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(12) PATENT
 
(51) Int.C17:
A 01N 43/08, 43/12, 43/707, A OIN 43/40
(21)    Application Number: 2002/ 000198
(22)    Filing Date: 17/09/2002
(30) Priority data:
10017881.2 11/04/2000 DO
(86) PCT data
PCT/EP01/03602 29/03/2001
W001/76369    18/10/2001
 
(73)    Owner: Bayer Aktiengesellschaft of , 51368 Leverkusen, Germany
(72) Inventor:
FISCHER REINER; ERDELEN, Christoph and BRETSCHNEIDER, Thomas
(74)    Agent/address for correspondence: Kaplan Sr Stratton Advocates, P.O. Box 40/11-00100, Nairobi
 
(54) Title:
ACTIVE SUBSTANCE COMBINATIONS HAVING INSECTICIDAL AND ACARICIDAL PROPERTIES. (57) Abstract:
The invention relates to novel active substance combinations derived from certain cyclic ketc-enols and the active substances (1) to (6) mentioned in the description. The inventive active substance combinations are characterized by their excellent insecticidal and aearicidal properties.
 
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Active compound combinations having insecticidal and acaricidal properties
The present invention relates to novel active compound combinations comprising
known cyclic ketoenols on the one hand and other known insecticidally active
5        compounds on the other hand and which are highly suitable for controlling animal
pests such as insects and undesired acarids.
It is already known that certain cyclic ketoenols have insecticidal and acaricidal

properties    (EP-A-528 156).    WO 95/01971,    EP-A-647 637,    WO 96/16061,
WO 96/20196,    WO 96/25395,    WO 96/35664,    WO 97/02243,    WO 97/01535,
WO 97/36868,    WO 97/43275,    WO 98/05638,    WO 98/06721,    WO 99/16748,
WO 99/43649, WO 99/48869 and WO 99/55673 describe further ketoenols having insecticidal and acaricidal properties. The activity of these substances is good; however, at low application rates it is sometimes unsatisfactory.
15
Furthermore, it is already known that numerous heterocycles, organotin compounds, benzoylureas and pyrethroids have insecticidal and acaricidal properties (cf. WO 93-22 297, WO 93-10 083, DE-A 2 641 343, EP-A-347 488, EP-A-210 487, US-A 3 264 177 and EP-A-234 045). However, the activity of these substances is not
20    always satisfactory.
in which
25
X    represents CI-C6-alkyl, halogen, CI-C6-alkoxy or C1-C3-halogenoalkyl,
 
-2-
Y    represents hydrogen, C1-C6-alkyl, halogen, C1-C6-alkoxy or C1-C3-halogeno-
alkyl,
Z    represents C1-C6-alkyl, halogen or C1-C6-alkoxy,
5
n    represents a number from 0 to 3,
A    represents hydrogen or in each case optionally halogen-substituted straight-
chain or branched Ci-C12-alkyl, C3-C8-alkenyl, C3-Cg-alkinyl, C1-C10-
10 alkoxy-C2-05-alkyl, CI-C8-polyalkoxy-C2-Cg-alkyl, C1-C10-alkylthio¬C2-Cg-alkyl or cycloalkyl having 3-8 ring atoms which may be interrupted by oxygen and/or sulphur and represents in each case optionally halogen-, C1-C6-alkyl-, C1-C6-halogenoalkyl-, C1-C6-alkoxy-, C1-C6-halogenoalkoxy¬or nitro-substituted phenyl or phenyl-C1-C6-alkyl,
15
B    represents hydrogen, C1-C6-alkyl or C1-C6-alkoxy-C2-C4-alkyl
or in which
20    A and B together with the carbon atom to which they are attached form a saturated or
unsaturated 3- to 8-membered ring which is optionally interrupted by oxygen and/or sulphur and optionally substituted by halogen, C1-C6-alkyl, C1-C6- alkoxy, C1-C4-halogenoalkyl, C1-C4-halogenoalkoxy, C1-C4-alkylthio or optionally substituted phenyl or is optionally benzo-fused,
25
G    represents hydrogen (a) or represents a group
0
—00—Fe    (b)0—R2 (c) —SOR3 (d)
ri-Rs    (e) or    Re
N,    (I)
 
-3-
in which
R1    represents in each case optionally halogen-substituted C1-C20-alkyl, C2-C20-
alkenyl, C1-Cg-alkoxy-C2-Cg-alkyl, C1-C8-alkylthio-C2-C8-alkyl, C1-Cg¬5    polyalkoxy-C2-C8-alkyl or cycloalkyl having 3-8 ring atoms which may be
interrupted by oxygen and/or sulphur atoms,
represents optionally halogen-, nitro-, C1-C6-alkyl-, C1-C6-alkoxy-, CI-C6-
halogenoalkyl- or C1-C6-halogenoalkoxy-substituted phenyl,
10
represents optionally halogen-, C1-C6-allcyl-, Cl-C6-alkoxy-, C1-C6- halogenoallcyl- or C1-C6-halogenoalkoxy-substituted phenyl-C1-C6-alkyl,
represents in each case optionally halogen- and/or C1-C6-alkyl-substituted 15    pyridyl, pyrimidyl, thiazolyl or pyrazolyl,
represents optionally halogen- and/or C1-C6-alkyl-substituted phenoxy¬C1-C6-alkyl,
20    R2    represents in each case optionally halogen-substituted C1-C20-alkyl, C2-C20-
alkenyl, C1-C8-alkoxy-C2-C8-alkyl or C1-Cg-polyalkoxy-C2-Cg-alkyl,
represents in each case optionally halogen-, nitro-, C1-C6-alkyl-, C1-C6-
alkoxy- or C1-C6-halogenoalkyl-substituted phenyl or benzyl,
25
R3    represents optionally halogen-substituted C1-Cg-alkyl, represents in each case
optionally C1-C4-alkyl-, halogen-, Cl-C4-halogenoalkyl-, C1-C4-alkoxy-, C1-C4-halogenoalkoxy-, nitro- or cyano-substituted phenyl or benzyl,
30    R4 and R5 independently of one another represent in each case optionally halogen-
substituted C1-C8-alkyl, C1-C8-alkoxy, C1-C8-alkylamino, di-(C5-C8)-alkyl-
 
- 4 -
amino, C1-Cg-alkylthio, C2-05-alkenylthio, C2-05-alkinylthio or C3-C7- cycloalkylthio, represent in each case optionally halogen-, nitro-, cyano-, C1-C4-alkoxy-, C1-C4-halogenoalkoxy-, C1-C4-halogeno¬alkylthio-, C1-C4-alkyl- or CI-C4-halogenoallcyl-substituted phenyl, phenoxy
5    or phenylthio,
R6 and R7 independently of one another represent in each case optionally halogen-substituted C1-C10-alkyl, C1-C10-alkoxy, C3-C8-alkenyl or Ci-C8-alkoxy¬C1-C8-alkyl, represent optionally halogen-, C1-C6-halogenoalkyl-, C1-C6-
10 alkyl- or C1-C6-alkoxy-substituted phenyl, represent optionally halogen-, C1-C6-alkyl-, Cl-C6-halogenoalkyI- or C1-C6-alkoxy-substituted benzyl or together represent a 5- or 6-membered ring which is optionally interrupted by oxygen or sulphur and which may optionally be substituted by C1-C6-alkyl,
15    and
1.    amitraz
H3C         CH3

20
known from DE-A-2 061 132 and/or
 
2.    buprofezin
rs
).—    CH3
CH3
N2<
CH3
CH3

CH3
5    known from DE-A-2 824 126
and/or
3.    triazamate CH, CH3
10
known from EP-A-213 718 and/or
15    4.    pymetrozin
 
known from EP-A-314 615
 
5.    pyriproxyfen
 

 
5
known from EP-A-128 648
6.    IKI 220
10     

known froml3CPC Conf -Pests Dis. (2000), (Vol.1), 59 to 65
have very good insecticidal and acaricidal properties.
Surprisingly, the insecticidal and acaricidal action of the active compound combinations according to the invention considerably exceeds the total of the actions of the individual active compounds. A true synergistic effect which could not have been predicted exists, not just a complementation of action.
The active compound combinations according to the invention comprise, in addition to at least one active compound of the formula (I), at least one active compound of compounds 1 to 6.
25    Preference is given to active compound combinations comprising compounds of the
formula (I)
 
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in which
X    represents C1-C4-alkyl, halogen, C1-C4-alkoxy or C1-C2-halogenoalkyl,
5    Y    represents hydrogen, C1-C4-alkyl, halogen, C1-C4-alkoxy or C1-C2-halogeno-
alkyl,
Z    represents C1-C4-alkyl, halogen or C1-C4-allcoxy,
10    n    represents 0 or 1,
A and 13 together with the carbon atom to which they are attached form a saturated, optionally C1-C4-alkyl- or C1-C4-alkoxy-substituted 5- or 6-membered ring,
15    G    represents hydrogen (a) or represents the groups
—CO—R' (b)    (c)
in which
20    R1    represents in each case optionally halogen-substituted C1-C16-alkyl, C2-C16-
alkenyl, C1-C6-alkoxy-C2-C6-alkyl or cycloalkyl having 3-7 ring atoms which may be interrupted by 1 or 2 oxygen and/or sulphur atoms,
represents optionally halogen-, nitro-, C1-C4-alkyl-, C1-C4-alkoxy-, C1-C3-25    halogenoalkyl- or C1-C3-halogenoalkoxy-substituted phenyl,
R2    represents in each case optionally halogen-substituted C1-C16-alkyl, C2-Ci6-
alkenyl or C1-C6-alkoxy-C2-C6-alkYl,
 
-8-
 
represents in each case optionally halogen-, nitro-, C1-C4-alkyl-, Cl-C4- alkoxy- or C1-C4-halogenoalkyl-substituted phenyl or benzyl,
and at least one active compound of compounds 1 to 6.
Particular preference is given to active compound combinations comprising the dihydrofuranone derivative of the formula (I-b-1)
0
—g-CH2-C(CH3)3
 

 
and at least one active compound of compounds I to 6.
 
In addition, the active compound combinations may also comprise other fungicidally, acaricidally or insecticidally active components which may be admixed.
If the active compounds are present in the active compound combinations according
15 to the invention in certain weight ratios, the synergistic effect is particularly pronounced. However, the weight ratios of the active compounds in the active compound combinations may be varied within a relatively wide range. In general, the combinations according to the invention comprise active compounds of the formula (I) and the co-components in the preferred and particularly preferred mixing ratios
20    indicated in the table below:
the mixing ratios are based on weight ratios. The ratio is to be understood as meaning active compound of the formula (I): co-component
 
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Co-component    Preferred mixing ratio    Particularly preferred mixing ratio
amitraz    5:1 to 1:20    1:1 to 1:10
buprofezin    10:1 to 1:10    5:1 to 1:5
pymetrozin    10:1 to 1:10    5:1 to 1:5
pyriproxyphen    10:1 to 1:10    5:1 to 1:5
triazamate    10:1 to 1:10    5:1 to 1:5
IKI 220    10:1 to 1:10    5:1 to 1:5

The active compound combinations according to the invention are suitable for
controlling animal pests, preferably arthropods and nematodes, in particular insects
5 and arachnids found in agriculture, in animal health, in forests, in the protection of stored products and materials and in the hygiene sector. They are active against normally sensitive and resistant species, and against all or individual developmental stages. The abovementioned pests include:
10    From the order of the Isopoda, for example, Oniscus asellus, Armadillidium vulgare,
Porcellio scaber.
From the order of the Diplopoda, for example, Blaniulus guttulatus.
From the order of the Chilopoda, for example, Geophilus carpophagus, Scutigera spp.,
15    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, Acheta domesticus, Gryllotalpa spp., Locusts migratoria migratorioides, Melanoplus spp., Schistocerca gregaria.
20        From the order of the Blattaria, for example, Blatta orientalis, Periplaneta americana,
Leucophaea maderae, Blattella germanica.
From the order of the Dermaptera, for example, Forficula auricularia.
From the order of the Isoptera, for example, Reticulitermes spp..
 
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From the order of the Phthiraptera, for example, Pediculus humanus corporis, Haematopinus spp., Linognathus spp., Trichodectes spp., Damalinia spp..
From the order of the Thysanoptera, for example, Hercinothrips femoralis, Thrips tabaci, Thrips palmi, Frankliniella occidentalis.
5    From the order of the Heteroptera, for example, Eurygaster spp., Dysdercus
intermedius, Piesma quadrata, Cimex lectularius, Rhodnius prolixus, Triatoma spp.. From the order of the Homoptera, for example, Aleurodes brassicae, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Brevicoryne brassicae, Cryptomyzus ribis, Aphis fabae, Aphis pomi, Eriosoma lanigerum, Hyalopterus arundinis,
10    Phylloxera vastatrix, Pemphigus app., Macrosiphum avenae, Myzus spp., Phorodon
humuli, Rhopalosiphum padi, Empoasca spp., Euscelis bilobatus, Nephotettix cincticeps, Lecanium comi, Saissetia oleae, Laodelphax striatellus, Nilaparvata lugens, Aonidiella aurantii, Aspidiotus hederae, Pseudococcus spp., Psylla spp..
From the order of the Lepidoptera, for example, Pectinophora gossypiella, Bupalus
15 piniarius, Cheimatobia brumata, Lithocolletis blancardella, Hyponomeuta padella, Plutella xylostella, Malacosoma neustria, Euproctis chrysorrhoea, Lymantria spp., Bucculatrix thurberiella, Phyllocnistis citrella, Agrotis spp., Euxoa spp., Feltia spp., Earias insulana, Heliothis spp., Mamestra brassicae, Panolis flammea, Spodoptera spp., Trichoplusia ni, Carpocapsa pomonella, Pieris spp., Chilo spp., Pyrausta
20 nubilalis, Ephestia kuehniella, Galleria mellonella, Tineola bisselliella, Tinea pellionella, Hofmannophila pseudospretella, Cacoecia podana, Capua reticulana, Choristoneura fumiferana, Clysia ambiguella, Homona magnanima, Tortrix viridana, Cnaphalocerus spp., Oulema oryzae.
From the order of the Coleoptera, for example, Anobium punctatum, Rhizopertha
25 dominica, Bruchidius obtectus, Acanthoscelides obtectus, Hylotrupes bajulus, Agelastica alni, Leptinotarsa decemlineata, Phaedon cochleariae, Diabrotica spp., Psylliodes chrysocephala, Epilachna varivestis, Atomaria spp., Oryzaephilus surinamensis, Anthonomus spp., Sitophilus spp., Otiorrhynchus sulcatus, Cosmopolites sordidus, Ceuthorrhynchus assimilis, Hypera postica, Dermestes spp.,
30        Trogoderma spp., Anthrenus spp., Attagenus spp,, Lyctus app., Meligethes aeneus,
Ptinus spp., Niptus hololeucus, Gibbium psylloides, Tribolium spp., Tenebrio
 
molitor, Agriotes spp., Conoderus spp., Melolontha melolontha, Amphimallon solsti-tialis, Costelytra zealandica, Lissorhoptrus oryzophilus.
From the order of the Hymenoptera, for example, Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis, Vespa spp..
5    From the order of the Diptera, for example, Aedes spp., Anopheles spp., Culex spp.,
Drosophila melanogaster, Muses spp., Fannia spp., Calliphora erythrocephala, Lucilia spp., Cbrysomyia spp., Cuterebra spp., Gastrophilus spp., Hyppobosca spp., Stomoxys spp., Oestrus spp., Hypoderma spp., Tabanus spp., Tannia app., Bibio hortulanus, Oscinella frit, Phorbia spp., Pegomyia hyoscyami, Ceratitis capitata,
10    Dacus oleae, Tipula paludosa, Hylemyia spp., Liriomyza spp..
From the order of the Siphonaptera, for example, Xenopsylla cheopis, Ceratophyllus spp..
From the class of the Arachnids, for example, Scorpio maurus, Latrodectus mactans,
Aunts siro, Argas spp., Ornithodoros spp., Dermanyssus gallinae, Eriophyes ribis,
15 Phyllocoptruta oleivora, Boophilus spp., Rhipicephalus spp., Amblyomma spp., Hyalomma spp., Ixodes spp., Psoroptes spp., Chorioptes spp., Sarcoptes spp., Tarsonemus spp., Blyobia praetiosa, Panonychus app., Tetranychus spp., Hemitarsonemus spp., Brevipalpus spp..
20    The plant-parasitic nematodes include, for example, Pratylenchus spp., Radopholus
similis, Ditylenchus dipsaci, Tylenchulus semipenetrans, Heterodera spp., Globodera spp., Meloidogyne spp., Aphelenchoides spp., Longidorus spp., Xiphinema spp., Trichodorus spp., Bursaphelenchus spp..
25    The active compound combinations can be converted into the customary
formulations such as solutions, emulsions, wettable powders, suspensions, powders, dusts, pastes, soluble powders, granules, suspension-emulsion concentrates, natural and synthetic materials impregnated with active compound, and microencapsulations in polymeric materials.
30
 
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These formulations are produced in a known manner, for example by mixing the active compounds with extenders, that is, liquid solvents and/or solid carriers, optionally with the use of surfactants, that is, emulsifiers and/or dispersants, and/or foam formers.
5
If the extender used is water, it is also possible, for example, to use organic solvents as cosolvents. The following are essentially suitable as liquid solvents: aromatics such as xylene, toluene or alkylnaphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons such as chlorobenzenes, chloroethylenes or methylene
10 chloride, aliphatic hydrocarbons such as cyclohexane or paraffins, for example mineral oil fractions, mineral and vegetable oils, alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethyl¬formamide and dimethyl sulphoxide, or else water.
15
Suitable solid carriers are:
for example ammonium salts and ground natural minerals such as kaolins, clays, tale,
chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and ground
synthetic materials such as highly-disperse silica, alumina and silicates; suitable solid
20 carriers for granules are: for example crushed and fractionated natural rocks such as calcite, marble, pumice, sepiolite and dolomite, or else synthetic granules of inorganic and organic meals, and granules of organic material such as sawdust, coconut shells, maize cobs and tobacco stalks; suitable emulsifiers and/or foam formers are: for example nonionic and anionic emulsifiers such as polyoxyethylene
25 fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkylsulphonates, alkyl sulphates, arylsulphonates, or else protein hydrolysates; suitable dispersants are: for example lignin-sulphite waste liquors and methylcellulose.
30    Tackifiers such as carboxymethylcellulose and natural and synthetic polymers in the
form of powders, granules or latices, such as gum arabic, polyvinyl alcohol and
 
- 13 -
polyvinyl acetate, or else natural phospholipids such as cephalins and lecithins and synthetic phospholipids can be used in the formulations. Other additives can be mineral and vegetable oils.
5    It is possible to use colorants such as inorganic pigments, for example iron oxide,
titanium oxide and Prussian Blue, and organic colorants such alizarin colorants, azo colorants and metal phthalocyanine colorants, and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
10    The formulations generally comprise 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 be present in their
commercially available formulations and in the use forms, prepared from these
15 formulations, as a mixture with other active compounds, such as insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth-regulating substances or herbicides. The insecticides include, for example, phosphates, carbamates, carboxylates, chlorinated hydrocarbons, phenylureas and substances produced by microorganisms.
20
Mixtures with other known active compounds such as herbicides or with fertilizers and growth regulators are also possible.
When used as insecticides, the active compound combinations according to the
25 invention can furthermore be present in their commercially available formulations and in the use forms, prepared from these formulations, as a mixture with synergists. Synergists are compounds which increase the action of the active compounds, without it being necessary for the synergist added to be active itself.
30    The active compound content of the use forms prepared from the commercially
available formulations can vary within wide limits. The active compound
 
-14-
concentration of the use forms can be from 0.0000001 to 95% by weight of active compound, preferably between 0.0001 and 1% by weight.
The compounds are employed in a customary manner appropriate for the use forms.
5
When used against hygiene pests and stored-product pests, the active compound combinations are distinguished by an excellent residual action on wood and clay as well as good stability to alkali on limed substrates.
10    The active compound combinations according to the invention are not only active
against plant pests, hygiene pests and stored-product pests, but also, in the veterinary medicine sector, against animal parasites (ectoparasites) such as hard ticks, soft ticks, mange mites, harvest mites, flies (stinging and licking), parasitizing fly larvae, lice, hair lice, bird lice and fleas. These parasites include:
15    From the order of the Anoplurida, for example, Haematopinus spp., Linognathus
spp., Pediculus spp., Phtirus spp., Solenopotes spp..
From the order of the Mallophagida and the suborders Amblycerina and
Ischnocerina, for example, Trimenopon spp., Menopon spp., Trinoton spp., Bovicola
spp., Werneckiella spp., Lepikentron spp., Damalina spp., Trichodectes spp., Felicola
20    spp..
From the order Diptera and the suborders Nematocerina and Brachycerina, for example, Aedes app., Anopheles spp., Culex spp., Simulium spp., Eusimulium spp., Phlebotomus app., Lutzomyia spp., Culicoides spp., Chrysops app., Hybomitra spp., Atylotus spp., Tabanus spp., Haematopota spp., Philipomyia spp., Braula spp.,
25 Musca spp., Hyclrotaea spp., Stomoxys spp., Haematobia spp., Morellia spp., Fannia spp., Glossina spy., Calliphora spp., Lucilia spp., Chrysomyia spp., Wohlfahrtia spp., Sarcophaga spp., Oestrus spp., Hypoderma spp., Gasterophilus spp., Hippobosca spp., Lipoptena spp., Melophagus spp..
From the order of the Siphonapterida, for example, Pulex spp., Ctenocephalides spp., 30    Xenopsylla spp., Ceratophyllus spp..
 
-15-
From the order of the Heteropterida, for example, Cimex spp., Triatoma spp., Rhodnius spp., Panstrongylus spp..
From the order of the Blattarida, for example, Blatta orientalis, Peripianeta americans, Blattela germanica, Supella spp..
5    From the subclass of the Aeons (Acarida) and the order of the Meta- and
Mesostigmata, for example, Argas app., Omithodorus spp., Otobius spp., Nodes spp., Amblyomma app., Boophilus spp., Dermacentor spp., Haemophysalis spp., Hyalomma spp., Rhipicephalus spp., Dermanyssus spp., Raillietia spp., Pneumonyssus spp., Stemostoma spp., Varroa spp..
10    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., Maras spp., Tyrophagtts spp., Caloglyphus spp., Hypodectes spp., Pterolichus spp., Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes spp., Notoedres spp.,
15    Knemidocoptes spp., Cytodites spp., Laminosioptes spp..
The active compound combinations according to the invention are also suitable for
controlling arthropods which attack agricultural livestock such as, for example,
cattle, sheep, goats, horses, pigs, donkeys, camels, buffaloes, rabbits, chickens,
20 turkeys, ducks, geese, honey-bees, other domestic animals such as, for example, dogs, cats, caged birds, aquarium fish and so-called experimental animals such as, for example, hamsters, guinea pigs, rats and mice. By controlling these arthropods, cases of death and reductions in productivity (for meat, milk, wool, hides, eggs, honey and the like) should be diminished, so that more economical and simpler animal
25        husbandry is possible by the use of the active compound combinations according to
the invention.
The active compound combinations according to the invention are used in the
veterinary sector in a known manner by enteral administration in the form of, for
30    example, tablets, capsules, potions, drenches, granules, pastes, boluses, the feed-
through method, suppositories, by parenteral administration such as, for example, by
 
- 16 -
injections (intramuscularly, subcutaneously, intravenously, intraperitoneally and the like), implants, by nasal administration, by dermal administration in the form of, for example, immersing or dipping, spraying, pouring-on, spotting-on, washing, dusting, and with the aid of active-compound-comprising moulded articles such as collars, ear
5    tags, tail tags, limb bands, halters, marking devices and the like.
When used for cattle, poultry, domestic animals and the like, the active compound
combinations can be applied as formulations (for example powders, emulsions,
flowables) comprising the active compounds in an amount of 1 to 80% by weight,
10        either directly or after 100- to 10,000-fold dilution, or they may be used as a
chemical dip.
Moreover, it has been found that the active compound combinations according to the invention show a potent insecticidal action against insects which destroy industrial 15    materials.
The following insects may be mentioned by way of example and with preference, but not by way of limitation:
Beetles such as
20    Hylotrupes bajulus, Chlorophorus pilosis, Anobium punctatum, Xestobium
mfovillosum, Ptilinus pecticomis, Dendrobium pertinex, Emobius monis, Priobium carpini, Lyctus brunneus, Lyctus africanus, Lyctus planicollis, Lyctus linearis, Lyctus pubescens, Trogoxylon aequale, Minthes rugicollis, Xyleborus spec., Tryptodendron spec., Apate monachus, Bostrychus capucins, Heterobostrychus
25    brunneus, Sinoxylon spec., Dinoderus minutus.
Dennapterans such as
Sirex juvencus, Urocerus gigas, Urocerus gigas taignus, Urocerus augur. Termites such as
Kalotermes flavicollis, Cryptotermes brevis, Heterotermes indicola, Reticulitermes 30    flavipes, Reticulitermes santonensis, Reticulitermes lucifugus, Mastotermes
darwiniensis, Zootermopsis nevadensis, Coptotermes formosanus.
 
-17-
Bristle-tails such as Lepisma saccharina.
Industrial materials in the present context are understood as meaning non-living materials such as, preferably, polymers, adhesives, glues, paper and board, leather, 5    wood, timber products and paints.
The material which is to be protected from insect attack is very especially preferably wood and timber products.
10    Wood and timber products which can be protected by the composition according to
the invention, or mixtures comprising it, are to be understood as meaning, for example:
Construction timber, wooden beams, railway sleepers, bridge components, jetties,
vehicles made of wood, boxes, pallets, containers, telephone poles, wood lagging,
15        windows and doors made of wood, plywood, clipboard, joinery, or timber products
which quite generally are used in house construction or building joinery.
The active compound combinations can be used as such, in the form of concentrates or generally customary formulations such as powders, granules, solutions, 20    suspensions, emulsions or pastes.
The abovementioned formulations can be prepared in a manner known per se, for
example by mixing the active compounds with at least one solvent or diluent,
emulsifier, dispersant and/or binder or fixative, water repellant, if desired desiccants
25        and UV stabilizers, and if desired colorants and pigments and other processing
auxiliaries.
The insecticidal compositions or concentrates used for protecting wood and timber products comprise the active compound according to the invention in a concentration 30    of 0.0001 to 95% by weight, in particular 0.001 to 60% by weight.
 
-18-
The amount of composition or concentrate employed depends on the species and the abundance of the insects and on the medium. The optimal quantity to be employed can be determined in each case by test series upon application. In general, however, it will suffice to employ 0.0001 to 20% by weight, preferably 0.001 to 10% by weight,
5    of the active compound, based on the material to be protected.
A suitable solvent and/or diluent is an organochemical solvent or solvent mixture
and/or an oily or oil-type organochemical solvent or solvent mixture of low volatility
and/or a polar organochemical solvent or solvent mixture and/or water and, if
10    appropriate, an emulsifier and/or wetter.
Organochemical solvents which are preferably employed are oily or oil-type solvents
with an evaporation number of above 35 and a flash point of above 30°C, preferably
above 45°C. Such oily and oil-type solvents which are insoluble in water and of low
15 volatility and which are used are suitable mineral oils or their aromatic fractions or mineral-oil-containing solvent mixtures, preferably white spirit, petroleum and/or alkylbenzene.
Mineral oils with a boiling range of 170 to 220°C, white spirit with a boiling range of
20 170 to 220°C, spindle oil with a boiling range of 250 to 350°C, petroleum and aromatics with a boiling range of 160 to 280°C, oil of terpentine, and the like are advantageously used.
In a preferred embodiment, liquid aliphatic hydrocarbons with a boiling range of 180
25 to 210°C or high-boiling mixtures of aromatic and aliphatic hydrocarbons with a boiling range of 180 to 220°C and/or spindle oil and/or monochloronaphthalene, preferably ex-monochloronaphthalene are used.
The organic oily or oil-type solvents of low volatility and with an evaporation 30    number of above 35 and a flash point of above 30°C, preferably above 45°C, can be
replaced in part by organochemical solvents of high or medium volatility, with the
 
-19-
proviso that the solvent mixture also has an evaporation number of above 35 and a flash point of above 30°C, preferably above 45°C, and that the mixture is soluble or emulsifiable in this solvent mixture.
5    In a preferred embodiment, some of the organochemical solvent or solvent mixture is
replaced by an aliphatic polar organochemical solvent or solvent mixture. Aliphatic organochemical solvents which contain hydroxyl and/or ester and/or ether groups are preferably used, such as, for example, glycol ethers, esters or the like.
10    Organochemical binders used for the purposes of the present invention are the
synthetic resins and/or binding drying oils which are known per se and which can be diluted in water and/or dissolved or dispersed or emulsified in the organochemical solvents employed, in particular binders composed of, or comprising, an acrylate resin, a vinyl resin, for example polyvinyl acetate, polyester resin, polycondensation
15 or polyaddition resin, polyurethane resin, alkyd resin or modified alkyd resin, phenol resin, hydrocarbon resin such as indene/coumarone resin, silicone resin, drying vegetable and/or drying oils and/or physically drying hinders based on a natural and/or synthetic resin.
20    The synthetic resin employed as binder can be employed in the form of an emulsion,
dispersion or solution. Bitumen or bituminous substances may also be used as binders, in amounts of up to 10% by weight. In addition, colorants, pigments, water repellants, odour-masking agents, and inhibitors or anticorrosive agents and the like, all of which are known per se, can be employed.
25
In accordance with the invention, the composition or the concentrate preferably comprises, as organochemical binders, at least one alkyd resin or modified alkyd resin and/or a drying vegetable oil. Alkyd resins which are preferably used in accordance with the invention are those with an oil content of over 45% by weight,
30    preferably 50 to 68% by weight.
 
- 20 -
Some or all of the abovementioned binder can be replaced by a fixative (mixture) or plasticizer (mixture). These additives are intended to prevent volatilization of the active compounds, and also crystallization or precipitation. They preferably replace 0.01 to 30% of the binder (based on 100% of binder employed).
5
The plasticizers are from the chemical classes of the phthalic esters, such as dibutyl phthalate, dioctyl phthalate or benzyl butyl phthalate, phosphoric esters such as tributyl phosphate, adipic esters such as di-(2-ethylhexyl)-adipate, stearates such as butyl stearate or amyl stearate, oleates such as butyl oleate, glycerol ethers or higher-
10    molecular-weight glycol ethers, glycerol esters and p-toluenesulphonic esters.
Fixatives are based chemically on polyvinyl alkyl ethers such as, for example,
polyvinyl methyl ether, or ketones such as benzophenone and ethylenebenzophenone.
15    Other suitable solvents or diluents are, in particular, water, if appropriate as a mixture
with one or more of the abovementioned organochemical solvents or diluents, emulsifiers and dispersants.
Particularly effective timber protection is achieved by industrial-scale impregnating 20    processes, for example the vacuum, double-vacuum or pressure processes.
The active compound combinations according to the invention can at the same time
be employed for protecting objects which come into contact with saltwater or
brackish water, such as hulls, screens, nets, buildings, moorings and signalling
25    systems, against fouling.
Fouling by sessile Oligochaeta, such as Serpulidae, and by shells and species from the Ledamorpha group (goose barnacles), such as various Lepas and Scalpellum species, or by species from the Balanomorpha group (acorn barnacles), such as Balanus or Pollicipes species, increases the frictional drag of ships and, as a
30        consequence, leads to a marked increase in operation costs owing to higher energy
consumption and additionally frequent residence in the dry dock.
 
-21-
Apart from fouling by algae, for example Ectocarpus sp. and Ceramium sp., fouling by sessile Entomostraka groups, which come under the generic term Cirripedia (cirriped crustaceans), is of particular importance. •
5
Surprisingly, it has now been found that the active compound combinations according to the invention have an outstanding antifouling action.
Using the active compound combinations according to the invention, allows the use
10 of heavy metals such as, for example, in bis(trialkyltin) sulphides, tri-n-butyltin laurate, tri-n-butyltin chloride, copper(I) oxide, hiethyltin chloride, tri-n-buty1(2- pheny1-4-chlorophenoxy)tin, tributyltin oxide, molybdenum disulphide, antimony oxide, polymeric butyl titanate, phenyl-(bispyridine)-bismuth chloride, tri-n-butyltin fluoride, manganese ethylenebisthiocarbamate, zinc dimethyldithiocarbamate, zinc
15 ethylenebisthiocarbamate, zinc salts and copper salts of 2-pyridinethiol 1-oxide, bisdimethyldithiocarbamoylzinc ethylene-bisthiocarbamate, zinc oxide, copper(I) ethylene-bisdithiocarbamate, copper thiocyanate, copper naphthenate and tributyltin halides to be dispensed with, or the concentration of these compounds substantially reduced.
20
If appropriate, the ready-to-use antifouling paints can additionally comprise other active compounds, preferably algicides, fungicides, herbicides, molluscicides, or other antifouling active compounds.
25    Preferably suitable components in combinations with the antifouling compositions
according to the invention are:
algicides such as
2-tert-butylamino-4-cyclopropylamino-6-methylthio-1,3,5-triazine,    dichlorophen,
30        diuron, endothal, fentine acetate, isoproturon, methabenzthiazuron, oxyfluorfen,
quinoclamine and terbutryn;
 
-22-
fungicides such as
benzo[b]thiophenecarboxylic acid cyclohexylamide S,S-dioxide, dichlotluanid, fluor-folpet, 3-iodo-2-propinyl butylcarbamate, tolylfluanid and azoles such as
5    azaconazole, cyproconazole, epoxyconazole, hexaconazole, metconazole, propicona-
zole and tebuconazole;
molluscicides such as
fentin acetate, metaldehyde, methiocarb, niclosamid, thiodicarb and trimethacarb;
10
or conventional antifouling active compounds such as 4,5-dichloro-2-octyl-4-isothiazolin-3-onc, diiodomethylparatryl sulfone, 2-(N,N-di¬methylthiocarbamoylthio)-5-nitrothiazyl, potassium, copper, sodium and zinc salts of 2-pyridinethiol 1-oxide, pyridine-triphenylborane, tetrabutyldistannoxane, 2,3,5,6-
15    tetrachloro-4-(methylsulfony1)-pyridine, 2,4,5,6-tetrachloroisophthalonitrile, tetrame-
thylthiurarn disulfide and 2,4,6-trichlorophenylmaleiimide.
The antifouling compositions used comprise the active compound combinations according to the invention in a concentration of 0.001 to 50% by weight, in particular 20    0.01 to 20% by weight.
Moreover, the antifouling compositions according to the invention comprise the
customary components such as, for example, those described in Ungerer, Chem. Ind.
1985, 37, 730-732 and Williams, Antifouling Marine Coatings, Noyes, Park Ridge,
25    1973.
Besides the algicidal, fungicidal, molluscicidal active compounds and insecticidal active compounds according to the invention, antifouling paints comprise, in particular, binders.
30
Examples of recognized binders are polyvinyl chloride in a solvent system,
 
-23-
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
5 modified hardened resins in combination with tar or bitumens, asphalt and epoxy compounds, small amounts of chlorine rubber, chlorinated polypropylene and vinyl resins.
If appropriate, paints also comprise inorganic pigments, organic pigments or
10 colorants which are preferably insoluble in salt water. Paints may furthermore comprise materials such as colophonium to allow controlled release of the active compounds. Furthermore, the paints may comprise plasticizers, modifiers which affect the theological properties and other conventional constituents. The compounds according to the invention or the abovementioned mixtures may also be incorporated
15    into self-polishing antifouling systems.
The active compound combinations are also suitable for controlling animal pests, in
particular insects, arachnids and mites, which are found in enclosed spaces such as,
for example, dwellings, factory halls, offices, vehicle cabins and the like. They can
20 be employed in domestic insecticide products for controlling these pests. They are active against sensitive and resistant species and against all developmental stages. These pests include:
From the order of the Scorpionidea, for example, Buthus occitanus.
From the order of the Acarina, for example, Argas persicus, Argas reflexus, Bryobia
25 ssp., Dermanyssus gallinae, Glyciphagus domesticus, Ornithodoros moubat, Rhipicephalus sanguineus, Trombicula alfreddugesi, Neutrombicula autumnalis, Dermatophagoides pteronissimus, Dermatophagoides forinae.
From the order of the Araneae, for example, Aviculariidae, Araneidae.
From the order of the Opiliones, for example, Pseudoscorpiones chelifer, 30    Pseudoscorpiones cheiridium, Opiliones phalangium.
From the order of the Isopoda, for example, Oniscus asellus, Porcellio scaber.
 
- 24 -
From the order of the Diplopoda, for example, Blaniulus guttulatus, Polydesrnus spp..
From the order of the Chilopoda, for example, Geophilus spp..
From the order of the Zygentoma, for example, Ctenolepisma spp., Lepisma 5    saccharin' a, 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.
10    From the order of the Saltatoria, for example, Acheta domesticus.
From the order of the Dermaptera, for example, Forficula auricularia.
From the order of the Isoptera, for example, Kalotermes spp., Reticulitermes spp.
From the order of the Psocoptera, for example, Lepinatus spp., Liposcelis spp.
From the order of the Coleptera, for example, Anthrenus spp., Attagenus spp.,
15 Dermestes spp., Latheticus oryzae, Necrobia spp., Ptinus spp., Rhizopertha dominica, Sitophilus granarius, Sitophilus oryzae, Sitophilus z,eamais, Stegobium paniceum. From the order of the Diptera, for example, Aedes aegypti, Aedes albopictus, Aedes taeniorhynchus, Anopheles spp., Calliphora erythrocephala, Chrysozona pluvialis, Culex quinquefasciatus, Culex pipiens, Culex tarsalis, Drosophila spp., Fannia
20        canicularis, Musca domestica, Phlebotomus spp., Sarcophaga earnaria, Simulium
spp., Stomoxys calcitrans, Tipula paludosa.
From the order of the Lepidoptera, for example, Achroia grisella, Galleria mellonella,
Plodia interpunctella, Tinea cloacella, Tinea pellionella, Tineola bisselliella.
From the order of the Siphonaptera, for example, Ctenocephalides cans,
25    Ctenocephalides fells, Pulex irritans, Tunga penetrans, Xenopsylla cheopis.
From the order of the Hymenoptera, for example, Camponotus herculeanus, Lasius fuliginosus, Lasius niger, Lasius umbratus, Monomorium pharaonis, Paravespula spp., Tetramorium caespitum,
From the order of the Anoplura, for example, Pediculus humans capitis, Pediculus 30    humanus corporis, Phthirus pubis.
 
- 25 -
From the order of the Heteroptera, for example, Cimex hemipterus, Cimex lectularius, Rhodinus prolixus, Triatoma infestans.
They are used as aerosols, pressure-free spray products, for example pump and
atomizer sprays, automatic fogging systems, foggers, foams, gels, evaporator
5 products with evaporator tablets made of cellulose or polymer, liquid evaporators, gel and membrane evaporators, propeller-driven evaporators, energy-free, or passive, evaporation systems, moth papers, moth bags and moth gels, as granules or dusts, in baits for spreading or in bait stations.
10    All plants and plant parts can be treated in accordance with the invention. Plants arc
to be understood as meaning in the present context all plants and plant populations such as desired and undesired wild plants or crop plants (inclusive of naturally occurring crop plants). Crop plants can be plants which can be obtained by conventional plant breeding and optimization methods or by biotechnological and
15 recombinant methods or by combinations of these methods, inclusive of the transgenic plants and inclusive of the plant varieties protectable or not protectable by plant breeders' rights, such as shoot, leaf, flower and root, examples which may be mentioned being leaves, needles, stalks, stems, flowers, fruit bodies, fruits, seeds, roots, tubers and rhizomes. The plant parts also include harvested material, and
20        vegetative and generative propagation material, for example cuttings, tubers,
rhizomes, offsets and seeds.
Treatment according to the invention of the plants and plant parts with the active
compounds is carried out directly or by allowing the compounds to act on the
25 surroundings, environment or storage space by the customary treatment methods, for example by immersion, spraying, evaporation, fogging, scattering, painting on and, in the case of propagation material, in particular in the case of seed, also by applying one or more coats.
30    The good insecticidal and acaricidal action of the active compound combinations
according to the invention can be seen from the examples which follow. While the
 
-26-
individual active compounds show weaknesses in their action, the combinations show an action which exceeds a simple sum of actions.
A synergistic effect in insecticides and acaricides is always present when the action 5    of the active compound combinations exceeds the total of the actions of the active
compounds when applied individually.
The expected action for a given combination of two active compounds can be calculated as follows, using the formula of S.R. Colby, Weeds 15 (1967), 20-22:
10
If
X    is the efficacy, expressed as % of the untreated control, when employing
active compound A at an application rate of m g/ha or in a concentration of m 15    ppm,
Y    is the efficacy, expressed as % of the untreated control, when employing
active compound B at an application rate of n g/ha or in a concentration of n ppm and
20
B    is the efficacy, expressed as % of the untreated control, when employing
active compounds A and B at application rates of m and n g/ha or in a concentration of m and n ppm,
25    then
X
E=X Y— 100
If the actual insecticidal kill rate exceeds the calculated value, the action of the 30    combination is superadditive, i.e. a synergistic effect is present. In this case, the
 
- 27 -
actually observed insecticidal kill rate must exceed the value calculated using the above formula for the expected insecticidal kill rate (E).
In this test, for example, the following active compound combinations in accordance 5    with the present application exhibit a synergistically enhanced activity compared to
the active compounds applied individually.
 
- 28 -
Use Examples
Bemisia test
5    Solvent:    7.5 parts by weight of dimethylformamide
Emulsifier:    2.5 parts by weight of alkylaryl polyglycol ether
To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier, and the 10    concentrate is diluted with water to the desired concentration.
Cotton plants (Gossypium hirsuturn) which are infested with eggs, larvae and pupae of the whitefly Bemisia tabaci are immersed in a preparation of active compound of the desired concentration.
15
After the desired period of time, the kill in % is determined. 100% means that all animals have been killed; 0% means that none of the animals have been killed.
 
- 29 -
Table 1 plant-damaging insects
Bemisia test
Active components    Active compound Concentration in ppm    Kill rate in % after 10d
Ex. (1-13-1)    4    0
Pymetrozin    4    0
Ex. (1-b-1) + pymetrozin (I:1)    4 + 4    found* calc.**
90    0

* found = activity found
** calc. = activity calculated using Colby's formula
Table 2 plant-damaging insects
Bemisia test
Active compounds    Active compound Concentration in ppm    Kill rate in % after 10d
Ex. (I-b-1)    20    80
Pyriproxiphen    20    0
Ex. (1-b-1) + pyriproxiphen (1:1) According to the invention    20 + 20    found * calc.**
100    80

* found = activity found
** calc. = activity calculated using Colby's formula
 
-30-
Patent Claims
in which
X    represents Cl-C6-alkyl, halogen, C1-C6-alkoxy or C1-C3-halogeno-
alkyl,
Y    represents hydrogen, C1-C6-alkyl, halogen, C1-C6-alkoxy or C1-C3-
halogenoalkyl,
Z    represents C1-C6-alkyl, halogen or C1-C6-alkoxy,
n    represents a number from 0 to 3,
A    represents hydrogen or in each case optionally halogen-substituted
straight-chain or branched C1-C12-alkyl, C3-C8-alkenyl, C3-C8-
20 alkinyl, C1-C18-alkoxy-C2-05-alkyl, C1-C8-polyalkoxy-C2-C8-alkyl, C1-C10-alkylthio-C2-C8-alkyl or cycloalkyl having 3-8 ring atoms which may be interrupted by oxygen and/or sulphur and represents in each case optionally halogen-, C1-C6-alkyl-, C1-C6-halogenoaLkyl-, C1-C6-alkoxy-, Ci-C6-halogenoalkoxy- or nitro-substituted phenyl or
25    phenyl-C1-C6-alkyl,
B    represents hydrogen, C1-C6-alkyl or Cl-C6-alkoxy-C2-C4-alkyl
 
-31-
or in which
A and B together with the carbon atom to which they are attached form a saturated or unsaturated 3- to 8-membered ring which is optionally interrupted by oxygen and/or sulphur and optionally substituted by halogen, C1-C6-alkyl, C1-C6-alkoxy, C1-C4-halogenoalkyl, C1-C4- halogenoalkoxy, CI-C4-alkylthio or optionally substituted phenyl or is optionally benzo-fused,
G    represents hydrogen (a) or represents a group
JO—R2 (c) —SO2R3 (d)
RB
NR7
15
R1    represents in each case optionally halogen-substituted C1-C20-alkyl,
C2-C20-alkenyl, C1-Cg-alkoxy-C2-C8-alkyl, C1-C8-alkylthio-C2-C8- alkyl, CI-C1-polyalkoxy-C2-C8-alkyl or cycloalkyl having 3-8 ring atoms which may be interrupted by oxygen and/or sulphur atoms,
20
represents optionally halogen-, nitro-, C1-C6-alkyl-, C1-C6-alkoxy-, C1-C6-halogenoalkyl- or C1-C6-halogenoalkoxy-substituted phenyl,
represents optionally halogen-, C1-C6-alkyl-, CI-C6-alkoxy-, C1-C6- 25    halogenoalkyl- or C1-C6-halogenoalkoxy-substituted phenyl-Cl-C6-
alkyl,
 
- 32 -
represents in each case optionally halogen- and/or C1-C6-alkyl-substituted pyridyl, pyrimidyl, thiazolyl or pyrazolyl,
represents optionally halogen- and/or Cl-C6-alkyl-substituted 5    phenoxy-C1-C6-alkyl,
R2    represents in each case optionally halogen-substituted C1-C20-alkyl,
C2-C20-alkenyl, C1-Cgalkoxy-C2-C8-alkyl or C1-C8-polyalkoxy¬C2-Cg-alkyl,
10
represents in each case optionally halogen-, nitro-, CI-C6-alkyl-, C1-C6-alkoxy- or C1-C6-halogenoalkyl-substituted phenyl or benzyl,
R3    represents optionally halogen-substituted C/-C8-alkyl, represents in
15    each case optionally C1-C4-alkyl-, halogen-, C1-C4-halogenoalkyl-,
Cl-C4-alkoxy-, C1-C4-halogenoalkoxy-, nitro- or cyano-substituted phenyl or benzyl,
R4 and R5 independently of one another represent in each case optionally
20 halogen-substituted C1-C8-alkyl, C1-Cg-alkoxy, C1-C8-alkylamino, di-(C1-05)-alkylamino, C1-C8-alkylthio, C2-05-alkenylthio, C2-05- alkinylthio or C3-C7-cycloalkylthio, represent in each case optionally halogen-, nitro-, cyano-, C1-C4-allcoxy-, C1-C4-halogenoalkoxy-, C1-C4-alkylthio-, C1-C4-halogenoalkylthio-, C1-C4-alkyl- or Cl-C4-
25    halogenoalkyl-substituted phenyl, phenoxy or phenylthio,
R6 and R7 independently of one another represent in each case optionally halogen-substituted C1-C10-alkyl, C1-C10-alkoxy, C3-Cg-alkenyl or C1-05-alkoxy-C1-C8-alkyl, represent optionally halogen-, Cl-C6-
30        halogenoallcyl-, C1-C6-alkyl- or C1-C6-alkoxy-substituted phenyl,
represent optionally halogen-, C1-C6-alkyl-, CI-C6-halogenoallql- or
 
-33-
C 1-C6-alkoxy-substituted benzyl or together represent a 5- or 6-membered ring which is optionally interrupted by oxygen or sulphur and which may optionally be substituted by C1-C6-alkyl,
5    and at least one of the compounds below
amitraz
buprofezin
pymetrozin
10    pyriproxyphen
triazamate IKI 220
2.    Compositions according to Claim 1, comprising compounds of the formula (I)
15
in which
X    represents C1-C4-alkyl, halogen, C1-C4-alkoxy or C1-C2-halogeno-
20
Y    represents hydrogen, C1-C4-alkyl, halogen, C1-C4-alkoxy or C1-C2-
halogenoalkyl,
Z    represents C1-C4-alkyl, halogen or C1-C4-alkoxy,
25
n    represents 0 or 1,
A and 13 together with the carbon atom to which they are attached form a saturated, optionally C1-C4-alkyl- or C1-C4-alkoxy-substituted 5- or 30    6-membered ring,
 
-34-
G    represents hydrogen (a) or represents the groups
—CO—R1 (b)    JO—R2 (c)
in which
5
RI    represents in each case optionally halogen-substituted CI-C16-alkyl,
C2-C16-alkenyl, C1-C6-alkoxy-C2-C6-alkyl or cycloalkyl having 3-7 ring atoms which may be interrupted by 1 or 2 oxygen and/or sulphur atoms,
10
represents optionally halogen-, nitro-, C1-C4-alkyl, C1-C4-alkoxy-, C1-C3-halogenoalkyl- or C1-C3-halogenoalkoxy-substituted phenyl,
R2    represents in each case optionally halogen-substituted C1-C16-alkyl,
15    C2-C16-alkenyl or C1-C6-alkoxy-C2-C6-alkyl,
represents in each case optionally halogen-, nitro-, Cl-C4-alkyl-, C1-C4-alkoxy- or C1-C4-halogenoalkyl-substituted phenyl or benzyl.
20    3.    Compositions according to Claim 1, comprising the compound of the formula
(I-b-1)
 

 
4.    Use of mixtures as defined in Claims 1, 2 and 3 for controlling animal pests.
 
-35-
    5.    Method for controlling animal pests, characterized in that mixtures as defined
in Claims 1, 2 and 3 are allowed to act on animal pests and/or their habitat.
5    6.    Process for preparing insecticidal and acaricidal compositions, characterized
in that mixtures as defined in Claims 1, 2 and 3 are mixed with extenders and/or surfactants.
 
-36-
Active compound combinations having insecticidal and acaricidal properties
Abstract
The novel active compound combinations of certain cyclic ketoenols and the active compounds (1) to (6) listed in the description have very good insecticidal and acaricidal properties.

 

 

 

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