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WO2024236450A1 - Synergistic herbicidal composition for weed control - Google Patents

Synergistic herbicidal composition for weed control Download PDF

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Publication number
WO2024236450A1
WO2024236450A1 PCT/IB2024/054589 IB2024054589W WO2024236450A1 WO 2024236450 A1 WO2024236450 A1 WO 2024236450A1 IB 2024054589 W IB2024054589 W IB 2024054589W WO 2024236450 A1 WO2024236450 A1 WO 2024236450A1
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composition
present
herbicidal composition
agrochemically acceptable
ester
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Sunita Malhotra
Surender Kumar
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01PBIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P13/00Herbicides; Algicides
    • 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
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • 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
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/541,3-Diazines; Hydrogenated 1,3-diazines

Definitions

  • the present invention relates to a synergistic herbicidal composition for weeds control in preemergence, early post emergence to late post emergence weed stage. More particularly, the present invention relates to a synergistic herbicidal composition comprising bioactive amounts of Haloxyfop or its agrochemically acceptable salts, ester or derivatives, Pyrithiobac or its agrochemically acceptable salts, ester or derivatives, and at least one another herbicide selected from Fenoxaprop, Oxyfluorfen and Propaquizafop or their agrochemically acceptable salts, ester or derivatives for control of undesirable vegetation including broadleaved weeds, gramineous weeds, sedges and grasses in various crops.
  • the present invention also relates to process for preparing the said composition and its use as herbicide.
  • Herbicides are pesticides useful for killing or controlling unwanted plants/weeds.
  • the agriculture industry uses a wide range of herbicides, primarily to control undesired growth of weeds which interfere with growth, development, yield and quality of agricultural crops. More so, they are used to provide an optimum environment for growth and propagation of plant varieties. Modem herbicides are used to either control or suppress these undesirable plants so as to allow sown crops a greater share of nutrient.
  • Unchecked weed growth in such useful crops can cause significant reduction in productivity and thereby result in increased costs to the consumer.
  • the control of undesired vegetation in non-crop areas is also important.
  • Many products are commercially available for these purposes, but the need continues for new products that are more effective, synergistic, less costly, less toxic, environmentally safer or have different modes of action and not resistant to weeds.
  • a common problem with selective herbicides is its weed control spectrum, meaning the range of weed species effectively controlled by the herbicide, does not cover the full diversity of weeds affecting the crop and are not broad spectrum in nature. It is therefore, a practice to apply two or more herbicides simultaneously in order to achieve maximum spectrum of control. But it requires a lot of human ingenuity and rigorous efforts to identify compatibility between the active ingredients and the specific ratios in which these components must be mixed so as to obtain the maximum desired results.
  • a common problem with selective herbicides is its weed control spectrum, meaning the range of weed species effectively controlled by the herbicide, does not cover the full diversity of weeds affecting the crop and are not broad spectrum in nature.
  • Combinations of herbicides are used to control a broader range of weeds.
  • the combination of herbicides may not always result in the desired effect.
  • Combination of herbicides may lead to an additive effect or an antagonistic effect. It may also result in phytotoxicity to the crops making it an undesirable combination.
  • Agronomists must therefore, carefully select the herbicides that can be combined to offer a synergistic effect that would control weeds while having no phytotoxic effect on the crop, and reduce the chances of development of herbicide resistant weeds.
  • herbicidal composition comprising Pyrithiobac- sodium and a herbicide selected from any one of: Quizalofop-p-ethyl, Fenoxaprop-p-ethyl, Sethoxydim or clethodim for controlling weeds in cotton crop.
  • CN101595877 discloses herbicidal composition by combining the active component of Pyrithiobac-sodium with any one of Quizalofop-p-ethyl, haloxyfop-R-methyl, clethodim and a Fluazifop-p-butyl herbicide, wherein the weight ratio ofthe two is 1: 20-20: 1.
  • Haloxyfop is ( ⁇ )-2-[4-[[3-chloro-5-(trifluoromethyl)-2-pyridinyl]oxy]phenoxy]propanoic acid and possesses the following structure:
  • Haloxyfop refers to (5)-(-)-2-[4-[[3-chloro-5-(trifluoromethyl)-2- pyridinyl]oxy]phenoxy]propanoic acid. As used herein, and unless otherwise indicated, Haloxyfop also refers to an enantiomer of ( ⁇ )-2-[4-[[3-chloro-5-(trifluoromethyl)-2- pyridinyl]oxy]phenoxy]propanoic acid, or a mixture of enantiomers thereof.
  • Haloxyfop also refers to (R)-(+)-2-[4-[[3-chloro-5-(trifluoromethyl)-2-pyridinyl]oxy]phenoxy]propanoic acid, which is commonly known as Haloxyfop-P.
  • an agrochemically acceptable ester or salt of Haloxyfop encompasses all of the agrochemically acceptable esters or salts of Haloxyfop known in the art or provided herein including Haloxyfop-sodium, haloxyfop- methyl or haloxyfop-P -methyl, haloxyfop-R-methyl haloxyfop-etotyl or haloxyfop-P-etotyl.
  • Haloxyfop or its agrochemically acceptable ester or salt thereof is exemplified in The Pesticide Manual, Fifteenth Edition, 2009.
  • exemplary uses of haloxyfop include post-emergence control of annual and perennial grasses in sugar beet, fodder beet, oilseed rape, potatoes, leaf vegetables, onions, flax, sunflowers, soybeans, vines, strawberries, rice and other crops.
  • Pyrithiobac acid or its salts encompasses its agrochemically acceptable salts, esters, derivatives or any other modified form of Pyrithiobac acid.
  • Pyrithiobac acid having IUPAC name 2-chloro-6-(4,6-dimethoxypyrimidin-2-ylthio)benzoic acid belongs to the group of pyrimidinyl benzoate class of herbicide. Chemical structure of Pyrithiobac is as under:
  • Pyrithiobac acts by inhibition of Acetolactate Synthase (ALS) or Acetohydroxy Acid Synthase (AHAS) inhibitor.
  • Selectivity is based on differing rates of metabolism. It is rapidly absorbed by both roots and foliage and translocated in both the xylem and phloem to the site of action at the growing points. It is used as a broad spectrum of selectivity and used at low rates as pre-emergence or post-emergence treatments in many cropping systems, trees and vines, roadsides, range and pasture, turf, and vegetation management, mainly to control annual grasses and broadleaf weeds in cotton.
  • Pyrithiobac When Pyrithiobac is used as an ester or a salt, its identity is stated as Pyrithiobac-sodium (IUPAC: sodium 2-chloro-6-[(4,6-dimethoxypyrimidin-2-yl)thio]benzoate). Pyrithiobac- sodium is a post-emergence herbicide for the control of broad-leaved weeds in cotton and other crops. Pyrithiobac has, however, been shown to be antagonistic to some other herbicides in tank-mixes. Thus, compositions comprising combination with Pyrithiobac- sodium are difficult to formulate.
  • Oxyfluorfen is 2-chloro-4-(trifluoromethyl)phenyl 3-ethoxy-4-nitrophenyl ether and possesses the following structure:
  • Oxyfluorfen examples include pre- or post-emergence control of annual broadleaf weeds and grasses in temperate, tropical and subtropical crops. It acts by inhibition of protoporphyrinogen oxidase (PPO). It is absorbed more readily by foliage (and especially the shoots) than by roots with very little translocation.
  • PPO protoporphyrinogen oxidase
  • Fenoxaprop is (2RS)-2- ⁇ 4-[(6-chloro-l,3-benzoxazol-2-yl)oxy]phenoxy ⁇ propanoic acid and possesses the following structure: Fenoxaprop-p-ethyl (IUPAC: ethyl (R)-2- ⁇ 4-[(6-chloro-l,3-benzoxazol-2- yl)oxy]phenoxy ⁇ propionate) of the structure: encompasses its agrochemically acceptable salt(s), ester(s), derivative(s) or any other modified form of Fenoxaprop-p-ethyl.
  • Fenoxaprop-p-ethyl belongs to the group of aryloxyphenoxypropionate herbicide.
  • Propaquizafop is a chemical compound from the group of quinoxalines. Propaquizafop is used as an herbicide for selective weed control in the post-emergence against a wide range of annual and perennial grasses in sugar beets, canola, soybean, sunflower, other crops, vegetables, fruit trees, wine and forestry. The effect is due to inhibition of the acetyl-CoA carboxylase (ACCase). Propaquizafop is a systemic herbicide, which is quickly absorbed by the leaves and translocated from the foliage to the growing points of the leaves and roots of the sprayed weeds.
  • ACCase acetyl-CoA carboxylase
  • compositions and processes comprising combination of herbicides having different mode of action to give improved herbicidal bio-efficacy, broad-spectrum activity with better weed control, increased crop yield and reduced weed resistance and better crop safety by having targeted action on weeds and minimum damage to succeeding crops.
  • compositions and processes comprising combinations of herbicides having different mode of action to give improved herbicidal bio-efficacy, broad-spectrum activity with better weed control, increased crop yield and reduced weed resistance, weed infestations and reduced or no phytotoxicity.
  • present invention aims to overcome the problems of the prior art and provide a synergistic herbicidal composition
  • a synergistic herbicidal composition comprising bioactive amounts of Haloxyfop or its agrochemically acceptable salts, ester or derivatives, Pyrithiobac or its agrochemically acceptable salts, ester or derivatives, and at least one another herbicide selected from Fenoxaprop, Oxyfluorfen and Propaquizafop or their agrochemically acceptable salts, ester or derivatives, for control of undesirable vegetation including broad-leaved weeds, gramineous weeds, sedges and grasses in various crops.
  • the present invention also aims to eliminate the chances of re-emergence or germination of weeds. OBJECTIVES AND ADVANTAGES OF THE INVENTION
  • Yet another objective of the present invention is to provide a method of improving plant health and increasing crop yield by using synergistic herbicidal composition
  • synergistic herbicidal composition comprising bioactive amounts of Haloxyfop or its agrochemically acceptable salts, ester or derivatives, Pyrithiobac or its agrochemically acceptable salts, ester or derivatives, and at least one another herbicide selected from Fenoxaprop, Oxyfluorfen and Propaquizafop or its agrochemically acceptable salts, ester or derivatives.
  • It is another objective of the present invention to provide a novel process for preparing a novel and effective synergistic herbicidal composition comprising bioactive amounts of Haloxyfop or its agrochemically acceptable salts, ester or derivatives, Pyrithiobac or its agrochemically acceptable salts, ester or derivatives, and at least one another herbicide selected from Fenoxaprop, Oxyfluorfen and Propaquizafop or its agrochemically acceptable salts, ester or derivatives.
  • Another objective of the present invention is to provide a novel and effective synergistic herbicidal composition which is more stable and has enhanced shelflife.
  • Another objective of the present invention is to provide a novel and effective herbicidal composition which is synergistic and helps in resistance management.
  • Another objective of the present invention is to provide one shot application of novel and effective synergistic herbicidal composition for killing/ controlling highly resistant broad leaved weeds, grasses and sedges at lower application rates.
  • the present invention relates to a synergistic herbicidal composition
  • a synergistic herbicidal composition comprising: bioactive amount of Haloxyfop or its agrochemically acceptable salts, ester or derivatives, Pyrithiobac or its agrochemically acceptable salts, ester or derivatives, and at least one another herbicide selected from Fenoxaprop, Oxyfluorfen and Propaquizafop or its agrochemically acceptable salts, ester or derivatives.
  • the synergistic herbicidal composition comprises: a) Haloxyfop or its agrochemically acceptable salts, ester or derivatives; b) Pyrithiobac or its agrochemically acceptable salts, ester or derivatives; c) at least one another herbicide selected from Fenoxaprop, Oxyfluorfen; and Propaquizafop or their agrochemically acceptable salts, ester or derivatives; and d) One or more agrochemically acceptable excipients.
  • the synergistic herbicidal composition comprises: a) Haloxyfop or its agrochemically acceptable salts, ester or derivatives in the range of 5-30% by weight of the composition; b) Pyrithiobac or its agrochemically acceptable salts, ester or derivatives in the range of 0.1-20% by weight of the composition; c) at least one another herbicide selected from Fenoxaprop, Oxyfluorfen; and Propaquizafop or its agrochemically acceptable salts, ester or derivatives in the range of 0.1-10% by weight of the composition and d) One or more agrochemically acceptable excipients.
  • the synergistic herbicidal composition comprises: a) Haloxyfop r methyl in the range of 5-30% by weight of the composition; b) Pyrithiobac Sodium in the range of 0. 1-20% by weight of the composition; c) at least one another herbicide selected from Fenoxaprop, Oxyfluorfen; and Propaquizafop or its agrochemically acceptable salts, ester or derivatives in the range of 0.1-10% by weight of the composition and d) One or more agrochemically acceptable excipients.
  • the synergistic herbicidal composition comprises: a) Haloxyfop r methyl in the range of 5-30% by weight of the composition; b) Pyrithiobac Sodium in the range of 0. 1-20% by weight of the composition; c) Fenoxaprop or its agrochemically acceptable salts, ester or derivatives in the range of 0.1-10% by weight of the composition and d) One or more agrochemically acceptable excipients.
  • the synergistic herbicidal composition comprises: a) Haloxyfop r methyl in the range of 5-30% by weight of the composition; b) Pyrithiobac Sodium in the range of 0. 1-20% by weight of the composition; c) Fenoxaprop p-ethyl in the range of 0.1-10% by weight of the composition and d) One or more agrochemically acceptable excipients.
  • the synergistic herbicidal composition comprises: a) Haloxyfop r methyl in the range of 5-30% by weight of the composition; b) Pyrithiobac Sodium in the range of 0. 1-20% by weight of the composition; c) Quizalofop or its agrochemically acceptable salts, ester or derivatives in the range of 0.1-10% by weight of the composition and d) One or more agrochemically acceptable excipients.
  • the synergistic herbicidal composition comprises: a) Haloxyfop r methyl in the range of 5-30% by weight of the composition; b) Pyrithiobac Sodium in the range of 0. 1-20% by weight of the composition; c) Propaquizafop or its agrochemically acceptable salts, ester or derivatives in the range of 0.1-10% by weight of the composition and d) One or more agrochemically acceptable excipients.
  • the synergistic herbicidal composition comprises: a) Haloxyfop or its agrochemically acceptable salts, ester or derivatives as 13.5% by weight of the composition; b) Pyrithiobac or its agrochemically acceptable salts, ester or derivatives as 7.5% by weight of the composition; c) at least one another herbicide selected from Fenoxaprop, Oxyfluorfen; and Propaquizafop or its agrochemically acceptable salts, ester or derivatives as 0.5-1% by weight of the composition and d) One or more agrochemically acceptable excipients.
  • the synergistic herbicidal composition comprises: a) Haloxyfop or its agrochemically acceptable salts, ester or derivatives as 13.5% by weight of the composition; b) Pyrithiobac or its agrochemically acceptable salts, ester or derivatives as 7.5% by weight of the composition; c) at least one another herbicide selected from Fenoxaprop, Oxyfluorfen; and Propaquizafop or its agrochemically acceptable salts, ester or derivatives as 1% by weight of the composition and d) One or more agrochemically acceptable excipients.
  • the synergistic herbicidal composition comprises: a) Haloxyfop or its agrochemically acceptable salts, ester or derivatives as 13.5% by weight of the composition; b) Pyrithiobac or its agrochemically acceptable salts, ester or derivatives as 7.5% by weight of the composition; c) Fenoxaprop or its agrochemically acceptable salts, ester or derivatives as 1% by weight of the composition and d) One or more agrochemically acceptable excipients.
  • the synergistic herbicidal composition is either a microemulsion (ME) or Emulsifiable concentrate (EC) or Soluble concentrate (SL) formulation.
  • a process for preparation of the synergistic herbicidal composition comprising: a) Haloxyfop or its agrochemically acceptable salts, ester or derivatives; b) Pyrithiobac or its agrochemically acceptable salts, ester or derivatives; c) at least one another herbicide selected from Fenoxaprop, Oxyfluorfen; and Propaquizafop or its agrochemically acceptable salts, ester or derivatives and d) One or more agrochemically acceptable excipients.
  • the present herbicidal composition is stable and has enhanced shelflife.
  • Also provided herein are methods of controlling undesirable vegetation comprising contacting the vegetation or the locus thereof (i.e., area adjacent to the vegetation) with, or applying to the soil or water to prevent the emergence or growth of vegetation, bioactive amount of Haloxyfop or its agrochemically acceptable salts, ester or derivatives, Pyrithiobac or its agrochemically acceptable salts, ester or derivatives, and at least one another herbicide selected from Fenoxaprop, Oxyfluorfen and Propaquizafop or its agrochemically acceptable salts, ester or derivatives,
  • the present herbicidal composition can be applied to a plant/crop by spraying, rubbing, atomizing, irrigating, evaporating, dusting, fogging, broadcasting, pouring, mist blowing, soil mixing, foaming, painting, spreading-on, drenching, dipping or drip irrigation, etc.
  • the present herbicidal composition can be applied to cotton, wheat, soyabean, rice, ground nut, pulses including black gram, paddy and vegetables including but not limited to okra, tomato, sugar beet, egg-plants, lettuce, iceberg lettuce, pepper, cucumber, squash, melon, bean, dry-beans, peas, leek, garlic, onion, cabbage, carrot, cluster bean , tuber such as potato, sugar cane, tobacco, coffee, turf and forage, cruciferous, cucurbits, grapevines, tea, pepper, fodder beet, oil seed rape, pansy, impatiens, petunia, menthe, jute and geranium, etc.
  • pulses including black gram, paddy and vegetables including but not limited to okra, tomato, sugar beet, egg-plants, lettuce, iceberg lettuce, pepper, cucumber, squash, melon, bean, dry-beans, peas, leek, garlic, onion, cabbage,
  • the herbicidal composition of the present invention further comprises one or more agrochemically acceptable excipients including but not limited to the group comprising surfactant/dispersing agent(s)[ionic/anioinic/non-ionic], anti-freezing agent(s), emulsifier(s), co-emulsifier(s), safener(s), anti-foaming agent/defoamer(s), wetting agent(s), suspension aid(s), antimicrobial/anti-bacterial agent(s), thickening agentZthickener(s), quick coating agent(s) or sticking agents/sticker(s), spreader(s), binder(s), anti-caking agent(s), pH adjusting agent(s), adjuvant(s), fdler(s), colorant(s), buffering agent(s), solvent(s), co-solvent(s) or a combination thereof.
  • agrochemically acceptable excipients including but not limited to the group comprising surfactant/dispersing agent(s)[ionic
  • Additional components may also be included, e.g., protective colloids, adhesives, thixotropic agents, penetration agents, stabilisers, sequestering agents. More generally, the active materials can be combined with any solid or liquid carrier/additive, which complies with usual formulation techniques.
  • the present herbicidal composition can be formulated as one or more of Capsule suspension (CS), Dispersible concentrate (DC), Dustable powder (DP), Powder for dry seed treatment (DS), Emulsifiable concentrate (EC), Emulsifiable granule (EG), Emulsion water-in-oil (EO), Emulsifiable powder (EP), Emulsion for seed treatment (ES), Emulsion oil-in-water (EW), Flowable concentrate for seed treatment (FS), Granules (GR), Micro-emulsion (ME), Oil-dispersion (OD), Oil miscible flowable concentrate (OF), Oil miscible liquid (OL), Oil dispersible powder (OP), Suspension concentrate (SC), Suspension concentrate for direct application (SD), Suspo- emulsion (SE), Water soluble granule (SG), Soluble concentrate (SL), Spreading oil (SO), Water soluble powder (SP), Water soluble tablet (ST), Ultra-low volume (ULV) suspension
  • CS Capsule
  • the herbicidal composition is formulated as Emulsifiable concentrate (EC) and Micro-emulsion (ME), Soluble concentrate (SL) or suspension concentrate (SC)
  • the herbicidal composition is formulated as micro-emulsion (ME).
  • control means to prevent the appearance of undesired vegetation or to reduce its growth or vigor.
  • active ingredient refers to that component of the composition responsible for control and killing of weeds.
  • plants and “vegetation” include, but are not limited to, germinant seeds, emerging seedlings, plants emerging from vegetative propagules, and established vegetation.
  • locus shall denote the vicinity of a desired crop in which weed control, typically selective weed control, of weeds is desired.
  • the locus includes the vicinity of desired crop plants wherein the weed infestation has either emerged or is yet to emerge.
  • crop shall include a multitude of desired crop plants or an individual crop plant growing at a locus.
  • non-crop areas shall include airport, railway stations, metro areas, between trees, horticulture areas, industrial areas, etc
  • herbicide is used herein to mean an active ingredient that kills, controls or otherwise adversely modifies the growth of plants.
  • An herbicidal effective or vegetation controlling amount is an amount of active ingredient which causes a “herbicidal effect,” i.e., an adversely modifying effect and includes deviations from natural development, killing, regulation, desiccation, retardation, and the like.
  • health of a plant or "plant health” is defined as a condition of the plant and/or its products. As a result of the improved health; yield, plant vigour, quality and tolerance to abiotic or biotic stress is increased.
  • Increased yield can be characterized, among others, by the following improved properties of the plant: increased plant weight, increased plant height, increased biomass such as higher overall fresh weight (FW), increased number of flowers per plant, higher grain yield, more tillers or side shoots (branches), larger leaves, increased shoot growth, increased protein content, increased oil content, increased starch content, increased pigment content, increased leaf are index.
  • FW overall fresh weight
  • branches side shoots
  • the active herbicidal compound as mentioned above to be used in the composition of the present invention can be in the form of base or any salt form or ester form of the active which is known in the art.
  • Haloxyfop or its agrochemically acceptable salts, ester or derivatives is preferably Haloxyfop- R-methyl or Haloxyfop- P- methyl.
  • Haloxyfop or its agrochemically acceptable salts, ester or derivatives is selected as Haloxyfop- R-methyl.
  • Pyrithiobac or its agrochemically acceptable salts ester or derivatives is preferably Pyrithiobac sodium.
  • Fenoxaprop or its agrochemically acceptable salts ester or derivatives is preferably Fenoxaprop p-ethyl.
  • Haloxyfop- R-methyl is present in an amount of 13.5% by weight of the total composition.
  • Pyrithiobac sodium is present in an amount of 7.5% by weight of the total composition.
  • At least one another herbicide selected from Fenoxaprop p-ethyl, Oxyfluorfen and Propaquizafop is present in an amount of 1% by weight of the total composition.
  • composition of the present invention is applied in one shot application for killing/ controlling highly resistant broad leaved weeds, grasses, gramineous weeds and sedges at lower application rates.
  • the present herbicidal composition can be formulated as one or more of Capsule suspension (CS), Dispersible concentrate (DC), Dustable powder (DP), Powder for dry seed treatment (DS), Emulsifiable concentrate (EC), Emulsifiable granule (EG), Emulsion water-in-oil (EO), Emulsifiable powder (EP), Emulsion for seed treatment (ES), Emulsion oil-in-water (EW), Flowable concentrate for seed treatment (FS), Granules (GR), Micro-emulsion (ME), Oil-dispersion (OD), Oil miscible flowable concentrate (OF), Oil miscible 15 liquid (OL), Oil dispersible powder (OP), Suspension concentrate (SC), Suspension concentrate for direct application (SD), Suspo- emulsion (SE), Water soluble granule (SG), Soluble concentrate (SL), Spreading oil (SO), Water soluble powder (SP), Water soluble tablet (ST), Ultra-low volume (ULV)
  • CS Capsule
  • the herbicidal composition is formulated as Emulsifiable concentrate (EC) and Micro-emulsion (ME), Soluble concentrate (SL) or suspension concentrate (SC). In yet another preferred embodiment of the present invention, the herbicidal composition is formulated as micro-emulsion (ME).
  • the yield of the treated plant is increased.
  • compositions described herein are applied as a post-emergence application, pre-emergence application, or in-water application or water bodies ⁇ e.g., ponds, lakes and streams), to relatively immature undesirable vegetation to achieve the maximum control of weeds.
  • the herbicidal synergistic composition of present invention controls all kind of monocots, dicots, gramineous and sedges weeds.
  • the most common weeds controlled are selected from Abutilon indicum, Acalypha indica, Acanthospermum hispidum, Achyranthes aspera, Aerva tomentosa, Ageratum conyzoides, Alhagi camelorum, Amaranthus hybridus, Amaranthus spinosus, Amaranthus viridis, Ammannia baccifera, Anagallis arvensis, Argemone mexicana, Artemisia nilagiricia, Asphodelus tenuifolius, Avena fatua, Avena ludoviciana, Bidens pilosa, Boerhaavia diffusa, Boerhavia repanda, Brachiaria sp., Brachiaria mutica, Brassica kaber, Bromus tectorum, Calotropis
  • Daucus carota Digera arvensis, Digitaria sanguinalis, Dinebra retroflexa, Echinochloa sp, Echinochola colonum, Echinochola crusgalli, Eclipta alba, Eichhomia crassipes, Elephantopus scaber, Cynodan sp.
  • Cynodon dactylon (Dhoob grass), Paspalum conjugalum (Hilo grass) , Cyperus spp., (Purplenut shedge), Digeria aruensis (False Amaranth), Digiteria sanguinalis, Eleusine indica, Borreriabispida, Conyzoids, Digitaria ciliaris, Eragrostis major, Euphorbia geniculata, jugatum, Euphorbia hirta, Pospalumcon, Fimbristylis miliacea, Fumaria indica,
  • Gynandropsis gynandra Euphobia spp, Heliotropium indicum, Ludwigia , Indigofera glandulosa, Echinocloa crusgalli (barnyard grass), Pnicum isochmi, Ipomea aquatica, Lantana camara, Lathyrus aphaca (Meadow Pea), Launaea asplenifolia, Cyperus difformis , Cyperus iria , Launaea nudicaulis, Leucas aspera, Marsilea quadrifoliata, Medicago denticulate, Mimosa pudica, Melilotus alba, Melilotus indica, Melilotus spp (Sweet clover), Ocimum canum, Oenothera biennis, Opuntia dillenil, Orobanche ramosa, Oryza longistaminata, Oryza sativa, Oxalis comic
  • the synergistic herbicidal composition of present invention is effective in controlling the growth of undesirable vegetation, e.g., in monocot and dicot crops including genetically modified and conventional or non-genetically modified varieties of sugarcane (Saccharum officinarum), Cotton, Wheat, Rice, Com/Maize (Zea mays), Paddy, Sorghum (Sorghum bicolor), Pearl millet (Pennisetum glaucum), Soybean (Glycinmax), Peanut (Arachis hypogaea), Ground nut, Sunflower (Helianthus annuus), Green gram (Vigna radiata), Black gram (Vigna mungo), Chickpea (Cicer aritinum), Cowpea (Vigna unguiculata), Redgram (Cajanus cajan), Frenchbean (Phaseolus vulgaris), Indian bean (Lablab purpureus), Horse gram (Macrotyloma uniflorum), Field pea (Pi).
  • compositions and methods provided herein are utilized to control weeds in crops, including but not limited to direct-seeded, water-seeded and transplanted rice, wheat, barley, oats, rye, sorghum, soybean, green bean, garbanzo bean, comZmaize, cotton, pastures, grasslands, rangelands, fallowland, fallow-bed prior to planting crops, tree, vine and fruit orchards, including, but not limited to, citrus, grapes, almond, apple, apricot, avocado, beechnut, Brazil nut, butternut, cashew, cherry, chestnut, chinquapin, crab apple, date, feijoa, fig, filbert, hickory nut, kiwi, loquat, macadamia nut, mayhaws, nectarine, olives, peach, pear, pecan, persimmon, pistachio, plum, pomegranates, prune, quince,
  • a synergistic herbicidal composition comprising active ingredients present in the weight % range as given below: along with one or more of agrochemically acceptable excipients.
  • the herbicidal composition of the present invention further comprises one or more agrochemically acceptable excipients including but not limited to the group comprising surfactant/dispersing agent(s)[ionic/anioinic/non-ionic], anti-freezing agent(s), emulsifier(s), co-emulsifier(s), safener(s), anti-foaming agentZdefoamer(s), wetting agent(s), suspension aid(s), antimicrobial/anti-bacterial agent(s), thickening agentZthickener(s), quick coating agent(s) or sticking agentsZsticker(s), spreader(s), binder(s), anti-caking agent(s), pH adjusting agent(s), adjuvant(s), fdler(s), colorant(s), buffering agent(s), solvent(s), co-solvent(s) or a combination thereof.
  • agrochemically acceptable excipients including but not limited to the group comprising surfactant/dispersing agent(s)[ionic
  • Additional components may also be included, e.g., protective colloids, adhesives, thixotropic agents, penetration agents, stabilisers, sequestering agents. More generally, the active materials can be combined with any solid or liquid carrier/additive, which complies with usual formulation techniques.
  • Suitable liquid carriers that may be employed in a composition of the present invention may include but not limited to water or organic solvents.
  • the organic solvents include, but are not limited to, petroleum fractions or hydrocarbons such as mineral oil, aromatic solvents, paraffinic oils, and the like; vegetable oils such as soybean oil, rapeseed oil, olive oil, castor oil, sunflower seed oil, coconut oil, com oil, cottonseed oil, linseed oil, palm oil, peanut oil, safflower oil, sesame oil, tung oil and the like; esters of the above vegetable oils; esters of monoalcohols or dihydric, trihydric, or other lower polyalcohols (4-6 hydroxy containing), such as 2-ethyl hexyl stearate, n-butyl oleate, isopropyl myristate, propylene glycol dioleate, di -octyl succinate, di-butyl adipate, di -octyl
  • Organic solvents include, but are not limited to toluene, xylene, MTO(mineral turpentine oil), CIX solvent, petroleum naphtha, crop oil, acetone, methyl ethyl ketone, cyclohexanone, trichloroethylene, perchloroethylene, ethyl acetate, amyl acetate, butyl acetate, propylene glycol monomethyl ether and diethylene glycol monomethyl ether, methyl alcohol, ethylalcohol, isopropyl alcohol, amyl alcohol, ethylene glycol, propylene glycol, glycerine, N-methyl-2-pyrrolidinone(NMP), N,N-dimethyl alkylamides, dimethyl sulfoxide, Dimethyl Sulfoxide, DMF(dimethyl formamide), NBA(N- butyl alcohol) or combination thereof.
  • toluene xylene
  • MTO mineral turpentine oil
  • Solid carriers that may be employed in the compositions of the present invention may include but are not limited to attapulgite, pyrophyllite clay, silica, kaolin clay, kieselguhr, chalk, diatomaceous earth, lime, calcium carbonate, bentonite clay, Fuller's earth, talc, cottonseed hulls, wheat flour, soybean flour, pumice, wood flour, walnut shell flour, lignin, cellulose or combination thereof.
  • Surfactants that are used as dispersants have the ability to adsorb strongly onto a particle surface and provide a charged or stearic barrier to re-aggregation of particles.
  • the most commonly used surfactants are anionic, non-ionic, or mixtures of the two types, the most common dispersants are sodium lignosulphonates.
  • sodium lignosulphonates For suspension concentrates, very good adsorption and stabilization are obtained using polyelectrolytes, such as sodium naphthalene sulphonate formaldehyde condensates. Tristyrylphenolethoxylate phosphate esters are also used.
  • Nonionics such as alkylarylethylene oxide condensates and EO-PO block copolymers are sometimes combined with anionics as dispersants for suspension concentrates.
  • anionics such as alkylarylethylene oxide condensates and EO-PO block copolymers
  • dispersants new types of very high molecular weight polymeric surfactants have been developed as dispersants. These have very long hydrophobic ‘backbones’ and a large number of ethylene oxide chains forming the ‘teeth’ of a ‘comb’ surfactant.
  • These high molecular weight polymers can give very good long-term stability to suspension concentrates because the hydrophobic backbones have many anchoring points onto the particle surfaces.
  • dispersants used herein include but not limited to Polyarylphenyl ether phosphate, tristyryl phenol ethylated /Acrylic Copolymer/ Ethoxylated Tristryl phenol Sulphate, Naphthalene sulfonic acid, sodium salt condensate with formaldehyde, Ethoxylated oleyl cetyl alcohol, Polyalkelene glycol ether, Ethoxylated Fatty alcohol, sodium polycarboxylate, sodium lignosulphonates, calcium ligno sulphate, Poly aryl phenyl ether phosphate, Tristyrylphenol Ethoxylate Amine salt of phosphate, tristyryl phenol ethylate, Acrylic Copolymer, Ethoxylated Tristryl phenol Sulphate, Naphthalene sulfonic acid, sodium salt condensate with formaldehyde, Ethoxylated oleyl cetyl alcohol, Polyalkelene glycol,
  • Emulsifiers as used herein is selected from group comprising calcium hydroxyapatite, Potassium Dihydrogen Phosphate, Sodium Hydroxide, carbonated apatite, calcium carbonate, sodium bicarbonate, tricalcium phosphate, calcium phosphates, carbonated calcium phosphates, amine monomers, lactate dehydrogenase, magnesium hydroxide, Tall oil or its ethoxylates, Castor oil ethoxylates, Calcium alkyl benzene sulfonate, anioinic/non- ionic/alcohol ethoxylate/block copolymer/ethoxylate, Polyalkylene oxide block copolymer, High molecular weight polymer, PEG- 10, PPG-5 cetyl phosphate, nonionic emulsifier such as Tristyryl phenolethoxylate, Blend of nonionic-anionic emulsifiers such as castor oil ethoxylates, alkoxylated alcohols
  • Co-emulsifier used in the composition of the present invention includes various alcohol based co-emulsifier and preferably tall oil fatty acid based co-emulsifier including Altapyne L- 1.
  • anti-freezing agent as used herein can be selected from the group comprising polyethylene glycols, methoxypolyethylene glycols, propylene glycol, polypropylene glycols, polybutylene glycols, glycerine, ethylene glycol, diethylene glycol, urea or combination thereof.
  • a weting agent is a substance that when added to a liquid increases the spreading or penetration power of the liquid by reducing the interfacial tension between the liquid and the surface on which it is spreading.
  • Weting agents are used for two main functions in agrochemical formulations: during processing and manufacture to increase the rate of weting of powders in water to make concentrates for soluble liquids or suspension concentrates; and during mixing of a product with water in a spray tank or other vessel to reduce the weting time of wetable powders and to improve the penetration of water into water-dispersible granules.
  • weting agents used herein include but not limited to sodium lauryl sulphate; sodium dioctylsulphosuccinate; Tristyrylphenol ethoxylate non-ionic emulsifier/ mixture of non-ionic surfactants & alkoxylated Alcohol/Block copolymer, alkyl phenol ethoxylates; and aliphatic alcohol ethoxylates and the salts thereof or mixtures thereof.
  • Anti-foaming agent /defoamer used herein is selected from group comprising silicon emulsion based anti-foam agents, Siloxane polyalkyleneoxide, trisiloxane ethoxylates, long chain alcohols; faty acids; salts of faty acids; organofluorine compounds or mixtures thereof.
  • Suspension aid in the present description denotes a natural or synthetic, organic or inorganic material with which the active substance is combined in order to facilitate its application to the plant, to the seeds or to the soil.
  • This carrier is hence generally inert, and it must be agriculturally acceptable, in particular to the plant being treated.
  • the carrier may be solid (clays, natural or synthetic silicates, silica, resins, waxes, solid fertilizers, and the like or mixtures thereof) or liquid (water, alcohols, ketones, petroleum fractions, aromatic or paraffinic hydrocarbons, chlorinated hydrocarbons, liquefied gases, and the like or mixtures thereof).
  • antimicrobial/anti-bacterial agents are used to eliminate or reduce their effect.
  • examples of such agents include, but are not limited to: propionic acid and its sodium salt; sorbic acid and its sodium or potassium salts; benzoic acid and its sodium salt; p-hydroxy benzoic acid sodium salt; methyl p-hydroxy benzoate; and biocide such as sodium benzoate, 1,2- benzisothiazoline-3-one, 2-methyl-4-isothiazolin-3-one, 5-chloro-2-methyl-4-isothiazolin-3- one, potassium sorbate, parahydroxy benzoates, Benzisothiazolin-3-one / Formaldehyde or mixtures thereof.
  • Suitable colorants include both pigments, which are sparingly soluble in water, and dyes, which are soluble in water.
  • Non-limiting examples are Rhodamin B, C. 1. Pigment Red 112 and C. (.Solvent Red 1, Pigment Blue 15:4, Pigment Blue 15:3, Pigment Blue 15:2, 35 Pigment Blue 15: 1, Pigment Blue 80, Pigment Yellow 1, Pigment Yellow 13, Pigment Red 48:2, Pigment Red 48: 1, Pigment Red 57: 1, Pigment Red 53: 1, Pigment Orange 43, Pigment Orange 34, Pigment Orange 5, Pigment Green 36, Pigment Green 7, Pigment White 6, Pigment Brown, 25, Basic Violet 10, Basic Violet 49, Acid Red 51, Acid Red 52, Acid Red 14, Acid Blue 9, Acid Yellow 23, Basic Red 10, Basic Red 108, iron oxide, titanium oxide, iron hexacyanoferrate.
  • the pH-adjusting agent is selected from citric acid, sulfuric acid, acetic acid, maleic acid, potassium phosphate, and oleic acid or mixtures thereof.
  • the pH adjusting agent is dissolved in water to obtain a solution.
  • Thickeners or thickening agents are used mainly in the formulation of suspension concentrates, emulsions and suspo-emulsions to modify the rheology or flow properties of the liquid and to prevent separation and settling of the dispersed particles or droplets.
  • Thickening, gelling, and anti- settling agents generally fall into two categories, namely waterinsoluble particulates and water-soluble polymers. It is possible to produce suspension concentrate formulations using clays and silicas. Examples of these types of materials, include, but are limited to, montmorillonite, bentonite clay; magnesium aluminium silicate; and attapulgite. Water soluble polysaccharides have been used as thickening -gelling agents for many years.
  • polysaccharides most commonly used are natural extracts of seeds and seaweeds are synthetic derivatives of cellulose or mixtures thereof.
  • these types of materials include, but are not limited to, guar gum; locust bean gum; carrageenam; xanthan gum; alginates; polysaccharides, methyl cellulose; sodium carboxymethyl cellulose (SCMC); hydroxyethyl cellulose (HEC), bentonite clay, organic clays (organically modified or unmodified), polycarboxylates , silicates or mixtures thereof.
  • Other types of anti-settling agents are based on modified starches, polyacrylates, polyvinyl alcohol and polyethylene oxide or mixtures thereof.
  • Filler is added to the composition to improve the handling and storage characteristics of the composition. Fillers also add mass and/or volume to the active ingredient in order to facilitate precise measurement of the doses. Suitable fillers that may be used in the composition of the present invention include, but not limited to, Silicon Dioxide, bentonite clay, china clay, silica, kaolin, talc, starch, diatomaceous earth or mixtures thereof.
  • An adjuvant used in the present invention is any material that is added to an agrochemical formulation to enhance or modify the performance of the formulation.
  • An adjuvant used in the present invention to make it a safer to ecological environmental, having low toxicity and having no phytotoxicity effects on any part of the plant.
  • Extender or sticker/sticking agent keeps herbicide active on a target for an extended period or on waxy foliage.
  • Sticker allows pesticides to stay on a treated surface longer.
  • Some stickers help to hold solid particles to a treated surface. This reduces the amount that washes off due to rain or irrigation. Others reduce evaporation and/or slow breakdown by sunlight.
  • the herbicidal composition of the present invention further comprises organosilicone surfactants/adjuvant as spreading and sticking agents.
  • the solvent for the formulation of the present invention may include water, organic solvents, water soluble alcohols and dihydroxy alcohol ethers.
  • the water-soluble alcohol which can be used in the present invention may be lower alcohols or water-soluble macromolecular alcohols.
  • the term "lower alcohol”, as used herein, represents an alcohol having 1-4 carbon atoms, such as methanol, ethanol, n-propanol, isopropanol, n-butanol, tert-butanol, etc.
  • Macromolecular alcohol is not limited, as long as it may be dissolved in water in a suitable amount range, polyethylene glycol, sorbitol, glucitol, etc.
  • suitable dihydroxy alcohol ethers used in the present invention may be dihydroxy alcohol alkyl ethers or dihydroxy alcohol aryl ethers.
  • the examples of dihydroxy alcohol alkyl ether include ethylene glycol methyl ether, diethylene glycol methyl ether, propylene glycol methyl ether, dipropylene glycol methyl ether, ethylene glycol ethyl ether, diethylene glycol ethyl ether, propylene glycol ethyl ether, dipropylene glycol ethyl ether, etc.
  • dihydroxy alcohol aryl ethers include ethylene glycol phenyl ether, diethylene glycol phenyl ether, propylene glycol phenyl ether, dipropylene glycol phenyl ether, and the like.
  • Organic solvents include, but are not limited to toluene, xylene, MTO(mineral turpentine oil), CIX solvent, petroleum naphtha, crop oil, acetone, methyl ethyl ketone, cyclohexanone, trichloroethylene, perchloroethylene, ethyl acetate, amyl acetate, butyl acetate, propylene glycol monomethyl ether and diethylene glycol monomethyl ether, methyl alcohol, ethylalcohol, isopropyl alcohol, amyl alcohol, ethylene glycol, propylene glycol, glycerine, N-methyl-2-pyrrolidinone(NMP), N,N-dimethyl alkylamides, dimethyl sulfoxide, Dimethyl Sulfoxide(DMSO), DMF(dimethyl formamide), NBA(N-butyl alcohol) or combination thereof.
  • the above mentioned solvents may also be used as co-solvents for preparing formulation
  • compositions described herein are employed in combination with one or more herbicide safeners, such as AD-67 (MON 4660), benoxacor, benthiocarb, brassinolide, cloquintocet (mexyl), cyometrinil, daimuron, dichlormid, dicyclonon, dimepiperate, disulfoton, fenchlorazole-ethyl, fenclorim, flurazole, fluxofenim, furilazole, harpin proteins, isoxadifen-ethyl, jiecaowan, jiecaoxi, mefenpyr-diethyl, mephenate, naphthalic anhydride (NA), oxabetrinil, R29148 and N -phenyl-sulfonylbenzoic acid amides, to enhance their selectivity.
  • the safener is mefenpyr-diethyl.
  • safeners are present in the range of 0.025 to 2.5% by weight of the total composition.
  • compositions can be applied to weeds or their locus by the use of conventional ground or aerial dusters, sprayers, and granule applicators, by addition to irrigation or paddy water, and by other conventional means known to those skilled in the art.
  • composition of the present invention is effective in the management of pre-emergent or post-emergent, monocotyledonous and dicotyledonous weeds.
  • composition of the present invention is used for the preemergence or post-emergence control of variety of crops, including but not limited to, weeds in cotton, soybean, vegetables, cereals, oilseeds, fibre crops, sugar crops, sugarcane, rubber, oil palms, non-crop land, as well as protecting crops from herbicidal injury caused by any of the individual components.
  • composition of present invention varies depending on, for example, the blending ratio of active ingredients, meteorological condition, a dosage form, an application time, an application method, an application place, weed to be controlled, and a target crop, in ordinary cases.
  • composition of the present invention may be combined with at least another active ingredient such as those selected from but not limited to herbicide, insecticide, fungicide, biological agent, plant growth activator, fertilizers or combinations thereof.
  • the present invention provides a process for preparing the present novel synergistic composition which may be modified accordingly by any person skilled in the art based on the knowledge of the manufacturing the formulation. However, all such variations and modifications are still covered by the scope of present invention.
  • the required amount of solvent /co-solvent is weighed and transferred to a mixing vessel.
  • the required amount of technical’s is weighed and transferred to mixing vessel.
  • N-Methyl-2-pyrrolidone NMP/DMSO/DMF/NBA/ C IX Solvent/XYLENE /MTO
  • DMSO /NMP/DMF/NBA solvent Dimethyl sulfoxide
  • N-Methyl-2-pyrrolidone NMP/DMSO/DMF/NBA. Started stirring.
  • a per the ratio set by QC add emulsifier anionic emulsifier and non-ionic emulsifier and mixed well.
  • synergistic effect of pesticidal composition of the present invention A synergistic effect of two or more products exists whenever the action of an active ingredient combination is greater than the sum of the actions of the individual components. Synergism was calculated by using Colby’s method (Weeds, vol. 15 No. 1 (Jan 1967), pp. 20- 2.
  • synergistic action expected for a given combination of two active components can be calculated as follows:
  • synergistic action expected for a given combination of three active components can be calculated as follows:
  • E represents expected percentage of herbicidal control for the combination of the two or three active ingredients at defined doses (for example equal to x, y and z, respectively).
  • X is the percentage of herbicidal control observed by the compound (Haloxyfop-r-Methyl) at a defined dose (equal to x).
  • Y is the percentage of herbicidal control observed by the compound (Pyrithiobac Sodium) at a defined dose (equal to y).
  • Z is the percentage of herbicidal control observed by the compound (Fenoxaprop-p-Ethyl) at a defined dose (equal to z).
  • Cotton seeds [Variety: NHH-44] were sown in fields with row-to-row distance of 75 cm and plant to plant distance of 45 cm with three replications and in Randomized Block Design (RBD). The treatments were applied as single directed foliar spray @ 825 ml/ha as post emergence herbicide at 10 days after sowing. The active components were applied in different ternary and binary combinations. Solo components were also taken for comparison.
  • the treatment details are as under:
  • T1 Haloxyfop-r-Methyl, Pyrithiobac Sodium and Fenoxaprop-p-Ethyl (5%+20%+0. 1%)
  • T2 Haloxyfop-r-Methyl, Pyrithiobac Sodium and Fenoxaprop-p-Ethyl ( 13 ,5%+7.5%+l%)
  • T3 Haloxyfop-r-Methyl, Pyrithiobac Sodium and Fenoxaprop-p-Ethyl (30%+l %+5%)
  • T4 Haloxyfop-r-Methyl, Pyrithiobac Sodium and Fenoxaprop-p-Ethyl (10%+7.30%+10%)
  • T5 Haloxyfop-r-Methyl and Pyrithiobac Sodium (5%+20%)
  • T1 to T28 were applied as foliar spray and in T29 control treatment only water was sprayed.
  • Unwanted plants available in the field were Echinochloa spp., Digera arvensis, Chenopodium album, Digitaria sanguinalis, Commelina benghalensis, Amaranthus viridis & Parthenium hysterophorus etc.
  • Post-treatment unwanted plant population was observed from 0.25 m 2 area replicated thrice per plot at 20 and 40 days after application for weed control efficacy.
  • Form table 3 it is observed that the improved herbicidal composition of the present invention T1 to T3 positively impacted the different yield characteristics thereby increasing the final lint yield. It was seen that the improved herbicidal composition of the present invention provided excellent & effective control of unwanted plants available in the field without any phytotoxicity symptoms on cotton crop.
  • the improved herbicidal composition of the present invention resulted in better unwanted plants control as compared to the other treatments and untreated check.
  • the improved herbicidal composition of the present invention is significantly superior from its individual product readily available in market.
  • the improved herbicidal composition of the present invention provides higher lint yield parameters (Table 3) as compared to the control and binary and solo treatments applied in the cotton crop.
  • the improved herbicidal composition shows no phytotoxicity effect on cotton crop.
  • Example 2 Field experiment for evaluation of Phytotoxicity of improved herbicidal composition of the present invention at farmer field, Chhindwara (M.P.).
  • Cotton seeds [Variety: Surpass First Class] were sown in fields with row-to-row distance of 90 cm and plant to plant distance of 60 cm with three replications and in Randomized Block Design (RBD). The treatments were applied as single directed foliar spray as early post emergence herbicide at 12 days after sowing. The active components were applied in different ternary and binary combinations. Solo components were also taken for comparison. The treatment details are as under: T1 - Haloxyfop-r-Methyl, Pyrithiobac Sodium and Fenoxaprop-p-Ethyl (13.5%+7.5%+l%) @ 825 ml/ha
  • T2 Haloxyfop-r-Methyl, Pyrithiobac Sodium and Fenoxaprop-p-Ethyl (13.5%+7.5%+l%) @1237.5 ml/ha
  • T3 Haloxyfop-r-Methyl, Pyrithiobac Sodium and Fenoxaprop-p-Ethyl (13.5%+7.5%+l%) @ 1650 ml/ha
  • the treatments T1 to T3 were applied as foliar spray and in T4 control treatment only water was sprayed. Visual observations on phytotoxicity of different treatments on 0-10 scale was recorded from ten plants per replications at 10 days after spraying and then average was taken.
  • Table 4 Effect of improved herbicidal composition of the present invention (Haloxyfop- r-Methyl, Pyrithiobac Sodium and Fenoxaprop-p-Ethyl) at different application doses on phytotoxicity in Cotton crop It is seen from the data shown in above Table 4 for Phytotoxictiy in cotton crop that the improved herbicidal composition of the present invention T1 to T3 did not show any phytotoxicity to cotton crop and are safe at different doses.

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Abstract

The present invention relates to a synergistic herbicidal composition for weeds control in pre- emergence, early post emergence to late post emergence weed stage. More particularly, the present invention relates to a synergistic herbicidal composition comprising bioactive amounts of Haloxyfop or its agrochemically acceptable salts, ester or derivatives, Pyrithiobac 5 or its agrochemically acceptable salts, ester or derivatives, and at least one another herbicide selected from Fenoxaprop, Oxyfluorfen and Propaquizafop or their agrochemically acceptable salts, ester or derivatives for control of undesirable vegetation including broad- leaved weeds, gramineous weeds, sedges and grasses in various crops. The present invention also relates to process for preparing the said composition and its use as herbicide.

Description

SYNERGISTIC HERBICIDAL COMPOSITION FOR WEED CONTROL
FIELD OF THE INVENTION
The present invention relates to a synergistic herbicidal composition for weeds control in preemergence, early post emergence to late post emergence weed stage. More particularly, the present invention relates to a synergistic herbicidal composition comprising bioactive amounts of Haloxyfop or its agrochemically acceptable salts, ester or derivatives, Pyrithiobac or its agrochemically acceptable salts, ester or derivatives, and at least one another herbicide selected from Fenoxaprop, Oxyfluorfen and Propaquizafop or their agrochemically acceptable salts, ester or derivatives for control of undesirable vegetation including broadleaved weeds, gramineous weeds, sedges and grasses in various crops. The present invention also relates to process for preparing the said composition and its use as herbicide.
BACKGROUND OF THE INVENTION
Background description includes information that may be useful in understanding the present invention. It is not an admission that any of the information provided herein is prior art or relevant to the presently claimed invention, or that any publication specifically or implicitly referenced is prior art.
Weeds are undesirable plants that can severely damage yield in crops. Farmers usually control these plants at the pre-plant stage as well as after sowing. The weeds can reduce field crop yields by competing for water, sunlight and nutrients. Profitable crop production depends on effective weed control. Herbicides are pesticides useful for killing or controlling unwanted plants/weeds. The agriculture industry uses a wide range of herbicides, primarily to control undesired growth of weeds which interfere with growth, development, yield and quality of agricultural crops. More so, they are used to provide an optimum environment for growth and propagation of plant varieties. Modem herbicides are used to either control or suppress these undesirable plants so as to allow sown crops a greater share of nutrient.
However, there still exists a scope for research and development of novel formulations, compositions for weed control, which are environmentally safe, cost-effective and which can be used for protection of crops during the critical periods of cultivation capable of acting both on the narrow-leaved and broad-leaved weeds, grasses and sedges and effective during all the stages of weed life cycle. The control of undesired vegetation is extremely important in achieving high crop efficiency. Achievement of selective control of the growth of weeds especially in such useful crops as rice, soybean, coton, sugar beet, com (maize), potato, wheat, barley, tomato and plantation crops such as sugarcane, among others, is very desirable. Unchecked weed growth in such useful crops can cause significant reduction in productivity and thereby result in increased costs to the consumer. The control of undesired vegetation in non-crop areas is also important. Many products are commercially available for these purposes, but the need continues for new products that are more effective, synergistic, less costly, less toxic, environmentally safer or have different modes of action and not resistant to weeds.
More so, a wide range of herbicide compositions contain only a single active ingredient and cannot contain two or more active ingredients due to several reasons like adverse reactions, non-synergistic effects, non-compatibility of intermixed ingredients etc. However, the combinations currently known are not sufficient to control the resistant and persistent weeds. Growers, increasingly face complex weed situations that may not be controlled with just one herbicide.
Further, a majority of the commercially available chemical herbicides are selective in their action. A common problem with selective herbicides is its weed control spectrum, meaning the range of weed species effectively controlled by the herbicide, does not cover the full diversity of weeds affecting the crop and are not broad spectrum in nature. It is therefore, a practice to apply two or more herbicides simultaneously in order to achieve maximum spectrum of control. But it requires a lot of human ingenuity and rigorous efforts to identify compatibility between the active ingredients and the specific ratios in which these components must be mixed so as to obtain the maximum desired results. However, a common problem with selective herbicides is its weed control spectrum, meaning the range of weed species effectively controlled by the herbicide, does not cover the full diversity of weeds affecting the crop and are not broad spectrum in nature.
Combinations of herbicides are used to control a broader range of weeds. However, the combination of herbicides may not always result in the desired effect. Combination of herbicides may lead to an additive effect or an antagonistic effect. It may also result in phytotoxicity to the crops making it an undesirable combination. Agronomists must therefore, carefully select the herbicides that can be combined to offer a synergistic effect that would control weeds while having no phytotoxic effect on the crop, and reduce the chances of development of herbicide resistant weeds. Thus, there still remains a need for improved herbicidal combinations that can effectively control weeds thereby improving yield and plant health, with reduced phytotoxicity and have synergistic effect in terms of weed control.
Another common problem with many commercially available herbicides is the narrow window of application. Most of them provide either a pre-emergence or a post-emergence weed control. An effective weed control can be achieved by usage of herbicides appropriately, which can be applied as an early post emergence to late post emergence (3-12 leaf stage of weeds) as a one shot application. Thus, there is always a need in the art for improved herbicidal combinations with enhanced weed control efficacy, which are safe to crops and have no adverse effect on germination or growth of succeeding crops. Thus, there arises a need in the art to combine herbicides with varied modes of action, which allows for broader spectrum of control, targeted effect with reduced or no phytotoxicity in one shot application and good resistance management apart from good residual effect on succeeding crops using lower application rates.
Various combinations of herbicides are known in the art, however, these compositions post a lot of issues and the weed control effects is not satisfactory and often resistance develops. For instance, reference can be made to CN101361486 wherein, it discloses herbicidal composition comprising Pyrithiobac- sodium and a herbicide selected from any one of: Quizalofop-p-ethyl, Fenoxaprop-p-ethyl, Sethoxydim or clethodim for controlling weeds in cotton crop.
Further, reference can be made to CN101595877 which discloses herbicidal composition by combining the active component of Pyrithiobac-sodium with any one of Quizalofop-p-ethyl, haloxyfop-R-methyl, clethodim and a Fluazifop-p-butyl herbicide, wherein the weight ratio ofthe two is 1: 20-20: 1.
Haloxyfop is (±)-2-[4-[[3-chloro-5-(trifluoromethyl)-2-pyridinyl]oxy]phenoxy]propanoic acid and possesses the following structure:
Figure imgf000004_0001
Haloxyfop refers to (5)-(-)-2-[4-[[3-chloro-5-(trifluoromethyl)-2- pyridinyl]oxy]phenoxy]propanoic acid. As used herein, and unless otherwise indicated, Haloxyfop also refers to an enantiomer of (±)-2-[4-[[3-chloro-5-(trifluoromethyl)-2- pyridinyl]oxy]phenoxy]propanoic acid, or a mixture of enantiomers thereof. Haloxyfop also refers to (R)-(+)-2-[4-[[3-chloro-5-(trifluoromethyl)-2-pyridinyl]oxy]phenoxy]propanoic acid, which is commonly known as Haloxyfop-P. Further, an agrochemically acceptable ester or salt of Haloxyfop encompasses all of the agrochemically acceptable esters or salts of Haloxyfop known in the art or provided herein including Haloxyfop-sodium, haloxyfop- methyl or haloxyfop-P -methyl, haloxyfop-R-methyl haloxyfop-etotyl or haloxyfop-P-etotyl. The herbicidal activity of Haloxyfop or its agrochemically acceptable ester or salt thereof is exemplified in The Pesticide Manual, Fifteenth Edition, 2009. Exemplary uses of haloxyfop include post-emergence control of annual and perennial grasses in sugar beet, fodder beet, oilseed rape, potatoes, leaf vegetables, onions, flax, sunflowers, soybeans, vines, strawberries, rice and other crops.
“Pyrithiobac acid or its salts” encompasses its agrochemically acceptable salts, esters, derivatives or any other modified form of Pyrithiobac acid. Pyrithiobac acid having IUPAC name 2-chloro-6-(4,6-dimethoxypyrimidin-2-ylthio)benzoic acid belongs to the group of pyrimidinyl benzoate class of herbicide. Chemical structure of Pyrithiobac is as under:
Figure imgf000005_0001
Pyrithiobac acts by inhibition of Acetolactate Synthase (ALS) or Acetohydroxy Acid Synthase (AHAS) inhibitor. Selectivity is based on differing rates of metabolism. It is rapidly absorbed by both roots and foliage and translocated in both the xylem and phloem to the site of action at the growing points. It is used as a broad spectrum of selectivity and used at low rates as pre-emergence or post-emergence treatments in many cropping systems, trees and vines, roadsides, range and pasture, turf, and vegetation management, mainly to control annual grasses and broadleaf weeds in cotton. When Pyrithiobac is used as an ester or a salt, its identity is stated as Pyrithiobac-sodium (IUPAC: sodium 2-chloro-6-[(4,6-dimethoxypyrimidin-2-yl)thio]benzoate). Pyrithiobac- sodium is a post-emergence herbicide for the control of broad-leaved weeds in cotton and other crops. Pyrithiobac has, however, been shown to be antagonistic to some other herbicides in tank-mixes. Thus, compositions comprising combination with Pyrithiobac- sodium are difficult to formulate.
Oxyfluorfen is 2-chloro-4-(trifluoromethyl)phenyl 3-ethoxy-4-nitrophenyl ether and possesses the following structure:
Figure imgf000006_0001
Its herbicidal activity is exemplified in Tomlin, C. D. S., Ed. The Pesticide Manual:A World Compendium, 15th ed.; BCPC: Alton, 2009 (hereafter "Z%e Pesticide Manual, Fifteenth Edition, 2009"). Exemplary uses of Oxyfluorfen include pre- or post-emergence control of annual broadleaf weeds and grasses in temperate, tropical and subtropical crops. It acts by inhibition of protoporphyrinogen oxidase (PPO). It is absorbed more readily by foliage (and especially the shoots) than by roots with very little translocation. It is used for pre-emergence and post emergence control of annual broad leaved and grass weeds in tree fruit, citrus, vines, nuts, cereals, maize, soybeans, peanuts, rice, cotton, bananas, peppermint, onions, garlic, ornamentals and conifer seedbeds.
Fenoxaprop is (2RS)-2-{4-[(6-chloro-l,3-benzoxazol-2-yl)oxy]phenoxy}propanoic acid and possesses the following structure:
Figure imgf000006_0002
Fenoxaprop-p-ethyl (IUPAC: ethyl (R)-2-{4-[(6-chloro-l,3-benzoxazol-2- yl)oxy]phenoxy}propionate) of the structure:
Figure imgf000007_0001
encompasses its agrochemically acceptable salt(s), ester(s), derivative(s) or any other modified form of Fenoxaprop-p-ethyl. Fenoxaprop-p-ethyl belongs to the group of aryloxyphenoxypropionate herbicide. It acts by inhibition of acetyl CoA carboxylase. It is a selective herbicide with contact and systemic action, absorbed principally by the leaves, with translocation both acropetally and basipetally to the roots or rhizomes. It is used for postemergence control of annual and perennial grass weeds in potatoes, beans, soybeans, beets, vegetables, peanuts, flax, oilseed rape and cotton.
Propaquizafop was first disclosed in US 4687849 A, has IUPAC name of 2- [(isopropylideneamino)oxy]ethyl (2R)-2-{4-[(6-chloroquinoxalin-2- yl)oxy]phenoxy}propanoate and its chemical structure is as below.
Figure imgf000007_0002
Propaquizafop is a chemical compound from the group of quinoxalines. Propaquizafop is used as an herbicide for selective weed control in the post-emergence against a wide range of annual and perennial grasses in sugar beets, canola, soybean, sunflower, other crops, vegetables, fruit trees, wine and forestry. The effect is due to inhibition of the acetyl-CoA carboxylase (ACCase). Propaquizafop is a systemic herbicide, which is quickly absorbed by the leaves and translocated from the foliage to the growing points of the leaves and roots of the sprayed weeds.
Unfortunately, most of these combinations existing in prior art have developed resistance to the weeds. Moreover, most of the existing combination in prior art do not protect the germination of weeds after killing of standing weeds therefore new weeds again emerge and start competing against the crop itself. However still there is a need for a synergistic herbicidal composition which overcomes some of the existing problems mentioned above and can be prepared easily without much complex manufacturing process and exhibits synergism. Accordingly, it is desirable to develop compositions and processes comprising combination of herbicides having different mode of action to give improved herbicidal bio-efficacy, broad-spectrum activity with better weed control, increased crop yield and reduced weed resistance and better crop safety by having targeted action on weeds and minimum damage to succeeding crops.
Thus, there is a need of compositions and processes comprising combinations of herbicides having different mode of action to give improved herbicidal bio-efficacy, broad-spectrum activity with better weed control, increased crop yield and reduced weed resistance, weed infestations and reduced or no phytotoxicity.
Therefore, present invention aims to overcome the problems of the prior art and provide a synergistic herbicidal composition comprising bioactive amounts of Haloxyfop or its agrochemically acceptable salts, ester or derivatives, Pyrithiobac or its agrochemically acceptable salts, ester or derivatives, and at least one another herbicide selected from Fenoxaprop, Oxyfluorfen and Propaquizafop or their agrochemically acceptable salts, ester or derivatives, for control of undesirable vegetation including broad-leaved weeds, gramineous weeds, sedges and grasses in various crops. The present invention also aims to eliminate the chances of re-emergence or germination of weeds. OBJECTIVES AND ADVANTAGES OF THE INVENTION
It is an objective of the present invention to provide a novel and effective synergistic herbicidal composition demonstrating high weed control efficacy.
It is another objective of the present invention to provide a novel and effective synergistic herbicidal composition as one shot application for controlling harmful weeds in plants including grassy weeds, broad leaved weeds, gramineous weeds and sedges in various crops.
It is another objective of the present invention to provide a novel and effective synergistic herbicidal composition which can be easily formulated.
It is another objective of the present invention to provide a synergistic herbicidal composition which can be quickly absorbed by the treated leaves of the weeds.
It is another objective of the present invention to provide effective control against resistant weeds and helps to eliminate the chances of re-emergence or germination of weeds.
It is another objective of the present invention to provide a novel and effective synergistic herbicidal composition which is ideal for weed resistance management and provides enhanced weed control efficacy and resist re-emergence of weeds.
It is another objective of the present invention to provide a novel and effective synergistic composition which provides a better control of weeds at lower use rates, and excellent residual control.
It is another objective of the present invention to provide a novel and effective synergistic combination which provides broader and more complete spectrum of weed control.
It is another objective of the present invention to provide a novel and effective synergistic herbicidal composition for improved broadleaf, sedges, gramineous weeds and grassy weeds control without adversely affecting desirable plants.
It is another objective of the present invention to provide a novel and effective herbicidal composition which is environmentally safe, possesses broad spectrum bio-efficacy and is less toxic in terms of phytotoxicity.
It is another objective of the present invention to provide a novel and effective synergistic herbicidal composition and a method of controlling pre-emergence, early post emergence to late post emergence (3-12 leaf stage of weeds) weeds. It is another objective of the present invention to provide a novel and effective synergistic composition which provide excellent crop safety in terms of no phytotoxicity and no adverse effect on germination or growth of succeeding crops due to reduced amount of dosage.
Yet another objective of the present invention is to provide a method of improving plant health and increasing crop yield by using synergistic herbicidal composition comprising bioactive amounts of Haloxyfop or its agrochemically acceptable salts, ester or derivatives, Pyrithiobac or its agrochemically acceptable salts, ester or derivatives, and at least one another herbicide selected from Fenoxaprop, Oxyfluorfen and Propaquizafop or its agrochemically acceptable salts, ester or derivatives.
It is another objective of the present invention to provide a novel process for preparing a novel and effective synergistic herbicidal composition comprising bioactive amounts of Haloxyfop or its agrochemically acceptable salts, ester or derivatives, Pyrithiobac or its agrochemically acceptable salts, ester or derivatives, and at least one another herbicide selected from Fenoxaprop, Oxyfluorfen and Propaquizafop or its agrochemically acceptable salts, ester or derivatives.
Another objective of the present invention is to provide a novel and effective synergistic herbicidal composition which is more stable and has enhanced shelflife.
Another objective of the present invention is to provide a novel and effective herbicidal composition which is synergistic and helps in resistance management.
Another objective of the present invention is to provide one shot application of novel and effective synergistic herbicidal composition for killing/ controlling highly resistant broad leaved weeds, grasses and sedges at lower application rates.
Some or all these and other objective of the invention can be achieved by way of the invention described hereinafter.
SUMMARY OF THE INVENTION
Accordingly, the present invention relates to a synergistic herbicidal composition comprising: bioactive amount of Haloxyfop or its agrochemically acceptable salts, ester or derivatives, Pyrithiobac or its agrochemically acceptable salts, ester or derivatives, and at least one another herbicide selected from Fenoxaprop, Oxyfluorfen and Propaquizafop or its agrochemically acceptable salts, ester or derivatives. In one embodiment of the present invention, the synergistic herbicidal composition comprises: a) Haloxyfop or its agrochemically acceptable salts, ester or derivatives; b) Pyrithiobac or its agrochemically acceptable salts, ester or derivatives; c) at least one another herbicide selected from Fenoxaprop, Oxyfluorfen; and Propaquizafop or their agrochemically acceptable salts, ester or derivatives; and d) One or more agrochemically acceptable excipients.
In another embodiment of the present invention, the synergistic herbicidal composition comprises: a) Haloxyfop or its agrochemically acceptable salts, ester or derivatives in the range of 5-30% by weight of the composition; b) Pyrithiobac or its agrochemically acceptable salts, ester or derivatives in the range of 0.1-20% by weight of the composition; c) at least one another herbicide selected from Fenoxaprop, Oxyfluorfen; and Propaquizafop or its agrochemically acceptable salts, ester or derivatives in the range of 0.1-10% by weight of the composition and d) One or more agrochemically acceptable excipients.
In another embodiment of the present invention, the synergistic herbicidal composition comprises: a) Haloxyfop r methyl in the range of 5-30% by weight of the composition; b) Pyrithiobac Sodium in the range of 0. 1-20% by weight of the composition; c) at least one another herbicide selected from Fenoxaprop, Oxyfluorfen; and Propaquizafop or its agrochemically acceptable salts, ester or derivatives in the range of 0.1-10% by weight of the composition and d) One or more agrochemically acceptable excipients.
In yet another embodiment of the present invention, the synergistic herbicidal composition comprises: a) Haloxyfop r methyl in the range of 5-30% by weight of the composition; b) Pyrithiobac Sodium in the range of 0. 1-20% by weight of the composition; c) Fenoxaprop or its agrochemically acceptable salts, ester or derivatives in the range of 0.1-10% by weight of the composition and d) One or more agrochemically acceptable excipients.
In yet another embodiment of the present invention, the synergistic herbicidal composition comprises: a) Haloxyfop r methyl in the range of 5-30% by weight of the composition; b) Pyrithiobac Sodium in the range of 0. 1-20% by weight of the composition; c) Fenoxaprop p-ethyl in the range of 0.1-10% by weight of the composition and d) One or more agrochemically acceptable excipients.
In yet another embodiment of the present invention, the synergistic herbicidal composition comprises: a) Haloxyfop r methyl in the range of 5-30% by weight of the composition; b) Pyrithiobac Sodium in the range of 0. 1-20% by weight of the composition; c) Quizalofop or its agrochemically acceptable salts, ester or derivatives in the range of 0.1-10% by weight of the composition and d) One or more agrochemically acceptable excipients.
In yet another embodiment of the present invention, the synergistic herbicidal composition comprises: a) Haloxyfop r methyl in the range of 5-30% by weight of the composition; b) Pyrithiobac Sodium in the range of 0. 1-20% by weight of the composition; c) Propaquizafop or its agrochemically acceptable salts, ester or derivatives in the range of 0.1-10% by weight of the composition and d) One or more agrochemically acceptable excipients.
In another embodiment of the present invention, the synergistic herbicidal composition comprises: a) Haloxyfop or its agrochemically acceptable salts, ester or derivatives as 13.5% by weight of the composition; b) Pyrithiobac or its agrochemically acceptable salts, ester or derivatives as 7.5% by weight of the composition; c) at least one another herbicide selected from Fenoxaprop, Oxyfluorfen; and Propaquizafop or its agrochemically acceptable salts, ester or derivatives as 0.5-1% by weight of the composition and d) One or more agrochemically acceptable excipients.
In yet another embodiment of the present invention, the synergistic herbicidal composition comprises: a) Haloxyfop or its agrochemically acceptable salts, ester or derivatives as 13.5% by weight of the composition; b) Pyrithiobac or its agrochemically acceptable salts, ester or derivatives as 7.5% by weight of the composition; c) at least one another herbicide selected from Fenoxaprop, Oxyfluorfen; and Propaquizafop or its agrochemically acceptable salts, ester or derivatives as 1% by weight of the composition and d) One or more agrochemically acceptable excipients.
In yet one another embodiment of the present invention, the synergistic herbicidal composition comprises: a) Haloxyfop or its agrochemically acceptable salts, ester or derivatives as 13.5% by weight of the composition; b) Pyrithiobac or its agrochemically acceptable salts, ester or derivatives as 7.5% by weight of the composition; c) Fenoxaprop or its agrochemically acceptable salts, ester or derivatives as 1% by weight of the composition and d) One or more agrochemically acceptable excipients.
In yet another preferred embodiment of the present invention, the synergistic herbicidal composition is either a microemulsion (ME) or Emulsifiable concentrate (EC) or Soluble concentrate (SL) formulation.
In another embodiment of the present invention, it is provided a process for preparation of the synergistic herbicidal composition comprising: a) Haloxyfop or its agrochemically acceptable salts, ester or derivatives; b) Pyrithiobac or its agrochemically acceptable salts, ester or derivatives; c) at least one another herbicide selected from Fenoxaprop, Oxyfluorfen; and Propaquizafop or its agrochemically acceptable salts, ester or derivatives and d) One or more agrochemically acceptable excipients. In one embodiment of the present invention, the present herbicidal composition is stable and has enhanced shelflife.
Also provided herein are methods of controlling undesirable vegetation comprising contacting the vegetation or the locus thereof (i.e., area adjacent to the vegetation) with, or applying to the soil or water to prevent the emergence or growth of vegetation, bioactive amount of Haloxyfop or its agrochemically acceptable salts, ester or derivatives, Pyrithiobac or its agrochemically acceptable salts, ester or derivatives, and at least one another herbicide selected from Fenoxaprop, Oxyfluorfen and Propaquizafop or its agrochemically acceptable salts, ester or derivatives,
In one aspect/ another embodiment of the present invention, the present herbicidal composition can be applied to a plant/crop by spraying, rubbing, atomizing, irrigating, evaporating, dusting, fogging, broadcasting, pouring, mist blowing, soil mixing, foaming, painting, spreading-on, drenching, dipping or drip irrigation, etc.
In yet another embodiment of the present invention, the present herbicidal composition can be applied to cotton, wheat, soyabean, rice, ground nut, pulses including black gram, paddy and vegetables including but not limited to okra, tomato, sugar beet, egg-plants, lettuce, iceberg lettuce, pepper, cucumber, squash, melon, bean, dry-beans, peas, leek, garlic, onion, cabbage, carrot, cluster bean , tuber such as potato, sugar cane, tobacco, coffee, turf and forage, cruciferous, cucurbits, grapevines, tea, pepper, fodder beet, oil seed rape, pansy, impatiens, petunia, menthe, jute and geranium, etc.
In further embodiment of the present invention, the herbicidal composition of the present invention further comprises one or more agrochemically acceptable excipients including but not limited to the group comprising surfactant/dispersing agent(s)[ionic/anioinic/non-ionic], anti-freezing agent(s), emulsifier(s), co-emulsifier(s), safener(s), anti-foaming agent/defoamer(s), wetting agent(s), suspension aid(s), antimicrobial/anti-bacterial agent(s), thickening agentZthickener(s), quick coating agent(s) or sticking agents/sticker(s), spreader(s), binder(s), anti-caking agent(s), pH adjusting agent(s), adjuvant(s), fdler(s), colorant(s), buffering agent(s), solvent(s), co-solvent(s) or a combination thereof. Additional components may also be included, e.g., protective colloids, adhesives, thixotropic agents, penetration agents, stabilisers, sequestering agents. More generally, the active materials can be combined with any solid or liquid carrier/additive, which complies with usual formulation techniques. In yet another embodiment of the present invention, the present herbicidal composition can be formulated as one or more of Capsule suspension (CS), Dispersible concentrate (DC), Dustable powder (DP), Powder for dry seed treatment (DS), Emulsifiable concentrate (EC), Emulsifiable granule (EG), Emulsion water-in-oil (EO), Emulsifiable powder (EP), Emulsion for seed treatment (ES), Emulsion oil-in-water (EW), Flowable concentrate for seed treatment (FS), Granules (GR), Micro-emulsion (ME), Oil-dispersion (OD), Oil miscible flowable concentrate (OF), Oil miscible liquid (OL), Oil dispersible powder (OP), Suspension concentrate (SC), Suspension concentrate for direct application (SD), Suspo- emulsion (SE), Water soluble granule (SG), Soluble concentrate (SL), Spreading oil (SO), Water soluble powder (SP), Water soluble tablet (ST), Ultra-low volume (ULV) suspension, Tablet (TB), Ultra-low volume (ULV) liquid, Water dispersible granules (WG), Wettable powder (WP), Water dispersible powder for slurry seed treatment (WS), Water dispersible tablet (WT), a mixed formulation of CS and SC (ZC) or a mixed formulation of CS and SE (ZE) and a mixed formulation of CS and EW (ZW).
In one preferred embodiment of the present invention, the herbicidal composition is formulated as Emulsifiable concentrate (EC) and Micro-emulsion (ME), Soluble concentrate (SL) or suspension concentrate (SC)
In yet another preferred embodiment of the present invention, the herbicidal composition is formulated as micro-emulsion (ME).
DETAILED DESCRIPTION OF THE INVENTION
Discussed below are some representative embodiments of the present invention. The invention in its broader aspects is not limited to the specific details and representative methods.
All technical and scientific terms used herein have the same meanings as commonly understood by someone ordinarily skilled in the art to which the present subject matter belongs.
The terminology used, in the present disclosure, is only for the purpose of explaining a particular embodiment and such terminology shall not be considered to limit the scope of the present disclosure.
As used in the present disclosure, the forms "a,” "an," and "the" may be intended to include the plural forms as well, unless the context clearly suggests otherwise. Thus, for example, reference to a composition containing “a compound” includes a mixture of two or more compounds. It should also be noted that the term “or” is generally employed in its sense including “and/or” unless the content clearly dictates otherwise.
The terms "comprises," "comprising," “including,” and “having,” are open ended transitional phrases and therefore specify the presence of stated features, integers, steps, operations, elements, but do not forbid the presence or addition of one or more other features, integers, steps, operations, elements, components, and/or groups thereof. The particular order of steps disclosed in the method and process of the present disclosure is not to be construed as necessarily requiring their performance as described or illustrated. It is also to be understood that additional or alternative steps may be employed.
The expression of various quantities in terms of “% w/w” or “%” means the percentage by weight, relative to the weight of the total solution or composition unless otherwise specified.
The term “control” as used in the present disclosure and claims, means to prevent the appearance of undesired vegetation or to reduce its growth or vigor.
The term “active ingredient” (a.i.) or “active agent” used herein refers to that component of the composition responsible for control and killing of weeds.
The terms “plants” and “vegetation” include, but are not limited to, germinant seeds, emerging seedlings, plants emerging from vegetative propagules, and established vegetation.
The term “locus” as used herein shall denote the vicinity of a desired crop in which weed control, typically selective weed control, of weeds is desired. The locus includes the vicinity of desired crop plants wherein the weed infestation has either emerged or is yet to emerge.
The term “crop” shall include a multitude of desired crop plants or an individual crop plant growing at a locus.
The term “non-crop” areas shall include airport, railway stations, metro areas, between trees, horticulture areas, industrial areas, etc
The term “synergistic”, as used herein, refers to the combined action of two or more active agents blended together and administered conjointly that is greater than the sum of their individual effects. “Bioactive amounts” as mentioned herein means that amount which, when applied for treatment of crops, is sufficient to give effect in such treatment.
The term “herbicide” is used herein to mean an active ingredient that kills, controls or otherwise adversely modifies the growth of plants. An herbicidal effective or vegetation controlling amount is an amount of active ingredient which causes a “herbicidal effect,” i.e., an adversely modifying effect and includes deviations from natural development, killing, regulation, desiccation, retardation, and the like.
The term "health of a plant" or "plant health" is defined as a condition of the plant and/or its products. As a result of the improved health; yield, plant vigour, quality and tolerance to abiotic or biotic stress is increased.
Increased yield can be characterized, among others, by the following improved properties of the plant: increased plant weight, increased plant height, increased biomass such as higher overall fresh weight (FW), increased number of flowers per plant, higher grain yield, more tillers or side shoots (branches), larger leaves, increased shoot growth, increased protein content, increased oil content, increased starch content, increased pigment content, increased leaf are index.
As per one embodiment, the active herbicidal compound as mentioned above to be used in the composition of the present invention, can be in the form of base or any salt form or ester form of the active which is known in the art.
Variations or modifications to the composition of this invention, within the scope of the invention, may occur to those skilled in the art upon reviewing the disclosure herein. Such variations or modifications are well within the spirit of this invention.
In a preferred embodiment of the present invention, Haloxyfop or its agrochemically acceptable salts, ester or derivatives, is preferably Haloxyfop- R-methyl or Haloxyfop- P- methyl.
In still another preferred embodiment of the present invention, Haloxyfop or its agrochemically acceptable salts, ester or derivatives, is selected as Haloxyfop- R-methyl.
In still another preferred embodiment of the present invention, Pyrithiobac or its agrochemically acceptable salts ester or derivatives, is preferably Pyrithiobac sodium. In still another preferred embodiment of the present invention, Fenoxaprop or its agrochemically acceptable salts ester or derivatives, is preferably Fenoxaprop p-ethyl.
In another preferred embodiment, Haloxyfop- R-methyl is present in an amount of 13.5% by weight of the total composition.
In still another preferred embodiment of the present invention, Pyrithiobac sodium is present in an amount of 7.5% by weight of the total composition.
In still another preferred embodiment of the present invention, at least one another herbicide selected from Fenoxaprop p-ethyl, Oxyfluorfen and Propaquizafop is present in an amount of 1% by weight of the total composition.
In another preferred embodiment, the composition of the present invention is applied in one shot application for killing/ controlling highly resistant broad leaved weeds, grasses, gramineous weeds and sedges at lower application rates.
In yet another embodiment of the present invention, the present herbicidal composition can be formulated as one or more of Capsule suspension (CS), Dispersible concentrate (DC), Dustable powder (DP), Powder for dry seed treatment (DS), Emulsifiable concentrate (EC), Emulsifiable granule (EG), Emulsion water-in-oil (EO), Emulsifiable powder (EP), Emulsion for seed treatment (ES), Emulsion oil-in-water (EW), Flowable concentrate for seed treatment (FS), Granules (GR), Micro-emulsion (ME), Oil-dispersion (OD), Oil miscible flowable concentrate (OF), Oil miscible 15 liquid (OL), Oil dispersible powder (OP), Suspension concentrate (SC), Suspension concentrate for direct application (SD), Suspo- emulsion (SE), Water soluble granule (SG), Soluble concentrate (SL), Spreading oil (SO), Water soluble powder (SP), Water soluble tablet (ST), Ultra-low volume (ULV) suspension, Tablet (TB), Ultra-low volume (ULV) liquid, Water dispersible granules (WG), Wettable powder (WP), Water dispersible powder for slurry seed treatment (WS), Water dispersible tablet (WT), a mixed formulation of CS and SC (ZC) or A mixed formulation of CS and SE (ZE) and a mixed formulation of CS and EW (ZW).
In yet another preferred embodiment of the present invention, the herbicidal composition is formulated as Emulsifiable concentrate (EC) and Micro-emulsion (ME), Soluble concentrate (SL) or suspension concentrate (SC). In yet another preferred embodiment of the present invention, the herbicidal composition is formulated as micro-emulsion (ME).
In an especially preferred embodiment of the invention, the yield of the treated plant is increased.
In some embodiments, the compositions described herein are applied as a post-emergence application, pre-emergence application, or in-water application or water bodies {e.g., ponds, lakes and streams), to relatively immature undesirable vegetation to achieve the maximum control of weeds.
The herbicidal synergistic composition of present invention controls all kind of monocots, dicots, gramineous and sedges weeds. The most common weeds controlled are selected from Abutilon indicum, Acalypha indica, Acanthospermum hispidum, Achyranthes aspera, Aerva tomentosa, Ageratum conyzoides, Alhagi camelorum, Amaranthus hybridus, Amaranthus spinosus, Amaranthus viridis, Ammannia baccifera, Anagallis arvensis, Argemone mexicana, Artemisia nilagiricia, Asphodelus tenuifolius, Avena fatua, Avena ludoviciana, Bidens pilosa, Boerhaavia diffusa, Boerhavia repanda, Brachiaria sp., Brachiaria mutica, Brassica kaber, Bromus tectorum, Calotropis gigantea, Cannabis sativa, Carthamus axyacantha, Cassia tora, Celosia argentea, Centella asiatica, Chenopodium album, Chenopodium murale, Chloris barbata, Chrozophora rottlerii, Cichorium intybus, Cirsium arvense, Clitoria tematea, Cnicus arvensis, Commelina benghalensis, Commelina communis, Convolvulus arvensis, Conyza canadensis, Corchorus acutangulus, Coronopus didymus, Crotalaria serice, Sphenochlea sp, Cucumis callosus, Cuscuta campestris, Cuscuta chinensis, Cynodon dactylon, Cyanotis axillaris, Cyperus esculenthus, Cyperus iria, Cyperus rotundus, Ageratrum, Dactyloctenium aegyptium, Datura stramonium, Cyperous sp. Daucus carota, Digera arvensis, Digitaria sanguinalis, Dinebra retroflexa, Echinochloa sp, Echinochola colonum, Echinochola crusgalli, Eclipta alba, Eichhomia crassipes, Elephantopus scaber, Cynodan sp. , Cynodon dactylon (Dhoob grass), Paspalum conjugalum (Hilo grass) , Cyperus spp., (Purplenut shedge), Digeria aruensis (False Amaranth), Digiteria sanguinalis, Eleusine indica, Borreriabispida, Conyzoids, Digitaria ciliaris, Eragrostis major, Euphorbia geniculata, jugatum, Euphorbia hirta, Pospalumcon, Fimbristylis miliacea, Fumaria indica,
Gynandropsis gynandra, Euphobia spp, Heliotropium indicum, Ludwigia , Indigofera glandulosa, Echinocloa crusgalli (barnyard grass), Pnicum isochmi, Ipomea aquatica, Lantana camara, Lathyrus aphaca (Meadow Pea), Launaea asplenifolia, Cyperus difformis , Cyperus iria , Launaea nudicaulis, Leucas aspera, Marsilea quadrifoliata, Medicago denticulate, Mimosa pudica, Melilotus alba, Melilotus indica, Melilotus spp (Sweet clover), Ocimum canum, Oenothera biennis, Opuntia dillenil, Orobanche ramosa, Oryza longistaminata, Oryza sativa, Oxalis comiculata, Oxalis latifolia, Parthenium hysterophorus, Paspalum sanguinale, Phalaris minor, Phyllanthus niruri, Physalis minima, Polypogon monspeliensis, Portulaca oleracea, Paspalum, Prosopis juliflora, Eragrostit minor, Dactyloctenium eigyptium, Rumex dentatus, Saccharum spontaneum, Stearia glauca, Seteria viridis, Eluesine indica , Sida spinosa, Silene antirrhina, Sisymbrium irio, Solanum nigrum, Solanum surattense, Sonchus oleraceous, Sorghum halepense, Spergula arvensis, Sphenocleazeylanica Gaertn, Grassy weeds Digitaria sanguinalis, Striga asiatica, Dactylocteneum, Tagetes minuta, Trianthema monogyna, Trianthema portulacastrum, Phalaris minor (Little seed canary grass) Tribulus terrestris, Trigonelia polycerata, Digiteria, Echinocloa colona (jungle rice), Chenopodium album (Lambs quarter) , Setaria sp, parviflora , Vernonia cinerea, Fimbristlylis.Vicia, Coronpus, sativa, Borreria, Imperata, marginata, Rumes Sp. (Golden dock) and Xanthium strumarium.
In one embodiment of the present invention, the synergistic herbicidal composition of present invention is effective in controlling the growth of undesirable vegetation, e.g., in monocot and dicot crops including genetically modified and conventional or non-genetically modified varieties of sugarcane (Saccharum officinarum), Cotton, Wheat, Rice, Com/Maize (Zea mays), Paddy, Sorghum (Sorghum bicolor), Pearl millet (Pennisetum glaucum), Soybean (Glycinmax), Peanut (Arachis hypogaea), Ground nut, Sunflower (Helianthus annuus), Green gram (Vigna radiata), Black gram (Vigna mungo), Chickpea (Cicer aritinum), Cowpea (Vigna unguiculata), Redgram (Cajanus cajan), Frenchbean (Phaseolus vulgaris), Indian bean (Lablab purpureus), Horse gram (Macrotyloma uniflorum), Field pea (Pisum sativum), Cluster bean (Cyamopsis tetragonoloba), Lentils (Lens culinaris), Apple (Melus domestica), Banana (Musa spp.), Citrus groups (Citrus spp.), Grape (Vitis vinifera), Guava (Psidium guajava), Litchi (Litchi chinensis), Mango (Mangifera indica), Papaya (Carica papaya), Pineapple (Ananas comosus), Pomegranate (Punica granatum) , Sapota (Manilkara zapota), Onion, Potato , Tea (Camellia sinensis), Coffea (Coffea Arabica), Mentha, Jute, Cluster bean, Coconut (Coco nucifera).
In some embodiments, the compositions and methods provided herein are utilized to control weeds in crops, including but not limited to direct-seeded, water-seeded and transplanted rice, wheat, barley, oats, rye, sorghum, soybean, green bean, garbanzo bean, comZmaize, cotton, pastures, grasslands, rangelands, fallowland, fallow-bed prior to planting crops, tree, vine and fruit orchards, including, but not limited to, citrus, grapes, almond, apple, apricot, avocado, beechnut, Brazil nut, butternut, cashew, cherry, chestnut, chinquapin, crab apple, date, feijoa, fig, filbert, hickory nut, kiwi, loquat, macadamia nut, mayhaws, nectarine, olives, peach, pear, pecan, persimmon, pistachio, plum, pomegranates, prune, quince, and walnut; vegetables (e.g., onions, onions grown for seed, shallots, garlic, peppers, tomatoes, artichokes and cole crops); fruiting crops (e.g., blueberries, guava, papaya, strawberries, taro, blackberries and raspberries); perennial crops, plantation crops (including, but not limited to, coffee, cacao, rubber and palm oil) and non-crop (including turf, forestry, aquatics, industrial vegetation management (IVM), deciduous trees, conifers (seedbeds, transplants, container stock and plantationsZwindbreaks), fencerows, parking areas, tank farm and storage areas, rights-of-way and utility areas).
In accordance with an embodiment of the present invention, there is provided a synergistic herbicidal composition comprising active ingredients present in the weight % range as given below: along with one or more of agrochemically acceptable excipients.
Figure imgf000021_0001
In further embodiment of the present invention, the herbicidal composition of the present invention further comprises one or more agrochemically acceptable excipients including but not limited to the group comprising surfactant/dispersing agent(s)[ionic/anioinic/non-ionic], anti-freezing agent(s), emulsifier(s), co-emulsifier(s), safener(s), anti-foaming agentZdefoamer(s), wetting agent(s), suspension aid(s), antimicrobial/anti-bacterial agent(s), thickening agentZthickener(s), quick coating agent(s) or sticking agentsZsticker(s), spreader(s), binder(s), anti-caking agent(s), pH adjusting agent(s), adjuvant(s), fdler(s), colorant(s), buffering agent(s), solvent(s), co-solvent(s) or a combination thereof. Additional components may also be included, e.g., protective colloids, adhesives, thixotropic agents, penetration agents, stabilisers, sequestering agents. More generally, the active materials can be combined with any solid or liquid carrier/additive, which complies with usual formulation techniques.
Suitable liquid carriers that may be employed in a composition of the present invention may include but not limited to water or organic solvents. The organic solvents include, but are not limited to, petroleum fractions or hydrocarbons such as mineral oil, aromatic solvents, paraffinic oils, and the like; vegetable oils such as soybean oil, rapeseed oil, olive oil, castor oil, sunflower seed oil, coconut oil, com oil, cottonseed oil, linseed oil, palm oil, peanut oil, safflower oil, sesame oil, tung oil and the like; esters of the above vegetable oils; esters of monoalcohols or dihydric, trihydric, or other lower polyalcohols (4-6 hydroxy containing), such as 2-ethyl hexyl stearate, n-butyl oleate, isopropyl myristate, propylene glycol dioleate, di -octyl succinate, di-butyl adipate, di -octyl phthalate and the like; esters of mono, di and polycarboxylic acids and the like. Organic solvents include, but are not limited to toluene, xylene, MTO(mineral turpentine oil), CIX solvent, petroleum naphtha, crop oil, acetone, methyl ethyl ketone, cyclohexanone, trichloroethylene, perchloroethylene, ethyl acetate, amyl acetate, butyl acetate, propylene glycol monomethyl ether and diethylene glycol monomethyl ether, methyl alcohol, ethylalcohol, isopropyl alcohol, amyl alcohol, ethylene glycol, propylene glycol, glycerine, N-methyl-2-pyrrolidinone(NMP), N,N-dimethyl alkylamides, dimethyl sulfoxide, Dimethyl Sulfoxide, DMF(dimethyl formamide), NBA(N- butyl alcohol) or combination thereof.
Solid carriers that may be employed in the compositions of the present invention may include but are not limited to attapulgite, pyrophyllite clay, silica, kaolin clay, kieselguhr, chalk, diatomaceous earth, lime, calcium carbonate, bentonite clay, Fuller's earth, talc, cottonseed hulls, wheat flour, soybean flour, pumice, wood flour, walnut shell flour, lignin, cellulose or combination thereof.
Surfactants that are used as dispersants have the ability to adsorb strongly onto a particle surface and provide a charged or stearic barrier to re-aggregation of particles. The most commonly used surfactants are anionic, non-ionic, or mixtures of the two types, the most common dispersants are sodium lignosulphonates. For suspension concentrates, very good adsorption and stabilization are obtained using polyelectrolytes, such as sodium naphthalene sulphonate formaldehyde condensates. Tristyrylphenolethoxylate phosphate esters are also used. Nonionics such as alkylarylethylene oxide condensates and EO-PO block copolymers are sometimes combined with anionics as dispersants for suspension concentrates. In recent years, new types of very high molecular weight polymeric surfactants have been developed as dispersants. These have very long hydrophobic ‘backbones’ and a large number of ethylene oxide chains forming the ‘teeth’ of a ‘comb’ surfactant. These high molecular weight polymers can give very good long-term stability to suspension concentrates because the hydrophobic backbones have many anchoring points onto the particle surfaces. Examples of dispersants used herein include but not limited to Polyarylphenyl ether phosphate, tristyryl phenol ethylated /Acrylic Copolymer/ Ethoxylated Tristryl phenol Sulphate, Naphthalene sulfonic acid, sodium salt condensate with formaldehyde, Ethoxylated oleyl cetyl alcohol, Polyalkelene glycol ether, Ethoxylated Fatty alcohol, sodium polycarboxylate, sodium lignosulphonates, calcium ligno sulphate, Poly aryl phenyl ether phosphate, Tristyrylphenol Ethoxylate Amine salt of phosphate, tristyryl phenol ethylate, Acrylic Copolymer, Ethoxylated Tristryl phenol Sulphate, Naphthalene sulfonic acid, sodium salt condensate with formaldehyde, Ethoxylated oleyl cetyl alcohol, Polyalkelene glycol, naphthalene sulphonate formaldehyde condensates, tristyrylphenolethoxylate phosphate, ethoxylated fatty alcohol, alkyl ethoxylates, EO-PO block copolymers, and graft copolymers or combination thereof.
Emulsifiers as used herein is selected from group comprising calcium hydroxyapatite, Potassium Dihydrogen Phosphate, Sodium Hydroxide, carbonated apatite, calcium carbonate, sodium bicarbonate, tricalcium phosphate, calcium phosphates, carbonated calcium phosphates, amine monomers, lactate dehydrogenase, magnesium hydroxide, Tall oil or its ethoxylates, Castor oil ethoxylates, Calcium alkyl benzene sulfonate, anioinic/non- ionic/alcohol ethoxylate/block copolymer/ethoxylate, Polyalkylene oxide block copolymer, High molecular weight polymer, PEG- 10, PPG-5 cetyl phosphate, nonionic emulsifier such as Tristyryl phenolethoxylate, Blend of nonionic-anionic emulsifiers such as castor oil ethoxylates, alkoxylated alcohols, ethoxylated amines, ethoxylated tristyrylphenol, fatty acid ethoxylates, calcium salts of dodecylbenzene sulphonate, salts of phosphate esters of ethoxylated tristyrylphenol or combination thereof.
Co-emulsifier used in the composition of the present invention includes various alcohol based co-emulsifier and preferably tall oil fatty acid based co-emulsifier including Altapyne L- 1.
In another embodiment, anti-freezing agent as used herein can be selected from the group comprising polyethylene glycols, methoxypolyethylene glycols, propylene glycol, polypropylene glycols, polybutylene glycols, glycerine, ethylene glycol, diethylene glycol, urea or combination thereof. A weting agent is a substance that when added to a liquid increases the spreading or penetration power of the liquid by reducing the interfacial tension between the liquid and the surface on which it is spreading. Weting agents are used for two main functions in agrochemical formulations: during processing and manufacture to increase the rate of weting of powders in water to make concentrates for soluble liquids or suspension concentrates; and during mixing of a product with water in a spray tank or other vessel to reduce the weting time of wetable powders and to improve the penetration of water into water-dispersible granules. Examples of weting agents used herein include but not limited to sodium lauryl sulphate; sodium dioctylsulphosuccinate; Tristyrylphenol ethoxylate non-ionic emulsifier/ mixture of non-ionic surfactants & alkoxylated Alcohol/Block copolymer, alkyl phenol ethoxylates; and aliphatic alcohol ethoxylates and the salts thereof or mixtures thereof.
Anti-foaming agent /defoamer used herein is selected from group comprising silicon emulsion based anti-foam agents, Siloxane polyalkyleneoxide, trisiloxane ethoxylates, long chain alcohols; faty acids; salts of faty acids; organofluorine compounds or mixtures thereof.
Suspension aid in the present description denotes a natural or synthetic, organic or inorganic material with which the active substance is combined in order to facilitate its application to the plant, to the seeds or to the soil. This carrier is hence generally inert, and it must be agriculturally acceptable, in particular to the plant being treated. The carrier may be solid (clays, natural or synthetic silicates, silica, resins, waxes, solid fertilizers, and the like or mixtures thereof) or liquid (water, alcohols, ketones, petroleum fractions, aromatic or paraffinic hydrocarbons, chlorinated hydrocarbons, liquefied gases, and the like or mixtures thereof).
Biocides / Microorganisms cause spoilage of formulated products. Therefore, antimicrobial/anti-bacterial agents are used to eliminate or reduce their effect. Examples of such agents include, but are not limited to: propionic acid and its sodium salt; sorbic acid and its sodium or potassium salts; benzoic acid and its sodium salt; p-hydroxy benzoic acid sodium salt; methyl p-hydroxy benzoate; and biocide such as sodium benzoate, 1,2- benzisothiazoline-3-one, 2-methyl-4-isothiazolin-3-one, 5-chloro-2-methyl-4-isothiazolin-3- one, potassium sorbate, parahydroxy benzoates, Benzisothiazolin-3-one / Formaldehyde or mixtures thereof. Suitable colorants include both pigments, which are sparingly soluble in water, and dyes, which are soluble in water. Non-limiting examples are Rhodamin B, C. 1. Pigment Red 112 and C. (.Solvent Red 1, Pigment Blue 15:4, Pigment Blue 15:3, Pigment Blue 15:2, 35 Pigment Blue 15: 1, Pigment Blue 80, Pigment Yellow 1, Pigment Yellow 13, Pigment Red 48:2, Pigment Red 48: 1, Pigment Red 57: 1, Pigment Red 53: 1, Pigment Orange 43, Pigment Orange 34, Pigment Orange 5, Pigment Green 36, Pigment Green 7, Pigment White 6, Pigment Brown, 25, Basic Violet 10, Basic Violet 49, Acid Red 51, Acid Red 52, Acid Red 14, Acid Blue 9, Acid Yellow 23, Basic Red 10, Basic Red 108, iron oxide, titanium oxide, iron hexacyanoferrate.
In one embodiment of the present invention, the pH-adjusting agent is selected from citric acid, sulfuric acid, acetic acid, maleic acid, potassium phosphate, and oleic acid or mixtures thereof.
In an embodiment, the pH adjusting agent is dissolved in water to obtain a solution.
Thickeners or thickening agents are used mainly in the formulation of suspension concentrates, emulsions and suspo-emulsions to modify the rheology or flow properties of the liquid and to prevent separation and settling of the dispersed particles or droplets. Thickening, gelling, and anti- settling agents generally fall into two categories, namely waterinsoluble particulates and water-soluble polymers. It is possible to produce suspension concentrate formulations using clays and silicas. Examples of these types of materials, include, but are limited to, montmorillonite, bentonite clay; magnesium aluminium silicate; and attapulgite. Water soluble polysaccharides have been used as thickening -gelling agents for many years. The types of polysaccharides most commonly used are natural extracts of seeds and seaweeds are synthetic derivatives of cellulose or mixtures thereof. Examples of these types of materials include, but are not limited to, guar gum; locust bean gum; carrageenam; xanthan gum; alginates; polysaccharides, methyl cellulose; sodium carboxymethyl cellulose (SCMC); hydroxyethyl cellulose (HEC), bentonite clay, organic clays (organically modified or unmodified), polycarboxylates , silicates or mixtures thereof. Other types of anti-settling agents are based on modified starches, polyacrylates, polyvinyl alcohol and polyethylene oxide or mixtures thereof.
Filler is added to the composition to improve the handling and storage characteristics of the composition. Fillers also add mass and/or volume to the active ingredient in order to facilitate precise measurement of the doses. Suitable fillers that may be used in the composition of the present invention include, but not limited to, Silicon Dioxide, bentonite clay, china clay, silica, kaolin, talc, starch, diatomaceous earth or mixtures thereof.
An adjuvant used in the present invention is any material that is added to an agrochemical formulation to enhance or modify the performance of the formulation. An adjuvant used in the present invention to make it a safer to ecological environmental, having low toxicity and having no phytotoxicity effects on any part of the plant.
Extender or sticker/sticking agent keeps herbicide active on a target for an extended period or on waxy foliage. Sticker allows pesticides to stay on a treated surface longer. Some stickers help to hold solid particles to a treated surface. This reduces the amount that washes off due to rain or irrigation. Others reduce evaporation and/or slow breakdown by sunlight.
In another embodiment of the present invention, the herbicidal composition of the present invention further comprises organosilicone surfactants/adjuvant as spreading and sticking agents.
The solvent for the formulation of the present invention may include water, organic solvents, water soluble alcohols and dihydroxy alcohol ethers. The water-soluble alcohol which can be used in the present invention may be lower alcohols or water-soluble macromolecular alcohols. The term "lower alcohol", as used herein, represents an alcohol having 1-4 carbon atoms, such as methanol, ethanol, n-propanol, isopropanol, n-butanol, tert-butanol, etc. Macromolecular alcohol is not limited, as long as it may be dissolved in water in a suitable amount range, polyethylene glycol, sorbitol, glucitol, etc. The examples of suitable dihydroxy alcohol ethers used in the present invention may be dihydroxy alcohol alkyl ethers or dihydroxy alcohol aryl ethers. The examples of dihydroxy alcohol alkyl ether include ethylene glycol methyl ether, diethylene glycol methyl ether, propylene glycol methyl ether, dipropylene glycol methyl ether, ethylene glycol ethyl ether, diethylene glycol ethyl ether, propylene glycol ethyl ether, dipropylene glycol ethyl ether, etc. The examples of dihydroxy alcohol aryl ethers include ethylene glycol phenyl ether, diethylene glycol phenyl ether, propylene glycol phenyl ether, dipropylene glycol phenyl ether, and the like. Organic solvents include, but are not limited to toluene, xylene, MTO(mineral turpentine oil), CIX solvent, petroleum naphtha, crop oil, acetone, methyl ethyl ketone, cyclohexanone, trichloroethylene, perchloroethylene, ethyl acetate, amyl acetate, butyl acetate, propylene glycol monomethyl ether and diethylene glycol monomethyl ether, methyl alcohol, ethylalcohol, isopropyl alcohol, amyl alcohol, ethylene glycol, propylene glycol, glycerine, N-methyl-2-pyrrolidinone(NMP), N,N-dimethyl alkylamides, dimethyl sulfoxide, Dimethyl Sulfoxide(DMSO), DMF(dimethyl formamide), NBA(N-butyl alcohol) or combination thereof. The above mentioned solvents may also be used as co-solvents for preparing formulation(s) of the present invention.
Any of the above mentioned solvents can be used either alone or in combination thereof.
In some embodiments, the compositions described herein are employed in combination with one or more herbicide safeners, such as AD-67 (MON 4660), benoxacor, benthiocarb, brassinolide, cloquintocet (mexyl), cyometrinil, daimuron, dichlormid, dicyclonon, dimepiperate, disulfoton, fenchlorazole-ethyl, fenclorim, flurazole, fluxofenim, furilazole, harpin proteins, isoxadifen-ethyl, jiecaowan, jiecaoxi, mefenpyr-diethyl, mephenate, naphthalic anhydride (NA), oxabetrinil, R29148 and N -phenyl-sulfonylbenzoic acid amides, to enhance their selectivity. In some preferred embodiments, the safener is mefenpyr-diethyl.
In one embodiment of the present invention, safeners are present in the range of 0.025 to 2.5% by weight of the total composition.
The present compositions can be applied to weeds or their locus by the use of conventional ground or aerial dusters, sprayers, and granule applicators, by addition to irrigation or paddy water, and by other conventional means known to those skilled in the art.
In another embodiment, the composition of the present invention is effective in the management of pre-emergent or post-emergent, monocotyledonous and dicotyledonous weeds.
In another embodiment, the composition of the present invention is used for the preemergence or post-emergence control of variety of crops, including but not limited to, weeds in cotton, soybean, vegetables, cereals, oilseeds, fibre crops, sugar crops, sugarcane, rubber, oil palms, non-crop land, as well as protecting crops from herbicidal injury caused by any of the individual components.
The rate of application of composition of present invention varies depending on, for example, the blending ratio of active ingredients, meteorological condition, a dosage form, an application time, an application method, an application place, weed to be controlled, and a target crop, in ordinary cases.
In an embodiment, the composition of the present invention may be combined with at least another active ingredient such as those selected from but not limited to herbicide, insecticide, fungicide, biological agent, plant growth activator, fertilizers or combinations thereof.
Although this invention has been disclosed in the context of certain preferred embodiments and examples, it will be understood by those skilled in the art that the present invention extends beyond the specifically disclosed embodiments to other alternative embodiments and/or uses of the invention and obvious modifications and equivalents thereof. Thus, from the foregoing description, it will be apparent to one of ordinary skill in the art that many changes and modifications can be made thereto without departing from the spirit or scope of the invention as set forth herein.
In an embodiment, the present invention provides a process for preparing the present novel synergistic composition which may be modified accordingly by any person skilled in the art based on the knowledge of the manufacturing the formulation. However, all such variations and modifications are still covered by the scope of present invention.
In order that the present invention may be more readily understood, reference will now be made, by way of example, to the following description. It will be understood that the specification and examples are illustrative but not limitative of the present invention and that other embodiments within the spirit and scope of the invention will suggest themselves to those skilled in the art. Other embodiments can be practiced that are also within the scope of the present invention. The following illustrations of examples are intended to illustrate a stable synergistic fungicidal composition, but in no way limit the scope of the present invention.
Examples
Representative chemical composition examples of synergistic herbicidal composition of the present invention, are provided as follows: EXAMPLE 1
Table 1
Figure imgf000029_0001
EXAMPLE 2 Table 2
Haloxyfop r Methyl 13,5% + Pyrithiobac Sodium 7,5% + Fenoxaprop -p-ethyl 1% ME-
Chemical Composition:
Figure imgf000030_0001
Manufacturing Process:
As per recipe the required amount of solvent /co-solvent is weighed and transferred to a mixing vessel. The required amount of technical’s is weighed and transferred to mixing vessel.
After complete homogenization a sample is drawn for selection of emulsifier. Weighed and transfer the emulsifier to mixing vessel. After complete homogenization a sample is drawnfor quality check if sample is passes, transfer the materials in storage tank for packaging. EXAMPLE 3
Table 3
Haloxyfop r Methyl 13,5% + Pyrithiobac Sodium 7,5% + Fenoxaprop -p-ethyl 1% EC-
Chemical Composition (Example):
Figure imgf000031_0001
Manufacturing Process:
Into a clean and dry reactor charged solvent N-Methyl-2-pyrrolidone (NMP/DMSO/DMF/NBA/ C IX Solvent/XYLENE /MTO) and solvent Dimethyl sulfoxide (DMSO /NMP/DMF/NBA). Started stirring, dded technical Haloxyfop r Methyl, technical Pyrithiobac Sodium and technical Finoxaprop with safher Mefenpyr- diethyl. Mixed well to dissolve and get a clear solution.
A per the ratio set by QC add emulsifier anionic emulsifier and non-ionic emulsifier and mixed well to form an emulsifiable concentrate. Filtered this solution through sparkler filter and collected the filtrate into another clean and dry vessel, acked the formulation in QA approved containers. EXAMPLE 4
Table 4
Haloxyfop r Methyl 13,5% + Pyrithiobac Sodium 7,5% + Fenoxaprop -p-ethyl 1% SL-
Chemical Composition (Example):
Figure imgf000032_0001
Manufacturing Process:
Into a clean and dry reactor charged solvent N-Methyl-2-pyrrolidone (NMP/DMSO/DMF/NBA). Started stirring.
Added technical Haloxyfop r Methyl, technical Pyrithiobac Sodium and technical Finoxaprop with safher Mefenpyr-diethyl. Mixed well to dissolve and get a clear solution.
A per the ratio set by QC add emulsifier anionic emulsifier and non-ionic emulsifier and mixed well.
Filtered this solution through sparkler filter and collected the filtrate into another clean and dry vessel.
Packed the formulation in QA approved containers. The process for preparing the present novel synergistic herbicidal composition can be modified accordingly by any person skilled in the art based on the knowledge of the manufacturing the formulation. However, all such variation and modification is still covered by the scope of present invention. Stability Data: Haloxyfop r Methyl 13.5% + Pyrithiobac Sodium 7.5% + Fenoxaprop 1% ME
Figure imgf000033_0001
Figure imgf000034_0001
Biological Examples:
Examples on Efficacy:
Evaluation of synergistic effect of pesticidal composition of the present invention A synergistic effect of two or more products exists whenever the action of an active ingredient combination is greater than the sum of the actions of the individual components. Synergism was calculated by using Colby’s method (Weeds, vol. 15 No. 1 (Jan 1967), pp. 20- 2.
The synergistic action expected for a given combination of two active components can be calculated as follows:
XY
E = (X + Y) - -
100
The synergistic action expected for a given combination of three active components can be calculated as follows:
(XY+YZ+XZ) (XYZ)
E = (X + Y + Z) - - + -
100 10000 Where:
E represents expected percentage of herbicidal control for the combination of the two or three active ingredients at defined doses (for example equal to x, y and z, respectively).
X is the percentage of herbicidal control observed by the compound (Haloxyfop-r-Methyl) at a defined dose (equal to x).
Y is the percentage of herbicidal control observed by the compound (Pyrithiobac Sodium) at a defined dose (equal to y).
Z is the percentage of herbicidal control observed by the compound (Fenoxaprop-p-Ethyl) at a defined dose (equal to z).
When the percentage of herbicidal control observed for the combination is greater than the expected percentage, there is a synergism effect.
Observed control (%)
Ratio = -
Expected control (%)
Ratio of O/E > 1, synergism observed
The present invention is illustrated by way of examples, the examples are meant for illustrative purposes and should not be construed as limiting.
Evaluation of improved herbicidal composition of the present invention
The present invention is illustrated by way of examples, the examples are meant for illustrative purposes and should not be construed as limiting.
Experiment for improved herbicidal composition of present invention:
Example 1- Details of experiment on Cotton crop:
Field experiment for bio- activity of Haloxyfop-r-Methyl, Pyrithiobac Sodium and Fenoxaprop-p-Ethyl on unwanted plants and lint yield in cotton crop was conducted at farmer field, Shivamogga (Karnataka). The major objectives for the study are as follows.
Objectives:
1. To determine the efficacy of the improved herbicidal composition of the present invention against different unwanted plants available in the field in Cotton crop
2. To evaluate the impact of the improved herbicidal composition of the present invention on lint yield.
3. To observe phytotoxicity, if any on Cotton.
For Evaluation, experimental field for experiment was ploughed and divided in plot size of 10 m x 10 m keeping 1 m buffer between plots to avoid drift of chemicals. Cotton seeds [Variety: NHH-44] were sown in fields with row-to-row distance of 75 cm and plant to plant distance of 45 cm with three replications and in Randomized Block Design (RBD). The treatments were applied as single directed foliar spray @ 825 ml/ha as post emergence herbicide at 10 days after sowing. The active components were applied in different ternary and binary combinations. Solo components were also taken for comparison. The treatment details are as under:
T1 - Haloxyfop-r-Methyl, Pyrithiobac Sodium and Fenoxaprop-p-Ethyl (5%+20%+0. 1%) T2 - Haloxyfop-r-Methyl, Pyrithiobac Sodium and Fenoxaprop-p-Ethyl ( 13 ,5%+7.5%+l%) T3 - Haloxyfop-r-Methyl, Pyrithiobac Sodium and Fenoxaprop-p-Ethyl (30%+l %+5%) T4 - Haloxyfop-r-Methyl, Pyrithiobac Sodium and Fenoxaprop-p-Ethyl (10%+7.30%+10%) T5 - Haloxyfop-r-Methyl and Pyrithiobac Sodium (5%+20%)
T6 - Haloxyfop-r-Methyl and Pyrithiobac Sodium (13.5%+7.5%)
T7 - Haloxyfop-r-Methyl and Pyrithiobac Sodium (30%+l%)
T8 - Haloxyfop-r-Methyl and Pyrithiobac Sodium ( 10%+7.30%)
T9 - Haloxyfop-r-Methyl and Fenoxaprop-p-Ethyl (5%+0.1%)
T10 - Haloxyfop-r-Methyl and Fenoxaprop-p-Ethyl (13.5%+1%)
Ti l - Haloxyfop-r-Methyl and Fenoxaprop-p-Ethyl (30%+5%)
T12 - Haloxyfop-r-Methyl and Fenoxaprop-p-Ethyl ( 10%+ 10%)
T13 -Pyrithiobac Sodium and Fenoxaprop-p-Ethyl (20%+0.1%)
T14 -Pyrithiobac Sodium and Fenoxaprop-p-Ethyl (7.5%+l%)
T15 -Pyrithiobac Sodium and Fenoxaprop-p-Ethyl (l%+5%)
T16 -Pyrithiobac Sodium and Fenoxaprop-p-Ethyl (7.30%+10%)
T17 - Haloxyfop-r-Methyl (5%)
T18 - Haloxyfop-r-Methyl (13.5%) T19 - Haloxyfop-r-Methyl (30%)
T20 - Haloxyfop-r-Methyl (10%)
T21 - Pyrithiobac Sodium (20%)
T22 - Pyrithiobac Sodium (7.5%)
T23 - Pyrithiobac Sodium (1%)
T24 - Pyrithiobac Sodium (7.30%)
T25 -Fenoxaprop-p-Ethyl (0.1%)
T26 - Fenoxaprop-p-Ethyl (1%)
T27 - Fenoxaprop-p-Ethyl (5%)
T28 - Fenoxaprop-p-Ethyl (10%)
T29 - Untreated check
The treatments T1 to T28 were applied as foliar spray and in T29 control treatment only water was sprayed. Unwanted plants available in the field were Echinochloa spp., Digera arvensis, Chenopodium album, Digitaria sanguinalis, Commelina benghalensis, Amaranthus viridis & Parthenium hysterophorus etc. Post-treatment unwanted plant population was observed from 0.25 m2 area replicated thrice per plot at 20 and 40 days after application for weed control efficacy.
Visual observations on phytotoxicity of different treatments on 0-10 scale was recorded from ten plants per replications at 10 days after spraying and then average was taken.
Phytotoxicity visual scoring 0-10
Figure imgf000037_0001
Figure imgf000038_0001
Observation on yield characteristics were recorded at harvest. Data thus obtained was converted to per m2 and transformations of data was made where necessary. The data thus obtained were analyzed from. Table 1: Effect of improved herbicidal composition of the present invention (Haloxyfop- r-methyl, Pyrithiobac Sodium and Fenoxaprop-p-Ethyl) on unwanted plant control in Cotton crop
Figure imgf000038_0002
Figure imgf000039_0001
Figure imgf000040_0001
Figure imgf000041_0001
It is clearly evident from the data shown in above Table 1 for per cent weed control efficacy control in cotton crop that the improved herbicidal composition of the present invention T1 to T4 are highly effective for control of different unwanted plants available in the field. Table 2: Effect of improved herbicidal composition of the present invention (Haloxyfop- r-Methyl, Pyrithiobac Sodium and Fenoxaprop-p-Ethyl) on phytotoxicity in Cotton crop
Figure imgf000042_0001
Figure imgf000043_0001
It is seen from the data shown in above Table 2 for Phytotoxictiy in cotton crop that the improved herbicidal composition of the present invention T1 to T4 did not show any phytotoxicity to cotton crop and are safe at different ratios. Table 3: Effect of improved herbicidal composition of the present invention (Haloxyfop- r-Methyl, Pyrithiobac Sodium and Fenoxaprop-p-Ethyl) on lint yield in Cotton crop
Figure imgf000043_0002
Figure imgf000044_0001
Figure imgf000045_0001
Form table 3 it is observed that the improved herbicidal composition of the present invention T1 to T3 positively impacted the different yield characteristics thereby increasing the final lint yield. It was seen that the improved herbicidal composition of the present invention provided excellent & effective control of unwanted plants available in the field without any phytotoxicity symptoms on cotton crop.
Advantages of the Present Invention:
1. The improved herbicidal composition of the present invention resulted in better unwanted plants control as compared to the other treatments and untreated check.
2. The improved herbicidal composition of the present invention is significantly superior from its individual product readily available in market.
3. The improved herbicidal composition of the present invention provides higher lint yield parameters (Table 3) as compared to the control and binary and solo treatments applied in the cotton crop.
4. The improved herbicidal composition shows no phytotoxicity effect on cotton crop.
5. The results of experiments indicate that the improved herbicidal composition is highly effective in controlling unwanted plants, safe to target crop and increasing production of cotton lint and safe to at lower doses of the products in the combination, thus the invention will be cost effective and safer to the environment.
Example 2: Field experiment for evaluation of Phytotoxicity of improved herbicidal composition of the present invention at farmer field, Chhindwara (M.P.).
The major objectives for the study are as follows.
Objectives:
1. To observe phytotoxicity, if any on Cotton.
For Evaluation, experimental field for experiment was ploughed and divided in plot size of 8 m x 8 m keeping 1 m buffer between plots to avoid drift of chemicals. Cotton seeds [Variety: Surpass First Class] were sown in fields with row-to-row distance of 90 cm and plant to plant distance of 60 cm with three replications and in Randomized Block Design (RBD). The treatments were applied as single directed foliar spray as early post emergence herbicide at 12 days after sowing. The active components were applied in different ternary and binary combinations. Solo components were also taken for comparison. The treatment details are as under: T1 - Haloxyfop-r-Methyl, Pyrithiobac Sodium and Fenoxaprop-p-Ethyl (13.5%+7.5%+l%) @ 825 ml/ha
T2 - Haloxyfop-r-Methyl, Pyrithiobac Sodium and Fenoxaprop-p-Ethyl (13.5%+7.5%+l%) @1237.5 ml/ha T3 - Haloxyfop-r-Methyl, Pyrithiobac Sodium and Fenoxaprop-p-Ethyl (13.5%+7.5%+l%) @ 1650 ml/ha
T4 - Untreated check
The treatments T1 to T3 were applied as foliar spray and in T4 control treatment only water was sprayed. Visual observations on phytotoxicity of different treatments on 0-10 scale was recorded from ten plants per replications at 10 days after spraying and then average was taken.
Phytotoxicity visual scoring 0-10
Figure imgf000047_0001
Table 4: Effect of improved herbicidal composition of the present invention (Haloxyfop- r-Methyl, Pyrithiobac Sodium and Fenoxaprop-p-Ethyl) at different application doses on phytotoxicity in Cotton crop
Figure imgf000048_0001
It is seen from the data shown in above Table 4 for Phytotoxictiy in cotton crop that the improved herbicidal composition of the present invention T1 to T3 did not show any phytotoxicity to cotton crop and are safe at different doses.
From the above investigations, it will be observed that numerous modifications and variations can be effectuated without departing from the true spirit and scope of the novel concepts of the present invention. It is to be understood that no limitations with respect to the specific embodiments illustrated is intended or should be inferred. It should be understood that all such modifications and improvements have been deleted herein for the sake of conciseness and readability but are properly within the scope of the following claims.

Claims

We Claim:
[CLAIM 1] A synergistic herbicidal composition comprising: a) Haloxyfop or its agrochemically acceptable salts, ester or derivatives; b) Pyrithiobac or its agrochemically acceptable salts, ester or derivatives; and c) at least one another herbicide selected from Fenoxaprop, Oxyfluorfen and Propaquizafop or their agrochemically acceptable salts, ester or derivatives.
[CLAIM 2] The herbicidal composition as claimed in claim 1-2, comprising: a) Haloxyfop or its agrochemically acceptable salts, ester or derivatives, present in the range of 5-30% by weight of the composition; b) Pyrithiobac or its agrochemically acceptable salts, ester or derivatives, present in the range of 0.1-20% by weight of the composition; and c) at least one another herbicide selected from Fenoxaprop, Oxyfluorfen and Propaquizafop or their agrochemically acceptable salts, ester or derivatives, present in the range of 0.1-10% by weight of the composition.
[CLAIM 3] The herbicidal composition as claimed in claim 1-2, comprising: a) Haloxyfop-r-methyl present in the range of 5-30% by weight of the composition; b) Pyrithiobac-sodium present in the range of 0.1-20% by weight of the composition; and c) Fenoxaprop-p-ethyl, present in the range of 0.1-10% by weight of the composition.
[CLAIM 4] The herbicidal composition as claimed in claim 1-3, which further comprises one or more agrochemically acceptable excipients.
[CLAIM 5] The herbicidal composition as claimed in claim 4, wherein the agrochemically acceptable excipients comprise surfactant/dispersing agent(s)[ionic/anioinic/non-ionic], antifreezing agent(s), emulsifier(s), co-emulsifier(s), safener(s), anti-foaming agentZdefoamer(s), wetting agent(s), suspension aid(s), antimicrobial/anti-bacterial agent(s), thickening agentZthickener(s), quick coating agent(s) or sticking agentsZsticker(s), spreader(s), binder(s), anti-caking agent(s), pH adjusting agent(s), adjuvant(s), filler(s), colorant(s), buffering agent(s), solvent(s), co-solvent(s), protective colloids, adhesives, thixotropic agents, penetration agents, stabilisers, sequestering agents, any solid or liquid carrierZadditive or mixtures thereof.
[CLAIM 6] The herbicidal composition as claimed in claim 1-5, which further comprises safener(s).
[CLAIM 7j The herbicidal composition as claimed in claim 6, wherein safener(s) is/are selected from the group consisting of AD-67 (MON 4660), benoxacor, benthiocarb, brassinolide, cloquintocet (mexyl), cyometrinil, daimuron, dichlormid, dicyclonon, dimepiperate, disulfoton, fenchlorazole-ethyl, fenclorim, flurazole, fluxofenim, furilazole, harpin proteins, isoxadifen-ethyl, jiecaowan, jiecaoxi, mefenpyr-diethyl, mephenate, naphthalic anhydride (NA), oxabetrinil, R29148 and N -phenyl-sulfonylbenzoic acid amides, to enhance their selectivity and is/are present in the range of 0.025 - 2.50 % by weight of the composition.
[CLAIM 8] The herbicidal composition as claimed in claim 5, wherein the solvent and/or cosolvent is/are selected from group consisting of heavy aromatic hydrocarbon, dihydroxy alcohol ethers, glycol methyl ether, diethylene glycol methyl ether, propylene glycol methyl ether, dipropylene glycol methyl ether, ethylene glycol ethyl ether, diethylene glycol ethyl ether, propylene glycol ethyl ether, dipropylene glycol ethyl, dihydroxy alcohol aryl ethers including ethylene glycol phenyl ether, diethylene glycol phenyl ether, propylene glycol phenyl ether, dipropylene glycol phenyl ether , N-alcohol, methanol, ethanol, n-propanol, isopropanol, n-butanol, tert-butanol, alkyl amide, vegetable oil, mineral oil, polyethylene glycol, sorbitol, glucitol, toluene, xylene, MTO(mineral turpentine oil), CIX solvent, petroleum naphtha, crop oil, acetone, methyl ethyl ketone, cyclohexanone, trichloroethylene, perchloroethylene, ethyl acetate, amyl acetate, butyl acetate, propylene glycol monomethyl ether and diethylene glycol monomethyl ether, methyl alcohol, ethylalcohol, isopropyl alcohol, amyl alcohol, ethylene glycol, propylene glycol, glycerine, N-methyl-2- pyrrolidinone(NMP), N,N-dimethyl alkylamides, Dimethyl Sulfoxide(DMSO), DMF(dimethyl formamide), NBA(N-butyl alcohol) aromatic solvents, water or mixtures thereof and present in the range of 0.1-90% by weight of the composition.
[CLAIM 9] The herbicidal composition as claimed in claim 5, wherein the emulsifier and co- emulsifier is/are selected from the group consisting of a tall oil fatty acid based co-emulsifier including Altapyne L-l, calcium hydroxyapatite, Potassium Dihydrogen Phosphate, Sodium Hydroxide, carbonated apatite, calcium carbonate, sodium bicarbonate, tricalcium phosphate, calcium phosphates, carbonated calcium phosphates, amine monomers, lactate dehydrogenase, magnesium hydroxide, Tall oil or its ethoxylates, Castor oil ethoxylates, Calcium alkyl benzene sulfonate, anioinic/non-ionic/alcohol ethoxylate/block copolymer/ethoxylate, Polyalkylene oxide block copolymer, High molecular weight polymer, PEG- 10, PPG-5 cetyl phosphate, nonionic emulsifier such as Tristyryl phenolethoxylate, Blend of nonionic-anionic emulsifiers such as castor oil ethoxylates, alkoxylated alcohols, ethoxylated amines, ethoxylated tristyrylphenol, fatty acid ethoxylates, calcium salts of dodecylbenzene sulphonate, salts of phosphate esters of ethoxylated tristyrylphenol or mixture thereof and present in the range of 0.2-30 % by weight of the composition.
[CLAIM 10] The herbicidal composition as claimed in claim 5, wherein the dispersing agent is/are selected from the group consisting of Polyarylphenyl ether phosphate, tristyryl phenol ethylated /Acrylic Copolymer/ Ethoxylated Tristryl phenol Sulphate, Naphthalene sulfonic acid, sodium salt condensate with formaldehyde, Ethoxylated oleyl cetyl alcohol, Polyalkelene glycol ether, Ethoxylated Fatty alcohol, sodium polycarboxylate, sodium lignosulphonates, calcium ligno sulphate, Poly aryl phenyl ether phosphate, Tristyrylphenol Ethoxylate Amine salt of phosphate, tristyryl phenol ethylate, Acrylic Copolymer, Ethoxylated Tristryl phenol Sulphate, Naphthalene sulfonic acid, sodium salt condensate with formaldehyde, Ethoxylated oleyl cetyl alcohol, Polyalkelene glycol, naphthalene sulphonate formaldehyde condensates, tristyrylphenolethoxylate phosphate, ethoxylated fatty alcohol, alkyl ethoxylates, EO-PO block copolymers, and graft copolymers or mixtures thereof, present in the range of 0.2-30 % by weight of the composition.
[CLAIM 11] The herbicidal composition as claimed in any one of the claims 1 to 10, wherein the composition is in the form of Emulsifiable concentrate (EC) and Micro-emulsion (ME), Soluble concentrate (SL) form or Suspension concentrate (SC).
[CLAIM 12] The herbicidal composition as claimed in any one of the claims 1 to 11, wherein composition can be applied to a plant/crop by spraying, rubbing, atomizing, irrigating, evaporating, dusting, fogging, broadcasting, pouring, mist blowing, soil mixing, foaming, painting, spreading-on, drenching, dipping or drip irrigation, etc.
[CLAIM 13] A kit-of-parts comprising a plurality of components, wherein said plurality of components comprises: a) Haloxyfop or its agrochemically acceptable salts, ester or derivatives; b) Pyrithiobac or its agrochemically acceptable salts, ester or derivatives; and c) at least one another herbicide selected from Fenoxaprop, Oxyfluorfen and Propaquizafop or their agrochemically acceptable salts, ester or derivatives.
[CLAIM 14] A process for preparing a synergistic herbicidal composition as claimed in claims 1-13.
PCT/IB2024/054589 2023-05-12 2024-05-11 Synergistic herbicidal composition for weed control Pending WO2024236450A1 (en)

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Citations (3)

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WO2000008937A1 (en) * 1998-08-13 2000-02-24 Aventis Cropscience Gmbh Herbicides for tolerant or resistant cotton cultures
US7105470B1 (en) * 1998-08-13 2006-09-12 Hoechst Schering Agrevo Gmbh Herbicidal compositions for tolerant or resistant soybean crops
US20180007899A1 (en) * 2012-12-20 2018-01-11 Dow Agrosciences Llc Herbicidal compositions comprising oxyfluorfen and haloxyfop

Patent Citations (3)

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Publication number Priority date Publication date Assignee Title
WO2000008937A1 (en) * 1998-08-13 2000-02-24 Aventis Cropscience Gmbh Herbicides for tolerant or resistant cotton cultures
US7105470B1 (en) * 1998-08-13 2006-09-12 Hoechst Schering Agrevo Gmbh Herbicidal compositions for tolerant or resistant soybean crops
US20180007899A1 (en) * 2012-12-20 2018-01-11 Dow Agrosciences Llc Herbicidal compositions comprising oxyfluorfen and haloxyfop

Non-Patent Citations (1)

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Title
COFFMAN, C. B. ET AL.: "Weed management with fluazifop (Fusilade), haloxyfop (Verdict), sethoxydim (Poast) and oxyfluorfen (Goal) in groundcovers and woody landscape plants", JOURNAL OF ENVIRONMENTAL HORTICULTURE, vol. 5, no. 2, 1987, pages 85 - 88, XP008180600, DOI: orq/10.24266/0738-2898-5.2.85 *

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