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EP4661668A1 - Composition de solvant pour formulations agrochimiques - Google Patents

Composition de solvant pour formulations agrochimiques

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Publication number
EP4661668A1
EP4661668A1 EP24703810.2A EP24703810A EP4661668A1 EP 4661668 A1 EP4661668 A1 EP 4661668A1 EP 24703810 A EP24703810 A EP 24703810A EP 4661668 A1 EP4661668 A1 EP 4661668A1
Authority
EP
European Patent Office
Prior art keywords
weight
solvent
preferentially
solvents
alkyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP24703810.2A
Other languages
German (de)
English (en)
Inventor
Rawad TADMOURI
Valentin GOUSSARD
Monique Adamy
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Specialty Operations France SAS
Original Assignee
Specialty Operations France SAS
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Specialty Operations France SAS filed Critical Specialty Operations France SAS
Publication of EP4661668A1 publication Critical patent/EP4661668A1/fr
Pending legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P3/00—Fungicides
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles

Definitions

  • the present invention relates to a solvent composition
  • a solvent composition comprising at least one particular levulinate ester as first solvent and at least one particular dioxolane-based solvent as second solvent.
  • agricultural materials are not employed as pure substances, but depending on the field of application and the desired physical constituency of the use form, they are generally formulated with other ingredients.
  • such formulations comprise combinations of different agricultural materials instead of individual agricultural materials in order to jointly utilize the properties of the individual agricultural materials upon application, or else because the individual agricultural materials are synergistic in combination, i.e. produce superadditive increases in activity.
  • EC emulsifiable concentrates
  • EW concentrated emulsions in water
  • ME microemulsions
  • SE suspoemulsions
  • OD oil dispersions
  • DC dispersible concentrates
  • Such concentrated formulations of agricultural materials are generally diluted prior to agricultural use.
  • the dilution effected by the farmer is generally performed by mixing the agrochemical formulation with water.
  • the agrochemical formulations generally comprise compounds that enable these physical forms to be obtained. They may be, for example, surfactants, polymers, solvents, mineral supports and/or dispersants. Quite often, these compounds do not have any active nature, but intermediary nature that aids formulation. It is thus often desired to limit their amounts in order to limit the costs and/or any harm to the environment.
  • certain solid agricultural materials are often difficult to formulate.
  • it is difficult to produce concentrated formulations that are easy for the farmer to dilute, stable and free of substantial drawbacks (real or perceived) with regard to safety, toxicity and/or ecotoxicity.
  • it is difficult to formulate at relatively high concentrations with sufficient stability. In particular, it is necessary to avoid the appearance of crystals, in particular at low temperature and/or during dilution and/or during storage of the dilute composition, in particular at low temperature.
  • the crystals may have harmful effects, especially blocking the filters of the devices used for spreading the dilute composition, blocking the spraying devices, reducing the overall activity of the formulation, creating unnecessary problems of waste-management procedures for removing the crystals, and/or causing poor distribution of the agricultural material(s) on the agricultural field.
  • NMP N- methylpyrrolidone
  • the agrochemical industry is looking for new solvent compositions having properties that are satisfactory for agricultural application, like for example, good solubilisation efficiency for agricultural materials as well as low miscibility with water.
  • the cost of the solvent compositions should generally be modest, and preferably they should have a favourable toxicology and/or eco toxicology profile, in particular low toxicity and/or low hazard potential, and/or low volatility (low VOC - volatile organic compounds) and/or advantageously high degree of biodegradability and/or renew ability.
  • the solvent systems should also have a good inherent or readily biodegradability and a high Renewable Carbon Index (circularity).
  • a subject-matter of which is a composition comprising:
  • Ri and R2 independent from one another, are a linear or branched C1-C12 alkyl, a C4-C12 cycloalkyl or an aryl,
  • R3 is H, a linear or branched (Ci-Cejalkyl, a (Cs-Csjcycloalkyl, or a -C(0)R4 group, with R4 being a linear or branched C1-C4 alkyl or C5-C6 cycloalkyl.
  • the solvent compositions according to the invention have a great solubilisation efficiency.
  • the compositions according to the invention preferably present a good modularity, a good potential for solubilisation of significant quantities of agricultural materials, and a high compatibility with several agricultural materials combined together, in order for example to enable an enhanced biological efficacy. It was noted that the potential for solubilisation of the solvent composition according to the invention was even better for agricultural materials other than the N- (n-butyl)-thiophosphoric triamide (NBPT).
  • NBPT N- (n-butyl)-thiophosphoric triamide
  • solvent may especially denote a product that is liquid at the usage temperature, which may contribute to rendering a solid substance liquid, or to preventing/retarding the solidification or crystallisation of material in a liquid form. It may generally have a melting point less than or equal to 20°C, in particular 5°C, for example 0°C.
  • compositions according to the invention can preferably guarantee good performances at dilution, even for high loading formulations, and avoid/retard the appearance of crystals, even under rigorous conditions.
  • compositions according to the invention present a good safety and sustainable profile, advantageously with no or low hazard classification and ecotoxicology.
  • the solvent compositions according to the invention have preferably a good (inherent or readily) biodegradability, or a high ultimate aerobic biodegradability in soils, and can generally show a high Renewable Carbon Index.
  • the Renewable Carbon Index is a way to quantify the “eco-friendly” profile of ingredients and products. The higher the RCI the better the renewable profile of the ingredient or product is.
  • a subject-matter of the invention is also the use of the composition according to the invention for preparing an agrochemical formulation.
  • a subject-matter of the invention is also the use of a composition according to the invention as a solvent, in particular in an agrochemical formulation.
  • a subject-matter of the invention is also an agrochemical formulation comprising at least one agricultural material and the solvent composition according to the invention.
  • the agrochemical formulation is an agrochemical formulation with a high concentration of agricultural material(s).
  • concentrated formulations are in particular advantageous for economic reasons (indeed such compositions making it possible to reduce the total weight of the formulations, and consequently their transport costs), the concentrated formulation then being generally diluted to the desired concentration by the final user.
  • the expression “greater than” and respectively the expression “less than” are intended to mean an open range which is strictly greater, respectively strictly less, and therefore that the limits are not included;
  • alkyl refers to an acyclic, linear or branched alkyl with a general formula of CnEkn+i •
  • composition according to the invention is a composition, which can be preferably used as a solvent, comprising the mixture at least one first solvent and at least one second solvent, and preferably at least one third solvent.
  • composition according to the invention comprises at least one first solvent of general formula (A): with R representing a linear or branched (C3-C6)alkyl group.
  • the first solvents of the general formula (A) are esters of levulinic acid.
  • the radical R in formula (A) represents a linear or branched alkyl group containing at least 3 carbon atoms.
  • radical R in formula (A) represents a linear (C3-C6)alkyl group.
  • the radical R in formula (A) represents a linear or branched alkyl group containing at least 4 carbon atoms, in particular a linear or branched (C4-C6)alkyl group, and more particularly a linear (C4-C6)alkyl group.
  • the first solvent is butyl levulinate (i.e. R is a linear or branched C4-alkyl group) and more particularly n-butyl levulinate (i.e.
  • R is a n-butyl group); which butyl levulinate is, in addition to being bio-sourced, advantageously totally non-miscible in water (which is for example preferable to formulate an agrochemical formulation in the form of an emulsifiable concentrate).
  • solvents of formula (A) that may be used according to the invention, mention may be made of W448001 or W220701 marketed by Sigma- Aldrich, and preferably GFbio ReSolv 200 (butyl levulinate) marketed by GF Biochemicals (formerly named NXT SOLV 200).
  • the total amount of the first solvent(s) of general formula (A) ranges from 35% to 90% by weight, even more preferentially from 35% to 85% by weight, better from 35% to 80% by weight, even better from 50% to 80% by weight, and for instance from 55% to 70% by weight, relative to the total weight of the composition.
  • the total amount of butyl levulinate ranges from 35% to 90% by weight, even more preferentially from 35% to 85% by weight, better from 35% to 80% by weight, even better from 50% to 80% by weight, and for instance from 55% to 70% by weight, relative to the total weight of the composition.
  • Renewable carbon commonly entails all carbon sources that avoid or substitute the use of any additional fossil carbon from the geosphere. Renewable carbon can come from the biosphere, atmosphere or technosphere, but not from the geosphere.
  • Renewable carbon is here defined as carbon derived from recently living plant or animal organisms (as opposed to carbon derived from fossil carbon which is coal, oil or petroleum based), as well as carbon derived from CO2 capture.
  • Renewable Carbon Index is here defined as the value calculated by dividing the number of renewable carbons by the total number of carbons in the entire molecule. For example, if 80% of the number of carbons present in the first solvent is renewable carbon then the RCI is 0.8.
  • the RCI of the first solvents is the weighted average of each first solvent of the blend.
  • the first solvent(s) used in the composition according to the invention has (have) a Renewable Carbon Index (RCI) of at least 0.25, more preferentially of at least 0.3, even more preferentially of at least 0.4, in particular of at least 0.5 and for instance of at least 0.55.
  • RCI Renewable Carbon Index
  • butyl levulinate used in an advantageous composition according to the present invention has a RCI of at least 0.4, preferably of at least 0.5 and more preferably of at least 0.55.
  • composition according to the invention comprises at least one second solvent of general formula (C): wherein,
  • Ri and R2 independent from one another, are a linear or branched C1-C12 alkyl, a C4-C12 cycloalkyl or an aryl,
  • R3 is H, a linear or branched (Ci-C6)alkyl, a (C3-Cs)cycloalkyl, or a-C(O)R4 group with R4 being a linear or branched C1-C4 alkyl or C5-C6 cycloalkyl;
  • Ri and R2 independent from one another, are a linear or branched (Ci-
  • Ci2)alkyl and/or
  • R3 is H or a linear or branched (C i-C6)alkyl.
  • Ri and R2 independent from one another, are a linear or branched (Ci-C4)alkyl and R3 is H.
  • Ri and R2, independently from one another, are selected in the group consisting of: methyl, ethyl, isopropyl, n-propyl, isobutyl, n- butyl, tert-butyl, n-pentyl, cyclopentyl, cyclohexyl or phenyl, and more preferentially methyl.
  • R3 is H or a -C(0)R4 group, with R4 being methyl, ethyl, isopropyl, n-propyl, isobutyl, n-butyl or tert-butyl. More preferably, R3 is H.
  • Ri and R2 are methyl and R3 denotes a hydrogen atom.
  • a corresponding commercial compound is for example Rhodiasolv® Li-Tec 2V (Augeo® SL191) or Solketal. This compound can be synthesized by reaction between glycerol and acetone, under well-known classical conditions. Glycerol can be for instance obtained as a coproduct from biodiesel production during the transesterification of triglycerides.
  • Ri and R2 are methyl and R3 is a -C(0)R4 group, with R4 being methyl.
  • a corresponding commercial compound can be synthesized by transesterification of Solketal with an alkyl acetate, under well-known classical conditions.
  • Ri is methyl
  • R2 isobutyl
  • R3 is H.
  • a corresponding commercial compound can be synthesized by reaction between glycerol and methyl-isobutyl ketone, under well-known classical conditions.
  • the compound of formula (C) may be a bio-based compound.
  • the at least one second solvent comprises a compound of formula (C) and a compound of formula (C’), wherein Ri, R2 and R3 have the same meaning as for formula (C).
  • the second solvent of formula (C) is 2,2-dimethyl-4- hydroxymethyl- 1 ,3 -dioxolane.
  • the total amount of second solvent(s) of general formula (C) ranges from 1% to 50% by weight, more preferentially from 1% to 45% by weight, even more preferentially from 2% to 40% by weight, in particular from 5% to 35% by weight, and for instance from 5% to 30% by weight, relative to the total weight of the composition.
  • the total amount of 2,2-dimethyl-4-hydroxymethyl-l,3-dioxolane ranges from 1% to 50% by weight, more preferentially from 1% to 45% by weight, even more preferentially from 2% to 40% by weight, in particular from 5% to 35% by weight, and for instance from 5% to 30% by weight, relative to the total weight of the composition.
  • the weight ratio of the total content of first solvent(s) of general formula (A) to the total content of second solvent(s) of general formula (C) ranges from 0.1 to 20; more preferentially from 0.5 to 15; even more preferentially from 1 to 15; better from 1 to 10; in particular from 1 to 8; and for instance from 1.5 to 7.5.
  • the weight ratio of the total content of first solvent(s) of general formula (A) to the total content of second solvent(s) of general formula (C’) ranges from 0.1 to 20; more preferentially from 0.5 to 15; even more preferentially from 1 to 15; better from 1 to 10; in particular from 1 to 8; and for instance from 1.5 to 7.5.
  • the weight ratio of the total content of butyl levulinate to the total content of 2,2-dimethyl-4-hydroxymethyl- 1,3-dioxolane can preferably range from 0.1 to 20; more preferentially from 0.5 to 15; even more preferentially from 1 to 15; better from 1 to 10; in particular from 1 to 8; and for instance from 1.5 to 7.5.
  • composition according to the invention presents a Renewable Carbon Index (RCI) of at least 0.25, more preferentially of at least 0.3, even more preferentially of at least 0.4, in particular of at least 0.5 and for instance of at least 0.55.
  • RCI Renewable Carbon Index
  • composition according to the invention further comprises one or more additional solvents.
  • the composition comprises at least one first solvent of general formula (A), at least one second solvent of general formula (C) and one or more additional solvents different from the solvents of general formula (A) or (C).
  • the additional solvents which may be used in the composition according to the invention are chosen from:
  • the additional solvents which may be used in the composition according to the invention are chosen from amide ester solvents, amide solvents and mixtures thereof.
  • Amide ester solvents which may be used in the composition according to the invention are preferably chosen from amide ester solvents of formula (B):
  • R 1 is a linear or branched, saturated aliphatic group, having from 1 to 6 carbon atoms, substituted by one or more functional groups chosen from -OH groups and/or -COOR’ groups, wherein R’ is a (Ci-Ce/alkyl group, in particular a (Ci-C4)alkyl group, and more particularly a (Ci-C2)alkyl group,
  • R 2 and R 3 which are identical or different, are a (C i -CeJalkyl group, in particular a (Ci-C4)alkyl group, and more particularly a (Ci-C2)alkyl group,
  • R 1 and R 2 or R 3 may together form a ring, the said ring containing 4 to 6 carbon atoms and optionally substituted by one or more (Ci-C4)alkyl groups and/or one or more functional groups chosen from -OH groups, -OR’ groups, -COOR’ groups and -CONR 4 R 5 groups, wherein R’ is a (Ci-Ce/alkyl group, in particular a (Ci-C4)alkyl group, and more particularly a (Ci-C2)alkyl group, and R 4 and R 5 , which are identical or different, denote a (C i -Cojalkyl group, in particular a (Ci-C4)alkyl group, and more particularly a (Ci-C2)alkyl group.
  • the radical R 1 in formula (B) represents a group having the formula -Z-COOR' in which R' is a methyl group and Z is a linear or branched divalent alkylene group comprising from 1 to 6 carbon atoms, in particular from 2 to 4 carbon atoms.
  • Z is a linear or branched divalent alkylene group comprising 4 carbon atoms, and even more preferentially Z is a branched divalent alkylene group comprising 4 carbon atoms.
  • the amide ester solvents of formula (B) are chosen from those of the following formula (B’):
  • Z is a divalent (Ci-C6)alkylene, preferably (C2-Cs)alkylene, more preferentially (C4)alkylene, and
  • Z in formula (B’) is a divalent (C4)alkylene, more preferably a divalent alkylene group of formula -CH(CH 3 )-CH2-CH 2 -.
  • R’, R2 and R3, are (Ci-C4)alkyls, in particular methyl, ethyl, propyl, iso-propyl, n-butyl, s-butyl, tert-butyl. And more preferably R’, R2 and R3 are identical and notably a (Ci-C2)alkyl. More advantageously, R’, R2 and R3, are identical and denote a methyl group.
  • the amide ester solvent(s) is (are) chosen from compounds of formula (B’), wherein Z is a (C4)alkylene group, and R’, R2 and R3 are methyl groups.
  • the ester-amide solvent comprises at least one compound of formula (B’), wherein Z is an alkylene group of formula -CH(CH3)-CH2-CH2, and R’, R2 and R3 are methyl groups.
  • the composition according to the invention further comprises at least one third solvent chosen from amide ester solvents of formula (B) above; preferably from amide ester solvents of formula (B’) above. More preferentially according to this embodiment, the composition according to the invention comprises methyl-5-(dimethylamino)-2-methyl-5-oxopentanoate as third solvent.
  • Rhodiasolv® Polarclean marketed by Solvay
  • Solvay is an example of very suitable commercial solvent which can be used as additional solvent in accordance with the invention.
  • the total amount of the amide ester solvent(s) of general formula (B) ranges from 1% to 60% by weight, more preferentially from 5% to 50% by weight, even more preferentially from 10% to 45% by weight, in particular from 10% to 40% by weight, for instance from 20 to 40% by weight, relative to the total weight of the composition.
  • the total amount of the amide ester solvent(s) of general formula (B’) ranges from 1% to 60% by weight, more preferentially from 5% to 50% by weight, even more preferentially from 10% to 45% by weight, in particular from 10% to 40% by weight, for instance from 20 to 40% by weight, relative to the total weight of the composition.
  • the total amount of methyl 5-(dimethylamino)-2-methyl-5- oxopentanoate ranges from 1% to 60% by weight, more preferentially from 5% to 50% by weight, even more preferentially from 10% to 45% by weight, even better from 10% to 40% by weight, for instance 20% to 40% by weight, relative to the total weight of the composition.
  • Amide solvents which may be used in the composition according to the invention are different from solvents of general formula (B) as defined above and are preferably chosen from amide solvents of formula (D):
  • R 2 and R3 are identical.
  • R is a linear alkyl group comprising 7, 8 or 9 carbon atoms
  • R 2 and R3 are identical and denote a (Ci- C 2 )alkyl.
  • the amide solvent is N,N-dimethyldecanamide, i.e. wherein R” is a linear (C9)alkyl group, and R 2 and R3 are methyl (as for example Rhodiasolv® ADMA 10, marketed by Solvay).
  • the composition according to the invention further comprises at least one third solvent chosen from amide solvents of formula (D) above. More preferentially according to this embodiment, the composition according to the invention comprises N,N-dimethyldecanamide as third solvent.
  • the total amount of amide solvents of formula (D) ranges from 1% to 70% by weight, more preferentially from 5% to 50% by weight, even more preferentially from 10% to 45% by weight, in particular from 20% to 40% by weight, and for instance from 30% to 40% by weight, relative to the total weight of the composition.
  • the total amount of N,N-dimethyldecanamide ranges from 1% to 70% by weight, more preferentially from 5% to 50% by weight, even more preferentially from 10% to 45% by weight, in particular from 20% to 40% by weight, and for instance from 30% to 40% by weight, relative to the total weight of the composition.
  • Additional solvents which may be used in the composition according to the invention may be chosen from levoglucosenone, dihydrolevogluco senone or a derivative thereof.
  • Levoglucosenone is a bicyclic a, P-unsaturated ketone containing a protected aldehyde.
  • the highly dehydrated sugar is derived from cellulose and hence provides a bio-based solvent, which is attractive as a “green” solvent.
  • Levoglucosenone, of molecular formula CeHeCL is ((1 S,5 R)-6,8- dioxabicyclo[3.2.1]oct-2-en-4-one), formula (I) below:
  • a derivative means a derivative of levoglucosenone or a derivative of dihydrolevoglucosenone.
  • the derivative of levoglucosenone is a compound which may be synthesized from levoglucosenone, directly and/or indirectly.
  • levoglucosenone may be a starting material and/or an intermediary material in a synthesis of the derivative of levoglucosenone.
  • Dihydrolevogluco senone is derived from levoglucosenone by hydrogenation of levoglucosenone, for example over supported palladium catalysts.
  • dihydrolevogluco senone is available as Cyrene® (RTM) from Circa Group Pty Ltd.
  • Dihydrolevogluco senone is a chiral dipolar aprotic solvent.
  • Dihydrolevogluco senone, of molecular formula CeHsOs, is ((1 S,5 R)-6,8- Dioxabicyclo[3.2.1]octan-4-one), of formula (II) below:
  • dihydrolevoglucosenone As derivatives of dihydrolevoglucosenone, it can be cited ketal derivatives of dihydrolevoglucosenone, in particular cygnet 0.0 (spiro[6,8- dioxabicyclo[3.2.1]octane-4,2’-[l,3]dioxolane]), cygnet 1.0, cygnet 1.1, cygnet 2.0, cygnet 4.0 (such as those described in “ Intelligent approach to solvent substitution: the identification of a new class of levoglucosenone derivatives - Ana Alves Costa Pacheco et al - ChemSusChem, 2016, 9, 3503-3512).
  • cygnet 0.0 spiro[6,8- dioxabicyclo[3.2.1]octane-4,2’-[l,3]dioxolane]
  • the composition according to the invention further comprises an additional solvent chosen from levoglucosenone, dihydrolevoglucosenone, derivatives thereof, and mixtures thereof; preferably chosen from levoglucosenone, dihydrolevoglucosenone, and mixtures thereof.
  • composition according to the invention further comprises dihydrolevoglucosenone.
  • the total amount of levoglucosenone, dihydrolevoglucosenone and derivatives thereof ranges from 1% to 60% by weight, more preferentially from 5% to 50% by weight, even more preferentially from 5% to 40% by weight, in particular from 8% to 30% by weight, relative to the total weight of the composition.
  • the total amount of dihydrolevogluco senone ranges from 1% to 60% by weight, more preferentially from 5% to 50% by weight, even more preferentially from 5% to 40% by weight, in particular from 8% to 30% by weight, relative to the total weight of the composition.
  • Aromatic solvents which may be used in the composition according to the invention are different from solvents of general formulae (A) or (B) as defined above.
  • aromatic solvents mention may be made of toluene, xylene and mixtures of Cs-Ci2 di- and tri-alkylbenzenes like Solvesso®.
  • alkylbenzenes such as toluene, dialkylbenzenes such as xylene, polynuclear aromatic hydrocarbons such as naphthalenes, alkyl naphthalenes (for example dimethylnaphthalene), dialkylnaphthalenes, trialky Inaphtalenes such as dimethylmonoisopropylnaphtalene and phenylxylylethane, as well as mixtures thereof.
  • alkylbenzenes such as toluene
  • dialkylbenzenes such as xylene
  • polynuclear aromatic hydrocarbons such as naphthalenes, alkyl naphthalenes (for example dimethylnaphthalene), dialkylnaphthalenes, trialky Inaphtalenes such as dimethylmonoisopropylnaphtalene and phenylxylylethane, as well as mixtures thereof.
  • hydrocarbons are obtained by fractionation of crude oil and, in general, have distillation ranges comprised from about 135°C to about 305°C, those with distillation temperatures of about 183 °C to about 290°C being preferred.
  • Nisseki Hisol SAS-296 (a mixture of 1 -phenyl- 1 -xylylethane and 1 -phenyl- 1 -ethylphenylethane, Nippon Oil Corporation), Cactus Solvent HP-MN (methylnaphthalene 80%, Japan Energy Corporation), Cactus Solvent HP-DMN (dimethylnaphthalene 80%, Japan Energy Corporation), Cactus Solvent P-100 (alkylbenzene with 9 to 10 carbon atoms, Japan Energy Corporation), Cactus Solvent P-150 (alkylbenzene, Japan Energy Corporation), Cactus Solvent P-180 (a mixture of methylnaphthalene and dimethylnaphthalene, Japan Energy Corporation), Cactus Solvent P-200 (a mixture of methylnaphthalene and dimethylnaphthalene, Japan Energy Corporation), Cactus Solvent P-220 (a mixture of methylnaphthalene and dimethylnaphthalene, Japan Energy Corporation), Cactus Solvent P-2
  • Mention may be made in particular of the mixtures of Cs-Ci2 di- and trialkylbenzenes with a flash point of at least 60.5°C.
  • the aromatic solvent is acetophenone.
  • the total amount of aromatic solvents ranges from 1% to 60% by weight, more preferentially from 2% to 50% by weight, even more preferentially from 5% to 40% by weight, in particular from 10% to 30% by weight, relative to the total weight of the composition.
  • the total amount of Cs-Ci2 di- and tri-alkylbenzenes ranges from 1% to 60% by weight, more preferentially from 2% to 50% by weight, even more preferentially from 5% to 40% by weight, in particular from 10% to 30% by weight, relative to the total weight of the composition.
  • the total amount of acetophenone ranges from 1% to 60% by weight, more preferentially from 2% to 50% by weight, even more preferentially from 5% to 40% by weight, in particular from 10% to 30% by weight, relative to the total weight of the composition.
  • Ester or diester solvents which may be used as additional solvents in the composition according to the invention are different from solvents of general formula (A) or (C) as defined above.
  • ester or diester solvents mention may be made of 2-ethylhexyl lactate, alkyl acetates, esters of fatty acids, fatty esters of carboxylic acids, mixtures of methyl diesters of 2-ethyl succinic acid, methylglutaric acid and possibly adipic acid, such as Rhodiasolv ® IRIS (mixture comprising of 70% to 95% by weight of dimethyl 2-methyl glutarate, 5% to 30% by weight of dimethyl ethylsuccinate and 0% to 10 % by weight of dimethyl adipate) and mixtures of dimethyl glutarate (for instance from 60% to 70% by weight), dimethyl succinate (for instance from 20% to 30% by weight) and dimethyl adipate (for instance from 10% to 15% by weight), such as Rhodiasolv® RPDE.
  • Rhodiasolv® IRIS mixture comprising of 70% to 95% by weight of dimethyl 2-methyl glutarate, 5% to 30% by weight of dimethyl ethylsuccinate and 0% to
  • compositions according to the invention comprise a fatty acid ester, for example a canola oil ester, and in particular a canola oil methyl ester.
  • a fatty acid ester for example a canola oil ester, and in particular a canola oil methyl ester.
  • the ester or diester solvents of the compositions according to the invention are carboxylic acid esters, preferably mixtures of several carboxylic acid esters.
  • the ester or diester solvents of the compositions according to the invention correspond to the formula R a OOC-A-COOR a , where R a represents a linear or branched alkyl group comprising of 1 to 6 carbon atoms, and preferably represents a methyl group, and A represents a linear or branched alkylene group comprising of 2 to 4 carbon atoms.
  • the ester or diester solvent is the compound Rhodiasolv® IRIS.
  • the total amount of ester or diester solvents, different from solvents of general formula (A) or (C), ranges from 1% to 50% by weight, more preferentially from 2% to 40% by weight, even more preferentially from 5% to 35% by weight, in particular from 10% to 30% by weight, relative to the total weight of the composition.
  • Alkyl acetate solvents which may be used as additional solvents in the composition according to the invention are different from the first solvents of general formula (A) as defined above.
  • the alkyl group of the alkyl acetate solvents contains at least 3 carbon atoms.
  • the alkyl group of the alkyl acetate solvents is a, linear or branched, Ce-Cis alkyl group; even more preferentially, a C6-C13 alkyl group; and better a C6-C12 alkyl group.
  • Mention may preferably be made especially of cyclohexyl or hexyl (n-hexyl), ethylhexyl, especially 2-ethylhexyl, octyl (n-octyl), isooctyl, decyl (n-decyl), isodecyl, tridecyl, dodecyl and 18 undecyl.
  • the total amount of alkyl acetate solvents, different from solvents of general formula (A), ranges from 1% to 50% by weight, more preferentially from 2% to 40% by weight, even more preferentially from 5% to 35% by weight, in particular from 10% to 30% by weight, relative to the total weight of the composition.
  • Sulfoxide solvent which may be used in the composition according to the invention is preferably dimethyl sulfoxide (DMSO).
  • the total amount of sulfoxide solvents ranges from 1% to 50% by weight, more preferentially from 2% to 40% by weight, even more preferentially from 5% to 35% by weight, in particular from 10% to 30% by weight, relative to the total weight of the composition.
  • the total amount of dimethyl sulfoxide ranges from 1% to 50% by weight, more preferentially from 2% to 40% by weight, even more preferentially from 5% to 35% by weight, in particular from 10% to 30% by weight, relative to the total weight of the composition.
  • the composition comprises:
  • the composition comprises: (i) at least one first solvent of general formula (A) as described above, preferably butyl levulinate,
  • the composition comprises:
  • (v) optionally at least one additional solvent chosen from levoglucosenone, dihydrolevoglucosenone, derivatives thereof, and mixtures thereof, preferably dihy drolevogluco senone .
  • the composition comprises:
  • the composition according to the invention consists in at least one first solvent of general formula (A) and at least one second solvent of general formula (C) and optionally at least one additional solvent, as described previously.
  • the present invention also relates to the use of a composition as defined above as a solvent, preferably in an agrochemical formulation, and more particularly relates to the use of a composition as defined above for preparing an agrochemical formulation.
  • the agrochemical formulation according to the present invention comprises: a) at least one agricultural material, b) a composition as described above, c) optionally at least one emulsifier, preferably a surfactant, and d) optionally water.
  • An “agrochemical formulation” is intended to denote a composition which, either use in its concentrated form or in dilution in water to a targeted use rate, causes or provides a beneficial and/or a useful effect in agriculture and/or provides a biological activity in a seed, a plant, soil, for example to seeds to control pests and/or to regulate the growth of plants and/or to induce the defense response in plants and/or to enhance metabolic and physiological processes within plants and soils.
  • the agrochemical formulation is for example described in T.Tadros (ed.), Encyclopedia of Colloid and Interface Science, Springer- Verlag Berlin Heidelberg, 2013, pp. 3-80.
  • the “agrochemical formulation” is a composition comprising the solvent composition according to the invention and at least one agricultural material; optionally at least one emulsifier, preferably a surfactant, and optionally water.
  • agriculture uses many agricultural materials. They are also referred to as active plant-protection products or active materials or active substances.
  • the term “agricultural material” means an active ingredient used in particular to the practice of farming, including cultivation of the soil for the growing of crops.
  • agricultural materials is not limited to application to crops.
  • Agricultural materials may be applied to any surface, e.g., for the purpose of cleaning or aiding or inhibiting growth of a living organism.
  • Other noncrop applications include, but are not limited to, application to an animal, e.g. livestock, application to turf and ornamentals, and application to railroad weed.
  • Agricultural materials are generally products in pure or highly concentrated form, generally not soluble in water and known to the person skilled in the art.
  • the agricultural materials are water-insoluble agricultural materials, at 20°C and at atmospheric pressure (i.e., 1.013xl0 5 Pa).
  • the agricultural materials are soluble in water to no more than 100 g/L, even more preferentially no more than 20 g/L, in particular no more than 5 g/L, for instance no more than 1 g/L and even no more than 0.2 g/L, at 20°C and at atmospheric pressure (i.e., 1.013xl0 5 Pa).
  • the agricultural materials are chosen from pesticides, nutrients, bio stimulants, plant growth regulators, and mixtures thereof.
  • the agrochemical formulation according to the invention may comprise at least one pesticide.
  • these pesticides may be chosen from herbicides, fungicides, insecticides, acaricides, algicides, molluscicides, miticides, nematicides, biocides and rodenticides.
  • the agrochemical formulation according to the invention may optionally comprise at least one nutrient.
  • Nutrients refer to chemical elements and compounds which are desired or necessary to promote or improve plant growth. Nutrients generally are described as macronutrients or micronutrients.
  • Suitable nutrients for use in the agrochemical formulations according to the invention may be micronutrient compounds, preferably those which are solid at room temperature (20°C) or are partially soluble.
  • Micronutrients typically refer to trace metals or trace elements, and are often applied in lower doses. Suitable micronutrients include trace elements selected from zinc, boron, chlorine, copper, iron, molybdenum, and manganese.
  • micronutrients may be in a soluble form or included as insoluble solids, and may be in the form of salts or chelates.
  • the micronutrient is in the form of a carbonate or oxide.
  • the micronutrients may be selected from zinc, calcium, molybdenum or manganese, or magnesium. More preferentially micronutrients for use in the agrochemical formulation according to the invention may be selected from zinc oxide, manganese carbonate, manganese oxide, or calcium carbonate.
  • the agrochemical formulation according to the present invention may further comprise at least one macronutrient.
  • Micronutrients typically refer to those comprising nitrogen, phosphorus, and potassium, and include fertilisers such as ammonium sulphate, and water conditioning agents.
  • Suitable macronutrients include fertilisers and other nitrogen, phosphorus, or sulphur containing compounds, and water conditioning agents.
  • Suitable fertilisers include inorganic fertilisers that provide nutrients such as nitrogen, phosphorus, potassium or sulphur. Examples of such fertilisers include: for nitrogen as the nutrient: nitrates and or ammonium salts such as ammonium nitrate, including in combination with urea e.g.
  • ammonium sulphate and potassium sulphate as urean type materials, calcium ammonium nitrate, ammonium sulphate nitrate, ammonium phosphates, particularly mono-ammonium phosphate, di-ammonium phosphate and ammonium polyphosphate, ammonium sulphate, and the less commonly used calcium nitrate, sodium nitrate, potassium nitrate and ammonium chloride;
  • phosphorus as the nutrient acidic forms of phosphorus such as phosphoric, pyrophosphoric or poly phosphoric acids, but more usually salt forms such as ammonium phosphates, particularly mono-ammonium phosphate, di-ammonium phosphate, and ammonium polyphosphate, potassium phosphates, particularly potassium dihydrogen phosphate and potassium polyphosphate;
  • sulphur as the nutrient: ammonium sulphate and potassium sulphate, e.g. the mixed sulphate with magnesium.
  • the agrochemical formulation according to the invention may optionally comprise at least one biostimulant.
  • bio stimulant is preferably intended to mean a compound which may enhance metabolic or physiological processes such as respiration, photosynthesis, nucleic acid uptake, ion uptake, nutrient delivery, or a combination thereof.
  • this is a substance or microorganism that, when applied to seeds, plants or on the rhizosphere, can stimulate natural processes to enhance or benefit nutrient uptake, nutrient use efficiency, tolerance to abiotic stress, or crop quality and yield.
  • biostimulants include seaweed extracts (e.g., ascophyllum nodosum), humic acids (e.g., potassium humate), fulvic acids, myoinositol, glycine, and combinations thereof.
  • seaweed extracts e.g., ascophyllum nodosum
  • humic acids e.g., potassium humate
  • fulvic acids e.g., myoinositol, glycine, and combinations thereof.
  • the agrochemical formulation according to the invention may optionally comprise at least one plant growth regulator.
  • Plant growth regulators mean active ingredients used to influence the growth characteristics of plants.
  • plant growth regulators which may be used in the present invention include, but are not limited to: 1 -naphthaleneacetic acid, 1- naphthaleneacetic acid -salt, 1-napthol, 2,4-dichlorophenoxyacetic acid (2,4-D), 2,4- DB, 2,4-DEP, 2,3,5-triiodobenzoic acid, 2,4,5-trichlorophenoxyacetic acid, 2- naphthoxyacetic acid, 2-naphthoxyacetic acid sodium salt, 3-chloro-4- hydroxyphenylacetic acid, 3-indoleacetic acid, 4 -biphenylacetic acid, 4- chlorophenoxy acetic acid (4-CPA), 4-hydroxyphenylacetic acid, 6- benzylaminopurine, auxindole, a-naphthaleneacetic acid K-salt, B-naphfhoxyacetic acid, p-ch
  • the amount of agricultural material(s) in the agrochemical formulation ranges from 0.01 to 90% by weight, more preferentially from 0.1 to 80% by weight; even more preferentially from 0.5 to 70% by weight; better from 1 to 65% by weight, in particular from 5 to 60% by weight, and for instance from 10 to 60% by weight, relative to the total weight of the agrochemical formulation.
  • the total content of agricultural material(s) in the agrochemical formulation ranges from 5 to 90% by weight, more preferentially from 5 to 70% by weight, even more preferentially from 5 to 60% by weight, and in particular from 10 to 60% by weight, relative to the total weight of the agrochemical formulation.
  • the total content of additional agricultural material(s) in the agrochemical formulation ranges from 0.01 to 3% by weight, more preferentially from 0.05 to 2% by weight, and even more preferentially from 0.1 to 1% by weight, relative to the total weight of the agrochemical formulation.
  • the agrochemical formulation according to the invention comprises one solvent composition as described previously.
  • the solvent composition according to the invention represents from 10% to 99% by weight, more preferentially from 20% to 95% by weight, in particular from 30% to 90% by weight, for instance from 30 to 80% by weight, relative to the total weight of the agrochemical formulation.
  • the agrochemical formulation according to the invention may optionally comprise at least one emulsifier.
  • Emulsifiers are agents that are intended to facilitate emulsification after the formulation is placed in the presence of water, and/or stabilisation (over time and/or in temperature) of the emulsion, for example by avoiding separation of the phases.
  • the agrochemical formulation according to the invention further comprises at least one surfactant.
  • the surfactants that may be used in the invention are chosen from anionic, non-ionic, cationic, amphoteric or zwitterionic surfactants, and mixtures thereof.
  • the surfactants are chosen from anionic surfactants, nonionic surfactants, and mixtures thereof.
  • the surfactants are chosen from anionic surfactants, polyalkoxylated non-ionic surfactants, and mixtures thereof
  • the emulsifiers and surfactants that may be used are different from the agricultural materials.
  • anionic surfactants mention may be made without any intended limitation thereto, of:
  • alkylsulfonic acids arylsulfonic acids, optionally substituted with one or more hydrocarbon groups, and the acid function of which is partly or totally salified, like C 8 -C 50 alkylsulfonic acids, more particularly Cs-Cso, preferably C10-C22 alkylsulfonic acids, benzenesulfonic acids, naphthalenesulfonic acids, substituted with one to three Ci -C30, preferably C4-C16 alkyl and/or C2-C30, preferably C4-C16 alkenyl groups,
  • alkylsulfosuccinic acids of which the linear or branched alkyl portion is optionally substituted with one or more linear or branched C2-C4 hydroxylated and/or alkoxylated (preferably ethoxylated, propyxylated, ethopropoxy lated) groups,
  • - phosphate esters more particularly selected from among those comprising at least one linear or branched, saturated, unsaturated or aromatic hydrocarbon group, comprising 8 to 40 carbon atoms, preferably 10 to 30, optionally substituted with at least one alkoxylated (ethoxylated, propoxylated, ethopropoxylated) group.
  • they comprise at least one phosphate ester group, mono- or di-esterified such that it is possible to have one or two free or partly or totally salified groups.
  • the preferred phosphate esters are of the type of the mono- and di-esters of phosphoric acid and of alkoxylated (ethoxylated and/or propoxylated) mono-, di- or tri- styrylphenol, or alkoxylated (ethoxylated and/or propoxylated) mono-, di- or trialkylphenol, optionally substituted with one to four alkyl groups; of phosphoric acid and of an alkoxylated (ethoxylated or ethopropoxylated) C8-C30, preferably C10-C22 alcohol; of phosphoric acid and of a non- alkoxylated C8-C22, preferably C10-C22 alcohol,
  • - sulfate esters obtained from saturated or aromatic alcohols optionally substituted with one or more alkoxylated (ethoxylated, propoxylated, ethopropoxylated) groups, and for which the sulfate functions appear in the free acid form, or are partly or totally neutralised.
  • sulfate esters more particularly obtained from saturated or unsaturated C8-C20 alcohols, which may comprise 1 to 8 alkoxylated (ethoxylated, propoxylated, ethopropoxylated) units ; sulfate esters obtained from polyalkoxylated phenol, substituted with 1 to 3 saturated or unsaturated C2-C30 hydroxycarbon groups, and in which the number of alkoxylated units is comprised between 2 and 40 ; the sulfate esters obtained from polyalkoxylated mono-, di- or tri- styrylphenol in which the number of alkoxylated units varies from 2 to 40.
  • the anionic surfactants may be in the acid form (they are potentially anionic), or in a partly or totally salified form with one counter-ion.
  • the counter-ion may be an alkali metal, such as sodium or potassium, an alkaline earth metal, such as calcium, or moreover even an ammonium ion of formula N(R)4 + in which the R groups, either identical or different, represent a hydrogen atom or a C1-C4 alkyl group optionally substituted with an oxygen atom.
  • non-ionic surfactants mention may be made without any intended limitation thereto, of:
  • ethoxylated di-(phenyl-l-ethyl)phenol containing 10 oxy ethylene units
  • ethoxylated di-(phenyl-l-ethyl)phenol containing 7 oxy ethylene units
  • sulfated ethoxylated di-(phenyl-l-ethyl)phenol containing 7 oxy ethylene units
  • ethoxylated tri-(phenyl-l-ethyl)phenol containing 8 oxy ethylene units
  • ethoxylated tri-(phenyl-l- ethyl)phenol containing 16 oxy ethylene units
  • sulfated ethoxylated tri-(phenyl-l- ethyl)phenol containing 16 oxy ethylene units
  • sulfated ethoxylated tri-(phenyl-l- ethyl)phenol containing 16 oxy ethylene units
  • ethoxylated fatty acid includes both the products obtained by ethoxylation of a fatty acid by ethylene oxide as well as those obtained by esterification of a fatty acid by a polyethylene glycol.
  • triglycerides of vegetable or animal origin.
  • triglycerides from lard, tallow, ground nut oil, butter oil, cotton seed oil, flax oil, olive oil, palm oil, grapeseed oil, fish oil, soya bean oil, castor oil, rapeseed oil, coprah oil, coconut oil, and comprising a total number of alkoxylated units comprised between 1 and 60.
  • ethoxylated triglyceride makes reference both to products obtained by ethoxylation of a triglyceride with ethylene oxide as well as to those obtained by transesterification of a triglyceride with a polyethylene glycol.
  • sorbitan esters optionally polyalkoxylated (ethoxylated, propoxylated, ethopropoxylated), more particularly the cyclised sorbitol esters of C10-C20 fatty acids such as lauric acid, stearic acid, or oleic acid, and comprising a total number of alkoxylated units comprised between 2 and 50.
  • Useful emulsifiers are in particular the following products, all marketed by Solvay:
  • Soprophor® TSP/724 a surfactant based on ethopropoxylated tristyrylphenol
  • Soprophor® 796/P a surfactant based on ethopropoxylated tristyrylphenol
  • Soprophor® CY 8 a surfactant based on ethoxylated tristyrylphenol
  • Soprophor® BSU a surfactant based on ethoxylated tristyrylphenol
  • Soprophor® S/25 a surfactant based on ethoxylated tristyrylphenol
  • Soprophor® 3D33 a surfactant based on ethoxylated tristyrylphenol phosphate
  • Alkamuls® RC a surfactant based on ethoxylated castor oil
  • Alkamuls® V02003 a surfactant based on ethoxylated castor oil
  • Alkamuls® OL40 a surfactant based on ethoxylated sorbitan hexaoleate
  • Alkamuls® T/20 a surfactant based on ethoxylated sorbitan ester.
  • Geronol® TEB25 a mixture of surfactants based on ethoxylated castor oil, calcium dodecyl benzene sulfonate and alkoxylated polymers
  • Rhodacal® 60/B a surfactant based on dodecylbenzene sulphonate
  • Rhodacal® 60/BE a surfactant based on dodecylbenzene sulphonate.
  • the total amount of emulsifier(s) in the agrochemical formulation according to the invention ranges from 0.05% to 40% by weight, more preferentially from 0.1% to 35% by weight, even more preferentially from 0.5% to 30% by weight, in particular from 1 to 25% by weight, and for instance from 1 to 5% by weight, relative to the total weight of the agrochemical formulation.
  • the total amount of surfactant(s) in the agrochemical formulation according to the invention ranges from 0.05% to 40% by weight, more preferentially from 0.1% to 35% by weight, even more preferentially from 0.5% to 30% by weight, in particular from 1 to 25% by weight, and for instance from 1 to 5% by weight, relative to the total weight of the agrochemical formulation.
  • the total amount of anionic surfactant(s) in the agrochemical formulation according to the invention ranges from 0.05% to 40% by weight, more preferentially from 0.1% to 35% by weight, even more preferentially from 0.5% to 30% by weight, in particular from 1 to 25% by weight, and for instance from 1 to 5% by weight, relative to the total weight of the agrochemical formulation.
  • the total amount of non-ionic surfactant(s), in particular polyalkoxylated non-ionic surfactant(s) in the agrochemical formulation according to the invention ranges from 0.05% to 40% by weight, more preferentially from 0.1% to 35% by weight, even more preferentially from 0.5% to 30% by weight, in particular from 1 to 25% by weight, and for instance from 1 to 5% by weight, relative to the total weight of the agrochemical formulation.
  • the agrochemical formulation according to the invention may further comprise at least one co-solvent.
  • the co-solvents that may be used are different from the first solvents, the second solvents and the additional solvents, as described previously.
  • solvents or co- solvents are preferably selected from:
  • co-solvents are chosen from:
  • - carbonates such as for example propylene or butylene carbonate; lactates; fumarates, succinates, adipates, maleates;
  • the formulation may be used for preparing a formulation diluted in water of the agricultural material, by mixing at least one part by weight of concentrated formulation with at least 10 parts of water, preferably less than 10,000 parts.
  • the dilution ratios and the amounts to be applied over the field generally depend on the agricultural material and on the desirable dose for treating the field (this may be determined by the farm operator).
  • the agrochemical formulation according to the invention is aqueous.
  • the water content of the agrochemical formulation preferably ranges from 5% to 99% by weight, more preferentially from 20% to 95% by weight, even more preferentially from 25% to 90% by weight, in particular from 25 to 85% by weight, and for instance from 25 to 70% by weight, relative to the total weight of the agrochemical formulation.
  • the agrochemical formulation may advantageously comprise: a) from 0.01% to 90% by weight, preferably from 5% to 60% by weight, of at least one agricultural material, relative to the total weight of the agrochemical formulation, b) from 5% to 90% by weight, preferably from 10% to 90% by weight, in particular from 30% to 90% by weight, for instance 30% to 80% by weight, of a solvent composition according to the present invention, relative to the total weight of the agrochemical formulation, c) from 0.1% to 40% by weight, preferably from 1% to 30% by weight, of at least one said co-solvent, relative to the total weight of the agrochemical formulation, d) from 0.05% to 40% by weight, preferably from 0.1% to 35% by weight, more preferentially from 0.5% to 30% by weight, in particular from 1 to 25% by weight, for instance from 1 to 5% by weight, of at least one surfactant, relative to the total weight of the agrochemical formulation, e) from 5% to 90% by weight,
  • the agrochemical formulation according to the invention may be used to kill or inhibit pests and/or clean and/or inhibit growth of undesired plants.
  • solvent system is a composition and can design either a solvent alone or a blend of several solvents.
  • the maximal solubility of an active or a combo of actives in a solvent system is characterized by visual observation. At a given concentration, if the mixture is limpid (with the naked eye), the active ingredient(s) is (are) considered to be soluble in the solvent system at this concentration. However, if a sedimentation of the active ingredient(s) appears, it is not soluble anymore in the solvent system and the maximal solubility is reached.
  • the maximal solubility is thus defined as the maximum amount of active ingredient(s) that can be dissolved in the solvent system, equal to the amount at which the mixture remains limpid (with the naked eye).
  • Test 1 Maximal solubility - Description of the tests for actives alone (solo) in a solvent system

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Abstract

La présente invention concerne une composition de solvant comprenant au moins un ester de lévulinate particulier en tant que premier solvant et au moins un solvant à base de dioxolane particulier en tant que second solvant. L'invention concerne également l'utilisation de la composition de solvant pour préparer une formulation agrochimique et la formulation agrochimique elle-même.
EP24703810.2A 2023-02-09 2024-02-08 Composition de solvant pour formulations agrochimiques Pending EP4661668A1 (fr)

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AU2006318475B2 (en) * 2005-11-22 2012-02-23 Gfbiochemicals Limited Glycerol levulinate ketals and their use
WO2011032095A1 (fr) * 2009-09-11 2011-03-17 Segetis, Inc. Esters cétals d'acides oxocarboxyliques et procédé de fabrication
EP2770827B1 (fr) * 2011-10-13 2019-07-17 Rhodia Operations Composition, procédé d'obtention de la composition et formulation phytosanitaire la comprenant
US10173935B2 (en) * 2011-12-12 2019-01-08 Rhodia Operations Solvent systems of N-alkyl thiophosphoric triamides and methods of use in agricultural applications
WO2020142273A1 (fr) * 2018-12-31 2020-07-09 Fourth Principle, Llc Compositions et procédés pour éliminer des revêtements de surfaces
WO2021013582A1 (fr) * 2019-07-23 2021-01-28 Rhodia Operations Compositions liquides de dicyandiamide et/ou de triamide d'alkyle thiophosphorique et leur utilisation dans des applications agricoles
AR125816A1 (es) * 2021-05-12 2023-08-16 Oxiteno S A Ind E Comercio Composición agroquímica, formulación agroquímica, uso de un derivado de dioxabicicloalcano, y método para el tratamiento y/o prevención de enfermedades o plagas en una planta o semilla de planta

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