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WO2025008446A1 - Composition destinée à être utilisée en agriculture - Google Patents

Composition destinée à être utilisée en agriculture Download PDF

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Publication number
WO2025008446A1
WO2025008446A1 PCT/EP2024/068825 EP2024068825W WO2025008446A1 WO 2025008446 A1 WO2025008446 A1 WO 2025008446A1 EP 2024068825 W EP2024068825 W EP 2024068825W WO 2025008446 A1 WO2025008446 A1 WO 2025008446A1
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WIPO (PCT)
Prior art keywords
acid
spp
fatty acids
water
water conditioner
Prior art date
Legal status (The legal status 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 status listed.)
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PCT/EP2024/068825
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English (en)
Inventor
Sebastian HARTMANN-WITTULSKY
Marta RUIZ
Gianluca Valieri
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Bayer Cropscience Schweiz Ag
Bayer AG
Original Assignee
Bayer Cropscience Schweiz Ag
Bayer AG
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Publication of WO2025008446A1 publication Critical patent/WO2025008446A1/fr
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Classifications

    • 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
    • A01P3/00—Fungicides
    • 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
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
    • A01N37/04—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof polybasic
    • 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
    • A01P7/00—Arthropodicides
    • A01P7/04—Insecticides

Definitions

  • Composition for use in agriculture is provided.
  • the present invention relates to a composition
  • a composition comprising (a) an organic acid and (b) one or more compounds of Formula (I), , as well as compositions further comprising one or more fatty acid or derivative thereof.
  • the present composition is suitable for maintaining the applicability of biological plant protection products based on fatty acids or derivatives thereof.
  • the present invention also relates to methods of producing such composition and methods of applying it.
  • fatty acids or fatty acid derivatives provide excellent means in protecting plants from insect pests or plant pathogens, there is still the need to even improve those means in order to address the ever increasing environmental and economic requirements imposed on modern-day crop protection agents and compositions. This includes, for example, improvement to the spectrum of action, safety profile, selectivity, application rate, formation of residues, and favorable preparation ability, and development of new compositions to deal with potential problems, like resistances.
  • plant protection compositions based on fatty acids or salts thereof need to be diluted with water.
  • issues may arise relating to spray application which may result in a reduced applicability of the plant protection composition, visible residues and/or blocked sprayer filters and nozzles because of flocculation and/or precipitation problems.
  • the present invention relates to a water conditioner comprising (a) an organic acid and b) one or more compounds of Formula (I)
  • R1 is branched or linear alkyl with 3-17 C-atoms; n is between 0 and 20, preferably between 0 and 15, more preferably between 0 and 12; R2 is Hydrogen or S(O2)O- R3; and R3 is H + , Li + , Na + , K + , [NH4] + , [H 3 O] + , [NO] + or N[CH 3 ]4 + -
  • R3 is Na + , K + , more preferably R3 is Na + .
  • the present invention also relates to a composition
  • a composition comprising (a) one or more fatty acids or derivatives thereof selected from unsaturated and saturated C12-24 fatty acids, salts thereof, esters thereof or mixtures of any of the foregoing; and (b) the water conditioner according to the invention.
  • the present invention relates to a method for producing a plant protection formulation comprising (a) Providing one or more fatty acids or derivatives thereof selected from unsaturated and saturated C12-24 fatty acids, salts thereof, esters thereof or mixtures of any of the foregoing; (b) Adding a water conditioner comprising an organic acid and one or more compounds according to Formula (I)
  • R1 is branched or linear alkyl with 3-17 C-atoms; n is between 0 and 20, preferred between 0 and 15, more preferred between 0 and 12
  • R2 is Hydrogen, or S(O2)O- R3 +
  • R3 is H + , or Li + , or Na + , or K + ; [NH4] + , [H3O] + , [NO] + or N[CH3]4 + ’ preferably Na + or K + ; more preferably Na + to the water-based liquid to be used for dilution; and (c) Mixing the components according to (a) and (b) to form an emulsion, microemulsion or solution; and optionally (cl) Adding said emulsion, microemulsion or solution into a water-based liquid.
  • the present invention relates to a method for maintaining the insecticidal, fungicidal and/or herbicidal efficacy of one or more fatty acids or derivatives thereof selected from unsaturated and saturated C12-24 fatty acids, salts thereof, esters thereof or mixtures of any of the foregoing to be diluted in hard water, comprising (a) Providing one or more fatty acids or derivatives thereof selected from unsaturated and saturated C12-24 fatty acids, salts thereof, esters thereof or mixtures of any of the foregoing; (b) Adding a water conditioner according to the invention to the water-based liquid, preferably water to be used for dilution; and (c) Mixing the components according to (a) and (b) to form an emulsion, microemulsion or a solution.
  • the present invention relates to a method for reducing overall damage of plants and plant parts as well as losses in harvested fruits or vegetables caused by plant pests comprising the step of applying the composition according to the invention comprising fatty acids or derivatives thereof as described herein to a plant or seed or a locus where said plant or seed is intended to be grown.
  • the invention also relates to a kit-of-parts comprising (a) one or more fatty acids or derivatives thereof selected from unsaturated and saturated C12-24 fatty acids, salts thereof, esters thereof or mixtures of any of the foregoing and (b) a water conditioner comprising an organic acid and one or more compounds according to Formula (I)
  • R1 is branched or linear alkyl with 3-17 C-atoms; n is between 0 and 20, preferred between 0 and 15, more preferred between 0 and 12
  • R2 is Hydrogen, or S(O2)O- R3+
  • R3 is H + , or Li + , or Na + , or K + ; [NH4] + , [H3O] + , [NO] + or N[CH3]4 + ’ preferably Na + or K + ; more preferably Na + in a spatially separated arrangement.
  • the present invention relates to the use of a water conditioner comprising an organic acid and one or more compounds according to Formula (I)
  • R1 is branched or linear alkyl with 3-17 C-atoms; n is between 0 and 20, preferred between 0 and 15, more preferred between 0 and 12
  • R2 is Hydrogen, or S(O2)O- R3+
  • R3 is H + , or Li + , or Na + , or K + ; [NH4] + , [H3O] + , [NO] + or N[CH3]4 + ’ preferably Na + or K + ; more preferably Na + for maintaining the fungicidal, insecticidal and/or herbicidal efficacy of or preventing clogging of spray equipment upon using one or more fatty acids or derivatives thereof selected from unsaturated and saturated C12-24 fatty acids, salts thereof, esters thereof or mixtures of any of the foregoing.
  • the invention relates to the use of the composition according to the invention for reducing overall damage of plants and plant parts as well as losses in harvested fruits or vegetables caused by plant pests Definitions
  • one or more in connection with the present invention relates to one or more different members of a kind, for example two, three, four etc. different kinds of fatty acids or derivatives thereof as described herein.
  • organic acid refers to carbon-containing molecules that carry functional groups that are able to transfer protons to the aqueous medium and thus lower the pH.
  • H2CO3 carbonic acid
  • organic acids Non-limiting examples for organic acids are listed below:
  • a “water conditioner” is an agent able to interact with alkali, metallic and/or earth alkali ions and other anions and cations present in the water, in order to give the water at least partially the properties of soft water. In such soft water flocculation or precipitations due to salt load will not easily occur.
  • a “water-based liquid” in connection with the present invention denotes that the liquid is aqueous. In its simplest embodiment, it is plain water comprising natural amounts of minerals or none. However, the term also comprises water to which minerals or fertilizer compositions were added. Such additions may amount to up to 10wt.-% of other compounds such as compounds used as fertilizers. Preferably, the concentration of minerals or fertilizer amounts to up to 5 wt.-%, preferably up to 2 wt.-%.
  • % relates to % w/v.
  • hard water is defined as water having a mineral content that causes precipitation, flocculation or separation upon addition of a certain percentage of an aqueous formulation comprising fatty acids or derivatives thereof, in particular a certain percentage of component (a).
  • a method to determine whether water falls within the definition of “hard water” according to the present invention is to add an amount of fatty acid or derivative thereof according to component (a) to water in a jar to the percentage which is intended to be used upon application of the diluted fatty acid or derivative thereof to a plant.
  • a formulation comprises about 500 g fatty acid or derivative thereof and if the intended concentration in the final dilution is 1%, this would mean that 25 g fatty acid or derivative thereof would be added to 975 g water.
  • the commercially available insecticide Flipper® which comprises 476 g/1 of fatty acid potassium salts, a 1% dilution would mean addition of about 23,8 g of that formulation to 976,2 g water. If after agitation for about 10 seconds any of flocculation, precipitation or separation occurs, hard water according to the present invention is present which is indicative that a water conditioner according to the present invention should be added to preserve efficacy of component (a).
  • such precipitation, flocculation or separation could also occur after a longer period of time, such as within up to 30-60 minutes. Accordingly, depending on which field application conditions of interest to be reproduced, a more specific agitation time could be selected in such cases.
  • the above method according to the invention may be applied also if milkiness is observed.
  • the present invention relates to a composition
  • a composition comprising (a) an organic acid and b) one or more compounds of Formula (I)
  • R1 is branched or linear alkyl with 3-17 C-atoms; n is between 0 and 20, preferably between 0 and 15, more preferably between 0 and 12 R2 is Hydrogen, or S(O2)O- R3, R3 is H + , Li + , Na + , K + , [NH4] + , [H 3 O] + , [NO] + or N[CH 3 ]4 + , preferably Na + , K + , more preferably Na + .
  • a water conditioner according to the present invention is much better able to alleviate effects of hard water on plant protection compositions comprising fatty acids or derivatives thereof than previously used water conditioners such a citric acid alone.
  • a water conditioner according to the present invention Through the action of the present water conditioner, clogging of spray equipment upon using one or more fatty acids or derivatives thereof selected from unsaturated and saturated C12-24 fatty acids, salts thereof, esters thereof or mixtures of any of the foregoing in hard water can be prevented while the efficacy of said plant protection composition is maintained.
  • applicability of the composition according to the invention is given so that any application equipment such as nozzles, filters or other similar parts is not clogged by precipitated fatty acids or salts thereof.
  • Component a) as well as component b) of the water conditioner of the present invention may comprise more than one ingredient.
  • component a) may comprise more than one organic acid or salt thereof as described hereunder.
  • component b) may comprise more than one compound of Formula (I). This is taking into consideration that many commercially available preparations comprising compounds of Formula (I) in fact comprise more than one different such compounds.
  • the water conditioner according to the invention is typically a liquid composition but a solid one could be eventually produced, starting from the liquid phase, through some processing as per Spray Dry where feasible to be applied.
  • Non-limiting examples of linear ethoxylated alcohols or mixtures thereof include
  • Non-limiting examples of partially linear (mixture of linear and branched) ethoxylated alcohols or mixtures thereof include
  • Non-limiting examples of branched ethoxylated alcohols or mixtures thereof include
  • Non-limiting examples of cyclic ethoxylated alcohols or mixtures thereof include Cis branched alcohol + 20 EO. It is to be understood that many commercially available ethoxylated alcohols are in fact mixtures with one or more predominant ethoxylated alcohols, where the number of ethoxy groups are indicated as an average.
  • n is 0.
  • etholxylated alcohols include lauryl ether sulfates such as SDS.
  • R1 is branched or linear alkyl with 5-15 C-atoms.
  • R1 is branched or linear alkyl with 7-15 C-atoms.
  • R1 is branched or linear alkyl with 9-13 C-atoms.
  • This embodiment encompasses compositions comprising compounds according to Formula (I) where R1 is branched or linear alkyl with 13 C-atoms but often also other compounds falling within Formula (I) (in such case, a composition is also denoted as Cl 3 atom-rich composition).
  • R1 is linear Cl 1 or branched C12.
  • n is between 0 and 15, preferably between 5 and 15. It is generally preferred that N is an even number between 4 and 12, such as 4, 6, 8, 10 or 12.
  • n is between 8 and 12.
  • etholxylated alcohols include sodium lauryl ether sulfates.
  • Exemplary compositions comprising alcohol ethoxylate (mixtures) are marketed e.g. under the trade name Synperonic (Croda) and include Synperonic 13/10 (comprising e.g. C 13 H 27 (OCH 2 CH 2 ) 1 OOH).
  • R1 is branched or linear C9 to C13 alkyl, n is 0 and R2 is S(O 2 )O R3 + .
  • This embodiment encompasses ethoxylated alcohols such as SDS (CnH ⁇ NaOrS) that has shown to have excellent water conditioning activity.
  • R1 is branched or linear C9 to C13 alkyl, n >0 and R2 is S(O 2 )O R3 + .
  • This embodiment encompasses ethoxylated alcohols having the formula Ci 2 H 2 6NaC>4S(C 2 H4O)n marketed under the trade name Biopower and also Isotridecanolethoxylates marketed under the tradename Lutensol or Elogium (the latter having the Formula Ci3H 2 7(OCH 2 CH 2 ) n OH that has shown to have excellent water conditioning activity.
  • R1 is branched or linear C9 to C13 alkyl, n is 8 and R2 is H.
  • This embodiment encompasses ethoxylated alcohols marketed under the trade name Synperonic (Ci 3 H 2 7(C 2 H4O) n OH that has shown to have excellent water conditioning activity.
  • R1 is branched in a way that the C-chain branching occurs at the carbon atom that is directly adjacent to the carbon bearing the alcohol function. This embodiment also includes isotridecanoles.
  • Suitable compounds according to Formula (I) individually include those according to Table 6.
  • the amount of organic acid in the water conditioner is preferably between 0,1% (w/w) and 50% (w/w). more preferably between 1 and 45, more preferably between 10 and 40% or any value in between.
  • the water solubility of said organic acid is at least 1 g/1.
  • the pH of the water conditioner is between 2,0 and 7,0.
  • the pH of said water conditioner may be lower than the pH of a comparative water conditioner without said organic acid.
  • the organic acid in the water conditioner according to the invention is preferably selected from the group consisting of oxalic acid, dipicolinic acid, citric acid, malonic acid, malic acid, fumaric acid, adipic acid, pimelic acid, tartaric acid, alpha-ketoglutaric acid, itaconic acid, trimesic acid, aconitic acid, benzoic acid, sorbic acid, acetic acid, lactic acid, ascorbic acid, glutamic acid, lysine, glycine, serine, glutamine asparagine, alanine, phenylalanine, valine, leucine, isoleucine, histidine, arginine, tyrosine, threonine, cysteine, methionine, tryptophan, proline, selenocysteine, p-toluenesulfonic acid, succinic acid, acrylic acid, aspartic acid, chinolinic acid, cinchomer
  • said organic acid is selected from the group consisting of oxalic acid, citric acid, malonic acid, malic acid, fumaric acid, adipic acid, tartaric acid, benzoic acid, sorbic acid, acetic acid, lactic acid, ascorbic acid, glutamic acid, lysine, glycine, serine, glutamine asparagine, alanine, phenylalanine, valine, leucine, isoleucine, histidine, arginine, tyrosine, threonine, cysteine, methionine, tryptophan, proline, selenocysteine, succinic acid, acrylic acid, aspartic acid, chinolinic acid, formic acid, glutaric acid, glycolic acid, isocitric acid, isonicotinic acid, lutidinic acid, maleic acid, mandelic acid, nicotinic acid, phtalic acid, propionic acid and salicy
  • said organic acid is selected from the group consisting of oxalic acid, citric acid, malic acid, fumaric acid, adipic acid, tartaric acid, sorbic acid, acetic acid, lactic acid, ascorbic acid, glutamic acid, succinic acid, aspartic acid, formic acid, glutaric acid, glycolic acid, isocitric acid, maleic acid, mandelic acid, propionic acid and salicylic acid.
  • said organic acid is selected from the group consisting of citric acid, aconitic acid and malic acid.
  • said organic acid is citric acid.
  • citric acid has shown to exert the desired properties when combined with a compound of Formula (I). It is believed that organic acids in the low molecular weight range will have the same or a similar effect.
  • the organic acid is citric acid
  • the compound according to Formula (I) is selected from the group consisting of
  • the compound according to Formula (I) is selected from the group consisting of
  • the compound according to Formula (I) is selected from the group consisting of
  • the amount of compound of Formula (I) in the water conditioner, preferably prior to any dilution, is preferably between 0,1% (w/w) and 50% (w/w). more preferably between 1 and 45, more preferably between 10 and 40% or any value in between.
  • the ratio between said organic acid and said compound of Formula (I) in the water conditioner according to the invention is between 1:10 and 10:1, preferably between 1:5 and 5:1, more preferably between 1:3 and 2:1, even more preferably 1: 2.5 or 1:1.
  • the present invention relates to a composition
  • a composition comprising (a) one or more fatty acids or derivatives thereof selected from unsaturated and saturated C12-24 fatty acids, salts thereof, esters thereof or mixtures of any of the foregoing; and (b) the water conditioner according to the invention.
  • the present invention relates to a composition
  • a composition comprising (a) one or more fatty acids or derivatives thereof selected from unsaturated and saturated C12-24 fatty acids, salts thereof, esters thereof or mixtures of any of the foregoing; and (b) the water conditioner disclosed herein.
  • Component a) as well as component b) of the composition of the present invention may comprise more than one ingredient.
  • component a) may comprise more than one different fatty acids or derivatives thereof as described hereunder.
  • component b) may comprise more than one organic acid and/or compound of Formula (I).
  • the composition according to the invention is a liquid composition.
  • Components a) and b) of the present composition may be present in a composition, which is obtained e.g. by mixing both components with at least one agriculturally acceptable auxiliary. Another way of obtaining a composition of both components is to mix a composition comprising component a) and another composition comprising component b), wherein each of these compositions comprise the respective components mixed with at least one agriculturally acceptable auxiliary. In other words, the latter composition is composed of two formulations comprising one of compounds a) or b). As will be described in further detail below, it is preferred that a composition comprising component (a) is mixed with a composition comprising component (b).
  • Fatty acids are compounds of formula RCO2H where R is an aliphatic hydrocarbon group.
  • R is a long chain aliphatic hydrocarbon group.
  • R may be a saturated or unsaturated aliphatic hydrocarbon group having from 11 to 23 carbons (i.e. a C12-24 fatty acid).
  • R is a linear, saturated or unsaturated aliphatic hydrocarbon group having from 11 to 23 carbon atoms, e.g. a linear Cl 1-23 alkane group or a linear Cl 1-23 alkene group.
  • R is often a linear, saturated or unsaturated, aliphatic hydrocarbon group having from 11 to 21 carbon atoms, e.g. a linear Cll-21 alkane group or a linear Cl 1-21 alkene group.
  • Unsaturated aliphatic hydrocarbon groups typically contain from 1 to 4 double bonds, for instance 1 or 2 double bonds.
  • Derivatives of fatty acids include salts, esters and amides of the fatty acid.
  • a derivative of the fatty acid, as used herein is a salt or an ester of the fatty acid.
  • An ester of a fatty acid is typically an ester of the fatty acid with an alcohol such as methanol, ethanol, propanol, butanol, ethane- 1,2-diol, propane- 1,3 -diol and propane- 1, 2, 3-triol (glycerol).
  • the derivative of the fatty acid may be a salt of the fatty acid or a methyl ester of the fatty acid (i.e. RCCFMe).
  • the derivative of the C12-C24 fatty acid may be an ester of methanol, ethanol, 1 -propanol, 2-propanol, butanol or a mixture thereof.
  • a salt of a fatty acid is typically a metal salt of the fatty acid.
  • the one or more fatty acids or derivatives thereof are one or more metal salts of fatty acids.
  • the metal salts are typically alkali metal salts or earth alkali metal salts, but also comprise aluminum, copper, iron and zinc salts.
  • Alkali metal salts of fatty acids include lithium, sodium, potassium and rubidium salts of fatty acids.
  • the composition may therefore comprise one or more fatty acids or sodium or potassium salts thereof.
  • compound/component (a) may be one or more sodium or potassium salt of fatty acids.
  • Earth alkali metal salts of fatty acids include magnesium and calcium salts.
  • the composition may therefore comprise one or more fatty acids or magnesium or calcium salts thereof as component a).
  • component (a) may be one or more magnesium or calcium salt of fatty acids.
  • component (a) may be one or more aluminum, copper, iron or zinc salt of fatty acids.
  • Such salts may be formed by reacting the one or more fatty acids with a base comprising the desired metal cation, for instance by reacting one or more fatty acids with sodium hydroxide or potassium hydroxide in case of alkali metals, magnesium hydroxide or calcium hydroxide for earth alkali metals, or aluminum hydroxide, copper hydroxide, zinc hydroxide or iron hydroxide for other metals.
  • compound/component a) is one or more fatty acid.
  • the composition according to the invention comprises one or more fatty acids but not salts or derivatives thereof.
  • component a) may comprise one or more fatty acids and one or more esters of at least one fatty acid and/or one or more salt of a fatty acid.
  • the fatty acid forming the basis of the one or more ester and/or the one or more salt of fatty acids may be the same or a different fatty acid than a fatty acid comprised in the part of the composition according to a).
  • the ratio of fatty acids: salts of fatty acids may range between 1:10000 and 10000:1, such as between 1:1000 and 1000:1.
  • the one or more fatty acids or derivatives thereof are typically selected from: saturated or unsaturated acids selected from undecylic acid (Cl l), lauric acid (C12), tridecylic acid (C13), myristic acid (C14), pentadecanoic acid (C15), palmitic acid (C16), margaric acid (C17), stearic acid (C18), nonadecylic acid (C19), arachidic acid (C20), heneicosylic acid (C21), behenic acid (C22), tricosylic acid (C23), lignoceric acid (C24), and derivatives thereof; and unsaturated acids selected from u-linolenic acid (Cl 8:3), stearidonic acid (C18:4), eicosapentaenoic acid (C20:5), docosahexaenoic acid (C22:6), linoleic acid (C18:2),y-linolenic acid (Cl 8
  • CM:N fatty (where M and N are integers), as used herein, means that the fatty acid comprises M carbon atoms and N double bonds.
  • the N double bonds may be at any position (cis or trans configuration), although two double bonds are not usually adjacent (i.e. bonded to the same carbon atom).
  • C18:0 (or simply C18) covers only octadecanoic acid (stearic acid) and C18:lincludes all fatty acids having 18 carbons and one double bond, such as oleic acid ((Z)-octadec-9-enoic acid) and vaccenic acid ((E)-octadec-l l-enoic acid).
  • the fatty acids or derivatives thereof may originate from any plant producing such fatty acids, preferably from an organ of a plant producing and/or containing high contents of fatty acids such as seeds.
  • examples of such seeds include apple seed, argan seed, coconut, colza, canola, corn, cottonseed, grape seed, hazelnut, macadamia, mustard, niger seed, olive, palm kernel, peanut, poppyseed, pumpkin seed, ramtil, rice bran, safflower, soybean, sesame, sunflower, tamarind seed, tea seed and walnut.
  • the fatty acids or derivatives thereof originate from olive oil, sunflower oil (both regular and high oleic acid sunflower oil), soybean oil and canola oil.
  • the fatty acids originate from olive oil obtained from the endocarp and/or olive seed (olive pits).
  • the fatty acids or derivatives thereof may also be Tall Oil Fatty Acids (TOFA).
  • TOFA are based on a by-product of the Kraft process of wood pulp manufacture when pulping mainly coniferous trees called tall oil and are a result of reducing rosin content of tall oil to between 1 and 10 wt.%, e.g. by fractional distillation.
  • TOFA consists mainly of oleic acid.
  • the fatty acids or derivatives thereof may equally originate from animals (for a review see Food Processing: Principles and Applications, Second Edition. Edited by Stephanie Clark, Stephanie Jung, and Buddhi Lamsal ⁇ 2014 John Wiley & Sons, Ltd. Published 2014 by John Wiley & Sons, Ltd; Chapter 21: Fats and Oils - Animal Based).
  • said one or more fatty acids or derivatives thereof are selected from unsaturated and saturated C14-20 fatty acids, salts thereof, esters thereof or mixtures of any of the foregoing.
  • the one or more fatty acids or derivatives thereof may also be selected from unsaturated and saturated unsaturated and saturated Ci6 -20 fatty acids, and salts or esters thereof.
  • the one or more fatty acids or derivatives thereof comprises two or more fatty acids selected from Cl 6:0 fatty acids, Cl 6:1 fatty acids, Cl 8:0 fatty acids, C18:lfatty acids, Cl 8:2 fatty acids, and C18:3 fatty acids, or salts (for instance potassium or sodium salts) or other derivatives thereof.
  • the one or more fatty acids may comprise the following fatty acids in the following proportions:
  • the one or more fatty acids comprise the following fatty acids in the following proportions:
  • Fatty acid amounts in wt% as used in the present invention are relative to the total amount of fatty acids in the composition.
  • the one or more fatty acids or derivatives thereof may comprise: sodium or potassium salts of C16 fatty acids in an amount of from 1 to 10 wt%; sodium or potassium salts of Cl 6:1 fatty acids in an amount of from 0 to 5 wt%; sodium or potassium salts of Cl 8:1 fatty acids in an amount of from 60 to 94 wt%; and sodium or potassium salts of C18:2 fatty acids in an amount of from 5 to 20 wt%.
  • the one or more fatty acids comprise the following fatty acids in the following proportions: sodium or potassium salts of C16 fatty acids in an amount of from 3 to 7 wt%; sodium or potassium salts of Cl 6:1 fatty acids in an amount of from 0 to 4 wt%; sodium or potassium salts of C18:l fatty acids in an amount of from 70 to 89 wt%; and sodium or potassium salts of C18:2 fatty acids in an amount of from 8 to 18 wt%.
  • the one or more fatty acid or derivative thereof, in particular sodium or potassium salts comprise C18, C18:1, C18:2 and Cl 8:3 fatty acids or derivatives thereof which amount to at least 90 wt.- % of the total fatty acid content, preferably at least 95wt.-%, possibly up to 97 wt.-%.
  • the one or more fatty acids or derivatives thereof may comprise one or more of oleic acid (C18:l), linoleic acid (C18:2), y-linolenic acid (C18:3), palmitoleic acid (C16:l), vaccenic acid (C18:l), paullinic acid (C20:l), elaidic acid (Ctrans-18:l) or derivatives thereof or a mixture of any of the foregoing.
  • oleic acid C18:l
  • linoleic acid C18:2
  • y-linolenic acid C18:3
  • palmitoleic acid C16:l
  • vaccenic acid C18:l
  • paullinic acid C20:l
  • elaidic acid Ctrans-18:l
  • the one or more fatty acids or derivatives thereof comprises oleic acid or a salt thereof.
  • the one or more fatty acid or derivatives thereof typically comprise at least 70 wt% of oleic acid or a salt thereof, for instance a potassium salt of oleic acid (potassium oleate). More preferably, in this embodiment, said one or more fatty acid in addition comprises a C16-C20 fatty acid or derivative thereof. It is even more preferred that the one or more fatty acid is not derivatized and comprises oleic acid.
  • the one or more fatty acids are derivatives in the form of potassium salts.
  • fatty acids or derivatives thereof are in the range of C14-C20
  • minor percentages of fatty acids or derivatives thereof may be Cl 2, Cl 3, C21 or C22 fatty acids or derivatives thereof. It is even more preferred that up to 95wt.-% of one or more fatty acids or derivatives thereof are C18, C18:l, C18:2 and C18:3.
  • the remaining percentage of fatty acids or derivatives thereof are in the range of C12 to C17, such as C14, C16, C16:l and C17, and C19 to C22.
  • no fatty acids or derivatives thereof in the range below C12 or above C22 are present.
  • Alternative preferred embodiments are those further comprising a metal complex selected from the group consisting of copper mandelate, copper salicylate, copper anthranilate, copper 2,6-dihydroxybenzoate, copper benzenesulphonate, zinc mandelate, zinc salicylate, zinc anthranilate, zinc benzenesulphonate, iron mandelate, iron salicylate, iron 2,6-dihydroxybenzoate, silver mandelate, silver anthranilate, silver benzenesulphonate, magnesium mandelate, magnesium 2,6-dihydroxybenzoate, and mixtures thereof, in addition to a C16-C20 fatty acid or derivative thereof, said fatty acid or derivative thereof being a mixture comprising at least 70 wt% of potassium oleate, on the weight of the derivative of C16-C20 fatty acid.
  • the one or more fatty acids or derivatives thereof comprise one or more metal or alkali metal salts of fatty acids.
  • metal or alkali metal salts of fatty acids are obtainable by a process comprising (a) Providing a vegetable oil; (b) Hydrolyzing triglycerides in the vegetable oil; (c) Extracting fatty acids from the hydrolyzed vegetable oil; and (d) Forming the metal or alkali metal salts of the extracted fatty acids.
  • the alkali metal is potassium and/or the composition of fatty acids is as described above.
  • the vegetable oil is an oil or fat derived from a plant or animal and may comprise triglycerides, lipids, and fatty acids.
  • oils derived from plants include apple seed oil, argan oil, coconut oil, colza oil, canola oil, corn oil, cottonseed oil, grape seed oil, hazelnut oil, macadamia oil, mustard oil, niger seed oil, olive oil, palm kernel oil, peanut oil, poppyseed oil, pumpkin seed oil, ramtil oil, rice bran oil, safflower oil, soybean oil, sesame oil, sunflower oil, tamarind seed oil, tea seed oil and walnut oil.
  • oils derived from animals include fats derived from animal rendering.
  • the vegetable oil is olive oil.
  • Hydrolysing triglycerides in the vegetable oil typically comprises beating the vegetable oil with an aqueous acid, for instance aqueous sulfuric acid, but may also be effected using other means such as heat treatment.
  • the heated vegetable oil may be heated.
  • Extracting fatty acids from the hydrolysed vegetable oil may be done by any suitable method as are well known to the skilled person, for instance evaporation, solvent exhaction, liquid-liquid extraction or chromatography.
  • Forming the metal or alkali metal salts of the exhacted fatty acids may be done by any suitable method are well known to the skilled person. Typically, this comprises treating the fatty acids with a base comprising the metal or alkali metal, e.g. a metal or alkali metal hydroxide such as KOH or NaOH.
  • a base comprising the metal or alkali metal, e.g. a metal or alkali metal hydroxide such as KOH or NaOH.
  • the metal is often an alkali metal, e.g. Li, Na, K or Rb, oreferably K, or an alkali earth metal, e.g. Mg, Ca, Sr or Ba.
  • the fatty acid derivatives may be formed starting simply from a composition comprising the fatty acids.
  • the fatty acid component may be produced by providing one or more fatty acids and forming the metal or alkali metal salts of the exhacted fatty acids.
  • said fatty acid derivatives are salts of lithium, sodium, potassium, magnesium, calcium, or a mixture thereof.
  • the one or more fatty acid derivatives are alkali metal salts of fatty acids, preferably potassium salts of fatty acids (hereinafter sometimes also referred to as (1.02)).
  • the fatty acid is not derivatized.
  • the total amount of the one or more fatty acids or derivatives thereof depends on the intended use and is often from 0.01 to 10 vol% for ready-to-use formulations (i.e. comprising both components (a) and (b), or from 0.1 to 4 vol%, such as 0.5 to 2 vol%.
  • the concentration of the fatty acid component may be from 0.5 to 30 g/L or from 1 to 20 g/L.
  • the concentration of the fatty acid component is from 3 to 15 g/L, for instance from 7 to 12 g/L.
  • the total amount of the one or more fatty acids or derivatives thereof may range between 20 and 60 wt.-%, such as between 25 and 55 wt.-%.
  • the composition is typically in a form suitable for application to plants, i.e. comprises a water-based liquid.
  • the composition may of course also be presented in a form suitable for storage or transport. In such cases, the concentration is typically much higher.
  • the concentration of the fatty acid in component (a) may be greater than 100 ml/L or greater than 500 ml/L.
  • Component (a) of the composition of the invention may further comprise at least one agriculturally suitable auxiliary, e.g. carrier(s) and/or (additional) surfactant(s).
  • at least one agriculturally suitable auxiliary e.g. carrier(s) and/or (additional) surfactant(s).
  • a carrier is a solid or liquid, natural or synthetic, organic or inorganic substance that is generally inert.
  • the carrier generally improves the application of the compounds, for instance, to plants, plants parts or seeds.
  • suitable solid carriers include, but are not limited to, ammonium salts, in particular ammonium sulfates, ammonium phosphates and ammonium nitrates, natural rock flours, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite and diatomaceous earth, silica gel and synthetic rock flours, such as finely divided silica, alumina and silicates.
  • typically useful solid carriers for preparing granules include, but are not limited to crushed and fractionated natural rocks such as calcite, marble, pumice, sepiolite and dolomite, synthetic granules of inorganic and organic flours and granules of organic material such as paper, sawdust, coconut shells, maize cobs and tobacco stalks.
  • suitable liquid carriers include, but are not limited to, water, organic solvents and combinations thereof.
  • suitable solvents include polar and nonpolar organic chemical liquids, for example from the classes of aromatic and nonaromatic hydrocarbons (such as cyclohexane, paraffins, alkylbenzenes, xylene, toluene, tetrahydronaphthalene, alkylnaphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons such as chlorobenzenes, chloroethylenes or methylene chloride), alcohols and polyols (which may optionally also be substituted, etherified and/or esterified, such as ethanol, propanol, butanol, benzylalcohol, cyclohexanol or glycol), ketones (such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone), esters (including fats and oils) and (poly)ethers, unsubstituted and substituted amines, amide
  • the carrier may also be a liquefied gaseous extender, i.e. liquid which is gaseous at standard temperature and under standard pressure, for example aerosol propellants such as halohydrocarbons, butane, propane, nitrogen and carbon dioxide.
  • a liquefied gaseous extender i.e. liquid which is gaseous at standard temperature and under standard pressure
  • aerosol propellants such as halohydrocarbons, butane, propane, nitrogen and carbon dioxide.
  • Preferred solid carriers are selected from clays, talc and silica.
  • Preferred liquid carriers are selected from water, fatty acid amides and esters thereof, aromatic and nonaromatic hydrocarbons, lactams and carbonic acid esters. It is preferred, that the carrier is water, optionally in combination with a polyol.
  • the amount of carrier typically ranges from 1 to 99.99%, preferably from 5 to 99.9%, more preferably from 10 to 99.5%, and most preferably from 20 to 99% by weight of the composition.
  • Liquid carriers are typically present in a range of from 20 to 90%, for example 30 to 80% by weight of the composition.
  • Solid carriers are typically present in a range of from 0 to 50%, preferably 5 to 45%, for example 10 to 30% by weight of the composition.
  • the surfactant can be an ionic (cationic or anionic), amphoteric or non-ionic surfactant, such as ionic or nonionic emulsifier(s), foam former(s), dispersant(s), wetting agent(s), penetration enhancer(s) and any mixtures thereof.
  • surfactants include, but are not limited to, salts of polyacrylic acid, salts of lignosulfonic acid (such as sodium lignosulfonate), salts of phenolsulfonic acid or naphthalenesulfonic acid, poly condensates of ethylene oxide and/or propylene oxide with fatty alcohols, fatty acids or fatty amines (for example, polyoxyethylene fatty acid esters such as castor oil ethoxylate or polyoxyehtylene sorbitan monooleate, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers), substituted phenols (preferably alkylphenols or arylphenols) and ethoxylates thereof (such as tristyrylphenol ethoxylate), salts of sulfosuccinic esters, taurine derivatives (preferably alkyl taurates), phosphoric esters of polyethoxylated alcohols or phenols, fatty esters of
  • Preferred surfactants are selected from polyoxyethylene fatty alcohol ethers, polyoxyethylene fatty acid esters, such as castor oil ethoxylate or polyoxyehtylene sorbitan monooleate, alkylbenzene sulfonates, such as calcium dodecylbenzenesulfonate, castor oil ethoxylate, sodium lignosulfonate and arylphenol ethoxylates, such as tristyrylphenol ethoxylate.
  • polyoxyethylene fatty alcohol ethers such as castor oil ethoxylate or polyoxyehtylene sorbitan monooleate
  • alkylbenzene sulfonates such as calcium dodecylbenzenesulfonate
  • castor oil ethoxylate such as sodium lignosulfonate
  • arylphenol ethoxylates such as tristyrylphenol ethoxylate.
  • the amount of surfactants typically ranges from 5 to 40%, for example 10 to 20%, by weight of component (a).
  • auxiliaries include water repellents, siccatives, binders (adhesive, tackifier, fixing agent, such as carboxymethylcellulose, natural and synthetic polymers in the form of powders, granules or latices, such as gum arabic, polyvinyl alcohol and polyvinyl acetate, natural phospholipids such as cephalins and lecithins and synthetic phospholipids, polyvinylpyrrolidone and tylose), thickeners and secondary thickeners (such as cellulose ethers, acrylic acid derivatives, xanthan gum, modified clays, e.g. the products available under the name Bentone, and finely divided silica), stabilizers (e.g.
  • cold stabilizers preservatives (e.g. dichlorophene and benzyl alcohol hemiformal), antioxidants, light stabilizers, in particular UV stabilizers, or other agents which improve chemical and/or physical stability), dyes or pigments (such as inorganic pigments, e.g. iron oxide, titanium oxide and Prussian Blue; organic dyes, e.g. alizarin, azo and metal phthalocyanine dyes), antifoams (e.g.
  • silicone antifoams and magnesium stearate silicone antifoams and magnesium stearate
  • antifreezes stickers, gibberellins and processing auxiliaries, mineral and vegetable oils, perfumes, waxes, nutrients (including trace nutrients, such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc), protective colloids, thixotropic substances, penetrants, sequestering agents and complex formers.
  • auxiliaries depends on the intended mode of application of the compound combination of the invention and/or on the physical properties of the active compound(s) present in said compound combination. Furthermore, the auxiliaries may be chosen to impart particular properties (technical, physical and/or biological properties) to the compositions or use forms prepared therefrom. The choice of auxiliaries may allow customizing the compositions to specific needs.
  • the water conditioner according to component (b) of the composition according to the invention preferably comprises a salt of an organic acid.
  • Various salts are suitable in the present invention and include alkali metal salts with potassium or sodium and earth alkali metal salts with calcium or magnesium, but also ammonium salts, all as long as the resulting salt is water soluble with at least lg/1.
  • said water conditioner comprises citric acid as organic acid.
  • citric acid as organic acid.
  • such water conditioner has excellent properties to maintain the favorable properties of fatty acid or fatty acid derivative compositions in plant protection.
  • the ratio between the fatty acid or derivative thereof according to component (a) and water conditioner according to component (b) of the composition according to the invention ranges between 100:1 and 1:10, preferably between 50:1 and 1:1, more preferably between 30:1 and 2:1, even more preferably between 20: 1 and 1:1, such as between 50: 1 and 30: 1 or between 40: 1 and 25: 1 or between 40: 1 and 30: 1 or between 40:1 and 1:5, between 20:1 and 1:5 or between 10:1 and 1:1, including 8:1, 7:1, 6:1, 5:1, 4:1, 3:1, 2:1 and 1:1.
  • a specific ratio range is between 5:1 and 1:1, including 4:1, 3:1 and 2:1.
  • ratio ranges Another way of expressing the ratio ranges is to indicate component (a) : organic acid : compound of Formula (I). Suitable ratios in this respect, provided that the share of component (a) is always at least 1 ,5 times that of organic acid and compound of Formula (I) combined or at least 2 times that of each of organic acid and compound of Formula (I), include ranges between 1-20:0.5-2:0.5-2, such as 10:1:1, or alternatively between 1-10:0.5- 2:0.5-2, such as: 5:1:1 Unless indicated otherwise (see examples), the above ratios are w/v.
  • the composition according to the invention preferably prior to dilution with water-based-liquid, comprises organic acid in a concentration of between 1,0 and 10,0 w. % one or more compounds of formula (I) in a concentration of between 0,1 and 10,0 w% and at least one fatty acid or derivative thereof in a concentration between 15,0 and 70,0 w%
  • said composition further comprises a water-based liquid, preferably water.
  • a water-based liquid preferably water.
  • Such composition forms the diluted form that is applied in the field.
  • said water-based liquid may be water comprising a fertilizer
  • said water conditioner is present in said composition in a concentration of between 0.05 and 2 wt.-%, more preferably between 0.1 and 0.5 wt.-%, even more preferably between 0.1 and 0.3 wt.-%.
  • Said one or more fatty acid or derivative thereof may be present in the composition further comprising a water-based liquid in a concentration of up to 5 % v/v, preferably between 0.5 and 3 % v/v, more preferably between 1 and 2 % v/v.
  • application rates of fatty-acid-based plant protection agents range between 0.5 and 2 wt.-%, but depending on the respective fatty acid or derivative thereof, i.e. the composition of the plant protection product, application rates may be higher or lower.
  • the composition according to the invention preferably after dilution with water-based-liquid, comprises organic acid in a concentration of between 0,01 and 0,50 w. % compound of formula (I) in a concentration of between 0,01 and 0,50 w% at least one fatty acid or derivative thereof in a concentration between 0,25 and 5w%
  • the present invention relates to a method for producing a plant protection formulation
  • a method for producing a plant protection formulation comprising (a) Providing one or more fatty acids or derivatives thereof selected from unsaturated and saturated C12-24 fatty acids, salts thereof, esters thereof or mixtures of any of the foregoing; (b) Adding a water conditioner according to the invention to the water-based liquid, preferably water, to be used for dilution; and (c) Mixing the compounds/compositions according to (a) and (b) to form an emulsion, microemulsion or solution; and optionally (cl) adding said emulation or solution into a water-based liquid.
  • the present invention relates to a method for maintaining the insecticidal and/or fungicidal efficacy of one or more fatty acids or derivatives thereof selected from unsaturated and saturated C12-24 fatty acids, salts thereof, esters thereof or mixtures of any of the foregoing to be diluted in hard water, comprising (a) Providing one or more fatty acids or derivatives thereof selected from unsaturated and saturated C12-24 fatty acids, salts thereof, esters thereof or mixtures of any of the foregoing; (b) Adding a water conditioner according to the invention to the water-based liquid, preferably water, to be used for dilution; and (c) Mixing the compounds/compositions according to (a) and (b) to form an emulsion, microemulsion or solution. Steps (a) and (b) may be interchanged.
  • the above methods may further comprise as step (d) applying the emulsion, microemulsion or solution according to (cl) or (c) to a plant or locus where a plant is growing.
  • the application rates can vary within a relatively wide range, depending on the kind of application.
  • the application rate may range from about 2000 to 12000 g/ha, preferably from 2500 to 10000 g/ha, more preferably from 4000 to 8000 g/ha.
  • the application rates can vary within a relatively wide range, depending on the kind of application.
  • the application rate may range from 2000 to 12000 g/ha, preferably from 2500 to 10000 g/ha, more preferably from 4000 to 8000 g/ha.
  • the outlined application rates refer to the total application rates of component (a) of the composition of the present invention.
  • the amount of the compound combination or the composition of the invention applied to the seeds is typically such that the germination of the seed is not impaired, or that the resulting plant is not damaged. This must be ensured particularly in case the compounds contained in the compound combination of the invention would exhibit phytotoxic effects at certain application rates.
  • the intrinsic phenotypes of transgenic plants should also be taken into consideration when determining the amount of the compound combination of the invention to be applied to the seed in order to achieve optimum seed and germinating plant protection with a minimum amount of compound being employed
  • the present invention relates to a method for reducing overall damage of plants and plant parts as well as losses in harvested fruits or vegetables caused by plant pests comprising the step of applying the composition according to the invention to a plant or seed or a locus where said plant or seed is intended to be grown. Said applying may be effected as a foliar or soil application or as a seed treatment.
  • the composition according to the present invention may be used to combat plant pests or plant pathogens, in particular insects or fungal pathogens.
  • Non-limiting examples of pathogens of fungal diseases which may be treated in accordance with the invention include: diseases caused by powdery mildew pathogens, for example Blumeria species, for example Blumeria graminis', Podosphaera species, for example Podosphaera leucotricha', Sphaerotheca species, for example Sphaero theca fuliginea', Uncinula species, for example Uncinula necator, diseases caused by rust disease pathogens, for example Gymnosporangium species, for example Gymnosporangium sabinae', Hemileia species, for example Hemileia vastatrix', Phakopsora species, for example Phakopsora pachyrhizi or Phakopsora meibomiae: Puccinia species, for example Puccinia recondita, Puccinia graminis oder Puccinia striiformis,' Uromyces species, for example Urom
  • brassicae' Phytophthora species, for example Phytophthora infestans'
  • Plasmopara species for example Plasmopara viticola'
  • Pseudoperonospora species for example Pseudoperonospora humuli or Pseudoperonospora cubensis'
  • Pythium species for example Pythium ultimunr
  • Cercospora species for example Cercospora beticola'
  • Cladiosporium species for example Cladiosporium cucumerinunr
  • Cochliobolus species for example Cochliobolus sativus (conidial form: Drechslera, syn: Helminthosporium) or Cochliobolus miyabeanus'
  • Colletotrichum species for example Colleto
  • Mycosphaerella species for example Mycosphaerella graminicola, Mycosphaerella arachidicola or Mycosphaerella fijiensis', Phaeosphaeria species, for example Phaeosphaeria nodorunr, Pyrenophora species, for example Pyrenophora teres or Pyrenophora tritici repentis', Ramularia species, for example Ramularia collo-cygni or Ramularia areola', Rhynchosporium species, for example Rhynchosporium secalis', Septoria species, for example Septoria apii or Septoria lycopersici', Stagonospora species, for example Stagonospora nodorunr, Typhula species, for example Typhula incarnata', Venturia species, for example Venturia inaequalis', root and stem diseases caused, for example, by Corticium species, for example Corticium grammearum-
  • Pseudomonas species for example Pseudomonas syringae pv. lachrymans', Erwinia species, for example Erwinia amylovora', Liberibacter species, for example Liberibacter asiaticus', Xyella species, for example Xylella fastidiosa', Ralstonia species, for example Ralstonia solanacearum', Dickeya species, for example Dickeya solani', Clavibacter species, for example Clavibacter michiganensis', Streptomyces species, for example Streptomyces scabies. diseases of soya beans:
  • Altemaria leaf spot Altemaria spec, atrans tenuissima
  • Anthracnose Coldletotrichum gloeosporoides dematium var.
  • phytophthora rot (Phytophthora megasperma), brown stem rot (Phialophora gregata), pythium rot (Pythium aphanidermatum, Pythium irregulare, Pythium debaryanum, Pythium myriotylum, Pythium ultimum), rhizoctonia root rot, stem decay, and damping-off (Rhizoctonia solani), sclerotinia stem decay (Sclerotinia sclero orum), sclerotinia southern blight Sclerotinia rolfsii), thielaviopsis root rot (Thielaviopsis basicold).
  • composition according to the invention is effective against at least one of the following plant pathogens
  • Venturia Sclerotinia, Rhizoctonia; Plasmodiophora; Helminthosporium, Phytium, Altemaria; Cercospora; Cladiosporium; Cochliobolus; Colletotrichum; Diaporthe; Gloeosporium; Corynespora; Guignardia; Elsinoe; Magnaporthe; Microdochium; Mycosphaerella; Pyrenophora; Pyricularia; Ramularia; Rhynchosporium; Botrytis, Phytophthora; Bremia; Peronospora; Plasmopara; Pseudoperonospora, Puccinia; Hemileia; Phakopsora; Uromyces; Blumeria; Podosphaera; Sphaerotheca; Uncinula, Fusarium, Septaria, Aspergillus; Cladosporium; Claviceps; Gibberella; Monographella, Spha
  • Pests to be treated include: pests from the phylum of the Arthropoda, in particular from the class of the Arachnida, for example Acarus spp., for example Acarus siro, Aceria kuko, Aceria sheldoni, Aculops spp., Aculus spp.
  • Chaetocnema confinis Chaetocnema denticulata, Chaetocnema ectypa, Cleonus mendicus, Conoderus spp.
  • Cosmopolites spp. for example Cosmopolites sordidus, Costelytra zealandica, Ctenicera spp.
  • Curculio spp. for example Curculio caryae, Curculio caryatrypes, Curculio obtusus, Curculio sayi, Cryptolestes ferrugineus, Cryptolestes pusillus, Cryptorhynchus lapathi, Cryptorhynchus mangiferae, Cylindrocopturus spp., Cylindrocopturus adspersus, Cylindrocopturus furnissi, Dendroctonus spp., for example Dendroctonus ponderosae, Dermestes spp., Diabrotica spp., for example
  • Phyllotreta armoraciae for example Phyllotreta armoraciae, Phyllotreta pusilia, Phyllotreta ramosa, Phyllotreta striolata, Popillia japonica, Premnotrypes spp., Prostephanus truncatus, Psylliodes spp., for example Psylliodes affinis, Psylliodes chrysocephala, Psylliodes patheticata, Ptinus spp., Rhizobius ventralis, Rhizopertha dominica, Rhynchophorus spp., Rhynchophorus ferrugineus, Rhynchophorus palmarum, Scolytus spp., for example Scolytus multistriatus, Sinoxylon perforans, Sitophilus spp., for example Sitophilus granarius, Sitophilus linearis
  • Delia spp. for example Delia antiqua, Delia coarctata, Delia florilega, Delia platura, Delia radicum, Dermatobia hominis, Drosophila spp., for example Drosphila melanogaster, Drosophila suzukii, Echinocnemus spp., Euleia heraclei, Fannia spp., Gasterophilus spp., Glossina spp., Haematopota spp., Hydrellia spp., Hydrellia griseola, Hylemya spp., Hippobosca spp., Hypoderma spp., Liriomyza spp., for example Liriomyza brassicae, Liriomyza huidobrensis, Liriomyza sativae, Lucilia spp., for example Lucilia cuprina, Lutzomyia
  • Macrosiphum euphorbiae for example Macrosiphum euphorbiae, Macrosiphum lilii, Macrosiphum rosae, Macrosteles facifrons, Mahanarva spp., Melanaphis sacchari, Metcalfiella spp., Metcalf a pruinosa, Metopolophium dirhodum, Monellia costalis, Monelliopsis pecanis, Myzus spp., for example My zus ascalonicus, Myzus cerasi, Myzus ligustri, Myzus ornatus, Myzus persicae,.
  • Nephotettix spp. Myzus nicotianae, Nasonovia ribisnigri, Neomaskellia spp., Nephotettix spp., for example Nephotettix cincticeps,, Nephotettix nigropictus, Nettigoniclla spectra, Nilaparvata lugens, Oncometopia spp., Orthezia praelonga, Oxya chinensis, Pachypsylla spp., Parabemisia myricae, Paratrioza spp., for example Paratrioza cockerelli, Parlatoria spp., Pemphigus spp., for example Pemphigus bursarius, Pemphigus populivenae, Peregrinus maidis, Perkinsiella spp., Phenacoccus spp., for example Phenacoccus madeirensis, Phloeomy
  • Pianococcus citri Prosopidopsylla flava, Protopulvinaria pyriformis, Pseudaulacaspis pentagona, Pseudococcus spp., for example Pseudococcus calceolariae, Pseudococcus comstocki, Pseudococcus longispinus, Pseudococcus maritimus, Pseudococcus viburni, Psyllopsis spp., Psylla spp., for example Psylla buxi, Psylla mail, Psylla pyri, Pteromalus spp., Pulvinaria spp., Pyrilla spp., Quadraspidiotus spp., for example Quadraspidiotus juglansregiae, Quadraspidiotus ostreaeformis, Quadraspidiotus pernici
  • Aglenchus spp. for example Aglenchus agricola
  • Anguina spp. for example Anguina tritici
  • Aphelenchoides spp. for example Aphelenchoides arachidis, Aphelenchoides fragariae
  • Belonolaimus spp. for example Belonolaimus gracilis, Belonolaimus longicaudatus, Belonolaimus nortoni
  • Bursaphelenchus spp. for example Bursaphelenchus cocophilus, Bursaphelenchus eremus, Bursaphelenchus xylophilus
  • Cacopaurus spp. for example Cacopaurus pestis, Criconemella spp., for example Criconemella curvata, Criconemella onoensis,
  • the compound combination and the composition of the invention may be applied to any plants or plant parts.
  • Plants mean all plants and plant populations, such as desired and undesired wild plants or crop plants (including naturally occurring crop plants).
  • Crop plants may be plants which can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including the genetically modified plants (GMO or transgenic plants) and the plant cultivars which are protectable and non-protectable by plant breeders’ rights.
  • Plant cultivars are understood to mean plants which have new properties ("traits”) and have been obtained by conventional breeding, by mutagenesis or by recombinant DNA techniques. They can be cultivars, varieties, bio- or genotypes.
  • Plant parts are understood to mean all parts and organs of plants above and below the ground, such as shoots, leaves, needles, stalks, stems, flowers, fruit bodies, fruits, seeds, roots, tubers and rhizomes.
  • the plant parts also include harvested material and vegetative and generative propagation material, for example cuttings, tubers, rhizomes, slips and seeds.
  • Plants which may be treated in accordance with the methods of the invention include the following: cotton, flax, grapevine, fruit, vegetables, such as Rosaceae sp. (for example pome fruits such as apples and pears, but also stone fruits such as apricots, cherries, almonds and peaches, and soft fruits such as strawberries), Ribesioidae sp. , Juglandaceae sp. , Betulaceae sp. , Anacardiaceae sp. , Fagaceae sp. , Moraceae sp. , Oleaceae sp. , Actinidaceae sp. , Lauraceae sp. , Musaceae sp.
  • Rosaceae sp. for example pome fruits such as apples and pears, but also stone fruits such as apricots, cherries, almonds and peaches, and soft fruits such as strawberries
  • Rosaceae sp. for example pome fruits
  • Rubiaceae sp. for example coffee
  • Theaceae sp. Sterculiceae sp.
  • Rutaceae sp. for example lemons, oranges and grapefruit
  • Solanaceae sp. for example tomatoes
  • Liliaceae sp. for example lettuce
  • Umbelliferae sp. for example lettuce
  • Alliaceae sp. for example leek, onion
  • peas for example peas
  • major crop plants such as Gramineae sp. (for example maize, turf, cereals such as wheat, rye, rice, barley, oats, millet and triticale), Asteraceae sp. (for example sunflower), Brassicaceae sp. (for example white cabbage, red cabbage, broccoli, cauliflower, Brussels sprouts, pak choi, kohlrabi, radishes, and oilseed rape, mustard, horseradish and cress), Fabacae sp. (for example bean, peanuts), Papilionaceae sp. (for example soya bean), Solanaceae sp. (for example potatoes), Chenopodiaceae sp.
  • Gramineae sp. for example maize, turf, cereals such as wheat, rye, rice, barley, oats, millet and triticale
  • Asteraceae sp. for example sunflower
  • Plants and plant cultivars which may be treated by the above disclosed methods include plants and plant cultivars which are resistant against one or more biotic stresses, i.e. said plants show a better defense against animal and microbial pests, such as against nematodes, insects, mites, phytopathogenic fungi, bacteria, viruses and/or viroids.
  • Plants and plant cultivars which may be treated by the above disclosed methods include those plants which are resistant to one or more abiotic stresses.
  • Abiotic stress conditions may include, for example, drought, cold temperature exposure, heat exposure, osmotic stress, flooding, increased soil salinity, increased mineral exposure, ozone exposure, high light exposure, limited availability of nitrogen nutrients, limited availability of phosphorus nutrients, shade avoidance.
  • Plants and plant cultivars which may be treated by the above disclosed methods include those plants characterized by enhanced yield characteristics. Increased yield in said plants may be the result of, for example, improved plant physiology, growth and development, such as water use efficiency, water retention efficiency, improved nitrogen use, enhanced carbon assimilation, improved photosynthesis, increased germination efficiency and accelerated maturation. Yield may furthermore be affected by improved plant architecture (under stress and non-stress conditions), including but not limited to, early flowering, flowering control for hybrid seed production, seedling vigor, plant size, internode number and distance, root growth, seed size, fruit size, pod size, pod or ear number, seed number per pod or ear, seed mass, enhanced seed filling, reduced seed dispersal, reduced pod dehiscence and lodging resistance. Further yield traits include seed composition, such as carbohydrate content and composition for example cotton or starch, protein content, oil content and composition, nutritional value, reduction in anti-nutritional compounds, improved processability and better storage stability.
  • Plants and plant cultivars which may be treated by the above disclosed methods include plants and plant cultivars which are hybrid plants that already express the characteristic of heterosis or hybrid vigor which results in generally higher yield, vigor, health and resistance towards biotic and abiotic stresses.
  • Compound combinations according to the invention can be used as such or in compositions / formulations thereof and can be mixed with further known active ingredients, for example biological control agents, bactericides, acaricides, nematicides or insecticides, in order thus to broaden, for example, the activity spectrum or to prevent development of resistance.
  • active ingredients for example biological control agents, bactericides, acaricides, nematicides or insecticides, in order thus to broaden, for example, the activity spectrum or to prevent development of resistance.
  • a mixture with other known active ingredients such as herbicides, fertilizers, growth regulators, safeners, nitrification inhibitors, semiochemicals and/or other agriculturally beneficial agents is also possible.
  • the compound combination according to the invention can be advantageously used to treat transgenic plants, plant cultivars or plant parts that received genetic material which imparts advantageous and/or useful properties (traits) to these plants, plant cultivars or plant parts. Therefore, it is contemplated that the present invention may be combined with one or more recombinant traits or transgenic event(s) or a combination thereof.
  • a transgenic event is created by the insertion of a specific recombinant DNA molecule into a specific position (locus) within the chromosome of the plant genome.
  • the insertion creates a novel DNA sequence referred to as an “event” and is characterized by the inserted recombinant DNA molecule and some amount of genomic DNA immediately adjacent to/flanking both ends of the inserted DNA.
  • trait(s) or transgenic event(s) include, but are not limited to, pest resistance, water use efficiency, yield performance, drought tolerance, seed quality, improved nutritional quality, hybrid seed production, and herbicide tolerance, in which the trait is measured with respect to a plant lacking such trait or transgenic event.
  • Such advantageous and/or useful properties are better plant growth, vigor, stress tolerance, standability, lodging resistance, nutrient uptake, plant nutrition, and/or yield, in particular improved growth, increased tolerance to high or low temperatures, increased tolerance to drought or to levels of water or soil salinity, enhanced flowering performance, easier harvesting, accelerated ripening, higher yields, higher quality and/or a higher nutritional value of the harvested products, better storage life and/or processability of the harvested products, and increased resistance against animal and microbial pests, such as against insects, arachnids, nematodes, mites, slugs and snails.
  • Bt Cry or VIP proteins which include the CrylA, CrylAb, CrylAc, CryllA, CrylllA, CryIIIB2, Cry9c Cry2Ab, Cry3Bb and CrylF proteins or toxic fragments thereof and also hybrids or combinations thereof, especially the CrylF protein or hybrids derived from a CrylF protein (e.g. hybrid CrylA-CrylF proteins or toxic fragments thereof), the CrylA-type proteins or toxic fragments thereof, preferably the CrylAc protein or hybrids derived from the CrylAc protein (e.g.
  • hybrid CrylAb-CrylAc proteins or the CrylAb or Bt2 protein or toxic fragments thereof, the Cry2Ae, Cry2Af or Cry2Ag proteins or toxic fragments thereof, the CrylA.105 protein or a toxic fragment thereof, the VIP3Aal9 protein, the VIP3Aa20 protein, the VIP3 A proteins produced in the COT202 or COT203 cotton events, the VIP3 Aa protein or a toxic fragment thereof as described in Estruch et al. (1996), Proc Natl Acad Sci US A.
  • herbicides for example imidazolinones, sulphonylureas, glyphosate or phosphinothricin.
  • DNA sequences encoding proteins which confer properties of tolerance to certain herbicides on the transformed plant cells and plants mention will be particularly be made to the bar or PAT gene or the Streptomyces coelicolor gene described in WO2009/152359 which confers tolerance to glufosinate herbicides, a gene encoding a suitable EPSPS (5 -Enolpyruvylshikimat-3 -phosphat-synthase) which confers tolerance to herbicides having EPSPS as a target, especially herbicides such as glyphosate and its salts, a gene encoding glyphosate-n-acetyltransferase, or a gene encoding glyphosate oxidoreductase.
  • EPSPS -Enolpyruvylshikimat-3 -phosphat-s
  • herbicide tolerance traits include at least one ALS (acetolactate synthase) inhibitor (e.g. W02007/024782), a mutated Arabidopsis ALS/AHAS gene (e.g. U.S. Patent 6,855,533), genes encoding 2,4-D-monooxygenases conferring tolerance to 2,4-D (2,4- dichlorophenoxyacetic acid) and genes encoding Dicamba monooxygenases conferring tolerance to dicamba (3,6-dichloro-2- methoxybenzoic acid).
  • ALS acetolactate synthase
  • W02007/024782 e.g. W02007/024782
  • a mutated Arabidopsis ALS/AHAS gene e.g. U.S. Patent 6,855,533
  • Yet another example of such properties is resistance to one or more phytopathogenic fungi, for example Asian Soybean Rust.
  • DNA sequences encoding proteins which confer properties of resistance to such diseases mention will particularly be made of the genetic material from glycine tomentella, for example from any one of publically available accession lines PI441001 , PI483224, PI583970, PI446958, PI499939, PI505220, PI499933, PI441008, PI505256 or PI446961 as described in W02019/103918.
  • SAR systemic acquired resistance
  • phytoalexins phytoalexins
  • elicitors resistance genes and correspondingly expressed proteins and toxins.
  • Particularly useful transgenic events in transgenic plants or plant cultivars which can be treated with preference in accordance with the invention include Event 531/ PV-GHBK04 (cotton, insect control, described in W02002/040677), Event 1143-14A (cotton, insect control, not deposited, described in WO2006/128569); Event 1143-51B (cotton, insect control, not deposited, described in W02006/128570); Event 1445 (cotton, herbicide tolerance, not deposited, described in US-A 2002- 120964 or W02002/034946); Event 17053 (rice, herbicide tolerance, deposited as PTA-9843, described in WO2010/117737); Event 17314 (rice, herbicide tolerance, deposited as PTA-9844, described in WO2010/117735); Event 281-24-236 (cotton, insect control - herbicide tolerance, deposited as PTA-6233, described in W02005/103266 or US-A 2005-216969); Event 3006-210-23 (cotton, insect control - herb
  • Event BLR1 (oilseed rape, restoration of male sterility, deposited as NCIMB 41193, described in W02005/074671), Event CE43-67B (cotton, insect control, deposited as DSM ACC2724, described in US-A 2009-217423 or WO2006/128573); Event CE44-69D (cotton, insect control, not deposited, described in US-A 2010- 0024077); Event CE44-69D (cotton, insect control, not deposited, described in WO2006/128571); Event CE46-02A (cotton, insect control, not deposited, described in WO2006/128572); Event COT102 (cotton, insect control, not deposited, described in US-A 2006-130175 or W02004/039986); Event COT202 (cotton, insect control, not deposited, described in US-A 2007-067868 or W02005/054479); Event COT203 (cotton, insect control, not deposited, described, described in US-A 2007-067868 or
  • transgenic event(s) is provided by the United States Department of Agriculture’s (USDA) Animal and Plant Health Inspection Service (APHIS) and can be found on their website on the world wide web at http://aphis.usda.gov. For this application, the status of such list as it is/was on the filing date of this application, is relevant.
  • USDA United States Department of Agriculture
  • APIHIS Animal and Plant Health Inspection Service
  • transgenic plants which may be mentioned are the important crop plants, such as cereals (wheat, rice, triticale, barley, rye, oats), maize, soya beans, potatoes, sugar beet, sugar cane, tomatoes, peas and other types of vegetable, cotton, tobacco, oilseed rape and also fruit plants (with the fruits apples, pears, citrus fruits and grapes), with particular emphasis being given to maize, soya beans, wheat, rice, potatoes, cotton, sugar cane, tobacco and oilseed rape.
  • Traits which are particularly emphasized are the increased resistance of the plants to insects, arachnids, nematodes and slugs and snails, as well as the increased resistance of the plants to one or more herbicides.
  • the present application relates to a kit-of-parts comprising a one or more fatty acids or derivatives thereof as defined herein above and a water conditioner as defined herein above in a spatially separated arrangement.
  • kit can be used to produce compositions according to the invention ready for application to the field.
  • a dilution of water conditioner in a water-based liquid is made.
  • one or more fatty acid or derivative thereof according to component (a) is then mixed into the resulting dilution.
  • the respective amounts, concentrations or ratios to be used are described elsewhere in this application.
  • the present invention also relates to the use of a water conditioner according to the invention for maintaining the fungicidal and/or insecticidal and/or herbicidal action of or preventing clogging of spray equipment upon using one or more fatty acids or derivatives thereof selected from unsaturated and saturated C12-24 fatty acids, salts thereof, esters thereof or mixtures of any of the foregoing in hard water.
  • a water conditioner according to the invention for maintaining the fungicidal and/or insecticidal and/or herbicidal action of or preventing clogging of spray equipment upon using one or more fatty acids or derivatives thereof selected from unsaturated and saturated C12-24 fatty acids, salts thereof, esters thereof or mixtures of any of the foregoing in hard water.
  • the present invention relates to the use of the composition according to the invention for reducing overall damage of plants and plant parts as well as losses in harvested fruits or vegetables caused by plant pests.
  • a water conditioner had been prepared according to this invention by mixing and dissolving an organic acid: where the organic acid is citric acid and a compound as per Formula (I), where such compound is an ethoxylated (7OE) branched Cl 1-14, C13-rich alcohol (commercially available under the tradename Synperonic 13/7) in water according to table 1 below.
  • organic acid is citric acid
  • a compound as per Formula (I) where such compound is an ethoxylated (7OE) branched Cl 1-14, C13-rich alcohol (commercially available under the tradename Synperonic 13/7) in water according to table 1 below.
  • a dye (Methyl Red) can be added to give the product some indicator properties related to identify final pH of the solution.
  • pH measurement can be effected by different means known in the art.
  • the product had been obtained by first dissolving the dye in water under stirring, then adding and dissolving citric acid and finally adding and dissolving the ethoxylated alcohol. The final mixture had been stirred until getting homogeneous aspect
  • Tests were conducted with different rates of a fatty acid based commercial formulation (Flipper®, rates in final water solution 0,5% v/v or 1% v/v) with water of different hardness and/or conductivity (see table 5 for water details) , with or without 0,1% w/w of the water conditioner prepared according to this Example 1 previously added,.
  • a fatty acid based commercial formulation Frlipper®, rates in final water solution 0,5% v/v or 1% v/v
  • water of different hardness and/or conductivity see table 5 for water details
  • Example 2 Formulation properties of combinations of organic acid and compounds of Formula (I) in connection with fatty acid potassium salt
  • Water used for dilution contained 468mg/l calcium

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  • Life Sciences & Earth Sciences (AREA)
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  • Pest Control & Pesticides (AREA)
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  • Environmental Sciences (AREA)
  • Engineering & Computer Science (AREA)
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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
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  • General Health & Medical Sciences (AREA)
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Abstract

La présente invention concerne une composition comprenant (a) un ou plusieurs acides gras ou des dérivés de ceux-ci choisis parmi des acides gras en C12-24 insaturés et saturés, des sels de ceux-ci, des esters de ceux-ci ou des mélanges de l'un quelconque des éléments précédents ; et (b) un conditionneur d'eau comprenant un acide organique et un ou plusieurs composés selon la formule (I), (I), ainsi que des procédés et des utilisations de ceux-ci. L'invention est utile pour atténuer les effets de l'eau dure sur l'applicabilité de produits phytosanitaires à base d'acides gras et de dérivés de ceux-ci.
PCT/EP2024/068825 2023-07-05 2024-07-04 Composition destinée à être utilisée en agriculture Pending WO2025008446A1 (fr)

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