AU2012101194A4 - Active agent combinations with insecticidal and acaricidal properties - Google Patents

Abstract

Active agent combinations with insecticidal and acaricidal properties. Abstract The invention relates to novel insecticidal agent combir ations, comprising cyclic ketoenols or other acaricidal agents and further insecticidal agents, from the group of 5 anthranilamides, which are particularly suitable for the prevention of animal pests such as insects and undesirable mites

Description

AUSTRALIA Patents Act 1990 COMPLETE SPECIFICATION Innovation Patent Applicant (s) BAYER CROPSCIENCE AKTIENGESELLSCHAFT Invention Title: Active agent combinations with insecticidal and acaricidal properties The following statement is a full description of this invention, including the best method for performing it known to me/us: Active agent combinations with insecticidal and acaricidal properties The invention relates to novel active compound combinations comprising, firstly, known cyclic ketoenols and, secondly, further known insecticidally active compounds, which combinations are highly suitable for controlling animal pests, such as insects and unwanted acarids. It is already known that certain cyclic ketoenols have fungicidal, insecticidal and acaricidal 5 properties (EP-A 0 528 156, EP-A 0 647 637, WO 95/26 345, WO 96/20196, WO 96/25395, WO 96/35664, WO 97/01535, WO 97/02243, WO 97/36868, WO 98/05638, WO 98/25928, WO 99/16748, WO 99/43649, WO 99/48869, WO 99/55673, WO 01/23354 and WO 01/74770). The activity of these compounds is good; however, at low application rates it is sometimes unsatisfactory. 10 It is also known that mixtures of phthalamides and other bioactive compounds have insecticidal and/or acaricidal action (WO 02/087334). The action of these mixtures is not always optimal. Furthermore, it is already known that numerous heterocycles, organotin compounds, benzoylureas 15 and pyrethroids have insecticidal and acaricidal properties (cf. WO 93/22297, WO 93/10083, DE-A 26 41343, EP-A 0 347 488, EP-A 0 210 487, US 3,264,177 and EP-A 0 234 045). However, the action of these compounds is not always satisfactory. It has now been found that active compound combinations comprising compounds of the formula 20 (I) (group 1)

A

3 G A' 0 0 in which X represents Ci-C 6 -alkyl, bromine, Cj-C 6 -alkoxy or C,-C 3 -haloalkyl, 25 Y represents hydrogen, C1-C 6 -alkyl, halogen, Ci-C 6 -alkoxy, CI-C3-haloalkyl, Z represents CI-C6-alkyl, halogen, CI-C6-alkoxy, m represents a number 0-3,

A

3 represents hydrogen or in each case optionally halogen-substituted straight-chain or branched CI-C 1 2-alkyl, C-Cs-alkenyl, C2-C 8 -alkynyl, Ci-Cio-alkoxy-C,-Cs-alkyl, CI-Cs- -2 polyalkoxy-C2-C 8 -alkyl, CrCio-alkylthio-C 2 -Cg-alkyl, cycloalkyl having 3-8 ring atoms which may be interrupted by oxygen and/or sulfur or in each case optionally halogen-, CI-C-alkyl-, C-C6-haloalkyl-, C-C6-alkoxy-, C-C 6 -haloalkoxy, nitro-substituted phenyl or phenyl-C 1

-C

6 -alkyl, 5 A 4 represents hydrogen, CI-C 6 -alkyl or C-C6-alkoxy-C1-C-alkyl or in which A3 and A 4 together with the carbon atom to which they are attached form a saturated or unsaturated 3- to 8-membered ring which is optionally interrupted by oxygen and/or sulfur and optionally substituted by halogen, C-C 6 -alkyl, C-C6-alkoxy, CI-C 4 -haloalkyl, C-C 4 10 haloalkoxy, C-C 4 -alkylthio or optionally substituted phenyl or is optionally benzo-fused, G' represents hydrogen (a) or represents the groups 22 R2 0 Z

-CO-R

20 -COT-R" -SOR -, 0 R OR% R (b) (c) (d) (e) (f) in which 20 R represents in each case optionally halogen-substituted

C-C

2 0-alkyl, C 2

-C

20 -alke 15 nyl, C-Cs-alkoxy-C-Cs-alkyl, C-C8-alkylthio-C-C 8 -alkyl, C-Cs-polyalkoxy

C

2

-C

8 -alkyl or cycloalkyl having 3-8 ring atoms which may be interrupted by oxygen and/or sulfur atoms, represents optionally halogen-, nitro-, C-C6-alkyl-, C-C 6 -alkoxy-, C-C 6 haloalkyl-, C1-C6-haloalkoxy-substituted phenyl; 20 represents optionally halogen-, C-C6-alkyl-, C1-C 6 -alkoxy-, C -C6-haloalkyl-, C-C6-haloalkoxy-substituted phenyl-C-C6-alkyl, represents in each case optionally halogen- and/or C -C6-alkyl-substituted pyridyl, pyrimidyl, thiazolyl or pyrazolyl, represents optionally halogen- and/or C-C6-alkyl-substituted phenoxy-CI-C 6 25 alkyl, R represents in each case optionally halogen-substituted C-C2o-alkyl, C 2

-C

2 0 alkenyl, C-Cs-alkoxy-C 2

-C

8 -alkyl or C-Cs-polyalkoxy-C 2 -Cs-alkyl, represents in each case optionally halogen-, nitro-, CI-C 6 -alkyl-, CI-C 6 -alkoxy-, Cl-C6-haloalkyl-substituted phenyl or benzyl, 30 R2 represents optionally halogen-substituted C-Cs-alkyl, represents in each case optionally C-C 4 -alkyl-, halogen-, C-C4-haloalkyl-, I-C4-alkoxy-, C-C 4 -halo alkoxy-, nitro- or cyano-substituted phenyl or benzyl, -3 R2 and R24 independently of one another represent in each case optionally halogen substituted CI-Cs-alkyl, CI-Cs-alkoxy, CI-C8-alkylamino, di(CI-Cs)alkylamino, Ci-Cs-alkylthio, C2-Cs-alkenylthio, C2-C5-alkynylthio, C3-C7-cycloalkylthio, represent in each case optionally halogen-, nitro-, cyano-, Ci-C4-alkoxy,

CI-C

4 5 haloalkoxy-, C-C4-alkylthio-, C-C4-haloalkylthio-,

CI-C

4 -alkyl-, C-C 4 -haloalkyl substituted phenyl, phenoxy or phenylthio, R and R26 independently of one another represent in each case optionally halogen substituted C-CIo-alkyl, Ci-CIo-alkoxy, C3-Cs-alkenyl, C-Cs-alkoxy-C-Cs-alkyl, represent optionally halogen-, CI-C-haloalkyl-,

C-C

6 -alkyl- or C-C6-alkoxy 10 substituted phenyl, represent optionally halogen-, CI -C 6 -alkyl-, CI -C 6 -haloalkyl- or Ci-C6-alkoxy-substituted benzyl or together represent a 5- to 6-membered ring which is optionally interrupted by oxygen or sulfur and which may optionally be substituted by C-C 6 -alkyl, 15 or an acaricidally active compound (group 2), preferably (2-1) the phenylhyrazine derivative of the formula (known from WO 93/10083) 0--P-OCH3 NH-NH-

C-O-CH(CH)

2 0 (bifenazate) and/or (2-2) the macrolide with the common name abamectin (known from DE-A 27 17 040) 20 and/or (2-3) the naphthalenedione derivative of the formula (known from DE-A 26 41 343) 0 O-CO- CH 0 (acequinocyl) and/or (2-4) the pyrrole derivative of the formula (known from EP-A 0 347 488) Br CN F3C NCI 25 CHF-0-C 2 H. (chlorfenapyr) and/or -4 (2-5) the thiourea derivative of the formula (known from EP-A 0 210 487)

CH(CH)

2 0 NH-C-NH-C(CHa3)

CH(CH

3 a 3 S

CH(CH

2 (diafenthiuron) and/or (2-6) the oxazoline derivative of the formula (known from WO 93/22297)

C(CH

3

)

3 F N - OC 2

H

5 5 F (etoxazole) and/or (2-7) an organotin derivative of the formula P Sn R in which R represents ... I (2-7-a = azocyclotin), 10 N known from The Pesticide Manual, 9th edition, p. 48, or R represents -OH (2-7-b = cyhexatin), known from US 3,264,177 and/or 15 (2-8) the pyrazole derivative of the formula (known from EP-A 0 289 879)

H

5

C

2 , C1 Nt Q-NH-CH 2 C(CH), (tebufenpyrad) and/or (2-9) the pyrazole derivative of the formula (known from EP-A 0 234 045)

H

3 C CH~N-0-CH C-0-C(CH 3

)

3 N CH 3 (fenpyroximate) -5 and/or (2-10) the pyridazinone derivative of the formula (known from EP-A 0 134 439) 0 C1 (CHaC- S-CH2 C(CH 3)3 (pyridaben) and/or 5 (2-11) the benzoylurea derivative of the formula (known from EP-A 0 161 019) F F CI CO-NH-CO-NH O CF3 F (flufenoxuron) and/or (2-12) the pyrethroid of the formula (known from EP-A 0 049 977)

H

3 C

CH

3 CI\ _ ,C=CH C-O-CH 2 /

F

3 C

H

3 C (bifenthrin) 10 and/or (2-13) the tetrazine derivative of the formula (known from EP-A 0 005 912) Cl C ' (clofentezine) and/or (2-14) the organotin derivative of the formula (known from DE-A 21 15 666) yCHi--Sn-0--Sn--CHiCo CH3 ~ CH3 15 (fenbutatin oxide) and/or (2-15) the sulfenamide of the formula (known from The Pesticide Manual, 1 Ith edition, 1997, page 1208)

CH

3 -/SOF-N H3C CH 3 S-CC12 F -(tolylfluanid) 20 and/or -6 (2-16) the pyrimidyl phenol ethers of the formula (known from WO 94/02470, EP-A 0 833 991) N N

CF

3 : -' CF 3 in which R represents fluorine (2-16-a = 4

-[(

4 -chloro-ac,a,a-trifluoro-3-tolyl)oxy]-6-[(a,a,a 5 4 -tetrafluoro-3-tolyl)oxy]pyrimidine) R represents nitro (2-16-b = 4

-[(

4 -chloro-a,a,a-trifluoro-3-toly)oxy]-6-[(a,a,a trifluoro-4-nitro-3-tolyl)oxy]pyrindine) R represents bromine (2-16- = 4

-[(

4 -chloro-a,a,a-trifluoro-3-tolyl)oxy]-6-[(a,a,a trifluoro-4-bromo-3-tolyl)oxy]pyrimidine 10 and/or (2-17) the macrolide of the formula (known from EP-A 0 375 316) (Ha3C)2N0 7 33 OCH 3 O CH 3 O H VH 0 -OCHa HC e n O OCH 3 H~~ 5CY . H R (spinosad) a mixture comprising, preferably, 85% spinosyn A (R = H) 15 15% spinosyn B (R = CH 3 ) and/or (2-18) ivermectin (known from EP-A 0 001 689) and/or (2-19) milbemectin (known from The Pesticide Manual, 1 Ith edition, 1997, p. 846) 20 and/or (2-20) endosulfan (known from DE-A 10 15 797) CI C0 C S = C1 C and/or (2-21) fenazaquin (known from EP-A 0 326 329) -7

H

3 C CH 3 NI -O N CH 3 I and/or (2-22) pyrimidifen (known from EP-A 0 196 524)

HC

2 OC N N CH 3 5 and/or (2-23) triarathen (known from DE-A 27 24 494) and/or (2-24) tetradifon (known from US 2,812,281) CI - CI- - /\ CI 0 10 Cl and/or (2-25) propargite (known from US 3,272,854) HCEC-CH-S C(CH3),-a and/or 15 (2-26) hexythiazox (known from DE-A 30 37 105) -- N H CH N Q) and/or -8 (2-27) bromopropylate (known from US 3,784,696) OH Br Br

O=C-OCH(CH,)

2 and/or (2-28) dicofol (known from US 2,812,280) OH Cl CI 5 CC 3 and/or (2-29) chinomethionat (known from DE-A 11 00 372)

H

3 C QN S 10 and at least one active compound from the group of the anthranilamides of the formula (II) are synergistically active and have very good insecticidal and acaricidal properties. Surprisingly, the insecticidal and/or acaricidal action of the active compound combinations according to the invention is higher than the sum of the actions of the individual active 15 compounds. Thus, an unforeseeable true synergistic effect is present, and not just an addition of actions. In addition to at least one active compound of the formula (1) or an active compound of group 2 (compounds (2-1) to (2-29)), the active compound combinations according to the invention 20 comprise at least one active compound of the formula (II). Preference is given to active compound combinations comprising compounds of the formula (I) in which X represents Ci-C 4 -alkyl, bromine, Ci-C 4 -alkoxy or Ci-C 3 -haloalkyl, 25 Y represents hydrogen, CI-C 4 -alkyl, fluorine, chlorine, bromine, Ci-C 4 -alkoxy, CI-C 3 haloalkyl, Z represents Ci-C 4 -alkyl, chlorine, bromine, Ci-C 4 -alkoxy, m represents a number 0-2, A' represents hydrogen or in each case optionally mono- to trifluoro-substituted straight-chain 30 or branched CI-C 6 -alkyl, C 2

-C

6 -alkenyl, CJ-C 4 -alkoxy-CI-C 2 -alkyl, cycloalkyl having 3-8 -9 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, Ci-C 2 -alkyl, C-C2-haloalkyl, C-Cr-alkoxy, C-C-haloalkoxy, nitro, A represents hydrogen,

C-C

2 -alkyl or C-C2-alkoxy-C-C 2 -alkyl 5 or in which

A

3 and A' 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, C,-C 4 -alkyl, CI-C 4 -alkoxy, C-C 2 haloalkyl, C-C2-haloalkoxy or C-C 2 -alkylthio, 10 G' represents hydrogen (a) or represents groups -CO-Ra -COi-R"

-SOI-R

2

R

2 4 N .R 2 s (b) (c) (d) (e) (f) in which 20 represents in each case optionally mono- to pentafluoro- or -chloro-substituted C-C16-alkyl, C 2 -C,6-alkenyl, C-C 4 -alkoxy-C-C4-alkyl, C-C4-alkylthio-C-C 4 15 alkyl or cycloalkyl having 3-6 ring atoms which may be interrupted by oxygen and/or sulfur atoms, represents phenyl which is optionally mono- to disubstituted by fluorine, chlorine, bromine, nitro, C-C 4 -alkyl, C-C 4 -alkoxy, C-C 4 -haloalkyl, C-C4-haloalkoxy, represents benzyl which is optionally mono to disubstituted by fluorine, chlorine, 20 bromine, C -C 4 -alkyl, C-C 4 -alkoxy, C-C 4 -haloalkyl, C-C4-haloalkoxy, represents pyridyl, pyrimidyl, thiazolyl or pyrazolyl, each of which is optionally mono- to disubstituted by chlorine, bromine and/or C-C 4 -alkyl, R 2 represents C-C2o-alkyl, C-C 20 -alkenyl, C,-C6-alkoxy-C 2

-C

6 -alkyl, C-C6-poly alkoxy-C 2

-C

6 -alkyl, each of which is optionally mono- to pentasubstituted by 25 fluorine or chlorine, represents phenyl or benzyl, each of which is optionally mono- to disubstituted by fluorine, chlorine, bromine, nitro, C-C 6 -alkyl, C,-C 6 -alkoxy, C-C 4 -haloalkyl, 22 R represents CI-C 4 -alkyl which is optionally mono- to pentasubstituted by fluorine or chlorine, represents phenyl or benzyl, each of which is optionally mono- to 30 disubstituted by C-C 4 -alkyl, fluorine, chlorine, bromine, C-C 4 -haloalkyl, C-C 4 alkoxy, C-C4-haloalkoxy, nitro or cyano, R and R independently of one another represent C-C 4 -alkyl, C -C4-alkoxy, C, -C 4

-

-10 alkylamino, di(C,-C4)alkylamino,

C-C

4 -alkylthio, C2-C 4 -alkenylthio,

C

3

C

6 cycloalkylthio, each of which is optionally mono- to trisubstituted by fluorine or chlorine, represent phenyl, phenoxy or phenylthio, each of which is optionally mono- to disubstituted by fluorine, chlorine, bromine, nitro, cyano, CI-C2-alkoxy, 5 C-C2-haloalkoxy,

C-C

2 -alkylthio, C-Cr-haloalkylthio,

C-C

2 -alkyl, CI-C 2 haloalkyl,

R

25 and R 26 independently of one another represent C-C 6 -alkyl, C-C6-alkoxy,

C

3

-C

6 alkenyl, CI-C4-alkoxy-C-C 2 -alkyl, each of which is optionally mono- to trisubstituted by fluorine or chlorine, represent benzyl which is optionally mono 10 to disubstituted by fluorine, chlorine, bromine, C-C 2 -haloalkyl, C-C 4 -alkyl or C-C4-alkoxy or together represent a 5- to 6-membered ring which is optionally interrupted by oxygen or sulfur and which may optionally be substituted by C-C 2 alkyl, 15 and at least one active compound of the formula (II). In the radicals in the preferred ranges named halogen, halogen preferably represents chlorine and fluorine. 20 Particular preference is given to active compound combinations comprising compounds of the formula (I) in which X represents C-C 4 -alkyl, C-C 4 -alkoxy or trifluoromethyl, Y represents hydrogen, C-C 4 -alkyl, chlorine, bromine, C,-C 4 -alkoxy, C -C2-haloalkyl, Z represents C-C 4 -alkyl, chlorine, bromine, C-C 4 -alkoxy, 25 m represents 0 or 1,

A

3 and A 4 together with the carbon atom to which they are attached represent a saturated 5- to 6 membered ring which is optionally monosubstituted by C-C 4 -alkyl or C-C4-alkoxy, G' represents hydrogen (a) or represents the groups

-CO-R

20 -COi-R2 , in which (b) (c) 30 R20 represents in each case optionally mono- to trifluoro- or -chloro-substituted CrC1 2 -alkyl, C2-CI 2 -alkenyl, C-C 4 -alkoxy-C-C 2 -alkyl, or cycloalkyl having 3-6 ring atoms which may be interrupted by I to 2 oxygen atoms, represents phenyl which is optionally monosubstituted by fluorine, chlorine, -11 bromine, nitro, CI-C 4 -alkyl, C I-C4-alkoxy, trifluoromethyl or trifluoromethoxy;

R

2 1 represents Ci-CI 2-alkyl, C 2 -CI 2 -alkenyl, C -C4-alkoxy-C 2

-C

4 -alkyl, represents phenyl or benzyl, each of which is optionally monosubstituted by fluorine, chlorine, bromine, nitro, CI-C 4 -alkyl, Ci-C 4 -alkoxy or trifluoromethyl, 5 and at least one active compound of the formula (II). Very particular preference is given to active compound combinations comprising compounds of the formula (I) in which 10 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,

A

3 and A 4 together with the carbon atom to which they are attached form a saturated 5- to 6 15 membered ring which is optionally monosubstituted by methyl, ethyl, propyl, methoxy, ethoxy, propoxy, butoxy or isobutoxy, G' represents hydrogen (a) or represents the groups

-CO-R

0 -COi-R" , in which (b) (c) R20 represents in each case mono- to trifluoro- or -chloro-substituted C-Cs-alkyl, 20 C2-C8-alkenyl, CI-C3-alkoxy-C-C 2 -alkyl, or cycloalkyl having 3-6 ring atoms which may be interrupted by I to 2 oxygen atoms, represents phenyl which is optionally monosubstituted by fluorine, chlorine, bromine, methyl, methoxy, trifluoromethyl or trifluoromethoxy; R 2 represents C-C8-alkyl, C 2 -Cs-alkenyl, C-C4-alkoxy-C2-C 3 -alkyl, 25 represents phenyl or benzyl, each of which is optionally monosubstituted by fluorine, chlorine, bromine, nitro, methyl, methoxy or trifluoromethyl, and at least one active compound of the formula (II). 30 Especially preferred are active compound combinations comprising the compound of the formula -12 .C-CHiC(CH 3

)

3

H

3 C \ / CH 3 o HC and at least one active compound of the formula (II). Especially preferred are active compound combinations comprising the compound of the formula 5 (1-2) CH3 (1-2) o 0 C1 0 C1 and at least one active compound of the formula (II). Depending inter alia on the nature of the substituents, the compounds of the formula (I) may be 10 present as geometrical and/or optical isomers or isomer mixtures of varying composition which, if appropriate, may be separated in a customary manner. The present invention provides both the pure isomers and the isomer mixtures, their preparation and use and also compositions comprising them. However, hereinbelow, for the sake of simplicity, only compounds of the formula (I) are referred to, although what is meant are both the pure compounds and, if appropriate, also mixtures 15 having varying proportions of isomeric compounds. Especially preferred are active compound combinations comprising a compound selected from the group of compounds (2-1) to (2-29) of group 2 and at least one active compound of the formula (II). 20 Emphasis is given to active compound combinations comprising one of the compounds (2-2) abamectin, (2-5) diafenthiuron, (2-17) spinosad and (2-20) endosulfan and at least one active compound of the formula (11). 25 The anthranilamides of the formula (II) are likewise known compounds which are known from the following publications or embraced by them: WO 01/70671, WO 03/015518, WO 03/015519, WO 03/016284, WO 03/016282, WO 03/016283, - 13 WO 03/024222, WO 03/062226. The generic formulae and definitions described in these publications and the individual compounds described therein are expressly incorporated into the present application by way of reference. 5 The anthranilamides can be summarized under the formula (II): RK N.R 2 R N R N R II(II) R N X R 4 A NX R1 7 N in which A' and A 2 independently of one another represent oxygen or sulfur, X1 represents N or CR'*, 10 R' represents hydrogen or represents in each case optionally mono- or polysubstituted

C,-C

6 alkyl, C 2

-C

6 -alkenyl, C 2

-C

6 -alkynyl or C 3

-C

6 -cycloalkyl, where the substituents independently of one another may be selected from the group consisting of R 6 , halogen, cyano, nitro, hydroxyl, C,-C 4 -alkoxy, CI-C 4 -alkylthio, C-C 4 -alkylsulfinyl, C-C 4 -alkyl sulfonyl, C-C 4 -alkoxycarbonyl,

C,-C

4 -alkylamino, C 2 -C-dialkylamino,

C

3

-C

6 -cyclo 15 alkylamino, (C-C4-alkyl)CC 6 -cycloalkylamino and R",

R

2 represents hydrogen, C-C 6 -alkyl, C 2

-C

6 -alkenyl, C 2

-C

6 -alkynyl, C 3

-C

6 -cycloalkyl, C-C 4 alkoxy, C-C 4 -alkylamino, C 2 -C-dialkylamino, C3-C 6 -cycloalkylamino, C 2

-C

6 -alkoxycar bonyl or C-C 6 -alkylcarbonyl,

R

3 represents hydrogen, R" or represents in each case optionally mono- or polysubstituted 20 C,-C 6 -alkyl, C 2

-C

6 -alkenyl, C 2

-C

6 -alkynyl, C-C 6 -cycloalkyl, where the substituents independently of one another may be selected from the group consisting of R 6 , halogen, cyano, nitro, hydroxyl, C-C 4 -alkoxy, C,-C 4 -haloalkoxy, C,-C 4 -alkylthio, C-C 4 -alkyl sulfinyl, C-C 4 -alkylsulfonyl,

C

2 -Cralkoxycarbonyl,

C

2

-C

6 -alkylcarbonyl,

C

3

-C

6 -trialkyl silyl, R", phenyl, phenoxy and a 5- or 6-membered heteroaromatic ring, where each 25 phenyl, phenoxy and 5- or 6-membered heteroaromatic ring may optionally be substituted and where the substituents independently of one another may be selected from one to three radicals W or one or more radicals R", or

R

2 and R 3 may be attached to one another and form the ring M, R4 represents hydrogen, C-C 6 -alkyl, C 2

-C

6 -alkenyl, C 2

-C

6 -alkynyl, C 3

-C

6 -cycloalkyl, C-C 6

-

-14 haloalkyl,

C-C

6 -haloalkenyl,

C-C

6 -haloalkynyl, C-C6-halocycloalkyl, halogen, cyano, nitro, hydroxyl, C-C 4 -alkoxy, C,-C 4 -haloalkoxy,

C-C

4 -alkylthio, C-C 4 -alkylsulfinyl, C -C 4 -alkylsulfonyl,

C,-C

4 -haloalkylthio,

C-C

4 -haloalkylsulfinyl, C,-C4-haloalkylsulfonyl, C-Cralkylamino, C2-Crdialkylamino, C3-C 6 -cycloalkylamino, C3-C 6 -trialkylsilyl or 5 represents in each case optionally mono- or polysubstituted phenyl, benzyl or phenoxy, where the substituents independently of one another may be selected from the group consisting of C, -C 4 -alkyl, C 2

-C

4 -alkenyl, C-C 4 -alkynyl, C 3

-C

6 -cycloalkyl, C -C 4 -haloalkyl, CrC 4 -haloalkenyl, CrC 4 -haloalkynyl, C 3

-C

6 -halocycloalkyl, halogen, cyano, nitro, C-C 4 alkoxy, C-C 4 -haloalkoxy,

C-C

4 -alkylthio, C-C 4 -alkylsulfinyl,

C-C

4 -alkylsulfonyl,

C,-C,

10 alkylamino, C-C-dialkylamino, C3-C 6 -cycloalkylamino, C-C6-(alkyl)cycloalkylamino,

C

2 -C,-alkylcarbonyl, C2-C-alkoxycarbonyl, C2-C 6 -alkylaminocarbonyl,

C

3 -Ce-dialkyl aminocarbonyl and C 3

-C

6 -trialkylsilyl, R' and R' in each case independently of one another represent hydrogen, halogen or represent in each case optionally substituted C,-C-alkyl, C-C-haloalkyl, R", G, J, -OJ, -OG, -S(O),-J, 15 -S(O),-G, -S(O),-phenyl, where the substituents independently of one another may be selected from one to three radicals W or from the group consisting of R", C-CIo-alkyl, Cr C6-alkenyl, C 2

-C

6 -alkynyl, C-C-alkoxy and C-C-alkythio, where each substituent may be substituted by one or more substituents independently of one another selected from the group consisting of G, J, R', halogen, cyano, nitro, amino, hydroxyl, C-C-alkoxy,

C-C

20 haloalkoxy, C-C-alkylthio, C-C-alkylsulfinyl, C,-Cr-alkylsulfonyl, C-C4-haloalkylthio, C,-C-haloalkylsulfinyl, C-C4-haloalkylsulfonyl, C-C-alkylamino, C-C-dialkylamino, C3-C6-trialkylsilyl, phenyl and phenoxy, where each phenyl or phenoxy ring may optionally be substituted and where the substituents independently of one another may be selected from one to three radicals W or one or more radicals R4, 25 G in each case independently of one another represents a 5- or 6-membered nonaromatic carbocyclic or heterocyclic ring which optionally contains one or two ring members from the group consisting of C(=O), SO and S(=0)2 and which may optionally be substituted by one to four substituents independently of one another selected from the group consisting of C,-C-alkyl, halogen, cyano, nitro and C-C 2 -alkoxy, or independently of one another 30 represents C-C 6 -alkenyl, C 2

-C

6 -alkynyl, C 3

-C

7 -cycloalkyl, (cyano)C 3

-C

7 -cycloalkyl,

(C,

Cr-alkyl)C 3 rC 6 -cycloalkyl, (C3-C 6 -cycloalkyl)Cr-C4,alkyl, where each cycloalkyl, (alkyl)cycloalkyl and (cycloalkyl)alkyl may optionally be substituted by one or more halogen atoms, J in each case independently of one another represents an optionally substituted 5- or 6 35 membered heteroaromatic ring, where the substituents independently of one another may be selected from one to three radicals W or one or more radicals R'4, - 15

R

6 independently of one another represent

-C(=E')R'

9 , -LC(=E')R,

-C(=E')LR'

9 ,

-LC(=E')LR'

9 , -OP(=Q)(OR' 9

)

2 , -SO 2 LR" or -LSO 2

LR'

9 , where each E' independently of the others represents 0, S, N-R4, N-OR", N-N(R") 2 , N-S=0, N-CN or N-NO 2 , R represents hydrogen, C)-C 4 -alkyl, C)-C 4 -haloalkyl, halogen, C-C 4 -alkoxy, C-C 4 -halo 5 alkoxy, C-C 4 -alkylthio, C-C 4 -alkylsulfinyl,

C-C

4 -alkylsulfonyl,

C-C

4 -haloalkylthio,

C,-C

4 -haloalkylsulfinyl,

C-C

4 -haloalkylsulfonyl,

R

9 represents C-C 4 -haloalkyl, C)-C 4 -haloalkoxy, C-C 4 -haloalkylsulfinyl or halogen, R'' represents hydrogen, C-Cralkyl,

C-C

4 -haloalkyl, halogen, cyano or Cl-C 4 -haloalkoxy, R" in each case independently of one another represents in each case optionally mono- to 10 trisubstituted

C-C

6 -alkylthio, CrCr-alkylsulfenyl,

C-C

6 -haloalkythio, C-Cd-haloalkyl sulfenyl, phenylthio or phenylsulfenyl, where the substituents independently of one another may be selected from the list consisting of W, -S(O).N(R' 6

)

2 , -C(=O)R", -L(C=0)R", -S(C=0)LR 4 , -C(=O)LR", -S(O),,NR"C(=0)R", -S(O),NR"C(=0)LR 4 and -S(O)nNR"S(0) 2 LR, 15 L in each case independently of one another represents 0, NR'8 or S,

R

2 in each case independently of one another represents -B(OR") 2 , amino, SH, thiocyanato, C3-Cstrialkylsilyloxy,

C-C

4 -alkyl disulfide, -SF 5 , -C(=E')R'', -LC(=E')R' 9 , -C(=E')LR",

-LC(=E')LR'

9 , -OP(=Q)(OR"') 2 , -SO 2

LR

9 or -LSO 2

LR'

9 , Q represents 0 or S, 20 R4 in each case independently of one another represents hydrogen or represents in each case optionally mono- or polysubstituted

C-C

6 -alkyl, C 2

-C

6 -alkenyl, C 2

-C

6 -alkynyl or C 3

-C

6 cycloalkyl, where the substituents independently of one another may be selected from the group consisting of R 6 , halogen, cyano, nitro, hydroxyl, C,-C 4 -alkoxy, C-C 4 -alkylsulfinyl,

CC

4 -alkylsulfonyl, C-C 4 -alkylamino, C 2 -Cs-dialkylamino, C3-C 6 -cycloalkylamino and 25 (C-C4-alkyl)C 3

C

6 -cycloalkylamino, R1 4 in each case independently of one another represents in each case optionally mono- or polysubstituted C-C 2 o-alkyl, C 2

-C

2 0 -alkenyl, C-C 2 0 -alkynyl or C 3

-C

6 -cycloalkyl, where the substituents independently of one another may be selected from the group consisting of R 6 , halogen, cyano, nitro, hydroxyl, C-C-alkoxy, C-C 4 -alkylsulfinyl, C-C 4 -alkylsulfonyl, 30 C-C 4 -alkylamino, C-Ce-dialkylamino, C3-C 6 -cycloalkylamino and (C-C 4 -alkyl)C 3

-C

6 cycloalkylamino or represents optionally substituted phenyl, where the substituents independently of one another may be selected from one to three radicals W or one or more radicals R'4,

R

5 in each case independently of one another represents hydrogen or represents in each case 35 mono- or polysubstituted

C,-C

6 -haloalkyl or C,-C 6 -alkyl, where the substituents independently of one another may be selected from the group consisting of cyano, nitro, -16 hydroxyl, C,-Cr-alkoxy,

C,-C

4 -haloalkoxy,

C-C

4 -alkylthio, C-C 4 -alkylsulfinyl,

C-C

4 alkylsulfonyl,

C-C

4 -haloalkylthio,

C-C

4 -haloalkylsulfinyl,

C,-C

4 -haloalkylsulfonyl,

C,-C

4 -alkylamino, C-Cs-dialkylamino,

C

2

-C

6 -alkoxycarbonyl,

C

2

-C

6 -alkylcarbonyl,

C-C

6 trialkylsilyl and optionally substituted phenyl, where the substituents independently of one 5 another may be selected from one to three radicals W or one or more radicals R' 2 , or

N(R'

5

)

2 represents a cycle which forms the ring M,

R

6 represents C-C 12 -alkyl or C-C 2 -haloalkyl, or N(R') 2 represents a cycle which forms the ring M, R1 7 in each case independently of one another represents hydrogen or C-C 4 -alkyl, or B(OR 7

)

2 10 represents a ring, where the two oxygen atoms are attached via a chain to two or three carbon atoms which are optionally substituted by one or two substituents independently of one another selected from the group consisting of methyl and C2-C 6 -alkoxycarbonyl, R's in each case independently of one another represents hydrogen, C-C 6 -alkyl or C-C 6 haloalkyl, or N(R")(R") represents a cycle which forms the ring M, 15 R 9 in each case independently of one another represents hydrogen or represents in each case optionally mono- or polysubstituted CC6-alkyl, where the substituents independently of one another may be selected from the group consisting of cyano, nitro, hydroxyl, C,-C 4 alkoxy, C-C 4 -haloalkoxy,

C-C

4 -alkylthio, C-C-alkylsulfinyl,

C-C

4 -alkylsulfonyl,

C-C

4 haloalkylthio, C-C 4 -haloalkylsulfinyl,

C-C

4 -haloalkylsulfonyl, Cl-C 4 -alkylamino, C-C 20 dialkylamino, CO 2 H, C-C 6 -alkoxycarbonyl,

C

2

-C

6 -alkylcarbonyl,

C

3

-C

6 -trialkylsilyl and optionally substituted phenyl, where the substituents independently of one another may be selected from one to three radicals W, C-C 6 -haloalkyl, C 3

-C

6 -cycloalkyl or phenyl or pyridyl, each of which is optionally mono- to trisubstituted by W, M in each case represents an optionally mono- to tetrasubstituted ring which, in addition to 25 the nitrogen atom which is attached to the substituent pair R 3 and R4, (R") 2 or (R' 6

)

2 , contains two to six carbon atoms and optionally additionally a further nitrogen, sulfur or oxygen atom, and where the substituents independently of one another may be selected from the group consisting of C-C 2 alkyl, halogen, cyano, nitro and C-C 2 -alkoxy, W in each case independently of one another represent C-C 4 -alkyl, C 2

-C

4 -alkenyl, C 2

-C

4 30 alkynyl, C 3

-C

6 -cycloalkyl,

C-C

4 -haloalkyl, C-C 4 -haloalkenyl,

C

2

-C

4 -haloalkynyl,

C

3

-C

6 halocycloalkyl, halogen, cyano, nitro, C,-C 4 -alkoxy, C,-C 4 -haloalkoxy, C-C 4 -alkylthio,

C,-C

4 -alkylsulfinyl, C-C 4 -alkylsulfonyl, C-C 4 -alkylamino, Cz-Cs-dialkylamino,

C

3

-C

6 cycloalkylamino, (C-C4-alkyl)C 3

-C

6 -cycloalkylamino,

C

2

-C

4 -alkylcarbonyl, C 2

-C

6 -alkoxy carbonyl, CO2H, C-C6-alkylaminocarbonyl, C-C-dialkylaminocarbonyl or C 3

-C

6 35 trialkylsilyl, n in each case independently of one another represents 0 or 1, - 17 p in each case independently of one another represents 0, 1 or 2. If (a) R 5 represents hydrogen,

C-C

6 -alkyl, C:-C 6 -haloalkyl, C 2

-C

6 -haloalkenyl, CrC 6 -haloalkynyl, Cl-C 4 -haloalkoxy,

C-C

4 -haloalkylthio or halogen and (b) R' represents hydrogen, CrC-alkyl, 5 C-C 6 -haloalkyl,

C

2 -C-haloalkenyl,

C

2

-C

6 -haloalkynyl,

C-C

4 -haloalkoxy,

C-C

4 -haloalkylthio, halogen, C 2

-C

4 -alkylcarbonyl, CrC 6 -alkoxycarbonyl,

C-C

6 -alkylaminocarbonyl or C 3 -Cs dialkyl aminocarbonyl, (c) at least one substituent selected from the group consisting of R4, R" and R 2 is present and (d), if R1 2 is not present, at least one R 6 or R" is different from C2-C 6 -alkylcarbonyl,

C

2

-C

6 alkoxycarbonyl, C2-C6-alkylaminocarbonyl and C-Cs-dialkylaminocarbonyl. 10 The compounds of the general formula (II) include N-oxides and salts. Depending inter alia on the nature of the substitients, the compounds of the formula (U) may be present as geometrical and/or optical isomers or isomer mixtures of varying composition which, if 15 appropriate, may be separated in a customary manner. The present invention provides both the pure isomers and the isomer mixtures, their preparation and use and also compositions comprising them. However, hereinbelow, for the sake of simplicity, only compounds of the formula (11) are referred to, although what is meant are both the pure compounds and, if appropriate, also mixtures having varying proportions of isomeric compounds. 20 Preference is given to active compound combinations comprising compounds of the formula (1-1) R2 R 3,N 0 R N (U..1 RS R4O0 R9 in which 25 R 2 represents hydrogen or CI -C 6 -alkyl,

R

3 represents C-C 6 -alkyl which is optionally substituted by a radical R', R 4 represents C-C 4 -alkyl, C,-C 2 -haloalkyl, C,-C 2 -haloalkoxy or halogen,

R

5 represents hydrogen, C-C 4 -alkyl, C-C 2 -haloalkyl, C-C 2 -haloalkoxy or halogen,

R

6 represents -C(=E 2

)R'

9 , -LC(=E 2

)R'

9 , -C(=E 2

)LR'

9 or -LC(=E 2

)LR'

9 , where each E 2 30 independently of the others represents 0, S, N-R, N-OR", N-N(R' 5

)

2 , and each L independently of the others represents 0 or NR8, R7 represents

C-C

4 -haloalkyl or halogen, - 18 R9 represents C-C-haloalkyl,

C-C

2 -haloalkoxy,

S(O)C,-C

2 -haloalkyl or halogen,

R

5 in each case independently of one another represents hydrogen or represents in each case optionally substituted C-C 6 -haloalkyl or C-C 6 -alkyl, where the substituents independently of one another may be selected from the group consisting of cyano, C-C 4 -alkoxy, C 1

-C

4 5 haloalkoxy, C-C 4 -alkylthio, C-C 4 -alkylsulfinyl,

C-C

4 -alkylsulfonyl,

C-C

4 -haloalkylthio,

C-C

4 -haloalkylsulfinyl or Ci-C 4 -haloalkylsulfonyl,

R'

8 in each case represents hydrogen or C-Cralkyl,

R'

9 in each case independently of one another represents hydrogen or C-C 6 -alkyl, p independently of one another represents 0, 1, 2. 10 In the radical definitions mentioned as being preferred, halogen represents fluorine, chlorine, bromine and iodine, in particular fluorine, chlorine and bromine. Particular preference is given to active compound combinations comprising compounds of the 15 formula (11-1), in which R 2 represents hydrogen or methyl,

R

3 represents C 1

-C

4 -alkyl (in particular methyl, ethyl, n-, isopropyl, n-, iso-, sec-, tert-butyl), R 4 represents methyl, trifluoromethyl, trifluoromethoxy, fluorine, chlorine, bromine or iodine, R5 represents hydrogen, fluorine, chlorine, bromine, iodine, trifluoromethyl or 20 trifluoromethoxy,

R

7 represents chlorine or bromine, R9 represents trifluoromethyl, chlorine, bromine, difluoromethoxy or trifluoroethoxy. Very particular preference is given to active compound combinations comprising the following 25 compounds of the formula (U-1): 1 7 3 RaN O R N (/1 N N R RR Example No. R2 R 3

R

4 R' R' R 9 m.p. ("C) U-1-1 H Me Me Cl Cl CF 3 185-186 U-1-2 H Me Me Cl Cl OCH 2

CF

3 207-208 H-1-3 H Me Me Cl Cl Cl 225-226 11-1-4 H Me Me Cl Cl Br 162-164 11-1-5 H Me Cl Cl Cl CF 3 155-157 11-1-6 H Me Cl Cl Cl OCH 2

CF

3 192-195 -19 Example No. R 2

R

3

R

4 Rs R 7

R

9 m.p. (*C) 11-1-7 H Me Cl Cl Cl Cl 205-206 1-1-8 H Me Cl Cl Cl Br 245-246 U-1-9 H i-Pr Me Cl Cl CF 3 195-196 1-1-10 H i-Pr Me Cl Cl OCH 2

CF

3 217-218 1-1-1I H i-Pr Me Cl Cl Cl 173-175 11-1-12 H i-Pr Me Cl Cl Br 159-161 11-1-13 H i-Pr Cl Cl Cl CF 3 200-201 1-1-14 H i-Pr Cl Cl Cl OCH 2

CF

3 232-235 1-1-15 H i-Pr Cl Cl Cl Cl 197-199 11-1-16 H i-Pr Cl Cl Cl Br 188-190 1-1-17 H Et Me Cl Cl CF 3 163-164 11-1-18 H Et Me Cl Cl OCH 2

CF

3 205-207 11-1-19 H Et Me CI Cl Cl 199-200 11-1-20 H Et Me Cl Cl Br 194-195 11-1-21 H Et Cl Cl Cl CF 3 201-202 U--1-22 H Et Cl Cl Cl Cl 206-208 1-1-23 H Et Cl Cl CI Br 214-215 1-1-24 H t-Bu Me Cl Cl CF 3 223-225 1-1-25 H t-Bu Me Cl Cl Cl / 163-165 11-1-26 H t-Bu Me Cl Cl Br 159-161 11-1-27 H t-Bu Cl Cl Cl CF3 170-172 11-1-28 H t-Bu Cl Cl Cl Cl 172-173 1-1-29 H t-Bu Cl Cl Cl Br 179-180 11-1-30 H Me Me Br Cl CF 3 222-223 11-1-31 H Et Me Br Cl CF 3 192-193 1-1-32 H i-Pr Me Br Cl CF 3 197-198 11-1-33 H t-Bu Me Br Cl CF 3 247-248 11-1-34 H Me Me Br Cl Cl 140-141 11-1-35 H Et Me Br Cl Cl 192-194 11-1-36 H i-Pr Me Br Cl Cl 152-153 1-1-37 H t-Bu Me Br Cl Cl 224-225 11-1-38 H Me Me Br Cl Br 147-149 11-1-39 H Et Me Br CI Br 194-196 11-1-40 H i-Pr Me Br Cl Br 185-187 11-1-41 H t-Bu Me Br Cl Br 215-221 11-1-42 H Me Me I Cl CF 3 199-200 11-1-43 H Et Me I Cl CF 3 199-200 1-1-44 H i-Pr Me I Cl CF 3 188-189 11-1-45 H t-Bu Me I Cl CF 3 242-243 11-1-46 H Me Me I Cl Cl 233-234 1-1-47 H Et Me I Cl Cl 196-197 11-1-48 H i-Pr Me I Cl Cl 189-190 11-1-49 H t-Bu Me I Cl Cl 228-229 11-1-50 H Me Me I Cl Br 229-230 1-1-51 H iPr Me I Cl Br 191-192 1-1-52 H Me Br Br Cl CF 3 162-163 -20 Example No. R 2

R

3 R' R' R' R 9 M.p. (C) 11-1-53 H Et Br Br Cl CF 3 188-189 U--1-54 H i-Pr Br Br C] CF 3 192-193 U-1-55 H t-Bu Br Br Cl CF 3 246-247 11-1-56 H Me Br Br Cl Cl 188-190 11-1-57 H Et Br Br Cl Cl 192-194 H-1-58 H i-Pr Br Br Cl Cl 197-199 1-1-59 H t-Bu Br Br Cl Cl 210-212 11-1-60 H Me Br Br Cl Br 166-168 11-1-61 H Et Br Br Cl Br 196-197 11-1-62 H i-Pr Br Br Cl Br 162-163 U-1-63 H t-Bu Br Br Cl Br 194-196 U-1-64 H t-Bu C Br Cl CF 3 143-145 11-1-65 Me Me Br Br Cl Cl 153-155 11-1-66 Me Me Me Br Cl CF 3 207-208 1-1-67 Me Me Cl Cl Cl Cl 231-232 U-1-68 Me Me Br Br Cl Br 189-190 11-1-69 Me Me Cl Cl Cl Br 216-218 11-1-70 Me Me Cl Cl Cl CF 3 225-227 11-1-71 Me Me Br Br Cl CF 3 228-229 11-1-72 H i-Pr Me H CI CF 3 237-239 Especially preferred are active compound combinations comprising a compound of the formulae below

H

3 CsNH

H

3 Cs NH

H

3 CN CI N C Cl N H

-H

3 C 0H 3 C N /N N N Ci 0I 0 NC

CF

3 0 CF 3 C1 5 (U-1-1) (U-1-2) (11-1-3) HCNH H, NH H3CsNH HaO O NH N Cl 0NH N 1 HN CICl /\ C \ C N 0 N 0 0 NH NH NH N

H

3 C C1 C1 o- o Ni Ci Br CF 3 VCFa (1-1-4) (11-1-5) (11-1-6) -21 H 3

C%.H

3 C

JH

3 HCN NH HC NH -l Nl' C N N CH N H0 H H N ci ci Ct CI Br CF 3

H

3 C NH H 3 C NH H 3 C NH CI O NCI NCi O N C0 O N 0 NH N' NH N~ NH N' NP 0 N 3 C ci cl ci AN N.-N Cl Br

CF

3 (11-1-11) (11-1-12) (H-1-13)

H

3 C NH H C NH H C NH Cl 0 N CiO NClO N N 0 N H N NH NH NCN cicl ci CN N C N 0NH 9 NH N (-NH N 0 0 ci N i N c NN I' N AN

CF

3 CI Br (11-1-21) (11-1-22) (11-1-23) -22 H 3 C H3 H 3 C H 3 C H C ZNH Hc~ H 3 C> ) H 3 C NH H3C NH Cl O NC CIO0 NH N C1H N N N C

H

3 CHC ci N ci

CF

3 Br

CF

3 (E-1-24) (1-1-26) (11-1-27) H C

H

3 C.> HO 'N

H

3 C NH NH H 3 C NH Cl Br Br -~ 0 N 0 N 0 NH N NH N NH N cl0 H 0 NPHC0 N Cl CI Cl N N N Br

CF

3 CF 3 (11-1-29) (11-1-30) (1-1-31) H 3 ~ H3C> 3

H

3 C NH

H

3 C NH

H

3 CNH Br N Br N Br NH N NH H NH N H 3 C H 3 C II 0 H 3 C C, 0 BrNB N N c

CF

3 CF 3 (H-1-32) (11-1-33) (11-1-38)

H

3 C" NH

H

3 C "ZNH 3 N Br Br 0 NC 0 N 0 NH NNH NNH N'

H

3 c0 NP H 3 C I> p H 3 c0 NP NN 0 Br Br

CF

3 (11-1-39) (11-1-40) (11-1-42) -23 H 3 C NH H 3 C NH HsNH S 1 0 HC NH NNH HC N NH N NH N

H

3 0 NjP

H

3 C 0 N

H

3 CI

CF

3 CF 3 Br (11-1-43) (11-1-44) (1-1-50)

H

3 C NH NH H 3 C NH B Br N Br NH NH H NH N H 3 C B r B r N C\ Cl \Br C Br

CF

3 CF 3 (11- 1-5 1) (11-1-52) (11-1-53)

H

3 C NH

H

3 C NH

H

3 C..NH )#NNH INH NH NNH N B r Sr Br 0i Nc0i- B 0 5CF 3 CF 3 ci (11-1-54) (11-1-55)(1-56

V

3 NH

H

3 C NH 3CNH Br 0Br,' Br NH 0 NH0N NH INH NH N Br Br Br I N i N 0 Ci CI Br -24 H3 H3C

H

3 C.~

H

3 C NH

H

3 C NH

H

3 C NH B r O B r B r O N0 C N Co N CI NH NNH NNH N Br Br ca 0 H 0 N C \ N PCH, Br Br

CF

3 (H-1-65) (11-1-66) (11-1-67) H3CHNCCHa H%, N CH 3 H 3 CN- CH 3 Br Br CI H C NN NH N Br

H

3 C N N C CIa

CF

3 c (H1-7) ( - -72 N N N Br CF3 Ci H3N 0C3H N ,C3H N 0CH NH NNH NNH Br ci ci 0 NP0 N 0 NP. 5 Br Br

CF

3

H

3 C..

NCH

3 HN'

CH

3 Br N 0 N 0 NH NH N' Br oH 3 C

CF

3

CF

3 -25 Emphasis is given to the following -specifically mentioned active compound combinations (2-compound mixtures) comprising a compound of the formula (I) (group 1) or an acaricidally active compound of group 2 and a compound of the formula (U-1): No. Active compound combination No Active compound combination comprising

-

comprising la) (I-1) and (11-1-1) 28a) (1-1) and (11-1-39) 1b) (1-2) and (11-1-1) 28b) (1-2) and (U-1-39) Ic) (2-2) abamectin and (H-1-1) 28c) (2-2) abamectin and (11-1-39) Id) (2-5) diafenthiuron and (U-I-I) 28d) (2-5) diafenthiuron and (1-1-39) le) (2-17) spinosad and (11-1-1) 28e) (2-17) spinosad and (11-1-39) If) (2-20) endosulfan and (H-1-1) 28f) (2-20) endosulfan and (11-1-39) 2a) (1-1) and (U-1-2) 29a) (I-1) and (1-1-40) 2b) (1-2) and (11-1-2) 29b) (1-2) and (11-1-40) 2c) (2-2) abamectin and (11-1-2) 29c) (2-2) abamectin and (1- -40) 2d) (2-5) diafenthiuron and (11-1-2) 29d) (2-5) diafenthiuron and (11-1-40) 2e) (2-17) spinosad and (11-1-2) 29e) (2-17) spinosad and (U-1-40) 2f) (2-20) endosulfan and (11-1-2) 29f) (2-20) endosulfan and (11-140) 3a) (I-1) and (11-1-3) 30a) (1-1) and (11-1-42) 3b) (1-2) and (11-1-3) 30b) (1-2) and (1-1-42) 3c) (2-2) abamectin and (1-1-3) 30c) (2-2) abamectin and (11-1-42) 3d) (2-5) diafenthiuron and (11-1-3) 30d) (2-5) diafenthiuron and (1-1-42) 3e) (2-17) spinosad and (11-1-3) 30e) (2-17) spinosad and (1-1-42) 3f) (2-20) endosulfan and (11-1-3) 30f) (2-20) endosulfan and (11-142) 4a) (I-1) and (11-1-4) 31a) (I-1) and (U-1-43) 4b) (1-2) and (1-1-4) 31b) (1-2) and (11-143) 4c) (2-2) abamectin and (11-1-4) 31 c) (2-2) abamectin and (U-1-43) 4d) (2-5) diafenthiuron and (1-1-4) 31d) (2-5) diafenthiuron and (1-1-43) 4e) (2-17) spinosad and (1-1-4) 3 le) (2-17) spinosad and (U-1-43) 4f) (2-20) endosulfan and (H-1-4) 31f) (2-20) endosulfan and (1-1-43) 5a) (I-1) and (11-1-5) 32a) (I-1) and (1-144) 5b) (1-2) and (11-1-5) 32b) (1-2) and (11-1-44) 5c) (2-2) abamectin and (11-1-5) 32c) (2-2) abamectin and (11-1-44) 5d) (2-5) diafenthiuron and (11-1-5) 32d) (2-5) diafenthiuron and (1-1-44) 5e) (2-17) spinosad and (11-1-5) 32e) (2-17) spinosad and (11-1-44) 5f) (2-20) endosulfan and (H-1-5) 32f) (2-20) endosulfan and (1-1-44) 6a) (I-1) and (11-1-6) 33a) (I-1) and (U-1-50) 6b) (1-2) and (1-1-6) 33b) (1-2) and (U-1-50) 6c) (2-2) abamectin and (II-1-6) 33c) (2-2) abamectin and (11-1-50) 6d) (2-5) diafenthiuron and (1-1-6) 33d) (2-5) diafenthiuron and (B-1-50) 6e) (2-17) spinosad and (1-1-6) 33e) (2-17) spinosad and (11-1-50) 6f) (2-20) endosulfan and (H-1-6) 33f) (2-20) endosulfan and (H-1-50) 7a) (1-1) and (11-1-7) 34a) (1-1) and (1-1-51) 7b) (1-2) and (11-1-7) 34b) (1-2) and (11-1-5 1) 7c) (2-2) abamectin and (11-1-7) 34c) (2-2) abamectin and (U-1-51) 7d) (2-5) diafenthiuron and (11-1-7) 34d) (2-5) diafenthiuron and (H-1-5 1) -26 No. Active compound combination No. Active compound combination comprising comprising 7e) (2-17) spinosad and (H-1-7) 34e) (2-17) spinosad and (11-1-51) 7f) (2-20) endosulfan and (11-1-7) 34f) (2-20) endosulfan and (fl-1-51) 8a) (I-1) and (1-1-8) 35a) (I-1) and (1-1-52) 8b) (1-2) and (11-1-8) 35b) (1-2) and (11-1-52) 8c) (2-2) abamectin and (1-1 -8) 35c) (2-2) abamectin and (11-1-52) 8d) (2-5) diafenthiuron and (11-1-8) 35d) (2-5) diafenthiuron and (11-1-52) 8e) (2-17) spinosad and (1-1-8) 35e) (2-17) spinosad and (H-1-52) 8f) (2-20) endosulfan and (H-1-8) 35f) (2-20) endosulfan and (E-1-52) 9a) (I-1) and (11-1-9) 36a) (I-1) and (1-1-53) 9b) (1-2) and (H-1-9) 36b) (1-2) and (11-1-53) 9c) (2-2) abamectin and (H-1-9) 36c) (2-2) abamectin and (1-1-53) 9d) (2-5) diafenthiuron and (11-1-9) 36d) (2-5) diafenthiuron and (11-1-53) 9e) (2-17) spinosad and (11-1-9) 36e) (2-17) spinosad and (I-1 -53) 9f) (2-20) endosulfan and (1]-1-9) 36f) (2-20) endosulfan and (H-1-53) 10a) (1-1) and (1-1-11) 37a) (I-1) and (11-1-54) 1Ob) (1-2) and (U-1-11) 37b) (1-2) and (U-1-54) I0c) (2-2) abamectin and (11-1-11) 37c) (2-2) abamectin and (U-1-54) 1Od) (2-5) diafenthiuron and (11-1-11) 37d) (2-5) diafenthiuron and (11-1-54) 10e) (2-17) spinosad and (11-1-11) 37e) (2-17) spinosad and (11-1-54) 100 (2-20) endosulfan and (11-1-11) 37f) (2-20) endosulfan and (11-1-54) 1 la) (1-1) and (1-1-12) 38a) (1-1) and (1-1-55) 1 lb) (1-2) and (1-1-12) 38b) (1-2) and (El-1-55) I Ic) (2-2) abamectin and (1-1-12) 38c) (2-2) abamectin and (11-1-55) I Id) (2-5) diafenthiuron and (1-1-12) 38d) (2-5) diafenthiuron and (11-1-55) I le) (2-17) spinosad and (11-1-12) 38e) (2-17) spinosad and (11-1-55) 11f) (2-20) endosulfan and (11-1-12) 38f) (2-20) endosulfan and (1-1-55) 12a) (1-1) and (11-1-13) 39a) (1-1) and (H-1-56) 12b) (1-2) and (H-1-13) 39b) (1-2) and (H-1-56) 12c) (2-2) abamectin and (11-1-13) 39c) (2-2) abamectin and (11-1-56) 12d) (2-5) diafenthiuron and (1-1-13) 39d) (2-5) diafenthiuron and (11-1-56) 12e) (2-17) spinosad and (11-1-13) 39e) (2-17) spinosad and (1-1-56) 12f) (2-20) endosulfan and (11-1-13) 39f) (2-20) endosulfan and (11-1-56) 13a) (1-1) and (1-1-15) 40a) (1-1) and (1-1-57) 13b) (1-2) and (11-1-15) 40b) (1-2) and (11-1-57) 13c) (2-2) abamectin and (1-1-15) 40c) (2-2) abamectin and (H-1-57) 13d) (2-5) diafenthiuron and (1-1-15) 40d) (2-5) diafenthiuron and (11-1-57) 13e) (2-17) spinosad and (1-1-15) 40e) (2-17) spinosad and (H-1-57) 13f) (2-20) endosulfan and (1-1-15) 40f) (2-20) endosulfan and (H-1-57) 14a) (1-1) and (11-1-16) 41a) (I-1) and (H-1-58) 14b) (1-2) and (1-1-16) 41b) (1-2) and (11-1-58) 14c) (2-2) abamectin and (H-1-16) 41c) (2-2) abamectin and (1-1-58) 14d) (2-5) diafenthiuron and (1-1-16) 41d) (2-5) diafenthiuron and (11-1-58) 14e) (2-17) spinosad and (H-1-16) 41e) (2-17) spinosad and (11-1-58) 14f) (2-20) endosulfan and (1-1-16) 41f) (2-20) endosulfan and (11-1-58) 15a) (1-1) and (H-1-19) 42a) (I-1) and (-1-60) - 27 No. Active compound combination No. Active compound combination comprising comprising 15b) (1-2) and (1-1-19) 42b) (1-2) and (U--1-60) 15c) (2-2) abamectin and (H-1-19) 42c) (2-2) abamectin and (H-1-60) 15d) (2-5) diafenthiuron and (H-1-19) 42d) (2-5) diafenthiuron and (11-1-60) I5e) (2-17) spinosad and (II-1-19) 42e) (2-17) spinosad and (H-1-60) 150 (2-20) endosulfan and (H-1-19) 420 (2-20) endosulfan and (11-1-60) 16a) (I-1) and (1-1-21) 43a) (I-1) and (H-1-61) 16b) (1-2) and (H-1-21) 43b) (1-2) and (1-1-61) 16c) (2-2) abamectin and (11-1-21) 43c) (2-2) abarnectin and (II-1-61) 16d) (2-5) diafenthiuron and (11-1-21) 43d) (2-5) diafenthiuron and (11-1-61) 16e) (2-17) spinosad and (1-1-21) 43e) (2-17) spinosad and (1-1-61) 16f) (2-20) endosulfan and (U-1-21) 43f) (2-20) endosulfan and (11-1-61) 17a) (1-1) and (H-1-22) 44a) (1-1) and (11-1-62) 17b) (1-2) and (H-1-22) 44b) (1-2) and (II-1-62) 17c) (2-2) abamectin and (11-1-22) 44c) (2-2) abarnectin and (11-1-62) 17d) (2-5) diafenthiuron and (11-1-22) 44d) (2-5) diafenthiuron and (H-1-62) I7e) (2-17) spinosad and (H-1-22) 44e) (2-17) spinosad and (1-1-62) 17f) (2-20) endosulfan and (1-1-22) 44f) (2-20) endosulfan and (11-1-62) 18a) (I-1) and (]1-1-23) 45a) (I-1) and (11-1-64) 18b) (1-2) and (11-1-23) 45b) (1-2) and (11-1-64) 18c) (2-2) abarnectin and (11- -23) 45c) (2-2) abamectin and (D-1 -64) 18d) (2-5) diafenthiuron and (11-1-23) 45d) (2-5) diafenthiuron and (11-1-64) 18e) (2-17) spinosad and (H-1-23) 45e) (2-17) spinosad and (II-1-64) 18f) (2-20) endosulfan and (11-1-23) 450 (2-20) endosulfan and (H-1-64) 19a) (I-1) and (11-1-24) 46a) (1-1) and (H-1-65) 19b) (1-2) and (H-1-24) 46b) (1-2) and (]1-1-65) 19c) (2-2) abamectin and (H-1-24) 46c) (2-2) abamectin and (]1-1-65) 19d) (2-5) diafenthiuron and (11-1.24) 46d) (2-5) diafenthiuron and (H-1-65) 19e) (2-17) spinosad and (H-1-24) 46e) (2-17) spinosad and (1-1-65) 19f) (2-20) endosulfan and (H-1-24) 46f) (2-20) endosulfan and (11-1-65) 20a) (I-1) and (11-1-26) 47a) (I-1) and (H-1-66) 20b) (1-2) and (H-1-26) 47b) (1-2) and (H-1-66) 20c) (2-2) abamectin and (11-1-26) 47c) (2-2) abamectin and (H-1-66) 20d) (2-5) diafenthiuron and (11-1-26) 47d) (2-5) diafenthiuron and (H-1-66) 20e) (2-17) spinosad and (11-1-26) 47e) (2-17) spinosad and (11-1-66) 20f) (2-20) endosulfan and (]1-1-26) 47f) (2-20) endosulfan and (H-1-66) 21a) (I-1) and (11-1-27) 48a) (I-) and (H-1-67) 21b) (1-2) and (11-1-27) 48b) (1-2) and (]1-1-67) 21c) (2-2) abamectin and (H-1-27) 48c) (2-2) abamectin and (11-1-67) 21d) (2-5) diafenthiuron and (1-1-27) 48d) (2-5) diafenthiuron and (11-1-67) 21e) (2-17) spinosad and (H-1-27) 48e) (2-17) spinosad and (U1-1-67) 21f) (2-20) endosulfan and (11-1-27) 48f) (2-20) endosulfan and (11-1-67) 22a) (1-1) and (H-1-29) 49a) (1-1) and (1-1-68) 22b) (1-2) and (11-1-29) 49b) (1-2) and (11-1-68) 22c) (2-2) abamectin and (1-1-29) 49c) (2-2) abamectin and (11-1-68) 22d) (2-5) diafenthiuron and (11-1-29) 49d) (2-5) diafenthiuron and (-1-68) -28 No, Active compound combination No Active compound combination comprising

-

comprising 22e) (2-17) spinosad and (11-1-29) 49e) (2-17) spinosad and (11-1-68) 220 (2-20) endosulfan and (11-1-29) 49f) (2-20) endosulfan and (11-1-68) 23a) (I-1) and (11-1-30) 50a) (I-1) and (11-1-69) 23b) (1-2) and (H-1-30) 50b) (1-2) and (11-1-69) 23c) (2-2) abamectin and (H-1-30) 50c) (2-2) abamectin and (11-1-69) 23d) (2-5) diafenthiuron and (11-1-30) 50d) (2-5) diafenthiuron and (11-1-69) 23e) (2-17) spinosad and (U-1-30) 50e) (2-17) spinosad and (1-1-69) 230 (2-20) endosulfan and (11-1-30) 50f) (2-20) endosulfan and (11-1-69) 24a) (I-1) and (11-1-31) 51a) (I-1) and (1-1-70) 24b) (1-2) and (11-1-31) 51b) (1-2) and (]1-1-70) 24c) (2-2) abamectin and (11-1-3 1) - 51c) (2-2) abamectin and (D-1-70) 24d) (2-5) diafenthiuron and (1-1-31) 51d) (2-5) diafenthiuron and (11-1-70) 24e) (2-17) spinosad and (11-1-31) 51 e) (2-17) spinosad and (1-1-70) 24f) (2-20) endosulfan and (11-1-3 1) 51f) (2-20) endosulfan and (11-1-70) 25a) (I-1) and (1-1-32) 52a) (1-1) and (II-1-7 1) 25b) (1-2) and (H-1-32) 52b) (1-2) and (11-1-7 1) 25c) (2-2) abamectin and (]1-1-32) 52c) (2-2) abamectin and (H-1-7 1) 25d) (2-5) diafenthiuron and (11-1-32) 52d) (2-5) diafenthiuron and (11-1-71) 25e) (2-17) spinosad and (11-1-32) 52e) (2-17) spinosad and (11-1-71) 25f) (2-20) endosulfan and (11-1-32) 52f) (2-20) endosulfan and (H-1-71) 26a) (1-1) and (11-1-33) 53a) (I-1) and (11-1-72) 26b) (1-2) and (11-1-33) 53b) (1-2) and (1-1-72) 26c) (2-2) abamectin and (11-1-33) 53c) (2-2) abamectin and (1-1-72) 26d) (2-5) diafenthiuron and (H-1-33) 53d) (2-5) diafenthiuron and (1-1-72) 26e) (2-17) spinosad and (1-1-33) 53e) (2-17) spinosad and (11-1-72) 26f) (2-20) endosulfan and (1-1-33) 53f) (2-20) endosulfan and (11-1-72) 27a) (I-1) and (11-1-3 8) 27b) (1-2) and (11-1-38) 27c) (2-2) abamectin and (11-1-38) 27d) (2-5) diafenthiuron and (1-1-38) 27e) (2-17) spinosad and (1-1-38) 27f) (2-20) endosulfan and (11-1-38) However, the general or preferred radical definitions or illustrations listed above can also be combined with one another as desired, i.e. between their respective ranges and preferred ranges. The definitions apply to the end products and, correspondingly, to precursors and intermediates. 5 Preference according to the invention is given to active compound combinations comprising compounds of the formula (1) or a compound of group 2 and at least one compound of the formula (H), where the individual radicals are a combination of the meanings listed above as being preferred (preferable). 10 - 29 Particular preference according to the invention is given to active compound combinations comprising compounds of the formula (I) or a compound of group 2 and at least one compound of formula (II), where the individual radicals are a combination of the meanings listed above as being particularly preferred. 5 Very particular preference according to the invention is given to active compound combinations comprising compounds of formula (I) or a compound of group 2 and at least one compound of formula (II), where the individual radicals are a combination of the meanings listed above as being very particularly preferred. Saturated or unsaturated hydrocarbon radicals, such as alkyl or alkenyl, can in each case be 10 straight-chain or branched as far as this is possible, including in combination with heteroatoms, such as, for example, in alkoxy. Optionally substituted radicals can be mono- or polysubstituted, where in the case of polysubstitution the substituents can be identical or different. In addition, the active compound combinations may also comprise further fungicidally, 15 acaricidally or insecticidally active additives. If the active compounds in the active compound combinations according to the invention are present in certain weight ratios, the synergistic effect is particularly pronounced. However, the weight ratios of the active compounds in the active compound combinations can be varied within 20 a relatively wide range. In general, the combinations according to the invention comprise active compounds of the formula (I) or a compound of group 2 and the mixing partner of the formula (II) in the preferred and particularly preferred mixing ratios given. The preferred mixing ratio is from 500:1 to 1:50. 25 The particularly preferred mixing ratio is from 25:1 to 1:10. The mixing ratios are based on weight ratios. The ratio is to be understood as meaning active compound of the formula (I): mixing partner of the formula (II) or as a ratio of a compound of group 2: mixing partner of the formula (II). composition comprising a synergistically effective active compound combination of one 30 compound of the formula (I) selected from O

C-CH

2

-C(CH

3

)

3 0 CH3 O CH3 O CH3 - 29a O CH3 H 5CH3 5 C1 (1-2) or one acaricidally active compound (group 2) selected from 10 (2-2) abamectin, (2-5) diafenthiuron, (2-17) spinosad, (2-20) endosulfan and at least one active compound of the formula (11-1) 15 R2 R3, 0 R H RN N N 20 in which R 5 R4R 9 R2 represents hydrogen or methyl,

R

3 represents

C

1

-C

4 -alkyl, 25 R 4 represents methyl, trifluoromethyl, trifluoromethoxy, fluorine, chlorine, bromine or iodine R represents hydrogen, fluorine, chlorine, bromine, iodine, trifluoromethyl or trifluoromethoxy R7 represents chlorine or bromine, R9 represents trifluoromethyl, chlorine, bromine, difluoromethoxy or trifluoroethoxy, in a weight ratio of 25:1 to 1:10. 30 In a further embodiment, the present invention provides a composition comprising a synergistically effective amount of abamectin and C H \ NH 35 ci NH CH3 0 Cl - 29b (II-1-4), wherein the ratio of abamectin to 11-1-4 is in a weight ratio of 25:1 to 1:10. 5 It is to be understood that, if any prior art publication is referred to herein, such reference does not constitute an admission that the publication forms a part of the common general knowledge in the art, in Australia or any other country. 10 In the claims which follow and in the preceding description of the invention, except where the context requires otherwise due to express language or necessary implication, the word "comprise" or variations such as "comprises" or "comprising" is used in an inclusive sense, i.e. to specify the presence of the stated features but not to preclude the presence or addition of further features in various embodiments of the invention. 15 The active compound combinations according to the invention are suitable for controlling animal pests, preferably arthropods and nematodes, in particular insects and arachnids, found in agriculture, in animal health, in forests, in the protection of stored products and materials and in -30 the hygiene sector. They are active against normally sensitive and resistant species, and against all or individual developmental stages. The abovementioned pests include: From the order of the Isopoda, for example, Oniscus asellus, Armadillidium vulgare, Porcellio scaber. 5 From the order of the Diplopoda, for example, Blaniulus guttulatus. From the order of the Chilopoda, for example, Geophilus carpophagus, Scutigera spp. From the order of the Symphyla, for example, Scutigerella immaculata. From the order of the Thysanura, for example, Lepisma saccharina. From the order of the Collembola, for example, Onychiurus armatus. 10 From the order of the Orthoptera, for example, Acheta domesticus, Gryllotalpa spp., Locusta migratoria migratorioides, Melanoplus spp., Schistocerca gregaria. From the order of the Blattaria, for example, Blatta orientalis, Periplaneta americana, Leucophaea maderae, Blattella germanica. From the order of the Dermaptera, for example, Forficula auricularia. 15 From the order of the Isoptera, for example, Reticulitermes spp. From the order of the Phthiraptera, for example, Pediculus humanus corporis, Haematopinus spp., Linognathus spp., Trichodectes spp., Damalinia spp. From the order of the Thysanoptera, for example, Hercinothrips femoralis, Thrips tabaci, Thrips palmi, Frankliniella occidentalis. 20 From the order of the Heteroptera, for example, Eurygaster spp., Dysdercus intermedius, Piesma quadrata, Cimex lectularius, Rhodnius prolixus, Triatoma spp. From the order of the Homoptera, for example, Aleurodes brassicae, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Brevicoryne brassicae, Cryptomyzus ribis, Aphis fabae, Aphis pomi, Eriosoma lanigerum, Hyalopterus arundinis, Phylloxera vastatrix, Pemphigus spp., 25 Macrosiphum avenae, Myzus spp., Phorodon humuli, Rhopalosiphum padi, Empoasca spp., Euscelis bilobatus, Nephotettix cincticeps, Lecanium corni, Saissetia oleae, Laodelphax striatellus, Nilaparvata lugens, Aonidiella aurantii, Aspidiotus hederae, Pseudococcus spp., Psylla spp. From the order of the Lepidoptera, for example, Pectinophora gossypiella, Bupalus piniarius, Cheimatobia brumata, Lithocolletis blancardella, Hyponomeuta padella, Plutella xylostella, 30 Malacosoma neustria, Euproctis chrysorrhoea, Lymantria spp., Bucculatrix thurberiella, Phyllocnistis citrella, Agrotis spp., Euxoa spp., Feltia spp., Earias insulana, Heliothis spp., Mamestra brassicae, Panolis flammea, Spodoptera spp., Trichoplusia ni, Carpocapsa pomonella, Pieris spp., Chilo spp., Pyrausta nubilalis, Ephestia kuehniella, Galleria mellonella, Tineola bisselliella, Tinea pellionella, Hofmannophila pseudospretella, Cacoecia podana, Capua reticulana, 35 Choristoneura fumiferana, Clysia ambiguella, Homona magnanima, Tortrix viridana, Cnaphalocerus spp., Oulema oryzae.

-31 From the order of the Coleoptera, for example, Anobium punctatum, Rhizopertha dominica, Bruchidius obtectus, Acanthoscelides obtectus, Hylotrupes bajulus, Agelastica alni, Leptinotarsa decemlineata, Phaedon cochleariae, Diabrotica spp., Psylliodes chrysocephala, Epilachna varivestis, Atomaria spp., Oryzaephilus surinamensis, Anthonomus spp., Sitophilus spp., 5 Otiorrhynchus sulcatus, Cosmopolites sordidus, Ceuthorrhynchus assimilis, Hypera postica, Dermestes spp., Trogoderma spp., Anthrenus spp., Attagenus spp., Lyctus spp., Meligethes aeneus, Ptinus spp., Niptus hololeucus, Gibbium psylloides, Tribolium spp., Tenebrio molitor, Agriotes spp., Conoderus spp., Melolontha melolontha, Amphimallon solstitialis, Costelytra zealandica, Lissorhoptrus oryzophilus. 10 From the order of the Hymenoptera, for example, Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis, Vespa spp. From the order of the Diptera, for example, Aedes spp., Anopheles spp., Culex spp., Drosophila melanogaster, Musca spp., Fannia spp., Calliphora erythrocephala, Lucilia spp., Chrysomyia spp., Cuterebra spp., Gastrophilus spp., Hyppobosca spp., Stomoxys spp., Oestrus spp., Hypoderma 15 spp., Tabanus spp., Tannia spp., Bibio hortulanus, Oscinella frit, Phorbia spp., Pegomyia hyoscyami, Ceratitis capitata, Dacus oleae, Tipula paludosa, Hylemyia spp., Liriomyza spp. From the order of the Siphonaptera, for example, Xenopsylla cheopis, Ceratophyllus spp. From the class of the Arachnida, for example, Scorpio maurus, Latrodectus mactans, Acarus siro, Argas spp., Ornithodoros spp., Dermanyssus gallinae, Eriophyes ribis, Phyllocoptruta oleivora, 20 Boophilus spp., Rhipicephalus spp., Amblyomma spp., Hyalomma spp., Ixodes spp., Psoroptes spp., Chorioptes spp., Sarcoptes spp., Tarsonemus spp., Bryobia praetiosa, Panonychus spp., Tetranychus spp., Hemitarsonemus spp., Brevipalpus spp. The plant-parasitic nematodes include, for example, Pratylenchus spp., Radopholus similis, 25 Ditylenchus dipsaci, Tylenchulus semipenetrans, Heterodera spp., Globodera spp., Meloidogyne spp., Aphelenchoides spp., Longidorus spp., Xiphinema spp., Trichodorus spp., Bursaphelenchus spp. The active compound combinations can be converted into the customary formulations such as 30 solutions, emulsions, wettable powders, suspensions, powders, dusts, pastes, soluble powders, granules, suspension-emulsion concentrates, natural and synthetic materials impregnated with active compound, and microencapsulations in polymeric materials. These formulations are produced in a known manner, for example by mixing the active compounds 35 with extenders, that is, liquid solvents and/or solid carriers, optionally with the use of surfactants, that is, emulsifiers and/or dispersants, and/or foam formers.

-32 If the extender used is water, it is also possible, for example, to use organic solvents as cosolvents. The following are essentially suitable as liquid solvents: aromatics such as xylene, toluene or alkylnaphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons such as 5 chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffins, for example mineral oil fractions, mineral and vegetable oils, alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, or else water. 10 Suitable solid carriers are: for example ammonium salts and ground natural minerals such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and ground synthetic materials such as highly disperse silica, alumina and silicates; suitable solid carriers for granules are: for example 15 crushed and fractionated natural rocks such as calcite, marble, pumice, sepiolite and dolomite, or else synthetic granules of inorganic and organic meals, and granules of organic material such as sawdust, coconut shells, com cobs and tobacco stalks; suitable emulsifiers and/or foam formers are: for example nonionic and anionic emulsifiers such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkylsulfonates, 20 alkyl sulfates, arylsulfonates, or else protein hydrolysates; suitable dispersants are: for example lignosulfite waste liquors and methylcellulose. Tackifiers such as carboxymethylcellulose and natural and synthetic polymers in the form of powders, granules or latices, such as gum arabic, polyvinyl alcohol and polyvinyl acetate, or else 25 natural phospholipids such as cephalins and lecithins and synthetic phospholipids can be used in the formulations. Other possible additives are mineral and vegetable oils. It is possible to use colorants such as inorganic pigments, for example iron oxide, titanium oxide and Prussian Blue, and organic colorants such as alizarin colorants, azo colorants and metal 30 phthalocyanine colorants, and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc. The formulations generally comprise between 0.1 and 95% by weight of active compound, preferably between 0.5 and 90%. 35 The active compound combinations according to the invention can be present in their -33 commercially available formulations and in the use forms, prepared from these formulations, as a mixture with other active compounds, such as insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth-regulating substances or herbicides. The insecticides include, for example, phosphates, carbamates, carboxylates, chlorinated hydrocarbons, 5 phenylureas and substances produced by microorganisms, inter alia. Mixtures with other known active compounds such as herbicides or with fertilizers and growth regulators are also possible. 10 When used as insecticides, the active compound combinations according to the invention can furthermore be present in their commercially available formulations and in the use forms, prepared from these formulations, as a mixture with synergists. Synergists are compounds which increase the action of the active compounds, without it being necessary for the synergist added to be active itself. 15 The active compound content of the use forms prepared from the commercially available formulations can vary within wide limits. The active compound concentration of the use forms can be from 0.0000001 to 95% by weight of active compound, preferably between 0.0001 and 1% by weight. 20 The compounds are employed in a customary manner appropriate for the use forms. When used against hygiene pests and stored-product pests, the active compound combinations are distinguished by an excellent residual action on wood and clay as well as good stability to alkali on 25 limed substrates. The active compound combinations according to the invention are not only active against plant pests, hygiene pests and stored-product pests, but also, in the veterinary medicine sector, against animal parasites (ectoparasites) such as hard ticks, soft ticks, mange mites, harvest mites, flies 30 (stinging and licking), parasitizing fly larvae, lice, head lice, bird lice and fleas. These parasites include: From the order of the Anoplurida, for example, Haematopinus spp., Linognathus spp., Pediculus spp., Phtirus spp., Solenopotes spp. From the order of the Mallophagida and the suborders Amnblycerina and Ischnocerina, for example, 35 Trimenopon spp., Menopon spp., Trinoton spp., Bovicola spp., Werneckiella spp., Lepikentron spp., Damalina spp., Trichodectes spp., Felicola spp.

-34 From the order Diptera and the suborders Nematocerina and Brachycerina, for example, Aedes spp., Anopheles spp., Culex spp., Simulium spp., Eusimulium spp., Phlebotomus spp., Lutzomyia spp., Culicoides spp., Chrysops spp., Hybomitra spp., Atylotus spp., Tabanus spp., Haematopota spp., Philipomyia spp., Braula spp., Musca spp., Hydrotaea spp., Stomoxys spp., Haematobia spp., 5 Morellia spp., Fannia spp., Glossina spp., Calliphora spp., Lucilia spp., Chrysomyia spp., Wohlfahrtia spp., Sarcophaga spp., Oestrus spp., Hypoderma spp., Gasterophilus spp., Hippobosca spp., Lipoptena spp., Melophagus spp. From the order of the Siphonapterida, for example, Pulex spp., Ctenocephalides spp., Xenopsylla spp., Ceratophyllus spp. 10 From the order of the Heteropterida, for example, Cimex spp., Triatoma spp., Rhodnius spp., Panstrongylus spp. From the order of the Blaftarida, for example, Blatta orientalis, Periplaneta americana, Blattella germanica, Supella spp. From the subclass of the Acaria (Acarida) and the orders of the Meta- and Mesostigmata, for 15 example, Argas spp., Ornithodorus spp., Otobius spp., Ixodes spp., Amblyomma spp., Boophilus spp., Dermacentor spp., Haemophysalis spp., Hyalommna spp., Rhipicephalus spp., Dermanyssus spp., Raillietia spp., Pneumonyssus spp., Sternostoma spp., Varroa spp. From the order of the Actinedida (Prostigmata) and Acaridida (Astigmata), for example, Acarapis spp., Cheyletiella spp., Ornithocheyletia spp., Myobia spp., Psorergates spp., Demodex spp., 20 Trombicula spp., Listrophorus spp., Acarus spp., Tyrophagus spp., Caloglyphus spp., Hypodectes spp., Pterolichus spp., Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes spp., Notoedres spp., Knemidocoptes spp., Cytodites spp., Laminosioptes spp. The active compound combinations according to the invention are also suitable for controlling 25 arthropods which attack agricultural livestock such as, for example, cattle, sheep, goats, horses, pigs, donkeys, camels, buffaloes, rabbits, chickens, turkeys, ducks, geese, honey-bees, other domestic animals such as, for example, dogs, cats, caged birds, aquarium fish and so-called experimental animals such as, for example, hamsters, guinea pigs, rats and mice. By controlling these arthropods, cases of death and reductions in productivity (for meat, milk, wool, hides, eggs, 30 honey and the like) should be diminished, so that more economical and simpler animal husbandry is possible by the use of the active compound combinations according to the invention. The active compound combinations according to the invention are used in the veterinary sector in a known manner by enteral administration in the form of, for example, tablets, capsules, potions, 35 drenches, granules, pastes, boluses, the feed-through method, suppositories, by parenteral administration such as, for example, by injections (intramuscularly, subcutaneously, intravenously, -35 intraperitoneally and the like), implants, by nasal administration, by dermal administration in the form of, for example, immersing or dipping, spraying, pouring-on, spotting-on, washing, dusting, and with the aid of active-compound-comprising moulded articles such as collars, ear tags, tail tags, limb bands, halters, marking devices and the like. 5 When used for cattle, poultry, domestic animals and the like, the active compound combinations can be applied as formulations (for example powders, emulsions, flowables) comprising the active compounds in an amount of I to 80% by weight, either directly or after 100- to 10 000-fold dilution, or they may be used as a chemical dip. 10 Moreover, it has been found that the active compound combinations according to the invention show a potent insecticidal action against insects which destroy industrial materials. The following insects may be mentioned by way of example and with preference, but not by way 15 of limitation: Beetles such as Hylotrupes bajulus, Chlorophorus pilosis, Anobium punctatum, Xestobium rufovillosum, Ptilinus pecticomis, Dendrobium pertinex, Emobius mollis, Priobium carpini, Lyctus brunneus, Lyctus africanus, Lyctus planicollis, Lyctus linearis, Lyctus pubescens, Trogoxylon aequale, Minthes rugicollis, Xyleborus spec., Tryptodendron spec., Apate monachus, 20 Bostrychus capucins, Heterobostrychus brunneus, Sinoxylon spec., Dinoderus minutus. Dermapterans such as Sirex juvencus, Urocerus gigas, Urocerus gigas taignus, Urocerus augur. Termites such as Kalotermes flavicollis, Cryptotermes brevis, Heterotermes indicola, Reticulitermes flavipes, Reticulitermes santonensis, Reticulitermes lucifugus, Mastotermes darwiniensis, Zootermopsis nevadensis, Coptotermes formosanus. 25 Bristle-tails such as Lepisma saccharina. Industrial materials in the present context are understood as meaning non-living materials such as, preferably, polymers, adhesives, glues, paper and board, leather, wood, timber products and paints. 30 The material which is to be protected from insect attack is very particularly preferably wood and timber products. Wood and timber products which can be protected by the composition according to the invention, or mixtures comprising it, are to be understood as meaning, for example: 35 Construction timber, wooden beams, railway sleepers, bridge components, jetties, vehicles made of wood, boxes, pallets, containers, telephone poles, wood lagging, windows and doors made of -36 wood, plywood, chipboard, joinery, or timber products which quite generally are used in house construction or building joinery. The active compound combinations can be used as such, in the form of concentrates or generally 5 customary formulations such as powders, granules, solutions, suspensions, emulsions or pastes. The abovementioned formulations can be prepared in a manner known per se, for example by mixing the active compounds with at least one solvent or diluent, emulsifier, dispersant and/or binder or fixative, water repellant, if desired desiccants and UV stabilizers, and if desired colorants 10 and pigments and other processing auxiliaries. The insecticidal compositions or concentrates used for protecting wood and timber products comprise the active compound according to the invention in a concentration of 0.0001 to 95% by weight, in particular 0.001 to 60% by weight. 15 The amount of composition or concentrate employed depends on the species and the abundance of the insects and on the medium. The optimal quantity to be employed can be determined in each case by test series upon application. In general, however, it will suffice to employ 0.0001 to 20% by weight, preferably 0.001 to 10% by weight, of the active compound, based on the material to be 20 protected. A suitable solvent and/or diluent is an organochemical solvent or solvent mixture and/or an oily or oil-type organochemical solvent or solvent mixture of low volatility and/or a polar organochemical solvent or solvent mixture and/or water and, if appropriate, an emulsifier and/or wetter. 25 Organochemical solvents which are preferably employed are oily or oil-type solvents with an evaporation number of above 35 and a flash point of above 30*C, preferably above 45*C. Such oily and oil-type solvents which are insoluble in water and of low volatility and which are used are suitable mineral oils or their aromatic fractions or mineral-oil-containing solvent mixtures, 30 preferably white spirit, petroleum and/or alkylbenzene. Mineral oils with a boiling range of 170 to 220*C, white spirit with a boiling range of 170 to 220*C, spindle oil with a boiling range of 250 to 350*C, petroleum and aromatics with a boiling range of 160 to 280*C, oil of turpentine, and the like are advantageously used. 35 In a preferred embodiment, liquid aliphatic hydrocarbons with a boiling range of 180 to 210*C or -37 high-boiling mixtures of aromatic and aliphatic hydrocarbons with a boiling range of 180 to 220 0 C and/or spindle oil and/or monochloronaphthalene, preferably a-monochloronaphthalene, are used. The organic oily or oil-type solvents of low volatility and with an evaporation number of above 35 5 and a flash point of above 30 0 C, preferably above 45*C, can be replaced in part by organochemical solvents of high or medium volatility, with the proviso that the solvent mixture also has an evaporation number of above 35 and a flash point of above 30*C, preferably above 45*C, and that the mixture is soluble or emulsifiable in this solvent mixture. 10 In a preferred embodiment, some of the organochemical solvent or solvent mixture or an aliphatic polar organochemical solvent or solvent mixture is replaced. Aliphatic organochemical solvents which contain hydroxyl and/or ester and/or ether groups are preferably used, such as, for example, glycol ethers, esters or the like. 15 Organochemical binders used for the purposes of the present invention are the synthetic resins and/or binding drying oils which are known per se and which can be diluted in water and/or dissolved or dispersed or emulsified in the organochemical solvents employed, in particular binders composed of, or comprising, an acrylate resin, a vinyl resin, for example polyvinyl acetate, polyester resin, polycondensation or polyaddition resin, polyurethane resin, alkyd resin or 20 modified alkyd resin, phenol resin, hydrocarbon resin such as indene/coumarone resin, silicone resin, drying vegetable and/or drying oils and/or physically drying binders based on a natural and/or synthetic resin. The synthetic resin employed as binder can be employed in the form of an emulsion, dispersion or 25 solution. Bitumen or bituminous substances may also be used as binders, in amounts of up to 10% by weight. In addition, colorants, pigments, water repellants, odor-masking agents, and inhibitors or anticorrosive agents and the like, all of which are known per se, can be employed. In accordance with the invention, the composition or the concentrate preferably comprises, as 30 organochemical binders, at least one alkyd resin or modified alkyd resin and/or a drying vegetable oil. Alkyd resins which are preferably used in accordance with the invention are those with an oil content of over 45% by weight, preferably 50 to 68% by weight. Some or all of the abovementioned binder can be replaced by a fixative (mixture) or plasticizer 35 (mixture). These additives are intended to prevent volatilization of the active compounds, and also crystallization or precipitation. They preferably replace 0.01 to 30% of the binder (based on 100% -38 of binder employed). The plasticizers are from the chemical classes of the phthalic esters, such as dibutyl phthalate, dioctyl phthalate or benzyl butyl phthalate, phosphoric esters such as tributyl phosphate, adipic 5 esters such as di(2-ethylhexyl) adipate, stearates such as butyl stearate or amyl stearate, oleates such as butyl oleate, glycerol ethers or higher-molecular-weight glycol ethers, glycerol esters and p-toluenesulfonic esters. Fixatives are based chemically on polyvinyl alkyl ethers such as, for example, polyvinyl methyl 10 ether, or ketones such as benzophenone and ethylenebenzophenone. Other suitable solvents or diluents are, in particular, water, if appropriate as a mixture with one or more of the abovementioned organochemical solvents or diluents, emulsifiers and dispersants. 15 Particularly effective timber protection is achieved by industrial-scale impregnating processes, for example the vacuum, double-vacuum or pressure processes. The active compound combinations according to the invention can equally be employed for protecting objects which come into contact with saltwater or brackish water, in particular hulls, 20 screens, nets, buildings, quaysides and signaling systems, against fouling. Fouling by sessile Oligochaeta, such as Serpulidae, and by shells and species from the Ledamorpha group (goose barnacles), such as various Lepas and Scalpellum species, or by species from the Balanomorpha group (acorn barnacles), such as Balanus or Pollicipes species, increases 25 the frictional drag of ships and, as a consequence, leads to a marked increase in operation costs owing to higher energy consumption and additionally frequent stops in the dry dock. Apart from fouling by algae, for example Ectocarpus sp. and Ceramium sp., in particular fouling by sessile Entomostraka groups, which come under the generic term Cirripedia (cirriped 30 crustaceans), is of particular importance. Surprisingly, it has now been found that the active compound combinations according to the invention have an outstanding antifouling action. 35 Use of the active compound combinations according to the invention allows the use of heavy metals such as, for example, in bis(trialkyltin) sulfides, tri-n-butyltin laurate, tri-n-butyltin -39 chloride, copper() oxide, triethyltin chloride, tri-n-butyl(2-phenyl-4-chlorophenoxy)tin, tributyltin oxide, molybdenum disulfide, antimony oxide, polymeric butyl titanate, phenyl (bispyridine)bismuth chloride, tri-n-butyltin fluoride, manganese ethylenebisthiocarbamate, zinc dimethyldithiocarbamate, zinc ethylenebisthiocarbamate, zinc salts and copper salts of 2 5 pyridinethiol 1-oxide, bisdimethyldithiocarbamoylzinc ethylenebisthiocarbamate, zinc oxide, copper(I) ethylenebisdithiocarbamate, copper thiocyanate, copper naphthenate and tributyltin halides to be dispensed with, or the concentration of these compounds to be substantially reduced. If appropriate, the ready-to-use antifouling paints can additionally comprise other active 10 compounds, preferably algicides, fungicides, herbicides, molluscicides, or other antifouling active compounds. Preferable suitable components in combinations for the antifouling compositions according to the invention are: 15 algicides such as 2 -tert-butylamino-4-cyclopropylamino-6-methylthio-1,3,5-triazine, dichlorophen, diuron, endothal, fentin acetate, isoproturon, methabenzthiazuron, oxyfluorfen, quinoclamine and terbutryn; fungicides such as benzo[b]thiophenecarboxylic acid cyclohexylamide S,S-dioxide, dichlofluanid, fluorfolpet, 3 -iodo-2-propynyl butylcarbamate, tolylfluanid and azoles such as azaconazole, 20 cyproconazole, epoxyconazole, hexaconazole, metconazole, propiconazole and tebuconazole; molluscicides such as fentin acetate, metaldehyde, methiocarb, niclosamid, thiodicarb and trimethacarb; or conventional antifouling active compounds such as 4 ,5-dichloro-2-octyl-4-isothiazolin-3-one, diiodomethylparatryl sulfone, 2 -(N,N-dimethylthiocarbamoylthio)-5-nitrothiazyl, potassium salts, 25 copper salts, sodium salts and zinc salts of 2-pyridinethiol 1-oxide, pyridine-triphenylborane, tetrabutyldistannoxane, 2

,

3 ,5, 6 -tetrachloro-4-(methylsulfonyl)pyridine, 2,4,5,6-tetrachloro isophthalonitrile, tetramethylthiuram disulfide and 2

,

4

,

6 -trichlorophenylmaleimide. The antifouling compositions used comprise the active compound combinations according to the 30 invention in a concentration of 0.001 to 50% by weight, in particular 0.01 to 20% by weight. Moreover, the antifouling compositions according to the invention comprise the customary components such as, for example, those described in Ungerer, Chem. Ind. 1985, 37, 730-732 and Williams, Antifouling Marine Coatings, Noyes, Park Ridge, 1973. 35 Besides the algicidal, fungicidal, molluscicidal active compounds and insecticidal active -40 compounds according to the invention, antifouling paints comprise, in particular, binders. Examples of recognized binders are polyvinyl chloride in a solvent system, chlorinated rubber in a solvent system, acrylic resins in a solvent system, in particular in an aqueous system, vinyl 5 chloride/vinyl acetate copolymer systems in the form of aqueous dispersions or in the form of organic solvent systems, butadiene/styrene/acrylonitrile rubbers, drying oils such as linseed oil, resin esters or modified hardened resins in combination with tar or bitumen, asphalt and epoxy compounds, small amounts of chlorine rubber, chlorinated polypropylene and vinyl resins. 10 If appropriate, paints also comprise inorganic pigments, organic pigments or colorants which are preferably insoluble in seawater. Paints may furthermore comprise materials such as colophonium to allow controlled release of the active compounds. Furthermore, the paints may comprise plasticizers, modifiers which affect the rheological properties and other conventional constituents. The compounds according to the invention or the abovementioned mixtures may also be 15 incorporated into self-polishing antifouling systems. The active compound combinations are also suitable for controlling animal pests, in particular insects, arachnids and mites, which are found in enclosed spaces such as, for example, dwellings, factory halls, offices, vehicle cabins and the like. They can be employed in domestic insecticide 20 products for controlling these pests. They are active against sensitive and resistant species and against all developmental stages. These pests include: From the order of the Scorpionidea, for example, Buthus occitanus. From the order of the Acarina, for example, Argas persicus, Argas reflexus, Bryobia ssp., Dermanyssus gallinae, Glyciphagus domesticus, Omithodorus moubat, Rhipicephalus sanguineus, 25 Trombicula alfreddugesi, Neutrombicula autumnalis, Dermatophagoides pteronissimus, Dermatophagoides forinae. From the order of the Araneae, for example, Aviculariidae, Araneidae. From the order of the Opiliones, for example, Pseudoscorpiones chelifer, Pseudoscorpiones cheiridium, Opiliones phalangium. 30 From the order of the Isopoda, for example, Oniscus asellus, Porcellio scaber. From the order of the Diplopoda, for example, Blaniulus guttulatus, Polydesmus spp. From the order of the Chilopoda, for example, Geophilus spp. From the order of the Zygentoma, for example, Ctenolepisma spp., Lepisma saccharina, Lepismodes inquilinus. 35 From the order of the Blartaria, for example, Blatta orientalies, Blattella gernanica, Blattella asahinai, Leucophaea maderae, Panchlora spp., Parcoblatta spp., Periplaneta australasiae, -41 Periplaneta americana, Periplaneta brunnea, Periplaneta fuliginosa, Supella longipalpa. From the order of the Saltatoria, for example, Acheta domesticus. From the order of the Dermaptera, for example, Forficula auricularia. From the order of the Isoptera, for example, Kalotermes spp., Reticulitermes spp. 5 From the order of the Psocoptera, for example, Lepinatus spp., Liposcelis spp. From the order of the Coleptera, for example, Anthrenus spp., Attagenus spp., Dermestes spp., Latheticus oryzae, Necrobia spp., Ptinus spp., Rhizopertha dominica, Sitophilus granarius, Sitophilus oryzae, Sitophilus zeamais, Stegobium paniceurn. From the order of the Diptera, for example, Aedes aegypti, Aedes albopictus, Aedes 10 taeniorhynchus, Anopheles spp., Calliphora erythrocephala, Chrysozona pluvialis, Culex quinquefasciatus, Culex pipiens, Culex tarsalis, Drosophila spp., Fannia canicularis, Musca domestica, Phlebotomus spp., Sarcophaga carnaria, Simulium spp., Stomoxys calcitrans, Tipula paludosa. From the order of the Lepidoptera, for example, Achroia grisella, Galleria mellonella, Plodia 15 interpunctella, Tinea cloacella, Tinea pellionella, Tineola bisselliella. From the order of the Siphonaptera, for example, Ctenocephalides canis, Ctenocephalides felis, Pulex irritans, Tunga penetrans, Xenopsylla cheopis. From the order of the Hymenoptera, for example, Camponotus herculeanus, Lasius fuliginosus, Lasius niger, Lasius umbratus, Monomorium pharaonis, Paravespula spp., Tetramorium caespitum. 20 From the order of the Anoplura, for example, Pediculus humanus capitis, Pediculus humanus corporis, Phthirus pubis. From the order of the Heteroptera, for example, Cimex hemipterus, Cimex lectularius, Rhodnius prolixus, Triatoma infestans. 25 They are used as aerosols, pressureless spray products, for example pump and atomizer sprays, automatic fogging systems, foggers, foams, gels, evaporator products with evaporator tablets made of cellulose or polymer, liquid evaporators, gel and membrane evaporators, propeller-driven evaporators, energy-free, or passive, evaporation systems, moth papers, moth bags and moth gels, as granules or dusts, in baits for spreading or in bait stations. 30 According to the invention, it is possible to treat all plants and parts of plants. Plants are to be understood here as meaning all plants and plant populations such as desired and undesired wild plants or crop plants (including naturally occurring crop plants). Crop plants can be plants which can be obtained by conventional breeding and optimization methods or by biotechnological and 35 genetic engineering methods or combinations of these methods, including the transgenic plants and including the plant cultivars which can or cannot be protected by plant breeders' certificates. Parts -42 of plants are to be understood as meaning all above-ground and below-ground parts and organs of plants, such as shoot, leaf, flower and root, examples which may be mentioned being leaves, needles, stems, trunks, flowers, fruit-bodies, fruits and seeds and also roots, tubers and rhizomes. Parts of plants also include harvested plants and vegetative and generative propagation material, 5 for example seedlings, tubers, rhizomes, cuttings and seeds. The treatment according to the invention of the plants and parts of plants with the active compounds is carried out directly or by action on their environment, habitat or storage area according to customary treatment methods, for example by dipping, spraying, evaporating, 10 atomizing, broadcasting, brushing-on and, in the case of propagation material, in particular in the case of seeds, furthermore by one- or multi-layer coating. As already mentioned above, it is possible to treat all plants and their parts according to the invention. In a preferred embodiment, wild plant species and plant cultivars, or those obtained by 15 conventional biological breeding methods, such as crossing or protoplast fusion, and parts thereof, are treated. In a further preferred embodiment, transgenic plants and plant cultivars obtained by genetic engineering methods, if appropriate in combination with conventional methods (Genetic Modified Organisms), and parts thereof are treated. The terms "parts", "parts of plants" and "plant parts" have been explained above. 20 Particularly preferably, plants of the plant cultivars which are in each case commercially available or in use are treated according to the invention. Depending on the plant species or plant cultivars, their location and growth conditions (soils, 25 climate, vegetation period, diet), the treatment according to the invention may also result in superadditive ("synergistic") effects. Thus, for example, reduced application rates and/or a widening of the activity spectrum and/or an increase in the activity of the substances and compositions which can be used according to the invention, better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or to water or soil salt 30 content, increased flowering performance, easier harvesting, accelerated maturation, higher harvest yields, better quality and/or a higher nutritional value of the harvested products, better storage stability and/or processability of the harvested products are possible which exceed the effects which were actually to be expected. 35 The transgenic plants or plant cultivars (i.e. those obtained by genetic engineering) which are preferred and to be treated according to the invention include all plants which, in the genetic -43 modification, received genetic material which imparts particularly advantageous useful traits to these plants. Examples of such traits are better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or to water or soil salt content, increased flowering performance, easier harvesting, accelerated maturation, higher harvest yields, better quality and/or 5 a higher nutritional value of the harvested products, better storage stability and/or processability of the harvested products. Further and particularly emphasized examples of such properties are a better defense of the plants against animal and microbial pests, such as against insects, mites, phytopathogenic fungi, bacteria and/or viruses, and also increased tolerance of the plants to certain herbicidally active compounds. Examples of transgenic plants which may be mentioned are the 10 important crop plants, such as cereals (wheat, rice), corn, soya beans, potatoes, cotton, tobacco, oilseed rape and also fruit plants (with the fruits apples, pears, citrus fruits and grapes), and particular emphasis is given to corn, soya beans, potatoes, cotton, tobacco and oilseed rape. Traits that are particularly emphasized are the increased defense of the plants against insects, arachnids, nematodes and slugs and snails by toxins formed in the plants, in particular those formed by the 15 genetic material from Bacillus Thuringiensis (for example by the genes CryIA(a), CryIA(b), CrylA(c), CryIIA, CryfiA, CryIIIB2, Cry9c Cry2Ab, Cry3Bb and CryiF and also combinations thereof) (hereinbelow referred to as "Bt plants"). Traits that are also particularly emphasized are the increased defense of plants to fungi, bacteria and viruses by Systemic Acquired Resistance (SAR), systemin, phytoalexins, elicitors, as well as resistance genes and correspondingly 20 expressed proteins and toxins. Traits that are furthermore particularly emphasized are the increased tolerance of the plants to certain herbicidally active compounds, for example imidazolinones, sulfonylureas, glyphosate or phosphinotricin (for example the "PAT" gene). The genes in question which impart the desired traits can also be present in combination with one another in the transgenic plants. Examples of "Bt plants" which may be mentioned are corn 25 varieties, cotton varieties, soya bean varieties and potato varieties which are sold under the trade names YIELD GARD@ (for example corn, cotton, soya beans), KnockOut® (for example corn), StarLink@ (for example corn), Bollgard@ (cotton), Nucotn@ (cotton) and NewLeaf@ (potato). Examples of herbicide-tolerant plants which may be mentioned are corn varieties, cotton varieties and soya bean varieties which are sold under the trade names Roundup Ready® (tolerance to 30 glyphosate, for example corn, cotton, soya bean), Liberty Link@ (tolerance to phosphinotricin, for example oilseed rape), IMI@ (tolerance to imidazolinones) and STS@ (tolerance to sulfonylureas, for example corn). Herbicide-resistant plants (plants bred in a conventional manner for herbicide tolerance) which may be mentioned include the varieties sold under the name Clearfield@ (for example corn). Of course, these statements also apply to plant cultivars having these or still-to-be 35 developed genetic traits, which plants will be developed and/or marketed in the future.

-44 The plants listed can be treated according to the invention in a particularly advantageous manner with the active compound mixtures according to the invention. The preferred ranges stated above for the mixtures also apply to the treatment of these plants. Particular emphasis is given to the treatment of plants with the mixtures specifically mentioned in the present text. 5 The good insecticidal and acaricidal action of the active compound combinations according to the invention can be seen from the examples which follow. While the individual active compounds show weaknesses in their action, the combinations show an action which exceeds a simple sum of actions. 10 A synergistic effect in insecticides and acaricides is always present when the action of the active compound combinations exceeds the total of the actions of the active compounds when applied individually. 15 The expected action for a given combination of two active compounds can be calculated as follows, according to S.R. Colby, Weeds 1i (1967), 20-22: If X is the kill rate, expressed as a percentage of the untreated control, when employing active 20 - compound A at an application rate of m g/ha or in a concentration of m ppm, Y is the kill rate, expressed as a percentage of the untreated control, when employing active compound B at an application rate of n g/ha or in a concentration of _ ppm and E is the kill rate, expressed as a percentage of the untreated control, when employing active compounds A and B at application rates of m and n g/ha or in a concentration of m and n 25 ppm, then X -Y E=X + Y- 100 30 If the actual insecticidal kill rate exceeds the calculated value, the action of the combination is superadditive, i.e. a synergistic effect is present. In this case, the actually observed kill rate must exceed the value calculated using the above formula for the expected kill rate (E). After the desired period of time, the kill in % is determined. 100% means that all animals have 35 been killed; 0% means that none of the animals have been killed.

-45 Use examples Example A Aphis gossypii test 5 Solvent: 7 parts by weight of dimethylformamide Emulsifier: 2 parts by weight of alkylaryl polyglycol ether To produce a suitable preparation of active compound, I 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. 10 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 15 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 Active compounds Concentration of active Kill rate in % compound in ppm after 1' found* calc.** Ha- O

H

3 C H - H C1 C1 \ / N4N 10 N

H

3 C O

CF

3

CH(CH)

2 c0 -O

NH--NH-C(CH

3

)

3 s20 15 S

CH(CH

3

)

2 (2-5) diafenthiuron (1-1-9) + (2-5) diafenthiuron (1:5) 4 + 20 55 23.5 * found = activity found ** calc. = activity calculated using Colby's formula -46 Example B Heliothis armigera test Solvent: 7 parts by weight of dimethylformamide Emulsifier: 2 parts by weight of alkylaryl polyglycol ether 5 To produce a suitable preparation of active compound, I 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 10 (Heliothis armigera) 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 15 showed a synergistically enhanced activity compared to the active compounds applied on their own: Table B I Plant-damaging insects Heliothis armigera test Active compounds Concentration of active Kill rate in % compound in ppm after 6 d found* calc.**

H

3 C H

H

3 C N N CI! \ CN. 0.0064 30

H

3 CO

CF

3 (fl.1.9) (2-2) abamectin 0.16 50 (11-1-9) + (2-2) abamectin (1:25) 0.0064 + 0.16 90 65 * found = activity found ** calc. = activity calculated using Colby's formula -47 Table B 2 Plant-damaging insects Heliothis armigera test Active compounds Concentration of active Kill rate in % compound in ppm after 3 d found* calc.**

H

3 C>H

H

3 C - H CI Cl / N 0.0064 10 3 C

CF

3 (H-1-9) (H,C)2N0 H,C - CH 0 H - k.L CH, , OCH, 0.032 0 H's R (2-17) spinosad (U-1-9)+ (2-17) spinosad (1:5) 0.0064 + 0.032 35 10 * found = activity found ** calc. = activity calculated using Colby's formula -48 Example C Myzus persicae test Solvent: 7 parts by weight of dimethylformamide 5 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 10 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). 15 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 Active compounds Concentration of active Kill rate in % compound in ppm after 6 d found* calc.**

H

3 C H N -- H N CI CI \/ N NN 4 25

H

3 C CF Ci CI I CI * 20 15 CI (2-20) endosulfan (11-1-9) + (2-20) endosulfan (1:5) 4 + 20 70 36.25 * found = activity found ** calc. = activity calculated using Colby's formula -49 Example D Phaedon cochleariae larvae test Solvent: 7 parts by weight of dimethylformainde 5 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 10 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). 15 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 I Plant-damaging insects Phaedon cochleariae larvae test Active compounds Concentration of active Kill rate in % compound in ppm after 4 d found* calc.** HaC H -- C H N C Ci \ N 0.16 0 H C N

H

3 C CF (IH- 1-9) S3100 0 0 C o ci (1-2) (II-1-9)+(I-2) (1:625) 0.16+ 100 30 0 * found = activity found ** calc. = activity calculated using Colby's formula - 50 Table D 2 Plant-damaging insects Phaedon cochleariae larvae test Active compounds Concentration of active Kill rate in % compound in ppm after 4d found* calc.**

H

3 C -- H C1 ~ N CI N 0.16 5

H

3 CO CF ( 0 0,C-CHrC(CH) 3 HaC \ - 100 45 O \ / CH, 0

H

3 C (I-1) (11-1-9) + (I-1) (1:625) 0.16 + 100 85 47.75 * found = activity found ** calc. = activity calculated using Colby's formula - 51 Example E Tetranychus urticae test (OP-resistant; dip application) Solvent: 7 parts by weight of dimethylformamide 5 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 10 (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). 15 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) Active compounds Concentration of active Kill rate in % compound in ppm after 7 d found* calc.**

H

3 C H Hc N/ - H C I CI N 100 0

H

3 CO CF3 OHH q u CH 3 - I 0.8 0 0 CI O CI (1-2) (1I-1-9)+ (I-2)(125:1) 100+0.8 20 0 * found = activity found ** calc. = activity calculated using Colby's formula C:VNRonWCC"M734?7JDMOnJj I - 52 Table E 2 Plant-damaging mites Tetranychus urticae test (OP-resistant, dip application) Active compounds Concentration of active Kill rate in % compound in ppm after 7 d found* calc.**

H

3 C, H K~% 0

H

3 CNI - H S N Cl \ N N, 100 0 H3C

CF

3 C-CHi-C(CH)a

H

3 C 0.8 65 0 \/ CH 3 0 H 3 C ~~~(I-I) _ _ _ _ _ _ _ _ (II-1-9)+ (I-1) (1;625) 0.16+100 95 65 * found = activity found ** calc. = activity calculated using Colby's formula s Throughout this specification and the claims which follow, unless the context requires otherwise, the word "comprise", and variations such as "comprises" or "comprising", will be understood to imply the inclusion of a stated integer or step or group of integers or steps but not the exclusion of any other integer or step or group of integers or steps. The reference in this specification to any prior publication (or information derived from it), 1o or to any matter which is known, is not, and should not be taken as an acknowledgment or admission or any form of suggestion that that prior publication (or information derived from it) or known matter forms part of the common general knowledge in the field of endeavour to which this specification relates.

Claims (5)

1. A composition comprising a synergistically effective active compound combination of one compound of the formula (I) selected from 5 0 C--CH 2 -C(CH 3 ) 3 0 CH3 -CH3 10 0 CH3 O CH3 15CH3 15 -CH3 (1-2) or one acaricidally active compound (group 2) selected from 20 (2-2) abamectin, (2-5) diafenthiuron, (2-17) spinosad, (2-20) endosulfan and at least one active compound of the formula (II-1) 25 R2 N3 O R 7 R N 30 R5 R4 0 R 9 (11-1) in which R2 represents hydrogen or methyl, R3 represents CI-C 4 -alkyl, 35 R 4 represents methyl, trifluoromethyl, trifluoromethoxy, fluorine, chlorine, bromine or iodine - 54 R represents hydrogen, fluorine, chlorine, bromine, iodine, trifluoromethyl or trifluoromethoxy R 7 represents chlorine or bromine, R9 represents trifluoromethyl, chlorine, bromine, difluororne hoxy or trifluoroethoxy, 5 in a weight ratio of 25:1 to 1:10.

2. A composition comprising a synergistically effective amount of abamectin and CH 3 \ NH 10 Ci N CH 3 S \ 'ci 15 N Br wherein the ratio of abamectin to 11-1-4 is in a weight ratio of 25:1 to 1:10.

3. A process for preparing a pesticide, said process comprising mixing a 20 synergistically effective active compound combination of one compound of the formula (I) selected from O 251 C- -CH2- C(CH1)3 25 0 CH3 0 (CH3 O O CH3 (-) 30 0 CH 3 5C1 O CI - 55 (1-2) or one acaricidally active compound (group 2) selected from (2-2) abamectin, (2-5) diafenthiuron, 5 (2-17) spinosad, (2-20) endosulfan and at least one active compound of the formula (11-1) R2 10 N R7 R 3 N NN 0 R 9 15 ~ R5 & R4N 15 R 5 (11-1) in which R2 represents hydrogen or methyl, R3 represents CI-C 4 -alkyl, R4 represents methyl, trifluoromethyl, trifluoromethoxy, fluo ine, chlorine, bromine or 20 iodine R 5 represents hydrogen, fluorine, chlorine, bromine, iodine, trifluoromethyl or trifluoromethoxy R represents chlorine or bromine, R 9 represents trifluoromethyl, chlorine, bromine, difluorornethoxy or trifluoroethoxy, 25 in a weight ratio of 25:1 to 1:10 together with one or more extenders and/or surfactants.

4. A process for preparing a pesticide, said process comprising mixing a synergistically effective active amount of abamectin and CH 3 \ 30 NH C1 NH CH3 35 0 /N Br(1-4) - 56 wherein the ratio of abamectin to 11-1-4 is in a weight ratio of 25:1 to 1:10.

5. A method of treating a plant to control an animal pes comprising the step of administering to a plant in need thereof an effective amount >f a composition according 5 to claim 1 or 2 or an effective amount of a pesticide produce by a process according to claim 3 or 4.