OA21031A - Herbicide combinations comprising L-glufosinate and indaziflam. - Google Patents
Herbicide combinations comprising L-glufosinate and indaziflam. Download PDFInfo
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- OA21031A OA21031A OA1201700430 OA21031A OA 21031 A OA21031 A OA 21031A OA 1201700430 OA1201700430 OA 1201700430 OA 21031 A OA21031 A OA 21031A
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- herbicides
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- 239000004009 herbicide Substances 0.000 title claims abstract description 134
- YFONKFDEZLYQDH-BOURZNODSA-N indaziflam Chemical compound CC(F)C1=NC(N)=NC(N[C@H]2C3=CC(C)=CC=C3C[C@@H]2C)=N1 YFONKFDEZLYQDH-BOURZNODSA-N 0.000 title claims abstract description 49
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Abstract
The present invention primarily relates to specific herbicide combinations comprising (i) Lglufosinate and/or salts thereof and (ii) indaziflam and to compositions comprising said specific herbicide combinations. The present invention further relates to a method of producing said specific herbicide combinations and compositions comprising said specific herbicide combinations. The present invention also relates to the use of said specific herbicide combinations and compositions comprising said specific herbicide combinations in the field of agriculture, in particular as plant growth regulators and for controlling harmful plants or undesired plant growth, as well as to corresponding methods.
Description
Herbicide combinations comprising L-glufosinate and indaziflam
The présent invention primarily relates to spécifie herbicide combinations comprising (i) Lgiufosinate and/or salts thereof and (ii) indaziflam and to compositions comprising said spécifie herbicide combinations. The présent invention further relates to a method of producing said spécifie herbicide combinations and compositions comprising said spécifie herbicide combinations. The présent invention also relates to the use of said spécifie herbicide combinations and compositions comprising said spécifie herbicide combinations in the field of agriculture, in particular as plant growth regulators and for controlling harmful plants or undesired plant growth, as well as to corresponding methods.
US 4,168,963 describes phosphorus-containing compounds with herbicidal activity, of which, in particular, phosphinothricin (2-amino-4-[hydroxy(methyl)phosphinoyl]butanoic acid; common name: glufosinate) and its salts hâve acquired commercial importance in the agrochemistry (agricultural chemistry) sector.
WO 00/16627 Al teaches synergistic active substance combinations for controlling harmful plants, wherein as active substance (A) amino triazines of a certain structure type are used.
WO 2004/069814 Al describes amîno-1,3,5 triazines N-substituted with chiral bicyclic radicals, and their use as herbicides and plant growth regulators.
WO 2006/007947 A1 discloses varions herbicide combinations, comprising constituents (A) and (B), wherein as one possible constituent (A) indaziflam is mentioned, and as constituent (B) a large number of many différend other herbicides are listed.
WO 2010/009819 A2 relates to a method for sélective weed control in turf or lawn by using compounds of formula (I) defined therein. In WO 2010/009819 A2, indaziflam is one of the compounds of formula (I), and also certain combinations of the compounds of formula (I) with further herbicides are disclosed in WO 2010/009819 A2.
Weed Technology 2013, 27, 422-429 reports on the bumdown and weed control to protect citrus plants by tank mixing saflufenacil, glufosinate and indaziflam.
CN 103 329 931 describes compositions of indaziflam and glufosinate in a ratio of 1 : (0.2 to 10).
-2The Horticulturai Weed Control Report 2012 from the Oregon State University describes inter aiia weed control in hazelnuts in Lane County, Oregon, where also mixtures of glufosinate and indaziflam were used.
In theîr application, herbicidal crop protection agents (herbicides) known to date for controlling harmful plants or unwanted végétation, e.g. in permanent crops or on permanent cropland, hâve some disadvantages, be it (a) that they hâve no or else insufficient herbicidal activity against spécifie harmful plants, (b) that the spectrum of harmful plants which can be controlled with the herbicides is not broad enough, (c) that the selectivity of herbicides in and the compatibility with (young) plantation crops is too low, thereby causing unwanted damage and/or unwanted reduced harvest yields of the (young) plantation crops, (d) that the initial herbicidal activity is not high or not strong enough and/or (e) that the herbicidal activity does not last long enough.
Overall, the herbicidal activity, i.e. one or more of the above aspects (a), (b) (c), (d) and/or (e) of the herbicides like (L-)glufosinate and/or agronomically acceptable salts thereof used so far still allow some improvement.
Surprisingly, ithas now been found that certain herbicide combinations or compositions comprising said herbicide combinations exhibit the desired herbicidal activity and are able to control harmful plants or unwanted végétation in a more effective and more efficient manner.
The présent invention primarily relates to a combination of herbicides (herbicide combination) comprising or consisting of (i) L-glufosinate and/or agronomically acceptable salts thereof, and (ii) indaziflam, wherein the ratio by weight of the total amount of component (i) to the total amount of component (ii) > 10 : 1, î.e. said ratio by weight is equal to or greaterthan 10 : 1.
Preferably, the ratio by weight of the total amount of component (i) to the total amount of component (iî) in a herbicide combination according to the présent invention is in the range of from 10 : 1 to 35 : 1.
More preferably, the ratio by weight of the total amount of component (i) to the total amount of comportent (ii) in a herbicide combination according to the présent invention is in the range of front 12 : 1 to 30 : 1, even more preferably in the range of from 15 : 1 to 25 : 1, and most preferably in the range of from 18 : 1 to 24 : 1.
Further, the présent invention also relates to a composition comprising a herbicide combination as defined hereinabove or hereinafter.
Thus, a composition according to the présent invention comprises (i) L-glufosinate and/or agronomically acceptable salts thereof, and (ii) indaziflam, wherein the ratio by weight of the total amount of component (i) to the total amount of component (ii) in said composition is > 10 : l, i.e. said ratio by weight is equal to or greater than 10 : 1, based on the total weight of the composition.
Preferably, the ratio by weight of the total amount of component (i) to the total amount of component (ii) in a composition according to the présent invention is in the range of from 10: 1 to 35 : 1, based on the total weight of the composition.
More preferably, the ratio by weight of the total amount of component (i) to the total amount of component (ii) in a composition according to the présent invention is in the range of from 12 : 1 to 30:1, even more preferably in the range of from 15 : 1 to 25 : 1, and most preferably in the range of from 18 : 1 to 24 : 1, in each case based on the total weight of the composition.
The herbicide combinations and the compositions comprising said herbicide combinations in accordance with the présent invention exhibit an excellent herbicidal activity in controlling harmful plants or unwanted végétation.
It has been found that the efficacy of L-glufosinate and/or agronomically acceptable salts thereof can be improved by combining L-glufosinate and/or agronomically acceptable salts thereof with indaziflam in the ratio by weight as speficied in the context of the présent invention.
The (use of a) herbicide combination according to the présent invention and the (use of a) composition comprising the herbicide combination as defined in the context of the présent
-4invention show remarkably higher / stronger initial herbicidal activity (see above mentioned aspect (d)) than L-glufosinate and/or agronomically acceptable salts thereof alone.
The (use of a) herbicide combination according to the présent invention and the (use of a) composition comprisîng the herbicide combination as defined in the context of the présent invention show remarkably longer lasting herbicidal activity (see above mentioned aspect (e)) than L-glufosinate and/or agronomically acceptable salts thereof alone. For example, said longer lasting herbicidal activity results in the substantial retardation or substantial suppression of regrowth of the harmful or undesired plants and/or substantial retardation or substantial suppression of germination of the harmful or undesired plants.
The (use of a) herbicide combination according to the présent invention and the (use of a) composition comprisîng the herbicide combination as defined in the context of the présent invention is characterized by an overall more rapidly commencing (i.e. earlier and faster) and a more long-iasting herbicidal action, in comparison to L-glufosinate and/or agronomically acceptable salts thereof alone, when applied to harmful or undesired plants, parts of said harmful or undesired plants, or the area where the harmful or undesired plants grow, for example the area under cultivation, especially in post-emergence application.
Thus, indaziflam (component (ii) as defined in the context of the présent invention) enhances, extends, and/or prolongs the herbicidal activity of L-glufosinate and/or agronomically acceptable salts thereof (component (i) as defined in the context of the présent invention).
The (use of a) herbicide combination according to the présent invention and the (use of a) composition comprisîng the herbicide combination as defined in the context of the présent invention also allow good selectivity in and the compatibility with (young) plantation crops (see above mentioned aspect (c)), thereby avoiding or reducing unwanted damage and/or unwanted reduced harvest yields of the (young) plantation crops.
If a herbicide combination (used) according to the présent invention or if a composition comprisîng the herbicide combination (used) in the context of the présent invention is applied to the green parts of the harmful plants or undesired plants, growth likewise stops drastically a very short time after the treatment; typically, they die completely after a certain time, so that in this manner compétition by the weeds, which is harmful to the (permanent) crops, is eliminated at a very early point in time and în a sustained manner.
-5 In addition, the (use of a) herbicide combination according to the présent invention and the (use of a) composition comprising the herbicide combination as defined in the context of the présent invention allow very effective and efficient tree sucker control, and exhibit good and improved rainfastness.
Further, the herbicide combinations (used) in accordance with the présent invention and the compositions comprising said herbicide combinations (used) in accordance with the présent invention can be employed as plant growth regulators.
The présent invention further releates to a composition as defined herein in the context of the présent invention which additionally comprises one or more further components seiected from the group consisting of formulation auxiliaries, additîves customary in crop protection, and further agrochemically active compounds (i.e. agrochemically active compounds different from components (i) and (ii) as defined above, i.e. agrochemically active compounds other than (i) glufosinate and/or agronomically acceptable salts, L-glufosinate and agronomically acceptable salts thereof and (ii) indaziflam).
In a preferred embodiment, a combination of herbicides used in the context of the présent invention and a composition as defined herein in the context of the présent invention is free of saflufenacil.
However, when a combination of herbicides used in the context of the présent invention consists of herbicides (i) L-glufosinate and/or agronomically acceptable salts thereof and (ii) indaziflam, this means that in such a case the combination of herbicides used in the context of the présent invention or the composition comprising said combination of herbicides used in the context of the présent invention does not contain any further (i.e. no additional) herbicidal active ingrédient, and preferably does not contain any further agrochemically active compound. Such combinations of herbicides consisting of (i) L-glufosinate and/or agronomically acceptable salts thereof (Lglufosinate-ammonium being preferred) and (ii) indaziflam are particularly preferred in the context of the présent invention.
In this context, the tenu “further herbicidal active ingrédient” and “further agrochemically active compound” refers to the herbicides and agrochemically active compounds (pesticides), respectively, listed in The Pesticide Manual, 16th édition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2012 other than glufosinate and agronomically acceptable salts, L-glufosinate and agronomically acceptable salts thereof, and indaziflam.
-6In a preferred composition according to the présent invention, the total amount of component (i) is equal to or less than 600 g/L (g/L = gram per litre), more preferably the total amount of component (i) is equal to or less than 450 g/L, and even more preferably the total amount of component (i) is equal to or less than 300 g/L, in each case based on the total amount of the composition.
Preferably, the total amount of component (i) in a composition according to the présent invention in the range of from 100 to 600 g/L, preferably in the range of from 125 to 450 g/L, more preferably in the range of from 125 to 300 g/L, even preferably in the range of from 125 to 250 g/L, in each case based on the total amount of the composition.
In a preferred composition according to the présent invention, the total amount of component (ii) is in the range of from 2 to 20 g/L, preferably in the range of from 3 to 15 g/L, more preferably in the range of from 3 to 12 g/L, even preferably in the range of from 3 to 10 g/L, most preferably in the range of from 3 to 6 g/L, in each case based on the total amount of the composition.
Preferably, a composition according to the présent invention is a composition, wherein the total amount of component (i) is in the range of from 125 to 300 g/L, preferably in the range of from 125 to 250 g/L, and the total amount of component (ii) is in the range of from 3 to 10 g/L, preferably in the range of from 3 to 6 g/L, in each case based on the total amount of the composition.
Thus, preferably, a composition according to the présent invention is a composition, wherein the total amount of component (i) is in the range of from 125 to 300 g/L, and the total amount of component (ii) is in the range of from 3 to 10 g/L, in each case based on the total amount of the composition.
AIso, preferably, a composition according to the présent invention is a composition, wherein the total amount of component (i) is in the range of from 125 to 250 g/L,
-7 and the total amount of comportent (ii) is in the range of from 3 to 10 g/L, in each case based on the total amount of the composition.
Own experiments hâve shown that compositions according to the présent invention comprising a total amount of component (i) in the range of from 150 to 200 g/L, and a total amount of component (ii) in the range of from 4 to 6 g/L, in each case based on the total amount of the composition, are particularly suitable in the context of the présent invention.
For example, a composition according to the présent invention comprising a total amount of component (i) of about 150 g/L, and a total amount of component (ii) of about 4 g/L, in each case based on the total amount of the composition, showed the advantages and effects described in the context of the présent invention.
However, own experiments also showed that if the ratio of the total amount of component (i) to the total amount of component (ii) in a herbicide combination according to the présent invention is much greater than 35 : 1, e.g. 50 : 1 (i.e. > 50 : 1), the bénéficiai effects observed in the context of the présent invention and mentioned above are not achieved to the desired extent anymore.
Therefore, the ratio by weight of the total amount of component (i) to the total amount of component (ii) in a herbicide combination according to the présent invention preferably is in the range of from 10 : 1 to 35 : I, more preferably in the preferred ranges mentioned above.
The présent invention preferably relates to the use of a combination of herbicides or to the use of a composition comprising a combination of herbicides as defmed in the context of the présent invention, in or on permanent cropland, or on permanent crops.
A permanent crop is one produced from plants which last for many seasons, rather than being replanted after each harvest. Permanent crops are grown on permanent crop land in the the form of agricultural land that includes grasslands and shrublands, e.g. used to grow grape vines or coffee; orchards used to grow fruit or olives; and forested plantations, e.g. used to grow nuts or rubber. It does not include, however, tree farms intended to be used for wood or timber.
Preferred permanent croplands in the context of the présent invention are plantations, grasslands and shrublands. Preferably, the permanent crops in the context of the présent invention are plantation crops, and preferably are selected from the group consisting fruit crops and orchard crops
-8(preferably fruit trees, citrus trees, mango trees, olive trees, grape vines, coffee, cocoa, tea, and bernes (such as strawberries, raspberries, blueberries and currants)), Musaceae sp. crops (for example banana or plantain crops), nut trees (preferably almond trees, walnut trees, pistachio trees, pecan trees, hazelnut trees), oil palm trees, rubber trees, sugarcane and cotton.
More preferably, the permanent crops in the context of the présent invention are fruit trees (preferably pome fruit trees and stone fruit trees; preferred fruit trees are apple trees, pear trees, apricot trees, plum trees, cherry trees, peach trees), olive trees, grape vines, coffee, tea), Musaceae sp. crops (preferably banana crops or plantain crops), nut trees (preferably almond trees, walnut trees, pistachio trees, pecan trees, hazelnut trees), oil palm trees, rubber trees, and citrus crops (preferably lemon, orange or grapefruit crops).
Even more preferably, the permanent crops in the context of the présent invention are selected from the group consisting of apple trees, pear trees, apricot trees, plum trees, cherry trees, peach trees, olive trees, grape vines, coffee, tea, banana crops, nut trees (preferably almond trees, walnut trees, pistachio trees), oil palm trees, rubber trees, and citrus crops (preferably lemon, orange or grapefruit crops).
Particularly preferably, the permanent crops in the context of the présent invention are selected from the group consisting of apple trees, pear trees, apricot trees, plum trees, cherry trees, peach trees, olive trees, grape vines, coffee, tea, banana crops, almond trees, walnut trees, oil palm trees, rubber trees, lemon crops, orange crops and grapefruit crops.
The herbicides used in the context of the présent invention are known per se, and described inter alia in The Pesticide Manual, 16th édition, The British Crop Protection Council and the Royal Soc. of Chemîstry, 2012 and the lîterature cited therein. The herbicides used in the context of the présent invention are described in more detail hereinbelow.
According to the présent invention the expression composition includes compositions comprising a herbicide combination as defmed herein, and can be used in varions acceptable or agronomically typical forms and formulations, for example in a single ready-mix form.
The herbicides (i) and (ii) used in the herbicide combinations used in the context of the présent invention and the compositions comprising the herbicide combinations used in the context of the présent invention may be a combined spray mixture composed from separate formulations of the single active compounds, such as a tank-mix, or said composition can be a combined use of the
-9single active ingrédients when applied in a sequentîal manner, i.e. one after the other within a reasonably short period, such as a few hours (and preferably less than 24 hours).
The salts of compounds used in the context of the présent invention may be used in the form of the respective agronomically acceptable salts, such as alkaii métal salts, alkaline earth salts or ammonium salts.
Component (i) of a herbicide combination according to the présent invention is L-glufosinate and/or agronomically acceptable salts thereof.
Glufosinate (lUPAC-Name: (2ÆS)-2-amino-4-[hydroxy(methyl)phosphinoyl]butyric acid or 4-[hydroxy(methyl)phosphinoyl]-DL-homoalanine, CAS Reg. No. 51276-47-2) and agronomically acceptable salts thereof are known, in particular glufosinate-ammonium (lUPAC-Name: ammonium (2RS)-2-amino-4-(methylphosphinato)butyric acid, CAS Reg. No. 77182-82-2).
Glufosinate is represented by the following structure (1):
OO
III
H.C—P—CH-CH—CH-C—OH 3 I 22
OH NH2 (I)
The compound of formula (1) is a racemate.
In the context of the présent invention, the term “L-glufosinate” only relates to the L-enantiomer of glufosinate.
Preferably, the agronomically acceptable salts of L-glufosinate are the sodium, potassium or ammonium (NH?) salts of L-glufosinate, in particular glufosinate-P-ammonium and glufosinate-Psodium, i.e. glufosinate-P-ammonium (lUPAC-Name: ammonium (25)-2-amino-4(methylphosphinato)butyric acid, CAS Reg. No. 73777-50-1), and glufosinate-P-sodium (IUPACName: sodium (2S)-2-amino-4-(methylphosphinato)butyric acid; CAS Reg. No. 70033-13-5).
L-glufosinate can be obtained commercîally, or may be prepared for example as described in EP0248357A2, EP0249188A2, EP0344683A2, EP0367145A2, or EP0477902A2.
- 10Comportent (ii) of a herbicide combination according to the présent invention is indaziflam (RJPAC-Name: N2-[(lR,25)-2,3-dihydro-2,6-dimethyl-lH-inden-l-yl]-6-[(l/i5)-l“fluoroethyl]l,3,5-triazine-2,4-diamine, CAS Reg. No. 950782-86-2, its (1*Λ)-1-fluoroethyl diastereoisomer, CAS Reg. No. 730979-19-8, and its (1 *5)-l-fluoroethyl diastereoisomer CAS Reg. No. 730979-325) are known and described for example in WO 2004/069814 Al and US 6,069,114 A.
In the context of the présent invention, component (ii) preferably refers to indaziflam, wherein the ratio by weight of the total amount of the ( 1 *R)-1 -fluoroethyl diastereoisomer of indaziflam is equal to or greater than the total amount of the (1*5)-1-fluoroethyl diastereoisomer of indaziflam, more preferably said ratio is greater than 2 : 1, more preferably greater than 3:1, even more preferably greater than 5:1, and partîcularly preferably greater than 10 : 1.
Most preferably in the context of the présent invention, component (ii) only refers to the ( 1 *R)-1fluoroethyl diastereoisomer of indaziflam (CAS Reg. No. 730979-19-8), represented by the following structure (the (1 *7?)-1-fluoroethyl moiety is marked with an asterisk 1 *Æ):
In accordance with the présent invention, the herbicide combinations as defined herein or the composition comprising a herbicide combination as defined herein comprise a herbicidally effective amount of said herbicide combination and may comprise further components, for example agrochemically active compounds of a different type and/or formulation auxiliaires and/or additives customary in crop protection, or they may be employed together with these.
In accordance with the présent invention, the herbicide combinations as defined herein or the composition comprising a herbicide combination as defined herein may be applied as a split application over time. Another possibîlity is the application of the individual herbicides (i) and (ii) or the herbicide combinations in a plurality of portions (sequential application).
- 11 Preferred is the simultaneous or nearly simultaneous application of the herbicides (i) and (ii) as defined herein. In the latter context, a nearly simultaneous application of the herbicides (i) and (ii) as defined herein means that the herbicide (i) L-glufosinate and/or agronomically acceptable salts thereof and the herbicide (ii) indaziflam are applied within 24 hours, preferably within 12 hours, more preferably within 6 hours, even more preferably within 3 hours.
In a particularly preferred embodiment, the herbicides (i) and (ii) as defined herein are used together, i.e. at the same time. Thus, in a particularly preferred embodiment, the compositions as defined in the context of the présent invention are used.
The effects observed when using the herbicide combinations as defined according to the présent invention or the compositions according to the présent invention allow a more potent herbicidal action (in particular a higher / stronger initial herbicidal activity), an extended herbicidal activity period and/or a reduced number of required individual applications and - as a resuit - more advantageous weed control Systems both from an economical and ecological point of view.
In a preferred embodiment, the herbicide combination (used) in accordance with the présent invention or the composition comprising the herbicides (i) and (ü) (used) in accordance with the présent invention is applied once, twice or three times per Gregorian calendar year, i.e. in one application, in two applications or in three applications per year according to the Gregorian calendar.
In a preferred embodiment, the herbicide combination (used) in accordance with the présent invention or the composition comprising the herbicides (i) and (ii) (used) in accordance with the présent invention is applied twice time per Gregorian calendar year, i.e. in two applications per year according to the Gregorian calendar.
In an alternatively preferred embodiment, the herbicide combination (used) in accordance with the présent invention or the composition comprising the herbicides (i) and (ii) (used) in accordance with the présent invention is applied one time per Gregorian calendar year, i.e. in one application per year according to the Gregorian calendar.
In a preferred embodiment, the herbicide combination (used) in accordance with the présent invention or the composition comprising the herbicides (i) and (ii) (used) in accordance with the présent invention is applied one time in about 12 months, i.e. in one application in about 12 months.
- 12The herbicide combinations according to the présent invention and the compositions comprising the herbicides (i) and (ii) as defined in the context of the présent invention are preferably used in postemergence applications.
Furthermore, the herbicides (i) and (ii) as defined herein can be used together with other agrochemicaily active compounds, for example from the group of the safeners, fungicides, insecticides, other herbicides and other plant growth regulators, or with formulation auxiliaries and additîves customary in crop protection. Additives are, for example, fertilizers and colorants.
The combination of herbicides as defined in the context of the présent invention or the composition according to the présent invention hâve an outstanding herbicidal activity against a broad spectrum of economically important harmful monocotyledonous and dicotyledonous harmful plants. Also here, post-emergence application is preferred.
Specifically, examples may be mentioned of some représentatives of the monocotyledonous and dicotyledonous weed flora which can be controlled by the combinations according to the invention, without the énumération being a restriction to certain species.
In the context of the présent text, reference may be made to growth stages according to the BBCH monograph “Growth stages of mono-and dicotyledonous plants“, 2nd édition, 2001, ed. Uwe Meier, Fédéral Biological Research Centre for Agriculture and Forestry (Biologische Bundesanstalt für Land und Forstwirtschaft).
Examples of monocotyledonous harmful plants on which the herbicidal combinations and compositions according to the présent invention act efficiently are from amongst the généra Hordeum spp., Echinochloa spp., Poa spp., Bromus spp., Digitaria spp., Eriochloa spp., Setaria spp., Pennisetum spp., Eleusine spp., Eragrostis spp., Panicum spp., Lolium spp., Brachiaria spp., Leptochloa spp., Avena spp., Cyperus spp., Axonopris spp., Sorghum spp., and Melinus spp..
Partîcular examples of monocotyledonous harmful plants species on which the herbicidal combinations and compositions according to the présent invention act efficiently are selected from from amongst the species Hordeum murinum, Echinochloa crus-galli, Poa annua, Bromus ruhens L., Bromus rigidus, Bromus secalinus L., Digitaria sanguinalis, Eriochloa gracilis, Setariafaberi, Setaria viridis, Pennisetum glaucum, Eleusine indica, Eragrostis pectinacea, Panicum miliaceum, Lolium multifîorum, Brachiaria platyphylla, Leptochloa fusca, Avena fatua, Cyperus compressas, Cyperus esculentes, Axonopris offinis, Sorghum halapense, and Melinus repens.
- 13Examples of dicotyledonous harmful plants on which the herbicidal combinations and compositions according to the présent invention act efficiently are from amongst the généra Amaranthus spp., Polygonum spp., Medicago spp., Mollugo spp., Cyclospermum spp., Stellaria spp., Gnaphalium spp,, Taraxacum spp., Oenothera spp., Amsinckia spp., Erodium spp., Erigeron spp., Senecio spp., Lamium spp., Kochia spp,, Chenopodium spp., Lactuca spp., Mal va spp., Ipomoea spp., Brassica spp., Sinapis spp., Urtica spp., Sida spp, Portulaca spp., Richardîa spp., Ambrosia spp., Calandrinia spp., Sisymbrium spp., Sesbania spp., Capsella spp., Sonchus spp., Euphorbia spp., Helianthus spp., Coronopus spp., Salsola spp., Abutilon spp., Vicia spp., Epilobium spp., Cardamine spp., Picris spp., Trifolium spp., Galinsoga spp., Epimedium spp., Marchantia spp., Solanum spp., Oxalis spp., Metricaria spp., Plantago spp., Tribulus spp., Cenchrus spp. Bidens spp., Veronica spp., and Hypochaeris spp..
Particular examples of dicotyledonous harmful plants species on which the herbicidal combinations and compositions according to the présent invention act efficiently are selected from from amongst the species Amaranthus spinosus, Polygonum convolvulus, Medicago polymorpha, Mollugo verticillata, Cyclospermum leptophyllum, Stellaria media, Gnaphalium purpureum, Taraxacum offi cinale, Oenothera laciniata, Amsinckia intermedia, Erodium cicutarium, Erodium moschatum, Erigeron bonariensis, Senecio vulgaris, Lamium amplexicaule, Erigeron canadensis, Polygonum aviculare, Kochia scoparia, Chenopodium album, Lactuca serriola, Malva parviflora, Malva neglecta, Ipomoea hederacea, Ipomoea lacunose, Brassica nigra, Sinapis arvensis, Urtica dioica, Amaranthus blitoides, Amaranthus retroflexus, Amaranthus hybridus, Amaranthus lividus, Sida spinosa, Portulaca oleracea, Richardia scabra, Ambrosia artemisiifolia, Calandrinia caulescens, Sisymbrium irio, Sesbania exaltata, Capsella bursa-pastoris, Sonchus oleraceus, Euphorbia maculate, Helianthus annuus, Coronopus didymus, Salsola tragus, Abutilon theophrasti, Vicia benghalensis L„ Epilobium paniculatum, Cardamine spp, Picris echioides, Trifolium spp., Galinsoga spp., Epimedium spp., Marchantia spp., Solanum spp., Oxalis spp., Metricaria matriccarioides, Plantago spp., Tribulus terrestris, Salsola kali, Cenchrus spp., Bidens bipinnata, Veronica spp., and Hypochaeris radicata.
As shown in the biological examples hereinbelow, for example the following harmful plants or undesired plants are controlled in a more effective and superior manner by application of the herbicidal combinations and compositions according to the présent invention when compared to Lglufosinate alone: Amaranthus retroflexus, Stellaria media, Lolium multiflorum and Poa annua.
- 14If the herbicide combinations according to the présent invention and the compositions according to the présent invention are applied post-emergence to the green parts of the plants, growth likewise stops drastically a very short time after the treatment and the weed plants remain at the growth stage of the point of time of application, or they die compietely after a certain time, so that in this manner compétition by the weeds, which is harmful to the crops, is eliminated at a very early point in time and in a sustained manner.
The herbicide combinations according to the présent invention and the compositions according to the présent invention are characterized by a rapidly commencing and long-lastîng herbicidal action. As a rule, the rainfastness of the active compounds in the herbicide combinations according to the présent invention is advantageous. A particular advantage is that the dosages of the herbicides (i) and (ii) as defined in the context of the présent invention can be adjusted to such a low quantity that their soil action is low. This also allows them to be employed in sensitive crops (such as (young) plantation crops). Also, the combination of herbicides (i) and (ii) as defined in the context of the présent invention allows the application rate of the herbicides (î) and (ii) requîred to be reduced.
In particular when the herbicide combinations as defined in the context of the présent invention and the compositions comprisîng a herbicide combination as defined in the context of the présent invention are employed application rates may be reduced, a broader spectrum of broad-leaved weeds and grass weeds maybe controlled, the herbicidal action may take place more rapidly, the duration of action maybe longer, the harmful plants may be controlledbetter whiie usingonly one, or few, applications, and the application perîod which is possible to be extended.
The abovementioned properties and advantages are of benefit for weed control practice to keep agricultural crops free from undesired competing plants and thus to sateguard and/or increase the yields from the qualitative and/or quantitative point of view. These novel combinations markedly exceed the technical State of the art with a view to the properties described.
Owing to their herbicidal and plant-growth-regulatory properties, the compositions according to the présent invention can be employed for controlling harmful plants in genetically modifîed crops or crops obtained by mutation/selection. These crops are distinguished as a rule by particular, advantageous properties, such as résistances to herbicidal compositions or résistances to plant diseases or causative agents of plant diseases such as particular insects or microorganisms such as fungi, bacteria or viruses. Other particular properties relate, for example, to the harvested material with regard to quantity, quality, storability, composition and spécifie constituents. Thus, for
- 15example, transgenic plants are known whose starch content is increased or whose starch quality is altered, or those where the harvested material has a different fatty acid composition.
The présent invention also relates to a method of controlling undesîred végétation (e.g. harmful plants), which comprises applying a herbicide combination and compositions as defined in the context of the présent invention or applying a composition as defined in the context of the présent invention, preferably by the post-emergence method, to harmful or undesired plants, parts of said harmful or undesired plants, or the area where the harmful or undesired plants grow, for example the area under cultivation.
In the context of the présent invention “controlling” dénotés a significant réduction of the growth of the harmful plant(s) in comparison to the untreated harmful plants. Preferably, the growth of the harmful plant(s) is essentîally diminished (60-79%), more preferably the growth of the harmful plant(s) is largely or fully suppressed (80-100%), and in particular the growth of the harmful plant(s) is almost fully or fully suppressed (90-100%).
Thus, in a further aspect, the présent invention relates to a method for controlling undesired plant growth, and/or controlling harmful plants, comprising the step of applying a combination of herbicides according to the présent invention (preferably in one of the preferred embodiments defined herein) or a composition according to the présent invention (preferably in one of the preferred embodiments defined herein) onto the undesired plants or the harmful plants, on parts of the undesired plants or the harmful plants, or on the area where the undesired plants or the harmful plants grow.
The preferred application rates [indicated as g/ha i.e. grams of active ingrédient per hectare] of the herbicides (components (i) and (ii)) used in the context of the présent invention as defined herein are as follows.
In a preferred method for controlling undesired plant growth and/or for controlling harmful plants, the total amount per hectare per Gregorian calendar year of component (i) L-glufosinate and the agronomically acceptable salts thereof does not exceed 1000 g, and preferably does not exceed 900
S21031
- 16In many cases it is preferred in the context of a method for controlling undesired plant growth, and/or for controlling harmful plants according to the présent invention that the total amount per hectare per Gregorian calendar year of component (i) L-glufosinate and the agronomically acceptable salts thereof does not exceed 750 g, more preferably does not exceed 600 g, and even more preferably does not exceed 480 g.
In a preferred method for controlling undesired plant growth and/or for controlling harmful plants, the total amount per hectare per Gregorian calendar year of component (ii) indaziflam does not exceed 30 g, and preferably does not exceed 25 g.
These lower amounts of component (îî) indaziflam are particularly suitable to achieve the surprisïng and desired aspects (c), (d) and/or (e) mentioned above in the context of the présent invention.
In a particularly preferred method for controlling undesired plant growth and/or for controlling harmful plants, the total amount per hectare per Gregorian calendar year of component (i) Lglufosinate and the agronomically acceptable salts thereof does not exceed 900 g (and preferably does not exceed 600 g), and the total amount per hectare per Gregorian calendar year of component (ii) indaziflam does not exceed 25 g.
In a more particularly preferred method for controlling undesired plant growth and/or for controlling harmful plants, the total amount per hectare per Gregorian calendar year of component (i) L-glufosinate and the agronomically acceptable salts thereof does not exceed 750 g (preferably does not exceed 600 g, and more preferably does not exceed 480 g), and the total amount per hectare per Gregorian calendar year of component (ii) indaziflam does not exceed 24 g.
Preferably, the combinations of herbicides according to the présent invention as defined herein or the compositions according to the présent invention as defined herein are applied in a method for controlling undesired plant growth and/or for controlling harmful plants on permanent crops and/or on permanent crop land. Preferably, the permanent crops in the context of the présent invention are plantation crops, and preferably are selected from the group consisting fruit crops and orchard crops (preferably fruit trees, citrus trees, mango trees, olive trees, grape vines, coffee, cocoa, tea, and berries (such as strawberries, raspberries, blueberries and currants)), Musaceae sp. crops (for example banana or plantain crops), nut trees (preferably almond trees, walnut trees, pistachio trees, pecan trees, hazelnut trees), oil palm trees, rubber trees, sugarcane and cotton. Even more preferably, the permanent crops in the context of the présent invention are those mentîoned above
- 17as even more preferred permanent crops, particularly preferably, the permanent crops in the context of the présent invention are those mentioned above as particulariy preferred permanent crops.
As already mentioned above, the herbicide combinations as defined in the context of the présent invention can not only be used as mixed formulations, if appropriate together with further agrochemically active compounds, additives and/or customary formulation auxiliaries, which are then applied in the customary manner as a dilution with water, but also as so-called tank mixes by jointly diluting the separately formulated, or partially separately formulated, components with water.
The herbicide combinations as defined in the context of the présent invention and the compositions comprising a herbicide combination as defined in the context of the présent invention can be formulated in various ways, depending on the prevailing biological and/or chemical-physical parameters. The following are examples of general possibilities for formulations: wettable powders (WP), water-soluble concentrâtes, emulsifiable concentrâtes (EC), aqueous solutions (SL), émulsions (EW) such as oil-in-water and water-in-oil émulsions, sprayable solutions or émulsions, suspension concentrâtes (SC), oil dispersions (OD), oil- or water-based dispersions, suspoemulsions, dusts (DP), seed-dressing materials, granules for soîl application or for broadcasting, or water-dispersible granules (WG), ULV formulations, microcapsules or waxes.
Herbicidal formulations comprising giufosinate or salts thereof (such as glufosinate-ammonium), are well known in the art, for example, from EP 0048436, EP 0336151 A2, US 5,258,358, US 5,491,125, US 2005/0266995 Al, US 2005/0266998 AI, US 2005/266999 Al, US 2007/0184982 Al or US 2008/0045415 Al, and such formulations are suitable in the context of the présent invention.
Preferably, the herbicidal combinations according to the présent invention (preferably in one of the preferred embodiments defined herein) and compositions according to the présent invention (preferably in one of the preferred embodiments defined herein) are used in the form of suspension concentrâtes (SC), oil dispersions (OD), or microcapsules.
Preferably, the a combination of herbicides according to the présent invention (preferably in one of the preferred embodiments defined herein) and the compositions according to the présent invention (preferably in one of the preferred embodiments defined herein) are easily and readily obtained, by combining the components (i) and (ii) in the ratio by weight as defined in the context of the présent invention, for example by mixing the appropriate amounts if components (i) and (ii).
- 18Thus, in a further aspect, the présent invention relates to a method for producing a combination of herbicides accordîng to the présent invention (preferably in one of the preferred embodiments defined herein) and to a method of producing the compositions accordîng to the présent invention (preferably in one of the preferred embodiments defined herein), comprising the steps of (a) providing component (i), (b) providing component (ii), and (c) combining component (i) and component (ii), such that a combination of herbicides accordîng to the présent invention (preferably in one of the preferred embodiments defmed herein) or a composition accordîng to the présent invention (preferably in one of the preferred embodiments defined herein) is obtained.
The individual formulation types are known in principle and are described for example, in: Winnacker-Küchler, Chemîsche Technologie, Volume 7, C. Hauser Verlag Munich, 4lh Edition, 1986; van Valkenburg, Pesticide Formulations, Marcel Dekker N.Y., 1973; K. Martens, Spray Drying Handbook, 3rd Ed. 1979, G. Goodwin Ltd. London.
The formulation auxilîaries required, such as inert materials, surfactants, solvents and other additives are also known and are described, for example, in Watkins, Handbook of Insecticide Dust Diluents and Carriers, 2nd Ed., Darland Books, Caldwell NJ.; H.v. Olphen, Introduction to Clay Colloid Chemistry; 2nd Ed., J. Wiley & Sons, N.Y. Marsden, Solvents Guide, 2nd Ed., Interscience, N.Y. 1950; McCutcheon's, Détergents and Emulsifiers Annual, MC Publ. Corp., Ridgewood NJ.; Sisley and Wood, Encyclopedia of Surface Active Agents, Chem. Publ. Co. Inc., N.Y. 1964; Schonfeldt, Grenzflachenaktive Âthylenoxidaddukte [Surface-active ethylene oxide adducts], Wiss. Verlagsgesellschaft, Stuttgart 1976, Winnacker-Küchler, Chemische Technologie, Volume 7, C. Hauser Verlag Munich, 4m Edition 1986.
Based on these formulations, combinations with other agrochemically active substances, such as other herbicides not belonging to constituents (i) and (ii) as defined in the context of the présent invention, fungicides or insecticides, and with safeners, fertilizers and/or growth regulators, may also be prepared, for example in the form of a readymix or a tank mix.
Wettable powders (sprayable powders) are products which are uniformly dispersible in water and which, besides the active compound, also comprise ionic or nonionic surfactants (wetters,
- 19dispersants), for example polyoxethylated alkylphenols, polyethoxylated fatty alcohols or fatty amines, alkanesulfonates or alkylbenzenestilfonates, sodium lignosulfonate, sodium 2,2’dinaphthylmethane-6,6’-disulfonate, sodium dîbutylnaphthalenesulfonate or else sodium oleoylmethyltauride, in addition to a diluent or inert material.
Emulsifiable concentrâtes are prepared by dîssolving the active compound in an organic solvent, for example butanol, cyclohexanone, dimethylformamide, xylene or else higher-boiling aromatics or hydrocarbons with addition of one or more ionic or nonionic surfactants (emulsifîers). Examples of emulsifîers which may be used are: calcium salts of alkylarylsulfonîc acids, such as calcium dodecylbenzene sulfonate, or nonionic emulsifîers such as fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide/ethylene oxide condensâtes, alkyl polyethers, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters or polyoxethylene sorbitol esters.
Dusts are obtained by grinding the active compound with finely divided solid materials, for example talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.
Suspension concentrâtes (SC) can be water- or oil-based. They can be prepared, for examp le, by wet grinding by means of commercially available bead mills and, if appropriate, addition of further surfactants as they hâve already been mentioned for example above in the case of the other formulation types.
Emulsions, for example oil-in-water émulsions (EW), can be prepared for example by means of stirrers, colloid mills and/or static mixers using aqueous organic solvents and, if appropriate, further surfactants as hâve already been mentioned for example above in the case of the other formulation types.
Granules can be prepared either by spraying the active compound onto adsorptive, granulated inert material or by applying active compound concentrâtes to the surface of carriers such as sand, kaolînites or granulated inert material with the aid of binders, for example polyvinyl alcohol, sodium polyacrylate or else minerai oils. Suitable active compounds may also be granulated in the manner conventionally used for the production of fertilizer granules, if desired in a mixture with fertilizers. As a rule, water-dispersible granules are prepared by customary processes such as spray drying, fluidized-bed granulation, disk granulation, mixing with high-speed mixers and extrusion without solid inert material. Regarding the production of disk granules, fluidized-bed granules, extruder granules and spray granules, see, for example, the methods in Spray-Drying Handbook
-203rd ed. 1979, G. Goodwin Ltd., London; J.E. Browning, Agglomération”, Chemical and Engineering 1967, page 147 et seq; Perry's Chemical Engineer's Handbook, 5th Ed., McGrawHill, New York 1973, pp. 8-57.
As regards further details on the formulation of crop protection products, see, for example, G.C. Klingmam, WeedControl as a Science, John Wiley and Sons, Inc., New York, 1961, pages 81-96 and J.D. Freyer, S.A. Evans, WeedControl Handbook, 5th Ed., Blackwell Scientific Publications, Oxford, 1968, pages 101-103.
As a rule, the agrochemical formulations comprise 1 to 95% by weight, of active compounds, the following concentrations being customary, depending on the type of formulation:
The active compound concentration in wettable powders is, for example, approximately 10 to 95% by weight, the remainder to 100% by weight being composed of customary formulation constituents. In the case of emulsifiable concentrâtes, the active compound concentration may amount to, for example, 5 to 80% by weight. Formulations in the form of dusts comprise, in most cases, 5 to 20% by weight of active compound, sprayable solutions approximately 0.2 to 25% by weight of active compound. In the case of granules such as dispersible granules, the active compound content dépends partly on whether the active compound is présent in liquid or solid form and on which granulation auxiliaries and fillers are being used. As a rule, the content amounts to between 10 and 90% by weight in the case of the water-dispersible granules.
In addition, the abovementioned active compound formulations may comprise, if appropriate, the conventional adhesives, wetters, dispersants, emulsifiers, preservatives, antifreeze agents, solvents, fillers, colorants, carriers, antifoams, évaporation inhibitors, pH regulators or viscosity regulators.
The herbicidal action of the herbicide combinations according to the présent invention can be improved, for example, by surfactants, preferably by wetters from the group of the fatty alcohol polyglycol ethers. The fatty alcohol polyglycol ethers préférable contain 10-18 carbon atoms in the fatty alcohol radical and 2-20 ethylene oxide units in the polyglycol ether moiety. The fatty alcohol polyglycol ethers can be nonionic or ionic, for example in the form of fatty alcohol polyglycol ethers sulfates, which can be used, for example, as alkali métal salts (e.g. sodium salts or potassium salts) or ammonium salts, but also as alkaline earth métal salts such as magnésium salts, such as sodium CiVCu-fatty alcohol diglycol ether sulfate (Genapol® LRO, Clariant); see, for example, EP-A-0476555, EP-A-0048436, EP-A-0336151 or US-A-4,400,196 and also Proc. EWRS Symp. Factors Affectîng Herbicidal Activity and Selectivity, 227 - 232 (1988). Nonionic fatty
-21 alcohol polyglycol ethers are, for example, (Cio-Cie)-, preferably (Cio-Ci4)-fatty alkohol polyglycol ethers containing 2 - 20, preferably 3 - 15, ethylene oxide units (e.g. isotridecyl alcohol polyglycol ether), for example from the Genapol® sériés, such as Genapol® X-030, Genapol® X-060, Genapol® X-080 or Genapol® X-150 (ail from Clariant GmbH).
The présent invention furthermore embraces the combination of herbicides (i) and (ii) as defined above with the wetting agents mentioned above from the group of the fatty alcohol polyglycolethers which preferably contain 10 -18 carbon atoms in the fatty alcohol radical and 2-20 ethylene oxide units in the polyglycol ether moiety and which can be présent in nonionic or ionic form (for example as fatty alcohol polyglycol ether sulfates). Preference is given to C12/C14-fatty alcohol diglycol ether sulfate sodium (Genapol® LRO, Clariant); and isotridecyl alcohol polyglycol ether with 3-15 ethylene oxide units, for example from the Genapol® X sériés, such as Genapol® X-030, Genapol® X-060, Genapol® X-080 or Genapol® X-150 (ail from Clariant GmbH). It is furthermore known that fatty alcohol polyglycol ethers such as nonionic or ionic fatty alcohol polyglycol ethers (for example fatty alcohol polyglycol ether sulfates) are also suitable for use as pénétrants and activity enhancers for a number of other herbicides, inter alia also for herbicides from the group of the imidazolinones (see, for example, EP-A-0502014).
Moreover, it is known that fatty alcohol polyglycol ethers such as nonionic or ionic fatty alcohol polyglycol ethers (for example fatty alcohol polyglycol ether sulfates) are also suitable as pénétrants and synergists for a number of other herbicides, inter alia also herbicides from the group of the imidazolinones; (see, for example, EP-A-0502014).
The herbicidal effect of the herbicide combinations according to the présent invention can also be increased using vegetable oils. The tenu vegetable oils is to be understood as meaning oils from oilplant species, such as soya oil, rapeseed oil, corn oil, sunflower oil, cottonseed oil, linseed oil, coconut oil, paim oil, safflower oil or castor oil, in particular rapeseed oil, and their transestérification products, for example alkyl esters, such as rapeseed oil methyl ester or rapeseed oil ethyl ester.
The vegetable oils are preferably esters of C10-C22-, preferably Ci2-C2o-fatty acids. The Cio-C22-fatty acid esters are, for example, esters of unsaturated or saturated Cio-Cii-fatty acids, in particular those with an even number of carbon atoms, for example erucic acid, lauric acid, palmitic acid and, in particular, Cis-fatty acids such as stearic acid, oleic acid, linoleic acid or linolenic acid.
-22Preferred Ci-C2o-alkyl-Cic-C22-fatty acid esters are the methyl, ethyl, propyl, butyl, 2-ethylhexyl and dodecyl esters. Preferred glycol- and glycerol-Cio-C22-fatty acid esters are the uniform or mixed glycol esters and glycerol esters of Cio-C22-fatty acids, in particular those fatty acids which hâve an even number of carbon atoms, for example erucic acid, lauric acid, palmitic acid and, in particular, Ci8-fatty acids such as stearic acid, oleic acid, linolic acid or linolenic acid.
The vegetable oils can be présent in the herbicidal compositions according to the présent invention for example in the form of commercially available oil-containing formulation additives, in particular those based on rapeseed oil such as Hasten® (Victorian Chemical Company, Australia, hereinbelow termed Hasten, main constituent: rapeseed oil ethyl ester), Actirob®B (Novance, France, hereinbelow termed ActirobB, main constituent: rapeseed oil methyl ester), Rako-Binol® (Bayer AG, Germany, termed Rako-Binol hereinbelow, main constituent: rapeseed oil), Renol® (Stefes, Germany, termed Renol hereinbelow, vegetable oil constituent: rapeseed oil methyl ester), or Stefes Mero® (Stefes, Germany, hereinbelow termed Mero, main constituent: rapeseed oil methyl ester).
In a further embodiment, the présent invention embraces the combination of a herbicide combination as defined in the context of the présent invention with the vegetable oils mentioned above. Thus, in a further embodiment, the présent invention embraces the use of compositions comprising a herbicide combination as defined in the context of the présent invention comprising the vegetable oils mentioned above, such as rapeseed oil, preferably in the form of commercially available oil-containing formulation additives, in particular those based on rapeseed oil such as Hasten® (Victorian Chemical Company, Australia, hereinbelow termed Hasten, main constituent: rapeseed oil ethyl ester), Actirob®B (Novance, France, hereinbelow termed ActirobB, main constituent: rapeseed oil methyl ester), Rako-Binol® (Bayer AG, Germany, termed Rako-Binol hereinbelow, main constituent: rapeseed oil), Renol® (Stefes, Germany, termed Renol hereinbelow, vegetable oil constituent: rapeseed oil methyl ester), or Stefes Mero® (Stefes, Germany, hereinbelow termed Mero, main constituent: rapeseed oil methyl ester).
For use, the formulations, which are présent in commercially available form, are optionally diluted in the customary manner, for example using water in the case of wettable powders, emulsifiable concentrâtes, dispersions and water-dispersible granules. Préparations in the form of dusts, soil granules, granules for broadcasting and sprayable solutions are usually not diluted further with other inert substances prior to use.
-23 A herbicide combination according to the présent invention and a composition comprising the herbicide combination as defined in the context of the présent invention are preferably applied to the harmful plants or undesired plants or parts thereof, seeds of the plants or the area under cultivation (soil of a field), preferably to the green of the harmful plants or parts thereof, or to the green parts of the undesired plants or parts thereof.
A composition comprising a herbicide combination used in the context of the présent invention has the advantage of being easier to apply since the quantifies of the components are already presented in the correct ratio to each other. Moreover, the adjuvants in the formulation can be matched optimally to each other.
As already described in more detail above, the présent invention further relates to the use of combination of herbicides according to the présent invention (preferably in one of the preferred embodiments defined herein) or a composition according to the présent invention (preferably in one of the preferred embodiments defined herein) in the field of agriculture, in particular as plant growth regulators and/or for controlling harmful plants or undesired plant growth.
Examples
1. Products used
The foilowing products were used in the biological trials described hereinafter:
Product PI contained L-glufosinate (i.e. in enantiomeric pure form), not in accordance with the présent invention.
Product P2 contained L-glufosinate (i.e. in enantiomeric pure form) and indaziflam [the ratio by weight of the ( 1 *Λ)- 1-fluoroethyl diastereoisomer of indaziflam to the ratio by weight of the ( 1 *5)1-fluoroethyl diastereoisomer of indaziflam was about 95 : 5], wherein the ratio by weight of the total amount of L-glufosinate to the total amount of indaziflam was 18.75 : 1.
Product P3 contained L-glufosinate (i.e. in enantiomeric pure form) and indaziflam [the ratio by weight of the ( 1 *Λ)-1 -fluoroethyl diastereoisomer of indaziflam to the ratio by weight of the ( 1 *$)1-fluoroethyl diastereoisomer of indaziflam was about 95 : 5], wherein the ratio by weight of the total amount of L-glufosinate to the total amount of indaziflam was 37.5 : 1.
It is known that indaziflam shows insufficient post-emergence efficacy on monocotyledonous and dicotyledonous harmful plant species. Correspondingly, a product containing 4 g/L of indaziflam
-24[the ratio by weight of the ( l */Î)-l-fluoroethyl diastereoisonier of indaziflam to the ratio by weight of the (l*S)-l-fluoroethyl diastereoisomer of indaziflam was about 95 : 5] applied in a dose rateof 12 g/ha showed only very limited post-emergence efficacy on monocotyledonous and dicotyledonous harmful plant species, if any.
2. Biological Trials
In separate pots, biological trials were conducted in the greenhouse under identical conditions (apart from the treatment with the different products PI, P2 and P3 mentionedabove). Each pot contained the same soil and the same amount of seeds of each of the following weeds (two monocotyledonous and two dicotyledonous harmful plant species (weed species)):
| Code | Weed species Scientific Name |
| AMARE | Amaranthus retroflexus |
| STEME | Stellaria media |
| LOLMU | Lolium multiflorum |
| POAAN | Poa annua |
Tables 1 to 6 reflect the respective observed herbicidal activity ratings after treatment of the monocotyledonous harmful plant species (BBCH growth stage 11) and dicotyledonous harmful plant species (BBCH growth stage 10) for the different products applied once in post-emergence. The Tables 1 to 6 reflect the observations after certain periods of time, indicated in days (referred to as DAA = days after application) after start of treatment with / application of the respective product PI, P2 or P3 mentioned above, each in the amounts indicated below. For example, DAA X refers to the time of X days after application of the respective product, and the Tables below reflect the herbicidal activity observed at that time.
The ratings of the herbicidal activity were performed on a scale of 0-100%, wherein 100% activity means that ail weed plants had died in the respective pots, 50% herbicidal activity means that the weed coverage in the respective pots has been reduced by 50% in comparison to the untreated control pots, and 0% activity means that no herbicidal activity was observed in the respective pots in comparison to the untreated control pots.
-25Table 1 : Ratings of herbicidal actïvity against the above-mentîoned harmful plant species after a single post-emergence treatment with product PI in an amount of 225 g/ha of L-glufosinate
| Weed | DAA 4 | DAA 7 | DAA 11 | DAA 16 |
| STEME | 50% | 55% | 55% | 40% |
| LOLMU | 15% | 10% | 5% | 5% |
| POOAN | 15% | 20% | 20% | 15% |
Table 2: Ratings of herbicidal activity against the above-mentioned harmful plant species after a 5 single post-emergence treatment with product P2 in an amount of 225 g/ha of L-glufosinate and 12 g/ha îndaziflam
| Weed | DAA 4 | DAA 7 | DAA 11 | DAA 16 |
| STEME | 55% | 98% | 100% | 100% |
| LOLMU | 35% | 60% | 75% | 75% |
| POOAN | 20% | 30% | 40% | 50% |
Table 3: Ratings of herbicidal activity against the above-mentioned harmful plant species after a single post-emergence treatment with product PI in an amount of 375 g/ha of L-glufosinate
| Weed | DAA 4 | DAA 7 | DAA 11 | DAA 16 |
| STEME | 70% | 60% | 55% | 35% |
| LOLMU | 20% | 20% | 20% | 15% |
| POOAN | 25% | 30% | 30% | 25% |
-26Table 4: Ratings of herbicidal activity against the above-mentioned harmful plant species after a single post-emergence treatment with product P2 in an amount of 375 g/ha of L-glufosinate and 20 g/ha indaziflam
| Weed | DAA 4 | DAA 7 | DAA 11 | DAA 16 |
| STEME | 75% | 98% | 100% | 100% |
| LOLMU | 35% | 55% | 75% | 80% |
| POOAN | 25% | 45% | 45% | 50% |
Table 5: Ratings of herbicidal activity against the above-mentioned harmful plant species after a single post-emergence treatment with product PI in an amount of 450 g/ha of L-glufosinate
| Weed | DAA 5 | DAA 7 | DAA 9 | DAA 12 |
| AMARE | 80% | 85% | 90% | 98% |
| STEME | 60% | 80% | 85% | 90% |
| LOLMU | 10% | 10% | 10% | 10% |
Table 6: Ratings of herbicidal activity against the above-mentioned harmful plant species after a single post-emergence treatment with product P3 in an amount of 450 g/ha of L-glufosinate and 12 10 g/ha indaziflam
| Weed | DAA 5 | DAA 7 | DAA 9 | DAA 12 |
| AMARE | 85% | 90% | 95% | 98% |
| STEME | 75% | 90% | 95% | 98% |
| LOLMU | 15% | 20% | 20% | 25% |
-η Table 7 reflects the post-emergence efficacy of indaziflam [the ratio by weîght of the (1*Æ)-1fluoroethyl diastereoisomer of indaziflam to the ratio by weight of the (l*S)-l-fluoroethyl diastereoisomer of indaziflam was about 95 : 5] on the above mentioned weeds AMARE, STEME, LOLMU and POOAN, each at BBCH growth stage 11-12. Indaziflam was used in anamountof 12 g/ha.
Table 7: Ratings of herbicidal activity against the above-mentioned harmful plant species after a single post-emergence treatment in an amount of 12 g/ha of indaziflam
| Weed | Regrowth |
| AMARE | very weak herbicidal effect starting on day 7 after treatment |
| STEME | no herbicidal effect |
| LOLMU | no herbicidal effect |
| POAAN | no herbicidal effect |
Claims (15)
1. Combination of herbicides comprising (i) L-glufosinate and/or agronomically acceptable salts thereof, and (ii) indaziflam, wherein the ratio by weight of the total amount of component (i) to the total amount of component (ii) is equal to or greater than 10 : 1.
2. Combination of herbicides according to claim 1, wherein the ratio by weight of the total amount of component (i) to the total amount of component (ii) in the combination of herbicides is in the range of from 10 : 1 to 35 : 1.
3. Combination of herbicides according to claims 1 or 2, whrein the ratio by weight of the total amount of component (i) to the total amount of component (ii) in the combination of herbicides is in the range of from 12 : 1 to 30 : 1.
4. Combination of herbicides according to any one of claims I to 3, whrein the ratio by weight of the total amount of component (i) to the total amount of component (ii) in the combination of herbicides is in the range of from 15 : 1 to 25 : 1.
5. Composition comprising a combination of herbicides as defined in any one of claims 1 to 4, wherein the ratio by weight of the total amount of component (i) to the total amount of component (ii) is as defined in any one of claims 1 to 4, in each case based on the total weight of the composition.
6. Composition according to claim 5, wherein the total amount of component (i) is equal to or less than 600 g/L, preferably the total amount of component (i) is equal to or less than 450
-29g/L, more preferably the total amount of component (i) is equal to or less than 300 g/L, in each case based on the total amount of the composition.
7. Composition accordîng to claim 5 or 6, wherein the total amount of component (ii) is in the range of from 2 to 20 g/L, preferably in the range of from 3 to 15 g/L, more preferably in the range of from 3 to 12 g/L, even preferably in the range of from 3 to 10 g/L, most preferably in the range of from 3 to 6 g/L, in each case based on the total amount of the composition.
8. Composition accordîng to any one of daims 5 to 7, wherein the total amount of component (i) is in the range of from 125 to 300 g/L, preferably in the range of from 125 to 250 g/L, and the total amount of component (ii) is in the range of from 3 to 10 g/L, preferably in the range of from 3 to 6 g/L, in each case based on the total amount of the composition.
9. Composition accordîng to any one of daims 5 to 8, wherein the composition additionally comprises one or more further components selected from the group consisting of formulation auxiliaries, additives customary in crop protection, and further agrochemically active compounds.
10. Composition accordîng to any one of daims 5 to 9, wherein the composition in the form of a suspension concentrate (SC), oil dispersion (OD), or in form of microcapsules.
11. Method for producing a combination of herbicides as defined in any one of daims 1 to 4 or a composition as defined in any one of daims 5 to 10, comprising the steps of (a) providing component (i), (b) providing component (ii), and (c) combining component (i) and component (ii), such that a combination of herbicides as defïned in any one of daims 1 to 4 or a composition as defined in any one of daims 5 to 10 is obtained.
12. Method for controlling undesired plant growth, and/or controlling harmful plants, comprising the step of applying a combination of herbicides as defined in any one of daims 1 to 4 or a composition as defined in any one of daims 5 to 10 onto the undesired plants or the harmful plants, on parts of the undesired plants or the harmful plants, or on the area where the undesired plants or the harmful plants grow.
13. Method according to daim 12, wherein the total amount per hectare per Gregorian calendar year of component (i) L-glufosinate and the agronomically acceptable salts thereof does not exceed 1000 g, and preferably does not exceed 750 g.
14. Method according to daim 12 or 13, wherein the total amount per hectare per Gregorian calendar year of component (ii) indaziflam does not exceed 30 g, and preferably does not exceed 25 g.
15. Use of a combination of herbicides as defined in any one of daims 1 to 4 or a composition as defined in any one of daims 5 to 10 in the field of agriculture.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP15167094.0 | 2015-05-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| OA21031A true OA21031A (en) | 2023-10-09 |
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