WO2016138179A1 - Non-volatile organic compound pesticide formulations - Google Patents
Non-volatile organic compound pesticide formulations Download PDFInfo
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- WO2016138179A1 WO2016138179A1 PCT/US2016/019420 US2016019420W WO2016138179A1 WO 2016138179 A1 WO2016138179 A1 WO 2016138179A1 US 2016019420 W US2016019420 W US 2016019420W WO 2016138179 A1 WO2016138179 A1 WO 2016138179A1
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Classifications
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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
- 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
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
- A01N25/06—Aerosols
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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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
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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
- 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
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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
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/04—Oxygen or sulfur attached to an aliphatic side-chain of a carbocyclic ring system
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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
Definitions
- the present disclosure relates to spray formulations, especially pesticidal formulations of the sort which may be diluted with water to form a sprayable preparation, for example, a pressure pack ("aerosol") preparation or a spray, particularly an ultra-low volume (ULV) spray for domestic, horticultural, agricultural, environmental, or industrial use.
- a sprayable preparation for example, a pressure pack ("aerosol") preparation or a spray, particularly an ultra-low volume (ULV) spray for domestic, horticultural, agricultural, environmental, or industrial use.
- UUV ultra-low volume
- the present disclosure relates to pesticidal formulations devoid of Volatile Organic Compounds.
- Water-based sprays are advantageous because they cost less than oil-based sprays and are often less toxic to mammals.
- the water in the spray droplets evaporates and the droplets become smaller and drift more readily from the area being sprayed.
- the size of the droplets is frequently specially chosen to suit the application, for example to maximize droplet adherence to flying insects or adherence to plant foliage, to increase bio-availability, or to control the size of the area being sprayed and the delivery rate per square meter; such care is pointless if the spray droplets change size, possibly unpredictably, following spraying.
- V OC Volatile Organic Compound
- Chemical pesticides are of critical importance in maintaining control of diseases spread by mosquitoes and other insects, particularly in developing countries.
- resistance to the most commonly used chemical pesticides including pyrethroids, DDT, carbamates, and organophosphates.
- it is critical to develop pesticidal formulations that kill more efficiently to reduce formation of resistance in these disease-carrying pests.
- the present application relates to spray formulations, especially pesticidal formulations of the sort which may be diluted with water to form a sprayable preparation, for example, a pressure pack ("aerosol") preparation or a spray, particularly an ultra-low volume (ULV) spray for domestic, horticultural, agricultural, environmental, or industrial use.
- a sprayable preparation for example, a pressure pack ("aerosol") preparation or a spray, particularly an ultra-low volume (ULV) spray for domestic, horticultural, agricultural, environmental, or industrial use.
- UOV Ultra-low volume
- the present disclosure relates to pesticidal formulations devoid of Volatile Organic Compounds (VOC).
- the present application provides spray formulations comprising at least one active ingredient and at least one solvent.
- the spray formulation optionally comprises a humectant, an emulsifier, an anti-foam agent and/ or a preservative, together with other ingredients such as perfumes, dyes, solids (especially to form wettable powders) and thickeners.
- the active ingredient may be an insecticide, acaricide, herbicide, fungicide, plant growth regulator, insect behavior modifier, biological control agent (e.g. viruses, bacteria, and eggs of parasites), dye, perfume, bactericide, lubricant, medicament, paint, polish, lacquer (including hair lacquer), textile treatment (including sizes), or other compound to be sprayed in a water-based formulation.
- Sprays in accordance with the invention are particularly suitable for spraying buildings, residential or commercial areas, and insect breeding grounds (such as swamps and other tracts of water) with insecticide and for spraying crops with herbicides, insecticides, fungicides, and plant growth regulators.
- the sprays may be delivered by pumping through a nozzle, especially a sonic nozzle, by pumping over an ultrasonic nebulizer, or via a spinning disc.
- the droplets may be electro-statically charged, if desired.
- Suitable pesticides include pyrethroids (such as permethrin, deltamethrin, cypermethrin (including alphamethrin, the allethrins, fenvalerate, trans fluthrin, and cyfluthrin), organophosphates (such as ethion, chlorfenvinphos, chlorpyrifos (methyl) or coumaphos), carbamates, organochlorines (such as DDT, dieldrin, dicofol, chlorpropylate, or tetradifon), lipid amides, bicyclooctanes, dithianes, pyrethrins, pyrethrum, chloronicotinics, pyrazoles, butenolides, terpenoids, fiproles, tetramic acid derivatives (ketoenols), tetranilliproles, or biological insecticides.
- organophosphates such as ethion, chlorfenvin
- Suitable herbicides include glyphosate.
- Suitable larvicides include methoprene, Bacillus thuringiensis israelensis (Bti), Ba llus sphaericus (Bs), organophosphates (such as temephos), and pyriproxyfen.
- Suitable solvents are Volatile Organic Compounds (VOC)-exempt or contain no VOCs.
- Suitable non-VOC solvents include, but are not limited to, acetate esters, methyl esters, acetyl-tributyl citrate, isoparaffinic fluids, paraffinic fluids, vegetable oils such as canola oil, cotton seed oil, soybean oil and the like, and mixtures thereof.
- Suitable VOC-exempt solvents include, but are not limited to, monoethylene, diethylene, triethylene, tetraethylene glycols, and polyethylene glycols such as PEG 300 and above.
- the solvent is acetyl-tributyl citrate.
- spray formulation is defined as a formulation, especially pesticidal formulations, of the sort which may be diluted with water to form a sprayable preparation, for example, a pressure pack ("aerosol”) preparation or a spray, particularly an ultra-low volume (ULV) spray for domestic, horticultural, agricultural, environmental or industrial use.
- a sprayable preparation for example, a pressure pack ("aerosol") preparation or a spray, particularly an ultra-low volume (ULV) spray for domestic, horticultural, agricultural, environmental or industrial use.
- UUV ultra-low volume
- VOC-exempt and “Volatile organic compound-exempt” are used
- U.S. Environmental Protection Agency EPA
- U.S. Environmental Protection Agency EPA
- VOC-exempt a chemical as “VOC-exempt” if it has vapor pressure of less than 0.1 millimeters of mercury (at 20°C). If the vapor pressure is unknown, a chemical is defined as "VOC- exempt” if it a) consists of more than 12 carbon atoms; or b) has a melting point higher than 20°C and does not sublime (i.e., does not change directly from a solid into a gas without melting).
- ULV sprays are generally used in space spray insecticides to treat or fog areas to kill adult mosquitos.
- An insecticide is diluted and atomized by a ULV fogging machine.
- the insecticide would then be released from the ground or from the air.
- Air currents would carry the droplets downwind of the application equipment.
- the droplets would collide with the insects, coating the insect with a lethal dose of the active ingredient.
- Water dilutable insecticides include formulations such as the FFASTTM (an acronym for Film Forming Aqueous Spray Technology) insecticide formulations described in U.S. Pat. Nos. 5,466458, 5,527823, and 6,302,161 allow for the use of water as a diluent. These patents are hereby incorporated by reference.
- FFASTTM an acronym for Film Forming Aqueous Spray Technology
- a formulation such as the FFASTTM formulation, using long chain alcohol molecules to form a protective film around each droplet of insecticide as it leaves the nozzle of the sprayer, allows for the formation of droplets that do not evaporate too quickly and that efficiently deliver the insecticide to the target insect.
- the incorporation of long chain alcohols into the formulation provides a means of coating the individual droplets of insecticides when mixed with water so as to control the rate of evaporation. This film retards the evaporation of the droplets and they maintain the desired optimum size.
- the subject disclosure features, in one aspect, spray formulations comprising at least one active ingredient and at least one solvent.
- the spray formulation optionally comprises a synergist, a humectant, an emulsifier, an anti-foam agent and/ or a preservative.
- the spray formulations are Volatile Organic Compounds (VOC)-exempt or alternatively, contain no VOCs.
- VOC Volatile Organic Compounds
- EPA Environmental Protection Agency identifies a VOC as an organic compound that participates in atmospheric photochemical reactions, but makes exceptions for compounds that have negligible photochemical reactivity. VOCs are emitted as gases from certain solids or liquids.
- Pesticides include a variety of chemicals, some of which may have short- and long-term adverse health effects.
- Conventional emulsified pesticide formulations generally contain 50-90% by weight VOCs.
- Current regulations from the California Department of Pesticide Regulation and from the U.S. Environmental Protection Agency (EPA) recommend that pesticides are formulated to contain 20% by weight VOC, or less.
- VOC content may be measured by any method known in the art. Several states, including California, evaluate methods and maintain lists of approved tests available for determining VOC content. One established method of determining the VOC content is a gas chromatographic analysis in accordance with DIN EN ISO 11890-2.
- the spray formulations are low in VOC.
- the spray formulations contain ⁇ 16% VOC by weight.
- the spray formulations contain ⁇ 10% VOC by weight, ⁇ 5% VOC by weight, or ⁇ 2.5% VOC by weight.
- the spray formulations are devoid or essentially devoid of VOC by weight.
- the spray formulations contain ⁇ 1% VOC by weight.
- the spray formulations contain ⁇ 0.5% VOC by weight, ⁇ 0.25% VOC by weight, ⁇ 0.1% VOC by weight, or ⁇ 0.05% VOC by weight.
- Active ingredients of the invention include pesticides.
- the pesticide may be a pyrethroid, an organophosphate, a carbamate, an organochlorine, a lipid amide, a bicyclooctane, a dithiane, a pyrethrin, a pyrethrum, a chloronicotinic, a pyrazole, butenolide, a terpenoid, a fiprole, a tetramic acid derivative (ketoenol), a tetranilliprole, or a biological insecticide.
- the active ingredient is one or more pyrethroid.
- pyrethroid insecticides include those of the formula (I)
- R 1 is halo CR3 or CHF20
- R2 is hydrogen or halo
- Z and Zl are each independently selected from halo, CF3 and methyl
- X is hydrogen or halo
- Examples of pyrethroids include, but are not limited to, 3-phenobenzyl-(lRS)-cis,trans-3- (2,2-dichlorovinyl- 2,2-di-methyl-cyclopropane-l-carboxylate (permethrin), (RS)-a-cyano-3- phenoxybenzyl-(lRS)-cis,trans-3-(2,2-dichlorovinyl)- 2,2-dimethylcyclopropane-l-carboxylate
- organophosphate insecticides include, but are not limited to, 0,0-dimethyl-O- 3,5,6-trichloro-2-pyridylphosphorothioate (Chloropyri-fos-methyl).
- Examples of formamidine insecticides include, but are not limited to, N-methyl bis(2,4- xylylaminomethyl) amine (Amitraz).
- Examples of thiazole anthelmintics include, but are not limited to, 2,3,5,6-tetrahydro-6-phenylimidazo[2,l-b]thiazole (levamisole).
- Examples of fungicides include, but are not limited to, tributyl tin oxide.
- Examples of pyrazole insecticides include, but are not limited to, 3-bromo-l-(3-chloro-2- pyridinyl)-Ai-[4-cyano-2-methyl-6-[(methylamino)carbonyl]phenyl]-lH-pyrazole-5-carboxamide
- fiprole insecticides include, but are not limited to, 5-amino-l-[2,6-dichloro-4- (lxifluoromethyl)phenyl]-4-[(lxifluoromethyl)sulfinyl]-lH-pyrazole-3-carbonitrile (fipronil) and 5-amino-l- [2,6-dichloro-4-trilluoromethyl)phenyl]-4- [(ethyl) -sulfinyl]-lH-pyrazole-3-carbonitrile (ethiprole).
- tetramic acid derivatives include, but are not limited to, cis-3-(2,5- dimethlyphenyl)-8-methoxy-2-oxo-l-azaspiro[4.5]dec-3-en-4-yl-ethyl carbonate (suspirotetramat) and 2- oxo-3-(2,4,6-trimethylphenyl)-l-oxaspiro[4,4]non-3-en-4-yl 3,3-dimethylbutanoate (spiromesifen).
- butenolides include, but are not limited to, 4-[[(6-chloropyridin-3- yl)methyl](2,2-difluoroethyl)amino]furan-2(5ET)-one (flupyradifurone [Sivanto®]).
- the formulations of the invention may contain one or more synergists.
- a synergist is defined as a chemical that does not possess inherent pesticidal activity, but instead promotes or enhances the effectiveness of pesticides when combined.
- Examples of synergists include, but are not limited to, bucarpolate, dietholate, jiajizengxiaolin, octachlorodipropyl ether, piperonyl butoxide (PBO), piperonyl cyclonene, piprotal, propyl isome, sesame, sesamolin, sulfoxide, tribufos, and zengxiaoan.
- the active ingredient(s) of the formulation should be soluble in the solvent.
- the solvent is tri-butyl citrate.
- the solvent is acetyl tributyl citrate (Citroflex A4).
- the emulsifier may be any suitable compound or mixture of compounds. Cationic emulsifiers can be used, but they tend to irritate the users' eyes. Anionic emulsifiers such as calcium dodecyl benzene sulphate (CDBS) or sodium di-isopropyl naphthalene sulphonate (SDNS) can also be used, but these are not as effective at stabilizing the emulsion.
- the emulsifier is a non-ionic compound, or mixture of non-ionic compounds, having an HLB (hydrophilic/lipophilic balance of 8- 18.
- Suitable compounds include polyoxyethylene stearyl ethers (PSE), polyoxyethylene monolaurates (PEM), polyoxyethylene mono-oleates (PMO), sorbitan mono-oleate (SMO), nonylphenol ethoxylate (NPE), polyethylene glycol (PEG) and blends of oleyl ethoxylate (10 mole) and PEG20 glyceryl oleate (OE/PGO).
- the emulsifier is polyoxyethylene (10) oleyl ether, polyoxyethylene (20) stearyl ether, ethoxylated castor oil, or polyoxyethylene (20) sorbitan monooleate.
- the anti-foam agent may be any suitable compound or mixture of compounds.
- exemplary compounds include Silcolapse 426R or Silcolapse 432 (i.e. polyorganosiloxane aqueous emulsion).
- Constituents may be present in 100% oil phase.
- the oil phase may comprise up to 45% of the formula and the water phase may comprise up to 55% of the formula wherein all other components are dissolved / dispersed in both phases.
- the oil phase is approximately 38% of the formulation and the water phase is approximately 62% of the formulation wherein all other constituents are dissolved / dispersed in both the oil and water phase.
- the formulations of the instant invention may be used, for example, to control or prevent pest infestation.
- the invention comprises a method for controlling and/ or preventing pest infestation comprising administering the formulation to an area susceptible to pest infestation.
- Examples of pests that may be controlled by the formulations of the invention include, but are not limited to, mosquitos, flies, and other public health pests, including, but not limited to cockroaches, bedbugs, sand flies, and reduviidae. Additional examples of pests that may be controlled by the formulations of the invention include, but are not limited to, stored product pests and rural hygiene pests.
- Examples of areas that are susceptible to pest infestation which may be treated with the formulations of the invention include, but are not limited to, complex canopies.
- a complex canopy is defined as an area that is difficult to penetrate with typical pesticide formulations.
- Examples of complex canopies include, but are not limited to, dense vegetation and/ or complex environments.
- the formulations of the instant invention can be used as a fumigant. Areas which may be treated according to this embodiment include areas of habitation.
- Examples of areas of habitation include, but are not limited to, indoor livestock facilities, outdoor livestock facilities, product storage areas, housing, office spaces, retail spaces, warehouses, and shipping containers.
- the formulations of the instant invention are preferably wide-area space sprays applied via ULV to control mosquitoes, flies, and other public health pests.
- the formulations of the instant invention can be applied via truck, backpack blower, drone, or helicopter.
- Formulations of the invention have been observed to provide significantly superior control of pests when compared to competitive adulticides when applied via ULV.
- formulations of the invention provide exceptional preservation of both droplet density in the spray cloud and droplet size as measured by volume mean diameter (VmD).
- VmD volume mean diameter
- the improved physical properties of the instant formulations are directly related to their superior bio-efficacy, measured by both mortality and knockdown of target organisms (i.e. mosquitoes).
- the present formulations provide superior biological control, droplet density, and droplet size when the active ingredient is applied at a concentration that is 20-80x less than competitive formulations.
- application of the formulations of the invention via ULV provides a total average droplet density of ⁇ 0.3 drops/ mm 2 / fi oz of applied product. In a more preferred embodiment, application of the formulations of the invention via ULV provides a total average droplet density of ⁇ 0.4 drops/mm 2 /fi oz of applied product. In a more preferred embodiment, application of the formulations of the invention via ULV provides a total average droplet density of ⁇ 0.5 drops/mm 2 /fi oz of applied product. In a more preferred embodiment, application of the formulations of the invention via ULV provides a total average droplet density of ⁇ 0.7 drops/mm 2 /fi oz of applied product. In a more preferred embodiment, application of the formulations of the invention via ULV provides a total average droplet density of ⁇ 1 drop/ mm 2 / fi oz of applied product.
- application of the formulations of the invention via ULV provides a total droplet density of ⁇ 750 drops/mm 2 /lb active ingredient/acre. In a more preferred embodiment, application of the formulations of the invention via ULV provides a total droplet density of ⁇ 1000 drops/mm 2 /lb active ingredient/acre. In a more preferred embodiment, application of the formulations of the invention via ULV provides a total droplet density of ⁇ 1500 drops/mm 2 /lb active ingredient/acre. In a more preferred embodiment, application of the formulations of the invention via ULV provides a total droplet density of ⁇ 2000 drops/mm 2 /lb active
- application of the formulations of the invention via ULV provides a total droplet density of ⁇ 3000 drops/mm 2 /lb active ingredient/acre. In a more preferred embodiment, application of the formulations of the invention via ULV provides a total droplet density of ⁇ 5000 drops/mm 2 /lb active ingredient/ acre.
- application of the formulations of the invention via ULV provides a variance in droplet density over a distance of 300 feet of 0.1 or less. In a more preferred embodiment, application of the formulations of the invention via ULV provides a variance in droplet density over a distance of 300 feet of 0.01 or less. In a more preferred embodiment, application of the formulations of the invention via ULV provides a variance in droplet density over a distance of 300 feet of 0.001 or less. In a more preferred embodiment, application of the formulations of the invention via ULV provides a variance in droplet density over a distance of 300 feet of 0.0005 or less.
- a formulation suitable for spraying or for dilution with water to form a sprayable preparation comprising at least one active ingredient and at least one solvent, wherein the formulation comprises 16% VOC by weight or less, wherein the reduction in VOC concentration results in improved efficacy and/ or lower environmental impact.
- a formulation suitable for spraying or for dilution with water to form a sprayable preparation comprising at least one active ingredient and at least one solvent, wherein the formulation is VOC-exempt, wherein the reduction in VOC concentration results in improved efficacy and/ or lower environmental impact.
- any of claims 1-3 wherein said at least one active ingredient is one or more pyrethrum, pyrethroid, pyrethrin, chloronicotinic, carbamate, organophosphate, pyrazole, butenolide, terpenoid, fiprole, tetramic acid derivative, tetraniUiprole and/or biological insecticides.
- any of claims 1-11 further comprising at least one synergist selected from the group consisting of: bucarpolate, dietholate, jiajizengxiaolin, octachlorodipropyl ether, piperonyl butoxide (PBO), piperonyl cyclonene, piprotal, propyl isome, sesame, sesamolin, sulfoxide, tribufos, and zengxiaoan.
- synergist selected from the group consisting of: bucarpolate, dietholate, jiajizengxiaolin, octachlorodipropyl ether, piperonyl butoxide (PBO), piperonyl cyclonene, piprotal, propyl isome, sesame, sesamolin, sulfoxide, tribufos, and zengxiaoan.
- a method for controlling or preventing pest infestation comprising administering the formulation of any of claims 1-13 to an area susceptible to pest infestation.
- non-VOC insecticide formulation of the invention The efficacy of a non-VOC insecticide formulation of the invention was compared with several commercially available pyrethroid adulticides using a ground ULV sprayer against field populations of Culex tarsalis and Aedes melanimon.
- the non-VOC insecticide formulation of the invention (Formulation 1) was applied at low and average rates (i.e., 2 fl oz/min and 4 fl oz/min) .
- the commercially available insecticides were applied at the maximum label rates from three distances (100 ft, 200 ft, and 300 ft) .
- Table 1 summarizes the data comparing Formulation 1 to several commercially available pyrethroid insecticides. These data demonstrate the superior efficacy of Formulation 1 at very low rates compared to other commercial insecticides.
- formulations of the invention also demonstrate a significant advantage in total droplet density as measured by droplet density per pound of active ingredient (droplet density/lb ai/ acre) as shown in Table 3.
- the non-VOC formulation of the invention performed better than both the water-based and oil-based pyrethroid commercial formulations in both mortality and in droplet density. This is a remarkable finding since the non-VOC formulation of the invention was applied at low or mid-range rates in comparison to the commercial formulations applied at the maximum rate. This indicates that in addition to the environmental benefit of being devoid in VOCs, the formulations of the invention are also able to provide superior control with far less pesticide (on a total volume and lb ai/ acre basis) to be released into the environment.
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Abstract
Description
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Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SG11201706845UA SG11201706845UA (en) | 2015-02-24 | 2016-02-24 | Non-volatile organic compound pesticide formulations |
BR112017018056-1A BR112017018056A2 (en) | 2015-02-24 | 2016-02-24 | pesticide formulations of non-volatile organic compounds |
CR20170422A CR20170422A (en) | 2015-02-24 | 2016-02-24 | PESTICID FORMULATIONS OF NON-VOLATILE ORGANIC COMPOUNDS |
MX2017010830A MX2017010830A (en) | 2015-02-24 | 2016-02-24 | Non-volatile organic compound pesticide formulations. |
EP16756311.3A EP3261434A4 (en) | 2015-02-24 | 2016-02-24 | Non-volatile organic compound pesticide formulations |
AU2016222750A AU2016222750A1 (en) | 2015-02-24 | 2016-02-24 | Non-volatile organic compound pesticide formulations |
CUP2017000110A CU20170110A7 (en) | 2015-02-24 | 2016-02-24 | PESTICID FORMULATIONS OF NON-VOLATILE ORGANIC COMPOUNDS |
CONC2017/0008569A CO2017008569A2 (en) | 2015-02-24 | 2017-08-24 | Pesticidal formulations of non-volatile organic compounds |
PH12017501537A PH12017501537A1 (en) | 2015-02-24 | 2017-08-24 | Non-volatile organic compound pesticide formulations |
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US14/629,824 US9497971B2 (en) | 2015-02-24 | 2015-02-24 | Non-volatile organic compound pesticide formulations |
US14/629,824 | 2015-02-24 |
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WO2016138179A1 true WO2016138179A1 (en) | 2016-09-01 |
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PCT/US2016/019420 WO2016138179A1 (en) | 2015-02-24 | 2016-02-24 | Non-volatile organic compound pesticide formulations |
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US (4) | US9497971B2 (en) |
EP (1) | EP3261434A4 (en) |
AU (1) | AU2016222750A1 (en) |
BR (1) | BR112017018056A2 (en) |
CL (2) | CL2017002142A1 (en) |
CO (1) | CO2017008569A2 (en) |
CR (1) | CR20170422A (en) |
CU (1) | CU20170110A7 (en) |
DO (1) | DOP2017000198A (en) |
GT (1) | GT201700187A (en) |
MX (1) | MX2017010830A (en) |
PE (1) | PE20180029A1 (en) |
PH (1) | PH12017501537A1 (en) |
SG (1) | SG11201706845UA (en) |
WO (1) | WO2016138179A1 (en) |
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US9497971B2 (en) * | 2015-02-24 | 2016-11-22 | Bayer Cropscience Lp | Non-volatile organic compound pesticide formulations |
US10785976B2 (en) | 2016-09-15 | 2020-09-29 | Bayer Cropscience Lp | Methods and compositions for environmentally friendly pest control |
BR112022014737A2 (en) * | 2020-01-27 | 2022-12-20 | Valent Usa Llc | AQUEOUS COMPOSITION AND METHOD FOR CONTROLLING A PEST |
US20210321601A1 (en) * | 2020-04-21 | 2021-10-21 | Application Insight, Llc | Dual fluid nozzle based liquid spray system for unmanned aerial systems |
Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6200961B1 (en) * | 1998-12-16 | 2001-03-13 | Aquatrols Corporation Of America, Inc. | Concentrates of organophosphorous insecticides |
US20080254988A1 (en) * | 2007-01-31 | 2008-10-16 | Yueh Wang | Stable S-(+)-abscisic acid liquid and soluble granule formulations |
US20090163582A1 (en) * | 2005-04-04 | 2009-06-25 | Yueh Wang | Stable Pesticide Concentrates and End-Use Emulsions |
US20090275601A1 (en) * | 2008-04-30 | 2009-11-05 | Evelyn Jean Taylor | Novel Pyriproxyfen Compositions |
US20100216641A1 (en) * | 2009-02-26 | 2010-08-26 | Yueh Wang | Low VOC and Stable Plant Growth Regulator Liquid and Granule Compositions |
US20120053151A1 (en) * | 2009-04-30 | 2012-03-01 | Cheminova A/S | Dimethoate low voc formulations |
US20130183261A1 (en) * | 2010-08-06 | 2013-07-18 | Sumitomo Chemical Company, Limited | Method and composition for delivering active ingredient into air, and use thereof |
US20130217579A1 (en) * | 2010-09-16 | 2013-08-22 | Clariant Finance (Bvi) Limited | Pesticide Preparations Containing N-Substituted 2-Pyrrolidone-4-Carboxylic Acid Esters |
US20130345110A1 (en) * | 2012-06-22 | 2013-12-26 | The Procter & Gamble Company | Low voc hard surface cleaning composition |
Family Cites Families (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5527823A (en) | 1988-03-02 | 1996-06-18 | Roussel Uclaf | Pesticidal formulations |
US5466458A (en) | 1992-03-09 | 1995-11-14 | Roussel Uclaf | Emulsified spray formulations |
US6582714B1 (en) * | 1995-04-10 | 2003-06-24 | S. C. Johnson & Son, Inc. | Article for insert control by passive evaporation of an active ingredient |
US5827522A (en) | 1996-10-30 | 1998-10-27 | Troy Corporation | Microemulsion and method |
US5968990A (en) | 1997-10-14 | 1999-10-19 | Isp Investments Inc. | Water-dilutable, microemulsion concentrate and pour-on formulations thereof |
GB9823010D0 (en) | 1998-10-22 | 1998-12-16 | Agrevo Uk Ltd | Critic acid derivates |
DE10048006A1 (en) | 2000-09-26 | 2002-04-18 | Aventis Cropscience Gmbh | Water-dispersible granules containing deltamethrin |
EP1210877A1 (en) * | 2000-12-01 | 2002-06-05 | Aventis CropScience GmbH | Oil-in-water emulsion formulation of insecticides |
US8119150B2 (en) | 2002-10-25 | 2012-02-21 | Foamix Ltd. | Non-flammable insecticide composition and uses thereof |
AU2005291009B2 (en) | 2004-10-09 | 2010-10-28 | Enviroquest Research Limited | Non-ionic surfactant aggregates |
AU2006302741A1 (en) | 2005-10-19 | 2007-04-26 | Osmose New Zealand | Wood impregnation |
DE102006015467A1 (en) * | 2006-03-31 | 2007-10-04 | Bayer Cropscience Ag | New cyclic enamine ketone derivatives useful for controlling pests, especially insects |
WO2008129060A2 (en) | 2007-04-23 | 2008-10-30 | Basf Se | Plant produtivity enhancement by combining chemical agents with transgenic modifications |
US8178078B2 (en) * | 2008-06-13 | 2012-05-15 | S.C. Johnson & Son, Inc. | Compositions containing a solvated active agent suitable for dispensing as a compressed gas aerosol |
US8354042B2 (en) * | 2009-01-29 | 2013-01-15 | Greensolve Llc | Method of raising the flash points and improving the freeze resistance of volatile green solvents |
CN102458126B (en) | 2009-04-28 | 2014-07-02 | 巴斯夫公司 | Foamable pesticide compositions |
US9045681B2 (en) | 2010-01-18 | 2015-06-02 | Arch Wood Protection Pty Ltd | Reduced drying carrier formulation |
AU2011378019B2 (en) | 2011-09-27 | 2016-04-28 | Cognis Ip Management Gmbh | Solid agricultural compositions |
GB2506426B (en) | 2012-09-28 | 2016-03-23 | Agform Ltd | Composition |
US9497971B2 (en) * | 2015-02-24 | 2016-11-22 | Bayer Cropscience Lp | Non-volatile organic compound pesticide formulations |
US10785976B2 (en) * | 2016-09-15 | 2020-09-29 | Bayer Cropscience Lp | Methods and compositions for environmentally friendly pest control |
-
2015
- 2015-02-24 US US14/629,824 patent/US9497971B2/en active Active
-
2016
- 2016-02-24 PE PE2017001460A patent/PE20180029A1/en unknown
- 2016-02-24 WO PCT/US2016/019420 patent/WO2016138179A1/en active Application Filing
- 2016-02-24 MX MX2017010830A patent/MX2017010830A/en unknown
- 2016-02-24 SG SG11201706845UA patent/SG11201706845UA/en unknown
- 2016-02-24 BR BR112017018056-1A patent/BR112017018056A2/en not_active Application Discontinuation
- 2016-02-24 AU AU2016222750A patent/AU2016222750A1/en not_active Abandoned
- 2016-02-24 CU CUP2017000110A patent/CU20170110A7/en unknown
- 2016-02-24 EP EP16756311.3A patent/EP3261434A4/en not_active Withdrawn
- 2016-02-24 CR CR20170422A patent/CR20170422A/en unknown
- 2016-08-02 US US15/226,571 patent/US10588319B2/en active Active
-
2017
- 2017-08-22 CL CL2017002142A patent/CL2017002142A1/en unknown
- 2017-08-22 DO DO2017000198A patent/DOP2017000198A/en unknown
- 2017-08-23 GT GT201700187A patent/GT201700187A/en unknown
- 2017-08-24 CO CONC2017/0008569A patent/CO2017008569A2/en unknown
- 2017-08-24 PH PH12017501537A patent/PH12017501537A1/en unknown
-
2018
- 2018-08-30 US US16/117,093 patent/US20180368413A1/en not_active Abandoned
- 2018-10-02 CL CL2018002802A patent/CL2018002802A1/en unknown
-
2020
- 2020-02-18 US US16/792,930 patent/US11490624B2/en active Active
Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6200961B1 (en) * | 1998-12-16 | 2001-03-13 | Aquatrols Corporation Of America, Inc. | Concentrates of organophosphorous insecticides |
US20090163582A1 (en) * | 2005-04-04 | 2009-06-25 | Yueh Wang | Stable Pesticide Concentrates and End-Use Emulsions |
US20080254988A1 (en) * | 2007-01-31 | 2008-10-16 | Yueh Wang | Stable S-(+)-abscisic acid liquid and soluble granule formulations |
US20090275601A1 (en) * | 2008-04-30 | 2009-11-05 | Evelyn Jean Taylor | Novel Pyriproxyfen Compositions |
US20100216641A1 (en) * | 2009-02-26 | 2010-08-26 | Yueh Wang | Low VOC and Stable Plant Growth Regulator Liquid and Granule Compositions |
US20120053151A1 (en) * | 2009-04-30 | 2012-03-01 | Cheminova A/S | Dimethoate low voc formulations |
US20130183261A1 (en) * | 2010-08-06 | 2013-07-18 | Sumitomo Chemical Company, Limited | Method and composition for delivering active ingredient into air, and use thereof |
US20130217579A1 (en) * | 2010-09-16 | 2013-08-22 | Clariant Finance (Bvi) Limited | Pesticide Preparations Containing N-Substituted 2-Pyrrolidone-4-Carboxylic Acid Esters |
US20130345110A1 (en) * | 2012-06-22 | 2013-12-26 | The Procter & Gamble Company | Low voc hard surface cleaning composition |
Non-Patent Citations (1)
Title |
---|
See also references of EP3261434A4 * |
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CL2018002802A1 (en) | 2019-01-25 |
CO2017008569A2 (en) | 2017-11-10 |
US20160353740A1 (en) | 2016-12-08 |
SG11201706845UA (en) | 2017-09-28 |
US11490624B2 (en) | 2022-11-08 |
US20160242418A1 (en) | 2016-08-25 |
GT201700187A (en) | 2018-12-19 |
AU2016222750A1 (en) | 2017-09-07 |
CR20170422A (en) | 2017-12-14 |
US9497971B2 (en) | 2016-11-22 |
US10588319B2 (en) | 2020-03-17 |
US20200178533A1 (en) | 2020-06-11 |
PH12017501537A1 (en) | 2018-02-05 |
US20180368413A1 (en) | 2018-12-27 |
MX2017010830A (en) | 2017-12-07 |
EP3261434A4 (en) | 2018-07-11 |
CL2017002142A1 (en) | 2018-05-11 |
DOP2017000198A (en) | 2017-09-15 |
EP3261434A1 (en) | 2018-01-03 |
PE20180029A1 (en) | 2018-01-09 |
CU20170110A7 (en) | 2017-10-05 |
BR112017018056A2 (en) | 2018-07-24 |
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