WO2002054871A1 - Fungizide mischungen aus imidazolderivate und dithiocarbamate - Google Patents
Fungizide mischungen aus imidazolderivate und dithiocarbamate Download PDFInfo
- Publication number
- WO2002054871A1 WO2002054871A1 PCT/EP2002/000236 EP0200236W WO02054871A1 WO 2002054871 A1 WO2002054871 A1 WO 2002054871A1 EP 0200236 W EP0200236 W EP 0200236W WO 02054871 A1 WO02054871 A1 WO 02054871A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- dithiocarbamate
- formula
- ethylene bis
- zinc
- halogen
- Prior art date
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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
-
- 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
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
- A01N47/14—Di-thio analogues thereof
Definitions
- the present invention relates to fungicidal mixtures comprising
- R 1 and R 2 are halogen and phenyl, which can be substituted by halogen or -CC 4 alkyl, or
- R 4 di- (C 1 -C 4 alkyl) amino or isoxazol-4-yl which may carry two C ⁇ -C 4 alkyl, group;
- the invention relates to methods for combating harmful fungi with mixtures of the compounds I and II and the use of the compounds I and the compounds II for the production of such mixtures.
- Mancozeb (US 3,379,610);
- Maneb (US 2,504,404);
- IIc former common name Metiram (US 3,248,400);
- Ild common name Zineb (US 2,457,674), their production and their action against harmful fungi.
- the present invention was based on mixtures which, with a reduced total amount of active compounds applied, have an improved activity against harmful fungi (synergistic mixtures).
- Formula I in particular represents imidazole derivatives of the formula I in which R 1 is halogen, in particular chlorine and R 2 is tolyl, in particular p-tolyl.
- the compound of the formula Ia (common name: cyazofamid) is particularly preferred. It is known from EP-A 298 196.
- Halogen stands for fluorine, chlorine, bromine and iodine.
- Compounds of the formula Ib in which X represents bromine (Ib.l) or chlorine (Ib.2) are particularly preferred.
- the mixtures of the compounds I and II or the compounds I and II used simultaneously, together or separately, are distinguished by an excellent action against a broad spectrum of phytopathogenic fungi, in particular from the class of the Ascomycetes, Basidiomycetes, Phycomycetes and Deutero - mycetes from. They are partly systemically effective and can therefore also be used as leaf and soil fungicides.
- the compounds I and II can be applied simultaneously, that is jointly 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 compounds I and II are usually used in a weight ratio of 20: 1 to 1: 500, in particular 10: 1 to 1: 200, preferably 1: 1 to 1:50.
- the application rates of the mixtures according to the invention, especially for agricultural crop areas, are from 0.01 to 8 kg / ha, preferably 0.1 to 5 kg / ha, in particular 0.1 to 3.0 kg / ha, depending on the type of effect desired ,
- the application rates for the compounds I are 0.01 to 1 kg / ha, preferably 0.05 to 0.5 kg / ha, in particular 0.05 to 0.3 kg / ha.
- the application rates for the compounds II are accordingly from 0.01 to 1 kg / ha, preferably 0.02 to 0.5 kg / ha, in particular 0.05 to 0.3 kg / ha.
- application rates of mixture of 0.001 to 250 g / kg of seed preferably 0.01 to 100 g / kg, in particular 0.01 to 50 g / 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 dusting the seeds, the plants or the soil before or after the plants are sown or before or after the plants emerge.
- the fungicidal synergistic mixtures according to the invention or the compounds I and II can be prepared, for example, in the form of directly sprayable solutions, powders and suspensions or in the form of high-strength aqueous, oily or other suspensions, dispersions, emulsions, oil dispersions, pastes, dusts, spreading agents or granules and applied by spraying, atomizing, dusting, scattering or pouring.
- the form of application depends on the intended use; she should in ensure as fine and uniform a distribution of the mixture according to the invention as possible.
- the formulations are prepared in a manner known per se, e.g. by adding solvents and / or carriers. Inert additives such as emulsifiers or dispersants are usually added to the formulations.
- alkali, alkaline earth, ammonium salts of aromatic sulfonic acids e.g. Lignin-,
- Powders, materials for broadcasting and dusts can be prepared by mixing or jointly grinding the compounds I or II or the mixture of the compounds I and II with a solid carrier.
- Granules e.g. coating, impregnation or homogeneous granules
- a solid carrier e.g., a wax, a wax, or a wax.
- Mineral soils such as silica gel, silicas, silica gels, silicates, talc, kaolin, limestone, lime, chalk, boluses, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulfate, magnesium oxide, ground plastics and fertilizers are used as fillers or solid carriers such as ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas and vegetable products such as cereal flour, tree bark, wood and nutshell flour, cellulose powder or other solid carriers.
- mineral soils such as silica gel, silicas, silica gels, silicates, talc, kaolin, limestone, lime, chalk, boluses, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulfate, magnesium oxide, ground plastics and fertilizers are used as fillers or solid carriers such as ammonium sulfate, ammonium phosphate, ammonium
- the formulations generally contain 0.1 to 95% by weight, preferably 0.5 to 90% by weight, of one of the compounds I or II or the mixture of the compounds I and II.
- the active compounds are used in a purity of 90% to 100%, preferably 95% to 100% (according to the NMR or HPLC spectrum).
- the compounds I or II, the mixtures or the corresponding formulations are used in such a way that the harmful fungi, their habitat or the plants, seeds, soils, areas, materials or spaces to be kept free of them are mixed with a fungicidally effective amount of the mixture, or of compounds I and II treated separately.
- the application can take place before or after the infestation by the harmful fungi.
- the active ingredients were prepared separately or together as a 10% emulsion in a mixture of 63% by weight cyclohexanone and 27% by weight emulsifier and diluted with water in accordance with the desired concentration.
- ⁇ 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; at an efficiency of 100, the treated plants showed no infection.
- E x + y - xy / 100 E expected efficiency, expressed in% of the untreated control, when using the mixture of active ingredients A and B in concentrations a and bx the efficiency, expressed in% of the untreated control, when using active ingredient A in concentration ay, the efficiency, expressed in% of the untreated control when using the active ingredient B in the concentration b
- Leaves of potted vines of the "Müller-Thurgau" variety were sprayed to runoff point with aqueous active ingredient preparation, which was prepared with a stock solution consisting of 10% active ingredient, 85% cyclohexanone and 5% emulsifier.
- aqueous active ingredient preparation which was prepared with a stock solution consisting of 10% active ingredient, 85% cyclohexanone and 5% emulsifier.
- the following day, the undersides of the leaves were inoculated with an aqueous zoospore suspension of Plasmopara vi ticola.
- the vines were then placed for 48 hours in a steam-saturated chamber at 24 ° C and then for 5 days in a greenhouse at temperatures between 20 and 30 ° C. After this time, the plants were again placed in a moist chamber for 16 hours in order to accelerate the sporangium carrier outbreak. The extent of the development of the infestation on the undersides of the leaves was then determined visually.
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
Description
Claims
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/250,569 US20040039039A1 (en) | 2001-01-16 | 2002-01-12 | Fungicidal mixtures |
AT02712814T ATE296032T1 (de) | 2001-01-16 | 2002-01-12 | Fungizide mischungen aus imidazolderivate und dithiocarbamate |
JP2002555621A JP2004521884A (ja) | 2001-01-16 | 2002-01-12 | 殺菌性混合物 |
PL365840A PL203421B1 (pl) | 2001-01-16 | 2002-01-12 | Mieszanina grzybobójcza, sposób zwalczania szkodliwych grzybów i srodek grzybobójczy |
BR0206440-5A BR0206440A (pt) | 2001-01-16 | 2002-01-12 | Misturas fungicidas, método para combater fungos nocivos, e, agente fungicida |
MXPA03005635A MXPA03005635A (es) | 2001-01-16 | 2002-01-12 | Mezclas fungicidas. |
KR10-2003-7009419A KR20030066815A (ko) | 2001-01-16 | 2002-01-12 | 살진균제 혼합물 |
DE50203192T DE50203192D1 (de) | 2001-01-16 | 2002-01-12 | Fungizide mischungen aus imidazolderivate und dithiocarbamate |
EP02712814A EP1363498B1 (de) | 2001-01-16 | 2002-01-12 | Fungizide mischungen aus imidazolderivate und dithiocarbamate |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10101923 | 2001-01-16 | ||
DE10101923.8 | 2001-01-16 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2002054871A1 true WO2002054871A1 (de) | 2002-07-18 |
Family
ID=7670836
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2002/000236 WO2002054871A1 (de) | 2001-01-16 | 2002-01-12 | Fungizide mischungen aus imidazolderivate und dithiocarbamate |
Country Status (10)
Country | Link |
---|---|
US (1) | US20040039039A1 (de) |
EP (1) | EP1363498B1 (de) |
JP (1) | JP2004521884A (de) |
KR (1) | KR20030066815A (de) |
CN (1) | CN1486138A (de) |
AT (1) | ATE296032T1 (de) |
BR (1) | BR0206440A (de) |
DE (1) | DE50203192D1 (de) |
MX (1) | MXPA03005635A (de) |
WO (1) | WO2002054871A1 (de) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101700014B (zh) * | 2009-11-30 | 2013-07-24 | 青岛星牌作物科学有限公司 | 一种杀菌组合物及应用 |
CN101743984A (zh) * | 2010-01-22 | 2010-06-23 | 青岛奥迪斯生物科技有限公司 | 一种含有氰霜唑和代森联的高效杀菌组合物 |
US9578875B2 (en) | 2013-04-16 | 2017-02-28 | Upl Limited | Fungicidal composition |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0298196A1 (de) * | 1987-03-13 | 1989-01-11 | Ishihara Sangyo Kaisha, Ltd. | Imidazol-Verbindung und diese enthaltende biozide Zusammensetzungen |
WO1997006171A1 (de) * | 1995-08-10 | 1997-02-20 | Bayer Aktiengesellschaft | Halogenbenzimidazole und ihre verwendung als mikrobizide |
WO1998047370A1 (de) * | 1997-04-18 | 1998-10-29 | Bayer Aktiengesellschaft | Fungizide wirkstoffkombinationen |
EP1028125A1 (de) * | 1998-11-30 | 2000-08-16 | Isagro Ricerca S.r.l. | Dipeptide mit fungizider Aktivität und deren agronomische Verwendung |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2457674A (en) * | 1944-12-02 | 1948-12-28 | Rohm & Haas | Fungicidal compositions |
US2504404A (en) * | 1946-06-12 | 1950-04-18 | Du Pont | Manganous ethylene bis-dithiocarbamate and fungicidal compositions containing same |
NL109776C (de) * | 1957-08-17 | |||
BE617407A (de) * | 1961-05-09 | |||
US6297236B1 (en) * | 1998-04-06 | 2001-10-02 | Bayer Aktiengesellschaft | Fungicide active substance combinations |
TR200103810T2 (tr) * | 1998-11-20 | 2002-06-21 | Bayer Aktiengesellschaft | Mantar öldürücü aktif bileşik kombinasyonları. |
-
2002
- 2002-01-12 JP JP2002555621A patent/JP2004521884A/ja active Pending
- 2002-01-12 US US10/250,569 patent/US20040039039A1/en not_active Abandoned
- 2002-01-12 KR KR10-2003-7009419A patent/KR20030066815A/ko not_active Application Discontinuation
- 2002-01-12 EP EP02712814A patent/EP1363498B1/de not_active Expired - Lifetime
- 2002-01-12 BR BR0206440-5A patent/BR0206440A/pt not_active IP Right Cessation
- 2002-01-12 WO PCT/EP2002/000236 patent/WO2002054871A1/de active IP Right Grant
- 2002-01-12 AT AT02712814T patent/ATE296032T1/de not_active IP Right Cessation
- 2002-01-12 CN CNA028036735A patent/CN1486138A/zh active Pending
- 2002-01-12 MX MXPA03005635A patent/MXPA03005635A/es active IP Right Grant
- 2002-01-12 DE DE50203192T patent/DE50203192D1/de not_active Expired - Lifetime
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0298196A1 (de) * | 1987-03-13 | 1989-01-11 | Ishihara Sangyo Kaisha, Ltd. | Imidazol-Verbindung und diese enthaltende biozide Zusammensetzungen |
WO1997006171A1 (de) * | 1995-08-10 | 1997-02-20 | Bayer Aktiengesellschaft | Halogenbenzimidazole und ihre verwendung als mikrobizide |
WO1998047370A1 (de) * | 1997-04-18 | 1998-10-29 | Bayer Aktiengesellschaft | Fungizide wirkstoffkombinationen |
EP1028125A1 (de) * | 1998-11-30 | 2000-08-16 | Isagro Ricerca S.r.l. | Dipeptide mit fungizider Aktivität und deren agronomische Verwendung |
Also Published As
Publication number | Publication date |
---|---|
MXPA03005635A (es) | 2003-10-06 |
BR0206440A (pt) | 2003-12-30 |
CN1486138A (zh) | 2004-03-31 |
DE50203192D1 (de) | 2005-06-30 |
EP1363498B1 (de) | 2005-05-25 |
KR20030066815A (ko) | 2003-08-09 |
US20040039039A1 (en) | 2004-02-26 |
JP2004521884A (ja) | 2004-07-22 |
EP1363498A1 (de) | 2003-11-26 |
ATE296032T1 (de) | 2005-06-15 |
PL365840A1 (en) | 2005-01-10 |
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