U.S. patent application number 09/736917 was filed with the patent office on 2001-11-22 for fungicidal active compound combinations.
Invention is credited to Brandes, Wilhelm, Dehne, Heinz-Wilhelm, Dutzmann, Stefan, Kruger, Bernd-Wieland, Kuck, Karl-Heinz.
Application Number | 20010044443 09/736917 |
Document ID | / |
Family ID | 6486564 |
Filed Date | 2001-11-22 |
United States Patent
Application |
20010044443 |
Kind Code |
A1 |
Brandes, Wilhelm ; et
al. |
November 22, 2001 |
Fungicidal active compound combinations
Abstract
There are described new active compound combinations of a
compound of the formula (I) 1 with known fungicidal active
compounds, and their use for the control of phytopathogenic
fungi.
Inventors: |
Brandes, Wilhelm;
(Leichlingen, DE) ; Dehne, Heinz-Wilhelm;
(Monheim, DE) ; Dutzmann, Stefan; (Hilden, DE)
; Kuck, Karl-Heinz; (Langenfeld, DE) ; Kruger,
Bernd-Wieland; (Gladbach, DE) |
Correspondence
Address: |
Stephen G. Ryan
Norris McLaughlin & Marcus, P.A.
30th Floor
220 East 42nd Street
New York
NY
10017
US
|
Family ID: |
6486564 |
Appl. No.: |
09/736917 |
Filed: |
December 14, 2000 |
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Application
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09736917 |
Dec 14, 2000 |
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09541950 |
Apr 3, 2000 |
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Current U.S.
Class: |
514/269 ;
514/140; 514/231.2; 514/241; 514/492; 514/494; 514/506;
514/613 |
Current CPC
Class: |
A01N 37/24 20130101;
A01N 37/24 20130101; A01N 59/16 20130101; A01N 59/02 20130101; A01N
57/12 20130101; A01N 55/00 20130101; A01N 53/00 20130101; A01N
47/38 20130101; A01N 47/34 20130101; A01N 47/26 20130101; A01N
47/20 20130101; A01N 47/18 20130101; A01N 47/14 20130101; A01N
47/04 20130101; A01N 43/76 20130101; A01N 43/653 20130101; A01N
43/64 20130101; A01N 43/54 20130101; A01N 43/40 20130101; A01N
43/36 20130101; A01N 43/32 20130101; A01N 37/46 20130101; A01N
37/38 20130101; A01N 37/34 20130101; A01N 37/24 20130101; A01N
2300/00 20130101; A01N 37/24 20130101; A01N 43/653 20130101 |
Class at
Publication: |
514/269 ;
514/140; 514/231.2; 514/492; 514/494; 514/506; 514/613;
514/241 |
International
Class: |
A01N 057/18; A01N
037/18; A01N 043/66; A01N 043/54; A01N 055/02; A01N 037/00 |
Foreign Application Data
Date |
Code |
Application Number |
Apr 28, 1993 |
DE |
P 43 13 867.5 |
Claims
1. Fungicidal compositions, characterized in that they contain an
active compound combination consisting of a compound of the formula
(I) 63and (A) dichlofluanid of the formula 64and/or (B)
tolylfluanid of the formula 65and/or (C)
tetrachloro-isophthalo-dinitrile of the formula 66and/or (D)
propineb of the formula 67and/or (E) tetramethyl-thiuram disulphide
of the formula 68and/or (F) mancozeb of the formula 69and/or (G)
anilazine of the formula 70and/or (H) copper oxychchloride and/or
(I) captan of the formula 71and/or (K) a morpholine derivative of
the formula 72and/or (L) dithianone of the formula 73and/or (M)
phaltan of the formula 74and/or (N) cymoxanil of the formula
75and/or (O) methyl benzimidazole-2-carbamate of the formula
76and/or (P) fosetyl of the formula 77or its aluminium adduct
and/or (Q) metalaxyl of the formula 78and/or (R) oxadixyl of the
formula 79and/or (S) fluazinam of the formula 80and/or (T)
1-(4-chlorophenyl)-4,4-dimethyl-3-(1,2,4-triazol-1--
yl-ethyl)-pentan-3-ol of the formula 81and/or (U) an azole
derivative of the formula 82(XIX)=X=C1; Y.dbd.---CH(OH)--
(triadimenol) 83and/or (V) an azole derivative from the group
consisting of a) difenconazole b) penconazole c) flusilazole d)
hexaconazole e) myclobutanil f) prochloraz g) fluquinconazole h)
epoxiconazole i) fenpropidin j) perifenox k)
8-t-butyl-2-(N-ethyl-N-n-propylamino)-methyl-1,4-dioxaspiro[4,5]decane
and/or (W) metiram and/or (X) pyrimethanil and/or (Y) diethofencarb
and/or (Z) mepanipyrim and/or cyprodinyl and/or (.alpha.)
phenylpyrrole and/or (.beta.) iprodione and/or (.GAMMA.)
vinclozolin and/or (.delta.) procymidone and/or (.epsilon.) benomyl
and/or (.theta.) thiphanate and/or thiophanate-methyl and/or (II)
sulphur and/or (n) compounds of the formula 84
2. Composition according to claim 1, characterized in that, in the
active compound combinations, the weight ratio of the active
compound of the formula (I) to active compound of the group (A) is
between 1:0.5 and 1:50, to active compound, of the group (B) is
between 1:0.5 and 1:50, to active compound of the group (C) is
between 1:0.5 and 1:50, to active compound of the group (D) is
between 1:0.5 and 1:50, to active compound of the group (E) is
between 1:0.5 and 1:50, to active compound of the group (F) is
between 1:0.5 and 1:50, to active compound of the group (G) is
between 1:0.5 and 1:50, to active compound of the group (H) is
between 1:1 and 1:50, to active compound of the group (I) is
between 1:0.5 and 1:50, to active compound of the group (K) is
between 1:0.1 and 1:10, to active compound of the group (L) is
between 1:0.5 and 1:50, to active compound of the group (M) is
between 1:0.5 and 1:50, to active compound of the group (N) is
between 1:0.1 and 1:10, to active compound of the group (O) is
between 1:0.1 and 1:10, to active compound of the group (P) is
between 1:0.1 and 1:20, to active compound of the group (Q) is
between 1:0.1 and 1:10, to active compound of the group (R) is
between 1:0.1 and 1:10, to active compound of the group (S) is
between 1:0.1 and 1:10, to active compound of the group (T) is
between 1:0.01 and 1:10, to active compound of the group (U) is
between 1:0.01 and 1:10, to active compound of the group (V) is
between 1:0.01 and 1:10, to active compound of the group (W) is
between 1:0.5 and 1:50, to active compound of the group (X) is
between 1:0.1 and 1:10, to active compound of the group (Y) is
between 1:0.1 and 1:10, to active compound of the group (Z) is
between 1:0.1 and 1:10, to active compound of the group (.alpha.)
is between 1:0.1 and 1:10, to active compound of the group (.beta.)
is between 1:0.1 and 1:20, to active compound of the group
(.gamma.) is between 1:0.1 and 1:20, to active compound of the
group (.delta.) is between 1:0.1 and 1:20, to active compound of
the group (.epsilon.) is between 1:0.1 and 1:10, to active compound
of the group (.omega.) is between 1:0.1 and 1:10, to active
compound of the group (.pi.) is between 1:1 and 1:50, to active
compounds of the formula (.eta.) is between 1: 0.025 and 1:10.
3. A method of combating fungi which comprises administering to
such fungi or to a fungus habitat a fungicidally effective amount
of a composition according to claim 1.
Description
[0001] The present application relates to novel active compound
combinations which consist of a compound of the formula I 2
[0002] on the one hand and other known fungicidal active compounds
on the other hand and are very highly suitable for the control of
phytopathogenic fungi.
[0003] It is already known that the compounds of the formula (I)
has fungicidal properties (cf. EP-A 339,418). The activity of this
substance is good; however, in some cases it leaves something to be
desired at low application rates.
[0004] It is also already known that numerous azole derivatives,
aromatic carboxylic acid derivatives, morpholine compounds and
other heterocycles can be employed for the control of fungi (cf. K.
H. Buchel "Pflanzenschutz und Schadlingsbekampfung" [Plant
protection and pest control] pages 87, 136, 140, 141 and 146 to
153, Georg Thieme Verlag, Stuttgart 1977).
[0005] The action of the substances concerned, however, is not
always satisfactory at low application rates.
[0006] It has now been found that the new active compound
combinations of a compound of the formula I 3
[0007] and
[0008] (A) dichlofluanid of the formula 4
[0009] and/or
[0010] (B) tolyifluanid of the formula 5
[0011] and/or
[0012] (C)tetrachloro-isophthalo-dinitrile of the formula 6
[0013] and/or
[0014] (D) propineb of the formula 7
[0015] and/or
[0016] (E) tetramethyl-thiuram disuphide of the formula 8
[0017] and/or
[0018] (F) mancozeb of the formula 9
[0019] and/or
[0020] (G) anilazine of the formula 10
[0021] and/or
[0022] (H) copper oxychloride
[0023] and/or
[0024] (I) captan of the formula 11
[0025] and/or
[0026] (K) a morpholine derivative of the formula 12
[0027] and/or
[0028] (L) dithianone of the formula 13
[0029] and/or
[0030] (M) phaltan of the formula 14
[0031] and/or
[0032] (N) cymoxanil of the formula 15
[0033] and/or
[0034] (O) methyl benzimidazole-2-carbamate of the formula 16
[0035] and/or
[0036] (P) fosetyl of the formula 17
[0037] or its aluminium adduct
[0038] and/or
[0039] (Q) metalaxyl of the formula 18
[0040] and/or
[0041] (R) oxadixyl of the formula 19
[0042] and/or
[0043] (S) fluazinam of the formula 20
[0044] and/or
[0045] (T)
1-(4-chlorophenyl)-4,4-dimethyl-3-(1,2,4-triazol-1-yl-ethyl)-pe-
ntan-3-ol of the formula 21
[0046] and/or
[0047] (U) an azole derivative of the formula 22
[0048] (XIX) X=C1; Y.dbd.--CH(OH)--(triadimenol) 23
[0049] and/or
[0050] (V) an azole derivative from the group consisting of
[0051] a) difenconazole
[0052] b) penconazole
[0053] c) flusilazole
[0054] d) hexaconazole
[0055] e) myclobutanil
[0056] f) prochloraz
[0057] g) fluquinconazole
[0058] h) epoxiconazole
[0059] i) fenpropidin
[0060] j) perifenox
[0061] k) 8-t-butyl-2-(N-ethyl-N-n-propylamino)
-methyl-1,4-dioxaspiro[4,5- ]decane
[0062] and/or
[0063] (W) metiram
[0064] and/or
[0065] (X) pyrimethanil
[0066] and/or
[0067] (Y) diethofencarb
[0068] and/or
[0069] (Z) mepanipyrim and/or cyprodinyl
[0070] and/or
[0071] (.alpha.) phenylpyrrole
[0072] and/or
[0073] (.beta.) iprodione
[0074] and/or
[0075] (.GAMMA.) vinclozolin
[0076] and/or
[0077] (.delta.) procymidone
[0078] and/or
[0079] (.epsilon.) benomyl
[0080] and/or
[0081] (.theta.) thiphanate and/or thiophanate-methyl
[0082] and/or
[0083] (II) sulphur
[0084] and/or
[0085] (n) compounds of the formula 24
[0086] have very good fungicidal properties.
[0087] The active compound of the formula (I) is known
(EP-A-339,418). The components additionally present in the
combinations according to the invention are also known.
[0088] In addition to the active compound of the formula (I), the
active compound combinations according to the invention contain at
least one active compound from the compounds of the groups (A) to
(II). They may also moreover contain further fungicidally active
admixed components.
[0089] If the active compounds are present in the active compound
combinations according to the invention in certain weight ratios,
the synergistic effect is seen particularly distinct. However, the
weight ratios of the active compounds in the active compound
combinations can be varied with a relatively wide range. In
general, the following are proportioned to 1 part by weight of
active compound of the formula (I)
1 0.5 to 50 parts by weight, preferably 0.5 to 10 parts by weight
of active compound propineb (D) 0.5 to 50 parts by weight,
preferably 0.5 to 10 parts by weight of active compound mancozeb
(F) 0.5 to 50 parts by weight, preferably 0.5 to 10 parts by weight
of active compound TMTD (E) 0.5 to 50 parts by weight, preferably
0.5 to 10 parts by weight of active compound metiram (W) 0.5 to 50
parts by weight, preferably 0.5 to 20 parts by weight of active
compound dichlofluanid (A) 0.5 to 50 parts by weight, preferably
0.5 to 20 parts by weight of active compound tolylfluanid (B) 0.5
to 50 parts by weight, preferably 0.5 to 20 parts by weight of
active compound phaltan (M) 0.5 to 50 parts by weight, preferably
0.5 to 20 parts by weight of active compound captan (I) 1 to 50
parts by weight, preferably 1 to 20 parts by weight of active
compound Cu oxychloride (H) 1 to 50 parts by weight, preferably 1
to 20 parts by weight of active compound sulphur (II) 0.5 to 50
parts by weight, preferably 0.5 to 10 parts by weight of active
compound anilazine (G) 0.5 to 50 parts by weight, preferably 0.5 to
10 parts by weight of active compound chlorothalonil (C) 0.5 to 50
parts by weight, preferably 0.5 to 10 parts by weight of active
compound dithianon (L) 0.1 to 10 parts by weight, preferably 0.5 to
5 parts by weight of active compound fluazinam (S) 0.1 to 10 parts
by weight, preferably 0.5 to 5 parts by weight of active compound
pyrimetanil (X) 0.1 to 10 parts by weight, preferably 0.5 to 5
parts by weight of active compound diethofencarb (Y) 0.1 to 10
parts by weight, preferably 0.5 to 5 parts by weight of active
compound mepanipyrin (Z) 0.1 to 10 parts by weight, preferably 0.5
to 5 parts by weight of active compound phenylpyrrole (Saphire)
(.alpha.) 0.1 to 20 parts by weight, preferably 0.5 to 10 parts by
weight of active compound iprodione (.beta.) 0.1 to 20 parts by
weight, preferably 0.5 to 10 parts by weight of active compound
vinclozolin (.gamma.) 0.1 to 20 parts by weight, preferably 0.5 to
10 parts by weight of active compound procymidone (.delta.) 0.1 to
10 partB by weight, preferably 0.25 to 5 parts by weight of active
compound benomyl (.epsilon.) 0.1 to 10 parts by weight, preferably
0.25 to 5 parts by weight of active compound carbendazim () 0.1 to
10 parts by weight, preferably 0.25 to 5 parts by weight of active
compound thiopanate-methyl (.omega.) 0.1 to 10 parts by weight,
preferably 0.25 to 5 parts by weight of active compound cymoxanil
(N) 0.1 to 10 parts by weight, preferably 0.25 to 5 parts by weight
of active compound metalaxyl (Q) 0.1 to 10 parts by weight,
preferably 0.25 to 5 parts by weight of active compound oxadixyl
(R) 0.1 to 10 parts by weight, preferably 0.2 to 5 parts by weight
of active compound dimethomorph (K) 0.1 to 20 parts by weight,
preferably 0.2 to 10 parts by weight of active compound Al fosethyl
(P) 0.01 to 10 parts by weight, preferably 0.025 to 5 parts by
weight of active compound tebuconazole (T) 0.01 to 10 parts by
weight, preferably 0.025 to 5 parts by weight of active compound
triadimefon (U XIXc) 0.01 to 10 parts by weight, preferably 0.025
to 5 parts by weight of active compound triadimenol (U XIXa) 0.01
to 10 parts by weight, preferably 0.025 to 5 parts by weight of
active compound bitertanol (U XIXb) 0.01 to 10 parts by weight,
preferably 0.025 to 5 parts by weight of active compound
difenconazole (Va) 0.01 to 10 parts by weight, preferably 0.025 to
5 parts by weight of active compound penconazole (Vb) 0.01 to 10
parts by weight, preferably 0.025 to 5 parts by weight of active
compound flusilazole (Vc) 0.01 to 10 parts by weight, preferably
0.025 to 5 parts by weight of active compound hexaconazole (Vd)
0.01 to 10 parts by weight, preferably 0.025 to 5 parts by weight
of active compound myclobutanil (Ve) 0.01 to 10 parts by weight,
preferably 0.025 to 5 parts by weight of active compound prochloraz
(Vf) 0.01 to 10 parts by weight, preferably 0.025 to 5 parts by
weight of active compound of formula (.eta.a) 0.01 to 10 parts by
weight, preferably 0.025 to 5 parts by weight of active compound of
formula (.eta.b)
[0090] The active compound combinations according to the invention
have very good fungicidal properties and can be employed in
particular for the control of phytopathogenic fungi, such as
Plasmodiophoromycetes, Oomycetes, Chytridiomycetes, Zygomycetes,
Ascomycetes, Basidiomycetes, Deuteromycetes etc.
[0091] The active compound combinations according to the invention
are very particularly suitable for the control of cereal diseases,
such as Erysiphe, Cochliobolus, Pyrenophora and Leptosphaeria, and
against fungal attack on vegetables, grapes and fruit, for example
against Venturia on apples, Botrytis on beans and Phytophthora on
tomatoes.
[0092] The good plant tolerability of the active compound
combinations in the concentrations necessary for the control of
plant diseases enables a treatment of above-ground parts of plants,
of plants and seeds, and of the soil.
[0093] The active compound combinations according to the invention
can be converted into the customary formulations, such as
solutions, emulsions, suspensions, powders, foams, pastes,
granules, aerosols, very fine capsules in polymeric substances and
in coating compositions for seeds, as well as ULV formulations.
[0094] These formulations are produced in a known manner, for
example by mixing the active compounds or the active compound
combinations with extenders, that is, liquid solvents, liquefied
gases under pressure, and/or solid carriers, optionally with the
use of surface-active agents, that is, emulsifying agents and/or
dispersing agents, and/or foam-forming agents. In the case of the
use of water as an extender, organic solvents can, for example,
also be used as auxiliary solvents. As liquid solvents, there are
suitable in the main: aromatics, such as xylene, toluene or
alkylnaphthalenes, chlorinated aromatics or chlorinated aliphatic
hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene
chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins,
for example mineral oil fractions, alcohols, such as butanol or
glycol as well as their ethers and esters, ketones, such as
acetone, methyl ethyl ketone, methyl isobutyl ketone or
cyclohexanone, strongly polar solvents, such as dimethylformamide
and dimethyl sulphoxide, as well as water. By liquefied gaseous
extenders or carriers are meant liquids which are gaseous at
ambient temperature and under atmospheric pressure, for example
aerosol propellants, such as halogenated hydrocarbons as well as
butane, propane, nitrogen and carbon dioxide. As solid carriers
there are suitable: for example ground natural minerals, such as
kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite
or diatomaceous earth, and ground synthetic minerals, such as
highly-disperse silica, alumina and silicates. As solid carriers
for granules there are suitable: for example crushed and
fractionated natural minerals such as calcite, marble, pumice,
sepiolite and dolomite, as well as synthetic granules of inorganic
and organic meals, and granules of organic material such as
sawdust, coconut shells, maize cobs and tobacco stalks. As
emulsifying and/or foam-forming agents there are suitable: for
example non-ionic and anionic emulsifiers, such as polyoxyethylene
fatty acid esters, polyoxyethylene fatty alcohol ethers, for
example alkylaryl polyglycol ethers, alkylsulphonates, alkyl
sulphates, arylsulphonates as well as albumen hydrolysis products.
As dispersing agents there are suitable: for example
lignin-sulphite waste liquors and methylcellulose.
[0095] Adhesives such as carboxymethylcellulose and natural and
synthetic polymers in the form of powders, granules or latices,
such as gum arabic, polyvinyl alcohol and polyvinyl acetate, as
well as natural phospholipids, such as cephalins and lecithins, and
synthetic phospholipids, can be used in the formulations. Other
additives can be mineral and vegetable oils.
[0096] It is possible to use colorants such as inorganic pigments,
for example iron oxide, titanium oxide and Prussian Blue, and
organic dyestuffs, such as alizarin dyestuffs, azo dyestuffs and
metal phthalocyanine dyestuffs, and trace nutrients such as salts
of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
[0097] The formulations in general contain between 0.1 and 95
percent by weight of active compound, preferably between 0.5 and
90%.
[0098] The active compound combinations according to the invention
can be present in the formulations as a mixture with other known
active compounds, such as fungicides, insecticides, acaricides and
herbicides, as well as in mixtures with fertilizers or plant growth
regulators.
[0099] The active compound combinations can be used as such or in
the form of their formulations or the use forms prepared therefrom,
such as ready-to-use solutions, emulsifiable concentrates,
emulsions, suspensions, wettable powders, soluble powders and
granules.
[0100] They are used in the customary manner, for example by
watering, spraying, atomizing, scattering, dusting, brushing on, as
a powder for dry seed treatment, as a solution for seed treatment,
as a water-soluble powder for seed treatment, as a
water-dispersible powder for slurry treatment, or seed-coating.
[0101] In the treatment of parts of plants, the active compound
concentrations in the use forms can be varied within a substantial
range. They are, in general, between 1 and 0.0001% by weight,
preferably between 0.5 and 0.001%.
[0102] In the treatment of seed, amounts of active compound of
0.001 to 50 g per kilogram of seed, preferably 0.01 to 10 g, are
generally required.
[0103] For the treatment of soil, active compound concentrations of
0.00001 to 0.1% by weight, preferably 0.0001 to 0.02% by weight,
are required at the site of action.
[0104] The good fungicidal action of the active compound
combinations according to the invention can be seen from the
following Examples. While the individual active compounds have
weaknesses in their fungicidal action, the combinations exhibit an
action which extends beyond a simple additive action.
[0105] A synergistic effect is always present with fungicides if
the fungicidal action of the active compound combinations is
greater than the sum of the actions of the individually applied
active compounds.
[0106] The action to be expected for a given combination of two
active compounds can be calculated (cf. Colby, S. R., "Calculating
Synergistic and Antagonistic Responses of Herbicide Combinations",
Weeds 15, pages 20-22, 1967) as follows:
[0107] If
[0108] X denotes the degree of efficacy, expressed in % of the
untreated control, on use of the active compound A at a
concentration of m ppm,
[0109] Y denotes the degree of efficacy, expressed in % of the
untreated control, on use of the active compound B at a
concentration of m ppm,
[0110] E denotes the expected degree of efficacy, expressed in % of
the untreated control, on use of the active compound A and B at a
concentrations of m and n ppm,
[0111] then 1 E = X + Y - X - Y 100 .
[0112] If the actual fungicidal action is larger than calculated,
the combination is superadditive in its action, i.e. a synergistic
effect is present. In this case, the actually observed degree of
efficacy must be greater than the value for the expected degree of
efficacy (E) calculated from the abovementioned formula:
EXAMPLE 1
[0113] Botrytis test (bean)/protective
[0114] To produce a suitable preparation of active compound,
commercially available active compound formulations (individual
active compounds or active compound combinations) are diluted with
water to the desired concentration in each case.
[0115] To test for protective activity, young plants are sprayed
with the preparation of active compound until dripping wet. After
the spray coating has dried on, 2 small pieces of agar covered with
Botrytis cinerea are placed on each leaf. The inoculated plants are
placed in a darkened humid chamber at 20.degree. C.
[0116] 3 days after the inoculation, the size of the infected spots
on the leaves is evaluated.
[0117] In order to demonstrate synergism between the active
compounds used in this test, the results were assessed by the
method described by Colby (see above).
[0118] Active compounds, active compound concentrations and test
results can be seen from the following tables.
2TABLE 1 Botrytis test (bean)/protective Degree of Active compound
effectiveness concentration in % of the Active compound in ppm
untreated control 25 5 51 Dichlofluanid 100 32 26 Mixture according
to the invention 27 Expected value, calculated by the 67 Colby
formula (see above) 28 5 51 Procymidone 50 44 29 Mixture according
to the invention 30 Expected value, calculated by the 73 Colby
formula (see above) 31 5 51 Phaltan 50 0 32 Mixture according to
the invention 33 Expected value, calculated by the 51 Colby formula
(see above) 34 5 51 Fluazinam 5 20 35 Mixture according to the
invention 36 Expected value, calculated by the 61 Colby formula
(see above) 37 5 51 Pyrimethanil 10 0 38 Mixture according to the
invention 39 Expected value, calculated by the 51 Colby formula
(see above) 40 5 51 Carbendazim 5 52 41 Mixture according to the
invention 42 Expected value, calculated by the 76 Colby formula
(see above) 43 5 51 Tolylfluanid 50 32 44 Mixture according to the
invention 45 Expected value, calculated by the 67 Colby formula
(see above) 46 5 51 Chlorothalonil 200 37 47 Mixture according to
the invention 48 Expected value, calculated by the 69 Colby formula
(see above)
Example 2
[0119] Leptosphaeria nodorum test (wheat/protective
3 Solvent 100 parts by weight of dimethyl- formamide Emulsifier
0.25 parts by weight of alkylaryl poly- glycol ether
[0120] To produce a suitable preparation of active compound, 1-part
by weight of active compound is mixed with the stated amounts of
solvent and emulsifier, and the concentrate is diluted with water
to the desired concentration.
[0121] To test for protective activity, young plants are sprayed
with the preparation of active compound until dew-moist. After the
spray coating has dried on, the plants are sprayed with a spore
suspension of Leptosphaeria nodorum. The plants remain for 48 hours
in an incubation cabin at 20.degree. C. and 100% relative
atmospheric humidity.
[0122] The plants are placed in a greenhouse at a temperature of
15.degree. C. and a relative atmospheric humidity of about 80%.
[0123] Evaluation is effected 10 days after the inoculation.
[0124] In this test, a clearly superior activity compared with the
prior art is shown, for example, by the compounds according to the
following Preparation Examples:
4TABLE 2 Leptosphaeria nodorum test (wheat)/protective Active
compound Degree of concentration effectiveness of the spray in % of
the Active compound liquor in ppm untreated control Tebuconazole 25
75 49 50 0 Tebuconazole + (I) 12,5 100 (1:1) + 12,5
Example 3
[0125] Erysiphe Test (barley)/protective
5 Solvent 10 parts by weight N-methyl- pyrrolidon Emulsifier 0.6
parts by weight alkylarylpoly- glycolether
[0126] To produce a suitable preparation of active compound, 1 part
by weight of active compound is mixed with the stated amounts of
solvent and emulsifier, and the concentrate is diluted with water
to the desired concentration.
[0127] To test for protective activity, young plants are sprayed
with the preparation of active compound until dew-moist. After the
spray coating has dried on, the plants are dusted with spores of
Erysiphe graminis f. sp. hordei.
[0128] The plants are placed in a greenhouse at a temperature of
about 20.degree. C. and a relative atmospheric humidty of about
80%, in order to promote the development of powdery mildew
pustules.
[0129] Evaluation is carried out 7 days after the inoculation.
[0130] In this test, a clearly superior activity compared with the
prior art is shown, for example, by the compounds according to the
following preparation examples:
6TABLE 3 Erysiphe-Test (barley) /protective Degree of Active
effectiveness compound in % of the concentration untreated Active
compound in g/ha control 51 50 0 52 50 15 53 50 85 mixtures
according to the invention: (I) + (.eta.b) 25 100 (1,0:1) + 25 (I)
+ (.eta.a) 25 58 (1,0:1) + 25
Example 4
[0131] Erysiphe Test (wheat) protective
7 Solvent 10 parts by weight N-methyl- pyrrolidone Emulsifier 0.6
parts by weight alkylarylpoly- glycolether
[0132] To produce a suitable preparation of active compound, 1-part
by weight of active compound is mixed with the stated amounts of
solvent and emulsifier, and the concentrate is diluted with water
to the desired concentration.
[0133] To test for protective activity, young plants are dusted
with spores of Erysiphe graminis f. sp. hordei. 48 hours after the
inoculation, the plants are sprayed with the preparation of active
compound until dew-moist.
[0134] The plants are placed in a greenhouse at a temperature of
about 20.degree. C. and a relative atmospheric humidity of about
80%, in order to promote the development of powdery mildew
pustules.
[0135] Evaluation is carried out 7 days after the inoculation.
[0136] In this test, a clearly superior activity compared with the
prior art is shown, for example, by the compounds according to the
following preparation examples:
8TABLE 4 Erysiphe Test (wheat) protective Degree of Active
effectiveness compound in % of the concentration untreated Active
Compound in g/ha control known: 54 200 25 85 30 55 200 79 56 25 85
mixture according to the invention: (I) + (.eta.b) 12,5 100 (1,0:1)
+ 12,5 (I) + (.eta.a) 100 94 (1,0:1) + 100
Example 5
[0137] Erysiphe-test (wheat)/curative
9 Solvent 10 parts by weight of N-methyl- pyrrolidone Emulsifier
0.6 parts by weight of alkylarylpoly- glycolether
[0138] To produce a suitable preparation of active compound, 1-part
by weight of active compound is mixed with the stated amounts of
solvent and emulsifier, and the concentrate is diluted with water
to the desired concentration.
[0139] To test for curative activity, young plants are dusted with
spores of Erysiphe graminis f.sp.hordei. 48 hours after the
inoculation, the plants are sprayed with the preparation of active
compound until dew-moist.
[0140] The plants are placed in a greenhouse at a temperature of
about 20.degree. C. and a relative atmospheric humidity of about
80%, in order to promote the development of powdery mildew
pustules.
[0141] Evaluation is carried out 7 days after the inoculation.
[0142] In this test, a clearly superior activity compared with the
prior art is shown, for example, by the compounds according to the
following preparation examples:
10TABLE 5 Erysiphe-test (wheat) /curative Degree of Active
effectiveness compound in % of the concentration untreated Active
compound in g/ha control 57 200 30 58 200 75 mixture according to
the invention: (I) + (.eta.a) 100 96 (1,0:1) + 100
Example 6
[0143] Leptosphaeria nodorum test (wheat)/curative
11 Solvent 10 parts by weight of dimethyl- formamide Emulsifier 0.6
parts by weight alkylarylpoly- glycolether
[0144] To produce a suitable preparation of active compound,
1-parts by weight of active compound is mixed with the stated
amounts of solvent and emulsifier, and the concentrate is diluted
with water to the desired concentration.
[0145] To test for curative activity, young plants are sprayed with
the preparation of active compound until dew-moist. After the spray
coating has dried on, the plants are sprayed with a spore
suspension of Leptosphaeria nodorum. The plants remain for 48 hours
in an incubation cabin at 20.degree. C. and 100% relative
atmospheric humidity.
[0146] The plants are placed in a greenhouse at a temperature of
15.degree. C. and a relative atmospheric humidity of about 80%.
[0147] Evaluation is effected 10 days after the inoculation. In
this test, a clearly superior activity compared with the prior art
is shown, for example, by the compounds according to the following
Preparation Examples:
12TABLE 6 Leptosphaeria nodorum-Test (Wheat) / curative Degree of
Active activity in % compound of the concentration untreated Active
compounds in g/ha control known: 59 400 25 60 400 49 mixture
according to the invention: (I) + (.eta.b) 200 81 (1,0:1) + 200
Example 7
[0148] Pyrenophoro teres test (barley)/protective
13 Solvent 10 parts by weight N-methyl- pyrrolidon Emulsifier 0.6
parts by weight alkylarylpoly- glycolether
[0149] To produce a suitable preparation of active compound, 1-part
by weight of active compound is mixed with the stated amounts of
solvent and emulsifier, and the concentrate is diluted with water
to the desired concentration.
[0150] To test for protective activity, young plants are sprayed
with the preparation of active compound until dew moist. After the
spray coating has dried off, the plants are sprayed with a conidia
suspension of Pyrenophora teres. The plants then remain in an
incubation cabin at 20.degree. C. and 100% relative atmospheric
humidity for 48 hours.
[0151] The plants are placed in a greenhouse at a temperature of
about 20.degree. C. and a relative atmospheric humidity of about
80.degree..
[0152] Evaluation is carried out 7 days after inoculation.
[0153] In this test, a clearly superior activity compared with the
prior art is shown, for example, by the compounds according to the
following preparation examples:
14TABLE 7 Pyrenophora teres-test (barley) /protective Degree of
active Degree of compound activity in concentration the untreated
Active compound in g/ha control 61 25 33 62 25 33 mixture according
to the invention: (I) + (.eta.b) 12,5 75 (1,0:1) + 12,5
* * * * *