CH690561A5 - Composition for controlling insects or acarids and microorganisms - Google Patents

Abstract

Composition for controlling insects or Acarina and microorganisms comprises at least 1 oxadiazine derivative of formula (I) or its tautomer or salt; at least 1 microbicide; at least 1 adjuvant and optionally at least 1 one further insecticide. A = aromatic or non-aromatic, monocyclic or bicyclic heterocycle optionally substituted by 1-4 substituents 1-2 of which are 1-3C haloalkyl, cyclopropyl, halocyclopropyl, 2-3C alkenyl, 2-3C alkynyl, 2-3C haloalkynyl, 2-3C haloalkenyl, 1-3C haloalkoxy, 1-3C alkylthio, 1-3 C haloalkylthio, allyloxy, propargyloxy, allylthio, propargylthio, haloallyloxy, haloallylthio, CN or NO2 and 1-4 of which are 1-3C alkyl, 1-3C alkoxy or halo; R = H, 1-6C alkyl, phenyl-1-4C-alkyl, 3-5C cycloalkyl, 2-6C alkenyl or 2-6C alkynyl; and X = N-NO2 or NCN. - The composition preferably comprises a compound of formula (Ia) and at least 1 of azoles, cyanopyrroles and acylalanines and optionally one or two microbicides and/or one or two of cyproconazole, cyprodinil, difenoconazole, epoxiconazole, fenpiclonil, fludioxonil, flutriafol, furalaxyl, hymexazol, imazalil, metalaxyl, R-metalaxyl, penconazole, propiconazole, tebuconazole, tefluthrin, triazoxide or triticonazole.

Description

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description

The present invention relates to an agent as described in claim 1, which contains a combination of an insecticidally or acaricidally active substance and one or more fungicidally active substance, and which is for the simultaneous control of insects or representatives of the order Akarina and of microorganisms, especially phytopathogenic Fungi, suitable on plants, a method as described in claim 7 for combating these pests and fungi, and plant propagation material as described in claim 10.

In the literature, certain mixtures of active substances for controlling pests and microorganisms are proposed. However, the biological properties of these known mixtures are not fully satisfactory in the field of controlling pests and microorganisms, which is why there is a need to add further mixtures, especially those with synergistic properties, for example with synergistic pesticidal properties, in particular for controlling insects and representatives of the order Acarina and of microorganisms. According to the invention, this object is achieved by the provision of the present agent.

The invention accordingly relates to an agent for the simultaneous control of insects or representatives of the order Akarina and of microorganisms, which is characterized in that it is a variable quantity combination of the insecticidal and acaricidal compound of the formula r0 ^

N NL

Y CH '<"■

.-O

N

I.

O

and one or more compounds which is (are) selected from the classes consisting of azoles, cyanopyrroles and acylalanines, and contains at least one auxiliary.

The class of substances known as acylalanines means fungicidally active compounds, the formula

Ci-C4-alkyl mean.

The class of substances known as cyanopyrroles means fungicidally active compounds, of the formula

wherein R 1 and R 2 independently of one another are fluorine, chlorine, bromine, trifluoromethyl or two radicals R 1 and R 2 -O-CF 2 -O-, and R 3 is hydrogen or a group -C (= 0) -Ci-C4- Mean alkyl.

The class of substances referred to as azoles is taken to mean fungicidally active compounds of the formula

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wherein FÌ6 and R7 independently of one another hydrocy, cyano, C \ -C4-alkyl, CrC4-alkyl substituted with 4-chlorophenyl, cyclopropyl-Ci-C4-alkyl, Ci-C4-alkoxy, C2-C4-alkenoxy, or together with the carbon atom to which they are attached, a three- to six-membered ring with one or two heteroatoms, preferably nitrogen or oxygen, especially a 5-membered ring with two oxygen atoms, optionally substituted with C 1 -C 4 -alkyl,

and R8 and R9 independently of one another are hydrogen, fluorine, chlorine, bromine, cyano, nitro, and Rio are hydrogen or 4-chlorophenoxy, and additionally the compound cis-1 - [[3 (2-chlorophenyl) -2- (4-fluo -rophenyl) oxiranyl] methyl] -1-H-1,2,4-triazoi (BAS 480F).

CrC4-alkyl is either straight-chain, that is methyl, ethyl, propyl or butyl or branched, that is isopropyl, isobutyl, sec-butyl or tert-butyl.

A preferred subject matter of the invention is an agent comprising the compound of formula 1 and either

Contains fenpiclonil, fludioxonil, metalaxyl, furalaxyl, propiconazole, penconazole, imazalil, epoxiconazole or difenoconazole.

An agent which contains, in addition to the compound of formula 1, a further microbiocidally active compound is very particularly preferred, very particularly which contains the compound of formula 1 and fludioxonil.

The compound of formula 1 is known from EP-A-580 553.

Fenpiclonil is from The Pesticide Manual, 10th Ed. (1994), The British Crop Protection Council, London, page 444;

Fludioxonil from The Pesticide Manual, 10th Ed. (1994), The British Crop Protection Council, London, page 482;

Metalaxyl from The Pesticide Manual, 10th Ed. (1994), The British Crop Protection Council, London, page 660;

Furalaxyl from The Pesticide Manual, 10th Ed. (1994), The British Crop Protection Council, London, page 534;

Propiconazole from The Pesticide Manual, 10th Ed. (1994), The British Crop Protection Council, London, page 855;

Penconazole from The Pesticide Manual, 10th Ed. (1994), The British Crop Protection Council, London, page 776;

Imazalil from The Pesticide Manual, 10th Ed. (1994), The British Crop Protection Council, London, page 580;

Epoxiconazole (BAS 480F) from The Pesticide Manual, 10th Ed. (1994), The British Crop Protection Council, London, page 67 and

Difenoconazole from The Pesticide Manual, 10th Ed. (1994), The British Crop Protection Council, London, page 328.

It has now surprisingly been found that the combination of the active ingredient of the formula (I) with one or more of the active ingredients of the formulas (II) to (IV) not only causes the additive addition to the biocidal and physical properties to be expected in principle, but that it achieves a synergistic effect that, among other things, extends the pesticide activity limits of both compounds:

First, the application rates of the compounds of the formulas (1) to (IV) are reduced with the same effect. On the other hand, the mixture also achieves a high degree of pest control and the control of microorganisms, especially phytopathogenic fungi, where the individual substances are completely ineffective in the area of excessively low application rates. On the one hand, this enables a broadening of the spectrum of combatable pests and microorganisms and, on the other hand, an increase in application security. In addition, it has been found that the combination of the active ingredient of the formula (I) with one or more of the active ingredients of the formulas (II) to (IV) also shows a synergistic effect from a physical point of view: agents which contain these components have been found to be proven to be significantly more storable, for example significantly more heat-resistant. It has also been shown that the active ingredient mixtures can be ground, sifted or pressed to a certain grain size better than the individual components. It is often also found that the agents according to the invention, which contain the active ingredient mixtures, can be dispersed much better in water and that fewer problems arise when the diluted agents are sprayed due to clogging of the spray apparatus.

In the field of pest control with favorable warm-bloodedness, fish and plant tolerance, the agents according to the invention are preventive and / or curative valuable active substances with a very favorable biocidal spectrum even at low application concentrations. The agents according to the invention are against all or individual stages of development of normally sensitive, but also of

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resistant, animal pests, such as insects and representatives of the order Akarina, and phytopathogenic gene fungi. The insecticidal and / or acaricidal action of the agents according to the invention can be direct, i. H. in killing the pests, which occurs immediately or only after some time, for example when molting, or indirectly, e.g. in a reduced egg laying and / or hatching rate, the good effect corresponding to a mortality rate of at least 50 to 60%.

The animal pests mentioned include, for example:

from the order Lepidoptera for example

Acleris spp., Adoxophyes spp., Aegeria spp., Agrotis spp., Alabama argillaceae, Amylois spp., Anti-carsia gemmatalis, Archips spp., Argyrotaenia spp., Autographa spp., Busseola fusca, Cadra cautella, Carposina nipponensis spp., Choristoneura spp., Clysia ambiguella, Cnaphalocrocis spp., Cne-phasia spp., Cochylis spp., Coleophora spp., Crocidolomia binotalis, Cryptophlebia leucotreta, Cydia spp., Diatraea sppan., Diparopsisest spp., Eucosma spp., Eupoecilia ambiguella, Euproctis spp., Euxoa spp., Grapholita spp., Hedya nubiferana, Heliothis spp., Hellula undalis, Hy-phantria cunea, Keiferia lycopersicella, Leucoptera scitrella, Lithocollethisppana, Lithocollethis Lyman-tria spp., Lyonetia spp., Malacosoma spp., Mamestra brassicae, Manduca sexta, Operophtera spp., Ost-rinia nubilalis, Pammene spp., Pandemis spp., Panolis flammea, Pectinophora gossypiella, Phthorimais rap spp., Plutella xylostella, Prays spp., Scirpophaga sp p., Sesamia spp., Sparganothis spp., Spodoptera spp., Synanthedon spp., Thaumetopoea spp., Tortrix spp., Trichoplusia ni and Yponomeuta spp .;

from the order Coleoptera for example

Agriotes spp., Anthonomus spp., Atomaria linearis, Chaetocnema tibialis, Cosmopolites spp., Curculio spp., Dermestes spp., Diabrotica spp., Epilachna spp., Eremnus spp., Leptinotarsa decemlineata, Lissor-hoptrusthpp. , Orycaephilus spp., Otiorhynchus spp., Phlyctinus spp., Popillia spp., Psylliodes spp., Rhizopertha spp., Scarabeidae, Sitophilus spp., Sitotroga spp., Tenebrio spp., Tribolium spp. and Trogoderma spp .;

from the order Orthoptera for example

Blatta spp., Blattella spp., Gryllotalpa spp., Leucophaea maderae, Locusta spp., Periplaneta spp. and Schistocerca spp .;

from the order Isoptera, for example Reticulitermes spp .;

from the order Psocoptera, for example Liposcelis spp .;

from the Anoplura order, for example

Haematopinus spp., Linognathus spp., Pediculus spp., Pemphigus spp. and Phylloxéra spp .;

from the order Mallophaga, for example Damalinea spp. and Trichodectes spp .;

from the order Thysanoptera for example

Frankliniella spp., Hercinothrips spp., Taeniothrips spp., Thrips palmi, Thrips tabaci and Scirtothrips aurantii;

from the order Heteroptera for example

Cimex spp., Distantiella theobroma, Dysdercus spp., Euchistus spp. Eurygaster spp. Leptocorisa spp., Nezara spp., Piesma spp., Rhodnius spp., Sahlbergella singularis, Scotinophara spp. and Triatoma spp .; from the order Homoptera for example

Aleurothrixus floccosus, Aleyrodes brassicae, Aonidiella spp., Aphididae, Aphis spp., Aspidiotus spp., Bemisia tabaci, Ceroplaster spp., Chrysomphalus aonidium, Chrysomphalus dictyospermi, Coccus hes-peridum, Emppioscaoma spp spp., Laodelphax spp., Le-canium comi, Lepidosaphes spp., Macrosiphus spp., Myzus spp., Nephotettix spp., Nilaparvata spp., Pa-ratoria spp., Pemphigus spp., Planococcus spp., Pseudaulacaspis spp. Pseudococcus spp., Psylla spp., Pulvinaria aethiopica, Quadraspidiotus spp., Rhopalosiphum spp., Saissetia spp., Scaphoideus spp., Schizaphis spp., Sitobion spp., Trialeurodes vaporadorum, Trioza erytreae and Unaspisitri

from the order Hymenoptera for example

Acromyrmex, Atta spp., Cephus spp., Diphon spp., Diphonidae, Gilpinia polytoma, Hoplocampa spp., Lasius spp., Monomorium pharaonis, Neodiprion spp., Solenopsis spp. and Vespa spp .;

from the order Diptera for example

Aedes spp., Antherigona soccata, Bibio hortulanus, Calliphora erythrocephala, Ceratitis spp., Chryso-myia spp., Culex spp., Cuterebra spp., Dacus spp., Drosophila melanogaster, Fannia spp., Gastrophilus spp., Gloss Hypoderma spp., Hyppobosca spp., Liriomyza spp., Lucilia spp., Melanagromyza spp., Musca spp., Oestrus spp., Orseolia spp., Oscinella frit, Pegomyia hyoscyami, Phorbia spp., Rha-goletis pomonella, Sciara , Stomoxys spp., Tabanus spp., Tannia spp. and Tipula spp .;

from the order Siphonaptera, for example Ceratophyllus spp. and Xenopsylla cheopis;

from the order Thysanura for example Lepisma saccharina and from the order Acarina for example

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Acarus sìro, Aceria sheldoni, Aculus ärtendali, Amblyomma spp., Argas spp., Boophilus spp., Brevipalpus spp., Bryobia praetiosa, Calipitrimerus spp., Chorioptes spp., Dermanyssus gallinae, Eote-tranychus sppini, Erioph ., Ixodes spp., Olygonychus pratensis, Ornithodoros spp., Panonychus spp., Phyllocoptruta oleivora, Polyphagotarsonemus latus, Psoroptes spp., Rhipice-phalus spp., Rhizoglyphus spp., Sarcoptes spp., Tarson. and Tetranychus spp.

The phytopathogenic fungi mentioned include, for example: from the class of the fungi imper-fecti, for example

Botrytis spp., Pyricularia spp., Helminthosporium spp., Fusarium spp., Septoria spp., Cercospora spp. and Alternaria spp .;

from the class of the Basidiomycetes for example

Rhizoctonia spp., Hemileia spp. and Puccinia spp .;

from the class of Ascomycetes for example

Venturia spp., Erysiphe spp., Podosphaera spp., Monilinia spp. and Uncinula spp .;

and from the Oomycetes class, for example

Phytophthora spp., Pythium spp. and Plasmopara spp.

The agents according to the invention can be used in particular on plants, in particular on useful and ornamental plants in agriculture, horticulture and in the forest, or on parts, such as fruits, flowers, leaves, stems, tubers or roots, of such pests of the plants mentioned Combat type, ie contain or destroy, parts of the plant that later grow are still protected against these pests.

In particular, cereals such as wheat, barley, rye, oats, rice, corn or sorghum are the target cultures; Beets such as sugar beet or fodder beet; Fruit, e.g. Pome, stone and berry fruits such as apples, pears, plums, peaches, almonds, cherries or berries, e.g. Strawberries, raspberries or blackberries; Legumes, such as beans, lentils, peas or soybeans; Oil fruits such as rapeseed, mustard, poppy seeds, olives, sunflowers, coconut, castor bean, cocoa or peanuts; Cucumber plants such as pumpkins, cucumbers or melons; Fiber plants such as cotton, flax, hemp or jute; Citrus fruits such as oranges, lemons, grapefruit or tangerines; Vegetables such as spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes or peppers; Bay plants, such as avocado, cinnamon or camphor; as well as tobacco, nuts, coffee, egg crops, sugar cane, tea, pepper, grapevines, hops, banana plants, natural rubber plants and ornamental plants.

The agents according to the invention are particularly suitable for controlling insects and representatives of the order Akarina, in particular plant-eating insects such as Anthonomus grandis, Diabrotica balteata, Heliothis virescens larvae, Plutella xylostella and Spodoptera littoralis larvae, and spider mites such as Tetranychus spp ., in cotton, fruit, corn, soybean, rapeseed and vegetable crops.

Further areas of application of the agents according to the invention are the protection of stocks and stocks and of material, and in the hygiene sector in particular the protection of domestic and farm animals from pests of the type mentioned.

The agent according to the invention therefore relates, depending on the desired goals and given conditions, to an emulsifiable concentrate, a suspension concentrate, a directly sprayable or dilutable solution, a spreadable paste, a diluted emulsion, a wettable powder, a soluble powder, a dispersible powder, a wettable one Powder, a dusting agent, a granulate or an encapsulation in polymeric substances which, in addition to the compound of the formula (1), also comprise at least one further active ingredient of the formulas (11) to (IV).

The active ingredients in these agents are in pure form, a solid active ingredient e.g. in a special grain size, or preferably together with - at least - one of the auxiliaries customary in formulation technology, such as extenders, e.g. Solvents or solid carriers, or such as surface-active compounds (surfactants) used.

As a solvent e.g. Suitable are: optionally partially hydrogenated aromatic hydrocarbons, preferably the fractions Cs to C12 of alkylbenzenes, such as xylene mixtures, alkylated naphthalenes or tetrahydronaphthalene, aliphatic or cycloaliphatic hydrocarbons, such as paraffins or cyclohexane, alcohols, such as ethanol, propanol or butanol, glycols and their ethers and esters such as propylene glycol, dipropylene glycol ether, ethylene glycol or ethylene glycol monomethyl or ethyl ether, ketones such as cyclohexanone, isophorone or diacetone alcohol, strongly polar solvents such as N-methylpyrrolid-2-one, dimethyl sulfoxide or N, N-dimethylformamide, Water, optionally epoxidized vegetable oils, such as optionally epoxidized rapeseed, castor, coconut or soybean oil, and silicone oils.

As solid carriers, e.g. natural dust, such as calcite, talc, kaolin, montmorillonite or attapulgite, is generally used for dusts and dispersible powders. To improve the physical properties, highly disperse silicas or highly disperse absorbent polymers can also be added. Porous types such as pumice, broken brick, sepiolite or bentonite are suitable as granular, adsorptive granulate carriers, and calcite or sand are suitable as non-sorptive carrier materials. In addition, a large number of granulated materials of an inorganic or organic nature, in particular dolomite or comminuted plant residues, can be used.

Depending on the nature of the active ingredient to be formulated, the surface-active compounds include nonionic, cationic and / or anionic surfactants or surfactant mixtures with good emulsifying and dispersing agents.

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and network properties. The surfactants listed below are only examples; the relevant literature describes many other surfactants which are customary in formulation technology and are suitable according to the invention.

Suitable nonionic surfactants are primarily polyglycol ether derivatives of aliphatic or cycloaliphatic alcohols, saturated or unsaturated fatty acids and alkylphenols which contain 3 to 30 glycol ether groups and 8 to 20 carbon atoms in the (aliphatic) hydrocarbon radical and 6 to 18 carbon atoms in the alkyl radical of the alkylphenols can. Also suitable are water-soluble, 20 to 250 ethylene glycol ether and 10 to 100 propylene glycol ether groups containing polyethylene oxide adducts with polypropylene glycol, ethylenediaminopolypropylene glycol and alkylpolypropylene glycol with 1 to 10 carbon atoms in the alkyl chain. The compounds mentioned usually contain 1 to 5 ethylene glycol units per propylene glycol unit. Examples include nonylphenol polyethoxyethanols, castor oil polyglycol ethers, polypropylene-polyethylene oxide adducts, tributylphenoxypolyethoxyethanol, polyethylene glycol and octylphenoxypolyethoxyethanol. Fatty acid esters of polyoxyethylene sorbitan, such as polyoxyethylene sorbitan trioleate, are also suitable.

The cationic surfactants are primarily quaternary ammonium salts which have at least one alkyl radical having 8 to 22 carbon atoms as substituents and low, optionally halogenated, alkyl, benzyl or lower hydroxyalkyl radicals as further substituents. The salts are preferably in the form of halides, methyl sulfates or ethyl sulfates. Examples are the stearyl trimethyl ammonium chloride and the benzyl di (2-chloroethyl) ethyl ammonium bromide.

Suitable anionic surfactants can be both water-soluble soaps and water-soluble synthetic surface-active compounds. Suitable soaps are the alkali metal, alkaline earth metal and optionally substituted ammonium salts of higher fatty acids (C10-C22), such as the sodium or potassium salts of oleic or stearic acid, or of natural fatty acid mixtures, for example from coconut or Tall oil can be extracted; The fatty acid methyl taurine salts should also be mentioned. However, synthetic surfactants are used more frequently, in particular fatty sulfonates, fatty sulfates, sulfonated benzimidazole derivatives or alkylarylsulfonates. The fatty sulfonates and sulfates are generally present as alkali, alkaline earth or optionally substituted ammonium salts and generally have an alkyl radical having 8 to 22 carbon atoms, alkyl also including the alkyl part of acyl radicals; the sodium or calcium salt of lignosulfonic acid, dode-cyclosulfuric acid ester or a fatty alcohol sulfate mixture made from natural fatty acids may be mentioned as examples. This subheading also includes the salts of sulfuric acid esters and sulphonic acids from fatty alcohol-ethylene oxide adducts. The sulfonated benzimidazole derivatives preferably contain 2 sulfonic acid groups and a fatty acid residue with about 8 to 22 carbon atoms. Examples of alkylarylsulfonates are the sodium, calcium or triethanolammonium salts of dodecylbenzenesulfonic acid, dibutylnaphthalenesulfonic acid or a naphthalenesulfonic acid / formaldehyde condensation product. Corresponding phosphates, such as salts of the phosphoric acid ester of a p-nonylphenol- (4-14) -ethylene oxide adduct or phospholipids, are also suitable.

The agents generally contain 0.1 to 99%, in particular 0.1 to 95%, of the active substance mixture and 1 to 99.9%, in particular 5 to 99.9%, - at least - of a solid or liquid auxiliary, where in generally 0 to 25%, in particular 0.1 to 20%, of the agent can be surfactants (% means weight percent in each case). While concentrated agents are preferred as a commercial product, the end user generally uses diluted agents which have significantly lower active substance concentrations. Preferred agents are composed in particular as follows (% = weight percent):

The active ingredient combination according to the invention preferably contains an active ingredient of the formula (I) and two active ingredients of the formulas (II) to (IV), preferably in a mixing ratio of between 1 (active ingredient of the formula I): 1 (active ingredient of the formulas (II) to (IV) : 20 (active ingredient of formulas (II) to (IV)), 1: 20: 1 and 20: 1: 1, especially between 1: 1: 10, 1: 10: 1 and 10: 1: 1, in particular between 1 : 1: 5, 1: 5: 1 and 5: 1: 1, especially between 1: 1: 2, 1: 2: 1 and 2: 1: 1, especially 1: 1: 1, 1: 1: 2, 1: 2: 1, 2: 1: 1, 1: 1: 3, 1: 3: 1, 3: 1: 1, 1: 1: 4, 1: 4: 1 and 4: 1: 1.

Also preferred is an active ingredient combination which contains an active ingredient of the formula (I) and an active ingredient of the formulas (II) to (IV) in a mixing ratio of 1:50 to 50: 1, in particular in a ratio between 1:20 and 20: 1 , especially between 10: 1 and 1:10, very particularly between 5: 1 and 1: 5, particularly preferably between 2: 1 and 1: 2, especially in the ratio 1: 1; on the other hand in a ratio of 5: 1, or 5: 2, or 5: 3, or 5: 4, or 4: 1, or 4: 3, or 3: 1, or 3: 2, or 2: 1, or 1: 5, or 2: 5, or 3: 5, or 4: 5, or 1: 4, or 3: 4, or 1: 3, or 2: 3, or 1: 2.

The above-mentioned mixing ratios relate on the one hand to the proportions by weight of the individual components, but on the other hand also to the mixing ratios in moles. For example, the ratio of 4: 1: 1 means either 4 parts by weight of a compound of the formula 1 to one part by weight of a compound of the formulas (II) to (IV) to one part by weight of a further compound of the formulas (II) to (IV); on the other hand also 4 moles of a compound of the formula I to one mole of a compound of the formulas (II) to (IV) to one mole of a further compound of the formulas (II) to (IV). Finally, the information also relates to mixtures in the ratio of the LD 50 values of the pests to be controlled in each case.

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Emulsified? Concentrates:

Active ingredient (I):

1 to 90%, preferably 5 to 20%

Active ingredients (II) to (IV):

1 to 90%, preferably 5 to 20%

Surfactant:

1 to 30%, preferably 15 to 20%

Solvent:

to 98%, preferably 70 to 85%

Dusts:

Active ingredient (I):

0.1 to 10%, preferably 0.1 to 1%

Active ingredients (II) to (IV):

0.1 to 10%, preferably 0.1 to 1%

solid carrier:

99.9 to 90%, preferably 99.9 to 99%

Suspension concentrates:

Active ingredient (I):

5 to 75%, preferably 10 to 50%

Active ingredients (II) to (IV):

5 to 75%, preferably 10 to 50%

Water:

94 to 24%, preferably 88 to 30%

Surfactant:

1 to 40%, preferably 2 to 30%

Wettable powders:

Active ingredient (I):

0.5 to 90%, preferably 1 to 80%

Active ingredients (II) to (IV):

0.5 to 90%, preferably 1 to 80%

Surfactant:

0.5 to 20%, preferably 1 to 15%

solid carrier:

5 to 99%, preferably 15 to 98%

Granules:

Active substance:

0.5 to 30%, preferably 3 to 15%

solid carrier:

99.5 to 70%, preferably 97 to 85%

The agents according to the invention can also contain other solid or liquid auxiliaries, such as stabilizers, e.g. optionally epoxidized vegetable oils (e.g. epoxidized coconut oil, rapeseed oil or soybean oil), defoamers, e.g. Silicone oil, preservatives, viscosity regulators, binders and / or adhesives, as well as fertilizers or other active ingredients to achieve special effects, e.g. Bactericides, nematicides, molluscicides or selective herbicides.

The agents according to the invention are produced in a known manner, in the absence of auxiliary substances e.g. by grinding and / or sieving a solid active ingredient or mixture of active ingredients, e.g. to a certain grain size, and in the presence of at least one auxiliary e.g. by intimately mixing and / or grinding the active ingredient or mixture of active ingredients with the auxiliary (s). These processes for the preparation of the agents according to the invention and the use of the compounds of the formula for the preparation of these agents also form a subject of the invention.

The application methods for the agents, i.e. the methods for controlling pests and microorganisms of the type mentioned, such as spraying, atomizing, dusting, brushing, pickling, scattering or pouring, and the use of the agents, depending on the objectives and given conditions to control pests of the type mentioned are further objects of the invention. Typical application concentrations are between 0.1 and 1000 ppm, preferably between 0.1 and 500 ppm, of active ingredient. The application rates per hectare are generally 1 to 2000 g of active ingredient per hectare, in particular 10 to 1000 g / ha, preferably 20 to 600 g / ha.

A preferred application method in the field of crop protection is application to the foliage of the plants (foliar application), the frequency of application and application rate being able to be adjusted to the infestation pressure of the respective pest. The active ingredient can also get into the plants through the root system (systemic effect) by soaking the location of the plants with a liquid agent or the active ingredient in solid form in the location of the plants, e.g. in the ground, e.g. in the form of granules (floor application). In water rice crops, such granules can be metered into the flooded rice field.

The agents according to the invention are also suitable for protecting plant propagation material, e.g. Seeds, such as fruits, tubers or grains, or plant cuttings, before fungal infections and animal

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pests. The propagation material can be treated with the agent before spreading, seeds e.g. pickled before sowing. The active compounds according to the invention can also be applied to seeds (coating) by either soaking the seeds in a liquid agent or coating them with a solid agent. The agent can also be applied to the place of application, e.g. when sowing in the seed furrow. These treatment methods for plant propagation material and the plant propagation material treated in this way are therefore further objects of the invention.

Example F1: Emulsion concentrates

a)

b)

c)

Active ingredients (I) to (IV)

25%

40%

50%

Ca dodecylbenzenesulfonate

5%

8th%

6%

Castor oil polyethylene glycol ether (36 mol EO)

5%

-

-

Tributylphenol polyethylene glycol ether (30 mol EO)

-

12%

4%

Cyclohexanone

-

15%

20%

Xylene mixture

65%

25%

20%

Emulsions of any desired concentration can be prepared from such concentrates by dilution with water.

Example F2: Solutions

a)

b)

c)

d)

Active ingredient (I) to (IV)

80%

10%

5%

95%

Ethylene glycol monomethyl ether

20%

-

-

-

Polyethylene glycol MG 400

-

70%

-

-

N-methyl-2-pyrrolidone

20%

-

-

Epoxidized coconut oil

LI

-

1%

5%

Petrol (boiling limits 160-190cC)

-

-

94%

-

The solutions are suitable for use in the form of tiny drops.

Example F3: Granules

a)

b)

C)

d)

Active ingredient (I) to (IV)

5%

10%

8th%

21%

kaolin

94%

-

79%

54%

Fumed silica

1%

-

13%

7%

Attapulgite

-

90%

18%

The active ingredient is dissolved in dichloromethane, sprayed onto the carrier and the solvent is then evaporated off in vacuo.

a) b)

Active ingredient

2%

5%

Fumed silica

1%

5%

talc

97%

-

kaolin

-

90%

Ready-to-use dusts are obtained by intimately mixing the carrier substances with the active ingredient.

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a)

b)

c)

Active ingredient

25%

50%

75%

Na lignin sulfonate

5%

5%

-

Na lauryl sulfate

3%

-

5%

Na diisobutylnaphthalenesulfonate

-

6%

10%

Octylphenol polyethylene glycol ether (7-8 mol EO)

-

2%

-

Fumed silica

5%

10%

10%

kaolin

62%

27%

-

The active ingredient is mixed with the additives and ground well in a suitable grinder. Spray powder is obtained which can be diluted with water to form suspensions of any desired concentration.

Example F6: Emulsion concentrate

Active ingredient (1) to (IV) 10% octylphenol polyethylene glycol ether (4-5 mol EO) 3%

Ca-dodecylbenzenesulfonate 3%

Castor oil polyglycol ether (36 mol EO) 4%

Cyclohexanone 30%

Xylene mixture 50%

Emulsions of any desired concentration can be prepared from this concentrate by dilution with water.

Example F7: dusts

a)

b)

Active ingredient (I) to (IV)

5%

8th%

talc

95%

-

kaolin

-

92%

Ready-to-use dusts are obtained by mixing the active ingredient with the carrier and grinding it in a suitable mill.

Example F8: Extruder granules

Active ingredient (I) to (IV)

10%

Na lignin sulfonate

2%

Carboxymethyl cellulose

1%

kaolin

87%

The active ingredient is mixed with the additives, ground and moistened with water. This mixture is extruded, granulated and then dried in a stream of air.

Example F9: Envelope granules

Active ingredient (I) to (IV) 3%

Polyethylene glycol (MG 200) 3%

Kaolin 94%

The finely ground active ingredient is applied evenly in a mixer to the kaolin moistened with polyethylene glycol. In this way, dust-free coating granules are obtained.

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Example F10: Suspension concentrate

Active ingredient (I) to (IV)

Ethylene glycol

Nonylphenol polyethylene glycol ether (15 mol EO)

Na lignin sulfonate

Carboxymethyl cellulose

37% aqueous formaldehyde solution

40%

10%

6%

10%

1%

0.2%

Silicone oil in the form of a 75% aqueous emulsion 0.8%

water

32%

The finely ground active ingredient is intimately mixed with the additives. This gives a suspension concentrate from which suspensions of any desired concentration can be prepared by dilution with water.

Biological examples (% = weight percent, unless otherwise stated)

Example B1: Action against Boophilus microplus

Soaked adult female ticks are glued to a PVC plate and covered with a cotton ball. For treatment, the test animals are poured with 10 ml of an aqueous test solution containing 125 ppm of the active substance to be tested. The cotton ball is then removed and the ticks are incubated for 4 weeks to lay eggs. The action against Boophilus microplus is shown either as mortality or sterility in the female, or as an ovicidal action in the egg. The agents according to the invention show a good effect in this test.

Example B2: Action against Nilaparvata luaens

Rice plants are treated with an aqueous emulsion spray mixture which contains 400 ppm of the active ingredient. After the spray coating has dried on, the rice plants are colonized with 2nd and 3rd stage cicada larvae. Evaluation takes place 21 days later. The percentage reduction in population (% action) is determined by comparing the number of surviving cicadas on the treated plants with those on the untreated plants.

The agents according to the invention show a good effect in this test.

Example B3: Activity against Diabrotica balteata larvae

Corn seedlings are sprayed with an aqueous emulsion spray mixture which contains 400 ppm of the active ingredient. After the spray coating has dried on, the maize seedlings are populated with 10 larvae of the second stage of Diabrotica balteata and placed in a plastic container. Evaluation takes place 6 days later. The percentage reduction in the population (% activity) is determined by comparing the number of dead larvae on the treated plants with those on the untreated plants. The agents according to the invention show a good effect in this test.

Example B4: Wirkuno against Anthonomus grandis adults

Young cotton plants are sprayed with an aqueous emulsion spray mixture which contains 400 ppm of the active ingredient. After the spray coating has dried on, the cotton plants are populated with 10 adults from Anthonomus grandis and placed in a plastic container. Evaluation is carried out 3 days later. The percentage reduction in the population or the percentage reduction in feeding damage (% action) is determined from the comparison of the number of dead beetles and the feeding damage on the treated plants and those on the untreated plants.

The agents according to the invention show a good effect in this test.

Example B5: Effect of aeaen Heliothis virescens caterpillars

Young soybean plants are sprayed with an aqueous emulsion spray mixture which contains 400 ppm of the active ingredient. After the spray coating has dried on, the soy plants are populated with 10 caterpillars of the first stage of Heliothis virescens and placed in a plastic container. Evaluation takes place 6 days later. By comparing the number of dead caterpillars and the damage caused by feeding on the treated plants to those on the untreated plants, the percentage reduction in the population or the percentage reduction in feeding damage (% action) is determined.

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The agents according to the invention show a good effect in this test.

Example B6: Action against Spodoplera littoralis caterpillars

Young soybean plants are sprayed with an aqueous emulsion spray mixture which contains 400 ppm of the active ingredient. After the spray coating has dried on, the soy plants are populated with 10 caterpillars of the third stage of Spodoptera littoralis and placed in a plastic container. Evaluation is carried out 3 days later. By comparing the number of dead caterpillars and the damage caused by feeding on the treated plants to those on the untreated plants, the percentage reduction in the population or the percentage reduction in feeding damage (% action) is determined.

The agents according to the invention show a good effect in this test.

Example B7: Action against Crocidolomia binotalis caterpillars

Young cabbages are sprayed with an aqueous emulsion spray mixture which contains 400 ppm of the active ingredient. After the spray coating has dried on, the cabbages are populated with 10 caterpillars of the third stage of Crocidolomia binotalis and placed in a plastic container. Evaluation is carried out 3 days later. By comparing the number of dead caterpillars and the damage caused by feeding on the treated plants to those on the untreated plants, the percentage reduction in the population or the percentage reduction in feeding damage (% action) is determined.

The agents according to the invention show a good effect in this test.

Example B8: Systemic action against Nilaparvata lugens

Pots of rice plants are placed in an aqueous emulsion solution containing 400 ppm of the active ingredient. The rice plants are then populated with 2nd and 3rd stage larvae. Evaluation takes place 6 days later. The percentage reduction in the population (% action) is determined by comparing the number of cicadas on the treated plants with those on the untreated plants.

The agents according to the invention show a good effect in this test.

Example B9: Action against Tetranvchus urticae ovizid

Young bean plants are populated with Tetranychus urticae females, which are removed after 24 hours. The plants populated with eggs are sprayed with an aqueous emulsion spray mixture which contains 400 ppm of the active ingredient. The plants are then incubated for 6 days at 25 ° C. and then evaluated. The percentage reduction in population (% activity) is determined by comparing the number of dead eggs, larvae and adults on the treated plants with those on the untreated plants.

The agents according to the invention show a good effect in this test.

Example B10: Action against Dermanvssus gallinae

2 to 3 ml of a solution containing 10 ppm of active ingredient and approx. 200 mites in different stages of development are placed in a glass container which is open at the top. The container is then closed with a cotton ball, shaken for 10 minutes until the mites are completely wetted, and then briefly reversed so that the remaining test solution can be absorbed by the cotton wool. After 3 days, the mortality of the mites is determined by counting the dead individuals and given in percent.

The agents according to the invention show a good effect in this test.

So much of a 0.1% acetone solution of the active ingredient is placed in a Petri dish that the amount corresponds to an application rate of 2 g / m 2. When the solvent has evaporated, 20 Blattella germanica nymphs (last nymph stage) are added to the prepared dish and exposed to the effect of the test substance for 2 hours. Then the nymphs are anesthetized with COz, placed in a fresh Petri dish and kept in the dark at 25cC and 50 to 70% humidity. After 48 hours, the insecticidal activity is determined by determining the kill rate. The agents according to the invention show a good effect in this test.

Example B12: Effect of a Schmeissflieoen Lucilia cuprina

Freshly laid eggs of the blowfly species Lucilia cuprina are placed in small portions (30 to 50 eggs) in test tubes in which 4 ml of nutrient medium with 1 ml of test solution containing 16 ppm

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of the active ingredient to be tested has been mixed. After inoculation of the culture medium, the test tubes are closed with a cotton plug and incubated in an incubator at 30 ° C for 4 days. Up to this point, larvae approx. 1 cm long develop in the untreated medium (stage 3). If the substance is active, the larvae are either dead or clearly left behind at this point. The evaluation takes place after 96 hours.

The agents according to the invention show a good effect in this test.

Example B13: Wirkuno aeaen Musca domestica

A sugar cube is treated with a solution of the test substance so that the concentration of the test substance in the sugar, after drying overnight, is 250 ppm. This treated cube is placed on an aluminum dish with a cotton ball and 10 adults Musca domestica of an OP-resistant strain, covered with a beaker and incubated at 25cC. The mortality rate is determined after 24 hours.

The agents according to the invention show a good effect in this test.

Example B14: Effect on a Plutella xvlostella caterpillars

Young cabbages are sprayed with an aqueous emulsion spray mixture which contains 400 ppm of the active ingredient. After the spray coating has dried on, the cabbages are populated with 10 caterpillars of the third stage of Plutella xylostella and placed in a plastic container. Evaluation is carried out 3 days later. By comparing the number of dead caterpillars and the damage caused by feeding on the treated plants to those on the untreated plants, the percentage reduction in the population or the percentage reduction in feeding damage (% action) is determined.

Claims (10)

Claims 1. Means for the simultaneous control of insects or representatives of the order Akarina and microorganisms, characterized in that there is a variable quantity combination of the insecticidal and acaricidal compound of the formula and one or more compounds which is (are) selected from the substance classes from azoles, cyanopyrroles and acylalanines, and contains at least one auxiliary. 2. Composition according to claim 1, characterized in that it contains, in addition to the compound of the formula I, a further microbicidal compound which is selected from the classes of substances consisting of azoles, cyanopyrroles and acylalanines. 3. Composition according to claim 1, characterized in that it contains, in addition to the compound of the formula I, fenpiclonil, fludioxonil, metalaxyl, furalaxyl, propiconazole, penconazole, imazalil, epoxiconazole or difenoconazole. 4. Composition according to claim 3, characterized in that it contains the compound of formula I and fludioxonil. 5. Means according to claim 1 for controlling insects or representatives of the order Akarina and phytopathogenic fungi. 6. Means according to claim 5 for combating feeding insects and phytopathogenic fungi. 7. A method for controlling pests and microorganisms, characterized in that an agent according to claim 1 is applied to the pests and microorganisms or their habitat. 8. The method according to claim 7 for controlling insects, representatives of the order Akarina and phytopathogenic fungi. 9. The method according to claim 8 for the protection of plant propagation material, characterized in that the propagation material or the location of the application of the propagation material is treated. 10. Plant propagation material, treated according to the method described in claim 9. N (I), O 12th