WO2005065453A1

WO2005065453A1 - Active substance combinations having insecticidal and acaricidal properties

Info

Publication number: WO2005065453A1
Application number: PCT/EP2004/014711
Authority: WO
Inventors: Thomas Bretschneider; Reiner Fischer; Heike Hungenberg; Ernst BRÜCK; Anton Kraus; Wolfgang Thielert
Original assignee: Bayer Cropscience Aktiengesellschaft
Priority date: 2004-01-07
Filing date: 2004-12-24
Publication date: 2005-07-21
Also published as: DE102004001112A1

Abstract

The novel active substance combinations consisting of tetronic acid derivatives of formula (I) have very good insecticidal and acaricidal properties.

Description

Active ingredient combinations with insecticidal and acaricidal properties

The present invention relates to new active ingredient combinations which consist of known tetronic acid derivatives and are very well suited for controlling animal pests such as insects and undesirable acarids.

The tetronic acid derivatives of the formula (I) are known compounds which are known from or are included in the following publications (cf. EP-A-528 156, EP-A-0 647 637, WO 95/26 345, WO 96/20 196, WO 96/25 395, WO 96/35 664, WO 97/01 535, WO 97/02 243, WO 97/36 868, WO 98/05 638, WO 98/25 928, WO 99 / 16 748, WO 99/43 649, WO 99/48 869, WO 99/55 673, WO 01/23 354 and WO 01/74 770). The effectiveness of these compounds is good, but in some cases the range of effectiveness leaves something to be desired with low application rates.

It has now surprisingly been found that compounds of the formula (I)

in which

X represents C i -C 6 alkyl, halogen, C 1 -C 6 alkoxy or C 1 -C 6 haloalkyl,

Y represents hydrogen, Ci-Cg-alkyl, halogen, Ci-Cg-alkoxy or C1-C3-haloalkyl, t,

Z represents C 1 -Cg-alkyl, halogen or C -Cg-alkoxy,

n stands for a number from 0-3,

A represents hydrogen or a straight-chain or branched one which is optionally substituted by halogen

Cι-Cg-polyalkoxy-C2-Cg-alkyl or C ₁ -C ₁ o-alkylthio-C ₂ -Cg-alkyl or for cycloalkyl with 3-8 ring atoms, which can be interrupted by oxygen and / or sulfur or for each optionally phenyl or phenyl-C 1 -C 6 -alkyl which is substituted by halogen, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy or nitro, B represents hydrogen, C i -Cg-alkyl or C i -Cg-alkoxy-C -C -alkyl

or in what

A and B together with the carbon atom to which they are attached a saturated or unsaturated, optionally interrupted by oxygen and / or sulfur and optionally by halogen, Ci-Cg-alkyl, Ci-Cg-alkoxy, Cι-C4-haloalkyl , C ₁ -C 4 haloalkoxy, C] ^ C ₄ alkylthio or optionally substituted phenyl substituted or optionally benzo-fused 3- to 8-membered ring,

G for hydrogen (a) or for the groups

(e) or (f) stands,

in which

Rl for in each case optionally substituted by halogen C _[ -C20-II, C2-C20-alkylene, C 1 -Cg -alkoxy-C ₂ -Cg-alkyl, C 1 -Cg-alkylthio-C2-Cg-alkyl, C 1 -Cg-Polyalkoxy ^ -Cg- alkyl or cycloalkyl with 3-8 Rmgatoms, which can be interrupted by oxygen and / or sulfur atoms, represents optionally by halogen, nitro, C ^ -Cg-alkyl, C ^ -Cg- Alkoxy, C ^ -Cg-haloalkyl, Ci-Cg-haloalkoxy-substituted phenyl; represents optionally substituted by halogen, Ci-Cg-alkyl, C ^ -Cg-alkoxy, Ci-Cg-haloalkyl, Ci-Cg-haloalkoxy-substituted phenyl-C ^ -Cg-alkyl, each optionally by halogen and / or C 1 -C 6 -alkyl substituted pyridyl, pyrimidyl, thiazolyl and pyrazolyl, represents phenoxy-C 1 -C 6 -alkyl optionally substituted by halogen and / or C 1 -C 6 -alkyl,

R ^{2 represents} in each case optionally substituted by halogen C ^ -C20-al yl, C2-C20 "alkenyl, -C-Cg-alkoxy-C2-Cg-alkyl, -C-Cg-polyalkoxy-C ₂ -Cg-alkyl, is phenyl or benzyl -C -alkyl, Ci-Cg-alkoxy, C _j -Cg- substituted haloalkyl, - [; represents in each case optionally substituted by halogen, nitro, C

R ^{3 is} optionally substituted by halogen C 1 -C 6 -alkyl, for each optionally by C 1 -C 4 alkyl, halogen, C 1 -C 4 haloalkyl, C _] ; -C 4 alkoxy, C 1 -C 4 haloalkoxy, nitro or Cyano substituted phenyl or benzyl,

R4 and R ⁵ independently of one another each represent C - Cg-alkyl, Ci-Cg-alkoxy, Ci-Cg-alkylamino, di- (C ₁ -C ₈ ) -alkylamino, Ci-Cg-alkylthio, optionally substituted by halogen, C2- C5-alkenylthio, C2-C5-alkali ylthio, C3-C7-cycloalkylthio, for each optionally by halogen, nitro, cyano, -C-C4-alkoxy, C [-C4-haloalkoxy, C _] -C4-alkylthio, Cι- C4-haloalkylthio, -CC-C4-alkyl, C; [- C4-haloalkyl substituted phenyl, phenoxy or phenylthio,

R ⁶ and R ^{7 are,} independently of one another, in each case optionally substituted by halogen-substituted C - CiQ-Al l,

C3-Cg-alkenyl, -C-Cg-alkoxy-Cι-Cg-alkyl, for phenyl optionally substituted by halogen, Ci-Cg-haloalkyl, C ^ -Cg-alkyl or Cj-Cg-alkoxy, for optionally substituted by halogen, C ^ -Cg-alkyl, Ci-Cg-haloalkyl or Ci - Cg-alkoxy substituted benzyl or together represent an optionally interrupted by oxygen or sulfur 5- to 6-membered ring, which is optionally substituted by Ci -Cg-alkyl can be,

and at least one further tetronic acid derivative of the formula (I) are synergistically active and are suitable for controlling animal pests.

Depending on the nature of the substituents, the compounds of the formula (I) can be present in different compositions as geometric and / or optical isomers or isomer mixtures, which can optionally be separated in a customary manner. Both the pure isomers and the isomer mixtures, their preparation and use, and agents containing them are the subject of the present invention. However, for the sake of simplicity, the following always refers to compounds of the formula (I), although both the pure compounds and, if appropriate, mixtures with different proportions of isomeric compounds are meant.

These are preferably compounds of the formula (I)

in which

X represents C 1 -C 4 -alkyl, chlorine, bromine, C 1 -C 4 -alkoxy or trifluoromethyl, Y represents hydrogen, -CC ₄ -alkyl, chlorine, bromine, Cχ-C4-alkoxy or -C-C ₂ haloalkyl,

Z represents C 1 -C 4 -alkyl, chlorine, bromine or C -C 4 -alkoxy,

n represents 0 or 1,

A and B together with the carbon atom to which they are attached form a saturated 5- to 6-membered ring which is optionally monosubstituted by C [-C4-alkyl or C; [- C4-alkoxy,

G for hydrogen (a) or for the groups

CO-R ¹ (b)

(c) stands

in which

Rl for each optionally monosubstituted to trisubstituted by fluorine or chlorine, C ₁₂ -C ₁₂ alkyl, C ₂ -C ₁₂ alkenyl, C ₁ -C 4 alkoxy-C ₁ -C ₂ -alkyl, or cycloalkyl having 3-6 ring atoms, that can be interrupted by 1 to 2 oxygen atoms, represents phenyl which is optionally simply substituted by fluorine, chlorine, bromine, nitro, C 1-4 alkyl, C 1-4 Al oxy, trifluoromethyl or trifluoromethoxy;

R ^{2 is} in each case optionally substituted by halogen C 1 -C 6 -alkyl or C2-C; _[ g-alkenyl, -C-Cg-alkoxy-C2-Cg-alkyl,

'is phenyl or benzyl optionally substituted by halogen, nitro, C 1 -C 4 -Al yl, C _] _-C4-Alko y or C 1 -C 4 -haloalkyl.

Active ingredient combinations are particularly preferred, the tetronic acid derivatives of the formulas (1-1) and (1-2)

(1-1) (I-2)

The active ingredient combinations can also contain other fungicidal, acaricidal or insecticidal active components.

If the active compounds are present in the active compound combinations according to the invention in certain weight ratios, the synergistic effect is particularly evident. However, the weight ratios of the active ingredients in the active ingredient combinations can be varied within a relatively wide range. In general, the combinations according to the invention contain active compounds of the formula (I) in the preferred and particularly preferred mixing ratios given below.

The preferred mixing ratio is 10: 1 to 1:10. The particularly preferred mixing ratio is 5: 1 to 1.5; The mixing ratios are based on weight ratios. The relationship is to be understood as active ingredient 1 of formula (I) and active ingredient 2 of formula (I).

The general definitions or explanations of residues or explanations listed above or listed in preferred areas can be combined with one another, that is, also between the respective areas and preferred areas. They apply accordingly to the end products as well as to the preliminary and intermediate products.

According to the invention, preference is given to the compounds of the formula (I) in which there is a combination of the meanings listed above as preferred (preferred).

According to the invention, particular preference is given to the compounds of the formula (I) in which there is a combination of the meanings listed above as being particularly preferred. Saturated or unsaturated hydrocarbon radicals, such as alkyl or alkenyl, can also be straight-chain or branched as far as possible, also in conjunction with heteroatoms, such as, for example, in alkoxy.

Unless otherwise stated, optionally substituted radicals can be mono- or polysubstituted, and in the case of multiple substitutions the substituents can be the same or different.

The active ingredient combinations can also contain other fungicidal, acaricidal or insecticidal active mixing partners.

The active compound combinations according to the invention in combination with good plant tolerance and favorable mammalian toxicity and good environmental compatibility for controlling animal pests, preferably arthropods and nematodes, in particular insects and ^* arachnids, encountered in agriculture, animal health, in forests, in gardens and leisure facilities, stored products and Material protection as well as in the hygiene sector. They are effective against normally sensitive and resistant species as well as against all or individual stages of development. The pests mentioned above include:

From the order of the Isopoda e.g. Oniscus asellus, Armadillidium vulgare, Porcellio scaber.

From the order of the Diplopoda e.g. Blaniulus guttulatus.

From the order of the Chilopoda e.g. Geophilus carpophagus, Scutigera spp.

From the order of the Symphyla e.g. Scutigerella immaculata. From the order of the Thysanura e.g. Lepisma saccharina.

From the order of the Collembola e.g. Onychiurus armatus.

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 e.g. Blatta orientalis, Periplaneta americana, Leucophaea maderae, Blattella germanica.

From the order of the Dermaptera e.g. Forficula auricularia.

From the order of the Isoptera e.g. Reticulitermes spp.

From the order of the Phthiraptera e.g. Pediculus humanus corporis, Haematopinus spp.,

Linognathus spp., Trichodectes spp., Damalinia spp. From the order of the Thysanoptera e.g. Hercinothrips femoralis, Thrips tabaci, Thrips palmi,

Frankliniella accidentalis.

From the order of the Heteroptera e.g. 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. Pemphigus spp ., Phorodon humuli, Rhopalosiphum padi, Empoasca spp., Euscelis bilobatus, Nephotettix cincticeps, Lecanium corni, Saissetia oleae, Laodelphax striatellus, Nilaparvata lugens, Aonidiella aurantii, Aspidiotus hederae s, Pseudococcuspp. From the order of the Lepidoptera, for example, Pectinophora gossypiella, Bupalus piniarius, Cheimatobia brumata, Lithocolletis blancardella, Hyponomeuta padella, Plutella xylostella, Malacosoma neustria, Euproctis chrysorrhoea, Lymantria spp., Agristella sppber, Bucculisella syll ., Earias insulana, Heliothis spp., Mamestra brassicae, Panolis flammea, Spodoptera spp., Trichoplusia ni, Carpocapsa pomonella, Pieris spp., Chilo spp., Pyrausta nubilalis, Ephestia kuehniella, Galleria mellonella, Tineolaeaellellaella, Tineolaeaellellaella, Tineolaeaellaella , Cacoecia podana, Capua reticulana, Choristoneura fumiferana, Clysia ambiguella, Homona magnanima, Tortrix viridana, Cnaphalocerus spp., Oulema oryzae.

From the order of the Coleoptera e.g. Anobium punctatum, Rhizopertha dominica, Bruchidius obtectus, Acanthoscelides obtectus, Hylotrupes bajulus, Agelastica alni, Leptinotarsa decemlineata, Phaedon cochleariae, Diabrotica spp., Psylliodes chrysocephala, Sis. , Otiorrhynchus sulcatus, Cosmopolites sordidus, Ceuthorrhynchus assimilis, Hypera postica, Dermestes spp., Trogoderma spp., Anthrenus spp., Attagenus spp., Lyctus spp., Meligethes aeneus, Ptinus spp., Giptusibbium psol. Tenebrio molitor, Agriotes spp., Conoderus spp., Melolontha melolontha, Amphimallon solstitialis, Costelytra zealandica, Lissorhoptrus oryzophilus.

From the order of the Hymenoptera e.g. Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis, Vespa spp.

From the order of the Diptera e.g. Aedes spp., Anopheles spp., Culex spp., Drosophila melanogaster, Musca spp., Fa nia spp., Calliphora erythrocephala, Lucilia spp., Chrysomyia spp., Cuterebra spp., Gastrophilus spp., Hyppobosca spp., Stomoxys , Oestrus spp., Hypoderma 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 e.g. 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, Boophilus spp., Rhipicephalus spp., Amblyomma spp., Hyalomma spp., Ixodes spp., Psoroptes spp., Chorioptes spp., Sarcoptes spp., Tarsonemus spp., Bryobia praetiosa, Panonychus spp., Tetranychus sppus, Hemitars. Brevipalpus spp.

Plant parasitic nematodes include e.g. Pratylenchus spp., Radopholus similis, Ditylenchus dipsaci, Tylenchulus semipenetrans, Heterodera spp., Globodera spp., Meloidogyne spp., Aphelenchoides spp., Longidorus spp., Xiphinema spp., Trichodorus spp., Bursaph.

The active compound combinations according to the invention are particularly suitable for controlling “biting” pests. These include in particular the following pests:

From the order of the Lepidoptera, for example, Pectinophora gossypiella, Bupalus piniarius, Cheimatobia brumata, Lithocolletis blancardella, Hyponomeuta padella, Plutella xylostella, Malacosoma neustria, Euproctis chrysorrhoea, Lymantria spp., Agristella sppber, Bucculisella syll ^' ., Earias insulana, Heliothis spp., Mamestra brassicae, Panolis flammea, Spodoptera spp., Trichoplusia ni, Carpocapsa pomonella, Pieris spp., Chilo spp., Pyrausta nubilalis, Ephestia kuehniella, Galleria mellonellaella, Hofina pellellaella, Tineolaeaellilaella, Tineolaeaellella pseudospretella, Cacoecia podana, Capua reticulana, Choristoneura fumiferana, Clysia ambiguella, Homona magnanima, Tortrix viridana, Cnaphalocerus spp., Oulema oryzae.

From the order of the Coleoptera e.g. Anobium punctatum ^ Rhizopertha dominica, Bruchidius obtectus, Acanthoscelides obtectus, Hylotrupes bajulus, Agelastica alni, Leptinotarsa decemlineata, Phaedon cochleariae, Diabrotica spp., Psylliodes chrysocephala, sis. , Otiorrhynchus sulcatus, Cosmopolites sordidus, Ceuthorrhynchus assi ilis, Hypera postica, Dermestes spp., Trogoderma spp., Anthrenus spp., Attagenus spp., Lyctus spp., Meligethes aeneus, Ptinus spp., Giptusibbium psol. , Tenebrio molitor, Agriotes spp., Conoderus spp., Melolontha melolontha, Amphimallon solstitialis, Costelytra zealandica, Lissorhoptrus oryzophilus.

The active compound combinations according to the invention are furthermore particularly suitable for controlling “sucking” pests. These include in particular the following pests:

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., Macro- siphum avenae, Myzus spp., Phorodon humuli, Rhopalosiphum padi, Empoasca spp., Euscelis bilobatus, Nephotettix cincticeps, Laodetellapiaelapiaelapiaelapiaelapiaelapiaelapia, Lecanium corn lugens, Aonidiella aurantii, Aspidiotus hederae, Pseudococcus spp., Psylla spp.

The active compound combinations according to the invention are distinguished in particular by an excellent action against caterpillars, beetle larvae, spider mites, aphids and leaf miners.

The active substance combinations according to the invention can be converted into the customary formulations, such as solutions, emulsions, wettable powders, suspensions, powders, dusts, pastes, soluble powders, granules, suspension emulsion concentrates, active substance-impregnated natural and synthetic substances and very fine encapsulations in polymeric substances , ,

These formulations are made in a known manner, e.g. by mixing the active ingredients with extenders, that is to say liquid solvents and / or solid carriers, optionally using surface-active agents, that is to say emulsifiers and / or dispersants and / or foam-generating agents.

If water is used as an extender, e.g. organic solvents can also be used as auxiliary solvents. The following are essentially suitable as liquid solvents: aromatics, such as xylene, toluene, or alkylnaphthalenes, chlorinated aromatics and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chlorethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, e.g. Petroleum fractions, mineral and vegetable oils, alcohols such as butanol or glycol as well as 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, and water.

The following are suitable as solid carriers: for example ammonium salts and natural rock powders, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic rock powders, such as highly disperse silica, aluminum oxide and silicates, as solid carriers for granules are possible: eg broken and fractionated natural rocks such as calcite, marble, pumice, sepiolite, dolomite and synthetic granules from inorganic and organic flours as well as granules from organic material such as sawdust, coconut shells, corn cobs and tobacco stems; Possible emulsifiers and / or foam-generating agents are: for example nonionogenic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkyl sulfonates, alkyl sulfates, aryl sulfonates and protein hydrolysates; The following may be used as dispersants: for example lignin sulfite waste liquor and methyl cellulose.

Adhesives such as carboxymethyl cellulose, natural and synthetic polymers in the form of powders, granules or latices, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural phospholipids such as cephalins and lecithins and synthetic phospholipids can be used in the formulations. Other additives can be mineral and vegetable oils.

Dyes such as inorganic pigments, e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc can be used.

The formulations generally contain between 0.1 and 95% by weight of active compound, preferably between 0.5 and 90%.

The active compound combinations according to the invention can onnulierungen in commercial f ^"and present in the prepared from these formulations, application forms as a mixture with other active ingredients, such as insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth regulators or herbicides. The insecticides include, for example organophosphate , Carbamates, carboxylic acid esters, chlorinated hydrocarbons, phenylureas, substances produced by microorganisms and others

A mixture with other known active ingredients, such as herbicides or with fertilizers and growth regulators, is also possible.

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 in a mixture with synergists. Synergists are compounds that increase the effectiveness of the active ingredients without the added synergist itself having to be active.

The active substance content of the use forms prepared from the commercially available formulations can vary within wide ranges. The active substance concentration of the use forms can be from 0.0000001 to 95% by weight of active substance, preferably between 0.0001 and 1% by weight.

The application takes place in a customary manner adapted to the application forms. When used against hygiene pests and pests of stored products, the active substance combinations are notable for an excellent residual action on wood and clay and for good stability to alkali on limed substrates.

The active compound combinations according to the invention act not only against plant pests, hygiene pests and pests, but also in the veterinary sector against animal parasites (ectoparasites) such as tortoise ticks, leather ticks, space mites, running mites, flies (stinging and licking), parasitic fly larvae, lice and hair lice , Featherlings and fleas. These parasites include:

From the order of the Anoplurida e.g. Haematopinus spp., Linognathus spp., Pediculus spp., Phtirus spp., Solenopotes spp.

From the order of the Mallophagida and the subordinates Amblycerina and Ischnocerina e.g. Trimenopon spp., Menopon spp., Trinoton spp., Bovicola spp., Werneckiella spp., Lepikentron spp., Damalina spp., Trichodectes spp., Felicola spp.

From the order Diptera and the subordinates Nematocerina and Brachycerina e.g. 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 ., Philipomyia spp., Braula spp., Musca spp., Hydrotaea spp., Stomoxys spp., Haematobia spp., 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 e.g. Pulex spp., Ctenocephalides spp., Xenopsylla spp., Ceratophyllus spp.

From the order of the Heteropterida e.g. Cimex spp., Triatoma spp., Rhodnius spp., Panstrongylus spp.

From the order of the Blattarida e.g. Blatta orientalis, Periplaneta americana, Blattela germanica, Supella spp.

From the subclass of Acaria (Acarida) and the orders of the Meta and Mesostigmata e.g. Argas spp., Ornithodorus spp., Otobius spp., Ixodes spp., Amblyomma spp., Boophilus spp., Dermacentor spp., Haemophysalis spp., Hyalomma 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., 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 combating arthropods which are used in agricultural animals, e.g. Cattle, sheep, goats, horses, pigs, donkeys, camels, buffalo, rabbits, chickens, turkeys, ducks, geese, bees, other pets such as e.g. Dogs, cats, house birds, aquarium fish and so-called experimental animals, such as Infest hamsters, guinea pigs, rats and mice. By combating these arthropods, deaths and reduced performance (in meat, milk, wool, skins, eggs, honey, etc.) are to be reduced, so that the use of the active compound combinations according to the invention enables more economical and simple animal husbandry.

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, drinkers, drenches, granules, pastes, boluses, the feed-through method, suppositories, by parenteral administration, for example by Injections (intramuscular, subcutaneous, intravenous, intraperitoneal, etc.), implants, by nasal application, by dermal application in the form of, for example, diving or bathing (dipping), spraying (spray), pouring on (pour-on and spot-on), washing , powdering and with the help of shaped articles containing active ingredients, such as collars, ear tags, tail tags, limb tapes, holsters, marking devices, etc.

When used for cattle, poultry, pets, etc., the active compound combinations can be formulated (for example powders, emulsions, flowable agents) which contain the active compounds in an amount of 1 to 80% by weight, directly or after 100 to 10,000 - Apply a thinner or use it as a chemical bath.

It has also been found that the active ingredient combinations according to the invention have a high insecticidal action against insects which destroy industrial materials.

The following insects may be mentioned by way of example and preferably, but without limitation: beetles such as

Hylotrupes bajulus, Chlorophorus pilosis, Anobium punctatum, Xestobium rufovillosum, Ptilinus pecticornis, Dendrobium pertinex, Ernobius mollis, Priobium carpini, Lyctus brunneus, Lyctus africanus, Lyctus planicollis, Lyctus linearesces, Lyctus pubescaleis, Lyctus pubes linearisqu rugicollis, Xyleborus spec. Tryptodendron spec. Apate monachus, Bostrychus capucins, Heterobostrychus brunneus, Sinoxylon spec. Dinoderus minutus.

Skin wing like

Sirex juvencus, Urocerus gigas, Urocerus gigas taignus, Urocerus augur.

Termites like

Kalotermes flavicollis, Cryptotermes brevis, Heterotermes indicola, Reticulitermes flavipes, Reticulitermes santonensis, Reticulitermes lucifugus, Mastotermes darwiniensis, Zootermopsis nevadensis, Coptotermes formosanus.

Bristle tails such as Lepisma saccharina.

In the present context, technical materials are to be understood as non-living materials, such as preferably plastics, adhesives, glues, papers and cartons, leather, wood, wood processing products and paints.

The material to be protected from insect infestation is very particularly preferably wood and wood processing products.

Wood and wood processing products that can be protected by the agent according to the invention or mixtures containing it are to be understood as examples:

Lumber, wooden beams, railway sleepers, bridge parts, jetties, wooden vehicles, boxes, pallets, containers, telephone poles, wooden cladding, wooden windows and doors, plywood, chipboard, carpentry or wooden products that are generally used in house construction or joinery.

The active substance combinations can be used as such, in the form of concentrates or generally customary formulations such as powders, granules, solutions, suspensions, emulsions or pastes.

The formulations mentioned can be prepared in a manner known per se, for example by mixing the active ingredients with at least one solvent or diluent, emulsifier, dispersant and / or binder or fixative, water repellants, optionally siccatives and UV stabilizers and, if appropriate Dyes and pigments and other processing aids. The insecticidal compositions or concentrates used to protect wood and wood-based materials contain the active ingredient according to the invention in a concentration of 0.0001 to 95% by weight, in particular 0.001 to 60% by weight.

The amount of the agents or concentrates used depends on the type and occurrence of the insects and on the medium. The optimum amount of use can be determined in each case by test series. In general, however, it is sufficient to use 0.0001 to 20% by weight, preferably 0.001 to 10% by weight, of the active compound, based on the material to be protected.

An organic chemical solvent or solvent mixture and / or an oily or oily or low-volatile organic chemical solvent or solvent mixture and / or a polar organic chemical solvent or solvent mixture and / or water and optionally an emulsifier and / or wetting agents.

The organic chemical solvents used are preferably oily or oily solvents with an evaporation number above 35 and a flash point above 30 ° C., preferably above 45 ° C. Corresponding mineral oils or their aromatic fractions or mineral oil-containing solvent mixtures, preferably white spirit, petroleum and / or alkylbenzene, are used as such low-volatility, water-insoluble, oily and oily solvents.

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 or aromatics with a boiling range of 160 to 280 ° C, turpentine oil and Like. Used.

In a preferred embodiment, liquid aliphatic hydrocarbons with a boiling range of 180 to 210 ° C or high-boiling mixtures of aromatic and aliphatic hydrocarbons with a. Boiling range from 180 to 220 ° C and / or spindle oil and / or monochloronaphthalene, preferably α-monochloronaphthalene used.

The organic low-volatility oily or oily solvents with an evaporation number above 35 and a flash point above 30 ° C., preferably above 45 ° C., can be partially replaced by slightly or medium-volatile organic chemical solvents, with the proviso that the solvent mixture is also a Evaporation number above 35 and a flash point above 30 ° C, preferably above 45 ° C, and that the mixture is soluble or emulsifiable in this solvent mixture. According to a preferred embodiment, part of the organic chemical solvent or solvent mixture or an aliphatic polar organic chemical solvent or solvent mixture is replaced. Aliphatic organic chemical solvents containing hydroxyl and / or ester and / or ether groups, such as, for example, glycol ethers, esters or the like, are preferably used.

In the context of the present invention, the known organic-chemical agents are synthetic resins which are known to be water-dilutable and / or soluble or dispersible or emulsifiable in the organic-chemical solvents used and / or binding drying oils, in particular binders consisting of or containing an acrylate resin, a vinyl resin, e.g. Polyvinyl acetate, polyester resin, polycondensation or polyaddition resin, polyurethane resin, alkyd resin or modified alkyd resin, phenolic 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 used.

The synthetic resin used as a binder can be used in the form of an emulsion, dispersion or solution. Bitumen or bituminous substances up to 10% by weight can also be used as binders. In addition, known dyes, pigments, water-repellants, odor correctors and inhibitors or anticorrosive agents and the like can be used.

According to the invention, at least one alkyd resin or modified alkyd resin and / or a drying vegetable oil is preferably contained in the agent or in the concentrate as the organic chemical binder. Alkyd resins with an oil content of more than 45% by weight, preferably 50 to 68% by weight, are preferably used according to the invention.

All or part of the binder mentioned can be replaced by a fixing agent (mixture) or a plasticizer (mixture). These additives are intended to prevent volatilization of the active ingredients and crystallization or precipitation. They preferably replace 0.01 to 30% of the binder (based on 100% of the binder used).

The plasticizers come from the chemical classes of phthalic acid esters such as dibutyl, diocyl or benzyl butyl phthalate, phosphoric acid esters such as tributyl phosphate, adipic acid esters such as di- (2-ethylhexyl) adipate, stearates such as butyl stearate or amyl stearate, oleates such as butyl oleate or glycerol ether higher molecular weight glycol ethers, glycerol esters and p-toluenesulfonic acid ester.

Fixing agents are chemically based on polyvinyl alkyl ethers such as polyvinyl methyl ether or ketones such as benzophenone and ethylene benzophenone. Water is also particularly suitable as a solvent or diluent, if appropriate in a mixture with one or more of the above-mentioned organic chemical solvents or diluents, emulsifiers and dispersants.

A particularly effective wood protection is achieved through large-scale impregnation processes, e.g. Vacuum, double vacuum or pressure process.

At the same time, the active compound combinations according to the invention can be used to protect objects, in particular hulls, sieves, nets, structures, quay systems and signaling systems which come into contact with sea or brackish water.

Overgrowth by sessile oligochaetes, such as lime tube worms, and by mussels and species from the group Ledamorpha (barnacles), such as various types of Lepas and Scalpellum, or by species from the group Balanomorpha (barnacles), such as Baianus or Pollicipes species, increases the frictional resistance of Ships and subsequently leads to a significant increase in operating costs due to increased energy consumption and, moreover, frequent dry dock stays.

In addition to the growth by algae, for example Ectocarpus sp. and Ceramium sp., vegetation by sessile Entomostraken groups, which are grouped under the name Cirripedia (tendril crayfish), is particularly important.

It has now surprisingly been found that the active compound combinations according to the invention have an excellent antifouling effect.

By using the active ingredient combinations according to the invention, heavy metals such as e.g. in bis (trialkyltin) sulfides, tri-7ϊ-butyltin laurate, tri-ft-butyltin chloride, copper (I) oxide, triethyltin chloride, tri-butyl (2-phenyl-4-chlorophenoxy) tin, tributyltin oxide, molybdenum disulfide, Antimony oxide, polymeric butyl titanate, phenyl (bispyridine) bismuth chloride, tri-72-butyltin fluoride, manganese ethylene bisthiocarbamate, zinc dimethyldithiocarbamate, zinc ethylene bisthiocarbamate, zinc and copper salts of 2-pyridinethiol-l-oxide, bisdimamethyldihydiamethyldihydiamethyldihydiamethyldihydiamethyldihydiamethyldihydiamethyldihydiamethyldihydroxy1 -ethylene bisdithiocarbamate, copper thiocyanate, copper naphthenate and tributyltin halides or the concentration of these compounds can be significantly reduced.

The ready-to-use antifouling paints may also contain other active ingredients, preferably algicides, fungicides, herbicides, molluscicides or other antifouling active ingredients. Suitable combination partners for the antifouling agents according to the invention are preferably:

Algicides such as 2-tgrt.-butylamino-4-cyclopropylamino-6-methylthio-l, 3,5-triazine, dichlorophene, diuron, endothal, fentin acetate, isoproturon, methabenzthiazuron, oxyfluorfen, quinoclamine and ter-butryn;

Fungicides such as benzo [δ] thiophenecarboxylic acid cyclohexylamide-S, S-dioxide, dichlofluanide, fluorofolpet, 3-iodo-2-propynyl butyl carbamate, tolyl fluanide and azoles such as

Azaconazole, cyproconazole, epoxyconazole, hexaconazole, metconazole, propiconazole and tabonazole;

Molluscicides like

Fentin acetate, metaldehyde, methiocarb, niclosamide, thiodicarb and rimethacarb; or conventional antifouling agents such as 4,5-dichloro-2-octyl-4-isothiazolin-3-one, diiodomethylparatrylsulfone, 2- (N, N-dimethylthiocarbamoylthio) -5-nitrothiazyl, potassium, copper, sodium and zinc salts of 2-pyridinthiol-l-oxide, pyridine triphenylborane, tetrabutyldistannoxane, 2,3,5,6-tetrachloro-4- (methylsulfonyl) pyridine, 2,4,5, 6-tetrachloroisophthalonitrile, tetramethylthiuram disulfide and 2,4 , 6-trichlorophenyl maleimide.

The antifouling agents used contain the active compound combinations according to the invention in a concentration of 0.001 to 50% by weight, in particular of 0.01 to 20% by weight.

The antifouling agents according to the invention furthermore contain the usual constituents as described, for example, in Ungerer, Chem. Ind. 1985, 37, 730-732 and Williams, Antifouling Marine Coatings, Noyes, ^' Park Ridge, 1973.

In addition to the algicidal, fungicidal, molluscicidal and insecticidal compositions according to the invention, antifouling paints contain, in particular, agents.

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 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 Hard resins in combination with tar or bitumen, asphalt and epoxy compounds, small amounts of chlorinated rubber, chlorinated polypropylene and vinyl resins.

• Paints may also contain inorganic pigments, organic pigments or dyes, which are preferably insoluble in sea water. Paints may also contain materials, such as rosin, to enable controlled release of the active ingredients. The paints may also contain plasticizers, modifiers that affect the rheological properties, and other conventional ingredients. The compounds according to the invention or the abovementioned mixtures can also be incorporated into self-polishing antifouling systems. The active ingredient combinations are also suitable for combating animal pests, in particular insects, arachnids and mites, which live in closed rooms, such as apartments, factory halls, offices, vehicle cabins, etc. occurrence. They can be used to control these pests in household insecticide products. They are effective against sensitive and resistant species and against all stages of development. These pests include:

From the order of the Scorpionidea e.g. Buthus occitanus.

From the order of the Acarina e.g. Argas persicus, Argas reflexus, Bryobia ssp., Dermanyssus gallinae, Glyciphagus domesticus, Ornithodorus oubat, Rhipicephalus sanguineus, Trombicula alfreddugesi, Neutrombicula autumnalis, Dermatophagoides pteronissimus, Dermatophagoides forinae.

From the order of the Araneae e.g. Aviculariidae, Araneidae.

From the order of the Opiliones e.g. Pseudoscorpiones chelifer, Pseudoscorpiones cheiridium, Opiliones phalangium.

From the order of the Isopoda e.g. Oniscus asellus, Porcellio scaber. From the order of the Diplopoda e.g. Blaniulus guttulatus, Polydesmus spp.

From the order of the Chilopoda e.g. Geophilus spp.

From the order of the Zygentoma, for example Ctenolepisma spp., Lepisma saccharina, Lepismodes inquilinus. From the order of the Blattaria, for example Blatta orientalies, Blattella germanica, Blattella asahinai, Leucophaea maderae, Panchlora spp., Parcoblatta spp., Periplaneta australasiae, Periplaneta americana, Periplaneta brunnea, Periplaneta fuliginosa, Supella longipalpa.

From the order of the Saltatoria e.g. Acheta domesticus.

From the order of the Dermaptera e.g. Forficula auricularia.

From the order of the Isoptera e.g. Kalotermes spp., Reticulitermes spp.

From the order of the Psocoptera e.g. Lepinatus spp., Liposcelis spp.

From the order of the Coleptera e.g. Anthrenus spp., Attagenus spp., Dermestes spp., Latheticus oryzae, Necrobia spp., Ptinus spp., Rhizopertha dominica, Sitophilus granarius, Sitophilus oryzae, Sitophilus zeamais, Stegobium paniceum.

From the order of the Diptera e.g. Aedes aegypti, Aedes albopictus, Aedes taeniorhynchus, Anopheles spp., Calliphora erythrocephala, Chrysozona pluvialis, Culex quinquefasciatus, Culex pipiens, Culex tarsalis, Phrosophila spp., Fannia canicularis calcitrans, Tipula paludosa.

From the order of the Lepidoptera e.g. Achroia grisella, Galleria mellonella, Plodia interpunctella, Tinea cloacella, Tinea pellionella, Tineola bisselliella.

From the order of the Siphonaptera e.g. Ctenocephalides canis, Ctenocephalides felis, Pulex irritans, Tunga penetrans, Xenopsylla cheopis.

From the order of the Hymenoptera e.g. Camponotus herculeanus, Lasius fuliginosus, Lasiusniger ^ Lasius umbratus, Monomorium pharaonis, Paravespula spp., Tetramorium caespitum.

From the order of the anoplura e.g. Pediculus humanus capitis, Pediculus humanus corporis, Phthirus pubis.

From the order of the Heteroptera e.g. Cimex hemipterus, Cimex lectularius, Rhodinus prolixus, Triatoma infestans.

They are used in aerosols, non-pressurized sprays, e.g. pump and atomizer sprays, automatic fog machines, foggem, foams, gels, evaporator products with evaporator plates made of cellulose or plastic, liquid evaporators, gel and membrane evaporators, propeller-driven level evaporators, energy-free or passive evaporation systems, moth papers, moth bags and moth gels, as granules or dusts, in litter or bait stations.

According to the invention, all plants and plant parts can be treated. Plants are understood here to mean 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 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' rights. Plant parts are to be understood to mean all above-ground and underground parts and organs of plants, such as shoots, leaves, flowers and roots, examples being leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds, and roots, tubers and rhizomes be listed. The plant parts also include crops and vegetative and generative propagation material, for example cuttings, tubers, rhizomes, offshoots and seeds.

The treatment of the plants and parts of plants with the active compounds according to the invention is carried out directly or by acting on their surroundings, living space or storage space using the customary treatment methods, e.g. by dipping, spraying, vaporizing, atomizing, scattering, spreading and, in the case of propagation material, in particular in the case of seeds, furthermore by coating in one or more layers.

As already mentioned above, according to the invention, all plants and their parts can be treated. In a preferred embodiment, wild plant species or plant species and their parts obtained by conventional biological breeding methods, such as crossing or protoplast fusion, are treated. In a further preferred embodiment, transgenic plants and plant cultivars which have been obtained by genetic engineering methods, if appropriate in combination with conventional methods (genetically modified organisms) and their parts are treated. The term “parts” or “parts of plants” or “parts of plants” was explained above.

Plants of the plant varieties which are in each case commercially available or in use are particularly preferably treated according to the invention.

Depending on the plant species or plant cultivars, their location and growth conditions (soils, climate, vegetation period, nutrition), the treatment according to the invention can also cause superadditive (“synergistic”) effects. For example, reduced application rates and / or widening of the activity spectrum and / or one Enhance the effect the substances and agents 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 content, increased flowering performance, easier harvesting, acceleration of ripeness, higher crop yields, higher quality and / or higher nutritional value of the harvested products, higher shelf life and / or workability of the harvested products possible, which go beyond the effects that are actually to be expected.

The preferred transgenic (genetically engineered) plants or plant cultivars to be treated according to the invention include all plants which have received genetic material through the genetic engineering modification which gives these plants particularly advantageous, valuable properties (“traits”). Examples of such properties 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, acceleration of ripening, higher harvest yields, higher quality and / or higher nutritional value of the harvested products, higher shelf life and / or Workability of the harvested products Further and particularly highlighted examples of such properties are an increased defense of the plants against animal and microbial pests, such as against insects, mites, phytopathogenic fungi, bacteria and / or Viruses and an increased tolerance of the plants to certain herbicidal agents. Examples of transgenic plants are the important crop plants, such as cereals (wheat, rice), corn, soybeans, potatoes, cotton, tobacco, rapeseed and fruit plants (with the fruits apples, pears, citrus fruits and grapes), with corn, soybeans, potatoes , Cotton, tobacco and rapeseed are highlighted. The traits are particularly emphasized as the increased defense of the plants against insects, arachnids, nematodes and snails by toxins which arise in the plants, in particular those which are caused by the genetic material from Bacülus Thuringiensis (e.g. by the genes CryΙA (a) , CryIA (b), CryΙA (c), CryHA, CrylTIA, CrylTIB2, Cry9c Cry2Ab, Cry3Bb and CrylF as well as their combinations) are generated in the plants (hereinafter "Bt plants"). The increased defense of plants against fungi, bacteria and viruses by systemic acquired resistance (SAR), systemin, phytoalexins, elicitors and resistance genes and correspondingly expressed proteins and toxins are also particularly emphasized as properties (“traits”). As properties (“traits”) ) are also particularly emphasized the increased tolerance of the plants to certain herbicidal active ingredients, for example imidazolinones, sulfonylureas, glyphosate or phosphinotricin (for example "PAT" gene). The genes conferring the desired properties ("traits") can in each case also occur in combinations with one another in the transgenic plants. Examples of "Bt plants" are corn varieties, cotton varieties, soy varieties and potato varieties which are marketed under the trade names YTELD GARD® (e.g. corn, cotton, soy), KnockOut® (e.g. corn), StarLink® (e.g. corn), Bollgard® (cotton), Nucotn® (cotton) and NewLeaf® (potato). Examples of herbicide-tolerant plants are maize varieties, cotton varieties and soy varieties that are marketed under the trade names Roundup Ready® (tolerance to glyphosate e.g. corn, cotton, soy), Liberty Link® (tolerance to phosphinotricin, e.g. rapeseed), IMI® (tolerance to Imidazolinone) and STS® (tolerance to sulfonylureas such as maize). The herbicide-resistant plants (conventionally bred to herbicide tolerance) include the varieties sold under the name Clearfield® (eg maize). Of course, these statements also apply to plant varieties developed in the future or coming onto the market in the future with these or future-developed genetic properties ("traits").

The plants listed can be treated particularly advantageously according to the invention with the active compound mixtures according to the invention. The preferred ranges given for the mixtures above also apply to the treatment of these plants. Plant treatment with the mixtures specifically listed in this text should be particularly emphasized.

The good insecticidal and acaricidal activity of the active compound combinations according to the invention can be seen from the examples below. While the individual active ingredients have weaknesses in their effects, the combinations show an effect that goes beyond a simple summation of effects.

Insecticides and acaricides always have a synergistic effect if the effect of the active ingredient combinations is greater than the sum of the effects of the individually applied active ingredients.

The expected effect for a given combination of two active ingredients can be calculated as follows according to the so-called "Colby formula" (see S.R. Colby, "Calculating Synergistic and Antagonistic Responses of Herbicide Combinations", Weeds 1967.15, 20-22):

If

X means the degree of destruction, expressed in% of the untreated control, when the active compound A is used in an application rate of m g / ha or in a concentration of m ppm,

Y means the degree of destruction, expressed in% of the untreated control, when the active compound B is used in an application rate of ng / ha or in a concentration of n ppm and E means the degree of destruction, expressed in% of the untreated control, when active ingredients A and B are used in application rates of m and ng / ha or in a concentration of m and n ppm,

then X - Y E = X + Y - 100

If the actual degree of insecticidal killing is greater than calculated, the combination is superadditive in its killing, ie there is a synergistic effect. In this case, the degree of kill actually observed must be greater than the value for the expected degree of kill (E) derived from the above formula.

Example A

Plutella test (sensitive strain)

Solvent: 7 parts by weight of dimethylformamide

Emulsifier: 2 parts by weight of alkylaryl polyglycol ether

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

Cabbage leaves (Brassica oleracea) are treated by dipping into the preparation of active ingredient of the desired concentration and populated with caterpillars of the cabbage cockroach (Plutella xylostella, sensitive stem) while the leaves are still moist.

After the desired time, the kill is determined in%. 100% means that all caterpillars have been killed; 0% means that no caterpillars have been killed. The determined kill rates are calculated using the Colby formula (see sheet 1).

In this test, the following combination of active substances according to the present application showed a synergistically enhanced activity compared to the individually used active substances:

Table A Plant-damaging insects Plutella xylostella (sensitive strain) test

Drug concentration Drug level in ppm in% after 6 days

Example (1-2) known 20 37

Example (1-1) known 20 21

Ex. (1-2) + Ex. (1-1) found * calc. ** according to the invention 20 + 20 89 50.2 found = effect found

** calc. = Effect calculated according to the Colby formula

Table A Plant-damaging insects Plutella xylostella (sensitive strain) test

Drug concentration Drug level in ppm in% after 6 days

Ex. (1-2) known

Ex. (1-1) known

According to the invention 4 + 4 ^'Found Ex. (1-2) + Ex. (1-1) found * calc. ** 32. 5 = effect found

** calc. = Effect calculated according to the Colby formula

Claims

claims

Agent containing compounds of the formula (I)

in which

X represents C 1 -C 6 -alkyl, halogen, C 1 -C 6 alkoxy or C 3 -C 3 -haloalkyl,

Y represents hydrogen, Ci-Cg-alkyl, halogen, Ci-Cg-alkoxy or C ₁ -C3 -haloalkyl,

Z represents C 1 -C 6 -alkyl, halogen or C \ -Cg-alkoxy, n represents a number from 0-3,

A for hydrogen or in each case optionally substituted by halogen, straight-chain or branched Cj-C ^ alkyl, C -Cg-alkenyl, C3-Cg-alkynyl, Ci-C ^ -alkoxy- C ₂ -Cg-alkyl, C ₁ -Cg- Polyalkoxy-C ₂ -Cg-alkyl or -CC ₁₀ alkylthio-C2-Cg-alkyl or for cycloalkyl with 3-8 ring atoms, which can be interrupted by oxygen and / or sulfur or for each optionally by halogen, C ₁ - Cg-alkyl, Cj-Cg-haloalkyl, C \ -Cg-alkoxy, Ci-Cg-haloalkoxy or nitro-substituted phenyl or phenyl-Ci-Cg-alkyl,

B represents hydrogen, Ci-Cg-alkyl or Cτ_-Cg-alkoxy-C2-C4-alkyl or wherein

A and B together with the carbon atom to which they are attached are a saturated or unsaturated, optionally interrupted by oxygen and / or sulfur and optionally by halogen, C \ -Cg-alkyl, C \ -Cg-alkoxy, C1-C4-haloalkyl , -C-C4-haloalkoxy, -C-C4-Al lthio or optionally substituted phenyl substituted or optionally benzo-fused 3- to 8-membered ring, G for hydrogen (a) or for the groups

(e) or ( ^f ) stands,

in which

Rl for in each case optionally substituted by halogen -CC (C2) alkyl, C2-C20-alkenyl, C ₁ -Cg -alkoxy-C ₂ -Cg-alkyl, -C-Cg-alkylthio-C ₂ -Cg-alkyl, Ci- Cg-polyalkoxy-C2-Cg-alkyl or cycloalkyl with 3-8 ring atoms, which can be interrupted by oxygen and / or sulfur atoms, optionally represents halogen, nitro, C -Cg-alkyl, Ci-Cg- Alkoxy, C ^ -Cg-haloalkyl, C \ -Cg-haloalkoxy-substituted phenyl; represents phenyl-C 1 -C 6 -alkyl which is optionally substituted by halogen, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, Ci-Cg-haloalkyl, C 1 -C 6 -haloalkoxy, for each optionally by Halogen and / or C 1 -C 6 -alkyl substituted pyridyl, pyrimidyl, thiazolyl and pyrazolyl is phenoxy-C 1 -C 6 -alkyl optionally substituted by halogen and / or C 1 -C 6 -alkyl,

R ^{2 represents} in each case '-C 20 "alkyl which is optionally substituted by halogen, C ₂ -C 20 alkenyl, C ₁ -Cg alkoxy-C ₂ -Cg alkyl, C ₁ -Cg polyalkoxy-C ₂ -Cg alkyl, represents phenyl or benzyl optionally substituted by halogen, nitro, C 1 -C 6 -alkyl, C 1 -C 6 alkoxy, C _] C 1 -C 6 haloalkyl,

R ³ for optionally substituted by halogen C} -Cg-alkyl, for each optionally substituted by C1-C4-alkyl, halogen, -C-C4-haloalkyl, -C-C4-alkoxy, C - C4-haloalkoxy, nitro or cyano or phenyl Benzyl stands,

R4 and R ⁵ independently of one another each represent C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy optionally substituted by halogen, C 1 -C 6 -alkylamino, di- (C 1 -C 6) -alkylamino, Ci-Cg-alkylthio, C ₂ -C ₅ -alkenylthio, C ₂ -C 5 alkynylthio, C 3 -C ₇ -cycloalkylthio, represent optionally halogen-, nitro, cyano, Ci-C4-alkoxy, C1-C4 haloalkoxy, C ^ C4-alkylthio, C _] ^ C4-haloalkylthio, -C-C4-alkyl, C1-C4-haloalkyl substituted phenyl, phenoxy or phenylthio, R ⁶ and R ⁷ independently of one another each optionally substituted by halogen Ci-Cio-alkyl , C _j -Cio-alkoxy, C ₃ -Cg-alkenyl, Ci-Cg-alkoxy-Ci-Cg-alkyl, for optionally by halogen, Ci-Cg-haloalkyl, C ^ -Cg-alkyl or C \ -Cg- Alkoxy substituted phenyl, stands for benzyl optionally substituted by halogen, Ci-Cg-alkyl, Ci - Cg-haloalkyl or C ^ -Cg-alkoxy or together represent a 5- to 6-membered ring which may be interrupted by oxygen or sulfur and which optionally substituted by C _j -Cg-alkyl, and at least one further tetronic acid derivative of the formula (I).

2. Composition according to claim 1, containing compounds of formula (I) in which

X represents C1-C4-alkyl, chlorine, bromine, -CC -Alko y or trifluoromethyl,

Y for hydrogen,

Chlorine, bromine, -C 4 alkoxy or C ₁ -C ₂ haloalkyl,

Z represents C 1 -C alkyl, chlorine, bromine or C j -C alkoxy, n represents 0 or 1,

A and B together with the carbon atom to which they are attached form a saturated 5- to 6-membered ring which is optionally monosubstituted or substituted by C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy,

G for hydrogen (a) or for the groups

CO-R (b)

(c) stands in which R * for each optionally mono- to trisubstituted by fluorine or chlorine substituted Ci -C ^ alkyl, C2-Ci2-alkenyl, -C-C4-alkoxy-Cι-C2-alkyl, or cycloalkyl with 3-6 ring atoms, which by 1 to 2 oxygen atoms can be interrupted, represents phenyl optionally substituted by fluorine, chlorine, bromine, nitro, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, trifluoromethyl or trifluoromethoxy;

R ^{2 represents} in each case optionally substituted by halogen Ci -C ^ g-alkyl or C2-Cιg-alkenyl, -C-Cg-alkoxy-C2-Cg-alkyl, represents in each case optionally by halogen, nitro, Cι-C4-alkyl, C1-C4- alkoxy or -CC4-haloalkyl-substituted phenyl or benzyl.

3. Composition according to claim 1, containing compounds of the formula (1-1) and (1-2)

(1-1) (I-2)

4. _' Use of mixtures as defined in claim 1 for controlling animal pests.

5. A method for controlling animal pests, characterized in that mixtures, as defined in claim 1, are allowed to act on animal pests and / or their habitat.

6. A process for the preparation of insecticidal and acaricidal agents, characterized in that mixtures, as defined in claim 1, are mixed with extenders and / or surface-active substances.