FUNGICIDAL COMPOSITIONS

Abstract

The invention relates to fungicidal compositions comprising as active ingredient a combination of components A) and B) as defined in the patent claims, to a method of controlling phytopathogenic diseases on crop plants using such a composition and to a method of protecting natural substances of vegetable and/or animal origin and/or their processed forms using such a composition.

Claims

1. A method of controlling phytopathogenic diseases on useful plants or on propagation material thereof, which comprises applying to the useful plants, the locus thereof or propagation material thereof a combination of components (A) and (B) in a synergistically effective amount, wherein component (A) is a compound of formula I ##STR00065## wherein R.sub.1 is trifluoromethyl or difluoromethyl and R.sub.2 is hydrogen or methyl; or a tautomer of such a compound; and component (B) is abamectin.

2. The method according to claim 1, wherein component (A) is a compound of formula I, wherein R.sub.1 is difluoromethyl and R.sub.2 is hydrogen.

3. The method according to claim 1, wherein component (A) is a racemic compound of formula Ia (trans) ##STR00066##

4. The method according to claim 1, wherein component (A) is a racemic compound of the formula Ic ##STR00067## wherein the content of racemic compounds of formula Ia (trans) ##STR00068## is from 65 to 99% by weight.

5. A fungicidal composition comprising a combination of components (A) and (B) in a synergistically effective amount together with an agriculturally acceptable carrier, and optionally a surfactant, wherein component (A) is a compound of formula I ##STR00069## wherein R.sub.1 is trifluoromethyl or difluoromethyl and R.sub.2 is hydrogen or methyl; or a tautomer of such a compound; and component (B) is abamectin.

6. The fungicidal composition of claim 5, wherein the weight ratio of (A) to (B) is between 2000:1 and 1:1000.

7. A method of protecting natural substances of vegetable and/or animal origin and/or their processed forms, which have been taken from the natural life cycle, which comprises applying to said natural substances of vegetable and/or animal origin or their processed forms a composition according to claim 5 in a synergistically effective amount.

Description

FORMULATION EXAMPLES

[0234]

TABLE-US-00001 Wettable powders a) b) c) active ingredient 25% 50% 75% [1:comp B) = 1:3(a), 1:2(b), 1:1(c)] sodium lignosulfonate  5%  5% — sodium lauryl sulfate  3% —  5% sodium diisobutylnaphthalenesulfonate —  6% 10% phenol polyethylene glycol ether —  2% — (7-8 mol of ethylene oxide) highly dispersed silicic acid  5% 10% 10% Kaolin 62% 27% —

[0235] The active ingredient is thoroughly mixed with the adjuvants and the mixture is thoroughly ground in a suitable mill, affording wettable powders that can be diluted with water to give suspensions of the desired concentration.

TABLE-US-00002 Powders for dry seed treatment a) b) c) active ingredient [1:comp B) = 1:3(a), 25% 50% 75% 1:2(b), 1:1(c)] light mineral oil  5%  5%  5% highly dispersed silicic acid  5%  5%   Kaolin 65% 40%   Talcum — 20%

[0236] The active ingredient is thoroughly mixed with the adjuvants and the mixture is thoroughly ground in a suitable mill, affording powders that can be used directly for seed treatment.

TABLE-US-00003 Emulsifiable concentrate active ingredient (1:comp B) = 1:6) 10% octylphenol polyethylene glycol ether  3% (4-5 mol of ethylene oxide) calcium dodecylbenzenesulfonate  3% castor oil polyglycol ether  4% (35 mol of ethylene oxide) Cyclohexanone 30% xylene mixture 50%

[0237] Emulsions of any required dilution, which can be used in plant protection, can be obtained from this concentrate by dilution with water.

TABLE-US-00004 Dusts a) b) c) Active ingredient  5%  6%  4% [1:comp B) = 1:6(a), 1:2(b), 1:10(c)] talcum 95% — — Kaolin — 94% — mineral filler — — 96%

[0238] Ready-for-use dusts are obtained by mixing the active ingredient with the carrier and grinding the mixture in a suitable mill. Such powders can also be used for dry dressings for seed.

TABLE-US-00005 Extruder granules Active ingredient 15% (1:comp B) = 2:1) sodium lignosulfonate  2% carboxymethylcellulose  1% Kaolin 82%

[0239] The active ingredient is mixed and ground with the adjuvants, and the mixture is moistened with water. The mixture is extruded and then dried in a stream of air.

TABLE-US-00006 Coated granules Active ingredient  8% (1:comp B) = 1:10) polyethylene glycol  3% (mol. wt. 200) Kaolin 89%

[0240] The finely ground active ingredient is uniformly applied, in a mixer, to the kaolin moistened with polyethylene glycol. Non-dusty coated granules are obtained in this manner.

TABLE-US-00007 Suspension concentrate active ingredient 40% (1:comp B) = 1:8) propylene glycol 10% nonylphenol polyethylene glycol ether  6% (15 mol of ethylene oxide) Sodium lignosulfonate 10% carboxymethylcellulose  1% silicone oil  1% (in the form of a 75% emulsion in water) Water 32%

[0241] The finely ground active ingredient is intimately mixed with the adjuvants, giving a suspension concentrate from which suspensions of any desired dilution can be obtained by dilution with water. Using such dilutions, living plants as well as plant propagation material can be treated and protected against infestation by microorganisms, by spraying, pouring or immersion.

TABLE-US-00008 Flowable concentrate for seed treatment active ingredient   40% (1:comp B) = 1:8) propylene glycol    5% copolymer butanol PO/EO    2% tristyrenephenole with 10-20 moles EO    2% 1,2-benzisothiazolin-3-one  0.5% (in the form of a 20% solution in water) monoazo-pigment calcium salt    5% Silicone oil)  0.2% (in the form of a 75% emulsion in water) Water 45.3%

[0242] The finely ground active ingredient is intimately mixed with the adjuvants, giving a suspension concentrate from which suspensions of any desired dilution can be obtained by dilution with water. Using such dilutions, living plants as well as plant propagation material can be treated and protected against infestation by microorganisms, by spraying, pouring or immersion.

[0243] Slow Release Capsule Suspension

[0244] 28 parts of a combination of the compound of formula I and a compound of component B), or of each of these compounds separately, are mixed with 2 parts of an aromatic solvent and 7 parts of toluene diisocyanate/polymethylene-polyphenylisocyanate-mixture (8:1). This mixture is emulsified in a mixture of 1.2 parts of polyvinylalcohol, 0.05 parts of a defoamer and 51.6 parts of water until the desired particle size is achieved. To this emulsion a mixture of 2.8 parts 1,6-diaminohexane in 5.3 parts of water is added. The mixture is agitated until the polymerization reaction is completed.

[0245] The obtained capsule suspension is stabilized by adding 0.25 parts of a thickener and 3 parts of a dispersing agent. The capsule suspension formulation contains 28% of the active ingredients. The medium capsule diameter is 8-15 microns.

[0246] The resulting formulation is applied to seeds as an aqueous suspension in an apparatus suitable for that purpose.

Biological Examples

[0247] A synergistic effect exists whenever the action of an active ingredient combination is greater than the sum of the actions of the individual components.

[0248] The action to be expected E for a given active ingredient combination obeys the so-called COLBY formula and can be calculated as follows (COLBY, S. R. “Calculating synergistic and antagonistic responses of herbicide combination”. Weeds, Vol. 15, pages 20-22; 1967): ppm=milligrams of active ingredient (=a.i.) per liter of spray mixture

[0249] X=% action by active ingredient A) using p ppm of active ingredient

[0250] Y=% action by active ingredient B) using q ppm of active ingredient.

[0251] According to COLBY, the expected (additive) action of active ingredients A)+B) using p+q ppm of active ingredient is

[00001]$E=X+Y-\frac{X.Math.Y}{100}$

[0252] If the action actually observed (O) is greater than the expected action (E), then the action of the combination is super-additive, i.e. there is a synergistic effect. In mathematical terms the synergism factor SF corresponds to O/E. In the agricultural practice an SF of 1.2 indicates significant improvement over the purely complementary addition of activities (expected activity), while an SF of s 0.9 in the practical application routine signals a loss of activity compared to the expected activity.

Example B-1: Activity Against Ustilago nuda on Barley

[0253] a) Seed Application

[0254] After application of the formulated seed treatment onto U. nuda-infected seeds of winterbarley the seeds are sown in trays filled with field soil. The trays are transferred to a growth room and kept there for 2 days at 20° C. and then for 2 weeks at 2° C. After this period the trial is transferred to a greenhouse where a temperature of 15° C. and a 14 hr light period is provided until flowering.

[0255] The following assessments are made: number of infected heads. The fungicide interactions in the combinations are calculated according to COLBY method.

[0256] b) Fungal Growth Assay

[0257] Conidia of the fungus from cryogenic storage were directly mixed into nutrient broth (PDB potato dextrose broth). After placing a (DMSO) solution of the test compounds into a microtiter plate (96-well format) the nutrient broth containing the fungal spores was added. The test plates were incubated at 24° C. and the inhibition of growth was determined photometrically after 48 hrs. The fungicide interactions in the combinations are calculated according to COLBY method.

TABLE-US-00009 Control of Ustilago nuda Dosage in mg active ingredient/ liter final medium ppm) Synergy Fludioxonil/ Expected Observed Factor Racemic Racemic control control SF = Cpdin ppm cpd 1a cpd 1a in in % in % % C.sub.obs/ Fludioxonil in ppm ppm/ppm (% C.sub.exp) (% C.sub.obs) % C.sub.exp 0.022 — — — 21 — 0.007 — — — 0 — 0.002 — — — 0 — — 0.007 — — 15 — — 0.002 — — 0 — 0.0001 — — 5 — 0.022/0.007  33 43 1.3 0.022/0.002  21 25 1.2 0.007/0.007  15 30 2.0 0.002/0.0001 5 6 1.2

TABLE-US-00010 Control of Ustilago nuda Dosage in mg active ingredient/ liter final medium ppm) Cpd in Difenoconazole/ Synergy ppm Racemic Racemic Expected Observed Factor Difeno- cpd 1a cpd 1a control in % control in % SF = conazole in ppm in ppm/ppm (% C.sub.exp) (% C.sub.obs) C.sub.obs/C.sub.exp — — — — 2 — — 0.0003 — — 0 — 0.002/0.0003 2 6 3.0

Example B-2: Activity Against Microdochium nivale on Wheat

[0258] a) Seed Application

[0259] After application of the formulated seed treatment onto M. nivale-infected seeds of winterwheat the seeds are sown in trays filled with planting soil. The trial is kept for 4 weeks in a growth room at 4° C. and darkness. Then the temperature is increased to 15° C. and a 12 hr light period is provided. After development of the primary leaf plants are kept at 10° C. and high humidity until the trial is finished. The following assessments are made: number of infected plants. The fungicide interactions in the combinations are calculated according to COLBY method.

[0260] b) Fungal Growth Assay

[0261] Conidia of the fungus from cryogenic storage were directly mixed into nutrient broth (PDB potato dextrose broth). After placing a (DMSO) solution of the test compounds into a microtiter plate (96-well format) the nutrient broth containing the fungal spores was added. The test plates were incubated at 24° C. and the inhibition of growth was measured photometrically after 72 hrs. The fungicide interactions in the combinations are calculated according to COLBY method.

TABLE-US-00011 Control of Microdochium nivale Dosage in mg active ingredient/liter final medium ppm) Synergy Fludioxonil/ Expected Observed Factor Racemic Racemic control control SF = Cpd in ppm cpd Ia cpd Ia in % in % % C.sub.obs/ Fludioxonil in ppm in ppm/ppm (% C.sub.exp) (% C.sub.obs) % C.sub.exp 0.067 — — — 3 — 0.022 — — — 0 — 0.007 — — — 0 — 0.002 — — — 0 — — 0.067 — — 0 — — 0.022 — — 0 — — 0.007 — — 2 — — 0.002 — — 0 — — 0.0008 — — 0 — — 0.0003 — — 0 — 0.067/0.067 3 6 2.0 0.067/0.022 3 8 2.7 0.067/0.007 5 7 1.4 0.022/0.007 2 6 3.0 0.002/0.007 2 6 3.0

TABLE-US-00012 Control of Microdochium nivale Dosage in mg active ingredient/liter final medium ppm) Synergy Cpd Difenoconazole/ Expected Observed Factor in ppm Racemic Racemic control control SF = Difeno- cpd Ia cpd Ia in % in % % C.sub.obs/ conazole in ppm in ppm/ppm (% C.sub.exp) (% C.sub.obs) % C.sub.exp 0.6 — — — 13 — 0.2 — — — 1 — 0.007 — — — 4 — — 0.067  — — 4 — — 0.022  — — 11 — — 0.0025 — — 1 — — 0.0003 — — 0 —  0.6/0.067 16 21 1.3  0.2/0.067 5 9 1.8  0.2/0.0003 1 2 2.0 0.007/0.0025 5 9 1.8 0.007/0.0003 4 5 1.3

TABLE-US-00013 Control of Microdochium nivale Dosage in mg active ingredient/liter final medium ppm) Cypro- Synergy conazole/ Expected Observed Factor Cpd in ppm Racemic Racemic control control SF = Cypro- cpd Ia cpd Ia in % in % % C.sub.obs/ conazole in ppm in ppm/ppm (% C.sub.exp) (% C.sub.obs) % C.sub.exp 1.8 — — — 9 — 0.6 — — — 0 — 0.2 — — — 0 — — 0.067 — — 2 — — 0.022 — — 0 — — 0.0074 — — 0 — — 0.0025 — — 0 — 1.8/0.067  11 18 1.7 1.8/0.022  9 13 1.5 1.8/0.0074 9 14 1.6 0.6/0.067  2 5 2.5 0.6/0.0074 0 6 >100 0.2/0.022  0 7 >100 0.2/0.0025 0 3 >100

Example B-3: Activity Against Pyrenophora graminea on Barley

[0262] a) Seed Application

[0263] After application of the formulated seed treatment onto P. graminea-infected seeds of winterbarley the seeds are sown in trays filled with field soil. The trays are kept in a growth room for 3 weeks at 4° C. After this period the trial is transferred to a greenhouse where a temperature of 12° C. and a 14 hr light period is provided. The following assessments are made: number of infected plants. The fungicide interactions in the combinations are calculated according to COLBY method.

[0264] b) Fungal Growth Assay

[0265] Conidia of the fungus from cryogenic storage were directly mixed into nutrient broth (PDB potato dextrose broth). After placing a (DMSO) solution of the test compounds into a microtiter plate (96-well format) the nutrient broth containing the fungal spores was added. The test plates were incubated at 24° C. and the inhibition of growth was measured photometrically after 72 hrs.

[0266] The fungicide interactions in the combinations are calculated according to COLBY method.

TABLE-US-00014 Control of Pyrenophora graminea Dosage in mg active ingredient/liter final medium ppm) Synergy Fludioxonil/ Expected Observed Factor Racemic Racemic control control SF = Cpd in ppm cpd Ia cpd Ia in % in % % C.sub.obs/ Fludioxonil in ppm in ppm/ppm (% C.sub.exp) (% C.sub.obs) % C.sub.exp 0.002 — — — 7 — — 1.8   — — 11 — — 0.2   — — 1 — — 0.002  — — 0 — — 0.0003 — — 1 — 0.002/1.8  16 28 1.7 0.002/0.2  8 16 2.0 0.002/0.002 7 15 2.1  0.002/0.0003 7 13 1.8

TABLE-US-00015 Control of Pyrenophora graminea Dosage in mg active ingredient/liter final medium ppm) Synergy Cpd Difenoconazole/ Expected Observed Factor in ppm Racemic Racemic control control SF = Difeno- cpd Ia cpd Ia in % in % % C.sub.obs/ conazole in ppm in ppm/ppm (% C.sub.exp) (% C.sub.obs) % C.sub.exp 0.2 — — — 51 — 0.067 — — — 23 — 0.022 — — — 15 — 0.007 — — — 0 — — 1.8   — — 1 — — 0.2   — — 5 — — 0.067  — — 1 — — 0.0074 — — 4 — 0.2/1.8  52 64 1.2 0.067/1.8   24 38 1.6 0.022/1.8   16 26 1.6 0.007/1.8   2 24 12.0 0.007/0.2   5 16 3.2 0.007/0.067  1 11 11.0 0.007/0.0074 4 17 4.2

TABLE-US-00016 Control of Pyrenophora graminea Dosage in mg active ingredient/liter final medium ppm) Cypro- Synergy Cpd conazole/ Expected Observed Factor in ppm Racemic Racemiccpd control control SF = Cypro- cpd Ia Ia in % in % % C.sub.obs/ conazole in ppm in ppm/ppm (% C.sub.exp) (% C.sub.obs) % C.sub.exp 0.6 — — — 28 — 0.2 — — — 19 — 0.022 — — — 4 — — 1.8   — — 6 — — 0.022  — — 0 — — 0.0003 — — 1 — 0.6/1.8 33 39 1.2   0.6/0.0003 29 36 1.2   0.2/0.0003 20 30 1.5 0.022/1.8  10 16 1.6 0.022/0.022 4 5 1.3

TABLE-US-00017 Control of Pyrenophora graminea Dosage in mg active ingredient/liter final medium ppm) Synergy Thiabendazole/ Expected Observed Factor Cpd in ppm Racemic Racemic control control SF = Thia- cpd Ia cpd Ia in % in % % C.sub.obs/ bendazole in ppm in ppm/ppm (% C.sub.exp) (% C.sub.obs) % C.sub.exp 0.0223 — — — 0 — 0.0025 — — — 0 — — 0.2   — — 48 — — 0.0667 — — 20 — — 0.0008 — — 6 — 0.0223/0.2   49 61 1.2 0.0025/0.2   48 63 1.3 0.0025/0.0667 20 27 1.4 0.0025/0.0008 6 8 1.3

Example B-4: Activity Against Gäumannomyces graminis on Wheat

[0267] a) Seed Application

[0268] After application of the formulated seed treatment onto seeds of winterwheat the seeds are sown in trays filled with field soil. The field soil has been inoculated artificially before sowing with Gäumannomyces graminis by thoroughly mixing mycelium and soil. The trial is kept in a growth room for 5 weeks at 17° C. and a 14 hr light period. The following assessments are made: disease severity on roots of infected plants. The fungicide interactions in the combinations are calculated according to COLBY method.

[0269] b) Fungal Growth Assay

[0270] Mycelial fragments of a newly grown culture of the fungus, were directly mixed into nutrient broth (PDB potato dextrose broth). After placing a (DMSO) solution of the test compounds into a microtiter plate (96-well format) the nutrient broth containing the fungal spores was added. The test plates were incubated at 24° C. and the inhibition of growth was measured photometrically after 72 hrs. The fungicide interactions in the combinations are calculated according to COLBY method.

TABLE-US-00018 Control of         Dosage in mg active ingredient/liter final medium ppm) Synergy Azoxystrobin/ Expected Observed Factor Racemic Racemic control control SF = Cpd in ppm cpd Ia cpd Ia in % in % % C.sub.obs/ Azoxystrobin in ppm in ppm/ppm (% C.sub.exp) (% C.sub.obs) % C.sub.exp 0.002 — — — 11 — — 0.2   — — 0 — — 0.007  — — 0 — — 0.002  — — 2 — — 0.0008 — — 0 — — 0.0003 — — 0 — 0.002/0.2   11 21 1.9 0.002/0.007  11 19 1.7 0.002/0.002  13 18 1.4 0.002/0.0008 11 18 1.6 0.002/0.0003 11 15 1.3

Example B-5: Activity Against Rhizoctonia solani

[0271] a) Seed Application

[0272] After application of the formulated seed treatment onto seeds of cotton the seeds are sown in trays filled with soil. The soil has been inoculated artificially before sowing with Rhizoctonia solani by thoroughly mixing mycelium and soil. The trial is kept in a growthroom for 2 weeks at 19° C. and then is transferred to a greenhouse at 23° C. A 14 hr light period is provided from the onset of germination. The following assessments are made: number of infected plants. The fungicide interactions in the combinations are calculated according to COLBY method.

[0273] b) Fungal Growth Assay

[0274] Mycelial fragments of the fungus from cryogenic storage were directly mixed into nutrient broth (PDB potato dextrose broth). After placing a (DMSO) solution of the test compounds into a microtiter plate (96-well format) the nutrient broth containing the fungal spores was added. The test plates were incubated at 24° C. and the inhibition of growth was determined photometrically after 48 hrs. The fungicide interactions in the combinations are calculated according to COLBY method.

TABLE-US-00019 Control of Rhizoctonia solani Dosage in mg active ingredient/liter final medium ppm) Synergy Fludioxonil/ Expected Observed Factor Racemic Racemic control control SF = Cpd in ppm cpd Ia cpd Ia in % in % % C.sub.obs/ Fludioxonil in ppm in ppm/ppm (% C.sub.exp) (% C.sub.obs) % C.sub.exp 0.067 — — — 0 — 0.022 — — — 0 — 0.007 — — — 6 — 0.002 — — — 0 — — 0.007 — — 4 — 0.067/0.007 4 21 5.2 0.022/0.007 4 47 11.8 0.007/0.007 10 37 3.7 0.002/0.007 4 36 9.0

TABLE-US-00020 Control of Rhizoctonia solani Dosage in mg active ingredient/liter final medium ppm) Synergy Cpd Thiabendazole/ Expected Observed Factor in ppm Racemic Racemic control control SF = Thia- cpd Ia cpd Ia in % in % % C.sub.obs/ bendazole in ppm in ppm/ppm (% C.sub.exp) (% C.sub.obs) % C.sub.exp 0.6 — — — 13 — 0.2 — — — 12 — 0.023 — — — 7 — 0.0074 — — — 0 — — 0.0074 — — 0 — — 0.0025 — — 4 — — 0.0008 — — 8 — — 0.0001 — — 3 —   0.6/0.0008 20 25 1.2   0.6/0.0001 15 24 1.6   0.2/0.0074 12 31 2.6 0.0223/0.0074 8 36 4.5 0.0223/0.0025 11 14 1.3 0.0223/0.0001 10 21 2.1 0.0074/0.0074 5 54 10.8 0.0074/0.0025 8 21 2.6 0.0074/0.0008 13 19 1.5 0.0074/0.0001 8 15 1.9

Example B-6: Activity Against Septoria tritici

[0275] Conidia of the fungus from cryogenic storage were directly mixed into nutrient broth (PDB potato dextrose broth). After placing a (DMSO) solution of the test compounds into a microtiter plate (96-well format) the nutrient broth containing the fungal spores was added. The test plates were incubated at 24° C. and the inhibition of growth was determined photometrically after 72 hrs. The fungicide interactions in the combinations are calculated according to COLBY method.

TABLE-US-00021 Control of Septoria tritici Dosage in mg active ingredient/liter final medium ppm) Synergy Fludioxonil/ Expected Observed Factor Racemic Racemic control control SF = Cpd in ppm cpd Ia cpd Ia in % in % % C.sub.obs/ Fludioxonil in ppm in ppm/ppm (% C.sub.exp) (% C.sub.obs) % C.sub.exp 0.067 — — — 9 — 0.002 — — — 0 — — 0.067  — — 4 — — 0.022  — — 0 — — 0.007  — — 0 — — 0.0003 — — 2 — 0.067/0.067 13 19 1.4 0.067/0.022 9 12 1.3 0.067/0.007 9 12 1.3 0.002/0.067 4 9 2.2  0.002/0.0003 2 8 4.0

TABLE-US-00022 Control of Septoria tritici Dosage in mg active ingredient/liter final medium ppm) Synergy Cpd Thiabendazole/ Expected Observed Factor in ppm Racemic Racemic control control SF = Thia- cpd Ia cpd Ia in % in % % C.sub.obs/ bendazole in ppm in ppm/ppm (% C.sub.exp) (% C.sub.obs) % C.sub.exp 1.8 — — — 1 — 0.6 — — — 3 — 0.067 — — — 0 — 0.0223 — — — 0 — — 0.0074 — — 0 — — 0.0003 — — 1 — — 0.0001 — — 0 —   1.8/0.0003 2 4 2.0   1.8/0.0001 1 2 2.0   0.6/0.0074 3 7 2.3   0.6/0.0001 3 6 2.0  0.067/0.0003 1 5 5.0 0.0223/0.0003 1 3 3.0

Example B-7: Activity Against Fusarium graminearum

[0276] Conidia of the fungus from cryogenic storage were directly mixed into nutrient broth (PDB potato dextrose broth). After placing a (DMSO) solution of the test compounds into a microtiter plate (96-well format) the nutrient broth containing the fungal spores was added. The test plates were incubated at 24° C. and the inhibition of growth was determined photometrically after 48 hrs. The fungicide interactions in the combinations are calculated according to COLBY method.

TABLE-US-00023 Control of Fusarium graminearum Dosage in mg active ingredient/liter final medium ppm) Synergy Fludioxonil/ Expected Observed Factor Racemic Racemic control control SF = Cpd in ppm cpd Ia cpd Ia in % in % % C.sub.obs/ Fludioxonil in ppm in ppm/ppm (% C.sub.exp) (% C.sub.obs) % C.sub.exp 0.067 — — — 39 — 0.022 — — — 6 — 0.007 — — — 1 — — 0.6 — — 12 — — 0.2 — — 7 — — 0.067 — — 4 — — 0.007 — — 0 — — 0.0008 — — 0 — 0.067/0.6   46 58 1.2 0.067/0.2   43 56 1.3 0.067/0.067  41 54 1.3 0.022/0.6   17 21 1.2 0.022/0.067  9 19 2.1 0.007/0.007  1 2 2.0 0.007/0.0008 1 5 5.0

TABLE-US-00024 Control of Fusarium graminearum Dosage in mg active ingredient/liter final medium ppm) Synergy Cpd Cyproconazole/ Expected Observed Factor in ppm Racemic Racemic control control SF = Cypro- cpd Ia cpd Ia in % in % % C.sub.obs/ conazole in ppm in ppm/ppm (% C.sub.exp) (% C.sub.obs) % C.sub.exp 0.2 — — — 0 — 0.022 — — — 1 — 0.002 — — — 5 — — 0.067 — — 10 — — 0.022 — — 0 — — 0.0074 — — 0 — — 0.0001 — — 0 —  0.2/0.022 0 3 >100  0.2/0.0074 0 2 >100  0.2/0.0001 0 2 >100 0.022/0.22  1 2 2.0 0.002/0.0001 5 7 1.4

TABLE-US-00025 Control of Fusarium graminearum Dosage in mg active ingredient/liter final medium ppm) Synergy Cpd Thiabendazole/ Expected Observed Factor in ppm Racemic Racemic control control SF = Thia- cpd Ia cpd Ia in % in % % C.sub.obs/ bendazole in ppm in ppm/ppm (% C.sub.exp) (% C.sub.obs) % C.sub.exp 0.0223 — — — 0 — 0.0025 — — — 1 — — 1.8 — — 18 — — 0.0667 — — 7 — — 0.0074 — — 0 — 0.0223/1.8   18 22 1.2 0.0223/0.0667 7 9 1.2 0.0025/1.8   19 27 1.4 0.0025/0.0074 1 3 3.0

[0277] The combinations according to the invention exhibit good activity in all of the above examples, where no individually specified data are reported.