AU2021329092A1 - Liquid herbicidal compositions - Google Patents

Liquid herbicidal compositions Download PDF

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AU2021329092A1
AU2021329092A1 AU2021329092A AU2021329092A AU2021329092A1 AU 2021329092 A1 AU2021329092 A1 AU 2021329092A1 AU 2021329092 A AU2021329092 A AU 2021329092A AU 2021329092 A AU2021329092 A AU 2021329092A AU 2021329092 A1 AU2021329092 A1 AU 2021329092A1
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composition
triclopyr
ionic
present
anionic surfactant
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AU2021329092A
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Mertes ADRIEN
Alan Pirotte
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UPL Ltd
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UPL Ltd
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
    • A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P13/00—Herbicides; Algicides
    • A01P13/02—Herbicides; Algicides selective
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
    • A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
    • A01N39/04—Aryloxy-acetic acids; Derivatives thereof

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  • Life Sciences & Earth Sciences (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Plant Pathology (AREA)
  • Environmental Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Pest Control & Pesticides (AREA)
  • General Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • Agronomy & Crop Science (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The present invention provides stable emulsifiable concentrate comprising cyhalofop butyl and triclopyr or its salts or its esters. The invention further provides a method of controlling undesired weeds employing such composition.

Description

LIQUID HERBICIDAL COMPOSITIONS
TECHNICAL FIELD OF THE INVENTION
The present invention provides stable liquid herbicidal compositions comprising cyhalofop butyl and triclopyr or its salts or its esters. More particularly the invention provides herbicidally effective emulsifiable concentrate of cyhalofop butyl and triclopyr or its salts or its esters.
BACKGROUND OF THE INVENTION
Effective herbicide resistance management programmes include use of crop rotation and cultivation along with herbicide rotation or use of combination of herbicides with different mode of action or sites of action. Development of resistance can be controlled by such practises.
To effectively utilize herbicides with different weed spectrum and different mode of action co formations of these herbicides should be formulated in a very effective manner. For example, the formulation should contain active ingredients in an effective quantity satisfying the desired weight ration with each other and should be convenient for the end user to utilise it effectively. At the same time the shelf life of the formulation must be at least two years.
Aryloxyphenoxypropionates are herbicides having robust herbicidal activity against many grass species. Because the spectrum of herbicidal activity of such herbicides is largely restricted to grasses, combining it with a second herbicide that has strong broadleaf herbicidal activity such as pyridinecarboxylic acid herbicides is highly recommended and results in a very effective product.
Cyhalofop-butyl an aryloxyphenoxypropionate, is a fatty acid synthesis inhibitor, works by inhibition of acetyl CoA carboxylase (ACCase). Rice tolerance to cyhalofop-butyl is due to rapid metabolism to the herbicidally inactive diacid whereas susceptible grasses metabolise cyhalofop-butyl to the herbicidally active monoacid. Cyhalofop-butyl is a post-emergence herbicide with foliar uptake only and no soil activity. It is a systemic herbicide that is readily absorbed by plant tissue, is moderately phloem-mobile and accumulates in meristematic regions. Grass weeds cease growth immediately after treatment, with yellow patches appearing within 2-3 days to one week, leading to necrosis and death of the whole plant within 2 to 3 weeks. It has been widely used for post-emergence control of grass weeds in rice.
Triclopyr butotyl, a pyridinecarboxylic acid is a selective systemic herbicide, rapidly absorbed by the foliage and roots, with translocation throughout the plant, accumulating in meristematic tissue. Induces auxin-type responses in susceptible species (mainly broadleaved weeds, grass weeds being unaffected at normal application rates). It is used for the control of woody plants and many broad-leaved weeds (e.g. nettles, docks, brambles, gorse, broom) in grassland, uncultivated land, industrial areas, coniferous forests, plantation crops, and rice fields.
Many such herbicides are most conveniently formulated as water-soluble salts in aqueous solution. The combination of these herbicides may also be formulated as a dry particulate, for example granular, product; however, for many purposes in agriculture a liquid concentrate formulation is preferred.
WO 2001010210 disclosed a microemulsion composition comprising a water-soluble herbicide and an oil-soluble cyclohexenone or aryloxyphenoxypropionate graminicide.
Emulsifiable concentrates are one of the most common formulation types for agrochemical products. Formulators prefer to prepare emulsifiable concentrates for active ingredients that have low water solubility. An emulsifiable concentrate can be prepared by dissolving the active ingredient in an organic solvent along with sufficient emulsifiers. Advantages of emulsifiable concentrates include better penetration and slow evaporation from the plant surface. Such formulations are easy to handle and are easy to measure and transport. However, many challenges exist to make a stable formulation as settling and separation of ingredients from emulsifiable concentrates may happen frequently. There are many causes for emulsifiable concentrate instabilities such as chemical instabilities, physical instabilities due to phase separations, climatic factors such as temperature and humidity. Crystallization, sedimentations, creaming are some of the factors to be well thought-out while developing emulsifiable concentrate. Such factors can aggravate if the formulation contain multiple active ingredients having different physical and chemical properties. In order to achieve the optimal spectrum, efficacy, and delivery efficiency, there is a need to provide stable formulations. Therefore, novel products methods and processes that can effectively eliminate the shortcomings of the existing products are essential. These and other challenges have now surprisingly been met by an invention as described below.
Inventors of the present invention observed that stable as well as efficacious composition of cyhalofop-butyl and triclopyr salts and esters, particularly triclopyr butotyl can be formulated as an emulsifiable concentrate using a mixture of non-ionic and anionic surfactants.
OBJECTS OF THE INVENTION
It is an object of the present invention to provide a stable composition cyhalofop-butyl and triclopyr, or its salts and esters.
It is an object of the present invention to provide a stable emulsifiable concentrate composition cyhalofop-butyl and triclopyr, or its salts and esters, in particular, triclopyr butotyl.
Another object of the present invention is to provide emulsifiable concentrate composition comprising cyhalofop-butyl and triclopyr, and/or its salts and esters, particularly triclopyr butotyl with a mixture of non-ionic and anionic surfactants.
Another object of the present invention is to provide a method of controlling undesired weeds using an composition comprising cyhalofop-butyl and triclopyr, and/or its salts and esters. The composition may be an emulsifiable concentrate. In particular, anobject of the present invention is to provide a method of controlling undesired weeds using an composition comprising cyhalofop-butyl and triclopyr butotyl
SUMMARY OF THE INVENTION
An aspect of the present invention provides a composition comprising: a) cyhalofop butyl; b) triclopyr or its salts or esters; and c) a mixture comprising non-ionic and anionic surfactants.
An aspect of the present invention provides an emulsifiable concentrate composition comprising: a) cyhalofop butyl; b) triclopyr or its salts or esters; and c) a mixture comprising non-ionic and anionic surfactants. An aspect of the present invention provides a composition comprising: a) cyhalofop butyl; b) triclopyr butotyl; and c) a mixture comprising non-ionic and anionic surfactants.
An aspect of the present invention provides a composition comprising: a) cyhalofop butyl; b) triclopyr or its salts or esters; and c) a mixture comprising non-ionic and anionic surfactants wherein the ratio of nonionic surfactant to anionic surfactant is from about 10:1 to about 1:10
An aspect of the present invention provides an emulsifiable concentrate composition comprising: a) cyhalofop butyl; b) triclopyr butotyl; and c) a mixture comprising non-ionic and anionic surfactants wherein the ratio of non- ionic surfactant to anionic surfactant is from about 10:1 to about 1:10
According to an aspect of the present invention there is provided a process for preparing inventive compositions according to the present invention said process comprising solubilizing cyhalofop-butyl and triclopyr or its salts or esters, in particular triclopyr butotyl, in an organic solvent followed by adding a mixture comprising non-ionic and anionic surfactants and homogenizing the resulting mixture to get the composition.
According to an aspect of the present invention there is provided an use of an emulsifiable concentrate composition comprising cyhalofop butyl and triclopyr or its salts or esters, in particular, triclopyr butotyl, and a mixture comprising non-ionic and anionic surfactants as a herbicide.
According to an aspect of the present invention there is provided a method of controlling undesired weeds comprising applying to the weeds or to their locus a herbicidally effective amount of compositions according to the present invention.
DETAILED DESCRIPTION
The invention provides a stable emulsifiable concentrate composition comprising cyhalofop butyl, triclopyr or its salts or esters, in particular triclopyr butotyl, and a mixture comprising non-ionic and anionic surfactants. Surprisingly, the desired enhancement of physical stability is obtained by specific ratio and/or concentration ofa mixture comprising non-ionic and anionic surfactants. Further, inventors of the present invention noted that the inventive compositions are devoid of any crystallization, sedimentation or creaming and remain stable during storage. Even more surprisingly it has been observed that the compositions are efficacious for the intended weed control.
With respect to the present invention the ratio or concentration of the mixture comprising non-ionic and anionic surfactants is sufficient to provide acceptable physical stability of the emulsifiable concentrate. Physical stability of the emulsifiable concentrate is acceptable if no significant phase separation, crystallization, sedimentation or creaming evident following storage. With respect to the present invention the term “stable emulsifiable concentrate” refers to an emulsifiable concentrate formulation that remains stable for at least 2 weeks at 54°C and is devoid of any crystallization, sedimentation or creaming during its storage.
In an embodiment, the present invention comprises a composition comprising a) An aryloxyphenoxypropionic acid herbicide; b) A pyridine herbicide; and c) one or more agrochemically acceptable ingredient
In a preferred embodiment, the aryloxyphenoxypropionic acid herbicide is cyhalofop.
In an preferred embodiment, the pyridine herbicide is triclopyr, its salts or its esters.
In another preferred embodiment, the pyridine herbicide is triclopyr butotyl.
In an embodiment, the agrochemically acceptable ingredient may be any one or a combination of adjuvants, co-solvents, surfactants, colorants, emulsifiers, thickeners, antifreeze agents, biocides, anti-foam agents, stabilizers, wetting agents or a mixture thereof which may be optionally added to the compositions of the present invention.
In yet another embodiment, the composition may be formulated as solutions, emulsions, suspensions, dusts, powders, pastes, granules, pressings, capsules, and mixtures thereof. Examples for composition types are suspensions (e. g. SC, OD, FS), emulsifiable concentrates (e. g. EC), emulsions (e. g. EW, EO, ES, ME), capsules (e. g. CS, ZC), pastes, pastilles, wettable powders or dusts (e. g. WP, SP, WS, DP, DS), pressings (e. g. BR, TB, DT), granules (e. g. WG, SG, GR, FG, GG, MG), insecticidal articles (e. g. LN), as well as gel formulations for the treatment of plant propagation materials such as seeds (e. g. GF). In a preferred embodiment, the composition is an emulsifiable concentrate.
In an embodiment, the present invention provides a composition comprising: a) cyhalofop butyl; b) triclopyr or its salts or esters; and c) a mixture comprising a non-ionic and an anionic surfactant.
In a preferred embodiment, triclopyr is present in the composition as its ester, more preferably triclopyr butotyl.
In an embodiment, the present invention provides an emulsifiable concentrate composition comprising: a) cyhalofop butyl; b) triclopyr or its salts or esters; and c) a mixture comprising a non-ionic and an anionic surfactant.
In a preferred embodiment, triclopyr is present in the composition as its ester, more preferably triclopyr butotyl.
In another embodiment, the present invention provides an emulsifiable concentrate composition comprising: a) cyhalofop butyl; b) triclopyr or its salts or esters; and c) a mixture comprising a non-ionic and an anionic surfactant, wherein the ratio of the non-ionic surfactant to the anionic surfactant is from about 10:1 to about 1:10
In a preferred embodiment, triclopyr is present in the composition as its ester, more preferably triclopyr butotyl.
In an embodiment, cyhalofop butyl may be present in an amount from about 1% to about 60% by weight of the formulation.
In preferred embodiments, the compositions of the present invention may contain about 5% to about 40% cyhalofop butyl by weight.
In an embodiment, triclopyr or its salts or esters may be present in an amount from about 5% to about 80% by weight of the formulation
In preferred embodiments, the compositions of the present invention may contain about 10% to about 50% triclopyr or its salts or esters by weight. In an embodiment, triclopyr butotyl may be present in an amount from about 5% to about 80% by weight of the formulation
In preferred embodiments, the compositions of the present invention may contain about 10% to about 50% triclopyr butotyl by weight.
In an embodiment, the emulsifiable concentrate composition comprises a mixture of nonionic and anionic surfactants.
In an embodiment non-ionic surfactant is selected from the group consisting of fatty alcohol alkoxylate, alkyl phenol alkoxylate and fatty acid alkoxylate and EO/PO copolymers.
In another embodiment the non-ionic surfactant is selected from the group consisting of ethoxylated and alkoxylated fatty acids, ethoxylated amines, ethoxylated alcohol, alkyl and nonyl-phenol ethoxylates, ethoxylated sorbitan esters, castor oil ethoxylate and EO/PO copolymers.
Illustrative non-ionic surfactant includes ethoxylated alcohol and alkyl and nonyl-phenol ethoxylates(Tween 80, Soprophor BSU, Emulsogen EP4901, Emulsogen EL 360, Imbentin AG/124S/070 90%, Emulsogen 3510, Atlox 3484, Tween 85).
In an embodiment, the anionic surfactant is selected from the group consisting linear or branched alkylbenzene sulfonates , alcohol ether sulfates, secondary alkane sulfonates and alcohol sulfates.
In another embodiment the anionic surfactant is selected from the group consisting of alkylsurfuric acid salt, alkyl sulfonic acid alkali or alkaline earth metal salt and amido, dialkyl succinate alkali or alkaline earth metal salt or sulfonate salt, alkylphenol polyoxyethylene formaldehyde condensation products sulfonate, sodium salt of polyethenoxy ether of fatty alcohol alkyl polyoxyethylene ether sulfate, alkylnaphthalene sulfonate, fatty acid or fatty acid ester sulphate.
Illustrative anionic surfactants include, but not limited to, alkylsurfuric acid salt, alkyl sulfonic acid alkali or alkaline earth metal salt and amido, dialkyl succinate alkali or alkaline earth metal salt or sulfonate salt (Rhodacal 60/BE, Nansa EVM 40/2 ND, Aerosol OT-A ND, Atlox 4838B).
In an embodiment, the composition according to the present invention comprises a mixture of a non-ionic surfactant and an anionic surfactant. In an embodiment, the composition according to the present invention comprises a mixture of non-ionic and anionic surfactants wherein the ratio of non-ionic surfactant to anionic surfactant is from about 10:1 to about 1:10.
In an embodiment the ratio of non-ionic surfactant to anionic surfactant is from about 5:1 to about 1:5.
In an embodiment, the compositions of the present invention may further comprise antifoam agents selected from the group consisting of Polydimethoxysiloxane, polydimethylsiloxane, Alkyl poly acrylates, Castor Oil, Fatty Acids, Fatty Acids Esters, Fatty Acids Sulfate, Fatty Alcohol, Fatty Alcohol Esters, Fatty Alcohol Sulfate, Foot Olive Oil, Mono & Di Glyceride, Paraffin Oil, Paraffin Wax, Poly Propylene Glycol, Silicones Oil, Vegetable & Animal Fats, Vegetable & Animal Fats Sulfate, Vegetable & Animal Oil, Vegetable & Animal Oil Sulfate, Vegetable & Animal Wax, and Vegetable & Animal Wax Sulfate.
In an embodiment, the compositions of the present invention may further comprise a solvent such as water, toluene, xylene, solvent naphtha, dioxane, dimethylsulfoxide, N,N- dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone or an alcohol.
The present invention further provides an emulsifiable concentrate composition comprising: a) cyhalofop butyl; b) triclopyr or itssalts or esters; and c) a mixture comprising a non-ionic surfactant and an anionic surfactant in an amount from about 1 to about 80% by weight of the composition.
In a preferred embodiment, triclopyr is present in the composition as its ester, more preferably triclopyr butotyl.
The present invention further provides an emulsifiable concentrate composition comprising: a) cyhalofop butyl; b) triclopyr or its salts or esters; and c) a mixture comprising a non-ionic surfactant in an amount from about 1 to 50% by weight of the composition and an anionic surfactant in an amount from about 1 to 30% by weight of the composition.
In a preferred embodiment, triclopyr is present in the composition as its ester, more preferably triclopyr butotyl. In an embodiment the composition according to the present invention comprises non-ionic surfactant in an amount from about 1 to 50% by weight of the composition.
In an embodiment the composition according to the present invention comprises non-ionic surfactant in an amount from about 3 to 30% by weight of the composition.
In an embodiment the compositions according to the present invention comprises anionic surfactant in an amount from about 1 to 30% by weight of the composition.
In an embodiment the compositions according to the present invention comprises anionic surfactant in an amount from about 3 to 20% by weight of the composition.
In an embodiment the present invention provides an emulsifiable concentrate composition comprising 5%-40% cyhalofop butyl, 10%-40% triclopyr or its salt or its ester and a mixture comprising non-ionic and anionic surfactants wherein the ratio of non-ionic surfactant to anionic surfactant is from about 10:1 to about 1:10.
In an embodiment the present invention provides an emulsifiable concentrate composition comprising 10%-20% cyhalofop butyl, 15%-30% triclopyr or its salt or its ester and a mixture comprising non-ionic and anionic surfactants wherein the ratio of non-ionic surfactant to anionic surfactant is from about 10:1 to about 1:10.
In an embodiment the present invention provides an emulsifiable concentrate composition comprising 5%-40% cyhalofop butyl, 10%-40% triclopyr or its salt or its ester and a mixture comprising a non-ionic surfactant and an anionic surfactant in an amount from about 1 to 80% by weight of the composition.
In an embodiment the present invention provides an emulsifiable concentrate composition comprising 5%-40% cyhalofop butyl, 10%-40% triclopyr or its salt or its ester and a mixture comprising a non-ionic surfactant in an amount from about 1 to 50% by weight of the composition and an anionic surfactant in an amount from about 1 to 30% by weight of the composition.
In an embodiment the present invention provides an emulsifiable concentrate composition comprising 10% -20% cyhalofop butyl, 15-30 % triclopyr or its salt or its ester and a mixture comprising a non-ionic surfactant in an amount from about 3 to 30% by weight of the composition and an anionic surfactant in an amount from about 1 to 15% by weight of the composition. In an embodiment the present invention provides an emulsifiable concentrate composition comprising 10% cyhalofop butyl, 18% triclopyr or its salt or its ester and a mixture comprising a non-ionic surfactant and an anionic surfactant, wherein said non-ionic surfactant is selected from ethoxylated tristyrylphenol, C9-C 11 alcohol ethoxylate (Neodol 91-6, Synperonic 91/6, Imbentin-C/91/080) and said anionic surfactant is selected from Calcium dodecylbenzene sulfonate (Rhodacal 60/BE, Nansa EVM 40/2 ND, Calsogen 4818), wherein the ratio of non-ionic surfactant to anionic surfactant is from about 10:1 to about 1:10.
In any of the above embodiments, triclopyr may be present in the composition as its ester, more preferably triclopyr butotyl.
In an embodiment it may be desirable to include at least two non-ionic surfactants.
Compositions of the invention can optionally contain additional desired agriculturally acceptable ingredients, including surfactants of classes other than those defined above.
Other optional components of compositions of the invention include agents to modify color, viscosity, gelling properties, freezing point, dissolution rate, dispersibility, or other formulation characteristics.
In an embodiment the compositions according to the present invention further comprises an organic solvent.
In an embodiment the organic solvent is selected from aromatic hydrocarbon solvents, amide, ester or alcohol solvents.
In an embodiment the organic solvent is selected from the group consisting of gamma butyrolactone, esters of vegetable oil, methyl caprylate, dimethyl glutarate, dimethyl succinate, dimethyl adipate, benzyl alcohol, methyl benzoate, dimethyl decanamide, esters derived from L- and D-lactic acid, such as 2-ethylhexyl-l-lactate, glycol ether, diethylene glycol monoethyl ether dimethyl sulfoxide and the like.
In an embodiment the compositions according to the present invention comprises organic solvent in an amount from about 10 to 80% by weight of the composition.
A composition of the invention can optionally contain one or more additional herbicides. Additional herbicides may be selected from the classes comprising aryloxyphenoxypropionates, anilides, sulfonylureas, triazolinones, pyridinecarboxylic acids, quinolinecarboxylic acids and pyrimidinyloxybenzoic acids. The present invention further provides a process for preparing inventive compositions according to the present invention said process comprising solubilizing cyhalofop -butyl and triclopyr or its salts or its esters in an organic solvent followed by adding a mixture comprising non-ionic and anionic surfactants and homogenizing the resulting mixture to obtain the composition.
In an embodiment the present invention provides a process for preparing a composition comprising: a) cyhalofop butyl; b) triclopyr or its salts or its esters; and c) a mixture comprising a non-ionic and an anionic surfactant;
In an embodiment the present invention provides a process for preparing an emulsifiable concentrate composition comprising: a) cyhalofop butyl; b) triclopyr or its salts or its esters; and c) a mixture comprising a non-ionic and an anionic surfactant; said process comprising solubilizing cyhalofop-butyl triclopyr or its salts or its esters in an organic solvent followed by adding a mixture comprising a non-ionic and an anionic surfactant and homogenizing the resulting mixture to obtain the composition.
In an embodiment the present invention provides a process for preparing an emulsifiable concentrate composition comprising: a) cyhalofop butyl; b) triclopyr or its salts or its esters; and c) a mixture comprising a non-ionic and an anionic surfactant; said process comprising solubilizing cyhalofop-butyl and triclopyr or its salts or its esters in an organic solvent followed by adding a mixture comprising a non-ionic and an anionic surfactant, wherein the ratio of non-ionic surfactant to anionic surfactant is from about 10:1 to about l:10and homogenizing the resulting mixture to obtain the composition.
In an embodiment the present invention provides a process for preparing an emulsifiable concentrate composition comprising: a) cyhalofop butyl; b) triclopyr or its salts or its esters; and c) a mixture comprising a non-ionic and an anionic surfactant; said process comprising solubilizing cyhalofop-butyl and triclopyr or its salts or its esters in an organic solvent followed by adding a mixture comprising a non-ionic surfactant and an anionic surfactant in an amount from about 1 to about 80% by weight of the composition and homogenizing the resulting mixture to get the composition.
In an embodiment the present invention provides a process for preparing an emulsifiable concentrate composition comprising: a) cyhalofop butyl; b) triclopyr or its salts or its esters; and c) a mixture comprising a non-ionic and an anionic surfactant; said process comprising solubilizing cyhalofop-butyl and triclopyr or its salts or its esters in an organic solvent followed by adding a mixture comprising a non-ionic surfactant in an amount from about 1 to 50% by weight of the composition and an anionic surfactant in an amount from about 1 to 30% by weight of the composition and homogenizing the resulting mixture to get the composition.
Processes involving orders of addition other than those outlined above are also possible.
In any of the above processes, triclopyr may be present in the form of its ester, particularly triclopyr butotyl.
The present invention provides the use of an a composition comprising cyhalofop butyl, triclopyr or its salts or its esters and a mixture comprising non-ionic and anionic surfactants as an herbicide.
The present invention further provides a method of controlling undesired weeds comprising applying to the weeds or to their locus a herbicidally effective amount of compositions according to the present invention.
In an embodiment the present invention provides a method of controlling undesired weeds comprising applying to the weeds or to their locus a herbicidally effective amount of a composition comprising: a) cyhalofop butyl; b) triclopyr or its salts or its esters; and c) a mixture comprising a non-ionic and an anionic surfactant. In an embodiment the present invention provides a method of controlling undesired weeds comprising applying to the weeds or to their locus a herbicidally effective amount of a composition comprising: a) cyhalofop butyl; b) triclop yr or its salts or its esters; and c) a mixture comprising a non-ionic and an anionic surfactant wherein the ratio of non-ionic surfactant to anionic surfactant is from about 10:1 to about 1:10.
The method of the present invention comprising composition of cyhalofop butyl, triclopyr or its salts or its esters is applicable to any and all plant species on which cyhalofop butyl, triclopyr or its salts or its esters are biologically effective as an herbicide. This encompasses a very wide variety of plant species worldwide.
In an embodiment the weed species on which said composition according to the present invention comprising cyhalofop butyl, triclopyr or its salts or its esters is applicable is selected from the group comprising Eleusine indica, Pennisetum Purpureum, Klinga punula, Cyperus esculantus, Setaria barbata, Mimosa invisa, Panicum laxum, Synedrella nodiflora, Euphorbia Heterophyla, Ageratum conyzoi'des, Stachytarpheta angustifolia, Emilia coccinea, Commelina bengalensis, Erigeron floribundus, Elydrolia glabra, Phyllanthus amarus, Ischaemum rugosum, Echinochloa colona, Cyperus iria, C. dffirmis Scirpus jacobii,Fimbristylis litorqlis, Alternanthera sessilis, Physalis angulata, Ludwigia abyssinica, Phyllanthus emorlts, Corchorus olitorius, Melochia corchorifolia, Ipomoea aquatica, Eclipta prostrata, Ludwigia adscendens, Kyllinga sp.; Sesbania sp., Paspalum scrobiculatum,Sphenodeazeyl anicaand Fimbristylis ferruginea.
In an embodiment the present invention provides a method of post-emergence control of grass weeds in rice.
In another the present invention provides a method of post-emergence control of broadleaf weeds in rice.
The selection of application rates for an a composition comprising: cyhalofop butyl, triclopyr or its salts or its esters and a mixture comprising a non-ionic and an anionic surfactant in order to provide a desired level of herbicidal activity is within the skill of the ordinary agricultural technician. According to an embodiment of the present invention, a kit is provided. The kit comprises of a plurality of components, each of which components may include at least one, or more, of the ingredients of the storage stable insecticidal composition of the present invention.
In accordance with the above objectives, the present invention provides a kit comprising:
(a) a first component comprising cyhalofop butyl ;
(b) a second component comprising triclopyr or its salts or its esters; and
(c) a mixture comprising a non-ionic and an anionic surfactant, wherein the first, second and third components are instructed to be admixed before being applied to a locus.
According to an embodiment of the present invention, the various components of the storage stable insecticidal composition can be used individually or already partially or completely mixed with one another to prepare the composition according to the invention. It is also possible for them to be packaged and used further as combination composition such as a kit of parts.
In one embodiment of the invention, the kits may include one or more, including all, components that may be used to prepare storage stable insecticidal composition. E. g., kits may include active ingredients and/or mixture of a non-ionic and an anionic surfactant. One or more of the components may already be combined together or pre-formulated. In those embodiments where more than two components are provided in a kit, the components may already be combined together and as such are packaged in a single container such as a vial, bottle, can, pouch, bag or canister.
In other embodiments, two or more components of a kit may be packaged separately, i. e., not pre-formulated. As such, kits may include one or more separate containers such as vials, cans, bottles, pouches, bags or canisters, each container containing a separate component for storage stable insecticidal composition.
In both forms, a component of the kit may be applied separately from or together with the further components or as a component of a combination composition according to the invention for preparing the storage stable insecticidal composition according to the invention. In a preferred embodiment of the present invention, an insecticidal composition comprising (a) cyhalofop butyl; (b) triclopyr or its salts or its esters; and (c) a mixture comprising a non- ionic and an anionic surfactant is in the form of a kit with single pack or multi pack. The instant invention is more specifically explained by below examples. However, it should be understood that the scope of the present invention is not limited by the examples in any manner. It will be appreciated by any person skilled in this art that the present invention includes aforesaid examples and further can be modified and altered within the technical scope of the present invention.
Examples:
Example 1: An emulsifiable concentrate composition comprising cyhalofop butyl and triclopyr butotyl according to the present invention is prepared as follows:
Process:
Into a mixing vessel required quantity of the solvent was charged. Cyhalofop butyl and triclopyr butotyl in required quantity was charged and stirred until complete dissolution. Anionic and non-ionic surfactant were added and mixed for 30 minutes. The product is then filtered on 50pm filter and packed.
Example 2: An emulsifiable concentrate composition comprising cyhalofop butyl and triclopyr butotyl according to the present invention is prepared as follows:
The composition was prepared by following the process of example 1.
Example 3: An emulsifiable concentrate composition comprising cyhalofop butyl and triclopyr butotyl according to the present invention is prepared as follows:
The composition was prepared by following the process of example 1.
Example 4 (Comparative example): An emulsifiable concentrate composition of cyhalofop butyl and triclopyr butotyl is prepared as follows: Example 5 (Comparative example): An emulsifiable concentrate composition of cyhalofop butyl and triclopyr butotyl is prepared as follows:
Example 6 (Comparative example): An emulsifiable concentrate composition of cyhalofop butyl and triclopyr butotyl is prepared as follows: Tests for storage stability and emulsion stability
The emulsifiable concentrate composition according to the present invention was tested for storage stability, emulsion stability (as per CIPAC MT 39.3) at different temperature. Observations of samples for 25°C, 0°C and 54°C after 14 days has been summarised in below Table (Table 1 and 2).
Table 1: Storage stability of the compositions
Table 2: Storage Stability and Real time data for emulsifiable concentrate composition of cyhalofop butyl and triclopyr butotyl (Example 3) Table 3: Emulsion Stability
The emulsion stability of the compositions according to the present invention was tested after
24 hrs of dilution as per CIPAC MT 36.1 and the results are summarised below in Table 3.
Samples prepared according to the present invention (example 1-3) of were tested for stability of the formulation at different temperatures 25°C, 0°C and 54°C after 14 days. It was found that all these formulation resulted into stable emulsifiable concentrates. A clear and stable EC formulation was obtained without any phase separation for all the samples over all temperatures after 14days. This indicates that the combination surfactants according to the invention imparted excellent stability to said emulsifiable concentrates. It is further evidenced by keeping the sample (Example 3) for a storage period of 12 months which remained stable. However samples 4 and 5 resulted in sedimentation and creaming at the bottom of the container indicating that the absence of inventive combination of surfactants lead to unstable product. Further, the samples were tested for emulsion stability. It was found that the compositions prepared according to the present invention were found to be stable without any sedimentation or layer separation when kept under observation for 24 hours (results summarised in table-3).
5 Example 4 and 5 which were prepared in the absence of an anionic surfactant and example 6 which was prepared in the absence of a non-ionic surfactant were also tested for stability. It has been observed that these samples lead to sedimentation over storage thereby confirming that not suitable for commercialisation.
Stability of active ingredients:
10 The compositions prepared according to the present invention were investigated for degradation of the active ingredients. The samples prepared according to Examples 1-3 were observed for stability by keeping at 54±2°C for upto 14 days (AHS as per CIPAC MT 46.3) and sample 3 was further tested for 8 weeks at 40°C and 24 months at 25 °C and the results are summarized in Table 4
15
Table 4: Stability of the active ingredient
As evident from Table 4, no degradation of cyhalofop butyl or triclopyr butotyl was observed when kept at of 54±2°C for 14 days. This was further confirmed by extending the study for 20 one of the samples by keeping at 8 weeks at 40°C and 24 months at 25 °C. It was further observed that that the pH of the emulsifiable concentrate composition did not change over the period. The combination of adjuvants according to the present invention leads to the stable formulation which does not undergo any chemical and physical changes on storage at low temperatures and is suitable for the intended use.
25

Claims (18)

We Claim:
1. A composition comprising: a) cyhalofop butyl; b) triclop yr or its salts or its esters; and c) a mixture comprising a non-ionic and an anionic surfactant.
2. The composition as claimed in claim 1, wherein the ratio of said non-ionic surfactant to said anionic surfactant is from about 10:1 to about 1:10.
3. The composition as claimed in claim 1, wherein the ratio of said non-ionic surfactant to said anionic surfactant is from about 5:1 to about 1:5.
4. The composition as claimed in claim 1, wherein said non-ionic surfactant is present in an amount from about 1 to 50% by weight of the composition.
5. The composition as claimed in claim 1, wherein said anionic surfactant is present in an amount from about 1 to 30% by weight of the composition.
6. The composition as claimed in claim 1, wherein said non-ionic surfactant is selected from the group consisting of fatty alcohol alkoxylate, alkyl phenol alkoxylate and fatty acid alkoxylate and EO/PO copolymers and mixtures thereof.
7. The composition as claimed in claim 1, wherein said anionic surfactant is selected from the group consisting of linear or branched alkylbenzene sulfonates , alcohol ether sulfates, secondary alkane sulfonates and alcohol sulfates.
8. The composition as claimed in claim 1, wherein said composition further comprises an organic solvent selected from aromatic hydrocarbon solvents, amide, ester or alcohol solvents.
9. The composition as claimed in claim 8, wherein said organic solvent is present in an amount from about 10 to 80% by weight of the composition.
10. The composition as claimed in claim 1-9, wherein said composition is formulated as emulsifiable concentrate.
11. The composition as claimed in claim 1, wherein triclopyr is present in the composition as its ester, particularly triclopyr butotyl.
12. A process for preparing a composition comprising: a) cyhalofop butyl; b) triclopyr or its salts or its esters; and c) a mixture comprising a non-ionic and an anionic surfactant, wherein said process comprising solubilizing cyhalofop-butyl and triclopyr or its salts or its esters in an organic solvent followed by adding a mixture comprising a non-ionic and an anionic surfactant and homogenizing the resulting mixture to obtain the composition.
13. The process as claimed in claim 12, wherein the composition obtained is an emulsifiable concentrate.
14. A method of controlling undesired weeds comprising applying to the weeds or to their locus a herbicidally effective amount of a composition comprising: a) cyhalofop butyl; b) triclopyr or its salts or its esters; and c) a mixture comprising a non-ionic and an anionic surfactant.
15. A method of controlling undesired weeds as claimed in claim 14, wherein the ratio of said non-ionic surfactant to said anionic surfactant in said composition is from about 10:1 to about 1:10.
16. A method of controlling undesired weeds as claimed in claim 14, wherein said method is employed for post-emergence control of grass weeds in rice.
17. A method of controlling undesired weeds as claimed in claim 14 wherein said method is employed for post-emergence control of broadleaf weeds in rice.
18. A kit comprising:
(a) a first component comprising cyhalofop butyl ;
(b) a second component comprising triclopyr or its salts or its esters; and
(c) a mixture comprising a non-ionic and an anionic surfactant, wherein the first, second and third components are instructed to be admixed before being applied to a locus.
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BR9900060B1 (en) * 1998-01-20 2010-03-09 emulsifiable concentrate, process for combating pests or diseases caused by pests in one place, and use of an emulsifiable concentrate.
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