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WO2020121346A1 - Suspoemulsion containing fluindapyr and use thereof as fungicide in crop plants - Google Patents

Suspoemulsion containing fluindapyr and use thereof as fungicide in crop plants Download PDF

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Publication number
WO2020121346A1
WO2020121346A1 PCT/IT2018/000162 IT2018000162W WO2020121346A1 WO 2020121346 A1 WO2020121346 A1 WO 2020121346A1 IT 2018000162 W IT2018000162 W IT 2018000162W WO 2020121346 A1 WO2020121346 A1 WO 2020121346A1
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Prior art keywords
suspoemulsion
weight
ethoxylated
mixtures
block copolymers
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French (fr)
Inventor
Elisa GALIMBERTI
Claudio DACARRO
Paolo Bellandi
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Isagro SpA
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Isagro SpA
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/561,2-Diazoles; Hydrogenated 1,2-diazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A01N25/04Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/30Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants

Definitions

  • Fluindapyr is a succinate dehydrogenase inhibitor (SDHI) , an enzyme linked to the inner mitochondrial membrane that participates in the cellular respiration process .
  • SDHI succinate dehydrogenase inhibitor
  • fluindapyr belongs to the class of N-indanyl-pyrazolcarboxamides and is represented by the formula (I) , shown below:
  • agropharmaceuticals are validly used in the form of suspoemulsions (SE) , a specific type of liquid formulation characterized by the presence of two or more active ingredients wherein at least one of them is an emulsion in water and at least one of them is in the form of solid particles dispersed in water.
  • SE suspoemulsions
  • the suspoemulsion according to the present invention in addition to fluindapyr, can comprise at least one further active agrochemical ingredient, other than fluindapyr, or a mixture of two or more further active agrochemical ingredients other than fluindapyr.
  • the total amount of active agrochemical ingredients in the suspoemulsion is within the range from 10% to 50% by weight, more preferably from 20% to 45% by weight, with respect to the weight of said suspoemulsion.
  • the non-aqueous solvent eventually used to at least partially dissolve the active ingredient present in the oil phase is an organic liquid and can comprise one or more petroleum distillates, such as aromatic hydrocarbons, benzene derivatives (e.g. toluene, xylene, other alkylated benzenes, naphthalene derivatives, etc.) ; aliphatic hydrocarbons (e.g. hexane, octane, cyclohexane, monopropylene glycol, etc.) , aliphatic or isoparaffinic mineral oils, aromatic and aliphatic hydrocarbon mixtures, vegetable oils (e.g. rapeseed oil, soy bean oil, olive oil, castor oil, linseed oil and the like, and the related esterified derivatives Ci-C 6 ) .
  • aromatic hydrocarbons e.g. toluene, xylene, other alkylated benzenes, naphthalene derivatives, etc
  • said surfactant with an emulsifying function is selected from: ethoxylated tristyrylphenol phosphates (salt form) , ethoxylated tristyrylphenol sulphates (salt form) , alkylbenzene sulfonates (salt form) , preferably dodecyl benzene sulfonates, ethoxylated tristyrylphenols , etho-propoxylated tristyrylphenols , ethoxylated castor oil, ethoxylated block copolymers, etho-propoxylated block copolymers, sulfosuccinates , ethoxylated sorbitan esters, ethoxylated fatty alcohols and mixtures thereof. More preferably, it is selected from calcium dodecyl benzene sulfonate and block copolymers.
  • a further object of the present invention is a process for preparing a liquid agronomic formulation comprising: providing at least one suspoemulsion according to the present invention,
  • Morwet D-425 condensed naphthalene sulphonate, sodium salt
  • Antifoam 140 dimethylpolysiloxane
  • the plants were kept in an environment saturated with humidity and a temperature comprised between 18 and 24 °C for the incubation period of the fungus (5 days) . After this period of time, the external symptoms of the pathogen appeared, and it was therefore possible to carry out a visual evaluation of the intensity of the infection.

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

Abstract

The present invention relates to a suspoemulsion comprising: an aqueous phase comprising fluindapyr, as the first active agrochemical ingredient, dispersed in water; an oil phase comprising at least one second active agrochemical ingredient; at least one dispersing surfactant; at least one emulsifying surfactant; at least one rheological modifier. The present invention also relates to the use of the aforementioned suspoemulsion as a fungicide in crop plants.

Description

"SUSPOEMULSION CONTAINING FLUINDAPYR AND USE THEREOF AS FUNGICIDE IN CROP PLANTS"
The present invention relates to a suspoemulsion containing fluindapyr and its use as a fungicide in crop plants .
BACKGROUND
Fluindapyr is a succinate dehydrogenase inhibitor (SDHI) , an enzyme linked to the inner mitochondrial membrane that participates in the cellular respiration process .
Inhibitors of this enzyme are used as fungicides in the agricultural field and are known for their high level of biological activity and broad spectrum of action.
In particular, fluindapyr belongs to the class of N-indanyl-pyrazolcarboxamides and is represented by the formula (I) , shown below:
Figure imgf000002_0001
Numerous formulations containing succinate dehydrogenase inhibitors are known in the art for use in the agrochemical field. Such formulations can be in the form of solid or liquid preparations, or in the form of solid suspensions in liquids.
In order to be correctly used, the formulations have to be able to solubilize or disperse, or they have to give rise to stable emulsions when diluted in specific volumes of water. The formulations with the addition of water are in turn applied to crops or soils in which a crop is grown, before or after sowing or germination.
Certain agropharmaceuticals are validly used in the form of suspoemulsions (SE) , a specific type of liquid formulation characterized by the presence of two or more active ingredients wherein at least one of them is an emulsion in water and at least one of them is in the form of solid particles dispersed in water.
A suspoemulsion allows to formulate two or more active ingredients with different degrees of solubility in water or two or more active ingredients with different melting point, in a single stable mixture. The suspoemulsion can also contain co-formulants , such as emulsifiers, wetting agents, dispersants, rheological modifiers, anti-foaming agents, antifreeze, biocides, biostats and pH correctors, which allow to improve stability and make it more suitable for agricultural use after dilution in a volume of water suitable for treatment.
As is known, the formulation of a suspoemulsion presents various difficulties, mainly linked to problems of physical instability over time. This instability is due, for example, to solubility and recrystallization phenomena of the active ingredients suspended as solid particles in water, coalescence phenomena and phase separation of the emulsified active ingredients, i.e. flocculation phenomena or an increase in the mixture's viscosity. There is therefore a need to identify formulations having good physical characteristics, such as homogeneity of the components, absence of flocculation or recrystallization phenomena, optimal viscosity, with these characteristics remaining stable over time.
DESCRIPTION
The Applicant has discovered that the above- mentioned drawbacks of the state of the art, which will be better illustrated in the description that follows, can at least partially be overcome by using a suspoemulsion containing fluindapyr and certain co- formulants. These co-formulants allow to obtain a suspoemulsion containing the active agronomic ingredient fluindapyr which is surprisingly stable over time and have an excellent propensity to dilute in water .
An object of the present invention is therefore a suspoemulsion comprising:
- an aqueous phase comprising fluindapyr, as the first active agrochemical ingredient, dispersed in water;
- an oil phase comprising at least one second active agrochemical ingredient;
- at least one dispersing surfactant;
- at least one emulsifying surfactant
- at least one rheological modifier.
Fluindapyr is the ISO name of the molecule of the chemical formula 3 -difluoromethyl-N- (7-fluoro-l, 1, 3- trimethyl -4 - indanyl ) - 1 -methyl - 4 -pyrazolcarboxamide .
Preferably, the fluindapyr is present in the suspoemulsion in an amount within the range from 2% to 30% by weight, more preferably from 5% to 15% by weight, with respect to the weight of said suspoemulsion.
The suspoemulsion according to the present invention, in addition to fluindapyr, can comprise at least one further active agrochemical ingredient, other than fluindapyr, or a mixture of two or more further active agrochemical ingredients other than fluindapyr.
The term "active agrochemical ingredient" or "agrochemical compound" is intended as an active substance which produces a protective effect against harmful organisms, a conservation effect and/or a control effect of a crop.
Preferably, the active agrochemical ingredients are selected, for example, from: fungicides, insecticides, nematocides, herbicides, phytoprotectors and/or growth regulators . Fungicides are the particularly preferred agrochemical compounds. The other active ingredients can be, for example, fungicides belonging to a chemical class selected from:
triazoles;
imidazoles;
strobilurins ;
copper salts;
phthalimides ;
dithiocarbamates ;
chloronitriles ;
acylalanines .
Examples of fungicidal compounds belonging to the class of triazoles that can be present in the suspoemulsion are: azaconazole, bitertanol, bromuconazole, cyproconazole, diniconazole, diphenoconazole, epoxiconazole, hexaconazole, etaconazole, fenbuconazole , fluquinconazole, flusilazole, flutriafol, ipconazole, ipfentrifluconazole, mefentrifluconazole, metconazole, myclobutanil , penconazole, propiconazole, prothioconazole, simeconazole , tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole .
Examples of fungicidal compounds belonging to the class of imidazoles that can be present in the suspoemulsion are: imazalyl, oxpoconazole , pefurazoate, prochloraz, triflumizole .
Examples of fungicidal compounds belonging to the class of strobilurins that can be present in the suspoemulsion are: azoxystrobin, coumoxystrobin, dimoxystrobin, enoxastrobine, fenamistrobine , flufenoxystrobin, fluoxastrobine , kresoxim-methyl , mandestrobine, methominostrobin, orysastrobine , picoxystrobin, pyraclostrobin, pyrametostrobin, pyraoxystrobin, trifloxystrobin.
Examples of fungicidal compounds belonging to the class of copper salts that can be present in the suspoemulsion are: copper hydroxide, tetracopper oxychloride, Bordeaux mixture (copper sulphate neutralized with calcium hydroxide) , copper sulphate, alone or in a mixture thereof .
Examples of fungicidal compounds belonging to the class of phtalimides that can be used in the suspoemulsion are: folpet, captan, captafol.
Examples of fungicidal compounds belonging to the class of dithiocarbamates that can be used in the suspoemulsion are: febram, maneb, mancozeb, metiram, propineb, thiram, zinc thiazole, zineb, ziram. An example of fungicidal compounds belonging to the class of chloronitriles that can be used in the suspoemulsion is chlorothalonil .
Examples of fungicidal compounds belonging to the class of acylalanines that can be used in the suspoemulsion are: benalaxyl, benalaxyl-M, furalaxyl, metalaxyl, metalaxyl-M.
In one embodiment, the at least one further active ingredient is selected from: triazoles, strobilurins , copper salts, folpet, mancozeb, chlorothalonil, benalaxyl, benalaxyl-M and mixtures thereof.
The aforesaid active ingredients can be present in dispersion in the continuous aqueous phase or in the discontinuous oil phase, according to their solubility in water. In some cases, the second active ingredient is an oil phase which is substantially immiscible with water and can therefore be dispersed (i.e. emulsified) in the continuous aqueous phase containing the fluindapyr. In other cases, the second active ingredient can be dissolved, at least partially, in a non-aqueous solvent and the thus-obtained oil phase is subsequently dispersed in the continuous aqueous phase containing fluindapyr.
Preferably, the ratio of the total weight of fluindapyr and the optional active ingredients dispersed in the continuous aqueous phase and the total weight of the active ingredients dissolved in the oil phase is within the range from 1:50 to 50:1, preferably from 1:10 to 10:1.
Preferably, the total amount of active agrochemical ingredients in the suspoemulsion is within the range from 10% to 50% by weight, more preferably from 20% to 45% by weight, with respect to the weight of said suspoemulsion.
The non-aqueous solvent eventually used to at least partially dissolve the active ingredient present in the oil phase, in general, is an organic liquid and can comprise one or more petroleum distillates, such as aromatic hydrocarbons, benzene derivatives (e.g. toluene, xylene, other alkylated benzenes, naphthalene derivatives, etc.) ; aliphatic hydrocarbons (e.g. hexane, octane, cyclohexane, monopropylene glycol, etc.) , aliphatic or isoparaffinic mineral oils, aromatic and aliphatic hydrocarbon mixtures, vegetable oils (e.g. rapeseed oil, soy bean oil, olive oil, castor oil, linseed oil and the like, and the related esterified derivatives Ci-C6) .
The esterified derivatives of vegetable oils can be obtained through the transesterification of vegetable oils with short-chain alcohol, such as methanol, ethanol, butanol and pentanol, or through the esterification of the fatty acid fractions derived from the saponification of vegetable oils with the same alcohols .
Preferably, the oil phase is a vegetable oil or a related esterified derivative Ci-C6. More preferably, the oil phase is rapeseed oil, even more preferably it is a methyl ester of rapeseed oil.
The oil phase comprising the second active ingredient is present in the suspoemulsion in an amount suitable to obtain the desired overall volume of suspoemulsion. Generally, the oil phase is present in the suspoemulsion in a total amount within the range from 1% to 90% by weight, more preferably from 5% to 30% by weight, with respect to the weight of said suspoemulsion.
The Applicant has found that surfactants having specific functions, such as at least one surfactant with a dispersing function and at least one surfactant with an emulsifying function, allow to obtain a suspoemulsion containing fluindapyr which is surprisingly stable over time and has an excellent propensity to dilute in water.
The at least one surfactant with a dispersing function used in the suspoemulsion is preferably selected from: ethoxylated block copolymers, etho- propoxylated block copolymers, ethoxylated fatty alcohol, polyalkyl naphthalene sulphonates, condensed naphthalene sulphonates, lignosulfonates, tristyrylphenol ethoxylates, tristyrylphenol phosphate ethoxylates (acid form) , tristyrylphenol sulphate ethoxylates (acid form) , phenyl sulphonates, polyacrylates and mixtures thereof. More preferably it is an alkyl naphthalene sulphonate or a lignosulphonate .
Preferably, the surfactant with a dispersing function is present in the suspoemulsion in a total amount within the range from 0.1% to 20% by weight, more preferably from 0.5% to 15% by weight, with respect to the weight of said suspoemulsion.
According to the invention, the suspoemulsion further comprises at least one surfactant with an emulsifying function.
Preferably, said surfactant with an emulsifying function is selected from: ethoxylated tristyrylphenol phosphates (salt form) , ethoxylated tristyrylphenol sulphates (salt form) , alkylbenzene sulfonates (salt form) , preferably dodecyl benzene sulfonates, ethoxylated tristyrylphenols , etho-propoxylated tristyrylphenols , ethoxylated castor oil, ethoxylated block copolymers, etho-propoxylated block copolymers, sulfosuccinates , ethoxylated sorbitan esters, ethoxylated fatty alcohols and mixtures thereof. More preferably, it is selected from calcium dodecyl benzene sulfonate and block copolymers.
Preferably, the surfactant with an emulsifying function is present in the suspoemulsion in a total amount comprised between 1% and 20% by weight, more preferably between 2% and 13% by weight, with respect to the weight of said suspoemulsion.
In addition, the suspoemulsions according to the present invention comprise further co- formulants , in particular at least one rheological modifier.
Preferably, said rheological modifier is selected from: atapulgite, bentonite, carbonate, silica, clay, xanthan gum, guar gum, agar, more preferably it is xanthan gum.
Preferably, the rheological modifier is present in the suspoemulsion in a total amount comprised between 0.05% and 1% by weight, more preferably between 0.1% and 0.6% by weight, with respect to the weight of said suspoemulsion.
The suspoemulsions according to the present invention can further comprise additional co-formulant additives, such as anti- foaming agents, biocides, biostats, anti-crystallization agents and antifreezes.
Optionally, to the above suspoemulsions, further compounds can also be added to improve their biological activity, such as penetrating agents, spreaders, anti drift agents and wetting agents.
The preparation of the aforementioned suspoemulsions is carried out according to known methods. In general, a suspoe ulsion can be obtained by mixing, in the desired ratios, a continuous aqueous phase comprising a suspension of one or more solid active ingredients (including fluindapyr) in water, at least one dispersing surfactant and at least one rheological modifier, with a discontinuous oil phase comprising a mixture of one or more active ingredients, optionally one or more non-aqueous solvents and at least one emulsifying surfactant, until an emulsion of the mixture in solvent is obtained in the suspension water.
In one embodiment, the suspoemulsion can be prepared by arranging in a first step a dispersion of fluindapyr in water in the presence of a dispersing surfactant. If necessary, the dispersion can be subjected to grinding in order to reduce the particle size of the active ingredient to the desired value. In a second step, the second active agrochemical ingredient, optionally dissolved in a non-aqueous solvent, is mixed with at least one emulsifying surfactant. In a third step, the aqueous dispersion obtained in the first step is mixed with the oil phase obtained in the second step in the presence of at least one rheological modifier and, optionally, further co- formulants, to obtain the final suspoemulsion.
The suspoemulsions according to the present invention exhibit a high level of fungicidal activity and do not show any substantial phytotoxicity towards the crops to which they are applied.
Therefore a further object of the present invention is the use of the above suspoemulsions for the control of phytopathogenic fungi in a crop plant .
A further object of the present invention is a method for controlling phytopathogenic fungi in a crop plant which comprises applying at least one effective dose of one of the suspoemulsions described above to a crop plant .
Examples of crops of interest are: fruit trees, vegetables and extensive crops, such as rice, wheat and soy.
The suspoemulsions according to the present invention can be applied, after dispersion in a water medium, to any part of a plant, for example on leaves, stems, branches and roots, or on the seeds themselves before sowing, or on the soil where the plant will grow .
The suspoemulsion according to the present invention can be used to prepare a water-diluted suspension of the solid active substance and a water- diluted emulsion of the active substance dissolved in solvent, combining said suspoemulsion with water, optionally in the presence of other ingredients, such as wetting agents, emulsifying agents, etc. The additional ingredients can also be present in the water used to prepare the diluted suspoemulsion.
Therefore a further object of the present invention is a process for preparing a liquid agronomic formulation comprising: providing at least one suspoemulsion according to the present invention,
diluting said suspoemulsion with water to obtain said liquid agronomic formulation.
Water is added in the amount necessary to achieve the required suspoemulsion volume.
The quantity of formulation (concentrated or diluted suspoemulsion) to be applied to a crop plant to obtain the desired effect can vary depending on various factors such as, for example, the crop, climatic conditions, soil characteristics, the method of application, etc.
In order to better illustrate the invention, the following examples are now provided, which are to be considered illustrative and non-limiting of the invention .
EXAMPLES
Suspoemulsions containing Fluindapyr
Suspoemulsions n. 1-6 according to the present invention having the compositions shown in table 1 were prepared .
The commercial products used for the preparation of suspoemulsions are as follows:
Morwet D-425 , condensed naphthalene sulphonate, sodium salt;
Supragil MNS/90, polyalkyl naphthalene sulphonate, sodium salt;
Geronol Tetra 230 mixture of ethoxylated tristyrylphenol phosphate, potassium salt, and ethoxylated block copolymer;
Soprophor FL, ethoxylated tristyrylphenol phosphate, ammonium salt; Geropon DA, polychrylate , of triethanolamine;
Emulson 2040, etho-propoxylated block copolymer; Emulson AG/PE, etho-propoxylated block copolymer; Imbirol OT/NA/70, sodium docusate;
- Sorbilene L, ethoxylated sorbitan monolaurate;
Rhodacal 60/BE, alkylbenzenesulfonate , calcium salt; Soprophor 796/P, etho-propoxylated tristyrylphneol ; Agrocon NS liq. , polyalkyl naphthalene sulphonate, sodium salt;
- Agnique PG 8105 -G, alkylpoliglucoside ;
Amebact C, 2 , 2 ' , 2 " - (hexahydro-1 , 3 , 5-triazin-1 , 3 , 5- triyl) triethanol;
Rhodopol 23, xanthan gum;
Attagel 40, atapulgite;
- Antifoam 140, dimethylpolysiloxane ;
PVP-K30, polyvinyl pyrrolidone;
Break Thru S233, trisiloxane;
Lamfix SO, carboxymethyl cellulose;
Amesolv CME, methyl ester of rapeseed oil.
Table 1
Figure imgf000014_0001
Figure imgf000015_0001
The suspoemulsions (SE) n. 1-6 were subjected to the accelerated stability test according to Cipac MT 46.1, which aims at accelerating the ageing of the 5 product through heating. This test allows to simulate the stability of a determined formulation after two years of storage at room temperature .
The procedure is as follows: a certain amount of formulation (for example 500 mL) was placed in a hermetically sealed container and left in an oven at 54 °C for 14 days. After this time, the container was removed from the oven and left to return to room temperature. It was therefore verified that the formulation did not show any phase separation or other phenomena of physical instability, such as flocculation, aggregation or crystalline growth. The chemical stability of the active ingredient was also verified, as well as the quality of the suspoemulsion subjected to accelerated stability tests, after dilution in water.
All the samples tested passed the accelerated ageing test, having maintained their state of homogeneous solutions at the end of the heat treatment.
Determination of fungicidal activity against Erysiphe cichoracearum on cucumber
Leaves of cucumber plants were treated by spraying both sides with the suspoemulsion under examination (see Table 4 below) .
After five days, both sides of the plants' leaves were sprayed with an aqueous suspension of spores of Erysiphe cichoracearum (1,000,000 spores/cc) .
After spraying, the plants were kept in an environment saturated with humidity and a temperature comprised between 18 and 24 °C for the incubation period of the fungus (5 days) . After this period of time, the external symptoms of the pathogen appeared, and it was therefore possible to carry out a visual evaluation of the intensity of the infection.
The fungicidal activity is expressed as a percentage of reduction, compared to untreated plants (control) , of the leaf area affected by the disease (100 = complete efficacy, 0 = no efficacy) .
The suspoemulsion n. 2 exhibited excellent control of the disease.
Table 2 shows the results obtained by carrying out the test described with the aforesaid suspoemulsion in comparison with two commercial products, the suspoemulsions Amistar® Top and Luna® Sensation.
Table 2
Figure imgf000017_0001
As can be seen in the table, the suspoemulsion SE 2 exhibited an excellent effectiveness against Erysiphe cichoracearum, providing a pest control comparable to that obtained with the standard commercial products used for that disease.

Claims

1. A suspoemulsion comprising:
- an aqueous phase comprising fluindapyr, as the first active agrochemical ingredient, dispersed in water;
- an oil phase comprising at least one second active agrochemical ingredient;
- at least one dispersing surfactant;
- at least one emulsifying surfactant
- at least one rheological modifier.
2. The suspoemulsion according to claim 1, wherein said second active agrochemical ingredient is selected from: fungicides, insecticides, nematocides, herbicides, phytoprotectors, growth regulators and mixtures thereof, preferably fungicides.
3. The suspoemulsion according to claim 1, wherein said second active agrochemical ingredient is selected from the following classes of fungicides:
triazoles;
imidazoles;
strobilurins;
copper salts;
phthalimides ;
dithiocarbamates ;
chloronitriles ;
acylalanines .
4. The suspoemulsion according to claim 1, wherein said second active agrochemical ingredient is selected from: triazoles, strobilurins, copper salts, folpet, mancozeb, chlorothalonil , benalaxyl, benalaxyl-M and mixtures thereof .
5. The suspoemulsion according to claim 1, wherein said dispersing surfactant is selected from: ethoxylated block copolymers, etho-propoxylated block copolymers, ethoxylated fatty alcohol, polyalkyl naphthalene sulphonates, condensed naphthalene sulphonates, lignosulfonates , ethoxylated tristyrylphenols , ethoxylated tristyrylphenol phosphates (acid form) , ethoxylated tristyrylphenol sulphates (acid form) , phenyl sulphonates, polyacrylates and mixtures thereof, preferably selected from alkyl naphthalene sulphonate, lignosulphonate and mixtures thereof .
6. The suspoemulsion according to claim 1, wherein said emulsifying surfactant is selected from: ethoxylated tristyrylphenol phosphates (salt form) , ethoxylated tristyrylphenol sulphates (salt form) , alkylbenzene sulfonates (salt form) , preferably dodecyl benzene sulfonates, ethoxylated tristyrylphenols, etho- propoxylated tristyrylphenols, ethoxylated castor oil, ethoxylated block copolymers, etho-propoxylated block copolymers, sulfosuccinates , ethoxylated sorbitan esters, ethoxylated fatty alcohols and mixtures thereof, preferably selected from calcium dodecyl benzene sulfonate and ethoxylated block copolymers, etho-propoxylate block copolymers and mixtures thereof.
7. The suspoemulsion according to claim 1, wherein said rheological modifier is selected from: atapulgite, bentonite, carbonate, silica, clay, xanthan gum, guar gum, agar and mixtures thereof, preferably xanthan gum.
8. The suspoemulsion according to claim 1, wherein said fluindapyr is present in an amount within the range from 2% to 30% by weight, preferably 5% to 15% by weight, with respect to the weight of said suspoemulsion .
9. The suspoemulsion according to claim 1, wherein said dispersing surfactant is present in an amount within the range from 0.1% to 20% by weight, preferably 0.5% to 15% by weight, with respect to the weight of said suspoemulsion.
10. The suspoemulsion according to claim 1, wherein said emulsifying surfactant is present in an amount within the range from 1% to 20% by weight, preferably from 2% to 13% by weight, with respect to the weight of said suspoemulsion.
11. The suspoemulsion according to claim 1, wherein said rheological modifier is present in a total amount comprised between 0.05% and 1% by weight, more preferably between 0.1% and 0.6% by weight, with respect to the weight of said suspoemulsion.
12. A process for preparing a liquid agronomic formulation comprising:
- providing at least one suspoemulsion according to claim 1,
- diluting said suspoemulsion with water to obtain said liquid agronomic formulation.
13. Use of a suspoemulsion according to claim 1 as a fungicide in a crop plant.
14. A method for controlling phytopathogenic fungi in a crop plant which comprises applying at least one effective dose of a suspoemulsion according to claim 1 to a crop plant .
PCT/IT2018/000162 2018-12-14 2018-12-14 Suspoemulsion containing fluindapyr and use thereof as fungicide in crop plants Ceased WO2020121346A1 (en)

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