DE4331092A1 - Synergistic pesticides comprising fenpyroximate - Google Patents

Abstract

The invention relates to pesticides which comprise at least one compound of the formula <IMAGE> in which R<1> is H or CH3; R<2> is CH3, C2H5, OCH3, Cl or Br; X is NH or O; E is a bond and Q is substituted cycloalkyl, or a salt of this compound, in combination with fenpyroximate.

Description

From the class of 4-amino and 4-alkoxypyrimidines are compounds known to have insecticidal and acaricidal activity. These connections are described in the P 42 08 254.4. It only became surprising found that in the combination of these pyrimidines with known insecticides and acaricidal synergistic effects.

Synergism is the mutually reinforcing effect of two or more substances. In the present case, the combined application the active ingredients that the application rates can be reduced and still the the same effect is achieved, or that with the same application rates achieved higher than the expected effect of the individually used active ingredients becomes (synergistic effect).

The present invention relates to pesticides, containing at least one compound of the formula I and salts thereof

in the
R¹ = hydrogen or methyl,
R 2 = methyl, ethyl, methoxy, ethoxy or methoxymethyl,
R³ = methyl, ethyl, methoxy, chlorine or bromine,
X = NH or oxygen
E = a direct bond
Q = a substituted in position 3 or 4 cycloalkyl group of the general formula II,

wherein
n is 4 or 5,
R⁴ is (C₃-C₅) -alkyl and R⁴ is preferably in the cis-configuration to E,
in combination with the compound of formula III (fenpyroximate)

The above-mentioned active ingredient fenpyroxymate has been described by T. Konno et al. (Proc. 1990 Brighton Crop Prot. Conf. - Pests Dis., Described (The Pesticide Manual, 9th ed. British Crop. Protection Council (1991).

By using such synergistic effects, the application rates of mixing partners are significantly reduced, and it succeeds in To combat the spectrum of pests. The reduction of the application rates concerns not only the pyrimidines but also the combination partner their specific effectiveness. The use of mixtures that are synergistic However, causing effects is not only with great economic, but also associated with environmental benefits.

The compositions of the invention are suitable for good plant tolerance and favorable toxicity to warm-blooded animals for the control of animal pests, in particular insects, arachnids and nematodes, particularly preferred for Control of insects, as well as their stages of development, in the Agriculture, in forestry, in the protection of stocks and materials and from the Hygiene sector occur. They are against normally sensitive and resistant species as well as against all or individual stages of development. To the above mentioned pests include:

From the order of Acarina z. Acarus siro, Agras 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 Isopoda, z. B. Oniscus asellus, Armadillidium vulgare and Porcellio scaber.

From the order of Diplopoda z. B. Blaniulus guttulatus.  

From the order of Chilopoda z. Geophilus carpophagus and Scutigera spp.

From the order of Symphyla z. B. Scutigerella immaculata.

From the order of Thysanura z. B. Lepisma saccharina.

From the order of Collembola z. B. Onychiurus armatus.

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

From the order of Isoptera z. Reticulitermes spp.

From the order of Anoplura z. Phylloxera vastatrix, Pemphigus spp., Pediculus humanus corporis, Haematopinus spp. and Linognathus spp.

From the order of Mallophaga z. B. Trichodectes spp. and Damalinea spp.

From the order of Thysanoptera z. B. Hercinothrips femoralis and Thrips tabaci.

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

From the order of Homoptera z. Aleurodes brassicae, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Brevicoryne brassicae, Gryptomyzus ribis, Doralis fabae, Doralis pomi, Eriosoma lanigerum, Hyalopterus arundinis, 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 Lepidoptera z. B. Pectinophora gossypiella, Bupalus piniarius, Cheimatobia brumata, Lithocolletis blancardella, Hyponomeuta padella, Plutella maculipennis, Malacosoma neustria, Euproctis chrysorrhoea, 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, Garpocapsa pomonella, Pieris spp., Chilo spp., Pyrausta nubilalis, Ephestia kuehniella, Galleria mellonella, Cacoecia podana, Capua reticulana, Choristoneura fumiferana, Clysia ambiguella, Homona magnanima and Tortrix viridana.

From the order of Coleoptera z. B. 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, Anthonumus spp., Sitophilus spp., 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 and Costelytra zealandica.

From the order of Hymenoptera z. B. Diprion spp., Hoplocampa spp., Lasius spp., monomorium pharaonis and Vespa spp.

From the order of Diptera z. 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., Tabanus spp., Tannia spp., Bibio hortulanus, Oscinella frit, Phorbia spp., Pegomyia hyoscyami, Ceratitis capitata, Dacus oleae and Tipula paludosa.

From the order of Siphonaptera z. Xenopsylla cheopis and Ceratophyllus spp.  

From the order of Arachnida z. B. Scorpio maurus and Latrodectus mactans.

From the class of helminths z. B. Haemonchus, Trichostrongulus, Ostertagia. Cooperia, Chabertia, Strongyloides, Oesophagostomum, Hyostrongulus, Ancylostoma, Ascaris and Heterakis as well as Fasciola and Plant Harmful Nematodes, such. B. those of the genera Meloidogyne, Heterodera, Ditylenchus, Aphelenchoides, Radopholus, Globodera, Pratylenchus, Longidorus and Xiphinema.

The invention also relates to insecticidal and acaricidal agents other than Active ingredients of type A and B contain suitable formulation auxiliaries.

The active ingredient content prepared from the customary commercial formulations Use forms may be from 0.0001 up to 95% by weight of active ingredient, preferably between 2 and 95 wt .-% are.

The application is done in a custom forms adapted to the application forms Wise.

They can be formulated in different ways, depending on how it is done by the biological and / or chemical-physical parameters is given. When Formulation options are therefore in question:

Wettable powder (WP), emulsifiable concentrates (EC), aqueous solutions (SC), Emulsions, sprayable solutions, oil or water based dispersions (SC), Suspoemulsions (SC), dusts (DP), mordants, granules in the form of micro-, Spray, elevator and adsorption granules, water-dispersible granules (WG), ULV formulations, microcapsules, waxes or baits.

These individual formulation types are known and will be known in principle for example described in Winnacker-Kuchler, "Chemical Technology", volume 7, C. Hauser Verlag Munich, 4th ed. 1986; van Falkenberg, "Pesticides  Formulations ", Marcel Dekker N.Y., 2nd ed., 1972-73; K. Martens," Spray Drying Handbook, 3rd Ed., 1979, G. Goodwin Ltd. London.

The necessary formulation auxiliaries such as inert materials, surfactants, Solvents and other additives are also known and are For example, 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, "Surface-active ethylene oxide adducts", Wiss. Publishing company, Stuttgart 1976; Winnacker-Kuchler, "Chemical Technology", Volume 7, C. Hauser Verlag Munich, 4th ed. 1986.

Spritzpulver are uniformly dispersible in water preparations, in addition to the Active ingredient except a diluent or inert or wetting agent, for. B. polyoxethylated alkylphenols, polyoxethylated fatty alcohols, alkyl or alkylphenol sulfonates and dispersants, e.g. Lignosulfonic acid sodium, 2,2'- dinaphthylmethane-6,6'-disulfonic acid sodium, dibutylnaphthalene-sulfonic acid Sodium or oleylmethyltaurinate sodium. emulsifiable Concentrates are made by dissolving the active ingredient in an organic Solvent, for. As butanol, cyclohexanone, dimethylformamide, xylene or else higher boiling aromatics or hydrocarbons with the addition of one or produced several emulsifiers. As emulsifiers, for example alkylarylsulfonic acid calcium salts such as calcium dodecylbenzene sulfonate or nonionic 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 ester or polyoxethylene sorbitol ester.

Dusts are obtained by grinding the active ingredient with finely divided solid  Fabrics, e.g. As talc, natural clays such as kaolin, bentonite, pyrophillite or Diatomaceous earth. Granules can either by spraying the active ingredient on adsorptive granulated inert material can be prepared or by Application of active substance concentrates by means of adhesives, z. For example, polyvinyl alcohol, Polyacrylic acid sodium or mineral oils, on the surface of Carriers such as sand, kaolinites or granulated inert material. Also can suitable active ingredients in the usual for the production of fertilizer granules Were - if desired, mixed with fertilizers - granulated.

In wettable powders, the active ingredient concentration z. B. about 10 to 90 wt .-%, the Residual to 100 wt .-% consists of conventional formulation ingredients. at emulsifiable concentrates, the active substance concentration may be about 5 to 80% by weight be. Dusty formulations usually contain 5 to 20 wt .-% of Active ingredient, sprayable solutions about 2 to 20 wt .-%. For granules depends on the Active substance content depends in part on whether the active compound is liquid or solid and which granulation aids, fillers, etc. are used.

In addition, the active substance formulations mentioned optionally contain the customary adhesion, wetting, dispersing, emulsifying, penetrating, solvent, Fillers or carriers.

For use are present in commercial form concentrates optionally diluted in the usual way, for. As in wettable powders, emulsifiable Concentrates, dispersions and partly also with microgranules by means of water. Dusty and granulated preparations as well as sprayable solutions usually no longer diluted with other inert substances before use.

With the external conditions such as temperature, humidity and. a. varies required application rate. It can vary within wide limits, ie. H. between 0.0001 and 10 kg / ha or more of active substance, preferably it is however, between 0.0001 and 1 kg / ha.  

The active compounds according to the invention can be used in their commercial formulations as well as in the application forms prepared from these formulations Mixtures with other active substances, such as insecticides, attractants, sterilants, Acaricides, nematicides, fungicides, growth regulating substances or Herbicides present.

The following examples serve to illustrate the invention:

Biological examples

In carrying out the biological examples, tank mixtures of the active compounds were introduced in suitable formulations. The compound A used in the examples is particularly preferred and has the general formula I in which
R¹ is hydrogen,
R² ethyl,
R³ chlorine,
X NH,
E a direct bond and
Q 4-tert-butylcyclohexyl, in cis configuration to E, means.

1st example

test object: Tetranychus urticae (bean spider mites) Active Plant: Phaseolus vulgaris (beans) Application method: Spraying until the beginning of dripping Duration of test: 7 days

2nd example

test object: Agrotis segetum (larvae L3) Active Plant: Test takes place on Petri dish with artificial food diet Application method: Spraying the approximately 1 mm thick food diet with amounts corresponding to 600 l / ha Duration of test: 5 days

Claims (7)

1. Pesticides containing at least one compound of formula I and salts thereof in the
R¹ = hydrogen or methyl,
R 2 = methyl, ethyl, methoxy, ethoxy or methoxymethyl,
R³ = methyl, ethyl, methoxy, chlorine or bromine,
X = NH or oxygen
E = a direct bond
Q = a substituted in position 3 or 4 cycloalkyl group of the general formula II, wherein
n is 4 or 5,
R⁴ is (C₃-C₅) -alkyl and R⁴ is preferably in the cis-configuration to E,
in combination with the compound of formula III (fenpyroximate) 2. Composition according to claim 1, characterized in that it is 0.1 to 99 % By weight of active ingredients in addition to customary formulation auxiliaries contain. 3. Composition according to one or more of claims 1 and 2, characterized characterized in that the active ingredients in a weight ratio between 1: 20 and 20: 1 included. 4. Composition according to one or more of claims 1 to 3, characterized in that they contain the active ingredient of the formula I, in which
R¹ is hydrogen,
R² ethyl,
R³ chlorine,
X NH,
E a direct bond and
Q 4-tert-butylcyclohexyl, in cis configuration to E, mean. 5. A process for the preparation of an agent according to one or more of Claims 1 to 4, characterized in that the active ingredients in a usual formulation from the group, containing spray powder, emulsifiable Concentrates, aqueous solutions, emulsions, sprayable solutions, Oil or water based dispersions, suspoemulsions, Suspension concentrates, oil-miscible solutions, capsule suspensions, Granules in the form of micro, spray, elevator and adsorption granules, Dusts, mordants, soil or spreading granules, water-dispersible Granulates, ULV formulations, microcapsules and waxes formulated. 6. Method of controlling unwanted insects and acarids, characterized in that an effective amount of an agent one or more of claims 1 to 4 applied. 7. Use of the herbicidal compositions according to one or more of the claims 1 to 4 for pest control in crops.