USOO9433214B2 (12) United States Patent (10) Patent No.: US 9.433,214 B2 Hellwege et al. (45) Date of Patent: Sep. 6, 2016 (54) ACTIVE COMPOUNDS COMBINATION (56) References Cited CONTAINING FILUOPYRAM BACILLUS AND BOLOGICALLY CONTROL AGENT U.S. PATENT DOCUMENTS 9,089,135 B2* 7/2015 Andersch ............... AON 43/40 (71) Applicants: BAYER INTELLECTUAL 2005/023411.0 A1 10/2005 Mansfield et al. PROPERTY GMBH, Monheim (DE); 2010/020941.0 A1 8, 2010 Schoef et al. 2010/0249193 A1 9/2010 Andersch et al. BAYER CROPSCIENCE AG, 2011/0110906 A1 5/2011 Andersch et al. Monheim (DE) 2014,0005047 A1 1/2014 Hungenberg et al. 2014.0056866 A1 2/2014 Andersch et al. (72) Inventors: Elke Hellwege, Langenfeld (DE); Heike Hungenberg, Langenfeld (DE) FOREIGN PATENT DOCUMENTS (73) Assignee: BAYER INTELLECTUAL EP 2460407 A1 6, 2012 WO 963284.0 A1 10, 1996 PROPERTY GMBH, Monheim (DE) WO 982 1966 A2 5, 1998 WO 2004O16088 A2 2, 2004 (*) Notice: Subject to any disclaimer, the term of this WO 2008/057131 A1 5, 2008 patent is extended or adjusted under 35 WO 2008126922 A1 10, 2008 WO 2012016989 A2 2, 2012 U.S.C. 154(b) by 0 days. WO 2012O38480 A2 3, 2012 (21) Appl. No.: 14/373,916 OTHER PUBLICATIONS International Search Report received in PCT/EP2013/051108, (22) PCT Filed: Jan. 22, 2013 mailed May 7, 2013. (86). PCT No.: PCT/EP2013/051108 * cited by examiner S 371 (c)(1), Primary Examiner — Alton Pryor (2) Date: Jul. 23, 2014 (74) Attorney, Agent, or Firm — McBee Moore Woodward & Vanik IP, LLC (87) PCT Pub. No.: WO2013/110591 (57) ABSTRACT PCT Pub. Date: Aug. 1, 2013 The present invention relates to active compound combina (65) Prior Publication Data tions and compostions for reducing the damage of plants and plant parts as well as losses in harvested fruits or vegetables US 2014/03.64309 A1 Dec. 11, 2014 caused by insects, nematodes or phytopathogens and which have fungicidal or nematicidal or insecticidal activity (30) Foreign Application Priority Data including any combination of the three activities, in particu lar within a composition, which comprises (A) Fluopyram, Jan. 25, 2012 (EP) ..................................... 12152488 (B) a spore-forming bacterium of the genera Bacillus, selected from Bacillus firmus, Bacillus cereus, Bacillus (51) Int. Cl. pumilis, Bacillus amyloliquefaciens, Bacillus subtilis strain AOIN 63/00 (2006.01) GB03, Bacillus subtilis strain QST713, and (C) at least one AOIN 43/40 (2006.01) biological control agent, in particular bacteria, fungi or AOIN 63/02 (2006.01) yeasts, protozoa, viruses, entomopathogenic nematodes, AOIN 63/04 (2006.01) inoculants, botanicals and products produced by microor AOIN 65/00 (2009.01) ganisms including proteins or secondary to metabolites. (52) U.S. Cl. Moreover, the invention relates to a method for curatively or CPC ............... A0IN 43/40 (2013.01): A0IN 63/00 preventively controlling insects, nematodes or phytopatho (2013.01); A0IN 63/02 (2013.01); A0IN gens on the plant, plant parts, harvested fruits or vegetables, 63/04 (2013.01): A0IN 65/00 (2013.01) to the use of a combination according to the invention for the (58) Field of Classification Search treatment of seed, to a method for protecting a seed and not None at least to the treated seed. See application file for complete search history. 17 Claims, No Drawings US 9,433,214 B2 1. 2 ACTIVE COMPOUNDS COMBINATION 126922. A description of nematicidal activity of Bacteria, in CONTAINING FILUOPYRAM BACILLUS AND particular Bacillus firmus is found in WO-A 1996/32840, a BIOLOGICALLY CONTROL AGENT description of nematicidal activity of Bacillus chitinosporus is found in WO-A 982 1966. CROSS REFERENCE TO RELATED The use of bacteria Such as Bacillus sp. as biological APPLICATIONS control agent in Synergistic compositions with fungicides e.g. Fluopyram for controlling phytopathogenic organisms This application is a S371 National Stage Application of in agriculture is described e.g. in US 2011/0110906 A, US PCT/EP2013/051108, filed Jan. 22, 2013, which claims 2010/0249193 A, US 20100/209410 A, EP 2460407 A and priority to EP 12152488.8, filed Jan. 25, 2012. 10 WO 2012/016989. In these documents only binary mixtures of the biological control agent and Fluopyram are disclosed. BACKGROUND WO 2012/038480 A discloses seeds of a plant comprising (a) a gene preferably AXmi031, and AXn2 (producing pro 1. Field of the Invention teins of Bacillus thuringiensis), (b) a biological control The present invention relates to active compound com 15 agent preferably Bacillus firmus CNCM I-1582, (c) one or binations and compostions for reducing the damage of plants more insecticides (including biological control agents pref and plant parts as well as losses in harvested fruits or erably Pasteuria and Verticillium and (d) one or more vegetables caused by insects, nematodes or phytopathogens fungicides preferably Fluopyram. In this document Pasteu and which have fungicidal or nematicidal or insecticidal ria and Verticillium are not further specified. activity including any combination of the three activities, in Since the environmental and economic requirements particular within a composition, which comprises (A) Flu imposed on modern-day crop protection compositions are opyram, (B) a spore-forming bacterium of the genera Bacil continually increasing, with regard, for example, to the lus, selected from Bacillus firmus, Bacillus cereus, Bacillus spectrum of action, toxicity, selectivity, application rate, pumilis, Bacillus amyloliquefaciens, Bacillus subtilis strain formation of residues, and favourable preparation ability, GB03, Bacillus subtilis strain QST713, and (C) at least one 25 and since, furthermore, there may be problems, for example, biological control agent, in particular bacteria, fungi or with resistances, a constant task is to develop new compo yeasts, protozoa, viruses, entomopathogenic nematodes, sitions, in particular fungicidal or nematicidal agents, which inoculants, botanicals and products produced by microor in some areas at least help to fulfil the abovementioned ganisms including proteins or secondary metabolites. More requirements. The present invention provides active com over, the invention relates to a method for curatively or 30 pound combinations/compositions which in Some aspects at preventively controlling insects, nematodes or phytopatho least achieve the stated objective. gens on the plant, plant parts, harvested fruits or vegetables, to the use of a combination according to the invention for the SUMMARY treatment of seed, to a method for protecting a seed and not at least to the treated seed. 35 It has now been found, Surprisingly, that the combinations 2. Description of Related Art according to the invention not only bring about the additive Fluopyram is defined to be the compound of the formula enhancement of the spectrum of action with respect to the (I) insects, nematodes or phytopathogens to be controlled that was in principle to be expected but achieves a synergistic 40 effect which extends the range of action of the component (I) (A) and of the component (B) and of the component (C) in two ways. Firstly, the rates of application of the component (A) and of the component (B) and of the component (C) are lowered whilst the action remains equally good. Secondly, 45 the combination still achieves a high degree of control of insects, nematodes or phytopathogens even where the two individual compounds have become totally ineffective in Such a low application rate range. This allows, on the one as well as the N-oxides of the compound thereof. hand, a Substantial broadening of the spectrum of phyto Fluopyram is a broad spectrum fungicide of the chemical 50 pathogenic fungi and nematodes that can be controlled and, class of pyridylethylbenzamide derivatives with penetrant on the other hand, increased safety in use. and translaminar properties for foliar, drip, drench and seed In addition to the fungicidal or nematicidal or insecticidal treatment applications on a wide range of different crops synergistic activity, the active compound combinations against many economically important plant diseases. It is according to the invention have further Surprising properties very effective in preventative applications against powdery 55 which, in a wider sense, may also be called synergistic, Such mildew species, grey mould and white mould species. It has as, for example: broadening of the activity spectrum to other an efficacy against many other plant diseases. Fluopyram has insects, nematodes or phytopathogens, for example to resis shown activity in spore germination, germ tube elongation tant strains of plant diseases; lower application rates of the and mycelium growth tests. At the biochemical level, flu active compound combination; Sufficient control of pests opyram inhibits mitochondrial respiration by blocking the 60 with the aid of the active compound combinations according electron transport in the respiratory chain of Succinate to the invention even at application rates where the indi Dehydrogenase (complex II SDH inhibitor). vidual compounds show no or virtually no activity; advan Fluopyram and its manufacturing process starting from tageous behaviour during formulation or during use, for known and commercially available compounds is described example during grinding, sieving, emulsifying, dissolving or in EP-A 1531 673 and WO 2004/O16088. 65 dispensing; improved storage stability and light stability; A general description of the nematicidal activity of advantageous residue formation; improved toxicological or pyridylethylbenzamide