专利摘要:
The present invention relates to a method comprising treating plant propagation material with at least sticker selected from specific acrylate co-copolymers, to seed dressing formulations comprising such stickers and to plant propagation material coated with such stickers.
公开号:AU2010209778A1
申请号:U2010209778
申请日:2010-01-26
公开日:2011-08-18
发明作者:Doris Hofscheuer;Rafel Israels;Andreas Landes;Ulf Schlotterbeck
申请人:BASF SE;
IPC主号:A01N25-24
专利说明:
WO 2010/086303 PCT/EP2010/050856 1 Method for dressing seeds One of the problems occurring with plant propagation materials treated with formula tions comprising pesticides is dust development, which can lead to environmental prob 5 lems. Dust is generated all the times plant propagation materials are moved after drying - i.e. at the bagging ("Absackung") of the plant propagation materials, during handling and transportation of the plant propagation materials and during sowing. 10 Besides parts from the plant propagation materials (rubbed off during handling), other plant parts like spelt parts that were not fully removed during plant propagation material cleaning, the dust may comprise partly also pesticides present in the seed treatment formulation rubbed off during handling of treated plant propagation materials. 15 To avoid or reduce the development of dust comprising pesticides, seed treatment for mulation often comprise specified polymers (sticker) that ensure adhesion of the pesti cides to the respective plant propagation material. In addition, stickers may negatively influence properties of the treated seed important 20 to the customer, such as unwanted accumulation (clustering) of plant propagation ma terial parts, which has direct impact on the flowability of the plant propagation materi als. Potential consequences of negatively affected flowablilty are problems with plant 25 propagation material handling in the factory (transport, bagging, e.g. for processes used for cereals) and/or reduction of "sowability", i.e. the precision of the planting with state of the art machinery (pneumatic sowing machines as used for row crops like corn, soybean or sunflower). The last part is very important for row crops, whereas the plant propagation material 30 flow in the factory is more of an issue with cereals. A further problem is that the amount of liquid that can be applied to the plant propaga tion material is limited. Therefore, there is a need for stickers with high performance at low dose rates. 35 A further problem that may occur with stickers is the adhesion of the formulation not only to the plant propagation materials, but also to the machineries used in seed treat ment, leading to more effort needed for machine cleaning. 40 A further problem that may occur with stickers is that they negatively affect the seed vitality. Seed vitality (vigor) manifests itself in a variety of factors. Examples of factors which are manifestations of the plant's vitality are: WO 2010/086303 PCT/EP2010/050856 2 (a) overall visual appearance; (b) root growth and/or root development; (c) size of the leaf area; (d) intensity of the leaves' green coloration; 5 (e) number of dead leaves in the vicinity of the ground; (f) plant height; (g) plant weight; (h) growth rate; (i) plant stand density; 10 (j) germination behavior; (k) emergence behavior; (1) shoot number; (m) shoot type (quality and productivity) (n) toughness of the plant, for example resistance to biotic or abiotic stress; 15 (o) presence of necroses; (p) senescence behavior. Preferably, the term " Seed vitality (vigor)" denotes plant stand density, storability of seeds and/or germination behavior. 20 A further object of various efforts in crop protection is to increase the yield of plants. "Yield" is to be understood as any plant product of economic value that is produced by the plant such as grains, fruits in the proper sense, vegetables, nuts, grains, seeds, wood (e.g. in the case of silviculture plants) or even flowers (e.g. in the case of garden 25 ing plants, ornamentals). The plant products may in addition be further utilized and/or processed after harvesting. According to the present invention, "increased yield" of a plant, in particular of an agri cultural, silvicultural and/or horticultural plant, preferably agricultural plant means that 30 the yield of a product of the respective plant is increased by a measurable amount over the yield of the same product of the plant produced under the same conditions, but without the application of the mixture according to the invention. Increased yield can be characterized, among others, by following improved properties 35 of the plant: - increased plant weight - increased plant height - increased biomass such as higher overall fresh weight (FW) - higher grain yield 40 - more tillers - larger leaves increased shoot growth WO 2010/086303 PCT/EP2010/050856 3 - increased protein content - increased oil content - increased starch content - increased pigment content. 5 According to the present invention, the yield is increased by at least 2 %, preferable by at least 4 %, more preferred by at least 8 %, even more preferred by at least 16 %). Although there are several sticker described in prior art partially fulfilling these needs 10 (see for example US 20080103044), there is the constant need to improve the overall properties of seed treatment formulations. Thus, the object of the present invention was to provide seed treatment formulations comprising stickers enabling dust reduction in combination with a maintenance or im 15 provement of seed vitality (vigor) - in particular plant stand density, storability of seeds and/or germination behavior - and/or satisfactory flowability and/or little adhesion of the resulting formulation on machineries used in the seed treatment process and/or reduc tion of dose rate and/or increasing the yield. 20 The object is solved by a method comprising treating plant propagation material, pref erably seeds with at least one sticker as defined below. This method provides reduction of dust. Preferably, besides reduction of dust, the method also preferably provides 25 1) maintaining or improving the seed vitality (vigor), in particular plant stand den sity, storability of seeds and/or germination behaviour; and/or 2) maintaining flowability of the treated seeds and/or 3) reducing adhesion of the resulting formulation on machineries used in the seed treatment process and/or 30 4) reducing the dose rate of the sticker compared to current standards; and/or 5) increasing the yield of plants. Preferably, the sticker is applied in combination with at least one pesticide. Herein, the sticker and the at least one pesticide are applied simultaneously, that is jointly or sepa 35 rately, or in succession. The sticker comprises a) at least one comonomer a) chosen from the group of acrylic acid, methacrylic acid or acrylamide; and 40 b) at least one comonomer b) chosen from methyl methacrylate, methyl acrylate or styrene; and c) at least one comonomer c) chosen from n-butyl acrylate or 2-ethylhexyl acrylate; WO 2010/086303 PCT/EP2010/050856 4 in polymerized form. This embodiment of the sticker is hereinafter referred to as "sticker I". 5 In a preferred embodiment, the sticker comprises a) comonomer a) chosen from methacrylic acid or acrylamide or mixtures of acrylic acid and acrylamide; and b) comonomer b) chosen from methyl methacrylate, methyl acrylate or styrene; and c) comonomer c) chosen from n-butyl acrylate or 2-ethylhexyl acrylate; 10 in polymerized form. This embodiment is hereinafter referred to as "sticker II". In a further preferred embodiment, the sticker comprises 15 a) comonomer a) chosen from acrylic acid or methacrylic acid; and b) comonomer b) chosen from methyl methacrylate or methyl acrylate; and c) comonomer c) chosen from n-butyl acrylate or 2-ethylhexyl acrylate; in polymerized form. 20 This embodiment is hereinafter referred to as "sticker Ill". In a more preferred embodiment, the sticker comprises a) comonomer a) chosen from methacrylic acid or acrylamide or a mixture of acrylic acid and acrylamide; and 25 b) comonomer b) chosen from methyl methacrylate or methyl acrylate; and c) comonomer c) chosen from n-butyl acrylate or 2-ethylhexyl acrylate, wherein co monomer c) is preferably n-butyl acrylate; in polymerized form. 30 This embodiment is hereinafter referred to as "sticker IV". In a further more preferred embodiment, the sticker comprises a) comonomer a) chosen from acrylamide, or a mixture of acrylic acid and acryla mide; and 35 b) styrene as comonomer b); and c) comonomer c) chosen from n-butyl acrylate or 2-ethylhexyl acrylate, wherein co monomer c) is preferably n-butyl acrylate; in polymerized form. 40 This embodiment is hereinafter referred to as "sticker V". In a further more preferred embodiment, the sticker comprises WO 2010/086303 PCT/EP2010/050856 5 a) comonomer a) chosen from acrylic acid; and b) comonomer b) chosen from methyl methacrylate and methyl acrylate, preferably methyl acrylate; and c) comonomer c) chosen from n-butyl acrylate or 2-ethylhexyl acrylate, wherein co 5 monomer c) is preferably n-butyl acrylate; in polymerized form. This embodiment is hereinafter referred to as "sticker VI". 10 Preferably, the glass transition temperature (Tg) of sticker 1, 11, 111, IV, V and VI is be tween -30 to +30'C, more preferably -15 to +30'C, in particular of -12 to +28'C. The glass transition temperature of the polymers is determined by differential scanning calorimeter (DSC). All samples were dried at 1 10 C for one hour to eliminate the effect of water/solvent on Tg of copolymers. DSC sample size is about 10-15 mg. The meas 15 urement is usually carried out from -1 00 0 C to 1 00 0 C at 20'C/min under N 2 atomosphere. The Tg is determined by midpoint of the transition region. In an utmost preferred embodiment, the sticker comprises a) a mixture of acrylic acid and acrylamide as comonomer a); and 20 b) styrene as comonomer b); and c) n-butyl acrylate as comonomer c; in polymerized form and has preferably a Tg between of -30 to +30'C, more preferably of -20 to +28'C, in particular +15 to +28'C. 25 This embodiment is hereinafter referred to as "sticker VII". In an utmost preferred embodiment, the sticker comprises a) methacrylic acid as comonomer a); and b) methyl methacrylate as comonomer b); and 30 c) n-butyl acrylate as comonomer c); in polymerized form and has preferably a Tg between of -30 to +30'C, more preferably of -20 to +28'C, in particular -15 to +10 0 C. This embodiment is hereinafter referred to as "sticker VIII". 35 Sticker I, sticker II, sticker Ill, sticker IV, sticker V, sticker VI, sticker VII and sticker VIII are herein below referred to as "sticker according to the invention" Preferably, the sticker according to the invention comprises 0.05 to 20% by weight, 40 preferably 0.1 to 10% by weight, in particular 0.5 to 8% by weight of comonomer a).
WO 2010/086303 PCT/EP2010/050856 6 Preferably, the sticker according to the invention comprises 10 to 90% by weight, pref erably 15 to 70% by weight, more preferably 18 to 55% by weight, in particular 20 to 55 % by weight % by weight of comonomer b). 5 Preferably, the sticker according to the invention comprises 10 to 90% by weight, pref erably 40 to 85% by weight of comonomer c). All embodiments of the stickers set forth above are hereinbelow referred to as "sticker according to the invention". 10 The sticker according to the present invention can be prepared according to methods known in the art, for example in analogy to the processes described in EP 1077237 A, EP 0810274 A or US 6790272. 15 The present invention also relates to the use of a sticker according to the invention for the treatment of seeds. In a preferred embodiment, the sticker is present in the form of an aqueous dispersion. As a result of their preparation, stickers present in form of an aqueous dispersion gen 20 erally contain emulsifiers which serve to stabilize the polymer particles in the aqoeus dispersion. Thus, they may comprise at least one anionic emulsifier and/or at least one nonionic emulsifier. Appropriate emulsifiers are the compounds commonly used for such purposes. An overview of appropriate emulsifiers can be found in Houben-Weyl, Methoden der organischen Chemie, volume XIV/1, Makromolekulare Stoffe [Macromo 25 lecular Substances], Georg-Thieme-Verlag, Stuttgart, 1961, pp. 192-208. Preferred anionic emulsifiers include alkali metal salts and ammonium salts, especially the sodium salts, of alkyl sulfates (wherein the alkyl moiety is C 8
-C
2 o-alkyl), of sulfuric monoesters with ethoxylated alkanols (average degree of ethoxylation: from 2 to 50, 30 alkyl moiety: C10 -C 20 ), and of alkylsulfonic acids (alkyl moiety: C 1 0
-C
2 0 ), and also mono- and di-(C.sub.4 -C.sub.24 alkyl)diphenyl ether disulfonates of the formula I R1 R2 R4 R2 so 3 X S03y 35 in which R 1 and R 2 are hydrogen or C 4
-C
24 alkyl, preferably C 8
-C
16 alkyl, but are not simultaneously hydrogen, and X and Y may be alkali metal ions and/or ammonium ions. It is common to use technical mixtures containing a fraction of from 50 to 90% by weight of monoalkylated product, an example being Dowfax*2A1 (R 1
=C
12 alkyl; DOW WO 2010/086303 PCT/EP2010/050856 7 CHEMICAL). The compounds I are general knowledge, for example, from U.S. Pat. No. 4,269,749, and are obtainable commercially. Further preferred anionic emulsifiers are the C 10
-C
1 8 alkyl sulfates and the sulfates of 5 ethoxylated C 10
-C
20 alkanols having a degree of ethoxylation of :5, and also the mono- and di(C 8
-C
16 )diphenyl ether disulfonates. In general, the aqueous dispersion may comprise from 0.1 to 5% by weight, preferably from 0.5 to 3% by weight, and in particular from about 1 to 2% by weight, of anionic 10 emulsifiers, based on the total weight of the binder. Preferred nonionic emulsifiers are aliphatic nonionic emulsifiers, examples being eth oxylated long-chain alcohols (average degree of ethoxylation: from 3 to 50, alkyl: C 8 C 36 ) and polyethylene oxide/polypropylene oxide block copolymers. Preference is given 15 to ethoxylates of long-chain alkanols (alkyl: C10 -C 2 2 , average degree of ethoxylation: from 3 to 50) and, of these, particular preference to those based on naturally occurring alcohols or oxo alcohols having a linear or branched C 12
-C
18 alkyl radical and a de greee of ethoxylation of from 8 to 50. Particularly preferred nonionic emulsifiers are the ethoxylates of oxo alcohols having a branched C 10
-C
16 alkyl radical and an average 20 degree of ethoxylation in the range from 8 to 20, and also fatty alcohol ethoxylates hav ing a linear C 14
-C
18 alkyl radical and an average degree of ethoxylation in the range from 10 to 30. Nonionic emulsifiers are used normally in an amount of from 0.1 to 5% by weight, in particular from 0.3 to 3% by weight, and especially in the range from 0.5 to 2% by weight, based on the total weight of the binder. Preferably, the total amount of 25 anionic and nonionic emulsifier will not exceed 5% by weight, based on the total weight of the binder, and in particular is in the range from 0.5 to 4% by weight. The particle sizes of the sticker if present in the form of a dispersion given here are weight-average particle sizes, such as can be determined by dynamic light scattering. 30 Methods for this are familiar to a person skilled in the art, for example from H. Wiese in D. Distler, Wassrige Polymerdispersionen [Aqueous polymer dispersions], Wiley-VCH, 1999, chapter 4.2.1, p. 40ff, and the literature cited therein, and also H. Auweter and D. Horn, J. Colloid Interf. Sci., 105 (1985), 399, D. Lilge and D. Horn, Colloid Polym. Sci., 269 (1991), 704, or H. Wiese and D. Horn, J. Chem. Phys., 94 (1991), 6429. The 35 particle size of the sticker according to the invention is from 5 to 800 nm, preferably 10 to 200 nm. The term "plant propagation material" is to be understood to denote all the generative parts of the plant such as seeds and vegetative plant material such as cuttings and 40 tubers (e. g. potatoes), which can be used for the multiplication of the plant. This in cludes seeds, roots, fruits, tubers, bulbs, rhizomes, shoots, sprouts and other parts of plants, including seedlings and young plants, which are to be transplanted after germi- WO 2010/086303 PCT/EP2010/050856 8 nation or after emergence from soil. These young plants may also be protected before transplantation by a total or partial treatment by immersion or pouring. Preferably, the term plant seed denotes seeds. 5 Useful for the present invention is the seed of various cultivated plants, for example cereals such as wheat, rye, barley, triticale, oats or rice; beet, e. g. sugar beet or fodder beet; fruits, such as pomes, stone fruits or soft fruits, e. g. apples, pears, plums, peaches, almonds, cherries, strawberries, raspberries, blackberries or gooseberries; leguminous plants, such as lentils, peas, alfalfa or soybeans; oil plants, such as rape, 10 oil seed rape / canola, mustard, olives, sunflowers, coconut, cocoa beans, castor oil plants, oil palms, ground nuts or soybeans; cucurbits, such as squashes, cucumber or melons; fiber plants, such as cotton, flax, hemp or jute; citrus fruit, such as oranges, lemons, grapefruits or mandarins; vegetables, such as spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, cucurbits or paprika; lauraceous plants, 15 such as avocados, cinnamon or camphor; energy and raw material plants, such as corn, soybean, rape, sugar cane or oil palm; corn; tobacco; nuts; coffee; tea; bananas; vines (table grapes and grape juice grape vines); hop; turf; natural rubber plants or ornamental and forestry plants, such as flowers, shrubs, broad-leaved trees or ever greens, e. g. conifers, preferably corn, sunflower, cereals such as wheat, rye, barley, 20 triticale, oats or rice, soybean, cotton, oil seed rape / canola more preferably corn, sun flower, soybean, cereals such as wheat, rye, barley, triticale, oats or rice. The term "cultivated plants" is to be understood as including plants which have been modified by breeding, mutagenesis or genetic engineering including but not limiting to 25 agricultural biotech products on the market or in development (cf. http://www.bio.org/speeches/pubs/er/agri-products.asp). Genetically modified plants are plants, which genetic material has been so modified by the use of recombinant DNA techniques that under natural circumstances cannot readily be obtained by cross breeding, mutations or natural recombination. Typically, one or more genes have been 30 integrated into the genetic material of a genetically modified plant in order to improve certain properties of the plant. Such genetic modifications also include but are not lim ited to targeted post-transtional modification of protein(s), oligo- or polypeptides e. g. by glycosylation or polymer additions such as prenylated, acetylated or farnesylated moie ties or PEG moieties. 35 Plants that have been modified by breeding, mutagenesis or genetic engineering, e. g. have been rendered tolerant to applications of specific classes of herbicides, such as hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors; acetolactate synthase (ALS) inhibitors, such as sulfonyl ureas (see e. g. US 6,222,100, WO 01/82685, WO 00/26390, WO 97/41218, WO 98/02526, WO 98/02527, WO 04/106529, 40 WO 05/20673, WO 03/14357, WO 03/13225, WO 03/14356, WO 04/16073) or imida zolinones (see e. g. US 6,222,100, WO 01/82685, WO 00/026390, WO 97/41218, WO 98/002526, WO 98/02527, WO 04/106529, WO 05/20673, WO 03/014357, WO 03/13225, WO 03/14356, WO 04/16073); enolpyruvylshikimate-3-phosphate syn- WO 2010/086303 PCT/EP2010/050856 9 thase (EPSPS) inhibitors, such as glyphosate (see e. g. WO 92/00377); glutamine syn thetase (GS) inhibitors, such as glufosinate (see e.g. EP-A 242 236, EP-A 242 246) or oxynil herbicides (see e. g. US 5,559,024) as a result of conventional methods of breeding or genetic engineering. Several cultivated plants have been rendered tolerant 5 to herbicides by conventional methods of breeding (mutagenesis), e. g. Clearfield* summer rape (Canola, BASF SE, Germany) being tolerant to imidazolinones, e. g. imazamox. Genetic engineering methods have been used to render cultivated plants such as soybean, cotton, corn, beets and rape, tolerant to herbicides such as glypho sate and glufosinate, some of which are commercially available under the trade names 10 RoundupReady* (glyphosate-tolerant, Monsanto, U.S.A.) and LibertyLink® (glufosinate tolerant, Bayer CropScience, Germany). Furthermore, plants are also covered that are by the use of recombinant DNA tech niques capable to synthesize one or more insecticidal proteins, especially those known from the bacterial genus Bacillus, particularly from Bacillus thuringiensis, such as 6 15 endotoxins, e. g. CrylA(b), CrylA(c), CrylF, CrylF(a2), CryllA(b), CryllIA, CrylllB(b1) or Cry9c; vegetative insecticidal proteins (VIP), e. g. VIP1, VIP2, VIP3 or VIP3A; insecti cidal proteins of bacteria colonizing nematodes, e. g. Photorhabdus spp. or Xenorhab dus spp.; toxins produced by animals, such as scorpion toxins, arachnid toxins, wasp toxins, or other insect-specific neurotoxins; toxins produced by fungi, such Streptomy 20 cetes toxins, plant lectins, such as pea or barley lectins; agglutinins; proteinase inhibi tors, such as trypsin inhibitors, serine protease inhibitors, patatin, cystatin or papain inhibitors; ribosome-inactivating proteins (RIP), such as ricin, maize-RIP, abrin, luffin, saporin or bryodin; steroid metabolism enzymes, such as 3-hydroxysteroid oxidase, ecdysteroid-IDP-glycosyl-transferase, cholesterol oxidases, ecdysone inhibitors or 25 HMG-CoA-reductase; ion channel blockers, such as blockers of sodium or calcium channels; juvenile hormone esterase; diuretic hormone receptors (helicokinin recep tors); stilben synthase, bibenzyl synthase, chitinases or glucanases. In the context of the present invention these insecticidal proteins or toxins are to be understood ex pressly also as pre-toxins, hybrid proteins, truncated or otherwise modified proteins. 30 Hybrid proteins are characterized by a new combination of protein domains, (see, e. g. WO 02/015701). Further examples of such toxins or genetically modified plants capa ble of synthesizing such toxins are disclosed, e. g., in EP-A 374 753, WO 93/007278, WO 95/34656, EP-A 427 529, EP-A 451 878, WO 03/18810 und WO 03/52073. The methods for producing such genetically modified plants are generally known to the per 35 son skilled in the art and are described, e. g. in the publications mentioned above. These insecticidal proteins contained in the genetically modified plants impart to the plants producing these proteins tolerance to harmful pests from all taxonomic groups of athropods, especially to beetles (Coeloptera), two-winged insects (Diptera), and moths (Lepidoptera) and to nematodes (Nematoda). Genetically modified plants capable to 40 synthesize one or more insecticidal proteins are, e. g., described in the publications mentioned above, and some of which are commercially available such as YieldGard* (corn cultivars producing the CrylAb toxin), YieldGard* Plus (corn cultivars producing WO 2010/086303 PCT/EP2010/050856 10 CrylAb and Cry3Bb1 toxins), Starlink* (corn cultivars producing the Cry9c toxin), Her culex* RW (corn cultivars producing Cry34Abl, Cry35Ab1 and the enzyme Phosphi nothricin-N-Acetyltransferase [PAT]); NuCOTN* 33B (cotton cultivars producing the CrylAc toxin), Bollgard* I (cotton cultivars producing the CrylAc toxin), Bollgard*| | 5 (cotton cultivars producing CrylAc and Cry2Ab2 toxins); VIPCOT* (cotton cultivars producing a VIP-toxin); NewLeaf* (potato cultivars producing the Cry3A toxin); Bt Xtra*, NatureGard*, KnockOut*, BiteGard*, Protecta*, Btl 1 (e. g. Agrisure* CB) and Bt176 from Syngenta Seeds SAS, France, (corn cultivars producing the CrylAb toxin and PAT enyzme), MIR604 from Syngenta Seeds SAS, France (corn cultivars produc 10 ing a modified version of the Cry3A toxin, c.f. WO 03/018810), MON 863 from Mon santo Europe S.A., Belgium (corn cultivars producing the Cry3Bb1 toxin), IPC 531 from Monsanto Europe S.A., Belgium (cotton cultivars producing a modified version of the CrylAc toxin) and 1507 from Pioneer Overseas Corporation, Belgium (corn cultivars producing the Cryl F toxin and PAT enzyme). 15 Furthermore, plants are also covered that are by the use of recombinant DNA tech niques capable to synthesize one or more proteins to increase the resistance or toler ance of those plants to bacterial, viral or fungal pathogens. Examples of such proteins are the so-called "pathogenesis-related proteins" (PR proteins, see, e. g. EP-A 392 225), plant disease resistance genes (e. g. potato cultivars, which express 20 resistance genes acting against Phytophthora infestans derived from the mexican wild potato Solanum bulbocastanum) or T4-lysozym (e. g. potato cultivars capable of syn thesizing these proteins with increased resistance against bacteria such as Erwinia amylvora). The methods for producing such genetically modified plants are generally known to the person skilled in the art and are described, e. g. in the publications men 25 tioned above. Furthermore, plants are also covered that are by the use of recombinant DNA tech niques capable to synthesize one or more proteins to increase the productivity (e. g. bio mass production, grain yield, starch content, oil content or protein content), toler ance to drought, salinity or other growth-limiting environmental factors or tolerance to 30 pests and fungal, bacterial or viral pathogens of those plants. Furthermore, plants are also covered that contain by the use of recombinant DNA techniques a modified amount of substances of content or new substances of content, specifically to improve human or animal nutrition, e. g. oil crops that produce health promoting long-chain omega-3 fatty acids or unsaturated omega-9 fatty acids (e. g. 35 Nexera* rape, DOW Agro Sciences, Canada). Furthermore, plants are also covered that contain by the use of recombinant DNA techniques a modified amount of substances of content or new substances of content, specifically to improve raw material production, e. g. potatoes that produce increased amounts of amylopectin (e. g. Amflora* potato, BASF SE, Germany). 40 WO 2010/086303 PCT/EP2010/050856 11 The sticker according to the present invention can be used individually or can be con verted together with at least one pesticide and formulation auxiliaries into customary formulations or can be present in a kit of parts comprising a) a sticker according to the invention as part I, and 5 b) an agrochemical formulation comprising at least one pesticide, but not compris ing the sticker according to the invention as part II. Alternatively, the sticker according to the invention can be used together with an agro chemical formulation comprising at least one pesticide, but not comprising the sticker 10 according to the invention. Herein, the sticker according to the present invention can be added to a commercial available agrochemical formulation, or applied to the seed to gether with the formulated pesticide. Herein, the sticker and the at least one pesticide,. which is present in a commercial available agrochemical formulation, can be applied simultaneously, that is jointly or separately, or in succession to the seed. 15 Examples of customary formulations useful in the field of seed treatment are, for ex ample solutions, emulsions and suspensions. The present invention furthermore comprises agrochemical formulations comprising at 20 least one pesticide and at least one sticker, wherein the sticker is (a) sticker II, preferably sticker IV or V; (b) sticker Ill, preferably sticker VI most preferably, the present invention furthermore comprises agrochemical formula tions comprising at least one pesticide and at least one sticker, wherein the sticker is 25 (c) sticker VIlI; or (d) sticker VII. A further embodiment of the present invention is a kit of parts comprising a) a sticker II or Ill as part I, and 30 b) an agrochemical formulation comprising at least one pesticide, but not compris ing the sticker II or Ill as part II; Preferably, the sticker in the kit of parts is (a) sticker IV or V; or (b) sticker VI; 35 most preferably, the sticker in the kit of parts is (c) sticker VIlI; or (d) sticker VII. The kit of part may also optionally additionally comprise one or more agrochemical 40 formulation comprising at least one pesticide, but not comprising the sticker II or Ill ac cording to the invention as part Ill (or IV or V).
WO 2010/086303 PCT/EP2010/050856 12 The respective formulations are prepared in a known manner (cf. US 3,060,084, EP-A 707 445 (for liquid concentrates), Browning: "Agglomeration", Chemical Engineering, Dec. 4, 1967, 147-48, Perry's Chemical Engineer's Handbook, 4th Ed., McGraw-Hill, New York, 1963, S. 8-57 and ff. WO 91/13546, US 4,172,714, US 4,144,050, 5 US 3,920,442, US 5,180,587, US 5,232,701, US 5,208,030, GB 2,095,558, US 3,299,566, Klingman: Weed Control as a Science (J. Wiley & Sons, New York, 1961), Hance et al.: Weed Control Handbook (8th Ed., Blackwell Scientific, Oxford, 1989) and Mollet, H. and Grubemann, A.: Formulation technology (Wiley VCH Verlag, Weinheim, 2001). 10 These formulations may also comprise besides the stickers according to the invention other auxiliaries which are customary in agrochemical formulations. The auxiliaries used depend on the particular application form and the pesticide, respectively. Examples for suitable auxiliaries are solvents, carriers, surfactants (such as dispers ants, emulsifiers, further solubilizers and adhesion agents), protective colloids, organic 15 and inorganic thickeners, bactericides, anti-freezing agents, anti-foaming agents and if appropriate colorants. Suitable solvents are water, organic solvents such as mineral oil fractions of medium to high boiling point, such as kerosene or diesel oil, furthermore coal tar oils and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, e. g. toluene, 20 xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes or their derivatives, alcohols such as methanol, ethanol, propanol, butanol and cyclohexanol, glycols, ke tones such as cyclohexanone and gamma-butyrolactone, fatty acid dimethylamides, fatty acids and fatty acid esters and strongly polar solvents, e. g. amines such as N methylpyrrolidone. 25 Carriers are mineral earths such as silicates, silica gels, talc, kaolins, limestone, lime, chalk, bole, less, clays, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, ground synthetic materials, fertilizers, such as, e. g., ammo nium sulfate, ammonium phosphate, ammonium nitrate, ureas, and products of vege table origin, such as cereal meal, tree bark meal, wood meal and nutshell meal, cellu 30 lose powders and other solid carriers. Suitable surfactants (adjuvants, wetters, dispersants or emulsifiers) are alkali metal, alkaline earth metal and ammonium salts of aromatic sulfonic acids, such as ligninsoul fonic acid (Borresperse@ types, Borregard, Norway) phenolsulfonic acid, naphthalene sulfonic acid (Morwet@ types, Akzo Nobel, U.S.A.), dibutylnaphthalene-sulfonic acid 35 (Nekal@ types, BASF, Germany),and fatty acids, alkylsulfonates, alkylarylsulfonates, alkyl sulfates, laurylether sulfates, fatty alcohol sulfates, and sulfated hexa-, hepta- and octadecanolates, sulfated fatty alcohol glycol ethers, furthermore condensates of naph thalene or of naphthalenesulfonic acid with phenol and formaldehyde, polyoxy-ethylene octylphenyl ether, ethoxylated isooctylphenol, octylphenol, nonylphenol, alkylphenyl 40 polyglycol ethers, tributylphenyl polyglycol ether, tristearylphenyl polyglycol ether, alky laryl polyether alcohols, alcohol and fatty alcohol/ethylene oxide condensates, ethoxy lated castor oil, polyoxyethylene alkyl ethers, ethoxylated polyoxypropylene, lauryl al- WO 2010/086303 PCT/EP2010/050856 13 cohol polyglycol ether acetal, sorbitol esters, lignin-sulfite waste liquors and proteins, denatured proteins, polysaccharides (e. g. methylcellulose), hydrophobically modified starches, polyvinyl alcohols (Mowiol@ types, Clariant, Switzerland), polycarboxylates (Sokolan@ types, BASF, Germany), polyalkoxylates, polyvinylamines (Lupasol@ types, 5 BASF, Germany), polyvinylpyrrolidone and the copolymers therof. Examples for thickeners (i. e. compounds that impart a modified flowability to formula tions, i. e. high viscosity under static conditions and low viscosity during agitation) are polysaccharides and organic and anorganic clays such as Xanthan gum (Kelzan@, CP Kelco, U.S.A.), Rhodopol@ 23 (Rhodia, France), Veegum@ (R.T. Vanderbilt, U.S.A.) or 10 Attaclay@ (Engelhard Corp., NJ, USA). Bactericides may be added for preservation and stabilization of the formulation. Exam ples for suitable bactericides are those based on dichlorophene and benzylalcohol hemi formal (Proxel@ from ICI or Acticide@ RS from Thor Chemie and Kathon@ MK from Rohm & Haas) and isothiazolinone derivatives such as alkylisothiazolinones and 15 benzisothiazolinones (Acticide@ MBS from Thor Chemie). Examples for suitable anti-freezing agents are ethylene glycol, propylene glycol, urea and glycerin. Examples for anti-foaming agents are silicone emulsions (such as e. g. Silikon@ SRE, Wacker, Germany or Rhodorsil@, Rhodia, France), long chain alcohols, fatty acids, 20 salts of fatty acids, fluoroorganic compounds and mixtures thereof. Suitable colorants are pigments of low water solubility and water-soluble dyes. Exam ples to be mentioned und the designations rhodamin B, solvent red 1, pigment blue 15:4, pigment blue 15:3, pigment blue 15:2, pigment blue 15:1, pigment blue 80, pig ment yellow 1, pigment yellow 13, pigment red 112, pigment red 48:2, pigment red 25 48:1, pigment red 57:1, pigment red 53:1, pigment orange 43, pigment orange 34, pig ment 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, acid red 18 = food red 7, food red 1. 30 Formulation types, which are especially useful for seed treatment are including, but not limited to soluble concentrates (LS), emulsions (ES), suspensions FS), -water dispersible powders and water-soluble powders (WS), and dustable powders (DS). The amount of pesticide in the formulation depends on the formulation type. Principally, 35 the agrochemical formulations generally comprise between 0.01 and 95%, preferably between 0.1 and 90%, most preferably between 0.5 and 90%, by weight of the pesti cide. For example, in the liquid fomulations (as set forth above), the amount of the at least 40 one pesticide is usually in the range from 2 to 70% by weight.
WO 2010/086303 PCT/EP2010/050856 14 In the solid formulations (as set forth above), the amount of the at least one pesticide is usually in the range from 10 to 70% by weight, in particular in the range from 15 to 50% by weight, based on the total weight of the solid formulation. 5 The total amount of formulation auxiliaries depends on the type of formulation used. Generally, it varies from 30 to 90% by weight, in particular from 85 to 50% by weight based on the total weight of the formulation. In particular, the amount of surfactants varies depending on the formulation type. Usu 10 ally, it is in the range from 0.1 to 20% by weight, in particular from 0,2 to 15% by weight and particularly preferably from 0,5 to 10% by weight based on the total weight of the formulation. The amount of carriers and solvents varies depending on the formulation type. Usu 15 ally, it is in the range from 1 to 90 % by weight, in particular from 10 to 60 % by weight and particularly preferably from 15 to 50 % by weight based on the total weight of the formulation. The amount of the remaining formulation auxiliaries (viscosity-modifying additives 20 (thickeners), antifoam agents, antifreeze agents, agents for adjusting the pH, stabiliz ers, anticaking agents and biocides (preservatives), colorants, stickers, fillers, and plas ticizers) varies depending on the formulation type. Usually, it is in the range from 0,1 to 60 % by weight, in particular from 0,5 to 40 % by weight and particularly preferably from 1 to 20 % by weight based on the total weight of the formulation. 25 The amount of stickers will usually not exceed 40% by weight of the formulation and preferably ranges from 1 to 40% by weight, and in particular in the range from 5 to 30% by weight, based on the total weight of the formulation. Preferably, the ratio by weight of sticker and pesticide is from 1:10 to 2:1, more preferably 1:5 to 1,5:1. 30 These formulations can be applied to plant propagation materials, particularly seeds, diluted or undiluted. The compositions in question give, after two-to-tenfold dilution, pesticide concentrations of from 0.01 to 60% by weight, preferably from 0.1 to 40% by weight, in the ready-to-use preparations. Application can be carried out before or dur 35 ing sowing. Methods for applying or treating agrochemical compounds and composi tions thereof, respectively, on to plant propagation material, especially seeds, are known in the art, and include dressing, coating, pelleting, dusting and soaking applica tion methods of the propagation material (and also in furrow treatment). In a preferred embodiment, the sticker according to the invention or formulations comprising the 40 sticker according to the invention, respectively, are applied on to the plant propagation material by a method such that germination is not induced, e. g. by seed dressing, pel leting, coating and dusting.
WO 2010/086303 PCT/EP2010/050856 15 In the treatment of plant propagation material (preferably seed), the application rates of the sticker according to the invention are generally in the range of 10 to 500g/100kg plant propagation material (preferably seed), preferably 20 - 200g/100kg plant propaga 5 tion material (preferably seed) The invention also relates to the plant propagation material (preferably seed) compris ing, that is, coated with and/or containing, a sticker according to the invention, wherein the sticker is 10 (a) sticker II, preferably sticker IV or V; or (b) sticker Ill, preferably sticker VI most preferably the sticker is (c) sticker VIlI; or (d) sticker VII. 15 The invention also relates to the plant propagation material (preferably seed) compris ing, that is, coated with and/or containing, a sticker according to the invention, wherein the sticker is (a) sticker II, preferably sticker IV or V; or 20 (b) sticker Ill, preferably sticker VI most preferably the sticker is (c) sticker VIlI; or (d) sticker VII; and at least one pesticide. 25 The plant propagation material (preferably seed) comprises the at least one pesticide in an amount of from 0.1 g to 10 kg per 100 kg of plant propagation material (preferably seed), preferably 0.1 g to 1 kg per 100 kg of plant propagation material (preferably seed). 30 In those embodiments where more than two components (sticker according to the in vention; pesticide and further formulation auxiliaries) are provided in form of a kit of parts as defined above, some of the individual components may already be combined together and as such are packaged (as customary formulations) in a single container 35 such as a vial, bottle, can, pouch, or canister, drum. In other embodiments, two or more components of a kit may be packaged separately, i. e., not pre-formulated. As such, kits may include two or more separate containers such as vials, cans, bottles, pouches, or canisters, each container containing a sepa rate component for an agrochemical composition. 40 In both forms, a component of the kit may be applied separately from or together with the further components or as a component of a combination composition according to the invention for preparing the composition according to the invention.
WO 2010/086303 PCT/EP2010/050856 16 According to one embodiment, the kit comprising the sticker according to the invention can be mixed with at least one customary formulation prior to applying them to the plant propagation material (preferably seed) or it can be applied step by step, treating 5 the plant propagation material (preferably seed) at first with the formulation, followed by applying the sticker (optionally together with further auxiliaries, if appropriate), or the other way round, i.e. sticker followed by formulation, or consecutive treatment, if more than one agrochemical formulation is used (i.e. formulation followed by sticker, followed by formulation; formulation followed by formulation || followed by sticker, sticker, fol 10 lowed by formulation 1, 11, etc).. The term "at least one pesticide" within the meaning of the invention states that one or more compounds can be selected from the group consisting of fungicides, insecticides, nematicides, herbicide and/or safener or growth regulator, preferably from the group 15 consisting of fungicides, insecticides or nematicides. Also mixtures of pesticides of two or more the aforementioned classes can be used. The skilled artisan is familiar with such pesticides, which can be, for example, found in the Pesticide Manual, 13th Ed. (2003), The British Crop Protection Council, London. 20 The following list of pesticides is intended to illustrate the possible combinations, but not to impose any limitation: Fungicides, comprising A) strobilurins 25 azoxystrobin, dimoxystrobin, enestroburin, fluoxastrobin, kresoxim-methyl, meto minostrobin, orysastrobin, picoxystrobin, pyraclostrobin, pyribencarb, trifloxystrobin, 2-(2-(6-(3-chloro-2-methyl-phenoxy)-5-fluoro-pyrimidin-4-yloxy)-phenyl)-2-methoxy imino-N-methyl-acetamide, 3-methoxy-2-(2-(N-(4-methoxy-phenyl)-cyclopropane carboximidoylsulfanylmethyl)-phenyl)-acrylic acid methyl ester, methyl (2-chloro 30 5-[1 -(3-methylbenzyloxyim ino)ethyl]benzyl)carbamate and 2-(2-(3-(2,6-di chlorophenyl)-1 -methyl-allylideneaminooxymethyl)-phenyl)-2-methoxyimino N-methyl-acetamide; B) carboxamides - carboxanilides: benalaxyl, benalaxyl-M, benodanil, bixafen, boscalid, carboxin, fen 35 furam, fenhexamid, flutolanil, furametpyr, isopyrazam, isotianil, kiralaxyl, mepronil, metalaxyl, metalaxyl-M (mefenoxam), ofurace, oxadixyl, oxycarboxin, penthiopyrad, sedaxane, tecloftalam, thifluzamide, tiadinil, 2-amino-4-methyl-thiazole-5-carbox anilide, 2-chloro-N-(1,1,3-trimethyl-indan-4-yl)-nicotinamide, N-(2',4'-difluorobiphe nyl-2-yl)-3-d ifluoromethyl-1 -methyl-1 H-pyrazole-4-carboxamide, N-(2',4'-dichlorobi 40 phenyl-2-yl)-3-difluoromethyl-1 -methyl-1 H-pyrazole-4-carboxamide, N-(2',5'-di fluorobiphenyl-2-yl)-3-d ifluoromethyl-1 -methyl-1 H-pyrazole-4-carboxamide, N-(2',5'-dichlorobiphenyl-2-yl)-3-difluoromethyl-1 -methyl-1 H-pyrazole-4-carbox amide, N-(3',5'-difluorobiphenyl-2-yl)-3-difluoromethyl-1 -methyl-1 H-pyrazole- WO 2010/086303 PCT/EP2010/050856 17 4-carboxamide, N-(3'-fluorobiphenyl-2-yl)-3-difluoromethyl-1 -methyl-1 H-pyrazole 4-carboxamide, N-(3'-chlorobiphenyl-2-yl)-3-difluoromethyl-1 -methyl-1 H-pyrazole 4-carboxamide, N-(2'-fluorobiphenyl-2-yl)-3-difluoromethyl-1 -methyl-1 H-pyrazole 4-carboxamide, N-(2'-chlorobiphenyl-2-yl)-3-difluoromethyl-1 -methyl-1 H-pyrazole 5 4-carboxamide, N-(3',5'-dichlorobiphenyl-2-yl)-3-difluoromethyl-1 -methyl-1 H-pyr azole-4-carboxamide, N-(3',4',5'-trifluorobiphenyl-2-yl)-3-d ifl uoromethyl-1 -methyl 1 H-pyrazole-4-carboxamide, N-(2',4',5'-trifluorobiphenyl-2-yl)-3-d ifluoromethyl 1-methyl-1 H-pyrazole-4-carboxamide, N-[2-(1,1,2,3,3,3-hexafluoropropoxy)-phenyl] 3-difluoromethyl-1 -methyl-1 H-pyrazole-4-carboxamide, N-[2-(1,1,2,2-tetrafluoro 10 ethoxy)-phenyl]-3-difluoromethyl-1 -methyl-1 H-pyrazole-4-carboxamide, N-(4'-tri fluoromethylthiobiphenyl-2-yl)-3-difluoromethyl-1 -methyl-1 H-pyrazole-4-carbox amide, N-(2-(1,3-dimethyl-butyl)-phenyl)-1,3-dimethyl-5-fluoro-1 H-pyrazole-4-car boxamide, N-(2-(1,3,3-trimethyl-butyl)-phenyl)-1,3-dimethyl-5-fluoro-1 H-pyrazole 4-carboxamide, N-(4'-chloro-3',5'-difluoro-biphenyl-2-yl)-3-difluoromethyl-1-methyl 15 1 H-pyrazole-4-carboxamide, N-(4'-chloro-3',5'-difluoro-biphenyl-2-yl)-3-trifluoro methyl-1 -methyl-1 H-pyrazole-4-carboxamide, N-(3',4'-dichloro-5'-fluoro-biphenyl 2-yl)-3-trifluoromethyl-1 -methyl-1 H-pyrazole-4-carboxamide, N-(3',5'-difluoro 4'-methyl-biphenyl-2-yl)-3-d ifluoromethyl-1 -methyl-1 H-pyrazole-4-carboxamide, N-(3',5'-d ifluoro-4'-methyl-biphenyl-2-yl)-3-trifluoromethyl-1 -methyl-1 H-pyrazole 20 4-carboxamide, N-[1,2,3,4-tetrahydro-9-(1-methylethyl)-1,4-methanonaphthalen 5-yl]-3-(d ifluoromethyl)-1 -methyl-1 H-pyrazole-4-carboxamide; - carboxylic morpholides: dimethomorph, flumorph, pyrimorph; - benzoic acid amides: flumetover, fluopicolide, fluopyram, zoxamide, N-(3-Ethyl 3,5,5-trimethyl-cyclohexyl)-3-formylamino-2-hydroxy-benzamide; 25 - other carboxamides: carpropamid, dicyclomet, mandiproamid, oxytetracyclin, silthio farm and N-(6-methoxy-pyridin-3-yl) cyclopropanecarboxylic acid amide; C) azoles - triazoles: azaconazole, bitertanol, bromuconazole, cyproconazole, difenoconazole, diniconazole, diniconazole-M, epoxiconazole, fenbuconazole, fluquinconazole, flusi 30 lazole, flutriafol, hexaconazole, imibenconazole, ipconazole, metconazole, myclobu tanil, oxpoconazole, paclobutrazole, penconazole, propiconazole, prothioconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, uniconazole, 1-(4-chloro-phenyl)-2-([1,2,4]triazol-1-yl)-cycloheptanol; - imidazoles: cyazofamid, imazalil, pefurazoate, prochloraz, triflumizol; 35 - benzimidazoles: benomyl, carbendazim, fuberidazole, thiabendazole; - others: ethaboxam, etridiazole, hymexazole and 2-(4-chloro-phenyl)-N-[4-(3,4-di methoxy-phenyl)-isoxazol-5-yl]-2-prop-2-ynyloxy-acetamide; D) heterocyclic compounds - pyridines: fluazinam, pyrifenox, 3-[5-(4-chloro-phenyl)-2,3-dimethyl-isoxazolidin 40 3-yl]-pyridine, 3-[5-(4-methyl-phenyl)-2,3-dimethyl-isoxazolidin-3-yl]-pyridine, 2,3,5,6-tetra-chloro-4-methanesulfonyl-pyridine, 3,4,5-trichloropyridine-2,6-di-carbo nitrile, N-(1-(5-bromo-3-chloro-pyridin-2-yl)-ethyl)-2,4-dichloronicotinamide, WO 2010/086303 PCT/EP2010/050856 18 N-[(5-bromo-3-chloro-pyridin-2-yl)-methyl]-2,4-d ichloro-nicotinamide; - pyrimidines: bupirimate, cyprodinil, diflumetorim, fenarimol, ferimzone, mepani pyrim, nitrapyrin, nuarimol, pyrimethanil; - piperazines: triforine; 5 - pyrroles: fenpiclonil, fludioxonil; - morpholines: aldimorph, dodemorph, dodemorph-acetate, fenpropimorph, tride morph; - piperidines: fenpropidin; - dicarboximides: fluoroimid, iprodione, procymidone, vinclozolin; 10 - non-aromatic 5-membered heterocycles: famoxadone, fenamidone, flutianil, octhili none, probenazole, 5-amino-2-isopropyl-3-oxo-4-ortho-tolyl-2,3-d ihyd ro-pyrazole 1-carbothioic acid S-allyl ester; - others: acibenzolar-S-methyl, amisulbrom, anilazin, blasticidin-S, captafol, captan, chinomethionat, dazomet, debacarb, diclomezine, difenzoquat, difenzoquat-methyl 15 sulfate, fenoxanil, Folpet, oxolinic acid, piperalin, proquinazid, pyroquilon, quin oxyfen, triazoxide, tricyclazole, 2-butoxy-6-iodo-3-propylchromen-4-one, 5-chloro 1 -(4,6-d imethoxy-pyrim idin-2-yl)-2-methyl-1 H-benzoimidazole, 5-chloro-7-(4-methyl piperidin-1-yl)-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine, 6-(3,4-di chloro-phenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 6-(4-tert-butyl 20 phenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 5-methyl-6-(3,5,5-tri methyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 5-methyl-6-octyl-[1,2,4]tri azolo[1,5-a]pyrimidine-7-ylamine, 6-methyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine 7-ylamine, 6-ethyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 5-ethyl-6-octyl [1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 5-ethyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]tri 25 azolo[1,5-a]pyrimidine-7-ylamine, 6-octyl-5-propyl-[1,2,4]triazolo[1,5-a]pyrimidine 7-ylamine, 5-methoxymethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine, 6-octyl-5-trifluoromethyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine and 5-trifluoro methyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine; E) carbamates 30 - thio- and dithiocarbamates: ferbam, mancozeb, maneb, metam, methasulphocarb, metiram, propineb, thiram, zineb, ziram; - carbamates: benthiavalicarb, diethofencarb, iprovalicarb, propamocarb, propamo carb hydrochlorid, valiphenal and N-(1-(1-(4-cyano-phenyl)ethanesulfonyl)-but-2-yl) carbamic acid-(4-fluorophenyl) ester; 35 F) other active substances - guanidines: guanidine, dodine, dodine free base, guazatine, guazatine-acetate, iminoctadine, iminoctadine-triacetate, iminoctadine-tris(albesilate); - antibiotics: kasugamycin, kasugamycin hydrochloride-hydrate, streptomycin, poly oxine, validamycin A; 40 - nitrophenyl derivates: binapacryl, dinobuton, dinocap, nitrthal-isopropyl, tecnazen, organometal compounds: fentin salts, such as fentin-acetate, fentin chloride or fen tin hydroxide; WO 2010/086303 PCT/EP2010/050856 19 - sulfur-containing heterocyclyl compounds: dithianon, isoprothiolane; - organophosphorus compounds: edifenphos, fosetyl, fosetyl-aluminum, iprobenfos, phosphorous acid and its salts, pyrazophos, tolclofos-methyl; - organochlorine compounds: chlorothalonil, dichlofluanid, dichlorophen, flusulfamide, 5 hexachlorobenzene, pencycuron, pentachlorphenole and its salts, phthalide, quinto zene, thiophanate-methyl, tolylfluanid, N-(4-chloro-2-nitro-phenyl)-N-ethyl-4-methyl benzenesulfonamide; - inorganic active substances: Bordeaux mixture, copper acetate, copper hydroxide, copper oxychloride, basic copper sulfate, sulfur; 10 - others: biphenyl, bronopol, cyflufenamid, cymoxanil, diphenylamin, metrafenone, mildiomycin, oxin-copper, prohexadione-calcium, spiroxamine, tolylfluanid, N-(cyclo propylmethoxyimino-(6-difluoro-methoxy-2,3-difluoro-phenyl)-methyl)-2-pheny acetamide, N'-(4-(4-chloro-3-trifluoromethyl-phenoxy)-2,5-d imethyl-phenyl)-N-ethyl N-methyl formamidine, N'-(4-(4-fluoro-3-trifluoromethyl-phenoxy)-2,5-di methyl 15 phenyl)-N-ethyl-N-methyl formamidine, N'-(2-methyl-5-trifluoromethyl-4-(3-trimethyl silanyl-propoxy)-phenyl)-N-ethyl-N-methy formamidine, N'-(5-difluoromethyl 2-methyl-4-(3-trimethylsi lanyl-propoxy)-phenyl)-N-ethyl-N-methyl formamidine, 2-{1 -[2-(5-methyl-3-trifluoromethyl-pyrazole-1 -yl)-acetyl]-piperidin-4-yl}-thiazole-4 carboxylic acid methyl-(1,2,3,4-tetrahydro-naphthalen-1-yl)-amide, 2-{1-[2-(5-meth 20 yl-3-trifluoromethyl-pyrazole-1-yl)-acetyl]-piperidin-4-yl}-thiazole-4-carboxylic acid methyl-(R)-1,2,3,4-tetrahydro-naphthalen-1-yl-amide, acetic acid 6-tert.-butyl-8 fluoro-2,3-dimethyl-quinolin-4-yl ester and methoxy-acetic acid 6-tert-butyl-8-fluoro 2,3-dimethyl-quinolin-4-yl ester. G) growth regulators 25 abscisic acid, amidochlor, ancymidol, 6-benzylaminopurine, brassinolide, butralin, chlormequat (chlormequat chloride), choline chloride, cyclanilide, daminozide, dike gulac, dimethipin, 2,6-dimethylpuridine, ethephon, flumetralin, flurprimidol, fluthiacet, forchlorfenuron, gibberellic acid, inabenfide, indole-3-acetic acid , maleic hydrazide, mefluidide, mepiquat (mepiquat chloride), naphthaleneacetic acid, N-6-benzyladenine, 30 paclobutrazol, prohexadione (prohexadione-calcium), prohydrojasmon, thidiazuron, triapenthenol, tributyl phosphorotrithioate, 2,3,5-tri-iodobenzoic acid , trinexapac-ethyl and uniconazole; H) herbicides comprising - acetamides: acetochlor, alachlor, butachlor, dimethachlor, dimethenamid, flufena 35 cet, mefenacet, metolachlor, metazachlor, napropamide, naproanilide, pethoxamid, pretilachlor, propachlor, thenylchlor; - amino acid derivatives: bilanafos, glyphosate, glufosinate, sulfosate; - aryloxyphenoxypropionates: clodinafop, cyhalofop-butyl, fenoxaprop, fluazifop, ha loxyfop, metamifop, propaquizafop, quizalofop, quizalofop-P-tefuryl; 40 - Bipyridyls: diquat, paraquat; - (thio)carbamates: asulam, butylate, carbetamide, desmedipham, dimepiperate, ep tam (EPTC), esprocarb, molinate, orbencarb, phenmedipham, prosulfocarb, pyribu- WO 2010/086303 PCT/EP2010/050856 20 ticarb, thiobencarb, triallate; - cyclohexanediones: butroxydim, clethodim, cycloxydim, profoxydim, sethoxydim, tepraloxydim, tralkoxydim; - dinitroanilines: benfluralin, ethalfluralin, oryzalin, pendimethalin, prodiamine, triflu 5 ralin; - diphenyl ethers: acifluorfen, aclonifen, bifenox, diclofop, ethoxyfen, fomesafen, lac tofen, oxyfluorfen; - hydroxybenzonitriles: bomoxynil, dichlobenil, ioxynil; - imidazolinones: imazamethabenz, imazamox, imazapic, imazapyr, imazaquin, 10 imazethapyr; - phenoxy acetic acids: clomeprop, 2,4-dichlorophenoxyacetic acid (2,4-D), 2,4-DB, dichlorprop, MCPA, MCPA-thioethyl, MCPB, Mecoprop; - pyrazines: chloridazon, flufenpyr-ethyl, fluthiacet, norflurazon, pyridate; - pyridines: aminopyralid, clopyralid, diflufenican, dithiopyr, fluridone, fluroxypyr, pi 15 cloram, picolinafen, thiazopyr; - sulfonyl ureas: amidosulfuron, azimsulfuron, bensulfuron, chlorimuron-ethyl, chlor sulfuron, cinosulfuron, cyclosulfamuron, ethoxysulfuron, flazasulfuron, flucetosulfu ron, flupyrsulfuron, foramsulfuron, halosulfuron, imazosulfuron, iodosulfuron, meso sulfuron, metsulfuron-methyl, nicosulfuron, oxasulfuron, primisulfuron, prosulfuron, 20 pyrazosulfuron, rimsulfuron, sulfometuron, sulfosulfuron, thifensulfuron, triasulfuron, tribenuron, trifloxysulfuron, triflusulfuron, tritosulfuron, 1-((2-chloro-6-propyl imidazo[1,2-b]pyridazin-3-yl)sulfonyl)-3-(4,6-dimethoxy-pyrimidin-2-yl)urea; - triazines: ametryn, atrazine, cyanazine, dimethametryn, ethiozin, hexazinone, metamitron, metribuzin, prometryn, simazine, terbuthylazine, terbutryn, triaziflam; 25 - ureas: chlorotoluron, daimuron, diuron, fluometuron, isoproturon, linuron, metha benzthiazuron,tebuthiuron; - other acetolactate synthase inhibitors: bispyribac-sodium, cloransulam-methyl, di closulam, florasulam, flucarbazone, flumetsulam, metosulam, ortho-sulfamuron, pe noxsulam, propoxycarbazone, pyribambenz-propyl, pyribenzoxim, pyriftalid, pyrimi 30 nobac-methyl, pyrimisulfan, pyrithiobac, pyroxasulfone, pyroxsulam; - others: amicarbazone, aminotriazole, anilofos, beflubutamid, benazolin, bencarba zone,benfluresate, benzofenap, bentazone, benzobicyclon, bromacil, bromobutide, butafenacil, butamifos, cafenstrole, carfentrazone, cinidon-ethlyl, chlorthal, cinmethylin, clomazone, cumyluron, cyprosulfamide, dicamba, difenzoquat, 35 diflufenzopyr, Drechslera monoceras, endothal, ethofumesate, etobenzanid, fen trazamide, flumiclorac-pentyl, flumioxazin, flupoxam, flurochloridone, flurtamone, indanofan, isoxaben, isoxaflutole, lenacil, propanil, propyzamide, quinclorac, quin merac, mesotrione, methyl arsonic acid, naptalam, oxadiargyl, oxadiazon, oxazi clomefone, pentoxazone, pinoxaden, pyraclonil, pyraflufen-ethyl, pyrasulfotole, 40 pyrazoxyfen, pyrazolynate, quinoclamine, saflufenacil, sulcotrione, sulfentrazone, terbacil, tefuryltrione, tembotrione, thiencarbazone, topramezone, 4-hydroxy-3-[2 (2-methoxy-ethoxymethyl)-6-trifluoromethyl-pyridine-3-carbonyl]-bicyclo[3.2.1 ]oct-3- WO 2010/086303 PCT/EP2010/050856 21 en-2-one, (3-[2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydro 2H-pyrimidin-1-yl)-phenoxy]-pyridin-2-yloxy)-acetic acid ethyl ester, 6-amino-5 chloro-2-cyclopropyl-pyrimidine-4-carboxylic acid methyl ester, 6-chloro-3-(2 cyclopropyl-6-methyl-phenoxy)-pyridazin-4-ol, 4-amino-3-chloro-6-(4-chloro 5 phenyl)-5-fluoro-pyridine-2-carboxylic acid, 4-amino-3-chloro-6-(4-chloro-2-fluoro-3 methoxy-phenyl)-pyridine-2-carboxylic acid methyl ester, and 4-amino-3-chloro-6 (4-chloro-3-dimethylamino-2-fluoro-phenyl)-pyridine-2-carboxylic acid methyl ester. 1) Insecticides or acaricides or ematicides selected from M.1. Organo(thio)phosphates: acephate, azamethiphos, azinphos-ethyl, azinphos 10 methyl, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos methyl, coumaphos, cyanophos, demeton-S-methyl, diazinon, dichlorvos/ DDVP, dicro tophos, dimethoate, dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, famphur, fenamiphos, fenitrothion, fenthion, flupyrazophos, fosthiazate, heptenophos, isoxathion, malathion, mecarbam, methamidophos, methidathion, mevinphos, monocrotophos, 15 naled, omethoate, oxydemeton-methyl, parathion, parathion-methyl, phenthoate, phor ate, phosalone, phosmet, phosphamidon, phoxim, pirimiphos-methyl, profenofos, propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos, sulfotep, tebupirim fos, temephos, terbufos, tetrachlorvinphos, thiometon, triazophos, trichlorfon, vamido thion; 20 M.2. Carbamates: aldicarb, alanycarb, bendiocarb, benfuracarb, butocarboxim, butoxy carboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, pro poxur, thiodicarb, thiofanox, trimethacarb, XMC, xylylcarb, triazamate; M.3. Pyrethroids: acrinathrin, allethrin, d-cis-trans allethrin, d-trans allethrin, bifenthrin, 25 bioallethrin, bioallethrin S-cylclopentenyl, bioresmethrin, cycloprothrin, cyfluthrin, beta cyfluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, alpha cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyphenothrin, deltamethrin, empenthrin, esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flu cythrinate, flumethrin, tau-fluvalinate, halfenprox, imiprothrin, metofluthrin, permethrin, 30 phenothrin, prallethrin, profluthrin, pyrethrin (pyrethrum), resmethrin, silafluofen, teflu thrin, tetramethrin, tralomethrin, transfluthrin; M.4. Juvenile hormone mimics: hydroprene, kinoprene, methoprene, fenoxycarb, pyriproxyfen; M.5. Nicotinic receptor agonists/antagonists compounds: acetamiprid, bensultap, car 35 tap hydrochloride, clothianidin, dinotefuran, imidacloprid, thiamethoxam, nitenpyram, nicotine, spinosad (allosteric agonist), spinetoram (allosteric agonist), thiacloprid, thio cyclam, thiosultap-sodium and AKD1022. M.6. GABA gated chloride channel antagonist compounds: chlordane, endosulfan, gamma-HCH (lindane); ethiprole, fipronil, pyrafluprole, pyriprole 40 M.7. Chloride channel activators: abamectin, emamectin benzoate, milbemectin, le pimectin; WO 2010/086303 PCT/EP2010/050856 22 M.8. METI I compounds: fenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufen pyrad, tolfenpyrad, flufenerim, rotenone; M.9. METI || and Ill compounds: acequinocyl, fluacyprim, hydramethylnon; M.10. Uncouplers of oxidative phosphorylation: chlorfenapyr, DNOC; 5 M.1 1. Inhibitors of oxidative phosphorylation: azocyclotin, cyhexatin, diafenthiuron, fen butatin oxide, propargite, tetradifon; M.12. Moulting disruptors: cyromazine, chromafenozide, halofenozide, methoxy fenozide, tebufenozide; M.13. Synergists: piperonyl butoxide, tribufos; 10 M. 14. Sodium channel blocker compounds: indoxacarb, metaflumizone; M.15. Fumigants: methyl bromide, chloropicrin sulfuryl fluoride; M.16. Selective feeding blockers: crylotie, pymetrozine, flonicamid; M.17. Mite growth inhibitors: clofentezine, hexythiazox, etoxazole; M. 18. Chitin synthesis inhibitors: buprofezin, bistrifluron, chlorfluazuron, diflubenzuron, 15 flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, te flubenzuron, triflumuron; M.19. Lipid biosynthesis inhibitors: spirodiclofen, spiromesifen, spirotetramat; M.20. Octapaminergic agonsits: amitraz; M.21. Ryanodine receptor modulators: flubendiamide; (R)-, (S)- 3- Chlor-N1-{2-methyl 20 4-[1,2,2,2 -tetrafluor-1 -(trifluormethyl)ethyl]phenyl}-N2-(1 -methyl-2 methylsulfonylethyl)phthalamid (M21.1) M.22. Various: aluminium phosphide, amidoflumet, benclothiaz, benzoximate, bifenazate, borax, bromopropylate, cyanide, cyenopyrafen, cyflumetofen, chinome thionate, dicofol, fluoroacetate, phosphine, pyridalyl, pyrifluquinazon, sulfur, organic 25 sulfur compounds, tartar emetic, sulfoxaflor , 4-But-2-ynyloxy-6-(3,5-dimethyl-piperidin 1-yl)-2-fluoro-pyrimidine (M22.1), 3-Benzoylamino-N-[2,6-dimethyl-4-(1,2,2,2 tetrafluoro-1-trifluoromethyl-ethyl)-phenyl]-2-fluoro-benzamide (M22.2), 4-[5-(3,5 Dichloro-phenyl)-5-trifluoromethyl-4,5-d ihyd ro-isoxazol-3-yl]-2-methyl-N-pyridin-2 ylmethyl-benzamide (M22.3),4-[5-(3,5-Dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro 30 isoxazol-3-yl]-2-methyl-N-(2,2,2-trifluoro-ethyl)-benzamide (M22.4),4-[5-(3,5-Dichloro phenyl)-5-trifluoromethyl-4,5-d ihyd ro-isoxazol-3-yl]-2-methyl-N-thiazol-2-ylmethyl benzamide (M22.5), 4-[5-(3,5-Dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3 yl]-2-methyl-N-(tetrahyd ro-furan-2-ylmethyl)-benzamide (M22.6), 4-{[(6-Bromopyrid-3 yl)methyl](2-fluoroethyl)amino}furan-2(5H)-on (M22.7), 4-{[(6-Fluoropyrid-3 35 yl)methyl](2,2-difluoroethyl)amino}furan-2(5H)-on(M22.8), 4-{[(2-Chlorol,3-thiazolo-5 yl)methyl](2-fluoroethyl)amino}furan-2(5H)-on (M22.9), 4-{[(6-Chloropyrid-3 yl)methyl](2-fluoroethyl)amino}furan-2(5H)-on (M22.10), 4-{[(6-Chloropyrid-3 yl)methyl](2,2-difluoroethyl)amino}furan-2(5H)-on(M22.11), 4-{[(6-Chloro-5-fluoropyrid 3-yl)methyl](methyl)am ino}furan-2(5H)-on(M22.12), 4-{[(5,6-Dichloropyrid-3 40 yl)methyl](2-fluoroethyl)amino}furan-2(5H)-on(M22.13), 4-{[(6-Chloro-5-fluoropyrid-3 yl)methyl](cyclopropyl)amino}furan-2(5H)-on(M22.14), 4-{[(6-Chloropyrid-3 yl)methyl](cyclopropyl)am ino}furan-2(5H)-on(M22.15), 4-{[(6-Chloropyrid-3- WO 2010/086303 PCT/EP2010/050856 23 yl)methyl](methyl)amino}furan-2(5H)-on(M22.1 6), Cyclopropaneacetic acid, 1,1' [(3S,4R,4aR,6S,6aS,12 R,12aS,12bS)-4-[[(2-cyclopropylacetyl)oxy]methyl] 1,3,4,4a,5,6,6a,12,12a,12b-decahydro-12-hydroxy-4,6a,12b-trimethyl-1 1-oxo-9-(3 pyridinyl)-2H, 11 H-naphtho[2,1-b]pyrano[3,4-e]pyran-3,6-diyl] ester(M22.17), 8-(2 5 Cyclopropylmethoxy-4-methyl-phenoxy)-3-(6-methyl-pyridazin-3-yl)-3-aza bicyclo[3.2.1]octane(M22.18), M.23. N-R'-2,2-dihalo-1 -R"cyclo-propanecarboxamide-2 (2,6-dichloro-a,a,a-trifluoro-p-tolyl)hydrazone or N-R'-2,2-di(R"') propionamide-2-(2,6 dichloro-a,a,a-trifluoro-p-tolyl)-hydrazone, wherein R' is methyl or ethyl, halo is chloro or bromo, R" is hydrogen or methyl and R"' is methyl or ethyl; 10 M.24. Anthranilamides: chloranthraniliprole,cyantraniliprole, 5-Bromo-2-(3-chloro pyridin-2-yl)-2H-pyrazole-3-carboxylic acid [4-cyano-2-(1-cyclopropyl-ethylcarbamoyl) 6-methyl-phenyl]-amide (M24.1),5-Bromo-2-(3-chloro-pyridin-2-yl)-2H-pyrazole-3 carboxylic acid [2-chloro-4-cyano-6-(1-cyclopropyl-ethylcarbamoyl)-phenyl]-amide (M24.2), 5-Bromo-2-(3-chloro-pyridin-2-yl)-2H-pyrazole-3-carboxylic acid [2-bromo-4 15 cyano-6-(1-cyclopropyl-ethylcarbamoyl)-phenyl]-amide(M24.3), 5-Bromo-2-(3-chloro pyridin-2-yl)-2H-pyrazole-3-carboxylic acid [2-bromo-4-chloro-6-(1-cyclopropyl ethylcarbamoyl)-phenyl]-amide(M24.4), 5-Bromo-2-(3-chloro-pyridin-2-yl)-2H-pyrazole 3-carboxylic acid [2,4-dichloro-6-(1-cyclopropyl-ethylcarbamoyl)-phenyl]-amide (M24.5), 5-Bromo-2-(3-chloro-pyridin-2-yl)-2H-pyrazole-3-carboxylic acid [4-chloro-2 20 (1-cyclopropyl-ethylcarbamoyl)-6-methyl-phenyl]-amide (M24.6), M.25. Malononitrile compounds: CF 2
HCF
2
CF
2
CF
2
CH
2
C(CN)
2
CH
2
CH
2
CF
3 , (2-(2,2,3,3,4,4,5,5-octafluoropentyl)-2-(3,3,3-trifluoro-propyl)malononitrile),
CF
2
HCF
2
CF
2
CF
2
CH
2
C(CN)
2
CH
2
CH
2
CF
2
CF
3 (2-(2,2,3,3,4,4,5,5-octafluoropentyl)-2 (3,3,4,4,4-pentafluorobutyl)-malonodinitrile); 25 M.26. Microbial disruptors: Bacillus thuringiensis subsp. Israelensi, Bacillus sphaericus, Bacillus thuringiensis subsp. Aizawai, Bacillus thuringiensis subsp. Kurstaki, Bacillus thuringiensis subsp. Tenebrionis; Thioamides of formula M6.1 and their preparation have been described in WO 30 98/28279. Lepimectin is known from Agro Project, PJB Publications Ltd, November 2004. Benclothiaz and its preparation have been described in EP-Al 454621. Methi dathion and Paraoxon and their preparation have been described in Farm Chemicals Handbook, Volume 88, Meister Publishing Company, 2001. Metaflumizone and its preparation have been described in EP-Al 462 456. Flupyrazofos has been described 35 in Pesticide Science 54, 1988, p.237-243 and in US 4822779. Pyrafluprole and its preparation have been described in JP 2002193709 and in WO 01/00614. Pyriprole and its preparation have been described in WO 98/45274 and in US 6335357. Ami doflumet and its preparation have been described in US 6221890 and in JP 21010907. Flufenerim and its preparation have been described in WO 03/007717 and in WO 40 03/007718. AKD 1022 and its preparation have been described in US 6300348. Chlor anthraniliprole has been described in WO 01/70671, WO 03/015519 and WO 05/118552. The anthranilamides M 24.1 to M 24.6 have been described in WO WO 2010/086303 PCT/EP2010/050856 24 2008/72743 and WO 200872783. The phthalamide M 21.1 is known from WO 2007/101540. Cyflumetofen and its preparation have been described in WO 04/080180. The aminoquinazolinone compound pyrifluquinazon has been described in EP A 109 7932. The alkynylether compound M22.1 is described e.g. in JP 5 2006131529. Organic sulfur compounds have been described in WO 2007060839. The carboxamide compound M 22.2 is known from WO 2007/83394. The oxazoline com pounds M 22.3 to M 22.6 have been described in WO 2007/074789. The furanon compounds M 22.7 to M 22.16 have been described eg. in WO 2007/115644. The pyripyropene derivative M 22.17 has been described in WO 2008/66153 and WO 10 2008/108491. The pyridazin compound M 22.18 has been described in JP 2008/115155. The malononitrile compounds have been described in WO 02/089579, WO 02/090320, WO 02/090321, WO 04/006677, WO 05/068423, WO 05/068432 and WO 05/063694. 15 If a herbicide is used for seed treatment, the herbicide is preferably applied on the re spective herbicide tolerant plant. Examples of suitable transgenic plants resistant to herbicides are mentioned above To prevent damage by the herbicide by seed treatment, the respective herbicide can be combined with a suitable safener to prevent phytotoxic damage by the herbicide. 20 Suitable safeners can be selected from the following listing: 8-quinolinyl-oxy acetic ac ids (such as cloquintocet-mexyl), 1-phenyl-5-haloalkyl-1,2,4-triazole-3-carboxylic acids (such as fenchlorazole and fenchlorazole-ethyl), 1-phenyl-5-alkyl-2-pyrazoline-3,5 dicarboxylic acid (such as mefenpyr and mefenpyr-diethyl), 4,5-dihydro-5,5-diaryl-1,2 oxazole-3-carboxylic acids (such as isoxadifen and isoxadifen-ethyl), di 25 chloroacetamides (such as dichlormid, furilazole, dicyclonon and benoxacor), alpha (alkoxyimino)-benzeneacetonitrile (such as cyometrinil and oxabetrinil), acetophenone oximes (such as fluxofenim), 4,6-dihalogeno-2-phenylpyrimidines (such as fenclorim), N-((4-alkylcarbamoyl)-phenylsulfonyl)-2-benzamides (such as cyprosulfamide), 1,8 naphthalic anhydride, 2-halo-4-haloalkyl-1,3-thiazole-5-carboxylic acids and 2-halo-4 30 haloalkyl-1,3-thiazole-5-carboxylates (such as flurazole), N-alkyl-O-phenyl carbamates (such as mephenate), N-alkyl-N'-aryl ureas (such as daimuron and cumyluron), S-alkyl N-alkyl-thiocarbamates (such as dimepiperate) and phosphorothioates (such as dietho late) as well as their agriculturally useful salts; as well as their agriculturally useful deri vaties, such as amides, esters and thioesters in case of present carboxylic acid func 35 tions. Alternatively, the seed material can be coated beforehand with an active substance free polymer film. Suitable methods are known to the person skilled in the art. For ex ample, WO 04/049778 describes a method in which, in a first step, the seed material is 40 coated with an active substance-free polymer film before applying a dressing formula tion. In addition, potential phytotoxic effects may be avoided using encapsulation tech nologies for the herbicide in question.
WO 2010/086303 PCT/EP2010/050856 25 Preferred herbicides, which are used on the respective resistant plant propagation ma terials are amino acid derivatives such as bilanafos, glyphosate, glufosinate, sulfosate, more preferably glyphosatae and glufosinate, most preferably glyphosate. 5 Preferred insecticides are sulfoxaflor, acetamiprid, alpha-cypermethrin, clothianidin, fipronil, imidacloprid, spinosad, tefluthrin, thiamethoxam, metaflumizon, beta-cefluthrin, chlorantraniliprole (rynaxypyr), cyantraniliprole (cyazapyr), sulfoxaflor and flubendia mide, more preferably 10 acetamiprid, clothianidin, imidacloprid, thiamethoxam, spinosad, metaflumizone, fipronil, chlorantraniliprole (rynaxypyr) and cyantraniliprole (cyazapyr). Preferred Fungicides are selected from metalaxyl, mefenoxam, pyrimethanil, epoxi conazole, fluquiconazole, flutriafol, hymexazole, imazalil, metconazole, prochloraz, 15 tebuconazole, triticonazole, iprodione, metiram, thiram, boscalid, carbendazim, silthio fam, fludioxonil, azoxystrobin, , kresoxim-methyl, orysastrobin, pyraclostrobin triflox ystrobin, thiophanate methyl, ipconazole, prothiconazole, difenoconazole, triadimenol, triazoxide, fluoxastrobin, N-(3',4',5'-trifluorobiphenyl-2-yl)- 3-d ifluoromethyl-1 -methyl 1 H-pyrazole-4-carboxamide, N-[2-(4'-trifluoromethylthio)-biphenyl]-3-difluoromethyl-1 20 methyl-1 H-pyrazole-4-carboxamide, bixafen, N-[2-(1,3-dimethylbutyl)-phenyl]-1,3 dimethyl-5-fluoro-1 H-pyrazole-4-carboxamide, sedaxane, isopyrazam and pen thiopyrad, more preferably metalaxyl, mefenoxam, epoxiconazole, fluquiconazole, prochloraz, triticonazole, iprodion, thiram, tebuconazole, boscalid, carbendazim, silthiofam, fludi 25 oxonil, azoxystrobin, orysastrobin, pyraclostrobin, trifloxystrobin, thiophante methyl, ipconazole, prothiocaonazole, difenoconazole, N-(3',4',5'-trifluorobiphenyl-2-yl)- 3 difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide, N-[2-(1,3-di methylbutyl)-phenyl] 1,3-dimethyl-5-fluoro-1 H-pyrazole-4-carboxamide, sedaxane and penthiopyrad. 30 The present invention comprises a method for controlling pests, that means animal pests and/or harmful fungi, or weeds, wherein plant propagation materials (preferably seed) are treated with sticker according to the invention and at least one fungicide or insecticide, wherein preferably the sticker is selected from (a) sticker II, preferably sticker IV or V; 35 (b) sticker Ill, preferably sticker VI; and most preferably, the sticker is (c) sticker VIlI; or (d) sticker VII. 40 The present invention further comprises a method for regulating the growth of plants and/or for controlling unwanted vegetation, that means animal pests and/or harmful fungi, or weeds, wherein plant propagation materials (preferably seed) are treated with WO 2010/086303 PCT/EP2010/050856 26 sticker according to the invention and at least one herbicide, wherein preferably the sticker is selected from (a) sticker II, preferably sticker IV or V; (b) sticker Ill, preferably sticker VI; and 5 most preferably, the sticker is selected from (c) sticker VIlI; or (d) sticker VII. Herein, the sticker according to the invention and the at least one pesticide are applied 10 simultaneously, that is jointly or separately, or in succession. The present invention is further illustrated, but not limited by the following examples: Examples 15 Examples All polymer dispersions according to the invention have been synthesized according to the methods described in EP 810274 A. 20 The monomer composition and glass temperature are given in the table I below. Table I b) c) b) a) a) a) Tg MMA( 1 ) BA( 2 ) S(3) AAM( 4 ) AA( 5 ) MMA (5) Polymer 1 -12 35-40 60-65 2-5 Polymer 2 17 45-50 45-50 1 1 Polymer 3 5 40 60 1-2 1-2 Polymer 4 -3 60 40 2 Polymer 5 24 50 50 1-2 2-3 Polymer 6 17 45-50 45- 1-2 3-5 50 (1) Methyl methacrylate (2) Butyl acrylate 25 (3) Strylene (4) Acrylic amide (5) Acrylic acid
(
6 )Methacrylic acid 30 Treatments were performed with slurries prepared by mixing 40 g of a commercially available FS formulation comprising 500g/L fipronil as pesticide, 10 g of a sticker and diluting the resulting mixture to 100 mL.
WO 2010/086303 PCT/EP2010/050856 27 Seed treatment compositions Ready-to-use treatment slurries were be prepared by mixing a commercial FS formula tion (for example commercial available FS formulation comprising 500g/L fipronil as 5 pesticide) with 10 mL of sticker and diluting the resulting mixture with water to 100 mL. Seed treatment experiments were carried out with the slurries by applying 20 g slurry to 2 kg untreated maize in a batch treater from SATEC. The seeds were stored in a condi tioning cabinet for 24 h at 20'C and 50% r.h. prior to the treatment. The batch treater 10 moved the seeds following the rotor stator principle. The slurry was applied on the seeds via a spinning disc, being dosed with a peristaltic pump. 30 s after treatment start, the treated seeds were discharged from the treater. Dust measurements 15 The dust measurements were performed one day after the above mentioned treatment in the same SATEC batch treater. Treated seeds are stored in a conditioning cabinet for 24 h at 20'C and 50% r.h. The rotation speed and air flow rate of the treater was the same as during treatment. Conditioning of the treater was done by turning on the 20 empty treater for 10 minutes. A pre-weighted filter (Fisherbrand glassfiber filter 38 mm, Product No. FB59403) was placed in a nutsche filter connected to a vacuum pump and located in the treater cover. The pump sucked a part of the air blown into the treater incl. potential dust through the filter. The running treater was filled with 1 kg of treated seeds. The pump is stopped after 30 s, the filter weighed again and the dust per 100 kg 25 of seed calculated. The test results correlate well with measurements done with the Heubach dustmeter (Heubach GmbH). Results are given in Table II set forth below. 30 Planting precision The test stand for analysis of the sowing behavior, i.e. planting precision of treated seeds was based on a commercial John Deere pneumatic sowing machine unit 35 equipped with photo-optical sensors and a computer. A profiling program analyzed seed delivery, precision of sowing and seed placement. Before the test, the right sowing disk suitable for the size and shape of the treated seeds had to be chosen and built into the device. The inlet of the sowing machine unit was equipped with a funnel, where seeds to be tested are filled in. 40 Each test run per replicate accounts for 1000 cells, which ideally would result in 1000 seeds delivered. The number of seeds actually delivered per 1000 cells is recorded as well as the number of cells with seeds missing (=skips) and the number of cells with WO 2010/086303 PCT/EP2010/050856 28 two or more seeds (=doubles, triples etc.). Furthermore, besides the number of seeds delivered at exactly the correct distance in the row, deviations from the optimal seed placement were recorded as well. From these data, the percentage of correctly placed seeds can be determined. Typically, 3 replicates per treatment are assessed, unless 5 high variability occurs. Results are given in Table Il set forth below. Dust measurement Polymer [g/100 kg] Sowing precision % Polymer 1 0.09 91.4 Polymer 2 0.14 94.1 Polymer 3 0.21 91.6 Polymer 4 0.12 83.4 Polymer 5 0.08 93.1 Polymer 6 0.01 92.2
权利要求:
Claims (15)
[1] 1. A method for treating seeds with at least one sticker comprising 5 a) at least one comonomer a) chosen from the group of acrylic acid, methacrylic acid or acrylamide; and b) at least one comonomer b) chosen from methyl methacrylate, methyl acry late or styrene; and c) at least one comonomer c) chosen from n-butyl acrylate or 2-ethylhexyl 10 acrylate; in polymerized form.
[2] 2. The method according to claim 1, wherein the sticker comprises a) comonomer a) chosen from methacrylic acid or acrylamide or mixtures of 15 acrylic acid and acrylamide; and b) comonomer b) chosen from methyl methacrylate, methyl acrylate or sty rene; and c) comonomer c) chosen from n-butyl acrylate or 2-ethylhexyl acrylate; in polymerized form. 20
[3] 3. The method according to claim 1, wherein the sticker comprises a) comonomer a) chosen from acrylic acid or methacrylic acid; and b) comonomer b) chosen from methyl methacrylate or methyl acrylate; and c) comonomer c) chosen from n-butyl acrylate or 2-ethylhexyl acrylate; 25 in polymerized form.
[4] 4. The method according to claim 1, wherein the Tg of the sticker is from -30'C to 300C. 30
[5] 5. The method according to claim 1, wherein the sticker comprises 0,05 to 20% by weight of comonomer a).
[6] 6. The method according to any of claims 1 to 2, wherein the sticker comprises 10 to 90% by weight of comonomer b). 35
[7] 7. The method according to any of claims 1 to 3, wherein the sticker comprises 10 to 90%by weight of comonomer c).
[8] 8. The method according to any of claims 1 to 7, wherein the sticker is applied in 40 combination with at least one pesticide. WO 2010/086303 PCT/EP2010/050856 30
[9] 9. Use of a sticker according to the definitions of any of claims 1 to 7 for the reduc tion of dust.
[10] 10. A seed dressing formulation comprising 5 (1) a sticker as defined in any of claims 2 to7; and (2) at least one pesticide
[11] 11. A kit of parts comprising parts comprising 10 a) a sticker defined in any of claims 2 to7; and b) an agrochemical formulation comprising at least one pesticide, but not comprising a sticker defined in any of claims 2 to 7 as part II.
[12] 12. Seed, coated with or containing a sticker as defined in any of claims 2 to 7. 15
[13] 13. Seed according to claim 12 additionally comprising at least one pesticide.
[14] 14. A method for controlling pests and/or increasing the yield or vigor of plants, which 20 comprises treating seed of useful plants with a sticker as defined in any of claims 1 to 7; and at least one pesticide.
[15] 15. A method as claimed in claims 8 or 14, wherein the sticker and the at least one pesticide are applied simultaneously, that is jointly or separately, or in succes sion. 25
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同族专利:
公开号 | 公开日
US20110281926A1|2011-11-17|
CN104381250B|2017-04-12|
AR075166A1|2011-03-16|
CN104381250A|2015-03-04|
EA021068B1|2015-03-31|
WO2010086303A3|2011-04-21|
CN102300456B|2014-11-12|
CA2749223C|2017-07-04|
MX2011007403A|2011-08-03|
EP2837286A1|2015-02-18|
UY32400A|2010-07-30|
US20140075602A1|2014-03-13|
CA2749223A1|2010-08-05|
EA201101112A1|2012-03-30|
WO2010086303A2|2010-08-05|
BRPI1005366A2|2020-10-27|
CN102300456A|2011-12-28|
EP2391206B1|2014-10-08|
TW201036542A|2010-10-16|
ES2524819T3|2014-12-12|
EP2391206A2|2011-12-07|
引用文献:
公开号 | 申请日 | 公开日 | 申请人 | 专利标题
US3060084A|1961-06-09|1962-10-23|Du Pont|Improved homogeneous, readily dispersed, pesticidal concentrate|
US3299566A|1964-06-01|1967-01-24|Olin Mathieson|Water soluble film containing agricultural chemicals|
US4144050A|1969-02-05|1979-03-13|Hoechst Aktiengesellschaft|Micro granules for pesticides and process for their manufacture|
US3920442A|1972-09-18|1975-11-18|Du Pont|Water-dispersible pesticide aggregates|
US4172714A|1976-12-20|1979-10-30|E. I. Du Pont De Nemours And Company|Dry compactible, swellable herbicidal compositions and pellets produced therefrom|
US4269749A|1979-04-30|1981-05-26|The Dow Chemical Company|Method of imparting salt and/or mechanical stability to aqueous polymer microsuspensions|
GB2095558B|1981-03-30|1984-10-24|Avon Packers Ltd|Formulation of agricultural chemicals|
US5304732A|1984-03-06|1994-04-19|Mgi Pharma, Inc.|Herbicide resistance in plants|
EP0187341A1|1984-12-24|1986-07-16|The B.F. GOODRICH Company|Coated seed and method of coating seeds|
BR8600161A|1985-01-18|1986-09-23|Plant Genetic Systems Nv|CHEMICAL GENE, HYBRID, INTERMEDIATE PLASMIDIO VECTORS, PROCESS TO CONTROL INSECTS IN AGRICULTURE OR HORTICULTURE, INSECTICIDE COMPOSITION, PROCESS TO TRANSFORM PLANT CELLS TO EXPRESS A PLANTINIDE TOXIN, PRODUCED BY CULTURES, UNITED BY BACILLA|
ES2018274T5|1986-03-11|1996-12-16|Plant Genetic Systems Nv|VEGETABLE CELLS RESISTANT TO GLUTAMINE SYNTHETASE INHIBITORS, PREPARED BY GENETIC ENGINEERING.|
FR2629098B1|1988-03-23|1990-08-10|Rhone Poulenc Agrochimie|CHEMICAL GENE OF HERBICIDE RESISTANCE|
KR900003088B1|1988-03-26|1990-05-07|재단법인 한국화학연구소|5-hydroxy prazole derivatives|
US5180587A|1988-06-28|1993-01-19|E. I. Du Pont De Nemours And Company|Tablet formulations of pesticides|
CA2005658A1|1988-12-19|1990-06-19|Eliahu Zlotkin|Insecticidal toxins, genes encoding these toxins, antibodies binding to them and transgenic plant cells and plants expressing these toxins|
AT241699T|1989-03-24|2003-06-15|Syngenta Participations Ag|DISEASE RESISTANT TRANSGENIC PLANT|
ES2126553T3|1989-08-30|1999-04-01|Aeci Ltd|DOSING DEVICE AND ITS USE.|
AT121267T|1989-11-07|1995-05-15|Pioneer Hi Bred Int|LARVES KILLING LECTINS AND RESISTANT PLANT RESISTANCE TO INSECTS.|
ES2065680T3|1990-03-12|1995-02-16|Du Pont|PESTICIDE GRANULES DISPERSIBLE IN WATER OR SOLUBLE IN WATER FROM HEAT ACTIVATED BINDERS.|
US5169951A|1990-04-23|1992-12-08|Ciba-Geigy Corporation|Process for preparing nematicidal compositions|
DE69119301T2|1990-06-16|1996-10-17|Nihon Nohyaku Co Ltd|Hydrazine carboxamide derivatives, process for their preparation and their use|
CA2083948C|1990-06-25|2001-05-15|Ganesh M. Kishore|Glyphosate tolerant plants|
EP0480679B1|1990-10-11|1996-09-18|Sumitomo Chemical Company Limited|Pesticidal composition|
US5625136A|1991-10-04|1997-04-29|Ciba-Geigy Corporation|Synthetic DNA sequence having enhanced insecticidal activity in maize|
DE4322211A1|1993-07-03|1995-01-12|Basf Ag|Aqueous, multi-phase, stable ready-to-use formulation for crop protection agents and processes for their preparation|
US5530195A|1994-06-10|1996-06-25|Ciba-Geigy Corporation|Bacillus thuringiensis gene encoding a toxin active against insects|
US5746022A|1996-02-13|1998-05-05|Milliken Research Corporation|Coated seed having improved colorant|
DE19613334A1|1996-04-03|1997-10-09|Bayer Ag|Means for controlling parasitic insects and mites on humans|
US5773704A|1996-04-29|1998-06-30|Board Of Supervisors Of Louisiana State University And Agricultural And Mechanical College|Herbicide resistant rice|
DE19621574A1|1996-05-29|1997-12-04|Basf Ag|Binder for low-emission coating materials|
US5773702A|1996-07-17|1998-06-30|Board Of Trustees Operating Michigan State University|Imidazolinone herbicide resistant sugar beet plants|
DK0960190T3|1996-07-17|2007-02-19|Univ Michigan State|Imidazolinone herbicide resistant beet plants|
BR9714086A|1996-12-24|2000-05-09|Rhone Poulenc Agrochimie|Compound of 1-arylpyrazole or a pesticidally acceptable salt thereof, pesticidal composition, processes for controlling pests in one location, and for preparing a compound.|
ES2327189T3|1997-04-07|2009-10-26|Nihon Nohyaku Co., Ltd.|DERIVATIVES OF PIRAZOL, ITS PREPARATION PROCEDURE, INTERMEDIARIES AND PLANGICIDE THAT CONTAIN THEM AS ACTIVE INGREDIENT.|
US6080418A|1997-04-07|2000-06-27|3M Innovative Properties Company|Suspensions of microcapsules containing biologically active ingredients and adhesive microspheres|
DE19811314A1|1998-03-16|1999-09-23|Basf Ag|Aqueous, pigment containing composition useful for production of dispersion dyes|
US6348643B1|1998-10-29|2002-02-19|American Cyanamid Company|DNA sequences encoding the arabidopsis acetohydroxy-acid synthase small subunit and methods of use|
AT372333T|1999-06-29|2007-09-15|Nihon Nohyaku Co Ltd|PYRAZOL DERIVATIVES AND METHOD FOR THE PRODUCTION THEREOF AND PESTICIDES CONTAINING THESE AS ACTIVE INGREDIENTS|
DE19939327A1|1999-08-19|2001-02-22|Basf Ag|Binder preparations based on aqueous polymer dispersions|
JP4615662B2|1999-08-27|2011-01-19|住化エンビロサイエンス株式会社|Coating composition|
US6221890B1|1999-10-21|2001-04-24|Sumitomo Chemical Company Limited|Acaricidal compositions|
IL139199A|1999-11-02|2006-10-31|Nihon Nohyaku Co Ltd|Substituted aminoquinazolinone|
MY138097A|2000-03-22|2009-04-30|Du Pont|Insecticidal anthranilamides|
CA2407396C|2000-04-28|2013-12-31|Basf Aktiengesellschaft|Use of the maize x112 mutant ahas 2 gene and imidazolinone herbicides for selection of transgenic monocots|
AU2001285900B2|2000-08-25|2005-02-17|Syngenta Participations Ag|Novel insecticidal toxins derived from bacillus thuringiensis insecticidal crystal proteins|
JP2002193709A|2000-12-27|2002-07-10|Mitsubishi Chemicals Corp|Insecticidal and fungicidal agent composition|
TWI223979B|2001-05-09|2004-11-21|Sumitomo Chemical Co|Malononitrile compounds and pesticide composition containing the same as well as pest controlling method|
JP2003026521A|2001-07-11|2003-01-29|Sumitomo Chem Co Ltd|Insecticidal and nematicidal agent composition|
JP2003026520A|2001-07-11|2003-01-29|Sumitomo Chem Co Ltd|Insecticidal and nematicidal agent composition|
US7528297B2|2001-08-09|2009-05-05|Northwest Plant Breeding Company|Wheat plants having increased resistance to imidazolinone herbicides|
EP1414975B1|2001-08-09|2016-04-20|University Of Saskatchewan|Wheat plants having increased resistance to imidazolinone herbicides|
UA89016C2|2001-08-09|2009-12-25|Юниверсити Оф Саскачеван|Wheat plant having increased resistance towards imidasolinone herbicides|
AR036872A1|2001-08-13|2004-10-13|Du Pont|ANTRANILAMIDE COMPOSITE, COMPOSITION THAT INCLUDES IT AND METHOD FOR CONTROLLING AN INVERTEBRATE PEST|
US7230167B2|2001-08-31|2007-06-12|Syngenta Participations Ag|Modified Cry3A toxins and nucleic acid sequences coding therefor|
AR037856A1|2001-12-17|2004-12-09|Syngenta Participations Ag|CORN EVENT|
EP2329708B1|2002-07-10|2016-10-19|The Department of Agriculture, Western Australia|Wheat plants having increased resistance to imidazolinone herbicides|
ES2276090T3|2002-07-17|2007-06-16|Sumitomo Chemical Company, Limited|MALONITRILE COMPOUNDS AND THEIR EMPLOYMENT AS PESTICIDES.|
US7836630B2|2002-12-03|2010-11-23|Monsanto Technology Llc|Method of protecting seeds treated with a phytotoxic agent|
JP2004269479A|2003-03-12|2004-09-30|Otsuka Chemical Co Ltd|Acaricide composition|
PL1633875T3|2003-05-28|2012-12-31|Basf Se|Wheat plants having increased tolerance to imidazolinone herbicides|
EP1659855B1|2003-08-29|2011-11-02|Instituto Nacional de Tecnologia Agropecuaria|Rice plants having increased tolerance to imidazolinone herbicides|
AR047410A1|2003-12-26|2006-01-18|Sumitomo Chemical Co|NITRILE DERIVATIVES AND ITS USE IN PEST CONTROL. PESTICIDED COMPOSITIONS.|
CN1910147B|2004-01-16|2011-04-20|住友化学株式会社|Malononitrile compound and use thereof|
RU2347779C2|2004-01-16|2009-02-27|Сумитомо Кемикал Компани, Лимитед|Malononitrile compound as pesticide|
BRPI0509413A|2004-04-13|2007-09-04|Du Pont|compound, invertebrate pest control composition, invertebrate pest control methods, spray and bait compositions and invertebrate pest control device|
JP2006131529A|2004-11-05|2006-05-25|Sumitomo Chemical Co Ltd|Pest control composition|
AU2006317486B9|2005-11-22|2011-08-04|Sumitomo Chemical Company, Limited|Organic sulfur compounds and use thereof as arthropodicides|
EP1975149B1|2005-12-26|2012-02-15|Nissan Chemical Industries, Ltd.|1,3-bis-3-hydroxypropan-1-one or 2-propen-1-one compound, and salt thereof|
WO2007083394A1|2006-01-19|2007-07-26|Mitsui Chemicals, Inc.|Pest control composition containing diamine derivative|
DE102006015197A1|2006-03-06|2007-09-13|Bayer Cropscience Ag|Active ingredient combination with insecticidal properties|
DE102006015467A1|2006-03-31|2007-10-04|Bayer Cropscience Ag|New cyclic enamine ketone derivatives useful for controlling pests, especially insects|
US7989391B2|2006-10-26|2011-08-02|E. I. Du Pont De Nemours And Company|Seed coating composition|
AT539080T|2006-11-30|2012-01-15|Meiji Seika Pharma Co Ltd|PESTICIDES|
CN100425632C|2006-12-08|2008-10-15|浙江大学|Prepn process of seed coating agent of acrylic acid-acrylamide copolymer|
JP5449669B2|2006-12-14|2014-03-19|石原産業株式会社|Pest control composition|
JP2009001541A|2006-12-15|2009-01-08|Ishihara Sangyo Kaisha Ltd|Method for producing anthranilamide compound using new pyrazole compound as intermediate|
AU2008221838B2|2007-03-08|2013-09-12|Basf Se|Pest control composition|
JP2008115155A|2007-04-06|2008-05-22|Nippon Soda Co Ltd|Pest-controlling agent composition and pest-controlling method|
JP2009010907A|2007-05-25|2009-01-15|Shintaro Gomi|Active coil, active coil antenna element, lc resonance circuit, and broadcast receiver employing the same|CN102057931B|2010-11-24|2013-06-05|吉林省农业科学院植物保护研究所|Novel seed coating for preventing and treating corn soil insect and resisting chilling injury in seedling stage|
WO2012168210A1|2011-06-06|2012-12-13|Basf Se|Seed treatment formulation aid containing polymeric sticker and silicon oil|
CN102523905B|2012-03-26|2013-07-31|新疆林科院造林治沙研究所|Paste root-adhering inoculation method for seeds of cistanche tubulosa|
EP2932842A1|2014-04-16|2015-10-21|Syngenta Participations AG.|Rice seed treatment composition and method|
EP3148319B1|2014-05-29|2022-01-05|Rockwool International A/S|Growth substrate product|
WO2016091801A1|2014-12-09|2016-06-16|Basf Se|Aqueous dispersion of a pesticide and polymer particles containing a copolymerizable surfactant|
BR112017012243A2|2014-12-09|2018-01-30|Basf Se|aqueous dispersion, methods for the preparation of aqueous dispersion and for the control of phytopathogenic fungi and seed|
MX2017011588A|2015-03-13|2017-10-26|Syngenta Participations Ag|Improved seed lubricant composition.|
WO2017096620A1|2015-12-11|2017-06-15|Dow Global Technologies Llc|Pesticide formulation|
US10407586B2|2016-07-28|2019-09-10|Michelman, Inc.|Seed coating compositions including ethylene copolymer and lubricant|
CN106259417A|2016-08-11|2017-01-04|洛阳名力科技开发有限公司|Suspension seed-coating agent containing ethiprole, Silthiopham and pyraclostrobin|
CN106259411A|2016-08-11|2017-01-04|洛阳名力科技开发有限公司|Suspension seed-coating agent containing CGA-173506, Difenoconazole and imidacloprid|
法律状态:
2015-09-10| MK5| Application lapsed section 142(2)(e) - patent request and compl. specification not accepted|
优先权:
申请号 | 申请日 | 专利标题
EP09151392||2009-01-27||
EP09151392.9||2009-01-27||
EP09152530||2009-02-11||
EP09152530.3||2009-02-11||
PCT/EP2010/050856|WO2010086303A2|2009-01-27|2010-01-26|Method for dressing seeds|
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