BR112012031846B1 - PESTICIDE COMPOSITION, PROCESS FOR PREPARING PESTICIDE COMPOSITION, USE OF PESTICIDE COMPOSITION, METHOD TO CONTROL INVERTE PEST, METHOD TO TREAT AND / OR PROTECT PLANT ATTACK OR INFESTATION PLANT PROTECTION METHOD - Google Patents

Description

(54) Title: PESTICIDE COMPOSITION, PROCESS TO PREPARE THE PESTICIDE COMPOSITION, USE OF THE PESTICIDE COMPOSITION, METHOD FOR CONTROLLING INVERTEBRATED PESTS, METHOD FOR TREATING AND / OR PROTECTING PLANTS OF ATTACK OR INFESTATION OF PLANTS AND PROTECTION OF MATERIAL PROTECTION THERAPY (51) Int.CI .: A01N 43/36; A01N 47/34; A01P 7/00 (52) CPC: A01N 43/56, A01N 47/34 (30) Unionist Priority: 21/06/2010 US 61 / 356,716 (73) Holder (s): BASF SE (72) Inventor (s) : ALEXANDER GUTTENKUNST PRADE

1/43 “PESTICIDE COMPOSITION, PROCESS TO PREPARE THE PESTICIDE COMPOSITION, USE OF THE PESTICIDE COMPOSITION, METHOD FOR CONTROLLING INVERTEBRATED PLACES, METHOD FOR TREATING AND / OR PROTECTING PLANTS ATTACK OR INFESTATION OF PEST PROTECTION” [001] The invention relates to a pesticidal composition that comprises a benzoylurea insecticidal compound of formula I and a compound of formula II as defined hereinafter and the use of such a composition to control invertebrate pests.

[002] Despite the commercial insecticides, mites and nematicides available today, damage to the crop, both growing and harvested, caused by insects, arachnids and nematodes still occurs. Therefore, there is an ongoing need to develop new insecticidal, acaricidal and nematicidal agents.

[003] A typical problem that arises in the field of pest control is the need to reduce the dosage rates of the active ingredient to reduce or avoid non-favorable toxicological or environmental effects while still allowing effective pest control.

[004] Another problem encountered concerns the need to have pest control agents available that are highly effective against a wide spectrum of pests.

[005] There is also a need for pest control agents that combine the activity of technical knowledge with prolonged control, that is, quick action with lasting action.

[006] Another difficulty in relation to the use of pesticides is that the repeated and exclusive application of an individual pesticide compound leads, in many cases, to a rapid selection of pests that have developed natural resistance or adapted to the active compound in question. So there is a

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2/43 the need for pest control agents to help prevent or overcome resistance.

[007] It is therefore an objective of the present invention to provide new pesticide agents and new methods of controlling insects, arachnids and nematodes and to protect the growth of plants from attack or infestation by insects, arachnids and nematodes and also new methods for protection of insect seeds.

[008] It is, therefore, an objective of the invention to provide pesticide agents that solve at least one of the problems discussed such as reducing the dosage rate and / or improving the spectrum of activity and / or combining technical knowledge activity with prolonged control and / or manage resistance.

[009] The benzoylurea compounds of formula (I) are, for example, known from US 5874615 or EP 0161019 as well as their pesticidal activity.

[010] US 4698365 and US 4623658 show benzoylurea compounds with pesticidal activities, particularly insecticidal and acaricidal properties.

[011] EP 0347488 describes chlorfenapyr and derivative compounds and its use in mixtures with other insecticides is mentioned.

[012] US 4666942 discloses methods of using benzoylurea compounds as an insecticide and compositions comprising benzoylurea in combination with other compounds with pesticidal properties, particularly insecticides of the order of organophosphates and pyrethroids.

[013] CN 1364413 presents compositions with insecticidal activities that comprise chlorfenapyr and one or more selected insecticide compounds.

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3/43 [014] JP 2006056810 discloses pesticidal compositions comprising a benzoylurea compound and its method for harmful insects that live in water is also mentioned.

[015] The need for a composition with a high insecticidal and efficient activity is still desirable to combat harmful insects that can cause great damage to the crop and other plants and to solve the problems mentioned above.

[016] It was observed that these objectives in part or in total are achieved with the combination of active compounds as defined below. In addition, it was observed that the simultaneous application, together or separately, of the active compound of formula I and compound of formula II or successive application of compounds I and II allows an improved pest control compared to the control rates that are possible with compounds individual.

[017] Surprisingly, it has now been observed that, by mixing a benzoylurea of formula I with the active compound of formula II, the objectives of the invention can be achieved at least in certain aspects.

[018] Accordingly, one aspect of the invention is the provision of a pesticidal composition which comprises, as active components,

1) a benzoylurea compound of formula I

^r hh

V

O O

R ² (I),

R ( ^R3 ) n where:

R is halogen, C1-C4 alkyl, C1-C4 alkoxy or C1-C4 alkylthio;

R ¹ is hydrogen, halogen, C1-C4 alkyl, C1-C4 alkoxy or alkylthio

C1-C4

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R ² is fluorine;

R ³ is hydrogen, halogen, nitro, cyano, C1-C4 alkyl or C1-C4 haloalkyl;

n is an integer of 0, 1,2 or 3;

R ⁴ is halogen or OR ⁵ ; and

R ⁵ is C1-C4 haloalkyl, C3-C7 halocycloalkyl, phenyl which may or may not be substituted by up to three groups independently selected from halogen, C1-C4 haloalkyl groups, cyano groups or nitro, 2-pyridyl groups which may or may not be substituted by up to three groups independently selected from halogen atoms, C1-C4 haloalkyl groups, cyan groups or nitro groups;

or an agriculturally acceptable salt thereof; and

2) a compound of formula II

(II) or an agriculturally acceptable salt thereof; in synergistically effective amounts.

[019] The common name of the compound of the formula II is chlorfenapyr, that is, 4-bromo-2- (4-chlorophenyl) -1 - (ethoxymethyl) -5- (trifluoromethyl) -1 H-pyrrole-3carbonitrile.

[020] It was observed, accordingly, that several objectives can be achieved by the compositions as defined in the present application, that is, by combining at least one benzoylurea compound of formula I with

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5/43 the compound of formula II.

[021] In addition, this invention relates to methods to combat and / or control pests, particularly invertebrate pests, insects, arachnids and nematodes when using compositions comprising compounds of formula I and II in synergistically effective amounts and a method for preparing the aforementioned compositions.

[022] In addition, the present invention relates to a method for treating and / or protecting plants from attack or infestation by pests that include placing the plant, or the soil or water in which the pest is growing with the composition according to the present invention.

[023] In addition, the present invention also relates to a method of protecting plant propagation material and / or the plants growing there, which method comprises treating plant propagation material with the composition according to the present invention.

[024] In addition, this invention relates to the use of a composition comprising a compound of formula I and a compound of formula II for seed protection and a method of seed protection which comprises placing the seeds before sowing and / or after pre-germination with the composition of the invention.

[025] As used in this document, the term plague is considered to include any harmful organism, including insects, mites, and nematodes.

[026] The term "C1-C4 alkyl", as used herein as well as in related terms, such as C1-C4 alkoxy, C1-C4 haloalkyl or C1-C4 halooxy, refers to branched or linear aliphatic alkyl groups that have from 1 to 4 carbon atoms, for example, methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl and tert-butyl.

[027] The term “halogen”, as used herein

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6/43 document as well as in related terms, such as “haloalkyl” or “haloacoxy”, is selected from fluorine (F), chlorine (Cl), iodine (I) and bromine (Br), preferably from fluorine and chlorine, and most preferably it is fluorine.

[028] The term “C1-C4 alkoxy” as used in this document refers to a C1-C4 alkyl group, as defined above, which is attached by means of an oxygen atom, for example, methoxy, ethoxy, propoxy, isopropoxy, n-butoxy, sec-butoxy and tert-butoxy.

[029] The term “C1-C4 haloalkyl” as used herein refers to a C1-C4 alkyl group, as defined above, which additionally contains one or more, for example, 2, 3, 4, 5 or 6, halogen atom (s) as defined above, for example, mono- and trifluoromethyl, mono-, di- and trichloromethyl, 1-fluoroethyl, 1-chloroethyl, 2-fluoroethyl, 2-chloroethyl,

1.1- difluoroethyl, 1,1-dichloroethyl, 1,2-difluoroethyl, 1,2-dichloroethyl, 2,2difluoroethyl, 2,2-dichloroethyl, 2,2,2-trifluoroethyl and 2,2,2-trichlorethyl.

[030] The term "C1-C4 haloacoxy" as used herein refers to a C1-C4 alkoxy group, as defined above, which additionally contains one or more, for example, 2, 3, 4, 5 or 6, halogen atom (s) as defined above, for example, mono- and trifluoromethoxy, mono- and trichloromethoxy, 1-fluoroethoxy, 1-chloroethoxy, 2-fluoroethoxy, 2-chloroethoxy,

1.1- difluoroethoxy, 1,1-dichloroethoxy, 1,2-difluoroethoxy, 1,2-dichloroethoxy, 2,2difluoroethoxy, 2,2-dichloroethoxy, 2,2,2-trifluoroethoxy and 2,2,2-trichloroethoxy.

[031] The term C1-C2 alkylthio as used herein refers to a C1-C4 alkyl group, as defined above, attached by means of a sulfur atom.

[032] The term C3-C6 cycloalkyl as used in this document refers to saturated mono- or bi- or polycyclic hydrocarbon radicals having 3 to 6 carbon atoms. Examples of monocyclic radicals having 3 to 6 carbon atoms comprise cyclopropyl,

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7/43 cyclobutyl, cyclopentyl and cyclohexyl.

[033] The term C3-C6 halocycloalkyl as used in this document, which is also expressed as C3-C6 cycloalkyl which can be substituted by halogen, and the chemical portions of halocycloalkyl in halocycloalkoxy, halocycloalkylcarbonyl and the like refer to saturated mono hydrocarbon groups - or bi- or polycyclic which have 3 to 6 (C3-C6 halocycloalkyl) carbon ring members (as mentioned above) in which some or all of the hydrogen atoms are replaced by halogen atoms as mentioned above, in particular fluorine , chlorine and bromine.

[034] In a preferred embodiment of this invention, the substituents R ¹ , R ² , R ³ and R ⁴ in the benzoylurea compound of formula (I) independently of one another, but in particular in combination, have the preferred meanings given below:

R is F, Cl or OCH3, preferably F;

R ¹ is H, F, Cl or CH3, preferably F;

R ³ is H, F or Cl, preferably hydrogen (H);

R ⁴ F, Cl or OR ⁵ , preferably OR ⁵

R ⁵ is C1-C4 haloalkyl, phenyl substituted by one to three halogen atoms or CF3 groups, preferably a 4- (trifluoromethyl) phenyl group that can be substituted by halogen.

[035] In a preferred embodiment, preference is given to the pesticidal composition in which the benzoylurea compound of formula I is flufenoxuron, that is, compound of formula I in which R and R ¹ are F, R ³ is hydrogen and R ⁴ is 2-Cl-4-CF3-phenoxy (i.e., CF3 which is arranged in the para and Cl ortho position of the phenoxy group). Flufenoxuron is the common name for 1- [4- (W [[[4- [2-chloro-4- (trifluoromethyl) phenoxy] -2-fluorophenyl] amino] carbonyl] -2,6difluorobenzamide (the IUPAC nomenclature is 1- [ 4- (2-chloro-a, a, a-trifluoro-pPetition 870170091225, of 11/24/2017, page 19/122

8/43 tolyloxy) -2-fluorophenyl] -3- (2,6-difluorobenzoyl) urea), which has the following formula Ia: ^ ^F HHF

Ύ

F O O

Cl

O

CF

Ia [036] Flufenoxuron of the formula Ia, its preparation and its activity as a pesticide are known from the literature (cf. US 5874615 and US

4698365).

[037] Clorfenapyr of formula II, its preparation and its activity as a pesticide are also known from the literature (cf. EP-A 376 279 and EP-A 375 907).

[038] Most preferably, the composition of the invention is a combination of the benzoylurea compound of formula Ia (fluphenoxuron) with the compound of formula II (chlorfenapyr) in synergistically effective amounts which are referred to as "composition A".

[039] The composition of the invention comprises a benzoylurea compound of formula I as component (1) and the compound of formula II as component (2) in synergistically effective amounts.

[040] In general, “synergistically effective amounts” means that component (1) and component (2) and optionally more active pesticidal components are generally applied in a weight ratio where the combined insecticidal effect of two or more components is greater than the sum of the individual insecticidal effect of each of the compounds. The ratio of the synergistic form of the component (1): component (2) according to the present invention is from 1: 500 to 100: 1, preferably from 1:50 to 10: 1, in particular from 5: 1 to 1: 20.

[041] Depending on the nature of the compounds used, the

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The weight ratio of the compound of formula I and compound of formula II can start from 100: 1 to 1: 100, preferably from 20: 1 to 1:20, in particular from 10: 1 to 1:10.

[042] Most preferred proportions of component (1) to component (2) in a synergistically effective amount are 2: 5, 1: 2, 1: 1.

[043] A much preferred ratio of component (1) to component (2) in a synergistically effective amount is 2: 5.

[044] When preparing the composition according to the present invention, it is preferred to employ the pure benzoylurea compound of formula I and clofenapyr, to which other active pesticidal compounds, also against harmful fungus, or else active compounds or herbicidal fertilizers or regulating growth can be added.

[045] The composition comprising the compounds of formulas I and II according to the present invention or the simultaneous or successive use of the compounds of formulas I and II exhibits excellent synergistic action against pests of the following orders:

insects of the order lepidopterans (Lepidoptera), for example, Agrotis ypsilon, Agrotis segetum, Alabama argillacea, Anticarsia gemmatalis, Argyresthia conjugella, Ascia monuste orseis, Autographa gamma, Bupalus piniarius, Cacoecia murinana, Capua reticulura, Chimatoone , Cirphis unipuncta, Cydia pomonella, Dendrolimus pini, Diaphania nitidalis, Diatraea grandiosella, Dione juno juno, Earias insulana, Elasmopalpus lignosellus, Eupoecilia ambiguella, Evetria bouliana, Feltia subterranea, Galleria mellonella, Grapholitha viris, Grapholitha funis Heliothis zea, Hellula undalis, Hibernia defoliaria, Hyphantria cunea, Hyponomeuta malinellus, Keiferia lycopersicella, Lambdina fiscellaria, Laphygma exigua, Leucoptera coffeella, Leucoptera scitella, Lithocolletis blancardella, Lobesia botrana, Lobesia botrana,

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10/43

Loxostege sticticalis, Lymantria dispar, Lymantria monacha, Lyonetia clerkella, Malacosoma neustria, Mamestra brassicae, Orgyia pseudotsugata, Ostrinia nubilalis, Panolis flammea, Pectinophora gossypiella, Peridroma saucia, Phalera bucephala, Phathorea, Phathorea, Phathorea , Pseudoplusia includens, Rhyacionia frustrana, Scrobipalpula absoluta, Sitotroga cerealella, Sparganothis pilleriana, Spodoptera frugiperda, Spodoptera littoralis, Spodoptera litura, Thaumatopoea pityocampa, Tortrix viridana, Trichoplusia ni, rachiplusia plusia, plusicia, plusia, plusia, plusia, plus orichalcea, tuta absoluta, and Zeiraphera canadensis, beetles (Coleoptera), for example, Agrilus sinuatus, Agriotes lineatus, Agriotes obscurus, Amphimallus solstitialis, Anisandrus dispar, Anthonomus grandis, Anthonomus pomorum, Aphthona euphoridais, Aphthonais, Linearis, Athousemorris Blit ophaga undata, Bruchus rufimanus, Bruchus pisorum, Bruchus lentis, Byctiscus betulae, Cassida nebulosa, Cerotoma trifurcata, Cetonia aurata, Ceuthorrhynchus assimilis, Ceuthorrhynchus napi, Chaetocnema tibialis, Conoderusbrisic, sodericbrisica, Conoderus vespertin. 12-punctata, Diabrotica speciosa, Diabrotica virgifera, Epilachna varivestis, Epitrix hirtipennis, Eutinobothrus brasiliensis, Hylobius abietis, Hypera brunneipennis, Hypera postica, Ips typographus, Lema bilineata, Lema melanopus, Limma, aeneus, Melolontha hippocastani, Melolontha melolontha, Oulema oryzae, Ortiorrhynchus sulcatus, Otiorrhynchus ovatus, Phaedon cochleariae, Phyllobius pyri, Phyllotreta chrysocephala, Phyllophaga sp.

Petition 870170091225, of 11/24/2017, p. 12/22

11/43 flies, mosquitoes (Diptera), for example, Aedes aegypti, Aedes albopictus, Aedes vexans, Anastrepha ludens, Anopheles maculipennis, Anopheles crucians, Anopheles albimanus, Anopheles gambiae, Anopheles freeborni, Anopheles leucosphculus, Anopheles minimus, Anopheles, vicina, Ceratitis capitata, Chrysomya bezziana, Chrysomya hominivorax, Chrysomya macellaria, Chrysops discalis, Chrysops silacea, Chrysops atlanticus, Cochliomyia hominivorax, Contarinia sorghicola Cordylobia anthropophaga, Culicoides furens, Culexciaisis Culex, Culex pipi melanura, Dacus cucurbitae, Dacus oleae, Dasineura brassicae, Delia antique, Delia coarctata, Delia platura, Delia radicum, Dermatobia hominis, Fannia canicularis, Geomyza Tripunctata, Gasterophilus intestinalis, Glossina morsitans, Glossina palpalis, Glossina fuscipes, Glossina fuscipes Haplodiplosis equestris, Hippelates spp., Hylemyia platura, Hypoderma lineata, Leptoconops torrens, Liriomyza sativae, Liriomyza trifolii, liriomyza huidobrensis, Lucilia caprina, Lucilia cuprina, Lucilia sericata, Lycoria pectoralis, Mansonia titillanus, Mayetiola destructor, Musca domestica, Musca domestica, Musca domestica, Musca domestica, Musca domestica, Musca domestica, Musca domestica, Musca domestica, Musca domestica, Musca domestica, Musca domestica, Musca domestica , Pegomya hysocyami, Phorbia antiqua, Phorbia brassicae, Phorbia coarctata, Phlebotomus argentipes, Psorophora columbiae, Psila rosae, Psorophora discolor, Prosimulium mixtum, Rhagoletis cerasi, Rhagoletis pomonella, Sarcophaga, bovine, Sarcophaga, sarcophaga, Sarcophaga, Sarcophaga, calcimis, Tabanus atratus, Tabanus lineola, and Tabanus similis, Tipula oleracea, and Tipula paludosa, thrips (Thysanoptera), for example, Dichromothrips corbetti, Dichromothrips ssp, Frankliniella fusca, Frankliniella occidentalis, Frankliniella tritici, Scirtothripsi citri, Thrirtipsipsi Thri tabaci, termites (Isoptera), for example, Calotermes flavicollis,

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Leucotermes flavipes, Heterotermes aureus, Reticulitermes flavipes, Reticulitermes virginicus, Reticulitermes lucifugus, Termes natalensis, and Coptotermes formosanus, cockroaches (Blattaria - Blattodea), e.g. Periplaneta australasiae, and Blatta orientalis, true stink bugs (Hemiptera), for example, Acrosternum hilare, Blissus leucopterus, Cyrtopeltis notatus, Dysdercus cingulatus, Dysdercus intermedius, Eurygaster integriceps, Euschistus impictiventris, Lyptoglossus, lympho quadrata, Solubea insularis, Thyanta perditor, Acyrthosiphon onobrychis, Adelges laricis, Aphidula nasturtii, Aphis fabae, Aphis forbesi, Aphis pomi, Aphis gossypii, Aphis grossulariae, Aphis schneideri, Aphis spiraecola, Aphis sirai bemisia tabaci, Bra chycaudus cardui, Brachycaudus helichrysi, Brachycaudus persicae, Brachycaudus prunicola, Brevicoryne brassicae, Capitophorus horni, Cerosipha gossypii, Chaetosiphon fragaefolii, Cryptomyzus ribis, Dreyfusia nordmannianae, Dreyfusia piceae, Dysaphis radicola, Dysaulacorthum pseudosolani, Dysaphis plantaginea, Dysaphis pyri, fabae Empoasca, Hyalopterus pruni , Hyperomyzus lactucae, Macrosiphum avenae, Macrosiphum euphorbiae, Macrosiphon rosae, Megoura viciae, Melanaphis pyrarius, Metopolophium dirhodum, Myzus persicae, Myzus ascalonicus, Myzus cerasi, Myzus varians, Nasonovia Pisari, ribsisigiensisisisisigiensis, , Psylla mali, Psylla piri, Rhopalomyzus ascalonicus, Rhopalosiphum maidis, Rhopalosiphum padi, Rhopalosiphum insertum, Sappaphis mala, Sappaphis mali, Schizaphis graminum, Schizoneura lanuginosa, Sitobioniiae, Vaporiara, Aurea

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13/43 hemipterus, Reduvius senilis, Triatoma spp., And Arilus critatus, ants, bees, wasps, insects of the order Hymenoptera, for example, Athalia rosae, Atta cephalotes, Atta capiguara, Atta cephalotes, Atta laevigata, Atta robusta, Atta sexdens, Atta texana, Crematogaster spp., Hoplocampa minuta, Hoplocampa testudinea, Monomorium pharaonis, Solenopsis geminata, Solenopsis invicta, Solenopsis richteri, Solenopsis xyloni, Pogonomyrmex barbatus, Pogonomyrmex californicus, Pheidymis mega, Pheidole megacepha Vespula squamosa, Paravespula vulgaris, Paravespula pennsylvanica, Paravespula germanica, Dolichovespula maculata, Wasp crabro, Polistes rubiginosa, Camponotus floridanus, and Linepithema humile, crickets, grasshoppers, peregrine locust, Grouse, migratory, perennial Melanoplus bivittatus, Melanoplus femurrubrum, Melanoplus mexicanus, Melanoplus sanguinipes, Melanoplus spretus, Nomadacris septemfasciata, American Schistocerca, Schistocerca gregaria, Dociostaurus maroccanus, Tachycines asynamorus, Oedaleus senegalensis, Hussoragus, terminususanusagus, Zonozeruser sparrow, arachnoidea, such as arachnids (Acarina), for example, from the Argasidae, Ixodidae and Sarcoptidae families, such as Amblyomma americanum, Amblyomma variegatum, Ambryomma maculatum, Argas persicus, Boophilus annulatus, Boophilus decoloratus, Derophilus micro, rmacentor andersoni, Dermacentor variabilis, Hyalomma truncatum, Ixodes ricinus, Ixodes rubicundus, Ixodes scapularis, Ixodes holocyclus, Ixodes pacificus, Ornithodorus moubata, Ornithodorus hermsi, Ornithodorus turicata, Ornithonyssusisisisisisisisisisotisisisisisisotisisisisisisotisisisisisisisisotisisisisisisisotisisisisisisotusisotisisisisisisisisisisisisisotisis , Rhipicephalus

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14/43 evertsi, Sarcoptes scabiei, and Eriophyidae spp. such as Aculus schlechtendali, Phyllocoptrata oleivora and Eriophyes sheldoni; Tarsonemidae spp. such as Phytonemus pallidus and Polyphagotarsonemus latus; Tenuipalpidae spp. like Brevipalpus phoenicis; Tetranychidae spp. such as Tetranychus cinnabarinus, Tetranychus kanzawai, Tetranychus pacificus, Tetranychus telarius and Tetranychus urticae, Panonychus ulmi, Panonychus citri, and Oligonychus pratensis; Araneida, for example, Latrodectus mactans, and Loxosceles reclusa, ticks (lxodida), for example, Phipicephalus sanguineus, or mites, like Mesostigmata, for example, Ornithonyssus bacoti and Dermanyssus gallinae, Prostigmata, for example, or Pymotes tritici example, Acarus siro, or other species of mites such as Polygophagotarsoemus latus, Phyllocoptruta oleivora, Eutetranychus banksi, Aculops lycopersici, Tenuipalpus hevea, Eriophyes querreronis, fleas (Siphonaptera), for example, Ctenocephalisis, Ctenocepisis felis, penetrans, and Nosopsyllus fasciatus, moth, insects of the order Thysanura, for example, Lepisma saccharina and Thermobia domestica, centipede (Chilopoda), for example, Scutigera coleoptrata, millipedes (Diplopoda), for example, Narceus spp., earwigs (Dermaptera), for example, forficula auricularia, louse (Phthiraptera), for example, Pediculus humanus capitis,

Pediculus humanus corporis, Pthirus pubis, Haematopinus eurysternus, Haematopinus suis, Linognathus vituli, Bovicola bovis, Menopon gallinae, Menacanthus straminaus and Solenopotes capillatus, plant parasitic nematodes such as gall nematodes,

Meloidogyne arenaria, Meloidogyne chitwoodi, Meloidogyne exigua,

Meloidogyne hapla, Meloidogyne incognita, Meloidogyne javanica and others

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15/43 Meloidogyne species; cyst nematodes, Globodera rostochiensis, Globodera pallida, Globodera tabacum and other species Globodera, Heterodera avenae, Heterodera glycines, Heterodera schachtii, Heterodera trifolii, and other Heterodera species; gall seed nematodes, Anguina funesta, Anguina tritici and other Anguina species; stem and leaf nematodes, Aphelenchoides besseyi, Aphelenchoides fragariae, Aphelenchoides ritzemabosi and other Aphelenchoides species; lesion nematodes, Belonolaimus longicaudatus and other Belonolaimus species; pine nematodes, Bursaphelenchus xylophilus and other Bursaphelenchus species; ring nematodes, Criconema species, Criconemella species, Criconemoides species, and Mesocriconema species; stem and bulb nematodes, Ditylenchus destroyer, Ditylenchus dipsaci, Ditylenchus myceliophagus and other Ditylenchus species; ruffled nematodes, Dolichodorus species; spiral nematodes, Helicotylenchus dihystera, Helicotylenchus multicinctus and other Helicotylenchus species, Rotylenchus robustus and other Rotylenchus species; sheathed nematodes, Hemicycliophora species and Hemicriconemoides species; Hirshmanniella species; lance nematodes, Hoplolaimus columbus, Hoplolaimus galeatus and other Hoplolaimus species; false root-knot nematodes, Nacobbus aberrans and other Nacobbus species; needle-shaped nematodes, Longidorus elongates and other Longidorus species; pin nematodes, Paratylenchus species; lesion nematodes, Pratylenchus brachyurus, Pratylenchus coffeae, Pratylenchus curvitatus, Pratylenchus goodeyi, Pratylenchus neglectus, Pratylenchus penetrans, Pratylenchus scribneri, Pratylenchus vulnus, Pratylenchus zeae and other Pratylenchus species; Radinaphelenchus cocophilus and other Radinaphelenchus species; cavernous nematodes of banana, Radopholus similis and other Radopholus species; reniform nematodes, Rotylenchulus reniformis and

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16/43 other Rotylenchulus species; Scutellonema species; “stubby root” nematodes, Trichodorus primitivus and other Trichodorus species; Paratrichodorus minor and other Paratrichodorus species; stunt nematodes, Tylenchorhynchus claytoni, Tylenchorhynchus dubius and other Tylenchorhynchus species and Merlinius species; nematodes, Tylenchulus semipenetrans and other Tylenchulus species; dagger nematodes, Xiphinema americanum, Xiphinema index, Xiphinema diversicaudatum and other Xiphinema species; and other species of plant parasitic nematodes.

[046] In a very preferred embodiment, the insect is selected from leaf insect pests.

[047] One embodiment of the invention relates to a method for combating or controlling leaf insects selected from the order Lepidoptera. Within this realization, preference is given to insects of the Noctuidae family, in particular to insects selected from the group consisting of Alabama argillacea, Anticarsia gemmatalis, Heliothis virescens, Pseudoplusia includens and Spodoptera frugiperda. Preference is also given to insects selected from families consisting of Pieridae (in particular Ascia monuste orseis as a target), Nymphalidae (in particular Dione juno juno as a target), Gelechiidae (in particular Phthorimaea operculella and tuta absoluta as targets) and Plutellidae (in particular Plutella xylostella as a target).

[048] A further embodiment of the invention relates to a method for combating or controlling leaf insects selected from sucking insects, in particular lygus, aphids and whiteflies.

[049] A further embodiment of the invention relates to a method for combating or controlling selected leaf insects of the order Hemiptera.

[050] A further embodiment of the invention relates to a method for combating or controlling leaf insects selected from

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17/43 planthoppers of the family Delphacidae and leafhoppers of the family Deltocephalidae. Among the planthoppers, the smaller brown planthopper (Laodelphax striatellus), the brown planthopper (Nilaparvata lugens) and the white coast rice planthopper (Sogatella furcifera) are preferred target insects. Among leafhoppers, green rice leafhoppers (Nephotettix cincticeps, Nephotettix nigropictus and Nephotettix virescens) are preferred target insects.

[051] A further embodiment of the invention relates to a method to combat or control leaf insects selected from the order Diptera, more preferably from the families Tephritidae (in particular Ceratitis capitata as a target) and Agromyzidae (in particular Liriomyza huidobrensis as a target).

[052] A further embodiment of the invention relates to a method for combating or controlling selected leaf insects from beetles of the order Coleoptera. Within this realization, preference is given to insects of the Chrysomelidae family, in particular Diabrotica speciosa as a target.

[053] A further embodiment of the invention relates to a method to combat or control leaf insects selected from thrips of the order of Thysanoptera. Within this realization, preference is given to insects of the Thripidae family, in particular Thrips tabaci as a target.

[054] A further embodiment of the invention relates to a method for combating or controlling selected leaf insects of the order of Hemiptera. Within this realization, preference is given to insects from the families Aleyrodidae (in particular Bemisia tabaci as a target) and Aphididae (in particular Brevicoryne brassicae as a target).

[055] A further embodiment of the invention relates to a method to combat or control selected leaf insects from the order of

Thrombidiforms. Within this realization, preference is given to insects of the

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18/43 family Tenuipalpidae in particular Brevipalpus phoenicis as a target.

[056] A further embodiment of the invention relates to a method for combating or controlling selected mites of the order of Thrombidiformes. Within this realization, preference is given to mites of the families Tetranychidae (in particular Tetranychus urticae and Panonychus ulmi as a target), Tarsonemidae (in particular Polyphagotarsonemus latus as a target) and Eriophyidae (in particular Phyllocoptruta olive as a target).

[057] The compositions according to the present invention are used to control the mentioned target pests and / or to protect plants including agricultural plants, seeds, roots and / or the parts above the ground, forage, plantation, greenhouse , orchard or vineyard harvest, ornamental, plantation or forest trees and / or any (any) other plant (s) of interest.

[058] A particular embodiment of the invention relates to a method for treating and / or protecting plants from attack or infestation by insect pests, mites or nematodes which comprises applying the compositions according to the present invention to the plant, or to the soil or in the water in which the plant is growing. Preferably, the compositions are applied to agricultural plants.

[059] The term agricultural plants should be understood as plants from which part (for example, seeds) or all of it is harvested or grown on a commercial scale or that serves as an important source of food, food, fibers (for example, cotton , linen), chemical processes (oil, sugar), fuels (for example, wood, ethanol, biodiesel, biomass) or other chemical compounds. Agricultural plants may also include horticultural plants, that is, plants grown in gardens (not fields), such as certain fruits, vegetables and flowers (for example, rose). Preferred agricultural plants are, for example, cereals, for example, wheat, rye,

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19/43 barley, triticale, oats, sorghum or rice, beet, for example, sugar beet or fodder beet; fruits, such as apples, drupes or berries, for example, apples, melon, watermelon, mango, passion fruit, pears, plums, peaches, almonds, cherries, strawberries, raspberry, blackberry or currant; leguminous plants, such as beans, lentils, peas, alfalfa or soybeans; oil plants, such as rapeseed, rapeseed oil, canola, flax seed, mustard, olives, sunflowers, coconut, cocoa beans, castor oil plants, palm oil, peanuts or soybeans; cucurbits, such as pumpkins, cucumbers or melons; fiber plants, such as cotton, linen, hemp or jute; fruit, such as oranges, lemon, grapefruit or mandarins; vegetables, such as spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, cucurbits or paprika; plants of the lauraceae family, such as avocados, cinnamon or caforeira; energy plants and raw materials, such as corn, soybeans, rapeseed, canola (rapeseed oils), sugar cane or palm oil, corn, tobacco, nuts, coffee, tea, bananas, vines such as edible grapes, grape or pepper juice wine, hops, peat, natural or ornamental rubber trees and forest plants such as flowers, shrubs, large-leaf trees or persistent leaves (for example, conifers) and plant propagation material such as seeds, and the cultivated material of these plants.

[060] In the context of the present invention, the term “plant” refers to an entire plant, a part of the plant or the propagating material of the plant, such as the seed, the piece of seed, the transplant, the seedling or cuttings .

[061] A particular achievement concerns the method of treating and / or protecting agricultural plants selected from fruit plants, potatoes, rice, cereals, soybeans, beans, cotton, vegetables, sugar cane and horticultural plants. The fruit plants of the invention include most types of fruit, for example, berries such as grapes, blueberries; drupes like

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20/43 peaches, cherries, olive oils, plums and nuts; aggregated fruits such as blackberries and raspberries; multiple fruits like pineapples, figs and blackberries; and pseudofruits like apples, pears and strawberries, and citrus fruits like oranges, grapefruits, fortunelas, lemons, limes, tangerines, tangor, citrus, tangelo, pomelo, and cider.

[062] Plants treated with the composition according to the present invention include all genetically modified or transgenic plants, for example, a crop that tolerates the action of herbicides and or fungicides or insecticides due to creation, including genetic engineering methods, or plants which have modified characteristics compared to existing plants, which can be generated, for example, by traditional breeding methods and / or the generation of mutants, or by recombination processes.

[063] Some of the compositions according to the present invention have systematic action and can, therefore, be used for the protection of the plant's bud against leaf pests as well as for the treatment of the seed and roots against soil pests. The term "seed treatment" comprises all suitable techniques for seed treatment known in the art, such as seed seasoning, seed coating, seed spraying, seed wetting and seed pelleting.

[064] In particular, the seeds can be tuberous or of cormo vegetables, such as squid, arrowroot, artichoke, canaceous, cassava, carrot, chayote, junction, azorean yam, ginger, aria, onion, potato, horseradish, taioba, saffron -land, Pachyrhizus, real yam; leafy vegetables, such as amaranth, arugula, thistle, celery, Chinese lettuce, chervil, chrysanthemum, watercress, dandelion, burdock, enivia, fennel, kale, leek, lettuce, horseradish, parsley, purslane, radicchio, rhubarb, spinach, chard, amaranth type, head and stem brassica, such as broccoli, kale

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21/43 brussels, cabbage, cauliflower, broccoli horse, leaf cabbage, German turnip; brassica leafy vegetables, such as broccoli sprouts, cabbage, kale, kale, mizuna, brown mustard, mustard spinach, rape greens; fruitful vegetables such as beans, chili peppers, post-harvest, eggplant, fisalis, cucumber, peas, pepper, tomatillo, tomato. It is preferred that the seed be broccoli, carrots, cabbage, especially Chinese cabbage, red cabbage, savoy cabbage, white cabbage, celery, cauliflower, German turnip and horseradish seeds.

[065] A preferred embodiment of the invention relates to a method for protecting or treating cotton from the pests Albama Argillacea or Tetranychus urticae which comprises applying a composition A to the cotton plant.

[066] A preferred embodiment of the invention relates to a method for protecting or treating citrus fruit plants from the pests Brevipalpus phoenicis, Phyllocoptruta oleivora and Polyphagotarsonemus latus which comprises the application of a composition A on the citrus fruit plant.

[067] A preferred embodiment of the invention relates to a method for protecting or treating coffee plants from the pest Brevipalpus phoenicis which comprises applying a composition A to the cotton plant.

[068] A preferred embodiment of the invention relates to a method for protecting or treating apple plants from the Panonychus ulmi pest which comprises applying a composition A to the apple plant.

[069] A preferred embodiment of the invention relates to a method for protecting or treating soybean plants from the pests Anticarsia gemmatalis, Pseudoplusia includens, Tetranychus urticae, and Polyphagotarsonemus latus which comprises applying a composition A to the soybean plant.

[070] A preferred embodiment of the invention relates to a

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22/43 method for protecting or treating onion plants from the Thrips tabaci pest which comprises the application of a composition A to the onion plant.

[071] A preferred embodiment of the invention relates to a method for protecting or treating potato plants from the pests Diabrotica speciosa, Liriomyza huidobrensis, Phthorimaea operculella and Thrips tabaci, which comprises applying a composition A to the potato plant.

[072] A preferred embodiment of the invention relates to a method for protecting cabbage plants from pests such as Ascia monuste orseis, Liriomyza huidobrensis which comprises the application of a composition A to the cabbage plant.

[073] A preferred embodiment of the invention relates to a method for protecting or treating chrysanthemum plants from the pests Thrips tabaci and Tetranychus urticae, which comprises applying a composition A to the chrysanthemum plant.

[074] A preferred embodiment of the invention relates to a method for protecting or treating grain plants from the pests Diabrotica speciosa, Thrips tabaci, Tetranychus urticae and Bemisia tabaci, which comprises applying a composition A to the grain plant.

[075] A preferred embodiment of the invention relates to a method for protecting or treating papaya plants from the Polyphagotarsonemus latus pest, which comprises applying a composition A to the papaya plant.

[076] A preferred embodiment of the invention relates to a method for protecting or treating passion fruit plants from the Dione juno juno pest, which comprises applying a composition A to the passion fruit plant.

[077] A preferred embodiment of the invention relates to a method for protecting or treating melon or watermelon plants from the pest Thrips tabaci, which comprises applying a composition A to the melon plant

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23/43 or watermelon.

[078] A preferred embodiment of the invention relates to a method for protecting or treating maize plants from the pest Spodoptera frugiperda which comprises applying a composition A to the maize plant.

[079] A preferred embodiment of the invention relates to a method for protecting or treating pepper plants from the pest Diabrotica speciosa which comprises applying a composition A to the pepper plant.

[080] A preferred embodiment of the invention relates to a method for protecting or treating rose plants from the pest Tetranychus urticae which comprises applying a composition A to the rose plant.

[081] A preferred embodiment of the invention relates to a method for protecting or treating tomato plants from the pests Aculops lycopersici, Tetranychus urticae and Tuta absoluta, which comprises applying a composition A to the tomato plant.

[082] For use according to the present invention, the composition or combination of active compounds I and II, can be converted into customary formulations, for example, solutions, emulsions, suspensions, dust, powders, pastes and granules. The form of use depends on the intended purpose; in each case, a good and equal distribution of the compound according to the invention must be guaranteed.

[083] A preferred embodiment is a method that is a foliar application of the compositions according to the present invention. The term “leaf application” as used in this document refers to the application of the compositions through spray equipment on the plant's foliage. Foliar applications are made at all stages of the plant's emergence.

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24/43 [084] Formulations are prepared in a known manner, for example, by extending the active compounds with solvents and / or carriers, if desired, using emulsifiers and dispersants. Solvents / auxiliaries that are suitable are essentially:

-water, aromatic solvents (for example, Solvesso products, xylene), paraffins (for example, mineral oil fractions), alcohols (for example, methanol, butanol, pentanol, benzyl alcohol), ketones (for example, cyclohexanone, gamma- butyrolactone), pyrrolidones (NMP, NOP), acetates (glycol diacetate), glycols, fatty acid dimethylamides, fatty acids and fatty acid esters. In principle, solvent mixtures can also be used,

- carriers such as natural soil minerals (eg kaolinite, clays, talc, chalk) and synthetic soil minerals (eg highly dispersed silica, silicates); emulsifiers such as non-ionic and anionic emulsifiers (eg, polyoxyethylene fatty alcohol ethers, alkylsulfonates and arylsulfonates) and dispersants such as lignosulfite and methylcellulose residue liquids.

[085] Suitable surfactants are alkali metals, alkaline earth metals and ammonium salts of lignosulfonic acid, naphthalenesulfonic acid, phenolsulfonic acid, dibutylnaphthalenesulfonic acid, alkylaryl sulphonates, alkyl sulphates, alkyl sulphonates, fatty alcohol sulphates, and fatty alcohol sulfates , in addition, sulphonated naphthalene condensates and naphthalene derivatives with formaldehyde, naphthalene or naphthalenesulfonic acid condensates with phenol and formaldehyde, polyoxyethylene octylphenol ethers, ethoxylated isooctylphenol, octylphenol, nonylphenylphenylphenyl, ethylene ester, polyethylene glycol, alkylene ester polyglycol, polyether alkylaryl alcohols, ethylene oxide condensates of alcohol and fatty alcohol, ethitoxylated castor oil, polyoxyethylene alkyl ethers, ethoxylated polyoxypropylene, lauryl alcohol

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25/43 polyglycol acetal ether, sorbitol esters, lignosulfite residue liquids and methylcellulose.

[086] Suitable for the preparation of directly sprayable solutions, emulsions, pastes or oil dispersions are fractions of mineral oil of medium or high boiling point, such as kerosene or diesel oil, in addition, coal tar oils and oils of origin vegetable or animal, aromatic, cyclic and aliphatic hydrocarbons, for example, toluene, xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes or their derivatives, methanol, ethanol, propanol, butanol, cyclohexanol, cyclohexanone, isophorone, strongly polar solvents, for example, dimethyl sulfoxide, N-methylpyrrolidone and water.

[087] Antifreeze agents such as glycerin, ethylene glycol, propylene glycol and bactericides can also be added to the formulation.

[088] Suitable defoaming agents are, for example, defoaming agents based on silicone or magnesium stearate.

[089] Suitable preservatives are, for example, Dichlorophene and enylalcoholhemiformal.

[090] Seed treatment formulations may additionally comprise binding and optionally coloring elements.

[091] Binders can be added to improve the adhesion of active materials to seeds after treatment. Suitable binders are EO / PO surfactants of block copolymers, but also polyvinylalcohols, polyvinylpyrrolidones, polyacrylates, polymethacrylates, polybutenes, polyisoutilenes, polystyrene, polyethyleneamines, polyethylene starches, polyethylenes, polyethylenes, polyethylene, polyethylene, polyethylene, polyethylene, polyethylene, polyethylene, polyethylene, polyethylene, polyethylene, polyethylene, polyethylene, polyethylene and polyethylene. derived from these polymers.

[092] Optionally, dyes can also be included in the formulation. Suitable dyes or paints for treatment formulations

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26/43 seed are Pigment Red 112, CI Solvent Red 1, Blue Pigment 15: 4, Blue Pigment 15: 3, Blue Pigment 15: 2, Blue Pigment 15: 1, Blue Pigment 80, Yellow Pigment 1, Yellow Pigment 13, Pigment red 112, Pigment red 48: 2, Pigment red 48: 1, Pigment red 57: 1, Pigment red 53: 1, Pigment orange 43, Pigment orange 34, Pigment orange 5, Pigment green 36, Pigment green 7, Pigment white 6, Pigment brown 25, basic violet 10, basic violet 49, acid red 51, acid red 52, acid red 14, acid blue 9, acid yellow 23, basic red 10, basic red 108 from Rhodamin B, CI.

[093] Example of a gelling agent is carrageenan (Satiagel®).

[094] Powders, extension materials and sprayable products can be prepared by mixing or agglutinating the active substances concomitantly with a solid carrier.

[095] Granules, for example, coated granules, impregnated granules and homogeneous granules, can be prepared by agglutinating the active compounds to solid carriers. Examples of solid carriers are earthy minerals such as silica gels, silicates, talc, kaolinite, attaclay, limestone, lime, chalk, shaft, loesse, clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, materials soil synthetics, fertilizers, such as ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas, and products of plant origin, such as cereal bran, suber bran, wood bran and nutshell bran, cellulose powders and other solid carriers.

[096] In general, the formulations comprise from 0.01 to 95% by weight, preferably from 0.1 to 90% by weight, of the active compounds. The active compounds are employed in a plurality of 90% to 100%, preferably 95% to 100% (according to the NMR spectrum).

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27/43 [097] For seed treatment purposes, respective formulations can be diluted 2 to 10 times which lead to concentrations in ready-to-use preparations of 0.01 to 60% by weight active compound by weight, preferably 0.1 to 40% by weight.

[098] The following are examples of formulations: 1. Products by dilution with water.

[099] For seed treatment purposes, such products can be applied to the seed diluted or undiluted.

A) Water-soluble concentrates (SL, LS) [0100] 10 parts by weight of the active compounds are dissolved with 90 parts by weight of water or a water-soluble solvent. As an alternative, humidifiers or other auxiliaries are added. The active compound dissolves when diluted with water. The formulation with an active compound content of 10% by weight is obtained in this way.

B) Dispersible concentrates (DC) [0101] 20 parts by weight of the active compounds are dissolved in 70 parts by weight of cyclohexanone with the addition of 10 parts by weight of a dispersant, for example, polyvinylpyrrolidone. Dilution with water provides a dispersion. The content of the active compound is 20% by weight.

C) Emulsifiable Concentrates (EC) [0102] 15 parts by weight of the active compounds are dissolved in 75 parts by weight of xylene with the addition of calcium dodecylbenzene sulfonate and castor oil ethoxylate (in each case 5 parts by weight). Dilution with water provides an emulsion. The formulation has a content of the active compound of 15% by weight.

D) Emulsions (EW, EO, ES) [0103] 25 parts by weight of the active compounds are dissolved in 35 parts by weight of xylene with the addition of dodecylbenzene sulfonate

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28/43 calcium and castor oil ethoxylate (in each case 5 parts by weight). This mixture is added in 30 parts by weight of water through an emulsifying machine (for example, Ultraturrax) and transformed into a homogeneous emulsion. Dilution with water provides an emulsion. The formulation has a content of the active compound of 25% by weight.

E) Suspensions (SC, OD, FS) [0104] In a stirred ball mill, 20 parts by weight of the active compounds are comminuted with the addition of 10 parts by weight of dispersants and humidifiers and 70 parts by weight of water or a solvent organic to give a good suspension of active compound. Dilution with water provides a stable suspension of the active compound. The content of the active compound in a formulation is 20% by weight.

F) Water-dispersible granules and water-soluble granules (WG, SG) [0105] 50 parts by weight of the active compounds are finely ground with the addition of 50 parts by weight of dispersants and humidifiers and transformed into water-dispersible or water-soluble granules water through technical applications (eg extrusion, spray tower, fluidized bed). Dilution with water provides a stable dispersion or solution of the active compound. The formulation has a content of the active compound of 50% by weight.

G) Water-dispersible powders and water-soluble powders (WP, SP, SS, WS) [0106] 75 parts by weight of the active compounds are ground in a stator and rotor mill with the addition of 25 parts by weight of dispersants and humidifiers as well as silica gels. Dilution with water provides a stable dispersion or solution of the active compound. The content of the active compound in the formulation is 75% by weight.

H) Gel formulations (GF) [0107] In a ball mill, 20 parts by weight of

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29/43 active compounds, 10 parts by weight of dispersant, 1 part by weight of gelling agent and 70 parts by weight of water or an organic solvent are ground to give a good suspension. Upon dilution with water, a stable suspension with an active compound content of 20% by weight is obtained.

2. Products to be applied without being diluted

I) Sprayable powders (DP, DS) [0108] 5 parts by weight of the active compounds are well ground and mixed intimately with 95 parts by weight of finely divided kaolin. This provides a sprayable product with an active compound content of 5% by weight.

J) Granules (GR, FG, GG, MG) [0109] 0.5 part by weight of the active compounds is finely ground and associated with 99.5 parts by weight of carriers. Current methods are extrusion, spray drying or the fluidized bed. This provides granules to be applied undiluted with an active compound content of 0.5% by weight.

K) ULV (UL) solutions [0110] 10 parts by weight of the active compounds are dissolved in 90 parts by weight of an organic solvent, for example, xylene. This provides an undiluted product to be applied with an active compound content of 10% by weight.

[0111] For seed treatment, the use is usually made of concentrated water soluble (LS), suspensions (FS), sprayable powders (DS), water dispersible powders and water soluble (WS, SS), emulsions (ES ), emulsifiable concentrates (EC) and gel formulations (GF). These formulations can be applied to the seed in an undiluted or, preferably, diluted form. The application can be run before sowing.

[0112] In a preferred embodiment, Formulation FS is

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30/43 used for seed treatment. Typically, an FS Formulation can comprise from 1 to 800 g / l of active ingredient, from 1 to 200 g / l of surfactant, from 0 to 200 g / l of antifreeze agent, from 0 to 400 g / l of agglutinating element, from 0 to 200 g / l of a pigment and up to 1 liter of a solvent, preferably water.

[0113] The active compounds can be used as such, in the form of their formulations or in the forms of use prepared from them, for example, in the form of directly sprayable solutions, powders, suspensions or dispersions, emulsions, oil dispersions, pastes, sprayable products, extension materials, or granules, by spraying, atomizing, spraying, extending or draining. The forms of use depend entirely on the intended purposes; the intention is to ensure in each case the best possible distribution of the active compounds according to the invention.

[0114] Aqueous forms of use can be prepared from emulsion concentrates, pastes or wettable powders (sprayable powders, oil dispersions) when adding water. To prepare oil emulsions, pastes or dispersions, substances, as such or dissolved in an oil or solvent, can be homogenized in water using a humidifier, stickiness enhancer, dispersant or emulsifier. Alternatively, it is possible to prepare concentrates composed of active substance, humidifier, stickiness enhancer, dispersant or emulsifier and, if appropriate, solvent or oil, and such concentrates are suitable for dilution with water.

[0115] The active compounds concentrations in preparations ready to be used can vary within relatively wide ranges. In general, they are from 0.0001 to 10%, preferably from 0.01 to 1%.

[0116] The active compounds can also be used successfully in the ultra-low volume (ULV) process, whereby it is

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31/43 it is possible to apply formulations that comprise more than 95% by weight of active compound, or even to apply the active compound without additives.

[0117] Various types of oils, humidifiers, adjuvants, herbicides, fungicides, other pesticides, or bactericides can be added to the active compounds, if appropriate not until just before use (tank mix). These agents can be mixed with the agents according to the invention in a weight ratio of 1: 100 to 100: 1, preferably from 1:10 to 10: 1.

[0118] The compositions of this invention may also contain other active ingredients, for example, other pesticides which may be insecticides, fungicides, herbicides, fertilizers such as ammonium nitrate, urea, potash, and superphosphate, phytotoxics and plant growth regulators, protectors and nematicides. These additional ingredients can be used sequentially or in combination with compositions described above, if appropriate, added only just before use (tank mix). These agents can be mixed with the mixtures according to the invention in a weight ratio of 1:10 to 10: 1. For example, the plant (s) can be sprayed with a composition of that invention or before or after having been treated with other active ingredients.

[0119] The compositions and methods according to the invention are particularly useful for pest control. The compositions and methods according to the present invention are particularly useful for combating animal pests.

[0120] The methods to control and / or combat animal pests include treating, this means putting animal pests in contact with, their habitat, breeding territory, food supply, cultivated plants, seed, soil, area, material or environment where animal pests are growing or can grow, or materials, plant seeds,

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32/43 soils, surfaces or spaces to be protected from animal attack or infestation with an effective amount as a pesticide of a mixture of at least one active compound of formula / and at least the active compound of formula II.

[0121] The pesticidal compositions according to the present invention are suitable for efficiently controlling invertebrate pests, particularly insects, mites and nematodes. They can be applied at any or all stages of development, such as egg, larva, pupa, and adult.

[0122] Pests can be controlled by contacting the pest itself, its food source, habitat, breeding territory or its locus with an effective amount as a pesticide of the inventive mixtures or compositions comprising the active compounds I and II .

[0123] The term “locus” mentioned above means a plant, seed, soil, area, material or environment in which the pest is growing or can grow.

[0124] In general, "effective amount as a pesticide" means the amount of the compositions comprising the active compounds according to the invention necessary to achieve an observable effect on growth, including the effects of necrosis, death, delay, prevention or removal, destruction, or otherwise diminishing, the occurrence and activity of the target organism. The effective amount as a pesticide can vary for various mixtures / compositions used in the invention. The effective pesticide amount of the mixtures / compositions will also vary according to prevailing conditions such as effect as desired pesticide and duration, time, target species, locus, method of application, and the like.

[0125] Whenever used in the text, the term effective amount as pesticides according to the present invention always refers to a

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33/43 synergistically effective amount of compounds I and II.

[0126] It should be noted from the above that compounds I and II can be applied simultaneously, that is, together (for example, in the same formulation) or separately (for example, in different formulations, as in form of a kit), or in succession. If there is a successive application, it should also be noted that compounds I and II subsequently applied must be applied to a subject (for example, the pest, plant or animal) within the time scale to achieve or perfect the advantageous synergistic effect referred to above.

[0127] Compounds I and II are generally applied in a weight ratio of 20: 1 to 1:50, especially from 10: 1 to 1:10, in particular between 1: 5 and 1: 1, particularly preferably between 1: 5 and 1: 3, also preferably between 1: 3 and 1: 2, mainly in the ratio of 1: 5, or 1: 4, or 1: 3, or 2: 5, or 1: 2, or 2 : 4, or 3: 5, or 4: 5, or 1: 1. A very particular weight ratio of compounds I and II is approximately 2: 5 respectively.

[0128] Depending on the desired effect, the application rates of the mixtures according to the invention are from 1 to 2500 g / ha, preferably from 5 to 2000 g / ha, more preferably from 50 to 1500 g / ha, in particular from 50 to 750 g / ha, more particularly from 5 to 500 g / ha.

[0129] The compositions according to the invention are also suitable for protecting the seed and seedlings of the roots and branches, against soil pests.

[0130] Conventional seed treatment formulations include, for example, FS flowable concentrates, LS solutions, DS dry treatment powders, WS water dispersible powders or granules for spray treatment, SS water soluble powders and ES emulsion. The application on the seeds is excepted before sowing, or directly on the seeds or after having pre-germinated it, at sowing or after

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34/43 seeding. FS formulations are preferred.

[0131] In seed treatment, application rates of the inventive mixture are generally 0.1 to 10 kg per 100 kg of seeds, in particular from 1 to 2 kg per 100 kg of seeds. The separate or joint application of compounds I and II or mixtures of compounds I and II is carried out by spraying or spraying or seeds, seedlings, plants or soils before or after planting, or before or after emergence of the plants.

[0132] The invention also relates to plant propagation products, and especially the seed comprising, that is, coated with and / or containing, a composition as defined above or a composition that contains in addition to the compounds of formulas I and II, more active ingredients or a mixture of two or more compositions, each providing one of the active ingredients of formulas I and II. The seed comprises the mixtures of the invention in an amount of 0.1 g to 10 kg per 100 kg, preferably from 1 to 5 kg per 100 kg, more preferably from 1 to 2.5 kg per 100 kg of seed.

[0133] The composition of the invention is effective through both contact (through soil, glass, wall, mosquito net, carpet, plant parts or animal parts), as well as ingestion (bait, or plant part) and through trophaxia and transfer.

[0134] The compositions according to the present invention are preferably effective through leaf contact for plant protection.

[0135] In accordance with yet another embodiment of the invention, pesticidal compositions are employed by means of application to the soil.

Soil application is especially favorable for use against ants, termites, flies, crickets, larvae, root carocoma, root beetles or nematodes.

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35/43 [0136] According to another embodiment of the invention, for use against non-crop pests such as ants, termites, wasps, flies, mosquitoes, crickets, grasshoppers, or cockroaches, the inventive compositions are prepared in a preparation of bait.

[0137] The bait can be a liquid, solid or semi-solid preparation (for example, a gel). The bait used in the composition is a product that is attractive enough to incite insects such as ants, termites, wasps, flies, mosquitoes, crickets etc. or cockroaches eating the same. This attraction can be chosen from among food stimulants or for and / or sex pheromones. Suitable feeding stimulants are chosen, for example, from animal and / or plant proteins (meat-, fish- or blood meals, insect parts, crickets powder, egg yolk), animal fats and oils and / or plant, or mono-, oligo- or polyorganosaccharides, especially sucrose, lactose, fructose, dextrose, glucose, starch, pectin or even molasses or honey, or salts such as ammonium sulfate, ammonium carbonate or ammonium acetate. Fresh or decomposing parts of fruits, crops, plants, animals, insects or specific parts of these can also serve as a food stimulant. Pheromones are known to be more specific to insects. Specific pheromones are described in the literature and are known to those skilled in the art.

[0138] Formulations of the pesticidal compositions according to the present invention such as aerosols (e.g., spray cans), oil sprayers or pumping spray are highly suitable for the non-professional user to control pests such as flies, lice, ticks, mosquitoes , grasshoppers or cockroaches. Aerosol recipes are preferably composed of active compounds I and II, solvents such as lower alcohols (eg, methanol, ethanol, propanol, butanol), ketones

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36/43 (eg acetone, methyl ethyl ketone), paraffin hydrocarbons (eg kerosenes) with boiling ranges of approximately 50 to 250 ° C, dimethylformamide, N-methylpyrrolidone, dimethyl sulfoxide, aromatic hydrocarbons such as toluene, xylene, water, other than that, auxiliaries such as emulsifiers, such as sorbitol monooleate, oleyl ethoxylate with 3 to 7 moles of ethylene oxide, fatty alcohol ethoxylate, perfume oils such as ether oils, esters of medium fatty acids with lower alcohols, aromatic carbonyl compounds, if appropriate, stabilizers such as sodium benzoate, amphoteric surfactants, lower epoxides, triethyl orthoformate and, if required, propellants such as propane, butane, nitrogen, compressed air, dimethyl ether, carbon dioxide, nitrous oxide, or mixtures of these gases.

[0139] Oil sprinkler formulations differ from aerosol recipes in that no propellants are used.

[0140] The combinations of the compounds according to the present invention and their respective compositions comprising carriers can also be used in mosquito coils and fumigation coils, smoke cartridges, vaporizer plates, long-term vaporizers, or other vaporization systems independent of heat.

[0141] Methods to control contagious diseases transmitted by insects (for example, malaria, dengue and yellow fever, lymphatic filariasis, and leishmaniasis) with the mixtures of the invention and their respective compositions that also include the treatment of surfaces of huts and houses, spraying air, impregnation of curtains, tents, clothing items, mosquito nets, tsetse fly traps or similar. Insecticidal compositions for application to fibers, fabric, knitwear, non-woven fabrics, mesh material or metal sheets and tarpaulins preferably comprise a mixture that includes the insecticide, optionally a repellent and at least one binder.

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37/43 [0142] The compositions according to the invention can be used to protect wooden materials such as trees, wooden fences, beds, etc. and buildings such as houses, annexes, factories, but also building materials, furniture, leather, fibers, vinyl articles, electrical wires and cables etc. of ants and / or termites, and to control ants and termites and prevent them from causing damage to the crop or humans (for example, when pests invade homes and public facilities). The compositions according to the present invention are applied not only in the vicinity of the ground surface or under the ground to protect wood materials, but can also be applied to sawn wood articles such as concrete surfaces under the ground, alcove posts , beams, plywood, furniture, etc., wooden articles such as compact planks, half planks, etc. and vinyl items like coated electrical wires, vinyl sheets, heat insulating material like styrene foams, etc. in the case of application against ants that cause damage to the crop or humans, the ant control composition of the present invention is applied directly to the anthill or its surroundings or by means of bait contact.

[0143] The mixture of compounds I and II or the compositions according to the invention can also be applied preventively in places where the occurrence of pests is expected.

[0144] In the case of soil treatment or application at the place of residence of the pests or nest, the amount of a composition with the active compounds at rates of 0.0001 to 500 g per 100 m ² , preferably from 0.001 to 20 g per 100 m ² [0145] Common application rates for material protection are, for example, 0.01 g to 1000 g of a composition of active compounds per m ² of treated material, desirably 0.1 g to 50 g per m ² [0146] Insecticidal compositions for use in the impregnation of

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38/43 materials typically contain from 0.001 to 95% by weight, preferably from 0.1 to 45% by weight, and more preferably from 1 to 25% by weight of a composition with the active compounds.

[0147] For use in bait compositions, the typical content of a composition with active compounds I and II is 0.0001% by weight to 15% by weight, desirably 0.001% by weight to 5% by weight of active compounds. The composition used may also comprise other additives such as a solvent for the active materials, a flavoring agent, a preserving agent, or a paint or bitterness agent. Its attractiveness can also be increased by a special color, shape or texture.

[0148] For use in spray compositions, the content of a composition with active compounds I and II is from 0.001 to 80% by weight, preferably from 0.01 to 50 weight percent and more preferably from 0.01 to 15% by weight.

[0149] For use in treating agricultural plants, the application rate of a composition with the active compounds I and II according to the present invention can be in the range of 0.1 g to 4000 g per hectare, desirably 25 ga 600 g per hectare, more desirably 50 g to 500 g per hectare.

[0150] It is also an objective of the present invention to provide adequate composition to treat, control, prevent and protect warm-blooded animals, including humans, and fish against infestation and pest infection. Problems that can be encountered with pest control in animals and / or humans are similar to those described at the beginning of this document, mainly the need for a reduced dosage rate, and / or an increased spectrum of activity and / or combination of slaughter activity with prolonged control and / or resistance management.

[0151] This invention also provides a method for treating,

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39/43 to control, prevent and protect warm-blooded animals, including humans, and fish against infestation and infection from pests of the orders Siphonaptera, Hymenoptera, Hemiptera, Orthoptera, Acarina, Phthiraptera, and Diptera, which comprise oral administration, either topically or parenterally or application to the cited animals an effective amount as a pesticide of mixtures according to the invention.

[0152] The invention also provides a process for preparing a composition to treat, control, prevent or protect a warm-blooded animal or fish against infestation or infection from pests of the orders Siphonaptera, Hymenoptera, Hemiptera, Orthoptera, Acarina, Phthiraptera , and Diptera which comprises a pesticide effective amount of a mixture according to the invention.

[0153] The above method is particularly useful for controlling and preventing infestations and infections in warm-blooded animals such as cattle, sheep, pigs, camels, deer, horses, chickens, goats, dogs and cats as well as humans.

[0154] Infestations in warm-blooded animals and fish that include, but are not limited to, louse, chewing louse, ticks, nasal parasite, melophagus, stable flies, blowflies, flies, miiasis fly larva, bug, fungus mosquitoes, mosquitoes and flies can be controlled, prevented or eliminated by the mixtures according to the invention.

[0155] For oral administration to warm-blooded animals, the composition according to the invention can be formulated as animal feed, animal feed premixtures, animal feed concentrates, pills, solutions, pastes, suspensions, medicine liquid, gels, tablets, cakes and capsules. In addition, the mixtures according to the invention can be administered to animals in their drinking water. To the

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40/43 oral administration, the chosen dosage form should provide the animal with 0.01 mg / kg to 100 mg / kg of the animal's body weight per day of the mixture.

[0156] Alternatively, the composition according to the invention can be administered parenterally to animals, for example, by intraruminal, intramuscular, intravenous or subcutaneous injection. The mixtures according to the invention can be dispersed or dissolved in a physiologically acceptable carrier for subcutaneous injection. Alternatively, the compositions according to the invention can be formulated in an implant for subcutaneous administration. In addition, the compositions according to the invention can be administered transdermally to animals. For parenteral administration, the dosage form should provide the animal with 0.01 mg / kg to 100 mg / kg of the animal's body weight per day of a composition.

[0157] The compositions according to the invention can be applied topically to animals in the form of immersion, dust, powders, collars, medallions, sprinkles, and formulations on the spot and by the cutaneous route. For topical application, dips and sprays generally contain from 0.5 ppm to 5,000 ppm and preferably from 1 ppm to 3,000 ppm of the compounds of the invention. In addition, the compositions according to the invention can be formulated as ear tags for animals, particularly quadrupeds such as cattle and sheep.

[0158] Accordingly, in another aspect of the invention the use of a composition according to the invention is provided in the preparation of a veterinary drug, specifically a parasiticidal drug.

[0159] The following experiments are intended to illustrate the synergistic effect of the compositions according to the invention. The following tests demonstrate the effectiveness of controlling the compositions of this invention in specific pests. However, the pest control protection allowed

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41/43 by the compositions of this invention is not limited to these species. In certain cases, the compositions of this invention exhibit synergistic effects against certain other important invertebrate pests.

Examples of use [0160] The purpose of the following examples is to illustrate the compositions according to the invention and their insecticidal activities, but it is not intended to limit the invention to those examples.

[0161] Synergism for being described as an interaction where the combined effect of two or more compounds is greater than the sum of the individual effects of each of the compounds. The presence of a synergistic effect in terms of percentage control, between two mixing partners, can be calculated by using the Limpel formula, generally called the Colby formula (Richer, 1987; Colby, 1967; Limpel et al., 1962 , Calculating Synergistic and Antagonistic Responses in Herbicide Combinations, Weeds, 15, 20 to 22):

E = X + Y-XY / 100

E = expected mortality percentage of the combination of compound I and II

X = percentage of compound X mortality as measured independently

Y = percentage of mortality of compound Y as measured independently.

[0162] Synergism is evident when the observed percentage of mortality for the combination is greater than the expected percentage of mortality calculated by the Limpel formula. In other words, when the observed combined control effect is greater than the expected combined control effect (E), then the combined effect is synergistic.

[0163] The analysis of synergism or antagonism between the compositions according to this invention was determined using the

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42/43 Limpel formula.

[0164] Field experiments and foliar application were performed using the commercially active compounds. The compositions according to the present inventions were used as tank mixes at the declared concentration and applied in the field at a finished application rate of 400 liters per hectare. The observed results are as summarized below:

1. Activity against the mite pest Brevipalpus phoenicis in plants of

COFFEE [0165] The experiments were carried out on coffee plants and the percentage of mortality observed 10 days after application is represented by the observed effectiveness. The results are as summarized below:

Product's name concentration (g / 100L) efficiency observed efficiency expected Flufenoxuron 5 38 Clorfenapir 12 75 Flufenoxuron + Clorfenapir 5 + 12 88 85

2. Activity against the mite pest Anticarsia gemmatalis in soybean plants [0166] The experiments were carried out in soybean plants and the percentage of mortality observed 7 days after application is represented by the observed effectiveness. The results are summarized as follows:

Product's name concentration (g / 100L) observed effectiveness efficiency expected Flufenoxuron 7 65 Clorfenapir 18 60 Flufenoxuron + Clorfenapir 7 + 18 95 86

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43/43

3. Activity against the leaf worm pest Pseudoplusia includens on SOYBEAN SOY plants [0167] The experiments were carried out on soybean plants and the percentage of mortality observed 7 days after application is represented by the observed effectiveness. The results are summarized as follows:

Product's name concentration (g / 100L) observed effectiveness efficiency expected Flufenoxuron 7 42 Clorfenapir 18 45 Flufenoxuron + Clorfenapir 7 + 18 80 68

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1/3

Claims (10)

Claims 1 .Wi R ¹ OO ^ A _r 4 ( ^R3 ) n (I), where R is halogen, C1-C4 alkyl, C1-C4 alkoxy or C1-C4 alkylthio; R ¹ is hydrogen, halogen, C1-C4 alkyl, C1-C4 alkoxy or C1-C4 alkylthio; R ² is fluorine; R ³ is hydrogen, halogen, nitro, cyano, C1-C4 alkyl or C1-C4 haloalkyl; n is an integer of 0, 1,2 or 3; R ⁴ is halogen or OR ⁵ ; and R ⁵ is C1-C4 haloalkyl, C3-C7 halocycloalkyl, phenyl which may or may not be substituted by up to three groups independently selected from halogen, C1-C4 haloalkyl groups, cyano groups or nitro, 2-pyridyl groups which may or may not be substituted by up to three groups independently selected from halogen atoms, C1-C4 haloalkyl groups, cyan groups or nitro groups; or an agriculturally acceptable salt thereof; and 1) a benzoylurea compound of the formula I ' ^R HHR ² 1. PESTICIDE COMPOSITION, characterized by the fact that it comprises, as active components, 2. COMPOSITION according to claim 1, characterized by the fact that the compound of formula I is W - [[[4- [2-chloro-4 (trifluoromethyl) phenoxy] -2-fluorophenyl] amino] carbonyl] - 2,6-difluorobenzamide. 2/3 or an agriculturally acceptable salt thereof; wherein the compound of formula I and the compound of formula II are in a weight ratio of 100: 1 to 1: 100. 2) a compound of formula II Petition 870170091225, of 11/24/2017, p. 56/122 3/3 fruit plants, potatoes, rice, cereals, soybeans, beans, cotton, vegetables, coffee, sugar cane and horticultural plants. 3. PROCESS FOR PREPARING THE PESTICIDE COMPOSITION, as defined in any one of claims 1 to 2, characterized by the fact that said process comprises the step of mixing a compound of formula I with a compound of formula II. 4. USE OF THE PESTICIDE COMPOSITION, as defined in any one of claims 1 to 2, characterized by the fact that it is to combat invertebrate pests. 5. METHOD FOR CONTROLLING INVERTEBRATED PEST, characterized by the fact that this method comprises treating pests, their food supply, their breeding habitat or territory or a plant, seed, soil, area, material or environment in which the pests are growing or can grow, or the material, plant, seeds, soil, surfaces or spaces to be protected from attack or pest infestation with a synergistically effective amount of a composition as defined in any one of claims 1 to 2. 6. METHOD FOR TREATING AND / OR PROTECTING PLANTS FROM ATTACK OR PEST INFESTATION, characterized by the fact that it comprises putting in contact a plant, or soil or water in which the plant is growing, with a composition as defined in any of the claims 1 to 2. 7. METHOD, according to claim 6, characterized by the fact that the plant is a cultivated plant selected from Petition 870170091225, of 11/24/2017, p. 57/122 8. METHOD, according to one of claims 5 to 7, characterized by the fact that the composition comprising the compounds of formulas I and II is applied as a foliar application. 9. METHOD OF PROTECTING PLANT PROPAGATION MATERIAL and / or the plant growing from it, characterized by the fact that such method comprises treating the plant propagation material with a composition as defined in any one of claims 1 to 2 . 10. METHOD according to one of claims 5 to 9, characterized in that the composition as defined in any of claims 1 to 2 is applied in an amount of 5 to 500 g per hectare for each individual compound. Petition 870170091225, of 11/24/2017, p. 58/122