CN116018067A - Liquid herbicidal compositions - Google Patents

Liquid herbicidal compositions Download PDF

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Publication number
CN116018067A
CN116018067A CN202180050962.6A CN202180050962A CN116018067A CN 116018067 A CN116018067 A CN 116018067A CN 202180050962 A CN202180050962 A CN 202180050962A CN 116018067 A CN116018067 A CN 116018067A
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China
Prior art keywords
composition
triclopyr
ester
cyhalofop
butyl
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CN202180050962.6A
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Chinese (zh)
Inventor
阿兰·皮罗特
梅尔特斯·阿德里安
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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 a stable emulsifiable concentrate comprising cyhalofop-butyl, and triclopyr or a salt or ester thereof. The invention also provides methods of controlling undesirable weeds using such compositions.

Description

Liquid herbicidal compositions
Technical Field
The present invention provides a stable liquid herbicidal composition comprising cyhalofop-butyl, and triclopyr or a salt or ester thereof. More particularly, the present invention provides a herbicidal emulsifiable concentrate (emulsifiable concentrate) of cyhalofop-butyl and triclopyr or a salt or ester thereof.
Background
Efficient herbicide resistance management schemes include the use of crop rotation and farming, herbicide rotation or the use of combinations of herbicides with different modes of action or sites of action. By doing so, the development of resistance can be controlled.
In order to effectively utilize herbicides having different weed spectra (weed spectrum) and different modes of action, co-formations of these herbicides should be formulated in a very efficient manner. For example, the formulation should contain the active ingredients in an effective amount to meet the desired weight ratio of each other, and should facilitate the end user's effective use thereof. Meanwhile, the shelf life of the formulation must be at least two years.
Aryloxyphenoxypropionate is a herbicide with strong herbicidal activity against many grass species. Since the herbicidal activity range of such herbicides is largely limited to grasses, it is strongly recommended to combine it with a second herbicide having a strong broadleaf herbicidal activity (e.g., a picolinic acid-type herbicide), resulting in a very effective product.
Cyhalofop-butyl (an aryloxyphenoxypropionate) is a fatty acid synthesis inhibitor that acts by inhibiting acetyl-coa carboxylase (ACCase). The resistance of rice to cyhalofop-butyl is due to rapid metabolism to non-herbicidally active dibasic acids, whereas the susceptible grasses metabolize cyhalofop-butyl to herbicidally active monobasic acids. Cyhalofop-butyl is a post-emergence herbicide that is only absorbed by the foliage and is not soil-active. It is a systemic herbicide that is easily absorbed by plant tissue, moderately moves in the phloem, and accumulates in the meristematic region. Grass stops growing immediately after treatment and yellow plaque appears within 2 to 3 days to one week, resulting in necrosis and death of the whole plant within 2 to 3 weeks. Cyhalofop-butyl has been widely used for post-emergence control of grassy weeds in rice.
Triclopyr (triclopyr butotyl), a pyridine carboxylic acid, is rapidly absorbed by leaves and roots and moves throughout the plant, absorbing the herbicide selectively accumulated in meristems. The auxin-type response is induced in susceptible species (mainly broadleaf weeds, grasses, unaffected by normal application amounts). Triclopyr has been used to control woody plants and many broadleaf weeds (e.g., nettle, sorrel, vines, wattle, genitals) in grasslands, uncultivated lands, industrial areas, conifers, cultivated crops and paddy fields.
Many of these herbicides are most conveniently formulated as water soluble salts in aqueous solutions. Combinations of these herbicides can also be formulated as dry particulate, e.g., granular, products; however, liquid concentrate formulations are preferred for many purposes in agriculture.
WO 2001010210 discloses microemulsion compositions comprising a water-soluble herbicide and an oil-soluble cyclohexenone or aryloxyphenoxypropionate herbicide.
Emulsifiable concentrates are one of the most common formulation types in agrochemical products. Formulators prefer to prepare emulsifiable concentrates for active ingredients having low water solubility. Emulsifiable concentrates can be prepared by dissolving the active ingredient in an organic solvent together with sufficient emulsifying agent. Advantages of emulsifiable concentrates include better penetration and slow evaporation from the plant surface. Such formulations are easy to handle and easy to measure and transport. However, preparing stable formulations presents a number of challenges, as precipitation and separation of ingredients from the emulsifiable concentrates can occur frequently. The cause of instability of emulsifiable concentrates is numerous, such as chemical instability, physical instability caused by phase separation, climatic factors (e.g. temperature and humidity). Crystallization, sedimentation, creaming are some of the factors that should be considered adequately in developing emulsifiable concentrates. Such factors may be exacerbated if the formulation contains multiple active ingredients with different physical and chemical characteristics. In order to achieve optimal range, efficacy and delivery efficiency, it is desirable to provide stable formulations. Therefore, new product methods and processes that can effectively eliminate the drawbacks of existing products are indispensable.
These and other challenges have now been unexpectedly addressed by the invention as described below.
The inventors of the present invention have observed that stable and effective compositions of cyhalofop-butyl and triclopyr salts and esters (especially triclopyr esters) can be formulated into emulsifiable concentrates using a mixture of nonionic and anionic surfactants.
Object of the Invention
It is an object of the present invention to provide stable compositions of cyhalofop-butyl and triclopyr or salts and esters thereof.
It is an object of the present invention to provide stable emulsion compositions of cyhalofop-butyl, and triclopyr or salts and esters thereof, especially triclopyr esters.
It is another object of the present invention to provide a cream composition comprising cyhalofop-butyl; and triclopyr and/or salts and esters thereof, in particular clomazone; and mixtures of nonionic and anionic surfactants.
It is another object of the present invention to provide a method of controlling undesirable weeds using a composition comprising cyhalofop-butyl, and triclopyr and/or salts and esters thereof. The composition may be an emulsifiable concentrate. In particular, it is an object of the present invention to provide a method of controlling undesirable weeds using a composition comprising cyhalofop-butyl and triclopyr.
Disclosure of Invention
In one aspect of the invention, there is provided a composition comprising:
cyhalofop-butyl;
triclopyr or a salt or ester thereof; and
comprising a mixture of a nonionic surfactant and an anionic surfactant.
One aspect of the present invention provides a cream composition comprising:
cyhalofop-butyl;
triclopyr or a salt or ester thereof; and
comprising a mixture of a nonionic surfactant and an anionic surfactant.
In one aspect of the invention, there is provided a composition comprising:
cyhalofop-butyl;
triclopyr ester; and
comprising a mixture of a nonionic surfactant and an anionic surfactant.
In one aspect of the invention, there is provided a composition comprising:
cyhalofop-butyl;
triclopyr or a salt or ester thereof; and
comprising a mixture of a nonionic surfactant and an anionic surfactant, wherein the ratio of nonionic surfactant to anionic surfactant is from about 10:1 to about 1:10.
One aspect of the present invention provides a cream composition comprising:
cyhalofop-butyl;
triclopyr ester; and
comprising a mixture of a nonionic surfactant and an anionic surfactant, wherein the ratio of nonionic surfactant to anionic surfactant is from about 10:1 to about 1:10.
According to one aspect of the present invention there is provided a process for preparing the inventive composition according to the present invention, which comprises dissolving cyhalofop-butyl, and triclopyr or a salt or ester thereof (especially triclopyr ester) in an organic solvent, then adding a mixture comprising a nonionic surfactant and an anionic surfactant, and homogenizing the resulting mixture to obtain the composition.
According to one aspect of the present invention there is provided the use of a emulsifiable concentrate composition comprising cyhalofop-butyl as a herbicide; and triclopyr or a salt or ester thereof, in particular triclopyr ester; and mixtures comprising nonionic surfactants and anionic surfactants.
According to one aspect of the present invention there is provided a method of controlling undesired weeds, the method comprising applying to the weeds or locus thereof a herbicidally effective amount of a composition according to the invention.
Detailed Description
The present invention provides a stable emulsifiable concentrate composition comprising cyhalofop-butyl; triclopyr or a salt or ester thereof, in particular triclopyr ester; and mixtures comprising nonionic surfactants and anionic surfactants. Unexpectedly, the desired physical stability enhancement is obtained by a mixture comprising nonionic surfactant and anionic surfactant in specific proportions and/or concentrations. Furthermore, the inventors of the present invention noted that the inventive composition did not have any crystallization, sedimentation or creaming and remained stable during storage. Even more unexpectedly, it has been observed that the composition is effective for the intended weed control.
For the purposes of the present invention, the ratio or concentration of the mixture comprising nonionic surfactant and anionic surfactant is sufficient to provide acceptable physical stability of the emulsifiable concentrate. The physical stability of the emulsifiable concentrates is acceptable if there is no significant phase separation, crystallization, sedimentation or creaming after storage. For the purposes of the present invention, the term "stable emulsifiable concentrate" refers to a emulsifiable concentrate formulation which remains stable at 54 ℃ for at least 2 weeks and which does not have any crystallization, precipitation or creaming during its storage.
In one embodiment, the invention includes a composition comprising
An aryloxyphenoxypropionic acid herbicide;
pyridine herbicides; and
one or more agrochemically acceptable ingredients.
In a preferred embodiment, the aryloxyphenoxypropionic acid herbicide is cyhalofop-butyl.
In a preferred embodiment, the pyridine herbicide is triclopyr, a salt or ester thereof.
In another preferred embodiment, the pyridine herbicide is triclopyr.
In one embodiment, the agrochemically acceptable ingredient may be any one of, or a combination of, the following: adjuvants, co-solvents, surfactants, colorants, emulsifiers, thickeners, antifreeze agents, biocides, defoamers, stabilizers, wetting agents, or mixtures thereof, which may optionally be added to the compositions of the present invention.
In another embodiment, the composition may be formulated as solutions, emulsions, suspensions, powders, pastes, granules, compacts, capsules, and mixtures thereof. Examples of types of compositions 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, lozenges, wettable powders or dusts (e.g. WP, SP, WS, DP, DS), compression agents (e.g. BR, TB, DT), granules (e.g. WG, SG, GR, FG, GG, MG), pesticidal preparations (e.g. LN), and gel formulations (e.g. GF) for treating plant propagation material (e.g. seeds).
In a preferred embodiment, the composition is an emulsifiable concentrate.
In one embodiment, the present invention provides a composition comprising:
cyhalofop-butyl;
triclopyr or a salt or ester thereof; and
comprising a mixture of a nonionic surfactant and an anionic surfactant.
In a preferred embodiment, triclopyr is present in the composition in the form of an ester thereof, more preferably triclopyr ester.
In one embodiment, the present invention provides an emulsifiable concentrate composition comprising:
cyhalofop-butyl;
triclopyr or a salt or ester thereof; and
comprising a mixture of a nonionic surfactant and an anionic surfactant.
In a preferred embodiment, triclopyr is present in the composition in the form of an ester thereof, more preferably triclopyr ester.
In another embodiment, the present invention provides an emulsifiable concentrate composition comprising:
cyhalofop-butyl;
triclopyr or a salt or ester thereof; and
a mixture comprising a nonionic surfactant and an anionic surfactant, wherein the ratio of nonionic surfactant to anionic surfactant is from about 10:1 to about 1:10.
In a preferred embodiment, triclopyr is present in the composition in the form of an ester thereof, more preferably triclopyr ester.
In one embodiment, the cyhalofop-butyl may be present in an amount of from about 1% to about 60% by weight of the formulation.
In a preferred embodiment, the composition of the present invention may comprise from about 5% to about 40% cyhalofop-butyl by weight.
In one embodiment, triclopyr or a salt or ester thereof may be present in an amount of about 5% to about 80% by weight of the formulation.
In a preferred embodiment, the composition of the present invention may comprise from about 10% to about 50% by weight triclopyr or a salt or ester thereof.
In one embodiment, triclopyr may be present in an amount of about 5% to about 80% by weight of the formulation.
In a preferred embodiment, the composition of the present invention may comprise from about 10% to about 50% by weight triclopyr.
In one embodiment, the cream composition comprises a mixture of a nonionic surfactant and an anionic surfactant.
In one embodiment, the nonionic surfactant is selected from the group consisting of fatty alcohol alkoxylates, alkylphenol alkoxylates, and fatty acid alkoxylates and EO/PO copolymers.
In another embodiment, the nonionic surfactant is selected from the group consisting of ethoxylated fatty acids and alkoxylated fatty acids, ethoxylated amines, ethoxylated alcohols, alkylphenol ethoxylates and nonylphenol ethoxylates, ethoxylated sorbitan esters, castor oil ethoxylates, and EO/PO copolymers.
Exemplary nonionic surfactants include ethoxylated alcohols, alkylphenol ethoxylates and nonylphenol ethoxylates (Tween 80, soprophor BSU, emulsogen EP4901, emulsogen EL 360, imbentin AG/124S/07090%, emulsogen 3510, atlox 3484, tween 85).
In one embodiment, the anionic surfactant is selected from the group consisting of linear or branched alkylbenzene sulfonates, alcohol ether sulfates, secondary alkane sulfonates, and alcohol sulfates.
In another embodiment, the anionic surfactant is selected from alkyl sulfates, alkali or alkaline earth metal alkyl sulfonates and amides, alkali or alkaline earth metal dialkyl succinates or sulfonates, alkylphenol polyoxyethylene formaldehyde condensation product sulfonates, polyoxyethylene ether sodium salts of fatty alcohol alkyl polyoxyethylene ether sulfates, alkyl naphthalene sulfonates, fatty acid or fatty acid ester sulfates.
Exemplary anionic surfactants include, but are not limited to, alkyl sulfates, alkyl sulfonates alkali metal or alkaline earth metal salts and amides, dialkyl succinates alkali metal or alkaline earth metal salts or sulfonates (Rhodacal 60/BE, nansa EVM 40/2ND, aerosol OT-A ND, atlox 4838B).
In one embodiment, the composition according to the invention comprises a mixture of a nonionic surfactant and an anionic surfactant.
In one embodiment, the composition according to the present invention comprises a mixture of a nonionic surfactant and an anionic surfactant, wherein the ratio of nonionic surfactant to anionic surfactant is from about 10:1 to about 1:10.
In one embodiment, the ratio of nonionic surfactant to anionic surfactant is from about 5:1 to about 1:5.
In one embodiment, the composition of the present invention may further comprise an antifoaming agent selected from the group consisting of polydimethoxysiloxanes, polydimethylsiloxanes, polyalkylacrylates, castor oil, fatty acids, fatty acid esters, fatty acid sulfates, fatty alcohols, fatty alcohol esters, fatty alcohol sulfates, foot olive oil, mono-and diglycerides, paraffin oils, waxes, polypropylene glycols, silicone oils, plant and animal fats, plant and animal fat sulfates, plant and animal oils, plant and animal oil sulfates, plant and animal waxes, and plant and animal wax sulfates.
In one embodiment, the composition of the present invention may further comprise a solvent, such as water, toluene, xylene, solvent naphtha, dioxane, dimethyl sulfoxide, N-dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone or an alcohol.
The present invention also provides a emulsifiable concentrate composition comprising:
cyhalofop-butyl;
triclopyr or a salt or ester thereof; and
a mixture of nonionic surfactant and anionic surfactant is included in an amount of about 1% to about 80% by weight of the composition.
In a preferred embodiment, triclopyr is present in the composition in the form of an ester thereof, more preferably triclopyr ester.
The present invention also provides a emulsifiable concentrate composition comprising:
cyhalofop-butyl;
triclopyr or a salt or ester thereof; and
c) Comprising a mixture of nonionic surfactant in an amount of about 1% to 50% by weight of the composition and anionic surfactant in an amount of about 1% to 30% by weight of the composition.
In a preferred embodiment, triclopyr is present in the composition in the form of an ester thereof, more preferably triclopyr ester.
In one embodiment, the composition according to the invention comprises a nonionic surfactant in an amount of about 1% to 50% by weight of the composition.
In one embodiment, the composition according to the invention comprises a nonionic surfactant in an amount of about 3% to 30% by weight of the composition.
In one embodiment, the composition according to the invention comprises anionic surfactant in an amount of about 1% to 30% by weight of the composition.
In one embodiment, the composition according to the invention comprises anionic surfactant in an amount of about 3% to 20% by weight of the composition.
In one embodiment, the present invention provides a cream composition comprising 5% to 40% cyhalofop-butyl, 10% to 40% triclopyr or a salt or ester thereof, and a mixture comprising a nonionic surfactant and an anionic surfactant, wherein the ratio of nonionic surfactant to anionic surfactant is from about 10:1 to about 1:10.
In one embodiment, the present invention provides a cream composition comprising 10% to 20% cyhalofop-butyl, 15% to 30% triclopyr or a salt or ester thereof, and a mixture comprising a nonionic surfactant and an anionic surfactant, wherein the ratio of nonionic surfactant to anionic surfactant is from about 10:1 to about 1:10.
In one embodiment, the present invention provides a cream composition comprising 5% to 40% cyhalofop-butyl, 10% to 40% triclopyr or a salt or ester thereof, and a mixture comprising a nonionic surfactant and an anionic surfactant in an amount of about 1% to 80% by weight of the composition.
In one embodiment, the present invention provides a cream composition comprising 5% to 40% cyhalofop-butyl, 10% to 40% triclopyr or a salt or ester thereof, and a mixture comprising a nonionic surfactant in an amount of about 1% to 50% by weight of the composition and an anionic surfactant in an amount of about 1% to 30% by weight of the composition.
In one embodiment, the present invention provides a cream composition comprising 10% to 20% cyhalofop-butyl, 15% to 30% triclopyr or a salt or ester thereof, and a mixture comprising a nonionic surfactant in an amount of about 3% to 30% by weight of the composition and an anionic surfactant in an amount of about 1% to 15% by weight of the composition.
In one embodiment, the present invention provides a cream composition comprising 10% cyhalofop-butyl, 18% triclopyr or a salt or ester thereof, and a mixture comprising a nonionic surfactant selected from ethoxylated tristyrylphenol, a C9 to C11 alcohol ethoxylate (Neodol 91-6, synperonic 91/6, imbentin-C/91/080), and an anionic surfactant selected from calcium dodecyl benzene sulfonate (rhodial 60/BE, nansa EVM 40/2ND,Calsogen 4818), wherein the ratio of nonionic 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 in the form of an ester thereof, more preferably triclopyr ester.
In one embodiment, it may be desirable to include at least two nonionic surfactants.
The compositions of the present invention may optionally comprise additional desired agriculturally acceptable ingredients including surfactants of the kind other than those defined above.
Other optional components of the compositions of the present invention include agents for altering color, viscosity, gelation properties, freezing point, dissolution rate, dispersibility, or other formulation characteristics.
In one embodiment, the composition according to the invention further comprises an organic solvent.
In one embodiment, the organic solvent is selected from aromatic hydrocarbon solvents, amides, esters or alcohol solvents.
In one embodiment, the organic solvent is selected from gamma butyrolactone, esters of vegetable oils, methyl octanoate, dimethyl glutarate, dimethyl succinate, dimethyl adipate, benzyl alcohol, methyl benzoate, dimethyl decanoamide, esters derived from L-lactic acid and D-lactic acid (e.g., 2-ethylhexyl-L-lactate), glycol ethers, diethylene glycol monoethyl ether dimethyl sulfoxide, and the like.
In one embodiment, the composition according to the present invention comprises an organic solvent in an amount of about 10% to 80% by weight of the composition.
The compositions of the present invention may optionally comprise one or more additional herbicides. The additional herbicide may be selected from the class comprising aryloxyphenoxypropionate, aniline, sulfonylurea, triazolinones, pyridine carboxylic acids, quinoline carboxylic acids and pyrimidine oxybenzoic acids.
The present invention also provides a process for preparing the inventive composition according to the present invention, which comprises dissolving cyhalofop-butyl and triclopyr or a salt or ester thereof in an organic solvent, then adding a mixture comprising a nonionic surfactant and an anionic surfactant, and homogenizing the resulting mixture to obtain the composition.
In one embodiment, the present invention provides a process for preparing a composition comprising:
cyhalofop-butyl;
triclopyr or a salt or ester thereof; and
a mixture comprising a nonionic surfactant and an anionic surfactant;
in one embodiment, the present invention provides a process for preparing an emulsifiable concentrate composition comprising:
cyhalofop-butyl;
triclopyr or a salt or ester thereof; and
a mixture comprising a nonionic surfactant and an anionic surfactant;
the method comprises dissolving cyhalofop-butyl, triclopyr or a salt or ester thereof in an organic solvent, then adding a mixture comprising a nonionic surfactant and an anionic surfactant, and homogenizing the resulting mixture to obtain a composition.
In one embodiment, the present invention provides a process for preparing an emulsifiable concentrate composition comprising:
cyhalofop-butyl;
triclopyr or a salt or ester thereof; and
a mixture comprising a nonionic surfactant and an anionic surfactant;
the method comprises dissolving cyhalofop-butyl and triclopyr or a salt or ester thereof in an organic solvent, then adding a mixture comprising a nonionic surfactant and an anionic surfactant (wherein the ratio of nonionic surfactant to anionic surfactant is from about 10:1 to about 1:10), and homogenizing the resulting mixture to obtain a composition.
In one embodiment, the present invention provides a process for preparing an emulsifiable concentrate composition comprising:
cyhalofop-butyl;
triclopyr or a salt or ester thereof; and
a mixture comprising a nonionic surfactant and an anionic surfactant;
the method comprises dissolving cyhalofop-butyl and triclopyr or a salt or ester thereof in an organic solvent, then adding a mixture comprising a nonionic surfactant and an anionic surfactant in an amount of about 1% to about 80% by weight of the composition, and homogenizing the resulting mixture to obtain the composition.
In one embodiment, the present invention provides a process for preparing an emulsifiable concentrate composition comprising:
cyhalofop-butyl;
triclopyr or a salt or ester thereof; and
a mixture comprising a nonionic surfactant and an anionic surfactant;
the method comprises dissolving cyhalofop-butyl and triclopyr or a salt or ester thereof in an organic solvent, then adding a mixture comprising a nonionic surfactant in an amount of about 1 to 50% by weight of the composition and an anionic surfactant in an amount of about 1 to 30% by weight of the composition, and homogenizing the resulting mixture to obtain the composition.
Methods involving the order of addition are also possible in addition to those outlined above.
In any of the above methods, triclopyr may be present in the form of its esters, particularly triclopyr esters.
The present invention provides the use of a composition comprising cyhalofop-butyl, triclopyr or a salt or ester thereof, and a mixture comprising nonionic and anionic surfactants, as a herbicide.
The present invention also provides a method of controlling undesired weeds comprising applying to the weeds or locus thereof a herbicidally effective amount of a composition according to the invention.
In one embodiment, the present invention provides a method of controlling undesired weeds comprising applying to the weeds or locus thereof a herbicidally effective amount of a composition comprising:
cyhalofop-butyl;
triclopyr or a salt or ester thereof; and
comprising a mixture of a nonionic surfactant and an anionic surfactant.
In one embodiment, the present invention provides a method of controlling undesired weeds comprising applying to the weeds or locus thereof a herbicidally effective amount of a composition comprising:
cyhalofop-butyl;
triclopyr or a salt or ester thereof; and
comprising a mixture of a nonionic surfactant and an anionic surfactant, wherein the ratio of nonionic surfactant to anionic surfactant is from about 10:1 to about 1:10.
The method of the present invention comprising a composition of cyhalofop-butyl, triclopyr or a salt or ester thereof is applicable to any and all plant species for which the cyhalofop-butyl, triclopyr or salt or ester thereof is biologically effective as a herbicide. This covers a very wide variety of plant species worldwide.
In one embodiment, the composition according to the invention comprising cyhalofop-butyl, triclopyr or a salt or ester thereof is suitable for weed species selected from the group consisting of Eleusine indica, elephant grass Pennisetum Purpureum, klnga punula, sedge Cyperus esculantus, setaria barbata, mimosa brasiliensis, panicum Paniculatum, kidney arrow Synedrella nodiflora, gorilla Euphorbia, agkistrodon halinensis
Figure BDA0004083567560000151
) The plant materials include, but are not limited to, false horsetail (Stachytarpheta angustifolia), echinacea angustifolia (Emilia coccinea), fangzui (Commelina bengalensis), emilia crassifolia (Erigeron floribundus), paraguay Tian Jima (Hydrolia glabra), phyllanthus amarus (Phyllanthus amarus), duck grass (Ischaemum rugosum), tataria barbita (Echinochloa colona), cyperus rotundus (Cyperus iria), C.dfpiris Scirpus jacobii, water plant (Fimbristylis litorqlis), lotus seed (Alternanthera sessilis), bitter grass (Physalis angulata), emiltepa fruit (Ludwigia abyssinica), emblica officinalis (Phyllanthus emorlts), corchorus longus (Corchorus olitorius), ma Songzi (Melochia corchorifolia), ipomoea aquatica, cyperus (Eclipta prostrata), dragon (Ludwigia adscendens), centipeda (Kylinga); sesbania (Sesbania sp), herba Duck heat and disease (Paspalum scrobiculatum), and herba Cordyotidis Diffusae(SphenocIeazeyl anica) and Fimbristylis ovata (Fimbristylis ferruginea).
In one embodiment, the present invention provides a method of post-emergence control of grassy weeds in rice.
In another embodiment, the invention provides a method of post-emergence control of broadleaf weeds in rice.
The choice of the amount of application of the composition comprising cyhalofop-butyl, triclopyr or a salt or ester thereof, and a mixture comprising a nonionic surfactant and an anionic surfactant, in order to provide the desired level of herbicidal activity, is within the skill of the average agricultural technician.
According to one embodiment of the present invention, a kit is provided. The kit comprises a plurality of components, each of which may comprise at least one or more of the ingredients of the storage stable insecticidal compositions of the present invention.
In accordance with the above objects, the present invention provides a kit comprising:
(a) A first component comprising cyhalofop-butyl;
(b) A second component comprising triclopyr or a salt or ester thereof; and
(c) Comprising a mixture of a nonionic surfactant and an anionic surfactant,
wherein the first component, the second component and the third component are indicated to be mixed prior to application to the locus.
According to one embodiment of the present invention, the various components of the storage-stable insecticidal composition may be used alone or have been partially or fully mixed with each other to prepare the composition according to the present invention. They may also be packaged and further used as a combination composition, such as a kit of parts.
In one embodiment of the invention, the kit may contain one or more (including all) of the components that may be used to prepare the storage stable pesticide composition. For example, the kit may comprise an active ingredient and/or a mixture of a nonionic surfactant and an anionic surfactant. One or more of the components may have been combined together or pre-formulated. In those embodiments where more than two components are provided in a kit, the components may have been combined together and packaged as such in a single container, such as a vial, bottle, box, pouch, bag or canister.
In other embodiments, two or more components of the kit may be packaged separately, i.e., not pre-formulated. Thus, the kit may comprise one or more individual containers, such as vials, boxes, bottles, bags, pouches, or cans, each containing an individual component for the storage-stable insecticidal composition.
In both forms, the components of the kit may be applied separately or together with the further components or as components of the composition according to the invention for preparing the storage stable insecticidal composition according to the invention.
In a preferred embodiment of the invention, it comprises (a) cyhalofop-butyl; (b) triclopyr or a salt or ester thereof; and (c) the pesticidal composition comprising a mixture of a nonionic surfactant and an anionic surfactant is in the form of a kit having a single package or a plurality of packages.
The invention is more specifically explained by the following examples. However, it should be understood that the scope of the present invention is not limited in any way to these embodiments. It will be understood by any person skilled in the art that the present invention includes the foregoing examples, and further modifications and changes may be made within the technical scope of the present invention.
Examples:
example 1: the emulsion composition comprising cyhalofop-butyl and triclopyr according to the invention was prepared as follows:
composition of the components Amount (% weight/weight)
Cyhalofop-butyl 19.23
Triclopyr ester 34.61
Dodecyl benzene sulfonic acid calcium salt 3.69
Ethoxylated tristyrylphenols 7.60
Silicon defoamer 0.00
Aromatic hydrocarbon solvent 34.87
The method comprises the following steps:
the required amount of solvent is added to the mixing vessel. The required amounts of cyhalofop-butyl and triclopyr are added and stirred until completely dissolved. Anionic surfactant and nonionic surfactant were added and mixed for 30 minutes. The product was then filtered over a 50 μm filter and packaged.
Example 2: the emulsion composition comprising cyhalofop-butyl and triclopyr according to the invention was prepared as follows:
composition of the components Amount (% weight/weight)
Cyhalofop-butyl 17.85
Triclopyr ester 32.11
Dodecyl benzene sulfonic acid calcium salt 7.27
EO/PO copolymers 3.12
Silicon defoamer 0.00
Benzoic acid methyl ester 39.65
The composition was prepared by following the procedure of example 1.
Example 3: the emulsion composition comprising cyhalofop-butyl and triclopyr according to the invention was prepared as follows:
composition of the components Amount (% weight/weight)
Cyhalofop-butyl 10.34
Triclopyr ester 18.56
Dodecyl benzene sulfonic acid calcium salt 4.81
Ethoxylated tristyrylphenols 3.21
C 9 To C 11 Alcohol ethoxylates 15.06
Silicon defoamer 0.004
Aromatic hydrocarbon solvent 48.02
The composition was prepared by following the procedure of example 1.
Example 4 (comparative): the emulsion composition of cyhalofop-butyl and triclopyr was prepared as follows:
composition of the components Amount (% weight/weight)
Cyhalofop-butyl 17.85
Triclopyr ester 32.03
Dodecyl benzene sulfonic acid calcium salt 0.0
Ethoxylated tristyrylphenols 10.40
Silicon defoamer 0.00
Benzoic acid methyl ester 39.72
Example 5 (comparative): the emulsion composition of cyhalofop-butyl and triclopyr was prepared as follows:
Figure BDA0004083567560000181
Figure BDA0004083567560000191
example 6 (comparative): the emulsion composition of cyhalofop-butyl and triclopyr was prepared as follows:
composition of the components Amount (% weight/weight)
Cyhalofop-butyl 17.91
Triclopyr ester 32.28
Dodecyl benzene sulfonic acid calcium salt 10.45
Nonionic surfactant 0
Silicon defoamer 0.00
Benzoic acid methyl ester 39.36
Storage stability and emulsion stability test
The storage stability, emulsion stability (according to CIPAC MT 39.3) of the emulsifiable concentrate compositions according to the invention were tested at different temperatures. Observations of the samples after 14 days at 25 ℃, 0 ℃ and 54 ℃ are summarized in the following tables (tables 1 and 2).
Table 1: storage stability of the compositions
Figure BDA0004083567560000192
Table 2: storage stability and real time data of emulsion compositions of cyhalofop-butyl and triclopyr ester (example 3)
Figure BDA0004083567560000193
Figure BDA0004083567560000201
Table 3: emulsion stability
According to CIPAC MT 36.1, the emulsion stability of the compositions according to the invention was tested after 24 hours of dilution and the results are summarized in table 3 below.
Figure BDA0004083567560000202
Samples prepared according to the present invention (examples 1 to 3) were tested for formulation stability after 14 days at different temperatures of 25 ℃, 0 ℃ and 54 ℃. All of these formulations were found to produce stable emulsifiable concentrates. After 14 days, all samples gave clear and stable EC formulations at all temperatures without any phase separation. This shows that the combination surfactant according to the invention imparts excellent stability to the emulsifiable concentrates. This was further demonstrated by maintaining the sample (example 3) for a 12 month shelf life, which remained stable. However, samples 4 and 5 produced sedimentation and milk analysis at the bottom of the container, indicating that the lack of the surfactant combination of the present invention resulted in an unstable product.
In addition, samples were tested for emulsion stability. The compositions prepared according to the invention were found to be stable without any deposition or layer separation when kept under observation for 24 hours (the results are summarized in table-3).
Examples 4 and 5 prepared in the absence of anionic surfactant and example 6 prepared in the absence of nonionic surfactant were also tested for stability. These samples were observed to cause deposition during storage, thus proving unsuitable for commercialization.
Stability of active ingredient:
degradation of the active ingredient of the compositions prepared according to the invention was investigated. The stability of samples prepared according to examples 1 to 3 was observed by holding at 54±2 ℃ for up to 14 days (according to the AHS of CIPAC MT 46.3), and further testing was performed on sample 3 at 40 ℃ for 8 weeks and at 25 ℃ for 24 months, and the results are summarized in table 4
Table 4: stability of the active ingredient
Figure BDA0004083567560000211
As is apparent from table 4, degradation of cyhalofop-butyl or triclopyr was not observed when maintained at 54±2 ℃ for 14 days. This was further confirmed by an extended study of one of the samples at 40 ℃ for 8 weeks and at 25 ℃ for 24 months. No change in the pH of the emulsifiable concentrate composition was observed during this time period. The adjuvant combination according to the invention results in a stable formulation which does not undergo any chemical and physical changes upon storage at low temperatures and which is suitable for the intended use.

Claims (18)

1. A composition comprising:
cyhalofop-butyl;
triclopyr or a salt or ester thereof; and
comprising a mixture of a nonionic surfactant and an anionic surfactant.
2. The composition of claim 1, wherein the ratio of the nonionic surfactant to the anionic surfactant is from about 10:1 to about 1:10.
3. The composition of claim 1, wherein the ratio of the nonionic surfactant to the anionic surfactant is from about 5:1 to about 1:5.
4. The composition of claim 1, wherein the nonionic surfactant is present in an amount of about 1% to 50% by weight of the composition.
5. The composition of claim 1, wherein the anionic surfactant is present in an amount of about 1% to 30% by weight of the composition.
6. The composition of claim 1, wherein the nonionic surfactant is selected from the group consisting of fatty alcohol alkoxylates, alkylphenol alkoxylates, and fatty acid alkoxylates and EO/PO copolymers, and mixtures thereof.
7. The composition of claim 1, wherein the 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 of claim 1, wherein the composition further comprises an organic solvent selected from aromatic hydrocarbon solvents, amides, esters, or alcohol solvents.
9. The composition of claim 8, wherein the organic solvent is present in an amount of about 10% to 80% by weight of the composition.
10. The composition of claims 1 to 9, wherein the composition is formulated as an emulsifiable concentrate.
11. The composition according to claim 1, wherein triclopyr is present in the composition in the form of an ester thereof, in particular triclopyr ester.
12. A method for preparing a composition comprising:
cyhalofop-butyl;
triclopyr or a salt or ester thereof; and
comprising a mixture of a nonionic surfactant and an anionic surfactant,
wherein the method comprises dissolving cyhalofop-butyl, and triclopyr or a salt or ester thereof in an organic solvent, then adding a mixture comprising a nonionic surfactant and an anionic surfactant, and homogenizing the resulting mixture to obtain the composition.
13. The method of claim 12, wherein the composition obtained is an emulsifiable concentrate.
14. A method of controlling undesired weeds, comprising applying to the weeds or locus thereof a herbicidally effective amount of a composition comprising:
cyhalofop-butyl;
triclopyr or a salt or ester thereof; and
comprising a mixture of a nonionic surfactant and an anionic surfactant.
15. The method of controlling undesirable weeds of claim 14, wherein the ratio of the nonionic surfactant to the anionic surfactant in the composition is from about 10:1 to about 1:10.
16. A method of controlling undesirable weeds as claimed in claim 14 wherein the method is used for post-emergence control of grassy weeds in rice.
17. A method of controlling undesirable weeds as claimed in claim 14 wherein the method is used 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 a salt or ester thereof; and
(c) Comprising a mixture of a nonionic surfactant and an anionic surfactant,
wherein the first component, the second component, and the third component are indicated to be mixed prior to application to the locus.
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