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WO 2013/113577 Al 8 August 2013 (08.08.2013) P O P C T

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WO 2013/113577 Al 8 August 2013 (08.08.2013) P O P C T (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 2013/113577 Al 8 August 2013 (08.08.2013) P O P C T (51) International Patent Classification: (74) Common Representative: BASF SE; 67056 Ludwig A01N 25/00 (2006.01) A01N 57/14 (2006.01) shafen (DE). A0 43/22 (2006.01) A0 63/00 (2006.01) (81) Designated States (unless otherwise indicated, for every A01N 49/00' (2006.01) A01P 7/04 (2006.01) kind of national protection available): AE, AG, AL, AM, A0 51/00 (2006.01) A01N 25/02 (2006.01) AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, A01N 55/ 0 (2006.01) A01N 25/04 (2006.01) BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DK, DM, (21) International Application Number: DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, PCT/EP2013/05 1033 HN, HR, HU, ID, IL, IN, IS, JP, KE, KG, KM, KN, KP, KR, KZ, LA, LC, LK, LR, LS, LT, LU, LY, MA, MD, (22) International Filing Date: ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, 2 1 January 2013 (21 .01 .2013) NO, NZ, OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, (25) Filing Language: English RW, SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, (26) Publication Language: English ZM, ZW. (30) Priority Data: (84) Designated States (unless otherwise indicated, for every 61/592,009 30 January 2012 (30.01.2012) US kind of regional protection available): ARIPO (BW, GH, (71) Applicant: BASF SE [DE/DE]; 67056 Ludwigshafen GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, SZ, TZ, (DE). UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, TJ, TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, DK, (72) Inventors: TARANTA, Claude; HahnenfuBweg 8, 76297 EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, LV, Stutensee (DE). MULLER, Helmut; Waschgasse 22, MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, SM, 67256 Weisenheim (DE). STUTZ, Susanne; Am TR), OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, Monchgarten 20, 69469 Weinheim (DE). WEIN- ML, MR, NE, SN, TD, TG). MULLER, Egon; Hans-Sachs-StraBe 2, 67 117 Limburger- Published: hof (DE). AUSTIN, James, W.; 1173 Trentini Avenue, Wake Forest, NC 27587 (US). — with international search report (Art. 21(3)) (54) Title: ADJUVANT CONTAINING POLYORGANOSILOXANE AND ORGANIC SOLVENT FOR PREPARING A LARVI CIDAL TANK ΜΓΧ (57) Abstract: Adjuvant containing polyorganosiloxane and organic solvent for preparing a larvicidal tank mix The present inven tion relates to a method for controlling insects comprising the steps of preparing a tankmix by mixing a larvicide and a liquid ad - juvant, wherein the adjuvant is essentially free of the larvicide and contains at least 1 wt% polyorganosiloxane, and at least 20 wt% synthetic organic solvent; and applying the tankmix on a water surface. The invention further relates to a liquid adjuvant for prepar ing a larvicidal tankmix, wherein the adjuvant is essentially free of a larvicide and contains at least 1 wt% polyorganosiloxane, and at least 20 wt% synthetic organic solvent. Finally, it relates to a method for preparing said adjuvant, comprising mixing the polyor ganosiloxane and the synthetic organic solvent. Adjuvant containing polyorganosiloxane and organic solvent for preparing a larvicidal tank mix Description The present invention relates to a method for controlling insects comprising the steps of prepar ing a tankmix by mixing a larvicide and a liquid adjuvant, wherein the adjuvant is essentially free of the larvicide and contains at least 1 wt% polyorganosiloxane, and at least 20 wt% synthetic organic solvent; and applying the tankmix on a water surface. The invention further relates to a liquid adjuvant for preparing a larvicidal tankmix, wherein the adjuvant is essentially free of a larvicide and contains at least 1 wt% polyorganosiloxane, and at least 20 wt% synthetic organic solvent. Finally, it relates to a method for preparing said adjuvant, comprising mixing the poly- organosiloxan and the synthetic organic solvent. Combinations of preferred embodiments with other preferred embodiments are within the scope of the present invention. The control of aquatic insects by silicon polymers is an important tool in public health manage ment. WO 2008/014566 discloses a composition for the protection of a body of water comprising 5 to 95 wt% silicone polymer, zero to 90 wt% carrier material and greater than zero to 20 wt% sur- factant. This composition protects the liquid/gas interface from insect infestations and disrupts the mosquito lifecycle. Object of the present invention was to overcome the disadvantages of the state of the art. The object was solved by a method for controlling insects comprising the steps of preparing a tankmix by mixing a larvicide and a liquid adjuvant, wherein the adjuvant is essentially free of the larvicide and contains at least 1 wt% polyorganosiloxane, and at least 20 wt% synthetic o r ganic solvent; and applying the tankmix on a water surface. In another embodiment, the method for controlling insects comprises the steps of preparing a tankmix by mixing a larvicide and a liquid adjuvant, wherein the adjuvant consists of at least 1 wt% polyorganosiloxane, at least 20 wt% synthetic organic solvent, and optionally formulation additives; and applying the tankmix on a water surface. The object was also solved by a liquid adjuvant for preparing a larvicidal tankmix, wherein the adjuvant is essentially free of a larvicide and contains at least 1 wt% polyorganosiloxane, and at least 20 wt% synthetic organic solvent. In another embodiment, the liquid adjuvant for preparing a larvicidal tankmix consists of at least 1 wt% polyorganosiloxane, at least 20 wt% synthetic organic solvent, and optionally formulation additives. Polyorganosiloxanes are polymers, in which silicon atoms are linked via oxygen atoms, each silicon atom bearing one or several organic groups. They are also known as silicones and re viewed by Moretto et al., Ullmann's Encyclopedia of Industrial Chemistry, 2000, Keyword "S ili cones". The organo groups of the polyorganosiloxane comprise alkyl, aryl and/or polymeric groups. The polyorganosiloxane may be linear, cyclic (like trisiloxanes), branched or crosslinked. In a first preferred embodiment, the organo groups of the polyorganosiloxane comprise (preferably con sist of) alkyl, and/or aryl groups. In a second preferred embodiment, the organo groups of the polyorganosiloxane comprise polymeric groups in addition to alkyl and/or aryl groups. Examples of alkyl groups are C1-C12 alkyl, preferably methyl. Examples of aryl groups are phe nyl or substituted phenyl groups, preferably phenyl. In particular, the polyorganosiloxane com prises polydimethylsiloxane (also known as dimethicone). The chemical composition of polydi- methylsiloxane is generally represented by the formula (CH3)3SiO[SiO(CH3)2]nSi(CH3)3. The n has usually a value of at least 3, preferably at least 5. The value of n may be up to 5000, prefer ably up to 2000. Polydimethylsiloxanes are commercially available, e.g. from Dow Corning as Xiameter® PMX-200. Preferred polymeric groups are polyether. Such compounds are also known as polyorga nosiloxane-polyether. Typically, the polyether contains poly(ethylene oxide), poly(propylene oxide), or poly(ethylene oxide - co - propylene oxide), wherein the latter may be a statistical or block copolymer of the alkylene oxides. The polyorganosiloxane-polyether may be present as linear, branched or comb type polymers. The polymers may have a Si-O-C as well as Si-C link- ages between the polysiloxane and the polyether segment. Examples of polyorganosiloxane- polyether are known from Moretto et al., Ullmann's Encyclopedia of Industrial Chemistry, 2000, Keyword "Silicones", chapter 6.1 , especially in Table 9 . Polyorganosiloxane-polyethers are commercially available, e.g. the Dow Corning® types Q4-3667 (ABA block polymer), 5103 S ur factant (graft polymer), Q2-521 1 Superwetting Agent (trisiloxane), or from Evonik Break-thru® S 240 (trisiloxane), or Break-thru® OE (graft polymer). The viscosity of the polyorganosiloxane may vary from 10 to 50.000 cSt, preferably from 40 to 15.000 cSt. Mixtures of polyorganosiloxanes may be used or a single type of polyorganosiloxane. Prefera bly, at least two different polyorganosiloxanes are used. Preferred mixtures comprise a polydi methylsiloxane and a polyorganosiloxane-polyether. Usually, the ratio of polydimethylsiloxane to polyorganosiloxane-polyether is in the range from 50 to 1 to 1 to 10, preferably from 10 to 1 to 1 to 2 , and in partucular from 5 to 1 to 2 to 1. Most preferably, the polyorganosiloxane contains (in particular consists of) a polyorganosilox ane-polyether. The adjuvant may contain from 1 to 50 wt% polyorganosiloxanes in total. Preferably, it contains from 5 to 30 wt% polyorganosiloxanes in total, in particular from 10 to 20 wt%. Larvicides are typically insecticides which kill larvae, for example mosquito larvae. Repellents are usually not considered larvicides. Repellents may repel insects, but do not directly harm the body of the insect. Examples are synthetic larvicides (such as temephos, dinetofuran, difluben zuron, spinosad or methopren) and microbial larvicides (such as Bacillus thuringiensis, Bacillus thuringiensis israelensis, Bacillus sphaericus). Larvicides are commercially available, such as under the brand names Altosid® (methoprene), Abate® (temephos), GF-120 NF Naturalyte® Fruit Fly Bait (mixture of spinosad A & D), Aquabac® (Bacillus thuringiensis israelensis), or Fourstar® (Bacillus sphaericus). In one form the larvicide contains temephos, spinozad, dineto furan, methopren, Bacillus thuringiensis, Bacillus thuringiensis israelensis, or Bacillus sphaeri cus. Preferably, the larvicide is a synthetic larvicide, such as temephos, dinetofuran, diflubenzuron or methopren. In particular, the larvicide is temephos.
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