Improved pesticidal compositions

By combining dinitrosylamine with alcohol alkoxylate and other auxiliary agents to form an oil dispersion, the problem of insufficient stability and biological activity of dinitrosylamine formulations is solved, and efficient fungal disease prevention and control is achieved under field conditions.

CN120344149APending Publication Date: 2025-07-18SYNGENTA CROP PROTECITON AG
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Patent Information

Application Number
CN202380084767.4
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2022-12-16
Filing Date
2023-12-14
Publication Date
2025-07-18

AI Technical Summary

Technical Problem

The existing formulations containing dinithylamine have stability problems during storage and use, and lack of biological efficacy, making it difficult to maintain good activity under field conditions.

Method used

By combining diethylaminoglycin with alcohol alkoxylate, ethylene oxide/propylene oxide block copolymer and other auxiliary agents, an oil dispersion is formed, which improves the chemical and physical stability of the formulation and enhances biological activity.

Benefits of technology

It achieves stability in concentrated form while maintaining good biological activity, enhances the prevention and control effect of fungal diseases, and improves the spray retention characteristics.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

The present invention relates to compositions comprising certain (biological performance improving) adjuvants and mandipropamid; and to the use of these adjuvants for improving the biological properties of mandipropamid.
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Description

[0001] The present invention relates to an improved pesticidal composition for controlling or preventing the infestation of plants, harvested food crops, seeds or non-living materials by phytopathogenic microorganisms, preferably fungi. More specifically, the present invention relates to a pesticidal composition containing mandipropamid.

[0002] Mandipropamid (chemical name: 2-(4-chloro-phenyl)-N-[2-(3-methoxy-4-prop-2-ynyloxy-phenyl)-ethyl]-2-prop-2-ynyloxy-acetamide) and its manufacturing methods are described in WO 01 / 87822 and WO 2007 / 020381. CN115039776 discloses a composition containing mandipropamid and various azole fungicides, typically as aqueous formulations, including wettable powders (WP), water dispersible granules (WG) or suspension concentrates (SC). CN 108294023 discloses a composition containing mandipropamid and berberine as a suspension concentrate (SC). CN 103392739 discloses a composition containing mandipropamid and copper calcium sulfate, typically as a wettable powder (WP), water dispersible granule (WG) or suspension concentrate (SC). CN 105340926 discloses a composition containing mandipropamid and polyoxin fungicides, typically as aqueous formulations, including wettable powders (WP), water dispersible granules (WG) or suspension concentrates (SC). CN103181393 discloses a composition containing mandipropamid and propamocarb, typically as aqueous formulations, including emulsifiable concentrates (EW), wettable powders (WP), water dispersible granules (WG) or suspension concentrates (SC). CN 102461501 discloses a composition containing mandipropamid and cyazofamid, typically as aqueous formulations, including wettable powders (WP), water dispersible granules (WG) or suspension concentrates (SC). CN 101971813 discloses a composition containing mandipropamid and azoxystrobin, typically as aqueous formulations, including wettable powders (WP), water dispersible granules (WG) or suspension concentrates (SC). CN 102461526 discloses a composition containing mandipropamid and propamocarb, typically as aqueous formulations, including wettable powders (WP), water dispersible granules (WG) or suspension concentrates (SC). CN 101990895 discloses a composition containing mandipropamid and kresoxim-methyl or pyraclostrobin, typically as aqueous formulations, including wettable powders (WP), water dispersible granules (WG) or suspension concentrates (SC). Mandipropamid is also described in the fourteenth edition of "The Pesticide Manual" published by BCPC. Mandipropamid is listed as entry 514 and has the chemical formula as depicted by formula (I-I) herein:

[0003]

[0004] Metyrapone is known in the art and is commercialized under the trademark as a fungicide for controlling late blight caused by Phytophthora infestans in potatoes and downy mildew in a range of vegetable crops.

[0005] There is still a need for improved formulations containing metyrapone that are chemically and physically stable, especially when stored in concentrated form, and then applicable under typical field conditions after subsequent dilution while maintaining good biological efficacy. In addition, there is still a need for improved formulations that can exhibit enhanced and / or prolonged biological efficacy when used in the art. The present invention aims to solve some problems existing in the prior art.

[0006] According to the present invention, there is provided a composition comprising,

[0007] (i) metyrapone; and

[0008] (ii) one or more adjuvants selected from the group consisting of alcohol alkoxylates, ethylene oxide / propylene oxide block copolymers, polyacrylate polymers, alkyl polyglycosides, alkyl glucamides, ethoxylated sorbitan derivatives, polyether-modified polysiloxanes, sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, tris(2-ethylhexyl) phosphate, and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate;

[0009] and wherein the composition is an oil dispersion.

[0010] Surprisingly, it has been found that, for practical purposes, the compositions as described herein have a very favorable level of biological activity to protect plants against diseases caused by fungi. The compositions are also chemically and physically stable, especially when stored in concentrated form.

[0011] According to a second aspect of the present invention, there is provided a composition comprising,

[0012] (i) metyrapone; and

[0013] (ii) one or more adjuvants selected from the group consisting of C 10- C 18 alcohol alkoxylates and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate.

[0014] According to a third aspect of the present invention, there is provided a method of controlling or preventing useful plants from being infested by phytopathogenic fungi, the method comprising applying a composition according to the present invention to said plants, parts thereof or their sites.

[0015] According to a fourth aspect of the present invention, there is provided the use of one or more adjuvants for improving the biological performance of mandipropamid, said one or more adjuvants being selected from the group consisting of alcohol alkoxylates, ethylene oxide / propylene oxide block copolymers, polyacrylate polymers, alkyl polyglycosides, alkyl glucamides, ethoxylated sorbitan derivatives, polyether-modified polysiloxanes, sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, tris(2-ethylhexyl) phosphate and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate.

[0016] As already indicated, unexpectedly, it has now been found that, for practical purposes, the compositions according to the present invention have a very advantageous level of biological activity for protecting plants against diseases caused by fungi.

[0017] In addition, the compositions according to the present invention can also provide improved wettability or improved spray retention properties.

[0018] The compositions according to the present invention are mainly used as fungicides. As used herein, the term "fungicide" means a compound that controls, modifies, or prevents the growth of fungi. As used herein, the term "fungicidally effective amount" means the amount of such a compound or combination of such compounds that is capable of having an effect on the growth of fungi. The effects of control or modification include all deviations from natural development, such as killing, arresting, etc., and prevention includes forming a barrier or other defense in or on the plant to prevent fungal infestation.

[0019] Adjuvants (biological performance enhancing additives) are usually added to the tank mix at the dilution point, however, it is preferred and more convenient for the user if the additive is included in the formulation or formulation concentrate. As used herein, the term "adjuvant" means a system for enhancing the biological performance of agrochemicals comprising one or more biological performance enhancing additives.

[0020] As used herein, the term "tank mix" means mixing formulation components or additional active ingredients in a spray tank at the time of spray application.

[0021] As used herein, the term "built-in" refers to a formulation component (such as an adjuvant) incorporated into a formulation or formulation concentrate.

[0022] As used herein, the term "active ingredient" refers to a pesticidal agent referred to by its common name, such as from "The Pesticide Manual", 15th Edition, British Crop Protection Council 2009.

[0023] As used herein, the term "ethylene oxide / propylene oxide block copolymer" refers to adjuvants that include but are not limited to triblock copolymers such as poly(ethylene oxide)-poly(propylene oxide)-poly(ethylene oxide) block copolymers. Examples include the Pluronic series (BASF) and the PE series (e.g., PE / L 62) (Croda).

[0024] As used herein, the term "alcohol alkoxylate" refers to adjuvants that contain poly(ethylene oxide) and / or poly(propylene oxide) and a C4-C 18 linear or branched alkyl or alkenyl group, including but not limited to NS500 (Evonik), 8320 (Stepan), RT 64 (Sasol), M (Clariant), X 080 (Clariant), L11 (Croda), MBA 11 / 8 (Croda) and LF 300 (BASF).

[0025] As used herein, the term "polyacrylate polymer" refers to adjuvants that include but are not limited to 18460 (Celanese).

[0026] As used herein, the term "alkyl polyglycoside" refers to adjuvants that include but are not limited to Atplus and PG-8107-G (BASF).

[0027] As used herein, the term "alkyl glucamide" refers to adjuvants that include but are not limited to GA (1-deoxy-1-(methyl-(C8-10-(even)-alkanoyl)amino)-D-glucitol, CAS No. 1591782-62-5) (Clariant).

[0028] As used herein, the term "rapeseed methyl ester" refers to, including but not limited to ME 18RD-F (BASF Corporation), (Syngenta), and ROE-W (Stepan Company).

[0029] As used herein, the term "ethoxylated sorbitan derivative" refers to adjuvants that include but are not limited to one of a series of surfactants, such as 20, which is ethoxylated (20)-sorbitan monolaurate or 85 (Croda).

[0030] As used herein, the term "polyether-modified polysiloxane" refers to adjuvants that include but are not limited to disiloxanes and trisiloxanes, silicone ketones (also known as organically modified silicones), and hydrophilic polysiloxanes, such as BREAK- S-240 (Evonik).

[0031] As used herein, the term "bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate" refers to adjuvants sold under the trade names AE 829 (BASF Corporation) and DINCH (BASF Corporation).

[0032] As used herein, the term "ethoxylated castor oil" refers to an emulsifier containing polyethylene glycol esters of fatty acids, including but not limited to the emulsifier sold under the trade name VO / 2005 (Solvay).

[0033] As used herein, the term "oil dispersion (OD)" refers to a formulation in which a solid active ingredient (such as mandipropamid) is dispersed in an oil (non-aqueous continuous phase).

[0034] As used herein, the term "suspension concentrate (SC)" refers to a formulation in which a solid active ingredient (such as mandipropamid) is dispersed in water (aqueous continuous phase).

[0035] The adjuvant component in the formulation can be a single adjuvant or a combination of two or more adjuvants (preferably, one to four adjuvants, more preferably one to three adjuvants). One or more adjuvants (preferably, one to four adjuvants, more preferably one to three adjuvants) are selected from the group consisting of: alcohol alkoxylates, ethylene oxide / propylene oxide block copolymers, polyacrylate polymers, alkyl polyglycosides, alkyl glucamides, ethoxylated sorbitan derivatives, polyether-modified polysiloxanes, sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, tris(2-ethylhexyl) phosphate, and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate. Preferably, one or more adjuvants (preferably, one to four adjuvants, more preferably one to three adjuvants) are selected from the group consisting of: alcohol alkoxylates, ethylene oxide / propylene oxide block copolymers, sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate. More preferably, one or more adjuvants (preferably, one to four adjuvants, more preferably one to three adjuvants) are selected from the group consisting of: C 10- C 18 alcohol alkoxylates, sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate. Even more preferably, one or more adjuvants (preferably, one to four adjuvants, more preferably one to three adjuvants) are selected from the group consisting of: C 16- C 18 alcohol alkoxylates, sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate.

[0036] Those skilled in the art will understand that the alcohol alkoxylate adjuvant as described herein can be represented by a compound having the formula (I),

[0037] R-O-[R1O] m -[R2O] n -H(I)

[0038] wherein R is a C4-C 18 linear or branched alkyl or alkenyl, R1 is isopropyl, R2 is ethyl, m is 0 to 15 and n is 1 to 25. This means that each R1O represents a propylene oxide [PO] unit and each R2O represents an ethylene oxide [EO] unit, and can also be described as a compound having the formula (Ia),

[0039] R-O-[PO] m -[EO] n -H(Ia).

[0040] Those skilled in the art will also understand that the carbon chain R can be a blend of different carbon chain lengths.

[0041] Preferably, in the compounds of formula (I) or (Ia), R is C 10- C 18 a straight-chain or branched-chain alkyl or alkenyl group. More preferably, R is C 16- C 18 a straight-chain or branched-chain alkyl or alkenyl group.

[0042] Preferably, in the compounds of formula (I) or (Ia), m is from 0 to 10; more preferably from 4 to 9.

[0043] Preferably, in the compounds of formula (I) or (Ia), n is from 2 to 20; more preferably from 4 to 15.

[0044] Preferably, in the compounds of formula (I) or (Ia), m is the average number of PO units.

[0045] Preferably, in the compounds of formula (I) or (Ia), n is the average number of EO units.

[0046] Those skilled in the art will understand that for compounds of formula (I) where m is 0, the alcohol alkoxylate adjuvant can be described as an alcohol ethoxylate of formula (II),

[0047] R-O-[EO] n -H (II).

[0048] Preferably, in the compounds of formula (II), R is C 10- C 18 a straight-chain or branched-chain alkyl or alkenyl group.

[0049] Preferably, in the compounds of formula (II), n is from 2 to 20; more preferably from 4 to 15.

[0050] Preferably, in the compounds of formula (II), n is the average number of EO units.

[0051] Those skilled in the art will also understand that the alcohol alkoxylate adjuvant as described herein can equally be represented by a compound of formula (III),

[0052] R-O-[EO] n -[PO] m -H (III)

[0053] wherein R, n and m are as defined herein.

[0054] A preferred group of alcohol alkoxylate adjuvants for use in the compositions of the present invention comprises C 10- C18 A straight-chain or branched-chain alkyl or alkenyl group and from 0 to 10 propylene oxide [PO] and from 2 to 20 ethylene oxide [EO] units. More preferably, the alcohol alkoxylate adjuvant comprises C 10- C 18 A straight-chain or branched-chain alkyl or alkenyl group and from 4 to 9 propylene oxide [PO] and from 4 to 15 ethylene oxide [EO] units. Even more preferably, the alcohol alkoxylate adjuvant comprises C 16- C 18 A straight-chain or branched-chain alkyl or alkenyl group and from 4 to 9 propylene oxide [PO] and from 4 to 15 ethylene oxide [EO] units.

[0055] In one embodiment, the alcohol alkoxylate adjuvant for use in the compositions of the present invention is a C having CAS Registry Numbers 68920-66-1, 68002-96-0, 9043-30-5, 78330-21-9, 127036-24-2 or 68551-12-2 10- C 18 alcohol alkoxylate.

[0056] A preferred group of ethylene oxide / propylene oxide block copolymers for use in the compositions of the present invention are poly(ethylene oxide)-poly(propylene oxide)-poly(ethylene oxide) block copolymers having an average molecular weight in the range of from 1,500 to 3,500 g / mol (preferably from 2,000 to 3,000 g / mol, even more preferably 2,250 - 2,750 g / mol). The preferred weight percentage of the poly(ethylene oxide) block as part of the entire block copolymer molecule is in the range of from 10% to 50% (preferably from 15% to 40%, more preferably from 20% to 30%).

[0057] Those skilled in the art will understand that the alkyl polyglycoside adjuvant as described herein can be represented by a compound having formula (IV),

[0058]

[0059] where y is an average value and is from 7 to 11 (preferably from 7 to 9); and x is an average value and is from 1 to 3 (preferably from 1 to 2). [y + 1 is the average number of carbon atoms in the hydrophobic tail of the alkyl polyglycoside; and x is the average number of sugar rings on the hydrophilic head group of the alkyl polyglycoside.] Suitable alkyl polyglycosides according to formula (IV) are those having from 8 to 10 tail carbon atoms (y + 1) and from 1.5 to 1.7 average sugar rings (x) PG8105 and PG8107. Preferably, the alkyl polyglycoside used in the compositions of the present invention has the chemical properties of PG8107.

[0060] The compositions of the present invention can relate to concentrates designed to be added to the farmer's water spray tank, or they can be applied directly without further dilution.

[0061] Preferably, the compositions according to the present invention can be selected from SC (suspension concentrate); SL (soluble liquid); EC (emulsifiable concentrate); DC (dispersible concentrate); WG (water dispersible granule); SG (soluble granule); EW (emulsion in water); SE (suspension-emulsion); CS (capsule suspension); and OD (oil dispersion). More preferably, the composition is SC (suspension concentrate), DC (dispersible concentrate), WG (water dispersible granule) or OD (oil dispersion). Even more preferably, the composition is SC (suspension concentrate), DC (dispersible concentrate) or OD (oil dispersion). Even still more preferably, the composition is SC (suspension concentrate) or OD (oil dispersion). Most preferably, the composition is OD (oil dispersion).

[0062] Preferably, in the compositions of the present invention, the mandipropamid:adjuvant w / v ratio is from about 1:0.1 to 1:20. More preferably, the mandipropamid:adjuvant w / v ratio is from about 1:0.1 to 1:10. Even more preferably, the mandipropamid:adjuvant w / v ratio is from about 1:0.3 to 1:5. Even still more preferably, the mandipropamid:adjuvant w / v ratio is from about 1:0.3 to 1:3. Even still even more preferably, the mandipropamid:adjuvant w / v ratio is from about 1:0.3 to 1:1.5.

[0063] Typically, in the compositions of the present invention, mandipropamid is present in a percentage (%) of from about 0.5% to about 50% w / v (weight / volume) of the total composition; preferably from about 1% to about 40% w / v, more preferably from about 5% to 30% w / v, even more preferably from about 10% to 30% w / v of the total composition.

[0064] Typically, in the compositions of the present invention, one or more adjuvants will be present in a percentage (%) of from about 0.5% to about 50% w / v (weight / volume) of the total composition; preferably from about 1% to about 40% w / v, more preferably from about 5% to 30% w / v, even more preferably from about 10% to 30% w / v of the total composition.

[0065] The compositions of the present invention may include other ingredients well known to those skilled in the art, such as dispersants, surfactants, emulsifiers, solvents, polymers, defoamers, antibacterial agents, colorants, and fragrances. Standard formulation publications disclose such formulation components suitable for use with the present invention (e.g., Chemistry and Technology of Agrochemical Formulations, edited by Alan Knowles, published by Kluwer Academic Publishers, The Netherlands, 1998; and Adjuvants and Additives: 2006, edited by Alan Knowles, Agrow Report DS256, published by Informa UK Ltd, December 2006). These compositions may also contain other ingredients for improving formulation compatibility; such as water-soluble aids and viscosity-reducing aids, as discussed in WO 12052545, which may be suitable for use with the compositions of the present invention.

[0066] Typically, in the compositions of the present invention, each additional formulation ingredient will be present in a percentage (%) of from 0.001% to 15% w / v, preferably from about 0.01% to about 10% w / v, more preferably from about 0.01% to about 6% w / v of the total composition.

[0067] Suitable agricultural carriers useful for formulating the compositions of the present invention in the above formulation types are well known to those skilled in the art.

[0068] Liquid carriers that can be used include, for example, water, derivatives based on vegetable and / or animal oils (including but not limited to olive oil, soybean oil, sunflower oil, castor oil, sesame oil, corn oil, peanut oil, rapeseed oil, linseed oil, almond oil, sunflower oil, tallow oil, spermaceti oil, herring oil, castor oil and their derivatives), toluene, xylene, naphtha, crop oil, acetone, methyl ethyl ketone, cyclohexanone, acetic anhydride, acetonitrile, acetophenone, amyl acetate, 2-butanone, chlorobenzene, cyclohexane, cyclohexanol, alkyl acetates, diacetone alcohol, 1,2-dichloropropane, diethanolamine, p-diethylbenzene, diethylene glycol, diethylene glycol rosin acid ester, diethylene glycol butyl ether, diethylene glycol ethyl ether, diethylene glycol methyl ether, N,N-dimethylformamide, dimethyl sulfoxide, 1,4-dioxane, dipropylene glycol, dipropylene glycol methyl ether, dipropylene glycol dibenzoate, diproxitol, alkyl pyrrolidone, ethyl acetate, 2-ethylhexanol, ethylene carbonate, 1,1,1-trichloroethane, 2-heptanone, α-pinene, d-limonene, ethylene glycol, ethylene glycol butyl ether, ethylene glycol methyl ether, γ-butyrolactone, glycerol, glycerol diacetate, glycerol monoacetate, glycerol triacetate, hexadecane, hexanediol, isoamyl acetate, isobornyl acetate, isooctane, isophorone, cumene, isopropyl myristate, lactic acid, laurylamine, mesityl oxide, methoxy-propanol, methyl isopentanone, methyl isobutyl ketone, methyl laurate, methyl octanoate, methyl oleate, dichloromethane, m-xylene, n-hexane, n-octylamine, stearic acid, octylamine acetate, oleic acid, oleylamine, o-xylene, phenol, polyethylene glycol (PEG400), propionic acid, propylene glycol, propylene glycol monomethyl ether, p-xylene, toluene, triethyl phosphate, triethylene glycol, xylene sulfonic acid, paraffin wax, mineral oil, trichloroethylene, perchloroethylene, ethyl acetate, amyl acetate, butyl acetate, methanol, ethanol, isopropyl alcohol, and higher molecular weight alcohols (such as pentanol, tetrahydrofurfuryl alcohol, hexanol, octanol, etc.), ethylene glycol, propylene glycol, glycerol and N-methyl-2-pyrrolidone. In the compositions of the present invention, preferred agrochemically acceptable diluents or carriers are vegetable oils or water. Preferably, the vegetable oil is an alkyl ester (preferably a C1-C6 alkyl ester). More preferably, the alkyl ester of the vegetable oil is selected from the group consisting of rapeseed oil methyl ester, rapeseed oil ethyl ester, rapeseed oil propyl ester, rapeseed oil butyl ester and tall oil fatty acid ester. Even more preferably, the alkyl ester of the vegetable oil is rapeseed oil methyl ester or rapeseed oil ethyl ester. Most preferably, the alkyl ester of the vegetable oil is rapeseed oil methyl ester.

[0069] Suitable solid carriers include, for example, talc, titanium dioxide, pyrophyllite clay, silica, attapulgite clay, kieselguhr, chalk, diatomaceous earth, lime, calcium carbonate, bentonite, fuller's earth, cottonseed hulls, wheat flour, soybean flour, pumice, wood flour, walnut shell powder and lignin.

[0070] In addition, further, other biocidal active ingredients or compositions can be combined with the composition of the present invention, and used in the method of the present invention and administered simultaneously or sequentially with the composition of the present invention. When administered simultaneously, these additional active ingredients can be formulated or mixed together with the composition of the present invention in, for example, a spray can. These additional biocidal active ingredients can be fungicides, herbicides, insecticides, bactericides, acaricides, nematicides, and / or plant growth regulators.

[0071] The pesticidal agents mentioned herein by their common names are known, for example, from "The Pesticide Manual", 15th Edition, British Crop Protection Council 2009.

[0072] In addition, the composition of the present invention can also be administered together with one or more systemic acquired resistance inducers ("SAR" inducers). SAR inducers are known and described, for example, in U.S. Patent No. US 6,919,298, and include, for example, salicylates and the commercial SAR inducer acibenzolar-S-methyl.

[0073] Preferably, a composition is provided that comprises,

[0074] (i) mandipropamid; and

[0075] (ii) one or more adjuvants selected from the group consisting of alcohol alkoxylates, ethylene oxide / propylene oxide block copolymers, sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, and bis(7-methyl octyl) cyclohexane-1,2-dicarboxylate,

[0076] and wherein the composition is an oil dispersion (preferably, one or more adjuvants are incorporated into the composition).

[0077] More preferably, a composition is provided that comprises,

[0078] (i) mandipropamid (preferably wherein mandipropamid is the only active ingredient in the composition); and

[0079] (ii) one or more adjuvants selected from the group consisting of C 4- C 18 alcohol alkoxylates, sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, and bis(7-methyl octyl) cyclohexane-1,2-dicarboxylate,

[0080] And wherein the composition is an oil dispersion (preferably, one or more adjuvants are incorporated into the composition).

[0081] Even more preferably, there is provided a composition comprising,

[0082] (i) Mandipropamid (preferably, mandipropamid is the only active ingredient in the composition); and

[0083] (ii) one or more adjuvants selected from the group consisting of: C 10- C 18 alcohol alkoxylates (preferably containing C 10- C 18 linear or branched alkyl or alkenyl groups and 0 to 10 propylene oxide [PO] and 2 to 20 ethylene oxide [EO] units), sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate,

[0084] And wherein the composition is an oil dispersion (preferably, one or more adjuvants are incorporated into the composition).

[0085] Even still more preferably, there is provided a composition comprising,

[0086] (i) Mandipropamid (preferably, mandipropamid is the only active ingredient in the composition); and

[0087] (ii) one or more adjuvants selected from the group consisting of: C 10- C 18 alcohol alkoxylates containing linear or branched alkyl or alkenyl groups and 4 to 9 propylene oxide [PO] and 4 to 15 ethylene oxide [EO] units of C 10- C 18 sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate,

[0088] And wherein the composition is an oil dispersion (preferably, one or more adjuvants are incorporated into the composition).

[0089] Even yet still more preferably, there is provided a composition comprising,

[0090] (i) Mandipropamid (preferably, mandipropamid is the only active ingredient in the composition); and

[0091] (ii) one or more adjuvants selected from the group consisting of: C 16- C 18Alcohol alkoxylates, sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate,

[0092] and wherein the composition is an oil dispersion (preferably, one or more adjuvants are incorporated into the composition).

[0093] In addition, preferably, a composition is provided that comprises,

[0094] (i) Mandipropamid (preferably wherein mandipropamid is the only active ingredient in the composition); and

[0095] (ii) one or more adjuvants selected from the group consisting of: C alcohol alkoxylates containing a straight-chain or branched-chain alkyl or alkenyl group and 4 to 9 propylene oxide [PO] and 4 to 15 ethylene oxide [EO] units, 16- C 18 alcohol alkoxylates, sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate,

[0096] and wherein the composition is an oil dispersion (preferably, one or more adjuvants are incorporated into the composition).

[0097] In one embodiment of the present invention, a composition is provided that comprises,

[0098] (i) Mandipropamid (preferably wherein mandipropamid is the only active ingredient in the composition); and

[0099] (ii) one or more adjuvants selected from the group consisting of C alcohol alkoxylates and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate. 10- C 18

[0100] Preferably, in this embodiment of the present invention, a composition is provided that comprises,

[0101] (i) Mandipropamid (preferably wherein mandipropamid is the only active ingredient in the composition); and

[0102] (ii) one or more adjuvants selected from the group consisting of: C alcohol alkoxylates and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate, wherein the C alcohol alkoxylates contain a straight-chain or branched-chain alkyl or alkenyl group and 0 to 10 propylene oxide [PO] and 2 to 20 ethylene oxide [EO] units. 10- C 18 10- C 18 ​​​

[0103] More preferably, in this embodiment of the present invention, a composition is provided, which comprises,

[0104] (i) mandipropamid (preferably where mandipropamid is the only active ingredient in the composition); and

[0105] (ii) one or more adjuvants selected from the group consisting of: C 10- C 18 alcohol alkoxylates and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate, where C 10- C 18 the alcohol alkoxylates have CAS Registry Numbers 68920-66-1, 68002-96-0, 9043-30-5, 78330-21-9, 127036-24-2 or 68551-12-2.

[0106] In another embodiment of the present invention, a composition (preferably, where the composition is an oil dispersion, more preferably, where the oil is a vegetable oil, even more preferably an alkyl ester of a vegetable oil, even still more preferably an alkyl ester of a vegetable oil selected from the group consisting of: methyl rapeseed oil, ethyl rapeseed oil, propyl rapeseed oil, butyl rapeseed oil and tall oil fatty acid ester, and even still more preferably methyl rapeseed oil or ethyl rapeseed oil, most preferably methyl rapeseed oil) is provided, which comprises,

[0107] (i) mandipropamid (preferably where mandipropamid is the only active ingredient in the composition); and

[0108] (ii) at least one alcohol alkoxylate.

[0109] Preferably, in this embodiment of the present invention, a composition (preferably, where the composition is an oil dispersion, more preferably, where the oil is a vegetable oil, even more preferably an alkyl ester of a vegetable oil, even still more preferably an alkyl ester of a vegetable oil selected from the group consisting of: methyl rapeseed oil, ethyl rapeseed oil, propyl rapeseed oil, butyl rapeseed oil and tall oil fatty acid ester, and even still more preferably methyl rapeseed oil or ethyl rapeseed oil, most preferably methyl rapeseed oil) is provided, which comprises,

[0110] (i) mandipropamid (preferably where mandipropamid is the only active ingredient in the composition); and

[0111] (ii) at least one alcohol alkoxylate comprising C 4- C 18 a straight-chain or branched-chain alkyl or alkenyl.

[0112] More preferably, in this embodiment, there is provided a composition (preferably, wherein the composition is an oil dispersion, more preferably, wherein the oil is a vegetable oil, even more preferably an alkyl ester of a vegetable oil, even still more preferably an alkyl ester of a vegetable oil selected from the group consisting of: methyl rapeseed oil, ethyl rapeseed oil, propyl rapeseed oil, butyl rapeseed oil and tall oil fatty acid esters, even still more preferably methyl rapeseed oil or ethyl rapeseed oil, most preferably methyl rapeseed oil), which comprises,

[0113] (i) Mandipropamid (preferably, wherein mandipropamid is the only active ingredient in the composition); and

[0114] (ii) At least one alcohol alkoxylate comprising a C 4- C 18 linear or branched alkyl or alkenyl and 0 to 10 propylene oxide [PO] and 2 to 20 ethylene oxide [EO] units.

[0115] Even more preferably, in this embodiment, there is provided a composition (preferably, wherein the composition is an oil dispersion, more preferably, wherein the oil is a vegetable oil, even more preferably an alkyl ester of a vegetable oil, even still more preferably an alkyl ester of a vegetable oil selected from the group consisting of: methyl rapeseed oil, ethyl rapeseed oil, propyl rapeseed oil, butyl rapeseed oil and tall oil fatty acid esters, even still more preferably methyl rapeseed oil or ethyl rapeseed oil, most preferably methyl rapeseed oil), which comprises,

[0116] (i) Mandipropamid (preferably, wherein mandipropamid is the only active ingredient in the composition); and

[0117] (ii) At least one alcohol alkoxylate comprising a C 10- C 18 linear or branched alkyl or alkenyl and 0 to 10 propylene oxide [PO] and 2 to 20 ethylene oxide [EO] units.

[0118] Even still more preferably, in this embodiment, there is provided a composition (preferably, wherein the composition is an oil dispersion, more preferably, wherein the oil is a vegetable oil, even more preferably an alkyl ester of a vegetable oil, even still more preferably an alkyl ester of a vegetable oil selected from the group consisting of: methyl rapeseed oil, ethyl rapeseed oil, propyl rapeseed oil, butyl rapeseed oil and tall oil fatty acid esters, even still more preferably methyl rapeseed oil or ethyl rapeseed oil, most preferably methyl rapeseed oil), which comprises,

[0119] (i) Mandipropamid (preferably, wherein mandipropamid is the only active ingredient in the composition); and

[0120] (ii) At least one alcohol alkoxylate comprising a C 16- C18 A straight-chain or branched-chain alkyl or alkenyl group and from 0 to 10 propylene oxide [PO] and from 4 to 15 ethylene oxide [EO] units.

[0121] Even more preferably, in this embodiment, there is provided a composition (preferably, wherein the composition is an oil dispersion, more preferably, wherein the oil is a vegetable oil, even more preferably an alkyl ester of a vegetable oil, even still more preferably an alkyl ester of a vegetable oil selected from the group consisting of: methyl rapeseed oil, ethyl rapeseed oil, propyl rapeseed oil, butyl rapeseed oil, and tall oil fatty acid esters, even still more preferably methyl rapeseed oil or ethyl rapeseed oil, and most preferably methyl rapeseed oil), which comprises,

[0122] (i) Mandipropamid (preferably, wherein mandipropamid is the only active ingredient in the composition); and

[0123] (ii) At least one alcohol alkoxylate, which comprises C 16- C 18 A straight-chain or branched-chain alkyl or alkenyl group and from 4 to 9 propylene oxide [PO] and from 4 to 15 ethylene oxide [EO] units.

[0124] In another embodiment, there is provided a composition (preferably, wherein the composition is an oil dispersion, more preferably, wherein the oil is a vegetable oil, even more preferably an alkyl ester of a vegetable oil, even still more preferably an alkyl ester of a vegetable oil selected from the group consisting of: methyl rapeseed oil, ethyl rapeseed oil, propyl rapeseed oil, butyl rapeseed oil, and tall oil fatty acid esters, even still more preferably methyl rapeseed oil or ethyl rapeseed oil, and most preferably methyl rapeseed oil), which comprises,

[0125] (i) Mandipropamid (preferably, wherein mandipropamid is the only active ingredient in the composition); and

[0126] (ii) At least one alcohol alkoxylate,

[0127] Wherein mandipropamid is present in a percentage (%) of from about 0.5% to about 50% w / v (weight / volume) of the total composition, and the alcohol alkoxylate is present in a percentage (%) of from about 0.5% to about 50% w / v (weight / volume) of the total composition. Preferably, mandipropamid is present in a percentage (%) of from about 1% to about 40% w / v (weight / volume) of the total composition, and the alcohol alkoxylate is present in a percentage (%) of from about 1% to about 40% w / v (weight / volume) of the total composition. More preferably, mandipropamid is present in a percentage (%) of from about 5% to about 30% w / v (weight / volume) of the total composition, and the alcohol alkoxylate is present in a percentage (%) of from about 5% to about 30% w / v (weight / volume) of the total composition. Even more preferably, mandipropamid is present in a percentage (%) of from about 10% to about 30% w / v (weight / volume) of the total composition, and the alcohol alkoxylate is present in a percentage (%) of from about 10% to about 30% w / v (weight / volume) of the total composition.

[0128] In another preferred embodiment, there is provided a composition (preferably, wherein the composition is an oil dispersion, more preferably, wherein the oil is a vegetable oil, even more preferably an alkyl ester of a vegetable oil, even still more preferably an alkyl ester of a vegetable oil selected from the group consisting of methyl rapeseed oil, ethyl rapeseed oil, propyl rapeseed oil, butyl rapeseed oil and tall oil fatty acid ester, and even still more preferably methyl rapeseed oil or ethyl rapeseed oil, and most preferably methyl rapeseed oil), which comprises,

[0129] (i) mandipropamid (preferably wherein mandipropamid is the only active ingredient in the composition); and

[0130] (ii) at least one alcohol alkoxylate comprising a C 4- C 18 linear or branched alkyl or alkenyl

[0131] Wherein mandipropamid is present in a percentage (%) of about 0.5% to about 50% w / v (weight / volume) of the total composition, and alcohol alkoxylate is present in a percentage (%) of about 0.5% to about 50% w / v (weight / volume) of the total composition. Preferably, mandipropamid is present in a percentage (%) of about 1% to about 40% w / v (weight / volume) of the total composition, and alcohol alkoxylate is present in a percentage (%) of about 1% to about 40% w / v (weight / volume) of the total composition. More preferably, mandipropamid is present in a percentage (%) of about 5% to about 30% w / v (weight / volume) of the total composition, and alcohol alkoxylate is present in a percentage (%) of about 5% to about 30% w / v (weight / volume) of the total composition. Even more preferably, mandipropamid is present in a percentage (%) of about 10% to about 30% w / v (weight / volume) of the total composition, and the alcohol alkoxylate is present in a percentage (%) of about 10% to about 30% w / v (weight / volume) of the total composition.

[0132] In another preferred embodiment, a composition is provided (preferably, wherein the composition is an oil dispersion, more preferably, wherein the oil is a vegetable oil, even more preferably an alkyl ester of a vegetable oil, even more preferably an alkyl ester of a vegetable oil selected from the group consisting of rapeseed oil methyl ester, rapeseed oil ethyl ester, rapeseed oil propyl ester, rapeseed oil butyl ester and tall oil fatty acid ester, yet even more preferably rapeseed oil methyl ester or rapeseed oil ethyl ester, most preferably rapeseed oil methyl ester), comprising,

[0133] (i) mandipropamid (preferably wherein mandipropamid is the only active ingredient in the composition); and

[0134] (ii) at least one alcohol alkoxylate comprising C 4- C 18 linear or branched alkyl or alkenyl and 0 to 10 propylene oxide [PO] and 2 to 20 ethylene oxide [EO] units,

[0135] Wherein mandipropamid is present in a percentage (%) of from about 0.5% to about 50% w / v (weight / volume) of the total composition, and the alcohol alkoxylate is present in a percentage (%) of from about 0.5% to about 50% w / v (weight / volume) of the total composition. Preferably, mandipropamid is present in a percentage (%) of from about 1% to about 40% w / v (weight / volume) of the total composition, and the alcohol alkoxylate is present in a percentage (%) of from about 1% to about 40% w / v (weight / volume) of the total composition. More preferably, mandipropamid is present in a percentage (%) of from about 5% to about 30% w / v (weight / volume) of the total composition, and the alcohol alkoxylate is present in a percentage (%) of from about 5% to about 30% w / v (weight / volume) of the total composition. Even more preferably, mandipropamid is present in a percentage (%) of from about 10% to about 30% w / v (weight / volume) of the total composition, and the alcohol alkoxylate is present in a percentage (%) of from about 10% to about 30% w / v (weight / volume) of the total composition.

[0136] In another preferred embodiment, there is provided a composition (preferably, wherein the composition is an oil dispersion, more preferably, wherein the oil is a vegetable oil, even more preferably an alkyl ester of a vegetable oil, even still more preferably an alkyl ester of a vegetable oil selected from the group consisting of methyl rapeseed oil, ethyl rapeseed oil, propyl rapeseed oil, butyl rapeseed oil, and tall oil fatty acid ester, even still even more preferably methyl rapeseed oil or ethyl rapeseed oil, and most preferably methyl rapeseed oil), which comprises,

[0137] (i) mandipropamid (preferably wherein mandipropamid is the only active ingredient in the composition); and

[0138] (ii) at least one alcohol alkoxylate comprising C 10- C 18 a straight or branched chain alkyl or alkenyl and from 0 to 10 propylene oxide [PO] and from 2 to 20 ethylene oxide [EO] units,

[0139] Wherein mandipropamid is present in a percentage (%) of about 0.5% to about 50% w / v (weight / volume) of the total composition, and alcohol alkoxylate is present in a percentage (%) of about 0.5% to about 50% w / v (weight / volume) of the total composition. Preferably, mandipropamid is present in a percentage (%) of about 1% to about 40% w / v (weight / volume) of the total composition, and alcohol alkoxylate is present in a percentage (%) of about 1% to about 40% w / v (weight / volume) of the total composition. More preferably, mandipropamid is present in a percentage (%) of about 5% to about 30% w / v (weight / volume) of the total composition, and alcohol alkoxylate is present in a percentage (%) of about 5% to about 30% w / v (weight / volume) of the total composition. Even more preferably, mandipropamid is present in a percentage (%) of about 10% to about 30% w / v (weight / volume) of the total composition, and the alcohol alkoxylate is present in a percentage (%) of about 10% to about 30% w / v (weight / volume) of the total composition.

[0140] In another preferred embodiment, a composition is provided (preferably, wherein the composition is an oil dispersion, more preferably, wherein the oil is a vegetable oil, even more preferably an alkyl ester of a vegetable oil, even more preferably an alkyl ester of a vegetable oil selected from the group consisting of rapeseed oil methyl ester, rapeseed oil ethyl ester, rapeseed oil propyl ester, rapeseed oil butyl ester and tall oil fatty acid ester, yet even more preferably rapeseed oil methyl ester or rapeseed oil ethyl ester, most preferably rapeseed oil methyl ester), comprising,

[0141] (i) mandipropamid (preferably wherein mandipropamid is the only active ingredient in the composition); and

[0142] (ii) at least one alcohol alkoxylate comprising C 16- C 18 linear or branched alkyl or alkenyl and 0 to 10 propylene oxide [PO] and 4 to 15 ethylene oxide [EO] units,

[0143] Wherein mandipropamid is present in a percentage (%) of from about 0.5% to about 50% w / v (weight / volume) of the total composition, and the alcohol alkoxylate is present in a percentage (%) of from about 0.5% to about 50% w / v (weight / volume) of the total composition. Preferably, mandipropamid is present in a percentage (%) of from about 1% to about 40% w / v (weight / volume) of the total composition, and the alcohol alkoxylate is present in a percentage (%) of from about 1% to about 40% w / v (weight / volume) of the total composition. More preferably, mandipropamid is present in a percentage (%) of from about 5% to about 30% w / v (weight / volume) of the total composition, and the alcohol alkoxylate is present in a percentage (%) of from about 5% to about 30% w / v (weight / volume) of the total composition. Even more preferably, mandipropamid is present in a percentage (%) of from about 10% to about 30% w / v (weight / volume) of the total composition, and the alcohol alkoxylate is present in a percentage (%) of from about 10% to about 30% w / v (weight / volume) of the total composition.

[0144] In another preferred embodiment, there is provided a composition (preferably, wherein the composition is an oil dispersion, more preferably, wherein the oil is a vegetable oil, even more preferably an alkyl ester of a vegetable oil, even still more preferably an alkyl ester of a vegetable oil selected from the group consisting of methyl rapeseed oil, ethyl rapeseed oil, propyl rapeseed oil, butyl rapeseed oil and tall oil fatty acid esters, even still even more preferably methyl rapeseed oil or ethyl rapeseed oil, most preferably methyl rapeseed oil), which comprises,

[0145] (i) mandipropamid (preferably, wherein mandipropamid is the only active ingredient in the composition); and

[0146] (ii) at least one alcohol alkoxylate, which comprises C 16- C 18 a straight-chain or branched-chain alkyl or alkenyl and 4 to 9 propylene oxide [PO] and 4 to 15 ethylene oxide [EO] units,

[0147] Wherein mandipropamid is present in a percentage (%) of from about 0.5% to about 50% w / v (weight / volume) of the total composition, and the alcohol alkoxylate is present in a percentage (%) of from about 0.5% to about 50% w / v (weight / volume) of the total composition. Preferably, mandipropamid is present in a percentage (%) of from about 1% to about 40% w / v (weight / volume) of the total composition, and the alcohol alkoxylate is present in a percentage (%) of from about 1% to about 40% w / v (weight / volume) of the total composition. More preferably, mandipropamid is present in a percentage (%) of from about 5% to about 30% w / v (weight / volume) of the total composition, and the alcohol alkoxylate is present in a percentage (%) of from about 5% to about 30% w / v (weight / volume) of the total composition. Even more preferably, mandipropamid is present in a percentage (%) of from about 10% to about 30% w / v (weight / volume) of the total composition, and the alcohol alkoxylate is present in a percentage (%) of from about 10% to about 30% w / v (weight / volume) of the total composition.

[0148] In another embodiment of the present invention, there is provided a composition comprising,

[0149] (i) mandipropamid (preferably wherein mandipropamid is the only active ingredient in the composition); and

[0150] (ii) an ethylene oxide / propylene oxide block copolymer.

[0151] Preferably, in this embodiment of the present invention, there is provided a composition comprising,

[0152] (i) mandipropamid (preferably wherein mandipropamid is the only active ingredient in the composition); and

[0153] (ii) an ethylene oxide / propylene oxide block copolymer having an average molecular weight in the range of 1,500 to 3,500 g / mol (preferably 2,000 to 3,000 g / mol).

[0154] More preferably, in this embodiment of the present invention, there is provided a composition comprising,

[0155] (i) mandipropamid (preferably wherein mandipropamid is the only active ingredient in the composition); and

[0156] (ii) an ethylene oxide / propylene oxide block copolymer having an average molecular weight in the range of 2,000 to 3,000 g / mol, and wherein the weight percentage of the poly(ethylene oxide) block as part of the entire block copolymer molecule is in the range of 10% to 50% (preferably 20% to 40%).

[0157] In another embodiment of the present invention, there is provided a composition comprising,

[0158] (i) Mandipropamid (preferably where mandipropamid is the only active ingredient in the composition); and

[0159] (ii) A polyacrylate polymer. Preferably an acrylic acid graft copolymer, more preferably an acrylic acid graft copolymer having an HLB (hydrophilic-lipophilic balance) value of 10 - 13 (preferably 12).

[0160] In another embodiment of the present invention, there is provided a composition comprising,

[0161] (i) Mandipropamid (preferably where mandipropamid is the only active ingredient in the composition); and

[0162] (ii) Alkyl polyglucoside (preferably C8 - C 10 alkyl polyglucoside).

[0163] In another embodiment of the present invention, there is provided a composition comprising,

[0164] (i) Mandipropamid (preferably where mandipropamid is the only active ingredient in the composition); and

[0165] (ii) An alkyl polyglucoside having the formula (IV),

[0166]

[0167] where y is an average value and is from 7 to 11 (preferably from 7 to 9); and x is an average value and is from 1 to 3 (preferably from 1 to 2).

[0168] In another embodiment of the present invention, there is provided a composition comprising,

[0169] (i) Mandipropamid (preferably where mandipropamid is the only active ingredient in the composition); and

[0170] (ii) Alkyl glucamide. Preferably, the alkyl glucamide is C8 - C 10 alkyl glucamide.

[0171] In another embodiment of the present invention, there is provided a composition comprising,

[0172] (i) Mandipropamid (preferably where mandipropamid is the only active ingredient in the composition); and

[0173] (ii) Ethoxylated sorbitan derivatives. Preferably, the ethoxylated sorbitan derivative is polyoxyethylene sorbitan trioleate containing 15 - 25 EO units (preferably 20 EO units).

[0174] In another embodiment of the present invention, there is provided a composition comprising,

[0175] (i) Mandipropamid (preferably where mandipropamid is the only active ingredient in the composition); and

[0176] (ii) Polyether-modified polysiloxane.

[0177] In another embodiment of the present invention, there is provided a composition comprising,

[0178] (i) Mandipropamid (preferably where mandipropamid is the only active ingredient in the composition); and

[0179] (ii) Sodium dodecylbenzenesulfonate and / or calcium dodecylbenzenesulfonate and / or potassium dodecylbenzenesulfonate.

[0180] In another embodiment of the present invention, there is provided a composition comprising,

[0181] (i) Mandipropamid (preferably where mandipropamid is the only active ingredient in the composition); and

[0182] (ii) Tris(2-ethylhexyl) phosphate.

[0183] In another embodiment of the present invention, there is provided a composition comprising,

[0184] (i) Mandipropamid (preferably where mandipropamid is the only active ingredient in the composition); and

[0185] (ii) Bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate.

[0186] In another preferred embodiment of the present invention, there is provided a composition comprising,

[0187] (i) Mandipropamid (preferably where mandipropamid is the only active ingredient in the composition); and

[0188] (ii) Bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate,

[0189] Wherein mandipropamid is present in a percentage (%) of about 0.5% to about 50% w / v (weight / volume) of the total composition, and bis (7-methyloctyl) cyclohexane-1,2-dicarboxylate is present in a percentage (%) of about 0.5% to about 50% w / v (weight / volume) of the total composition. Preferably, mandipropamid is present in a percentage (%) of about 1% to about 40% w / v (weight / volume) of the total composition, and bis (7-methyloctyl) cyclohexane-1,2-dicarboxylate is present in a percentage (%) of about 1% to about 40% w / v (weight / volume) of the total composition. More preferably, mandipropamid is present in a percentage (%) of about 5% to about 30% w / v (weight / volume) of the total composition, and bis (7-methyloctyl) cyclohexane-1,2-dicarboxylate is present in a percentage (%) of about 5% to about 30% w / v (weight / volume) of the total composition. Even more preferably, mandipropamid is present in a percentage (%) of about 10% to about 30% w / v (weight / volume) of the total composition, and bis(7-methyloctyl)cyclohexane-1,2-dicarboxylate is present in a percentage (%) of about 10% to about 30% w / v (weight / volume) of the total composition.

[0190] In another embodiment of the present invention, there is provided a composition comprising:

[0191] (i) mandipropamid (preferably wherein mandipropamid is the only active ingredient in the composition);

[0192] (ii) at least one comprising C 4- C 18 Alcohol alkoxylates of linear or branched alkyl or alkenyl groups; and

[0193] (iii) a dodecylbenzene sulfonate selected from the group consisting of sodium dodecylbenzene sulfonate, calcium dodecylbenzene sulfonate and potassium dodecylbenzene sulfonate.

[0194] More preferably, in this embodiment, a composition is provided, comprising:

[0195] (i) mandipropamid (preferably wherein mandipropamid is the only active ingredient in the composition);

[0196] (ii) at least one alcohol alkoxylate comprising C 4- C 18 a linear or branched alkyl or alkenyl group and 0 to 10 propylene oxide [PO] and 2 to 20 ethylene oxide [EO] units; and

[0197] (iii) Sodium dodecylbenzene sulfonate or calcium dodecylbenzene sulfonate.

[0198] Even more preferably, in this embodiment, there is provided a composition comprising,

[0199] (i) Mandipropamid (preferably where mandipropamid is the only active ingredient in the composition); and

[0200] (ii) at least one alcohol alkoxylate comprising C 10- C 18 a straight-chain or branched alkyl or alkenyl and 0 to 10 propylene oxide [PO] and 2 to 20 ethylene oxide [EO] units; and

[0201] (iii) sodium dodecylbenzenesulfonate or calcium dodecylbenzenesulfonate.

[0202] Even even more preferably, in this embodiment, there is provided a composition comprising,

[0203] (i) Mandipropamid (preferably where mandipropamid is the only active ingredient in the composition); and

[0204] (ii) at least one alcohol alkoxylate comprising C 16- C 18 a straight-chain or branched alkyl or alkenyl and 0 to 10 propylene oxide [PO] and 4 to 15 ethylene oxide [EO] units; and

[0205] (iii) sodium dodecylbenzenesulfonate or calcium dodecylbenzenesulfonate.

[0206] Even further more preferably, in this embodiment, there is provided a composition comprising,

[0207] (i) Mandipropamid (preferably where mandipropamid is the only active ingredient in the composition); and

[0208] (ii) at least one alcohol alkoxylate comprising C 16- C 18 a straight-chain or branched alkyl or alkenyl and 4 to 9 propylene oxide [PO] and 4 to 15 ethylene oxide [EO] units; and

[0209] (iii) calcium dodecylbenzenesulfonate.

[0210] In another embodiment of the present invention, there is provided a composition comprising,

[0211] (i) Mandipropamid (preferably where mandipropamid is the only active ingredient in the composition); and

[0212] (ii) an alcohol alkoxylate comprising C 16- C 18A linear or branched alkyl or alkenyl group and 0 to 10 propylene oxide [PO] and 4 to 15 ethylene oxide [EO] units;

[0213] (iii) Sodium dodecylbenzenesulfonate or calcium dodecylbenzenesulfonate; and

[0214] (iv) An alcohol alkoxylate comprising C 10- C 14 A linear or branched alkyl or alkenyl group and 0 propylene oxide [PO] and 4 to 15 ethylene oxide [EO] units.

[0215] Preferably, in this embodiment, a composition is provided that comprises,

[0216] (i) Mandipropamid (preferably where mandipropamid is the only active ingredient in the composition); and

[0217] (ii) An alcohol alkoxylate comprising C 16- C 18 A linear or branched alkyl or alkenyl group and 4 to 9 propylene oxide [PO] and 4 to 15 ethylene oxide [EO] units;

[0218] (iii) Calcium dodecylbenzenesulfonate; and

[0219] (iv) An alcohol alkoxylate comprising C 10- C 14 A linear or branched alkyl or alkenyl group and 0 propylene oxide [PO] and 4 to 15 ethylene oxide [EO] units.

[0220] In another embodiment of the present invention, a composition is provided that comprises,

[0221] (i) Mandipropamid (preferably where mandipropamid is the only active ingredient in the composition); and

[0222] (ii) Bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate;

[0223] (iii) Sodium dodecylbenzenesulfonate or calcium dodecylbenzenesulfonate; and

[0224] (iv) An alcohol alkoxylate comprising C 10- C 14 A linear or branched alkyl or alkenyl group and 0 propylene oxide [PO] and 4 to 15 ethylene oxide [EO] units.

[0225] Preferably, in this embodiment, a composition is provided that comprises,

[0226] (i) Mandipropamid (preferably where mandipropamid is the only active ingredient in the composition); and

[0227] (ii) bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate;

[0228] (iii) calcium dodecylbenzenesulfonate; and

[0229] (iv) an alcohol alkoxylate comprising a C 10- C 14 linear or branched alkyl or alkenyl group and 0 propylene oxide [PO] and 4 to 15 ethylene oxide [EO] units.

[0230] In another preferred embodiment of the present invention, there is provided a composition comprising,

[0231] (i) mandipropamid (preferably wherein mandipropamid is the only active ingredient in the composition);

[0232] (ii) at least one alcohol alkoxylate comprising a C 4- C 18 linear or branched alkyl or alkenyl group; and

[0233] (iii) a dodecylbenzenesulfonate selected from the group consisting of sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, and potassium dodecylbenzenesulfonate,

[0234] and wherein the composition is an oil dispersion (preferably, wherein one or more adjuvants are incorporated into the composition, and wherein the oil is a vegetable oil, more preferably an alkyl ester of a vegetable oil, even more preferably an alkyl ester of a vegetable oil selected from the group consisting of methyl rapeseed oil, ethyl rapeseed oil, propyl rapeseed oil, butyl rapeseed oil, and tall oil fatty acid ester, even still more preferably methyl rapeseed oil or ethyl rapeseed oil, and most preferably methyl rapeseed oil).

[0235] More preferably, in this embodiment, there is provided a composition comprising,

[0236] (i) mandipropamid (preferably wherein mandipropamid is the only active ingredient in the composition);

[0237] (ii) at least one alcohol alkoxylate comprising a C 4- C 18 linear or branched alkyl or alkenyl group and 0 to 10 propylene oxide [PO] and 2 to 20 ethylene oxide [EO] units; and

[0238] (iii) sodium dodecylbenzenesulfonate or calcium dodecylbenzenesulfonate,

[0239] and wherein the composition is an oil dispersion (preferably, one or more adjuvants are built into the composition, and wherein the oil is a vegetable oil, more preferably an alkyl ester of a vegetable oil, even more preferably an alkyl ester of a vegetable oil selected from the group consisting of: methyl rapeseed oil, ethyl rapeseed oil, propyl rapeseed oil, butyl rapeseed oil, and tall oil fatty acid esters, even still more preferably methyl rapeseed oil or ethyl rapeseed oil, and most preferably methyl rapeseed oil).

[0240] Even more preferably, in this embodiment, there is provided a composition comprising,

[0241] (i) mandipropamid (preferably wherein mandipropamid is the only active ingredient in the composition); and

[0242] (ii) at least one alcohol alkoxylate comprising C 10- C 18 a straight or branched chain alkyl or alkenyl and from 0 to 10 propylene oxide [PO] and from 2 to 20 ethylene oxide [EO] units; and

[0243] (iii) sodium dodecylbenzenesulfonate or calcium dodecylbenzenesulfonate,

[0244] and wherein the composition is an oil dispersion (preferably, one or more adjuvants are built into the composition, and wherein the oil is a vegetable oil, more preferably an alkyl ester of a vegetable oil, even more preferably an alkyl ester of a vegetable oil selected from the group consisting of: methyl rapeseed oil, ethyl rapeseed oil, propyl rapeseed oil, butyl rapeseed oil, and tall oil fatty acid esters, even still more preferably methyl rapeseed oil or ethyl rapeseed oil, and most preferably methyl rapeseed oil).

[0245] Yet even more preferably, in this embodiment, there is provided a composition comprising,

[0246] (i) mandipropamid (preferably wherein mandipropamid is the only active ingredient in the composition); and

[0247] (ii) at least one alcohol alkoxylate comprising C 16- C 18 a straight or branched chain alkyl or alkenyl and from 0 to 10 propylene oxide [PO] and from 4 to 15 ethylene oxide [EO] units; and

[0248] (iii) sodium dodecylbenzenesulfonate or calcium dodecylbenzenesulfonate,

[0249] and wherein the composition is an oil dispersion (preferably, one or more adjuvants are incorporated into the composition, and wherein the oil is a vegetable oil, more preferably an alkyl ester of a vegetable oil, even more preferably an alkyl ester of a vegetable oil selected from the group consisting of: methyl rapeseed oil, ethyl rapeseed oil, propyl rapeseed oil, butyl rapeseed oil, and tall oil fatty acid esters, even still more preferably methyl rapeseed oil or ethyl rapeseed oil, and most preferably methyl rapeseed oil).

[0250] Even still more preferably, in this embodiment, there is provided a composition comprising,

[0251] (i) mandipropamid (preferably, mandipropamid is the only active ingredient in the composition); and

[0252] (ii) at least one alcohol alkoxylate comprising C 16- C 18 a straight or branched chain alkyl or alkenyl and 4 to 9 propylene oxide [PO] and 4 to 15 ethylene oxide [EO] units; and

[0253] (iii) calcium dodecylbenzenesulfonate,

[0254] and wherein the composition is an oil dispersion (preferably, one or more adjuvants are incorporated into the composition, and wherein the oil is a vegetable oil, more preferably an alkyl ester of a vegetable oil, even more preferably an alkyl ester of a vegetable oil selected from the group consisting of: methyl rapeseed oil, ethyl rapeseed oil, propyl rapeseed oil, butyl rapeseed oil, and tall oil fatty acid esters, even still more preferably methyl rapeseed oil or ethyl rapeseed oil, and most preferably methyl rapeseed oil).

[0255] In another embodiment of the present invention, there is provided a composition comprising,

[0256] (i) mandipropamid (preferably, mandipropamid is the only active ingredient in the composition); and

[0257] (ii) an alcohol alkoxylate comprising C 16- C 18 a straight or branched chain alkyl or alkenyl and 0 to 10 propylene oxide [PO] and 4 to 15 ethylene oxide [EO] units;

[0258] (iii) sodium dodecylbenzenesulfonate or calcium dodecylbenzenesulfonate; and

[0259] (iv) an alcohol alkoxylate comprising C 10- C 14 a straight or branched chain alkyl or alkenyl and 0 propylene oxide [PO] and 4 to 15 ethylene oxide [EO] units,

[0260] and wherein the composition is an oil dispersion (preferably, one or more adjuvants are incorporated into the composition, and wherein the oil is a vegetable oil, more preferably an alkyl ester of a vegetable oil, even more preferably an alkyl ester of a vegetable oil selected from the group consisting of: methyl rapeseed oil, ethyl rapeseed oil, propyl rapeseed oil, butyl rapeseed oil, and tall oil fatty acid esters, even still more preferably methyl rapeseed oil or ethyl rapeseed oil, and most preferably methyl rapeseed oil).

[0261] Preferably, in this embodiment, there is provided a composition comprising,

[0262] (i) mandipropamid (preferably, mandipropamid is the only active ingredient in the composition); and

[0263] (ii) an alcohol alkoxylate comprising C 16- C 18 a straight or branched chain alkyl or alkenyl and 4 to 9 propylene oxide [PO] and 4 to 15 ethylene oxide [EO] units;

[0264] (iii) calcium dodecylbenzenesulfonate; and

[0265] (iv) an alcohol alkoxylate comprising C 10- C 14 a straight or branched chain alkyl or alkenyl and 0 propylene oxide [PO] and 4 to 15 ethylene oxide [EO] units,

[0266] and wherein the composition is an oil dispersion (preferably, one or more adjuvants are incorporated into the composition, and wherein the oil is a vegetable oil, more preferably an alkyl ester of a vegetable oil, even more preferably an alkyl ester of a vegetable oil selected from the group consisting of: methyl rapeseed oil, ethyl rapeseed oil, propyl rapeseed oil, butyl rapeseed oil, and tall oil fatty acid esters, even still more preferably methyl rapeseed oil or ethyl rapeseed oil, and most preferably methyl rapeseed oil).

[0267] The present invention further relates to the use of one or more adjuvants for improving the biological properties of mandipropamid, said one or more adjuvants being selected from the group consisting of ethylene oxide / propylene oxide block copolymers, alcohol alkoxylates, polyacrylate polymers, alkyl polyglycosides, alkyl glucamides, ethoxylated sorbitan derivatives, polyether-modified polysiloxanes, sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, tris(2-ethylhexyl) phosphate, and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate (preferably wherein the mandipropamid:adjuvant w / v ratio is from about 1:0.1 to 1:10, more preferably from about 1:0.3 to 1:5, even more preferably from about 1:0.3 to 1:3, and even still more preferably from about 1:0.3 to 1:1.5). Preferably, there is provided the use of one or more adjuvants for improving the biological properties of mandipropamid, said one or more adjuvants being selected from the group consisting of alcohol alkoxylates, ethylene oxide / propylene oxide block copolymers, sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate (preferably wherein the mandipropamid:adjuvant w / v ratio is from about 1:0.1 to 1:10, more preferably from about 1:0.3 to 1:5, even more preferably from about 1:0.3 to 1:3, and even still more preferably from about 1:0.3 to 1:1.5). More preferably, there is provided the use of one or more adjuvants for improving the biological properties of mandipropamid, said one or more adjuvants being selected from the group consisting of C 4- C 18 alcohol alkoxylates, sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate (preferably wherein the mandipropamid:adjuvant w / v ratio is from about 1:0.1 to 1:10, more preferably from about 1:0.3 to 1:5, even more preferably from about 1:0.3 to 1:3, and even still more preferably from about 1:0.3 to 1:1.5). Even more preferably, there is provided the use of one or more adjuvants for improving the biological properties of mandipropamid, said one or more adjuvants being selected from the group consisting of C 10- C 18 alcohol alkoxylates and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate (preferably wherein the mandipropamid:adjuvant w / v ratio is from about 1:0.1 to 1:10, more preferably from about 1:0.3 to 1:5, even more preferably from about 1:0.3 to 1:3, and even still more preferably from about 1:0.3 to 1:1.5). Even still more preferably, there is provided the use of one or more adjuvants for improving the biological properties of mandipropamid, said one or more adjuvants being selected from the group consisting of C 16- C 18Alcohol alkoxylates and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate (preferably wherein the mandipropamid:adjuvant w / v ratio is from about 1:0.1 to 1:10, more preferably from about 1:0.3 to 1:5, even more preferably from about 1:0.3 to 1:3 and even still more preferably from about 1:0.3 to 1:1.5). Even still more preferably, there is provided the use of one or more adjuvants for improving the biological properties of mandipropamid, the one or more adjuvants being selected from the group consisting of: C comprising a straight-chain or branched-chain alkyl or alkenyl and 4 to 9 propylene oxide [PO] and 4 to 15 ethylene oxide [EO] units 16- C 18 Alcohol alkoxylates and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate (preferably wherein the mandipropamid:adjuvant w / v ratio is from about 1:0.1 to 1:10, more preferably from about 1:0.3 to 1:5, even more preferably from about 1:0.3 to 1:3 and even still more preferably from about 1:0.3 to 1:1.5). The present invention further relates to methods for controlling or preventing the infestation of useful plants or plant propagation materials and / or harvested food crops by phytopathogenic fungi, which methods comprise applying a composition as described herein to the plants or plant propagation materials and / or harvested food crops, parts thereof or the sites thereof. Preferably, the present invention relates to a method for controlling or preventing the infestation of useful plants by phytopathogenic fungi, which method comprises applying a composition as described herein to the plants, parts thereof or the sites thereof.

[0268] The compositions of the present invention can be used to control a broad spectrum of plant diseases, such as foliar and / or soil-borne pathogens of ornamental plants, turf, vegetables, field crops, cereals, and fruit crops.

[0269] These pathogens can include:

[0270] Oomycetes, including species of Phytophthora, such as Phytophthora cactorum, Phytophthora capsici, Phytophthora cinnamomi, Phytophthora citricola, Phytophthora citrophthora, Phytophthora cryptogea, Phytophthora erythroseptica, Phytophthora fragariae, Phytophthora infestans, Phytophthora nicotianae, Phytophthora porri, and Phytophthora sojae; species of Pythium, such as Pythium aphanidermatum, Pythium arrhenomanes, Pythium graminicola, Pythium irregulare, and Pythium ultimum; other Peronosporales, such as Bremia lactucae, Hyaloperonospora parasitica, Hyaloperonospora brassicae, Sclerospora macrospora, Sclerospora graminicola; species of Peronospora, including Peronospora destructor, Peronospora farinosa f. sp. spinaciae, and Peronospora viciae f. sp.Species of Plasmopara, including Plasmopara halstedii and Plasmopara viticola; species of Pseudoperonospora, including Pseudoperonospora cubensis and Pseudoperonospora humili; species of Peronosclerospora, including Peronosclerospora maydis, Peronosclerospora philippinensis, and Peronosclerospora sorghi; the order Albuginales, such as Albugo candida, Albugo occidentalis, and Albugo tragopogonis; and the order Saprolegniales, such as species of Aphanomyces, including Aphanomyces cochliodes.

[0271] Ascomycetes, including the Mycosphaerellales, such as Actinothyrium graminis, Asperisporium caricae, Cercospora species, including Cercospora arachidicola, Cercospora beticola, Cercospora brassicicola, Cercospora canescens, Cercospora cf. flagellaris, Cercospora janseana, Cercospora kikuchii, Cercospora lagenariae, Cercospora sojinae, Cercospora sorghi, Cercospora zeae-maydis; Dothistroma septosporum, Fulvia fulva, Mycosphaerella species, including Mycosphaerella pomi and Mycosphaerella linicola; Neopseudocercosporella brassicae, Neopseudocercosporella capsellae, Nothopassalora personata, Nothophaeocrytopus gaeumannii, Passalora bataticola, Passalora koepkei, Pseudocercospora griseola, Pseudocercospora musaei, Pseudocercospora vitis, Pseudocercospora fijiensis, Ramularia species, including Ramularia beticola and Ramularia collo-cygni;Ramulariopsis gossypii, Ramulariopsis pseudoglycines, Ramulispora sorghi, Scolecostigmina palmivora, species of Septoria, including Septoria apiicola, Septoria glycines, and Septoria lycopersici; Zasmidium citri-griseum and Zymoseptoria tritici; Helotiales, such as Blumeriella jaapii, species of Botrytis, including Botrytis cinerea, Botrytis aclada, and Botrytis fabae; Botryotinia squamosa, Cadophora gregata, Civorinia allii, Claireedia homoeocarpa, Diplocarpon coronariae, Diplocarpon rosae, Drepanopeziza; za campestris), the endophytic fungus of Lolium temulentum seeds (Gloeotinia temulenta), Hymenoscyphus fraxineus, Leptotrochila medicaginis, Marssonina graminicola, species of Monilinia, including Monilinia fructicola, Monilinia fructigena, and Monilinia laxa; Neofabraea perennans, Neofabraea vagabunda, Oculimacula yallundae, species of Pezicula, Pseudopeziza medicaginis, Pseudopeziza tracheiphila, species of Pyrenopeziza, including Pyrenopeziza brassicae; Rhabdocline pseudotsugae, species of Rhynchosporium, including Rhynchosporium secalis; species of Sclerotinia, including Sclerotinia minor, Sclerotinia borealis, and Sclerotinia sclerotiorum;Hypocreales, such as Acremonium strictum, Albifimbria verrucaria, Claviceps africana, Claviceps purpurea, Fusarium species, including Fusarium avenaceum, Fusarium culmorum, Fusarium fujikuroi, Fusarium graminearum, Fusarium incarnatum, Fusarium langsethiae, Fusarium moniliforme, Fusarium oxysporum, Fusarium oxysporum f.sp. cubense, Fusarium poae, Fusarium proliferatum, Fusarium pseudograminearum, Fusarium subglutinans, Fusarium sulphureum, Fusarium tricinctum, Fusarium virguliforme, and Fusarium verticillioides; Gliocladium species, Neocosmospora phaseoli, Neocosmospora solani, Neonectria candida, Paramyrothecium roridum, Sarocladium oryzae, Trichoderma species, including Trichoderma harzianum, Trichoderma pseudokoningii, and Trichoderma viride; Trichothecium roseum and Ustilaginoidea virens;Magnaporthales, such as Gaeumannomyces avenae, Gaeumannomyces graminis, Gaeumannomyces graminis tritici, Gaeumannomyces wongoonoo, Magnaporthiopsis poae; Pyricularia species, including Pyricularia grisea and Pyricularia oryzae; Pleosporales, such as Alternaria species, including Alternaria allii, Alternaria alternata, Alternaria arachidis, Alternaria brassicae, Alternaria brassicicola, Alternaria citri, Alternaria dauci, Alternaria grandisi, Alternaria helianthicola, Alternaria linariae, Alternaria mali, Alternaria porri, Alternaria solani, and Alternaria tomato; Boeremia coffeae, Ascochyta species, including Ascochyta pisi and Ascochyta rabiei; Bipolaris maydis, Bipolaris oryzae, Bipolaris sorokiniana, Cochliobolus species, Corynespora cassiicola, Curvularia species, including Curvularia australiensis, Curvularia cactivora, and Curvularia lunata; Didymella species, including Didymella pinodella and Didymella pinodes;Xenodidymella applanata, a species of Drechslera, including Drechslera glycines; Epicoccum nigrum, Exserohilum turcicum, a species of Helminthosporium, including Helminthosporium solani; Hendersonia creberrima, Leptosphaerulina crassiasca, Neocamarosporium betae, Ophiosphaerella agrostidis, Ophiosphaerella herpotricha, Ophiosphaerella korrae, Ophiosphaerella narmari, Parastagonospora nodorum, Phaeosphaeria herpotrichoides, Phaeosphaeria maydis, a species of Phoma, Plenodomus lindquistii, Plenodomus lingam, a species of Pleospora, Pseudopyrenochaeta lycopersici, a species of Pyrenophora, including Pyrenophora poae, Pyrenophora teres, and Pyrenophora tritici-repentis; Remotididymella destructiva, Stagonospora tainanensis, Stagonosporopsis cucurbitacearum, a species of Stemphylium, including Stemphylium botryosum, Stemphylium solani, and Stemphylium vesicarium;Diaporthales, such as Anisogramma anonmala, Apiognomonia errabunda, Cytospora platani, Diaporthe species, including Diaporthe amygdali, Diaporthe helianthin, Diaporthe neoviticola, and Diaporthe phaseolorum; Dicarpella species, Discula destructiva, Gnomoniopsis fructicola, Greeneria uvicola, Juglanconis juglandina, Ophiognomonia clavigignenti-juglandacearum, Stenocarpella maydis, and Tubakia dryina; Dothideomycetes, such as Aureobasidium species, including Aureobasidium pullulans; Discosphaerina fulvida; Erysiphales, such as Blumeria graminis, Brasilomyces malachrae, Erysiphe species, including Erysiphe betae, Erysiphe cruciferarum, Erysiphe diffusa, Erysiphe heraclei, Erysiphe necator, and Erysiphe pisi;Powdery mildew fungi of the Asteraceae family, including Golovinomyces cichoracearum, Golovinomyces orontii, Leveillula taurica, Oidium arachidisi, Oidium neolycoperisci, Phyllactinia guttata; species of Podosphaera, including Pososphaera aphanis, Podosphaera fuliginea, Podosphaera fusca, Podosphaera leucotricha, Podosphaera macularis, Podosphaera mors-uvae, Podosphaera pannosa, Podosphaera tridactyla, and Podosphaera xanthii; Glomerellales, such as species of Colletotrichum, including Colletotrichum acutatum, Colletotrichum cereale, Colletotrichum chrysanthemi, Colletotrichum cliviicola, Colletotrichum coccodes, Colletotrichum fragariae, Colletotrichum gloeosporioides, Colletotrichum graminicola, Colletotrichum lentis, Colletotrichum lindemuthianum, Colletotrichum musae, Colletotrichum orbiculare, Colletotrichum siamense, and Colletotrichum truncatum;Glomerella cingluata, Glomerella gossypii, Musicillium theobromae, Plectosphaerella cucumerina, Verticillium species, including Verticillium dahliae; Venturiales, such as Venturia species, including Venturia carpophila, Venturia effusa, Venturia inaequalis, Venturia oleaginea, and Venturia pyrina; Xylariales, such as Eutypa lata, Microdochium albescens, Microdochium majus, Microdochium nivale, Microdochium paspali, Microdochium sorghi, Physalospora abdita, Diaporthe species, and Seimatosporium mariae; Botryosphaeriales, such as Botryosphaeria species, including Botryosphaeria dothidea; Diplodia species, including Diplodia seriata; Dothiorella aromatica, Lasiodiplodia theobromae, Macrophoma theicola, Macrophomina phaseolina, Phyllosticta ampelicida, and Phyllosticta cucurbitacearum; Eurotiales, such as Aspergillus species, including Aspergillus flavus, Aspergillus fumigatus, Aspergillus nidulans, Aspergillus niger, and Aspergillus terreus;Penicillium species, including Penicillium digitatum, Penicillium expansum, and Penicillium italicum; Microascales, such as Berkeleyomyces basicola, Thielaviopsis paradoxa; Ceratocystis species, including Ceratocystis fimbriata, Ceratocystis manginecans, and Ceratocystis platani; Scedosporium species, including Scedosporium apiospermum and Scedosporium prolificans; Mycosphaerellales, such as Elsinoe species, including Elsinoe ampelina and Elsinoe perseae; Ophiostomatales, such as Leptographium lundbergii, Leptographium microsporum, Ophiostoma novo-ulmi, Ophiostoma piceae, and Sporothrix species; Pezizomycetes, such as Phymatotrichopsis omnivore and Polyscytalum pustulans; Phaeosphaeriales, such as Gibellina cerealis, Phyllachora maydis, and Phyllachora pomigena; Mycosphaerellales, such as Griphosphaeria corticola, Lepteutypa cupressi, and Pestalotia rhododendri; Capnodiales, such as Capnodium ramosum and Schi; zothyrium pomi); Chaetothyriales, such as species of Phialophora; Cladosporiales, such as species of Cladosporium, including Cladosporium oxysporum, Cladosporium cucumerinum, and Cladosporium allii-cepae; Rhytismatales, such as Lophodermium seditiosum and species of Naemacyclus; Saccharomycetales, such as species of Cephaloascus, including Cephaloascus fragrans; Geotrichum candidum, species of Candida, including Candida glabrata, Candida krusei, Candida lusitaniae, Candida parapsilosis, Candida albicans, and Candida tropicalis; Sordariales, such as species of Chaetomium and Monosporascus cannonballus; Sordariomycetes, such as Wongiagarrettii and Wongia griffinii; Taphrinales, such as Taphrina bullata and Taphrina deformans; Onygenales, such as Ajellomyces capsulatus, Blastomyces dermatitidis, species of Coccidioides, including Coccidioides immitis; species of Epidermophyton, Histoplasma, Microsporum, Trichophyton, and Paracoccidioides, including Paracoccidioides brasiliensis; and others, such as Hymenula cerealis, species of Petersenula, and Septocyta ruborum.

[0272] Basidiomycetes, including Pucciniales, such as Cerotelium fici, Chrysomyxa arctostaphyli, Coleosporium ipomoeae, Cronartium ribicola, Gymnosporangium juniperi-virginianae, Gymnosporangium sabinae, species of the genus Hemileia, including Hemileia vastatrix; Melampsora medusae, Melampsora lini, Phakopsora ampelopsidis, Phakopsora pachyrhizi zi), Phragmidium mucronatum, a species of the genus Puccinia, including Puccinia allii, Puccinia arachidis, Puccinia asparagi, Puccinia cacabata, Puccinia coronata, Puccinia graminis, Puccinia helianthi, Puccinia hieracii, Puccinia hordei, Puccinia horiana, Puccinia melanocephala, Puccinia polysora, Puccinia porri, Puccinia recondita, Puccinia sorghi, Puccinia striiformis, Puccinia striiformis f. sp. hordei, Puccinia striiformis f. sp. tritici, and Puccinia triticina; Pucciniastrum coryli, Tranzschelia discolor, species of the genus Uromyces, including Uromyces betae, Uromyces pisi, and Uromyces viciae-fabae; Tilletiales, such as Neovossia moliniae and species of the genus Tilletia, including Tilletia caries and Tilletia controversa; Ustilaginales, such as Sporisorium reilianum and species of the genus Ustilago, including Ustilago maydis, Ustilago segetum var. nuda, Ustilago segetum var.Triticum) and Ustilago striiformis; Urocystales, such as species of Urocystis, including Urocystis agropyri; Agaricales, such as Marasmiellus inoderma, species of Mycena, Moniliophthora roreri, and Moniliophthora perniciosa; Cantharellales, such as species of Sclerotium and Typhula, including Typhula incarnata and Typhula ishikariensis; Ceratobasidiales, such as Waitea circinata and species of Rhizoctonia, including Rhizoctonia cerealis, Rhizoctonia solani, Rhizoctonia theobromae, and Rhizoctonia zeae; Atheliaceae, such as Athelia rolfsii; Corticiales, such as Corticium invisum and Laetisaria fuciformis; Itersoniliaceae, such as Itersonilia perplexans; Entylomatales, such as Entyloma calendulae f.sp. dahliae and Entylomella microspore; Exobasidiales, such as Exobasidium vexans; Hymenochaetales, such as Phellinus igniarius; Russulales, such as Stereum hirsutum; and Tremellales, such as species of Cryptococcus, including Cryptococcus neoformans. zo ctonia cerealis), Rhizoctonia zo ctonia solani), Rhizoctonia zo ctonia theobromae), and Rhizoctonia zo ctonia zeae); Atheliaceae, such as Athelia rolfsii; Corticiales, such as Corticium invisum and Laetisaria fuciformis; Itersoniliaceae, such as Itersonilia perplexans; Entylomatales, such as Entyloma calendulae f.sp. dahliae and Entylomella microspore; Exobasidiales, such as Exobasidium vexans; Hymenochaetales, such as Phellinus igniarius; Russulales, such as Stereum hirsutum; and Tremellales, such as species of Cryptococcus, including Cryptococcus neoformans.

[0273] Zygomycetes, including Mucorales, such as Choanephora cucurbitarum, species of Mucor, Rhizopus zop us o r yz ae), Absidia corymbifera, and Rhizomucor pusillus.

[0274] Class Chytridiomycetes, including Physoderma maydis.

[0275] And diseases caused by other species and genera closely related to those listed above.

[0276] In addition to their fungicidal activity, these compositions may also have activity against diseases caused by Actinobacteria, such as Streptomyces scabiei; Proteobacteria, such as Erwinia amylovora, Pectobacterium carotovorum, Xanthomonas species, including Xanthomonas axonopodis, Xanthomonas campestris, Xanthomonas citri, Xanthomonas oryzae, and Xanthomonas vesicatoria; Xylella fastidiosa and Pseudomonas species, including Pseudomonas syringae; Cercozoa, such as Polymyxa betae, Polymyxa graminis, and Spongospora subterranea; and Labyrinthulomycetes, such as Labyrinthula zosterae.

[0277] And diseases caused by other species and genera closely related to those listed above.

[0278] As a preferred embodiment of the present invention, the compositions according to the present invention are particularly effective against pathogens belonging to the class Oomycetes, such as downy mildew and late blight, especially against pathogens of grapes, potatoes, tomatoes, cucurbits, leaf crops, and tobacco. In addition, they are particularly effective against leaf spot species and early blight; especially against Alternaria in potatoes, tomatoes, and cucurbits, and black rot, fire blight, powdery mildew, gray mold, and gummy stem blight in vines.

[0279] Preferably, in the method of the present invention, the plant pathogenic fungi are selected from the group consisting of Phytophthora infestans, Plasmopara viticola, and Pseudoperonospora cubensis. More preferably, in the method of the present invention, the plant pathogenic fungi are selected from the group consisting of Phytophthora infestans and Plasmopara viticola.

[0280] As used herein, the term "site" means a field in which or on which plants grow, or a field in which seeds of cultivated plants are sown, or a field in which seeds are to be placed in the soil. It includes soil, seeds, and seedlings, together with established vegetation.

[0281] The term "plant" refers to all the tangible parts of a plant, including seeds, seedlings, young trees, roots, tubers, stems, stalks, leaves, and fruits.

[0282] The term "plant propagation material" shall be understood to mean the reproductive parts of plants, such as seeds, which can be used for plant propagation, as well as vegetative material, such as cuttings or tubers (e.g., potatoes). Mention may be made, for example, of seeds (in the strict sense), roots, fruits, tubers, bulbs, rhizomes, and parts of plants. Mention may also be made of germinated plants and young plants which are to be transplanted after germination or emergence. These young plants can be protected by complete or partial treatment by drenching before transplantation. Preferably, "plant propagation material" shall be understood to mean seeds.

[0283] The composition according to the invention can be applied to the crop area or the plants to be treated either simultaneously or successively with additional compounds. For example, these additional compounds can be fertilizers or micronutrient donors or other preparations which influence plant growth. They can also be selective or non-selective herbicides, together with insecticides, fungicides, bactericides, nematicides, molluscicides, or mixtures of several of these preparations, if desired together with further carriers, surfactants or application-promoting adjuvants customarily employed in the art of formulation.

[0284] Examples

[0285] The following examples serve to illustrate the present invention. The following examples demonstrate the influence of the compositions of the present invention on biological properties; the adjuvants used together with comparative data for the compositions containing mandipropamid without adjuvants are listed in Table A.

[0286] Table A - Adjuvant Description

[0287]

[0288]

[0289] Preparation Examples

[0290] Example A1

[0291] An oil dispersion (OD) of mandipropamid is prepared by the following general method: -

[0292] Weigh a portion of the methylated oil into a container, and then, with agitation, weigh both the dispersant and the calcium salt of dodecylbenzenesulfonic acid (if present) into the container. Then add technical mandipropamid and start and continue a high mixing speed until a homogeneous suspension is obtained. Then grind the premix using a bead mill to achieve a particle size of less than 50 μm (100%) and less than 5 μm (greater than 70%) as measured using a laser diffraction particle size analyzer.

[0293] Weigh the co - adjuvants (as defined herein) and any remaining components (except the viscosity modifier) into a container and homogenize. Then weigh any viscosity modifier into the container, wet it into the formulation using medium speed on a mixer, and then complete the mixing using high speed. A homogeneous, smooth and viscous liquid is produced.

[0294] The compositions prepared using the above general method are given in Table 1 below.

[0295] Example A2

[0296] A suspension concentrate (SC) of mandipropamid is prepared by the following general method:

[0297] Weigh a portion of water into a container, and then, with agitation, weigh the dispersant and a portion of the defoamer, anti - sedimentant and antibacterial agent into the container. Then add technical mandipropamid and start and continue a high mixing speed until a homogeneous suspension is obtained. Then grind the premix using a bead mill to achieve a particle size of less than 50 μm (100%) and less than 5 μm (greater than 70%) as measured using a laser diffraction particle size analyzer.

[0298] Weigh the remaining water, defoamer, anti - sedimentant and antibacterial agent together with the antifreeze and water - soluble adjuvants (if present) into a container and homogenize. Then weigh one or more co - adjuvants into the container and homogenize, followed by the ground mandipropamid suspension. Complete the mixing using a low - shear mixer until a homogeneous, smooth liquid is produced. The compositions prepared using the above general method are given in Table 1 below.

[0299] Table 1

[0300]

[0301]

[0302]

[0303]

[0304] Sold by Syngenta ), containing mandipropamid as a suspension concentrate (SC) for controlling late blight of potatoes and downy mildew in a range of vegetable crops.

[0305] Biological Examples

[0306] Mandipropamid (MPD) is a mandelic acid amide fungicide belonging to the carboxamide group (FRAC 40). MPD is highly active against oomycete fungi causing diseases such as late blight and downy mildew in a range of different crops. MPD fixes to the wax layer of the plant, from which it penetrates slightly into the plant tissue, resulting in translocation. MPD prevents the germination of zoospores and sporangia, inhibits mycelial growth and the formation of haustoria, and reduces sporulation.

[0307] Example B1

[0308] These tables summarize the data obtained from seven field trials. All tests were conducted by independent research organizations under the GEP (Good Experimental Practice) regime and according to EPPO (European and Mediterranean Plant Protection Organization) methods.

[0309] All trials were evaluated for efficacy against Phytophthora infestans on the leaf surface (infection area %: 0% = no damage, 100% = completely dead crop) based on the pest severity on the leaf, plot, plant, or stem (PESSEV) at regular times after each application, on a per-plot basis. Then the mean value was calculated according to the selected evaluations. In the tables, CHECK is reported as % of pest severity, while the tested prototypes are reported as % of efficacy calculated according to the Abbot formula.

[0310] Table B1-1 Summary of the average % control of 7 trials against Phytophthora infestans in potatoes at 0.6 L / HA; area % of each plot Table B1-2 Summary of the average % control of 7 trials against Phytophthora infestans in potatoes at 0.3 L / HA; area % of each plot

[0311]

[0312] Example B2 Table B2-1: Summary of % control against Phytophthora infestans in potatoes, 6 trials with severity over 30%: 5 to

[0313]

[0314] The results clearly show that when compared with existing commercial standard formulations formulations F1 to F6 provide unexpectedly improved control against Phytophthora infestans.

[0315] 7-day intervals

[0316] The following table summarizes the data obtained from field trials at many different locations. Consecutive applications of the same product were made on plots ranging from 14.4 to 285 m 2 The applications were started prophylactically before the start of the rapid growth phase of the crop.

[0317] - In all plots where multi-site fungicides were used, maintenance applications were made before the start of the treatment applications to ensure prophylactic applications.

[0318] - The same product was used following an application calendar to avoid any interference with the results. The application intervals varied according to the treatment to evaluate the differences between formulations under 2 conditions:

[0319] - Short interval: 5 - 7 days between applications

[0320] - Long interval: 10 - 12 days between applications

[0321] The application method was foliar spraying using a manual or tractor-mounted horizontal boom sprayer:

[0322] - The volume of water used was the amount that was able to cover all the crop canopies by spraying while avoiding runoff from the leaf surface: the volume of water used ranged from 150 - 300 L / ha.

[0323] - The application pressure ranged between 2 and 3.2 bar, depending on the equipment used.

[0324] The experimental design was a randomized complete block with 4 replications for each treatment.

[0325] The evaluation was carried out by expert experimenters who rated the plots as a whole and the percentage of leaves covered by Phytophthora infestans symptoms

[0326] - The table given by the EPPO guideline PP 1 / 2(4) (scale: 0%, 1%, 5%, 10%, 25%, 50%, 100% diseased area) was used as a reference, but intermediate values were also used.

[0327] Test location: Table B2-2: Summary of % control of 6 trials with severity over 30%: 10 to 12-day intervals

[0328]

[0329] Example B3: Greenhouse tests in tomatoes with different adjuvants showed improved performance compared to the Revus formulation.

[0330] L1 = Les Barges, Switzerland

[0331] L2 = Brittany, France

[0332] L3 = Les Crespys, France

[0333] L4 = Lelysted, Netherlands

[0334] L5 = Lelysted, Netherlands

[0335] L6 = Belgium

[0336] Table B3-1: Summary of % control of Phytophthora infestans in tomatoes at 60 mg / L

[0337]

[0338] The results clearly show that when compared with existing commercial standard formulations (compositions), formulations F1, F5 and F6 provide unexpectedly improved control against Phytophthora infestans, shown as an Av. (average) % increase relative to with increasing % points.

[0339] Table B3-2: Summary of % control of Phytophthora infestans in tomatoes at 600 mg / L Example B4: Greenhouse tests in tomatoes with different adjuvants showed improved performance compared to the

[0340] Tomato plant variety roter Gnom was grown in pots and treated with different treatments using a track sprayer with a spray volume ensuring proper coverage of the plants, thus avoiding runoff on the leaf surface. On the day after application, the plants were inoculated with a spore suspension of the fungus and then placed under appropriate conditions to promote fungal development. Fungal development of the plants was evaluated 4 days after inoculation. The preventive fungicidal activity and efficacy against the disease are shown in Tables B3-1 and B3-2 below, where R1, R2 and R3 refer to replicate experiments and the % increase relative to is an increase in % points.

[0341] formulation

[0342]

[0343] Table B4-1: Summary of % control of Phytophthora infestans in tomatoes at 60 mg / L

[0344]

[0345] Table B4-2: Summary of % control of Phytophthora infestans in tomatoes at 600 mg / L ​ ​

[0346] The tomato plant variety roter Gnom was grown in pots and treated with different applications using a track sprayer, which had a spray volume that ensured proper coverage of the plants, thus avoiding runoff on the leaf surfaces. On the day after application, the plants were inoculated with a spore suspension of the fungus and then placed under appropriate conditions to promote fungal development. The fungal development of the plants was evaluated 10 days after inoculation. The preventive fungicidal activity and efficacy in controlling the disease are shown in Tables B4-1 and B4-2 below, where R1, R2, and R3 refer to replicate experiments, and the % increase relative to is a percentage point increase.

[0347] ​

[0348]

[0349]

[0350] ​

[0351]

[0352]

[0353]

Claims

1. A composition comprising, (i) mandipropamid; and (ii) one or more adjuvants selected from the group consisting of alcohol alkoxylates, ethylene oxide / propylene oxide block copolymers, polyacrylate polymers, alkyl polyglycosides, alkyl glucamides, ethoxylated sorbitan derivatives, polyether-modified polysiloxanes, sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, tris(2-ethylhexyl) phosphate, and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate; and wherein the composition is an oil dispersion.

2. The composition according to claim 1, wherein The one or more adjuvants are selected from the group consisting of alcohol alkoxylates, ethylene oxide / propylene oxide block copolymers, sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate.

3. The composition according to claim 1 or claim 2, wherein The one or more adjuvants are selected from the group consisting of: C 16- C 18 alcohol alkoxylates, sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate.

4. The composition according to any one of claims 1 to 3, wherein The alcohol alkoxylate adjuvant contains C 16- C 18 a straight-chain or branched alkyl or alkenyl group and 4 to 9 propylene oxide [PO] and 4 to 15 ethylene oxide [EO] units.

5. The composition according to any one of claims 1 to 4, wherein, The mandipropamid:adjuvant w / v ratio is from about 1:0.1 to 1:

20.

6. The composition according to any one of claims 1 to 5, further comprising at least one additional active ingredient.

7. The composition according to any one of claims 1 to 6, wherein, The oil is a vegetable oil.

8. The composition according to any one of claims 1 to 7, wherein, The oil is a C1-C6 alkyl ester of a vegetable oil.

9. The composition according to any one of claims 1 to 8, wherein, The oil is methyl rapeseed oil.

10. The composition according to any one of claims 1 to 9, wherein The one or more adjuvants are incorporated into the composition.

11. A composition comprising, (i) mandipropamid; and (ii) one or more adjuvants selected from the group consisting of C 10- C 18 alcohol alkoxylates and bis(7-methyl octyl) cyclohexane-1,2-dicarboxylate.

12. The composition according to claim 11, wherein, The alcohol alkoxylate adjuvant contains C 10- C 18 a linear or branched alkyl or alkenyl group and from 0 to 10 propylene oxide [PO] and from 2 to 20 ethylene oxide [EO] units.

13. A method of controlling or preventing useful plants from being infected by phytopathogenic fungi, the method comprising applying the composition according to any one of claims 1 to 12 to the plants, parts thereof, or the sites thereof.

14. The method according to claim 13, wherein, The phytopathogenic fungi are selected from the group consisting of Phytophthora infestans, Plasmopara viticola, and Pseudoperonospora cubensis.

15. Use of one or more adjuvants for improving the biological properties of mandipropamid, the one or more adjuvants being selected from the group consisting of ethylene oxide / propylene oxide block copolymers, alcohol alkoxylates, polyacrylate polymers, alkyl polyglycosides, alkyl glucamides, ethoxylated sorbitan derivatives, polyether-modified polysiloxanes, sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, potassium dodecylbenzenesulfonate, tris(2-ethylhexyl) phosphate, and bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate.

Citation Information

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