AU2015296907B2 - Pre- and post-emergence broad spectrum herbicidal formulation containing triazolinones in association with urea pesticides and methods for controlling weeds and increasing crop yield - Google Patents

Pre- and post-emergence broad spectrum herbicidal formulation containing triazolinones in association with urea pesticides and methods for controlling weeds and increasing crop yield Download PDF

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AU2015296907B2
AU2015296907B2 AU2015296907A AU2015296907A AU2015296907B2 AU 2015296907 B2 AU2015296907 B2 AU 2015296907B2 AU 2015296907 A AU2015296907 A AU 2015296907A AU 2015296907 A AU2015296907 A AU 2015296907A AU 2015296907 B2 AU2015296907 B2 AU 2015296907B2
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peo
tristyrylphenol
urea
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Rodrigo Tavares MARQUES
Alessandro Leal NOGUEIRA
Yemel ORTEGA
Danilo TUBALDINO
Ricardo WELANG
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FMC Quimica do Brasil Ltda
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/24Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing ingredients to enhance the sticking of the active ingredients
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647Triazoles; Hydrogenated triazoles
    • A01N43/6531,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/30Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/36Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/38Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02ATECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A40/00Adaptation technologies in agriculture, forestry, livestock or agroalimentary production
    • Y02A40/10Adaptation technologies in agriculture, forestry, livestock or agroalimentary production in agriculture

Abstract

The present invention relates to a broad-range herbicidal formulation for controlling weeds (true grasses, broad-leaved weeds, morning glories,

Description

A presente invengao refere-se a uma formulagao herbicida de amplo espectro para o controle de plantas daninhas (gramineas, folhas largas, cordas-de-violas e outras) na cultura da cana-de-aciicar com elevada flexibilidade e versatilidade, podendo ser recomendado em todas as epocas do ano (hmidas, semi-hmidas, secas e semi-secas) compreendendo pelo menos um pesticida herbicida selecionado do grupo das triazolinonas e pelo menos um pesticida herbicida selecionado do grupo das ureias. A presente invencao refere-se ainda a metodos para controlar as plantas daninhas indesejaveis, compreendendo a aplicagao da formulagao da presente invencao nas plantas, proporcionando assim um desenvolvimento inicial da cultura mas rapidamente, promovendo melhores niveis de producao e aumentando o rendimento da colheita, alem da longevidade do canavial.
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2015296907 20 Jun 2019 “PRE- AND POST-EMERGENCE BROAD SPECTRUM HERBICIDAL FORMULATION CONTAINING TRIAZOLINONES IN ASSOCIATION WITH UREA PESTICIDES AND METHODS FOR CONTROLLING WEEDS AND INCREASING CROP YIELD
FIELD OF THE INVENTION
The present invention refers to a broad spectrum herbicide for use in different sugarcane planting periods/seasons, namely, wet, semi-wet, dry and semi-dry seasons. The present invention also refers to herbicidal formulations comprising triazolinones in association with substituted urea pesticides. The invention also refers to a method for controlling weeds and their effects on crop development and to a method for increasing crop yield.
BACKGROUND OF THE INVENTION
The control of Panicum, Digitaria, Amaranthus and Ipomoea grasses in valuable crops has been an ongoing problem. Brazil is the largest producer of sugarcane in the world, grinding approximately 640 million tons of sugarcane per year and with a cultivated area of 9 million hectares. The Southeast region with 60% (the state of Sao Paulo alone represents 52% of the cultivated area) and the Northeast region with 21% of the total cultivated area, are the major producing regions of the country. The average productivity in these two regions is 78 and 55 ton/ha, respectively. Just in Brazil, the annual sugarcane market is estimated in 12 million dollars.
There is a distinct increasing trend of the sugarcane cultivated area in Brazil, which is currently 9 million hectares. One of the most critical points in the sugarcane production process is the negative interference imposed by weeds that infest cultivated areas. These plants compete for the environment limiting resources and release allelopathic substances and can also host pests and diseases common to the culture, in addition to interfering with the yield. In the Mid-South and Northeast regions some grasses stand out in traditional sugarcane growing areas, such as brachiaria grasses or Surinam grass (Brachiaria decumbens), Alexandergrass (Brachiaria plantaginea), Guinea grass (Panicum maximum) and the crabgrass
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2015296907 20 Jun 2019 species complex (Digitaria horizontalis, Digitaria nuda, Digitaria bicornis, Digitaria ciliaris and Digitaria sp), among other grasses present in areas of sugarcane expansion, such as beard grass or palisade grass (Brachiaria brizantha), crowfoot grass (Eleusine indica) and southern sandbur (Cenchrus echinatus).
With the introduction of mechanized harvesting, without the burning of the straw, there were significant changes in the sugarcane production environment, which has reflected on the composition of the weed community. Several researchers tried to evaluate the difference in behavior between the species, with regard to germination and emergence, in relation to the straw layer and to the microclimate changes resulting thereof. Some species of weeds are characterized by having broad leaves, such as the various species of amaranth (Amaranthus sp) and common purslane or pigweed (Portulaca oleracea), among others, which are often found in areas of plant cane on soils with high fertility and high organic matter content, or on soils partly enriched with filter cake, and plants that have been selected by some frequently used herbicides, such as mussambe (Cleomis affinis) and milkweed (Euphorbia heterophylla) and/or in raw cane environments, such as fleabane (Conyza sp), carrot weed (Parthenium hysterophorus), hyssopleaf sandmat (Chamaescyce hyssopifolia) and lobed croton (Croton lobatus) and tooth-leaved croton or vente conmigo (Croton glandulosus). A number of weed species popularly known as morning glories play a major role among weeds that infest the sugarcane culture, particularly among the areas of raw cane harvest. These species belong to the genera Ipomoea and Merremia, of the Convolvulaceae family. Within the genus Ipomoea, the following stand out: I. hederifolia, I. quamoclit, I. nil, I. grandifolia and I. purpurea, while in genus Merremia, M. cissoides and M. aegyptia stand out.
In the breakdown of the sugarcane production cost, the expenses for weed control are of great importance. According to Kuva et al. (2003) and other authors, the interference caused by weeds significantly reduces crop yield (reductions of up to 20% to 80% in production), in addition to other negative aspects such as decrease in the longevity of the sugarcane plantation (decrease in 2 to 3 crop cycles), decrease in the quality of the raw material and difficulty in harvesting and transport operations.
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Thus, there is a clear need for effective strategies for controlling the weed communities that infest the culture.
In order to effectively eliminate or control pests and undesirable plants, herbicide selectivity is very desirable in agriculture, for it allows the elimination of pests and undesired plants without damaging the main crop plant. The present invention provides a new pesticide combination that has a broad spectrum control for all sugarcane seasons.
The product of the present invention is the first broad spectrum herbicide for all sugarcane seasons. Nowadays, an inefficient control is achieved using a tank mixture of Dinamic (Amicarbazone 700 g/Kg - Arysta Lifescience) and Combine (Tebuthiuron 500 g/L - Dow AgroSciences) or Plateau (lmazapic700 g/Kg - BASF) and Combine (Tebutiuron 500 g/L - Dow AgroSciences).
The formulation of the present invention works by means of two distinct modes of action: inhibiting the protoporphyrinogenium oxidase (PPO) and inhibiting photosystem II (PS II) photosynthesis. The inhibition of protoporphyrinogen oxidase in the presence of light will cause the rupture of the cell membrane and irreversible cellular damage while the photosynthesis inhibition causes foliar necrosis.
Sulfentrazone (2',4'-dichloro-5'-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo1H-1,2,4-triazol-1-yl) methanesulfonanilide) is a pre-emergence herbicide, conditionally selective with systemic action from the chemical group of triazolinone. Sulfentrazone inhibits the protoporphyrinogen oxidase IX (PPO) enzyme. PPO is present at the chlorophyll and cytochromes synthesis route, also called porphyrins or tetrapirroles synthesis route (Merotto & Vidal, 2001). PPO inhibiting herbicides inhibit the transformation reaction of protoporphyrinogen into protoporphyrin. This reaction is catalyzed by PPO. With the inhibition of this enzyme, present in the chloroplast, protoporphyrinogen accumulates and migrates from the chloroplast to the cytoplasm where, in contact with oxygen in the presence of light, it forms free radicals (oxygen singlet), causing the peroxidation of the membrane lipids, which damages the plant cell. Up to this moment, a harmful weed biotype has been detected that is resistant to these herbicides in agriculture, therefore, the probability of selection is
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2015296907 20 Jun 2019 restricted (Weed Science, 2003).
Sulfentrazone is absorbed through the roots after it has been applied to the soil. It can stay on the soil surface for 10 to 14 days or more, however it requires constant rainfall, soil irrigation or preparation to penetrate below the surface and activate the herbicide. Weed control may decrease if the sulfentrazone is not activated in a timely manner. This need decreases if sulfentrazone is associated with tebuthiuron.
The compound 1 -(5-Tert-butyl-1,3,4-th iad iazol-2-yl)-1,3-dimethylurea (Tebuthiuron) is a broad spectrum nonselective herbicide. Tebuthiuron is absorbed by the roots and carried to the leaves, where it inhibits photosynthesis.
The herbicides currently in use that feature a photosynthesis inhibition mechanism belong to three major chemical groups: triazines, substituted urea and uracils. The site of action of these herbicides is in the chloroplast membrane, where the light phase of photosynthesis takes place, specifically in electron transport (Christoffoleti, 1997). A plant is susceptible to photosynthesis inhibiting herbicides if the herbicide couples with the plastoquinone (Qb) of the photosynthetic system and thus, prevents the electron transport to such system. In this way there is no production of adenosine triphosphate (ATP) as the transport of electrons is disrupted and there is no production of nicotinamide adenine dinucleotide phosphate (NADPH2) (reduced). However, in a resistant weed there is a mutation process of the Qb in such a way that the herbicide is not able to couple with the compound, thus preventing the transport of electrons. Therefore, a plant resistant to photosynthesis inhibiting herbicides is able to achieve electron transport in the light phase of photosynthesis even in the presence of the herbicide (Christoffoleti, 1997). Worldwide, 64 biotypes resistant to group C1 (HRAC classification for the mode of action - Herbicide Resistance Action Committee), 20 resistant to group C2 and 1 resistant to group C3 (Weed Science, 2003) were found. The mechanism of action of the substituted urea is the same as that of the group of triazines/triazinones, but the action site in the Qb compound is different, hence there is normally no crossresistance between them (Christoffoleti, 2001).
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Herbicide combinations are frequently used to broaden the herbicide spectrum, thus increasing control and synergic effect on weeds.
Document PI 0417671-5 refers to a method for controlling conifer plants, particularly conifer plants naturally sown (wild conifers), in which an effective amount of at least one herbicide selected from the group consisting of sulfentrazone, carfentrazone, their agriculturally acceptable salts and their agriculturally acceptable derivatives is applied to the conifer plants to be controlled or to their parts, such as roots, leaves, seeds or shoots.
Document PI 9704565-9 refers to selective herbicides comprising a carbamoiltriazolinone compound and one or more herbicidal compounds selected from ametryn, tebuthiuron, hexazinone, isoxaflutole, metribuzin, sulfentrazone and/or diuron.
Document PI 0710376-0 refers to a mixture of diuron and mesotrione, optionally containing other herbicides such as sulfentrazone and tebuthiuron. An herbicidal composition comprising diuron, mesotrione and optionally other herbicides such as hexazinone and at least one additional component selected from the group consisting of surfactants, solid diluents and liquid diluents is also described. It is further described a method for controlling undesired vegetation comprising applying an herbicidal effective amount of the mixture to the vegetation site.
Document U.S. 2002004457 refers to a synergic herbicidal composition for controlling broad-leaved weeds and grasses in useful plant crops resistant to protoporphyrinogen oxidase inhibitors comprising, besides the customary inert formulation auxiliaries, active compounds such as a) a herbicide which inhibits the protoporphyrinogen oxidases and b) at least one additional pesticide selected from the group consisting of co-herbicides, fungicides and insecticides/acaricides.
SUMMARY OF THE INVENTION
The present invention refers to a broad spectrum herbicidal formulation for controlling one of the most important weeds in sugarcane, during all seasons. The formulation of the present invention provides a better and more effective control than all commercially available herbicides used for sugarcane, by operating in two
2015296907 20 Jun 2019 different modes of action.
Due to the need of a formulation having the aforementioned properties, it is useful to use combinations of pesticides or formulations of one herbicide with another herbicide, insecticide or fungicide, etc., in order to obtain a better control of various weeds and pests with a single application, independent of time and/or weather.
Based on this principle, an improved herbicide mixture has been developed, in particular a formulation comprising the combination of two of the most important active ingredients used in sugarcane crops, i.e., triazolinones, especially sulfentrazone and urea pesticides, especially tebuthiuron, thus resulting in a better and more efficient control, being a broad spectrum herbicide for all sugarcane seasons.
In one aspect there is provided pre- and post-emergence broad spectrum herbicidal formulation when used for treatment of sugar cane crops, comprising:
(1) an herbicidal mixture consisting essentially of two herbicides selected from the group consisting of:
(a) a herbicide pesticide which is sulfentrazone;
(b) at least one herbicide pesticide selected from the group of urea, selected from Tebuthiuron, Diuron, Chloro to luron, Dimefuron, Fluometuron, Isoproturon, Isouron, Karbutilate, Finuron, Methabenzthiazuron, Metobenzuron, Metoxuron, Monolinuron, Neburon, Siduron, and mixtures thereof and further comprising;
(2) a mixture of dispersants selected from the group consisting of:
(a) acrylic polymers, selected from styrene acrylic polymer, modified styrene acrylic polymer, acrylic copolymer solution, random non-ionic polymeric, amphoteric polymeric dispersant, polyester/polyamine condensation polymer, sodium salt of polyacrylate, sodium salt of acrylic acid/maleic acid copolymer, sodium salt of maleic acid/olefin copolymer, sodium salt of polycarboxylate, vinylpyrrolidone homopolymer, vinylpyrrolidone/vinylacetate copolymer; and (b) lignin, such as calcium and sodium lignosulfonate;
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tristyrylphenols, selected from tristyrylphenol PEO (10);
tristyrylphenol PEO (16); tristyrylphenol PEO (20);
tristyrylphenol PEO (25); tristyrylphenol PEO (40);
tristyrylphenol PEO (54); distryrylphenol PEO (8);
distyrylphenol PEO (13); distyrylphenol PEO (17);
tristyrylphenol PEO - PPO; polyaryl phosphate ester PEO (16); amine salt of polyaryl phosphate ester PEO (16); potassium salt of polyaryl phosphate ester PEO (16); tristyrylphenol polyalkylene oxide block copolymer; triethylamine salt or ethoxylated tristyrylphenol phosphate ester-PEO 16.
A second aspect of the invention provides for a method for controlling undesirable weeds selected from crabgrass complex (Digitaria horizontalis, Digitaria nuda and others), guinea grass (Panicum maximum), Surinam grass (Brachiaria decumbens), morning glories (Ipomoea grandifolia, Ipomoea nil, Ipomoea quamoclit, Ipomea purpurea, Ipomoea hederifolia, Merremia cissoids and Merremia aegypta), beggar-ticks (Bidens pilosa), Java grass or purple nut sedge (Cyperus rotundus and Cyperus spp), Indian goosegrass or crowfoot grass (Eleusine indica), southern sandbur (Cenchrus echinatus), velvet bean or mucuna (Mucuna pruriens), wild poinsettia or milkweed (Euphorbia heterophylla), Paraguayn starbur (Acanthospermum australe), Slender amaranth (Amaranthus viridis), Alexandergrass (Brachiaria plantaginea), Benghal dayflower (Commelina benghalensis), Lilac tasselflower (Emilia sonchifolia), Wild poinsettia or milkweed (Euphorbia heterophylla), Gallant solider (Galinsoga parviflora), Purslane or pigweed (Portulaca oleracea), Brazilian calla-lily or Brazil pusley (Richardia brasiliensis), Flannel weed (Sida cordifolia), Southern sida (Sida glaziovii), Southern sida (Sida rhombifolia), Buttonweed or broad-leaved buttonweed (Spermacoce latifolia), wherein it comprises applying a formulation according to the definitions of the first aspect of the invention to a plant.
A third aspect of the invention provides for a method for increasing crop yield, characterized in that it comprises applying a formulation as defined in the first aspect of the invention to a plant
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DESCRIPTION OF THE FIGURES
Figure 1 refers to the sugarcane application seasons.
Figure 2 is a chart showing the results obtained in ratoon control during the dry season, with the use of the composition of the present invention versus a combination of other herbicides. Fig. 2 shows that the formulation of the present invention has excellent efficacy in controlling Digitaria sp in the dry season.
Figure 3 is a chart showing the results obtained in ratoon control during the dry season with the use of the composition of the present invention versus a combination of other herbicides. Fig. 3 shows that the formulation of the present invention is much more effective in controlling Ipomoea nil compared to an herbicide mixture of Plateau + Combine.
Figure 4 is a chart showing the results obtained in the control of cane-plant in the wet season with the use of the composition of the present invention versus a combination of other herbicides. Fig. 4 shows that the formulation of the present invention is excellent in controlling Amaranthus sp, 90 days after the application, compared to other herbicides mixtures.
Figure 5 is a chart showing the results obtained in the control of cane-plant in the wet season with the use of the composition of the present invention versus a combination of other herbicides. Fig. 5 shows that the formulation of the present
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2015296907 20 Jun 2019 invention is excellent in controlling Digitaria sp, 90 days after the application, compared to other herbicides mixtures.
DETAILED DESCRIPTION OF THE INVENTION
The present invention refers to a broad spectrum herbicidal formulation for all seasons. The formulation of the present invention comprises triazolinones in combination with a urea pesticide, resulting in a better and more efficient control than that obtained with all sugarcane commercially available herbicides.
In particular, the present invention refers to a formulation which provides improved handling properties with a wide spectrum control for all sugarcane seasons. Herbicides selected from the group of triazolinones, particularly sulfentrazone, and herbicides selected from the group of urea, particularly tebuthiuron, are usually used in sugarcane crops, however, it was found that their action or spectrum can be maximized if these compounds are combined together.
One advantage of the formulation of the present invention is to provide a better and more efficient control than all commercially available herbicides for sugarcane, including Dynamic (Amicarbazone 700 g/Kg - Arysta Lifescience) with Combine (Tebuthiuron 500 g/L - Dow AgroSciences) and Plateau (Imazapic 700 g/Kg - BASF) with Combine (Tebuthiuron 500 g/L - Dow AgroSciences).
Another advantage of the formulation of the present invention is related to the safety of its application on the field, since the farmer can apply the formulation of the present invention as a concentrated suspension, which is more convenient and safe, since the formulation is non-flammable, has low toxicity and high concentration of the active ingredient.
Another advantage of the present invention is the association of two herbicides molecules that have different mechanisms of action, i.e., sulfentrazone that is a PPO inhibitor and tebuthiuron that is a PSI I inhibitor, both together in a high performance formulation for controlling the main weeds that affect sugarcane crops. Furthermore, the formulation has high solubility, providing an excellent weed control in both plant-cane and ratoon cane in the wet, semi-wet, semi-dry and dry seasons.
The association of herbicides of the present invention is based mainly on the
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2015296907 20 Jun 2019 herbicides from the group of the triazolinones, preferably sulfentrazone, and the urea herbicides, more particularly tebuthiuron. Both sulfentrazone and tebuthiuron are highly effective in controlling weeds, and when used together, associated in the same formulation, they have complementary efficacies that are not observed when each one is applied individually.
The herbicides from the group of urea are selected from the group consisting of Tebuthiuron, Diuron, Chlorotoluron, Dimefuron, Fluometuron, Isoproturon, Isouron, Karbutilate, Linuron Methabenzthiazuron, Metobenzuron, Metoxuron, Monolinuron, Neburon, Siduron, and mixtures thereof.
The herbicides from the group of triazolinones are selected from the group consisting of sulfentrazone, amicarbazone, carfentrazone and azafenidin.
In one embodiment, the present invention refers to a formulation comprising:
(a) at least one herbicide pesticide selected from the group of triazolinones;
(b) at least one herbicide pesticide selected from the group of urea.
In a preferred embodiment, the present invention refers to a formulation comprising:
(a) at least one herbicide pesticide from the group of triazolinones, selected from sulfentrazone, amicarbazone or carfentrazone.
(b) at least one herbicide pesticide from the group of urea selected from Tebuthiuron, Diuron, Chlorotoluron, Dimefuron, Fluometuron, Isoproturon, Isouron, Karbutilate, Linuron, Methabenzthiazuron, Metobenzuron, Metoxuron, Monolinuron, Neburon, Siduron, and mixtures thereof.
In a most preferred embodiment, the present invention refers to a formulation comprising:
i) (a) at least one herbicide selected from the group of the triazolinones; and (b) at least one pesticide herbicide selected from the group of urea;
ii) a mixture of dispersants selected from the group consisting of:
(a) acrylic polymer, which may include styrene acrylic polymer, modified styrene acrylic polymer, acrylic copolymer solution, random nonionic polymeric, amphoteric polymeric dispersant, polyester/polyamine condensation polymer, sodium
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2015296907 20 Jun 2019 polyacrylate, sodium salt of acrylic acid/maleic acid copolymer, sodium salt of maleic acid/olefin copolymer, sodium salt of polycarboxylate, vinylpyrrolidone homopolymer, vinylpyrrolidone/vinylacetate copolymer; and (b) lignin, such as calcium and sodium lignosulfonate;
(c) tristyrylphenols, which may include tristyrylphenol PEO (10); tristyrylphenol PEO (16); tristyrylphenol PEO (20); tristyrylphenol PEO (25); tristyrylphenol PEO (40); tristyrylphenol PEO (54); distyrylphenol PEO (8); distyrylphenol PEO (13); distyrylphenol PEO (17); tristyrylphenol PEO - PPO; polyaryl phosphate ester PEO (16); amine salt of polyaryl phosphate ester PEO (16); potassium salt of polyaryl phosphate ester PEO (16); tristyrylphenol polyalkylene oxide block copolymer; triethylamine salt of ethoxylated tristyrylphenol phosphate ester-PEO 16; and iii) additives for stabilizing the formulation, such as antifreeze compounds (glycol or urea), stabilizing agents (xanthan gum or minerals selected from silicate, silicon oxide and bentonite), preservatives, and anti-foaming agents.
More particularly, the present invention refers to an herbicidal formulation based on sulfentrazone mixed mainly with tebuthiuron at a concentration of 26.5 g/L to 750 g/L, more preferably 265 g/L of sulfentrazone and 31 g/L to 750 g/L, more preferably 310 g/L of tebuthiuron.
In a preferred embodiment of the present invention, the formulation is in the form of wettable granules, wettable powder, powder, microencapsulated, foliar, furrow, concentrated solution, dispersible oil and emulsifiable concentrate.
More preferably, the formulation of the present invention is in the form of a suspension, wettable powder (WP), oil dispersion (OD), emulsifiable concentrate (EC) or dispersible granule (WDG).
In a more preferred embodiment, the formulation is an aqueous suspension comprising sulfentrazone and tebuthiuron. Both sulfentrazone and tebuthiuron may be present in any desired amount.
In a preferred embodiment of the present invention, the formulation of the present invention is diluted in water to prepare homogeneous solutions for foliar
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2015296907 20 Jun 2019 application to a plant in order to kill or control the growth of plants. The present invention also refers to methods for manufacturing and using the formulations of the present invention.
A mixture with other known active compounds such as insecticides, fungicides or fertilizers and growth regulators is also possible.
The formulation of the present invention can be applied by any conventional method such as powder, to furrows, foliar application, microencapsulated, such as a wettable powder, wettable granule, as a concentrated solution or a solution dispersible in oil.
The present invention also refers to a method for efficiently controlling various weeds, such as the crabgrass complex (Digitaria horizontalis, Digitaria nuda and others), guinea grass (Panicum maximum), Surinam grass (Brachiaria decumbens), morning glories (Ipomoea grandifolia, Ipomoea nil, Ipomoea quamoclit, Ipomoea purpurea, Merremia cissoides and Merremia aegypta), beggar-ticks (Bidens pilosa), Java grass or purple nut sedge (Cyperus rotundus and Cyperus spp), Indian goosegrass or crowfoot grass (Eleusine indica), southern sandbur (Cenchrus echinatus), velvet bean or mucuna (Mucuna pruriens), wild poinsettia or milkweed (Euphorbia heterophylla), among other weed species as described in the following tables, comprising applying the formulation of the present invention to the plants.
The present invention also refers to a method for reducing weed competition for water, light and nutrients with the sugarcane culture, thus favoring initial crop development, production and increasing crop yield and the longevity of the sugar plantation, comprising applying the formulation of the present invention to the weeds.
The invention also refers to the use of the formulation of the present invention for controlling weeds and unwanted plant pests as mentioned above and listed in the table below.
The general concepts of the invention are described below, which should not be construed as limiting to the present invention.
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TABLE 1
Compound Function Amount (g/L)
Herbicide pesticide selected from the group of triazolinones (sulfentrazone) Pesticide 26.5-750.0
Herbicide pesticide selectedfrom the group of Urea (tebuthiuron) Pesticide 31.0-750.0
Lignosulfonate salt Dispersant 0.1 - 10.0
Amine salt of polyaryl phosphate ester PEO (16) Dispersant 0.1 - 10.0
Glycol Antifreeze 0.1 - 10.0
Polydimethyl siloxane Anti-foaming agent 0,01 -5.0
Acrylic polymers Dispersant 0.1 - 10.0
Silicates, silicon oxide or bentonite Co-Dispersant 0,1 -5.0
Preservative Preservative 0,01 -5.0
Xanthan gum Rheology modifier 0,01 -5.0
Water Carrier 10.0-60.0
The formulations listed in Table 2 were applied to sugarcane in the dosages below. The synergism of a built-in type formulation and the mixture of the commercially available products were evaluated for the first prototype.
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2015296907 20 Jun 2019
TABELA 2
SAMPLE PRODUCT DOSAGE (L/Hectare)
Evidence Non-treated area -
A BF563 (Sulfentrazone 265 g/L + Tebuthiuron 310 g/L SC) 2.7
B Sulfentrazone 500 g/L SC + Tebuthiuron 500 g/L SC 1.43 + 1.67
C Amicarbazone 700 g/Kg WG + Tebuthiuron 500 g/L SC 1.4 + 1.5
D Imazapic 700 g/Kg WG + Tebuthiuron 500 g/L SC 0.13 + 1.5
E Sulfentrazone 500 g/L SC + Clomazone 800 g/L EC 1.4 + 1.2
F Amicarbazone 700 g/Kg WG + Clomazone 800 g/L EC 1.4 + 1.2
G Sulfentrazone 500 g/L SC + Diuron 800 g/Kg SC 4.0
H Diuron 603 g/Kg + Hexazinone 170 g/Kg WG 2.0
I BF563 (Sulfentrazone 265 g/L + Tebuthiuron 310 g/L SC) + Clomazone 800 g/L EC 2.3 + 1.2
Table 3 illustrates the effective control of each mixture or formulation in the respective cultures and time after application.
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2015296907 20 Jun 2019
TABLE 3
Note: DAA - days after application
Season: Dry season - August 2012
SAMPLE Control of Digitaria horizontalis (%) Control of Amaranthus viridis (%)
38 DAA 52 DAA 35 DAA 50 DAA
Evidence 0.0 0.0 0.0 0.0
A 100.0 97.0 100.0 98.0
B 100.0 98.0 100.0 98.0
C 100.0 98.0 100.0 98.0
D 95.0 90.0 98.0 95.0
E 100.0 98.0 100.0 98.0
F 100.0 98.0 100.0 98.0
G 100.0 98.0 100.0 98.0
H 95.0 90.0 98.0 97.0
I 100.0 98.0 100.0 98.0
The formulation of the present invention has superior control (A) compared to the treatment using a commercially available composition of (D) Imazapic 700 g/Kg + Tebuthiuron 500 g/L and (H) Diuron 603 g/Kg + Hexazinone 170 g/Kg. The mixture of triazolinone and herbicide pesticides of the group of urea showed positive results in the control of both pests in the dry season as well as in the sowing/planting season.
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2015296907 20 Jun 2019
TABELA 4
List of target weeds for which the formulation containing sulfentranzone and
Tebuthiuron will be registered for sugarcane.
Sulfentrazone + Tebuthiuron
Scientific name Common name
Acanthospermum australe Paraguayan starbur
Amaranthus viridis Slender amaranth
Bidens pilosa Beggar-ticks
Brachiaria decumbens Surinam grass
Brachiaria plantaginea Alexandergrass
Cenchrus echinatus Southern sandbur
Commelina benghalensis Benghal dayflower or wandering jew
Cyperus rotundus Java grass or purple nut sedge
Digitaria horizontalis Jamaican crabgrass
Eleusine indica Crowfoot grass
Emilia sonchifolia Lilac tasselflower
Euphorbia heterophylla Wild poinsettia or milkweed
Galinsoga parviflora Gallant soldier
Ipomoea grandifolia Morning glory or little bell
Ipomoea hederifolia Scarlet morning glory
Panicum maximum Guinea grass
Portulaca oleracea Purslane or pigweed
Richardia brasiliensis Brazilian calla-lily or Brazil pusley
Sida cordifolia Flannel weed
Sida glaziovii Southern sida
Sida rhombifolia Southern sida
Spermacoce latifolia Buttonweed or broad-leaved buttonweed
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2015296907 20 Jun 2019
TABLE 5
List of target weeds for which the formulation containing sulfentrazone is registered for sugarcane.
Sulfentrazone
Scientific name Common name
Amaranthus viridis Slender amaranth
Brachiaria decumbens Surinam grass
Brachiaria plantaginea Alexandergrass
Cenchrus echinatus Southern sandbur
Commelina benghalensis Benghal dayflower or wandering jew
Cyperus rotundus Java grass or purple nut sedge
Digitaria horizontalis Jamaican crabgrass
Eleusine indica Crowfootgrass
Euphorbia heterophylla Wild poinsettia or milkweed
Ipomoea grandifolia Morning glory or little bell
Panicum maximum Guinea grass
Portulaca oleracea Purslane or pigweed
Richardia brasiliensis Brazilian calla-lily or Brazil pusley
Sida glaziovii Southern sida
Spermacoce latifolia Buttonweed or broad-leaved buttonweed
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2015296907 20 Jun 2019
TABLE 6
List of targets weeds for which the herbicide Tebuthiuron is registered for sugarcane.
Tebutiuron
Nome cientifico Nome comum
Brachiaria plantaginea Alexandergrass
Bidens pilosa Beggar-ticks
Brachiaria decumbens Surinam grass or brachiaria grass
Digitaria horizontalis Jamaican crabgrass
Ipomoea aristolochiaefolia Morning glory
Sida rhombifolia Souther sida
The results were reproduced in conditions of cane-plant and cane-ratoon in different seasons, such as wet, semi-wet, dry and semi-dry seasons, which makes the present invention innovative due to the flexibility of its use, since the formulation can be applied for controlling the main weeds that affect sugarcane crops both as cane-plant and as ratoon sugarcane, in different soil textures, production environments and seasons (wet, semi-wet, dry and semi-dry).
Those skilled in the art will appreciate that modifications can be made to the present invention without departing from the concepts disclosed in the above specification. Accordingly, the preferred embodiments described in detail herein are only for illustrative purposes and do not limit the scope of the invention.
2015296907 20 Jun 2019

Claims (12)

  1. (1) an herbicidal mixture consisting essentially of two herbicides selected from the group consisting of:
    (a) a herbicide pesticide which is sulfentrazone;
    (b) at least one herbicide pesticide selected from the group of urea, selected from Tebuthiuron, Diuron, Chloro to luron, Dimefuron, Fluometuron, Isoproturon, Isouron, Karbutilate, Linuron, Methabenzthiazuron, Metobenzuron, Metoxuron, Monolinuron, Neburon, Siduron, and mixtures thereof and further comprising;
    1. Pre- and post-emergence broad spectrum herbicidal formulation when used for treatment of sugar cane crops, comprising:
  2. 2. Formulation when used according to claim 1, wherein the urea is tebuthiuron.
    (2) a mixture of dispersants selected from the group consisting of:
    (a) acrylic polymers, selected from styrene acrylic polymer, modified styrene acrylic polymer, acrylic copolymer solution, random non-ionic polymeric, amphoteric polymeric dispersant, polyester/polyamine condensation polymer, sodium salt of polyacrylate, sodium salt of acrylic acid/maleic acid copolymer, sodium salt of maleic acid/olefin copolymer, sodium salt of polycarboxylate, vinylpyrrolidone homopolymer, vinylpyrrolidone/vinylacetate copolymer; and (b) lignin, such as calcium and sodium lignosulfonate;
    tristyrylphenols, selected from tristyrylphenol PEO (10); tristyrylphenol PEO (16); tristyrylphenol PEO (20); tristyrylphenol PEO (25); tristyrylphenol PEO (40); tristyrylphenol PEO (54); distryrylphenol PEO (8); distyrylphenol PEO (13); distyrylphenol PEO (17);
    tristyrylphenol PEO - PPO; polyaryl phosphate ester PEO (16); amine salt of polyaryl phosphate ester PEO (16); potassium salt of polyaryl phosphate ester PEO (16); tristyrylphenol polyalkylene oxide block copolymer; triethylamine salt or ethoxylated tristyrylphenol phosphate ester-PEO 16.
    22938719
    2015296907 20 Jun 2019
  3. 3. Formulation when used according to claim 1 or claim 2, wherein the formulation is an aqueous suspension.
  4. 4. Formulation when used according to any of claims 1 to 3, wherein it further comprises additives selected from antifreeze agents, stabilizing agents, preservatives and anti-foaming agents.
  5. 5. Formulation when used according to claim 4, wherein the antifreeze agent is selected from glycol and urea.
  6. 6. Formulation when used according to claim 5, wherein the stabilizing agent is selected from xanthan gum, silicates, silicon oxide and bentonite.
  7. 7. Formulation when used according to any of claims 1 to 6, wherein the sulfentrazone is present in a concentration of 26.5 g/L to 750 g/L and urea is present in a concentration of 31 g/L to 750 g/L.
  8. 8. Formulation when used according to claim 7, wherein the sulfentrazone is present in a concentration of 265 g/L and urea is present in a concentration of 310 g/L.
  9. 9. Formulation when used according to any one of claims 1 to 8, wherein it is in the form of wettable granules, wettable powder, powder, microencapsulated, foliar, furrow, concentrated solution, dispersible oil and emulsifiable concentrate.
  10. 10. Formulation when used according to any one of claims 1 to 9, wherein it further comprises an active compound selected from the group consisting of insecticides, fungicides, fertilizers and growth regulators.
  11. 11. Method for controlling undesirable weeds selected from crabgrass complex (Digitaria horizontalis, Digitaria nuda and others), guinea grass (Panicum maximum), Surinam grass (Brachiaria decumbens), morning glories (Ipomoea grandifolia, Ipomoea nil, Ipomoea quamoclit, Ipomea purpurea, Ipomoea hederifolia, Merremia cissoids and Merremia aegypta), beggar-ticks (Bidens pilosa), Java grass or purple nut sedge (Cyperus rotundus and Cyperus spp), Indian goosegrass or crowfoot grass (Eleusine indica), southern sandbur (Cenchrus echinatus), velvet bean or mucuna (Mucuna pruriens), wild poinsettia or milkweed (Euphorbia heterophylla), Paraguayn starbur (Acanthospermum
    22938719
    2015296907 20 Jun 2019 australe), Slender amaranth (Amaranthus viridis), Alexandergrass (Brachiaria plantaginea), Benghal dayflower (Commelina benghalensis), Lilac tasselflower (Emilia sonchifolia), Wild poinsettia or milkweed (Euphorbia heterophylla), Gallant solider (Galinsoga parviflora), Purslane or pigweed (Portulaca oleracea), Brazilian calla-lily or Brazil pusley (Richardia brasiliensis), Flannel weed (Sida cordifolia), Southern sida (Sida glaziovii), Southern sida (Sida rhombifolia), Buttonweed or broad-leaved buttonweed (Spermacoce latifolia), wherein it comprises applying a formulation according to the definitions of any one of claims 1 to 10 to a plant.
  12. 12. Method for increasing crop yield, characterized in that it comprises applying a formulation as defined in any of claims 1 to 10 to a plant.
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