WO2003000058A1 - Herbicides selectifs a base de derives de pyrimidine - Google Patents

Herbicides selectifs a base de derives de pyrimidine Download PDF

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Publication number
WO2003000058A1
WO2003000058A1 PCT/EP2002/006314 EP0206314W WO03000058A1 WO 2003000058 A1 WO2003000058 A1 WO 2003000058A1 EP 0206314 W EP0206314 W EP 0206314W WO 03000058 A1 WO03000058 A1 WO 03000058A1
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WO
WIPO (PCT)
Prior art keywords
methyl
chloro
ethyl
phenyl
urea
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PCT/EP2002/006314
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German (de)
English (en)
Inventor
Dieter Feucht
Mathias Kremer
Helmut FÜRSCH
Arndt Wellmann
Peter Dahmen
Mark Wilhelm Drewes
Rolf Pontzen
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Bayer Cropscience Ag
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Publication of WO2003000058A1 publication Critical patent/WO2003000058A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines

Definitions

  • the invention relates to new herbicidal, synergistic active ingredient combinations consisting of at least three mixing partners which consist of known pyrimidine derivatives on the one hand and known, herbicidally active compounds and, if appropriate, safeners on the other hand and can be used with particularly good success for selective weed control in different crops.
  • Pyrimidine derivatives are the subject of a number of broad-spectrum herbicides
  • Patent applications see US 4,906,285, EP-A-321 846, EP-A 658 549, US 4 248 619, US 4427 437.
  • the known pyrimidine derivatives have a number of activity gaps.
  • the compatibility of these compounds with crop plants is also not entirely satisfactory under all conditions.
  • the phenoxypyrimidine derivatives together with other, preferably two further, known herbicidally active compounds when used together, if appropriate with the compounds (safeners / antidots) which improve crop tolerance and are described below, are particularly advantageous as broadly active combination preparations for selective use Control of weeds in crops such as cereals, such as wheat, barley, rye and rice, but can also be used in maize.
  • the invention relates to selective herbicidal compositions, characterized by an effective content of an active ingredient combination comprising
  • R is hydrogen, -CH 2 CH 2 S (O) n R 1 (where Rj is C r C 4 alkyl and n is 0.1 or 2) or
  • R 2 for hydrogen, halogen, cyano, phenyl, C j -Cs-alkyl, C1-C4- alkoxy, C ⁇ -C4-alkylthio, C ⁇ -C -alkoxycarbonyl, mono- or di-C i -C4- alkylaminocarbonyl, phenyl- C j -C4-Alkylaminocarb- onyl, where the phenyl group may optionally be substituted by halogen, -CC C2-alkyl or C C2-alkoxy, furylmethylaminocarb- onyl or phenyl, and
  • R3 represents in each case optionally substituted by halogen, cyano, nitro, C j - C4 substituted alkyl, C C4-alkoxy or allyloxy phenyl, optionally substituted by C ⁇ - alky !, phenoxy, benzyloxy or acetoxy-substituted amino, for -C-C4-alkylthio or for the grouping -COR 4 , where R 4 is C j - C4-alkyl, benzyloxy or benzylamino,
  • A represents chlorine or methoxy
  • D and E which may be the same or different, represent hydrogen, halogen, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy or C 1 -C 6 -alkoxy substituted by halogen,
  • N '- (2-methoxycarbonyl-phenylsulfonyl) urea (Primisulfuron-methyl), 1 - chloro-N- [2-chloro-4-fluoro-5 - [(6S, 7aR) -6-fluoro-tetrahydro-l, 3-dioxo-lH-pyrrolo [l, 2-c] imidazole-2 (3H) -yl] phenyl] methanesulfonamide (profluazole), 2-chloro-N-isopropyl-N-phenyl-acetamide (propachlor), N - (3,4-dichlorophenyl) propanamide (propanil), (R) - [2 - [[(l-methylethylidene) amino] oxy] ethyl] -2-
  • phenylcarbothiamide- 4- [4,5-dihydro-4-methyl-5-oxo-3- (trifluoromethyl) -1H-1, 2,4-triazole - 1 -yl] -2- [(ethylsulfonyl) amino] -5-fluoro- (CAS number 173980-17-1, HWH4991) and 2-chloro-N- [1 - [2,6-dichloro-4- (difluoromethyl) phenyl] -4-nitro-1H-pyrazol-5-yl] propanecarboxamide (CAS number 121750-17-2; SLA5599).
  • R preferably represents hydrogen or
  • R 2 preferably represents hydrogen, chlorine, cyano, phenyl, C Cg-alkyl, methoxy,
  • R 3 preferably represents phenyl optionally substituted by chlorine, fluorine, cyano, nitro, methyl, methoxy, ethoxy, butoxy, allyloxy, methylthio, dimethylamino, phenoxy, benzyloxy or acetoxy or -COR4, in which
  • R4 represents methoxy, ethoxy, methyl, benzyloxy or benzylamino
  • A preferably represents chlorine or methoxy
  • R 2 particularly preferably represents hydrogen, methyl, methylthio, cyano, methoxycarbonyl or phenyl.
  • R3 particularly preferably represents phenyl optionally substituted by methyl or methoxy.
  • D and E are particularly preferably methoxy.
  • R 2 very particularly preferably represents phenyl.
  • R 3 very particularly preferably represents phenyl.
  • Preferred mixture components from the active ingredients in group 3 are one or more compounds from a group of herbicides which contain the active ingredients mentioned below:
  • N '- (2-methoxycarbonylthien-3-yl-sulfonyl) urea (thifensulfuron-methyl), 2- (ethoximino-propyl) -3-hydroxy-5- (2,4,6-trimethyl-phenyl) - 2-cyclohexen- 1 -one (tralkoxydim), S- (2,3,3-trichloro-2-propenyl) diisopropylcarbamothioate (triallate), N- (4-methoxy-6-methyl-l, 3.5 -triazin-2-yl) -N '- [2- (2-chloroethoxy) phenylsulfonyl] urea (triasulfuron), N-methyl-N- (4-methoxy-6-methyl-1,3) , 5-triazin-2-yl) -N '- (2-methoxycarbonylphenylsulfonyl) urea (tribenuron-methyl),
  • Herbicides from the class of the sulfonylureas, triazolopyrimidines, are used in particular as mixture components from the active ingredients of group 3.
  • Imidazolinones ureas, triazinediones, triketones, triazolinones, benzonitriles, Phenoxypropionic acid derivatives, dichlo ⁇ henoxyacid derivatives, carboxamides, oxyacetamides and other herbicidal active ingredients, which are listed in detail below:
  • bromoxynil 3,5-dibromo-4-hydroxy-benzonitrile
  • ioxynil 4-hydroxy-3,5-diiodobenzonitrile
  • N-phosphonomethyl-glycine (-isopropylammmonium salt), (glyphosate, -isopropylammonium),
  • N-phosphonomethyl-glycine trimethyl sulfonium (sulfosate).
  • the active substance combinations defined above from the phenoxypyrimidine derivatives of the formula (I) and the active substance from group 2 in combination with active substances from group 3, if appropriate in combinations with active substances from group 4, with very good crop plant tolerance have particularly high herbicidal activity and in various crops such as. B. in soy, potatoes, corn or rice and especially in Cereals such as barley, rye, triticale and especially wheat can be used for selective weed control.
  • the herbicidal activity of the active substance combinations according to the invention composed of compounds from groups 1, 2 and 3 listed above is considerably higher than the sum of the effects of the individual active substances.
  • the new active ingredient combinations are well tolerated in many crops, and the new active ingredient combinations also combat weeds that are otherwise difficult to control.
  • the new active ingredient combinations thus represent a valuable addition to the selective herbicides.
  • active substances of group 4 in combination with one or more of the one or more Listed active ingredients of group 2 and group 3 with very good crop tolerance, have a particularly high herbicidal activity and can be used in various crops, in particular in cereals, especially wheat, but also in soybeans, potatoes, corn and rice for selective weed control.
  • a preferred embodiment is therefore also a mixture comprising a compound of the formula (I) and / or its salts on the one hand and 2,4-D and / or its derivatives on the other hand, in combination with one or more of the active ingredients or of the group mentioned above 2 and 3.
  • Typical derivatives of 2,4-D are their esters.
  • a preferred embodiment is also a mixture comprising a compound of formula (I) and / or its salts on the one hand and MCPA on the other hand in combination with the above-mentioned active ingredient of group 2 and one or more compounds of group 3.
  • Safeners or antidots which are capable of antagonizing the damaging effect of a herbicide on the cultivated plants, are particularly suitable for the group 4 compounds listed above, the damaging effect of compounds of the formula (I) and their salts in combination with one or more of the or the above-mentioned active ingredients of groups 2 and 3, to almost completely cancel the cultivated plants without impairing the herbicidal activity against the weeds.
  • the active substance combinations according to the invention can e.g. can be used in the following plants:
  • Brassica, lactuca, cucumis, cuburbita Brassica, lactuca, cucumis, cuburbita.
  • plants and parts of plants can be treated.
  • Plants are understood here to mean all plants and plant populations, such as desired and undesired wild plants or cultivated plants (including naturally occurring cultivated plants).
  • Cultivated plants can be plants which can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including the transgenic plants and including the plant cultivars which can or cannot be protected by plant breeders' rights.
  • Plant parts are to be understood to mean all above-ground and underground parts and organs of plants, such as shoots, leaves, flowers and roots, examples being used
  • Roots are listed.
  • the plant parts also include crops and vegetative and generative propagation material, for example cuttings, tubers, rhizomes, offshoots and seeds.
  • the treatment of the plants and parts of plants with the active compounds according to the invention is carried out directly or by acting on their surroundings, living space or storage space according to the customary treatment methods, e.g. by dipping, spraying, vaporizing, atomizing, scattering, spreading and, in the case of propagation material, in particular seeds, furthermore by single- or multi-layer coating.
  • plants and their parts can be treated according to the invention.
  • transgenes are also preferred.
  • Plants and plant varieties that have been obtained by genetic engineering methods, if appropriate in combination with conventional methods (Genetically Modified Organisms) and their parts treated.
  • the term “parts” or “parts of plants” or “plant parts” was explained above.
  • Plants of the plant varieties which are in each case commercially available or in use are particularly preferably treated according to the invention.
  • Plant cultivars are understood to mean plants with certain properties (“traits”) which have been obtained both by conventional breeding, by mutagenesis or by recombinant DNA techniques. These can be varieties, bio and genotypes.
  • the preferred transgenic (genetically engineered) plants or plant cultivars to be treated according to the invention include all plants which have received genetic material through the genetic engineering modification, which gives these plants particularly advantageous, valuable properties (“traits”).
  • Such properties are better plant growth, increased Tolerance to high or low temperatures, increased tolerance to drought or to water or soil salt content, increased flowering performance, easier harvesting, acceleration of ripening, higher harvest yields, higher quality and / or higher nutritional value of the harvested products, higher shelf life and / or workability of the harvested products , Further and particularly highlighted examples of such properties are an increased defense of the plants against animal and microbial pests, such as against insects, mites, phytopathogenic fungi, bacteria and or viruses, and an increased tolerance of the plants to certain herbicidal active ingredients.
  • the important cultivated plants such as cereals (wheat, rice), corn, soybeans, potatoes, cotton,
  • Rapeseed and fruit plants (with the fruits apples, pears, citrus fruits and grapes) are mentioned, whereby maize, soybeans, potatoes, cotton and rapeseed are particularly emphasized.
  • the properties (“traits”) that are particularly emphasized are the plants' increased defense against insects by toxins which arise in the plants, in particular those which are caused by the genetic material from Bacillus thuringiensis (for example by the genes Cry ⁇ A (a), CrylA), Cry ⁇ A ( c), CryllA, CrylHA, CryIIIB2, Cry9c, Cry2Ab, CrySBb and CrylF as well as their combinations) are produced in the plants (hereinafter "Bt plants”).
  • the properties (“traits”) also particularly emphasize the increased defense of plants against fungi, bacteria and viruses through systemic acquired resistance (SAR),
  • Plant plants are maize varieties, cotton varieties, soy varieties and potato varieties which are marketed under the trade names YIELD GARD® (e.g. corn, cotton, soy), KnockOut® (e.g. corn), StarLink® (e.g. corn), Bollgard® ( Cotton), Nucoton® (cotton) and NewLeaf® (potato).
  • YIELD GARD® e.g. corn, cotton, soy
  • KnockOut® e.g. corn
  • StarLink® e.g. corn
  • Bollgard® Cotton
  • Nucoton® cotton
  • NewLeaf® potato
  • herbicide Tolerant plants are maize varieties, cotton varieties and soy varieties that are marketed under the trade names Roundup Ready® (tolerance to glyphosate e.g. corn, cotton, soy), Liberty Link® (tolerance to phosphinotricin, e.g. rape), IMI® (tolerance to imidazolinones) and ST
  • Plants (conventionally bred to herbicide tolerance) should also be mentioned the varieties sold under the name Clearfield® (e.g. maize). Of course, these statements also apply to plant varieties developed in the future or coming onto the market in the future with these or future-developed genetic properties ("traits").
  • Clearfield® e.g. maize
  • the synergistic effect of the active compound combinations according to the invention is particularly pronounced at certain concentration ratios.
  • the weight ratios of the active ingredients in the active ingredient combinations can be varied within relatively large ranges. Generally 1 part by weight
  • Active ingredient of the formula (I) in each case 0.001 to 1000 parts by weight, preferably 0.005 to 200 parts by weight in each case and particularly preferably in each case 0.01 to 100 parts by weight of active ingredient of groups 2 and 3.
  • 1 to 1 part by weight of group 1 each contains 0.1 to 1 part by weight of active substances in groups 2 and 3.
  • the advantageous effect of the compatibility of cultivated plants of the active compound combinations according to the invention is also particularly pronounced at certain concentration ratios.
  • the weight ratios of the active ingredients in the active ingredient combinations can be varied within relatively large ranges. In general, 0.001 to 1000 parts by weight, preferably 0.01 to 100 parts by weight and particularly preferably 0.1 to 10 parts by weight of one of the 1 to 1 part by weight of active compound of the formula (I), its salts or mixtures thereof with active compounds of groups 2 and 3 Above under (d), the crop plants tolerability-improving compounds (antidots / safeners).
  • the active substance combinations can be converted into the customary formulations, such as solutions, emulsions, wettable powders, suspensions, powders, dusts, pastes, soluble powders, granules, suspension emulsion concentrates, active substance-impregnated natural and synthetic substances and very fine encapsulations in polymeric substances.
  • formulations are prepared in a known manner, e.g. B. by mixing the active ingredients with extenders, that is to say liquid solvents and / or solid carriers, optionally using surface-active agents, that is to say emulsifiers and / or dispersants and / or foam-producing agents
  • organic solvents can also be used as auxiliary solvents.
  • auxiliary solvents e.g. organic solvents
  • aromatics such as xylene, toluene, or alkylnaphthalenes
  • chlorinated aromatics and chlorinated aliphatic hydrocarbons such as chlorobenzenes, chlorethylenes or methylene chloride
  • aliphatic hydrocarbons such as cyclohexane or paraffins, e.g.
  • Petroleum fractions mineral and vegetable oils, alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, and water.
  • alcohols such as butanol or glycol and their ethers and esters
  • ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone
  • strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, and water.
  • Talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic rock powder, such as highly disperse silica, aluminum oxide and silicates, are suitable as solid carriers for granules: e.g. broken and fractionated natural rocks such as calcite, marble, pumice, sepiolite, dolomite and synthetic Granules from inorganic and organic flours as well as granules from organic material such as sawdust, coconut shells, corn cobs and Tobacco stalks;
  • suitable emulsifiers and / or foam-generating agents are: for example nonionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkyl sulfonates, alkyl sulfates, aryl sulfonates and protein hydrolyzates;
  • Possible dispersing agents are, for example,
  • Adhesives such as carboxymethyl cellulose, natural and synthetic powdery, granular or latex-shaped polymers, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural phospholipids, such as cephalins and lecithins and synthetic phospholipids, can be used in the formulations.
  • Other additives can be mineral and vegetable oils.
  • Dyes such as inorganic pigments, e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes, such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt,
  • Molybdenum and zinc can be used.
  • the formulations generally contain between 0.1 and 95 percent by weight of active ingredients, including the safing active ingredients, preferably between 0.5 and 90%.
  • the active compound combinations according to the invention are generally used in the form of finished formulations.
  • the active substances contained in the active substance combinations can also be mixed in individual formulations during use, i.e. be used in the form of tank mixes.
  • the new combinations of active ingredients can also be used in a mixture with other known herbicides, ready-to-use formulations or tank mixes being possible. Also a mixture with other known active ingredients, such as fungicides, insecticides, Acaricides, nematicides, bird repellants, growth agents, plant nutrients and soil structure improvers are possible. For certain applications, particularly in the post-emergence process, it may also be advantageous to include plant-compatible mineral or vegetable oils or ammonium salts such as ammonium sulfate or ammonium rhodanide in the formulations as further additives.
  • the new active compound combinations can be used as such, in the form of their formulations or in the use forms prepared therefrom by further dilution, such as ready-to-use solutions, suspensions, emulsions, powders, pastes and granules. They are used in the usual way, e.g. by pouring, spraying, spraying, dusting or scattering.
  • the active compound combinations according to the invention can be applied before and after emergence of the plants, ie in the pre-emergence and post-emergence process. They can also be worked into the soil before sowing.
  • Herbicides always have a synergistic effect if the herbicidal activity of the active ingredient combination is greater than that of the individual active ingredients applied.
  • the effect of the combination is super-additive, that is, it shows a synergistic effect.
  • the required amounts of the formulations were mixed with one another and optionally other substances were added, and then diluted with water to the desired concentration.
  • the amount of formulation in the solutions to be tested corresponds to the desired application rates per hectare. preemergence
  • Seeds of the test plants are sown in normal soil. After 24 hours, the desired amount of active substance is sprayed onto the soil surface as a formulation.
  • the concentration of the active substances in the spray solution is chosen so that the desired application rate can be applied in 500 l of water / ha.
  • Test plants are grown under controlled temperature and light conditions. Spraying with the test solution takes place when the plants have reached a height of 5 to 15 cm.
  • the concentration of the active substance in the spray solution is chosen so that the desired application rate can be applied in 500 l of water / ha.
  • the evaluation takes place about three weeks after the application.
  • the herbicidal activity is assessed visually in comparison to the untreated control. Mean it

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

La présente invention concerne de nouvelles combinaisons de substances actives, herbicides et synergiques, constituées de dérivés de pyrimidine connus et d'au moins deux autres composés à action herbicide connus, ainsi qu'éventuellement de phytoprotecteurs. Ces combinaisons présentent une action particulièrement efficace dans la lutte contre les mauvaises herbes dans diverses cultures de végétaux utiles.
PCT/EP2002/006314 2001-06-21 2002-06-10 Herbicides selectifs a base de derives de pyrimidine WO2003000058A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2001129856 DE10129856A1 (de) 2001-06-21 2001-06-21 Selektive Herbizide auf Basis von Pyrimidin-Derivaten
DE10129856.0 2001-06-21

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WO2003000058A1 true WO2003000058A1 (fr) 2003-01-03

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Cited By (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005011381A1 (fr) * 2003-07-28 2005-02-10 Bayer Cropscience Gmbh Combinaisons herbicides comprenant des sulfonamides particuliers
CN100384840C (zh) * 2005-09-02 2008-04-30 中国科学院上海有机化学研究所 2-嘧啶氧基苯甲酸[2-(嘧啶氨基甲基)]苯酯类化合物、制备方法及其用途
EP1998613A2 (fr) * 2006-03-28 2008-12-10 Riceco, LLC Effets synergiques des herbicides inhibiteurs als combinés avec du propanil
WO2009089165A2 (fr) * 2008-01-07 2009-07-16 Auburn University Combinaisons d'herbicides et de phytoprotecteurs
CN102027971A (zh) * 2009-09-28 2011-04-27 南京华洲药业有限公司 含氟吡草腙、麦草畏及烟嘧磺隆的除草剂组合物及其应用
CN102461505A (zh) * 2010-11-19 2012-05-23 南京华洲药业有限公司 一种含双草醚和二氯喹啉酸的混合除草组合物
CN102461539A (zh) * 2010-11-19 2012-05-23 南京华洲药业有限公司 一种含醚磺隆、乙草胺与双草醚的混合除草剂及其应用
CN102461519A (zh) * 2010-11-19 2012-05-23 南京华洲药业有限公司 一种含双草醚和丙炔噁草酮的混合除草组合物
CN102461511A (zh) * 2010-11-19 2012-05-23 南京华洲药业有限公司 一种含双草醚和氰氟草酯的混合除草组合物
CN102461508A (zh) * 2010-11-19 2012-05-23 南京华洲药业有限公司 一种含双草醚和丁草胺的混合除草组合物
CN102461504A (zh) * 2010-11-19 2012-05-23 南京华洲药业有限公司 一种含双草醚和丙草胺的混合除草组合物
CN102461547A (zh) * 2010-11-19 2012-05-23 南京华洲药业有限公司 一种含醚磺隆、双草醚与环庚草醚的混合除草剂及其应用
CN102461509A (zh) * 2010-11-19 2012-05-23 南京华洲药业有限公司 一种含双草醚和氯氟吡氧乙酸的混合除草组合物及其应用
JP2013511523A (ja) * 2009-11-19 2013-04-04 バイエル クロップサイエンス エルピー 相乗的発芽前および発芽後雑草防除組成物およびその使用方法
CN103210932A (zh) * 2012-01-18 2013-07-24 山东滨农科技有限公司 含有嘧啶肟草醚和双氟磺草胺的除草剂组合物
CN104012544A (zh) * 2014-05-07 2014-09-03 广东中迅农科股份有限公司 一种含有精噁唑禾草灵和双草醚的除草组合物
CN104222095A (zh) * 2014-09-26 2014-12-24 青岛瀚生生物科技股份有限公司 含二甲吩草胺和嘧啶肟草醚的除草组合物
CN105230644A (zh) * 2015-09-30 2016-01-13 河南科技学院 一种含有氟胺磺隆和辛酰溴苯腈的除草组合物及其应用
CN105851018A (zh) * 2016-05-27 2016-08-17 创新美兰（合肥）股份有限公司 一种噁嗪草酮和双草醚复配悬浮剂及其制备方法
CN106561663A (zh) * 2016-11-16 2017-04-19 江苏省农业科学院 一种含氨氯吡啶酸和双草醚的农药组合物及其应用
CN107683858A (zh) * 2017-09-19 2018-02-13 浙江天丰生物科学有限公司 一种复配除草组合物
CN109645013A (zh) * 2019-02-21 2019-04-19 上海祥霖农业技术有限公司 一种除草组合物及其应用、除草剂

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WO2001035741A2 (fr) * 1999-11-18 2001-05-25 Bayer Aktiengesellschaft Combinaisons d'agents synergiques herbicides
WO2002001957A1 (fr) * 2000-06-30 2002-01-10 Bayer Cropscience Ag Herbicides selectifs a base d'arylsulfonylaminocarbonyltriazolinones

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WO2005011381A1 (fr) * 2003-07-28 2005-02-10 Bayer Cropscience Gmbh Combinaisons herbicides comprenant des sulfonamides particuliers
EA009765B1 (ru) * 2003-07-28 2008-04-28 Байер Кропсайенс Гмбх Тройные гербицидные комбинации, включающие сульфонамиды
CN100384840C (zh) * 2005-09-02 2008-04-30 中国科学院上海有机化学研究所 2-嘧啶氧基苯甲酸[2-(嘧啶氨基甲基)]苯酯类化合物、制备方法及其用途
EP1998613A2 (fr) * 2006-03-28 2008-12-10 Riceco, LLC Effets synergiques des herbicides inhibiteurs als combinés avec du propanil
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WO2009089165A2 (fr) * 2008-01-07 2009-07-16 Auburn University Combinaisons d'herbicides et de phytoprotecteurs
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JP2013511523A (ja) * 2009-11-19 2013-04-04 バイエル クロップサイエンス エルピー 相乗的発芽前および発芽後雑草防除組成物およびその使用方法
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CN103210932A (zh) * 2012-01-18 2013-07-24 山东滨农科技有限公司 含有嘧啶肟草醚和双氟磺草胺的除草剂组合物
CN103210932B (zh) * 2012-01-18 2015-02-11 山东滨农科技有限公司 含有嘧啶肟草醚和双氟磺草胺的除草剂组合物
CN104012544A (zh) * 2014-05-07 2014-09-03 广东中迅农科股份有限公司 一种含有精噁唑禾草灵和双草醚的除草组合物
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