WO2006120231A2 - Procede d'amelioration de la resistance de cultures - Google Patents

Procede d'amelioration de la resistance de cultures Download PDF

Info

Publication number
WO2006120231A2
WO2006120231A2 PCT/EP2006/062251 EP2006062251W WO2006120231A2 WO 2006120231 A2 WO2006120231 A2 WO 2006120231A2 EP 2006062251 W EP2006062251 W EP 2006062251W WO 2006120231 A2 WO2006120231 A2 WO 2006120231A2
Authority
WO
WIPO (PCT)
Prior art keywords
diflufenzopyr
plants
weight ratio
compounds
crop plants
Prior art date
Application number
PCT/EP2006/062251
Other languages
English (en)
Other versions
WO2006120231A3 (fr
Inventor
Wilhelm Rademacher
Ted R. Bardinelli
John S. Harden
Edson Begliomini
Marco-Antonio Tavares-Rodrigues
Original Assignee
Basf Aktiengesellschaft
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 Basf Aktiengesellschaft filed Critical Basf Aktiengesellschaft
Publication of WO2006120231A2 publication Critical patent/WO2006120231A2/fr
Publication of WO2006120231A3 publication Critical patent/WO2006120231A3/fr

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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/34—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products

Definitions

  • the present invention relates to a method of enhancing resistibility of crop plants against bacterial and/or fungal diseases, which comprises treating the plants, the soil or seeds with low rates of 2- ⁇ 1-[4-(3,5-difluorophenyl)semicarbazono]ethyl ⁇ nicotinic acid, common name diflufenzopyr (DFFP) of formula I
  • DFFP diflufenzopyr
  • DFFP is known in agriculture as a herbicide. When applied alone at rates in the range of 100 to 250 g/ha, diflufenzopyr causes moderate herbicidal effects in a number of plant species. DFFP acts as an inhibitor of auxin transport in higher plants [cf. Weed Science Vol. 45, 621-627 (1997)]. The herbicidal usefulness of diflufenzopyr is much more evident in combination with auxin-type herbicides, such as dicamba [Bowe et al., Proceedings of the Brighton Pest Control Conference - Weeds, BCPC, pp. 35-40 (1999)].
  • the invention relates to a method for controlling harmful fungi using mixtures of diflufenzopyr and compounds Il and/or III by using the mixtures according to the invention and the use of the compounds I with compounds Il and/or III for preparing such mixtures, and also to compositions comprising these mixtures.
  • diflufenzopyr is preferably taken up via the leaves of the plants and distributed throughout the plant with the sap.
  • the foliage are treated with a formulation of diflufenzopyr.
  • the seed is treated with a formulation of diflufenzopyr.
  • diflufenzopyr is applied in combination with a fungicide Il and/or bactericide III. Due to the effect of diflufenzopyr the amount of the other active ingredient can be lowered.
  • the active compounds diflufenzopyr and Il and/or III can be applied simultaneously, that is jointly or separately, or in succession, where, in the case of separate application, diflufenzopyr is preferably applied first.
  • Diflufenzopyr and the fungicide Il or bactericide III are usually applied in a weight ratio of from 1:1000 to 1:30, preferably from 1:1000 to 1 :50, especially 1 :500 to 1:100.
  • the application rate of diflufenzopyr is 50 mg to 10 g/ha, preferably from 100 mg to 2 g/ha.
  • diflufenzopyr For protecting dicotyledonous plants amounts of 50 mg to 5 g/ha, preferably 100 mg to 2 g/ha diflufenzopyr are used.
  • diflufenzopyr is applied in combination with a fungicide Il /and/or bactericide III such mixtures are, depending on the efficacy of the compound Il and/or III, applied from 5 g/ha to 1000 g/ha, preferably 50 to 900 g/ha, in particular 50 to 750 g/ha.
  • the application rates for the compound Il or III are generally from 1 to 1000 g/ha, preferably from 10 to 900 g/ha, in particular from 20 to 750 g/ha.
  • application rates of diflufenzopyr are generally from 1 to 1000 mg/ 100 kg of seed, preferably from 1 to 750 mg/100 kg, in particular from 5 to 500 mg/100 kg.
  • application rates of mixture are generally from 1 to 1000 g/ 100 kg of seed, preferably from 1 to 750 g/100 kg, in particular from 5 to 500 g/100 kg.
  • Diflufenzopyr either solo or in combination with the fungicides Il and/or bactericides III or the simultaneous, that is joint or separate, use of diflufenzopyr and the compounds Il and/or III are distinguished by being highly active against a wide range of phytopatho- genic fungi, in particular from the classes of the Ascomycetes, Deuteromycetes, Oo- mycetes and Basidiomycetes. They can be used in crop protection as foliar fungicides and as fungicides for seed dressing.
  • diflufenzopyr and mixtures containing it are suitable for the treatment of legumes, in particular soybeans and of cereals.
  • the method according to the invention is especially suitable for controlling of soybean diseases:
  • Compounds Il and/or ill according to the invention are in particular fungicides and bactericides selected from the following groups:
  • acylalanines such as benalaxyl, metalaxyl, ofurace, oxadixyl, • amine derivatives, such as aldimorph, dodine, dodemorph, fenpropimorph, fen- propidin, guazatine, iminoctadine, spiroxamine, tridemorph,
  • anilinopyrimidines such as pyrimethanil, mepanipyrim or cyprodinil
  • antibiotics such as cycloheximid, griseofulvin, kasugamycin, natamycin, polyoxin or streptomycin
  • azoles such as bitertanol, bromoconazole, cyproconazole, difenoconazole, dinitro- conazole, enilconazole, epoxiconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, hexaconazole, imazalil, ipconazole, metconazole, myclobutanil, pencona- zole, propiconazole, prochloraz, prothioconazole, simeconazole, tebuconazole, tet- raconazole, triadimefon, triadimenol, triflumizol, triticonazole, • dicarboximides, such as iprodione,
  • dithiocarbamates such as ferbam, nabam, maneb, mancozeb, metam, metiram, propineb, polycarbamate, thiram, ziram, zineb,
  • heterocyclic compounds such as anilazine, benomyl, boscalid, carbendazim, car- boxin, oxycarboxin, cyazofamid, dazomet, dithianon, famoxadone, fenamidone, fenarimol, fuberidazole, flutolanil, furametpyr, isoprothiolan, mepronil, nuarimol, penthiopyrad, picobenzamid, probenazole, proquinazid, pyrifenox, pyroquilon, qui- noxyfen, silthiofam, thiabendazole, thifluzamid, thiophanate-methyl, tiadinil, tricy- clazole, triforine,
  • heterocyclic compounds such as anilazine, benomyl, boscalid, carbendazim, car- boxin, oxycarboxin, cyazofamid, d
  • copper fungicides such as Bordeaux mixture, copper acetate, copper oxychioride, basic copper sulfate,
  • nitrophenyl derivatives such as binapacryl, dinocap, dinobuton, nitrophthal- isopropyl
  • phenylpyrroles such as fenpiclonil or fludioxonil
  • strobilurins such as azoxystrobin, dimoxystrobin, enestroburin, fluoxastrobin, kresoxim-methyl, metominostrobin, orysastrobin, picoxystrobin, pyraclostrobin or tri- floxystrobin,
  • sulfenic acid derivatives such as captafol, captan, dichlofluanid, folpet, tolylfluanid,
  • resistance inductors such as acibenzoIar-S-methyl or prohexadione.
  • diflufenzopyr with a fungicide selected from the azoles or strobilurines as mentioned above. More preferred is the combined use of diflufenzopyr with one of the following fungicides: bromoconazole, cyproconazole, ep- oxiconazole, fenbuconazole, fluquiconazole, flusilazol, metconazole, myclobutanil, propiconazole, prochloraz, prothioconazole, tebuconazole, triticonazole, azoxystrobin, dimoxystrobin, fluoxastrobin, kresoxim-methyl, metominostrobin, orysastrobin, picoxystrobin, pyraclostrobin, trifloxystrobin.
  • Diflufenzopyr is applied by treating seeds or shoots of the plants to be protected with an effective amount. Application can be effected both before and after infection of the plants or seeds. Prophylactic application is preferred.
  • the plant is treated concomitantly with the application of the fungicide Il and/or bactericide III. A markedly reduced susceptibility of the plant to infection is observed.
  • the method for controlling harmful fungi is carried out in agricultural crops by the separate or joint application of diflufenzopyr and the compounds Il and/or III or of the mixtures of diflufenzopyr and the compounds Il and/or III, by spraying or dusting the seeds or the shoots of the plants before sowing or after emergence of the plants, resp.
  • the treatment is preferably carried out before or during the annual growth phase.
  • the mixtures according to the invention, or the compound I and ll/lll can be converted into the customary formulations, for example solutions, emulsions, suspensions, dusts, powders, pastes and granules.
  • the use form depends on the particular intended purpose; in each case, it should ensure a fine and even distribution of the compound according to the invention.
  • the formulations are prepared in a known manner, for example by extending the active compound with solvents and/or carriers, if desired using emulsifiers and dispersants.
  • Solvents/auxiliaries suitable for this purpose are essentially: - water, aromatic solvents (for example Solvesso products, xylene), paraffins (for example mineral oil fractions), alcohols (for example methanol, butanol, pentanol, benzyl alcohol), ketones (for example cyclohexanone, gamma-butyrolactone), pyrrolidones (NMP, NOP), acetates (glycol diacetate), glycols, fatty acid dimethylamides, fatty acids and fatty acid esters.
  • aromatic solvents for example Solvesso products, xylene
  • paraffins for example mineral oil fractions
  • alcohols for example methanol, butanol, pentanol, benzyl alcohol
  • ketones for example cyclohex
  • solvent mixtures may also be used, carriers such as ground natural minerals (for example kaolins, clays, talc, chalk) and ground synthetic minerals (for example highly disperse silica, silicates); emulsifiers such as nonionogenic and anionic emulsifiers (for example polyoxyethylene fatty alcohol ethers, alkylsulfonates and arylsulfonates) and dispersants such as lignosulfite waste liquors and methylcellulose.
  • ground natural minerals for example kaolins, clays, talc, chalk
  • ground synthetic minerals for example highly disperse silica, silicates
  • emulsifiers such as nonionogenic and anionic emulsifiers (for example polyoxyethylene fatty alcohol ethers, alkylsulfonates and arylsulfonates) and dispersants such as lignosulfite waste liquors and methylcellulose.
  • Suitable surfactants used are alkali metal, alkaline earth metal and ammonium salts of lignosulfonic acid, naphthalenesulfonic acid, phenolsulfonic acid, dibutylnaphthalenesulfonic acid, alkylarylsulfonates, alkyl sulfates, alkylsulfonates, fatty alcohol sulfates, fatty acids and sulfated fatty alcohol glycol ethers, furthermore condensates of sulfonated naphthalene and naphthalene derivatives with formaldehyde, condensates of naphthalene or of naphthalenesulfonic acid with phenol and formaldehyde, polyoxyethylene octylphenyl ether, ethoxylated isooctylphenol, octylphenol, nonylphenol, alkylphenyl polyglycol ethers, tributylphen
  • Substances which are suitable for the preparation of directly sprayable solutions, emulsions, pastes or oil dispersions are 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, for example toluene, xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes or their derivatives, methanol, ethanol, propanol, butanol, cyclohexanol, cyclohexanone, isophorone, highly polar solvents, for example dimethyl sulfoxide, N-methylpyrrolidone and water.
  • Powders, materials for spreading and dustable products can be prepared by mixing or concomitantly grinding the active substances with a solid carrier.
  • Granules for example coated granules, impregnated granules and homogeneous granules, can be prepared by binding the active compounds to solid carriers.
  • solid carriers are mineral earths such as silica gels, silicates, talc, kaolin, attaclay, limestone, lime, chalk, bole, loess, clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, ground synthetic materials, fertilizers, such as, for example, ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas, and products of vegetable origin, such as cereal meal, tree bark meal, wood meal and nutshell meal, cellulose powders and other solid carriers.
  • mineral earths such as silica gels, silicates, talc, kaolin, attaclay, limestone, lime, chalk, bole, loess, clay, dolomite, diatomaceous earth
  • the formulations comprise from 0.01 to 95% by weight, preferably from 0.1 to 90% by weight, of the active compounds.
  • the active compounds are employed in a purity of from 90% to 100%, preferably from 95% to 100% (according to NMR spectrum).
  • 10 parts by weight of the active compounds are dissolved in water or in a water-soluble solvent.
  • wetters or other auxiliaries are added.
  • the active compound dissolves upon dilution with water.
  • the active compounds 50 parts by weight of the active compounds are ground finely with addition of dispersants and wetters and prepared as water-dispersible or water-soluble granules by means of technical appliances (for example extrusion, spray tower, fluidized bed). Dilution with water gives a stable dispersion or solution of the active compound.
  • WP, SP Water-dispersible powders and water-soluble powders (WP, SP) 75 parts by weight of the active compounds are ground in a rotor-stator mill with addition of dispersants, wetters and silica gel. Dilution with water gives a stable dispersion or solution of the active compound.
  • 0.5 part by weight of the active compounds is ground finely and associated with 95.5% carriers.
  • Current methods are extrusion, spray-drying or the fluidized bed. This gives granules to be applied undiluted.
  • the active compounds can be used as such, in the form of their formulations or the use forms prepared therefrom, for example in the form of directly sprayable solutions, powders, suspensions or dispersions, emulsions, oil dispersions, pastes, dustable products, materials for spreading, or granules, by means of spraying, atomizing, dusting, spreading or pouring.
  • the use forms depend entirely on the intended purposes; they are intended to ensure in each case the finest possible distribution of the active compounds according to the invention.
  • Aqueous use forms can be prepared from emulsion concentrates, pastes or wettable powders (sprayable powders, oil. dispersions) by adding water.
  • emulsions, pastes or oil dispersions the substances, as such or dissolved in an oil or solvent, can be homogenized in water by means of a wetter, tackifier, dispersant or emulsifier.
  • concentrates composed of active substance, wetter, tackifier, dispersant or emulsifier and, if appropriate, solvent or oil and such concentrates are suitable for dilution with water.
  • the active compound concentrations in the ready-to-use preparations can be varied within relatively wide ranges. In general, they are from 0.0001 to 10%, preferably from 0.01 to 1%.
  • the active compounds may also be used successfully in the ultra-low-volume process (ULV), it being possible to apply formulations comprising over 95% by weight of active compound, or even to apply the active compound without additives.
  • UUV ultra-low-volume process
  • Oils of various types, wetters, adjuvants, herbicides, fungicides, other pesticides, or bactericides may be added to the active compounds, even, if appropriate, not until immediately prior to use (tank mix). These agents are typically admixed with the compositions according to the invention in a weight ratio of from 1 :10 to 10:1.
  • the compounds I and ll/lll or the mixtures or the corresponding formulations are applied by treating the harmful fungi, the plants, seeds, soils, areas, materials or spaces to be kept free from them with a fungicidally effective amount of the mixture or, in the case of separate application, of the compounds I and II.
  • Application can be carried out before or after infection by the harmful fungi.

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 un procédé d'amélioration de la résistance de cultures face à des maladies bactériennes et/ou fongiques. Ce procédé consiste à traiter les plantes ou les graines avec de faibles taux d'acide nicotinique 2-{1-[4-(3,5-difluorophényl)semicarbazono]éthyl}, connu sous le nom commun de diflufenzopyr. Ladite invention a aussi pour objet, d'une part, un procédé de lutte contre des bactéries et des champignons nocifs au moyen des mélanges de diflufenzopyr et des composés II et/ou III et, d'autre part, des compositions contenant ces mélanges.
PCT/EP2006/062251 2005-05-12 2006-05-11 Procede d'amelioration de la resistance de cultures WO2006120231A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US68004105P 2005-05-12 2005-05-12
US60/680,041 2005-05-12

Publications (2)

Publication Number Publication Date
WO2006120231A2 true WO2006120231A2 (fr) 2006-11-16
WO2006120231A3 WO2006120231A3 (fr) 2007-08-23

Family

ID=37076321

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2006/062251 WO2006120231A2 (fr) 2005-05-12 2006-05-11 Procede d'amelioration de la resistance de cultures

Country Status (3)

Country Link
AR (1) AR053867A1 (fr)
TW (1) TW200724034A (fr)
WO (1) WO2006120231A2 (fr)

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0334812A2 (fr) * 1988-03-25 1989-09-27 Ciba-Geigy Ag Agents pour la protection de plants contre des maladies
GB2313595A (en) * 1996-05-31 1997-12-03 Ciba Geigy Ag Triazoles as plant growth regulators in sugar cane
WO1998041094A1 (fr) * 1997-03-14 1998-09-24 Basf Aktiengesellschaft Melange fongicide
WO2001043551A1 (fr) * 1999-12-15 2001-06-21 Basf Corporation Utilisation d'un regulateur de croissance vegetale semi-carbazone destine a des plantes de grande culture a maturite rapide
WO2001043544A2 (fr) * 1999-12-15 2001-06-21 Basf Corporation Utilisation d'un regulateur de croissance vegetale a base de semicarbazone pour ameliorer le rendement des cultures
WO2005110084A2 (fr) * 2004-05-13 2005-11-24 Basf Aktiengesellschaft Melanges fongicides

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0334812A2 (fr) * 1988-03-25 1989-09-27 Ciba-Geigy Ag Agents pour la protection de plants contre des maladies
GB2313595A (en) * 1996-05-31 1997-12-03 Ciba Geigy Ag Triazoles as plant growth regulators in sugar cane
WO1998041094A1 (fr) * 1997-03-14 1998-09-24 Basf Aktiengesellschaft Melange fongicide
WO2001043551A1 (fr) * 1999-12-15 2001-06-21 Basf Corporation Utilisation d'un regulateur de croissance vegetale semi-carbazone destine a des plantes de grande culture a maturite rapide
WO2001043544A2 (fr) * 1999-12-15 2001-06-21 Basf Corporation Utilisation d'un regulateur de croissance vegetale a base de semicarbazone pour ameliorer le rendement des cultures
WO2005110084A2 (fr) * 2004-05-13 2005-11-24 Basf Aktiengesellschaft Melanges fongicides

Also Published As

Publication number Publication date
WO2006120231A3 (fr) 2007-08-23
TW200724034A (en) 2007-07-01
AR053867A1 (es) 2007-05-23

Similar Documents

Publication Publication Date Title
OA13171A (en) Fungicidal mixtures for controlling rice pathogens.
JP2007537194A (ja) 殺菌混合物
US20070021441A1 (en) Fungicidal mixtures for fighting against rice pathogens
WO2006120231A2 (fr) Procede d&#39;amelioration de la resistance de cultures
JP2007504275A (ja) 殺菌混合物
US20070043047A1 (en) Fungicidal mixtures for controlling rice pathogens
US20070082916A1 (en) Fungicidal mixtures for controlling rice pathogens
JP2007536305A (ja) 殺菌混合物
US20070208039A1 (en) Fungicidal Mixtures for Controlling Rice Pathogens
US20070232625A1 (en) Fungicidal Mixtures
US20070259784A1 (en) Fungicidal Mixtures
US20080255158A1 (en) Fungicidal Mixtures
US20070072883A1 (en) Fungicidal mixtures
CA2543297A1 (fr) Melanges fongicides
US20080051284A1 (en) Fungicidal Mixtures for Controlling Rice Pathogens
CA2545288A1 (fr) Melanges fongicides destines a la lutte contre des agents pathogenes du riz
US20060154927A1 (en) Fungicidal mixtures for combating rice pathogens
US20070167465A1 (en) Fungicidal mixtures
US20080051285A1 (en) Fungicidal Mixtures For Controlling Rice Pathogens
US20070259897A1 (en) Fungicidal Mixtures
CA2544587A1 (fr) Melanges fongicides servant a lutter contre des agents pathogenes du riz
CA2559441A1 (fr) Melanges fongicides
AU2004255418A1 (en) Fungicidal mixtures
JP2007519652A (ja) 殺菌混合物

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application
NENP Non-entry into the national phase in:

Ref country code: DE

WWW Wipo information: withdrawn in national office

Country of ref document: DE

NENP Non-entry into the national phase in:

Ref country code: RU

WWW Wipo information: withdrawn in national office

Country of ref document: RU

122 Ep: pct application non-entry in european phase

Ref document number: 06755162

Country of ref document: EP

Kind code of ref document: A2