WO2003094614A1 - Compositions auxiliaires - Google Patents

Compositions auxiliaires Download PDF

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Publication number
WO2003094614A1
WO2003094614A1 PCT/AU2003/000537 AU0300537W WO03094614A1 WO 2003094614 A1 WO2003094614 A1 WO 2003094614A1 AU 0300537 W AU0300537 W AU 0300537W WO 03094614 A1 WO03094614 A1 WO 03094614A1
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WO
WIPO (PCT)
Prior art keywords
composition according
auxiliary composition
component
herbicide
alcohol
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PCT/AU2003/000537
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English (en)
Inventor
David Wallis
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Biotech Science Pty Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
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Priority to AU2003223254A priority Critical patent/AU2003223254A1/en
Publication of WO2003094614A1 publication Critical patent/WO2003094614A1/fr

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Classifications

    • 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
    • A01N25/16—Foams

Definitions

  • the present invention relates to herbicide and/or pesticide auxiliary compositions .
  • the present invention also relates to new herbicides and/or pesticides containing the auxiliary composition.
  • Pesticide and herbicide sprays are widely used to control undesirable pests and plant (weed) growth in commercial, domestic, industrial and agricultural environments.
  • Such sprays of the active pesticides and herbicides are usually sprayed onto plants in their habitat, or onto plant products such as posts in the case of pesticides .
  • a large range of sprays are known for these purposes, it would be advantageous for improvements in their activity to be achieved without increasing the concentrations of the active pesticide or herbicide ingredients. It would also be advantageous to reduce the emission of the fine vapours that are evolved on the spraying of the pesticides and herbicides to minimise discomfort and health risks to persons in the spraying vicinity.
  • an auxiliary composition for use in combination with a pesticide or herbicide composition comprising:
  • the mixture When combined with any of the known pesticidal or herbicidal compositions, the mixture forms a foam of high surface tension, with a wax-like skin.
  • the foam retains the herbicide/pesticide in close proximity to the sprayed surface, thus maximising the effectiveness of the herbicide/pesticide, and minimising airborne odours and vapours .
  • This particular auxiliary composition also serves to maximise wetting and penetration of the plant (particularly difficult to wet plants) , thus leading to increased retention. Moreover, this auxiliary composition increases drying times by up to 150%.
  • composition may also contain:
  • Component (f) is advantageous particularly in hard-water areas .
  • Plant nutrients are advantageous according to this embodiment to encourage rapid plant growth, and thus encourage uptake of the herbicidal agent leading to more rapid plant (weed) death.
  • the present invention also provides a herbicide composition
  • a herbicide composition comprising: (i) a herbicide
  • the present invention also provides a pesticide composition
  • a pesticide composition comprising:
  • the present invention also provides a method for improving a pesticide or herbicide spray composition, comprising mixing the pesticide or herbicide spray composition with the auxiliary composition described above.
  • the present invention also provides a method for controlling pests or weeds, comprising applying a mixture of a pesticide or herbicide with the auxiliary composition described above to a locus which contains or is expected to contain the pests or weeds.
  • Figure 1 represents foam volume and stability results for the auxiliary composition of one embodiment of the invention referred to as RX400;
  • Figure 2 represents the results of evaporation testing of RX400 with and without herbicides, measured against a water standard
  • Figures 3 , 4 and 5 represent the results of the dynamic surface tension tests
  • Figures 6, 7 and 8 represent the results of the retention of sprayed mixtures on a variety of plants.
  • Figure 9 is representative of a sigmoid curve for determining the effect of herbicide on a plant, taken from Streibig (1988) .
  • the auxiliary composition of the invention contains five main components . These components and their functions are explained in further detail below.
  • Component (a) is a salt of a sulphated alkoxylated alcohol. This is a well-established class of anionic surfactants . A full description of commercially available agents within this class can be obtained from McCutcheon's "Emulsifiers and Detergents” (2002). Surfactants within this particular class of surfactants are foaming agents, as compared with surfactants of other classes that do not generate foams .
  • Salts of component (a) include the alkali metal salts (sodium, potassium, etc.), alkaline earth metal salts (magnesium, calcium, etc.), and ammonium salts. According to one embodiment, the salt is the sodium salt.
  • alkoxylated refers to the presence of between 1 and 5 moles of an alkoxy group.
  • the alkoxy group can be ethoxy, propoxy or butoxy, and is most commonly ethoxy.
  • the degree of ethoxylation is preferably 2 or 3 moles, most preferably 2.
  • the alcohol portion of component (a) is preferably a fatty alcohol.
  • the alcohol component is preferably a CIO - C18 alcohol.
  • the alcohol may be straight-chained or branched, saturated or unsaturated.
  • the alcohol portion of component (a) is C12 saturated unbranched alcohol (lauryl alcohol) .
  • component (a) can be derived from any alcohol, whether it be synthetic or naturally occurring, component (a) is advantageously derived from a natural fatty alcohol.
  • the natural fatty alcohols are those derived from natural oils, such as coconut oil, palm kernel oil, rapeseed oil, sunflower seed oil, cottonseed oil, peanut oil, or any of the other naturally occurring oils, including all edible plant oils.
  • a particularly suitable sulphate salt of an ethoxylated fatty alcohol for use in the composition of the invention is sodium lauryl ether sulphate, containing 2 moles of ethyleneoxide (“2EO”), derived from a natural alcohol.
  • 2EO ethyleneoxide
  • Ungerol N 2-70 or 2-28
  • synthetic equivalents such as Ungerol ES 3-70 (containing 3EO) and Empirin SQ70.
  • Components (a) of the present invention are foaming agents, and the other components in the formulation are not to be permitted to suppress the foaming qualities of the composition to the extent that the composition has foam properties less than DR2000.
  • DR2000 is a commercially available anti-drift agent having comparatively lower foaming volume and stability compared with components (a) . The method for comparatively testing these qualities is set out below in the Examples.
  • Foaming ionic surfactants of the class of component (a) are usually incompatible with pesticides and herbicides, and particularly the lipophilic ones such as 2,4-D.
  • the particular combination of components identified by the present applicant has been found to form stable solutions with the broad range of commercially available pesticides and herbicides having lipophilic character.
  • the C10-C18 alcohol provides foam stabilising properties to the composition of the invention, together with a waxlike skin on the foam.
  • the C10-C18 alcohol is required to be wax-like in consistency, and therefore straight chained, saturated C10-18 alcohols are preferred. Examples are lauryl alcohol, cetyl alcohol, steryl alcohol, and combinations thereof .
  • component (b) is lauryl alcohol (dodecyl alcohol) .
  • This alcohol has ideal properties for the compositions of the invention, and produces remarkably superior stabilising and skin-forming properties for the compositions of the invention.
  • the water miscible organic solvent capable of dissolving component (b) can be selected from any of the broadly known solvents having this function. A mixture of solvents could be used. Commercially available solvents in this class include those set out in McCutcheon's "Functional Materials” (2002), and include ethers, alcohols, detones, acetates, alkoxylated glucose derivatives (both ethoxylated and propoxylated) , esters, and so forth.
  • the solvent (c) is diethylene glycol monobutyl ether or isopropanol .
  • Solubilizing agents capable of solubilizing the pesticide or herbicide can be selected from any of the broadly known solubilizers having this function.
  • a range of agents known as anti-caking agents are suitable for this purpose, and are included within this class.
  • the solubilizing agent is required to increase the solubility of the mixture of the auxiliary composition with the pesticide or herbicide
  • solubilizer (which may be itself in an aqueous mixture) .
  • a mixture of solubilizers could be used, or the solubilizer can be used in combination with a water miscible organic solvent to improve its solubilizing properties.
  • solubilizers in this class include the anti-caking agents and solubilisers set out in McCutcheon's "Functional Materials” (2002).
  • these include organic and inorganic esters of hydrocarbons, alcohols or polyols, alkoxylated alcohols and alkoxylated oils and ethoxylated amides .
  • the organic esters include stearates, laurates, ethoxylates, oleates and so forth.
  • the inorganic esters include sulphonates, sulphates, sulfosuccinic acids and esters, and salts thereof. Salts include the alkali metal salts, and most commonly the sodium salts .
  • the hydrocarbon backbones of the solubilizing agents may be aliphatic or aromatic, saturated or unsaturated, and preferably contain from 4 to 20 carbon atoms.
  • a preferred solubilixing agent is sodium xylenesulphonate, which is a sodium salt of an inorganic ester (sulphonate) of xylene, a substituted aromatic hydrocarbon .
  • a preferred water miscible organic solvent for use in combination with this solubilizing agent is ethanol.
  • the use of the solubilising agent ensures that the mixture remains homogeneous, and safeguards against the phasing or separation of the mixed solutions of the auxiliary composition with the pesticide or herbicide.
  • the water miscible organic solvent also assists to keep the salt of the sulphated alkoxylated alcohol in aqueous solution in the auxiliary composition.
  • the particular water miscible organic solvent used as a part of component (d) is preferably compatible with the salt of the sulphated alkoxylated alcohol .
  • Optional component (f) is optionally selected from:
  • the chelating or sequestering agent is useful for incorporation into the auxiliary composition particularly in hard water areas .
  • the chelating or sequestering agent can be any of those known in the art, or a mixture thereof, including the range of chelating/sequestering agents set out in McCutcheon's "Functional Materials” (2002). This includes sodium polyacrylate (modified or unmodified) , polyacrylic acid, nitrilotriacetic acid, ethylene diamine tetraacetic acid (EDTA) (including salts such as the tetrasodium salts thereof) , and other acids of diamines, triamines and so forth. EDTA is particularly suited.
  • Plant growth promoter (s) are optional components of the auxiliary composition, particularly when the composition is intended for use in combination with a herbicide. The advantages of plant growth promoters are well explored in the context of herbicides . Nitrogen sources (usually ammonium) are the usual plant growth promoters used " . Ammonium sulphate is one suitable example.
  • the auxiliary compositions of the present invention may contain other components that do not detract from the properties thereof.
  • the composition preferably does not contain any defoaming agents, since these will affect the function and activity of the auxiliary composition.
  • the composition preferably also does not contain any non-ionic surf ctants.
  • Possible further components that may be incorporated into the composition are pesticides, acaricides, herbicides, fertilisers, growth regulators, fungicides, fillers, perfumes, deterrents and carriers .
  • the auxiliary composition can be prepared in a concentrate form, or it can be in a diluted form to be in a concentration ready for mixing with the pesticide or herbicide.
  • the pesticide or herbicide can itself be in a concentrate form, or may be in a diluted form, such as in an aqueous spray form.
  • the auxiliary composition will be used with the pesticide or herbicide which is presented in a formulation ready for spray application.
  • the auxiliary composition is usually prepared by simple mixing, preferably with slow agitation.
  • the auxiliary composition is prepared at a slightly elevated temperature, preferably between 40 and 45°C.
  • the CIO - C18 alcohol should ideally be premixed with the water miscible organic solvent (component (c) ) , or alternatively should not be added to the mixture until after the water miscible organic solvent.
  • the salt of a sulphated alkoxylated alcohol (often supplied as a 70% concentration paste in water, or in a more dilute aqueous mixture) should ideally be mixed with the water miscible organic solvent which is a part of component (d) , when present.
  • the plant nutrient such as ammonium sulphate
  • the plant nutrient should be diluted with the water before mixing with the salt of the sulphated alkoxylated alcohol.
  • the solubility of this component (and the other solid components) is not great in the highly concentrated salt of the sulphated alkoxylated alcohol.
  • component (a) is sodium lauryl ether sulphate
  • (b) is lauryl alcohol
  • (d) is sodium xylene sulphonate with ethanol as water miscible organic solvent
  • (f) is EDTA
  • (g) is ammonium sulphate
  • a preferred order for mixing of components is : 1. Water; 2. solid components EDTA, ammonium sulphate and sodium xylene sulphonate;
  • Component (a) is preferably present at a level of between 1 and 60% by weight of the auxiliary composition.
  • component (a) is preferably present at a level of 30 - 60% by weight.
  • component (a) is preferably present at a level of 1-30% by weight.
  • Component (b) is preferably present at a level of 0.1-5% by weight .
  • the ratio of component (a) to component (b) in the auxiliary composition is 50:1 to 0.5:1, and most preferably 25:1 to 0.8:1.
  • Component (c) is preferably present at a level of 1-10% by weight .
  • Component (d) is preferably present at a level of 1-25% by weight. In the situation where component (d) includes sodium xylene sulphonate, this part of component (d) is preferably present at a level of 1-5% by weight of the auxiliary compostion. When component (d) includes a water miscible organic solvent, this is preferably present at a level of 1-20% by weight.
  • Optional component (f) when present, may be included at a level of 0.1 - 3% by weight.
  • Optional component (g) when present, may be included at a level of 0.001 - 1% by weight.
  • water makes up the balance of the composition.
  • composition is defined as comprising certain components in defined range limits, it should be understood that the composition includes those components within the defined ranges, and may contain other components not specified.
  • the ultimate composition strength can be measured with respect to its solids content. This is measured using standard techniques using a refractometer .
  • the composition preferably has a solids content of from 4% to 70%.
  • a concentrate auxiliary composition will have approximately 25 - 70% solids content, and diluted forms will have a solids content of around 4-25%.
  • auxiliary composition of the present invention is suitable for use with all pesticides and herbicides, including fungicides, insecticides, weedicides, rodenticides, avicides and molluscicides .
  • Suitable pest targets include arthropods, plant nematodes , protozoan pests, insects such as termites, farm pests, arachnids and so forth.
  • pesticides include those of the pyrethroid series, including allethrin, ethofenprox, cycloprothrin, cyhalothrin, cyfluthrin, cypermethrin, pyrethrin, tralomethrin, fenvalerate, fenpropathrin, flucythrinate, penmethrin, bifenthrin, silafluofen, resmethrin, tefluthrin, acrinathrin, prarethirin, cismethrin, d-phenorthrin, deltamethrin, tetramethrin, fluvalinate, bioallethrin, S-bioallethrin, tetramethrin, tetramethrin forte, permethrin, cypermethrin, cyhalothrin, esbiothrin, bio
  • the pesticides encompassed by the present invention also include those of the carbamate, organophosphate and thiocyanate classes, including salts, esters and derivatives thereof. Ammonium thiocyanate is an example. Such pesticides are further described in "the Pesticide Manual", 7 th Ed., British Crop Protection Council (1983), and later editions.
  • herbicide is used broadly to refer to any of the herbicides referred to in "The Pesticide Manual" referred to above, and the references cited therein.
  • the range of herbicides that can be used include those of the classes of phenoxyalkanoic acids, pyridinyloxyalkanoic acids, benzoic acids, picolinic acids, phosphonic acids, urea derivatives, sulfonylurea derivatives, carbamates, biscarbamates, diphenyl ethers, pyridolyl acetic acid derivatives, pyridazines, triazines, triazinones, uracils, benzofurane derivatives, glyphosphates and plufosinates, or combinations thereof.
  • salts, esters and derivatives are included within these classes .
  • Specific examples of the herbicides include 2 , 4, 5-trichlorophenoxyacetic acid (2,4,5-T), 2,4- dichlorophenoxyacetic acid (2,4-D), 2,4- dichlorophenoxypropionic acid (2,4-DP), 2- (4-chloro-o- cresyl) -oxypropionic acid ' (MCPA), silvex, triclopry, dicamba, picloram, 3 , 6-dichloropicolinic acid and glyphosate.
  • These herbicides are usually compounds in the form of esters or salts, such as the dimethylamine or isopropylamine salts or the butoxyethyl ester.
  • Some commercially available herbicidal and pesticidal sprays suitable for use in combination with the auxiliary compositions of the invention are MCPA250 (containing 2- (4-chloro-o-cresyl) -oxypropionic acid as the dimethylamine salt); Ester 400 (containing 400 g/litre 2,4- dichlorophenoxyacetic acid as the ethyl ester) ; Roundup (containing 360 g/litre of glyphosate as the isopropylamine salt) ; Amitrole (containing ammonium thiocyanate) ; Garlon (containing triclopyr present as butoxyethly ester and picloram present as hexyloxypropyl amine salt) ; Brush Off (containing metsulfuron methyl) ; Touchdown (containing glyphosate trimesium) and Grazon (containing 2,4 dichlorophenoxylacetic acid).
  • MCPA250 containing 2- (4-chloro-o-cresyl) -oxypropionic acid as
  • the efficiency of commercially available pesticides and herbicides is increased by mixing with the auxiliary composition of the present invention.
  • the auxiliary composition serves to:
  • any one or a combination of these properties increases the efficiency of the herbicide/pesticide, allowing the active material to attain the desired result using a reduced concentration, or a enhanced result at the same concentration .
  • auxiliary compositions of the invention are used in combination with a herbicide or pesticide, either at full strength or in a diluted form, depending on the strength of the composition provided. If provided in a concentrate form (eg 50% solids) , then the auxiliary composition is ideally diluted to a strength of between 0.1% and 5% by weight, preferably 0.1 - 2% by weight.
  • the aqueous mixtures are suitable for field application at between 200 and 600 litres per hectare.
  • EXAMPLE 1 Auxiliary composition of first embodiment of the invention
  • An auxiliary composition having the components set out in Table 1 was prepared by mixing the components together in a stainless steel vessel with slow agitation and steam jacketing to enable heating to between 40°C and 45°C.
  • the ethoxylated natural fatty alcohol used was Ungerol N2- 70, a naturally derived sodium lauryl ether sulphate containing 2EO.
  • the other components are generic materials and were obtained from commercial sources .
  • Test A foam production and stability.
  • DR 2000 is a non-ionic short-chain polymer anti-drift agent of Rhone- Poulenc, and is also sold by others under the trade marks Border EG250 and Array.
  • Concentrations of RX400 above 0.5% are very effective in creating and maintaining foam.
  • the 0.1% solution is less effective, but still more effective than DR2000.
  • Test B Influence of RX400 on spray droplet evaporation.
  • a number of spray formulations were prepared, as set out in Table 2 below, and these were sprayed onto the Petri dishes using a Green Leaf turbo 02 Y/R nozzle, at a pressure of 250 Kpa and flow rate of 0.65-70 1/min. , which is equivalent to 400 litres/hectare.
  • the temperature of application is set out in the table below.
  • Distilled water was used alone and also with 0.5%, 1.0% and 2.0% of RX400, as represented in the table.
  • the herbicides were commercial products 2,4-D (Pasture Kleen) and glyphosate (Roundup Ultra) .
  • Test D Influence of RX400 on contact phytotoxicity of different species .
  • Treated plants were placed in a controlled environment (15-20°C and 70% RH) and scored visually after 2, 4, 6 and 24 hours. Scores were nil(0), mild (1) and severe (2).
  • Tomato is known to be a relatively sensitive plant, however its smooth leaf surface allows the droplet to spread, thus diluting the concentration in the droplet area.
  • Rye grass is known to be hardy, however its leaf roughness prevents spread of the droplet resulting in a high concentration in the contact area.
  • the ryegrass had also previously been grown in the glasshouse, making it a more sensitive plant.
  • the other species also had different leaf character and sensitivity to spray formulations.
  • RX400 is biodegradable when tested in accordance with 1792-1976, is non toxic to animal and plant life, non pollutant, non-flammable, non reactive, has mineral effect on body contact and is environmentally friendly.
  • Test F Control of airborne odours and vapours
  • RX400 Commercial products used in combination with RX400 were MCPA250, Ester 400, 2,4-D, Roundup 360g/lt, Glyphosate, Amitrole, Garlon, Brush off, Touchdown and Grazon.
  • Spray efficacy depends on a number of different factors, but primarily on retention and uptake of the active pesticides. In this case the adhesion and retention characteristics have been determined; uptake routinely involves the use of radio labelled a.i. compounds. This is straight-forward to accomplish if the appropriate radio-labled actives are available. This was not the case for 2,4-D so this approach could not be used.
  • An alternative method is to spray a series of formulations, with increasing amounts of a.i. over test plant species and determine the amount required to kill 50% (or to reduce fresh weight by 50%) .
  • Plants were raised in the glasshouse from seed and sown into a proprietary potting mix in 10cm x 13cm high planter pots . Seed was broadcast on the soil surface and later (after two weeks) thinned to two plants per pots for rye and clover, and one plant per pot for tomato. At the time of spraying, plants were 5 weeks old and pots were selected which contained similar plant biomass or size. The average height of ryegrass, clover and tomato plants was 12cm, 2cm, and 18.2 cm, respectively. The pots were randomised between treatments (10 posts per treatment) at the time of spraying.
  • Spray was applied using the FR "track sprayer”.
  • a Greenleaf Turbo 02 (yellow/red) nozzle operating at 2.5 bat at the nozzle and producing a flow of 0.651 1/min, was positioned 80cm above the conveyor belt.
  • the herbicide mixtures were made up just prior to their application.
  • the swath width of the nozzle was determined with water (85cm), water plus dye (83cm), and water plus 2,4-D plus dye (87cm) by spraying a dye solution onto a flat board placed at a height 50cm below the nozzle.
  • the output of the nozzle was measured by collecting the volume of spray emitted in one minute.
  • the belt speed was adjusted to 0.32 meters/sec giving an application volume of 400 litres/hectare.
  • the No Observable Effect Level was addressed visually and by harvesting the plants 4 weeks after treatment and measuring their dry matter. Plotting dry matter against the log of herbicide concentration should give a sigmoid curve as depicted in Figure 9. In practice, the herbicide concentration may need to be adjusted for differences in actual spray volumes and hence rates per ha for each formulation.
  • SLES refers to sodium lauryl ether sulphate
  • the concentration of components in the formulations of the invention can vary widely from the Examples provided above. In retail formulations containing the auxiliary composition in a pre-prepared mixture with pesticide and/or herbicide, much more diluted formulations are used (having a lower solids content) .
  • the exemplified components can also be varied within the limits described prior to the examples.

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

Abstract

L'invention concerne une composition auxiliaire utilisée en combinaison avec une composition pesticide ou herbicide. Cette composition auxiliaire comprend : a) un sel d'un alcool alcoxylé sulfaté tel qu'éthersulfate sodique de lauryle ; b) un alcool C10 - C18 tel que dodécanol; c) un solvant organique miscible avec l'eau pouvant dissoudre le composant (b) tel qu'EDTA ; d) un ou plusieurs agents de solubilisation pouvant solubiliser les pesticides ou herbicides tels que xylène sulfonate de sodium et éthanol ; et e) de l'eau comprenant éventuellement un chélateur ou séquestrant et/ou un élément fertilisant.
PCT/AU2003/000537 2002-05-07 2003-05-06 Compositions auxiliaires WO2003094614A1 (fr)

Priority Applications (1)

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AU2003223254A AU2003223254A1 (en) 2002-05-07 2003-05-06 Auxiliary compositions

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AUPS2195A AUPS219502A0 (en) 2002-05-07 2002-05-07 Organic compostions
AUPS2195 2002-05-07

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Cited By (12)

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WO2007143791A1 (fr) * 2006-06-15 2007-12-21 Van Schaik's Biogro Pty Ltd Composition herbicide améliorée
JP2011098905A (ja) * 2009-11-05 2011-05-19 Sumika Enviro-Science Co Ltd 起泡性害虫防除剤
US20120071323A1 (en) * 2009-03-06 2012-03-22 Syngenta Crop Protection Llc Herbicidal formulations
US20120088828A1 (en) * 2010-10-12 2012-04-12 Ecolab Usa Inc. High surface activity pesticides
US8466087B2 (en) 2009-09-03 2013-06-18 Fbsciences Holdings, Inc. Seed treatment compositions and methods
US8597395B2 (en) 2009-09-28 2013-12-03 Floratine Biosciences, Inc. Methods of reducing plant abiotic stress by applying a composition comprising lignins, tannins, and hydrocarbons
US9485991B2 (en) 2012-01-12 2016-11-08 Fbsciences Holdings, Inc. Modulation of plant biology
JP2017501199A (ja) * 2013-12-30 2017-01-12 ロディア オペレーションズＲｈｏｄｉａ Ｏｐｅｒａｔｉｏｎｓ 農業用殺有害生物剤組成物
RU2611815C1 (ru) * 2016-03-14 2017-03-01 Общество с ограниченной ответственностью "СоюзХим КО" Адъювант для увеличения эффективности пестицидов
US9743668B2 (en) 2009-03-06 2017-08-29 Syngenta Crop Protection, Llc Compatibilized electrolyte formulations
US10743535B2 (en) 2017-08-18 2020-08-18 H&K Solutions Llc Insecticide for flight-capable pests
RU2812191C1 (ru) * 2022-09-02 2024-01-24 Федеральное государственное бюджетное образовательное учреждение высшего образования "Ярославский государственный технический университет" ФГБОУВО "ЯГТУ" Адъювант пленочного типа для растений на основе латекса

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