Active compound combinations having insecticidal/acaricidal properties

11191271 · 2021-12-07

Assignee

Inventors

Cpc classification

International classification

Abstract

The present invention relates to novel active compound combinations comprising at least one known compound of the formula (I) ##STR00001##
and at least one further active compound, which combinations are highly suitable for controlling animal and microbial pests such as unwanted insects and/or unwanted acarids and/or unwanted nematodes.

Claims

1. Active compound combination comprising at least one compound of formula (I) ##STR00007## and at least one active compound of group (II) which is selected from the group consisting of (II-1) Chlorantraniliprole, (II-2) Cyantraniliprole and (II-3) Tetraniliprole, wherein the compound combination is synergistically active.

2. Active compound combination according to claim 1, wherein the compound of formula (I) is present in form of its (+) enantiomer, or is present in form of a mixture of its (+) enantiomer and its (−) enantiomer which is enriched in the (+) enantiomer, optionally in a mixing ratio of at least 60:40 (+):(−) enantiomer.

3. A product comprising an active compound combination as defined in claim 1 for controlling animal pests.

4. A product according to claim 3, wherein the animal pest is an insect or arachnid or acarid pest.

5. A product comprising an active compound combination as defined in claim 1 for controlling microbial pests.

6. A product comprising an active compound combination as defined in claim 1 for controlling nematodes.

7. A product comprising an active compound combination as defined in claim 1 as a plant-strengthening agent.

8. A product comprising an active compound combination as defined in claim 1 for seed treatment.

9. A product comprising an active compound combination as defined in claim 1 on transgenic plants.

10. Method for controlling one or more animal or microbial pests, comprising allowing an active compound combination as defined in claim 1 to act on said animal or microbial pests and/or a habitat thereof.

11. Method according to claim 10, wherein the animal pest is an insect or arachnid or acarid pest.

12. Process for preparing a crop protection agent, comprising mixing an active compound combination as defined in claim 1 with one or more extenders and/or surfactants.

13. A product comprising an active compound combination according to claim 1 for treating one or more plants or parts thereof selected from the group consisting of citrus, pome fruits, stone fruits, tropical fruits, nuts, berries, vegetables, cotton, soybean, grape, tea, coffee, maize, rice and ornamentals.

Description

EXAMPLES

(1) Formula for the Efficacy of the Combination of Two Compounds The expected efficacy of a given combination of two compounds is calculated as follows (see Colby, S. R., “Calculating Synergistic and antagonistic Responses of Herbicide Combinations”, Weeds 15, pp. 20-22, 1967): If X is the efficacy expressed in % mortality of the untreated control for test compound A at a concentration of m ppm respectively m g/ha, Y is the efficacy expressed in % mortality of the untreated control for test compound B at a concentration of n ppm respectively n g/ha, E is the efficacy expressed in % mortality of the untreated control using the mixture of A and B at m and n ppm respectively m and n g/ha, then is

(2) E = X + Y - X × Y 100 If the observed insecticidal efficacy of the combination is higher than the one calculated as “E”, then the combination of the two compounds is more than additive, i.e. there is a synergistic effect.

Example A

(3) Aphis gossypii—Spray Test

(4) Solvent: 7 parts by weight of dimethylformamide

(5) Emulsifier: alkylaryl polyglycol ether

(6) To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent and is diluted with water, containing an emulsifier concentration of 1000 ppm, to the desired concentration. Further test concentrations are prepared by dilution with emulsifier containing water.

(7) Cotton leaves (Gossypium hirsutum) which are heavily infested with the cotton aphid (Aphis gossypii) are treated by being sprayed with the preparation of the active compound of the desired concentration.

(8) After the specified period of time the mortality in % is determined. 100% means all the aphids have been killed; 0% means none of the aphids have been killed. The mortality values determined thus are recalculated using the Colby-formula (see above).

(9) According to the present application in this test e.g. the following combinations showed a synergistic effect in comparison to the single compounds:

(10) TABLE-US-00002 TABLE A-1 Aphis gossypii - spray test Active Concentration Efficacy in % Ingredient in ppm after 1 day Compound (Cpd) of formula (I) 1.6 0 Chlorantraniliprole 8 10 obs.* cal.** Cpd of formula (I) + Chlorantraniliprole 1.6 + 8 45 10 (1:5) according to the invention

(11) TABLE-US-00003 TABLE A-2 Aphis gossypii - spray test Active Concentration Efficacy in % Ingredient in ppm after 6 days Cpd of formula (I) 1.6 0 0.8 0 Chlorantraniliprole 8 45 obs.* cal.** Cpd of formula (I) + Chlorantraniliprole 1.6 + 8 80 45 (1:5) according to the invention *obs. = observed insecticidal efficacy, **cal. = efficacy calculated with Colby-formula

Example B

(12) Spodoptera frugiperda—Spray Test

(13) Solvent: 7 parts by weight of dimethylformamide

(14) Emulsifier: alkylaryl polyglycol ether

(15) To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent and is diluted with water, containing an emulsifier concentration of 1000 ppm, to the desired concentration. Further test concentrations are prepared by dilution with emulsifier containing water.

(16) Cotton leaves (Gossypium hirsutum) are treated by being sprayed with the preparation of the active compound of the desired concentration and are infested with caterpillars of the fall army worm (Spodoptera frugiperda).

(17) After the specified period of time mortality in % is determined. 100% means all the caterpillars have been killed and 0% means none of the caterpillars have been killed. The mortality values determined thus are recalculated using the Colby-formula (see above).

(18) According to the present application in this test e.g. the following combinations showed a synergistic effect in comparison to the single compounds:

(19) TABLE-US-00004 TABLE B-1 Spodoptera frugiperda - spray test Active Concentration Efficacy in % Ingredient in ppm after 1 day Cpd of formula (I) 1.2 0 0.6 0 0.3 0 Cyantraniliprole 0.24 0 obs.* cal.** Cpd of formula (I) + Cyantraniliprole 0.6 + 0.24 40 0 (2.5:1) according to the invention Tetraniliprole 0.24 40 0.12 30 0.06 0 obs.* cal.** Cpd of formula (I) + Tetraniliprole 1.2 + 0.24 70 40 (5:1) according to the invention 0.6 + 0.12 70 30 0.3 + 0.06 60 0

(20) TABLE-US-00005 TABLE B-2 Spodoptera frugiperda - spray test Active Concentration Efficacy in % Ingredient in ppm after 2 days Cpd of formula (I) 0.6 0 0.3 0 Cyantraniliprole 0.24 0 0.12 0 obs.* cal.** Cpd of formula (I) + Cyantraniliprole 40 0 (2.5:1) according to the invention 30 0 0.6 + 0.24 0.3 + 0.12 Tetraniliprole 0.06 60 obs.* cal.** Cpd of formula (I) + Tetraniliprole 0.3 + 0.06 100 60 (5:1) according to the invention

(21) TABLE-US-00006 TABLE B-3 Spodoptera frugiperda - spray test Active Concentration Efficacy in % Ingredient in ppm after 3 days Cpd of formula (I) 1.2 0 0.6 0 0.3 0 Cyantraniliprole 0.48 60 0.24 10 0.12 0 obs.* cal.** Cpd of formula (I) + Cyantraniliprole 1.2 + 0.48 100 60 (2.5:1) according to the invention 0.6 + 0.24 100 10 0.3 + 0.12 100 0

(22) TABLE-US-00007 TABLE B-4 Spodoptera frugiperda - spray test Active Concentration Efficacy in % Ingredient in ppm after 6 days Cpd of formula (I) 1.2 0 0.6 0 0.3 0 Cyantraniliprole 0.48 70 0.24 20 0.12 10 obs.* cal.** Cpd of formula (I) + Cyantraniliprole 1.2 + 0.48 100 70 (2.5:1) according to the invention 0.6 + 0.24 100 20 0.3 + 0.12 100 10 *obs. = observed insecticidal efficacy, **cal. = efficacy calculated with Colby-formula

Example C

(23) Tetranychus urticae—Spray Test OP-Resistant

(24) TABLE-US-00008 Solvent: 78.0 parts by weight acetone 1.5 parts by weight dimethylformamide Emulsifier: alkylarylpolyglycol ether

(25) To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvents and is diluted with water, containing an emulsifier concentration of 1000 ppm, to the desired concentration. Further test concentrations are prepared by dilution with emulsifier containing water.

(26) French bean (Phaseolus vulgaris) leaf disks infected with all instars of the two spotted spidermite (Tetranychus urticae), are sprayed with a preparation of the active ingredient of the desired concentration.

(27) After the specified period of time, mortality in % is determined. 100% means all spider mites have been killed and 0% means none of the spider mites have been killed. The mortality values determined thus are recalculated using the Colby-formula (see above).

(28) According to the present application in this test e.g. the following combinations showed a synergistic effect in comparison to the single compounds:

(29) TABLE-US-00009 TABLE C-1 Tetranychus urticae - spray test Active Concentration Efficacy in % Ingredient in g ai/ha after 2 days Cpd of formula (I) 6.4 0 1.6 0 0.4 0 Chloranthraniliprole 3.2 0 0.8 0 0.2 0 obs.* cal.** Cpd of formula (I) + 6.4 + 3.2 90 0 Chloranthraniliprole (2:1) according 1.6 + 0.8 70 0 to the invention 0.4 + 0.2 70 0 Cyantraniliprole 3.2 0 0.8 0 0.2 0 obs.* cal.** Cpd of formula (I) + Cyantraniliprole 6.4 + 3.2 70 0 (2:1) according to the invention 1.6 + 0.8 70 0 0.4 + 0.2 70 0 Tetraniliprole 3.2 0 0.8 0 0.2 0 obs.* cal.** Cpd of formula (I) + Tetraniliprole 6.4 + 3.2 70 0 (2:1) according to the invention 1.6 + 0.8 70 0 0.4 + 0.2 70 0

(30) TABLE-US-00010 TABLE C-2 Tetranychus urticae - spray test Active Concentration Efficacy in % Ingredient in g ai/ha after 6 days Cpd of formula (I) 0.1 0 Tetraniliprole 0.05 0 obs.* cal.** Cpd of formula (I) + Tetraniliprole 0.1 + 0.05 90 0 (2:1) according to the invention *obs. = observed insecticidal efficacy, **cal. = efficacy calculated with Colby-formula