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Synergistic Herbicidal Composition Comprising Of Florpyrauxifen Benzyl

Abstract: ABSTRACT: A herbicidal composition comprises of A) Florpyrauxifen benzyl B) at least one herbicide selected from Bispyribac sodium, Fenoxaprop-P-Ethyl, Cyhalofop butyl, Metamifop, Penoxsulam, Triafamone and Cyclopyrimorate C) at least one more herbicide selected from Pyrazosulfuron Ethyl, Ethoxysulfuron, Azimsulfuron, Imazosulfuron, Propyrisulfuron, Metsulfuron Methyl, Tefuryltrione, Penoxsulam, Pyribenzoxim, Bentazon, 2,4-D (Different salt), Propanil, Sulfentrazone and Carfentrazone Ethyl with one or more inactive excipients. The present invention also relates to process for preparing the said composition and its use as herbicide.

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Patent Information

Application #
Filing Date
24 December 2018
Publication Number
26/2020
Publication Type
INA
Invention Field
CHEMICAL
Status
Email
Parent Application
Patent Number
Legal Status
Grant Date
2023-02-24
Renewal Date

Applicants

GSP CROP SCIENCE PVT. LTD.
404, Lalita Complex, 352/3 Rasala Road, Navrangpura, Ahmedabad Gujarat India 380009

Inventors

1. SHAH, Kenal V.
404, Lalita Complex, 352/3Rasala Road, Navrangpura, Ahmedabad Gujarat India 380009
2. SHAH, Bhavesh V.
404, Lalita Complex, 352/3Rasala Road, Navrangpura, Ahmedabad Gujarat India 380009
3. Dr. Arvind Singh
404, Lalita Complex, 352/3Rasala Road, Navrangpura, Ahmedabad Gujarat India 380009
4. PATEL Dipakkumar
404, Lalita Complex, 352/3Rasala Road, Navrangpura, Ahmedabad Gujarat India 380009

Specification

DESC:FIELD OF THE INVENTION:
The present invention relates to synergistic herbicidal composition comprising A) Florpyrauxifen benzyl B) at least one herbicide selected from Bispyribac sodium, Fenoxaprop-P-Ethyl, Cyhalofop butyl, Metamifop, Penoxsulam, Triafamone and 5 Cyclopyrimorate C) at least one more herbicide selected from Pyrazosulfuron Ethyl, Ethoxysulfuron, Azimsulfuron, Imazosulfuron, Propyrisulfuron, Metsulfuron Methyl, Tefuryltrione, Penoxsulam, Pyribenzoxim, Bentazon, 2,4-D (Different salt), Propanil, Sulfentrazone and Carfentrazone Ethyl with one or more inactive excipients. The present invention also relates to process for preparing the said composition and its use as 10 herbicide. BACKGROUND OF THE INVENTION
An herbicide is a pesticide used to kill unwanted plants. Selective herbicides kill certain 15 targets while leaving the desired crop relatively unharmed. Some of these act by interfering with the growth of the weed and are often based on plant hormones. Herbicides used to clear waste ground are nonselective and kill all plant material with which they come into contact. Herbicides are widely used in agriculture and in landscape turf management. They are applied in total vegetation control (TVC) programs for 20 maintenance of highways and railroads. Smaller quantities are used in forestry, pasture systems, and management of areas set aside as wildlife habitat. The pathway of attack can arise from improper application resulting in direct contact with field workers, inhalation of aerial sprays, food consumption and from contact with residual soil contamination. Some herbicides decompose rapidly in soils and other types have more 25 persistent characteristics with longer environmental half-lives.
The protection of crops from weeds and other vegetation that inhibit crop growth is a constantly recurring problem in agriculture. To help combat this problem, researchers in the field of synthetic chemistry have produced an extensive variety of chemicals and 30 chemical formulations effective in the control of such unwanted growth. Chemical
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herbicides of many types have been disclosed in the literature and a large number are in commercial use.
In some cases, herbicidal active ingredients have been shown to be more effective in combination than when applied individually and this is referred to as “synergism.” As 5 described in the Herbicide Handbook of the Weed Science Society of America, Eighth Edition, 2002, p. 462, “‘synergism’ [is] an interaction of two or more factors such that the effect when combined is greater than the predicted effect based on the response to each factor applied separately.” The present invention is based on the discovery that (a) benfluralin and (b) an herbicide selected from the group of diflufenican, flufenacet and 10 prosulfocarb, already known individually for their herbicidal efficacy, display a synergistic effect when applied in combination.
Florpyrauxifen benzyl is a benzyl ester resulting from the formal condensation of the carboxy group of florpyrauxifen with the hydroxy group of benzyl alcohol. An auxin 15 herbicide developed by Dow AgroSciences. It has a role as a herbicide and a synthetic auxin. It is a benzyl ester, an aromatic ether, a biaryl, a member of monochlorobenzenes, a member of monofluorobenzenes and an aminopyridine. It derives from a florpyrauxifen. Florpyrauxifen-benzyl belongs to the arylpicolinate group of synthetic auxin herbicides. Florpyrauxifen-benzyl mimics the effect of a persistent high dose of the 20 natural plant hormone auxin, causing over-stimulation of specific auxin-regulated genes which results in the disruption of several growth processes in susceptible plants. Chemically known as Benzyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)-5-fluoropyridine-2-carboxylate and chemical structure is as below; 25
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Bispyribac-sodium is a new post-emergence pyrimidinyl carboxy herbicide for the control of a wide range of weeds, in particular on Echinochloa crus-galli; the application done from the fourth unfolded leaf up to the tillering stage presents a good plant 5 compatibility in direct-seed rice. Bispyribac-sodium mode of action consists in the inhibition of the branched amino acid biosynthesis. This compound presents a good eco-toxicology profile; it is suitable for application on paddy rice
Fenoxaprop-p-ethyl as active ingredient which is a selective herbicide having action 10 against Echinochloa sp. and other grassy weeds in soybean, rice, cotton, black gram and onion. It is a post-emergent herbicide having action on broad spectrum of grasses. Fenoxaprop-p-ethyl is quickly taken up by the leaves and stems of the grassy weeds.
Cyhalofop butyl is a systemic post-emergence herbicide for the control of grassy weeds in direct seeded rice. It can be used with fields that are partially flooded or drained 15 provided weeds are exposed to spray; thus provides flexibility for various water management practices. It has wide window of application, low potential for drift issues to neighboring broadleaf crops.
Metamifop is chemically known as (2R)-2-[4-[(6-chloro-2-benzoxazolyl)oxy]-phenoxy]-20 N-(2-fluorophenyl)-N-methylpropanamide. Metamifop is an aryloxyphenoxypropionate herbicide under evaluation in the United States for annual grass control in cool-season turfgrasses. Insufficient information is available on the most effective metamifop application timings and mixtures for POST smooth crabgrass control.
25
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Penoxsulam is a systemic herbicide for broad spectrum weed control in rice crop.
It controls key grass (annual species of Echinochloa), broadleaf and sedge weeds.
It is a completely safe to the rice crop as well as succeeding crops at recommended dose. It causes death of target weeds by inhibiting the plant enzyme Aceto Lactate Synthase (ALS). Inhibition of ALS stops synthesis of amino acids which affects protein synthesis 5 and cell division ultimately leading to death of target weeds.
Penoxsulam provides dual action to control target weeds: Its application at 1-3 leaf stage which generally coincides with 8-12 days after transplanting, controls germinated weeds present in the field (1st action). Application at this stage also reduces fresh germination of weeds which was expected to come from subsequent flushes of weeds (2nd action). 10
Triafamone is a new sulfonanilide herbicide discovered and developed by Bayer
Crop Science AG under the code number AE 1887196. Its mode of action is inhibition of the enzyme acetolactate synthase (ALS). Field trials since 2007 have shown that triafamone can be effectively used in direct seeded or transplanted rice from seeding or 15 transplanting to late post-emergence at rates of 20 to 50 g a.i./ha using spray or granular formulations. Target weeds are important grasses such as Echinochloa crus-galli, Echinochloa colonum, Echinochloa oryzicola, Paspalum distichum, Isachne globosa, and sedges (including ALS resistant strains). The selective weed control spectrum is further extended in several co-formulation products being developed by Bayer Crop Science 20 AG. Environmental fate, ecotoxicology and toxicology studies indicate that triafamone has a favorable user, consumer and environmental profile.
Cyclopyrimorate is a novel, selective pyridazine herbicide. The action mechanism of cyclopyrimorate, a novel herbicide for weed control in rice fields, was investigated. 25 Cyclopyrimorate caused bleaching symptoms in Arabidopsis thaliana similar to those caused by existing carotenoid biosynthesis inhibitors, mesotrione and norflurazon. However, cyclopyrimorate treatment resulted in significant accumulation of homogentisate and a reduction in the level of plastoquinone. A metabolite of cyclopyrimorate, des-morpholinocarbonyl cyclopyrimorate (DMC), was detected in 30 plants. These data suggested that cyclopyrimorate and/or DMC inhibit homogentisate
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solanesyltransferase (HST), a downstream enzyme of 4-hydroxyphenylpyruvate dioxygenase in the plastoquinone biosynthesis pathway.
Pyrazosulfuron-ethyl (code name NC-311, trade name Sirius) is a new sulfonylurea herbicide for rice, being developed and launched in major rice producing countries. In 5 greenhouse studies, NC-311 demonstrated excellent herbicidal activity with both pre and post emergence applications. I75 values of NC-311 pre-emergence were below 10 g a. i./ha except for Echinochloa crus-galli.
Ethoxysulfuron is a post-emergent broad spectrum herbicide very effective for the 10 control of sedges and broad leaf weeds in transplanted rice. Sunrice contains Ethoxysulfuron as active ingredient which belongs to sulfonyl urea group of herbicides. When combined with grass herbicide like Ricestar as tankmix it can offer total weed control in rice. Ethoxysulfuron is mainly taken up by the leaves and is translocated within the plant. After inhibition of plant growth, chlorotic patches develop and spread at 15 first acropetally, then basipetally. The action of the product reaches its conclusion about 3-4 weeks after application with the death of the whole plant. Ethoxysulfuron acts by inhibition of the acetolactate.
Azimsulfuron is an herbicide, as a member of the sulfonylurea group of herbicides, has a 20 mode of action of inhibiting of the biosynthesis of essential amino acids insusceptible plants, through the inhibition of acetolactate synthase (ALS). As a member of the sulfonylurea group of herbicides, it is a weed resistance management Group B herbicide. The proposed use for Azimsulfuron herbicide is post-emergent control of certain aquatic broadleaf weeds, and the suppression of Barnyard grass in rice. 25
Imazosulfuron is a new post-emergence sulfonylurea herbicide. It is highly active at low application rates to control annual and perennial broad-leaf weeds and sedges in rice. There is increasing concerned about the persistence of pesticide residues in soils, crop produce and subsequent contamination of groundwater. Imazosulfuron is a solfonylurea 30 herbicide; it has systemic activity and controls a broad spectrum of perennial and annual
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weeds. Imazosulfuron has a favourable toxicological and ecotoxicological profile and is applied on flooded or drained fields in early post emergence of the crop
Propyrisulfuron is a novel sulfonylurea herbicide with a fused heterocyclic moiety, developed by Sumitomo Chemical Co., Ltd. Propyrisulfuron is used as a rice herbicide to 5 control annual and perennial paddy weeds, including Echinochloa spp., sedges and broadleaf weeds. Propyrisulfuron controls weed biotypes that have developed resistance to the commercialized sulfonylurea herbicides. Propyrisulfuron shows safer profiles for human health and the environment. The granular formulation, suspension concentrate formulation and jumbo formulation (granules packed in water-soluble film) are available 10 in Japan with the brand name of ZETA-ONE®.
Metsulfuron-methyl is an organic compound classified as a sulfonylurea herbicide, which kills broadleaf weeds and some annual grasses.[1] It is a systemic compound with foliar and soil activity, that inhibits cell division in shoots and roots. It has residual activity in 15 soils, allowing it to be used infrequently but requiring up to 22 months before planting certain crops (sunflowers, flax, corn, or safflower). It has very low toxicity to mammals, birds, fish, and insects but is a moderate eye irritant.
20
Pyribenzoxim is a Broad-spectrum post-emergence herbicide used to control grasses and polygonums in rice, wheat and other crops. Its mode of action is via the inhibition of acetolactate synthase ALS (acetohydroxyacid synthase AHAS).
Bentazon, 3-(1-methylethyl)-1H-2,1,3-benzothiadiazin-4(3H)-one-2,2-dioxide, is a 25 herbicide used in agriculture for control of broadleaf weeds in crops such as soybeans, rice, corn, peanuts, and lima beans. As summarized from U.S. EPA reports (1998b,g), bentazon is not chemically reactive and no highly reactive species have been identified during its metabolism. Bentazon was negative in bacterial mutation assays, in a mammalian cell assay, in the unscheduled DNA synthesis assay, and in the mouse 30 micronucleus assay in vivo. Bentazon is a colorless to white crystalline powder.
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Commercial product can be a soluble concentrate that may be mixed with water and used as a spray.
2,4-Dichlorophenoxyacetic acid (usually called 2,4-D) is an organic compound with the chemical formula C8H6Cl2O3. It is a systemic herbicide which selectively kills most 5 broadleaf weeds by causing uncontrolled growth in them, but leaves most grasses such as cereals, lawn turf, and grassland relatively unaffected.
2,4-D is primarily used as a selective herbicide which kills many terrestrial and aquatic broadleaf weeds, but not grasses. It acts by mimicking the action of the plant growth hormone auxin, which results in uncontrolled growth and eventually death in susceptible 10 plants. Because it was discovered in the 1940s, a patent no longer governs the manufacture and sale of 2,4-D, and any company is free to produce it. Thus, it is sold in various formulations under a wide variety of brand names. 2,4-D can be found in commercial lawn herbicide mixtures, which often contain other active ingredients including mecoprop and dicamba. 15
Propanil is a widely used contact herbicide. With an estimated use of about 8 million pounds in 2001, it is one of the more widely used herbicides in the United States. Propanil is said to be in use in approximately 400,000 acres of rice production each year. The principal mode of propanil's herbicidal action against weeds is inhibition of their 20 photosynthesis and CO2 fixation. Plants photosynthesize in two stages. In stage I photosynthetic reactions capture sunlight energy and yield molecules with high energy content. In stage II these molecules react to capture CO2, yielding carbohydrate precursors. In the stage I reaction a chlorophyll molecule absorbs one photon (light) and loses one electron, starting an electron transport chain reaction leading to the stage II 25 reactions. Propanil inhibits the electron transport chain reaction and its conversion of CO2 to carbohydrate precursors. That inhibits further development of the weed.
Sulfentrazone is a chemical used as a herbicide. It is the active ingredient in Dismiss as well as Solitare herbicides. It controls weeds by disrupting membranes and inhibits 30 photosynthesis in plants commonly known as PPO Inhibition. Sulfentrazone is received in the plants through the roots of the plants. As the plants come out of the soil, they die
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after exposure to light. It also works of foliar contact causing rapid desiccation. Sulfentrazone kills annual and perennial sedges, cool season grasses (Poa annua, Poa trivialis). The labels on Sulfentrazone product from Ortho indicate use on Well-established turf grasses. Cool Season Grasses: Creeping Bentgrass, Fine & Tall Fescue, Perennial Ryegrass, Kentucky & Rough Bluegrass. Warm Season Grasses: Bahiagrass, 5 Bermudagrass, Buffalograss, Carpetgrass, Centipedegrass, Kikuyugrass, Seashore Paspalum, St. Augustinegrass, Zoysiagrass.
Carfentrazone-ethyl is a contact herbicide used to control broadleaf and sedge weeds in cereals. Carfentrazone is applied as a foliar spray and is absorbed through the leaves. 10 Translocation after absorption is limited. The mode of action of carfentrazone-ethyl is the disruption of membranes by inhibiting the action of protoporphyrinogen oxidase, causing cell death. Carfentrazone is non-selective, and can be used for complete vegetation control, as well as as a desiccant and a defoliant in some crops. Some of the broad-leaved weeds, controlled post-emergance, by carfentrazone-ethyl include Galium 15 aparine, Abutilon theophrasti, Ipomoea ederacea var. hederacea, Chenopodium album and several mustard species. Crops for which carfentrazone-ethyl is approved for all edible and non-edible crops, including potatoes, barley, durum wheat, oats, triticale and wheat.
20 The effectiveness of herbicides depends, Inter alia, on the type of herbicide used, the application rate thereof, the composition, the harmful plants to be combated each time, the climatic and soil conditions, and the like. A further criterion is the duration of the action or the rate of degradation of the herbicide. Changes in the sensitivity of harmful plants to an active substance which may occur with relatively long use or in 25 geographically restricted areas are also to be taken into account, if appropriate. Such changes are expressed as a more or less serious loss in activity and can only to a limited extent be compensated for by higher herbicide application rates.
Because of the multitude of possible influencing factors, there is virtually no individual 30 active substance which combines in itself the properties desired for different requirements, in particular with regard to the harmful plant species and the climatic
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zones. In addition, there is the constant problem of achieving the effect with an ever lower herbicide application rate. A lower application rate reduces not only the amount of an active substance required for the application but generally also reduces the amounts of formulation auxiliaries necessary. Both reduce the economic cost and improve the ecological compatibility of the herbicide treatment. 5
One method frequently used for improving the application profile of any herbicide consists in combining the active substance of one or more other active substances which contribute the additional properties desired. However, the combined use of several active substances not infrequently results in phenomena of physical and biological 10 incompatibility, e.g. lack of stability of a combined formulation, decomposition of an active substance or antagonism of the active substances. On the other hand, what is desired are combinations of active substances with a favorable activity profile, high stability and the greatest possible synergistically strengthened activity which makes possible a reduction in the application rate in comparison with individual application of 15 the active substances to be combined.
CN106719679A provides a synergistic weeding composition containing florpyrauxifen-benzyl. The synergistic weeding composition is characterized by being prepared from active ingredients of A and B, wherein the A is the florpyrauxifen-benzyl, and the B is 20 one or a combination of more than one of fenquinotrione and cyclopyrimorate. The synergistic weeding composition is further prepared from an addition agent which can be applied to pesticide preparation processing, can be prepared into general pesticide preparation and can be applied to preventing and treating undesired plants.
25 CN107242236A belongs to the technical field of pesticide herbicides and particularly relates to a florpyrauxifen-benzyl and Butachlor containing weeding composition applicable to paddy fields. Active ingredients, i.e., florpyrauxifen-benzyl and Butachlor are in a weight ratio range of 1: (10 to 100). According to the florpyrauxifen-benzyl and Butachlor containing weeding composition, the weed control spectrum is enlarged, the 30 control effect is enhanced, the condition that the rapid generation of weed resistance will be caused by control through a single herbicide is avoided, the generation of pesticide
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resistance of weeds is retarded, the consumption of pesticides is reduced, the use cost is reduced, and the environmental pollution is relieved.
WO2017014973A1 Methods for controlling aquatic weeds using halauxifen or florpyrauxifen or agriculturally acceptable esters or salts thereof in combination with one 5 or more of diquat dibromide, copper salts, endothal, or fluridone, or agriculturally acceptable salts or esters thereof, are described. The herbicidal compositions described allow for effective control and/or selectivity when treating a body of water, to control target aquatic weed populations, such as alligatorweed, yellow nutsedge, barnyardgrass, early watergrass, Echinochloa species, saramoUagrass, Chinese sprangletop, hydrilla, 10 Eurasian watermilfoil and/or curlyleaf pondweed.
CN107279148A belongs to the technical field of agricultural herbicides and particularly relates to an herbicidal composition containing florpyrauxifen and quinclorac and being suitable for rice field. In the composition, the weight ratio range of the active 15 components, florpyrauxifen to quinclorac, is 1: (1-50). The herbicidal composition expands herbicidal spectrum and is enhanced in prevention effect, avoids a problem of quick generation of resistance of weeds due to application of single herbicide for preventing and removing weeds, delays the generation of the resistance of weeds, is reduced in application amount, is reduced in use cost and reduces environment pollution. 20
However still there is a need for a synergistic herbicidal composition which overcomes some of the existing problems and can be prepared easily without much complex manufacturing process and exhibits synergism.
25 Inventors of the present invention have surprisingly found that the synergistic herbicidal composition comprising A) Florpyrauxifen benzyl B) at least one herbicide selected from Bispyribac sodium, Fenoxaprop-P-Ethyl, Cyhalofop butyl, Metamifop, Penoxsulam, Triafamone and Cyclopyrimorate C) at least one more herbicide selected from Pyrazosulfuron Ethyl, Ethoxysulfuron, Azimsulfuron, Imazosulfuron, Propyrisulfuron, 30 Metsulfuron Methyl, Tefuryltrione, Penoxsulam, Pyribenzoxim, Bentazon, 2,4-D (Different salt), Propanil, Sulfentrazone and Carfentrazone Ethyl with one or more
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inactive excipients described herein in can provide solution to the above mentioned problems. SUMMARY OF THE INVENTION 5 It is an aspect of the present invention is to provide, with a view to effective resistance management and effective control of weeds especially grassy weeds, at application rates which are as low as possible, compositions which, at a reduced total amount of active compounds applied, have improved activity against the harmful weeds and a broadened activity spectrum, in particular for certain indications. 10
Accordingly, in a main aspect of the present invention provides a synergistic herbicidal composition comprising A) Florpyrauxifen benzyl B) at least one herbicide selected from Bispyribac sodium, Fenoxaprop-P-Ethyl, Cyhalofop butyl, Metamifop, Penoxsulam, Triafamone and Cyclopyrimorate C) at least one more herbicide selected from 15 Pyrazosulfuron Ethyl, Ethoxysulfuron, Azimsulfuron, Imazosulfuron, Propyrisulfuron, Metsulfuron Methyl, Tefuryltrione, Penoxsulam, Pyribenzoxim, Bentazon, 2,4-D (Different salt), Propanil, Sulfentrazone and Carfentrazone Ethyl with one or more inactive excipients.
20 Accordingly, in a second aspect, the present invention provides a method of preparing the synergistic herbicidal composition comprising A) Florpyrauxifen benzyl B) at least one herbicide selected from Bispyribac sodium, Fenoxaprop-P-Ethyl, Cyhalofop butyl, Metamifop, Penoxsulam, Triafamone and Cyclopyrimorate C) at least one more herbicide selected from Pyrazosulfuron Ethyl, Ethoxysulfuron, Azimsulfuron, 25 Imazosulfuron, Propyrisulfuron, Metsulfuron Methyl, Tefuryltrione, Penoxsulam, Pyribenzoxim, Bentazon, 2,4-D (Different salt), Propanil, Sulfentrazone and Carfentrazone Ethyl with one or more inactive excipients.
DETAILED DESCRIPTION OF THE INVENTION 30
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The present invention provides solution to all the problems mentioned above by providing the synergistic herbicidal composition.
The present invention provides a synergistic herbicidal composition comprising A) Florpyrauxifen benzyl B) at least one herbicide selected from Bispyribac sodium, 5 Fenoxaprop-P-Ethyl, Cyhalofop butyl, Metamifop, Penoxsulam, Triafamone and Cyclopyrimorate C) at least one more herbicide selected from Pyrazosulfuron Ethyl, Ethoxysulfuron, Azimsulfuron, Imazosulfuron, Propyrisulfuron, Metsulfuron Methyl, Tefuryltrione, Penoxsulam, Pyribenzoxim, Bentazon, 2,4-D (Different salt), Propanil, Sulfentrazone and Carfentrazone Ethyl with one or more inactive excipients. 10
"Effective amounts” as mentioned herein means that amount which, when applied treatment of crops, is sufficient to kill or control target weeds.
The term “formulation” and “composition” as used herein conveys the same meaning and 15 can be used interchangeably.
As used herein, the term "synergistic" means a combination of components wherein the activity of the combination is greater than the sum of the individual activities of each component of the combination. 20 As per one embodiment, the active herbicidal compound as mentioned above to be used in the composition of present invention can be in the form of base or any salts form known in the art.
25 In a preferred embodiment, the composition of present invention is selected from Suspension Concentrate (SC), Flowable Suspension (FS), Suspo emulsion (SE), Capsule Suspension (CS), Oil Dispersion (OD), Micro emulsion (ME), Dispersal concentrate (DC), Soluble liquid (SL), Emusifiable concentrate (EC), Emulsion in water (EW), Soluble liquid (SL), mixed formulation of CS and SC (ZC), a mixed formulation of CS 30 and SE (ZE), a mixed formulation of CS and EW (ZW), Granules (Soil Applied Granules), Controlled Release Granules (CR Granules), Slow release and Fast release
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microsphere Granules (MS Granules), Water Soluble Granules (SG), Water dispersible granule (WDG or WG), Capsulated dry flowable (CDF), Dry flowalbe (DF), Jumbo ball formulation, Water soluble bag formulation, Wettable Powder (WP), Soluble Powder (SP), Dusting Powder (DP).
5 As per one embodiment, the synergistic herbicidal composition comprising A) Florpyrauxifen benzyl B) at least one herbicide selected from Bispyribac sodium, Fenoxaprop-P-Ethyl, Cyhalofop butyl, Metamifop, Penoxsulam, Triafamone and Cyclopyrimorate C) at least one more herbicide selected from Pyrazosulfuron Ethyl, Ethoxysulfuron, Azimsulfuron, Imazosulfuron, Propyrisulfuron, Metsulfuron Methyl, 10 Tefuryltrione, Penoxsulam, Pyribenzoxim, Bentazon, 2,4-D (Different salt), Propanil, Sulfentrazone and Carfentrazone Ethyl with one or more inactive excipients, wherein active ingredients are present in concentration as described below;
Compound A
Compound B
Compound C
Active Ingredient
Florpyrauxifen benzyl
Bispyribac sodium, Fenoxaprop-P-Ethyl,
Cyhalofop butyl, Metamifop, Penoxsulam, Triafamone, Cyclopyrimorate
Pyrazosulfuron Ethyl, Ethoxysulfuron, Azimsulfuron, Imazosulfuron, Propyrisulfuron, Metsulfuron Methyl,
Tefuryltrione, Penoxsulam, Pyribenzoxim, Bentazon, 2,4-D (Different salt), Propanil, Sulfentrazone, Carfentrazone Ethyl Concentration
0.1-30%
0.1-40%
0.1-30%
15
In one preferred embodiment the composition of present invention comprises any of the below active ingredients: Florpyrauxifen benzyl+Bispyribac sodium+Pyrazosulfuron Ethyl Florpyrauxifen benzyl+Bispyribac sodium+Metsulfuron Methyl 20
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Florpyrauxifen benzyl+Bispyribac sodium+2,4-D Amine salt Florpyrauxifen benzyl+Metamifop+Pyrazosulfuron Ethyl Florpyrauxifen benzyl+Metamifop +Metsulfuron Methyl Florpyrauxifen benzyl+Metamifop +2,4-D Amine salt Florpyrauxifen benzyl+Triafamone+Pyrazosulfuron Ethyl 5 Florpyrauxifen benzyl+Triafamone +Metsulfuron Methyl Florpyrauxifen benzyl+Triafamone+2,4-D Amine salt
In another embodiment of the present invention the synergistic herbicidal composition comprising A) Florpyrauxifen benzyl B) at least one herbicide selected from Bispyribac 10 sodium, Fenoxaprop-P-Ethyl, Cyhalofop butyl, Metamifop, Penoxsulam, Triafamone and Cyclopyrimorate C) at least one more herbicide selected from Pyrazosulfuron Ethyl, Ethoxysulfuron, Azimsulfuron, Imazosulfuron, Propyrisulfuron, Metsulfuron Methyl, Tefuryltrione, Penoxsulam, Pyribenzoxim, Bentazon, 2,4-D (Different salt), Propanil, Sulfentrazone and Carfentrazone Ethyl with one or more inactive excipients is effective 15 for controlling or killing of resistant and tough to control weeds.
In a preferred embodiment, the composition of present invention is effective to control weeds of Aeschynomene aspera, Aeschynomene indica, Ageratum conyzoides, Alternanthera sessilis, Alternanthera philoxeroides, Amaranthus spinosus, Amaranthus 20 viridis, Ammania baccifera, Cynodon dactylon, Dactyloctenium aegyptium, Digitaria ciliaris, Digitaria setigera, Ischaemum rugosum, Echinochloa colona, Echinochloa crus-galli, Echinochloa glabrescens, Echinochloa crus-pavonis, Echinochloa esculenta, Echinochloa frumentacea, Echinochloa muricata, Echinochloa oryzoides, Echinochloa paludigena, Eleocharis kuruguwai, Laptochloa chinensis, Eleusine indica, Eclipta alba, 25 Eclipta prostate, Imperata cylindrical, Leersia hexandra, Leptochloa chinensis, Oryza sativa, Panicum repens, Paspalum distichum, Paspalum scrobiculatum, Rottboellia cochinchinensis, Setaria glauca, Bolboschoenus maritimus, Bergia capensis, Commelina benghalensis, Commelina diffusa, Cyanotis axillaris, Eclipta alba, Eclipta prostrate,
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Eichhornia crassipes, Ipomoea aquatic, Ludwigia adscendens, Ludwigia hyssopifolia, Ludwigia octovalvis, Ludwigia parviflora, Marsilea minuta, Marsilea quadrifoliata, Mimosa diplotricha, Monochoria vaginalis, Pistia stratiotes, Polygonum hydropiper, Portulaca oleracea, Sagittaria milliacea, Sagittaria sagittifolia, Sphenoclea zeylanica, Trianthema portulacastrum, Typha spp., Isachne globosa, Paspalum distichum, Cyperus 5 difformis, Cyperus haspen, Cyperus iria, Cyperus rotundus, Fimbristylis dichotoma, Fimbristylis miliacea, Scirpus juncoides, Scirpus nipponicus, Scirpus planiculmis, Scirpur royelei, Scirpus juncoides. The composition of present invention especially effective for control of Dactyloctenium aegyptium, Digitaria ciliaris, Ischaemum rugosum and Laptochloa chinensis, Oryza sativa (Red rice). 10
In a preferred embodiment, the present invention is effective to control weeds in crops selected from Paddy or Rice (Oryza sativa L.) including Indica, Japonica and Javanica race. GMO (Genetically Modified) and non GMO Paddy variety.
15 The present invention of synergistic herbicidal composition comprising A) Florpyrauxifen benzyl B) at least one herbicide selected from Bispyribac sodium, Fenoxaprop-P-Ethyl, Cyhalofop butyl, Metamifop, Penoxsulam, Triafamone and Cyclopyrimorate C) at least one more herbicide selected from Pyrazosulfuron Ethyl, Ethoxysulfuron, Azimsulfuron, Imazosulfuron, Propyrisulfuron, Metsulfuron Methyl, 20 Tefuryltrione, Penoxsulam, Pyribenzoxim, Bentazon, 2,4-D (Different salt), Propanil, Sulfentrazone and Carfentrazone Ethyl with one or more inactive excipients has advantages as mentioned below;
1. Synergism between three active ingredients
2. To broaden the activity, to control all kind of weeds 25
3. Useful for control/kill of resistant and tough to control weeds especially grassy weeds like Dactyloctenium aegyptium, Digitaria ciliaris, Digitaria setigera, Eleusine indica, Laptochloa chinensis. 4. Residual control (duration of control)
30 Method of application:
Page 16 of 43
Post emergence application: Spray over the crop and weeds with manual or power operated sprayer. It can be applied in transplanted paddy, direct wet sown rice, dry seeded rice, pre-germinated direct sown rice, drilled rice etc.
Application Time: 5
The synergistic herbicidal composition of present invention can be applied on actively growing weeds from 2 leaf stage to fully grown weeds. It can be applied in nursery as well as main field after sowing or transplanting.
10 The synergistic herbicidal composition of present invention further comprises one or more inactive excipient which is selected from including but not limited to dispersant, anti-freezing agent, anti-foam agent, wetting agent, suspension aid, anti-microbial agent, thickener, quick coating agent or sticking agents (also referred to as “stickers” or “binders”) and buffering agent. 15 Surfactants that are used as dispersants have the ability to adsorb strongly onto a particle surface and provide a charged or stearic barrier to re-aggregation of particles. The most commonly used surfactants are anionic, non-ionic, or mixtures of the two types. For wettable powder formulations, the most common dispersants are sodium 20 lignosulphonates. For suspension concentrates, very good adsorption and stabilization are obtained using polyelectrolytes, such as sodium naphthalene sulphonate formaldehyde condensates. Tristyrylphenolethoxylate phosphate esters are also used. Nonionics such as alkylarylethylene oxide condensates and EO-PO block copolymers are sometimes combined with anionics as dispersants for suspension concentrates. In recent years, new 25 types of very high molecular weight polymeric surfactants have been developed as dispersants. These have very long hydrophobic ‘backbones’ and a large number of ethylene oxide chains forming the ‘teeth’ of a ‘comb’ surfactant. These high molecular weight polymers can give very good long-term stability to suspension concentrates because the hydrophobic backbones have many anchoring points onto the particle 30 surfaces. Examples of dispersants used herein include but not limited to sodium lignosulphonates; sodium naphthalene sulphonate formaldehyde condensates;
Page 17 of 43
tristyrylphenolethoxylate phosphate esters; aliphatic alcohol ethoxylates; alky ethoxylates; EO-PO block copolymers; and graft copolymers or mixtures thereof.
Anti-freezing agent as used herein can be selected from the group consisting of polyethylene glycols, methoxypolyethylene glycols, polypropylene glycols, polybutylene 5 glycols, glycerin and ethylene glycol.
Water-based formulations often cause foam during mixing operations in production. In order to reduce the tendency to foam, anti-foam agents are often added either during the production stage or before filling into bottles. Generally, there are two types of anti-foam 10 agents, namely silicones and non-silicones. Silicones are usually aqueous emulsions of dimethyl polysiloxane while the non-silicone anti-foam agents are water-insoluble oils, such as octanol and nonanol, or silica. In both cases, the function of the anti-foam agent is to displace the surfactant from the air-water interface.
15 A wetting agent is a substance that when added to a liquid increases the spreading or penetration power of the liquid by reducing the interfacial tension between the liquid and the surface on which it is spreading. Wetting agents are used for two main functions in agrochemical formulations: during processing and manufacture to increase the rate of wetting of powders in water to make concentrates for soluble liquids or suspension 20 concentrates; and during mixing of a product with water in a spray tank or other vessel to reduce the wetting time of wettable powders and to improve the penetration of water into water-dispersible granules. Examples of wetting agents used in wettable powder, suspension concentrate, and water-dispersible granule formulations include but not limited to sodium lauryl sulphate; sodium dioctylsulphosuccinate; alkyl phenol 25 ethoxylates; and aliphatic alcohol ethoxylates and the salts thereof which are standard in agricultureor mixtures thereof. Suspension aid in the present description denotes a natural or synthetic, organic or inorganic material with which the active substance is combined in order to facilitate its 30 application to the plant, to the seeds or to the soil. This carrier is hence generally inert, and it must be agriculturally acceptable, in particular to the plant being treated. The
Page 18 of 43
carrier may be solid (clays, natural or synthetic silicates, silica, resins, waxes, solid fertilizers, and the like or mixtures thereof) or liquid (water, alcohols, ketones, petroleum fractions, aromatic or paraffinic hydrocarbons, chlorinated hydrocarbons, liquefied gases, and the like or mixtures thereof). 5 Biocides / Microorganisms cause spoilage of formulated products. Therefore anti-microbial agents are used to eliminate or reduce their effect. Examples of such agents include, but are not limited to: propionic acid and its sodium salt; sorbic acid and its sodium or potassium salts; benzoic acid and its sodium salt; p-hydroxy benzoic acid sodium salt; methyl p-hydroxy benzoate; and biocide such as sodium benzoate, 1,2-10 benzisothiazoline-3-one, 2-methyl-4-isothiazolin-3-one, 5-chloro-2-methyl-4-isothiazolin-3-one, potassium sorbate, parahydroxy benzoates or mixtures thereof. Thickeners or gelling agents are used mainly in the formulation of suspension concentrates, emulsions and suspo-emulsions to modify the rheology or flow properties 15 of the liquid and to prevent separation and settling of the dispersed particles or droplets. Thickening, gelling, and anti-settling agents generally fall into two categories, namely water-insoluble particulates and water-soluble polymers. It is possible to produce suspension concentrate formulations using clays and silicas. Examples of these types of materials, include, but are limited to, montmorillonite, bentonite; magnesium aluminum 20 silicate; and attapulgite. Water-soluble polysaccharides have been used as thickening-gelling agents for many years. The types of polysaccharides most commonly used are natural extracts of seeds and seaweeds are synthetic derivatives of cellulose or mixtures thereof. Examples of these types of materials include, but are not limited to, guar gum; locust bean gum; carrageenam; xanthan gum; alginates; methyl cellulose; sodium 25 carboxymethyl cellulose (SCMC); hydroxyethyl cellulose (HEC) or mixtures thereof. Other types of anti-settling agents are based on modified starches, polyacrylates, polyvinyl alcohol and polyethylene oxide or mixtures.
The quick coating agent can be a conventionally available sticker, for example 30 polyesters, polyamides, poly- carbonates, polyurea and polyurethanes, acrylate polymers and copolymers, styrene copolymers, butadiene copolymers, polysaccharides such as
Page 19 of 43
starch and cellulose derivatives, vinylalcohol, vinylacetate and vinylpyrrolidone polymers and copolymers, polyethers, epoxy, phenolic and melamine resins, polyolefins and define copolymersand mixtures thereof. Examples of preferred polymers are acrylate polymers such as poly(methacrylate), poly(ethyl methacrylate), poly(methylmethacrylate), acrylate copoylmers and styrene-acrylic copolymers as 5 defined herein below, poly(styrene-co maleic anhydride), cellulosic polymers such as ethyl cellulose, cellulose acetate, cellulose acetatebutyrate, acetylated mono, di, and triglycerides, poly(vinylpyrrolidone), vinyl acetate polymers and copolymers, poly(alkylene glycol), styrene butadiene copolymers, poly(orthoesters), alkyd resins, and mixtures of two or more of these. Polymers that are biodegradable are also useful in the 10 present invention. As used herein, a polymer is biodegradable if is not water soluble, but is degraded over a period of several weeks when placed in an application environment. Examples of biodegradable polymers that are useful in the present invention include biodegradable polyesters, starch, polylactic acid starch blends, polylactic acid, poly(lactic acid-glycolic acid) copolymers, polydioxanone, cellulose esters, ethyl cellulose, cellulose 15 acetate butyrate, starch esters, starch esteraliphatic polyester blends, modified corn starch, polycaprolactone, poly(namylmethacrylate), wood rosin, polyanhydrides, polyvinylalcohol, polyhydroxybutyratevalerate, biodegradable aliphatic polyesters, and polyhydroxybutyrate or mixtures thereof.
20
Buffering agent as used herein is selected from group consisting of calcium hydroxyapatite, Potassium Dihydrogen Phosphate, Sodium Hydroxide, carbonated apatite, calcium carbonate, sodium bicarbonate, tricalcium phosphate, calcium phosphates, carbonated calcium phosphates, amine monomers, lactate dehydrogenase and magnesium hydroxide. 25
The solvent for the formulation of the present invention may include water, water-soluble alcohols and dihydroxy alcohol ethers. The water-soluble alcohol which can be used in the present invention may be lower alcohols or water-soluble macromolecular alcohols. The term "lower alcohol", as used herein, represents an alcohol having 1-4 carbon atoms, 30 such as methanol, ethanol, n-propanol, isopropanol, n-butanol, tert-butanol, etc. Macromolecular alcohol is not limited, as long as it may be dissolved in water in a
Page 20 of 43
suitable amount range, polyethylene glycol, sorbitol, glucitol, etc. The examples of suitable dihydroxy alcohol ethers used in the present invention may be dihydroxy alcohol alkyl ethers or dihydroxy alcohol aryl ethers. The examples of dihydroxy alcohol alkyl ether include ethylene glycol methyl ether, diethylene glycol methyl ether, propylene glycol methyl ether, dipropylene glycol methyl ether, ethylene glycol ethyl ether, 5 diethylene glycol ethyl ether, propylene glycol ethyl ether, dipropylene glycol ethyl ether, etc. The examples of dihydroxy alcohol aryl ethers include ethylene glycol phenyl ether, diethylene glycol phenyl ether, propylene glycol phenyl ether, dipropylene glycol phenyl ether, and the like. Any of the above mentioned solvent can be used either alone or in combination thereof. 10
Page 21 of 43
Sr No
Compositions
A.I.(%) in formulation
Total A.I.
Formulation per Hectare (g or ml)
Active Ingredient/Hectare
AI-1
AI-2
AI-3
Active Ingredient 1
Active Ingredient 2
Active Ingredient 3
Active Ingredient 1
Active Ingredient 2
Active Ingredient 3
1
AI-1
AI-2a
AI-3a
8.0%
6.0%
6.0%
20.0%
250
20
15
15
2
AI-1
AI-2b
AI-3a
4.0%
10.0%
3.0%
17.0%
500
20
50
15
3
AI-1
AI-2c
AI-3a
4.0%
10.0%
3.0%
17.0%
500
20
50
15
4
AI-1
AI-2d
AI-3a
4.0%
10.0%
3.0%
17.0%
500
20
50
15
5
AI-1
AI-2e
AI-3a
8.0%
8.0%
6.0%
22.0%
250
20
20
15
6
AI-1
AI-2a
AI-3b
8.0%
6.0%
1.2%
15.2%
250
20
15
3
7
AI-1
AI-2b
AI-3b
4.0%
10.0%
0.6%
14.6%
500
20
50
3
8
AI-1
AI-2c
AI-3b
4.0%
10.0%
0.6%
14.6%
500
20
50
3
9
AI-1
AI-2d
AI-3b
4.0%
10.0%
0.6%
14.6%
500
20
50
3
10
AI-1
AI-2e
AI-3b
8.0%
8.0%
1.2%
17.2%
250
20
20
3
11
AI-1
AI-2a
AI-3c
2.0%
2.0%
30.0%
34.0%
1000
20
20
300
12
AI-1
AI-2b
AI-3e
2.0%
5.0%
30.0%
37.0%
1000
20
50
300
13
AI-1
AI-2c
AI-3e
2.0%
5.0%
30.0%
37.0%
1000
20
50
300
14
AI-1
AI-2d
AI-3c
2.0%
5.0%
30.0%
37.0%
1000
20
50
300
15
AI-1
AI-2e
AI-3c
2.0%
2.0%
30.0%
34.0%
1000
20
20
300
Active Ingredient = AI-1= Florpyrauxifen benzyl; AI-2a= Bispyribac sodium; AI-2b= Fenoxaprop-P-Ethyl; AI-2c= Cyhalofop Butyl; AI-2d= Metamifop; AI-2e= Triafamone; AI-3a= Pyrazosulfuron Ethyl; AI-3b= Metsulfuron Methyl; AI-3c= 2,4-D Sodium salt. AI-3e= 2,4-D Amine salt.
5 EXAMPLES The present invention will now be explained in detail by reference to the following formulation examples and a test example, which should not be construed as limiting the scope of the present invention.
10
Page 22 of 43
Example 1: WP (Wettable powder) formulation of Florpyrauxifen Benzyl 8.0%+Bispyribac Sodium 6.0%+Pyrazosulfuron Ethyl 6.0%
Composition
Contents (% w/w)
Florpyrauxifen Benzyl a.i.
8.00
Bispyribac Sodium a.i.
6.00
Pyrazosulfuron Ethyl a.i.
6.00
Sodium dioctyl sulfosuccinate
2.00
Sodium alkylnaphthalenesulfonate, formaldehyde condensate
3.00
Modified sodium lignosulphonate
8.00
Alkylated naphthalene sulfonate, sodium salt
5.00
Silicone based antifoam
1.00
Ppt Silica
5.00
China Clay
20.00
Sodium Citrate anhydrous
25.00
Corn starch
11.00
TOTAL
100.00
Manufacturing process for Wettable powder (WP): 5 Step 1: Charge the required quantity of filler, wetting agent, dispersing agent, and suspending agent, & technical in premixing blender for homogenization for 30 minutes. Step 2: Pre-blended material is than grinded through Jet mill/ air classifier mills. Finely grinded material is blended in post blender till it becomes homogeneous. (for approx 1.5 hr) 10 Step 3: Homogeneous material is analysed. After getting approval from QC dept. material is unloaded into 25 kg. HDPE bag with LDPE liner inside.
Storage stability-WP (Wettable Powder) formulation of Florpyrauxifen Benzyl 8.0%+Bispyribac Sodium 6.0%+Pyrazosulfuron Ethyl 6.0% 15
Laboratory storage stability for 14 days
Parameters
specification (in house)
initial
heat stability at 54±2
cold stability at 0±2 0C
Page 23 of 43
0C
Description
Off-white to Beige liquid
Complies
Complies
Complies
Florpyrauxifen Benzyl content
7.6-8.8
8.2
8.1
8.2
Bispyribac Sodium content
5.7-6.6
6.1
6
6.1
Pyrazosulfuron Ethyl content
5.7-6.6
6.1
6
6.1
Florpyrauxifen Benzyl suspensibility
Mini 80%
98.75
97.3
98.71
Bispyribac Sodium suspensibility
Mini 80%
98.75
97.3
98.71
Pyrazosulfuron Ethyl suspensibility
Mini 80%
95.77
95.52
95.75
pH (1% in DM Water)
6.0-9.0
7
7
7
Wet-sieve(45 micron sieve)
Mini 99.5%
99.8
99.7
99.7
Moisture Content
Max 2.0%
0.9
0.9
0.9
Wettability
Max 30 s
5
6
6
Bulk density
0.35 -0.45
0.35
0.35
0.35
Room temperature storage stability up to 12 months
Parameters
Specification
Study Duration
In House
1 month
6 month
12 months
Description
Off-white to Beige liquid
Complies
Complies
Complies
Bispyribac Sodium content
5.7-6.6
6.1
6.1
6.08
Pyrazosulfuron Ethyl content
5.7-6.6
6.1
6.1
6.08
Florpyrauxifen Benzyl suspensibility
Mini 80%
98.75
98.01
97.9
Bispyribac Sodium suspensibility
Mini 80%
98.75
98.75
98.75
Pyrazosulfuron Ethyl suspensibility
Mini 80%
95.77
95.7
95.55
pH (1% in DM Water)
6.0-9.0
7
7
7
Wet-sieve(45 micron sieve)
Mini 99.5%
99.8
99.8
99.8
Moisture Content
Max 2.0%
0.9
0.9
0.9
Wettability
Max 30 s
5
5
5
Bulk density
0.35 -0.45
0.35
0.35
0.35
Example 2: WP (Wettable Powder) formulation of Florpyrauxifen Benzyl 4.0%+Metamifos 10.0%+Pyrazosulfuron Ethyl 3.0%
Composition
Contents (% w/w)
Florpyrauxifen Benzyl a.i.
4.00
Metamifos a.i.
10.00
Pyrazosulfuron Ethyl a.i.
3.00
Page 24 of 43
Sodium dioctyl sulfosuccinate
2.00
Sodium alkylnaphthalenesulfonate, formaldehyde condensate
3.00
Modified sodium lignosulphonate
8.00
Alkylated naphthalene sulfonate, sodium salt
5.00
Silicone based antifoam
1.00
Ppt Silica
5.00
China Clay
20.00
Sodium Citrate anhydrous
25.00
Corn starch
14.00
TOTAL
100.00
Manufacturing process for Wettable powder (WP): Refer Example 1
Storage stability-WP (Wettable Powder) formulation of Florpyrauxifen Benzyl 4.0%+Metamifops 10.0% + Pyrazosulfuron Ethyl 3.0% WP (Wettable Powder) 5
Laboratory storage stability for 14 days
Parameters
specification (in house)
initial
heat stability at 54±2 0C
cold stability at 0±2 0C
Description
Off-white to Beige liquid
Complies
Complies
Complies
Florpyrauxifen Benzyl content
3.8-4.4
4.1
4.05
4.1
Metamifos content
9.5-10.5
10.1
10.08
10.1
Pyrazosulfuron Ethyl content
2.7-3.3
3.1
3.1
31
Florpyrauxifen Benzyl suspensibility
Mini 80%
98.75
97.3
98.71
Metamifos suspensibility
Mini 80%
98.75
97.3
98.71
Pyrazosulfuron Ethyl suspensibility
Mini 80%
95.77
95.52
95.75
pH (1% in DM Water)
6.0-9.0
7
7
7
Wet-sieve(45 micron sieve)
Mini 99.5%
99.8
99.7
99.7
Moisture Content
Max 2.0%
0.9
0.9
0.9
Wettability
Max 30 s
5
6
6
Bulk density
0.35 -0.45
0.35
0.35
0.35
Room temperature storage stability up to 12 months
Parameters
Specification
Study Duration
In House
1 month
6 month
12 months
Description
Off-white to Beige liquid
Complies
Complies
Complies
Page 25 of 43
Florpyrauxifen Benzyl content
3.8-4.4
4.1
8.2
8.15
Metamifos content
9.5-10.5
10.1
10.1
10.09
Pyrazosulfuron Ethyl content
2.7-3.3
3.1
3.1
3.1
Florpyrauxifen Benzyl suspensibility
Mini 80%
98.75
98.01
97.9
Metamifos suspensibility
Mini 80%
98.75
98.75
98.75
Pyrazosulfuron Ethyl suspensibility
Mini 80%
95.77
95.7
95.55
pH (1% in DM Water)
6.0-9.0
7
7
7
Wet-sieve(45 micron sieve)
Mini 99.5%
99.8
99.8
99.8
Moisture Content
Max 2.0%
0.9
0.9
0.9
Wettability
Max 30 s
5
5
5
Bulk density
0.35 -0.45
0.35
0.35
0.35
Example 3: WP (Wettable Powder) formulation of Florpyrauxifen Benzyl 8.0%+Triafamone 8.0%+Pyrazosulfuron Ethyl 6.0%
Composition
Contents (% w/w)
Florpyrauxifen Benzyl a.i.
8.00
Triafamone a.i.
8.00
Pyrazosulfuron Ethyl a.i.
6.00
Sodium dioctyl sulfosuccinate
2.00
Sodium alkylnaphthalenesulfonate, formaldehyde condensate
3.00
Modified sodium lignosulphonate
8.00
Alkylated naphthalene sulfonate, sodium salt
5.00
Silicone based antifoam
1.00
Ppt Silica
5.00
China Clay
20.00
Sodium Citrate anhydrous
25.00
Corn starch
11.00
TOTAL
102.00
5
Manufacturing process for Wettable powder (WP): Refer Example 1
Storage stability-WP (Wettable Powder) formulation of Florpyrauxifen Benzyl 8.0%+Triafamone 8.0%+Pyrazosulfuron Ethyl 6.0%
10
Laboratory storage stability for 14 days
Page 26 of 43
Parameters
specification (in house)
initial
heat stability at 54±2 0C
cold stability at 0±2 0C
Description
Off-white to Beige liquid
Complies
Complies
Complies
Florpyrauxifen Benzyl content
7.6-8.8
8.1
8.05
8.1
Triafamone content
7.6-8.8
8.1
8.05
8.1
Pyrazosulfuron Ethyl content
5.7-6.6
6.1
6.08
6.1
Florpyrauxifen Benzyl suspensibility
Mini 80%
98.75
97.3
98.71
Triafamone suspensibility
Mini 80%
98.75
97.3
98.71
Pyrazosulfuron Ethyl suspensibility
Mini 80%
95.77
95.52
95.75
pH (1% in DM Water)
6.0-9.0
7
7
7
Wet-sieve(45 micron sieve)
Mini 99.5%
99.8
99.7
99.7
Moisture Content
Max 2.0%
0.9
0.9
0.9
Wettability
Max 30 s
5
6
6
Bulk density
0.35 -0.45
0.35
0.35
0.35
Room temperature storage stability up to 12 months
Parameters
Specification
Study Duration
In House
1 month
6 month
12 months
Description
Off-white to Beige liquid
Complies
Complies
Complies
Florpyrauxifen Benzyl content
7.6-8.8
8.1
8.2
8.15
Triafamone content
7.6-8.8
8.1
8.1
8.08
Pyrazosulfuron Ethyl content
5.7-6.6
6.1
6.1
6.1
Florpyrauxifen Benzyl suspensibility
Mini 80%
98.75
98.01
97.9
Triafamone suspensibility
Mini 80%
98.75
98.75
98.75
Pyrazosulfuron Ethyl suspensibility
Mini 80%
95.77
95.7
95.55
pH (1% in DM Water)
6.0-9.0
7
7
7
Wet-sieve(45 micron sieve)
Mini 99.5%
99.8
99.8
99.8
Moisture Content
Max 2.0%
0.9
0.9
0.9
Wettability
Max 30 s
5
5
5
Bulk density
0.35 -0.45
0.35
0.35
0.35
Example 4: WG (Water dispersible granules) formulation of Florpyrauxifen Benzyl 4.0%+Metamifop 10.0%+Metsulfuron Methyl 0.6%
Composition
Contents (% w/w)
Page 27 of 43
Florpyrauxifen Benzyl a.i.
4.00
Metamifop a.i.
10.00
Metsulfuron Methyl a.i.
0.60
Sodium dioctyl sulfosuccinate
2.00
Sodium alkylnaphthalenesulfonate, formaldehyde condensate
3.00
Modified sodium lignosulphonate
8.00
Alkylated naphthalene sulfonate, sodium salt
5.00
Silicone based antifoam
1.00
Ppt Silica
5.00
China Clay
20.00
Sodium Citrate anhydrous
25.00
Corn starch
16.40
TOTAL
100.00
Manufacturing process for Water Dispersible Granules (WG): Step 1: Charge the required quantity of filler, wetting agent, dispersing agent, and suspending agent, & technical in premixing blender for homogenization for 30 minutes. Step 2: Pre-blended material is than grinded through Jet mill/ air classifier mills. Finely 5 grinded material is blended in post blender till it becomes homogeneous. (for approx 1.5 hr) Step 3: Homogeneous material is analyzed. After getting approval from QC dept. material is unloaded into 25 kg. HDPE bag with LDPE liner inside. Step 4: Finely grinded powder is mixed with required quantity of water to form 10 extrudable dough. Step 5: Dough is passed through extruder to get granules of required size. Step 6: Wet granules are passed through Fluidized bed drier and further graded using vibrating screens. Step 7: Final product is sent for QC approval. 15
Step 8: After approval material is packed in required pack sizes.
Storage stability-WG (Water dispersible granules) of Florpyrauxifen Benzyl 4.0%+Metamifop 10.0%+Metsulfuron Methyl 0.6 %
20
Laboratory storage stability for 14 days
Page 28 of 43
Parameters
specification (in house)
initial
heat stability at 54±2 0C
cold stability at 0±2 0C
Description
White to Off White colour free-flowing powder
Complies
Complies
Complies
Florpyrauxifen Benzyl content
3.8-4.4
4.1
4.05
4.1
Metamifop content
9.5-10.5
10.1
10.05
10.1
Metsulfuron Methyl content
0.54-0.66
0.62
0.61
0.62
Florpyrauxifen Benzyl suspensibility
Mini 80%
98.75
97.3
98.71
Metamifop suspensibility
Mini 80%
98.75
97.3
98.71
Metsulfuron Methyl suspensibility
Mini 80%
95.77
95.52
95.75
pH (1% in DM Water)
6.0-9.0
7
7
7
Wet-sieve(45 micron sieve)
Mini 99.5%
99.8
99.7
99.7
Moisture Content
Max 2.0%
0.9
0.9
0.9
Wettability
Max 30 s
5
6
6
Bulk density
0.45 -0.65
0.55
0.55
0.55
Room temperature storage stability up to 12 months
Parameters
Specification
Study Duration
In House
1 month
6 month
12 months
Florpyrauxifen Benzyl content
3.8-4.4
4.1
4.1
4.1
Metamifop content
9.5-10.5
10.1
10.1
10.1
Metsulfuron Methyl content
0.54-0.66
0.62
0.62
0.62
Florpyrauxifen Benzyl suspensibility
Mini 80%
98.75
98.01
97.9
Metamifop suspensibility
Mini 80%
98.75
98.75
98.75
Metsulfuron Methyl suspensibility
Mini 80%
95.77
95.7
95.55
pH (1% in DM Water)
6.0-9.0
7
7
7
Wet-sieve(45 micron sieve)
Mini 99.5%
99.8
99.8
99.8
Moisture Content
Max 2.0%
0.9
0.9
0.9
Wettability
Max 30 s
5
5
5
Bulk density
0.45 -0.65
0.55
0.55
0.55
Example 5: WG (Water dispersible granules) of Florpyrauxifen Benzyl 8.0%+Triafamone 8.0%+Metsulfuron Methyl 1.2 %
5
Page 29 of 43
Composition
Contents (% w/w)
Florpyrauxifen Benzyl a.i.
8.00
Triafamone a.i.
8.00
Metsulfuron Methyl a.i.
1.20
Sodium dioctyl sulfosuccinate
2.00
Sodium alkylnaphthalenesulfonate, formaldehyde condensate
3.00
Modified sodium lignosulphonate
8.00
Alkylated naphthalene sulfonate, sodium salt
5.00
Silicone based antifoam
1.00
Ppt Silica
5.00
China Clay
20.00
Sodium Citrate anhydrous
25.00
Corn starch
13.80
TOTAL
100.00
Manufacturing process for Water Dispersible Granules (WG): Refer Example 4
Storage stability-WG (Water dispersible granules) of Florpyrauxifen Benzyl 8.0%+Triafamone 8.0%+Metsulfuron Methyl 1.2% 5
Laboratory storage stability for 14 days
Parameters
specification (in house)
initial
heat stability at 54±2 0C
cold stability at 0±2 0C
Description
White to Off White colour free-flowing powder
Complies
Complies
Complies
Florpyrauxifen Benzyl content
7.6-8.8
8.1
8.05
8.1
Triafamone content
7.6-8.8
8.1
8.05
8.1
Metsulfuron Methyl content
1.14-1.32
1.21
1.2
1.21
Florpyrauxifen Benzyl suspensibility
Mini 80%
98.75
97.3
98.71
Triafamone suspensibility
Mini 80%
98.75
97.3
98.71
Metsulfuron Methyl suspensibility
Mini 80%
95.77
95.52
95.75
pH (1% in DM Water)
6.0-9.0
7
7
7
Wet-sieve(45 micron sieve)
Mini 99.5%
99.8
99.7
99.7
Moisture Content
Max 2.0%
0.9
0.9
0.9
Wettability
Max 30 s
5
6
6
Page 30 of 43
Bulk density
0.45 -0.65
0.55
0.55
0.55
Room temperature storage stability up to 12 months
Parameters
Specification
Study Duration
In House
1 month
6 month
12 months
Florpyrauxifen Benzyl content
7.6-8.8
8.1
8.1
8.1
Triafamone content
7.6-8.8
8.1
8.1
8.1
Metsulfuron Methyl content
1.14-1.32
1.21
1.21
1.21
Florpyrauxifen Benzyl suspensibility
Mini 80%
98.75
98.01
97.9
Triafamone suspensibility
Mini 80%
98.75
98.75
98.75
Metsulfuron Methyl suspensibility
Mini 80%
95.77
95.7
95.55
pH (1% in DM Water)
6.0-9.0
7
7
7
Wet-sieve(45 micron sieve)
Mini 99.5%
99.8
99.8
99.8
Moisture Content
Max 2.0%
0.9
0.9
0.9
Wettability
Max 30 s
5
5
5
Bulk density
0.45 -0.65
0.55
0.55
0.55
Example 6: WP (Wettable Powder) formulation of Florpyrauxifen Benzyl 2.0%+Bispyribac Sodium 2.0%+2,4-D Sodium salt 30.0%
5
Composition
Contents (% w/w)
Florpyrauxifen Benzyl a.i.
2.00
Bispyribac Sodium a.i.
2.00
2,4-D Sodium salt a.i.
30.00
Sodium dioctyl sulfosuccinate
2.00
Sodium alkylnaphthalenesulfonate, formaldehyde condensate
3.00
Modified sodium lignosulphonate
8.00
Alkylated naphthalene sulfonate, sodium salt
5.00
Silicone based antifoam
1.00
Ppt Silica
5.00
China Clay
15.00
Sodium Citrate anhydrous
20.00
Corn starch
7.00
TOTAL
100.00
Manufacturing process for Wettable powder (WP): Refer Example 1
Page 31 of 43
Storage stability-Florpyrauxifen Benzyl 2.0% + Bispyribac Sodium 2.0% + 2,4-D Sodium salt 30.0% WP (Wettable Powder)
Laboratory storage stability for 14 days
Parameters
specification (in house)
initial
heat stability at 54±2 0C
cold stability at 0±2 0C
Description
White to Off White colour free-flowing powder
Complies
Complies
Complies
Florpyrauxifen Benzyl content
1.9-2.2
2.1
2
2.1
Bispyribac Sodium content
1.9-2.2
2.1
2
2.1
2,4-D Sodium salt content
28.5-31.5
30.5
30.1
30.5
Florpyrauxifen Benzyl suspensibility
Mini 80%
98.75
97.3
98.71
Bispyribac Sodium suspensibility
Mini 80%
98.75
97.3
98.71
2,4-D Sodium salt suspensibility
Mini 80%
95.77
95.52
95.75
pH (1% in DM Water)
6.0-9.0
7
7
7
Wet-sieve(45 micron sieve)
Mini 99.5%
99.8
99.7
99.7
Moisture Content
Max 2.0%
0.9
0.9
0.9
Wettability
Max 30 s
5
6
6
Bulk density
0.35 -0.55
0.45
0.45
0.45
Room temperature storage stability up to 12 months
Parameters
Specification
Study Duration
In House
1 month
6 month
12 months
Description
White to Off White colour free-flowing powder
Complies
Complies
Complies
Florpyrauxifen Benzyl content
1.9-2.2
2.1
2.1
2.1
Bispyribac Sodium content
1.9-2.2
2.1
2.1
2.1
2,4-D Sodium salt content
28.5-31.5
30.5
30.5
30.5
Florpyrauxifen Benzyl suspensibility
Mini 80%
98.75
98.01
97.9
Bispyribac Sodium suspensibility
Mini 80%
98.75
98.75
98.75
2,4-D Sodium salt suspensibility
Mini 80%
95.77
95.7
95.55
pH (1% in DM Water)
6.0-9.0
7
7
7
Wet-sieve(45 micron sieve)
Mini 99.5%
99.8
99.8
99.8
Page 32 of 43
Moisture Content
Max 2.0%
0.9
0.9
0.9
Wettability
Max 30 s
5
5
5
Bulk density
0.35 -0.55
0.45
0.45
0.45
Example 7: WP (Wettable Powder) of Florpyrauxifen Benzyl 2.0%+Metamifos 5.0%+2,4-D Sodium salt 30%
Composition
Contents (% w/w)
Florpyrauxifen Benzyl a.i.
2.00
Metamifop a.i.
5.00
2,4-D Sodium salt a.i.
30.00
Sodium dioctyl sulfosuccinate
2.00
Sodium alkylnaphthalenesulfonate, formaldehyde condensate
3.00
Modified sodium lignosulphonate
8.00
Alkylated naphthalene sulfonate, sodium salt
5.00
Silicone based antifoam
1.00
Ppt Silica
5.00
China Clay
12.00
Sodium Citrate anhydrous
20.00
Corn starch
7.00
TOTAL
100.00
5
Manufacturing process for Wettable powder (WP): Refer Example 1
Storage stability-WP (Wettable Powder) formulation of Florpyrauxifen Benzyl 2.0%+Metamifos 5.0%+2,4-D Sodium salt 30.0%
10
Laboratory storage stability for 14 days
Parameters
specification (in house)
initial
heat stability at 54±2 0C
cold stability at 0±2 0C
Description
White to Off White colour free-flowing powder
Complies
Complies
Complies
Page 33 of 43
Florpyrauxifen Benzyl content
1.9-2.2
2.1
2
2.1
Metamifop content
4.75-5.5
5.2
5.1
5.2
2,4-D Sodium salt content
28.5-31.5
30.5
30.1
30.5
Florpyrauxifen Benzyl suspensibility
Mini 80%
98.75
97.3
98.71
Metamifop suspensibility
Mini 80%
98.75
97.3
98.71
2,4-D Sodium salt suspensibility
Mini 80%
95.77
95.52
95.75
pH (1% in DM Water)
6.0-9.0
7
7
7
Wet-sieve(45 micron sieve)
Mini 99.5%
99.8
99.7
99.7
Moisture Content
Max 2.0%
0.9
0.9
0.9
Wettability
Max 30 s
5
6
6
Bulk density
0.35 -0.55
0.45
0.45
0.45
Room temperature storage stability up to 12 months
Parameters
Specification
Study Duration
In House
1 month
6 month
12 months
Description
White to Off White colour free-flowing powder
Complies
Complies
Complies
Florpyrauxifen Benzyl content
1.9-2.2
2.1
2.1
2.1
Metamifop content
4.75-5.5
5.2
5.2
5.2
2,4-D Sodium salt content
28.5-31.5
30.5
30.5
30.5
Florpyrauxifen Benzyl suspensibility
Mini 80%
98.75
98.01
97.9
Metamifop suspensibility
Mini 80%
98.75
98.75
98.75
2,4-D Sodium salt suspensibility
Mini 80%
95.77
95.7
95.55
pH (1% in DM Water)
6.0-9.0
7
7
7
Wet-sieve(45 micron sieve)
Mini 99.5%
99.8
99.8
99.8
Moisture Content
Max 2.0%
0.9
0.9
0.9
Wettability
Max 30 s
5
5
5
Bulk density
0.35 -0.55
0.45
0.45
0.45
Biological Examples:
The synergistic pesticide action of the inventive mixtures can be demonstrated by the experiments below. A synergistic effect exists wherever the action of a combination 5 (ready-mix) of active ingredient is greater than the sum of the action of each of the components alone. Therefore a synergistically effective amount or an effective amount of a synergistic composition or combination is an amount that exhibits greater pesticide
Page 34 of 43
activity than the sum of the pesticide activities of the individual components. In the field of agriculture, it is often understood that the term “synergy” is as defined by Colby S.R. in an article entitled “Calculation of the synergistic and antagonistic responses of herbicide combinations” published in the journal Weeds, 1967, 15, p.20-22, incorporated herein by reference in its entirety. The action expected for a given combination of two 5 active components can be calculated as follows:
Colby’s Formula:
The field experiments on present invention related to synergistic herbicidal composition comprising A) Florpyrauxifen benzyl, B) at least one herbicide selected from Bispyribac 10 sodium, Fenoxaprop-P-Ethyl, Cyhalofop butyl, Metamifop, Penoxsulam, Triafamone, Cyclopyrimorate, C) at least one more herbicide selected from Pyrazosulfuron Ethyl, Ethoxysulfuron, Azimsulfuron, Imazosulfuron, Propyrisulfuron, Metsulfuron Methyl, Tefuryltrione, Penoxsulam, Pyribenzoxim, Bentazon, 2,4-D (Different salt), Propanil, Sulfentrazone, Carfentrazone Ethyl were carried out to evaluate the bio efficacy against 15 different weed flora and phyto-toxicity in rice/paddy crop.
Example : Synergistic weed control in paddy/rice, Oryza sativa
The field experiment were conducted in paddy crop and the experimental details are as below: 20
Crops & Varieties: Paddy (Direct seeded), Local
Experimental design: Randomized block design (R.B.D)
Replications: Three
No. of Treatments: As per treatment details
Plot size: 30 sq. mt. 25
Page 35 of 43
Application Time: 12 DAS (Days after sowing)
Observations: species wise weed count at 15 and 30 DAA (Days after Application)
Spray Volume: 400 liter water per hectare
Application Equipment: Manually operated knapsack sprayer fitted with flat fat 5 nozzle
Experiment method: The trials were laid out in Randomized Block design (RBD) with sixteen (16) treatments, replicated thrice. For each treatment plot size of 30 sq. mt. was maintained. To raise the crops all the agronomic practices were followed as usually adopted. The treatments were applied as per the calculated 10 dosages, using manually operated knap sack sprayer, fitted with flat fan nozzle. Water was drained off before one day of application and re-irrigated the field after 48 hrs. of application. The spray volume was used at 400 l/ha for application of all herbicidal treatments. Species wise weed count recorded at 15 and 30 DAA (Days after Application) by using 0.25 m2 quadrant treatment wise in minimum 3 15 places randomly selected in the plot per replication. The species wise weed count further grouped in to Grasses and Broad Leaf weeds (BLW) and sedges. The average of each variable was used together with the sum of all the variables per plot to calculate the percentage of control.
% Weed Control = 20
Mean weed count in untreated plot – Mean weed control in treated plot
1- ----------------------------------------------------------------------------------------- X 100
Mean weed count in untreated plot
25
The % weed control data used in Colby’s formula to calculate the synergism between three herbicides.
Page 36 of 43
Table 1: Treatment details
Treatment Number
Treatment compositions
Formulation (ml or g per h)
Active Ingredient (g/h)
T1
Florpyrauxifen benzyl 8%+Pyrazosulfuron ethyl 6%+Bispyribac sodium 6% WP 250
20+15+15
T2
Florpyrauxifen benzyl 4%+Pyrazosulfuron ethyl 3%+Metamifop 10% WP 500
20+15+50
T3
Florpyrauxifen benzyl 8%+Pyrazosulfuron ethyl 6%+Triafamone 8% WP 250
20+15+20
T4
Florpyrauxifen benzyl 8%+Pyrazosulfuron ethyl 6% WP
(Prior Art 1) 250
20+15
T5
Florpyrauxifen benzyl 8%+Bispyribac sodium 6% WP
(Prior Art 2) 250
20+15
T6
Florpyrauxifen benzyl 4%+Metamifop 10% WP (Prior Art 3) 500
20+50
T7
Florpyrauxifen benzyl 8%+Triafamone 8% WP (Prior Art 4) 250
20+20
T8
Pyrazosulfuron ethyl 6%+Bispyribac sodium 6% WP (Prior Art 5) 250
15+15
T9
Pyrazosulfuron ethyl 3%+Metamifop 10% WP (Prior Art 6) 500
15+50
T10
Pyrazosulfuron ethyl 6%+Triafamone 8% WP (Prior Art 7) 250
15+20
T11
Florpyrauxifen benzyl 10% SC (Prior Art 8) 200
20
T12
Pyrazosulfuron Ethyl 10% WP (Prior Art 9) 150
15
T13
Bispyribac sodium 10% SC (Prior Art 10) 150
15
T14
Metamifop 10% EC (Prior Art 11) 500
50
T15
Triafamone 10% SC (Prior Art 12)
200
20
T16
UTC (Untreated Control)
0
0
ml- milli liter, g- gram, h-hectare, DAA- Days after Application, WP Wettable Powder. SC Suspension concentrate, EC Emulsifiable concentrate,
5
Table 2: Synergistic weed control in Paddy (direct seeded)
Treatment Details
% Weed Control Observed
% Weed Control Expected
Colby Ratio o/e
15 DAA
30 DAA
15 DAA
30 DAA
15 DAA
30 DAA
T1
100.0
99.2
85.06
80.76
1.18
1.23
T2
100.0
98.8
84.21
76.30
1.19
1.29
T3
100.0
99.4
87.16
77.55
1.15
1.28
T4
72.4
69.2
75.01
70.30
0.97
0.98
Page 37 of 43
T5
67.8
61.2
69.38
64.23
0.98
0.95
T6
64.2
53.8
67.64
55.95
0.95
0.96
T7
72.2
55.8
73.68
58.27
0.98
0.96
T8
68.8
62.4
70.82
65.14
0.97
0.96
T9
67.8
53.6
69.16
57.07
0.98
0.94
T10
73.4
56.4
74.92
59.33
0.98
0.95
T11
48.8
44.8
T12
51.2
46.2
T13
40.2
35.2
T14
36.8
20.2
T15
48.6
24.4
T16
0.0
0.0
Weed flora composition- Grassy weeds (Echinochloa spp., Leptochloa spp.) approx. 50% + Broad leaf weeds (Eclipta spp., Alternenthera spp., Monochoria spp.) approx. 30%, Sedges (Cyprus spp.) approx. 20%
The bio efficacy observations given in above (Table 2), shows that the inventive 5 synergistic compositions, T1 Florpyrauxifen benzyl 8%+Pyrazosulfuron ethyl 6%+Bispyribac sodium 6% WP, T2 Florpyrauxifen benzyl 4%+Pyrazosulfuron ethyl 3%+Metamifop 10% WP and T3 Florpyrauxifen benzyl 8%+Pyrazosulfuron ethyl 6%+Triafamone 8% WP shows synergistic weed control (Colby ratio > 1) and provide excellent control of grasses, broad leaf weeds, sedges and longer residual control compared to all prior art treatments. ,CLAIMS:CLAIMS
We claim; [CLAIM 1]. An synergistic herbicidal composition comprising: a. Florpyrauxifen benzyl; b. herbicide selected from Bispyribac sodium, Fenoxaprop-P-Ethyl, Cyhalofop butyl, Metamifop, Penoxsulam, Triafamone and Cyclopyrimorate; c. herbicide selected from Pyrazosulfuron Ethyl, Ethoxysulfuron, Azimsulfuron, Imazosulfuron, Propyrisulfuron, Metsulfuron Methyl, Tefuryltrione, Penoxsulam, Pyribenzoxim, Bentazon, 2,4-D, Propanil, Sulfentrazone and Carfentrazone Ethyl; and d. one or more other inactive excipients. [CLAIM 2]. The synergistic herbicidal composition as claimed in claim 1 wherein the component (A) Florpyrauxifen benzyl is in ratio of 0.1-30%, component (B) herbicide selected from Bispyribac sodium, Fenoxaprop-P-Ethyl, Cyhalofop butyl, Metamifop, Penoxsulam, Triafamone and Cyclopyrimorate is in ratio of 0.1-40% (C) herbicide selected from Pyrazosulfuron Ethyl, Ethoxysulfuron, Azimsulfuron, Imazosulfuron, Propyrisulfuron, Metsulfuron Methyl, Tefuryltrione, Penoxsulam, Pyribenzoxim, Bentazon, 2,4-D, Propanil, Sulfentrazone and Carfentrazone Ethyl is in ratio 0.1-30%. [CLAIM 3]. The synergistic herbicidal composition as claimed in claim 1 or 2, wherein inactive excipients are selected from the group consisting of dispersant, anti-freezing agent, anti-foam agent, wetting agent, suspension aid, anti-microbial agent, thickener, quick coating agent or sticking agents (also referred to as “stickers” or “binders”) and buffering agent.
Page 2 of 43
[CLAIM 4]. The synergistic herbicidal composition as claimed in claim 1-3, wherein the preferred formulation is Water dispersible granule (WDG or WG), Wettable Powder (WP). [CLAIM 5]. The synergistic herbicidal composition as claimed in claim 1 or 4, wherein the Wettable Powder (WP) formulation comprises: a) component (A) Florpyrauxifen benzyl is in ratio of 0.1-30%; b) component (B) ) at least one herbicide selected from Bispyribac sodium, Fenoxaprop-P-Ethyl, Cyhalofop butyl, Metamifop, Penoxsulam, Triafamone and Cyclopyrimorate is in ratio of 0.1-40%; c) component (C) at least one more herbicide selected from Pyrazosulfuron Ethyl, Ethoxysulfuron, Azimsulfuron, Imazosulfuron, Propyrisulfuron, Metsulfuron Methyl, Tefuryltrione, Penoxsulam, Pyribenzoxim, Bentazon, 2,4-D (Different salt), Propanil, Sulfentrazone and Carfentrazone Ethyl is in ratio of 0.1 to 30%; d) Sodium dioctyl sulfosuccinate e) Sodium alkylnaphthalenesulfonate, formaldehyde condensate f) Modified sodium lignosulphonate g) Alkylated naphthalene sulfonate, sodium salt h) Silicone based antifoam i) Ppt Silica j) China Clay k) Sodium Citrate anhydrous l) Corn starch. [CLAIM 6]. The synergistic herbicidal composition as claimed in claim 1 or 4, wherein the Water dispersible granules (WG) formulation comprises: a) component (A) Florpyrauxifen benzyl is in ratio of 0.1-30%;
Page 3 of 43
b) component (B) at least one herbicide selected from Bispyribac sodium, Fenoxaprop-P-Ethyl, Cyhalofop butyl, Metamifop, Penoxsulam, Triafamone and Cyclopyrimorate is in ratio of 0.1-40%; c) component (C) at least one more herbicide selected from Pyrazosulfuron Ethyl, Ethoxysulfuron, Azimsulfuron, Imazosulfuron, Propyrisulfuron, Metsulfuron Methyl, Tefuryltrione, Penoxsulam, Pyribenzoxim, Bentazon, 2,4-D (Different salt), Propanil, Sulfentrazone and Carfentrazone Ethyl is in ratio of 0.1 to 30%; d) Sodium dioctyl sulfosuccinate e) Sodium alkylnaphthalenesulfonate, formaldehyde condensate f) Modified sodium lignosulphonate g) Alkylated naphthalene sulfonate, sodium salt h) Silicone based antifoam i) Ppt Silica j) China Clay k) Sodium Citrate anhydrous l) Corn starch. [CLAIM 7]. The synergistic herbicidal composition as claimed in any of the preceding claims, wherein the said composition is effective to control weeds of Aeschynomene aspera, Aeschynomene indica, Ageratum conyzoides, Alternanthera sessilis, Alternanthera philoxeroides, Amaranthus spinosus, Amaranthus viridis, Ammania baccifera, Cynodon dactylon, Dactyloctenium aegyptium, Digitaria ciliaris, Digitaria setigera, Ischaemum rugosum, Echinochloa colona, Echinochloa crus-galli, Echinochloa glabrescens, Echinochloa crus-pavonis, Echinochloa esculenta, Echinochloa frumentacea, Echinochloa muricata, Echinochloa oryzoides, Echinochloa paludigena, Eleocharis kuruguwai, Laptochloa chinensis, Eleusine indica, Eclipta alba, Eclipta prostate, Imperata cylindrical, Leersia hexandra, Leptochloa chinensis, Oryza sativa, Panicum repens, Paspalum
Page 4 of 43
distichum, Paspalum scrobiculatum, Rottboellia cochinchinensis, Setaria glauca, Bolboschoenus maritimus, Bergia capensis, Commelina benghalensis, Commelina diffusa, Cyanotis axillaris, Eclipta alba, Eclipta prostrate, Eichhornia crassipes, Ipomoea aquatic, Ludwigia adscendens, Ludwigia hyssopifolia, Ludwigia octovalvis, Ludwigia parviflora, Marsilea minuta, Marsilea quadrifoliata, Mimosa diplotricha, Monochoria vaginalis, Pistia stratiotes, Polygonum hydropiper, Portulaca oleracea, Sagittaria milliacea, Sagittaria sagittifolia, Sphenoclea zeylanica, Trianthema portulacastrum, Typha spp., Isachne globosa, Paspalum distichum, Cyperus difformis, Cyperus haspen, Cyperus iria, Cyperus rotundus, Fimbristylis dichotoma, Fimbristylis miliacea, Scirpus juncoides, Scirpus nipponicus, Scirpus planiculmis, Scirpur royelei, Scirpus juncoides. The composition of present invention especially effective for control of Dactyloctenium aegyptium, Digitaria ciliaris, Ischaemum rugosum and Laptochloa chinensis, Oryza sativa (Red rice). [CLAIM 8]. The synergistic herbicidal composition as claimed in any of the preceding claims, wherein the said composition effective to control weeds in crops selected from Paddy or Rice (Oryza sativa L.) including Indica, Japonica and Javanica race. GMO (Genetically Modified) and non GMO Paddy variety.

Documents

Application Documents

# Name Date
1 201821048843-STATEMENT OF UNDERTAKING (FORM 3) [24-12-2018(online)].pdf 2018-12-24
2 201821048843-PROVISIONAL SPECIFICATION [24-12-2018(online)].pdf 2018-12-24
3 201821048843-POWER OF AUTHORITY [24-12-2018(online)].pdf 2018-12-24
4 201821048843-FORM 1 [24-12-2018(online)].pdf 2018-12-24
5 201821048843-DECLARATION OF INVENTORSHIP (FORM 5) [24-12-2018(online)].pdf 2018-12-24
6 201821048843-FORM 3 [19-12-2019(online)].pdf 2019-12-19
7 201821048843-ENDORSEMENT BY INVENTORS [19-12-2019(online)].pdf 2019-12-19
8 201821048843-COMPLETE SPECIFICATION [19-12-2019(online)].pdf 2019-12-19
9 201821048843-ORIGINAL UR 6(1A) FORM 1, FORM 3, FORM 5 & FORM 26-130319.pdf 2020-01-21
10 201821048843-FORM 18 [08-01-2021(online)].pdf 2021-01-08
11 201821048843-RELEVANT DOCUMENTS [16-08-2021(online)].pdf 2021-08-16
12 201821048843-PETITION UNDER RULE 137 [16-08-2021(online)].pdf 2021-08-16
13 201821048843-OTHERS [16-08-2021(online)].pdf 2021-08-16
14 201821048843-MARKED COPIES OF AMENDEMENTS [16-08-2021(online)].pdf 2021-08-16
15 201821048843-FORM 13 [16-08-2021(online)].pdf 2021-08-16
16 201821048843-FER_SER_REPLY [16-08-2021(online)].pdf 2021-08-16
17 201821048843-CLAIMS [16-08-2021(online)].pdf 2021-08-16
18 201821048843-AMMENDED DOCUMENTS [16-08-2021(online)].pdf 2021-08-16
19 201821048843-ABSTRACT [16-08-2021(online)].pdf 2021-08-16
20 201821048843-US(14)-HearingNotice-(HearingDate-25-10-2021).pdf 2021-10-18
21 201821048843-FER.pdf 2021-10-18
22 201821048843-Correspondence to notify the Controller [22-10-2021(online)].pdf 2021-10-22
23 201821048843-Written submissions and relevant documents [30-10-2021(online)].pdf 2021-10-30
24 201821048843-US(14)-ExtendedHearingNotice-(HearingDate-22-02-2022).pdf 2022-01-22
25 201821048843-Correspondence to notify the Controller [18-02-2022(online)].pdf 2022-02-18
26 201821048843-Written submissions and relevant documents [09-03-2022(online)].pdf 2022-03-09
27 201821048843-NBA Approval Submission [16-01-2023(online)].pdf 2023-01-16
28 201821048843-PatentCertificate24-02-2023.pdf 2023-02-24
29 201821048843-IntimationOfGrant24-02-2023.pdf 2023-02-24
30 201821048843-FORM-27 [25-09-2024(online)].pdf 2024-09-25
31 201821048843-PROOF OF ALTERATION [11-04-2025(online)].pdf 2025-04-11
32 201821048843-FORM-27 [06-08-2025(online)].pdf 2025-08-06
33 201821048843-FORM-27 [06-08-2025(online)]-1.pdf 2025-08-06

Search Strategy

1 2021-03-1616-49-53E_16-03-2021.pdf

ERegister / Renewals

3rd: 10 May 2023

From 24/12/2020 - To 24/12/2021

4th: 10 May 2023

From 24/12/2021 - To 24/12/2022

5th: 10 May 2023

From 24/12/2022 - To 24/12/2023

6th: 28 Nov 2023

From 24/12/2023 - To 24/12/2024

7th: 17 Sep 2024

From 24/12/2024 - To 24/12/2025

8th: 11 Mar 2025

From 24/12/2025 - To 24/12/2026