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WO2021214792A1 - Compositions herbicides, formulations et procédés associés - Google Patents

Compositions herbicides, formulations et procédés associés Download PDF

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Publication number
WO2021214792A1
WO2021214792A1 PCT/IN2021/050398 IN2021050398W WO2021214792A1 WO 2021214792 A1 WO2021214792 A1 WO 2021214792A1 IN 2021050398 W IN2021050398 W IN 2021050398W WO 2021214792 A1 WO2021214792 A1 WO 2021214792A1
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WO
WIPO (PCT)
Prior art keywords
formulation
treatments
agent
propoxyethyl
chloro
Prior art date
Application number
PCT/IN2021/050398
Other languages
English (en)
Inventor
Rajaiah Srikrishnan
Chemuturi SREEDHAR
Abhijit Bose
Narayanamoorthy PICHUMANI
Original Assignee
M/S Tagros Chemicals India Pvt. Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by M/S Tagros Chemicals India Pvt. Ltd filed Critical M/S Tagros Chemicals India Pvt. Ltd
Priority to CN202180044467.4A priority Critical patent/CN115915943A/zh
Publication of WO2021214792A1 publication Critical patent/WO2021214792A1/fr
Priority to CONC2022/0015988A priority patent/CO2022015988A2/es

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P13/00—Herbicides; Algicides
    • A01P13/02—Herbicides; Algicides selective
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION 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
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/22—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles

Definitions

  • the present disclosure broadly relates to the crop improvement and management. More particularly the present invention relates to an herbicide composition for the protection of crops against undesired plant growth and the use of the composition. The present disclosure further relates to a formulation comprising the herbicide composition and process of preparing the same thereof.
  • Controlling weeds may involve a wide range of techniques.
  • One of the major techniques involves the chemical treatment of weeds by the application of a chemical (herbicide) to an already germinated weeds or to the soil surface for controlling germinating weed species.
  • Herbicides are agents, usually chemical, used for killing or inhibiting the growth of unwanted plants, such as residential or agricultural weeds and invasive species.
  • a great advantage of chemical herbicides over mechanical weed control is the ease of application, which often saves on the cost of labor.
  • Herbicides act by interfering with the growth of the weed plant blocking certain plant hormones.
  • Herbicides can be applied by several methods and at various times during the growth period of a crop. Out of these, four common methods of herbicide applications are pre -plant incorporation (PPI), pre emergence, early post-emergence, and post-emergence.
  • pre -plant incorporation application the herbicide is sprayed and mixed in the surface soil before planting or sowing to achieve good weed control.
  • Pre -emergence application corresponds to herbicide application just after sowing the seed of the crop or within 0-3 days of transplantation, before the emergence of the weeds and crop from the soil surface.
  • Early post-emergence herbicides are applied between 8-12 days after sowing of the crop.
  • Post-emergence application involves herbicide application after the crop and weeds have emerged from the soil surface. Based on the type of crop, method of application, chemical properties of herbicide, type of weed control (broadleaf, grasses, and sedges) and duration of weed control, herbicides are categorized and selected for application.
  • CA2712696C reveals an herbicide composition comprising two active ingredients clodinafop-propargyl and metsulfuron methyl in a particulate form having a hydrophobic inert coating material.
  • WO2012042316A1 reveals a storage stable granular formulation comprising pyrazosulfuron ethyl, pretilachlor, and sodium lignosulphonate.
  • an herbicide composition comprising: (a) 2’,4’-dichloro-5’-(4-difluoromcthyl-4,5-dihydro-3- methyl-5-oxo-lH-l,2,4-triazol-l-yl)methanesu]fonani]ide; and (b) 2-chloro-2’,6’- diethyl-N-(2-propoxyethyl)acetani]ide; wherein the 2 , ,4 , -dichloro-5’-(4- difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesu]fonani]ide to the 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl) acetanilide weight ratio is in the range of 1:1 - 1:10.
  • a formulation comprising: (a) the herbicide composition comprising: (i) 2 , ,4 , -dichloro-5’-(4- difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesu]fonanilide; and (ii) 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl) acetanilide, wherein the 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5- dihydro-3-methyl-5-oxo-lH- 1,2,4-triazol- l-yl)methanesu]fonani]ide to the 2- chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetanilide weight ratio is in
  • a formulation comprising a) 40 to 60 % (w/w) of the herbicide composition comprising: (i) 2’,4’- dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesu]fonanilide; and (ii) 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl) acetanilide; b) 2 to 30 % (w/w) of a solvent, c) 2 to 10% (w/w) of a surface active agent, d) 1 to 8% (w/w) of an anti-freeze agent, e) 0.1 to 0.5 % (w/w) of an anti-foaming agent, f) 0.02 to 0.2 % (w/w) of a biocide, g)
  • a formulation comprising a) 40 to 60 % (w/w) of the herbicide composition comprising: (i) 2’,4’- dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1-yl) methane sulfonanilide; and (ii) 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl) acetanilide; b) 2 to 30 % (w/w) of water, c) 2 to 10% (w/w) of a surface active agent, d) 1 to 8% (w/w) of an anti-freeze agent, e) 0.1 to 0.5 % (w/w) of an anti-foaming agent, f) 0.02 to 0.2 % (w/w) of a biocide, g) 0.1 to
  • a process of preparation of the formulation comprising: (a) the herbicide composition and; (b) agronomically acceptable excipient, the process comprising contacting the herbicide composition comprising: (i) 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5- dihydro-3-methyl-5-oxo-lH-l,2,4-triazol-l-yl)methanesu]fonani]ide; and (ii) 2- chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetani]ide wherein the 2 , ,4’-dichloro-5’- (4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesu]fonani]ide to the 2-chloro-2’,6’
  • a process for preparation of the formulation comprising: a) contacting 2’,4’- dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1-yl) methane sulfonanilide with a surface active agent, an anti-freeze agent, an anti foam agent, a polymer, a biocide and a diluent to form a suspension; b) contacting 2-chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetani]ide with a surface active agent, a solvent and a diluent to form an emulsion; and mixing the suspension with the emulsion in the presence of a thickening agent and an acidic buffer to obtain the formulation.
  • a process for preparation of the formulation comprising: a) contacting 2’,4’- dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1-yl) methane sulfonanilide with a surface active agent, an anti-freeze agent, an anti foam agent, a polymer, a biocide and a diluent to form a suspension; b) contacting 2-chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetanilide with a surface active agent, water and a diluent to form an emulsion; and mixing the suspension with the emulsion in the presence of a thickening agent and an acidic buffer to obtain the formulation.
  • a method for pre-emergence control of broad spectrum of weeds in a site comprising applying the composition or the formulation as disclosed herein.
  • a weed control method in crop fields comprising applying the composition or the formulation as disclosed herein.
  • the term “including” is used to mean “including but not limited to”. “Including” and “including but not limited to” are used interchangeably.
  • the term “herbicide or weedkillers” are substances used to control unwanted plants. Selective herbicides control specific weed species while leaving the desired crop relatively unharmed, while non-selective herbicides can be used to clear waste ground, industrial and construction sites, and railway embankments as they kill all plant material with which they come into contact.
  • fertilizer refers to the addition of any natural or synthetic material to the plant or soil or plant to supply nutrients to it to keep it healthy.
  • watering refers to the addition of water to the soil of plants.
  • frlooding refers to watering the plants to such an extent that water accumulates in the soil and raises to a certain height. This method of watering is generally adopted in agriculture for growing rice crops.
  • foliage refers to leaves and stem of a plant.
  • foliar spray refers to a solution that is sprayed over the plant surface, covering the leaves and stem.
  • the term “broadcasted” as used herein refers to a spray solution that is mixed with sand or urea or any other carrier and sprinkled over an agricultural field or plants uniformly to ensure an almost equal spread of solution in the entire field or plants.
  • an anti-freeze agent refers to additives meant for decreasing the freezing point of solutions. They are added to the solution in order to make it applicable in cold environments too.
  • an anti-foaming agent refers to an additive that reduces or hinders the formation of foam in industrial process liquids.
  • polymer used herein refers to surfactant used in the preparation of a suspension of a material.
  • the polymer used herein is a modified sodium lignosulphonate selected from the group consisting of Ufoxane 3 A, Ultrazine NA, Vanisperse CB, or combinations thereof.
  • the polymer is used for the preparation of a suspension of 2’,4’-dichloiO-5’-(4- difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesulfonanilide ( sulfentrazone) .
  • a thickening agent used herein refers to an additive which used to increase the viscosity of a solution.
  • the thickening agent may be one or a combination of more than one.
  • a suitable thickening agent in any individual case may be determined by one of average/ordinary skill in the art.
  • a biocide refers to a chemical substance or microorganism intended to destroy, deter, render harmless, or exert a controlling effect on any harmful organism like Mycorhizza, bacteria, fungi and the like.
  • an acidic buffer used herein refers to a solution that has pH less than 7 and contains a weak acid and one of its salt. It resists any change to pH when another acid or base is added to it.
  • diluent refers to a liquid which is added to a material to reduce its viscosity and enable free flowing of the material.
  • the diluent is a continuous phase which facilitates easy handling of the formulation for applying in the fields.
  • the diluent includes but not limited to water.
  • a carrier refers to a substance that contains other substances to carry it to its required position such as soil or roots of plants.
  • safener are chemical compounds used in combination with herbicides to make them safer - that is, to reduce the effect of the herbicide on crop plants, and to improve selectivity between crop plants vs. weed species being targeted by the herbicide.
  • suspension formulation is a phenomenon where any suspension formulation develops a top down layer separation during its shelf life.
  • leaf injury refers to defects in the leaves of the plants and may be caused due to the chemical or herbicide spray.
  • drying refers to the loss of rigidity of non-woody parts of plants and also serves to reduce water loss, as it makes the leaves expose less surface area.
  • vein clearing refers to a symptom occurred due to loss of normal green coloration of plant veins, to become unnaturally clear or translucent, which usually turn yellow later.
  • the term “necrosis” used herein refers to a condition due to degeneration of cells or tissues which causes the leaves, stem or other parts to darken and wilt.
  • the term “epinasty” used herein refers to nastic movement in which a plant parts where in downward curvature of leaves etc., takes place due to differential growth rates.
  • the term “hyponasty” used herein refers to an increase in growth in a lower part of a plant causing it to bend upward. Hyponasty is an upward bending of leaves or other plant parts caused by increased growth on their lower surface.
  • wet-milling refers to a process of grinding or crushing solid particles to disperse them in another liquid solution.
  • centips refers to SI unit of viscosity which is an abbreviated form of centipoise wherein one centipoise is equal to one millipascal second.
  • the term “sedimentation” used herein refers to settling or depositing a substance suspended, dispersed, or dissolved in another substance.
  • EC refers to emulsifiable concentrate which is a liquid formulation containing one or more water-immiscible organic solvent and an emulsifier.
  • emulsifier refers to surface active agents which stabilise emulsions by increasing the extent of contact between the two immiscible liquids in the emulsion.
  • EW oil in water emulsion in which water insoluble oily phase is dispersed in water.
  • the term “effective amount” used herein refers to the amount of the formulation that will kill a weed.
  • the “effective amount” will vary depending on the formulation concentration, the type of plants(s) being treated, the severity of the weed infestation, the result desired, and the life stage of the weeds during treatment, among other factors. Thus, it is not always possible to specify an exact “effective amount.” However, an appropriate “effective amount” in any individual case may be determined by one of ordinary/average skilled in the art.
  • the term “2-chloro-2’,6’-diethyl-N-(2-propoxyethyl)acetanilide” as used herein refers to pretilachlor.
  • the unit “g a. i/ha” refers to grams of active ingredient per hectare of the field/area.
  • crop fields refers to any field for growing crops such as rice, direct seeded or sprouted rice, transplanted rice, groundnut, potato, sugarcane, mentha crops or combinations thereof.
  • Ratios, concentrations, amounts, and other numerical data may be presented herein in a range format. It is to be understood that such range format is used merely for convenience and brevity and should be interpreted flexibly to include not only the numerical values explicitly recited as the limits of the range, but also to include all the individual numerical values or sub-ranges encompassed within that range as if each numerical value and sub-range is explicitly recited.
  • a weight range of 100-1500 g a.i./ha should be interpreted to include not only the explicitly recited limits of 100 g a.i./ha to 1500 g a.i./ha, but also to include sub-ranges, such as 150- 950 g a.i./ha 200- 800 g a.i./ha, and so forth, as well as individual amounts, including fractional amounts, within the specified ranges, such as 150.2 g a.i./ha, and 900.2 g a.i./ha, for example.
  • the dominant weeds are grasses and sedges followed by broadleaf weeds.
  • the dominant weeds of grass category in rice are Echinochloa crusgalli, Echinochloa colonum, Leptochloa chinensis.
  • the dominant weeds of broadleaf category are Monochoria vaginalis, Ludwigia parviflora, Commelina benghalensis, Eclipta prostrata, Rotala indica.
  • the dominant weeds of sedges category are Cyperus iria, Cyperus difformis, Scirpus maritimus and Fimbristylis milliacea.
  • 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5-dihydro-3- methyl-5-oxo-lH-l,2,4-triazol-l-yl)methanesu]fonani]ide being from anilide family
  • 2-chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetanilide being from chloroacetanilide family to be delivered in full water as a continuous medium has its own challenges particularly because of chemical instability of 2-chloro-2’,6’- diethyl-N -(2-propoxyethyl)acetanilide .
  • 2-chloro-2’ ,6’ -diethyl-N-(2- propoxyethyl) acetanilide is commercially available in EC, EW formulations where the diluent is an aromatic petroleum hydrocarbon.
  • water-based formulation of 2-chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetani]ide and in combination with another herbicide component is not available due to inherent challenges of the formulation.
  • 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl) acetanilide as one of the components of the formulation has a strong tendency to decompose over a period of time, thereby leading to unstable formulation.
  • the formulations provided in the present disclosure are stable in water as a solvent, which makes the formulation more advantageous, cost effective, and easy to use.
  • the formulations disclosed are user and environment friendly. Further, the present disclosure also emphasize the stability of the formulation in water with their components corresponding weight percentages.
  • the present disclosure overcomes the shortcomings of the prior art disclosures and provides a composition comprising two active ingredients, i.e., 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5- dihydro-3-methyl-5-oxo-lH-l,2,4-triazol-l-yl)methane sulfonanilide and 2-chloro- 2 , ,6 , -diethyl-N-(2-propoxyethyl)acetanilide, and a formulation comprising the aforementioned composition with an agronomically acceptable excipient.
  • two active ingredients i.e., 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5- dihydro-3-methyl-5-oxo-lH-l,2,4-triazol-l-yl)methane sulfonanilide and 2-chloro- 2 ,
  • composition and the formulation of the present disclosure is a stable suspo- emulsion herbicide composition.
  • the composition of the present disclosure are formulated to contain excipients, such as solvents, anti-caking agents, stabilizers, defoamers, slip agents, humectants, dispersants, wetting agents, thickening agents, emulsifiers, and preservatives which increase the long-lasting activity of the actives.
  • excipients such as solvents, anti-caking agents, stabilizers, defoamers, slip agents, humectants, dispersants, wetting agents, thickening agents, emulsifiers, and preservatives which increase the long-lasting activity of the actives.
  • Other components that enhance the biological activity of these ingredients may optionally be included.
  • the present disclosure discloses an herbicide composition/formulation comprising 2’ ,4’ -dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H-
  • a formulation comprising the composition of the present disclosure, and an agronomically acceptable excipient is also disclosed.
  • the agronomically acceptable excipient is selected from (a) a solvent, (b) a surface active agent, (c) an anti-freeze agent, (d) an anti-foaming agent, (e) a thickening agent, (f) a biocide, (g) a polymer, (h) an acidic buffer, or combinations thereof.
  • the present disclosure further discloses a method of application of the formulation for control of broad spectrum of weeds as a pre-emergence application in the form of a suspo-emulsion in a site having different types of soils, clayey loam or sandy loam soils, grown with a rice crop.
  • an herbicide composition comprising: (a) 2’ ,4’ -dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3- methyl-5-oxo-lH- 1,2,4-triazol- l-yl)methanesu]fonani]ide; and (b) 2-chloro-2’,6’- diethyl-N-(2-propoxyethyl)acetanilide wherein the 2’ ,4’ -dichloro-5 ’-(4- difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesu]fonani]ide to the 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl) acetanilide weight ratio is in the range of 1:1 - 1:10.
  • an herbicide composition comprising: (a) 2’,4’-dichloro-5’-(4-diriuoromcthyl-4,5-dihydro-3- methyl-5-oxo-lH-l,2,4-triazol-l-yl)methanesu]fonanilide; and (b) 2-chloro-2’,6’- diethyl-N-(2-propoxyethyl)acetanilide, wherein the 2’, 4’ -dichloro-5 ’-(4- difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesuifonanilide to the 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl) acetanilide weight ratio is in the range of 1:1 - 1:100.
  • an herbicide composition comprising: (a) 2’ ,4’ -dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3- methyl-5-oxo-lH- 1,2,4-triazol- l-yl)methanesu]fonanilide; and (b) 2-chloro-2’,6’- diethyl-N-(2-propoxyethyl)acetanilide, wherein the 2’, 4’ -dichloro-5 ’-(4- difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesulfonanilide to the 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl)acetanilide weight ratio is in the range of 1:1 - 1:50.
  • 2’, 4’ -dichloro-5 ’-(4-difluoromethyl-4, 5- dihydro-3-methyl-5-oxo-lH- 1,2,4-triazol- l-yl)methanesulfonanilide to the 2- chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetanilide weight ratio is in the range of 1:1 - 1:20.
  • 2’, 4’ -dichloro-5 ’-(4- difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- l-yl)methane sulfonanilide to the 2-chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetanilide weight ratio is in the range of 1:1 - 1:5.
  • 2’ ,4’ -dichloro-5 ’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1 ,2,4-triazol- l-yl)methanesulfonanilide to the 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl) acetanilide weight ratio is in the range of 1:1 - 1:2.
  • a formulation comprising: (a) the herbicide composition comprising: (i) 2’, 4’ -dichloro-5 ’-(4- difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- l-yl)methane sulfonanilide; and (ii) 2-chloro-2’,6’-diethyl-N-(2-propoxyethyl)acetanilide, wherein 2’, 4’ -dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-lH-
  • a formulation comprising: (a) the herbicide composition comprising: (i) 2’,4’-dichloiO-5’-(4- difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- l-yl)methane sulfonanilide; and (ii) 2-chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetani]ide, wherein 2 , ,4 , -dichloro-5’-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-lH-
  • a formulation as disclosed herein wherein the herbicide composition to the agronomically acceptable excipient weight ratio is in the range of 45:55 - 60:40. In one another embodiment of the present disclosure, there is provided a formulation as disclosed herein, wherein the herbicide composition to the agronomically acceptable excipient weight ratio is of 46:54. In one another embodiment of the present disclosure, there is provided a formulation as disclosed herein, wherein the herbicide composition to the agronomically acceptable excipient weight ratio is of 47:53.
  • a formulation comprising: (a) the herbicide composition comprising: (i) 2 , ,4 , -dichloro-5’-(4- difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- l-yl)methane sulfonanilide; and (ii) 2-chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetani]ide, wherein 2 , ,4 , -dichloro-5’-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-lH-
  • agronomically acceptable excipient is selected from solvent, surface active agent, anti-freeze agent, anti-foaming agent, thickening agent, biocide, polymer, acidic buffer, diluent or combinations thereof.
  • a formulation wherein the formulation comprises a) 40 to 60% (w/w) of the herbicide composition comprising: (i) 2’,4’-dichloro-5’-(4-difluoromcthyl-4,5-dihydro-3- methyl-5-oxo-lH-l,2,4-triazol-l-yl)methane sulfonanilide; and (ii) 2-chloro-2’,6’- diethyl-N-(2-propoxyethyl)acetani]ide; b) 2 to 30 % (w/w) of a solvent; c) 2 to 10% (w/w) of a surface active agent; d) 1 to 8% (w/w) of an anti-freeze agent; e) 0.1 to 0.5 % (w/w) of an anti-foaming agent; f) 0.02 to 0.2 % (w/w) of a biocid
  • a formulation wherein the formulation comprises a) 42 to 58% (w/w) of the herbicide composition comprising: (i) 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5-dihydro-3- methyl-5-oxo-lH- 1,2,4-triazol- l-yl)methane sulfonanilide; and (ii) 2-chloro-2’,6’- diethyl-N-(2-propoxyethyl)acetani]ide; b) 5 to 25 % (w/w) of a solvent; c) 4 to 9% (w/w) of a surface active agent; d) 2 to 6% (w/w) of an anti- freeze agent; e) 0.1 to 0.4 % (w/w) of an anti-foaming agent; f) 0.05 to 0.2 % (w/w) of the herbicide composition comprising: (i) 2 , ,
  • a formulation wherein the formulation comprises a) 45 to 55% (w/w) of the herbicide composition comprising: (i) 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5-dihydro-3- methyl-5-oxo-lH- 1,2,4-triazol- l-yl)methane sulfonanilide; and (ii) 2-chloro-2’,6’- diethyl-N-(2-propoxyethyl)acetani]ide; b) 10 to 20 % (w/w) of a solvent; c) 5 to 9% (w/w) of a surface active agent; d) 3 to 6% (w/w) of an anti-freeze agent; e) 0.2 to 0.4 % (w/w) of an anti-foaming agent; f) 0.1 to 0.2 % (w/w) of the herbicide composition comprising: (i) 2 ,
  • a formulation wherein the formulation comprises a) 40 to 60% (w/w) of the herbicide composition comprising: (i) 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5-dihydro-3- methyl-5-oxo-lH- 1,2,4-triazol- l-yl)methane sulfonanilide; and (ii) 2-chloro-2’,6’- diethyl-N-(2-propoxyethyl)acetanilide; b) 2 to 30 % (w/w) of water; c) 2 to 10% (w/w) of a surface active agent; d) 1 to 8% (w/w) of an anti-freeze agent; e) 0.1 to 0.5 % (w/w) of an anti-foaming agent; f) 0.02 to 0.2 % (w/w) of a bio
  • a formulation wherein the formulation comprises a) 42 to 58% (w/w) of the herbicide composition comprising: (i) 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5-dihydro-3- methyl-5-oxo-lH- 1,2,4-triazol- l-yl)methane sulfonanilide; and (ii) 2-chloro-2’,6’- diethyl-N-(2-propoxyethyl)acetanilide; b) 5 to 25 % (w/w) of water; c) 4 to 9% (w/w) of a surface active agent; d) 2 to 6% (w/w) of an anti-freeze agent; e) 0.1 to 0.4 % (w/w) of an anti-foaming agent; f) 0.05 to 0.2 % (w/w) of the herbicide composition comprising: (i) 2 , ,4
  • a formulation wherein the formulation comprises a) 45 to 55% (w/w) of the herbicide composition comprising: (i) 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5-dihydro-3- methyl-5-oxo-lH- 1,2,4-triazol- l-yl)methane sulfonanilide; and (ii) 2-chloro-2’,6’- diethyl-N-(2-propoxyethyl)acetanilide; b) 10 to 20 % (w/w) of a water; c) 5 to 9% (w/w) of a surface active agent; d) 3 to 6% (w/w) of an anti-freeze agent; e) 0.2 to 0.4 % (w/w) of an anti-foaming agent; f) 0.1 to 0.2 % (w/w)
  • a formulation as disclosed herein wherein the formulation further comprises 0.05 to 2% (w/w) of a thickening agent; 6 to 12% (w/w) of a safener; and 0.1 to 2% (w/w) of an acidic buffer.
  • the formulation further comprises 0.1 to 1% (w/w) of a thickening agent; 7 to 11% (w/w) of a safener; and 0.1 to 2% (w/w) of an acidic buffer.
  • a formulation wherein the formulation comprises a) 40 to 60% (w/w) of the herbicide composition comprising: (i) 2 , ,4 , -dichloro-5’-(4-difluoromethyl-4,5-dihydro-3- methyl-5-oxo-lH- 1,2,4-triazol- l-yl)methane sulfonanilide; and (ii) 2-chloro-2’,6’- diethyl-N-(2-propoxyethyl)acetani]ide; b) 2 to 30 % (w/w) of a solvent; c) 2 to 10% (w/w) of a surface active agent; d) 1 to 8% (w/w) of an anti-freeze agent; e) 0.1 to 0.5 % (w/w) of an anti-foaming agent; f) 0.02 to 0.2 % (w/w) of a bio
  • a formulation wherein the formulation comprises a) 40 to 60% (w/w) of the herbicide composition comprising: (i) 2 , ,4 , -dichloro-5’-(4-difluoromethyl-4,5-dihydro-3- methyl-5-oxo-lH- 1,2,4-triazol- l-yl)methane sulfonanilide; and (ii) 2-chloro-2’,6’- diethyl-N-(2-propoxyethyl)acetani]ide; b) 2 to 30 % (w/w) of a solvent; c) 2 to 10% (w/w) of a surface active agent; d) 1 to 8% (w/w) of an anti-freeze agent; e) 0.1 to 0.5 % (w/w) of an anti-foaming agent; f) 0.02 to 0.2 % (w/w) of a bio
  • a formulation wherein the formulation comprises a) 40 to 60% (w/w) of the herbicide composition comprising: (i) 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5-dihydro-3- methyl-5-oxo-lH- 1,2,4-triazol- l-yl)methane sulfonanilide; and (ii) 2-chloro-2’,6’- diethyl-N-(2-propoxyethyl)acetanilide; b) 2 to 30 % (w/w) of water; c) 2 to 10% (w/w) of a surface active agent; d) 1 to 8% (w/w) of an anti-freeze agent; e) 0.1 to 0.5 % (w/w) of an anti-foaming agent; f) 0.02 to 0.2 % (w/w) of a bio
  • a formulation wherein the formulation comprises a) 40 to 60% (w/w) of the herbicide composition comprising: (i) 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5-dihydro-3- methyl-5-oxo-lH- 1,2,4-triazol- l-yl)methane sulfonanilide; and (ii) 2-chloro-2’,6’- diethyl-N-(2-propoxyethyl)acetani]ide; b) 2 to 30 % (w/w) of water; c) 2 to 10% (w/w) of a surface active agent; d) 1 to 8% (w/w) of an anti- freeze agent; e) 0.1 to 0.5 % (w/w) of an anti-foaming agent; f) 0.02 to 0.2 % (w/w) of a biocid
  • a formulation as disclosed herein wherein the solvent is selected from C8-C10 dimethyl amide fatty acid, C9-C12 aromatic petroleum hydrocarbon, water, or combinations thereof.
  • C8-C10 dimethyl amide fatty acid is selected from Agnique AMD 12, Agnique AMD 810, Hallcomid 1225, Rhodiasolve ADMA 810 (solvent 810), Rhodiasolve ADMA10 (solvent ADMA 10), Genagen 4166 (solvent 4166), Genagen 4296 (solvent 4296), or combinations thereof.
  • C9-C12 aromatic petroleum hydrocarbon is selected from Solvent C-IX, Solvesso 100, Solvesso 150, Solvesso 200, Solvesso 150ND, Solvesso 200ND, or combinations thereof.
  • a formulation as disclosed herein wherein the solvent is selected from Genagen 4266, Solvent C- IX, Solvesso 100, Solvent 4166, Solvent 810, Solvent C-IX, water or combinations thereof.
  • the solvent is selected from Genagen 4266, solvent C-IX, solvesso 100, solvent 4166, solvent 810, solvent C-IX, or combinations thereof.
  • the solvent is water.
  • a formulation as disclosed herein wherein the surface active agent is selected from butyl block copolymer, alkyl benzene sulphonate, castor oil ethoxylate, tristyrylphenol ethoxylate, sodium alkyl naphthalene sulphonate -formaldehyde condensate, acrylic copolymer solution, or combinations thereof.
  • butyl block copolymer is selected from Emulsogen 3510, Agnique CSO, Toximul 8321, Step flow 26, Soprophor 796P, Soprophor TSP/461, Atlas G5000, Pluronic PE 10300, or combinations thereof.
  • alkyl benzene sulphonate is selected from Rhodacal 70C, Rhodacal 70BC, Calsogen AR100, Calsogen AR100ND, Calsogen ARL100ND, Phenyl Sulphonate CA, Phenyl Sulphonate CAL, Unitop Unicabs 7060, Unicabs 7030, Rhodacal 60/BE, Rhodacal 65/BR, or combinations thereof.
  • castor oil ethoxylate is selected from Emulsogen EL360, Alkamuls OR36, Agnique CSO 35, or combinations thereof.
  • tristyrylphenol ethoxylate is selected from Unitop W20, Noigen AB90, Soprophor BSU CR, or combinations thereof.
  • sodium alkyl naphthalene sulphonate -formaldehyde condensate is selected from Supragil MNS90, Tersperse 2020, Morwet D425, Igsurf 2080DW, Unitop Disperstox LS, or combinations thereof.
  • acrylic copolymer solution is selected from Atlox 4913, Atlox 4914, Tersperse 2500, or combinations thereof.
  • the surface active agent is selected from AtlasG5000, Rhodacal 70C, Calsogen AR100, Emulsogen 3510, Atlox 4913, Morwet D425, Igsurf 2080DW, Unitop Dispertox LS, Atlox 4914, or combinations thereof. In yet another embodiment of the present disclosure, the surface active is selected from AtlasG5000, Atlox 4914, or combinations thereof.
  • the anti-freeze agent is selected from glycerin, propylene glycol, or combinations thereof.
  • the anti freeze agent is propylene glycol.
  • the anti-foaming agent is a silicone emulsion and wherein the silicone emulsion is selected from Rhodorsil Silcolapse 5020, Sag 1572, Sag 10, Sag 30, Rhodorsil 432, or combination thereof.
  • the anti-foaming agent is Sag 1572.
  • the thickening agent is selected from xanthan gum, polysaccharide, cellulosic material, hydrophilic fumed silica, hydrated magnesium silica, sodium aluminosilicate, or combinations thereof.
  • the thickening agent is xanthan gum.
  • the polysaccharide is Rhodopol.
  • the cellulosic material is carboxymethyl cellulose.
  • the hydrophilic fumed silica is selected from Cab-O-sil H-5, Cab-O-sil EH-5, Cab-O-sil M-5, and combinations thereof.
  • hydrated magnesium silicate Veegum In another embodiment of the present disclosure, sodium aluminosilicate is Tixolex 28.
  • biocide is selected from Nipacide Cl 15, Proxel GXL, or combinations thereof.
  • biocide is Proxel GXL.
  • a formulation as disclosed herein wherein the polymer is a modified sodium lignosulphonate and wherein the modified sodium lignosulphonate is selected from Ufoxane 3A, Ultrazine NA, Vanisperse CB, or combinations thereof.
  • the polymer is a modified sodium lignosulphonate and the modified sodium lignosulphonate is Ultrazine NA.
  • the acidic buffer is selected from citric acid, acetic acid, sodium acetate, sodium citrate, boric acid, or combinations thereof.
  • the acidic buffer is citric acid.
  • a formulation as disclosed herein wherein the formulation further comprises a safener selected from fenclorim, mefenpyr, isoxadifen, benoxacor, cloquinacet mexyl or combinations thereof.
  • a formulation as disclosed herein, wherein the safener is fenclorim.
  • a suspo- emulsion formulation as disclosed herein, wherein the formulation further comprises a carrier.
  • the carrier is selected from urea, sand, or combinations thereof.
  • a process of preparation of the formulation comprising: (a) the herbicide composition and; (b) agronomically acceptable excipient, the process comprising contacting the herbicide composition comprising: (i) 2’,4’-dichloro-5’-(4-difluoromcthyl-4,5- dihydro-3-methyl-5-oxo-lH-l,2,4-triazol-l-yl)methanesu]fonani]ide; and (ii) 2- chloro-2’ ,6’ -diethyl-N-(2-propoxyethyl)acetani]ide, wherein T ,4’ -dichloro-5 ’ -(4- difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesu]fonani]ide to 2-chloro-2’ ,6’ -dieth
  • a process of preparation of the formulation comprising: a) contacting 2’,4’- dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesu]fonani]ide with a surface active agent, an anti-freeze agent, an anti foam agent, a polymer, a biocide and a diluent to form a suspension; b) contacting 2-chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetani]ide with a surface active agent, a solvent and a diluent to form an emulsion; and c) mixing the suspension with the emulsion to obtain the formulation.
  • a process of preparation of the formulation comprising: a) contacting 2’,4’- dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesu]fonani]ide with a surface active agent, an anti-freeze agent, an anti foam agent, a polymer, a biocide and a diluent to form a suspension; b) contacting 2-chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetani]ide with a surface active agent, a solvent and a diluent to form an emulsion; and c) mixing the suspension with the emulsion in the presence of a thickening agent to obtain the formulation.
  • a process of preparation of the formulation comprising: a) contacting T ,4’- dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesu]fonani]ide with a surface active agent, an anti-freeze agent, an anti foam agent, a polymer, a biocide and a diluent to form a suspension; b) contacting 2-chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetani]ide with a surface active agent, a solvent and a diluent to form an emulsion; and c) mixing the suspension with the emulsion in the presence of a thickening agent and an acidic buffer to obtain the formulation.
  • a process of preparation of the formulation comprising: a) contacting 2’,4’- dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesu]fonani]ide with a surface active agent, an anti-freeze agent, an anti foam agent, a polymer, a biocide and a diluent to form a suspension; b) contacting 2-chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetani]ide with a surface active agent, a solvent and a diluent to form an emulsion; and c) mixing the suspension with the emulsion in the presence of a thickening agent, an acidic buffer and a safener to obtain the formulation.
  • a process of preparation of the formulation comprising: a) contacting 2’,4’- dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesu]fonani]ide with a surface active agent, an anti-freeze agent, an anti foam agent, a polymer, a biocide and a diluent to form a suspension; b) contacting 2-chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetani]ide with a surface active agent, a solvent and a diluent to form an emulsion; and c) mixing the suspension with the emulsion in the presence of a thickening agent and an acidic buffer to obtain the formulation and wherein mixing the suspension with the emulsion is carried out
  • a process of preparation of the formulation comprising: a) contacting 2’ ,4’ -dichloro-5 ’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1 ,2,4-triazol- l-yl)methanesu]fonani]ide with a surface active agent, an anti-freeze agent, an anti- foam agent, a polymer, a biocide and a diluent to form a suspension; b) contacting 2-chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetanilide with a surface active agent, a solvent and a diluent to form an emulsion; and c) mixing the suspension with the emulsion in the presence of a thickening agent and an acidic buffer to obtain the formulation and wherein mixing the suspension with
  • a process of preparation of the formulation comprising: a) contacting 10 to 40% (w/w) of 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- lH-l,2,4-triazol-l-yl)methanesulfonanilide with 2 to 10% (w/w) of a surface active agent, 1 to 8% (w/w) of an anti- freeze agent, 0.1 to 0.5 % (w/w) of an anti- foam agent, 0.1 to 6% (w/w) of a polymer, 0.02 to 0.2 % (w/w) of a biocide and 7 to 25% (w/w) of a diluent to form a suspension; b) contacting 10 to 50% (w/w) of 2- chloro-2 , ,6 , -diethyl-
  • a process of preparation of the formulation comprising: a) contacting 10 to 40% (w/w) of 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- lH-l,2,4-triazol-l-yl)methanesu]fonani]ide with 2 to 10% (w/w) of a surface active agent, 1 to 8% (w/w) of an anti- freeze agent, 0.1 to 0.5 % (w/w) of an anti- foam agent, 0.1 to 6% (w/w) of a polymer, 0.02 to 0.2 % (w/w) of a biocide and 7 to 25% (w/w) of a diluent to form a suspension; b) contacting 10 to 50% (w/w) of 2- chloro-2 , ,6 , -diethyl
  • a process of preparation of the formulation comprising: a) contacting 10 to 35% (w/w) of 2 , ,4 , -dichloro-5’-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- lH-l,2,4-triazol-l-yl)methanesu]fonani]ide with 2 to 10% (w/w) of a surface active agent, 1 to 8% (w/w) of an anti- freeze agent, 0.1 to 0.5 % (w/w) of an anti- foam agent, 0.1 to 6% (w/w) of a polymer, 0.02 to 0.2 % (w/w) of a biocide and 7 to 25% (w/w) of a diluent to form a suspension; b) contacting 10 to 30% (w/w) of 2- chloro-2 , ,6 , -diethyl-
  • a process of preparation of the formulation comprising: a) contacting 15 to 20% (w/w) of 2 , ,4 , -dichloro-5’-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- lH-l,2,4-triazol-l-yl)methanesu]fonani]ide with 2 to 10% (w/w) of a surface active agent, 1 to 8% (w/w) of an anti- freeze agent, 0.1 to 0.5 % (w/w) of an anti- foam agent, 0.1 to 6% (w/w) of a polymer, 0.02 to 0.2 % (w/w) of a biocide and 7 to 25% (w/w) of a diluent to form a suspension; b) contacting 20 to 35% (w/w) of 2- chloro-2 , ,6 , -diethyl-
  • a process of preparation of the formulation comprising: a) contacting 2’ ,4’ -dichloro-5 ’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1 ,2,4-triazol-
  • a process of preparation of the formulation comprising: a) contacting 2’ ,4’ -dichloro-5 ’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1 ,2,4-triazol-
  • a process of preparation of the formulation comprising: a) contacting 2’ ,4’ -dichloro-5 ’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1 ,2,4-triazol-
  • a process of preparation of the formulation comprising: a) contacting 2’ ,4’ -dichloro-5 ’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1 ,2,4-triazol-
  • a process of preparation of the formulation comprising: a) contacting 2’ ,4’ -dichloro-5 ’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1 ,2,4-triazol-
  • 1-yl)methanesulfonanilide with a surface active agent, an anti-freeze agent, an anti foam agent, a polymer, a biocide and a diluent to form a suspension; b) contacting
  • a process of preparation of the formulation comprising: a) contacting 2’ ,4’ -dichloro-5 ’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1 ,2,4-triazol-
  • a process of preparation of the formulation comprising: a) contacting 2’ ,4’ -dichloro-5 ’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1 ,2,4-triazol-
  • a process of preparation of the formulation comprising: a) contacting 10 to 40% (w/w) of 2 , ,4 , -dichloro-5’-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- lH-l,2,4-triazol-l-yl)methanesulfonanilide with 2 to 10% (w/w) of a surface active agent, 1 to 8% (w/w) of an anti- freeze agent, 0.1 to 0.5 % (w/w) of an anti- foam agent, 0.1 to 6% (w/w) of a polymer, 0.02 to 0.2 % (w/w) of a biocide and 7 to 25% (w/w) of a diluent to form a suspension; b) contacting 20 to 50% (w/w) of 2- chloro-2 , ,6 , -diethyl-N-
  • a process of preparation of the formulation comprising: a) contacting 15 to 20% (w/w) of 2 , ,4 , -dichloro-5’-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- lH-l,2,4-triazol-l-yl)methanesu]fonani]ide with 2 to 10% (w/w) of a surface active agent, 1 to 8% (w/w) of an anti- freeze agent, 0.1 to 0.5 % (w/w) of an anti- foam agent, 0.1 to 6% (w/w) of a polymer, 0.02 to 0.2 % (w/w) of a biocide and 7 to 25% (w/w) of a diluent to form a suspension; b) contacting 20 to 35% (w/w) of 2- chloro-2 , ,6 , -diethyl-
  • a process of preparation of the formulation comprising: a) contacting 10 to 40% (w/w) of 2 , ,4 , -dichloro-5’-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- lH-l,2,4-triazol-l-yl)methanesu]fonani]ide with 2 to 10% (w/w) of a surface active agent, 1 to 8% (w/w) of an anti- freeze agent, 0.1 to 0.5 % (w/w) of an anti- foam agent, 0.1 to 6% (w/w) of a polymer, 0.02 to 0.2 % (w/w) of a biocide and 7 to 25% (w/w) of a diluent to form a suspension; b) contacting 20 to 50% (w/w) of 2- chloro-2 , ,6 , -diethyl-N
  • a process of preparation of the formulation comprising: a) contacting 10 to 40% (w/w) of 2 , ,4 , -dichloro-5’-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- lH-l,2,4-triazol-l-yl)methanesu]fonanilide with 2 to 10% (w/w) of a surface active agent, 1 to 8% (w/w) of an anti- freeze agent, 0.1 to 0.5 % (w/w) of an anti- foam agent, 0.1 to 6% (w/w) of a polymer, 0.02 to 0.2 % (w/w) of a biocide and 7 to 25% (w/w) of a diluent to form a suspension; b) contacting 20 to 50% (w/w) of 2- chloro-2 , ,6 , -diethyl-N
  • a process of preparation of the formulation comprising: a) contacting 10 to 40% (w/w) of 2 , ,4 , -dichloro-5’-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- lH-l,2,4-triazol-l-yl)methanesu]fonani]ide with 2 to 10% (w/w) of a surface active agent, 1 to 8% (w/w) of an anti- freeze agent, 0.1 to 0.5 % (w/w) of an anti- foam agent, 0.1 to 6% (w/w) of a polymer, 0.02 to 0.2 % (w/w) of a biocide and 7 to 25% (w/w) of a diluent to form a suspension; b) contacting 20 to 50% (w/w) of 2- chloro-2’,6’-diethyl-N-(2-propyl-N-(2-propyl-N-(2-propy
  • a process of preparation of the formulation comprising: a) contacting 10 to 40% (w/w) of 2 , ,4 , -dichloro-5’-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- lH-l,2,4-triazol-l-yl)methanesu]fonani]ide with 2 to 10% (w/w) of a surface active agent, 1 to 8% (w/w) of an anti- freeze agent, 0.1 to 0.5 % (w/w) of an anti- foam agent, 0.1 to 6% (w/w) of a polymer, 0.02 to 0.2 % (w/w) of a biocide and 7 to 25% (w/w) of a diluent to form a suspension; b) contacting 20 to 50% (w/w) of 2- chloro-2 , ,6 , -diethyl-N
  • a method for pre-emergence control of broad spectrum of weeds in a site comprising applying the herbicide composition comprising: (i) 2 , ,4’-dichloro-5’- (4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesu]fonani]ide; and (ii) 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl)acetanilide, wherein the 2 , ,4 , -dichloro-5’-(4-difluoromethyl-4,5- dihydro-3-methyl-5-oxo-lH- 1,2,4-triazol- l-yl)methanesu]fonani]ide to the 2- chloro-2 , ,6 , -diethyl-N-(2-propoxyethy
  • a method for pre-emergence control of broad spectrum of weeds in a site comprising applying the formulation comprising: (a) the herbicide composition comprising: (i) T ,4’ -dichloro-5’-(4-difluoromcthyl-4,5-dihydro-3-mcthyl-5-oxo- lH-l,2,4-triazol-l-yl)methanesu]fonanilide; and (ii) 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl) acetanilide and; (b) agronomically acceptable excipient.
  • the site includes a site having clayey loam soil, sandy loam soil, and combinations thereof.
  • the site includes a site having different types of soil.
  • a method for pre-emergence control of broad spectrum of weeds in a site comprising applying the formulation comprising: (a) 40 to 60%(w/w) of the herbicide composition comprising: (i) 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5- dihydro-3-methyl-5-oxo-lH-l,2,4-triazol-l-yl)methanesu]fonani]ide; and (ii) 2- chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetani]ide; b) 2 to 30 % (w/w) of a solvent; c) 2 to 10% (w/w) of a surface active agent; d) 1 to 8% (w/w) of an anti freeze agent; e) 0.1 to 0.5 % (w/w) of an anti-foam
  • a method for pre-emergence control of broad spectrum of weeds in a site comprising applying the formulation comprising: (a) 40 to 60% (w/w) of the herbicide composition comprising: (i) 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5- dihydro-3-methyl-5-oxo-lH-l,2,4-triazol-l-yl)methanesu]fonani]ide; and (ii) 2- chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetani]ide; b) 2 to 30 % (w/w) of a solvent; c) 2 to 10% (w/w) of a surface active agent; d) 1 to 8% (w/w) of an anti freeze agent; e) 0.1 to 0.5 % (w/w) of an anti-foam
  • a method for pre-emergence control of broad spectrum of weeds in a site comprising applying the formulation comprising: (a) 40 to 60%(w/w) of the herbicide composition comprising: (i) 2’,4’-dichloro-5’-(4-difluoromcthyl-4,5- dihydro-3-mcthyl-5-oxo- 1 H- 1 ,2,4-triazol- 1 -yljmcthancsulfonanilidc; and (ii) 2- chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetanilide; b) 2 to 30 % (w/w) of water; c) 2 to 10% (w/w) of a surface active agent; d) 1 to 8% (w/w) of an anti-freeze agent; e) 0.1 to 0.5 % (w/w) of an anti-
  • a method for pre-emergence control of broad spectrum of weeds in a site comprising applying the formulation comprising: (a) 40 to 60% (w/w) of the herbicide composition comprising: (i) 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5- dihydro-3-methyl-5-oxo-lH-l,2,4-triazol-l-yl)methanesu]fonani]ide; and (ii) 2- chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetanilide; b) 2 to 30 % (w/w) of water; c) 2 to 10% (w/w) of a surface active agent; d) 1 to 8% (w/w) of an anti-freeze agent; e) 0.1 to 0.5 % (w/w) of an anti-foam
  • a method for pre-emergence control of broad spectrum of weeds in clayey loam soils comprising applying the formulation comprising: (a) the herbicide composition comprising: (i) 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5-dihydro-3- methyl-5-oxo-lH-l,2,4-triazol-l-yl)methanesu]fonani]ide; and (ii) 2-chloro-2’,6’- diethyl-N-(2-propoxyethyl)acetanilide and; (b) agronomically acceptable excipient.
  • a method for pre-emergence control of broad spectrum of weeds in clayey loam soils comprising applying the herbicide composition comprising: (i) 2’,4’- dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesu]fonani]ide; and (ii) 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl)acetanilide, wherein the 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5- dihydro-3-methyl-5-oxo-lH- 1,2,4-triazol- l-yl)methanesu]fonanilide to the 2- chloro-2’,6’-diethyl-N-(2-propoxyeth
  • a method for pre-emergence control of broad spectrum of weeds in sandy loam soils comprising applying the formulation comprising: (a) the herbicide composition comprising: (i) 2 , ,4 , -dichloro-5’-(4-difluoromethyl-4,5-dihydro-3- methyl-5-oxo-lH-l,2,4-triazol-l-yl)methanesulfonanilide; and (ii) 2-chloro-2’,6’- diethyl-N-(2-propoxyethyl)acetanilide and; (b) agronomically acceptable excipient.
  • a method for pre-emergence control of broad spectrum of weeds in sandy loam soils comprising applying the herbicide composition comprising: (i) 2’,4’- dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesulfonanilide; and (ii) 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl)acetanilide, wherein the 2 , ,4 , -dichloro-5’-(4-difluoromethyl-4,5- dihydro-3-methyl-5-oxo-lH- 1,2,4-triazol- l-yl)methanesulfonanilide to the 2- chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl
  • a weed control method in crop fields comprising applying the formulation comprising: (a) the herbicide composition comprising: (i) 2’,4’- dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesu]fonani]ide; and (ii) 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl)acetani]ide and; (b) agronomically acceptable excipient in the crop fields.
  • a weed control method in rice fields comprising applying the formulation comprising: (a) the herbicide composition comprising: (i) 2’,4’- dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesu]fonani]ide; and (ii) 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl) acetanilide and; (b) agronomically acceptable excipient in the rice fields.
  • a weed control method in crop fields comprising applying the herbicide composition comprising: (i) 2’,4’-dichloro-5’-(4-difluoromcthyl-4,5-dihydro-3- methyl-5-oxo-lH-l,2,4-triazol-l-yl)methanesu]fonanilide; and (ii) 2-chloro-2’,6’- diethyl-N-(2-propoxyethyl)acetanilide and; (b) agronomicaily acceptable excipient in the crop fields, wherein the 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5-dihydro-3- methyl-5-oxo-lH-l,2,4-triazol-l-yl)methanesu]fonanilide to the 2-chloro-2’,6’-
  • a method for pre-emergence control of a broad spectrum of weeds in a site comprising applying the formulation in the fields to provide a total weight of the herbicide composition in the range of 100-1500 g a.i./ha.
  • a method for pre emergence control of a broad spectrum of weeds in a site comprising applying the formulation in the fields to provide a total weight of the herbicide composition in the range of 100-1300 g a.i./ha.
  • a method for pre-emergence control of a broad spectrum of weeds in a site comprising applying the formulation in the fields to provide a total weight of the herbicide composition in the range of 100- 1000 g a.i./ha.
  • a method for pre-emergence control of broad spectrum of weeds in a site comprising applying the formulation in the fields to provide a total weight of the herbicide composition in the range of 100-1500 g a.i./ha, wherein the total weight of herbicide composition comprises 100-300 g a.i./ha of 2 , ,4 , -dichloro-5’-(4- difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesu]fonani]ide and 150-450 g a.i./ha of 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl) ac etanil ide .
  • a weed control method in crop fields comprising applying the formulation in the fields to provide a total weight of the herbicide composition in the range of 100-1500 g a.i./ha.
  • a weed control method in crop fields comprising applying the formulation in the fields at application timings for direct-seeded rice or transplanted rice in various types of soils.
  • a weed control method in crop fields comprising applying the formulation in the fields for direct seeded or sprouted rice, transplanted rice, groundnut, potato, sugarcane, mentha crops or combinations thereof.
  • a weed control method in crop fields comprising applying the formulation in the fields for direct seeded or sprouted rice, transplanted rice, groundnut, potato, sugarcane, or mentha crops.
  • the composition of the present disclosure may be formulated in various ways, depending on which biological and / or chemical-physical parameters are predetermined.
  • Possible formulation options are, for example wettable powders (WP), emulsifiable concentrates (EC), aqueous solutions (SL), emulsions (EW) such as oil-in-water, sprayable solutions or emulsions, oil or water-based dispersions, suspo-emulsions (SE), water-dispersible granules (WG), mixed formulation of capsule suspension (CS) and emulsion(EW) i.e. ZW formulation, ULV formulations, microcapsules or waxes.
  • WP wettable powders
  • EC emulsifiable concentrates
  • SL aqueous solutions
  • EW emulsions
  • SE suspo-emulsions
  • WG water-dispersible granules
  • CS capsule suspension
  • EW emulsion(EW) i.e.
  • the composition of the present disclosure may be formulated as water-disper sable granule (WG) formulation comprising: (1) 2 , ,4 , -dichloro-5’-(4-difluoromethyl-4,5-dihydro-3- methyl-5-oxo- 1H- 1,2,4-triazol- l-yl)methanesu]fonani]ide; (2) 2-chloro-2’ ,6’ - diethyl-N-(2-propoxyethyl)acetanilide; and (3) agronomically acceptable excipient selected from the group consisting of: (a) at least one dispersing agent, (b) at least one wetting agent, (c) at least one absorbing agent, (d) at least one anti-foaming agent, (e) at least one buffering agent, (f) at least one filler, and combinations thereof.
  • WG water-disper sable granule
  • composition of the present disclosure may be formulated as emulsifiable concentrate (EC) formulation comprising: ( 1) T ,4’ -dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- lH-l,2,4-triazol-l-yl)methanesu]fonani]ide; (2) 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl) acetanilide; and (3) agronomically acceptable excipient selected from the group consisting of: (a) at least one solvent, (b) at least one co-solvent, (c) at least surface active agent, (d) at least one co-surface active agent, (e) at least one stabilizing agents, and combinations thereof.
  • EC emulsifiable concentrate
  • the composition of the present disclosure may be formulated as wettable powder (WP) formulation comprising: ( 1) T ,4’ -dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- lH-l,2,4-triazol-l-yl)methanesu]fonani]ide; (2) 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl) acetanilide; and (3) agronomically acceptable excipient selected from the group consisting of: (a) at least one dispersing agent, (b) at least one wetting agent, (c) at least one absorbing agent, (d) at least one anti-foaming agent, (e) at least one buffering agent, (f) at least one filler, (g) at least one stabilizing agent, and combinations thereof.
  • WP wettable powder
  • the composition of the present disclosure may be formulated as an emulsion (EW) such as oil in water formulation comprising: (1) 2’ ,4’ -dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3- methyl-5-oxo- 1H- 1,2,4-triazol- l-yl)methanesu]fonani]ide; (2) 2-chloro-2’ ,6’ - diethyl-N-(2-propoxyethyl)acetani]ide; and (3) agronomically acceptable excipient selected from the group consisting of: (a) at least one solvent, (b) at least one surface active agent, (c) at least one co-surface active agent, (d) at least one anti freeze agent, (e) at least one anti-foaming agent, (f) at least one stabilizing agent, (g) at least one diluent, (h) at least one thickening agent, (EW) such as oil in water formulation comprising
  • the composition of the present disclosure may be formulated as mixed formulation of capsule suspension (CS) and emulsion in Water (EW), i.e., ZW formulation comprising: (1) 2’,4’- dichloro-5’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesu]fonani]ide; (2) 2-chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetanilide; and (3) agronomically acceptable excipient selected from the group consisting of: (a) at least one solvent, (b) at least one co-solvent, (c) at least one surface active agent, (d) at least one co-surface active agent, (e) at least one anti-freeze agent, (f) at least one anti-foaming agent, (g) at least one phase stabilizing agent,
  • composition/formulation as described herein, with other pesticide active substances such as fungicides, pesticides, weedicides or insecticides, safeners, fertilizers, growth regulators, and combinations thereof.
  • pesticide active substances such as fungicides, pesticides, weedicides or insecticides, safeners, fertilizers, growth regulators, and combinations thereof.
  • the composition/formulation can be used in the form of a ready-made formulation or as a tank mix.
  • composition/formulation as described herein can be applied to plants, plant parts, soil, plant seed, and combinations thereof.
  • composition/formulation as described herein can be applied by a method selected from broadcasting with a carrier, broadcasting with sand, broadcasting with urea, foliar spray, basal barking, boom sprayers, aerial spraying, misters, blanket wipers, rope wick applicators, weed seekers, back-pack sprayers, spot spraying, chipping, hand roguing, wick wiping or combinations thereof.
  • Treatments comprising of and 2’,4’-dichloro-5’-(4-difluoromcthyl-4,5-dihydro-3- methyl-5-oxo- 1H- 1,2,4-triazol- l-yl)methanesu]fonani]ide and 2-chloro-2’ ,6’ - diethyl-N-(2-propoxyethyl)acetani]ide were mixed in required quantity of sand or urea and broadcasted in the crop/rice fields with standing water.
  • Treatments of 2- chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetanilide, penoxasulam and its combination are applied as blanket foliar pre -emergence application.
  • the appropriate amount to treat the plot area was formulated, to achieve the desired application rate, based on unit area of application (hectare), was calculated and measured.
  • Sand or urea required to treat the desired area was taken.
  • the required quantity of the chemical was mixed thoroughly with sand or urea.
  • the chemical treated sand or urea is broadcasted in standing water in the field. This chemical, dissolves in the standing water and forms a layer on the soil surface. By this method, the contact of the chemical with foliage is minimized.
  • Treatments were rated and compared to the hand weeded treatment (weed free), weedy check (where water is sprayed) and standard herbicide treatments which were commercially popular and recommended.
  • T ,4’ -dichloro-5’-(4-dinuoromcthyl-4,5-dihydro-3-mcthyl-5-oxo- lH-l,2,4-triazol-l-yl)methanesu]fonani]ide 39.6% SC, 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl) acetanilide 50% EC, Penoxasulam 21.7% SC and Penoxasulam 1.97% + Butachlor 38.8% SE are the standard benchmark formulations were procured from local markets and are commercially recommended. The required quantity of the chemical was taken and mixed in the required amount of water and sprayed.
  • the examples also include the process for obtaining and preparing the composition and the formulation. Further included is the method of application of the formulation in a site having clayey loam and sandy loam soil, transplanted with rice crop. Studies have been carried out in different agro-climatic conditions to see its efficacy and dose optimization in different types of soils.
  • the herbicide composition/formulation comprising 2 , ,4 , -dichloro-5’-(4- difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- 1- yl)methanesu]fonani]ide200 and 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl)acetani]ide300g/L SE was prepared and this composition/formulation was then used in the preparation of the formulation.
  • Active ingredient 2-chloro- 2 , ,6 , -diethyl-N-(2-propoxyethyl)acetani]ide was taken in an emulsion form while active ingredient T ,4’ -dichloro-5’-(4-difluoromcthyl-4,5-dihydro-3-mcthyl-5-oxo- lH-l,2,4-triazol-l-yl)methanesu]fonani]ide was taken in a suspension form. Both the emulsion and suspension were then contacted with agronomically acceptable excipients to finally form the formulation of the present disclosure.
  • one or more of the surface-active agents for suspension phase was added including the modified sodium lignosulphonate and acidic buffer followed by addition of anti-freeze agents, anti-foam agents and distilled water as the continuous phase as mentioned in Table E
  • the resulting mixture was stirred well in a IKAT18 High shear mixer or by any suitable high shear mixer and was then passed through a wet milling equipment 0.35L Lab mill, operated at 3000 rpm at 10°C for about 15 minutes. Milling was continued till the particle size of 90% of the particles (d90) became 5 microns.
  • Table 1 describes the 3 pre-mix formulations labeled from A to C which were prepared in varying weight percentages of the aforementioned category of components.
  • the Table also includes the percentage of active ingredient content before (0 day) and after 14 days of accelerated storage and its analysis in terms of percentage degradation as compared to allowed % degradation.
  • Initial and final % of 2-chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetanilide content before and after the accelerated storage for the mentioned time period was calculated.
  • the storage stability of the pre-mix formulation of the present disclosure was compared with the storage stability in combination with the tank mix.
  • tank mix refers to, when the particular active ingredients of 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5- dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- l-yl)methanesulfonanilide and 2-chloro-
  • Table 1 suggests a significant difference in accelerated storage stability with varying weight % of certain components in the pre-mix formulations.
  • 2’ ,4’ -dichloro-5 ’ -(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo- 1H- 1 ,2,4-triazol- l-yl)methane sulfonanilide and 2-chloro-2’,6’-diethyl-N-(2- propoxyethyl) acetanilide were determined using High performance liquid chromatography (HPLC) analytical technique. Criticality lies in the wt % of the various components added in the pre-mix formulations.
  • Pretilachlor loading more than 35% makes it to consume more of a continuous diluent water to be eligible to keep it under stability and simultaneously consumes more surface active compounds like EO-PO (ethylene oxide and propylene oxide) Block copolymer and another polymeric surfactant as well.
  • This increase of excipients quantities affects the equilibrium between pretilachlor emulsion phase and sulfentrazone suspension phase and makes it less stable in physico chemical stability. Therefore ratio of sulfentrazone : pretilachlor at 1:1 - 1:2 was preferred and in a higher ratio range the suspoemulsion was found to result in less stable formulations.
  • Table 1A reveals data captured for viscosity in terms of cps at 30°C, pourability in terms of percentage of maximum residue and dispersion stability in terms of volume of sediment obtained in milliliters. The data is recorded at 0 day and at an accelerated storage test (AST) and the percentage of increase of each property was calculated. Table 1A also includes the method adopted for each test. Table 1A:
  • results and observations in Table 1A indicate that all three pre-mix formulations A, B, and C gave comparable results.
  • the pre-mix formulations according to the present disclosure and the process for the preparation thereof makes the 2-chloro-2 , ,6 , -diethyl-N-(2-propoxyethyl)acetanilide active ingredient content stable, as it showed no significant changes in physical and chemical properties viz. appearance, active ingredient content, viscosity, pourability and dispersion stability and thus can be used for further application.
  • Table 2 discloses details of 10 treatments that were employed for carrying out the field trials over the field transplanted with rice. Details of the treatments (dosages g a.i./ha and formulation dosage/ha) are given in Table 2. The application time for all the treatments was within 0-3 days after transplantation. Treatments T3 to T7 were broadcasted in the field while T8- T9 were applied as foliar spray.
  • SE formulation was evaluated against the weed flora in rice crop during kharif season. Recommended set of package of practices for rice crop was followed to raise the crop. The treatments were applied as a pre-emergence spray at the second day of transplanting(DAT). Phytotoxicity treatments were conducted on a scale of 1-10 for all the treatments. Yield attributed parameters such as number of tillers per hill, plant height, grain yield and straw yield were recorded at different appropriate time intervals in order to evaluate the plant health of rice crop. The data on the population of weeds and their dry weight was also recorded. The results of several quantitative and qualitative studies are enumerated below in Tables 3 to 14.
  • Table 3 shows symptoms of leaf injury (1) on a scale of 1-10 at different time intervals before and after the application of the treatments. All the treatments did not exhibit any leaf injury symptoms and showed 0% leaf injury at all the stages of the rice crop. Table 3:
  • Table 4 shows symptoms of wilting (w) on a scale of 1-10 before and after the application of the treatments. All the treatments did not exhibit any wilting symptoms and recorded 0% wilting at all the stages of the rice crop.
  • Table 5 shows symptoms of vein clearing (v) on a scale of 1-10 before and after the application of the treatments. AH the treatments did not exhibit any vein clearing symptoms and recorded 0% vein clearing at all the stages of the rice crop. Table 5:
  • Table 6 shows symptoms of necrosis (n) on a scale of 1-10 before and after the application of the treatments. All the treatments did not exhibit any necrosis symptoms and recorded 0% necrosis at all the stages of the rice crop. Table 6:
  • Table 7 shows symptoms of epinasty (e) on a scale of 1-10 before and after the application of the treatments. All the treatments did not exhibit epinasty symptoms and recorded 0% epinasty at all the stages of the rice crop. Table 7:
  • Table 8 shows symptoms of hyponasty (h) on a scale of 1-10 before and after the application of the treatments. All the treatments did not exhibit any hyponasty symptoms and recorded 0% hyponasty at all the stages of the rice crop. Table 8:
  • Tables 3 to 8 suggests that the all the treatments did not show any phytotoxicity symptoms and recorded 0% symptoms in terms of leaf Injury, wilting, vein clearing, necrosis, epinasty and hyponasty at all the stages of the rice crop.
  • Table 10 discloses the effect of each treatment on the height of the rice plant observed at 30 th and 60 th day after transplantation.
  • the mean height of the plants in all the herbicide treatments were comparable to that of the hand weeding treatment and superior to that of the weedy check treatments.
  • Table 10 [00178] Table 11 discloses effect of each treatment on the grain yield(kg/ha) and straw yield(kg/ha) of the rice crop recorded at harvest.
  • Treatment of hand weeding(T2) recorded the highest grain anc straw yield.
  • Table 12 number of weeds per sq.m and was comparable to that of hand weeding treatment.
  • Table 13 discloses the specific weeds observed after applying the treatments which were identified, counted and recorded as below. The observations were made on the weeds like broadleaf weeds, such as, Eclipta prostrata, Ludwigia parviflora, Monochoria vaginalis. Grasses like Echinochloa crus-galli, Echinochloa colonum, and sedges, Cyperus difformis, Cyperus iria and Scirpus maritimus.
  • Table 14 reveals the dry weight in g/sq.m recorded for each of the weed species as in table 13.
  • the formulation also gave desirable results for high grain and straw yield, maximum number of tillers and lowest weed population and dry weight. Moreover, the herbicide composition/formulation as suspo- emulsion treatments of the present disclosure effectively demonstrate desirable storage stability and an efficient process of preparation and application thereof. FIELD TRIAL - 2
  • Table 16 shows symptoms of wilting (w) on a scale of 1-10 before and after the application of the treatments. AH the treatments did not exhibit any wilting symptoms recorded 0% wilting at all the stages of the rice crop. Table 16:
  • Table 17 shows symptoms of vein clearing (v) on a scale of 1-10 before and after the application of the treatments. All the treatments did not exhibit any vein clearing symptoms and recorded 0% vein clearing at all the stages of the rice crop. Table 17:
  • Table 19 shows symptoms of epinasty (e) on a scale of 1-10 before and after the application of the treatments. All the treatments did not exhibit any epinasty symptoms and recorded 0% epinasty at all the stages of the rice crop. Table 19:
  • Table 20 shows symptoms of hyponasty (h) on a scale of 1-10 before and after the application of the treatments. All the treatments did not exhibit any hyponasty symptoms and recorded 0% hyponasty at all the stages of the rice crop. Table 20:
  • Tables 15 to 20 reveal that all the treatments did not show any phytotoxicity symptoms and recorded 0% symptoms in terms of leaf injury, wilting, vein clearing, necrosis, epinasty and hyponasty at all the stages of crop.
  • Table 21 shows the data for number of tillers observed for each treatment. There was no significant difference among the mean of number of tillers recorded at 30 DAT and 60 DAT in the herbicide treatments (T3 to T10). These treatments were comparable to that of the hand weed treatment(T2) and superior to that of weedy check treatment (Tl).
  • Table 22 records the data for plant height observed at different time intervals. Similar trend of results was observed in plant height as in number of tillers in Table 21. Table 22:
  • Table 23 shows the grain and straw yield recorded at harvest. The mean of all the replications for each treatment was calculated and compared with the standard treatments.
  • Table 25 discloses the specific weeds observed after applying the treatments which were identified, counted and recorded as below.
  • Table 29 shows symptoms of wilting (w) on a scale of 1-10 before and after the application of the treatments. AH the treatments did not exhibit any wilting symptoms and recorded 0% wilting at all the stages of the rice crop.
  • Table 30 shows symptoms of vein clearing (v) on a scale of 1-10 before and after the application of the treatments. Ail the treatments did not exhibit any vein clearing symptoms and recorded 0% vein clearing at ail the stages of the rice crop.
  • Table 31 shows symptoms of necrosis (n) on a scale of 1-10 before and after the application of the treatments. Ail the treatments did not exhibit any necrosis symptoms and recorded 0% necrosis at ail the stages of the rice crop.
  • Table 32 shows symptoms of epinasty (e) on a scale of 1-10 before and after the application of the treatments. All the treatments did not exhibit any epinasty symptoms and recorded 0% epinasty at all the stages of the rice crop. Table 32: * Phytotoxicity observations of epinasty recorded was 0% and hence graded as e-1 [00214] Table 33 shows symptoms of hyponasty (h) on a scale of 1-10 before and after the application of the treatments. All the treatments did not exhibit any hyponasty symptoms and recorded 0% hyponasty at all the stages of the rice crop. Table 33:
  • Tables 28 to 33 reveal that all the treatments did not show any phytotoxicity symptoms and recorded 0% symptoms in terms of leaf injury, wilting, vein clearing, necrosis, epinasty and hyponasty at all the stages of crop.
  • Table 38 [00223] Treatments of 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5-dihydro-3-methyl- 5-oxo- 1H- 1,2,4-triazol- l-yl)methanesu]fonani]ide + 2-chloro-2’,6’ -diethyl-N-(2- propoxyethyl) acetanilide 500 SE formulation @ 150 + 225 g a.i./ha, 170 + 255 g a.i./ha, and 190 + 285 g a.i./ha recorded the lowest of weeds when compared to the standard treatments. It is interesting to note that these treatments were significantly superior in the control of sedges when compared to the standard treatments (Table 38). The dry weight of weeds exhibited a similar trend of results (Table 39).
  • Table 43 clearly showed better physical properties and with good dispersion stability and appearance. These results show that the formulations are stable, can be prepared in large scale and are effectively reproducible.
  • the appropriate amount to treat the plot area was formulated, to achieve the desired application rate, based on unit area of application was calculated and measured.
  • Sand or urea required to treat the desired area was taken.
  • the required quantity of the formulation was mixed thoroughly with sand or urea and broadcasted in the standing water of the field. By this method, the contact of the chemical with foliage was minimized.
  • Treatments were rated and compared to hand weeding treatment (weed free), Weedy check(where water is sprayed) and standard herbicide treatments which were commercially popular and recommended.
  • Table 44 illustrates the treatments with various formulation covering the formulations of Exp. 77 to 80 (T3 to T14) along with standard herbicide composition (T15 to T17). The formulations were applied between 0-3 days from day of transplantation either by broadcasting with urea or by foliar spray. Table 44
  • Table 46 shows symptoms of Wilting before and after spraying of Sulfentrazone 200 + Pretilachlor 300 SE.
  • Table 47 shows Symptoms of vein clearing before and after spraying of Sulfentrazone 200 + Pretilachlor 300 SE. Phytotoxicity observations of vein clearing recorded was 0% and hence graded as V-l Table 47
  • Table 48 shows Symptoms of Necrosis before and after spraying of
  • Table 49 shows symptoms of Epinasty before and after spraying of
  • Table 50 shows Symptoms of Hyponasty before and after spraying of
  • Table 51 discloses the number of tiUers per hill observed on applying each treatment at 30th and 60th day after transplantation. The observations were recorded with 3 replications of each treatment. The mean of number of tiUers observed after applying treatments T3 to T17 were compared with the mean of number of tiUers observed on hand weeding treatment T2. Statistical analysis of the entire data was carried out.
  • the dominant weed flora in the Weedy check plot are Commelina benghalensis, Eclipta prostrata, Ludwigia parviflora, Marselia quadrifolia, Monochoria vaginalis of broadleaf weeds, Grasses like Echinochloa crus-galli Echinochloa colonum Leptochloa chinensis and Sedges, Cyperus difformis Cyperus iria Scirpus maritimus
  • Treatments of Sulfentrazone + Pretilachlor 500 SE, formulations of Exp. 78, Exp. 79 and Exp. 80 recorded the lowest number of weeds at all the dosages tried and was comparable to that of the hand weeding treatment (Table 53).
  • Treatments of Sulfentrazone + Pretilachlor 500 SE of Exp. 78, Exp. 79 and Exp. 80 @ 230 + 345 g a.i./ha and 250 + 375 g a.i./ha were higher and were comparable to that of the standard treatments but comparable to that of hand weeding treatment.
  • Dry weight of weeds exhibited the similar trend of results (Table 53). Treatments with formulations of Exp.
  • Treatments of Pretilachlor, Penoxasulam and its combination are applied as blanket foliar pre -emergence application.
  • the appropriate amount to treat the plot area was formulated, to achieve the desired application rate, based on unit area of application was calculated and measured.
  • Sand or urea required to treat the desired area was taken.
  • the required quantity of the formulation was mixed thoroughly with sand or urea and broadcasted in the standing water of the field. By this method, the contact of the chemical with foliage was minimized.
  • Treatments were rated and compared to hand weeding treatment (weed free), Weedy check(where water is sprayed) and standard herbicide treatments which were commercially popular and recommended.
  • Table 55 illustrates the treatments with various formulation covering the formulations of Exp. 77 to 80 (T3 to T14) along with standard herbicide composition (T15 to T17). The formulations were applied between 0-3 days from day of transplantation either by broadcasting with urea or by foliar spray.
  • Table 56
  • Table 57 shows symptoms of Wilting before and after spraying of Sulfentrazone 200 + Pretilachlor 300 SE.
  • Table 58 shows Symptoms of Vein clearing before and after spraying of Sulfentrazone 200 + Pretilachlor 300 SE. Phytotoxicity observations of
  • Table 59 shows Symptoms of Necrosis before and after spraying of
  • Table 60 shows symptoms of Epinasty before and after spraying of Sulfentrazone 200 + Pretilachlor 300 SE. Phytotoxicity observations of Epinasty recorded was 0% and hence graded as E-l.
  • Table 60 [00265] Table 61 shows Symptoms of Hyponasty before and after spraying of
  • Table 62 discloses the number of tillers per hill observed on applying each treatment at 30th and 60th day after transplantation. The observations were recorded with 3 replications of each treatment. The mean of number of tillers observed after applying treatments T3 to T17 were compared with the mean of number of tillers observed on hand weeding treatment T2. Statistical analysis of the entire data was carried out.
  • FIELD TRIAL STUDIES - FORMULATIONS 96 TO 98 [00271] Formulations corresponding to Exp. 96 to 98 were further evaluated by field trial studies. These formulations were evaluated with 14 treatments at Eluru, Andhra Pradesh and Cuddalore, Tamil Nadu. The treatments were replicated three times for recording phytotoxicity observations, No. of tiUers/plant, Height of plants, weed density and biomass and yield parameters. The treatments were applied once, on second day after transplanting. Treatments of these samples were mixed in required quantity of sand or urea and broadcasted in the rice fields with standing water. Treatments of Pretilachlor, Penoxasulam and its combination are applied as blanket foliar pre-emergence application.
  • the appropriate amount to treat the plot area was formulated, to achieve the desired application rate, based on unit area of application was calculated and measured.
  • Sand or urea required to treat the desired area was taken.
  • the required quantity of the chemical was mixed thoroughly with sand or urea and broadcasted in the standing water of the field. By this method, the contact of the chemical with foliage is minimized.
  • Treatments were rated and compared to hand weeding treatment (weed free), Weedy check(where water is sprayed) and standard herbicide treatments which were commercially popular and recommended.
  • Table 67
  • the dominant weed flora in the Weedy check plot are Commelina benghalensis, Eclipta prostrata, Ludwigia parviflora, Marselia quadrifolia,
  • Treatments of Sulfentrazone + Pretilachlor 500 SE of Exp. 97 recorded the highest number of weeds among the herbicide treatments.
  • Treatments of coded products Exp. 96 and Exp. 98 recorded the lowest number of weeds at all the dosages tried and was comparable to that of the hand weeding treatment and were slightly higher to that of the standard treatments (Table 75). Dry weight of weeds exhibited the similar trend of results (Table 75).
  • Treatments of coded products of Exp. 96 and Exp. 98 gave longer duration of control when compared to the standard herbicide treatments.
  • Formulations of Exp. 96 and Exp. 98 had comparably better performance compared to formulation of Exp. 97 of Sulfentrazone + Pretilachlor 500 SE at all the rates tried respectively, to all the standards herbicide treatments and comparable to that of the hand weeding treatment in terms of broad spectrum of weeds(number and dry weight of weeds) and grain and straw yield. These treatments gave longer duration of control when compared to that of the standard herbicide treatments.
  • FIELD TRIAL STUDIES - FORMULATIONS 105 AND 108 Similar evaluations as described above were performed for the formulations corresponding to experiments 105 and 108. These samples were evaluated with 11 treatments at Eluru, Andhra Pradesh and Cuddalore, Tamil Nadu. The treatments were replicated three times for recording phytotoxicity observations, No. of tiUers/plant, Height of plants, weed density and biomass and yield parameters. The treatments were applied once, on second day after transplanting. Treatments of these samples were mixed in required quantity of sand or urea and broadcasted in the rice fields with standing water. Treatments of Pretilachlor, Penoxasulam and its combination are applied as blanket foliar pre- emergence application.
  • the appropriate amount to treat the plot area was formulated, to achieve the desired application rate, based on unit area of application was calculated and measured.
  • Sand or urea required to treat the desired area was taken.
  • the required quantity of the chemical was mixed thoroughly with sand or urea and broadcasted in the standing water of the field. By this method, the contact of the chemical with foliage is minimized.
  • Treatments were rated and compared to hand weeding treatment (weed free), Weedy check(where water is sprayed) and standard herbicide treatments which were commercially popular and recommended.
  • Table 87 illustrates the treatments with various formulation covering the formulations of Exp. 105 and 108 (T3 to T8) along with standard herbicide composition (T9 to Til). The formulations were applied between 0-3 days from day of transplantation either by broadcasting with urea or by foliar spray.
  • Treatments of Exp. 108 recorded the lowest number of weeds at all the dosages tried and was comparable to that of the hand weeding treatment and were slightly superior to that of the standard treatments (Table 96). Dry weight of weeds exhibited the similar trend of results (Table 96). Treatments of Exp. 105 gave longer duration of control when compared to the standard herbicide treatments and treatment of hand weeding.
  • Treatments of Sulfentrazone + Pretilachlor 500 SE, of Exp. 108 and Exp. 105 recorded the highest grain and straw yield and were higher than that of the standard treatments and hand weeding treatment (Table 97). Treatments of Sulfentrazone + Pretilachlor 500 SE, of Exp. 108 recorded the lowest number of weeds across the weed spectrum and appeared to be promising in clayey loam soils.
  • Exp.108 and Exp. 105 of Sulfentrazone + Pretilachlor 500 SE had a better performance at all the rates tried respectively, to all the standards herbicide treatments and comparable to that of the hand weeding treatment in terms of broad spectrum of weeds(number and dry weight of weeds) and grain and straw yield. These treatments gave longer duration of control when compared to that of the standard herbicide treatments.
  • Formulations corresponding to Exp. 105 with varied Sulfentrazone + Pretilachlor 500 SE weight ratios were further evaluated by field trial studies. These formulations were evaluated with 9 treatments at Eluru, Andhra Pradesh. The treatments were replicated three times for recording phytotoxicity observations, No. of tiUers/plant, Height of plants, weed density and biomass and yield parameters. The treatments were applied once, on second day after transplanting. Treatments of these samples were mixed in required quantity of sand or urea and broadcasted in the rice fields with standing water. Treatments of Pretilachlor, Penoxasulam and its combination are applied as blanket foliar pre- emergence application.
  • Table 108 illustrates the treatments with various formulation covering the formulations of Exp.105 (T3 to T6) along with standard herbicide composition (T7 to T9).
  • the formulations were applied between 0-3 days from day of transplantation either by broadcasting with urea or by foliar spray.
  • Treatment of Hand Weeding recorded the lowest number of weeds at all the observations recorded (Table 117).
  • Treatments of Sulfentrazone 200 + Pretilachlor 300 SE @ 200 + 300, 230 + 345 and 250 + 375 g a.i. ha recorded the lowest of weeds per unit area and these treatments were comparable to that of the standard treatment of Hand Weeding but higher than the standard herbicide treatments.
  • Weedy Check recorded the highest number of weeds at all the observations’ recorded. It was interesting to note that treatments of Sulfentrazone 200 + Pretilachlor 300 SE gave excellent control of sedges when compared to the standard herbicide treatments (Table 117). Dry weight of weeds exhibited the similar trend of results.
  • Treatment of Hand Weeding recorded the highest grain and straw yield (Table 118).
  • herbicide treatments of Sulfentrazone 200 + Pretilachlor 300 SE @ 200 + 300, 230 + 345 and 250 + 375 g a.i. ha recorded the highest grain and straw yield and these treatments were comparable to that of the standard treatment of Hand Weeding. These treatments were appreciably higher than that of standard herbicide treatments in terms of yield parameters.
  • Herbicides compositions are selective in a particular crop within certain limits imposed by the herbicide, the plant, the method and time of application, the application rate and environment conditions. Safeners are compounds of diverse chemical families, which are applied along with herbicide composition to protect crops against their injury. Using chemical safeners offer practical, efficient and simple method of improving herbicide selectivity. Safeners have been applied successfully in cereal crops such as maize, rice and sorghum, against pre- emergence thiocarbamate and chloroacetanilide herbicides. Various hypothesis were proposed explaining mechanisms of action of herbicide safeners: interference with uptake and translocation of the herbicide, alteration in herbicide metabolism, and competition at site of action of the herbicide.
  • herbicide safeners can significantly alleviate herbicide injury to protect crop plants and expand the application scope of the existing herbicides in the field into wide range of crops.
  • Usage of pre-emergence herbicides on direct seeded or sprouted rice or drilled rice is restricted due to its phytotoxicity on the crop.
  • Various herbicides have been incorporated with safeners, for the safe usage on the crops.
  • safeners selected from particularly Fenclorim, Mefenpyr, Isoxadifen, benoxacor or Cloquinacet mexyl were evaluated with the formulation of Sulfentrazone 17.5% + Pretilachlor 28.5% SE.
  • Formulations of Exp. 200 and Exp. 201 were evaluated @ 250 + 375 g a.i. and 350 +525 g a.i./ha on Direct Seeded Rice or Sprouted rice. These samples were compared with formulations of Sulfentrazone 17.5% + Pretilachlor 28.5% SE at the same rates. The standards for the purpose of the comparison were, Pretilachlor 50% EC at the recommended rate of 500 g a.i./ha. It was observed that the results of the study indicated that formulations of Expt. 200 and Expt. 201 did not cause any phytotoxicity when compared to the straight formulations in per cent germination, plant height and grain yield. [00327] Similarly formulations of Exp.
  • the present disclosure provides an herbicide composition/formulation in a specific combination of active ingredients 2 , ,4 , -dichloro-5 , -(4-difluoromethyl-4,5- dihydro-3-methyl-5-oxo- 1H- 1,2,4-triazol- l-yl)methanesu]fonanilide and 2-chloro-
  • the present disclosure provides a formulation comprising the herbicide composition which is stable in the presence of solvent such as aromatic hydrocarbons. Further the present invention provides a water stable composition which is more advantageous with respect to their properties and agrochemical performance. The formulations with water are more user friendly, as well as environment friendly.
  • the herbicide composition/formulation when applied in specific dosages in the transplanted rice field, as a pre-emergence application does not impart any phytotoxicity to the rice crop while exhibiting excellent control over broad spectrum of weeds, longer duration of control and superior efficacy towards sedges.
  • the herbicide composition/formulation of the present disclosure is a suspo-emulsion providing it desirable storage stability with respect to degradation of highly unstable 2-chloro-
  • the composition/formulation has also been observed to be effective in wide range of soil types.
  • the dosage variation in ranges from 130 + 195 g a.i./ha to 190 + 285 g a.i./ha in sandy loam soils and ranges from 190 + 285 g a.i./ha to 250 + 375 g a.i./ha in clayey loam soil.
  • the herbicide composition/formulation of the present disclosure provides improved plant health depicted by enhanced yield attributed parameters such as number of tillers per hill, and grain and straw yield of the main crop.
  • the present disclosure also provides an efficient process of preparation of suspo-emulsion herbicide composition/formulation and its application thereof.
  • Field evaluation of the formulation of the present disclosure provides dosage optimaztion, method of application, time of application for registration purposes on rice and other crops in various geographical locations.

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Abstract

La présente invention concerne une composition herbicide comprenant : 2',4'- dichloro-5'-(4-difluorométhyl-4,5-dihydro-3-méthyl-5-oxo-1H-1,2,4-triazol-1-yl)méthanesulfonanilide ; et 2-chloro-2',6'-diéthyl-N-(2-propoxyéthyl)acétanilide ; le rapport pondéral de 2',4'- dichloro-5'-(4-difluorométhyl-4,5-dihydro-3-méthyl-5-oxo-1H-1,2,4-triazol-1-yl)méthanesulfonanilide à 2-chloro-2',6'-diéthyl-N-(2-propoxyéthyl)acetanilide étant dans la plage de 1 : 1 à 1 : 10. La présente invention concerne en outre des formulations comprenant la composition herbicide et leur procédé de préparation. La présente invention concerne également des procédés de lutte contre la pré-émergence d'un large spectre de mauvaises herbes dans un site et de lutte contre les mauvaises herbes dans des champs de culture.
PCT/IN2021/050398 2020-04-22 2021-04-22 Compositions herbicides, formulations et procédés associés WO2021214792A1 (fr)

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WO2003105587A1 (fr) * 2002-06-12 2003-12-24 Syngenta Participations Ag Composition herbicide
CN106912493A (zh) * 2017-04-12 2017-07-04 浙江天丰生物科学有限公司 含有乙氧磺隆、甲磺草胺、丙草胺的除草组合物

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KR20040035801A (ko) * 2001-09-20 2004-04-29 신젠타 파티서페이션즈 아게 제초제 조성물
CN104542582A (zh) * 2013-10-21 2015-04-29 Hicap制剂有限公司 除草剂的新型制剂

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WO2003105587A1 (fr) * 2002-06-12 2003-12-24 Syngenta Participations Ag Composition herbicide
CN106912493A (zh) * 2017-04-12 2017-07-04 浙江天丰生物科学有限公司 含有乙氧磺隆、甲磺草胺、丙草胺的除草组合物

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Title
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TAZIAR ALLISON N., SOLTANI NADER, SHROPSHIRE CHRISTY, ROBINSON DARREN E., LONG MITCH, GILLARD CHRIS L., SIKKEMA PETER H.: "Weed Control with Sulfentrazone plus a Low Rate of Imazethapyr in White Bean", AGRICULTURAL SCIENCES, vol. 07, no. 07, 26 July 2016 (2016-07-26), pages 447 - 456, XP055867452, ISSN: 2156-8553, DOI: 10.4236/as.2016.77046 *

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