Active Agent Combinations with Insecticidal and Acaricidal Properties

Abstract

The invention relates to novel insecticidal active compound combinations comprising, firstly, cyclic ketoenols or other acaricidally active compounds and, secondly, further insecticidally active compounds from the group of the anthranilamides, which combinations are highly suitable for controlling animal pests, such as insects and unwanted acarids.

Description

EXAMPLE A

Aphis gossypii Test

Solvent:    7 parts by weight of dimethylformamide
Emulsifier: 2 parts by weight of alkylaryl polyglycol ether

To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration.

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

After the desired period of time, the kill in % is determined. 100% means that all aphids have been killed; 0% means that none of the aphids have been killed. The kill rates determined are calculated using Colby's formula (see page 44).

In this test, the following active compound combination in accordance with the present application showed a synergistically enhanced activity compared to the active compounds applied on their own:

TABLE A
Plant-damaging insects
Aphis gossypii test
		Kill rate in %
	Concentration of active	after 1d
Active compounds	compound in ppm	found*	calc.**
	4	10
	20	15
(II-1-9) + (2-5) diafenthiuron (1:5)	4 + 20	55	23.5
*found = activity found
**calc. = activity calculated using Colby's formula

EXAMPLE B

Heliothis armigera Test

Solvent:    7 parts by weight of dimethylformamide
Emulsifier: 2 parts by weight of alkylaryl polyglycol ether

To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration.

Cabbage leaves (Brassica oleracea) are treated by being dipped into the preparation of active compound of the desired concentration and are populated with caterpillars of the cotton boll worm (Heliothis armigeia) while the leaves are still moist.

After the desired period of time, the kill in % is determined. 100% means that all caterpillars have been killed; 0% means that none of the caterpillars have been killed. The kill rates determined are calculated using Colby's formula (see page 44).

In this test, the following active compound combination in accordance with the present application showed a synergistically enhanced activity compared to the active compounds applied on their own:

TABLE B 1
Plant-damaging insects
Heliothis armigera test
		Kill rate in %
	Concentration of active	after 6d
Active compounds	compound in ppm	found*	calc.**
	0.0064	30
(2-2) abamectin	0.16	50
(II-1-9) + (2-2) abamectin (1:25)	0.0064 + 0.16	90	65
*found = activity found
**calc. = activity calculated using Colby's formula

TABLE B 2
Plant-damaging insects
Heliothis armigera test
		Kill rate in %
	Concentration of active	after 3d
Active compounds	compound in ppm	found*	calc.**
	0.0064	10
	0.032	0
(II-1-9) + (2-17) spinosad (1:5)	0.0064 + 0.032	35	10
*found = activity found
**calc. = activity calculated using Colby's formula

EXAMPLE C

Myzus persicae Test

Solvent:    7 parts by weight of dimethylformamide
Emulsifier: 2 parts by weight of alkylaryl polyglycol ether

To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration.

Cabbage leaves (Brassica oleracea) which are heavily infested by the green peach aphid (Myzus persicae) are treated by being dipped into the preparation of active compound of the desired concentration.

After the desired period of time, the kill in % is determined. 100% means that all aphids have been killed; 0% means that none of the aphids have been killed. The kill rates determined are calculated using Colby's formula (see page 44).

In this test, for example, the following active compound combination in accordance with the present application shows a synergistically enhanced activity compared to the active compounds applied on their own:

TABLE C
Plant-damaging insects
Myzus persicae test
		Kill rate in %
	Concentration of active	after 6d
Active compounds	compound in ppm	found*	calc.**
	4	25
	20	15
(II-1-9) + (2-20) endosulfan (1:5)	4 + 20	70	36.25
*found = activity found
**calc. = activity calculated using Colby's formula

EXAMPLE D

Phaedon cochleariae Larvae Test

Solvent:    7 parts by weight of dimethylformamide
Emulsifier: 2 parts by weight of alkylaryl polyglycol ether

To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration.

Cabbage leaves (Brassica oleracea) are treated by being dipped into the preparation of active compound of the desired concentration and are populated with larvae of the mustard beetle (Phaedon cochleariae) while the leaves are still moist.

After the desired period of time, the kill in % is determined. 100% means that all beetle larvae have been killed; 0% means that none of the beetle larvae have been killed. The kill rates determined are calculated using Colby's formula (see page 44).

In this test, the following active compound combination in accordance with the present application showed a synergistically enhanced activity compared to the active compounds applied on their own:

TABLE D 1
Plant-damaging insects
Phaedon cochleariae larvae test
		Kill rate in %
	Concentration of active	after 4d
Active compounds	compound in ppm	found*	calc.**
	0.16	0
	100	0
(II-1-9) + (I-2) (1:625)	0.16 + 100	30	0
*found = activity found
**calc. = activity calculated using Colby's formula

TABLE D 2
Plant-damaging insects
Phaedon cochleariae larvae test
		Kill rate in %
	Concentration of active	after 4d
Active compounds	compound in ppm	found*	calc.**
	0.16	5
	100	45
(II-1-9) + (I-1) (1:625)	0.16 + 100	85	47.75
*found = activity found
**calc. = activity calculated using Colby's formula

EXAMPLE E

Tetranychus urticae Test (OP-Resistant; Dip Application)

Solvent:    7 parts by weight of dimethylformamide
Emulsifier: 2 parts by weight of alkylaryl polyglycol ether

To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration.

Bush beans (Phaseolus vulgaris) which are heavily infested by the greenhouse red spider mite (Tetranychus urticae) are dipped into a preparation of active compound of the desired concentration.

After the desired period of time, the kill in % is determined. 100% means that all spider mites have been killed; 0% means that none of the spider mites have been killed. The kill rates determined are calculated using Colby's formula (see page 44).

In this test, the following active compound combination in accordance with the present application showed a synergistically enhanced activity compared to the active compounds applied on their own:

TABLE E 1
Plant-damaging mites
Tetranychus urticae test (OP-resistant, dip application)
		Kill rate in %
	Concentration of active	after 7d
Active compounds	compound in ppm	found*	calc.**
	100	0
	0.8	0
(II-1-9) + (I-2) (125:1)	100 + 0.8	20	0
*found = activity found
**calc. = activity calculated using Colby's formula

TABLE E 2
Plant-damaging mites
Tetranychus urticae test (OP-resistant, dip application)
		Kill rate in %
	Concentration of active	after 7d
Active compounds	compound in ppm	found*	calc.**
	100	0
	0.8	65
(II-1-9) + (I-1) (1:625)	0.16 + 100	95	65
*found = activity found
**calc. = activity calculated using Colby's formula

Claims

1. A composition comprising a synergistically effective active compound combination of compounds of the formula (I) (group 1)

2. The composition as claimed in claim 1, comprising at least one compound of the formula (I) in which X represents C1-C4-alkyl, bromine, C1-C4-alkoxy or C1-C3-haloalkyl,Y represents hydrogen, C1-C4-alkyl, fluorine, chlorine, bromine, C1-C4-alkoxy, C1-C3-haloalkyl,Z represents C1-C4-alkyl, chlorine, bromine, C1-C4-alkoxy,m represents a number 0-2,A3 represents hydrogen or in each case optionally mono- to trifluoro-substituted straight-chain or branched C1-C6-alkyl, C2-C6-alkenyl, C1-C4-alkoxy-C1-C2-alkyl, cycloalkyl having 3-8 ring atoms which may optionally be interrupted by oxygen and/or sulfur or represents benzyl or phenyl which is optionally mono- to disubstituted by fluorine, chlorine, bromine, C1-C2-alkyl, C1-C2-haloalkyl, C1-C2-alkoxy, C1-C2-haloalkoxy, nitro,A4 represents hydrogen, C1-C2-alkyl or C1-C2-alkoxy-C1-C2-alkylor in whichA3 and A4 together with the carbon atom to which they are attached form a saturated or unsaturated 3- to 7-membered ring which is optionally interrupted by oxygen and/or sulfur and optionally mono- to disubstituted by fluorine, chlorine, C1-C4-alkyl, C1-C4-alkoxy, C1-C2-haloalkyl, C1-C2-haloalkoxy or C1-C2-alkylthio,G1 represents hydrogen (a) or represents groups

3. The composition as claimed in claim 1 or 2, comprising at least one compound of the formula (I) in which X represents C1-C4-alkyl, C1-C4-alkoxy or trifluoromethyl,Y represents hydrogen, C1-C4-alkyl, chlorine, bromine, C1-C4-alkoxy, C1-C2-haloalkyl,Z represents C1-C4-alkyl, chlorine, bromine, C1-C4-alkoxy,m represents 0 or 1,A3 and A4 together with the carbon atom to which they are attached represent a saturated 5- to 6-membered ring which is optionally monosubstituted by C1-C4-alkyl or C1-C4-alkoxy,G1 represents hydrogen (a) or represents the groups —CO—R20   (b)—CO2—R21   (c), in which, R20 represents in each case optionally mono- to trifluoro- or -chloro-substituted C1-C12-alkyl, C2-C12-alkenyl, C1-C4-alkoxy-C1-C2-alkyl, or cycloalkyl having 3-6 ring atoms which may be interrupted by 1 to 2 oxygen atoms, represents phenyl which is optionally monosubstituted by fluorine, chlorine, bromine, nitro, C1-C4-alkyl, C1-C4-alkoxy, trifluoromethyl or trifluoromethoxy;R21 represents C1-C12-alkyl, C2-C12-alkenyl, C1-C4-alkoxy-C2-C4-alkyl,represents phenyl or benyl, each of which is optionally monosubstituted by fluorine, chlorine, bromine, nitro, C1-C4-alkyl, C1-C4-alkoxy or trifluoromethyl,and at least one anthranilamide of the formula (II).

4. The composition as claimed in claim 1, 2 or 3, comprising at least one compound of the formula (I) in which X represents methyl, ethyl, methoxy, ethoxy or trifluoromethyl,Y represents hydrogen, methyl, ethyl, chlorine, bromine, methoxy or trifluoromethyl,Z represents methyl, ethyl, chlorine, bromine or methoxy,m represents 0 or 1,A3 and A4 together with the carbon atom to which they are attached form a saturated 5- to 6-membered ring which is optionally monosubstituted by methyl, ethyl, propyl, methoxy, ethoxy, propoxy, butoxy or isobutoxy,G1 represents hydrogen (a) or represents the groups —CO—R20   (b)—CO2—R21   (c), in which R20 represents in each case mono- to trifluoro- or -chloro-substituted C1-C8-alkyl, C2-C8-alkenyl, C1-C3-alkoxy-C1-C2-alkyl, or cycloalkyl having 3-6 ring atoms which may be interrupted by 1 to 2 oxygen atoms, represents phenyl which is optionally monosubstituted by fluorine, chlorine, bromine, methyl, methoxy, trifluoromethyl or trifluoromethoxy;R21 represents C1-C8-alkyl, C2-C8-alkenyl, C1-C4-alkoxy-C2-C3-alkyl, represents phenyl or benzyl, each of which is optionally monosubstituted by fluorine, chlorine, bromine, nitro, methyl, methoxy or trifluoromethyl,and at least one anthranilamide of the formula (II).

5. The composition as claimed in claim 1, 2, 3 or 4, comprising the compound of the formula (I-1)

6. The composition as claimed in claim 1, 2, 3, 4 or 5, comprising at least one anthranilamide of the formula (II)

7. The composition as claimed in claim 1, 2, 3, 4, 5 or 6, comprising an anthranilamide of the formula (II-1)

8. The composition as claimed in claim 1, 2, 3, 4, 5, 6 or 7, comprising compounds of the formula (I) (group 1) or at least one acaricidally active compound (group 2) and at least one anthranilamide of the formula (II) in a ratio of from 500:1 to 1:50.

9. The use of a synergistically effective mixture as defined in claims 1, 2, 3, 4, 56 or 7 for controlling animal pests.

10. A process for preparing pesticides, characterized in that a synergistically effective mixture as defined in claims 1, 2, 3, 4, 56 or 7 is mixed with extenders and/or surfactants.