WO2005004609A1 - Fungizide mischungen - Google Patents
Fungizide mischungen Download PDFInfo
- Publication number
- WO2005004609A1 WO2005004609A1 PCT/EP2004/007079 EP2004007079W WO2005004609A1 WO 2005004609 A1 WO2005004609 A1 WO 2005004609A1 EP 2004007079 W EP2004007079 W EP 2004007079W WO 2005004609 A1 WO2005004609 A1 WO 2005004609A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- compound
- mixtures
- formula
- compounds
- active ingredients
- Prior art date
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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 rice pathogens, comprising active components
- the invention relates to a method for controlling rice pathogens with mixtures of the compound I with the compound II and the use of the compound I with the compound II for the preparation of such mixtures and agents which contain these mixtures.
- the compound II, methoxyimino- (2-o-tolyloxymethyl-phenyl) -acetic acid methyl ester, its preparation and its action against harmful fungi is also known from the literature (EP-A 253213; common name: Kresoxim-Methyl).
- Kresoxim-Methyl is established in the market, mainly as a cereal fungicide against mildew and rust diseases caused by Ascomycetes or Basidiomycetes.
- Mixtures of triazolopyrimidine derivatives with kresoxim-methyl are generally known from EP-A 988 790.
- Compound I is included in the general disclosure of this document, but is not explicitly mentioned. The combination of compound I with kresoxim-methyl is therefore new.
- the synergistic mixtures known from EP-A 988 790 are fungicidally active against various diseases of cereals, fruits and vegetables, such as. B. powdery mildew on wheat and barley or gray mold on apples.
- a rice fungicide Due to the special cultivation conditions of rice plants, there are significantly different requirements for a rice fungicide than for fungicides that are used in cereal or fruit growing. There are differences in the application method: in addition to the foliar application used in many places, in modern rice cultivation the fungicide is applied directly to the soil or shortly after sowing. The fungicide is absorbed into the plant via the roots and transported in the plant sap in the plant to the parts of the plant to be protected. A high system is therefore essential for rice fungicides. In cereal or fruit growing, on the other hand, the fungicide is usually applied to the leaves or the fruits, so the systemics of the active ingredients play a significantly smaller role in these crops.
- Rhizoctonia solani is the causative agents of the most important diseases of rice plants. Rhizoctonia solani is the only agronomically important pathogen within the subclass Aga comycetidae. This fungus does not attack the plant via spores like most other fungi, but through a mycelial infection.
- the present invention was based on mixtures which, with a reduced total amount of active ingredients applied, have an improved action against the harmful fungi.
- Fungicides selected from the following group are particularly suitable as further active ingredients in the above sense:
- Amine derivatives such as aldimorph, dodemorph, fenpropimorph, fenpropidin, guazatine, iminoctadine, tridemorph, o antibiotics such as cycloheximide, griseofulvin, kasugamycin, natamycin, polyoxin or streptomycin,
- Azoles such as bitertanol, bromoconazole, cyproconazole, difenoconazole, dinitroconazole, epoxiconazole, fenbuconazole, fluquiconazole, flusilazole, flutriafol, hexaconazole, imazalil, ipconazole, metconazole, myclobutanilone, penconazolone , Triadimefon, triadimenol, triflumizol, triticonazole,
- Dicarboximides such as myclozolin, procymidone,
- Dithiocarbamates such as Ferbam, Nabam, Metam, Propineb, Polycarbamat, Ziram, Zineb,
- heterocyclic compounds such as anilazine, boscalid, carbendazim, carboxin, oxy- carboxin, cyazofamid, dazomet, famoxadone, fenamidone, fuberidazole, flutolanil, furametpyr, isoprothiolane, mepronil, nuarimol, probenazole, pyroquilon, Quinoxy- fen, silthiofam, thiabendazole, thifluzamide, Tiadinil, tricyclazole, triforins, nitrophenyl derivatives, such as binapacryl, dinocap, dinobutone, nitrophthaloisopropyl, Phenylpyrroles such as fenpiclonil or fludioxonil,
- fungicides such as acibenzolar-S-methyl, carpropamide, chlorothalonil, cyflufenamid, cymoxanil, diclomezin, diclocymet, diethofencarb, edifenphos, ethaboxam, fenhexamide, fentin acetate, fenoxanil, ferim zone, fluazinam, fosetyl, fosetyl, fosetyl Phosphorous acid, hexachlorobenzene, metrafenone, pencycuron, propamocarb, phthalide, toloclofos-methyl, quintozene, zoxamide,
- Strobilurins such as fluoxastrobin, metominostrobin, orysastrobin, pyraclostrobin or trifloxystrobin, 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.
- fungicides are particularly suitable as components IM and IV:
- Amine derivatives such as dodemorph, fenpropimorph, fenpropidin, iminoctadine, tridemorph;
- Azoles such as bromoconazole, cyproconazole, difenoconazole, dinitroconazole, epoxiconazole, fenbuconazole, fluquiconazole, flusilazole, flutriafol, hexaconazole, ipconazole, metaconazole, myclobutanil, pencqnazoth, propolonazolazole, proponazonazol, propolonazolazole, proponazonazole, propolonazole, propolonazolazole, proponazonazole, proponazole, propolonazole, propolonazolazole, proponazonazole, proponazolazole, propolonazole, propolonazole, propolonazole, propolonazole, propolonazole, propolonazole, propolonazole, propolonazole, propolonazole, propolonazole, propolonazole, pro
- Heterocyclic compounds such as boscalid, carbenda ⁇ im, carboxin, cyazofamid, fluorolanil, quinoxyfen; Dithiocarbamates and
- fungicides such as benthiavalicarb, chlorothalonil, cyflufenamid, diclofluanid,
- Fenhexamide Fenhexamide, fluazinam, fosetyl, fosethyl aluminum, phosphorous acid, metrafenone and pencycuron.
- Mixtures of the compounds I and II with a component III are preferred. Mixtures of compounds I and II are particularly preferred.
- the mixtures of the compounds I and II or the simultaneous joint or separate use of the compounds I and the compound II are notable for excellent activity against rice pathogens from the class of Ascomycetes, Deuteromycetes and Basidiomycetes. They can be used for seed treatment, as well as leaf and soil fungicides.
- the combination of compounds I and II according to the invention is also suitable for controlling other pathogens, such as, for. B. Septoria and Pwcc / n / a species in cereals such as wheat and barley and Alternaria and ßoftyf / ' s in vegetables, fruits and wine.
- pathogens such as, for. B. Septoria and Pwcc / n / a species in cereals such as wheat and barley and Alternaria and ßoftyf / ' s in vegetables, fruits and wine.
- the compound I and the compound 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 compound II are usually used in a weight ratio of 100: 1 to 1: 100, preferably 20: 1 to 1:50, in particular 2: 1 to 1:10. ,
- Components III and IV are optionally 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 2000 g / ha, preferably 50 to 1500 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 compound 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 the mixture of 0.001 to 1 g / kg of seed preferably 0.01 to 0.5 g / kg, in particular 0.01 to 0.1 g / kg, are generally used.
- the separate or joint application of the compounds I and II or the mixtures of the compounds I and II is carried out by spraying or pollinating the seeds, the seedlings, the plants or the soil before or after sowing the plants or before or after emergence of the plants.
- the compounds are preferably applied jointly or separately by applying granules or by dusting the soil.
- the mixtures according to the invention, or the compounds I and II can be converted into the customary formulations, for example 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, gamma Butry
- 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 silicic acid, 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 silicic acid, 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
- Mineral oil fractions of medium to high boiling point such as kerosene or diesel oil, also coal tar oils and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, for example toluene, xylene, are used to produce directly sprayable solutions, emulsions, pastes or oil dispersions.
- 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 plant-based 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
- 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
- Suspensions 20 parts by weight of the active ingredients are comminuted in a stirred ball mill to form a fine active ingredient suspension with the addition of dispersing and wetting agents and water or an organic solvent. Dilution in water results in a stable suspension of the active ingredient.
- 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, for example in the form of directly sprayable solutions, powders, suspensions or dispersions, emulsions, oil dispersions, pastes, dusts, scattering agents, granules by spraying, atomizing, dusting, scattering or Pouring can be applied.
- the application forms depend entirely on the application purposes; 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.
- wetting agents, adhesives, dispersants or emulsifiers, and possibly solvents or oil can also be prepared from active substance and 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 ingredients, if appropriate also only immediately before use (tank mix). These agents can be mixed with the agents according to the invention 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 of them are mixed with a fungicidally effective amount of the mixture or Compounds I and II treated 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. This solution was 1% by weight of emulsifier Uniperol® EL (wetting agent with emulsifying and dispersing action based ethoxylated alkylphenols) added and diluted with water to the desired concentration.
- emulsifier Uniperol® EL wetting agent with emulsifying and dispersing action based ethoxylated alkylphenols
- Pots with rice plants of the "Tai-Nong 67" variety were sprayed to runoff point with an aqueous suspension in the active compound concentration given below.
- pots of oat grains infected with Corticium sasakii were placed (5 kernels per pot) Plants in one
- Chamber set up at 26 ° C and maximum humidity. After 11 days, the leaf sheath disease on the untreated but infected control plants had developed so much that the infestation could be determined visually in%.
- the evaluation is carried out by determining the infestation in percent. These percentages were converted into efficiencies.
- ⁇ corresponds to the fungal attack of the treated plants in% and ß corresponds to the fungal attack of the untreated (control) plants in%
- 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)
Priority Applications (11)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU2004255418A AU2004255418A1 (en) | 2003-07-09 | 2004-06-30 | Fungicidal mixtures |
NZ544875A NZ544875A (en) | 2003-07-09 | 2004-06-30 | Fungicidal mixtures comprising triazolopyrimidine derivative and kresoxim-methyl |
YUP-2005/0958A RS20050958A (xx) | 2003-07-09 | 2004-06-30 | Fungicidne smeše |
BRPI0412395-6A BRPI0412395A (pt) | 2003-07-09 | 2004-06-30 | misturas fungicidas, agente fungicida, processo para combater fungos nocivos, semente, e, uso do composto |
US10/563,606 US20070105875A1 (en) | 2004-06-30 | 2004-06-30 | Fungicidal mixtures |
CA002531540A CA2531540A1 (en) | 2003-07-09 | 2004-06-30 | Fungicidal mixtures |
EA200600170A EA008628B1 (ru) | 2003-07-09 | 2004-06-30 | Фунгицидные смеси |
EP04763051A EP1656024A1 (de) | 2003-07-09 | 2004-06-30 | Fungizide mischungen |
MXPA06000025A MXPA06000025A (es) | 2003-07-09 | 2004-06-30 | Mezclas fungicidas. |
IL172609A IL172609A0 (en) | 2003-07-09 | 2005-12-15 | Fungicidal mixtures |
NO20056173A NO20056173L (no) | 2003-07-09 | 2005-12-23 | Fungisidale blandinger |
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10331117.3 | 2003-07-09 | ||
DE10331117 | 2003-07-09 | ||
DE10332460.7 | 2003-07-16 | ||
DE10332460 | 2003-07-16 | ||
DE102004016084 | 2004-03-30 | ||
DE102004016084.8 | 2004-03-30 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2005004609A1 true WO2005004609A1 (de) | 2005-01-20 |
Family
ID=34068672
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2004/007079 WO2005004609A1 (de) | 2003-07-09 | 2004-06-30 | Fungizide mischungen |
Country Status (16)
Country | Link |
---|---|
EP (1) | EP1656024A1 (xx) |
KR (1) | KR100732093B1 (xx) |
AR (1) | AR045723A1 (xx) |
AU (1) | AU2004255418A1 (xx) |
BR (1) | BRPI0412395A (xx) |
CA (1) | CA2531540A1 (xx) |
EA (1) | EA008628B1 (xx) |
EC (1) | ECSP056255A (xx) |
IL (1) | IL172609A0 (xx) |
MX (1) | MXPA06000025A (xx) |
NO (1) | NO20056173L (xx) |
NZ (1) | NZ544875A (xx) |
RS (1) | RS20050958A (xx) |
TW (1) | TW200509797A (xx) |
UY (1) | UY28410A1 (xx) |
WO (1) | WO2005004609A1 (xx) |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0253213A1 (de) * | 1986-07-16 | 1988-01-20 | BASF Aktiengesellschaft | Oximether und enthaltende Fungizide |
WO1998046607A1 (en) * | 1997-04-14 | 1998-10-22 | American Cyanamid Company | Fungicidal trifluorophenyl-triazolopyrimidines |
EP0988790A1 (en) * | 1998-09-25 | 2000-03-29 | American Cyanamid Company | Fungicidal mixtures |
WO2004045283A2 (de) * | 2002-11-15 | 2004-06-03 | Basf Aktiengesellschaft | Fungizide mischungen zur bekämpfung von reispathogenen |
-
2004
- 2004-06-30 EA EA200600170A patent/EA008628B1/ru not_active IP Right Cessation
- 2004-06-30 EP EP04763051A patent/EP1656024A1/de not_active Withdrawn
- 2004-06-30 WO PCT/EP2004/007079 patent/WO2005004609A1/de active Application Filing
- 2004-06-30 MX MXPA06000025A patent/MXPA06000025A/es not_active Application Discontinuation
- 2004-06-30 NZ NZ544875A patent/NZ544875A/en unknown
- 2004-06-30 BR BRPI0412395-6A patent/BRPI0412395A/pt not_active IP Right Cessation
- 2004-06-30 AU AU2004255418A patent/AU2004255418A1/en not_active Abandoned
- 2004-06-30 KR KR1020067000352A patent/KR100732093B1/ko not_active IP Right Cessation
- 2004-06-30 RS YUP-2005/0958A patent/RS20050958A/sr unknown
- 2004-06-30 CA CA002531540A patent/CA2531540A1/en not_active Abandoned
- 2004-07-08 AR ARP040102439A patent/AR045723A1/es unknown
- 2004-07-09 UY UY28410A patent/UY28410A1/es unknown
- 2004-07-09 TW TW093120677A patent/TW200509797A/zh unknown
-
2005
- 2005-12-15 IL IL172609A patent/IL172609A0/en unknown
- 2005-12-23 NO NO20056173A patent/NO20056173L/no not_active Application Discontinuation
- 2005-12-27 EC EC2005006255A patent/ECSP056255A/es unknown
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0253213A1 (de) * | 1986-07-16 | 1988-01-20 | BASF Aktiengesellschaft | Oximether und enthaltende Fungizide |
WO1998046607A1 (en) * | 1997-04-14 | 1998-10-22 | American Cyanamid Company | Fungicidal trifluorophenyl-triazolopyrimidines |
EP0988790A1 (en) * | 1998-09-25 | 2000-03-29 | American Cyanamid Company | Fungicidal mixtures |
WO2004045283A2 (de) * | 2002-11-15 | 2004-06-03 | Basf Aktiengesellschaft | Fungizide mischungen zur bekämpfung von reispathogenen |
Also Published As
Publication number | Publication date |
---|---|
CA2531540A1 (en) | 2005-01-20 |
KR20060033002A (ko) | 2006-04-18 |
EA008628B1 (ru) | 2007-06-29 |
NO20056173L (no) | 2006-02-01 |
ECSP056255A (es) | 2006-10-31 |
AU2004255418A1 (en) | 2005-01-20 |
AR045723A1 (es) | 2005-11-09 |
RS20050958A (xx) | 2008-06-05 |
TW200509797A (en) | 2005-03-16 |
MXPA06000025A (es) | 2006-03-21 |
KR100732093B1 (ko) | 2007-06-27 |
EA200600170A1 (ru) | 2006-06-30 |
IL172609A0 (en) | 2006-04-10 |
BRPI0412395A (pt) | 2006-09-19 |
NZ544875A (en) | 2009-06-26 |
UY28410A1 (es) | 2005-01-31 |
EP1656024A1 (de) | 2006-05-17 |
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