Plant protecting and regulating compositions – Plant growth regulating compositions – Plural active ingredients
Reexamination Certificate
2000-07-20
2002-04-02
Dees, José G. (Department: 1616)
Plant protecting and regulating compositions
Plant growth regulating compositions
Plural active ingredients
Reexamination Certificate
active
06365550
ABSTRACT:
The invention relates to new herbicidal synergistic active compound combinations which are composed on the one hand of the known active compound flufenacet (N-(4-fluoro-phenyl)-N-(i-propyl)-2-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide) and, on the other hand, of the known active compound glyphosate (M-phosphonomethyl-glycine) and/or the derivatives and salts of glyphosate, or, on the one hand, of the known active compound flufenacet and, on the other hand, of the known active compound glufosinate (2-amino-4-(hydroxy-methylphosphinyl)-butanoic acid) and/or the derivatives and salts of glufosinate, and which can be used particularly successfully for controlling weeds.
The active compound flufenacet has already been known for several years (cf. EP-A-348737/U.S. Pat. No 4,968,342). The possibility of using flufenacet in combinations with selective herbicides and/or with safeners for the selective control of weeds in various crops such as, for example, in maize or wheat, is already known, too (cf. U.S. Pat. Nos. 5,593,942, 5,858,920). In the case of flufenacet, the optimal period of application is before emergence of the harmful plants to be controlled. The use of flufenacet in combination with unselective herbicides, which are generally applied after the plants have emerged, was hitherto unknown.
The active compound glyphosate and its derivatives and salts have also been known for a long time as agents for controlling weeds (cf. DE-A-2 152 826/DE-A2 167 05/U.S. Pat. Nos. 3,799,758/3,977,860/4,405,531/EP-A-54 382). However, this active compound and its derivatives and salts only act when applied after the weeds have emerged; there is virtually no action against weeds which emerge for the first time after the application.
The active compound glufosinate and its derivatives and salts have also been known for a long time as agents for controlling weeds (cf. DE-A-2 717 440/U.S. Pat. No. 4,168,963). Again, however, this active compound and its derivatives and salts only act when applied after the weeds have emerged; again, there is virtually no action against weeds which emerge for the first time after the application.
Surprisingly, it has now been found that the active compound flufenacet, when applied jointly with the known active compound glyphosate and/or its derivatives and salts, or when applied jointly with the known active compound glufosinate and/or its derivatives and salts, shows pronounced synergistic effects as regards the herbicidal action and can be used particularly advantageously in broad-spectrum combination products for controlling weeds.
The invention relates to synergistic herbicidal compositions comprising a combination of
(a) flufenacet (N-(4-fluoro-phenyl)-N-(i-propyl)-2-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide), of the formula (I),
and at least one active compound of the formulae below
(b) glyphosate (N-phosphonomethyl-glycine) or its esters of the general formula (II)
in which
R represents hydrogen or alkyl,
and/or salts formed by compounds of the general formula (II) with basic compounds
and/or
(c) glufosinate (2-amino-4-(hydroxy-methyl-phosphinyl)-butanoic acid), of the formula (III),
and/or salts formed by the compound of the formula (III) with basic compounds,
where 0.01 to 100 parts by weight of glyphosate and/or its salts or its esters and/or their salts, or of glufosinate and/or its salts, are used per part by weight of flufenacet.
In the general formula (I),
R preferably represents hydrogen, methyl, ethyl, n- or i-propyl or n-, i- or s-butyl.
Salts of compounds of the formulae (II) or (III) are preferably the sodium, potassium, ammonium, methylammonium, ethylammonium, n- or i-propylammonium, n-, i-, s- or t-butylammonium, dimethylammonium, diethylammonium, di—n-propyl-ammonium, di—i-propylammonium, di—n-butyl-ammonium, di—i-butylammonium, di—s-butylammonium, trimethylammonium, triethylammonium, tripropylammonium, tributylammonium, trimethylsulphonium and triethylsulphonium salts.
In the general formula (II),
R especially preferably represents hydrogen, methyl, ethyl or n- or i-propyl.
Especially preferred salts of compounds of the formulae (II) and (III) are the sodium, potassium, ammonium, methylammonium, ethylammonium, n- or i-propylammonium, dimethylammonium, diethylammonium, d—n-propylammonium, di—i-propylammonium and trimethylsulphonium salts.
The active compounds glyphosate (N-phosphonomethyl-glycine) and/or its sodium salt and/or its dimethylammonium salt and/or its i-propylammonium salt and/or its trimethylsulphonium salt (sulphosate) are very especially preferably emphasized as component (b) for the compositions according to the invention.
The active compounds glufosinate ((2-amino-4-(hydroxy-methyl-phosphinyl)-butanoic acid) and/or its ammonium salt are very especially preferably emphasized as component (c) for the compositions according to the invention.
Surprisingly, it has now been found that the above-described active compound combinations of (a) flufenacet (N-(4-fluoro-phenyl)-N-(i-propyl)-2-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide) and (b) glyphosate (N-phosphonomethyl-glycine) and/or its salts or its esters and/or their salts, or active compound combinations of (a) flufenacet (N-(4-fluoro-phenyl)-N-(i-propyl)-2-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide) and (c) glufosinate and/or its salts show a particularly potent herbicidal activity and can be used successfully for efficiently controlling weeds.
Surprisingly, the herbicidal activity of the active compound combinations according to the invention of the active compound flufenacet and the active compound glyphosate and/or its salts or its esters and/or their salts considerably exceeds the total of the actions of the individual active compounds.
Again surprisingly, the herbicidal activity of the active compound combinations according to the invention of the active compound flufenacet and the active compound glufosinate and/or its salts considerably exceeds the total of the actions of the individual active compounds.
Thus, there exists a synergistic effect which could not have been predicted, and not only a complementation of action. The new active compound combinations are capable of effecting good control of weeds which are otherwise difficult to control (for example owing to resistance phenomena). The new active compound combinations thus represent a valuable enrichment in the field of weed control.
The active compound combinations according to the invention can be used, for example, in the case of the following plants:
dicotyledonous weeds of the genera
Cassia, Sinapis, Lepidium, Galium, Stellaria, Matricaria, Anthemis, Galinsoga, Chenopodium, Urtica, Senecio, Amaranthus, Portulaca, Xanthium, Convolvulus, lpomoea, Polygonum, Sesbania, Ambrosia, Cirsium, Carduus, Sonchus, Solanum, Rorippa, Rotala, Lindernia, Lamium, Veronica, Abutilon, Emex, Datura, Viola, Galeopsis, Papaver, Centaurea, Trifolium, Ranunculus, Sphenoclea, Taraxacum.
monocotyledonous weeds of the genera
Echinochloa, Eriochloa, Setaria, Panicum, Digitaria, Phleum, Poa, Festuca, Eleusine, Brachiaria, Lolium, Bromus, Avena, Cyperus, Sorghum, Agropyron, Cynodon, Monochoria, Fimbristylis, Sagittaria, Eleocharis, Scirpus, Paspalum, Ischaemum, Dactyloctenium, Agrostis, Alopecurus, Apera, Aegilops, Phalaris.
Unless crop plants are resistant to the compounds of the formula (I) and/or (II) and/or (III), the active compound combinations according to the invention can also be employed for controlling weeds in these crop plants. Examples of crop plants which may be mentioned are:
monocotyledonous crops of the genera
Oryza, Zea, Triticum, Hordeum, Avena, Secale, Sorghum, Panicum, Saccharum, Ananas, Asparagus, Allium.
dicotyledonous crops of the genera
Gossypium, Glycine, Beta, Daucus, Phaseolus, Pisum, Solanum, Linum, Ipomoea, Vicia, Nicotiana, Lycopersicon, Arachis, Brassica, Lactuca, Cucumis, Cucurbita.
Examples which may be mentioned of crop plants which show a certain degree of resistance to the active compound flufenacet are rice, maize, wheat, barley, oats, sugar cane,
Dahmen Peter
Drewes Mark-Wilhelm
Feucht Dieter
Pontzen Rolf
Bayer Aktiengesellschaft
Dees Jos,e G.
Gil Joseph C.
Pryor Alton
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