DESC:FORM 2

THE PATENTS ACT 1970
(SECTION 39 OF 1970)

&

THE PATENT RULES, 2003

COMPLETE SPECIFICATION
(Section 10 and Rule 13)

CONCENTRATED AQUEOUS EMULSION COMPOSITION OF QUIZALOFOP-ETHYL AND PROCESS FOR PREPARING THEREOF

We, COROMANDEL INTERNATIONAL LIMITED,
an Indian company incorporated under Companies Act of 1956, having its principal place of business at Coromandel House, Sardar Patel Road, Secunderabad – 500 003, Telangana, India.

The following specification particularly describes the invention and the manner in which it is to be performed:

FIELD OF THE INVENTION
The present invention relates to concentrated aqueous emulsion (EW) composition of herbicide.

The present invention specifically relates to concentrated aqueous emulsion (EW) composition of Quizalofop or its salts or its ester.

The present invention specifically relates to concentrated aqueous emulsion composition of Quizalofop-ethyl and other agrochemical auxiliaries.

The present invention specifically relates to concentrated aqueous emulsion (EW) composition of Quizalofop-ethyl comprising combination of low HLB and high HLB emulsifiers / dispersants, anti-freezing agent and a solvent.

The present invention more specifically relates to concentrated aqueous emulsion (EW) composition of Quizalofop-ethyl comprising an organic-phase containing Quizalofop-ethyl, organic solvent, combination of low HLB and high HLB emulsifiers / dispersants and an aqueous phase containing an anti-freezing agent, water as solvent and other agrochemical auxiliaries.

The present invention also relates to a process for the preparation of concentrated aqueous emulsion (EW) composition of Quizalofop-ethyl, combination of low HLB and high HLB emulsifiers / dispersants, anti-freezing agent and a solvent, by preparing organic phase containing Quizalofop-ethyl in high shear disperser, aqueous phase separately and mixing both phases.

BACKGROUND OF THE INVENTION
Quizalofop-ethyl is a chemical compound from the group of aryloxyphenoxypropionic-herbicides (a sub-group of derivatives of phenoxyacetic acid and of quinoxaline). Quizalofop-ethyl is a representative of Quizalofop herbicides, structurally the ethyl ester of Quizalofop, and the free acid. Chemically Quizalofop-ethyl is known as (RS)-2-[4-(6-Chlorchinoxalin-2-yloxy)phenoxy]propionic acid ethyl ester.

Quizalofop is a selective post-emergence herbicide. Quizalofop appears as two different isomer mixtures: Quizalofop-ethyl and Quizalofop-p-ethyl. Quizalofop-p-ethyl is composed solely of the pesticidally active isomer, and all Quizalofop products currently in the marketplace contain this isomer; there are no pesticide registrations for products containing Quizalofop-ethyl (a 50/50 racemic mixture of active and inactive isomers). Both Quizalofop-p-ethyl and Quizalofop-ethyl are referred to collectively as Quizalofop. The chemical name of Quizalofop-p-ethyl is (R)-2-[4-(6-Chlorchinoxalin-2-yloxy)phenoxy]propionic acid ethyl ester and the structure of Quizalofop-p-ethyl is as given below:

Quizalofop-p-ethyl is a selective, post-emergence organic phenoxy herbicide that belongs to a subclass of phenoxy compounds known as Aryloxyphenoxys (fops). Quizalofop-p-ethyl is absorbed by the treated foliage and translocated to the roots and other growing points of the plant.

Quizalofop is a systemic herbicide registered for use to control annual and perennial weeds in various food/feed and non-food/non-feed crops. Quizalofop-ethyl is a 50/50 racemic mixture of R- and S-enantiomers. Quizalofop-p-ethyl is the purified R-enantiomer. The pesticidally active isomer is the R-enantiomer (Quizalofop-p-ethyl).

Concentrated Aqueous Emulsions (EW) are dispersions of a water insoluble organic liquid into water. The organic liquid can be either a liquid technical or a solid technical dissolved in an appropriate water insoluble solvent in which the solid technical remains in solution under all temperature conditions. EW formulations can be considered as a safer and more environmentally friendly alternative to emulsifiable concentrates (EC). The emulsion has already been established in the formulation and is only diluted further in the spray mixture.

In an EW the continuous phase is water (as opposed to an organic solvent for ECs) which offers the benefit of lower phytotoxicity, no flashpoint concern, ease of handling, and a lower environmental impact. EW formulations are physically stabilized by specifically identified polymeric surfactants incorporated at an appropriate level.

EW formulations are simple to manufacture, exhibit good chemical stability, which results in spontaneous emulsification upon dilution.

Conference: VII Congress on plant protection (January 2015) by Slavica Gasic et al, disclose Emulsion oil in water (EW) of Quizalofop-p-ethyl which was obtained by progressively adding oil phase in water phase under stirring. Oil phase was prepared with active material (5%), esterified rape seed oil (10%), Solvesso 100 (40%) and mixture of emulsifiers (8%), while water phase was prepared with water, antifoam agent (0.2%) and mono propylene glycol (5%) as antifreeze.

US 2018/0125064 A1 disclose an agrochemical oil-in-water emulsion concentrate comprising; i) a discrete oil phase comprising at least one agrochemical oil soluble active; ii) a continuous water phase, optionally comprising at least one agrochemical water soluble active; iii) a surfactant emulsifier being an alkoxylated polyol or polyamine which is optionally acyl terminated; and iv) a high HLB co-surfactant.
The EW compositions of Quizalofop-p-ethyl hitherto reported contain an oil base in water immiscible phase. The oil based compositions require oil which increases the cost of the production.

The inventors of the present invention have surprisingly found Quizalofop-p-ethyl EW compositions which contains combination of low HLB and high HLB emulsifiers / dispersants has advantages over a composition reported in the prior art. The concentrated aqueous emulsion compositions of the present invention simple to manufacture, relatively high biological activity, have good chemical stability and have spontaneous emulsification upon dilution. The concentrated aqueous emulsion composition of the present invention require less solvent and has low phytotoxicity. The inventors of the present invention minimized the phase separation of formulation by using low HLB and high HLB emulsifiers / dispersants.

OBJECTIVE OF THE INVENTION
The main objective of the present invention is to provide concentrated aqueous emulsion composition of herbicide.

Another objective of the present invention is to provide concentrated aqueous emulsion composition of Quizalofop or its salts or its ester.

Yet another objective of the present invention is to provide concentrated aqueous emulsion composition of Quizalofop-ethyl and other agrochemical auxiliaries.

Still another objective of the present invention is to provide concentrated aqueous emulsion composition of Quizalofop-ethyl, comprising combination of low HLB and high HLB emulsifiers / dispersants, anti-freezing agent and a solvent.

Still another objective of the present invention is to provide concentrated aqueous emulsion composition of Quizalofop-ethyl, comprising an organic-phase containing Quizalofop-ethyl, organic solvent, combination of low HLB and high HLB emulsifiers / dispersants and an aqueous phase containing an anti-freezing agent, water as solvent and other agrochemical auxiliaries.

Still another objective of the present invention is to provide a process for the preparation of concentrated aqueous emulsion composition of Quizalofop-ethyl, combination of low HLB and high HLB emulsifiers / dispersants, anti-freezing agent and a solvent, by preparing organic phase containing Quizalofop-ethyl in high shear disperser, aqueous phase separately and mixing both phases.

SUMMARY OF THE INVENTION
Accordingly, the present invention provides a concentrated aqueous emulsion composition of herbicide comprising combination of low HLB and high HLB emulsifiers / dispersants.

One embodiment of the present invention provides a concentrated aqueous emulsion composition of Quizalofop or its salts or its ester comprising combination of low HLB and high HLB emulsifiers / dispersants.

Another embodiment of the present invention provides a concentrated aqueous emulsion composition of Quizalofop-ethyl comprising combination of low HLB and high HLB emulsifiers / dispersants, anti-freezing agent and a solvent.

Another embodiment of the present invention provides a concentrated aqueous emulsion composition of Quizalofop-ethyl comprising an organic-phase containing Quizalofop-ethyl, organic solvent, combination of low HLB and high HLB emulsifiers / dispersants and an aqueous phase containing an anti-freezing agent, water as solvent and other agrochemical auxiliaries.

Another embodiment of the present invention provides a concentrated aqueous emulsion composition of Quizalofop-ethyl comprising combination of low HLB and high HLB poly alkaline glycol ethers, propylene glycol and solvents.

Another embodiment of the present invention provides a concentrated aqueous emulsion composition of Quizalofop-ethyl comprising:
(a) combination of low HLB and high HLB surfactants,
(b) anti-freezing agent,
(c) solvent, and
(d) distilled water

Another embodiment of the present invention provides a concentrated aqueous emulsion composition of Quizalofop-ethyl comprising:
(a) combination of low HLB and high HLB poly alkaline glycol ethers,
(b) propylene glycol,
(c) solvent C9, and
(d) distilled water

Another embodiment of the present invention provides a concentrated aqueous emulsion composition comprising:
(a) Quizalofop-ethyl in the range of 2% to 15 % w/w,
(b) low HLB poly alkaline glycol ethers and high HLB poly alkaline glycol ethers in the range of 1% to 20% w/w,
(c) propylene glycol in the range of 2% to 15 % w/w,
(d) solvent in the range of 2% to 25% w/w and
(e) distilled water in the range of 40% to 90% w/w.

Another embodiment of the present invention provides a concentrated aqueous emulsion composition comprising:
(a) Quizalofop-ethyl in the range of 2% to 15 % w/w,
(b) poly alkaline glycol ethers and blend of EOPO with poly alkaline glycol ether in the range of 1% to 20% w/w,
(c) propylene glycol in the range of 12% to 15 % w/w,
(d) aromatic hydrocarbon solvent in the range of 2% to 25% w/w, and
(e) distilled water in the range of 40% to 90% w/w.

Another embodiment of the present invention provides a concentrated aqueous emulsion composition comprising:
(a) Quizalofop-ethyl in the range of 5% to 10 % w/w,
(b) poly alkaline glycol ethers and blend of EOPO with poly alkaline glycol ether in the range of 5% to 10% w/w,
(c) propylene glycol in the range of 4% to 10 % w/w,
(d) aromatic hydrocarbon solvent in the range of 5% to 20% w/w, and
(e) distilled water in the range of 50% to 80% w/w.

Yet another embodiment of the present invention provides a concentrated aqueous emulsion composition of Quizalofop-ethyl comprising combination of low HLB and high HLB poly alkaline glycol ethers, propylene glycol, solvent C9 and water.

Yet another embodiment of the present invention provides to a process for the preparation of concentrated aqueous emulsion composition, combination of low HLB and high HLB emulsifiers/dispersants, anti-freezing agent and a solvent, by preparing organic phase containing Quizalofop-ethyl in high shear disperser, aqueous phase separately and mixing both phases.

Yet another embodiment of the present invention provides a process for the preparation of concentrated aqueous emulsion composition comprising steps of:
(a) preparing organic phase by charging organic solvent, Quizalofop-ethyl and low HLB surfactant under stirring,
(b) preparing aqueous phase by charging anti-freezing agent, high HLB surfactant and water, and
(c) mixing the organic phase and aqueous phase under stirring to form concentrated aqueous emulsion composition.

Yet another embodiment of the present invention provides a process for the preparation of concentrated aqueous emulsion composition comprising steps of:
(a) preparing organic phase by charging aromatic hydrocarbon solvent, Quizalofop-ethyl and low HLB poly alkaline glycol ether under stirring,
(b) preparing aqueous phase by charging propylene glycol, high HLB poly alkaline glycol ether and water, and
(c) mixing the organic phase and aqueous phase under stirring to form concentrated aqueous emulsion composition.

Yet another embodiment of the present invention provides a process for the preparation of concentrated aqueous emulsion composition comprising steps of:
(a) preparing organic phase by charging aromatic hydrocarbon solvent, Quizalofop-ethyl and poly alkaline glycol ether under stirring,
(b) preparing aqueous phase by charging propylene glycol, blend of EOPO with poly alkaline glycol ether and water, and
(c) mixing the organic phase and aqueous phase under stirring to form concentrated aqueous emulsion composition.

DETAILED DESCRIPTION OF THE INVENTION
The term "comprising", which is synonymous with "including", "containing", or "characterized by" here is defined as being inclusive or open-ended, and does not exclude additional, unrecited elements or method steps, unless the context clearly requires otherwise.

The present invention provides concentrated aqueous emulsion composition of Quizalofop-ethyl, comprising combination of low HLB and high HLB emulsifiers / dispersants, anti-freezing agent and a solvent.

The present invention provides concentrated aqueous emulsion composition of Quizalofop-ethyl comprising an organic-phase containing Quizalofop-ethyl, organic solvent, combination of low HLB and high HLB emulsifiers / dispersants and an aqueous phase containing an anti-freezing agent, water as solvent and other agrochemical auxiliaries.

Herbicidal agent used in the composition of the present invention includes Quizalofop-ethyl.

The concentration of Quizalofop-ethyl used in the concentrated aqueous emulsion composition is from 2% to 15% (w/w). Preferably used concentration of Quizalofop-ethyl is 5% to 10% (w/w) of the total weight of the composition.

Emulsifiers/dispersants used in the composition of the present invention includes combination of low HLB and high HLB surfactants selected from ethylene oxide-propylene oxide block polymers, poly alkaline glycol ether (Atlox 1400, Atlox 1500) , calcium dodecyl benzene sulfonate (Rhodocal 60BER), tristyrylphenol ethoxylate (Sophrophor BSU), blends of linear calcium sulfonate and non-alkylphenol non-ionic surfactants (Toximul 3479F), butyl polyalkylene oxide block copolymer (Toximul 8320), copolymer condensate of ethylene and propylene oxide (Atlox 4894), copolymer condensate of ethylene oxide with methyl methacrylate (Atlox 4913), polyalkylene oxide block copolymer (Atlox G-5000), polyalkylene oxide block copolymer (Atlox G-5002L), alkylphenol polyglycol ethers, tristryrylphenol polyglycol ethers, phosphated or sulphated derivatives of these, nonionic random polymeric (Atlox 4914), calcium alkyl benzene sulphonate in 2-ethylhexanol (Calsogen 4814), n-C12 alkyl benzene sulfonate calcium salt, n-C12 alkyl benzene sulfonate calcium salt (Phenylsulfonat CAL) and calcium dodecyl benzene sulphonated (Rhodocal 60 BER), preferably poly alkaline glycol ethers.

The concentration of surfactants used in the present composition is from 1% to 20% (w/w). Preferably used concentration of emulsifiers/dispersants is 5% to 10% (w/w).

Antifreezing agent used in the composition of the present invention includes but not limited to ethylene glycol, propylene glycol, glycerine or urea.

The concentration of anti-freezing agent used in the used in the present composition is from 2% to 15% (w/w). Preferably used concentration of anti-freezing agent is 4% to 10% (w/w).

Solvents used in the composition of the present invention includes but not limited to water and organic solvents such as saturated hydrocarbons such as pentane, hexane, heptane, octane, and cyclohexane, unsaturated hydrocarbons such as benzene, toluene, ethylbenzene, solvent C9 and xylene, carbon tetrachloride, chloroform, dichloromethane, chlorobutane, halogenated saturated hydrocarbons such as bromobutane, chloropentane, bromopentane, chlorohexane, bromohexane, chlorocyclohexane, bromocyclohexane, halogenated unsaturated hydrocarbons such as chlorobenzene, dichlorobenzene, trichlorobenzene, methanol, ethanol, propanol, isopropanol alcohols such as butanol and tert-butyl alcohol, carboxylic acids such as formic acid, acetic acid and propionic acid, dimethyl ether, diethyl ether and methyl-te ethers such as t-butyl ether, tetrahydrofuran, tetrahydropyran, dioxane, etc., amines such as trimethylamine, triethylamine, N, N, N’N'-tetramethylethylenediamine, pyridine, N, N-dimethylformamide, N, N— examples include amides such as dimethylacetamide, N, N-diethylacetamide, and N-methylmorpholine oxide, mixtures of aromatic and aliphatic hydrocarbons, such as solvents of the Solvesso® series, e.g. Solvesso® 100, Solvesso® 150 or Solvesso® 200 (ExxonMobil Chemicals), of the Solvarex®/Solvaro® series (TotalFinaElf) or of the Caromax® series, e.g. Caromax® 28 (Petrochem Carless).

The Solvent C9 is aromatic hydrocarbons solvents category which is comprised of a petroleum naphtha refinery stream, “Solvent naphtha, (petroleum), light aromatic, ” (CAS RN 64742-95-6; hereafter referred to as C9 aromatic. naphtha), from which the other, more chemically pure members of this category are isolated.

The concentration of solvents used in the used in the present composition is from 40% to 95% (w/w). Preferably used concentration of solvents is 60% to 90% (w/w).

The concentration of organic solvent used in the used in the present composition is from 2% to 25% (w/w). Preferably used concentration of organic solvent is 5% to 20% (w/w).

The concentration of water used in the present composition is from 40% to 90% (w/w). Preferably used concentration of water is 50% to 80% (w/w).

The present invention is further illustrated by the following examples which are provided merely to be exemplary of the inventions and is not intended to limit the scope of the invention. Certain modifications and equivalents will be apparent to those skilled in the art and are intended to be included within the scope of the present invention.

EXAMPLES

Example-1:
Sr.No. Compositions %W/W Quantity in gm
1 Quizalofop technical @ 98% (b) 5.2 %
5.30 53.0
2 poly alkaline glycol ether (Atlox 1400) 5.6 56
3 blend of EOPO with poly alkaline glycol ether (Atlox 1500) 2.4 24
4 Propylene glycol 5.0 50
5 Aromatic hydrocarbons (Solvent C9) 10.6 106
6 Water 71.1 711
Total 100.0 1000

Manufacturing process

Part –A (Organic phase)

Required quantity of aromatic hydrocarbon solvent was taken in the high shear disperser and stirred @500rpm. The high shear Disperser should be dry, absolutely clean and any foreign contaminants, if a fresh batch of EW is being processed. To this Quizalofop-ethyl technical according to batch size under agitation was added and stirring continued. Later poly alkaline glycol ether (Atlox 1400) was added under stirring.

Part – B (Aqueous phase)

Required Quantity of Propylene Glycol according to batch size was taken in a separate high shear disperser under stirring. To this blend of EOPO with poly alkaline glycol ether (Atlox 1500) was added under stirring, followed by distilled water and continue stirring for 20 min.

Part -C (Mix Conforming)

Organic phase mixture was added to aqueous phase under stirring at 5000 rpm high stirring. Later the mixture was stirred at 3000rpm for 1 hr. The product was packed in COEX bottle .

Example-2:
Sr.No. Compositions %W/W Quantity in gm
1 Quizalofop technical @ 98% (b) 5.2 %
5.30 53.0
2 Calcium dodecyl benzene sulfonate (Rhodocal 60BER) 5.6 56
3 Tristyrylphenol ethoxylate (Sophrophor BSU) 2.4 24
4 Propylene glycol 5.0 50
5 Xylene 10.6 106
6 Water 71.1 711
Total 100.0 1000

Manufacturing process

Part –A (Organic phase)

Required quantity of Xylene solvent was taken in the high shear disperser and stirred @500rpm. The high shear Disperser should be dry, absolutely clean and any foreign contaminants, if a fresh batch of EW is being processed. To this Quizalofop-ethyl technical according to batch size under agitation was added and stirring continued. Later calcium dodecyl benzene sulfonate (Rhodocal 60BER) was added under stirring.

Part – B (Aqueous phase)

Required Quantity of Propylene glycol according to batch size was taken in a separate high shear disperser under stirring. To this blend of Tristyrylphenol ethoxylate (Sophrophor BSU) was added under stirring, followed by distilled water and continue stirring for 20 min.

Part -C (Mix Conforming)

Organic phase mixture was added to aqueous phase under stirring at 5000 rpm high stirring. Later the mixture was stirred at 3000rpm for 1 hr. The product was packed in COEX bottle .

Example-3:
Sr.No. Compositions %W/W Quantity in gm
1 Quizalofop technical @ 98% (b) 5.2 %
5.30 53.0
2 Blends of linear calcium sulfonate and non-alkylphenol non-ionic surfactants (Toximul 3479F) 5.6 56
3 Butyl polyalkylene oxide block copolymer (Toximul 8320) 2.4 24
4 Propylene glycol 5.0 50
5 Aromatic hydrocarbon (Solvesso 200) 10.6 106
6 Water 71.1 711
Total 100.0 1000

Manufacturing process

Part –A (Organic phase)

Required quantity of Aromatic hydrocarbon (Solvesso 200) solvent was taken in the high shear disperser and stirred @500rpm. The high shear disperser should be dry, absolutely clean and any foreign contaminants, if a fresh batch of EW is being processed. To this Quizalofop-ethyl technical according to batch size under agitation was added and stirring continued. Later blends of linear calcium sulfonate and non-alkylphenol non-ionic surfactants (Toximul 3479F) was added under stirring.

Part – B (Aqueous phase)

Required Quantity of Propylene glycol according to batch size was taken in a separate high shear disperser under stirring. To this Butyl polyalkylene oxide block copolymer (Toximul 8320) was added under stirring, followed by distilled water and continue stirring for 20 minutes.

Part -C (Mix Conforming)

Organic phase mixture was added to aqueous phase under stirring at 5000 rpm high stirring. Later the mixture was stirred at 3000rpm for 1 hr. The product was packed in COEX bottle.

Example-4:
Sr.No. Compositions %W/W Quantity in gm
1 Quizalofop technical @ 98% (b) 5.2 %
5.30 53.0
2 Copolymer condensate of ethylene and propylene oxide (Atlox 4894) 5.6 56
3 Copolymer condensate of ethylene oxide with methyl methacrylate (Atlox 4913) 2.4 24
4 Propylene glycol 5.0 50
5 Aromatic hydrocarbon (Solvent C9) 10.6 106
6 Water 71.1 711
Total 100.0 1000

Manufacturing process

Part –A (Organic phase)

Required quantity of Aromatic hydrocarbon (Solvent C9) solvent was taken in the high shear disperser and stirred @500rpm. The high shear disperser should be dry, absolutely clean and any foreign contaminants, if a fresh batch of EW is being processed. To this Quizalofop-ethyl technical according to batch size under agitation was added and stirring continued. Later Copolymer condensate of ethylene and propylene oxide (Atlox 4894) was added under stirring.

Part – B (Aqueous phase)

Required Quantity of Propylene glycol according to batch size was taken in a separate high shear disperser under stirring. To this Copolymer condensate of ethylene oxide with methyl methacrylate (Atlox 4913) was added under stirring, followed by distilled water and continue stirring for 20 minutes.

Part -C (Mix Conforming)

Organic phase mixture was added to aqueous phase under stirring at 5000 rpm high stirring. Later the mixture was stirred at 3000rpm for 1 hr. The product was packed in COEX bottle.

Example-5:
Sr.No. Compositions %W/W Quantity in gm
1 Quizalofop technical @ 98% (b) 5.2 %
5.30 53.0
2 Nonionic random polymeric (Atlox 4914) 5.6 56
3 Polyalkylene oxide block copolymer (Atlox G-5000) 2.4 24
4 Propylene glycol 5.0 50
5 Aromatic hydrocarbon (Solvent C9) 10.6 106
6 Water 71.1 711
Total 100.0 1000

Manufacturing process

Part –A (Organic phase)

Required quantity of Aromatic hydrocarbon (Solvent C9) solvent was taken in the high shear disperser and stirred @500rpm. The high shear disperser should be dry, absolutely clean and any foreign contaminants, if a fresh batch of EW is being processed. To this Quizalofop-ethyl technical according to batch size under agitation was added and stirring continued. Later Nonionic random polymeric (Atlox 4914) was added under stirring.

Part – B (Aqueous phase)

Required Quantity of Propylene glycol according to batch size was taken in a separate high shear disperser under stirring. To this Polyalkylene oxide block copolymer (Atlox G-5000) was added under stirring, followed by distilled water and continue stirring for 20 minutes.

Part -C (Mix Conforming)

Organic phase mixture was added to aqueous phase under stirring at 5000 rpm high stirring. Later the mixture was stirred at 3000rpm for 1 hr. The product was packed in COEX bottle.

Example-6:
Sr.No. Compositions %W/W Quantity in gm
1 Quizalofop technical @ 98% (b) 5.2 %
5.30 53.0
2 Polyalkylene oxide block copolymer (Atlox G-5002L) 5.6 56
3 copolymer condensate of ethylene oxide with methyl methacrylate (Atlox 4913) 2.4 24
4 Propylene glycol 5.0 50
5 Aromatic hydrocarbon (Solvent C9) 10.6 106
6 Water 71.1 711
Total 100.0 1000

Manufacturing process

Part –A (Organic phase)

Required quantity of Aromatic hydrocarbon (Solvent C9) solvent was taken in the high shear disperser and stirred @500rpm. The high shear disperser should be dry, absolutely clean and any foreign contaminants, if a fresh batch of EW is being processed. To this Quizalofop-ethyl technical according to batch size under agitation was added and stirring continued. Later Polyalkylene oxide block copolymer (Atlox G-5002L) was added under stirring.

Part – B (Aqueous phase)

Required Quantity of Propylene glycol according to batch size was taken in a separate high shear disperser under stirring. To this copolymer condensate of ethylene oxide with methyl methacrylate (Atlox 4913) was added under stirring, followed by distilled water and continue stirring for 20 minutes.

Part -C (Mix Conforming)

Organic phase mixture was added to aqueous phase under stirring at 5000 rpm high stirring. Later the mixture was stirred at 3000rpm for 1 hr. The product was packed in COEX bottle.

Field efficacy trials

The field studies were conducted to compare the weed controlling activity of Quizalofop EW Vs Quizalofop EC compositions. This product helps in controlling the grassy weeds in soybean when applied in early post-emergence (18-22 DAS or 2-3 weed leaf stage) application timing. The weed control activity of the individual treatments was evaluated on weeds such as Echinochloa colona and Dinebra retroflexa. Trials were conducted in Madhya Pradesh and Maharashtra. The trials were laid out with randomized block design keeping the net plot size of 5m x 6m. Each trial was replicated four times and conducted under GEP guidelines. Spraying was done with manual operated backpack knapsack sprayer with 500 L of water spray volume per hectare at early post-emergence (18-22 DAS or 2-3 weed leaf stage) application timing. Such field trials were carried out at various locations to generate independent data, the locations were chosen randomly across India.

Visual observations were recorded on percent weed control for individual weeds on whole plot basis at 15 days after application. These observations are to be taken from entire plot. The herbicide treatment’s, application rates, weed species tested, and results are given in the below table:

Table 1: Comparison of Quizalofop 5% EW compositions of present invention vs Quizalofop 5% EC against grassy weed in Soybean in Madhya Pradesh

Active
Dose (GAH) % Weed Control of Echinochloa colona % Weed Control of Dinebra retroflexa
Observed Observed
Quizalofop 5% EW composition of present invention 50 95 98
Quizalofop 5% EC 50 88 90
Observed % weed control difference 7 8

Table 2: Comparison of Quizalofop 5% EW compositions of present invention vs Quizalofop 5% EC against grassy weed in Soybean in Maharashtra

Active
Dose (GAH) % Weed Control of Echinochloa colona % Weed Control of Dinebra retroflexa
Observed Observed
Quizalofop 5% EW composition of present invention 50 95 99
Quizalofop 5% EC 50 90 92
Observed % weed control difference 5 7

The results presented in Tables 1 & 2 demonstrates the weed control of Quizalofop 5% EW of present invention was superior as compared to Quizalofop 5% EC against weeds like Echinochloa colona and Dinebra retroflexa in soybean. ,CLAIMS:WE CLAIM
1. A concentrated aqueous emulsion composition of Quizalofop-ethyl comprising:
(a) combination of low HLB and high HLB surfactants,
(b) anti-freezing agent,
(c) solvent, and
(d) distilled water
2. The composition as claimed in claim 1, wherein the HLB and high HLB surfactants are ethylene oxide-propylene oxide block polymers, poly alkaline glycol ether, calcium dodecyl benzene sulfonate, tristyrylphenol ethoxylate, blends of linear calcium sulfonate and non-alkylphenol non-ionic surfactants, butyl polyalkylene oxide block copolymer, copolymer condensate of ethylene and propylene oxide, copolymer condensate of ethylene oxide with methyl methacrylate, polyalkylene oxide block copolymer, polyalkylene oxide block copolymer, alkylphenol polyglycol ethers, tristryrylphenol polyglycol ethers, nonionic random polymeric, calcium alkyl benzene sulphonate in 2-ethylhexanol, n-C12 alkyl benzene sulfonate calcium salt, n-C12 alkyl benzene sulfonate calcium salt and calcium dodecyl benzene sulphonated, the concentration of surfactants used in the present composition is from 13% to 20% (w/w) in total weight of the composition.
3. The composition as claimed in claim 1, wherein the anti-freezing agent is ethylene glycol, propylene glycol, glycerine and urea, the concentration of anti-freezing agent used in the present composition is from 2% to 15% (w/w) in total weight of the composition.
4. The composition as claimed in claim 1, wherein the solvent is water and organic solvent, organic solvent is aromatic hydrocarbons, aliphatic hydrocarbons, dialkylene glycol dialkyl ethers (diethylene glycol dimethyl ether), ketones, alkyl esters of acetic acid, aromatic and aliphatic hydrocarbons such as hexane, cyclohexane, benzene, toluene, xylene, mineral oil, kerosene, substituted naphthalenes, polar aprotic solvents such as DMSO, DMF, NMP, blend of N,N-dimethyl octan/ decanamide, mixtures of mono and polyalkylated aromatics, the concentration of organic solvent used in the present composition is from 2% to 25% (w/w) in total weight of the composition and concentration of water used in the present composition is from 40% to 90% (w/w) in total weight of the composition
5. The composition as claimed in claim 4, wherein the organic solvent aromatic hydrocarbons and xylene.
6. The composition as claimed in claims 1 to 5, wherein the composition comprising:
(a) Quizalofop-ethyl in the range of 2% to 15 % w/w,
(b) poly alkaline glycol ethers and blend of EOPO with poly alkaline glycol ether in the range of 1% to 20% w/w,
(c) propylene glycol in the range of 2% to 15 % w/w,
(d) aromatic hydrocarbon solvent in the range of 2% to 25% w/w, and
(e) distilled water in the range of 40% to 90% w/w.
7. The composition as claimed in claims 6, wherein the composition comprising:
(a) Quizalofop-ethyl in the range of 5% to 10 % w/w,
(b) poly alkaline glycol ethers and blend of EOPO with poly alkaline glycol ether in the range of 5% to 10% w/w,
(c) propylene glycol in the range of 4% to 10 % w/w,
(d) aromatic hydrocarbon solvent in the range of 5% to 20% w/w, and
(e) distilled water in the range of 50% to 80% w/w.
8. A process for the preparation of concentrated aqueous emulsion composition as claimed in claim 1, wherein the process comprising steps of:
(a) preparing organic phase by charging organic solvent, Quizalofop-ethyl and low HLB surfactant under stirring,
(b) preparing aqueous phase by charging anti-freezing agent, high HLB surfactant and water, and
(c) mixing the organic phase and aqueous phase under stirring to form concentrated aqueous emulsion composition.
9. A process for the preparation of concentrated aqueous emulsion composition as claimed in claim 7, wherein the process comprising steps of:
(a) preparing organic phase by charging aromatic hydrocarbon solvent, Quizalofop-ethyl and poly alkaline glycol ether under stirring,
(b) preparing aqueous phase by charging propylene glycol, blend of EOPO with poly alkaline glycol ether and water, and
(c) mixing the organic phase and aqueous phase under stirring to form concentrated aqueous emulsion composition.

Dated this Twenty Second (22nd) day of March, 2022

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Dr. S. Padmaja
Agent for the Applicant
IN/PA/883