CA2171755A1 - Synergistic pesticides - Google Patents

Abstract

Synergistic pesticides The present invention relates to pesticides comprising at least one compound of the formula I <IMG> (I) in combination with at least one compound B selected from the series consisting of phosphoric esters, carbamates, carboxylic esters, formamidines, tin compounds, substances produced by microorganisms, oximes and diacylhydrazines.

Description

Description LE, ~ 1~1 Tlr ~ ;G~D
~ ~ L ,r~ f~i s~N
Synergistic pesticides Amongst the group of the 4-amino- and 4-alkoxypyrimi-dines, compounds are known which have an insecticidal and acaricidal activity. These compounds are described in P 42 08 254.4. Surprisingly, it has now been found that the combination of these pyrimidines with known insec-ticides and acaricides results in synergistic effects.

Synergism is to be understood a~ mean;ng the mutually enh~ncing activity of two or more substances. In the present case, the combined use of the active substances allows the application rates to be reduced while still achieving the same effect, or a higher acti~ity to be achieved with the same application rates than the activity to be expected when the active substances are applied indi~idually (synergistic effect).

The present in~ention therefore relates to pesticides comprising at least one compound of the formula (I) or a salt thereof x,E Q

Rj~N ( I ) 2 ,1 R 1 in which R1 is hydrogen or methyl, R2 is methyl, ethyl, methoxy, ethoxy or methoxymethyl, R3 is methyl, ethyl, methoxy, chlorine or bromine, X is NH or oxygen, E is a direct bond, Q i~ a cycloalkyl group substituted in the 3- or ~ - 2 - ~l755 4-position, of the formula II
-/~
-CH ( CH2 ) n ( I I ) in which n is 4 or 5, R4 is (C3-C5) -alkyl and R4 is preferably in the cis 5configuration relative to E, -in combination with at least one compound B selected from the series consisting of phosphoric esters, carbamates, carboxylic esters, formamidines, tin compounds, substan-ces produced by microorganisms, oximes and diacylhydra-zines.

Compounds which are of particular interest amongst the combinations which are to be employed according to the invention (type B compounds) are those which follow:

1. From the group of the phosphorous compounds:
acephate, azamethiphos, azinphosethyl, azinphosmethyl, bromophos, bromophosethyl, chlorofenvinphos, chloro-mephos, chloropyrifos, chloropyrifosmethyl, demeton, demeton-S-methyl, demeton-S-methyl sulfone, dialifos, diazinon, dichlorvos, dicrotophos, 0,0-1,2,2,2-tetra-chloroethyl phosphorothioate (SD 208 304), dimethoate, disulfoton, EPN, ethion, ethoprophos, etrimfos, fA~r~r, fenamiphos, fenitrothion, fensulfothion, fenthion, fonofos, formothion, heptenophos, isazophos, isothioate, isoxathion, malathion, methacrifos, methamidophos, methidathion, salithion, mevinphos, monocrotophos, naled, omethoate, oxydemetonmethyl, parathion, parathionmethyl, phenthoate, phorate, phosalone, phosfolan, phosmet, phosphamidon, phoxim, ~ _ 3 _ 2171755 -pirimiphosethyl, pirimiphosmethyl, profenofos, pro-paphos, proetamphos, prothiofos, pyraclofos, pyrida-penthion, quinalphos, sulprofos, temephos, terbufo6, tetrachlorvinphos, thiometon, triazophos, trichloro-phon, vamidothion;

2. From the group of the carbamates: aldicarb, 2-sec-butylphenyl methylcarbamate (BPMC), carbaryl, car-bofuran, carbosulfan, cloethocarb, benfuracarb, ethiofencarb, furathiocarb, isoprocarb, methomyl, 5-methyl-m-cumenyl butyryl(methyl)carbamate, oxamyl, pirimicarb, p,o~o~r, thiodicarb, thiofanox, ethyl 4,6,9-triaza-4-benzyl-6,10-dimethyl-8-oxa-7-oxo-5,11-dithia-9-dodecenoate (OR 135), 1-methylthio(ethyli-deneamino)-N-methyl-N-(morpholinothio)carbamate (UC 51717);

3. From the group of the carboxylic esters: allethrin, alphamethrin, 5-benzyl-3-furylmethyl (E)-(lR)cis-2,2-dimethyl-3-(2-oxothiolan-3-ylidenemethyl)cyclopropane-carboxylate, bioallethrin, bioallethrin ((S)-cyclo-pentyl isomer), bioresmethrin, biphenate, (RS)-1-cyano-1-(6-phenoYy-2-pyridyl)methyl-(lRS)-trans-3-(4-tert-butylphenyl)-2,2-dimethylcyclopropanecarboxylate (NCI 85193), cycloprothrin, cyhalothrin, cypermethrin, cyphenothrin, deltamethrin, empenthrin, esfenvalerate, fenfluthrin, fenpropathrin, fenvalerate, flucy-thrinate, flumethrin, fluvalinate (D isomer), perme-thrin, pheothrin ((R) isomer), d-prallethrin, pyre-thrins (natural products), resmethrin, tefluthrin, tetramethrin, tralomethrin;

4. From the group of the amidines: amitraz, chlor-dimeform;

5. From the group of the tin compounds: cyhexatin, fenbutatin oxide;

6. Other preferred components for mixtures with pyrimi-2171~55 _ - 4 -dines of the formula I are: abamectin, bacillus thuringiensis, ben~ultap, binapacryl, bromopropylate, buprofezin, camphechlor, cartap, chlorobenzilate, chlorfluazuron, 2-(4-(chlorophenyl)-4,5-diphenyl-thiophene (~3I-T 930), clofentezine, 2-naphthylmethyl cyclopropanecarboxylate (Rol2-0470), cyromazine, ethyl N-(3,5-dichloro-4-(1,1,2,3,3,3-hexafluoro-1-propy-loxy)phenyl)carbamoyl)-2-chlorobenzocarboximidate, DDT, dicofol, N-(N-(3,5-dichloro-4-(1,1,2,2-tetra-fluoroethoxy)phenylamino)carbonyl)-2,6-difluoroben-zamide (XRD 473), diflubenzuron, N-(2,3-dihydro-3-methyl-1,3-thiazol-2-ylidene)-2,4-xylidine, dinobuton, dinocap, endosulfan, ethofenprox, (4-ethoxyphenyl)-(dimethyl)(3-(3-phenoxyphenyl)propyl)silane, (4-ethoxyphenyl)(3-(4-fluoro-3-ph~noYyphenyl)propyl)di-methylsilane, fenoxycarb, 2-fluoro-5-(4-(4-ethoxy-phenyl)-4-methyl-1-pentyl)diphenyl ether (MTI 800), granulosis and nuclear polyhedrosis viruses, fen-thiocarb, flubenzimine, flucycloxuron, flef~noYnron, gamma-HCH, hexythiazox, hydramethylnon (AC 217300), ivermectin, 2-nitromethyl-4,5-dihydro-6H-thiazine (SD 52618), 2-nitromethyl-3,4-dihydrothiazole (SD 35651), 2-nitromethylene-1,2-thiazinan-3-ylcar-bamaldehyde (WL 108477), propargite, teflubenzuron, tetradifon, tetrasul, thiocyclam and triflumuron.

7. From the group of the oximes, the compound fenpyroxi-mate (compound of the formula III) ~ N~N
CH!I ~L CH~ ( I I I ) C H ~ --C --O --C ~ ~ N = C~
C H ~

8. From the group of the diacylhydrazines, the compound - 21 717~5 _ 5 -tebufenozide (compound of the formula IV) C H 3 C ~ C --N --N --C ~ ( I V ) The abovementioned active substances are described in Ch.
R. Worthing, R.Y. Hance, The Pesticide Manual, British Crop.; 9th Ed., Protection Council (1991).

The abovementioned active substance fenpyroximate was described by T. Ronno et al. (Proc. 1990 Brighton Crop Prot. Conf. - Pests Dis., (The Pesticide Manual, British Crop.; 9th Ed., Protection Council (1991)).

The abovementioned active substance tebufenozide (RH 5992) is disclosed in the European Patent Application EP 236 618 (Aller et al., Rohm and Haas Comp.) The exploitation with such synergistic effects allows the application rates of the components in the mixtures to be reduced considerably, and it is possible to control a broad range of pests. The reduced application rates apply not only to the pyrimidines, but also to the components in the mixtures with regard to their specific activity.
However, the use of mixtures which produce synergistic effects does not only bring substantial economic advantages, but also ecological advantages.

The compositions according to the invention are well tolerated by plants and have a favorable toxicity to warm-blooded species and are ~uitable for controlling animal pests, in particular insects, arachnids and nematodes, particularly preferably for controlling insects and their development stages which occur in agriculture, in forests, in the protection of stored products and of materials, and in the hygiene sector.
They are active against normally sensitive and resistant species and against all or individual development stage6.
The abovementioned pests include:

From the order of the Acarina, for example, 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 spp., Eotetranychus spp., Oligonychus spp.
and Eutetranychus spp..

From the order of the Isopoda, for example, Oniscus asellus, Armadillidium vulgare and Porcellio scaber.

From the order of the Diplopoda, for example, Blaniulus guttulatus.

From the order of the Chilopoda, for example, Geophilus carpophagus and 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.

From the order of the Orthoptera, for example, Blatta orientalis and Periplaneta americana, Leucophaea maderae, Blattella germanica, Acheta domesticus, Gryllotalpa spp., Locusta migratoria migratorioides, Melanoplus differentialis and Schistocerca gregaria.

From the order of the Isoptera, for example, 2171 ~
_ - 7 -Reticulitermes spp..

From the order of the Anoplura, for example, Phylloxera vastatrix, Pemphigus spp., Pediculus humanus corporis, Haematopinus spp. and LinognAthus spp..

From the order of the Mallophaga, for example, Trichodectes spp. and Damalinea spp..

From the order of the Thysanoptera, for example, Hercino-thrips femoralis and Thrips tabaci.

From the order of the Heteroptera, for example, Eurygaster spp., Dysdercus intermedius, Piesma quadrata, Cimex lectularius, Rhodnius prolixus and Triatoma spp..

From the order of the Homoptera, for example, Aleurodes brassicae, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Brevicoryne brassicae, Cryptomyzus ribis, Doralis fabae, Doralis pomi, Eriosoma lanigerum, Hyalopterus ar~n~;n;s, Macrosiphum avenae, Myzus spp., Phorodon humuli, Rhopalosiphum padi, Empoasca spp., Euscelus bilobatus, Nephotettix cincticeps, Lecanium corni, Saissetia oleae, Laodelphax striatellus, Nilaparvata lugens, Aonidiella aurantii, Aspidiotus hederae, Pseudococcus spp. and Psylla spp..

From the order of the Lepidoptera, for example, Pectinophora gossypiella, Bupalus piniarius, Cheimatobia brumata, Lithocolletis blancardella, Hyponomeuta padella, Plutella maculipennis, Malacosoma neustria, Euproctis chryaorrhoea, Lymantria spp., Bucculatrix thurberiella, Phyllocnistis citrella, Agrotis spp., Euxoa spp., Feltia spp., Earias insulana, Heliothis spp., Laphygma exigua, Mamestra brassicae, Panolis flammea, Prodenia litura, Spodoptera spp., Trichoplusia ni, Carpocapsa ~ ~ella, Pieris spp., Chilo spp., Pyrausta nubilalis, Ephestia kuehniella, Galleria mellonella, Cacoecia podana, Capua reticulana, Choristoneura fumiferana, Clysia ambiguella, 21 ~7 1755 _ 8 -Homona magnan;ma and Tortrix viridana.

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., Psylloides chrysocephala, Epilachna varivestis, Atomaria spp., Oryzaephilus surinamensis, Anthonomus spp., Sitophilus spp., Otiorrhynchus sulcatus, Cosmopolites sordidus, Ceuthorrhynchus assimilis, Hypera postica, Dermestes spp., ~ o~oderma 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 and Costelytra zealandica.

From the order of the Hymenoptera, for example, Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis and 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., Hypobosca spp., Stomoxys spp., Oestrus spp., Hypoderma spp., TAhAn-~ spp., Tannia 8pp., Bibio hortulanus, Oscinella frit, Phorbia spp., Pegomyia hyoscyami, Ceratitis capitata, Dacus oleae and Tipula paludosa.

From the order of the SiphonArtera, for example, Xenopsylla cheopis and Ceratophyllus spp..

From the order of the Arachnida, for example, Scorpio maurus and Latrodectus mactans.

From the class of the Helminthes, for example, Haemonchus, Trichostrongulus, Ostertagia, Cooperia, g -Chabertia, Strongyloides, Oesophagostomum, Hyostrongulus, Ancylostoma, Ascaris and Heterakis, and also Fasciola and phytopathogenic nematodes, for example those of the genera Meloidogyne, Heterodera, Ditylenchus, Aphelencho-ides, Radopholus, Globodera, Pratylenchus, ~ongidorus andXiphinema.

The invention also relates to insecticidal and acaricidal compositions which contain suitable formulation auxilia-ries in addition to active substances of types A and B.

The active substance content of the use forms prepared from the commercially available formulations can vary from 0.0001 up to 99% by weight, it is preferably between 2 and 95% by weight.

They are applied in a customary manner adapted to suit the use forms.

They can be formulated in variou~ ways, dep~nA;ng on the prevailing biological and/or chemico-physical parameters.
The following are therefore suitable possibilities of formulations:

Wettable powders (WP), emulsifiable concentrates (EC), a~ueous solutions (SC), emulsions, sprayable solutions, oil- or water-based dispersions (SC), suspoemulsions (SC), dusts (DP), seed-dressing products, granules in the form of microgranules, spray granules, coated granules and adsorption granules, water-dispersible granules (WG), ULV formulations, microcapsules, waxes or baits.

These individual types of formulation~ are known in principle and are described, for example, in Winnacker-Ruchler, "Chemische Technologien, [Chemical Technology], Volume 7, C. Hauser Verlag Mi;nc~en~ 4th Ed. 1986; van Falkenberg, "Pesticides Formulations", Marcel Dekker N.Y., 2nd Ed. 1972-73; R. Martens, "Spray Drying Hand-bcok", 3rd Ed. 1979, G. Goodwin Ltd. T.o~Ao~.

The formulation auxiliaries required, such as inert materials, surfactants, solvents and other additives are also known and are described, for example, in: Watkins, "Handbook of Insecticide Dust Diluents and Carriers", 2nd Ed., Darland Books, Caldwell N.J.; H.v. Olphen, "Introduction to Clay Colloid Chemistry", 2nd Ed., J. Wiley & Sons, N.Y.; Marschen, "Solvents Guide", 2nd Ed., Interscience, N.Y. 1950; McCutcheon~s "Detergents and Emulsifiers Annual", MC Publ. Corp., Ridgewood N.J.;
Sisley and Wood, "Encyclopedia of Surface Active Agents", Chem. Publ. Co. Inc., N.Y. 1964; Schonfeldt, "Grenzflac~e~Aktive Athylenoxi~a~ te", [Surface-Active Ethylene Oxide Adducts], Wiss. Verlagsgesell., Stuttgart 1976; Winnacker-Kuchler, "Chemische Technologie", [Chemical Technology], Volume 7, C. Hauser Verlag Munich, 4th Ed. 1986.

Wettable powders are preparations which are uniformly dispersible in water and which additionally contain, besides the active substance, wetting agents, for example polyoxethylated alkylphenols, polyoxethylated fatty alcohols, alkyl- or alkylphenolsulfonates and disper-sants, for example sodium lignosulfonate, sodium 2,2'-dinaphthylmethane-6,6'-disulfonate, sodium dibutylnaph-thalenesulfonate or else sodium or oleoylmethyltaurate, in addition to a diluent or inert substance.

Emulsifiable concentrates are prepared by dissolving the active substance in an organic solvent, for example butanol, cyclohe~anone, dimethylformamide, xylene or else higher-boiling aromatics or hydrocarbons, with an addi-tion of one or more emulsifiers. Examples of emulsifierswhich can be used are: calcium alkylarylsulfonate salts such as calcium dodecylbenzenesulfonate, or non-ionic emulsifiers, such as fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide/ethylene oxide condensation products, alkyl polyethers, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters or polyoxy-~l ~ i 7 5~

ethylene sorbitol esters.

Dusts are obtained by gr;n~;ng the active substance withfinely divided solid substances, for example talc, natural clays, such as kaolin, bentonite, pyrophillite, or diatomaceous earth. Granules can be prepared either by spraying the active substance onto adsorptive, granulated inert material or by applying active substance concentra-tes to the surface of carriers, such as sand, kaolinites or granulated inert material, by means of binders, for example polyvinyl alcohol, sodium polyacrylate or else mineral oils. Suitable active substances can also be granulated in the manner customary for the preparation of fertilizer granules, if desired in the form of a mixture with fertilizers.

The active substance concentration in wettable powders is, for example, approximately 10 to 90% by weight, the remainder to 100% by weight being composed of customary formulation components. In the case of emulsifiable concentrates, the active substance concentration can be approximately 5 to 80% by weight. Formulations in the form of dusts usually contain 5 to 20% by weight of active substance, sprayable solutions approximately 2 to 20% by weight. In the case of granules, the active substance content partly depends on whether the active compound is in the liquid or solid form and on which granulation auxiliaries, fillers and the like are being used.

In addition, the abovementioned formulations of active substances contain, if appropriate, the a &esives, wetting agents, dispersants, emulsifiers, penetrants, solvents, fillers or carriers which are customary in each case. For use, the concentrates, which are in commer-cially available form, are, if appropriate, diluted in the customary manner, for example using water in the case of wettable powders, emulsifiable concentrates, disper-sions and, in some cases, also in the case of micro-- 12 - 21 7 i 755 -granules. Preparations in the form of dust and granular preparations and also sprayable solutions are convention-ally not diluted any further with other inert substances prior to use.

The application rate required varies with external conditions such as, inter alia, temperature and humidity.
It can vary within wide limits, i.e. between 0.0001 and 10 kg/ha or more of active substance, but it is prefer-ably between 0.0001 and 1 kg/ha.

The active substances according to the invention, in their commercially available formulations and in the use forms prepared with these formulations, can be in the form of mixtures with other active substances, such as insecticides, attractants, sterilants, acaricides, nematicides, fungicides, growth-regulating substances or herbicides.

The examples which follow are intended to illustrate the invention:

When the biological examples were carried out, tank mixes of the active substances were applied in the form of suitable formulations. Compound A, which was applied in the Examples, is particularly preferred and has the formula I in which Rl is hydrogen, R2 is ethyl, R3 is chlorine, X is NH, E is a direct bond and Q is 4-tert-butylcyclohexyl in the cis configura-tion relative to E.

~ 1 7 1 7 5 3 -1. ~e of rho~rhoru8 compo~A~ a~ component~ in mi~-tures Test subject: Tetranychus urticae (greenhouse redspider mites) Host plant: Phaseolus vulgaris (beans) Application method: Plant is sprayed to beginning run off stage Test period: 7 days Active substance - concentration Compound (ppm) % Nortality Triazaphos (B1) 1 35 A + B1 2 + 1 100 Test subject: Aphis fabae (black bean aphid) Host plant: Vicia faba (field bean) Application method: See above Test period: 3 days Active substance concentration Compound (ppm) % Mortality Triazaphos (B1) 4 0 20A + B1 1 + 4 90 Heptenophos (B2) 1 0 A + B2 1 + 1 80 2~7l7~5 Test subject: Agrotis segetum Host plant: Test is carried out using synthetic feed Application method: The approximately 1 mm thick feed i6 sprayed with amounts correspo~; ng to 600 l/ha Test period: 5 days Active substance concentration Compound (ppm) % Mortality 10Heptenophos (B2) 250 0 A + B2 125 + 250 90 2. Use of r~lo~ylic esters as components in the mi~-tures Test subject: Aphis fabae Host plant: Vicia faba Application method: see above Test period: 3 days Active substance concentration Compound (ppm) % Mortality 20Deltamethrin (B3) 0.1 0 A + B3 1 + 0.1 70 Test subject: Tetranychus urticae (greenhouse red spider mites) Host plant: Phaseolus vulgaris (beans) Application method: Spray to beg;nning run off stage Test period: 7 days ~ l 7 1 -/ ~5 -Active substance concentration Compound (ppm) % Mortality Deltamethrin (B3) 16 10 A + B3 1 + 16 60 5 Test subject: Agrotis segetum (common cutworm) Host plant: Test is carried out using synthetic feed Application method: The approximately 1 mm thick feed is sprayed with amounts correspon~; ng to 600 l/ha Test period: S days Active substance concentration Compound (ppm) % Mortality Deltamethrin (B3) 0.125 60 15A + B3 16 + 0.125 100 3. ~se of ~ndosulfan a~ comæonent in the sture Te~t subject: Agrotis segetum Host plant: Test is carried out using synthetic feed Application method: The approximately 1 mm thick feed is sprayed with amounts corregpon~;ng to 600 l/ha Test period: 5 days ~171~5~

-Active substance concentration Compound (ppm) % Mortality Endosulfan (B4) 63 40 A + B4 63 + 63 90 4. ~se of f~ v~mate as c-vmponent in the mixture Test subject: Tetranychus urticae (greenhouse red spider mites) Host plant: Phaseolus vulgaris (beans) Application method: Spray to beginn;ng run off stage 10 Test period: 7 days Active substance concentration Compound (ppm) % Mortality Fenpyroximate 1 25 (B5) A + B5 2 + 1 97 B5 0.5 10 A + B5 1 + O.S 50 Test subject: Agrotis segetum (L3 larvae) 20 Host plant: Test in Petra dish using synthetic feed Application method: The approximately 1 mm thick feed is sprayed with amounts correspo~i ng to 600 l/ha 25 Test period: 5 days - 17 _ 2171755 -Active substance concentration Compound (ppm) % Mortality A + B5 31 + 31 60 A + B5 63 + 63 90 5. ~se of Tebufenocide a~ component in the mixture Test subject: Diabrotica undecimpunctata (10 lar-vae per batch) Host plant: Test in Petra dish contA;n;n~ paperfilter; no feed Application method: 1 ml of solution is pipetted onto the paper filter 15 Test period: 2 days at 28C in the dark Active substance concentration Compound (ppm) % Mortality A 0.5 50 Tebufenocide (B6) 16 0 A + B6 0.5 + 16 70 A + B6 1 + 31 100

Claims (7)

Patent claims

1. A pesticide comprising at least one compound of the formula I or a salt thereof (I) in which R1 is hydrogen or methyl, R2 is methyl, ethyl, methoxy, ethoxy or methoxy-methyl, R3 is methyl, ethyl, methoxy, chlorine or bromine, X is NH or oxygen, E is a direct bond, Q is a cycloalkyl group substituted in the 3- or 4-position, of the formula II

( I I ) in which n is 4 or 5, R4 is (C3-C5)-alkyl and R4 is preferably in the cis configuration relative to E, in combination with at least one compound B selected from the series consisting of phosphoric esters, carbamates, carboxylic esters, formamidines, tin compounds, substances produced by microorganisms, oximes and diacylhydrazines.

2. A composition as claimed in claim 1, which comprises 0.1 to 99% by weight of active substances in addi-tion to conventional formulation auxiliaries.

3. A composition as claimed in one or more of claims 1 and 2, which comprises the active substances in a ratio by weight of between 1:20 and 20:1.

4. A composition as claimed in one or more of claims 1 to 3, which comprises the active substance of the formula I, in which R1 is hydrogen, R2 is ethyl, R3 is chlorine, X is NH, E is a direct bond and Q is 4-tert-butylcyclohexyl, in the cis configura-tion relative to E, in combination with a compound selected from the group consisting of triazophos, heptenophos, delta-methrin, endosulfan, fenpyroxymate and tebufenocide.

5. A process for the preparation of a composition as claimed in one or more of claims 1 to 4, which comprises formulating the active substances in a conventional formulation selected from the group consisting of wettable powders, emulsifiable concen-trates, aqueous solutions, emulsions, sprayable solutions, oil- or water-based dispersions, suspo emulsions, suspension concentrates, oil-miscible solutions, capsule suspensions, granules in the form of microgranules, spray granules, coated granules and adsorption granules, dusts, seed-dressing products, granules for soil application or for broadcasting, water-dispersible granules, ULV

formulations, microcapsules and waxes.

6, A method of controlling undesireable insects and acarids, which comprises applying an effective amount of a composition as claimed in one or more of claims 1 to 4.

7. The use of the insecticidal composition as claimed in one or more of claims 1 to 5 in pest control