Agent combinations

The present invention relates to a process for the increased control of undesired phytopathogenic fungi, characterized in that synergistic active ingredient combinations containing the herbicide glyphosate on the one hand and a strobilurin fungicide on the other hand and which are particularly suitable for controlling soybean rust in particular. The use of these mixtures on transgenic plants which are resistant to the herbicides mentioned is particularly preferred.

It is already known that glyphosate, glufosinate and glufosinate-ammonium have herbicidal properties (cf. <patcit id="pcit0001" dnum="DE2152826A"><text>DE-A 21 52 826</text></patcit>, <patcit id="pcit0002" dnum="DE2717440A"><text>DE-A 27 17 440</text></patcit>). It is also known that numerous carboxamides, triazole derivatives, aniline derivatives, dicarboximides and other heterocycles can be used to combat fungi (cf.<patcit id="pcit0003" dnum="WO03010149A"><text>WO 03/010149</text></patcit>, <patcit id="pcit0004" dnum="DE10303589A"><text>DE-A 103 03 589</text></patcit>, <patcit id="pcit0005" dnum="EP0040345A"><text>EP-A 0 040 345</text></patcit>, <patcit id="pcit0006" dnum="DE2201063A"><text>DE-A 22 01 063</text></patcit>, <patcit id="pcit0007" dnum="DE2324010A"><text>DE-A 23 24 010</text></patcit>, <nplcit id="ncit0001" npl-type="b"><text>Pesticide Manual, 9th. Edition (1991), pages 249 and 827</text></nplcit>, <patcit id="pcit0008" dnum="EP0382375A"><text>EP-A 0 382 375</text></patcit> and <patcit id="pcit0009" dnum="EP0515901A"><text>EP-A 0 515 901</text></patcit>). The effect of these substances is not always sufficient at low application rates. Furthermore, it is already known that 1- (3,5-dimethyl-isoxazoly-4-sulfonyl) -2-chloro-6,6-difluoro- [1,3] -dioxolo- [4,5f] -benzimidazole has fungicidal properties (see.<patcit id="pcit0010" dnum="WO9706171A"><text>WO 97/06171</text></patcit>). Finally, it is also known that substituted halopyrimidines have fungicidal properties (cf.<patcit id="pcit0011" dnum="DE19646407A"><text>DE-A 196 46 407</text></patcit>, <patcit id="pcit0012" dnum="EP712396B"><text>EP-B-712 396</text></patcit>).

<patcit id="pcit0013" dnum="WO2004043150A"><text>WO 2004/043150</text></patcit> describes, among other things, a process for increasing yield using mixtures of pyraclostrobin with glyphosate.

<patcit id="pcit0014" dnum="US2005032903A"><text>US 2005/032903</text></patcit> relates to a method for the treatment of rust diseases in legumes, which is characterized in that the above-ground plant components of the legumes are treated with an aqueous formulation of strobilurin fungicides.

<patcit id="pcit0015" dnum="WO2005041669A"><text>WO 2005/041669</text></patcit> relates, inter alia, to a process for increasing the production of herbicide-resistant crop plants, in particular wheat and soybeans. This increase in yield is achieved, for example, by reducing root diseases such as Rhizoctonia through treatment with herbicides such as glyphosate.

<patcit id="pcit0016" dnum="WO2005102057A"><text>WO 2005/102057</text></patcit> essentially shows the use of glyphosate in ternary mixtures (eg glyphosate plus pyraclostrobin and epoxiconazole).

<patcit id="pcit0017" dnum="WO2006128095A"><text>WO 2006/128095</text></patcit> is aimed at the treatment of certain soybean plants, namely MON89788.

<patcit id="pcit0018" dnum="DE100569609A"><text>DE-A 100569609</text></patcit> relates to mixtures of extracts from seeds of the neem tree with glyphosate.

A new method for combating undesirable phytopathogenic fungi has now been found, characterized in that synergistic combinations of active ingredients are included as active ingredients

<patcit id="pcit0019" dnum="WO2005041653A"><text>WO 2005/041653</text></patcit> relates to active ingredient combinations of a fungicidal carboxamide with other fungicidal active ingredients, including azoles and strobilurins.

Group (I) the herbicide

<ul id="ul0001" list-style="none" compact="compact"><li>(1-1) Glyphosate (known from<patcit id="pcit0020" dnum="DE2152826A"><text>DE-A 21 52 826</text></patcit>) of the formula<chemistry id="chem0001" num="0001"><img file="EP2255649B1_D0001.tif" /></chemistry>and exactly one active ingredient selected from the following group (2):</li></ul>

Group (2) strobilurins selected from

<ul id="ul0002" list-style="none" compact="compact"><li>(2-1) Azoxystrobin (known from <patcit id="pcit0021" dnum="EP0382375A"><text>EP-A 0 382 375</text></patcit>) of the formula<chemistry id="chem0002" num="0002"><img file="EP2255649B1_D0002.tif" /></chemistry></li><li>(2-2) Fluoxastrobin (known from <patcit id="pcit0022" dnum="DE19602095A"><text>DE-A 196 02 095</text></patcit>) of the formula<chemistry id="chem0003" num="0003"><img file="EP2255649B1_D0003.tif" /></chemistry></li><li>(2-3) (2<i>E</i>) -2- (2 - {[6- (3-chloro-2-methylphenoxy) -5-fluoro-4-pyrimidinyl] oxy} phenyl) -2- (methoxyimino) -<i>N</i>-methylethanamide (known from <patcit id="pcit0023" dnum="DE19646407A"><text>DE-A 196 46 407</text></patcit>) of the formula<chemistry id="chem0004" num="0004"><img file="EP2255649B1_D0004.tif" /></chemistry></li><li>(2-4) Trifloxystrobin (known from <patcit id="pcit0024" dnum="EP0460575A"><text>EP-A 0 460 575</text></patcit>) of the formula<chemistry id="chem0005" num="0005"><img file="EP2255649B1_D0005.tif" /></chemistry></li><li>(2-5) (2<i>E</i>) -2- (methoxyimino) -<i>N</i>-methyl-2- {2 - {[({(1<i>E</i>) -1- [3- (trifluoromethyl) phenyl] ethylidene} amino) -oxy] methyl} phenyl) ethanamide (known from <patcit id="pcit0025" dnum="EP0569384A"><text>EP-A 0 569 384</text></patcit>) of the formula<chemistry id="chem0006" num="0006"><img file="EP2255649B1_D0006.tif" /></chemistry></li><li>(2-6) (2<i>E</i>) -2- (methoxyimino) -<i>N</i>-methyl-2- {2 - [(<i>E</i>) - ({1- [3-trifluoromethyl) phenyl] ethoxy} imino) -methyl] phenyl} ethanamide (known from <patcit id="pcit0026" dnum="EP0596254A"><text>EP-A 0 596 254</text></patcit>) of the formula<chemistry id="chem0007" num="0007"><img file="EP2255649B1_D0007.tif" /></chemistry></li><li>(2-7) Orysastrobin (known from <patcit id="pcit0027" dnum="DE19539324A"><text>DE-A 195 39 324</text></patcit>) of the formula<chemistry id="chem0008" num="0008"><img file="EP2255649B1_D0008.tif" /></chemistry></li><li>(2-8) 5-methoxy-2-methyl-4- (2 - {[({(1<i>E</i>) -1- [3- (trifluoromethyl) phenyl] ethylidene} amino) oxy] methyl} phenyl) -2,4-dihydro-3<i>H</i>-1,2,4-triazol-3-one (known from <patcit id="pcit0028" dnum="WO9823155A"><text>WO 98/23155</text></patcit>) of the formula<chemistry id="chem0009" num="0009"><img file="EP2255649B1_D0009.tif" /></chemistry></li><li>(2-9) Kresoxim-methyl (known from <patcit id="pcit0029" dnum="EP0253213A"><text>EP-A 0 253 213</text></patcit>) of the formula<chemistry id="chem0010" num="0010"><img file="EP2255649B1_D0010.tif" /></chemistry></li><li>(2-10) dimoxystrobin (known from <patcit id="pcit0030" dnum="EP0398692A"><text>EP-A 0 398 692</text></patcit>) of the formula<chemistry id="chem0011" num="0011"><img file="EP2255649B1_D0011.tif" /></chemistry></li><li>(2-11) Picoxystrobin (known from <patcit id="pcit0031" dnum="EP0278595A"><text>EP-A 0 278 595</text></patcit>) of the formula<chemistry id="chem0012" num="0012"><img file="EP2255649B1_D0012.tif" /></chemistry></li><li>(2-13) metominostrobin (known from <patcit id="pcit0032" dnum="EP0398692A"><text>EP-A 0 398 692</text></patcit>) of the formula<chemistry id="chem0013" num="0013"><img file="EP2255649B1_D0013.tif" /></chemistry></li><li>(2-14) (2E) -2- {2 - [({[(1E) -1- (3 - {[(E) -1-fluoro-2-phenylvinyl] oxy} phenyl) ethylidene] amino} oxy ) methyl] -phenyl} -2- (methoxyimino) -N-methylacetamide (known from <patcit id="pcit0033" dnum="WO0112585A"><text>WO 01/12585</text></patcit>) of the formula<chemistry id="chem0014" num="0014"><img file="EP2255649B1_D0014.tif" /></chemistry></li><li>(2-15) Enestrobin (known from <patcit id="pcit0034" dnum="EP0936213A"><text>EP-A 0 936 213</text></patcit>) of the formula<chemistry id="chem0015" num="0015"><img file="EP2255649B1_D0015.tif" /></chemistry></li></ul><u>whereby synergistic combination of active ingredients containing glyphosate and the strobilurin (2-1) azoxystrobin and additionally the active ingredient cymoxanil or containing glyphosate and the strobilurin (2-4) trifloxystrobin and additionally the active ingredient propioconazole are disrupted,</u>spreads on the unwanted phytopathogenic fungi and / or their habitat and / or seeds, whereby the plant is not a MON89788 soy plant.

Surprisingly, the fungicidal action of the active compound combinations according to the invention is considerably higher than the sum of the actions of the individual active compounds. So there is an unforeseeable, real synergistic effect and not just an addition.

The following active substances are preferred as mixing partners of group (2): (2-1) azoxystrobin, (2-2) fluoxastrobin, (2-3) (2<i>E</i>) -2- (2 - {[6- (3-chloro-2-methylphenoxy) -5-fluoro-4-pyrimidinyl] oxy} phenyl) -2- (methoxyimino) -<i>N</i>-methylethanamide, (2-4) trifloxystrobin, (2-5) (2E) -2- (methoxyimino) -<i>N</i>-methyl-2- (2 - {[({(1<i>E</i>) -1- [3- (trifluoromethyl) phenyl] ethylidene} amino) oxy] methyl} phenyl) ethanamide, (2-6) (2nd<i>E</i>) -2- (Methoxyimino) -N-methyl-2- {2 - [(E) - ({1- [3- (trifluoromethyl) phenyl] ethoxy} imino) methyl] phenyl} ethanamide, (2-8) 5-methoxy-2-melhyl-4- (2 - {[({(1<i>E</i>) -1- [3- (trifluoromethyl) phenyl] ethylidene} amino) oxy] methyl} phenyl) -2,4-dihydro-3<i>H</i>-1,2,4-triazol-3-one, (2-11) picoxystrobin, (2-9) kresoxim-methyl, (2-10) dimoxystrobin, (2-13) metominostrobin.

To combat rust diseases in soybean plants, the following are particularly preferred: (2-1) azoxystrobin, (2-2) fluoxastrobin, (2-4) trifloxystrobin, (2-6) (2E) -2- (methoxyimino) -<i>N</i>-methyl-2- {2 - [(<i>E</i>) - {[1- [3- (trifluonomethyl) phenyl] ethoxy} imino) methyl] pheny]} ethanamide, (2-8) 5-methoxy-2-methyl-4- (2 - {[({(1<i>E</i>) -1- [3- (trifluoromethyl) phenyl] ethylidene} amino) oxy] methyl} phenyl) -2,4-dihydro-3<i>H</i>-1,2,4-triazol-3-one, (2-11) picoxystrobin, (2-9) kresoxim-methyl, (2-10) dimoxystrobin, (2-13) metominostrobin.

The following active ingredients are particularly preferred as mixing partners of group (2): (2-2) fluoxastrobin, (2-4) trifloxystrobin, (2-3) (2<i>E</i>) -2- (2 - {[6- (3-chloro-2-methylphenoxy) -5-fluoro-4-pyrimidinyl] oxy} phenyl) -2- (methoxyimino) -<i>N</i>-methylethanamide.

To combat rust diseases on soy plants, the following are particularly preferred: (2-2) fluoxastrobin, (2-4) trifloxystrobin.

Preferred combinations of active ingredients are described below, which consist of two groups of active ingredients and each contain at least the herbicide of group (1) and an active ingredient of the specified group (2).

The active substance combinations listed in Table 1 below are highlighted:<tables id="tabl0001" num="0001"><table frame="topbot"><title><b>Table 1:</b></title><tgroup cols="3" colsep="0"><colspec colnum="1" colname="col1" colwidth="14mm" /><colspec colnum="2" colname="col2" colwidth="30mm" /><colspec colnum="3" colname="col3" colwidth="122mm" /><thead><row><entry valign="middle"><b>No.</b></entry><entry valign="middle"><b>herbicide</b></entry><entry valign="middle"><b>Active ingredient in group (2) to (23)</b></entry></row></thead><tbody><row><entry valign="middle">1</entry><entry valign="middle">(1-1) Glyphosate</entry><entry valign="middle">(2-2) Fluoxastrobin</entry></row><row><entry valign="middle">2</entry><entry valign="middle">(1-1) Glyphosate</entry><entry valign="middle">(2-4) trifloxystrobin</entry></row><row><entry valign="middle">3</entry><entry valign="middle">(1-1) Glyphosate</entry><entry valign="middle">(2-3) (2E) -2- (2 - {[6- (3-chloro-2-methylphenoxy) -5-fluoro-4-pyrimidinyl] oxy} phenyl) -2- (methoxyimino) -N-methylethanamide</entry></row></tbody></tgroup></table></tables>

To combat rust diseases on soybean plants, mixtures with the following numbers are particularly preferred: 1-2.

In addition to the active ingredient of group (1), the active ingredient combinations according to the invention contain an active ingredient from the compounds of group (2). They can also contain other fungicidally active admixing components.

For example, each of the active substance combinations listed in Table 1 can contain a third active substance, which is selected from the following list: (2-1) azoxystrobin, (2-2) fluoxastrobin, (2-3) (2<i>E</i>) -2- (2 - {[6- (3-chloro-2-methylphenoxy) -5-fluoro-4-pyrimidinyl] oxy} phenyl) -2- (methoxyimino) -<i>N</i>-methylethanamide, (2-4) trifloxystrobin; (2-5) (2<i>E</i>) -2- (methoxyimino) -<i>N</i>-methyl-2- (2 - {[({(1<i>E</i>) -1- [3- (trifluoromethyl) phenyl] ethylidene} amino) oxy] methyl} phenyl) ethanamide; (2-6) (2<i>E</i>) -2- (methoxyimino) -<i>N</i>-methyl-2- {2 - [(<i>E</i>) - ({1- [3- (trifluromethyl) phenyl] ethoxy} imino) methyl] phenyl} -ethanamide, (2-7) orysastrobin, (2-8) 5-methoxy-2-methy] -4- (2nd -{[({(1<i>E</i>) -1- [3- (trifluomethyl) phenyl] ethylidene} amino) oxy] methyl} phenyl) -2,4-dihydro-3<i>H</i>-1,2,4-triazol-3-one, (2-9) kresoxim-methyl, (2-10) dimoxystrobin, (2-11) picoxystrobin, (2-12) pyraclostrobin, (2-13) metominostrobin, (2-14) (2E) -2- (2 - [({[(1E) -1- (3 - {[(E) -1-fluoro-2-phenylvinyl] oxy} phenyl) ethylidene] amino} oxy ) methyl] phenyl} -2- (methoxyimino) -N-methylacetamide, (2-15) enestroburin, (3-1) azaconazole, (3-2) etaconazole, (3-3) propiconazole, (3-4) difenoconazole , (3-5) bromuconazole, (3-6) cyproconazole, (3-7) hexaconazole, (3-8) penconazole, (3-9) myclobutanil, (3-10) tetraconazole, (3-11) flutriafol, (3-12) epoxiconazole, (3-13) flusilazole, (3-14) simeconazole, (3-15) prothioconazole, (3-16) fenbuconazole, ( 3-17) Tebuconazole, (3-18) Ipconazole, (3-19) Metconazole, (3-20) Triticonazole, (3-21) Bitertanol, (3-22) Triadimenol, (3-23) Triadimefon, (3rd -24) Fluquinconazole_;; (3-25) quinconazole, (3-26) amisulbromo, (4-1) dichlofluanid, (4-2) tolylfluanid, (4-3) N- (4-chloro-2-nitrophenyl) N-ethyl-4- methyl benzenesulfonamide, (5-1) iprovalicarb, (5-2)<i>N</i>¹- [2- (4 - {[3- (4-chlorophenyl) -2-propynyl] oxy} -3-methoxyphenyl) ethyl] -<i>N</i>²- (methylsulfonyl) -D-valinamide, (5-3) benthiavalicarb, (6-1) <i>N</i>- [2- (1,3-dimethylbutyl) phenyl] -1,3-dimethyl-1<i>H</i>-pyrazole-4-carboxamide, (6-2) <i>N</i>- [2- (1,3-Dimethylbutyl) phenyl] -5-fluoro-1,3-dimethyl-1<i>H</i>-pyrazole-4-carboxamide, (6-3) <i>N</i>- [2- (1,3-Dimethylbutyl) phenyl] -5-chloro-1,3-dimethyl-1<i>H</i>-pyrazole-4-carboxamide, (6-4) 3- (difluomethyl) -<i>N</i>- [2- (1,3-dimethylbutyl) phenyl] -1-methyl-1<i>H</i>-pyrazole-4-carboxamide, (6-5) 3- (trifluomethyl) -<i>N</i>- [2- (1,3-dimethylbutyl) phenyl] -5-fluoro-1-methyl-1<i>H</i>-pyrazole-4-carboxamide, (6-6) 3- (trifluoromethyl) -<i>N</i>- [2- (1,3-dimethylbutyl) phenyl] -5-chloro-1-methyl-1<i>H</i>-pyrazole-4-carboxamide, (6-7) 1,3-dimethyl-<i>N</i>- [2- (1,3,3-trimethylbutyl) phenyl] -1<i>H</i>-pyrazole-4-carboxamide, (6-8) 5-fluoro-1,3-dimethyl-<i>N</i>- [2- (1,3,3-trimethylbutyl) phenyl] -1<i>H</i>-pyrazole-4-carboxamide, (6-9) 3- (difluomethyl) -1-methyl-<i>N</i>- [2- (1,3,3-trimethylbutyl) phenyl] -1<i>H</i>-pyrazole-4-carboxamide, (6-10) 3- (trifluomethyl) -1-methyl-<i>N</i>- [2- (1,3,3-trimethylbutyl) phenyl] -1<i>H</i>-pyrazole-4-carboxamide, (6-11) 3- (trifluomethyl) -5-fluoro-1-methyl-<i>N</i>- [2- (1,3,3-trimethylbutyl) phenyl] -1<i>H</i>-pyrazole-4-carboxamide, (6-12) 3- (trifluomethyl) -5-chloro-1-methyl-<i>N</i>- [2- (1,3,3-trimethylbutyl) phenyl] -1<i>H</i>-pyrazole-4-carboxamide, (6-13) <i>N</i>- [2- (1,3-dimethylbutyl) phenyl] -2-iodobenzamide, (6-14) 2-iodine<i>N-</i>[2- (1,3,3-trimethylbutyl) phenyl] benzamide, (6-15) <i>N</i>- [2- (1,3-dimethylbutyl) phenyl] -2- (trifluomethyl) benzamide, (6-16) 2- (trifluomethyl) -<i>N</i>- [2- (1,3,3-trimethylbulyl) phenyl] benzamide, (6-17) 2-chloro-<i>N</i>- (1,1,3-trimethyl-indan-4-yl) nicotinamide, (6-18) boscalid, (6-19) furametpyr, (6-20) 1-methyl-3-trifluoromethyl-1<i>H-</i>pyrazol-4-carboxylic acid (3-p-tolylthiophene-2-yl) amide, (6-21) penthiopyrad, (6-22) <i>N</i>- [2- (1,3-Dimethylbulyl) phenyl] -1-methyl-4- (trifluoromethyl) -1<i>H</i>-pyrrole-3-carboxamide, (6-23) <i>N</i>- (3 ', 4'-Dichloro-5-fluoro-1,1'-biphenyl-2-yl) -3- (difluoromethyl) -1-methyl-1<i>H</i>-pyrazole-4-carboxamide, (6-24) 3- (difluoromethyl) -<i>N</i>- {3'-fluoro-4 '- [(<i>E</i>) - (methoxyimino) methyl] -1,1'-biphenyl-2-yl} -1-methyl-1<i>H</i>-pyrazole-4-carboxamide, (6-25) 3- (trifluoromethyl) -<i>N</i>- {3'-fluoro-4 '- [(<i>E</i>) - (methoxyimino) methyl] -1,1'-biphenyl-2-yl} -1-methyl-1<i>H</i>-pyrazole-4-carboxamide, (6-26) <i>N</i>- (3 ', 4'-Dichloro-1,1'-biphenyl-2-yl) -5-fluoro-1,3-dimethyl-1<i>H</i>-pyrazo1-4-carboxamide, (6-27) <i>N</i>- (4'-chloro-3'-fluoro-1,1'-biphenyl-2-yl) -2-methyl-4- (trifluoromethyl) -1,3-thiazole-5-carboxamide, (6-28) <i>N</i>- (4'-Chloro-1,1'-biphenyl-2-yl) -4- (difluoromethyl) -2-methyl-1,3-thiazole-5-carboxamide, (6-29) <i>N</i>- (4'-Bromo-1,1'-biphenyl-2-yl) -4- (difluoromethyl) -2-methyl-1,3-thiazole-5-carboxamide, (6-30) 4- (difluomethyl) - 2-methyl<i>N</i>- [4 '- (trifluoromethyl) -1,1'-biphenyl-2-yl] -1,3-thiazole-5-carboxamide, (6-31) <i>N-</i>(4'-iodo-1,1'-biphenyl-2-yl) -4- (difluoromethyl) -2-methyl-1,3-thiazole-5-carboxamide, (6-32) <i>N</i>- (4'-Chloro-3'-fluoro-1,1'-biphenyl-2-yl) -2-methyl-4- (difluomethyl) -1,3-thiazole-5-carboxamide, (6-33) ethaboxam , (6-34) fenhexamide, (6-35) carpropamide, (6-36) 2-chloro-4- (2-fluoro-2-methyl-propionylamino) -N, N-dimethyl-benzamide, (6-37 ) Fluopicolide, (6-38) zoxamides, (6-39) 3,4-dichloro-N- (2-cyanophenyl) isothiazole-5-carboxamide, (6-40) carboxin, (6-41) tiadinil, (6 -42) silthiofam, (6-43) <i>N</i>- [2- (1,3-Dimethylbutyl) phenyl] -1-methyl-4- (trifluoromethyl) -1<i>H</i>-pyrrole-3-carboxamide, (6-44) <i>N</i>- {2- [3-chloro-5- (trifluoromethyl) pyridin-2-yl] ethyl} -2- (trifluoromethyl) benzamide, (6-45) 1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid - (2-bicyclopropyl-2-yl-phenyl) -amide, (6-46) 1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxylic acid- (2-bicyclopropyl-2-yl-phenyl) -amide, (6-47) 1-methyl-3-trifluomethyl-1H-pyrazole-4-carboxylic acid- [2- (1'-methyl-bicyclopropyl-2-yl) phenyl] amide, (6-48) 1-methyl -3-difluoromethyl-1H-pyrazole-4-carboxylic acid- [2- (1'-methyl-bicyclopropyl-2-yl) phenyl] amide, (6-49) N- [1- (5-bromo-3-chloropyridin-2-yl) ethyl] -2,4-dichlorornicotin amide, (6-50) N- (5-bromo-3-chloropyridine- 2-yl) methyl-2,4-dichloronicotinamide, (6-51) <i>N</i>- (3 ', 4'-Dichloro-5-fluoro-1,1'-biphenyl-2-yl) -3- (difluoromethyl) -1-methyl-1<i>H</i>-pyrazole-4-carboxamide, (6-52) <i>N</i>- (3 ', 4'-Dichlor-5-fluoro-1,1'-biphenyl-2-yl) -3- (difluoromethyl) -1-methym-1<i>H</i>-pyrazole-4-carboxamide, (6-53) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid [2- (3,3-dimethylbutyl) phenyl] amide, (7-1) Mancozeb, (7-2) Maneb, (7-3) Metiram, (7-4) Propineb, (7-5) Thiram, (7-6) Zineb, (7-7) Ziram, (8-1) Benalaxyl , (8-2) furalaxyl, (8-3) metalaxyl, (8-4) metalaxyl-M, (8-5) benalaxyl-M, (9-1) cyprodinil, (9-2) mepanipyrim, (9- 3) pyrimethanil, (10-1) 6-chloro-5 - [(3,5-dimethylisoxazol-4-yl) sulfonyl] -2,2-difluoro-5H- [1,3] dioxolo [4,5-f ] benzimidazole, (10-2) benomyl, (10-3) carbendazim, (10-4) chlorfenazole, (10-5) fuberidazole, (10-6) thiabendazole, (11-1) diethofen carb, (11-2) propamocarb, (11-3) propamocarb hydrochloride , (11-4) Propamocarb-Fosetyl, (12-1) Captafol, (12-2) Captan, (12-3) Folpet, (12-4) Iprodione, (12-5) Procymidone, (12-6) Vinclozolin, (13-1) dodine, (13-2) guazatine, (13-3) hanoctadine triacetate, (13-4) iminoctadine tris (albesilate), (14-1) cyazofamide, (14-2) prochloraz, ( 14-3) triazoxides, (14-4) pefurazoates, (15-1) aldimorph, (15-2) tridemorph, (15-3) dodemorph, (15-4) fenpropimorph, (15-5) dimethomorph, (15-6) flumorph, (16-1) fenpiclonil, (16-2) fludioxonil, ( 16-3) pyrrole nitrines, (17-1) fosetyl-Al, (17-2) phosphonic acid, (18-1) 2- (2,3-dihydro-1H-inden-5-yl) -N- [2 - (3,4-dimethoxyphenyl) ethyl] -2- (methoxyimino) acetamide, (18-2) N- [2- (3,4-dimetlioxyphenyl) ethyl] -2 (methoximino) -2- (5,6, 7,8-tetrahydronaphthalene-2-yl) acetamide, (18-3) 2- (4-chlorophenyl) -N- [2- (3,4-dimethoxyphenyl) ethyl] -2- (methoxyimino) acetamide, (18-4) 2- (4-bromophenyl) -N- [2- (3,4-dimethoxyphenyl) ethyl] -2- (methoxyimino) acetamide, (18-5) 2- (4-methylphenyl) -N- [2- (3,4-dimethoxyphenyl) ethyl] -2- (methoxyimino) acetamide, (18-6) 2- (4-ethylphenyl) -N- [2- (3,4-dimethoxyphenyl) ethyl] -2- (methoxyimino) acetamide, (19-1) acibenzolar-S-methyl, (19-2) chlorothalonil, (19-3) cyanoxanil, (19-4) edifenphos, (19-5) famoxadone, (19-6) fluazinam , (19-7) copper oxychloride, (19-9) oxadixyl, (19-10) spiroxantine, (19-11) dithianon, (19-12) metrafenone, (19-13) fenamidones, (19-14) 2,3-dibutyl-6-chlorothieno [2,3-d] pyrimidin4 (3H) one, (19-15) probenazole, (19-16) isoprothiolane, (19-17) Kasugamycin, (19-18) Phthalide, (19-19) Ferimzone, (19-20) Tricyclazole, (19-21) N - ({4 - [(Cyclopropylamino) carbonyl] phenyl} sulfonyl) - 2-methoxybenzamide, (19-22) 2- (4-chlorophenyl) -N- {2- [3-methoxy-4- (prop-2-yn-1-yloxy) phenyl] ethyl} -2- (prop- 2-in-1-yloxy) acetamide, (19-23) proquinazide, (19-24) quinoxyfen, (19-25) cyflufenamid, (19-26) pyribencarb, (19-27) 3- [5- (4-chlorophenyl) -2,3-dimethyl-3-isoxazolidinyl] pyridine (20-1) pencycuron, (20-2) thiophanate-methyl, (20-3) thiophanate -ethyl, (21-1) fenoxanil, (21-2) diclocymet, (22-1) 5-chloro<i>N</i>-[(1<i>S</i>) -2,2,2-trifluoro-1-methylethyl] -6- (2,4,6-trifluorophenyl) [1,2,4] triazolo [1,5-a] pyrimidin-7-amine, (22- 2) 5-chlorine<i>N</i>-[(1<i>R</i>) -1,2-dimethylpropyl] -6- (2,4,6-trifluorophenyl) [1,2,4] triazolo [1,5-a] pyrimidin-7-amine, (22-3) 5-chloro- 6- (2-chloro-6-fluorophenyl) -7- (4-methylpiperidin-1-yl) [1,2,4] triazolo [1,5-a] pyrimidine, (22-4) 5-chloro-6 - (2,4,6-trifluorophenyl) -7- (4-methylpiperidin-1-yl) [1,2,4] triazolo [1,5-a] pyrimidine, (23-1) 2-butoxy-6- iodo-3-propyl-benzopyran-4-one (23-2) 2-ethoxy-6-iodo-3-propyl-benzopyran-4-one, (23-3) 6-iodo-2-propoxy-3-propyl -benzopyran-4-one, (23-4) 2-but-2-ynyloxy-6-iodo-3-propyl-benzopyran-4-one, (23-5) 6-iodo-2- (1-methyl-butoxy) -3-propyl-benzopyran-4-one, (23-6) 2-but-3-enyloxy-6-iodo-benzopyran-4- on, (23-7) 3-butyl-6-iodo-2-isopropoxy-benzopyran-4-one.

If the active ingredients are present in the active ingredient combinations according to the invention in certain weight ratios, the synergistic effect is particularly evident. However, the weight ratios of the active ingredients in the active ingredient combinations can be varied within a relatively wide range. In general, the combinations according to the invention contain active compounds of the formula (I) and a mixing partner from group (2) in the mixing ratios given by way of example in Table 2 below.

The mixing ratios are based on weight ratios. The relationship is to be understood as active ingredient of group (I): mixed partner.<tables id="tabl0002" num="0002"><table frame="all"><title>Table 2: Mixing ratios</title><tgroup cols="3"><colspec colnum="1" colname="col1" colwidth="37mm" /><colspec colnum="2" colname="col2" colwidth="53mm" /><colspec colnum="3" colname="col3" colwidth="67mm" /><thead><row><entry valign="top">Mixed partner</entry><entry valign="top">preferred mixing ratio</entry><entry valign="top">particularly preferred mixing ratio</entry></row></thead><tbody><row><entry>Group (2): strobilurins</entry><entry>1 : 100 to 1: 0.01</entry><entry>1 : 5 to 1: 0.01</entry></row></tbody></tgroup></table></tables>

In any case, the mixing ratio should be selected so that a synergistic mixture is obtained. The mixing ratios between the compound of formula (I) and a compound from group (2) can also vary between the individual compounds of a group.

The active compound combinations according to the invention have very good fungicidal properties and can be used to control phytopathogenic fungi, such as Plasmodiophoromycetes, Oomycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes, Deuteromycetes, etc.

Some pathogens of fungal and bacterial diseases that fall under the generic names listed above may be mentioned as examples, but not by way of limitation:<ul id="ul0003" list-style="none"><li>Diseases caused by powdery mildew pathogens such as Blumeria species, such as, for example, Blumeria graminis; Podosphaera species, such as, for example, Podosphaera leucotricha; Sphaerotheca species, such as, for example, Sphaerotheca fuliginea; Uncinula species, such as, for example, Uncinula necator;</li><li>Diseases caused by rust pathogens such as Gymnosporangium species, such as, for example, Gymnosporangium sabinae Hemileia species, such as, for example, Hemileia vastatrix; Phakopsora species, such as, for example, Phakopsora pachyrhizi and Phakopsora meibomiae; Puccinia species, such as, for example, Puccinia recondita; Uromyces species, such as, for example, Uromyces appendiculatus;</li><li>Diseases caused by pathogens from the Oomycetes group, such as, for example, Bremia species, such as, for example, Bremia lactucae; Peronospora species, such as, for example, Peronospora pisi or P. brassicae; Phytophthora species, such as, for example, Phytophthora infestans; Plasmopara species, such as, for example, Plasmopara viticola; Pseudoperonospora species, such as, for example, Pseudoperonospora humuli or Pseudoperonospora cubensis; Pythium species, such as, for example, Pythium ultimum;</li><li>Leaf blotch diseases and leaf wilting, caused by e.g. Altemaria species, such as, for example, Alternaria solani; Cercospora species, such as, for example, Cercospora beticola; Cladiosporum species, such as, for example, Cladiosporium cucumerinum; Cochliobolus species, such as, for example, Cochliobolus sativus (Conidial form: Drechslera, Syn: Helminthosporium); Colletotrichum species, such as, for example, Colletotrichum lindemuthanium; Cycloconium species, such as, for example, Cycloconium oleaginum; Diaporthe species, such as, for example, Diaporthe citri; Elsinoe species, such as, for example, Elsinoe fawcettii; Gloeosporium species, such as, for example, Gloeosporium laeticolor; Glomerella species, such as, for example, Glomerella cingulata; Guignardia species, such as, for example, Guignardia bidwelli; Leptosphaeria species, such as, for example, Leptosphaeria maculans; Magnaporthe species, such as, for example, Magnaporthe grisea; Mycosphaerella species, such as, for example, Mycosphaerelle graminicola; Phaeosphaeria species, such as, for example, Phaeosphaeria nodorum; Pyrenophora species, such as, for example, Pyrenophora teres; Ramularia species, such as, for example, Ramularia collo-cygni; Rhynchosporium species, such as, for example, Rhynchosporium secalis; Septoria species, such as, for example, Septoria apii; Typhula species, such as, for example, Typhula incarnata; Venturia species, such as, for example, Venturia inaequalis;</li><li>Root and stem diseases caused, for example, by Corticium species, such as, for example, Corticium graminearum; Fusarium species, such as, for example, Fusarium oxysporum; Gaeumannomyces species, such as, for example, Gaeumannomyces graminis; Rhizoctonia species, such as, for example, Rhizoctonia solani; Tapesia species, such as, for example, Tapesia acuformis; Thielaviopsis species, such as, for example, Thielaviopsis basicola;</li><li>Ear and panicle diseases (including maize cobs) caused by, for example, Alternaria species, such as, for example, Alternaria spp .; Aspergillus species, such as, for example, Aspergillus flavus; Cladosporium species, such as, for example, Cladosporium spp .; Claviceps species, such as, for example, Claviceps purpurea; Fusarium species, such as, for example, Fusarium culmorum; Gibberella species, such as, for example, Gibberella zeae; Monographella species, such as, for example, Monographella nivalis;</li><li>Diseases caused by smut such as Sphacelotheca species, such as, for example, Sphacelotheca reiliana; Tilletia species, such as, for example, Tilletia caries; Urocystis species, such as, for example, Urocystis occulta; Ustilago species, such as, for example, Ustilago nuda;</li><li>Fruit rot caused by e.g. Aspergillus species, such as, for example, Aspergillus flavus; Botrytis species, such as, for example, Botrytis cinerea; Penicillium species, such as, for example, Penicillium expansum; Sclerotinia species, such as, for example, Sclerotinia sclerotiorum; Verticilium species, such as, for example, Verticilium alboatrum;</li><li>Seed and soil-borne rot and wilt, as well as seedling diseases caused by, for example, Fusarium species, such as, for example, Fusarium culmorum; Phytophthora species, such as, for example, Phytophthora cactorum; Pythium species, such as, for example, Pythium ultimum; Rhizoctonia species, such as, for example, Rhizoctonia solani; Sclerotium species, such as, for example, Sclerotium rotfsii;</li><li>Cancers, galls and witches' broom caused by, for example, Nectria species, such as, for example, Nectria galligena; Wilting diseases caused by e.g. Monilinia species, such as, for example, Monilinia laxa;</li><li>Deformations of leaves, flowers and fruits caused by e.g. Taphrina species, such as, for example, Taphrina deformans;</li><li>Degenerative diseases of woody plants, caused by e.g. Esca species, such as, for example, Phaemoniella clamydospora;</li><li>Flower and seed diseases caused by e.g. Botrytis species, such as, for example, Botrytis cinerea;</li><li>Diseases of plant tubers caused by e.g. Rhizoctonia species, such as, for example, Rhizoctonia solani;</li><li>Diseases caused by bacterial pathogens such as Xanthomonas species, such as, for example, Xanthomonas campestris pv. Oryzae; Pseudomonas species, such as, for example, Pseudomonas syringae pv. Lachrymans;</li><li>Erwinia species, such as, for example, Erwinia amylovora;</li><li>The following diseases of soybeans can preferably be combated: Fungal diseases on leaves, stems, pods and seeds caused by e.g. Alternaria leaf spot (Altemaria spec. Atrans tenuissima), Anthracnose (Colletotrichum gloeosporoides dematium var. truncatum), Brown spot (Septoria glycines), Cercospora leaf spot and blight (Cercospora kikuchii), Choanephora leaf blight (Choanephora infundibulifera trispora (Syn.)), Dactuliophora leaf spot (Dactuliophora glycines), Downy Mildew, Perrechosuraica (Drechslera glycini), Frogeye Leaf spot (Cercospora sojina), Leptosphaerulina Leaf Spot (Leptosphaerulina trifolii), Phyllostica Leaf Spot (Phyllosticta sojaecola), Powdery Mildew (Microsphaera diffusa), Pyrenochaeta Leaf Spot (Pyrenochaeta glycines), Rhizoctonia Aerial, Foliage, and Web Blight (Rhizoctonia solani), Rust (Phakopsora pachyrhizi), Scab (Sphaceloma glycines), Stemphylium Leaf Blight (Stemphylium botryosum), Target Spot (Coryolapora)</li><li>Fungal diseases on roots and the stem base caused by e.g. Black Root Rot (Calonectria crotalariae), Charcoal Rot (Macrophomina phaseolina), Fusarium Blight or Wilt, Root Rot, and Pod and Collar Rot (Fusarium oxysporum, Fusarium orthoceras, Fusarium semitectum, Fusarium equiseti), Mycoleptodiscus Root Rot (Mycol Neocosmospora (Neocosmopspora vasinfecta), Pod and Stem Blight (Diaporthe phaseolorum), Stem Canker (Diaporthe phaseolorum var. caulivora), Phytophthora Rot (Phytophthora megasperma), Brown Stem Rot (Phialophora gregata), Pythium Rot (Pythium aphanidennatum, Pythium irregulare, Pythium debaryanum, Pythium myriotylum, Pythium ultimum), Rhizoctonia Root Red, Damping Decay solani), Sclerotinia Stem Decay (Sclerotinia sclerotiorum), Sclerotinia Southern Blight (Sclerotinia rolfsii), Thielaviopsis Root Rot (Thielaviopsis basicola).</li></ul>

The active compound combinations according to the invention are particularly suitable for combating diseases which are caused by rust pathogens such as, for example, Phakopsora species, such as, for example, Phakopsora pachyrhizi and Phakopsora meibomiae.

The following diseases of soybeans can preferably be combated:<ul id="ul0004" list-style="none" compact="compact"><li>Fungal diseases on leaves, stems, pods and seeds caused by rust (Phakopsora pachyrhizi and Phakopsora meibomiae). The control of Phakopsora pachyrhizi is particularly preferred.</li></ul>

The fact that the active ingredient combinations are well tolerated by plants in the concentrations required to combat plant diseases permits the treatment of entire plants (above-ground parts of plants and roots), of propagation stock and seeds, and of the soil. The active compound combinations according to the invention can be used for leaf application or as a mordant.

A large part of the damage to crop plants caused by phytopathogenic fungi already arises from the infestation of the seed during storage and after the seed has been introduced into the soil and during and immediately after the plants have germinated. This phase is particularly critical since the roots and shoots of the growing plant are particularly sensitive and even a little damage can lead to the death of the whole plant. There is therefore particularly great interest in protecting the seeds and the germinating plant by using suitable means.

Phytopathogenic fungi that damage plants after emergence are primarily combated by treating the soil and the parts of the plants above ground with pesticides. Due to concerns about the potential impact of pesticides on the environment and human and animal health, efforts are being made to reduce the amount of active ingredients applied.

The control of phytopathogenic fungi by treating the seeds of plants has been known for a long time and is the subject of constant improvements. Nevertheless, there are a number of problems with the treatment of seeds that cannot always be solved satisfactorily. It is therefore desirable to develop methods for protecting the seed and the germinating plant which make the additional application of crop protection agents after sowing or after emergence of the plants superfluous or at least significantly reduce them. It is furthermore desirable to optimize the amount of the active ingredient used so that the seed and the germinating plant are optimally protected from attack by phytopathogenic fungi without, however, damaging the plant itself through the active ingredient used. In particular, seed treatment processes should also take into account the intrinsic fungicidal properties of transgenic plants in order to achieve optimum protection of the seed and the germinating plant with a minimal expenditure on crop protection agents.

The present invention therefore also relates in particular to a method for protecting seed and germinating plants from attack by phytopathogenic fungi by treating the seed with an agent according to the invention.

The invention also relates to the use of the agents according to the invention for the treatment of seeds to protect the seeds and the germinating plant from phytopathogenic fungi.

Furthermore, the invention relates to seeds which have been treated with an agent according to the invention for protection against phytopathogenic fungi.

One of the advantages of the present invention is that, because of the special systemic properties of the agents according to the invention, the treatment of the seeds with these agents not only protects the seeds themselves, but also the plants resulting therefrom from phytopathogenic fungi after emergence. In this way, the immediate treatment of the crop at the time of sowing or shortly thereafter can be omitted.

It is also to be regarded as advantageous that the mixtures according to the invention can also be used in particular with transgenic seeds.

The compositions according to the invention are suitable for protecting seeds of any plant type which is used in agriculture, in the greenhouse, in forests or in horticulture. In particular, these are seeds of cereals (such as wheat, barley, rye, millet and oats), corn, cotton, soybeans, rice, potatoes, sunflower, beans, coffee, beets (e.g. sugar beet and fodder beet), peanuts, vegetables ( such as tomato, cucumber, onions and lettuce), lawn and ornamental plants. The treatment of the seeds of cereals (such as wheat, barley, rye and oats), corn and rice is of particular importance. The treatment of soybean seeds is also of particular importance.

In the context of the present invention, the agent according to the invention is applied to the seed alone or in a suitable formulation. The seed is preferably treated in a state in which it is so stable that no damage occurs during the treatment. In general, the seed can be treated at any time between harvesting and sowing. Usually, seeds are used that have been separated from the plant and freed of pistons, shells, stems, husk, wool or pulp. For example, seeds can be used that have been harvested, cleaned and dried to a moisture content of less than 15% by weight. Alternatively, seeds can be used that have been treated with water after drying, for example, and then dried again.

In general, when treating the seed, care must be taken that the amount of the agent and / or other additives according to the invention applied to the seed is selected so that the germination of the seed is not impaired or the plant resulting therefrom is not damaged. This is particularly important for active substances that can show phytotoxic effects at certain application rates.

The agents according to the invention can be applied directly, that is to say without containing further components and without having been diluted. As a rule, it is preferable to apply the agents to the seeds in the form of a suitable formulation. Suitable formulations and processes for seed treatment are known to the person skilled in the art and are described, for example, in the following documents:<patcit id="pcit0035" dnum="US4272417A"><text>US 4,272,417 A</text></patcit>, <patcit id="pcit0036" dnum="US4245432A"><text>US 4,245,432 A</text></patcit>, <patcit id="pcit0037" dnum="US4808430A"><text>US 4,808,430 A</text></patcit>, <patcit id="pcit0038" dnum="US5876739A"><text>US 5,876,739 A</text></patcit>, <patcit id="pcit0039" dnum="US20030176428A1"><text>US 2003/0176428 A1</text></patcit>, <patcit id="pcit0040" dnum="WO2002080675A1"><text>WO 2002/080675 A1</text></patcit>, <patcit id="pcit0041" dnum="WO2002028186A2"><text>WO 2002/028186 A2</text></patcit>.

The active compound combinations according to the invention are also suitable for increasing the crop yield. They are also less toxic and have good plant tolerance.

According to the invention, all plants and parts of plants can be treated. Plants are understood here to mean all plants and plant populations, such as desired and undesired wild plants or crop plants (including naturally occurring crop plants). Cultivated plants can be plants which can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including the transgenic plants and including the plant cultivars which can or cannot be protected by plant breeders' rights. Plant parts are to be understood to mean all above-ground and underground parts and organs of the plants, such as shoots, leaves, flowers and roots, examples being leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds as well as roots, tubers and rhizomes. The plant parts also include crops and vegetative and generative propagation material, for example cuttings, tubers, rhizomes, offshoots and seeds.

The treatment of plants and parts of plants (including seeds) according to the invention with the active compound combinations is carried out directly or by acting on their surroundings, living space or storage space according to the customary treatment methods, for example by dipping, spraying, evaporating, atomizing, scattering, spreading and in the case of propagation material, in particular in the case of seeds, still by single or multi-layer coating. The active ingredient combinations can be prepared before the treatment by mixing the individual active ingredients and are therefore used in a mixture. Or the treatment is carried out successively by first using a herbicide from group (1), followed by treatment with an active ingredient from groups (2) to (23). However, it is also possible to treat the plants or parts of plants (including seeds) first with an active ingredient from groups (2) to (23) and then to treat with a herbicide from group (1). In particular, it is also possible to first coat seeds with one or more active ingredients from groups (2) to (23) in one or more layers and to spray the plants obtained therefrom only after an infection has occurred with a herbicide from group (1) (e.g. Soybean or maize seeds are first treated with fluquinconazole or carboxin, followed by foliar application with glyphosate; or rape seed is first treated with fluquinconazole or carboxin, followed by foliar application later with glufosinate).

As already mentioned above, all plants and their parts can be treated according to the invention. In a preferred embodiment, plant species and plant varieties and their parts occurring wildly or obtained by conventional organic breeding methods, such as crossbreeding or protoplast fusion, are treated. In a further preferred embodiment, transgenic plants and plant cultivars which have been obtained by genetic engineering methods, if appropriate in combination with conventional methods (genetically modified organisms) and their parts are treated. The term "parts" or "parts of plants" or "plant parts" was explained above.

Plants of the plant cultivars which are in each case commercially available or in use are particularly preferably treated according to the invention.

Depending on the plant species or plant cultivars, their location and growth conditions (soils, climate, growing season, nutrition), the treatment according to the invention can also cause superadditive ("synergistic") effects. For example, reduced application rates and / or widening the spectrum of action and / or an increase in the action of the substances and agents which can be used according to the invention, better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or to water or Soil salinity, increased flowering performance, easier harvesting, acceleration of ripening, higher harvest yields, higher quality and / or higher nutritional value of the harvested products, higher shelf life and / or workability of the harvested products, which go beyond the effects that are actually to be expected.

The preferred transgenic (genetically engineered) plants or plant cultivars to be treated according to the invention include all plants which, by virtue of the genetic engineering modification, have received genetic material which gives these plants particularly advantageous, valuable properties (“traits”). Examples of such properties are better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or to water or Soil salt content, increased flowering performance, easier harvesting, acceleration of ripening, higher harvest yields, higher quality and / or higher nutritional value of the harvested products, higher storage life and / or workability of the harvested products. Further and particularly highlighted examples of such properties are an increased defense of the plants against animal and microbial pests, such as against insects, mites, phytopathogenic fungi, bacteria and / or viruses, and an increased tolerance of the plants to certain herbicidal active ingredients. Examples of transgenic plants are the important crop plants, such as cereals (wheat, rice), corn, soybeans, potatoes, cotton, rapeseed and fruit plants (with the fruits apples, pears, citrus fruits and grapes), with corn, soybeans, potatoes and cotton and rapeseed are particularly highlighted, especially soy. The traits are particularly emphasized as the increased defense of the plants against insects by toxins which arise in the plants, in particular those which are caused by the genetic material from Bacillus thuringiensis (for example by the genes CryIA (a), CryIA (b), CryIA (c), CryllA, CryIIIA, CrylaB2, Cry9c, Cry2Ab, Cry3Bb and CryIF as well as their combinations) are produced in the plants (hereinafter "Bt plants"). The properties (“traits”) which are particularly emphasized are the increased tolerance of the plants to certain herbicidal active compounds, for example intidazolinones, sulfonylureas, glyphosate or phosphinotricin (for example “PAT” gene). The genes conferring the desired properties (“traits”) can also occur in combinations with one another in the transgenic plants. Examples of "Bt plants" are corn varieties, cotton varieties, soy varieties and potato varieties which are sold under the trade names YIELD GARD^® (e.g. corn, cotton, soy), KnockOut^® (e.g. maize), StarLink^® (e.g. maize), Bollgard^® (Cotton), Nucotn^® (Cotton) and NewLeaf^® (Potato) are distributed. Examples of herbicide-tolerant plants are corn varieties, cotton varieties and soy varieties which are sold under the trade names Roundup Ready (tolerance to glyphosates, for example corn, cotton, soybeans), Liberty Link^® (Tolerance to phosphinotricin, eg rapeseed), IMI^® (Tolerance to imidazolinones) and STS^® (Tolerance to sulfonylureas such as corn) are sold. As herbicide-resistant plants (conventionally bred to herbicide tolerance) are also those under the name Clearfield^® distributed varieties (e.g. maize) mentioned. Of course, these statements also apply to plant varieties developed in the future or coming onto the market in the future with these or future-developed genetic properties ("traits").

Depending on their respective physical and / or chemical properties, the active compound combinations according to the invention can be converted into the customary formulations, such as solutions, emulsions, suspensions, powders, dusts, foams, pastes, soluble powders, granules, aerosols, suspension-emulsion concentrates, Active ingredient-impregnated natural and synthetic substances as well as very fine encapsulation in polymeric substances and in coating materials for seeds, as well as ULV cold and when fog formulations.

These formulations are prepared in a known manner, for example by mixing the active ingredients or combinations of active ingredients with extenders, that is to say liquid solvents, pressurized liquefied gases and / or solid carriers, optionally using surface-active agents, that is to say emulsifiers and / or dispersants and / or foam-generating agents.

If water is used as an extender, organic solvents can, for example, also be used as auxiliary solvents. The following are essentially suitable as liquid solvents: aromatics, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chlorethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, for example Petroleum fractions, mineral and vegetable oils, alcohols, such as butanol or glycol, and their ethers and esters, ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, and water.

Liquefied gaseous extenders or carriers mean liquids which are gaseous at normal temperature and under normal pressure, for example aerosol propellants such as butane, propane, nitrogen and carbon dioxide.

Solid carrier materials are suitable: for example ammonium salts and natural rock powders, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic rock powders, such as highly disperse silica, aluminum oxide and silicates. The following are suitable as solid carriers for granules: e.g. broken and fractionated natural rocks such as calcite, marble, pumice, sepiolite, dolomite and synthetic granules from inorganic and organic flours as well as granules from organic material such as sawdust, coconut shells, corn cobs and tobacco stems. Suitable emulsifying and / or foam-generating agents are: for example nonionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example Alkylaryl polyglycol ethers, alkyl sulfonates, alkyl sulfates, aryl sulfonates and protein hydrolyzates. Possible dispersing agents are, for example, lignin sulfite liquor and methyl cellulose.

Adhesives such as carboxymethyl cellulose, natural and synthetic polymers in the form of powders, granules or latices, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and also natural phospholipids, such as cephalins and lecithins, and synthetic phospholipids can be used in the formulations. Other additives can be mineral and vegetable oils.

Dyes such as inorganic pigments, for example iron oxide, titanium oxide, ferrocyan blue and organic dyes, such as alizarin, azo and metal phthalocyanine dyes and trace nutrients, such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc, can be used.

The active substance content of the use forms prepared from the commercially available formulations can vary within wide ranges. The active substance concentration of the use forms for controlling animal pests such as insects and acarids can be from 0.0000001 to 95% by weight of active substance, preferably between 0.0001 and 1% by weight. The application takes place in a customary manner adapted to the application forms.

The formulations for controlling undesirable phytopathogenic fungi generally contain between 0.1 and 95% by weight of active compounds, preferably between 0.5 and 90%.

The active compound combinations according to the invention can be used as such, 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, dusting agents and granules. They are used in the usual way, e.g. by watering (drenching), drip irrigation, spraying, spraying, scattering, dusting, foaming, brushing, spreading, dry pickling, wet pickling, wet pickling, slurry pickling, incrusting, etc.

The active compound combinations according to the invention can be present in commercially available formulations and in the use forms prepared from these formulations, in a mixture with other active compounds, such as insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth-regulating substances or herbicides.

When using the active compound combinations according to the invention, the application rates can be varied within a substantial range, depending on the type of application. In the treatment of parts of plants, the application rates of active compound combination are generally between 0.1 and 10,000 g / ha, preferably between 10 and 1,000 g / ha. In the case of seed treatment, the application rates of the active compound combination are generally between 0.001 and 50 g per kg of seed, preferably between 0.01 and 10 g per kg of seed. In the treatment of the soil, the active compound combination application rates are generally between 0.1 and 10,000 g / ha, preferably between 1 and 5,000 g / ha.

The active substance combinations can be used as such, in the form of concentrates or generally customary formulations such as powders, granules, solutions, suspensions, emulsions or pastes.

The formulations mentioned can be prepared in a manner known per se, for example by mixing the active ingredients with at least one solvent or diluent, emulsifier, dispersant and / or binder or fixative, water repellants, optionally siccatives and UV stabilizers and, if appropriate Dyes and pigments and other processing aids.

The good fungicidal activity of the active compound combinations according to the invention can be seen from the examples below. While the individual active ingredients have weaknesses in their fungicidal action, the combinations show an action that goes beyond a simple summation of action.

Fungicides always have a synergistic effect if the fungicidal activity of the active ingredient combinations is greater than the sum of the effects of the individually applied active ingredients.

The expected one <u>fungicidal</u> Effect for a given combination of two active substances can be <nplcit id="ncit0002" npl-type="s"><text>SR Colby ("Calculating Synergistic and Antagonistic Responses of Herbicide Combinations", Weeds 1967, 15, 20-22</text></nplcit>) can be calculated as follows:

If<dl id="dl0001" compact="compact"><dt>X</dt><dd>the <i>Efficiency</i> when using the active ingredient A in an application rate of <i><u>m</u> G</i>/<i>Ha</i> means</dd><dt>Y</dt><dd>the <i>Efficiency</i> when using the active ingredient B in an application rate of <i><u>n</u> G</i>/<i>Ha</i> means and</dd><dt>E</dt><dd>the <i>Efficiency</i> when using active ingredients A and B in application rates of <i><u>m</u> and <u>n</u> G</i>/<i>Ha</i> means</dd></dl>then <maths id="math0001" num=""><math display="block"><mi mathvariant="normal">E</mi><mo mathvariant="normal">=</mo><mi mathvariant="normal">X</mi><mo mathvariant="normal">+</mo><mi mathvariant="normal">Y</mi><mo mathvariant="normal">-</mo><mfrac><mrow><mi mathvariant="normal">X</mi><mo mathvariant="normal">×</mo><mi mathvariant="normal">Y</mi></mrow><mn mathvariant="normal">100</mn></mfrac></math><img file="EP2255649B1_D0016.tif" /></maths>

The efficiency is determined in%. It means 0% an efficiency that corresponds to that of the control, while an efficiency of 100% means that no infection is observed.

Is the real one <u>fungicidal</u> If the effect is greater than calculated, the effect of the combination is super-additive, ie there is a synergistic effect. In this case, the actually observed efficiency must be greater than the value for the expected efficiency (E) calculated from the above formula.

The invention is illustrated by the following examples. However, the invention is not limited to the examples.

<u>Examples of use</u>

Example A: Phytophthora test (tomato) / protective

<tables id="tabl0003" num="0003"><table frame="none"><tgroup cols="3" colsep="0" rowsep="0"><colspec colnum="1" colname="col1" colwidth="25mm" /><colspec colnum="2" colname="col2" colwidth="14mm" /><colspec colnum="3" colname="col3" colwidth="58mm" /><tbody><row><entry>Solvent:</entry><entry align="right">24,5</entry><entry>Parts by weight of acetone</entry></row><row>&lt;entry /&gt;<entry align="right">24,5</entry><entry>Parts by weight of dimethytacetamide</entry></row><row><entry>Emulsifier:</entry><entry align="right">1</entry><entry>Part by weight of alkyl aryl polyglycol ether</entry></row></tbody></tgroup></table></tables>

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. To test for protective activity, young plants are sprayed with the active compound preparation in the stated application rate. After the spray coating has dried on, the plants are inoculated with an aqueous spore suspension of Phytophthora infestans. The plants are then placed in an incubation cabin at approx. 20 ° C and 100% relative humidity. Evaluation is carried out 3 days after the inoculation. 0% means an efficiency which corresponds to that of the control, while an efficiency of 100% means that no infection is observed.

Example B: Plasmopara test (vine) / protective

<tables id="tabl0004" num="0004"><table frame="none"><tgroup cols="3" colsep="0" rowsep="0"><colspec colnum="1" colname="col1" colwidth="25mm" /><colspec colnum="2" colname="col2" colwidth="14mm" /><colspec colnum="3" colname="col3" colwidth="58mm" /><tbody><row><entry>Solvent:</entry><entry align="right">24,5</entry><entry>Parts by weight of acetone</entry></row><row>&lt;entry /&gt;<entry align="right">24,5</entry><entry>Parts by weight of dimethylacetamide</entry></row><row><entry>Emulsifier:</entry><entry align="right">1</entry><entry>Part by weight of alkyl aryl polyglycol ether</entry></row></tbody></tgroup></table></tables>

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. To test for protective activity, young plants are sprayed with the active compound preparation in the stated application rate. After the spray coating has dried on, the plants are inoculated with an aqueous spore suspension of Plasmopara viticola and then remain in an incubation cabin at about 20 ° C. and 100% relative atmospheric humidity for 1 day. The plants are then placed in a greenhouse for 4 days at approx. 21 ° C and approx. 90% humidity. The plants are then moistened and placed in an incubation cabin for 1 day. Evaluation is carried out 6 days after the inoculation. 0% means an efficiency which corresponds to that of the control, while an efficiency of 100% means that no infection is observed.

Example C: Podosphaera test (apple) / protective

<tables id="tabl0005" num="0005"><table frame="none"><tgroup cols="3" colsep="0" rowsep="0"><colspec colnum="1" colname="col1" colwidth="25mm" /><colspec colnum="2" colname="col2" colwidth="14mm" /><colspec colnum="3" colname="col3" colwidth="58mm" /><tbody><row><entry>Solvent:</entry><entry align="right">24,5</entry><entry>Parts by weight of acetone</entry></row><row>&lt;entry /&gt;<entry align="right">24,5</entry><entry>Parts by weight of dimethylacetamide</entry></row><row><entry>Emulsifier:</entry><entry align="right">1</entry><entry>Part by weight of alkyl aryl polyol ether</entry></row></tbody></tgroup></table></tables>

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. To test for protective activity, young plants are sprayed with the active compound preparation in the stated application rate. After the spray coating has dried on, the plants are inoculated with an aqueous spore suspension of the pod mildew pathogen Podosphaera leucotricha. The plants are then placed in a greenhouse at approximately 23 ° C. and a relative humidity of approximately 70%. Evaluation is carried out 10 days after the inoculation. 0% means an efficiency which corresponds to that of the control, while an efficiency of 100% means that no infection is observed.

Example D: Sphaerotheca test (cucumber) / protective

<tables id="tabl0006" num="0006"><table frame="none"><tgroup cols="3" colsep="0" rowsep="0"><colspec colnum="1" colname="col1" colwidth="25mm" /><colspec colnum="2" colname="col2" colwidth="14mm" /><colspec colnum="3" colname="col3" colwidth="58mm" /><tbody><row><entry>Solvent:</entry><entry align="right">24,5</entry><entry>Parts by weight of acetone</entry></row><row>&lt;entry /&gt;<entry align="right">24,5</entry><entry>Parts by weight of dimethylacetamide</entry></row><row><entry>Emulsifier:</entry><entry align="right">1</entry><entry>Part by weight of alkyl aryl polyglycol ether</entry></row></tbody></tgroup></table></tables>

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. To test for protective activity, young plants are sprayed with the active compound preparation in the stated application rate. After the spray coating has dried on, the plants are inoculated with an aqueous spore suspension of Sphaerotheca fuliginea. The plants are then placed in the greenhouse at about 23 ° C. and a relative atmospheric humidity of about 70%. Evaluation is carried out 7 days after the inoculation. 0% means an efficiency which corresponds to that of the control, while an efficiency of 100% means that no infection is observed.

Example E: Uncinula test (vine) / protective

<tables id="tabl0007" num="0007"><table frame="none"><tgroup cols="3" colsep="0" rowsep="0"><colspec colnum="1" colname="col1" colwidth="25mm" /><colspec colnum="2" colname="col2" colwidth="14mm" /><colspec colnum="3" colname="col3" colwidth="58mm" /><tbody><row><entry>Solvent:</entry><entry align="right">24,5</entry><entry>Parts by weight of acetone</entry></row><row>&lt;entry /&gt;<entry align="right">24,5</entry><entry>Parts by weight of dimethylacetamide</entry></row><row><entry>Emulsifier:</entry><entry align="right">1</entry><entry>Part by weight of alkyl aryl polyglycol ether</entry></row></tbody></tgroup></table></tables>

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. To test for protective activity, young plants are sprayed with the active compound preparation in the stated application rate. After the spray coating has dried on, the plants are inoculated with an aqueous spore suspension of Uncinula necator. The plants are then placed in a greenhouse at approximately 23 ° C. and a relative humidity of approximately 70%. Evaluation is carried out 14 days after the inoculation. 0% means an efficiency which corresponds to that of the control, while an efficiency of 100% means that no infection is observed.

Example F: Uromyces test (bean) / protective

<tables id="tabl0008" num="0008"><table frame="none"><tgroup cols="3" colsep="0" rowsep="0"><colspec colnum="1" colname="col1" colwidth="25mm" /><colspec colnum="2" colname="col2" colwidth="14mm" /><colspec colnum="3" colname="col3" colwidth="56mm" /><tbody><row><entry>Solvent:</entry><entry align="right">24,5</entry><entry>Parts by weight of acetone</entry></row><row>&lt;entry /&gt;<entry align="right">24,5</entry><entry>Parts by weight of dimethylacetamide</entry></row><row><entry>Emulsifier:</entry><entry align="right">1</entry><entry>Part by weight of alkyl aryl polylycol ether</entry></row></tbody></tgroup></table></tables>

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. To test for protective activity, young plants are sprayed with the active compound preparation in the stated application rate. After the spray coating has dried on, the plants are inoculated with an aqueous spore suspension of the rooster pathogen Uromyces appendiculatus and then remain in an incubation cabin at about 20 ° C. and 100% relative atmospheric humidity for 1 day. The plants are then placed in a greenhouse at approx. 21 ° C. and a relative humidity of approx. 90%. Evaluation is carried out 10 days after the inoculation. 0% means an efficiency which corresponds to that of the control, while an efficiency of 100% means that no infection is observed.

Example G: Phakopsora test (soy)

Commercial formulations which are diluted to the desired concentration before application, if appropriate, are used as suitable active substance preparations. Soybean plants (cv. Miyagishirome) were cultivated in a 7.5 cm diameter plastic container for 14 days until they reached the 2.3 leaf stage. The active substance preparations were sprayed onto the test plants in the concentration given below (6 ml for 3 test tubes each, test solution contained 0.02% neoesterin as adhesive).

1 The day after application of the active compound preparation, the plants were treated with a urediniospores suspension (1 x 10⁵ Urediniosporen / ml) of the Rosterogen Phakopsora pachyrhizi sprayed. The plants are then placed in a greenhouse at approx. 25 ° C during the day and approx. 18 ° C at night and a relative humidity of 91.9%.

11 Days after the inoculation, the evaluation is carried out by comparing the infected areas of untreated and treated plants. 0% means an efficiency which corresponds to that of the control, while an efficiency of 100% means that no infection is observed.<tables id="tabl0009" num="0009"><table frame="all"><title>Table G (for comparison)</title><tgroup cols="4"><colspec colnum="1" colname="col1" colwidth="34mm" /><colspec colnum="2" colname="col2" colwidth="53mm" /><colspec colnum="3" colname="col3" colwidth="16mm" /><colspec colnum="4" colname="col4" colwidth="16mm" /><thead><row><entry namest="col1" nameend="col4" align="center" valign="middle">Phakopsora test (soy)</entry></row><row rowsep="0"><entry valign="middle">Active ingredients</entry><entry align="center" valign="middle">Application rate of active ingredient in ppm</entry><entry namest="col3" nameend="col4" align="center" valign="middle">Efficiency in%</entry></row><row><entry valign="middle" /><entry align="center" valign="middle" /><entry align="center" valign="middle">found *</entry><entry align="center" valign="middle">calc. **</entry></row></thead><tbody><row rowsep="0"><entry morerows="1" rowsep="1" valign="middle">(1-1) Glyphosate</entry><entry align="center" valign="middle">0,5</entry><entry align="center" valign="middle">0</entry><entry align="center" valign="middle" /></row><row><entry align="center" valign="middle">5</entry><entry align="center" valign="middle">0</entry><entry align="center" valign="middle" /></row><row><entry valign="middle">(3-17) Tebuconazole</entry><entry align="center" valign="middle">0,5</entry><entry align="center" valign="middle">50</entry><entry align="center" valign="middle" /></row><row><entry valign="middle">(1-1) + (3-17) (1:1)</entry><entry align="center" valign="middle">0,5+0,5</entry><entry align="center" valign="middle">96</entry><entry align="center" valign="middle">50</entry></row><row><entry valign="middle">(1-1)+(3-17)(10:1)</entry><entry align="center" valign="middle">5+0,5</entry><entry align="center" valign="middle">99</entry><entry align="center" valign="middle">50</entry></row><row rowsep="0"><entry morerows="1" rowsep="1" valign="middle">(1-2) Glufosinate</entry><entry align="center" valign="middle">0,5</entry><entry align="center" valign="middle">0</entry><entry align="center" valign="middle" /></row><row><entry align="center" valign="middle">5</entry><entry align="center" valign="middle">0</entry><entry align="center" valign="middle" /></row><row><entry valign="middle">(3-17) Tebuconazole</entry><entry align="center" valign="middle">0.5</entry><entry align="center" valign="middle">60</entry><entry align="center" valign="middle" /></row><row><entry valign="middle">(1-2) + (3-17) (1:1)</entry><entry align="center" valign="middle">0,5 + 0,5</entry><entry align="center" valign="middle">94</entry><entry align="center" valign="middle">60</entry></row><row><entry valign="middle">(1-2) + (3-17) (10:1)</entry><entry align="center" valign="middle">5+0,5</entry><entry align="center" valign="middle">95</entry><entry align="center" valign="middle">60</entry></row></tbody></tgroup><tgroup cols="4" rowsep="0"><colspec colnum="1" colname="col1" colwidth="34mm" /><colspec colnum="2" colname="col2" colwidth="53mm" /><colspec colnum="3" colname="col3" colwidth="16mm" /><colspec colnum="4" colname="col4" colwidth="16mm" /><tbody><row><entry namest="col1" nameend="col4" align="justify">* found = found effect ** calc. = Effect calculated according to the Colby formula</entry></row></tbody></tgroup></table></tables>

Example II: Venturia test (apple) / protective

<tables id="tabl0010" num="0010"><table frame="none"><tgroup cols="3" colsep="0" rowsep="0"><colspec colnum="1" colname="col1" colwidth="25mm" /><colspec colnum="2" colname="col2" colwidth="14mm" /><colspec colnum="3" colname="col3" colwidth="58mm" /><tbody><row><entry>Solvent:</entry><entry align="right">24,5</entry><entry>Parts by weight of acetone</entry></row><row>&lt;entry /&gt;<entry align="right">24,5</entry><entry>Parts by weight of dimethylacetamide</entry></row><row><entry>Emulsifier:</entry><entry align="right">1</entry><entry>Part by weight of alkyl aryl polyglycol ether</entry></row></tbody></tgroup></table></tables>

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. To test for protective activity, young plants are sprayed with the active compound preparation in the stated application rate. After the spray coating has dried on, the plants are inoculated with an aqueous conidia suspension of the Venturia inaequalis apple scab pathogen and then remain in an incubation cabin at about 20 ° C. and 100% relative atmospheric humidity for 1 day. The plants are then placed in a greenhouse at approx. 21 ° C. and a relative humidity of approx. 90%. Evaluation is carried out 10 days after the inoculation. 0% means an efficiency which corresponds to that of the control, while an efficiency of 100% means that no infection is observed.

Example I: Altemaria test (tomato) / protective

<tables id="tabl0011" num="0011"><table frame="none"><tgroup cols="3" colsep="0" rowsep="0"><colspec colnum="1" colname="col1" colwidth="25mm" /><colspec colnum="2" colname="col2" colwidth="14mm" /><colspec colnum="3" colname="col3" colwidth="58mm" /><tbody><row><entry>Solvent:</entry><entry align="right">24,5</entry><entry>Parts by weight of acetone</entry></row><row>&lt;entry /&gt;<entry align="right">24,5</entry><entry>Parts by weight of dimethylacetamide</entry></row><row><entry>Emulsifier:</entry><entry align="right">1</entry><entry>Part by weight of alkyl aryl polyglycol ether</entry></row></tbody></tgroup></table></tables>

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. To test for protective activity, young plants are sprayed with the active compound preparation in the stated application rate. After the spray coating has dried on, the plants are inoculated with an aqueous spore suspension of Alternaria solani. The plants are then placed in an incubation cabin at approx. 20 ° C and 100% relative humidity. Evaluation is carried out 3 days after the inoculation. 0% means an efficiency that corresponds to that of the control, while an efficiency of 100oIo means that no infection is observed.

Example J: Botrytis test (bean) / protective

<tables id="tabl0012" num="0012"><table frame="none"><tgroup cols="3" colsep="0" rowsep="0"><colspec colnum="1" colname="col1" colwidth="25mm" /><colspec colnum="2" colname="col2" colwidth="14mm" /><colspec colnum="3" colname="col3" colwidth="58mm" /><tbody><row><entry>Solvent:</entry><entry align="right">24,5</entry><entry>Parts by weight of acetone</entry></row><row>&lt;entry /&gt;<entry align="right">24,5</entry><entry>Parts by weight of dimethylacetamide</entry></row><row><entry>Emulsifier:</entry><entry align="right">1</entry><entry>Part by weight of alkyl aryl polyglycol ether</entry></row></tbody></tgroup></table></tables>

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. To test for protective activity, young plants are sprayed with the active compound preparation in the stated application rate. 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 chamber at approx. 20 ° C and 100% relative humidity. 2 days after the inoculation, the size of the infection spots on the leaves is evaluated. 0% means an efficiency which corresponds to that of the control, while an efficiency of 100% means that no infection is observed.

Example K: Erysiphe test (barley) / protective

<tables id="tabl0013" num="0013"><table frame="none"><tgroup cols="3" colsep="0" rowsep="0"><colspec colnum="1" colname="col1" colwidth="25mm" /><colspec colnum="2" colname="col2" colwidth="14mm" /><colspec colnum="3" colname="col3" colwidth="57mm" /><tbody><row><entry>Solvent:</entry><entry align="right">50</entry><entry>Parts by weight of N, N-dimethylacetamide</entry></row><row><entry>Emulsifier:</entry><entry align="right">1</entry><entry>Part by weight of alkylaryl polyglycol ether</entry></row></tbody></tgroup></table></tables>

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. To test for protective activity, young plants are sprayed with the preparation of active compound in the stated application rate. After the spray coating has dried on, the plants are covered with spores from Erysiphe graminis f.sp. hordei pollinated. The plants are placed in a greenhouse at a temperature of approx. 20 ° C and a relative humidity of approx. 80% in order to promote the development of mildew pustules. Evaluation is carried out 7 days after the inoculation. 0% means an efficiency which corresponds to that of the control, while an efficiency of 100% means that no infection is observed.

Example L: Erysiphe test (wheat) / protective

<tables id="tabl0014" num="0014"><table frame="none"><tgroup cols="3" colsep="0" rowsep="0"><colspec colnum="1" colname="col1" colwidth="25mm" /><colspec colnum="2" colname="col2" colwidth="14mm" /><colspec colnum="3" colname="col3" colwidth="57mm" /><tbody><row><entry>Solvent:</entry><entry align="right">50</entry><entry>Parts by weight of N, N-dimethylacetamide</entry></row><row><entry>Emulsifier:</entry><entry align="right">1</entry><entry>Part by weight of alkylaryl polyglycol ether</entry></row></tbody></tgroup></table></tables>

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. To test for protective activity, young plants are sprayed with the preparation of active compound in the stated application rate. After the spray coating has dried on, the plants are covered with spores from Erysiphe graminis f.sp. tritici pollinated. The plants are placed in a greenhouse at a temperature of approx. 20 ° C and a relative humidity of approx. 80% in order to promote the development of mildew pustules. Evaluation is carried out 7 days after the inoculation. 0% means an efficiency which corresponds to that of the control, while an efficiency of 100% means that no infection is observed.

Example M: ​​Fusarium culmorum test (wheat) / protective

<tables id="tabl0015" num="0015"><table frame="none"><tgroup cols="3" colsep="0" rowsep="0"><colspec colnum="1" colname="col1" colwidth="25mm" /><colspec colnum="2" colname="col2" colwidth="14mm" /><colspec colnum="3" colname="col3" colwidth="57mm" /><tbody><row><entry>Solvent:</entry><entry align="right">50</entry><entry>Parts by weight of N, N-dimethylacetamide</entry></row><row><entry>Emulsifier:</entry><entry align="right">1</entry><entry>Part by weight of alkylaryl polyglycol ether</entry></row></tbody></tgroup></table></tables>

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. To test for protective activity, young plants are sprayed with the preparation of active compound in the stated application rate. After the spray coating has dried on, the plants are sprayed with a conidia suspension of Fusarium culmorum. The plants are placed in a greenhouse under translucent incubation hoods at a temperature of about 20 ° C. and a relative humidity of about 100%. Evaluation is carried out 4 days after the inoculation. 0% means an efficiency that corresponds to that of the control, while an efficiency of 100% means that no infection is observed.

Example N: Fusarium nivale (var. Majus) test (wheat) / protective

<tables id="tabl0016" num="0016"><table frame="none"><tgroup cols="3" colsep="0" rowsep="0"><colspec colnum="1" colname="col1" colwidth="25mm" /><colspec colnum="2" colname="col2" colwidth="14mm" /><colspec colnum="3" colname="col3" colwidth="57mm" /><tbody><row><entry>Solvent:</entry><entry align="right">50</entry><entry>Parts by weight of N, N-dimethylacetamide</entry></row><row><entry>Emulsifier:</entry><entry align="right">1</entry><entry>Part by weight of alkylaryl polyglycol ether</entry></row></tbody></tgroup></table></tables>

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. To test for protective activity, young plants are sprayed with the active compound preparation in the stated application rate. After the spray coating has dried on, the plants are sprayed with a conidia suspension of Fusarium nivale (var. Majus). The plants are placed in a greenhouse under translucent incubation hoods at a temperature of approx. 15 ° C and a relative humidity of approx. 100%. Evaluation is carried out 4 days after the inoculation. 0% means an efficiency which corresponds to that of the control, while an efficiency of 100% means that no infection is observed.

Example O: Fusarium graminearum test (barley) / protective

<tables id="tabl0017" num="0017"><table frame="none"><tgroup cols="3" colsep="0" rowsep="0"><colspec colnum="1" colname="col1" colwidth="25mm" /><colspec colnum="2" colname="col2" colwidth="14mm" /><colspec colnum="3" colname="col3" colwidth="57mm" /><tbody><row><entry>Solvent:</entry><entry align="right">50</entry><entry>Parts by weight of N, N-dimethylacetamide</entry></row><row><entry>Emulsifier:</entry><entry align="right">1</entry><entry>Part by weight of alkylaryl polyglycol ether</entry></row></tbody></tgroup></table></tables>

To produce a suitable preparation of active compound, 1 part by weight of active compound is blended with the stated amounts of solvent and emulsifier and the concentrate is diluted with water to the desired concentration. To test for protective activity, young plants are sprayed with the active compound preparation in the stated application rate. After the spray coating has dried on, the plants are sprayed with a conidia suspension of Fusarium graminearum. The plants are placed in a greenhouse under translucent incubation hoods at a temperature of approx. 15 ° C and a relative humidity of 100%. Evaluation is carried out 4 days after the inoculation. 0% means an efficiency which corresponds to that of the control, while an efficiency of 100% means that no infection is observed.

Example P: Leptosphaeria nodorum test (wheat) / protective

<tables id="tabl0018" num="0018"><table frame="none"><tgroup cols="3" colsep="0" rowsep="0"><colspec colnum="1" colname="col1" colwidth="25mm" /><colspec colnum="2" colname="col2" colwidth="14mm" /><colspec colnum="3" colname="col3" colwidth="57mm" /><tbody><row><entry>Solvent:</entry><entry align="right">50</entry><entry>Parts by weight of N, N-dimethylacetamide</entry></row><row><entry>Emulsifier:</entry><entry align="right">1</entry><entry>Parts by weight of alkylaryl polyglycol ether</entry></row></tbody></tgroup></table></tables>

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. To test for protective activity, young plants are sprayed with the active compound preparation in the stated application rate. After the spray coating has dried on, the plants are sprayed with a spore suspension of Leptosphaeria nodorum. The plants remain in an incubation cabin at 20 ° C. and 100% relative atmospheric humidity for 48 hours. The plants are placed in a greenhouse at a temperature of approx. 15 ° C and a relative humidity of 80%. Evaluation is carried out 10 days after the inoculation. 0% means an efficiency which corresponds to that of the control, while an efficiency of 100% means that no infection is observed.

Example O: Pseudocercosporella herpotrichoides test; R strain (wheat) / protective

<tables id="tabl0019" num="0019"><table frame="none"><tgroup cols="3" colsep="0" rowsep="0"><colspec colnum="1" colname="col1" colwidth="24mm" /><colspec colnum="2" colname="col2" colwidth="14mm" /><colspec colnum="3" colname="col3" colwidth="57mm" /><tbody><row><entry>solvent</entry><entry align="right">50</entry><entry>Parts by weight of N, N-dimethylacetamide</entry></row><row><entry>Emulsifier:</entry><entry align="right">1</entry><entry>Parts by weight of alkylaryl polyglycol ether</entry></row></tbody></tgroup></table></tables>

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. To test for protective activity, young plants are sprayed with the active compound preparation in the stated application rate. After the spray coating has dried on, the plants at the stem base are inoculated with spores of the R strain of Pseudocercosporella herpotrichoides. The plants are placed in a greenhouse at a temperature of approx. 10 ° C and a relative humidity of 80%. Evaluation is carried out 21 days after the inoculation. 0% means an efficiency which corresponds to that of the control, while an efficiency of 100% means that no infection is observed.

Example R: Pseudocercosporella herpotrichoides test; W strain (wheat) / protective

<tables id="tabl0020" num="0020"><table frame="none"><tgroup cols="3" colsep="0" rowsep="0"><colspec colnum="1" colname="col1" colwidth="25mm" /><colspec colnum="2" colname="col2" colwidth="14mm" /><colspec colnum="3" colname="col3" colwidth="57mm" /><tbody><row><entry>Solvent:</entry><entry align="right">50</entry><entry>Parts by weight of N, N-dimethylacetamide</entry></row><row><entry>Emulsifier:</entry><entry align="right">1</entry><entry>Part by weight of alkylaryl polyglycol ether</entry></row></tbody></tgroup></table></tables>

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. To test for protective activity, young plants are sprayed with the active compound preparation in the stated application rate. After the spray coating has dried on, the plants at the stem base are inoculated with spores of the W strain of Pseudocercosporella herpotrichoides. The plants are placed in a greenhouse at a temperature of approx. 10 ° C and a relative humidity of 80%. Evaluation is carried out 21 days after the inoculation. 0% means an efficiency which corresponds to that of the control, while an efficiency of 100% means that no infection is observed.

Example S: Puccinia test (wheat) / protective

<tables id="tabl0021" num="0021"><table frame="none"><tgroup cols="3" colsep="0" rowsep="0"><colspec colnum="1" colname="col1" colwidth="25mm" /><colspec colnum="2" colname="col2" colwidth="14mm" /><colspec colnum="3" colname="col3" colwidth="57mm" /><tbody><row><entry>Solvent:</entry><entry align="right">50</entry><entry>Parts by weight of N, N-dimethylacetamide</entry></row><row><entry>Emulsifier:</entry><entry align="right">1</entry><entry>Parts by weight of alkylaryl polyglycol ether</entry></row></tbody></tgroup></table></tables>

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. To test for protective activity, young plants are sprayed with the active compound preparation in the stated application rate. After the spray coating has dried on, the plants are sprayed with a conidia suspension of Puccinia recondita. The plants remain in an incubation cabin at 20 ° C. and 100% relative atmospheric humidity for 48 hours. The plants are then placed in a greenhouse at a temperature of about 20 ° C. and a relative atmospheric humidity of 80% in order to promote the development of rust pustules. Evaluation is carried out 10 days after the inoculation. 0% means an efficiency which corresponds to that of the control, while an efficiency of 100% means that no infection is observed.

Example T: Pyrenophora teres test (barley) / protective

<tables id="tabl0022" num="0022"><table frame="none"><tgroup cols="3" colsep="0" rowsep="0"><colspec colnum="1" colname="col1" colwidth="25mm" /><colspec colnum="2" colname="col2" colwidth="14mm" /><colspec colnum="3" colname="col3" colwidth="57mm" /><tbody><row><entry>Solvent:</entry><entry align="right">50</entry><entry>Parts by weight of N, N-dimethylacetamide</entry></row><row><entry>Emulsifier:</entry><entry align="right">1</entry><entry>Part by weight of alkylaryl polyglycol ether</entry></row></tbody></tgroup></table></tables>

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. To test for protective efficacy, young plants are sprayed with the active compound preparation in the stated application rate. After the spray coating has dried on, the plants are sprayed with a conidia suspension of Pyrenophora teres. The plants remain in an incubation cabin at 20 ° C. and 100% relative atmospheric humidity for 48 hours. The plants are then placed in a greenhouse at a temperature of approximately 20 ° C. and a relative atmospheric humidity of approximately 80%. Evaluation is carried out 7 days after the inoculation. 0% means an efficiency which corresponds to that of the control, while an efficiency of 100% means that no infection is observed.