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EP2571365A1 - Agents herbicides pour cultures de céréales tolérantes ou résistantes - Google Patents

Agents herbicides pour cultures de céréales tolérantes ou résistantes

Info

Publication number
EP2571365A1
EP2571365A1 EP11720486A EP11720486A EP2571365A1 EP 2571365 A1 EP2571365 A1 EP 2571365A1 EP 11720486 A EP11720486 A EP 11720486A EP 11720486 A EP11720486 A EP 11720486A EP 2571365 A1 EP2571365 A1 EP 2571365A1
Authority
EP
European Patent Office
Prior art keywords
chloro
fluoro
amino
methoxyphenyl
carboxylic acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP11720486A
Other languages
German (de)
English (en)
Inventor
Erwin Hacker
Hansjörg Dietrich
Hubert Menne
Elmar Gatzweiler
Frank Ziemer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer Intellectual Property GmbH
Original Assignee
Bayer Intellectual Property GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer Intellectual Property GmbH filed Critical Bayer Intellectual Property GmbH
Priority to EP11720486A priority Critical patent/EP2571365A1/fr
Publication of EP2571365A1 publication Critical patent/EP2571365A1/fr
Withdrawn legal-status Critical Current

Links

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
    • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
    • A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals
    • 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
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings

Definitions

  • the invention is in the field of crop protection agents which can be used against harmful plants in tolerant or resistant crops of cereals (such as common wheat, barley, triticale, rye and oats) and contain as herbicidal active ingredients a combination of two or more herbicides.
  • cereals such as common wheat, barley, triticale, rye and oats
  • herbicidal active ingredients a combination of two or more herbicides.
  • the conventional weed control system will be supplemented with new non-selective active ingredients per se in conventional cereals.
  • the effectiveness of these herbicides against harmful plants in the tolerant crops is at a high level, but depends - similar to other herbicides - on the type of herbicide used, its application rate, the particular formulation, each to be controlled harmful plants, the climate and soil conditions , etc. from. Furthermore, the herbicides have weaknesses (gaps) against specific types of harmful plants. Another criterion is the duration of the action or the degradation rate of the herbicide. If necessary, changes in the susceptibility of harmful plants (resistance formation), which may occur with prolonged use of the herbicides or geographically limited, must also be taken into account. Losses in individual plants can be compensated only partially, if at all, by higher application rates of herbicides.
  • a lower application rate not only reduces the amount of an active ingredient required for the application, but also reduces the amount as a rule on necessary formulation aids. Both reduce the economic effort and improve the environmental compatibility of the herbicide treatment.
  • One way to improve the application profile of a herbicide may be to combine the active ingredient with one or more other agents that provide the desired additional properties.
  • phenomena of physical, chemical and biological incompatibility often occur in the combined use of several active ingredients, eg. B. lack of stability of a coformulation, decomposition of an active ingredient or antagonism in the biological activity of the active ingredients.
  • Desired, however, are combinations of active ingredients with favorable effect profile, high stability and synergistically enhanced as possible effect, which allows a reduction in the application rate compared to the single application of the active ingredients to be combined.
  • the compounds (A) and (B) are known. Compounds of type (A1) are described, for example, in DE-A 271 7440.
  • WO 2007/120706 A2 describes synergistic herbicide combinations (01, p. 1, line 8-1 1) which contain a pyrimidinecarboxylic acid of the formula 1 (see p. 2, lines 6-16) and a second herbicide (for example GS (Glutamine synthase) inhibitor (01, p. 2, line 25)) or herbicide safener.
  • GS Glutamine synthase
  • US-A-2002/094934 describes herbicide combinations containing a herbicide A (see p. 1 A. 6-14) and a herbicide B (see p. 1-2, A. 15-19).
  • US-A-2007/179059 describes pyrimidinecarboxylic acids and their derivatives of the formula I (see 04, p.1-2).
  • the invention thus relates to the use of herbicide combinations for combating harmful plants in cereal crops (preferably in wheat, oat or barley crops, particularly preferably in wheat crops), characterized in that the respective herbicide combination is a herbicide from the group of Compounds of the formula (A1)
  • Z is hydroxy, -NHCH (CH 3 ) CONHCH (CH 3 ) COOH -NHCH (CH 3 ) CONHCH [CH 2 CH (CH 3 ) 2 ] COOH, or its ester or salts, and
  • X is N or CH and R is CO 2 H or a herbicidally active derivative
  • the cereal crops are tolerant to the herbicides (A) and (B) contained in the combination, optionally in the presence of safeners.
  • Preferred as component (A) are glufosinates and their salts
  • Glufosinate-ammonium (A1 .1), - L-glufosinate-ammonium (A1 .2) and
  • Bialaphos sodium (A1 .3).
  • a herbicidally active derivative is especially understood as meaning salts, esters, carboxamides, acylhydrazides, imidates, thioimidates, amidines, acyl halides, acyl cyanides, acid anhydrides, ethers, acetals, orthoesters, carboxaldehydes, oximes, hydrazones, thioacids, thioesters, Dithiolester, nitriles and any other carboxylic acid derivative which does not quench the herbicidal activity of the compound of general formula (B1) and in plants and / or in the soil, for example by hydrolysis, oxidation, Red u kom ! or other Meta bol is ier
  • the compounds of formula (B1) may further form salts by addition of a suitable inorganic or organic acid such as HCl, HBr, H 2 SO 4 or HNO 3 , but also oxalic acid or sulfonic acids to a basic group such as amino or alkylamino , Suitable substituents which are present in deprotonated form, such as, for example, sulfonic acids or carboxylic acids, can form internal salts with groups which can themselves be protonated, such as amino groups. Salts can also be formed by reacting with appropriate substituents, such as sulfonic acids or carboxylic acids, the hydrogen by means of a cation suitable for agriculture wi rd.
  • a suitable inorganic or organic acid such as HCl, HBr, H 2 SO 4 or HNO 3
  • oxalic acid or sulfonic acids to a basic group such as amino or alkylamino
  • Suitable substituents which are present in deprotonated form such as,
  • metal salts in particular alkali metal salts or alkaline earth metal salts, in particular sodium and potassium salts, or else ammonium salts, salts with organic amines or quaternary (quaternary) ammonium salts with cations of the formula [NRR'R "R"'] + in which R to R '"each independently represent an organic radical, in particular alkyl, aryl, aralkyl or alkylaryl.
  • the compounds of general formula (B1) may also include N-oxides.
  • Corresponding pyridine N-ox ide are via an oxidation of the corresponding pyridine ine accession I l.
  • Appropriate oxidation methods are, for example, in Houben-Weyl, Methods of Organic Chemistry, Extension and following volumes to the 4th edition, Volume E 7b, p 565 f. described.
  • component (B) in each case are:
  • Particularly preferred components (B) are - 4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid (B1 .0) and
  • the synergistic effects are observed when the active ingredients (A) and (B) are applied together, but they can also be detected by splitting. It is also possible to use the herbicides or herbicide combinations in several portions (sequence application), eg. After pre-emergence applications, followed by post-emergence applications or early post-emergence applications, followed by mid-late post-emergence applications. Preference is given to the simultaneous use of the active ingredients of the respective combination, optionally in several portions. But the time-delayed application of the individual active ingredients of a combination is possible and may be advantageous in individual cases. In this system application, other crop protection agents such as fungicides, insecticides, acaricides, etc. and / or various adjuvants, adjuvants and / or fertilizers can be integrated.
  • other crop protection agents such as fungicides, insecticides, acaricides, etc. and / or various adjuvants, adjuvants and / or fertilizers can be integrated.
  • the synergistic effects allow a reduction in the application rates of the individual active ingredients, a higher potency against the same harmful plant species at the same rate, the control of previously unrecognized species (gaps), an extension of the period of application and / or a reduction in the number of necessary individual applications and - as a result for the Users - economically and ecologically more advantageous weed control systems.
  • herbicide combinations are provided which are tolerant Grain crops can be used particularly favorably.
  • the herbicides mentioned (A1 .1) to (A1 .3) are taken up via the green parts of the plants and are known as broad-spectrum herbicides or total herbicides; they are inhibitors of the enzyme glutamine synthetase in plants; See "The Pesticide Manual” 11 edition, British Crop Protection Council 1997, pp. 643-645 and 120-121, respectively.
  • the combinations are suitably used in cereal crops which are tolerant to the compounds (A1).
  • the tolerance may have been produced by breeding or mutation selection (for example, analogously to the commercially available Clearfield® wheat cultures from BASF, which are tolerant to imidazolinone herbicides), or else by genetic engineering methods.
  • One tolerant cereal crops that have been genetically engineered are already known, cf. EP-A-0 242 246, EP-A-0 242 236, EP-A-0 257 542, EP-A-0 275 957, EP-A-0 513 054).
  • the application rates of the herbicides (B) can vary widely.
  • the following areas are suitable:
  • the combinations according to the invention can be used together with other active ingredients, for example from the group of fungicides, insecticides and plant growth regulators or from the group of customary in plant protection additives and formulation auxiliaries.
  • Additives are, for example, fertilizers, wetting agents, oils and dyes.
  • those combinations according to the invention which also contain one or more further active compounds of other structure [active ingredients (C)], for example safeners, plant growth regulators or other herbicides.
  • active ingredients (C) for example safeners, plant growth regulators or other herbicides.
  • C active ingredients
  • two combinations explained preferred conditions in the first place also, if it contains the Zweierkombinationen invention and with respect to the respective Zweierkombination.
  • the active substance (C) has to be produced by mutation selection, breeding or genetically engineered in order to enable uses according to the invention or the addition of safeners becomes obligatory.
  • compositions which can be used according to the invention comprise as active ingredient (C) cloquintocet (-mexyl) (C1), cyprosulfamide (C2), isoxadifen (-ethyl) (C3) or mefenpyr (-diethyl) (C4).
  • compositions which can be used according to the invention contain as active ingredient (C) amidosulfuron (C5), bentazones (C6), bromoxynil (C7), carfentrazone (C8), carfentrazone-ethyl (C9), chlorosulfuron (C10), cinidon-ethyl (C1 1), clodinafop-propargyl (C12), 2,4-D (C13), dicamba (C14), diclofop (C15), diclofop-methyl (C16), diclofop-P-methyl (C17), diflufenican (C18 Ethephon (C19), ethoxysulfuron (C20), fenoxaprop (C21), fenoxaprop-P (C22), fenoxaprop-ethyl (C23), fenoxaprop-P-ethyl (C24), florasulam (C25), flucarba
  • compositions which can be used according to the invention contain as active ingredient (C) amidosulfuron (C5), bromoxynil (C7), diclofop (C15), diflufenican (C18), fenoxaprop (C21), fenoxaprop-P (C22), fenoxaprop-ethyl (C23), fenoxaprop-P-ethyl (C24), flufenacet (thiafluamide) (C28), flurtamone (C32), iodosulfuron-methyl-sodium (C40), loxynil (C41), isoproturon (C42), mesosulfuron (C51), Mesosulfuron-methyl (C52), propoxycarbazone (C59), propoxycarbazone-sodium (C60), pyrasulfutole (C61) or thiencarbazone (C65).
  • active ingredient C
  • amidosulfuron C5
  • A1.1 B1.0 (C59) A1.1 B1.1 (C43) WirkWirkWirkWirkWirkAbjective (A) fabric (B) fabric (C) fabric (A) fabric (B) fabric (C)
  • A1.1 B1.4 (C2) A1.1 B1.4 (C61) WirkWirkWirkWirkWirkAbjective (A) fabric (B) fabric (C) fabric (A) fabric (B) fabric (C)
  • A1.1 B1.8 (C61) A1.1 B1.9 (C43) WirkWirkWirkWirkWirkAbjective (A) fabric (B) fabric (C) fabric (A) fabric (B) fabric (C)
  • A1.1 B1.12 (C2) A1.1 B1.12 (C61) WirkWirkWirkWirkWirkAbjective (A) fabric (B) fabric (C) fabric (A) fabric (B) fabric (C)
  • A1.1 B1.15 (C7) A1.1 B1.15 (C62) WirkWirkWirkWirkWirkAbjective (A) fabric (B) fabric (C) fabric (A) fabric (B) fabric (C)
  • A1.1 B1.19 (C61) A1.1 B1.20 (C43) WirkWirkWirkWirkWirkAbjective (A) fabric (B) fabric (C) fabric (A) fabric (B) fabric (C)
  • A1.1 B1.23 (C2) A1.1 B1.23 (C61) WirkWirkWirkWirkWirkAbjective (A) fabric (B) fabric (C) fabric (A) fabric (B) fabric (C)
  • A1.2 B1.2 (C13) A1.2 B1.3 (C2) WirkWirkWirkWirkWirkAbjective (A) fabric (B) fabric (C) fabric (A) fabric (B) fabric (C)
  • A1.2 B1.8 (C41) A1.2 B1.9 (C23) WirkWirkWirkWirkWirkAbjective (A) fabric (B) fabric (C) fabric (A) fabric (B) fabric (C)
  • A1.2 B1.10 (C9) A1.2 B1.10 (C74) WirkWirkWirkWirkWirkAbjective (A) fabric (B) fabric (C) fabric (A) fabric (B) fabric (C)
  • A1.2 B1.16 (C41) A1.2 B1.17 (C23) WirkWirkWirkWirkWirkAbjective (A) fabric (B) fabric (C) fabric (A) fabric (B) fabric (C)
  • A1.2 B1.18 (C9) A1.2 B1.18 (C74) WirkWirkWirkWirkWirkAbjective (A) fabric (B) fabric (C) fabric (A) fabric (B) fabric (C)
  • A1.2 B1.22 (C62) A1.2 B1.23 (C43) WirkWirkWirkWirkWirkAbjective (A) fabric (B) fabric (C) fabric (A) fabric (B) fabric (C)

Landscapes

  • 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

L'invention concerne des associations d'herbicides et l'utilisation d'associations d'herbicides pour la lutte contre les plantes nuisibles dans les cultures de céréales. L'invention est caractérisée en ce que l'association d'herbicides concernée contient (A) un herbicide du groupe des composés de formule (A1), dans laquelle Z désigne hydroxy, -NHCH(CH3)CONHCH(CH3)COOH ou -NHCH(CH3)CONHCH[CH2CH(CH3)2]COOH, ou bien ses esters ou sels, et (B) un herbicide de formule (B1), dans laquelle X représente N ou CH et R désigne CO2H ou un dérivé à action herbicide, et les cultures de céréales sont tolérantes aux herbicides (A) et (B) contenus dans l'association, éventuellement en présence de phytoprotecteurs.
EP11720486A 2010-05-21 2011-05-19 Agents herbicides pour cultures de céréales tolérantes ou résistantes Withdrawn EP2571365A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP11720486A EP2571365A1 (fr) 2010-05-21 2011-05-19 Agents herbicides pour cultures de céréales tolérantes ou résistantes

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP10163619 2010-05-21
EP11720486A EP2571365A1 (fr) 2010-05-21 2011-05-19 Agents herbicides pour cultures de céréales tolérantes ou résistantes
PCT/EP2011/058108 WO2011144685A1 (fr) 2010-05-21 2011-05-19 Agents herbicides pour cultures de céréales tolérantes ou résistantes

Publications (1)

Publication Number Publication Date
EP2571365A1 true EP2571365A1 (fr) 2013-03-27

Family

ID=42668928

Family Applications (1)

Application Number Title Priority Date Filing Date
EP11720486A Withdrawn EP2571365A1 (fr) 2010-05-21 2011-05-19 Agents herbicides pour cultures de céréales tolérantes ou résistantes

Country Status (7)

Country Link
US (1) US9253985B2 (fr)
EP (1) EP2571365A1 (fr)
CN (1) CN103025166A (fr)
AU (1) AU2011254591B2 (fr)
BR (1) BR112012029616A2 (fr)
CA (1) CA2799692A1 (fr)
WO (1) WO2011144685A1 (fr)

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PH12014500563A1 (en) * 2011-09-16 2022-05-02 Bayer Ip Gmbh Use of 5-phenyl-or 5-benzyl-2 isoxazoline-3 carboxylates for improving plant yield
JP6085308B2 (ja) * 2011-11-30 2017-02-22 ダウ アグロサイエンシィズ エルエルシー ペノキススラムおよびグルホシネートアンモニウム塩を含有する相乗的除草剤組成物
WO2013085988A1 (fr) * 2011-12-06 2013-06-13 Dow Agrosciences Llc Composition herbicide contenant certains acides pyridine carboxyliques et de l'acide (2,4-dichlorophénoxy)acétique
US9320274B2 (en) 2012-09-04 2016-04-26 Dow Agrosciences Llc Synergistic weed control from applications of aminocyclopyrachlor and clopyralid
DE112013004794T5 (de) 2012-09-28 2015-06-18 Dow Agrosciences Llc Synergistische Unkrautbekämpfung durch Anwendungen von Aminocyclopyrachlor und Triclopyr
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US9426991B2 (en) 2012-12-12 2016-08-30 Dow Agrosciences Llc Synergistic weed control from applications of aminocyclopyrachlor and picloram
WO2014092929A1 (fr) 2012-12-14 2014-06-19 Dow Agrosciences Llc Lutte synergique contre les mauvaises herbes par applications d'aminopyralide et de clopyralide
US10412964B2 (en) 2012-12-14 2019-09-17 Dow Agrosciences Llc Synergistic weed control from applications of aminopyralid and clopyralid
AU2017202960B2 (en) * 2012-12-21 2018-08-02 Corteva Agriscience Llc Herbicidal compositions comprising 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and flurtamone
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KR102351299B1 (ko) * 2013-12-10 2022-01-14 코르테바 애그리사이언스 엘엘씨 2,4-d- 및 글루포시네이트-내성 대두, 옥수수, 목화에서 2,4-d-콜린 및 글루포시네이트의 조합으로부터의 상승작용적 제초성 잡초 방제 및 개선된 작물 내성
CN103749512B (zh) * 2013-12-26 2016-10-05 广东中迅农科股份有限公司 一种含有氟唑磺隆和甲硫嘧磺隆的除草组合物
CN104585188B (zh) * 2014-12-22 2018-06-19 广东中迅农科股份有限公司 含有氟氯吡啶酯和吡草醚以及唑啉草酯的除草组合物
WO2017019439A1 (fr) * 2015-07-24 2017-02-02 Dow Agrosciences Llc Compositions herbicides comprenant de l'acide 4-amino-3-chloro-6-(4-chloro -2-fluoro-3-méthoxyphényl)-5-fluoropyridine-2-carboxylique ou un dérivé de celui-ci et du chlorméquat-chlorure
CN105851037B (zh) * 2016-05-17 2018-09-07 陕西上格之路生物科学有限公司 一种含氟氯吡啶酯的三元除草组合物
CN106561703A (zh) * 2016-11-14 2017-04-19 江苏丰山集团股份有限公司 一种含唑啉草酯的除草组合物及其应用
BR112020002166A2 (pt) * 2017-08-09 2020-07-28 Basf Se mistura herbicida, composição pesticida e método para controlar a vegetação indesejável
WO2019030087A1 (fr) * 2017-08-09 2019-02-14 Basf Se Mélanges herbicides comprenant du l-glufosinate ou son sel et au moins un inhibiteur de la biosynthèse des lipides
WO2019030092A1 (fr) * 2017-08-09 2019-02-14 Basf Se Mélanges herbicides comprenant du l-glufosinate ou son sel et au moins un inhibiteur de photosynthèse
EP3440937A1 (fr) * 2017-08-09 2019-02-13 Basf Se Mélanges herbicides comprenant du l-glufosinate ou son sel et un second herbicide
WO2019030088A1 (fr) * 2017-08-09 2019-02-14 Basf Se Mélanges herbicides comprenant du l-glufosinate et leur utilisation dans des cultures céréalières
WO2019030091A2 (fr) 2017-08-09 2019-02-14 Basf Se Mélanges herbicides comprenant du l-glufosinate et leur utilisation dans des cultures de coton
WO2019030089A1 (fr) * 2017-08-09 2019-02-14 Basf Se Mélanges herbicides comprenant du l-glufosinate ou son sel et au moins un inhibiteur de als
WO2019030086A2 (fr) * 2017-08-09 2019-02-14 Basf Se Mélanges herbicides comprenant du l-glufosinate et leur utilisation dans les cultures de colza
EP3440939A1 (fr) 2017-08-09 2019-02-13 Basf Se Mélanges herbicides comprenant du l-glufosinate
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CA2799692A1 (fr) 2011-11-24
US20110287932A1 (en) 2011-11-24
WO2011144685A1 (fr) 2011-11-24
AU2011254591B2 (en) 2015-05-28
CN103025166A (zh) 2013-04-03
BR112012029616A2 (pt) 2015-10-20
US9253985B2 (en) 2016-02-09

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