Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and a protoporphyrinogen oxidase inhibitor
View Patent ↗Provided herein are synergistic herbicidal compositions containing (a) a compound of formula (I): or an agriculturally acceptable salt or ester thereof and (b) a protoporphyrinogen oxidase inhibitor, e.g., acifluorfen, azafeniden, bifenox, carfentrazone-ethyl-ethyl, flumioxazin, ipfencarbazone, oxadiargyl, oxadiazon, oxyfluorfen, pentoxazone, pyraclonil, pyraflufen-ethyl and saflufenacil, or a salt or ester thereof. The compositions and methods provided herein provide control of undesirable vegetation, e.g., in direct-seeded, water-seeded and transplanted rice, cereals, wheat, barley, oats, rye, sorghum, corn or maize, sugarcane, sunflower, oilseed rape, canola, sugar beet, soybean, cotton, pineapple, pastures, grasslands, rangelands, fallowland, turf, tree and vine orchards, aquatics, plantation crops, vegetables, industrial vegetation management (IVM) and rights-of-way (ROW).
1. A synergistic herbicidal composition comprising a herbicidally effective amount of (a) a compound of the formula (I)
or an alkyl or benzyl ester, or an agriculturally acceptable salt of formula (I) and (b) a herbicidal protoporphyrinogen oxidase inhibitor, wherein (a) and (b) are present in the composition in a ratio such that the composition exhibits herbicidal synergy.
2. The composition of claim 1 , wherein (a) is a C 1-4 alkyl or benzyl ester of the compound of formula (I).
3. The composition of claim 1 , wherein (a) is a C 1-4 alkyl ester of the compound of formula (I).
4. The composition of claim 2 , wherein (a) is a benzyl ester of the compound of formula (I).
5. The composition of claim 1 , wherein (a) is the carboxylic acid of the compound of formula (I).
6. The composition of claim 1 , further comprising at least one compound selected from the group consisting of agriculturally acceptable herbicide safeners, adjuvants, and carriers.
7. The composition of claim 1 , wherein (b) is selected from acifluorfen, azafeniden, bifenox, carfentrazone-ethyl, flumioxazin, ipfencarbazone, oxadiargyl, oxadiazon, oxyfluorfen, pentoxazone, pyraclonil, pyraflufen-ethyl and saflufenacil, or an agriculturally acceptable salt or ester thereof.
8. A method of controlling undesirable vegetation, comprising a step of:
contacting a plant, wherein the plant is undesirable vegetation, or the locus thereof, or soil or water, wherein the soil or the water allows for the growth of the undesirable vegetation, with a herbicidally effective amount of (a) a compound of the formula (I)
or an alkyl or benzyl ester, or an agriculturally acceptable salt of formula (I) and (b) a herbicidal protoporphyrinogen oxidase inhibitor, wherein (a) and (b) are present in the composition in a ratio such that the composition exhibits herbicidal synergy, and wherein the undesirable vegetation is controlled in direct-seeded, water-seeded and transplanted rice, cereals, wheat, barley, oats, rye, sorghum, corn or canola crops.
9. The method of claim 8 , wherein the composition comprising (a) and (b) is applied to water.
10. The method of claim 9 , wherein the water is part of a flooded rice paddy.
11. The method of claim 8 , wherein the composition comprising (a) and (b) is applied pre-emergently to the undesirable vegetation.
12. The method of claim 8 , wherein the composition comprising (a) and (b) is applied post-emergently to the undesirable vegetation.
13. The method of claim 8 , wherein the undesirable vegetation is controlled in glyphosate-, 5-enolpyruvylshikimate-3-phosphate synthase inhibitor-, glufosinate-, glutamine synthetase inhibitor-, dicamba-, phenoxy auxin-, pyridyloxy auxin-, synthetic auxin-, auxin transport inhibitor-, aryloxyphenoxypropionate-, cyclohexanedione-, phenylpyrazoline-, acetyl CoA carboxylase inhibitor-, imidazolinone-, sulfonylurea-, pyrimidinylthiobenzoate-, triazolopyrimidine-, sulfonylaminocarbonyltriazolinone-, acetolactate synthase or acetohydroxy acid synthase inhibitors-, 4-hydroxyphenyl-pyruvate dioxygenase inhibitor-, phytoene desaturase inhibitor-, carotenoid biosynthesis inhibitor-, protoporphyrinogen oxidase inhibitor-, cellulose biosynthesis inhibitor-, mitosis inhibitor-, microtubule inhibitor-, very long chain fatty acid inhibitor-, fatty acid and lipid biosynthesis inhibitor-, photosystem I inhibitor-, photosystem II inhibitor-, triazine-, or bromoxynil- tolerant crops.
14. The method of claim 13 , wherein the tolerant crops possess multiple or stacked traits conferring tolerance to multiple herbicides.
15. The method of claim 8 , wherein the undesirable vegetation comprises a herbicide resistant or tolerant weed.
16. The method of claim 15 , wherein the weed is resistant or tolerant to multiple herbicides.
17. The method of claim 15 , wherein the weed is resistant or tolerant to acetolactate synthase or acetohydroxy acid synthase inhibitors, photosystem II inhibitors, acetyl CoA carboxylase inhibitors, synthetic auxins, auxin transport inhibitors, photosystem I inhibitors, 5-enolpyruvylshikimate-3-phosphate synthase inhibitors, microtubule assembly inhibitors, fatty acid and lipid synthesis inhibitors, protoporphyrinogen oxidase inhibitors, carotenoid biosynthesis inhibitors, very long chain fatty acid inhibitors, phytoene desaturase inhibitors, glutamine synthetase inhibitors, 4-hydroxyphenyl-pyruvate-dioxygenase inhibitors, mitosis inhibitors, cellulose biosynthesis inhibitors, herbicides with multiple modes-of-action, quinclorac, arylaminopropionic acids, difenzoquat, endothall, or organoarsenicals.
18. The method of claim 8 , wherein (b) is selected from acifluorfen, azafeniden, bifenox, carfentrazone-ethyl, flumioxazin, ipfencarbazone, oxadiargyl, oxadiazon, oxyfluorfen, pentoxazone, pyraclonil, pyraflufen-ethyl and saflufenacil, or an agriculturally acceptable salt or ester thereof.