EP2571364A1 - Herbizide mittel für tolerante oder resistente reiskulturen - Google Patents

Herbizide mittel für tolerante oder resistente reiskulturen

Info

Publication number
EP2571364A1
EP2571364A1 EP11720485A EP11720485A EP2571364A1 EP 2571364 A1 EP2571364 A1 EP 2571364A1 EP 11720485 A EP11720485 A EP 11720485A EP 11720485 A EP11720485 A EP 11720485A EP 2571364 A1 EP2571364 A1 EP 2571364A1
Authority
EP
European Patent Office
Prior art keywords
chloro
fluoro
methoxyphenyl
amino
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Withdrawn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
EP11720485A
Other languages
German (de)
English (en)
French (fr)
Inventor
Erwin Hacker
Hansjörg Dietrich
Christopher Hugh Rosinger
Chieko Ueno
Frank Ziemer
Georg Bonfig-Picard
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 EP11720485A priority Critical patent/EP2571364A1/de
Publication of EP2571364A1 publication Critical patent/EP2571364A1/de
Withdrawn legal-status Critical Current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 pesticides which can be used against harmful plants in tolerant or resistant crops of rice and contain as herbicidal active ingredients a combination of two or more herbicides.
  • 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 plant stages, 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. It may also be necessary to take account of changes in the susceptibility of harmful plants, which may occur with prolonged use of the herbicides or geographically. Losses of activity in individual plant species can be only partially, if at all, offset 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 chemical, physical 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 2007/1 20706 discloses synergistic herbicidal combinations which contain a pyrimidine carboxylic acid of formula 1 and a second herbicide or herbicide safener,
  • US-A-2002/094934 discloses herbicide combinations containing a herbicide A (see p. 1, A. 6-14) and a herbicide B (see pp. 1-2, A. 15-19).
  • US-A-2007/179059 discloses pyrimidinecarboxylic acids and their derivatives of the formula L. Surprisingly, it has now been found that certain active ingredients from the group of said broad-spectrum herbicides (A) in combination with certain herbicides (B) in a particularly favorable (synergistic) way cooperate when used in the rice crops, which are used for the selective application of the former Herbicides are suitable.
  • the invention thus relates to the use of herbicide combinations for combating harmful plants in rice crops, characterized in that the respective herbicide combination comprises a herbicide from the group of the 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 C0 2 H or a herbicidally active derivative
  • the rice crops are tolerant to the herbicides (A) and (B) contained in the combination, optionally in the presence of safeners.
  • a herbicidally active derivative is salts, esters, carboxamides, acylhydrazides, imidates, thioimidates, amidines, acyl halides, Acyl cyanides, acid anhydrides, ethers, acetals, orthoesters, carboxaldehydes, oximes, hydrazones, thioacids, thioesters, dithiol esters, 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 Soil, for example, by hydrolysis, oxidation, reductive or other Meta bol is ieru
  • 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 replacing the hydrogen with a suitable cation for agriculture with suitable substituents, such as, for example, sulfonic acids or carboxylic acids.
  • salts are, for example, 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 ammonium salts with cations of the formula [NRR'R "R"'] + , wherein 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-oxides are available as pure oxide at the corresponding pyridine ion.
  • 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.
  • Preferred as component (B) in each case are: 4-Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid (B1 .0)
  • 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid 2-butoxyethyl ester (B1 .21) 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carbon triethylammonium salt (B1 .22) - 6-Amino-5-chloro-2- (4-chloro) 2-fluoro-3-methoxyphenyl) pyrimidine-4-carboxylic acid 2-butoxyethyl ester (B1 .21) 6-Amino-5-chloro-2- (4-chloro-2-fluoro-3-methoxyphenyl) pyrimidine-4-carbon triethylammonium salt (B1 .22) - 6-Amino-5-chloro-2- (4-chloro) 2-fluoro-3-methoxyphenyl)
  • 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 also the delayed use 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 can be used particularly favorably in tolerant rice crops.
  • 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 rice cultures which are tolerant to the compounds (A1). The tolerance may have been generated by breeding or mutation selection (eg analogously to the commercially available Clearfield® rice cultures from BASF, which are tolerant to imidazolinone herbicides), or by genetic engineering.
  • the application rates of the herbicides (B) can vary widely. The following ranges are useful: Generally 2.5-500 g AS / ha, preferably 4 to 400 g AS / ha, more preferably 5-250 g AS / ha (see the details of the group of compounds (A)
  • additives for example, fertilizers, ionic / nonionic wetting agents, oil 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.
  • active ingredients (B) and (C) for example safeners, plant growth regulators or other herbicides.
  • active ingredient (C) Particularly suitable as active ingredient (C) are the safeners cyprosulfamides (C1), isoxadifen (-ethyl) (C2) and mefenpyr (-diethyl) (C3). Also particularly suitable as active compound (C) are the active substances anilofos (C4), azimosulfuron (C5), benfuresate (C6), bensulfuron (C7), bensulfuron-methyl (C8), bentazone (C9), benzofenap (C10), bicyclopyrone (C10).
  • Anilofos (C4), benfuresates (C6), bensulfuron-methyl (C8), carfentrazone-ethyl (C14), clomazone (C17), clomeprop (C18), cyhalofop (C19), 2, are particularly suitable as active compound (C).
  • A1.1 B1.12 C6 A1.1 B1.12 C72 WirkWirkWirkWirkWirkAbjective (A) fabric (B) fabric (C) fabric (A) fabric (B) fabric (C)
  • A1.2 B1.1 C14 A1.2 B1.2 C6 WirkWirkWirkWirkWirkAbjective (A) fabric (B) fabric (C) fabric (A) fabric (B) fabric (C)
  • A1.2 B1.16 C6 A1.2 B1.16 C72 WirkWirkWirkWirkWirkAbjective (A) fabric (B) fabric (C) fabric (A) fabric (B) fabric (C)
  • A1.2 B1.21 C50 A1.2 B1.22 C44 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)
EP11720485A 2010-05-21 2011-05-19 Herbizide mittel für tolerante oder resistente reiskulturen Withdrawn EP2571364A1 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP11720485A EP2571364A1 (de) 2010-05-21 2011-05-19 Herbizide mittel für tolerante oder resistente reiskulturen

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP10163615 2010-05-21
PCT/EP2011/058107 WO2011144684A1 (de) 2010-05-21 2011-05-19 Herbizide mittel für tolerante oder resistente reiskulturen
EP11720485A EP2571364A1 (de) 2010-05-21 2011-05-19 Herbizide mittel für tolerante oder resistente reiskulturen

Publications (1)

Publication Number Publication Date
EP2571364A1 true EP2571364A1 (de) 2013-03-27

Family

ID=42931821

Family Applications (1)

Application Number Title Priority Date Filing Date
EP11720485A Withdrawn EP2571364A1 (de) 2010-05-21 2011-05-19 Herbizide mittel für tolerante oder resistente reiskulturen

Country Status (5)

Country Link
US (1) US20110287934A1 (pt)
EP (1) EP2571364A1 (pt)
CN (1) CN103025167A (pt)
BR (1) BR112012029634A2 (pt)
WO (1) WO2011144684A1 (pt)

Cited By (1)

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Publication number Priority date Publication date Assignee Title
WO2021151753A1 (en) 2020-01-31 2021-08-05 Basf Se Herbicide combinations comprising glufosinate and selected ppo inhibitors

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CN103299974A (zh) * 2012-03-12 2013-09-18 雅马托农磁株式会社 插秧机搭载型液剂播洒装置、以及使用该装置的同时进行插秧与液剂播洒的方法
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WO2019030090A1 (en) * 2017-08-09 2019-02-14 Basf Se HERBICIDE MIXTURES COMPRISING L-GLUFOSINATE AND THEIR USE IN RICE CROPS
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WO2019030087A1 (en) * 2017-08-09 2019-02-14 Basf Se HERBICIDE MIXTURES COMPRISING L-GLUFOSINATE OR SALT THEREOF AND AT LEAST ONE INHIBITOR OF LIPID BIOSYNTHESIS
US11350631B2 (en) * 2017-08-09 2022-06-07 Basf Se Herbicidal mixtures comprising l-glufosinate or its salt and at least one VLCFA inhibitor
CA3070179A1 (en) 2017-08-09 2019-02-14 Basf Se Herbicidal mixtures comprising l-glufosinate and their use in soybean cultures
WO2019030092A1 (en) * 2017-08-09 2019-02-14 Basf Se HERBICIDE MIXTURES COMPRISING L-GLUFOSINATE OR SALT THEREOF AND AT LEAST ONE PHOTOSYNTHESIS INHIBITOR
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WO2021151753A1 (en) 2020-01-31 2021-08-05 Basf Se Herbicide combinations comprising glufosinate and selected ppo inhibitors

Also Published As

Publication number Publication date
BR112012029634A2 (pt) 2015-10-20
WO2011144684A1 (de) 2011-11-24
CN103025167A (zh) 2013-04-03
US20110287934A1 (en) 2011-11-24

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