WO2005070208A1 - Fungizide mischungen zur bekämpfung von reispathogenen - Google Patents
Fungizide mischungen zur bekämpfung von reispathogenen Download PDFInfo
- Publication number
- WO2005070208A1 WO2005070208A1 PCT/EP2005/000379 EP2005000379W WO2005070208A1 WO 2005070208 A1 WO2005070208 A1 WO 2005070208A1 EP 2005000379 W EP2005000379 W EP 2005000379W WO 2005070208 A1 WO2005070208 A1 WO 2005070208A1
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- WIPO (PCT)
- Prior art keywords
- compounds
- mixtures
- compound
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- plants
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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
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
Definitions
- the present invention relates to fungicidal mixtures for controlling phytopathogenic harmful fungi, comprising active components
- n stands for 10, 11, 12 (60-70%) or 14
- the invention relates to a method for controlling harmful fungi with mixtures of the compound I with the compounds II and the use of the compound I with the compounds II for the production of such mixtures and agents which contain these mixtures.
- N-alkylmorpholine derivatives II which contains 2,6-dimethyl-4-tridecylmorpholine as the main component, its preparation and its action against harmful fungi is also known from the literature (DE-AS 11 64 152; common name: Tridemorph).
- Tridemorph common name: Tridemorph
- Mixtures of triazoiopyrimidine derivatives with other active ingredients are generally known from EP-A 988790 and US 6268371.
- the present invention was based on the problem of mixtures which, with a reduced total amount of active compounds applied, have an improved activity against harmful fungi (synergistic mixtures).
- the mixtures of the compound I and the compounds II or the simultaneous joint or separate use of the compound I and the compounds II are notable for excellent activity against a broad spectrum of phytopathogenic fungi, in particular from the class of the Ascomycetes, Deuteromycetes, Oomycetes and Basidiomycetes. They can be used in plant protection as leaf and soil fungicides.
- the mixtures according to the invention are of particular importance for controlling harmful fungi on rice plants and on their seeds, such as bipolaris and woodturners, and also Pyricularia oryzae. They are particularly suitable for combating the rice brown spot disease caused by Cochliobolus miyabeanus.
- Rhizoctonia solani is the causative agents of the most important diseases of rice plants. Rhizoctonia solani is the only agronomically important pathogen within the Agaricomycetidae subclass. This fungus does not attack the plant via spores like most other fungi, but via a mycelial infection.
- the mixtures according to the invention can also be used in material protection (e.g. Holzbut), for example against Paecilomyces variotii.
- Fungicides selected from the following group are particularly suitable as further active ingredients in the above sense:
- Acylalanines such as benalaxyl, ofurace, oxadixyl,
- Amine derivatives such as aldimorph, dodemorph, guazatine, iminoctadine,
- Anilinopyrimidines such as pyrimethanil, mepanipyrim or cyprodinil,
- Antibiotics such as cycloheximide, griseofulvin, kasugamycin, natamycin, polyoxin or streptomycin Myclobutanil, penconazole, propico-nazole, prochloraz, prothioconazole, simeconazole, tetraconazole, triadimefon, tri-dimenol, triflumizole, triticonazole, • dicarboximides such as myclozolin, procymidone, Dithiocarbamates such as Ferbam, Nabam, Metam, Propineb, Polycarbamat, Ziram, Zineb,
- Heterocyclic compounds such as anilazine, boscalid, oxycarboxin, cyazofamid, Dazomet, famoxadone, fenamidon, fuberidazole, flutolanil, furametpyr, isoprothiolan, mepronil, nuarimol, probenazole, pyroquilone, silthiidazol, trifloridazol, thiifilidazol, thiifilidol, thiifilidazol, thiifilidol, thiifilidazol, thiifilidazol, thiabylolamid, trifloridazol, trifluoridyl, trifluoridyl, trifluorosol, trifluorosol, trifluorosilol
- Nitrophenyl derivatives such as binapacryl, dinobutone, nitrophthal-isopropyl,
- fungicides such as Acibenzolar-S-methyl, Carpropa id, Cyflufenamid, Cymoxanil, Diclomezin, Diclocymet, Diethofencarb, Edifenphos, Ethaboxam, Fentin-Acetate, Fenoxanil, Ferimzone, Fosetyl, Hexachlorbenzol, Metrafenon, Propamo- carbof, Carbofos -methyl, quintocene, zoxamide,
- Strobilurins such as fluoxastrobin, metominostrobin, orysastrobin or pyraclostrobin,
- Sulfenic acid derivatives such as captafol,
- Cinnamic acid amides and analogues such as Flumetover.
- a further fungicide III or two fungicides III and IV are added to the compounds I and II.
- Mixtures of the compounds I and II with a component III are preferred. Mixtures of compounds I and II are particularly preferred.
- the compound I and the compounds II can be applied simultaneously together or separately or in succession, the sequence in the case of separate application generally not having any effect on the success of the control measures.
- the compound I and the compounds II are usually used in a weight ratio of 100: 1 to 1: 100, preferably 20: 1 to 1:50, in particular 10: 1 to 1:10.
- components III and, if appropriate, IV are mixed in a ratio of 20: 1 to 1:20 to compound I.
- the application rates of the mixtures according to the invention are 5 g / ha to 1000 g / ha, preferably 50 to 850 g / ha, in particular 50 to 750 g / ha.
- the application rates for the compound I are generally from 1 to 1000 g / ha, preferably from 10 to 750 g / ha, in particular from 20 to 500 g / ha.
- the application rates for the compounds II are generally from 1 to 1000 g / ha, preferably from 10 to 750 g / ha, in particular from 20 to 500 g / ha.
- application rates of mixture of 1 to 1000 g / 100 kg of seed, preferably 1 to 200 g / 100 kg, in particular 5 to 100 g / 100 kg, are generally used.
- the compounds I and II or the mixtures of the compounds I and II are applied separately or together by spraying or pollinating the seeds, seedlings, plants or soils before or after the plants are sown or before or after emergence of the plants.
- the compounds are preferably used by spraying the leaves.
- the compounds can be applied jointly or separately by applying granules or by dusting the floors.
- the mixtures according to the invention, or the compounds I and II, can be converted into the customary formulations, e.g. Solutions, emulsions, suspensions, dusts, powders, pastes and granules.
- the form of application depends on the respective purpose; in any case, it should ensure a fine and uniform distribution of the compound according to the invention.
- the formulations are prepared in a known manner, e.g. by stretching the active ingredient with solvents and / or carriers, if desired using emulsifiers and dispersants.
- solvents / auxiliaries water, aromatic solvents (for example Solvesso products, xylene), paraffins (for example petroleum fractions), alcohols (for example methanol, butanol, pentanol, benzyl alcohol), ketones (for example cyclohexanone, gamma-butryolactone) , Pyrrolidones (NMP, NOP), acetates (glycol diacetate), glycols, dimethyl fatty acid amides, fatty acids and fatty acid esters.
- aromatic solvents for example Solvesso products, xylene
- paraffins for example petroleum fractions
- alcohols for example methanol, butanol, pentanol, benzyl alcohol
- ketones for example cyclohexanone, gamm
- solvent mixtures can also be used, carriers such as natural stone powder (e.g. kaolins, clays, talc, chalk) and synthetic stone powder (e.g. highly disperse silica, silicates); Emulsifiers such as nonionic and anionic emulsifiers (e.g. polyoxyethylene fatty alcohol ethers, alkyl sulfonates and aryl sulfonates) and dispersants such as lignin sulfite liquors and methyl cellulose.
- carriers such as natural stone powder (e.g. kaolins, clays, talc, chalk) and synthetic stone powder (e.g. highly disperse silica, silicates); Emulsifiers such as nonionic and anionic emulsifiers (e.g. polyoxyethylene fatty alcohol ethers, alkyl sulfonates and aryl sulfonates) and dispersants such as lignin sulfite liquors and methyl
- mineral oil fractions from medium to high boiling points such as kerosene or diesel oil, furthermore coal tar oils as well as oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, e.g. Toluene, xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes or their derivatives, methanol, ethanol, propanol, butanol, cyclohexanol, cyclohexanone, isophorone, strongly polar solvents, e.g. Dimethyl sulfoxide, N-methylpyrrolidone or water into consideration.
- mineral oil fractions from medium to high boiling points such as kerosene or diesel oil
- coal tar oils as well as oils of vegetable or animal origin
- aliphatic, cyclic and aromatic hydrocarbons e.g. Toluene, xylene, paraffin, tetrahydronaphthalene, alkylated
- Powders, materials for broadcasting and dusts can be prepared by mixing or grinding the active substances together with a solid carrier.
- Granules e.g. Coating, impregnation and homogeneous granules can be produced by binding the active ingredients to solid carriers.
- Solid carriers are e.g. Mineral earths, such as silica gels, silicates, talc, kaolin, attack clay, limestone, lime, chalk, bolus, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulfate, magnesium oxide, ground plastics, fertilizers, e.g. Ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas and vegetable products such as cereal flour, tree bark, wood and nutshell flour, cellulose powder and other solid carriers.
- Mineral earths such as silica gels, silicates, talc, kaolin, attack clay, limestone, lime, chalk, bolus, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulfate, magnesium oxide, ground plastics,
- the formulations generally contain between 0.01 and 95% by weight, preferably between 0.1 and 90% by weight, of the active ingredients.
- the active ingredients are used in a purity of 90% to 100%, preferably 95% to 100% (according to the NMR spectrum).
- formulations are: 1. Products for dilution in water
- the active ingredients are finely ground with the addition of dispersing and wetting agents and produced using technical equipment (e.g. extrusion, spray tower, fluidized bed) as water-dispersible or water-soluble granules. Dilution in water results in a stable dispersion or solution of the active ingredient.
- technical equipment e.g. extrusion, spray tower, fluidized bed
- WP, SP Water-dispersible and water-soluble powders 75 parts by weight of the active ingredients are ground in a rotor-strator mill with the addition of dispersing and wetting agents and silica gel. Dilution in water results in a stable dispersion or solution of the active ingredient.
- the active ingredients as such in the form of their formulations or the use forms prepared therefrom, e.g. in the form of directly sprayable solutions, powders, suspensions or dispersions, emulsions, oil dispersions, pastes, dusts, sprinkling agents, granules by spraying, atomizing, dusting, scattering or pouring.
- the application forms depend entirely on the purposes of use; in any case, they should ensure the finest possible distribution of the active compounds according to the invention.
- Aqueous application forms can be prepared from emulsion concentrates, pastes or wettable powders (wettable 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 wetting agents, adhesives, dispersants or emulsifiers.
- concentrates composed of an active substance, wetting agents, adhesives, dispersants or emulsifiers and possibly solvents or oil, which are suitable for dilution with water.
- the active ingredient concentrations in the ready-to-use preparations can be varied over a wide range. In general, they are between 0.0001 and 10%, preferably between 0.01 and 1%.
- the active ingredients can also be used with great success in the ultra-low-volume process (ULV), it being possible to apply formulations with more than 95% by weight of active ingredient or even the active ingredient without additives.
- UUV ultra-low-volume process
- Oils of various types, wetting agents, adjuvants, herbicides, fungicides, other pesticides, bactericides can be added to the active compounds, if appropriate also only immediately before use (tank mix). These agents can be mixed into the agents according to the invention, which is usually done in a weight ratio of 1:10 to 10: 1.
- the compounds I and II, or the mixtures or the corresponding formulations are used in that the harmful fungi, the plants, seeds, soils, surfaces, materials or spaces to be kept free from them are mixed with a fungicidally effective amount of the mixture or the compounds I and II when applied separately. The application can take place before or after the infestation by the harmful fungi.
- the fungicidal activity of the compound and the mixtures can be demonstrated by the following tests:
- the active ingredients were prepared separately or together as a stock solution with 0.25% by weight of active ingredient in acetone or DMSO. 1% by weight of Emulator Uniperol® EL (wetting agent with emulsifying and dispersing action based on ethoxylated alkylphenols) was added to this solution and diluted with water to the desired concentration.
- Emulator Uniperol® EL wetting agent with emulsifying and dispersing action based on ethoxylated alkylphenols
- Leaves of potted rice seedlings of the "Tai-Nong 67" variety were sprayed to runoff point with an aqueous suspension in the active compound concentration given below. The following day, the plants were inoculated with an aqueous spore suspension of Cochliobolus miyabeanus. The test plants were then placed in climatic chambers at 22-24 ° C and 95-99% relative humidity for 6 days. The extent of the development of the infestation on the leaves was then determined visually.
- the evaluation is carried out by determining the affected leaf areas in percent. These percentages were converted into efficiencies.
- ⁇ corresponds to the fungal attack of the treated plants in%
- ß corresponds to the fungal infection of the untreated (control) plants in% With an efficiency of 0, the infection of the treated plants corresponds to that of the untreated control plants; with an efficiency of 100, the treated plants show no infection.
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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
Description
Claims
Priority Applications (10)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU2005207612A AU2005207612A1 (en) | 2004-01-27 | 2005-01-15 | Fungicidal mixtures for the control of rice pathogens |
CA002552541A CA2552541A1 (en) | 2004-01-27 | 2005-01-15 | Fungicidal mixtures for the control of rice pathogens |
UAA200609218A UA80510C2 (en) | 2004-01-27 | 2005-01-15 | Fungicidal mixture and agent containing triazolopyrimidine derivative and tridemorph, method for controlling pathogenous fungi |
JP2006549995A JP2007519652A (ja) | 2004-01-27 | 2005-01-15 | 殺菌混合物 |
BRPI0507062-7A BRPI0507062A (pt) | 2004-01-27 | 2005-01-15 | misturas fungicidas para combater fungos nocivos, agente, processo para combater fungos nocivos, semente, e, uso dos compostos |
EP05700963A EP1722631A1 (de) | 2004-01-27 | 2005-01-15 | Fungizide mischungen zur bekämpfung von reispathogenen |
EA200601246A EA200601246A1 (ru) | 2004-01-27 | 2005-01-15 | Фунгицидные смеси |
US10/585,981 US20080139387A1 (en) | 2004-01-27 | 2005-01-15 | Fungicidal Mixtures |
IL176679A IL176679A0 (en) | 2004-01-27 | 2006-07-03 | Fungicidal mixtures for the control of rice pathogens |
NO20063496A NO20063496L (no) | 2004-01-27 | 2006-07-31 | Fungicidale blandinger for kontrollering av rispatogener |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102004004215 | 2004-01-27 | ||
DE102004004215.2 | 2004-01-27 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2005070208A1 true WO2005070208A1 (de) | 2005-08-04 |
Family
ID=34801120
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2005/000379 WO2005070208A1 (de) | 2004-01-27 | 2005-01-15 | Fungizide mischungen zur bekämpfung von reispathogenen |
Country Status (19)
Country | Link |
---|---|
US (1) | US20080139387A1 (de) |
EP (1) | EP1722631A1 (de) |
JP (1) | JP2007519652A (de) |
KR (1) | KR20060115916A (de) |
CN (1) | CN1909786A (de) |
AR (1) | AR047583A1 (de) |
AU (1) | AU2005207612A1 (de) |
BR (1) | BRPI0507062A (de) |
CA (1) | CA2552541A1 (de) |
CR (1) | CR8533A (de) |
EA (1) | EA200601246A1 (de) |
EC (1) | ECSP066706A (de) |
IL (1) | IL176679A0 (de) |
NO (1) | NO20063496L (de) |
OA (1) | OA13363A (de) |
TW (1) | TW200534785A (de) |
UA (1) | UA80510C2 (de) |
WO (1) | WO2005070208A1 (de) |
ZA (1) | ZA200607121B (de) |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0193922A2 (de) * | 1985-03-04 | 1986-09-10 | CHINOIN Gyogyszer és Vegyészeti Termékek Gyára RT. | Fungizide und pflanzenwachstumsregulierende Mittel |
EP0737421A1 (de) * | 1993-12-27 | 1996-10-16 | Sumitomo Chemical Company Limited | Bakterizide zusammensetzung |
US5593996A (en) * | 1991-12-30 | 1997-01-14 | American Cyanamid Company | Triazolopyrimidine derivatives |
WO1998046607A1 (en) * | 1997-04-14 | 1998-10-22 | American Cyanamid Company | Fungicidal trifluorophenyl-triazolopyrimidines |
EP0988790A1 (de) * | 1998-09-25 | 2000-03-29 | American Cyanamid Company | Fungizide Mischungen |
US6268371B1 (en) * | 1998-09-10 | 2001-07-31 | American Cyanamid Co. | Fungicidal mixtures |
WO2003073850A1 (de) * | 2002-03-01 | 2003-09-12 | Basf Aktiengesellschaft | Fungizide mischungen auf der basis von prothioconazol |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5182277A (en) * | 1985-03-04 | 1993-01-26 | Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara R.T. | Fungicides and plant-growth controlling agents |
US5229397A (en) * | 1989-10-21 | 1993-07-20 | Basf Aktiengesellschaft | Fungicidal mixture |
US6117876A (en) * | 1997-04-14 | 2000-09-12 | American Cyanamid Company | Fungicidal trifluorophenyl-triazolopyrimidines |
-
2005
- 2005-01-05 TW TW094100275A patent/TW200534785A/zh unknown
- 2005-01-15 CN CNA2005800026087A patent/CN1909786A/zh active Pending
- 2005-01-15 CA CA002552541A patent/CA2552541A1/en not_active Abandoned
- 2005-01-15 EA EA200601246A patent/EA200601246A1/ru unknown
- 2005-01-15 WO PCT/EP2005/000379 patent/WO2005070208A1/de active Application Filing
- 2005-01-15 KR KR1020067017126A patent/KR20060115916A/ko active IP Right Grant
- 2005-01-15 UA UAA200609218A patent/UA80510C2/uk unknown
- 2005-01-15 OA OA1200600241A patent/OA13363A/en unknown
- 2005-01-15 JP JP2006549995A patent/JP2007519652A/ja not_active Withdrawn
- 2005-01-15 AU AU2005207612A patent/AU2005207612A1/en not_active Abandoned
- 2005-01-15 EP EP05700963A patent/EP1722631A1/de not_active Withdrawn
- 2005-01-15 BR BRPI0507062-7A patent/BRPI0507062A/pt not_active IP Right Cessation
- 2005-01-15 US US10/585,981 patent/US20080139387A1/en not_active Abandoned
- 2005-01-26 AR ARP050100274A patent/AR047583A1/es not_active Application Discontinuation
-
2006
- 2006-07-03 IL IL176679A patent/IL176679A0/en unknown
- 2006-07-17 EC EC2006006706A patent/ECSP066706A/es unknown
- 2006-07-25 CR CR8533A patent/CR8533A/es not_active Application Discontinuation
- 2006-07-31 NO NO20063496A patent/NO20063496L/no not_active Application Discontinuation
- 2006-08-25 ZA ZA200607121A patent/ZA200607121B/en unknown
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0193922A2 (de) * | 1985-03-04 | 1986-09-10 | CHINOIN Gyogyszer és Vegyészeti Termékek Gyára RT. | Fungizide und pflanzenwachstumsregulierende Mittel |
US5593996A (en) * | 1991-12-30 | 1997-01-14 | American Cyanamid Company | Triazolopyrimidine derivatives |
EP0737421A1 (de) * | 1993-12-27 | 1996-10-16 | Sumitomo Chemical Company Limited | Bakterizide zusammensetzung |
WO1998046607A1 (en) * | 1997-04-14 | 1998-10-22 | American Cyanamid Company | Fungicidal trifluorophenyl-triazolopyrimidines |
US6268371B1 (en) * | 1998-09-10 | 2001-07-31 | American Cyanamid Co. | Fungicidal mixtures |
EP0988790A1 (de) * | 1998-09-25 | 2000-03-29 | American Cyanamid Company | Fungizide Mischungen |
WO2003073850A1 (de) * | 2002-03-01 | 2003-09-12 | Basf Aktiengesellschaft | Fungizide mischungen auf der basis von prothioconazol |
Also Published As
Publication number | Publication date |
---|---|
ZA200607121B (en) | 2008-05-28 |
AR047583A1 (es) | 2006-01-25 |
EP1722631A1 (de) | 2006-11-22 |
NO20063496L (no) | 2006-08-28 |
JP2007519652A (ja) | 2007-07-19 |
CA2552541A1 (en) | 2005-08-04 |
CR8533A (es) | 2007-08-28 |
ECSP066706A (es) | 2006-10-31 |
KR20060115916A (ko) | 2006-11-10 |
BRPI0507062A (pt) | 2007-06-26 |
IL176679A0 (en) | 2006-10-31 |
TW200534785A (en) | 2005-11-01 |
US20080139387A1 (en) | 2008-06-12 |
UA80510C2 (en) | 2007-09-25 |
CN1909786A (zh) | 2007-02-07 |
AU2005207612A1 (en) | 2005-08-04 |
EA200601246A1 (ru) | 2007-02-27 |
OA13363A (en) | 2007-04-13 |
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