WO 2015/189080 Al 17 December 2015 (17.12.2015) P O P C T
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(12) INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (10) International Publication Number (43) International Publication Date WO 2015/189080 Al 17 December 2015 (17.12.2015) P O P C T (51) International Patent Classification: (DE). SALINGER, Daniel; i den Weihergarten 20, A01P 7/04 (2006.01) A01N 43/58 (2006.01) 67071 Ludwigshafen (DE). GOCKEL, Birgit; Eschen- A01N 43/56 (2006.01) bachstrafie 42, 67063 Ludwigshafen (DE). WACH, Jean- Yves; N2, 4, 68161 Mannheim (DE). LANGEWALD, (21) International Application Number: Jurgen; Joseph-Haydn-Strasse 3-5, 68165 Mannheim PCT/EP2015/062359 (DE). REINHARD, Robert; Berwartsteinstr. 6, 671 17 (22) International Filing Date: Limburgerhof (DE). 3 June 2015 (03.06.2015) (81) Designated States (unless otherwise indicated, for every (25) Filing Language: English kind of national protection available): AE, AG, AL, AM, AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, (26) Publication Language: English BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DK, DM, (30) Priority Data: DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, 141721 16.7 12 June 2014 (12.06.2014) EP HN, HR, HU, ID, IL, IN, IR, IS, JP, KE, KG, KN, KP, KR, 62/089,870 10 December 2014 (10. 12.2014) US KZ, LA, LC, LK, LR, LS, LU, LY, MA, MD, ME, MG, 14197173.9 10 December 2014 (10. 12.2014) EP MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SA, SC, (71) Applicant: BASF SE [DE/DE]; 67056 Ludwigshafen SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, (DE). TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. (72) Inventors: POHLMAN, Matthias; 26 Davis Drive, Re (84) Designated States (unless otherwise indicated, for every search Triancle Park, 27709 (US). KOERBER, Karsten; kind of regional protection available): ARIPO (BW, GH, Hintere Lisgewann 26, 69214 Eppelheim (DE). SO- GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, ST, SZ, ERGEL, Sebastian; Marienstr. 19, 67063 Ludwigshafen TZ, UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, [Continued on nextpage] (54) Title: PESTICIDALLY ACTIVE MIXTURES (57) Abstract: The present invention relates to pesticidal mixtures compris ing as active compounds 1) at least one pesticidally active anthranilamide compound of formula (I) wherein R 1, R2, R3, R4, R5, R6, R7 and k are as defined in the description; and 2) at least one pesticidally active compound of formula (II) wherein R2 1, R22, R23, R24 and R25 are as defined in the descrip tion. The invention relates further to methods and use of these mixtures for combating and controlling insects, acarids or nematodes in and on plants, and for protecting such plants being infested with pests, especially also for pro - tecting plant propagation material, such as seeds. wo 2015/189080 Ai III III II II III III 1 1 I II II I III I II III II III TJ, TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, Published: DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, — with international search report (Art. 21(3)) LU, LV, MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, SM, TR), OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, KM, ML, MR, NE, SN, TD, TG). Pesticidally active mixtures The present invention relates to mixtures of active ingredients having synergistically enhanced action and to methods comprising applying said mixtures. One typical problem arising in the field of pest control lies in the need to reduce the dosage rates of the active ingredient in order to reduce or avoid unfavorable environmental or toxicological effects whilst still allowing effective pest control. Another problem encountered concerns the need to have available pest control agents which are effective against a broad spectrum of pests. There also exists the need for pest control agents that combine knock-down activity with prolonged control, that is, fast action with long lasting action. Another difficulty in relation to the use of pesticides is that the repeated and exclusive application of an individual pesticidal compound leads in many cases to a rapid selection of pests which have developed natural or adapted resistance against the active compound in question. Therefore there is a need for pest control agents that help prevent or overcome resistance induced by pesticides. Furthermore, there is a desire for pesticide compounds or combination of compounds, which when applied improve plants, which may result in "plant health", "vitality of plant propagation material" or "increased plant yield". It is therefore an object of the present invention to provide agricultural combinations which solves one or more than one of the discussed problems as - reducing the dosage rate, - enhancing the spectrum of activity, - combining knock-down activity with prolonged control, - improving resistance management, - Improved plant health; - Improved vitality of plant propagation material, also termed seed vitality; - Increased plant yield.. It was therefore an object of the present invention to provide pesticidal mixtures which solve at least one of the discussed problems as reducing the dosage rate, enhancing the spectrum of activity or combining knock-down activity with prolonged control or as to resistance management. It has been found that this object is in part or in whole achieved by the combination of active compounds defined below. The present invention relates to pesticidal mixtures comprising as active compounds 1) at least one pesticidally active anthranilamide compound of formula (I): wherein R is selected from the group consisting of H, F, C I, Br and C N; R2 is selected from the group consisting of F, CI, Br, I, CH3; R3 is selected from the group consisting of Br, CI, C HF2, CF3 and OCH2F; 4 R is C I or C F3; R5, R6 are selected independently of one another from the group consisting of hydrogen, Ci-C4-alkyl, Cs-Cs-cycloalkyl, or R and R6 together represent a C2-C7-alkylene, C2-C7-alkenylene or C 6-Cg-alkynylene chain forming together with the sulfur atom to which they are attached a 3-, 4-, 5-, 6-, 7-, 8-, 9- or 10-membered saturated, partially unsaturated or fully unsaturated ring, k is Oor l ; or a stereoisomer, salt, tautomer or N-oxide, or a polymorphic crystalline form, a co-crystal or a solvate of a compound or a stereoisomer, salt, tautomer or N-oxide thereof; and 2) at least one pesticidally active compound of formula ( II) wherein 2 R is H, Ci-C 2-alkyl, or Ci-C 2-alkoxy-Ci-C 2-alkyl; R22 is CH3, or halomethyl; 23 R is C N, C2-C6-alkyl, -C6-haloalkyl, Ci-C 2-alkoxy-Ci-C 2-alkyl, C2-C6-alkenyl and C2- C 6-alkynyl, C3-C6 -cycloalkyl, Cs-Ce-cycloalkenyl, Ci-C6-alkoxy, wherein the C-atoms may be unsubstituted, or partially or fully substituted by Ra; R24 is Ci-C4-alkyl, or a group mentioned for R23; or R23 and R24 may together form a five- to six-membered carbocycle, which may be substituted by Ra; R25 is H, or a group mentioned for R24 ; a R is halogen, CN, Ci-C2-alkyl, Ci-C2-haloalkyl, Ci-C4 -alkoxy, Ci-C2-haloalkoxy, and the stereoisomers, salts, tautomers and N-oxides thereof; in synergistically effective amounts. The compounds of formula (I) are also referred to as compounds of formula I or compounds I. The compounds of formula (II) are also referred to as compounds of formula II or compounds II. Both compounds of formula (I) and compounds of formula (II) are referred to as "compound(s) of the present invention". Moreover, it has been found that simultaneous, that is joint or separate, application of one or more active compound(s) I and one or more compound(s) II or successive application (that is immediately one after another and thereby creating the mixture "in-situ" on the desired location, as e.g. the plant) of one or more active compound(s) I and one or more active compound(s) II allows enhanced control of pests compared to the control rates that are possible with the individual compounds. Therefore, the term "mixture" as used herein is intended to include also combinations. The present invention also provides methods for the control of insects, acarids or nematodes comprising contacting the insect, acarid or nematode or their food supply, habitat, breeding grounds or their locus with a pesticidally effective amount of mixtures of at least one active compound I with at least one active compound II. Moreover, the present invention also relates to a method of protecting plants from attack or infestation by insects, acarids or nematodes comprising contacting the plant, or the soil or water in which the plant is growing, with a pesticidally effective amount of a mixture of at least one active compound I with at least one active compound II. The invention also provides a method for the protection of plant propagation material, preferably seeds, from soil insects and of the seedlings' roots and shoots from soil and foliar insects which comprises contacting the plant progagation material as e.g. the seeds before sowing and/or after pregermination with a pesticidally effective amount of a mixture of at least one active compound I with at least one active compound II. The invention also provides seeds comprising a mixture of at least one active compound I with at least one active compound II. The invention also provides pesticidal compositions, comprising a liquid or solid carrier and a mixture of at least one active compound I with at least one active compound II.