in particular as wettable Powders, solutions, dispersions or granulates can be formulated. The total active ingredient content of the marketable formulations is then about 2 to 95% by weight, preferably 5 to 80% by weight, with the remainder being 100% by weight from customary formulation auxiliaries, such as adhesives, wetting agents, emulsifiers, dispersants, fillers, solvents and carriers consists.

The total active ingredient concentration varies in wettable powders in the range from about 10 to 80 wt. t, at emulsifiable concentrates it is in the range from about 10 to 70% by weight. Contain sprayable solutions about 2 to 20 wt. of active ingredient mixture. In the case of granules, the total active ingredient content is about 2 to 10% by weight.

The concentrates mentioned are optionally used in a customary manner Diluted manner, e.g. wettable powders, emulsifiable concentrates and dispersions by means of water.

Granulated preparations as well as sprayable solutions are before the Application generally no longer diluted with other inert substances. With the External conditions such as temperature, humidity, etc. also vary the required Application rate of the agents according to the invention. It can be within wide limits move and is generally between 0t1 and 10 kg / ha combination of active ingredients, preferably 0.3 to 5 kg / ha.

The invention is illustrated in more detail by the following examples.

A. Formulation Examples Examples 1 to 3 Wettable powders (wettable powders) containing combinations of active ingredients from the compound Ia and bentazone are prepared by grinding the ingredients listed in the table below in a high-speed pin mill in dry air. Example no. 1 1 2 1 3 Components: proportion of the components in% by weight Connection Ia 30 25 20 Bentazone 20 30 40 Lauryl polyglycol ether sulfate sodium 10 10 10 synthetic Silica 27 20 15 Dinaphthyl methane disulfonic acid Sodium 8 9 9 Oleoyl-N-methyltau- rid sodium 5 6 6 Example 4 A wettable powder (wettable powder) containing an active ingredient combination of compound Ia and bentazone is obtained by mixing the ingredients listed below well in a drum mixer and then comminuting them once at 3000 rpm in a pin mill. The resulting grist is mixed again and ground at 12,000 rpm.

15 parts by weight of compound Ia 15 parts by weight of bentazone 50 parts by weight Basic aluminum silicate (kaolinite) 8 parts by weight of calcium lignin sulfonic acid 4 Parts by weight of polyvinyl alcohol 8 parts by weight of sodium oleoylmethyltaurate Example 5 Granules are obtained by using one prepared according to Example 1, 2 or 3 Wettable powder in appropriate proportions with a mixture of paraffin oil and emulsifier brings moistened quartz sand with a grain size of 0.3 to 1.5 mm to adhere. This is achieved in such a way that the quartz sand is mixed in a concrete mixer moistened with the emulsifier-containing paraffin oil and then the wettable powder is added while the mixer is running and thereby made to adhere. It will the ingredients listed below are used: 10 parts by weight of wettable powder according to Example 1 are applied to 82 parts by weight of quartz sand of grain size 0.5-1 mm, which was moistened with a mixture of 6 parts by weight of paraffin oil and 2 Parts by weight of oleic acid polyglycol ether.

The resulting granules contain 5% by weight of the compound's active ingredient mixture Ia and bentazone in a weight ratio of 3: 2.

B. Biological Example In the following biological example I a distinction is made in the tested combinations of active ingredients between the Effects of the individual application of the active ingredient components calculated additive efficiency and the experimentally found efficiency of the active ingredient combinations. The calculation of the additive efficiency is based on the formula of S.R. Colby (see.

Calculating synergistic and antagonistic responses of herbicide combinations, Weeds, 15, 1967 pp. 20-22).

This formula is: E = X + Y- -100 where X =% herbicide damage A at x-kg / ha application rate, Y = * damage by herbicide B at y kg / ha application rate, E = the expected damage to the herbicides A + B at x + y kg / ha application rate.

If the actual damage is greater than calculated, it is The effect of the combination of active ingredients is more than additive, i.e. there is a synergistic effect Effect before. This is demonstrated in the following biological example I, wherein in the two right-hand columns of the associated Table I for the results of Combination treatments in brackets are the additive calculated from the above formula Effect is indicated, while in front of it is the actually achieved effect.

Example I Tubers of Cyperus rotundus are laid out in planters and placed in the greenhouse. After the plants have emerged and sufficient Once the leaf mass has formed, they will each be in marketable formulations present compounds Ia and bentazone in separate experiments individually as well in the likewise formulated combinations Ia + bentazone from aqueous spray liquors in the quantities given in Table I (per unit area) or mixing ratio conditions sprayed. If the individual active ingredients are used alone, this shows up after 2 weeks a clear but insufficient effect. When using inventive In contrast, combinations of active ingredients, the herbicidal effect is good to very good in each case Well.

The after-effects on the regrowth after 10 weeks are also in the planters treated with the active ingredient combinations are still surprisingly good, while in the planters treated with the individual active ingredients a z. Part more substantial Regrowth began. The comparison of the calculated additive and the shows actually found effects when using the active ingredient combinations, that there are synergistic effects here. The result is in the following Table I summarized.

Table I. Effect (% damage) Treatment with active ingredient dose Qazus rotundus (wax Active ingredient (kg / ha) in-house test) after weeks 2 10+) Compound Ia 1.0 75 30 1.5 85 50 Bentazone (= II) 1.0 30 45 1.5 40 50 2.0 60 70 Verbdgen. Ia + II 1.0 + 1.5 96 (85) 85 (65) Verbdgen. Ia + II 1.5 + 1.5 99 (91) 92 (75) Verbdgen. Ia + II 1.0 + 2.0 100 (90) 95 (79) Verbdgen. Ia + II 1.5 + 2.0 100 (94) 95 (85) Verbdgen. Ia + II 1.5 + 1.0 98 (89.5) | 85 (72.5) Similar good synergistic effects can be achieved if the active ingredient combinations according to the invention listed in Table I are used under field conditions in the open field on perennial Cyperaceae in rice fields after harvest, or on dicotyledon weed species such as cirsium in stubble fields or land not used for agriculture in applies the stated amounts.

Claims (6)

PATENT CLAIMS: 1. Herbicidal agents, characterized by a content of a compound of the formula I, where R = hydrogen, NH4, Na, K or 1 Ca, and X = -OH or -NH-CH (CW3) -CONH-CM3) -COOH, in combination with the compound of formula II 2. Herbicidal compositions according to claim 1, characterized in that the mixing ratio of the components of the formulas I and II is 1: 0.25 to 1: 5. 3. Herbicidal agents according to claim 1, characterized in that the mixing ratio of the components of the formulas I and II is 1: 0.5 to 1: 2. 4. Herbicidal agents, characterized by a content of 2 to 95 % By weight of an active ingredient combination according to Claims 1 to 3, the remainder being to 100% by weight consists of conventional formulation auxiliaries. 5. Use of the agents according to Claims 1 to 4 for combating Harmful plants. 6. A method of combating weeds, characterized in that that herbicidal compositions according to claims 1 up to 4 in amounts corresponding to 0.1 to 10 kg / ha of active ingredient combination.