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(II) Patent Number: KE 418

(45)Dateofgrant: 11/11/2010

(21) Application Number: KFJP/2009/ 000853

(22) Filing Date: 27/06/2007

(30) Priority data: 06014209.8  08/07/2006  EP

(86) PCT data PCTIEP07/005669   27/06/2007 WO 2008/006464  AI    17/01/2008
 
(73) 0wner:BAYER CROPSCIENCE AG of Afred-Nobel-Str 50, 40789 Manheim, Germany

(72) Inventor:HUNGENBERG, Heike ( , Grunewaldstr. 39b, 40764 Langenfeld.Germany); THIELERT, Wolfgang ( , Busbweg 69, 51519 Odenthal.Gennany); BAUR, Peter ( , Schlstr.5, 86938 Schondorf.Germany); DAVIES, Lorna, Elizabeth ( , 8400 Hawthorn Road, Kansas City, Kansas 64120-0013 (US)U.S.A.); DICKMANN, Richard ( , Bockumer Str. 49 d, 40489 Dusseldorf.Gennany) and KOHNHOLD, Jurgen ( , K.atterbachstr. 30, 51467 Bergisch Gladbach.Gennany)

(74) Agentfaddress for correspondence: Kaplan & Stratton Advocates, , P .0. Box 40111-00 I 00, Nairobi

(54) Title: LIQUID FORMULATION OF PYRETHRO!DS.

(57) Abstract: Novel agrochemical formulations have been found comprising at least one agrochemical active ingredient from the group of pyretbroids, at least one surfactant, at least one solvent, a polar cosolvent which have improved rain resistance and improved biological effectiveness compared with known pyrethroid formulations.

Highly active non-aqueous llguid formulation of pvrethroids

Agrochemical formulations of pyrethroids in the form of emulsifiable conce~~i..~ formulations) have already been disclosed. WO 1996/001047, for example, describes EC formulations which, in contrast to the compositions of the invention, comprise esters,
vegetable oils or vegetable oil esters as solvents. US 2004-0063583 Al discloses pyrethroid

EC formulations, but discloses neither ethylhexyl lactate nor butyrolactone as ingredients.

Likewise  known  are  aqueous  microemulsions  of  pyrethroids,  from  EP 0 257 286  and

EP 0 500 401.  Both publications, however,  do  not disclose  the use of co-solvents,  more

particularly not of gamrna-butyrolactone or ethylhexyllactate. Other formulations of certain

10    pyrethroids are known as well, from WO Oln0024, for example, but are aqueous formulations, whereas the formulations of the invention are non-aqueous.

These formulations that have already been described do not always possess the desired biological activity and rain resistance.

New agrochemical formulations have now been found, comprising

15    at  least  one  active  agrochemical  compound  from  the  group  of  the

pyrethroids,

at least one surfactant,

at least one water-immiscible solvent,

at least one polar co-solvent.

20    As compared with the EC formulations of pyrethroids that have been described in the prior art, the formulations of the invention feature a high fraction of particular surfactants, and at least one polar co-solvent. This not only allows an emulsion to form after the formulations have been diluted in water, but also results in improved rain resistance and improved biological activity.

25    It has further been found that the formulations of the invention can be produced by mixing the stated ingredients until a homogeneous solution is obtained.

In one preferred embodiment the active agrochemical compound the formulations  of the

invention  comprise  is  at  least  one  active  compound  selected  from  acrinathrin,  alpha-cypermethrin,     beta-cyfluthrin,     gamma-cyhalothrin,     cypermethrin,    deltamethrin, 30        esfenvalerate,  ethofenprox,  fenpropathrin,  fenvalerate,  flucythrinate,  Jambda-cyhalothrin,

permethrin,    tau-fluvalinate,   tralomethrin,   zeta-cypermethrin,   cyfluthrin,   bifentluin,

cycloprothrin, eflusilanat, fubfenprox, pyrethrin, resmethrin and tefluthrin.

In one particularly preferred embodiment the active agrochemical compound the formulations of the invention comprise is beta-cyfluthrin and/or deltamethrin.

Surfactants suitable in accordance with the invention are alkanol alkoxylates of the formula

        R-0-(-AO).,R'  (I)
    in which   
    R    stands for straight-chain or branched alkyl having 4 to 20 carbon atoms,
    R'    stands for H. methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, teet-butyl,
10        n-pentyl or n-hexyl.
    AO    stands for an ethylene oxide radical, a propylene oxide radical, a butylene
        oxide radical or for mixtures of ethylene oxide and propylene oxide radicals
        or butylene oxide radicals and
    m    stands for numbers from 2 to 30.
15    A preferred group of surfactants are alkanol alkoxylates of the formula
        R-0-(-EQ-)o-R'  (1-a)
    in which   
    R    is as defined above,
    R'    is as defmed above,
20    EO    stands for CHrCH2-0- and
        stands for numbers from 2 to 20.
    A particularly preferred group of surfactants are alkanol alkoxylates of the formula (1-a), in
    which n stands for numbers from 6 to 17.
    An especially preferred group of surfactants are isotridecanol alkoxylates of the formula
25    (1-a-1)   
        (1-a-1)

in which

stands for the average value 8.4,

or of the formula (1-a-2)

CnH27 -0-(-CHz-CHz-0-)0 -H    (1-a-2)

in which

stands for the average value 15.

In one preferred embodiment the water-immiscible solvent the formulations of the invention

comprise is an aromatic organic solvent or a mixture of aromatic organic  solvents.  Such

solvents are available commercially, for example, under the name Solvesso®.

10    In another preferred embodiment the water-immiscible solvent the formulations of the invention comprise is an aromatic organic solvent and the polar co-solvent they comprise is at least one selected from dimethyl sulphoxide, N-alkylpyrrolidone (e.g.

N-methylpyrrolidone, N-octylpyrrolidone), gamma-butyrolactone, ethylhexyl palmitate, 2-ethylhexyl S-lactate (also referred to below in simplified form as ethylhexyl lactate or

15    EHL), cyclohexanone and dimethylpropyleneurea.

In another preferred embodiment the water-immiscible solvent the formulations of the invention comprise is a mixture of aromatic organic solvents and the polar co-solvent they

comprise is at least one selected from dimethyl sulphoxide, N-alkylpyrrolidone (e.g. N-methylpyrrolidone, N-octylpyrrolidone), gamrna-butyrolactone, ethylhexyl palmitate,

20    ethylhexyllactate, cyclohexanone and dimethylpropyleneurea. A particularly preferred polar co-solvent is ethylhexyllactate.

Another particularly preferred polar co-solvent is gamma-butyrolactone.

The substances of the invention preferably further comprise at least one anionic emulsifier. Use may be made of all substances which typically can be employed in agnx:hemical

25    compositions. Preference is given to alkali metal salts and alkaline earth metal salts of alkyl-sulphonic acids or alkylarylsulphonic acids. Particular preference is given to alkaline earth metal salts of alkylarylsulphonic acids.

The formulations of the invention preferably comprise a foam inhibitor. Suitable foam inhibitors include all substances which typically can be employed for this purpose in

agrochemical compositions. Preference is given to silicone fluids and magnesium stearate. If

present, the amount of foam inhibitor is usually 0.0001% to 0.1% by weight.

Suitable antioxidants include all substances which typically can be employed for this purpose in agrochemical compositions. Preference is given to butylated hydroxytoluene

(2,6-di-tert-butyl-4-methylphenol, BHT).

Suitable colorants include all substances which typically can be employed for this purpose in agrochemical compositions. Mention may be made, by way of example, of titanium

10    dioxide, pigmentary carbon black, zinc oxide and blue pigments, and also Permanent Red

FGR.

The amount of active compound in the fonnulations of the invention is generally 0.5% to 15% by weight, preferably I% to 10% by weight, more preferably 2% to 6% by weight.

The amount of surfactant in the fonnulations of the invention is generally 10% to 50% by

15    weight and preferably 20% to 30% by weight.

The amount of anionic emulsifier in the fonnulations of the invention is generally 0% to 15% by weigh~ preferably I% to 12% by weight, more preferably I% to 10% by weight.

The amount of solvents in the fonnulations of the invention is generally 30% to 90% by

weight, preferably 40% to 80% by weight and more preferably 40% to 70% by weight. This

20    figure stands for the total amount of aromatic organic solvents and any polar co-solvent present.

    Particular attention is drawn to fonnulations of the invention comprising
    2% to 6% by weight of deltamethrin and/or beta-cyfluthrin
    20%  to  30%  by  weight  of  surfactant  from  the  group  of  the  alcohol
25    ethoxylates

40% to 70% by weight of aromatic organic solvent

l% up to 50% by weight of polar co-solvent/polar co-solvents

1% up to 12% by weight of an anionic emulsifier

Particular attention may likewise be drawn to formulations of the invention comprising

2% to 6% by weight of deltamethrin and/or beta-cyfluthrin

20% to 30% by weight of surfactant from the group of the alcohol ethoxylates

40% to 70% by weight of aromatic organic solvent

5% to 50% by weight of ethylhexyllactate

1% to 12% by weight of an anionic emulsifier

The compositions of the invention, in combination with good plant tolerance, favourable toxicity to wann-blooded animals and high compatibility with the environment, are suitable

10    for protecting plants and plant organs, for increasing the harvest yields, for improving the quality of the harvested material and for controlling animal pests, more particularly insects, arachnids, helminths, nematodes and molluscs, which are encountered in agriculture, in horticulture, in animal husbandry, in forests, in gardens and leisure facilities, in the protection of stored products and of materials, and in the hygiene sector. They may be

15    preferably employed as crop protection agents. They are active against normally sensitive and resistant species and against all or some stages of development. The abovementioned pests include:

From the order of the Anoplura (Phthiraptera), for example, Damalinia spp., Haematopinus spp., Linognathus spp., Pediculus spp., Trichodectes spp.

20    From the class of the Arachnida, for example, Acarus siro, Aceria sheldoni, Aculops spp., Aculus spp., Amblyomma spp., Argas spp., Boophilus spp., Brevipalpus spp., Bryobia

praetiosa, Chorioptes spp., Dermanyssus gallinae, Eotetranychus spp., Epitrimerus pyri, Eutetranychus spp., Eriophyes spp., Hemitarsonemus spp., Hyalomma spp., Ixodes spp., Latrodectus mactans, Metatetranychus spp., Oligonychus spp., Ornithodoros spp.,

25    Panonychus spp., Phyllocoptruta oleivora, Polyphagotarsonemus latus, Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp., Scorpio maurus, Stenotarsonemus spp., Tarsonemus spp., Tetranychus spp., V asates lycopersici.

From the class of the Bivalva, for example, Dreissena spp.

From the order of the Chilopoda, for example, Geophilus spp., Scutigera spp.

30    From the order of the Coleoptera, for example, Acanthoscelides obtectus, Adoretus spp., Agelastica alni, Agriotes spp., Amphimallon solstitialis, Anobium punctatum, Anoplophora

spp., Anthonomus spp., Anthrenus spp., Apogonia spp., Atomaria spp., Attagenus spp., Bruchidius obtectus, Bruchus spp., Ceuthorhynchus spp., Cleonus mendicus, Conoderus spp., Cosmopolites spp., Costelytra zealandica, Curculio spp., Cryptorhynchus lapathi, Dermestes spp., Diabrotica spp., Epilachna spp., Faustinus cubae, Gibbium psylloides, Heteronychus arator, Hylamorpha elegans, Hylotrupes bajulus, Hypera postica,
Hypothenemus spp., Lachnostema consanguinea. Leptinotarsa decernlineata, Lissorhoptrus

oryzophilus, Lixus spp., Lyctus spp., Meligethes aeneus, Melolontha melolontha, Migdolus

spp., Monochamus spp., Naupactus xanthographus, Niptus hololeucus, Oryctes rhinoceros,

Oryzaephilus    surinamensis,   Otiorrhynchus   sulcatus,   Oxycetonia  jucunda,   Phaedon

10    cochleariae, Phyllophaga spp., Popillia japonica, Premnotcypes spp., Psylliodes chrysocephala, Ptinus spp., Rhizobius ventralis, Rhizopertha dominica, Sitophilus spp., Sphenophorus spp., Stemechus spp., Symphyletes spp., Tenebrio molitor, Tribolium spp., Trogoderma spp., Tychius spp., Xylotrechus spp., Zabrus spp.

From the order of the Collembola, for example, Onychiurus armatus.

15    From the order of the Dermaptera, for example, Forficula auricularia. From the order of the Diplopoda, for example, Blaniulus guttulatus.

From the order of the Diptera, for example, Aedes spp., Anopheles spp., Bibio hortulanus, Calliphora erythrocephala, Ceratitis capitata, Chrysomyia spp., Cochliomyia spp.,

Cordylobia anthropophaga, Culex spp., Cuterebra spp., Dacus oleae, Dermatobia hominis,

20    Drosophila spp., Fannia spp., Gastrophilus spp., Hylemyia spp., Hyppobosca spp., Hypoderma spp., Liriomyza spp., Lucilia spp., Musca spp., Nezara spp., Oestrus spp., Oscinella frit, Pegomyia hyoscya.mi, Phorbia spp., Stomoxys spp., Tabanus spp., Tannia spp., Tipula paludosa, Wohlfahrtia spp.

From the class of the Gastropoda, for example, Arion spp., Biomphalaria spp., Bulinus spp.,

25    Deroceras spp., Galba spp., Lymnaea spp., Oncomelania spp., Succinea spp.

From the class of the helminths, for example, Ancylostoma duodenale, Ancylostoma ceylanicum, Acylostoma braziliensis, Ancylostoma spp., Ascaris lubricoides, Ascaris spp., Brugia malayi, Brugia timori, Bunostomum spp., Chabertia spp., Clonorchis spp., Cooperia

spp.,    Dicrocoelium  spp,  Dictyocaulus  filaria,  Diphyllobothrium  tatum,  Dracunculus

30    medinensis, Echinococcus granulosus, Echinococcus multilocularis, Enterobius vermicularis, Faciola spp., Haemonchus spp., Heterakis spp., Hymenolepis nana, Hyostrongulus spp., Loa Loa. Nematodirus spp., Oesophagostomum spp., Opisthorchis spp., Onchocerca volvulus, Ostertagia spp., Paragonimus spp., Schistosomen spp., Strongyloides fuellebomi, Strongyloides stercoralis, Stronyloides spp., Taenia saginata, Taenia solium,

Trichinella spiralis, Trichinella nativa, Trichinella britov~ Trichinella nelsoni, Trichinella

pseudopsiralis, Trichostrongulus spp., Trichuris trichuria, Wuchereria bancrofti.

It is further possible to control protozoa, such as Eimeria.

From the order of the Heteroptera, for example, Anasa tristis, Antestiopsis spp., Blissus

spp., Calocoris spp., Campylomma livida, Cavelerius spp., Cimex spp., Creontiades dilutus,

Dasynus piperis, Dichelops furcatus, Diconocoris hewetti, Dysdercus spp., Euschistus spp.,

Eurygaster  spp.,  Heliopeltis  spp.,  Horcias  nobilellus,  Leptocorisa  spp.,  Leptoglossus

phyllopus,  Lygus  spp.,  Macropes  excavatus,  Miridae,  Nezara  spp.,  Oebalus  spp.,

Pentoroidae,  Piesma  quadrata,  Piezodorus  spp.,  Psallus  seriatus,  Pseudacysta  persea,

10    Rhodnius spp., Sahlbergella singularis, Scotinophora spp., Stephanitis nashi, Tibraca spp., Triatoma spp.

From  the  order  of  the  Homoptera,  for  example,  Acyrthosipon  spp.,  Aeneolamia  spp.,

Agonoscena  spp.,  Aleurodes  spp.,  Aleurolobus barodensis,  Aleurotluixus  spp.,  Amrasca

spp., Anuraphis cardui, Aonidiella spp., Aphanostigma piri, Aphis spp., Arboridia apicalis,

15    Aspidiella spp., Aspidiotus spp., Atanus spp., Aulacorthum solani, Bemisia spp., Brachycaudus helichrysii, Brachycolus spp., Brevicoryne brassicae, Calligypona marginata, Cameocephala fulgida, Ceratovacuna lanigera, Cercopidae. Ceroplastes spp., Chaetosiphon

fragaefolii,    Chionaspis    tegalensis,    Chlorita    onukii,    Chromaphis   juglandicola,

Chrysomphalus  ficus,  Cicadulina  mbila,  Coccomytilus  halli,  Coccus  spp.,  Cryptomyzus

20    ribis, Dalbulus spp., Dialeurodes spp., Diaphorina spp., Diaspis spp., Doralis spp., Drosicha spp., Dysaphis spp., Dysmicoccus spp., Empoasca spp., Eriosoma spp., Erythroneura spp., Euscelis bilobatus, Geococcus coffeae, Homalodisca coagulata, Hyalopterus arundinis, Icerya spp., Idiocerus spp., Idioscopus spp., Laodelphax striatellus, Lecanium spp.,

Lepidosaphes    spp.,   Lipaphis   erysimi,   Macrosiphum   spp.,   Mahanarva   frmbriolata,

25    Melanaphis sacchari, Metcalfiella spp., Metopolophium dirhodum, Monellia costalis, Monelliopsis pecanis, Myzus spp., Nasonovia ribisnigri, Nephotettix spp., Nilaparvata

lugens, Oncometopia spp., Orthezia praelonga, Parabemisia myricae, Paratrioza spp., Parlatoria spp., Pemphigus spp., Peregrinus maidis, Phenacoccus spp., Phloeomyzus passerinii, Phorodon humuli, Phylloxera spp., Pinnaspis aspidistrae, Planococcus spp.,

30    Protopulvinaria pyrifonnis, Pseudaulacaspis pentagona, Pseudococcus spp., Psylla spp., Pteromalus spp., Pyrilla spp., Quadraspidiotus spp., Quesada gigas, Rastrococcus spp., Rhopalosiphum spp., Saissetia spp., Scaphoides titanus, Schizaphis graminum, Selenaspidus

articulatus, Sogata spp., Sogatella furcifera, Sogatodes spp., Stictocephala festina, Tenalaphara malayensis, Tinocallis caryaefoliae, Tomaspis spp., Toxoptera spp., Tri-

35    aleurodes vaporariorum, Trioza spp., Typhlocyba spp., Unaspis spp., Viteus vitifolii.

From the order of the Hymenoptera, for example, Diprion spp., Hoplocampa spp., Lasius

spp., Monomorium pharaonis, Vespa spp.

From the order of the Isopoda, for example, Armadillidium vulgare, Oniscus asellus, Por-

cellio scaber.

From the order of the Isoptera, for example, Reticulitermes spp., Odontotermes spp.

From the order of the Lepidoptera, for example, Acronicta major, Aedia leucomelas, Agrotis

spp.,  Alabama  argillacea,  Anticarsia  spp.,  Barathra  brassicae,  Bucculatrix  thurberiella,

Bupalus piniarius, Cacoecia podana, Capua reticulana, Carpocapsa pomonella, Cheimatobia

brumata,  Chilo  spp.,  Choristoneura  fumiferana,  Clysia  ambiguella,  Cnaphalocerus  spp.,

10    Earias  insulana,  Ephestia  kuehniella,  Euproctis  chrysorrhoea,  Euxoa  spp.,  Feltia  spp.,

Galleria mellonella, Helicoverpa spp., Heliothis spp., Hofmannophila pseudospretella, Homona magnanima, Hyponomeuta padella, Laphygma spp., Lithocolletis blancardella,

Lithophane    antennata,  Loxagrotis  albicosta,  Lymantria  spp.,  Malacosoma  neustria,

Mamestra brassicae, Mocis repanda, Mythimna separata, Oria spp., Oulema oryzae, Panolis

15    flammea, Pectinophora gossypiella, Phyllocnistis citrella, Pieris spp., Plutella xylostella, Prodenia spp., Pseudaletia spp., Pseudoplusia includens, Pyrausta nubilalis, Spodoptera spp., Thermesia gemmatalis, Tinea pellionella, Tineola bisselliella, Tortrix viridana, Trichoplusia spp.

From  the  order  of  the  Orthoptera,  for  example,  Acheta  domesticus,  Blatta  orientalis,

20    Blattella germanica, Gryllotalpa spp., Leucophaea maderae, Locusta spp., Melanoplus spp., Periplaneta americana, Schistocerca gregaria.

From the order of the Siphonaptera, for example, Ceratophyllus spp., Xenopsylla cheopis. From the order of the Symphyla, for example, Scutigerella immaculata.

From the order of the Thysanoptem, for example, Baliothrips biformis, Enneothrips flavens,

25    Frankliniella spp., Heliothrips spp., Hercinothrips femoralis, Kakothrips spp., Rhipiphorothrips cruentatus, Scirtothrips spp., Taeniothrips cardamoni, Thrips spp.

From the order of the Thysanura, for example. Lepisma saccharina.

The  phytoparasitic nematodes  include,  for  example,  Anguina  spp.,  Aphelenchoides  spp.,

Belonoaimus    spp.,   Bursaphelenchus   spp.,   Ditylenchus   dipsaci,   Globodera   spp.,

30    Heliocotylenchus spp., Heterodera spp., Longidorus spp., Meloidogyne spp., Pratylenchus spp., Radopholus similis, Rotylenchus spp., Trichodorus spp., Tylenchorhynchus spp., Tylenchulus spp., Tylenchulus semipenetrans, Xiphinema spp.

Compositions of the  invention can in addition to at least one pyrethroid comprise other

active compounds as well. such as insecticides, attractants, sterilants, bactericides, acaricides,

nematicides,  fungicides,  growth-regulating  substances,  herbicides,  safeners,  fertilizers  or

semiochemicals.

Particularly favourable co-components are, for example, the following components:

Fungicides:

Inhibitors of nucleic acid synthesis

benalaxyl, benalaxyl-M, bupirimate, chiralaxyl, clozylacon, dimethirimol, ethirimol, furalaxyl, hymexazol, metalaxyl, metalaxyl-M, ofurnce, oxadixyl, oxolinic acid

10    Inhibitors of mitosis and cell division

benomyl, carbendazim, diethofencarb, fuberidazole, pencycuron, thiabendazole, thiophanate-methyl, zoxamide

Inhibitors of respiratory chain complex I

diflumetorim

15    Inhibitors of respiratory chain complex IT

boscalid, carboxin. fenfuram, flutolanil, furametpyr, mepronil, oxycarboxin. penthiopyrad, thifluzamide

Inhibitors of respiratory chain complex m

azoxystrobin, cyazofamid, dimoxystrobin, enestrobin. famoxadone, fenamidone, fluoxastrobin. 20 kresoxim-methyl, metominostrobin, orysastrobin, pyraclostrobin, picoxystrobin, trifloxystrobin

Decouplers

dinocap, fluazinam

Inhibitors of A1P production

fentin acetate, fentin chloride, fentin hydroxide, silthiofam

25    Inhibitors of amino acid biosynthesis and protein biosynthesis

andoprim. blasticidin-S, cyprodinil, .kasugamycin, kasugamycin hydrochloride hydrate, mepanipyrim, pyrimethanil

Inhibitors of signal transduction

fenpiclonil, fludioxonil, quinoxyfen

Inhibitors of lipid and membrane synthesis

chlozolinate, iprodione, procymidone, vinclozolin

ampropylfos, potassium-ampropylfos, edifenphos, iprobenfos (IBP), isoprothiolane,

pymzophos

tolclofos-methyl, biphenyl

10    iodocarb, propamocarb, propamocarb hydrochloride

Inhibitors of ergosterol biosynthesis fenhexamid,
azaconazole, bitertanol, bromuconazole, cyproconazole, diclobutrazole, difenoconazole, diniconazole, diniconazole-M, epoxiconazole, etaconazole, fenbuconazole, fluquinconazole,

15    :flusilazole, flutriafol, furconazole, furconazole-cis, hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil, paclobutrazole, penconazole, propiconazole, prothioconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, uniconazole, voriconazole, imazaJil, imazalil sulphate, oxpoconazole, fenarimol, flurprimidole, nuarimol, pyrifenox, triforine, pefurazoate, prochloraz, triflumizole, viniconazole,

20    aldimorph, dodemorph, dodemorph acetate, fenpropimorph, tridemorph. fenpropidin, spiroxamine,

naftifine, pyributicarb, terbinafme Inhibitors of cell wall synthesis
benthiavalicarb, bialaphos, dimethomorph, flumorph, iprovalicarb, polyox.ins, polyoxorim,

25    validamycin A

Inhibitors of melanin biosynthesis

capropamid, diclocymet, fenoxanil, phthalid, pyroquilon, tricyclazole

Resistance induction

acibenzolar-S-methyl, probenazole, tiadinil

Multisite

captafol, captan, chlorothalonil, copper salts such as: copper hydroxide, copper naphthenate, copper oxychloride, copper sulphate, copper oxide, oxine-copper and Bordeaux mixture, dichlofluanid. dithianon, dodine, dodine free base, ferbam, folpet, fluorofolpet, guazatine, guazatine acetate, iminoctadine, iminoctadine albesilate, iminoctadine triacetate, mancopper, mancozeb, maneb, metiram, metiram zinc, propineb, sulphur and sulphur preparations containing calcium polysulphide, thiram, tolylfluanid, zineb, ziram

10    Unknown mechanism

amibromdol, benthiazole, bethoxazin, capsimycin, carvone, chinomethionat, chloropicrin, cufraneb, cyflufenamid, cymoxanil, dazomet, debacarb, diclomezine, dichlorophen, dicloran,

difenzoquat, difenzoquat methyl sulphate, diphenylamine, ethaboxam. ferimzone, flumetover,

flusulpharnide,  fluopicolide,  fluoroimide,  hexachlorobenzene,  8-hydroxyquinoline  sulphate,

15    irumamycin, methasulphocarb, metrafenone, methyl isothiocyanate, mildiomycin, natamycin, nickel dimethyl dithiocarbamate, nitrothal-isopropyl, octhilinone, oxamocarb, oxyfenthiin,

pentachlorophenol  and  salts,  2-phenylphenol  and  salts,  piperalin,  propanosine-sodium,

proquinazid,  pyrrolenitrin.  quintozene,  tecloftalam,  tecnazene.  triazoxide,  trichlamide,

zarilamid and 2,3,5,6-tetrachloro-4-(methylsulphonyl)pyridine, N-{4-chloro-2-nitrophenyl)-N-

20    ethyl-4-methylbenzenesulphonamide, 2-amino-4-methyl-N-phenyl-5-thiazolecarboxamide, 2-chloro-N-(2,3-dihydro-1,1,3-trimethyl-lH-inden-4-yl)-3-pyridinecarboxarnide, 3-[5-(4-<:hloro-phenyl)-2,3-dimethylisoxazolidin-3-yl]pyridine, cis-1-(4-chlorophenyl)-2-{lH-1,2,4-triazol-1-yl)cycloheptanol, 2,4-dihydro-5-methoxy-2-methyl-4-[[[[l-[3-(trifluoromethyl)phenyl]-ethylidene]arnino]oxy]methyl]phenyl]-3H-1,2,3-triazol-3-one (185336-79-2), methyl 1-(2,3-

25    dihydro-2,2-dimethyl-lH-inden-1-yl)-lH-imidazole-5-<:arboxylate, 3,4,5-trichloro-2,6-pyridinedicarbonitrile, methyl 2-[[[cyclopropyl[(4-methoxyphenyl)imino]methyl]thio]methyl]-
.alpha.-(methoxymethylene)benzacetate,    4-<:hlor<>-alpha-propynyloxy-N-[2-[3-methoxy-4-{2-

propynyloxy)phenyl]ethyl]benzacetarnide, (2S)-N-[2-[4-[[3-(4-<:hlorophenyl)-2-propynyl]oxy]-

3-methoxyphenyl]ethyl]-3-methyl-2-[(methylsulphonyl)arnino]butanarnide,    5-<:hloro-7-(4-

30    methylpiperidin-l-yl)-6-(2,4,6-trif!uorophenyl)[l,2,4]triazolo[l,5-a]pyrimidine, 5-<:hloro-6-(2,4,6-trifluorophenyl)-N-[(lR)-1,2,2-trimethylpropyl][l,2,4]triazolo[l,5-a]pyrirnidin-7-amine, 5-<:hloro-N-[(lR)-1,2-dimethylpropyl]-6-(2,4,6-trifluorophenyl)[l,2,4]triawlo[l,5-a]pyrimidin-
7-amine, N-[1-{5-bromo-3-chloropyridin-2-yl)ethyl]-2,4-dichloronicotinamide, N-(5-bromo-3-

chloropyridin-2-yl)rnethyl-2,4-dichloronicotinamide,  2-butoxy-6-iodo-3-propylbenzopyranon-

4-<>ne, N-((Z)-[(cyclopropylmethoxy)imino][6-(difluoromethoxy)-2,3-<lifluorophenyl]methyl)-

2-benzacetamide,  N-(3-ethyl-3,5,5-trimethylcyclohexyl}-3-formylamino-2-hydroxybenzamide,

2-[[[[1-[3(1-fluoro-2-phenylethyl)oxy]phenyl]ethylidene]amino]oxy]methyl]-alpha-(methoxy-

imino)-N-methyl-alphaE-benlllcetamide,    N-(2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-

ethyl)-2.(trifluoromethyl)benlllmide,    N-(3',4'-<lichlor<>-5-fluorobiphenyl-2-yl}-3-(difluoro-

methyl)-1-methyi-1H-pyrazole4<!1Iboxamide,    N-(6-methoxy-3-pyridinyl)cyclopropane-

carboxamide,    1-[(4-methoxyphenox.y)methyl]-2,2-dimethylpropyl-lH-imidazole-1-carboxylic

acid, 0-[1-[(4-methoxyphenoxy)methyl]-2,2-<limethy1propyi]-IH-imidazole-1.carbothioic acid,

10    2-(2-( [6-(3-chloro-2-methylphenoxy)-5-fluoropyrimidin4-yl]oxy )phenyl)-2-(methoxyimino )-N-methylacetamide

Bactericides:

bronopol, dichlorophen, nitrnpyrin, nickel dimethyldithiocarbamate, bsugamycin, octhilinone, furancarboxylic acid, oxytetracycline, probenazole, streptomycin, tecloftalam,

15    copper sulphate and other copper preparations. Insecticideslacaricideslnematicides:
Acetylcholinesterase (AChE) inhibitors

carbamates,

for   example   alanycarb,   aldicarb,   aldoxycarb,   allyxycarb,   aminocarb,   bendiocarb,

20    benfuracarb, bufencarb, butacarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, cloethocarb, dimetilan, ethiofencarb, fenobucarb, fenothiocarb, formetanate, furathiocarb, isoprocarb, metam-sodium, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, promecarb, propoxur, thiodicarb, thiofanox, trimethacarb, XMC, xylylcarb, triazamate

25    organophosphates,

for example acepbate, azamethiphos, azinphos (-methyl, -ethyl), brornophos-ethyl, bromfenvinfos (-methyl), butathiofos, cadusafos, carbophenothion, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos (-methyV-ethyl), coumaphos, cyanofenphos,

cyanophos,    chlorfenvinphos,   demeton-S-methyl,   demeton-S-methylsulphone,   dialifos,

30    diazinon, dichlofenthion, dichlorvos/DDVP, dicrotophos, dimethoate, dimethylvinphos, dioxabenzofos, disulfoton, EPN, ethion, ethoprophos, etrimfos, famphur, fenarniphos,

fenitrothion,    fensulfothion,  fenthion,  flupyrazofos,  fonofos,  formothion,  fosmethilan,

fosthiazate,    heptenophos,   iodofenphos,   iprobenfos,   isazofos,   isofenphos,   isopropyl

0-salicylate, isoxathion, malathion, mecarbarn. methacrifos, methamidophos, methidathion,

mevinphos,  monocrotophos,  naled,  omethoate,  oxydemeton-methyl,  parathion  (-methyV-

ethyl),  phenthoate,  phorate,  phosalone,  phosmet,  phosphamidon,  phosphocarb,  phoxim,

pirimiphos  (-methyV-ethyl),  profenofos,  propaphos,  propetamphos,  prothiofos,  prothoate,

pyraclofos,    pyridaphenthion,  pyridathion,  quinalphos,  sebufos,  sulphotep,  sulprofos,

tebupirimfos,  temephos,  terbufos,  tetrachlorvinphos,  thiometon,  triazophos,  triclorfon,

vamidothion

Sodium channel modulators I voltage-dependent sodium channel blockern

DDT

10    oxadiazines,

for example indoxacarb

semicarbazone,

for example metaflumizone (BAS3201) Acetylcholine receptor agonists/antagonists

15    chloronicotinyls,

for example acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, nithiazine, thiacloprid, thiamethoxam

nicotine, bensultap, cartap Acetylcholine receptor modulators
20    spinosyns,

for example spinosad,

GABA-gated chloride channel antagonists

organochlorines,

for example camphechlor, chlordane, endosulfan, gamma-HCH, HCH, heptachlor, lindane,

25    methoxychlor

fiproles,

for example acetoprole, ethiprole, fipronil, pyrafluprole, pyriprole, vaniliprole Chloride channel activators

mectins,

for    example   abamectin,   emamectin,   emamectin-benzoate,   ivennectin,   lepimectin,

milbemycin

Juvenile hormone mimetics,

for  example  diofenolan,  epofenonane,  fenoxycarb,  hydroprene,  kinoprene,  methoprene,

pyriproxifen, triprene

Ecdysone agonists/disruptors

diacylhydrazines,

for example chromafenozide, halofenozide, methoxyfenozide, tebufenozide

Chitin biosynthesis inhibitors

10    benzoylureas,

for example bistrifluron, chlofluazuron, diflubenzuron, fluazuron, flucycloxuron, flufenoxuron, hex:aflumuron, lufenuron, novaluron, noviflumuron, penfluron, teflubenzuron, tri:flumuron

buprofezin

15    cyromazine

Oxidative phosphorylation inhibitors, ATP disrupters diafenthiuron
organotin compounds,

for example azocyclotin, cyhexatin, fenbutatin oxide

20    Oxidative phosphorylation decouplers acting by interrupting the H~proton gradient

pyrroles,

for example chlorfenapyr

dinitrophenols,

for example binapacyrl, dinobuton, dinocap, DNOC

25    Site~ I electron trnnspon inhibitors

METis,

for example fenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad, tolfenpyrad

hydramethylnon

dicofol

Site-IT electron transport inhibitors

rotenone

Site-ID electron transport inhibitors

acequinocyl, fluacrypyrim

Microbial disrupters of the insect gut membrane

Bacillus thuringiensis strains

Lipid synthesis inhibitors

10    tetronic acids,

for example spirodiclofen, spiromesifen

tetramic acids,

for    example    spirotetramat,    cis-3-(2,5-dimethylphenyl)-4-hydroxy-8-methoxy-1-aza-

spiro[ 4.5]dec-3-en-2.-one

15    carboxamides,

for example flonicamid

octopaminergic agonists, for example amitraz

Inhibitors of magnesium-stimulated ATPase,

20    propargite

nereistoxin analogues,

for example thiocyclam hydrogen oxalate, thiosultap-sodium

Ryanodin receptor agonists

benzoic acid dicarboxamides,

25    for example flubendiamide

anthmnilamides,

for example rynaxypyr (3-bromo-N-( 4-chloro-2-methyl-6-[(methylamino)carbonyl]phenyl }-1-(3-chloropyridin-2-yl)-lH-pyrazole-5-carboxamide)

Biologicals, hormones or pheromones

azadirachtin. Bacillus spec., Beauveria spec., codlemone, Metarrhizium spec., Paecilomyces

spec., thuringiensin, Verticillium spec.

Active compounds with unknown or non-specific mechanisms of action

fumigants,

for example aluminium phosphide, methyl bromide, sulphuryl fluoride

10    antifeedants,

for example cryolite, flonicamid, pymetrozine

mite growth inhibitors,

for example clofentezine, etoxazole, hexythiazox

amidoflumet,   benclothiaz,   benzoximate,   bifenazate,   bromopropylate,   buprofezin,

15    chinomethionat, chlordimeform, chlorobenzilate, chloropicrin, clothiazoben, cycloprene, cyflumetofen, dicyclanil, fenoxacrim, fentrifanil, flubenzimine, flufenerim, flutenzin, gossyplure, hydramethylnone, japonilure, metoxadiazone, petroleum, piperonyl butoxide, potassium oleate, pyridalyl, sulfluramid, tetradifon, telrasul, triarathene, verbutin

The  compositions  of  the  invention  can  further  comprise  synergists.  Synergists  are

20    compounds which boost the action of the active compounds, without it being necessary for the synergist added to be active itself.

The compositions of the invention can further comprise inhibitors which reduce degradation of the active compound after deployment in the environment of the plant, on the surface of parts of plants or in plant tissues.

25    The formulation is employed in a customary manner adapted to it.

All plants and plant parts can be treated in accordance with the invention. Plants are to be understood as meaning in the present context all plants and plant populations, such as desired and unwanted wild plants or crop plants (including naturally occurring crop plants). Crop plants can be plants which can be obtained by conventional plant breeding and

30    optimization methods or by biotechnological and genetic engineering methods or by combinations of these methods, including the transgenic plants and including the plant

cultivars protectable or not protectable by varietal property rights. Plant parts are to be understood as meaning all parts and organs of plants above and below the ground, 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 vegetative and generative propagation material, for example cuttings, tubers, rhizomes, offshoots and seeds.

Treatment according to the invention of the plants and plant parts with the compositions is carried out directly or by allowing the compositions to act on the surroundings, habitat or stomge space by the customary treatment methods, for example by immersion, spraying,
10    fogging, painting on, or injecting.

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 protoplast fusion, and parts thereof, are treated. In a further preferred embodiment, transgenic plants and plant

15    cultivars obtained by genetic engineering methods, if appropriate in combination with conventional methods (Genetically Modified Organisms), and parts thereof are treated. The tenns ''parts", "parts of plants" and "plant parts" have been explained above.

With particular preference, 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

20    as meaning plants having novel properties ("traits') which have been obtained by conventional breeding, by mutagenesis or by recombinant DNA techniques. They can be cultivars, 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

25    result in superadditive ("synergistic') effects. Thus, for example, reduced application rates and/or expansions of the activity spectrum and/or a boost to the activity of the compositions of 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 perfonnance, easier harvesting, accelerated maturation, higher harvest yields, higher quality

30    and/or higher nutritional value of the harvested products, better keeping properties 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  (obtained  by  genetic  engineering)  which  are

preferably to be treated according to the invention include all plants which, by virtue of the

35    genetic modification, received genetic material which  imparts  particularly  advantageous,

useful  lraits  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 perfonnance, easier harvesting, accelerated maturatio~ higher

harvest yields, higher quality and/or a higher nulritional value of the harvested products,

better  keeping  properties  and/or  processability  of  the  harvested  products.  Further  and

particularly emphasized examples of such lraits are a better defence of the plants against

animal and microbial pests, such as against insects, mites, phytopathogenic fungi, bacteria

and/or  viruses,  and  also  increased tolerance  of the  plants to certain  herbicidally  active

compounds. Examples of transgenic plants which may be mentioned are the important crop

10    plants, such as cereals (wheat, rice), maize, soya beans, potatoes, sugar beet, tomatoes, peas and other vegetable varieties, cotton, tobacco, 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, tobacco and oilseed rape. Traits that are emphasized in particular are increased defence of the plants against insects, arachnids, nematodes and slugs and snails by

15    virtue of toxins formed in the plants, in particular those formed in the plants by the genetic material from Bacillus thuringiensis (for example by the genes CryiA(a), CryiA(b),

Cry!A(c), CryllA, CryiiiA, CryJIIB2, Cry9c, Cry2Ab, Cry3Bb and Cry!F and also combinations thereot) (referred to hereinbelow as "Bt plants"). Traits that are also particularly emphasized are the increased defence of the plants against fungi, bacteria and

20    viruses by systemic acquired resistance (SAR), systemin, phytoalexins, elicitors and resistance genes and correspondingly expressed proteins and toxins. Traits that are further particularly emphasized are the increased tolerance of the plants to certain herbicidally active compounds, for example imidazolinones, sulphonylureas, glyphosate or

phosphinotricin (for example the "PAT" gene). The genes which impart the desired traits in

25    question 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), KnockOut® (for example maize), StarLink® (for example maize), Bollgard® (cotton), Nucotn® (cotton) and NewLeaf® (potato). Examples

30    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 beans), Liberty Link® (tolerance to phosphinotricin, for example oilseed rape), IMI® (tolerance to imidazolinones) and STS®

(tolerance to sulphonylureas, for example maize). Herbicide~resistant plants (plants bred in a

35    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 which have these genetic traits, or genetic traits still to be developed, and which will be developed and/or marketed in the future.


The plants listed can be treated according to the invention in a particularly advantageous

manner with the compositions of the invention. The preferred ranges stated above also apply

to the treatment of these plants. Particular emphasis is given to the treatment of plants with

the composition specifically mentioned in the present text.

The compositions of the invention act not only against plant, hygiene and stored product pests, but also in the veterinary medicine sector against animal parasites (ecto- and endoparasites), such as hard ticks, soft ticks, mange mites, leaf mites, flies (biting and

licking), parasitic fly larvae, lice, hair lice, feather lice and fleas. These parasites include:

From the order of the Anoplurida, for example, Haematopinus spp., Linognathus spp., Pedi-

10    culus 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., Wemeckiella spp., Lepikentron spp., Damalina spp., Trichodectes spp., Felicola spp.

From  the  order  of  the  Diptera  and  the  suborders  Nematocerina  and  Brachycerina,  for

15    example, Aedes spp., Anopheles spp., Culex spp., Simulium spp., Eusimulium spp., Phlebotomus spp., Lutzomyia spp., Culicoides spp., Chrysops spp., Hybomitra spp., Atylotus spp., Tabanus spp., Hacmatopota 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

20    spp., Hypodenna spp., Gasterophilus spp., Hippobosca 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.,

25    Panstrongylus spp.

From the order of the Blattarida, for example, Blatta orientalis, Periplaneta americana, Blattela gerrnanica, Supella spp.

From the subclass of the Acari (Acarina) and the orders of the Meta• and Mesostigmata, for

example,  Argas  spp.,  Ornithodoros  spp.,  Otobius  spp.,  Ixodes  spp.,  Amblyomma  spp.,

30    Boophilus spp., Dermacentor spp., Haemaphysalis spp., 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., Omithocheyletia spp., Myobia spp., Psorergates spp., Demodex spp., Trombicula spp., Listrophorus spp., Acarus spp., Tyrophagus spp., Caloglyphus spp., Hypodectes spp., Pterolichus spp., Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes spp., Notoedres spp., Knemidocoptes spp., Cytodites spp.,
Laminosioptes spp.

The compositions of the invention are also suitable for controlling arthropods which infest agricultural livestock, such as, for example, cattle, sheep, goats, horses, pigs, donkeys, camels, buffalo, rabbits, chickens, turkeys, ducks, geese and bees, other pets, such as, for

example, dogs, cats, caged birds and aquarium fish, and also soMcalled test animals, such as,

10    for example, hamsters, guinea pigs, rats and mice. By controlling these arthropods, cases of death and reduction in productivity (for meat, milk, wool, hides, eggs, honey etc.) should be diminished, so that more economic and easier animal husbandry is possible by use of the compositions of the invention.

It has  furthermore  been  found  that  the  compositions  of  the  invention  have  a  strong

15    insecticidal action against insects which destroy industrial materials.

The following insects may be mentioned as examples and as preferred • but without any limitation:

Beetles such as Hylotrupes bajulus, Chlorophorus pilosis, Anobium punctatum, Xestobium

rufovillosum, Ptilinus pecticomis, Dendrobium pertinex, Emobius mollis, Priobium carpini,

20    Lyctus brunneus, Lyctus africanus, Lyctus planicollis, Lyctus linearis, Lyctus pubescens, Trogoxylon aequale, Minthes rugicollis, Xyleborus spec. Tryptodendron spec. Apate monachus, Bostrychus capucins, Heterobostrychus brunneus, Sinoxylon spec. Dinoderus minutus;

Hymenopterons such as Sirex juvencus, Urocerus gigas, Urocerus gigas taignus, Urocerus

25    augur;

Termites such as KaloteJmes flavicollis, Cryptotennes brevis, HeteroteJmes indicola, Reticulitennes flavipes, Reticulitennes santonensis, Reticulitennes lucifugus, MastoteJmes darwiniensis, Zootennopsis nevadensis, Coptoteimes fonnosanus;

Bristletails such as Lepisma saccharina.

30    Industrial materials in the present context are to be understood as meaning non-living materials, such as, preferably, plastics, adhesives, sizes, papers and cardboards, leather, wood and processed wood products and coating compositions.

The ready~to•use compositions may also, if appropriate, comprise further insecticides and, if appropriate, one or more fungicides.

With respect to possible additional co-additives, reference may be made to the insecticides and fungicides specified above.

The compositions of the invention can likewise be employed for protecting objects which come into contact with saltwater or brackish water, in particular hulls, screens, nets, buildings, moorings and signalling systems, against fouling.

Furthermore, the compositions of the invention, alone or in combinations with other active

compounds, may be employed as antifouling agents.

10    In domestic, hygiene and stored-product protection, the compositions are also suitable for controlling animal pests, particularly 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 be employed alone or in combination with other active compounds and
auxiliaries  in  domestic  insecticide  products for  controlling  these  pests.  They  are  active

15    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 ssp.,

Dermanyssus  gallinae,  Glyciphagus  domesticus,  Ornithodoros  moubat,  Rhipicephalus

20    sanguineus, Trombicula alfreddugesi, Neutrombicula autumnalis, Dermatophagoides pteronissimus, Dermatophagoides forinae.

From the order of the Araneae, for example, A viculariidae, Araneidae.

From the order of the Opiliones, for example, Pseudoscorpiones chelifer, Pseudoscorpiones

cheiridium, Opiliones phalangium.

25    From the order of the Isopoda, for example, Oniscus asellus, Porcellio scaber.

From the order of the Diplopoda, for example, Blaniulus guttulatus, Polydesmus spp. 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 australasiae,

Periplaneta americana, Periplaneta brunnea, Periplaneta fuliginosa, Supella longipalpa.

From the order of the Saltatoria, for example, Acheta dornesticus.

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 Coleoptera, for example, Anthrenus spp., Attagenus spp., Dermestes spp., Lathetlcus oryzae, Necrobia spp., Ptinus spp., Rhizopertha dominica, Sitophilus

10    granarius, Sitophilus oryzae, Sitophilus zeamais, 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 canicularis, Musca domestica, Phlebotomus spp., Sarcophaga camaria, Simulium spp., Stomoxys calcitrans,

15    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 canis, Ctenocephalides

felis, Pulex irritans, Tunga penetrans, Xenopsylla cheopis.

20    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 humanus capitis, Pediculus humanus corporis, Pemphigus spp., Phylloera vastatrix, Phthirus pubis.

25    From the order of the Heteroptera, for example, Cimex hemipterus, Cimex lectularius, Rhodinus prolixus, Triatoma infestans.

In the field of domestic insecticides, they are used alone or in combination with other suitable active compounds, such as phosphoric esters, carbarnates, neonicotinoids, growth regulators or active compounds from other known classes of insecticides.

Preoaration examples



Deltamethrin    2.6    2.6    2.6    2.6    2.6    2.6    2.6    2.6    2.6    2.6
(1-a-l)    24    24    24    24    48        24    24    24    24
(1-a-2)                        48               
Bill.        10    24                    10        10
Gamma-                25    25                   
butyrolactone                                       
                                       
Ethylhexyl                24                       
palmitate                                       

Phenylsulphonate

CA

Phenylsulphonate

CAL

Dimethyl-    0.01   O.Ql

polysiloxane

All formulations are made up with solvent (Solvesso®).

All figures in % by weight

Use examples

Example A

Hellotbis annigera test

An appropriate application solution is produced by mixing the desired proportion of

formulated product with water to the desired concentration.

Cotton plants  (Gossypium  herbaceum)  are  sprayed with  the application  solution  at  the

desired concentration and, after the spray coating has dried on, are populated with the 2nd or

3rd larval stage of the cotton budworm (Heliothis armigera).

After the desired time  the effect  in  % is determined.  100%  here  means  that all  of the

10    caterpillars have been killed; 0% means that no caterpillar has been killed.

Superior activity over the prior art was displayed in this test, for example, by the following formulations of the preparation examples: formulations 1, 2 and 3


Table AI

Heliothis armigera test, 2nd larval stage

Formulation    Active compound    Kill level   
        concentration in g ac/ha    in% after td   
                   
Formulation 1    7.5    90       
inventive               
               
Formulation 2    7.5    80       
inventive               
               
Formulation 3    7.5    90       
inventive               
               
DeciB® EC 025 Standard               
Prior art    7.5    50       


TableA2

Heliothis armigera test, 3rd larval stage

    Formulation    Active compound    Kill level   
                    concentration in g acJha    in% after 2h   
    Formulation 1               
        inventive    3.75    40       
                               
10        Fonnulation 2               
        inventive    3.75    50       
                               
        Fonnulation 3               
            inventive    3.75    30       
15                               
        Decis®  EC 025 Standard               
            Prior art    3.75    10       
20                               

Adult Phaedon cochJeariae test

An appropriate  application  solution  is  produced  by  mixing  the  desired  proportion  of

formulated product with water to the desired concentration.

Cabbage plants (Brassica oleracea) are sprayed with the application solution at the desired concentration and, after the coating has dried on, are populated with adults of the mustard
beetle (Phaedon cochleariae).

Mter the desired time the effect in % is determined. 100% here means that all of the beetles have been killed; 0% means that no beetle has been killed.

10    Superior activity over the prior art in this test was displayed, for example, by the following formulations of the preparation examples: formulations 1, 2 and 3
 



-28-

TableBl

Pbaeclon cochleariae test, beetle test

    Formulation    Active compound    Kill level   
                        concentration in g acJha    in% after 3d   
                               
    Formulation 1        90   
    inventive    3.75       
                           
    Formulation 2        90   
10    inventive    3.75       
                       
    Decis®  EC 025 Standard           
    Prior art    3.75    60   


-29-TableB2

Phaedon cochlearlae test, beetle test

    Formulation    Active compound    Kill level   
                    concentration in g ac/ha    in  %after  td   
                               
    Fonnulation 1               
    inventive    7.5    70       
                           
        Formulation 3               
10        inventive    7.5    90       
                           
        Decls®  EC 025 Standard               
        Prior art    7.5    50       
15                               
                               

Spocloptera (rugiperda test

An appropriate application solution is produced by mixing the desired proportion of

formulated product with water to the desired concentration.

Maize  plants  (Zea  mays)  are  sprayed  with  the  application  solution  at  the  desired

concentration and, after the spray coating has dried on, are populated with the 2nd or 3rd

larval stage of the armyworm (Spodoptera frugiperda).

After  the  desired time the effect in % is  determined.  100% here  means  that all  of the

caterpillars have been killed; 0% means that no caterpillar has been killed.

10    Superior activity over the prior art was displayed in this test. for example, by the following formulations of the preparation examples: formulations l, 2 and 3


TableCl

Spodoptera frugiperda test, 2nd larval stage

    Formulation    Active compound    Kill level   
                concentration in g aclha    in % after 2d   
                                   
    Fonnulation 1                       
    inventive    7.5    90               
                                   
        Fonnulation 2                       
10        inventive    7.5    100               
                                   
        Fonnulation 3                       
        inventive    7.5    100               
                                   
15        Decis®  EC 025 Standard    7.5                   
        Prior art        70               


TableC2

Spodoptera frugiperda test, 3rd larval stage

    Formulation    Active compound    Kill level   
                concentration in g ac/ha    in% after2d   
                                   
    Formulation 1                       
        inventive    7.5    100               
                               
        Formulation 2                       
10        inventive    7.5    100               
                               
        Formulation 3                       
        inventive    7.5    100               
15                               
        Decis®  EC 025 Standard                       
        Prior art    7.5    70               
                                   



20


Metopolophium dirhodum

An appropriate application solution is produced by mixing the desired proportion of formulated product with water to the desired concentration.

Barley plants (Hordeum vulgare) heavily infested with a mixed population of cereal aphids

(Metopolophium  dirhodum)  are  sprayed  with  the  application  solution  at  the  desired

concentration.

After the desired time the effect in % is determined. l 00% here means that all aphids have

been killed; 0% means that no aphids have been killed.

10    Superior activity over the prior art in this test was displayed, for example, by the following formulations of the preparation examples: formulations l, 4, 5 and 6


TobleDl

Phytopathogenic insects

Metopolophium dirhodum test

    Formulation    Active compound    Kill level   
            concentration in g aclha    in% after2h   
                   
        Formulation 4           
            3.125    35   
                   
10        Formulation 1           
            3.125    35   
                   
        Formulation 5           
            3.125    40   
15                   
        Decis®  EC 025 Standard           
        Prior art    3.125    20   
                   
 



-35-

TableD2

Phytopathogenic insects
Metopolophium dirbodum test

    Formulation    Active compound    Kill level
                    concentration in g aclha    in% after 3d
                       
    Formulation 6       
                    3.125    57
                   
10    Decis®  EC 025 Standard       
    Prior art    3.125    43


ExampleE

Rain resistance: Sitobion avenae

An appropriate application solution is produced by mixing the desired proportion of

fonnulated product with water to the desired concentration.

Barley plants (Hordeum vulgare) are sprayed with the application solution at the desired concentration and, after the coating has dried on, are irrigated by sprinkling with different
amounts of water.

After the plants have dried off, the leaves are populated with a mixed population of cereal aphids (Sitobion avenae).

10    After the desired time the effect in% is detennined. 100% here means that all aphids have been killed; 0% means that no aphids have been killed.



TableEl

Rain resistance 6.35 11m3:  Sitobion avenae test

    Formulation    Active compmmd    Kill level
            concentration in g ac/ha    in% after 1d
                       
    Formulation 7               
    inventive    15    80       
                       
        Formulation 8               
10        inventive    15    65       
                       
        Decis®  EC 025 Standard               
        Prior art    15    20       
                       

15

Formulations 9 and 10 display greatly reduced foaming with otherwise identical behaviour.

TableE2

Rain resistance 20 Vm3: Sitobion avenae test

Fonnulation    Active compound    Kill level
    concentration in g ac/ha    in% after zd
                   
Fonnulatlon 7                   
inventive    15    95           
                   
Fonnulation 8                   
inventive    15    70           
                   
De<is® EC 025 Standard                   
Prior art    15    60           
                   


Fonnulations 9 and 10 display greatly reduced foaming with otherwise identical behaviour.

1.    Composition comprising

at least one active agrochemical compound .from th~ollp-oi the pyrethroift's

at least one surfactant

at least one water-immiscible solvent.

2.    Composition according to Oaim 1, comprising beta...cyfluthrin and/or deltamethrin.

3.    Composition according to Claim l or 2, comprising an alkanol alkoxylate of the formula(!),

R-0-(-AO),.R'  (!)

10    inwhich

R stands for straight-chain or branched alkyl having 4 to 20 carbon atoms,

R'    stands for H, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl,

n-pentyl or n-hexyl,

AO    stands for an ethylene oxide radical, a propylene oxide radical, a butylene

15    oxide radical or for mixtures of ethylene oxide and propylene oxide radicals

or butylene oxide radicals and

m stands for numbers from 2 to 30.

4.    Method of controlling animal pests, characterized in that an effective amount of at least one active agrochemical compound is delivered by delivering a neat or dilute

20    composition according to one or more of Claims 1 to 3 to plants, their habitat, their seed or pests.

5.    Use of a composition according to one or more of Claims 1 to 3 to control animal pests, characterized in that an effective amount of at least one active agrochemical

compound is applied by delivering a neat or dilute composition according to one or

25    more of Claims 1 to 3 to plants, their habitat, seed or pests.

6.    Non-aqueous composition according to Claim 1, comprising

-   at least one active agrochemical compound from the group of the pyrethroids,


.t least one surfactant of the formula (I)

R-0-(-AO),.R'  (!)

in which

R    stands for straight-chain or branched alkyl having 4 to 20 carbon atoms,

R'    stands for H, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl,

n-pentyl or n-hexyl,

AO    stands for an ethylene oxide radical, a propylene oxide radical, a butylene

oxide radical or for mixtures of ethylene oxide and propylene oxide radicals

or butylene oxide mdicals and
10    stands for numbers from 2 to 30,

at least one water-immiscible solvent,

at least one anionic emulsifier,

at    least   one   polar   co-solvent   selected   from   dimethyl   sulphoxide,

N-alkylpyrrolidone,  gamrna-butyrolactone,  ethylhexyl  palmitate,  2-ethylhexyl

15    S-Iactate, cyclohexanone and dirnethylpropyleneurea.

7.    Composition according to Claim 6, comprising beta-cyfluthrin and/or deltamethrin.

8.    Composition according to one of Claims 6 and 7, characterized in that the anionic emulsifier is an alkali metal salt or alkaline earth metal salt of an alkylsulfonic acid or alkylarylsulfonic acid.

20    9.    Method of controlling animal pests, characterized in that an effective amount of at

least one active agrochemical compound is delivered by delivering a neat or dilute composition according to one or more of Claims 6 to 8 to plants, their habitat, their seed or pests.

10.    Use of a composition according to one or more of Claims 6 to 8 to control animal

25    pests, characterized in that an effective amount of at least one active agrochemical compound is applied by delivering a neat or dilute composition according to one or more of Claims 6 to 8 to plants, their habitat, seed or pests.

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