Title of Invention

ACTIVE COMPOUND COMPOSITION, COMPRISING TRIFLOXYSTROBIN COMPOUND

Abstract ABSTRACT "ACTIVE COMPOUND COMPOSITION, COMPRISING TRIFLOXYSTROBIN COMPOUND" The present invention relates active compound composition, comprising trifloxystrobin compound of the formula (I): and at least one compound selected from the group of insecticides consisting of: (1) a compound of the formula (II) 2 0 JUN 2008 (5) a compound of the formula (VI) (6) a compound of the formula (VII) (7) a compound of the formula (VIII) wherein weight ratio of one compound of formula (I) to one compound of formula II is from 1:0.1 to 1:10 and one compound of formula (I) to one compound of formula (III), (IV), (V), (VI), (VII) or (VIII) is 1:0.05 to 1: 20.
Full Text FORM 2
THE PATENTS ACT 1970
[39 OF 1970]
&
THE PATENTS RULES, 2003
COMPLETE SPECIFICATION
[See Section 10; rule 13]
"ACTIVE COMPOUND COMPOSITION, COMPRISING TRIFLOXYSTROBIN
COMPOUND"
BAYER CROPSCIENCE AG, a body corporate organized under the laws of Germany, of Alfred-Nobel-Strasse 50, 40789 Monheim, Germany,
The following specification particularly describes the invention and the manner in which it is to be performed:
GRANTED


ORIGINAL
94-MUMNP-2004


The present invention relates to active compound composition, comprising trifloxystrobin compound.
The present invention relates to novel active compound combinations comprising a known oxime ether derivative and known insecticidally active compounds, which combinations are highly suitable for controlling phytopathogenic fungi and insects.
4
It is already known that methyl 2-[a-{[(a-methyl-3-trifluoromethyl-benz-yl)imino]oxy}-o-tolyl]-glyoxylate O-methyl oxime has fungicidal properties (cf. EP-Al-460 575). The activity of this substance is good; however, at low application rates it is sometimes unsatisfactory.
Furthermore, it is known that imidacloprid (cf. EP-A-192 060 or Pesticide Manual, 9th Edition (1991), page 491), thiacloprid (cf. EP-A-235 725), acetamiprid (WO 91/04965), nitenpyram (cf. EP-A-302 389), thiamethoxam (cf. EP-A-580 533), clothianidin (cf. EP-A-376 279) and dinotefuran (cf. EP-A-649845) have insecticidal properties. The activity of these substances is good; however, at low application rates it is sometimes unsatisfactory.
It has now been found that the novel active compound combinations of methyl 2-[a-
{[(a-memyl-3-trifluoromemylber)2yl)irnino]oxy}-o-tolyl]-glyoxylate O-methyl
oxime of the formula (I)

and
(1) l-[(6-cMoro-3-pyridmyl)memyl]-N-m^o-2-irrn^azoHdmeiniine (reference: EP-A-192 060) of the formula (II)





have very good fungicidal and insecticidal properties.
Surprisingly, the fungicidal and insecticidal action of the active compound
5 combinations according to the invention is considerably higher than the sum of the
actions of the individual active compounds. What is present is therefore an unforeseeable true synergistic effect and not just a combination of actions.
As can be seen from the structural formula of the active compound of the formula (I),
10 the compound can be present as E or Z isomer. The product can therefore be present
as a mixture of different isomers or else in the form of a single isomer. Preference is given to compounds of the formula (I) in which the compound of the formula (I) is present as E isomer.
15 The active compound of the formula (I) is known (compare, for example, EP-A1-460
575). The active compounds of the formulae (II), (III), (IV), (V), (VI), (VII) and (VIII) are likewise known (cf. the given references).
In addition to at least one active compound of the formula (I), the active compound
20 combinations according to the invention comprise the active compound imidacloprid.
Additionally, they may also comprise further fungicidally or insecticidally active components.
The synergistic effect is particularly pronounced when the active compounds in the
25 active compound combinations according to the invention are present in certain
weight ratios. However, the weight ratios of the active compounds in the active compound combinations can be varied within a relatively wide range.
In general, 30

from 0.1 to 10 parts by weight, preferably from 0.2 to 2 parts by weight, of active compound of the formula (II),
from 0.05 to 20 parts by weight, preferably from 0.1 to 10 parts by weight, of active
5 compound of the formula (III),
from 0.05 to 20 parts by weight, preferably from 0.1 to 10 parts by weight, of active compound of the formula (IV),
10 from 0.05 to 20 parts by weight, preferably from 0.1 to 10 parts by weight, of active
compound of the formula (V),
from 0.05 to 20 parts by weight, preferably from 0.1 to 10 parts by weight, of active compound of the formula (VI), 15
from 0.05 to 20 parts by weight, preferably from 0.1 to 10 parts by weight, of active compound of the formula (VII),
from 0.05 to 20 parts by weight, preferably from 0.1 to 10 parts by weight, of active
20 compound of the formula (VIII),
are present per part by weight of active compound of the formula (I).
The active compound combinations according to the invention have potent
25 microbicidal activity and can be employed for controlling undesirable
microorganisms, such as fungi and bacteria, in crop protection and in the protection of materials.
Fungicides can be employed in crop protection for controlling Plasmodiophoro-
30 mycetes, Oomycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomy-
cetes and Deuteromycetes.

Bactericides can be employed in crop protection for controlling Pseudomonadaceae, Rhizobiaceae, Enterobacteriaceae, Corynebacteriaceae and Streptomycetaceae.
5 Some pathogens causing fungal and bacterial diseases which come under the generic
names listed above may be mentioned as examples, but not by way of limitation:
Xanthomonas species, such as, for example, Xanthomonas campestris pv. oryzae;
Pseudomonas species, such as, for example, Pseudomonas syringae pv. lachrymans;
10 Erwinia species, such as, for example, Erwinia amylovora;
Pythium species, such as, for example, Pythium ultimum;
Phytophthora species, such as, for example, Phytophthora infestans;
Pseudoperonospora species, such as, for example, Pseudoperonospora humuli or
Pseudoperonospora cubensis;
15 Plasmopara species, such as, for example, Plasmopara viticola;
Bremia species, such as, for example, Bremia lactucae;
Peronospora species, such as, for example, Peronospora pisi or P. brassicae;
Erysiphe species, such as, for example, Erysiphe graminis;
Sphaerotheca species, such as, for example, Sphaerotheca fuliginea;
20 Podosphaera species, such as, for example, Podosphaera leucotricha;
Venturia species, such as, for example, Venturia inaequalis;
Pyrenophora species, such as, for example, Pyrenophora teres or P. graminea
(conidia form: Drechslera, syn: Helminthosporium);
Cochliobolus species, such as, for example, Cochliobolus sativus
25 (conidia form: Drechslera, syn: Helminthosporium);
Uromyces species, such as, for example, Uromyces appendiculatus;
Puccinia species, such as, for example, Puccinia recondita;
Sclerotinia species, such as, for example, Sclerotinia sclerotiorum;
Tilletia species, such as, for example, Tilletia caries;
30 Ustilago species, such as, for example, Ustilago nuda or Ustilago avenae;
Pellicularia species, such as, for example, Pellicularia sasakii;

Pyricularia species, such as, for example, Pyricularia oryzae;
Fusarium species, such as, for example, Fusarium culmorum;
Botrytis species, such as, for example, Botrytis cinerea;
Septoria species, such as, for example, Septoria nodorum;
5 Leptosphaeria species, such as, for example, Leptosphaeria nodorum;
Cercospora species, such as, for example, Cercospora canescens; Alternaria species, such as, for example, Alternaria brassicae; and Pseudocercosporella species, such as, for example, Pseudocercosporella herpotrichoides. 10
The active compound combinations according to the invention also have very good fortifying action in plants. Accordingly, they can be used for mobilizing the defences of the plant against attack by undesirable microorganisms.
15 In the present context, plant-fortifying (resistance-inducing) active compound
combinations and/or substances are to be understood as meaning those substances which are capable of stimulating the defence system of plants such that, when the treated plants are subsequently inoculated with undesirable microorganisms, they show substantial resistance against these microorganisms.
20
In the present case, undesirable microorganisms are to be understood as meaning phytopathogenic fungi, bacteria and viruses. Accordingly, the substances according to the invention can be used to protect plants for a certain period after the treatment against attack by the pathogens mentioned. The period for which protection is
25 provided generally extends over 1 to 10 days, preferably 1 to 7 days, after the treat-
ment of the plants with the active compound combinations.
The fact that the active compound combinations are well tolerated by plants at the
concentrations required for controlling plant diseases permits the treatment of above-
30 ground parts of plants, of propagation stock and seeds, and of the soil.

The active compounds according to the invention can be used with particularly good
results for controlling diseases in rice, such as, for example, Pyricularia and
Rhizoctonia, foliar and ear diseases in cereals, in particular Leptosphaeria, Septoria,
Pyrenophora spp., Erysiphe, Puccinia, Fusarium spp., Microdochium nivale,
5 Rhizoctonia spp; diseases of vegetables and potatoes, such as, for example, Cercospora,
Rhizoctonia, Alternaria, Cladosporium, Colletotrichum, Diaporthe, Puccinia,
Mycosphaerella, Phoma, Leveillula, Phytophthora, Pseudoperonospora, Botrytis, and
against fungal attack in fruits including citrus fruits, such as, for example, Elsinoe,
Gloedes, Venturia, Alternaria, Coccomyces, Diaporthe, Gymnosporangium,
10 Mycosphaerella, Phoma, Monilinia, and also fungal diseases in grapevines, tea,
tobacco, hops, coffee, bananas, nuts and ornamental plants, for example Uncinula and Plasmopara on grapevines, Cercospora, Colletotrichum, Mycosphaerella, Phoma, Alternaria.
15 The active compound combinations according to the invention are also suitable for
increasing the yield of crops. In addition, they show reduced toxicity and are well tolerated by plants.
According to the invention, it is possible to treat all plants and parts of plants. Plants
20 are to be understood here as meaning all plants and plant populations such as desired
and undesired wild plants or crop plants (including naturally occurring crop plants).
Crop plants can be plants which can be obtained by conventional breeding and
optimization methods or by biotechnological and genetic engineering methods or
combinations of these methods, including the transgenic plants and including the
25 plant cultivars which can or cannot be protected by plant breeders' certificates. Parts
of plants are to be understood as meaning all above-ground and below-ground parts
and organs of plants, such as shoot, leaf, flower and root, examples which may be
mentioned being leaves, needles, stems, trunks, flowers, fruit-bodies, fruits and seeds
and also roots, tubers and rhizomes. Parts of plants also include harvested plants and
30 vegetative and generative propagation material, for example seedlings, tubers,
rhizomes, cuttings and seeds.

The treatment according to the invention of the plants and parts of plants with the
active compound combinations is carried out directly or by action on their
environment, habitat or storage area according to customary treatment methods, for
5 example by dipping, spraying, evaporating, atomizing, broadcasting, brushing-on
and, in the case of propagation material, in particular in the case of seeds, furthermore by one- or multi-layer coating.
In the protection of materials, the active compound combinations according to the
10 invention can be employed for protecting industrial materials against infection with,
and destruction by, undesired microorganisms.
Industrial materials in the present context are understood as meaning non-living materials which have been prepared for use in industry. For example, industrial
15 materials which are intended to be protected by active compounds according to the
invention from microbial change or destruction can be adhesives, sizes, paper and board, textiles, leather, wood, paints and plastic articles, cooling lubricants and other materials which can be infected with, or destroyed by, microorganisms. Parts of production plants, for example cooling-water circuits, which may be impaired by the
20 proliferation of microorganisms may also be mentioned within the scope of the
materials to be protected. Industrial materials which may be mentioned within the scope of the present invention are preferably adhesives, sizes, paper and board, leather, wood, paints, cooling lubricants and heat-transfer liquids, particularly preferably wood.
25
Microorganisms capable of degrading or changing the industrial materials which may be mentioned are, for example, bacteria, fungi, yeasts, algae and slime organisms. The active compounds according to the invention preferably act against fungi, in particular moulds, wood-discolouring and wood-destroying fungi (Basidiomycetes),
30 and against slime organisms and algae.

Microorganisms of the following genera may be mentioned as examples:
Altemaria, such as Alternaria tenuis,
Aspergillus, such as Aspergillus niger,
Chaetomium, such as Chaetomium globosum,
5 Coniophora, such as Coniophora puetana,
Lentinus, such as Lentinus tigrinus,
Penicillium, such as Penicillium glaucum,
Polyporus, such as Polyporus versicolor,
Aureobasidium, such as Aureobasidium pullulans,
10 Sclerophoma, such as Sclerophoma pityophila,
Trichoderma, such as Trichoderma viride,
Escherichia, such as Escherichia coli,
Pseudomonas, such as Pseudomonas aeruginosa, and
Staphylococcus, such as Staphylococcus aureus. 15
Depending on their particular physical and/or chemical properties, the active
compound combinations can be converted into the customary formulations, such as
solutions, emulsions, suspensions, powders, foams, pastes, granules, aerosols and
microencapsulations in polymeric substances and in coating compositions for seeds,
20 and ULV cool and warm fogging formulations.
These formulations are produced in a known manner, for example by mixing the active compounds with extenders, that is, liquid solvents, liquefied gases under pressure, and/or solid carriers, optionally with the use of surfactants, that is
25 emulsifiers and/or dispersants, and/or foam formers. If the extender used is water, it
is also possible to employ, for example, organic solvents as auxiliary solvents. Essentially, suitable liquid solvents are: aromatics such as xylene, toluene or alkylnaphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons
30 such as cyclohexane or paraffins, for example petroleum fractions, 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
dimethylformamide and dimethyl sulphoxide, or else water. Liquefied gaseous
extenders or carriers are to be understood as meaning liquids which are gaseous at
standard temperature and under atmospheric pressure, for example aerosol
5 propellants such as halogenated hydrocarbons, or else butane, propane, nitrogen and
carbon dioxide. Suitable solid carriers are: for example ground natural minerals such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and ground synthetic minerals such as finely divided silica, alumina and silicates. Suitable solid carriers for granules are: for example crushed and
10 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 fatty acid esters, polyoxyethylene fatty alcohol ethers, for
15 example alkylaryl polyglycol ethers, alkylsulphonates, alkyl sulphates,
arylsulphonates, or else protein hydrolysates. Suitable dispersants are: for example lignosulphite waste liquors and methylcellulose.
Tackifiers such as carboxymethylcellulose and natural and synthetic polymers in the
20 form of powders, granules or latices, such as gum arabic, polyvinyl alcohol and
polyvinyl acetate, or else natural phospholipids such as cephalins and lecithins and synthetic phospholipids can be used in the formulations. Other possible additives are mineral and vegetable oils.
25 It is possible to use colorants such as inorganic pigments, for example iron oxide,
titanium oxide and Prussian Blue, and organic dyestuffs such as alizarin dyestuffs, azo dyestuffs and metal phthalocyanine dyestuffs, and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
30 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 used as such or
in their formulations, also in a mixture with known fungicides, bactericides,
acaricides, nematicides or insecticides, to broaden, for example, the activity spectrum
5 or to prevent development of resistance. In many cases, synergistic effects are
obtained, i.e. the activity of the mixture is greater than the activity of the individual components.
Examples of suitable mixing components are the following:
10
Fungicides:
aldimorph, ampropylfos, ampropylfos-potassium, andoprim, anilazine, azaconazole,
azoxystrobin,
benalaxyl, benodanil, benomyl, benzamacril, benzamacril-isobutyl, bialaphos,
15 binapacryl, biphenyl, bitertanol, blasticidin-S, bromuconazole, bupirimate, buthio-
bate,
calcium polysulphide, capropamid, capsimycin, captafol, captan, carbendazim, carboxin, carvon, quinomethionate, chlobenthiazone, chlorfenazole, chloroneb, chloropicrin, chlorothalonil, chlozolinate, clozylacon, cufraneb, cymoxanil,
20 cyproconazole, cyprodinil, cyprofuram,
debacarb, dichlorophen, diclobutrazole, diclofluanid, diclomezine, dicloran, diethofencarb, difenoconazole, dimethirimol, dimethomorph, diniconazole, diniconazole-M, dinocap, diphenylamine, dipyrithione, ditalimfos, dithianon, dodemorph, dodine, drazoxolon,
25 edifenphos, epoxiconazole, etaconazole, ethirimol, etridiazole,
famoxadon, fenapanil, fenarimol, fenbuconazole, fenfuram, fenhexamid, fenitropan, fenpiclonil, fenpropidin, fenpropimorph, fentin acetate, fentin hydroxide, ferbam, ferimzone, fluazinam, flumetover, fluoromide, fluquinconazole, flurprimidol, flusilazole, flusulfamide, flutolanil, flutriafol, folpet, fosetyl-aluminium, fosetyl-
30 sodium, fthalide, fuberidazole, furalaxyl, furametpyr, furcarbonil, furconazole,
furconazole-cis, furmecyclox,

guazatine,
hexachlorobenzene, hexaconazole, hymexazole,
imazalil, imibenconazole, iminoctadine, iminoctadine albesilate, iminoctadine
triacetate, iodocarb, ipconazole, iprobenfos (IBP), iprodione, iprovalicarb,
5 irumamycin, isoprothiolane, isovaledione,
kasugamycin, kresoxim-methyl, copper preparations, such as: copper hydroxide,
copper naphthenate, copper oxychlonde, copper sulphate, copper oxide, oxine-copper
and Bordeaux mixture,
mancopper, mancozeb, maneb, meferimzone, mepanipyrim, mepronil, metalaxyl,
10 metconazole, methasulfocarb, methfuroxam, metiram, metomeclam, metsulfovax,
mildiomycin, myclobutanil, myclozolin,
nickel dimethyldithiocarbamate, nitrothal-isopropyl, nuarimol,
ofurace, oxadixyl, oxamocarb, oxolinic acid, oxycarboxim, oxyfenthiin,
paclobutrazole, pefurazoate, penconazole, pencycuron, phosdiphen, picoxystrobin,
15 pimaricin, piperalin, polyoxin, polyoxorim, probenazole, prochloraz, procymidone,
propamocarb, propanosine-sodium, propiconazole, propineb, pyraclostrobin,
pyrazophos, pyrifenox, pyrimethanil, pyroquilon, pyroxyfur,
quinconazole, quintozene (PCNB), quinoxyfen,
sulphur and sulphur preparations, spiroxamine,
20 tebuconazole, tecloftalam, tecnazene, tetcyclacis, tetraconazole, thiabendazole,
thicyofen, thifluzamide, thiophanate-methyl, thiram, tioxymid, tolclofos-methyl,
tolylfluanid, triadimefon, triadimenol, triazbutil, triazoxide, trichlamide, tricyclazole,
tridemorph, trifloxystrobin, triflumizole, triforine, triticonazole,
uniconazole,
25 validamycin A, vinclozolin, viniconazole,
zarilamide, zineb, ziram and also
Dagger G,
OK-8705,
OK-8801,
30 a-(l, 1 -dimethylethyl)-p-(2-phenoxyethyl)-1H-1,2,4-triazole-1 -ethanol,
a-(2,4-dichlorophenyl)-p-fluoro-(3-propyl-1H-1,2,4-triazole-1 -ethanol,

a-(2,4-dichlorophenyl)-p-methoxy-a-methyl-1H-1,2,4-triazole-1 -ethanol,
a-(5-methyl-l,3-dioxan-5-yl)-p-[[4-(trifluoromethyl)-phenyl]-methylene]-lH-l,2,4-
triazole-1-ethanol,
(5RS,6RS)-6-hydroxy-2,2,7,7-tetramethyl-5-(lH-l,2,4-triazol-l-yl)-3-octanone,
5 (E)-a-(methoxyimino)-N-methyl-2-phenoxy-phenylacetamide,
1 -(2,4-dichlorophenyl)-2-( 1H-1,2,4-triazol-1 -yl)-ethanone 0-(phenylmethyl)-oxime,
1 -(2-methyl-1 -naphthalenyl)-1 H-pyrrole-2,5-dione,
l-(3,5-dichlorophenyl)-3-(2-propenyl)-2,5-pyrrolidinedione,
l-[(diiodomethyl)-sulphonyl]-4-methyl-benzene,
10 1 -[[2-(2,4-dichlorophenyl)-l ,3-dioxolan-2-yl]-methyl]-lH-imidazole,
l-[[2-(4-chlorophenyl)-3-phenyloxiranyl]-methyl]-lH-l,2,4-triazole,
1 -[ 1 -[2-[(2,4-dichlorophenyl)-methoxy]-phenyl]-ethenyl]- lH-imidazole,
l-methyl-5-nonyl-2-(phenylmethyl)-3-pyrrolidinole,
2',6,-dibromo-2-methyl-4'-trifluoromethoxy-4,-trifluoro-methyl-l,3-thiazole-
15 5-carboxanilide,
2,6-dichloro-5-(methylthio)-4-pyrimidinyl-thiocyanate,
2,6-dichloro-N-(4-trifluoromethylbenzyl)-benzamide,
2,6-dichloro-N-[[4-(trifluoromethyl)-phenyl]-methyl]-benzamide,
2-(2,3,3-triiodo-2-propenyl)-2H-tetrazole,
20 2-[(l-methylethyl)-sulphonyl]-5-(trichloromethyl)-l,3,4-thiadiazole,
2-[[6-deoxy-4-0-(4-0-methyl-P-D-glycopyranosyl)-a-D-glucopyranosyl]-amino]-
4-methoxy-1 H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile,
2-aminobutane,
2-bromo-2-(bromomethyl)-pentanedinitrile,
25 2-chloro-N-(23-dihydro-lJ,3-trimethyl-lH-inden-4-yl)-3-pyridinecarboxamide,
2-chloro-N-(2,6-dimethylphenyl)-N-(isothiocyanatomethyl)-acetamide,
2-phenylphenol (OPP),
3,4-dichloro-l-[4-(difluoromethoxy)-phenyl]-lH-pyrTole-2,5-dione,
3,5-dichloro-N-[cyano[(l-methyl-2-propynyl)-oxy]-methyl]-benzamide,
30 3 -(1,1 -dimethylpropyl)-1 -oxo-1 H-indene-2-carbonitrile,
3-[2-(4-chlorophenyl)-5-ethoxy-3-isoxazolidinyl]-pyridme,

4-chloro-2-cyano-N,N-dimethyl-5-(4-methylphenyl)-1 H-imidazole-1 -sulphonamide,
4-methyl-tetrazolo[ 1,5-a]quinazolin-5(4H)-one,
8-hydroxyquinoline sulphate,
9H-xanthene-2-[(phenylamino)-carbonyl]-9-carboxylichydrazide,
5 bis-(l -memylemyl)-3-methyl-4-[(3-methylbenzoyl)-oxy]-2,5-
thiophenedicarboxylate,
cis-1 -(4-chlorophenyl)-2-( 1H-1,2,4-triazol-1 -yl)-cycloheptanol,
cis-4-[3-[4-(l,l-dimethylpropyl)-phenyl-2-methylpropyl]-2,6-dimethyl-morpholine-
hydrochloride,
10 ethyl [(4-chlorophenyl)-azo]-cyanoacetate,
potassium hydrogen carbonate,
methanetetrathiol sodium salt,
methyl 1 -(2,3-dihydro-2,2-dimethyl- IH-inden-1 -yl)-1 H-imidazole-5-carboxylate,
methyl N-(2,6-dimethylphenyl)-N-(5-isoxazolylcarbonyl)-DL-alaninate,
15 methyl N-(chloroacetyl)-N-(2,6-dimethylphenyl)-DL-alaninate,
N-(2,6-dimethylphenyl)-2-methoxy-N-(tetrahydro-2-oxo-3-furanyl)-acetamide,
N-(2,6-dimethyIphenyl)-2-methoxy-N-(tetrahydro-2-oxo-3-thienyl)-acetamide,
N-(2-chloro-4-nitrophenyl)-4-methyl-3-nitro-benzenesulphonamide,
N-(4-cyclohexylphenyl)-1,4,5,6-tetrahydro-2-pyrimidineamine,
20 N-(4-hexylphenyl)-1,4,5,6-tetrahydro-2-pyrimidineamine,
N-(5-chloro-2-methylphenyl)-2-methoxy-N-(2-oxo-3-oxazolidinyl)-acetamide,
N-(6-methoxy-3-pyridinyl)-cyclopropanecarboxamide,
N-[2,2,2-trichloro-1 -[(chloroacetyl)-ammo]-ethyl]-benzamide,
N-[3-chloro-4,5-bis-(2-propinyloxy)-phenyl]-N'-methoxy-methaneimidamide,
25 N-formyl-N-hydroxy-DL-alanine-sodium salt,
0,0-diethyI [2-(dipropylamino)-2-oxoemyl]-ethylphosphoramidothioate,
O-methyl S-phenyl phenylpropylphosphoramidothioate,
S-methyl 1,2,3-benzothiadiazole-7-carbothioate,
spiro[2H]-1 -benzopyrane-2,1 '(3'H)-isobenzoruran]-3'-one,
30 4-[(3,4-dimethoxyphenyl)-3-(4-fluorophenyl)-acryloyl]-morpholine.

Bactericides:
bronopol, dichlorophen, nitrapyrin, nickel dimethyldithiocarbamate, kasugamycin, octhilinone, furancarboxylic acid, oxytetracyclin, probenazole, streptomycin, tecloftalam, copper sulphate and other copper preparations . 5
Insecticides / acaricides / nematicides:
abamectin, acephate, acequinocyl, acetamiprid, acrinathrin, alanycarb, aldicarb, aldoxycarb, alpha-cypermethrin, alphamethrin, amitraz, avermectin, AZ 60541, azadirachtin, azamethiphos, azinphos A, azinphos M, azocyclotin,
10 Bacillus popilliae, Bacillus sphaericus, Bacillus subtilis, Bacillus thuringiensis,
baculoviruses, Beauveria bassiana, Beauveria tenella, bendiocarb, benfuracarb, bensultap, benzoximate, betacyfluthrin, bifenazate, bifenthrin, bioethanomethrin, biopermethrin, bistrifluron, BPMC, bromophos A, bufencarb, buprofezin, butathiofos, butocarboxim, butylpyridaben,
15 cadusafos, carbaryl, carbofuran, carbophenothion, carbosulfan, cartap, chloethocarb,
chlorethoxyfos, chlorfenapyr, chlorfenvinphos, chlorfluazuron, chlormephos, chlorpyrifos, chlorpyrifos M, chlovaporthrin, chromafenozide, cis-resmethrin, cispermethrin, clocythrin, cloethocarb, clofentezine, clothianidine, cyanophos, cycloprene, cycloprothrin, cyfluthrin, cyhalothrin, cyhexatin, cypermethrin,
20 cyromazine,
deltamethrin, demeton M, demeton S, demeton-S-methyl, diafenthiuron, diazinon, dichlorvos, dicofol, diflubenzuron, dimethoat, dimethylvinphos, dinotefuran, diofenolan, disulfoton, docusat-sodium, dofenapyn, eflusilanate, emamectin, empenthrin, endosulfan, Entomopfthora spp., esfenvalerate,
25 ethiofencarb, ethion, ethiprole, ethoprophos, etofenprox, etoxazole, etrimfos,
fenamiphos, fenazaquin, fenbutatin oxide, fenitrothion, fenothiocarb, fenoxacrim, fenoxycarb, fenpropathrin, fenpyrad, fenpyrithrin, fenpyroximate, fenvalerate, fipronil, fluazuron, flubrocythrinate, flucycloxuron, flucythrinate, flufenoxuron, flumethrin, flutenzine, fluvalinate, fonophos, fosmethilan, fosthiazate, fubfenprox,
30 furathiocarb,
granulosis viruses,

halofenozide, HCH, heptenophos, hexaflumuron, hexythiazox, hydroprene,
imidacloprid, indoxacarb, isazofos, isofenphos, isoxathion, ivermectin,
nuclear polyhedrosis viruses,
lambda-cyhalothrin, lufenuron,
5 malathion, mecarbam, metaldehyde, methamidophos, Metharhizium anisopliae,
Metharhizium flavoviride, methidathion, methiocarb, methoprene, methomyl,
methoxyfenozide, metolcarb, metoxadiazone, mevinphos, milbemectin, milbemycin,
monocrotophos,
naled, nitenpyram, nithiazine, novaluron,
10 omethoate, oxamyl, oxydemethon M,
Paecilomyces fumosoroseus, parathion A, parathion M, permethrin, phenthoate,
phorat, phosalone, phosmet, phosphamidon, phoxim, pirimicarb, pirimiphos A,
pirimiphos M, profenofos, promecarb, propargite, propoxur, prothiofos, prothoat,
pymetrozine, pyraclofos, pyresmethrin, pyrethrum, pyridaben, pyridathion,
15 pyrimidifen, pyriproxyfen,
quinalphos,
ribavirin,
salithion, sebufos, silafluofen, spinosad, spirodiclofen, spiromesifen, sulfotep,
sulprofos,
20 tau-fluvalinate, tebufenozide, tebufenpyrad, tebupirimiphos, teflubenzuron,
tefluthrin, temephos, temivinphos, terbufos, tetrachlorvinphos, tetradifon theta-
cypermethrin, thiacloprid, thiamethoxam, thiapronil, thiatriphos, thiocyclam
hydrogen oxalate, thiodicarb, thiofanox, thuringiensin, tralocythrin, tralomethrin,
triarathene, triazamate, triazophos, triazuron, trichlophenidine, trichlorfon,
25 triflumuron, trimethacarb,
vamidothion, vaniliprole, Verticillium lecanii,
YI5302
zeta-cypermethrin, zolaprofos
(lR-cis)-[5-(phenylmethyl)-3-furanyl]-methyl-3-[(dihydro-2-oxo-3(2H)-
3 0 furanylidene)-methyl]-2,2-dimethylcyclopropanecarboxylate,
(3-phenoxyphenyl)-methyl-2,2,3,3-tetramethylcyclopropanecarboxylate,

1 -[(2-chloro-5-thiazolyl)methyl]tetrahydro-3,5-dimethyl-N-nitro-1,3,5-triazine-
2(lH)-imine,
2-(2-chloro-6-fluorophenyl)-4-[4-( 1,1 -dimethylethyl)phenyl]-4,5-dihydro-oxazole,
2-(acetyloxy)-3-dodecyl-1,4-naphthalenedione,
5 2-chloro-N-[[[4-(l-phenylethoxy)-phenyl]-amino]-carbonyl]-benzamide,
2-chloro-N-[[[4-(2,2-dichloro-1,1 -difluoroethoxy)-phenyl]-amino]-carbonyl]-
benzamide,
3-methylphenyl propylcarbamate,
4-[4-(4-ethoxyphenyl)-4-methylpentyl]-l-fluoro-2-phenoxy-benzene,
10 4-chloro-2-(l,l-dimethylethyl)-5-[[2-(2,6-dimethyl-4-phenoxyphenoxy)ethyl]thio]-
3 (2H)-pyridazinone,
4-chloro-2-(2-chloro-2-methylpropyl)-5-[(6-iodo-3-pyridinyl)methoxy]-3(2H)-
pyridazinone,
4-chloro-5-[(6-chloro-3-pyridinyl)methoxy]-2-(3,4-dichlorophenyl)-3(2H)-
15 pyridazinone,
Bacillus thuringiensis strain EG-2348,
[2-benzoyl-1 -(1,1 ~dimethylethyl)-hydrazinobenzoic acid,
2,2-dimethyl-3-(2,4-dichlorophenyl)-2-oxo-l-oxaspiro[4.5]dec-3-en-4-ylbutanoate,
[3-[(6-chloro-3-pyridinyl)methyl]-2-thiazolidinylidene]-cyanamide,
20 dihydro-2-(nitromethylene)-2H-l,3-thiazine-3(4H)-carboxaldehyde,
ethyl [2-[[l,6-dihydro-6-oxo-l-(phenylmethyl)-4-pyridazinyl]oxy]ethyl]-carbamate,
N-(3,4,4-trifluoro-1 -oxo-3 -buteny l)-glycine,
N-(4-chlorophenyl)-3 - [4-(difluoromethoxy)phenyl] -4,5 -dihydro-4-pheny 1-1H-
pyrazole-1 -carboxamide,
25 N-[(2-chloro-5-thiazolyl)methyl]-N'-methyl-N"-nitro-guanidine,
N-methyl-N'-( 1 -methyl-2-propenyl)-1,2-hydrazinedicarbothioamide,
N-methyl-N'-2-propenyl-1,2-hydrazinedicarbothioamide,
0,0-diethyl [2-(dipropylamino)-2-oxoethyl]-ethylphosphoramidothioate,
N-cyanomethyl-4-trifluoromethyl-nicotinamide,
30 3,5-dichloro-l-(3,3-dichloro-2-propenyloxy)-4-[3-(5-trifluoromethylpyridine-
2-yloxy)-propoxy]-benzene.

A mixture with other known active compounds, such as herbicides, or with fertilizers and growth regulators, is also possible.
5 In addition, the active compound combinations according to the invention also have
very good antimycotic activity. They have a very broad antimycotic activity
spectrum in particular against dermatophytes and yeasts, moulds and diphasic fungi
(for example against Candida species, such as Candida albicans, Candida glabrata),
and Epidermophyton floccosum, Aspergillus species, such as Aspergillus niger and
10 Aspergillus fumigatus, Trichophyton species, such as Trichophyton mentagrophytes,
Microsporon species such as Microsporon canis and audouinii. The list of these fungi by no means limits the mycotic spectrum covered, but is only for illustration.
The active compound combinations can be used as such, in the form of their
15 formulations or the use forms prepared therefrom, such as ready-to-use solutions,
suspensions, wettable powders, pastes, soluble powders, dusts and granules.
Application is carried out in a customary manner, for example by watering, spraying,
atomizing, broadcasting, dusting, foaming, spreading, etc. It is furthermore possible to
apply the active compound combinations by the ultra-low-volume method, or to inject
20 the active compound preparation or the active compound combination itself into the
soil. It is also possible to treat the seeds of the plants.
When using the active compound combinations according to the invention as fungicides, the application rates can be varied within a relatively wide range,
25 depending on the kind of application. For the treatment of parts of plants, the active
compound combination application rates are generally between 0.1 and 10,000 g/ha, preferably between 10 and 1000 g/ha. For seed dressing, the active compound combination application rates are generally between 0.001 and 50 g per kilogram of seed, preferably between 0.01 and 10 g per kilogram of seed. For the treatment of the
30 soil, the active compound combination application rates are generally between 0.1
and 10,000 g/ha, preferably between 1 and 5000 g/ha.

As already mentioned above, it is possible to treat all plants and their parts according
to the invention. In a preferred embodiment, wild plant species and plant cultivars, or
those obtained by conventional biological breeding methods, such as crossing or
5 protoplast fusion, and parts thereof, are treated. In a further preferred embodiment,
transgenic plants and plant cultivars obtained by genetic engineering, if appropriate in combination with conventional methods (Genetically Modified Organisms), and parts thereof are treated. The terms "parts", "parts of plants" and "plant parts" have been explained above.
10
Particularly preferably, plants of the plant cultivars which are in each case commercially available or in use are treated according to the invention. Plant cultivars are to be understood as meaning plants having certain properties ("traits") which have been obtained by conventional breeding, by mutagenesis or by
15 recombinant DNA techniques. This can be varieties, bio- and genotypes
Depending on the plant species or plant cultivars, their location and growth conditions (soils, climate, vegetation period, diet), the treatment according to the invention may also result in superadditive ("synergistic") effects. Thus, for example,
20 reduced application rates and/or a widening of the activity spectrum and/or an
increase in the activity of the active compound combination which can be used according to the invention, better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or to water or soil salt content, increased flowering performance, easier harvesting, accelerated maturation, higher harvest
25 yields, better quality and/or a higher nutritional value of the harvested products,
better storage stability and/or processability of the harvested products are possible which exceed the effects which were actually to be expected.
The transgenic plants or plant cultivars (i.e. those obtained by genetic engineering)
30 which are preferred and to be treated according to the invention include all plants
which, in the genetic modification, received genetic material which imparts

particularly advantageous useful traits to these plants. Examples of such traits are
better plant growth, increased tolerance to high or low temperatures, increased
tolerance to drought or to water or soil salt content, increased flowering performance,
easier harvesting, accelerated maturation, higher harvest yields, better quality and/or
5 a higher nutritional value of the harvested products, better storage stability and/or
processability of the harvested products. Further and particularly emphasized examples of such properties are a better defence of the plants against animal and microbial pests, such as against insects, mites, nematodes, phytopathogenic fungi, bacteria and/or viruses, and also increased tolerance of the plants to certain
10 herbicidally active compounds. Examples of transgenic plants which may be
mentioned are the important crop plants, such as cereals (wheat, rice), maize, soya beans, potatoes, cotton, oilseed rape and also fruit plants (with the fruits apples, pears, citrus fruits and grapes), and particular emphasis is given to maize, soya beans, potatoes, cotton and oilseed rape. Traits that are particularly emphasized are the
15 increased defence of the plants against insects by toxins formed in the plants, in
particular those formed by the genetic material from Bacillus thuringiensis (for example by the genes CrylA(a), CryIA(b), CrylA(c), CryllA, CrylllA, CryIIIB2, Cry9c, Cry2Ab, Cry3Bb and CrylF and also combinations thereof) (hereinbelow referred to as "Bt plants"). Traits that are also particularly emphasized are the
20 increased defence of the plants to fungi, bacteria and viruses by systemic acquired
resistance (SAR), systemin, phytoalexins, elicitors, and resistance genes and correspondingly expressed proteins and toxins. Traits that are furthermore particularly emphasized are the increased tolerance of the plants to certain herbicidally active compounds, for example imidazolinones, sulphonylureas,
25 glyphosate or phosphinotricin (for example the "PAT" gene). The genes in question
which impart the desired traits can also be present in combination with one another in the transgenic plants. Examples of "Bt plants" which may be mentioned are maize varieties, cotton varieties, soya bean varieties and potato varieties which are sold under the trade names YIELD GARD® (for example maize, cotton, soya beans),
30 KnockOut® (for example maize), StarLink® (for example maize), Bollgard®
(cotton), Nucotn® (cotton) and NewLeaf® (potato). Examples of herbicide-tolerant

plants which may be mentioned are maize varieties, cotton varieties and soya bean
varieties which are sold under the trade names Roundup Ready® (tolerance to
glyphosate, for example maize, cotton, soya bean), Liberty Link® (tolerance to
phosphinotricin, for example oilseed rape), IMI® (tolerance to imidazolinones) and
5 STS® (tolerance to sulphonylureas, for example maize). Herbicide-resistant plants
(plants bred in a conventional manner for herbicide tolerance) which may be
mentioned include the varieties sold under the name Clearfield® (for example
maize). Of course, these statements also apply to plant cultivars having these or still-
to-be-developed genetic traits, which plants will be developed and/or marketed in the
10 future.
The plants listed can be treated in a particularly advantageous manner with the active compound mixtures according to the invention. The preferred ranges stated above for the active compound combination also apply to the treatment of these plants.
15
The active compound combinations are suitable for controlling animal pests, in particular insects, arachnids and nematodes, found in agriculture, in forests, in the protection of stored products and materials and in the hygiene sector, and they are tolerated well by plants and have favourable homeotherm toxicity. They can
20 preferably be used as crop protection compositions. They are active against normally
sensitive and resistant species, and against all or individual developmental stages. The abovementioned pests include:
From the order of the Isopoda, for example, Oniscus asellus, Armadillidium vulgare,
25 Porcellio scaber.
From the order of the Diplopoda, for example, Blaniulus guttulatus.
From the order of the Chilopoda, for example, Geophilus carpophagus, Scutigera
spp.
From the order of the Symphyla, for example, Scutigerella immaculata.
30 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.,
Locusta migratoria migratorioides, Melanoplus spp., Schistocerca gregaria.
From the order of the Blattaria, for example, Blatta orientalis, Periplaneta americana,
Leucophaea maderae, Blattella germanica.
5 From the order of the Dermaptera, for example, Forficula auricularia.
From the order of the Isoptera, for example, Reticulitermes spp. 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
10 tabaci, Thrips palmi, Frankliniella occidentalis.
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
15 ribis, Aphis fabae, Aphis pomi, Eriosoma lanigerum, Hyalopterus arundims,
Phylloxera vastatrix, Pemphigus spp., Macrosiphum avenae, Myzus spp., Phorodon humuli, Rhopalosiphum padi, Empoasca spp., Euscelis bilobatus, Nephotettix cincticeps, Lecanium corni, Saissetia oleae, Laodelphax striatellus, Nilaparvata lugens, Aonidiella aurantii, Aspidiotus hederae, Pseudococcus spp., Psylla spp.
20 From the order of the Lepidoptera, for example, Pectinophora gossypiella, Bupalus
piniarius, Cheimatobia brumata, Lithocolletis blancardella, Hyponomeuta padella, Plutella xylostella, Malacosoma neustria, Euproctis chrysorrhoea, Lymantria spp., Bucculatrix thurberiella, Phyllocnistis citrella, Agrotis spp., Euxoa spp., Feltia spp., Earias insulana, Heliothis spp., Mamestra brassicae, Panolis flammea, Spodoptera
25 spp., Trichoplusia ni, Carpocapsa pomonella, Pieris spp., Chilo spp., Pyrausta
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.
30 From the order of the Coleoptera, for example, Anobium punctatum, Rhizopertha
dominica, Bruchidius obtectus, Acanthoscelides obtectus, Hylotrupes bajulus,

Agelastica alni, Leptinotarsa decemlineata, Phaedon cochleariae, Diabrotica spp.,
Psylliodes chrysocephala, Epilachna varivestis, Atomaria spp., Oryzaephilus
surinamensis, Anthonomus spp., Sitophilus spp., Otiorrhynchus sulcatus,
Cosmopolites sordidus, Ceuthorrhynchus assimilis, Hypera postica, Dermestes spp.,
5 Trogoderma spp., Anthrenus spp., Attagenus spp., Lyctus spp., Meligethes aeneus,
Ptinus spp., Niptus hololeucus, Gibbium psylloides, Tribolium spp., Tenebrio molitor, Agriotes spp., Conoderus spp., Melolontha melolontha, Amphimallon solstitialis, Costelytra zealandica, Lissorhoptrus oryzophilus, Oulema oryzae. From the order of the Hymenoptera, for example, Diprion spp., Hoplocampa spp.,
10 Lasius spp., Monomorium pharaonis, Vespa spp.
From the order of the Diptera, for example, Aedes spp., Anopheles spp., Culex spp., Drosophila melanogaster, Musca spp., Fannia spp., Calliphora erythrocephala, Lucilia spp., Chrysomyia spp., Cuterebra spp., Gastrophilus spp., Hyppobosca spp., Stomoxys spp., Oestrus spp., Hypoderma spp., Tabanus spp., Tannia spp., Bibio
15 hortulanus, Oscinella frit, Phorbia spp., Pegomyia hyoscyami, Ceratitis capitata,
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 Arachnida, for example, Scorpio maurus, Latrodectus mactans,
20 Acarus siro, Argas spp., Ornithodoros spp., Dermanyssus gallinae, Eriophyes ribis,
Phyllocoptruta oleivora, Boophilus spp., Rhipicephalus spp., Amblyomma spp., Hyalomma spp., Ixodes spp., Psoroptes spp., Chorioptes spp., Sarcoptes spp., Tarsonemus spp., Bryobia praetiosa, Panonychus spp., Tetranychus spp., Hemitarsonemus spp., Brevipalpus spp.
25
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.
30

The active compounds according to the invention can be used with particularly good results for controlling pests of the order:
Homoptera: Trialeurodes vaporariorum, Bemisia tabaci, scale-bugs and mealy-bugs,
5 such as, for example, Pseudococcus comstocki, Aonidiella aurantii, Unaspis
yanonensis, Ceroplastes ceriferus, and also aphids and leafhoppers
shield bugs of the order Heteroptera
Thysanoptera: Frankliniella occidentalis, Scirtothrips dorsalis, Thrips palmi, Thrips
tabaci
10 Lepidoptera: leaf-mining caterpillars, such as, for example, Lyonetia clerkella,
Phyllocnistis citrella and also Pieris brassicae, Hellula undalis, Carposina niponensis,
Plutella xylostella, Gracillaria theivora, Papilio spp.
Coleoptera: Oxycetonia jucunda, Lissorhoptrus oryzophilus, Sphenophorus venatus
vestitus, Carpophilus spp., and also wire-worms, flea beetles, chafers, longhorn
15 beetles, weevils and leaf-eating beetles.
When used as insecticides, the active compound combinations according to the
invention can furthermore be present in their commercially available formulations
and in the use forms, prepared from these formulations, as a mixture with synergists.
20 Synergists are compounds which increase the action of the active compounds,
without it being necessary for the synergist added to be active itself.
The active compound content of the use forms prepared from the commercially
available formulations can vary within wide limits. The active compound
25 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.
When used against hygiene pests and stored-product pests, the active compound
30 combinations are distinguished by an excellent residual action on wood and clay as
well as good stability to alkali on limed substrates.

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,
5 mange mites, harvest mites, flies (stinging and licking), parasitizing fly larvae, lice,
head lice, bird lice and fleas. These parasites include-.
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
10 Ischnocerina, for example, Trimenopon spp., Menopon spp., Trinoton spp., Bovicola
spp., Werneckiella spp., Lepikentron spp., Damalina spp., Trichodectes spp., Felicola spp.
From the order Diptera and the suborders Nematocerina and Brachycerina, for example, Aedes spp., Anopheles spp., Culex spp., Simulium spp., Eusimulium spp.,
15 Phlebotomus spp., Lutzomyia spp., Culicoides spp., Chrysops spp., Hybomitra spp.,
Atylotus spp., Tabanus spp., Haematopota spp., Philipomyia spp., Braula spp., Musca spp., Hydrotaea spp., Stomoxys spp., Haematobia spp., Morellia spp., Fannia spp., Glossina spp., Calliphora spp., Lucilia spp., Chrysomyia spp., Wohlfahrtia spp., Sarcophaga spp., Oestrus spp., Hypoderma spp., Gasterophilus spp., Hippobosca
20 spp., Lipoptena spp., Melophagus spp.
From the order of the Siphonapterida, for example, Pulex spp., Ctenocephalides spp., Xenopsylla spp., Ceratophyllus spp.
From the order of the Heteropterida, for example, Cimex spp., Triatoma spp., Rhodnius spp., Panstrongylus spp.
25 From the order of the Blattarida, for example, Blatta orientalis, Periplaneta
americana, Blattella germanica, Supella spp.
From the subclass of the Acaria (Acarida) and the orders of the Meta- and Mesostigmata, for example, Argas spp., Ornithodorus spp., Otobius spp., Ixodes spp., Amblyomma spp., Boophilus spp., Dermacentor spp., Haemophysalis spp.,
30 Hyalomma spp., Rhipicephalus spp., Dermanyssus spp., Raillietia spp.,
Pneumonyssus spp., Stemostoma spp., Varroa spp.

From the order of the Actinedida (Prostigmata) and Acaridida (Astigmata), for
example, Acarapis spp., Cheyletiella spp., Ornithocheyletia spp., Myobia spp.,
Psorergates spp., Demodex spp., Trombicula spp., Listrophorus spp., Acarus spp.,
Tyrophagus spp., Caloglyphus spp., Hypodectes spp., Pterolichus spp., Psoroptes
5 spp., Chorioptes spp., Otodectes spp., Sarcoptes spp., Notoedres spp.,
Rnemidocoptes 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,
10 cattle, sheep, goats, horses, pigs, donkeys, camels, buffaloes, rabbits, chickens,
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
15 the like) should be diminished, so that more economical and simpler animal
husbandry is possible by the use of the active compound combinations according to the invention.
The active compound combination according to the invention is used in the
20 veterinary sector in a known manner by enteral administration in the form of, for
example, tablets, capsules, potions, drenches, granules, pastes, boluses, the feed-
through method, suppositories, by parenteral administration such as, for example, by
injections (intramuscularly, subcutaneously, intravenously, intraperitoneally and the
like), implants, by nasal administration, by dermal administration in the form of, for
25 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 tags, tail tags, limb bands, halters, marking devices and the like.
When used for cattle, poultry, domestic animals and the like, the active compound
30 combination can be applied as formulations (for example powders, emulsions,
flowables) comprising the active compounds in an amount of 1 to 80% by weight,

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
5 invention show a potent insecticidal action against insects which destroy industrial
materials.
The following insects may be mentioned by way of example and with preference, but
not by way of limitation: 10
Beetles such as
Hylotrupes bajulus, Chlorophorus pilosis, Anobium punctatum, Xestobium
rufovillosum, Ptilinus pecticomis, Dendrobium pertinex, Emobius mollis, Priobium
carpini, Lyctus brunneus, Lyctus africanus, Lyctus planicollis, Lyctus linearis,
15 Lyctus pubescens, Trogoxylon aequale, Minthes rugicollis, Xyleborus spec,
Tryptodendron spec, Apate monachus, Bostrychus capucins, Heterobostrychus
brunneus, Sinoxylon spec Dinoderus minutus.
Dermapterans such as
20 Sirex juvencus, Urocerus gigas, Urocerus gigas taignus, Urocerus augur.
Termites such as
Kalotermes flavicollis, Cryptotermes brevis, Heterotermes indicola, Reticulitermes
flavipes, Reticulitermes santonensis, Reticulitermes lucifugus, Mastotermes
25 darwiniensis, Zootermopsis nevadensis, Coptotermes formosanus.
Bristle-tails such as Lepisma saccharina.
Industrial materials in the present context are understood as meaning non-living
30 materials such as, preferably, polymers, adhesives, glues, paper and board, leather,
wood, timber products and paints.

The material which is to be protected from insect attack is very particularly preferably wood and timber products.
5 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,
10 windows and doors made of wood, plywood, chipboard, 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,
15 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
20 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 combination according to the invention in a
25 concentration of 0.0001 to 95% by weight, in particular 0.001 to 60% by weight.
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
30 will suffice to employ 0.0001 to 20% by weight, preferably 0.001 to 10% by weight,
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
5 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
10 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
15 170 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 turpentine, and the like are advantageously used.
In a preferred embodiment, liquid aliphatic hydrocarbons with a boiling range of 180
20 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 a-monochloronaphthalene, are used.
The organic oily or oil-type solvents of low volatility and with an evaporation
25 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 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 insecticide/fungicide mixture is soluble or emulsifiable in this solvent mixture. 30

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 hydroxy! and/or ester and/or ether groups are preferably used, such as, for example, glycol ethers, esters or the like. 5
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
10 resin, a vinyl resin, for example polyvinyl acetate, polyester resin, polycondensation
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 binders based on a natural and/or synthetic resin.
15
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,
20 all of which are known per se, can be employed.
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
25 accordance with the invention are those with an oil content of over 45% by weight,
preferably 50 to 68% by weight.
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
30 active compounds, and also crystallization or precipitation. They preferably replace
0.01 to 30% of the binder (based on 100% of binder employed).

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
5 butyl stearate or amyl stearate, oleates such as butyl oleate, glycerol ethers or higher-
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. 10
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.
15 Particularly effective timber protection is achieved by industrial-scale impregnating
processes, for example the vacuum, double-vacuum or pressure processes.
The ready-to-use compositions can also comprise other insecticides, if appropriate,
and also one or more fungicides, if appropriate. 20
Possible additional mixing partners are, preferably, the insecticides and fungicides
mentioned in WO 94/29 268. The compounds mentioned in this document are an
explicit constituent of the present application.
Especially preferred mixing partners which may be mentioned are insecticides, such
25 as chlorpyriphos, phoxim, silafluofin, alphamethrin, cyfluthrin, cypermethrin,
deltamethrin, permethrin, imidacloprid, NI-25, flufenoxuron, hexafiumuron,
transfluthrin, thiacloprid, methoxyphenoxide and triflumuron,
and also fungicides, such as epoxyconazole, hexaconazole, azaconazole,
propiconazole, tebuconazole, cyproconazole, metconazole, imazalil, dichlorfluanid,
30 tolylfluanid, 3-iodo-2-propinyl-butyl carbamate, N-octyl-isothiazolin-3-one and 4,5-
dichloro-N-octylisothiazolin-3-one.

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
5 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
10 Balanus or Pollicipes species, increases the frictional drag of ships and, as a
consequence, leads to a marked increase in operation costs owing to higher energy consumption and additionally frequent stops in the dry dock.
Apart from fouling by algae, for example Ectocarpus sp. and Ceramium sp., fouling
15 by sessile Entomostraka groups, which come under the generic term Cirripedia
(cirriped crustaceans), is of particular importance.
Surprisingly, it has now been found that the active compound combinations
according to the invention, on their own or in combination with other active
20 compounds, have an outstanding antifouling action.
Using the active compound combinations according to the invention on their own or in combination with other active compounds allows the use of heavy metals such as, for example, in bis(trialkyltin) sulphides, tri-n-butyltin laurate, tri-n-butyltin chloride,
25 copper(I) oxide, triethyltin chloride, tri-n-butyl(2-phenyl-4-chlorophenoxy)tin,
tributyltin oxide, molybdenum disulphide, antimony oxide, polymeric butyl titanate, phenyl-(bispyridine)-bismuth chloride, tri-n-butyltin fluoride, manganese ethylene-bisthiocarbamate, zinc dimethyldithiocarbamate, zinc ethylenebisthiocarbamate, zinc salts and copper salts of 2-pyridinethiol 1-oxide, bisdimethyldithiocarbamoylzinc
30 ethylenebisthiocarbamate, zinc oxide, copper(I) ethylene-bisdithiocarbamate, copper

thiocyanate, copper naphthenate and tributyltin halides to be dispensed with, or the concentration of these compounds to be substantially reduced.
If appropriate, the ready-to-use antifouling paints can additionally comprise other
5 active compounds, preferably algicides, fungicides, herbicides, molluscicides, or
other antifouling active compounds.
Preferable suitable components in combinations with the antifouling compositions
according to the invention are:
10 algicides such as
2-/e^-butylamino-4-cyclopropylamino-6-methylthio-l,3,5-triazine, dichlorophen,
diuron, endothal, fentin acetate, isoproturon, methabenzthiazuron, oxyfluorfen,
quinoclamine and terbutryn;
fungicides such as
15 benzo[b]thiophenecarboxylic acid cyciohexylamide S,S-dioxide, dichlofluanid, fluor-
folpet, 3-iodo-2-propinyl butylcarbamate, tolylfluanid and azoles such as azacon-
azole, cyproconazole, epoxyconazole, hexaconazole, metconazole, propiconazole and
tebuconazole;
20 molluscicides such as
fentin acetate, metaldehyde, methiocarb, niclosamid, thiodicarb and trimethacarb; or conventional antifouling active compounds such as
4,5-dichloro-2-octyl-4-isothiazolin-3-one, diiodomethylparatryl sulphone, 2-(N,N-dimethylthiocarbamoylthio)-5-nitrothiazyl, potassium, copper, sodium and zinc salts
25 of 2-pyridinethiol 1-oxide, pyridine-triphenylborane, tetrabutyldistannoxane,
2,3,5,6-tetrachloro-4-(methylsulphonyl)-pyridine, 2,4,5,6-tetrachloroisophthalo-
nitrile, tetramethylthiuram disulphide and 2,4,6-trichlorophenylmaleiimide.
The antifouling compositions used comprise the active compound according to the
30 invention of the compounds according to the invention in a concentration of 0.001 to
50% by weight, in particular 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 lingerer, Chem. Ind.
1985, 37, 730-732 and Williams, Antifouling Marine Coatings, Noyes, Park Ridge,
5 1973.
Besides the algicidal, fungicidal, molluscicidal active compounds and insecticidal active compounds according to the invention, antifouling paints comprise, in particular, binders.
10
Examples of recognized binders are polyvinyl chloride in a solvent system, chlorinated rubber in a solvent system, acrylic resins in a solvent system, in particular in an aqueous system, vinyl chloride/vinyl acetate copolymer systems in the form of aqueous dispersions or in the form of organic solvent systems,
15 butadiene/styrene/acrylonitrile rubbers, drying oils such as linseed oil, resin esters or
modified hardened resins in combination with tar or bitumens, asphalt and epoxy compounds, small amounts of chlorine rubber, chlorinated polypropylene and vinyl resins.
20 If appropriate, paints also comprise inorganic pigments, organic pigments or
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 rheological properties and other conventional constituents. The compounds
25 according to the invention or the abovementioned mixtures may also be incorporated
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,
30 for example, dwellings, factory halls, offices, vehicle cabins and the like. They can
be employed on their own or in combination with other active compounds and

excipients in domestic insecticide products for controlling these pests. They are active against sensitive and resistant species and against all developmental stages. These pests include:
5 From the order of the Scorpionidea, for example, Buthus occitanus.
From the order of the Acarina, for example, Argas persicus, Argas reflexus, Bryobia
ssp., Dermanyssus gallinae, Glyciphagus domesticus, Ornithodorus moubat,
Rhipicephalus sanguineus, Trombicula alfreddugesi, Neutrombicula autumnalis,
Dermatophagoides pteronissimus, Dermatophagoides forinae.
10 From the order of the Araneae, for example, Aviculariidae, Araneidae.
From the order of the Opiliones, for example, Pseudoscorpiones chelifer,
Pseudoscorpiones cheiridium, Opiliones phalangium.
From the order of the Isopoda, for example, Oniscus asellus, Porcellio scaber.
From the order of the Diplopoda, for example, Blaniulus guttulatus, Polydesmus spp.
15 From the order of the Chilopoda, for example, Geophilus spp.
From the order of the Zygentoma, for example, Ctenolepisma spp., Lepisma
saccharina, Lepismodes inquilinus.
From the order of the Blattaria, for example, Blatta orientalies, Blattella germanica,
Blattella asahinai, Leucophaea maderae, Panchlora spp., Parcoblatta spp., Periplaneta
20 australasiae, Periplaneta americana, Periplaneta brunnea, Periplaneta fuliginosa,
Supella longipalpa.
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.
25 From the order of the Psocoptera, for example, Lepinatus spp., Liposcelis spp.
From the order of the Coleptera, for example, Anthrenus spp., Attagenus spp.,
Dermestes spp., Latheticus oryzae, Necrobia spp., Ptinus spp., Rhizopertha dominica,
Sitophilus granarius, Sitophilus oryzae, Sitophilus zeamais, Stegobium paniceum.
From the order of the Diptera, for example, Aedes aegypti, Aedes albopictus, Aedes
30 taeniorhynchus, Anopheles spp., Calliphora erythrocephala, Chrysozona pluvialis,
Culex quinquefasciatus, Culex pipiens, Culex tarsalis, Drosophila spp., Fannia

canicularis, Musca domestica, Phlebotomus spp., Sarcophaga carnaria, 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.
5 From the order of the Siphonaptera, for example, Ctenocephalides canis,
Ctenocephalides felis, 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.
10 From the order of the Anoplura, for example, Pediculus humanus capitis, Pediculus
humanus corporis, Phthirus pubis.
From the order of the Heteroptera, for example, Cimex hemipterus, Cimex lectularius, Rhodnius prolixus, Triatoma infestans.
15 In the field of household insecticides, they are used alone or in combination with
other suitable active compounds, suh as phosphonic acid esters, carbamates, pyrethroids, growth regulators or active compounds from other known classes of insecticides.
20 They are used as aerosols, pressureless spray products, for example pump and
atomizer sprays, automatic fogging systems, foggers, foams, gels, evaporator 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
25 baits for spreading or in bait stations.
In fungicides and insecticides, a synergistic effect is always present when the fungicidal and insecticidal activity of the active compound combinations is greater than the sum of the activities of the active compounds applied on their own. 30

The expected activity for a given combination of two active compounds can be calculated as follows (cf. Colby, S.R., "Calculating Synergistic and Antagonistic Responses of Herbicide Combinations", Weeds ^5, pages 20-22,1967):
If
X is the efficacy, expresssed in % of the untreated control, when employing active compound A in a concentration of m ppm,
10 Y is the efficacy, expressed in % of the untreated control, when employing
active compound B in a concentration of n ppm, and
E is the expected efficacy, expressed in % of the untreated control, when employing active compounds A and B in concentrations of m and n ppm,
then E = X + Y- X ' ^ ■
15 100
If the actual fungicidal and insecticidal activity exceeds the calculated value, the
activity of the combination is superadditive, i.e. a synergistic effect is present. In this
case, the actually observed efficacy must exceed the value calculated for the expected
20 efficacy (E) using the above formula.

Example A
Aphis gossypii test
5 Solvent: 7 parts by weight of dimethylformamide
Emulsifier: 2 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 concentrations.
Cotton leaves (Gossypium hirsutum) which are heavily infested by the cotton aphid (Aphis gossypii) are treated by being dipped into the preparation of active compound of the desired concentration. 15
After the desired period of time, the kill in % is determined. 100% means that all aphids have been killed; 0% means that none of the aphids have been killed. The kill rates that have been determined are evaluated using Colby's formula.
20 In this test, for example, the following active compound combination in accordance
with the present application shows a synergistically enhanced activity compared to the active compounds applied on their own:

Table A1

plant-damaging insects
5 Aphis gossypii test
Active compounds Concentration of active Kill rate in %
compound in ppm after 6d
trifloxystrobin (I)
10 known
0
imidacloprid (II)
15 known

0.16

25

trifloxystrobin (I) + imidacloprid (II) (25:1)
20

according to the invention

4 + 0.16

found* calc.**
95 25

25 * found = activity found
** calc. = activity calculated using Colby's formula

Table A2
plant-damaging insects
Aphis gossypii test
5 Active compounds Concentration of active Kill rate in %
compound in ppm after 6d
trifloxystrobin (I)
known 10
20 0
thiacloprid (III)
known 15
0.8 55
trifloxystrobin (I) + thiacloprid (III) (25:1) according to the invention 20
found* calc.**
20 + 0.8 100 55
* found = activity found
25 ** calc. = activity calculated using Colby's formula

Table A3
plant-damaging insects
Aphis gossypii test

Active compounds

Concentration of active Kill rate in
compound in ppm % after ld

trifloxystrobin (I)
known
10
acetamiprid (IV)
known
15

0.16

25



20

trifloxystrobin (I) + acetamiprid (IV) (25:1)
according to the invention

4 + 0.16

calc* found**
85 25



25

* found = activity found
** calc. = activity calculated using Colby's formula

Table A4
plant-damaging insects
Aphis gossypii test
5 Active compounds Concentration of active Kill rate in
compound in ppm % after ld
trifloxystrobin (I)
known 10
20 0
thiamethoxam (VI)
known 15
0.8 25
trifloxystrobin (I) + thiamethoxam (VI) (25:1)
according to the invention 20
found* calc.**
20 + 0.8 95 25
* found = activity found
25 ** calc. = activity calculated using Colby's formula

Table A5
plant-damaging insects
Aphis gossypii test
5 Active compounds Concentration of active Kill rate in
compound in ppm % after 6d
trifloxystrobin (I)
known 10
20 0
dinotefuran (VIII)
15 known
0.8 0
trifloxystrobin (I) + dinotefuran (VIII) (25:1)
20
according to the invention
found* calc.
20 + 0.8 70 0
25
* found = activity found
** calc. = activity calculated using Colby's formula
M>

Example B
Myzus test
5 Solvent: 7 parts by weight of dimethylformamide
Emulsifier: 2 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 emulsifier-containing water to the desired concentration.
Cabbage leaves (Brassica oleracea) which are heavily infested by the green peach aphid (Myzus persicae) are treated by being dipped into the preparation of active compound of the desired concentration. 15
After the desired period of time, the kill in % is determined. 100% means that all aphids have been killed; 0% means that none of the aphids have been killed. The kill rates that have been determined are evaluated using Colby's formula.
20 In this test, for example, the following active compound combination in accordance
with the present application shows a synergistically enhanced activity compared to the active compounds applied on their own:

Table Bl
plant-damaging insects
Myzus test
5 Active compounds Concentration of active Kill rate in %
compound in ppm after 6d
trifloxystrobin (I)
known
10 4 0
imidacloprid (II)
known
0.16 25
15
trifloxystrobin (I) + imidacloprid (II) (25:1)
according to the invention
found* calc.**
20 4 + 0.16 99 25
* found = activity found
** calc. = activity calculated using Colby's formula

Table B2
plant-damaging insects
Myzus test

Active compounds

Concentration of active compound in ppm

Kill rate in % after 6d

trifloxystrobin (I)
known
10
20
thiacloprid (III)
known
15

0.8

85

trifloxystrobin (I) + thiacloprid (III) (25:1)
according to the invention

20

20 + 0.8

found* calc.**
100 85



25

* found = activity found
** calc. = activity calculated using Colby's formula

Table B3
plant-damaging insects
Myzus test
5 Active compounds Concentration of active Kill rate in
compound in ppm % after 6d
trifloxystrobin (I)
known 10
4 0
acetamiprid (IV)—
known 15
0.16 20
trifloxystrobin (I) + acetamiprid (IV) (25:1)
according to the invention 20
found* calc.**
4 + 0.16 98 20
* found = activity found
25 ** calc. = activity calculated using Colby's formula

Table B4
plant-damaging insects
Myzus test

5

Active compounds

Concentration of active Kill rate in
compound in ppm % after 6d

trifloxystrobin (I)
known
10

4

0

thiamethoxam (VI)
known
15

0.16

15

trifloxystrobin (I) + thiamethoxam (VI) (25:1)
according to the invention

20

4 + 0.16

found* calc.**
95 15

* found = activity found
** calc. = activity calculated using Colby's formula

Table B5
plant-damaging insects
Myzus test

5 Active compounds

Concentration of active Kill rate in
compound in ppm % after 6d

trifloxystrobin (I)
known
10

20

0

chlothianidin (VII)
known
15

0,8

95

trifloxystrobin (I) + chlothianidin (VII) (25:1)
20 according to the invention
found* calc.**
20 + 0,8 100 95
* found = activity found
25
** calc. = activity calculated using Colby's formula

Table B6
plant-damaging insects
Myzus test
5 Active compounds Concentration of active Kill rate in
compound in ppm % after 6d
trifloxystrobin (I)
known 10
100 10
dinotefuran (VIII)
known 15
4 0
trifloxystrobin (I) + dinotefuran (VHI) (25:1)
20 according to the invention
found* calc.**
100 + 4 95 10
* found = activity found
25 ** calc. = activity calculated using Colby's formula

Example C
Phaedon larvae test
5 Solvent: 7 parts by weight of dimethylformamide
Emulsifier: 2 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 emulsifier-containing water to the desired concentration.
Cabbage leaves (Brassica oleracea) are treated by being dipped into the preparation of active compound of the desired concentration and are populated with larvae of the mustard beetle (Phaedon cochleariae) while the leaves are still moist. 15
After the desired period of time, the kill in % is determined. 100% means that all beetle larvae have been killed; 0% means that none of the beetle larvae have been killed. The kill rates that have been determined are evaluated using Colby's formula.
20 In this test, for example, the following active compound combination in accordance
with the present application shows a synergistically enhanced activity compared to the active compounds applied on their own:

Table CI
plant-damaging insects
Phaedon larvae test
5 Active compounds Concentration of active Kill rate in
compound in ppm % after 3d
trifloxystrobin (I)
known 10
100 0
imidacloprid (II)
known 15
4 35
trifloxystrobin (I) + imidacloprid (II) (25:1)
20 according to the invention
found* calc.**
100 + 4 100 35
* found = activity found
25 ** calc. = activity calculated using Colby's formula

Table C2
plant-damaging insects
Phaedon larvae test

5

Active compounds

Concentration of active compound in ppm

Kill rate in % after 3d

trifloxystrobin (I)
known
10

100

0

thiacloprid (III)
known
15

4

10



20

trifloxystrobin (I) + thiacloprid (III) (25:1) according to the invention

100 + 4

found* calc.**
100 10



25

* found = activity found
** calc. = activity calculated using Colby's formula

Table C3
plant-damaging insects
Phaedon larvae test

Active compounds

Concentration of active compound in ppm

Kill rate in % after 3d

trifloxystrobin (I)
known
10

100

5

acetamiprid (IV)
known
15

4

5

trifloxystrobin (I) + acetamiprid (IV) (25:1) according to the invention

20

found* calc.**



100 + 4

85

9.75



25

* found = activity found
** calc. = activity calculated using Colby's formula

Table C4
plant-damaging insects
Phaedon larvae test

Active compounds

Concentration of active Kill rate in
compound in ppm % after 3d

trifloxystrobin (I)
known
10

100

5

thiamethoxam (VI)
known
15

4

40



20

trifloxystrobin (I) + thiamethoxam (VI) (25:1)
according to the invention
100 + 4

found* calc.**
100 43



25

* found = activity found
** calc. = activity calculated using Colby's formula

Table C5
plant-damaging insects
Phaedon larvae test

5 Active compounds

Concentration of active Kill rate in
compound in ppm % after 3d

trifloxystrobin (I)
known
10

100

5

chlothianidin (VII)
15 known

4

30

trifloxystrobin (I) + chlothianidin (VII) (25:1)
20
according to the invention

100 + 4

found* calc.** 90 33,5



25

* found - activity found
** calc. = activity calculated using Colby's formula

Table C6
plant-damaging insects
Phaedon larvae test

5 Active compounds

Concentration of active Kill rate in
compound in ppm % after 3d

trifloxystrobin (I)
known
10

100

0

dinotefuran (VIII)
15 known
4 5
trifloxystrobin (I) + dinotefuran (VIII) (25:1)
20
according to the invention

25

100 + 4

found* calc.** 100 5



30

* found = activity found
** calc. = activity calculated using Colby's formula

Example D
Spodoptera frugiperda test
5 Solvent: 7 parts by weight of dimethylformamide
Emulsifier: 2 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 emulsifier-containing water to the desired concentration.
Cabbage leaves (Brassica oleracea) are treated by being dipped into the preparation of active compound of the desired concentration and are populated with caterpillars of the army worm (Spodoptera frugiperda) while the leaves are still moist. 15
After the desired period of time, the kill in % is determined. 100% means that all caterpillars have been killed; 0% means that none of the caterpillars have been killed. The kill rates that have been determined are evaluated using Colby's formula.
20 In this test, for example, the following active compound combination in accordance
with the present application shows a synergistically enhanced activity compared to the active compounds applied on their own:

Table Dl
plant-damaging insects
Spodoptera frugiperda test

5 Active compounds

Concentration of active compound in ppm

Kill rate in % after 3d

trifloxystrobin (I)
known
10
100
imidacloprid (II)
known
15
trifloxystrobin (I) + imidacloprid (II) (25:1)
20 according to the invention

100 + 4

found* calc.**
85 0

* found = activity found
25 ** calc. = activity calculated using Colby's formula

Table D2
plant-damaging insects
Spodoptera frugiperda test

Active compounds

Concentration of active compound in ppm

Kill rate in % after 3d

trifloxystrobin (I)
known
10
100
thiacloprid (III)
known
15

20

trifloxystrobin (I) + thiacloprid (III) (25:1)
according to the invention

100 + 4

found* calc.**
80 0



25

* found = activity found
** calc. = activity calculated using Colby's formula

Table D3
plant-damaging insects
Spodoptera frugiperda test

5 Active compounds

Concentration of active compound in ppm

Kill rate in % after 3d

trifloxystrobin (I)
known
10
100
acetamiprid (IV)
known
15
65
trifloxystrobin (I) + acetamiprid (IV) (25:1)
according to the invention

20

100 + 4

found* calc.** 100 66.75



25

* found = activity found
** calc. = activity calculated using Colby's formula

Table D4
plant-damaging insects
Spodoptera frugiperda test

Active compounds

Concentration of active Kill rate in
compound in ppm % after 3d

trifloxystrobin (I)
known
10
100
thiamethoxam (VI)
known
15
15
trifloxystrobin (I) + thiamethoxam (VI) (25:1)
according to the invention

20

found* calc.**



100 + 4

65

19.25



25

* found = activity found
** calc. = activity calculated using Colby's formula

Table D5
plant-damaging insects
Spodoptera frugiperda test
5 Active compounds Concentration of active Kill rate in
compound in ppm % after 3d
trifloxystrobin (I)
known 10
100 0
chlothianidin (VII)
known 15
4 85

trifloxystrobin (I) + chlothianidin (VII) (25:1)
20 according to the invention

found* calc.**



100 + 4

100 85

* found = activity found
25 ** calc. = activity calculated using Colby's formula
£5~

Table D6
plant-damaging insects
Spodoptera frugiperda test

5 Active compounds

Concentration of active compound in ppm

Kill rate in % after 6d

trifloxystrobin (I)
known
10
100
dinotefuran (VIII)
known
15
70
trifloxystrobin (I) + dinotefuran (VIII) (25:1)
20 according to the invention

100 + 4

found* calc.** 100 70

* found = activity found
25 ** calc. = activity calculated using Colby's formula


Example E
Plutella test
5 Solvent: 7 parts by weight of dimethylformamide
Emulsifier: 2 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 emulsifier-containing water to the desired concentration.
Cabbage leaves (Brassica oleracea) are treated by being dipped into the preparation
of active compound of the desired concentration and are populated with caterpillars
of the diamond back moth (Plutella xylostella, sensitive strain) while the leaves are
15 still moist.
After the desired period of time, the kill in % is determined. 100% means that all caterpillars have been killed; 0% means that none of the caterpillars have been killed. The kill rates that have been determined are evaluated using Colby's formula. 20
In this test, for example, the following active compound combination in accordance with the present application shows a synergistically enhanced activity compared to the active compounds applied on their own:

Table El
plant-damaging insects
Plutella test

Active compounds

Concentration of active Kill rate in
compound in ppm % after 3d

trifloxystrobin (I)
known
10

100

0

acetamiprid (IV)
known
15
trifloxystrobin (I) + acetamiprid (IV) (25:1)
according to the invention

20

100 + 4

found* calc.**
60 0



25

* found = activity found
** calc. = activity calculated using Colby's formula

WE CLAIM:
1. Active compound composition, comprising trifloxystrobin compound of the formula (I):

and at least one compound selected from the group of insecticides consisting of
(1) a compound of the formula (II)



wherein weight ratio of one compound of formula (I) to one compound of formula II is from 1:0.1 to 1:10 and one compound of formula (I) to one compound of formula (III), (IV), (V), (VI), (VII) or (VIII) is 1:0.05 to 1: 20.

2. Active compound composition as claimed in claim 1 wherein the weight ratio of one compound of formula (I) to one compound of formula (II) is 1:0.1 to 1:10.
3. Active compound composition as claimed in claim 1 wherein the weight ratio of one compound of formula (I) to one compound of formula (III) is 1:0.05 to 1:20.
4. Active compound composition as claimed in claim 1 wherein the weight ratio of one compound of formula (I) to one compound of formula (IV) is 1:0.05 to 1:20.
5. Active compound composition as claimed in claim 1 wherein the weight ratio of one compound of formula (I) to one compound of formula (V) is 1:0.05 to 1:20.
6. Active compound composition as claimed in claim 1 wherein the weight ratio of one compound of formula (I) to one compound of formula (VI) is 1:0.05 to 1:20.
7. Active compound composition as claimed in claim 1 wherein the weight ratio of one compound of formula (I) to one compound of formula (VII) is 1:0.05 to 1:20.
8. Active compound composition as claimed in claim 1 wherein the weight ratio of one compound of formula (I) to one compound of formula (VIII) is 1:0.05 to 1:20.
Dated this 6th day of February, 2004.
[NEHA SRIVASTAVA]
OF REMFRY & SAGAR
ATTORNEY FOR THE APPLICANT[S]

Documents:

94-mumnp-2004-abstract(20-6-2008).doc

94-mumnp-2004-abstract(20-6-2008).pdf

94-mumnp-2004-abstract(granted)-(22-9-2008).pdf

94-mumnp-2004-cancelled page(20-6-2008).pdf

94-MUMNP-2004-CANCELLED PAGES(20-6-2008).pdf

94-mumnp-2004-claim(gtranted)-(20-6-2008).doc

94-mumnp-2004-claim(gtranted)-(20-6-2008).pdf

94-mumnp-2004-claims(granted)-(22-9-2008).pdf

94-mumnp-2004-claims.doc

94-mumnp-2004-claims.pdf

94-mumnp-2004-correspondence 1(16-6-2008).pdf

94-mumnp-2004-correspondence 2(20-6-2008).pdf

94-MUMNP-2004-CORRESPONDENCE(IPO)-(14-10-2008).pdf

94-mumnp-2004-correspondence(ipo)-(28-6-2007).pdf

94-mumnp-2004-correspondence-others.pdf

94-mumnp-2004-correspondence-received-090304.pdf

94-mumnp-2004-correspondence-received-110506.pdf

94-mumnp-2004-correspondence-received-180304.pdf

94-mumnp-2004-correspondence-received.pdf

94-mumnp-2004-description (complete).pdf

94-mumnp-2004-description(granted)-(22-9-2008).pdf

94-mumnp-2004-form 1(20-6-2008).pdf

94-MUMNP-2004-FORM 1(9-3-2004).pdf

94-mumnp-2004-form 13(20-6-2008).pdf

94-mumnp-2004-form 18(12-5-2006).pdf

94-mumnp-2004-form 2(granted)-(20-6-2008).doc

94-mumnp-2004-form 2(granted)-(20-6-2008).pdf

94-mumnp-2004-form 2(granted)-(22-9-2008).pdf

94-MUMNP-2004-FORM 2(TITLE PAGE)-(6-2-2004).pdf

94-mumnp-2004-form 2(title page)-(granted)-(22-9-2008).pdf

94-mumnp-2004-form 3(20-6-2008).pdf

94-mumnp-2004-form 3(6-2-2004).pdf

94-mumnp-2004-form 5(20-6-2008).pdf

94-mumnp-2004-form 5(6-2-2004).pdf

94-mumnp-2004-form-18.pdf

94-mumnp-2004-form-1a.pdf

94-mumnp-2004-form-2.doc

94-mumnp-2004-form-2.pdf

94-mumnp-2004-form-26.pdf

94-mumnp-2004-form-3.pdf

94-mumnp-2004-form-5.pdf

94-mumnp-2004-form-pct-ib-304.pdf

94-mumnp-2004-form-pct-ib-306.pdf

94-mumnp-2004-form-pct-ipea-409(6-2-2004).pdf

94-mumnp-2004-form-pct-ipea-409.pdf

94-mumnp-2004-petition under rule 137(20-6-2008).pdf

94-mumnp-2004-power of authority(20-6-2008).pdf

94-mumnp-2004-power of authority(6-2-2004).pdf

94-MUMNP-2004-SPECIFICATION(AMENDED)-(20-6-2008).pdf

94-MUMNP-2004-WO INTERNATIONAL PUBLICATION REPORT(6-2-2004).pdf


Patent Number 223737
Indian Patent Application Number 94/MUMNP/2004
PG Journal Number 06/2009
Publication Date 06-Feb-2009
Grant Date 22-Sep-2008
Date of Filing 06-Feb-2004
Name of Patentee BAYER CROPSCIENCE AG
Applicant Address ALFRED-NOBEL-STRASSE 50, 40789 MONHEIM GERMANY
Inventors:
# Inventor's Name Inventor's Address
1 ULRIKE WACHENDORFF-NEUMANN OBERER MARKENWEG 85, D-56566 NEUWIED GERMANY
2 ASTRID MAULER-MACHNIK NEUENKAMPER WEG 48, D-42799 LEICHLINGEN.
3 CHRISTOPH ERDELEN UNTERBUSCHERHOF 15, D-42799 LEICHLINGEN.
4 HIROHISA OHTAKE 1485-4-709 OBUCHI, FUJINO-MACHI, KANAGAWA 199-0204.
PCT International Classification Number A01N37/36
PCT International Application Number PCT/EP02/08702
PCT International Filing date 2002-08-05
PCT Conventions:
# PCT Application Number Date of Convention Priority Country
1 10140108.6 2001-08-16 Germany