Crop protection products

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

Reexamination Certificate

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C514S361000

Reexamination Certificate

active

06248748

ABSTRACT:

The present invention relates to novel crop-protecting mixtures of active ingredients having a synergistically increased action, this mixture comprising at least one compound having a plant-immunizing action and at least one compound having a microbicidal action, and to methods for using such mixtures in crop protection, in particular for controlling and preventing the incidence of disease.
Component I is a plant-immunizing compound of the formula I
in which
Z is CN, COOH or a salt thereof, CO—OC
1
-C
4
alkyl or CO—SC
1
-C
4
alkyl;
component II is a compound selected from the group consisting of
A) 1-[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazole, (“propiconazole”), (reference: GB-1 522 657);
B) 1-{2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-ylmethyl}-1H-1,2,4-triazole, (“difenoconazole”), (reference: GB-2 098 607);
C) 1-[2-(2,4-dichlorophenyl)pentyl-1H-1,2,4-triazole, (“penconazole”), (reference: GB-1 589 852);
D) cis-4-[3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine, (“fenpropimorph”), (reference: DE 2 752 135);
E) 1-[3-(4-tert-butylphenyl)-2-methylpropyl]piperidine, (“fenpropidin”), (reference: DE 2 752 135);
F) 4-cyclopropyl-6-methyl-
N
-phenyl-2-pyrimidinamine (“cyprodinil”) (reference: EP-A-310 550);
G) (RS)-N-(2,6-dimethylphenyl-N-(methoxyacetyl)alanine methyl ester (“metalaxyl”), (reference: GB-1 500 581);
H) (R)-N-(2,6-dimethylphenyl-N-(methoxyacetyl)alanine methyl ester (“R-metalaxyl”), (reference: GB-1 500 581);
J) 1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1 -ij]quinolin-4-one (“pyroquilon”), (reference: GB-1 394 373).
The invention also relates to salts and metal complexes of the compounds I and II
Preferred compounds among those of the formula I are compounds in which Z is COOH (compound IA) or a salt thereof, CN (compound IB), COOCH
3
(compound IC) or COSCH
3
(compound ID).
Preferred salts are alkali metal and alkaline earth metal salts, in particular Li, Na, K, Mg or Ca salts, furthermore organic salts, in particular those of salt-forming amines, for example trimethylamine, triethylamine, N,N-dimethylaniline, pyridine, triethanolamine, morpholine.
Very particularly preferred is the compound of the formula I in which Z is CO—SCH
3
(compound ID).
It has been disclosed that compounds of the formula I activate the plant's latent, own defence system against the effects of pathogenic microbes and thus are capable of protecting the plant against pathogens (EP-A-313 512). At low rates of application, these compounds are not directly active against the harmful organisms, but cause immunization of the healthy plant against diseases. The disadvantage of controlling plant diseases using compounds of the formula I is that the action is frequently insufficient at low rates of application.
Surprisingly, it has now been found that compounds of the formula I, when mixed in certain ratios with one of the conventional microbicides IIA to IIJ, have a synergistically increased action. Such mixtures are suitable for controlling plant diseases by, on the one hand, strengthening the plant by activating its own defence system and, on the other hand, additionally controlling the pathogens directly. In comparison with the conventional methods of controlling plant diseases, unexpectedly low amounts of active ingredients are required. A particular advantage of the mixtures according to the invention is furthermore the fact that the build-up of resistance, of plant diseases, is prevented effectively by the completely different mechanisms of action of components I and II. The synergistically increased action of mixtures of components I and II is shown, for example, by the lower rates of application, the longer duration of action and the higher overall yields than was to be expected from the total of the actions of the individual components.
The present invention also relates to a method of protecting plants against plant diseases, in particular fungus infestation, by treating the plants, parts of plants or their environment with a component I and a component II in any order or simultaneously.
Advantageous mixing ratios of the two active ingredients are I:II=1:30 to 10:1, preferably I:II=1:20 to 2:1 and 1:10 to 1:1.
Particularly advantageous mixing ratios are
I:IIA=1:1 to 1:6
I:IIB=1:1 to 1:6
I:IIC=1:1 to 1:5
I:IID=1:1 to 1:10
I:IIE=1:1 to 1:10
I:IIF=1:20 to 1:10
I:IIG=10:1 to 1:10
I:IIH=10:1 to 1:5
I:IIJ=10:1 to 1:10
The mixtures according to the invention of active ingredients I+II have very advantageous properties for protecting plants against the incidence of disease. The present mixtures of active ingredients are capable of containing or destroying the microorganisms which occur on plants or parts of plants (fruits, flowers, foliage, stalks, tubers, roots) of a variety of crops of useful plants, and even parts of plants which are formed at a later point in time remain unharmed by such microorganisms. They can also be employed as seed-dressing agents for treatment of plant propagation material, in particular seed (fruits, tubers, kernels) and nursery plants (for example rice) as a protection against fungal infections and against soil-borne phytopathogenic fungi. The mixtures of active ingredients according to the invention are distinguished by particularly good toleration by plants and favourable ecological properties.
The mixtures of active ingredients are effective against the phytopathogenic fungi of the following classes: Ascomycetes (for example Venturia, Podosphaera, Erysiphe, Monilinia, Mycosphaerella, Uncinula); Basidiomycetes (for example the genera Hemileia, Rhizoctonia, Puccinia); Fungi imperfecti (for example Botrytis, Helminthosporium, Rhynchosporium, Fusarium, Septoria, Cercospora, Alternaria, Pyricularia and, in particular, Pseudocercosporella herpotrichoides); Oomycetes (for example Phytophthora, Peronospora, Bremia, Pythium, Plasmopara).
Target crops for the fields of indication disclosed in the present publication are, within the scope of the invention, for example the following plant species: cereals (wheat, barley, rye, oats, rice, sorghum and related species); beet (sugar and fodder beet); pomaceous fruit, stone fruit and soft fruit (apples, pears, plums, peaches, almonds, cherries, strawberries, raspberries and blackberries); leguminous plants (beans, lentils, peas, soya beans); oil crops (oilseed rape, mustard, poppies, olives, sunflowers, coconut, castor, cocoa, groundnuts); cucurbits (pumpkins, cucumbers, melons); fibre plants (cotton, flax, hemp, jute); citrus fruit (oranges, lemons, grapefruit, tangerines); vegetables (spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, bell peppers); the laurel family (avocado, Cinnamonum, camphor), or plants such as maize, tobacco, nuts, coffee, sugar cane, tea, grapevines, hops, the plantain family and latex plants, and also ornamentals (flowers, shrubs, deciduous trees and conifers). This enumeration is not by way of limitation.
The mixtures of active ingredients according to the invention are particularly advantageous for the following applications:
I+IIA, I+IIB, I+IID, I+IIE: in cereals, very particularly in wheat and barley;
I+IIG, I+IIH, very particularly I+IIH: in potatoes, grapevines, lawns, hops, tobacco and vegetables;
I+IIJ: in rice.
The mixtures of active ingredients of the formulae I and II are conventionally used in the form of compositions. The active ingredients of the formulae I and II can be applied to the area or plant to be treated either simultaneously or in succession on the same day, if desired together with other carriers conventionally used in the art of formulation, surfactants or other additives which aid application.
Suitable carriers and additives can be solid or liquid and are the substances expediently used in the art of formulation, for example natural or regenerated mineral materials, solvents, dispersants, wetting agents, a

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