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WO 2018/011056 Al 18 January 2018 (18.01.2018) W !P O PCT (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 2018/011056 Al 18 January 2018 (18.01.2018) W !P O PCT (51) International Patent Classification: (81) Designated States (unless otherwise indicated, for every A 37/22 (2006.01) A01P 7/00 (2006.01) kind of national protection available): AE, AG, AL, AM, A01P 5/00 (2006.01) A01N 37/46 (2006.01) AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DJ, DK, DM, DO, (21) International Application Number: DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, PCT/EP20 17/066975 HR, HU, ID, IL, IN, IR, IS, JO, JP, KE, KG, KH, KN, KP, (22) International Filing Date: KR, KW, KZ, LA, LC, LK, LR, LS, LU, LY, MA, MD, ME, 06 July 2017 (06.07.2017) MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SA, (25) Filing Language: English SC, SD, SE, SG, SK, SL, SM, ST, SV, SY,TH, TJ, TM, TN, (26) Publication Language: English TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. (30) Priority Data: (84) Designated States (unless otherwise indicated, for every 16179088.6 12 July 2016 (12.07.2016) EP kind of regional protection available): ARIPO (BW, GH, GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, ST, SZ, TZ, (71) Applicant: BASF AGROCHEMICAL PRODUCTS UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, TJ, B.V. [NL/NL]; Groningensingel 1, 6835 EA Arnhem (NL). TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, DK, (72) Inventors: REINHARD, Robert; Berwartsteinstrasse 6, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, LV, 671 17 Limburgerhof (DE). SIKULJAK, Tatjana; Sophien MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, SM, Strasse 18, 68165 Mannheim (DE). BINDSCHAEDLER, TR), OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, Pascal; Gartenstr. 34a, 67354 Roemerberg (DE). KOER- KM, ML, MR, NE, SN, TD, TG). BER, Karsten; Hintere Lisgewann 26, 69214 Eppelheim (DE). LANGEWALD, Juergen; Joseph-Haydn-Strasse Published: 3-5, 68165 Mannheim (DE). — with international search report (Art. 21(3)) (74) Agent: BASF IP ASSOCIATION; BASF SE, G-FLP - C006, 67056 Ludwigshafen (DE). (54) Title: PESTICIDALLY ACTIVE MIXTURES (I) o (la) © 00 (57) Abstract: The present invention relates to pesticidal mixtures comprising a pesticidally active compound I selected from a) com pound a) of formula (I), b) compound b) of formula (la), c) mixtures comprising compounds a) and b), and at least one further pesticidal o active ingredient. 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. Pesticidally active mixtures The present invention relates to mixtures of active ingredients having synergistically enhanced action and to methods comprising applying said mixtures. The present invention relates to pesticidal mixtures comprising as active compounds 1) at least one compound I selected from a) compound a) of formula (I) compound b) of formula (la) and c) mixtures comprising compounds a) and b), or the tautomers, enantiomers, diastereomers, or salts thereof; and 2) one or more pesticidally active compounds II selected from the group of of fo rm u l of formula 11.2 (II.2) of formula 11.3-1 o r II.3-2 (11.3-1 ) (II.3-2) wherein the moiety -C(0)NHR 115 in compounds 11.5-1 to II. 5-4 is connected to position 4 of the indazole moiety and wherein the moiety -C(0)NHR 5 in compounds II. 5-5 to 11.5-10 is connected to position 5 of the indazole moiety; 2.6. a compound of formula 11.6 2.7. compound II. 7 N-[4-chloro-3-(cyclopropylcarbamoyl)phenyl]-2-methyl-5-(1 , 1 ,2,2,2- pentafluoroethyl)-4-(trifluoromethyl)pyrazole-3-carboxamide; 2.8. compound 11. 8 N-[4-chloro-3-[(1-cyanocyclopropyl)carbamoyl]phenyl]-2-methyl-5- ( 1 , 1 ,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazole-3-carboxamide; 2.9. compound II. 9 acynonapyr; 2.10. compound 11.10 benzpyrimoxan; 2.1 1. compound 11.1 1 2-chloro-N-(1-cyanocyclopropyl)-5-[1-[2-methyl-5-(1 , 1 ,2,2,2-pen- tafluoroethyl)-4-(trifluoromethyl)pyrazol-3-yl]pyrazol-4-yl]benzamide; in a pesticidally effective amount. The asterisk "* " denotes the bond in the group, which forms the connection to the rest of the molecule. In a preferred embodiment, the invention relates to pesticidal mixtures comprising as active compounds at least one compound I selected from compound a), compound b), and mixtures comprising a) and b) and at least one compound II as defined above, in synergisticaly effective amounts. Preferred as compound I is compound a) of formula (I). Compound a) of formula (I) is also known as broflanilide. 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 o r avoid unfavorable environmental o r 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 applica- tion of a n individual pesticidal compound leads in many cases to a rapid selection of pests which have developed natural o r adapted resistance against the active compound in question. Therefore there is a need for pest control agents that help prevent o r overcome resistance in¬ duced by pesticides. Furthermore, there is a desire for pesticide compounds o r combination of compounds, which when applied improve plants, which may result in "plant health", "vitality of plant propaga¬ tion material" o r "increased plant yield". It is therefore a n object of the present invention to provide agricultural combinations which solves one o r 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 a n 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 o r combining knock-down activity with prolonged control o r as to resistance manage¬ ment. It has been found that this object is in part o r in whole achieved by the combination of active compounds as defined herein. A s used herein, the term "mixture(s) of the present invention" o r "mixture(s) according to the in¬ vention" refers to the mixtures comprising - compound I selected from compound a) of formula (I), compound b) of formula (la), and mixtures comprising compounds a ) and b) as defined above, which are also referred to as "compound(s) I", and compound(s) of formula (II) as defined above, i.e. compounds of formula (11.1), (N-2), (N.3.), (II.4), (II.5), (II.6), o r compounds II.7, II.8, II.9, 11.10, o r 11.1 1, which are also re- ferred to as "compound(s) of formula II" o r "compound(s) II". The compounds I and the compounds II are understood to include their salts, tautomers, stereo¬ isomers, and N-oxides. The present invention relates to a mixture of at least one compound I of the present invention , preferably compound a) of formula (I), with at least one mixing partner II as defined above. In one embodiment, the invention relates to binary mixtures of one compound I with one mixing partner II as defined above as compound II. Preferred weight ratios for such binary mixtures are from 5000: 1 to 1:5000, preferably from 1000: 1 to 1:1000, more preferably from 100: 1 to 1:100, particularly preferably from 10 :1 to 1:10 . In such binary mixtures, compounds I and II may be used in equal amounts, or an excess of compound I, or an excess of compound II may be used. In the mixtures of the present invention, the ingredients may be used sequentially or in combination with each other, if appropriate also added only immediately prior to use (tank mix). For example, the plant(s) may be sprayed with compound II either before or after being treated with compound I. Depending on the substitution pattern, the compounds of the present invention may have one or more centers of chirality, in which case they are present as mixtures of enantiomers or diastere- omers. The invention provides both the pure enantiomers or pure diastereomers of the com pounds of the present invention, and their mixtures and the use according to the invention of the pure enantiomers or pure diastereomers of the compounds of the present invention or their m ix tures. Suitable compounds of the formula of the present invention also include all possible geo- metrical stereoisomers (cis/trans isomers) and mixtures thereof. Cis/trans isomers may be pre sent with respect to an alkene, carbon-nitrogen double-bond, nitrogen-sulfur double bond or amide group.
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