Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
1999-11-17
2001-11-13
Robinson, Allen J. (Department: 1616)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Heterocyclic carbon compounds containing a hetero ring...
C514S539000, C514S619000, C514S622000
Reexamination Certificate
active
06316446
ABSTRACT:
The present invention relates to a fungicidal mixture which comprises
a) a phenyl benzyl ether derivative of the formula I.a, I.b or I.c,
and
b) a carboxamide II selected from the group of the compounds IIa and IIb
in a synergistically effective amount.
Moreover, the invention relates to methods for controlling harmful fungi using mixtures of the compounds I (I.a, I.b or I.c) and II (II.a or II.b) and to the use of the compound I and of the compound II for the preparation of such mixtures.
The compounds of the formula I, their preparation and their activity against harmful fungi are disclosed in the literature (EP-A 253 213; EP-A 254 426; EP-A 398 692).
Also disclosed are the carboxamides II [IIa: common name: Dimethomorph, EP-A 120 321; IIb: proposed common name: Flumetover, AGROW No. 243 (1995), 22], their preparation and their activity against harmful fungi.
It is an object of the present invention to provide mixtures which have an improved activity against harmful fungi combined with a reduced total amount of active ingredients applied (synergistic mixtures), with a view to reducing the application rates and to improving the activity spectrum of the known compounds.
We have found that this object is achieved by the mixtures defined at the outset. Moreover, we have found that better control of harmful fungi is possible by applying the compound I and the compound II simultaneously together or separately, or by applying the compounds I and the compounds II in succession than when the individual compounds are used.
Owing to their basic character, the compounds I and II are capable of forming salts or adducts with inorganic or organic acids or with metal ions.
Examples of inorganic acids are hydrohalic acids such as hydrofluoric acid, hydrochloric acid, hydrobromic acid and hydroiodic acid, and furthermore sulfuric acid, phosphoric acid and nitric acid.
Suitable organic acids are, for example, formic acid and alkanoic acids, such as acetic acid, trifluoroacetic acid, trichloroacetic acid and propionic acid, and also glycolic acid, thiocyanic acid, lactic acid, succinic acid, citric acid, benzoic acid, cinnamic acid, oxalic acid, alkylsulfonic acids (sulfonic acids having straight-chain or branched alkyl radicals of 1 to 20 carbon atoms), arylsulfonic acids or aryldisulfonic acids (aromatic radicals, such as phenyl and naphthyl, which carry one or two sulfo groups), alkylphosphonic acids (phosphonic acids having straight-chain or branched alkyl radicals of 1 to 20 carbon atoms), arylphosphonic acids or aryldiphosphonic acids (aromatic radicals, such as phenyl and naphthyl, which carry one or two phosphoric acid radicals), it being possible for the alkyl or aryl radicals to carry further substituents, eg. p-toluenesulfonic acid, salicylic acid, p-aminosalicylic acid, 2-phenoxybenzoic acid, 2-acetoxybenzoic acid, etc.
Suitable metal ions are, in particular, the ions of the elements of the second main group, in particular calcium and magnesium, of the third and fourth main group, in particular aluminum, tin and lead, and of the first to eighth sub-group, in particular, chromium, manganese, iron, cobalt, nickel, copper, zinc and others. Particular preference is given to the metal ions of the elements of the sub-groups of the fourth period. The metals can exist in the various valencies which they can assume.
When preparing the mixtures, it is preferred to employ the pure active ingredients I and II, to which further active ingredients against harmful fungi or other pests, such as insects, arachnids or nematodes, or else herbicidal or growth-regulating active ingredients or fertilizers can be mixed, if so required.
The mixtures of the compounds I and II, or the simultaneous joint or separate use of the compounds I and II, exhibit outstanding activity against a wide range of phytopathogenic fungi, in particular from the classes of the Ascomycetes, Basidiomycetes, Phycomycetes and Deuteromycetes. Some of them act systemically and can therefore be employed as folio- and soil-acting fungicides.
They are especially important for controlling a large number of fungi in a variety of crop plants, such as cotton, vegetable species (eg. cucumbers, beans, tomatoes, potatoes and cucurbits), barley, grass, oats, bananas, coffee, maize, fruit species, rice, rye, soya, grapevine, wheat, ornamentals, sugarcane, and a variety of seeds.
They are particularly suitable for controlling the following phytophathogenic fungi:
Erysiphe graminis
(powdery mildew) on cereals,
Erysiphe cichoracearum
and
Sphaerotheca fuliginea
in cucurbits,
Podosphaera leucotricha
in apples,
Uncinula necator
in grapevines, Puccinia species in cereals, Rhizoctonia species in cotton, rice and lawns, Ustilago species in cereals and sugarcane,
Venturia inaequalis
(scab) in apples, Helminthosporium species in cereals,
Septoria nodorum
in wheat,
Botrytis cinerea
(gray mold) in strawberries, vegetables, ornamentals and grapevines,
Cercospora arachidicola
in ground nuts,
Pseudocercosporella herpotrichoides
in wheat and barley,
Pyricularia oryzae
in rice,
Phytophthora infestans
in potatoes and tomatoes,
Plasmopara viticola
in grapevines, Pseudocercosporella species in hops and cucumbers, Alternaria species in vegetables and fruit, Mycosphaerella species in bananas and Fusarium and Verticillium species.
Furthermore, they can be used in the protection of materials (eg. in the protection of wood), for example against
Paecilomyces variotii.
The compounds I and II can be applied simultaneously, either together or separately, or in succession, the sequence, in the case of separate application, generally not having an effect on the result of the control measures.
The compounds I and II are usually used in a weight ratio of 20:1 to 0.005:1, preferably 10:1 to 0.01:1, in particular 5:1 to 0.2:1.
Depending on the kind of effect desired, the application rates of the mixtures according to the invention are, in particular in agricultural crops, from 0.01 to 8 kg/ha, preferably 0.1 to 5 kg/ha, in particular 0.5 to 3.0 kg/ha.
Application rates of the compounds I are from 0.01 to 0.5 kg/ha, preferably 0.05 to 0.5 kg/ha, in particular 0.05 to 0.3 kg/ha.
Correspondingly, in the case of the compounds II, the application rates are from 0.005 to 1 kg/ha, preferably 0.1 bis 0.5 kg/ha, in particular 0.1 to 0.3 kg/ha.
For seed treatment, the application rates of the mixture are generally from 0.001 to 250 g/kg of seed, preferably 0.01 to 100 g/kg, in particular 0.01 to 50 g/kg.
If phytopathogenic fungi are to be controlled, the separate or joined application of the compounds I and II or of the mixtures of the compounds I and II is affected by spraying or dusting the seeds, the plants or the soils before the sowing of the plants, or before or after plant emergence.
The fungicidal synergistic mixtures according to the invention, or the compounds I and II, can be formulated, for example, in the form of ready-to-spray solutions, powders and suspensions or in the form of highly concentrated aqueous, oily or other suspensions, dispersions, emulsions, oil dispersions, pastes, dusts, materials for broadcasting or granules, and applied by spraying, atomizing, dusting, broadcasting or watering. The use form depends on the intended purpose; in any case, it should guarantee as fine and as uniform as possible a distribution of the mixture according to the invention.
The formulations are prepared in a manner known per se, eg. by adding solvents and/or carriers. It is usual to admix inert additives, such as emulsifiers or dispersants, with the formlations.
Suitable surfactants are the alkali metal salts, alkaline earth metal salts and ammonium salts of aromatic sulfonic acids, eg. ligno-, phenol-, naphthalene- and dibutylnaphthalenesulfonic acid, and of fatty acids, alkyl- and alkylarylsulfonates, alkyl, lauryl ether and fatty alcohol sulfates, and salts of sulfated hexa-, hepta- and octadecanols, or of fatty alcohol glycol ethers, condensates of sulfonated naphthalene and its derivatives with formaldehyde, condensates of naph
Ammermann Eberhard
Birner Erich
Hampel Manfred
Leyendecker Joachim
Lorenz Gisela
BASF - Aktiengesellschaft
Keil & Weinkauf
Robinson Allen J.
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