EP2928301A1

EP2928301A1 - Method of controlling resistant harmful plants

Info

Publication number: EP2928301A1
Application number: EP13810907.9A
Authority: EP
Inventors: Hubert Menne; Werner Schlesinger
Original assignee: Bayer CropScience AG
Current assignee: Bayer CropScience AG
Priority date: 2012-12-06
Filing date: 2013-12-03
Publication date: 2015-10-14
Also published as: JP2016502548A; BR112015013002A2; TW201438580A; CA2893621A1; UY35164A; MX2015006747A; US20150373977A1; ZA201503401B; AU2013354223B2; EA201591086A1; AU2013354223A1; MY173442A; CN104837345A; CN104837345B; WO2014086736A1; AR093822A1; US9439430B2

Abstract

There is described a method of controlling harmful plants which are resistant to active substances from the group of the inhibitors of acetolactate synthase, acetyl coenzyme A carboxylase, photosynthesis at the photosystem II, microtubuli arrangement, cell division or 5 enolpyruvylshikimate-3-phosphate synthase, in particular of acetolactate synthase.

Description

Method for controlling resistant harmful plants

description

The invention is in the field of crop protection agents used against resistant harmful plants.

In recent years, on the agricultural land increasingly harmful plants, in comparison to numerous drugs from the group of inhibitors of acetolactate synthase, acetyl coenzyme A carboxylase, photosynthesis on Photosystems I + II, auxins, protoporphyrinogen oxidase or 5-Enolpyrovylshikimat-3 Phosphate synthase and others are resistant. The control of these harmful plants is increasingly problematic in agricultural practice.

WO 2006/007947 A1 discloses, inter alia, herbicidal compositions which contain indaziflam and flazasulfuron, rimsulfuron, foramsulfuron. A particular suitability of these herbicidal compositions for controlling resistant harmful plants is not disclosed there.

The object of the present invention is to provide herbicidal compositions for controlling such resistant harmful plants. It has now been found that herbicidal compositions containing indaziflam and a further herbicidal active ingredient are particularly suitable for this purpose. An object of the present invention is a method for controlling harmful plants which are active against agents from the group of inhibitors of acetolactate synthase, acetyl coenzyme A carboxylase, photosynthesis photosystem II, microtubule assembly, cell division or 5-Enolpyrovylshikimat-3-phosphate synthase, in particular the Acetolactatsynthase Resistant, which is characterized in that containing a herbicidal composition

A) Indaziflam (A), and B) a herbicidal active ingredient selected from the group consisting of flazasulfuron (B1), foramsulfuron (B2), rimsulfuron (B3), chlorimuron-ethyl (B4) and

Thiencarbazone-methyl (B5) is used. Herbicidal agents containing indaziflam and chlorimuron-ethyl are novel and also an object of the present invention.

The active substances indaziflam, flazasulfuron, foramsulfuron, rimsulfuron, chlorimuronethyl and thiencarbazone-methyl are, for example, from "The Pesticide Manual" 15th edition, 2009, British Crop Protection Council, and from the website

"http://www.alanwood.net/pesticides/index_cn_frame.html" known.

The active compounds of the herbicidal compositions to be used according to the invention are usually used in the following dosages.

Indaziflam: 10 to 200, preferably 10 to 150, preferably 10 to 100 g / ha.

Flazasulfuron, foramsulfuron, rimsulfuron, chlorimuron-ethyl and thiencarbazone-methyl: in each case 2.5 to 100, preferably 2.5 to 75, preferably 2.5 to 40 g / ha.

The proportions of the active compounds (A) and (B) result from the stated application rates for the individual substances. For example, the proportions

(A) :( B) in the range of 10: 1 to 1:10 of particular interest, preferably from 5: 1 to 1: 5.

The herbicidal compositions to be used according to the invention have

Surprisingly, a high synergistic effect against resistant

Harmful plants. It is particularly surprising that the herbicidal active compounds of group (B), which are known as inhibitors of Acetolactatsynthase in

Compound with the herbicidal active ingredient (A) have a high synergistic effect against such harmful plants that are resistant to inhibitors of acetolactate synthase. Therefore, these herbicidal agents are excellent for

Control of resistant harmful plants. Another

The subject of the present invention is thus the use of these herbicidal compositions for controlling resistant harmful plants. Furthermore, the combinations according to the invention can be used together with other active ingredients, for example from the group of safeners, fungicides, insecticides and plant growth regulators, or from the group of additives customary in plant protection and formulation auxiliaries. Additives are, for example, fertilizers and dyes.

The herbicidal compositions to be used according to the invention have an excellent herbicidal activity against a broad spectrum of economically important monocotyledonous and dicotyledonous weed plants which are particularly active against inhibitors of the invention

Acetolactate synthase have become resistant. These include, for example, Alopecurus spp., Amaranthus spp., Apera spp., Bidens spp., Bromus spp., Erigeron spp., Euphorbia spp., Chenopodium spp., Kochia spp. and Lolium spp.

When the herbicidal active compounds of groups (A) and (B) are used together, superadditive (= synergistic) effects occur. Here is the effect in the

Combinations stronger than the expected sum of the effects of the individual herbicides used. The synergistic effects allow a reduction of the

Application rate, the control of a broader range of harmful plants, a faster onset of herbicidal activity, a longer lasting effect, a better control of harmful plants with only one or a few applications and an extension of the possible period of application. Partly by the use of funds and the amount of harmful ingredients in the crop, such as nitrogen or oleic acid, reduced. The above-mentioned properties and advantages are required in the practical control of harmful plants in order to keep agricultural crops free from undesired competing plants and thus to secure and / or increase yields qualitatively and quantitatively.

The herbicidal compositions to be used according to the invention can be used both as

Mixed formulations of the two active ingredients (A) and (B), optionally with other active ingredients, additives and / or customary formulation auxiliaries, which are then diluted in the usual way with water used, or as so-called tank mixes by joint dilution of separately formulated or partially separately formulated components are prepared with water. The active compounds (A) and (B) or combinations thereof can be formulated in various ways, depending on which biological and / or chemical-physical parameters are predetermined. Examples of suitable formulation options are: wettable powders (WP), emulsifiable concentrates (EC), aqueous solutions (SL), emulsions (EW) such as oil-in-water and water-in-oil emulsions, sprayable solutions or Emulsions, dispersions based on oil or water, suspoemulsions, dusts (DP), mordants, granules for soil or

Scatter application or water-dispersible granules (WG), ULV formulations, microcapsules or waxes.

The individual formulation types are known in principle and are described, for example, in: Winnacker-Kuchler, "Chemische Technologie", Volume 7, C. Hauser Verlag Munich, 4th ed., 1986; van Valkenburg, "Pesticide Formulations", Marcel Dekker N.Y., 1973; K. Martens, "Spray Drying Handbook", 3rd ed. 1979, G. Goodwin Ltd. London.

The necessary formulation auxiliaries such as inert materials, surfactants, solvents and other additives are also known and are, for example

described in Watkins, Handbook of Insecticides Dust Diluents and Carriers, 2nd ed., Darland Books, Caldwell N.J .; H. V. Olphen, "Introduction to Clay Colloid

Chemistry "; 2nd Ed., J. Wiley & Sons, NY Marsden," Solvents Guide ", 2nd Ed., Interscience, NY 1950; McCutcheon's," Detergents and Emulsifiers Annual ", MC Publ. Corp., Ridegewood NJ; Sisley and Wood, "Encyclopedia of Surface Active Agents", Chem. Publ. Co. Inc., NY 1964; Schonfeldt, "Grenzflächenaktive

Äthylenoxidaddukte ", Wiss. Verlagsgesellschaft, Stuttgart 1976, Winnacker-Küchler," Chemical Technology ", Volume 7, C. Hauser Verlag Munich, 4th ed. 1986.

On the basis of these formulations it is also possible to prepare combinations with other pesticidally active substances, such as other herbicides, fungicides or insecticides, as well as safeners, fertilizers and / or growth regulators, e.g. in the form of a ready-made formulation or as a tank mix.

Injection powders (wettable powders) are preparations which are uniformly dispersible in water and which, in addition to the active ingredient, are also surfactants, apart from a diluent or inert substance ionic or nonionic type (wetting agent, dispersant), for example polyoxethylated alkylphenols, polyethoxylated fatty alcohols or fatty amines, alkanesulfonates or alkylbenzenesulfonates, sodium lignosulfonate, sodium 2,2'-dinaphthylmethane-6,6'-disulfonate, sodium dibutylnaphthalene or sodium sulfonate

oleoylmethyltaurine acid sodium.

Emulsifiable concentrates are prepared by dissolving the active ingredient in an organic solvent, e.g. Butanol, cyclohexanone, dimethylformamide, xylene or higher-boiling aromatics or hydrocarbons with the addition of one or more ionic or nonionic surfactants (emulsifiers) produced. When

Emulsifiers can be used, for example: alkylarylsulfonic acid calcium salts such as calcium dodecylbenzenesulfonate or nonionic emulsifiers such as

Fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers,

Propylene oxide-ethylene oxide condensation products, alkyl polyethers,

Sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters or

Polyoxethylensorbitester.

Dusts are obtained by grinding the active ingredient with finely divided solids, e.g. Talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.

Granules can be prepared either by spraying the active ingredient on adsorptive, granulated inert material or by applying

Active substance concentrates by means of adhesives, e.g. Polyvinyl alcohol, polyacrylic acid sodium or even mineral oils, on the surface of carriers such as sand,

Kaolinite or granulated inert material. It is also possible to granulate suitable active ingredients in the manner customary for the production of fertilizer granules, if desired in admixture with fertilizers. Water dispersible granules are typically prepared by methods such as spray drying, fluidized bed granulation, plate granulation, high speed mixing and extrusion without solid inert material. The agrochemical preparations usually contain from 0.1 to 99

% By weight, in particular 2 to 95% by weight, of active compounds (A) and / or (B), the following concentrations being customary, depending on the type of formulation:

In wettable powders, the drug concentration is e.g. about 10 to 95 wt .-%, the balance to 100 wt .-% consists of conventional formulation ingredients. For emulsifiable concentrates, the drug concentration may be e.g. 5 to 80 wt .-%, amount.

Dusty formulations usually contain 5 to 20 wt .-% of active ingredient, sprayable solutions about 0.2 to 25 wt .-% of active ingredient.

For granules such as dispersible granules, the active ingredient content depends in part on whether the active compound is liquid or solid and which

Granulierhilsmittel and fillers are used. As a rule, the content of the water-dispersible granules is between 10 and 90% by weight. In addition, the active substance formulations mentioned optionally contain the customary adhesion, wetting, dispersing, emulsifying, preserving, antifreeze and solvents, fillers, colorants and carriers, defoamers, evaporation inhibitors and agents which control the pH or the pH Influence viscosity. For use, the formulations present in commercial form are optionally diluted in a customary manner, e.g. for wettable powders, emulsifiable concentrates, dispersions and water-dispersible granules by means of water. Dust-like preparations, soil or scattering granules, as well as sprayable solutions are usually no longer diluted with other inert substances before use.

The active ingredients can be applied to the plants, plant parts, plant seeds or the acreage (field soil), preferably to the green

Plants and parts of plants and possibly also on the farmland.

One possibility of application is the joint application of the active ingredients in the form of tank mixes, with the optimally formulated concentrated

Formulations of the individual active ingredients are mixed together in the tank with water and the resulting spray mixture is discharged. A common herbicidal formulation of the active ingredients (A) and (B) has the advantage of easier applicability, because the amounts of the components are already set in the correct ratio to each other. In addition, the adjuvants in the formulation can be optimally matched to each other, while a tank mix of different formulations can give undesirable combinations of adjuvants.

A. General Formulation Examples a) A dust is obtained by mixing 10 parts by weight of a

Active substance / active substance mixture and 90 parts by weight of talc mixed as an inert material and comminuted in a hammer mill. b) A wettable powder which is readily dispersible in water is obtained by mixing 25 parts by weight of an active substance mixture, 64 parts by weight of kaolin-containing quartz as inert substance, 10 parts by weight of lignosulfonic acid potassium and 1 part by weight of oleoylmethyltaurine sodium as a wetting and dispersing agent and grinding in a pin mill.

A dispersion concentrate readily dispersible in water is obtained by mixing 20 parts by weight of an active substance / active substance mixture with 6 parts by weight of alkylphenol polyglycol ether (© Triton X 207), 3 parts by weight

Isotridecanol polyglycol ether (8 EO) and 71 parts by weight paraffinic

Mineral oil (boiling range, for example, about 255 to 277 C) and mixed in one

Grinding ball mill to a fineness of less than 5 microns milled.

An emulsifiable concentrate is obtained from 15 parts by weight of a

Active substance / active substance mixture, 75 parts by weight of cyclohexanone as solvent and 10 parts by weight of ethoxylated nonylphenol as emulsifier.

A water-dispersible granules are obtained by

75 parts by weight of an active substance / active substance mixture,

10 parts by weight of lignosulfonic acid calcium,

5 parts by weight of sodium lauryl sulfate,

3 parts by weight of polyvinyl alcohol and 7 parts by weight kaolin

milled, ground on a pin mill and granulated the powder in a fluidized bed by spraying water as Granulierflüssigkeit. f) A water-dispersible granules are also obtained by

25 parts by weight of an active substance / active substance mixture,

5 parts by weight of sodium 2,2'-dinaphthylmethane-6,6'-disulfonate,

2 parts by weight oleoylmethyltaurine acid sodium,

1 part by weight of polyvinyl alcohol,

17 parts by weight of calcium carbonate and

50 parts by weight of water

Homogenized on a colloid mill and pre-crushed, then grinded on a bead mill and the suspension thus obtained in a spray tower by means of a Einstoffdüse atomized and dried.

Exemplary embodiments: Greenhouse experiments

In the standard experiment, the seeds of different weeds and weed biotypes (origins) with different mechanisms of resistance to different modes of action were mixed with a standard soil soil (loamy silt, non-sterile) or with a 1: 1 mixture of standard field soil (loamy silt; ) and unit earth type ED73 filled pot of 8-13 cm diameter seeded and covered with a cover layer of the soil or a sand layer of about 1 cm, alternatively in one

Planting bowl planted with soil and after germination in pots filled with soil pikiert and covered. The 1: 1 mixture of the two types of soil was used especially for the cultivation of small-seeded dicotyledonous weeds, since the standard field soil alone tends to sludge and can negatively influence the emergence behavior of small-seeded weed plants. Resistances mentioned in the tables were confirmed in advance in standard monitoring experiments. Nevertheless, the tested strains can additionally be further resistant to

have different mechanisms of action that have not yet been confirmed. The pots were then cultured in a greenhouse (12-16 h light, temperature day 20-22 ° C, night 15-18 ° C) until the time of application. The pots were at different BBCH stages of seeds / plants on one

Laboratory spray booth with spray liquors with the inventive compositions, mixtures of the prior art or with the individually applied

Treated components. The application of as WG, WP, EC or otherwise

Formulated active substances or combinations of active ingredients and wetting agents took place at the corresponding growth stages of the plants. The amount of water used for the spray application was 100-600 l / ha. After treatment, the plants were again placed in the greenhouses and fertilized and watered as needed. The pots were cultured in a greenhouse (12-16 h light, temperature day 20-22 ° C, night 15-18 ° C).

3 weeks after application, leaf activity was measured according to a scale of

0-100% rated:

0% = no discernible effect compared to untreated plants

100% = complete effect compared to untreated plants

The following abbreviations were used:

BBCH BBCH code provides information about the morphological

Stage of development of a plant. The abbreviation is officially for the

Biologische Bundesanstalt, Bundessortenamt and CHemische Industrie. The range of BBCH 00-10 stands for the stages of germination of the

Seeds until piercing the surface. The range of BBCH 1 1 -

25 stands for the stages of the sheet development to the assembly

(according to number of tillers or side shoots).

PE pre-emergence application on the ground; BBCH of seeds / plants 00-10

PO postemergence application to the green parts of the plant; BBCH of the plants

1 1 -25

IU soil loamy silt - standard field soil l / ha liters per hectare sensitive - The weed populations are sensitive to the tested compounds

"English. Target Site Resistance "- Site Resistance - The

Weed populations contain biotypes with site-specific resistance, i. by natural mutations in the gene sequence, the binding site changes at the site of action, so that the drug can no longer or insufficiently bind and act accordingly.

"English. Non-Target-Site Herbicide Resistance "- No site of action Resistance - this is differentiated among others by EMR" Enhanced Metabolism Resistance "- Metabolic Resistance - (The weed populations contain biotypes with a metabolic resistance ie the plants have the ability via enzyme complexes the active substances metabolize faster, ie the active ingredients are broken down more quickly in the plant), in reduced penetration into the plant, decreased

Translocation in the plant, accelerated excretions. The mechanism of EMR was directly detected biochemically in some biotypes. In other cases where a TSR could not be detected, NTR is assumed.

Not analyzed.

The weed populations contain biotypes with resistance to individual drugs and / or mechanisms of action, i. The plants possess the ability to use the most diverse mechanisms (which have not been studied in detail)

To survive and reproduce drugs.

"Herbicide Resistance Action Committee" working group of the research industries, which approved the active ingredients according to their

Mechanism of action (MoA = Mode of Action) divides (eg HRAC group B = acetolactate synthase inhibitors (ALS)). HRAC Group A Acetyl Coenzyme A Carboxylase Inhibitors (ACCase) HRAC Group B Acetolactate synthase inhibitors (ALS).

HRAC group C1 photosystem I inhibitors (PSI).

HRAC group C2 photosystem II inhibitors (PSII).

HRAC Group G inhibitors of EPSP glyphosate.

HRAC group K1 inhibitors of microtubule assembly.

HRAC group K3 inhibitors of cell division.

HRAC Group L Inhibitors of Cellulose Biosynthesis - Indaziflam. Dose g AS / ha = application rate in grams of active substance per hectare.

AS = active substance (based on 100% active ingredient) = a.i. (English)

ALOMY = Alopecurus myosuroides

AMAPA = Amaranthus palmeri

AMATA = Amaranthus rudis

APESV = Apera spica-venti

BIDSU = Biden's subalternans

BRODI = Bromus diformis

CHEAL = Chenopodium album

EPHHL = Euphorbia heterophylla

ERIBO = Erigeron bonariensis

ERICA = Erigeron canadensis

KCHSC = Kochia scoparia

LOLMU = Lolium multiflorum

LOLRI = Lolium rigidum

LOLSS = Lolium spp.

The herbicidal effects of the agents were compared with individually applied drugs against economically important monocotyledonous and dicotyledonous harmful plants. The synergistic herbicidal effects were calculated by the 'Colby formula' (see S. R. Colby, Weeds 15 (1967), 20-22):

E = A + B - (Ax B) / 100 where:

A, B = in each case the effect of components A or B in percent at a dosage of a or b gram AS / ha;

E ^c = expected value according to Colby in% at a dosage of a + b gram AS / ha.

Δ = difference (%) from measured value -% - to expected value -% - (measured value minus expected value)

Δ ° = difference (%) of measured value of observation A -% - to measured value of observation B -%. The observed values A and B can vary depending on the experimental approach and are defined in the result section (eg ratio: A = PE application on soil, B = soil mixing, or A = PE application on soil, B = pre-seed application on soil Etc.). Evaluation: - measured values: in each case for (A), (B) and (A) + (B) in%

Rating: - measured value (%) greater> than E ^c : synergism (+ Δ)

- measured value (%) equals = E ^c : additive effect (± 0Δ)

- measured value (%) less than <E ^c : antagonism (-Δ)

The herbicidal effects of the compositions according to the invention were above the

Expectations calculated according to the 'Colby formula'.

The evaluations yielded the results listed in Table 1 - 3, which clearly show a synergistic effect on individual biotypes.

Unless otherwise stated, Indaziflann (A) was applied as SC500

(Suspension concentrate) corresponding to 500 g of active substance per liter

Formulated product. The applications of the active ingredients of group (B) were carried out as follows.

Flazasulfuron (B1) as WG25 (wettable granule) formulation,

Foramsulfuron (B2) as WG50 formulation,

Rimsulfuron (B3) as WG25 formulation, Chlorimuron-ethyl (B4) as WG25 formulation,

Thiencarbazone-methyl (B5) as WP10 (wettable powder) formulation.

In the post-emergence experiments (PO) the individual active substances and their

Mixtures added an additive (adjuvant) for better wetting. This was an alkyl ether sulfate (Genapol LRO) at a rate of 11 / ha, corresponding to 276.5 g of active ingredient per ha. This additive alone has no effect on the plants and serves, as already mentioned, an improvement in wetting ,

Table 1 a: Comparison of the effect of the mixture on resistant biotypes after PO administration following the described experimental method

Table 1 b: Comparison of the effect of the mixture on resistant biotypes after PO administration following the described experimental method

Table 1 c: Comparison of the effect of the mixture on resistant biotypes after PO administration following the described experimental method

Table 1 d: Comparison of the effect of the mixture on resistant biotypes after PO administration following the described experimental method

Table 2a: Comparison of the effect of the mixture on resistant biotypes after PE application following the described experimental method

Table 2b: Comparison of the effect of the mixture on resistant biotypes after PE application following the described experimental method

Table 2c: Comparison of the effect of the mixture on resistant biotypes after PE application following the described experimental method

Table 2d: Comparison of the effect of the mixture on resistant biotypes after PE application following the described experimental method

Table 3a: Comparison of the effect of the mixture on all resistant and sensitive biotypes in the PO application

Table 3b: Comparison of the effect of the mixture on all resistant and sensitive biotypes in the PO application

Dose g TTTTT TTTTT difference of AS / ha resistant sensitive sensitivity properties

(n = 15) (n = 1 1)

Mean value mean

(A) 50 53 58 Δ ° -4

(B4) 20 31 72 Δ ° -41

(A) + (B4) 50 + 20 95 96 Δ ° -1

E ^c = 68; E ^c = 88; Δ + 8

Δ + 27

Average of the difference A ^{D of} the effect of the single active substances (Δ ° -22

0)

Difference Δ ° of the effect of the mixture to the difference Δ ° of the Δ ° +21 average effect of the individual active substances

Δ ° = TTTTT 0 resistant - TTTTT 0 sensitive Table 3c: Comparison of the effect of the mixture on all resistant and sensitive biotypes in the PO application

Table 3d: Comparison of the effect of the mixture on all resistant and sensitive biotypes in the PO application

(n = 15) (n = 1 1)

Mean value mean

(A) 50 53 58 Δ ° -4

(B3) 20 46 88 Δ ° -42

(A) + (B3) 50 + 20 95 99 Δ ° -4

E ^c = 74; E ^c = 94; Δ + 5

Δ + 21

Average of the difference A ^{D of} the effect of the single active substances (Δ ° -23

0)

Difference Δ ° of the effect of the mixture to the difference Δ ° of the Δ ° +19 average effect of the individual active substances

Δ ° = TTTTT 0 resistant - TTTTT 0 sensitive Table 3e: Comparison of the effect of the mixture on all resistant and sensitive biotypes in the PO application

Table 3f: Comparison of the effect of the mixture on all resistant and sensitive biotypes in the PO application

(n = 15) (n = 1 1)

Mean value mean

(A) 50 53 58 Δ ° -4

(B5) 20 25 76 Δ ° -52

(A) + (B5) 50 + 20 96 98 Δ ° -2

E ^c = 64; E ^c = 89; Δ + 9

Δ + 32

Average of the difference A ^{D of} the effect of the single active substances (Δ ° -28

0)

Difference Δ ° of the effect of the mixture to the difference Δ ° of the Δ ° +26 average effect of the single active substances

Δ ° = TTTTT 0 resistant - TTTTT 0 sensitive Table 4a: Comparison of the effect of the mixture on all resistant and sensitive

Table 4b: Comparison of the effect of the mixture on all resistant and sensitive biotypes in the PE application

(n = 16) (n = 1 1)

Mean value mean

(A) 12.5 52 68 A ^D -16

(B4) 20 29 82 Δ ° -53

(A) + (B4) 12.5 + 20 92 98 A ^D -6

E ^c = 64; E ^c = 93; Δ + 5

Δ + 28

Average of the difference A ^{D of} the effect of the single active substances (A ^D -34

0)

Difference A ^{D of} the effect of the mixture to the difference Δ ° of the A ^D +28 average effect of the single active substances

A ^D = TTTTT 0 resistant - TTTTT 0 sensitive Table 4c: Comparison of the effect of the mixture on all resistant and sensitive biotypes in the PE application

Table 4d: Comparison of the effect of the mixture on all resistant and sensitive biotypes in the PE application

(n = 16) (n = 11)

Mean value mean

(A) 12.5 52 68 Δ ° -16

(B3) 20 24 75 Δ ° -51

(A) + (B3) 12.5 + 20 86 95 Δ ° -9

E ^c = 60; E ^c = 90; Δ + 4

Δ + 26

Average of the difference A ^{D of} the effect of the single active substances (Δ ° -34

0)

Difference Δ ° of the effect of the mixture to the difference Δ ° of the Δ ° +25 average effect of the single active substances

Δ ° = TTTTT 0 resistant - TTTTT 0 sensitive Table 4e: Comparison of the effect of the mixture on all resistant and sensitive biotypes in the PE application

Table 4f: Comparison of the effect of the mixture on all resistant and sensitive biotypes in the PE application

(n = 16) (n = 11)

Mean value mean

(A) 12.5 52 68 Δ ° -16

(B5) 20 26 73 Δ ° -47

(A) + (B5) 12.5 + 20 85 94 Δ ° -9

E ^c = 62; E ^c = 90; Δ + 4

Δ + 23

Average of the difference A ^{D of} the effect of the single active substances (Δ ° -31

0)

Difference Δ ° of the effect of the mixture to the difference Δ ° of the Δ ° +22 average effect of the single active substances

Δ ° = TTTTT 0 resistant - TTTTT 0 sensitive Conclusion: In all investigated resistant plant species an additive or synergistic effect could be detected by the mixture both in the PO and in the PE application (PO: Δ ± 0 - +60, PE: Δ ± 0 - +100). The

Effectiveness against TSR and NTR-resistant biotypes is significantly improved. Active ingredients of HRAC Group B and L are excellently suited for resistance management in the mixture.

The mixture stabilizes the effect on sensitive and resistant plant species compared to the single active ingredients. While the effect of the individual active agents decreases by an average of Δ ° -4% to -52% (PO) or Δ ° -16% to -53% (PE), the effect of the mixture only increases by Δ ° -1 to -4% (PO) or Δ ° -2 to -9% (PE). The mixture has an advantage of 0 Δ ° + 21% (PO) or Δ ° + 26% (PE).

Claims

claims

1 . A method for controlling harmful plants that are resistant to drugs from the group of inhibitors of acetolactate synthase, acetyl coenzyme A carboxylase or 5-Enolpyrovylshikimat-3-phosphate synthase, characterized

characterized in that containing a herbicidal agent

A) Indaziflam, and

B) a herbicidal active ingredient from the group consisting of flazasulfuron, foramsulfuron, rimsulfuron, chlorimuron-ethyl and Thiencarbazone- methyl is used.

2. The method according to claim 1, characterized in that indaziflam used at an application rate of 10 to 200 g / ha and flazasulfuron, foramsulfuron, rimsulfuron, chlorimuron-ethyl and Thiencarbazone-methyl at an application rate of 2.5 to 100 g / ha become.

3. The method according to claim 1, characterized in that Indaziflam at an application rate of 10 to 150 g / ha, and flazasulfuron, foramsulfuron, rimsulfuron, chlorimuron-ethyl and Thiencarbazone-methyl at an application rate of 2.5 to 75 g / ha be used.

4. The method according to claim 1, characterized in that indaziflam at an application rate of 10 to 100 g / ha, and flazasulfuron, foramsulfuron, rimsulfuron, chlorimuron-ethyl and Thiencarbazone-methyl at an application rate of 2.5 to 40 g / ha be used.

5. The method according to any one of claims 1 to 4, characterized in that the herbicidal agent contains further crop protection agents. 6. The method according to any one of claims 1 to 5, characterized in that the herbicidal composition contains conventional auxiliaries and formulation auxiliaries in crop protection.

7. Use of a herbicidal composition containing

A) Indaziflam, and

B) a herbicidal active ingredient selected from the group consisting of flazasulfuron, foramsulfuron, rimsulfuron, chlorimuron-ethyl and thiencarbazone-methyl

for controlling harmful plants which are resistant to drugs from the group of inhibitors of acetolactate synthase, acetylcoenzyme A carboxylase, photosynthesis on photosystem II, microtubule assembly, cell division or 5-enolpyrovylshikimate-3-phosphate synthase.

8. Use according to claim 7, characterized in that Indaziflam at an application rate of 10 to 200 g / ha and flazasulfuron, foramsulfuron,

Rimsulfuron, chlorimuron-ethyl and thiencarbazone-methyl with a

Application rate of 2.5 to 100 g / ha are used.

9. Use according to claim 7, characterized in that Indaziflam at an application rate of 10 to 150 g / ha, and flazasulfuron, foramsulfuron,

Rimsulfuron, chlorimuron-ethyl and thiencarbazone-methyl with a

Application rate of 2.5 to 75 g / ha are used.

10. Use according to claim 7, characterized in that Indaziflam at an application rate of 10 to 100 g / ha, and flazasulfuron, foramsulfuron,

Rimsulfuron, chlorimuron-ethyl and thiencarbazone-methyl with a

Application rate of 2.5 to 40 g / ha are used.

1 1. Use according to one of claims 7 to 10, characterized in that the herbicidal agent contains further crop protection agents. 12. Use according to one of claims 7 to 1 1, characterized in that the herbicidal agent in crop protection conventional auxiliaries and

Contains formulation aids. Contains herbicidal agents

A) Indaziflam and

B) chlorimuron-ethyl. 14. A herbicidal composition according to claim 13 containing further

Crop protection agents.

15. A herbicidal composition according to claim 13 or 14 containing conventional in crop protection auxiliaries and formulation auxiliaries