Adjuvant composition for high load herbicidal compositions

Abstract

The present invention provides an adjuvant composition for herbicides, the adjuvant composition comprising: a) from 15.0% to 32.0% by weight of at least one first surfactant selected from the group consisting of betaine compounds, sulfo- betaine compounds and mixtures thereof; b) at least one second surfactant selected from the group consisting of: b)(i) alkoxylated alkyl ether phosphate surfactants, b)(ii) glycoside surfactants, with the proviso that the content of glycoside surfactants, if any, in the adjuvant composition is at most 6.0% by weight, and b)(iii) combinations thereof; c) optionally, at least one liquid medium, these percentages being relative to the total weight of the adjuvant composition.

Description

Technical Field

[0001] This invention provides an adjuvant composition for use in herbicides. Furthermore, this invention provides a herbicidal composition comprising the adjuvant composition according to the invention. This invention also relates to various uses of the adjuvant composition and / or the herbicidal composition in the field of agrochemicals (agriculture). Background Technology

[0002] Herbicidal glufosinate compositions are known and commercially available in the form of ammonium, potassium, and other salts. These herbicidal compositions are typically applied to weeds and unwanted vegetation in aqueous formulations containing various adjuvants, including, for example, wetting agents, surfactants, dispersants, defoamers, humectants, etc. The activity of glufosinate compositions can be significantly enhanced through careful selection of additives.

[0003] Typically, higher glufosinate concentrations are desirable because end-users (e.g., farmers) can modify the application concentration (the amount of active substance applied to the field) by adjusting the dilution rate and can avoid handling large quantities of product (e.g., higher concentrations result in lower weights).

[0004] Concentrated compositions may contain a significant amount of glufosinate, water, and at least one surfactant, which may act as a formulation aid (for the dispersion, dissolution, and / or stability of glufosinate in water) and / or as a bioactivator (e.g., to enhance the efficacy of glufosinate, for example by promoting weed wetting or by promoting glufosinate penetration into weeds). The relative amounts of glufosinate, surfactant, and optional additional ingredients may also affect the rheological properties of the formulation (e.g., viscosity or dispersibility). The rheological properties of the formulation itself or at dilution are important for treatment and dispersive purposes.

[0005] Crystallization is often a significant problem when glufosinate concentrations are high. Crystallization can occur at different temperatures, at different glufosinate concentrations, or during dilution with water, but it is particularly problematic at low temperatures. Crystallization is characterized by the formation of small solid particles containing glufosinate. These particles can have adverse effects such as filter clogging and nozzle blockage, resulting in unnecessary hazardous waste problems, loss of activity (bioefficacy), and / or undesirable redistribution of active substances in the field when treating crystals.

[0006] Another important issue associated with highly loaded compositions is surfactant compatibility, which can lead to separation problems in some cases.

[0007] There is a need for new adjuvant compositions that allow for the preparation of high-load glufosinate herbicides, typically having a load of 280 g / L or greater, preferably 350 g / L or greater, more preferably 400 g / L or greater, and typically 420 g / L or greater.

[0008] More specifically, there is a need for new adjuvant compositions that allow for the preparation of high-load glufosinate herbicidal compositions while possessing at least one of the following characteristics: low-temperature stability and high-temperature stability, lower cost (by using lower-cost ingredients), better ecotoxicity characteristics, better viscosity characteristics and stability (especially at lower temperatures and during freeze-thaw cycles), and / or by avoiding crystallization, while maintaining acceptable or equivalent or even improved efficacy.

[0009] There is continued interest in agricultural pest control compositions that exhibit improved properties, and more particularly in agricultural fungicide compositions. Summary of the Invention

[0010] In one aspect of the invention, an adjuvant composition for a herbicide is provided, the composition comprising:

[0011] a) 15.0% to 32.0% by weight of at least one first surfactant selected from betaine compounds, preferably selected from carboxybetaine compounds, sulfobetaine compounds, and mixtures thereof.

[0012] b) At least one second surfactant, selected from:

[0013] b)(i) Alkoxylated alkyl ether phosphate surfactants,

[0014] b)(ii) Glycoside surfactant, provided that the content of the glycoside surfactant (if present) in the adjuvant composition is at most 6.0% by weight, and

[0015] b)(iii) combinations thereof, c) optionally, at least one liquid medium,

[0016] These percentages are relative to the total weight of the adjuvant composition.

[0017] Preferably, the at least one second surfactant comprises b)(i) an alkoxylated alkyl ether phosphate surfactant.

[0018] More preferably, the at least one second surfactant comprises at least one alkoxylated alkyl ether phosphate surfactant b)(i) and at least one glycoside surfactant b)(ii).

[0019] According to a preferred embodiment, the adjuvant composition of the present invention comprises:

[0020] a) 15.0% to 32.0% by weight of at least one first surfactant, selected from betaine compounds, preferably selected from carboxybetaine compounds, sulfobetaine compounds, and mixtures thereof, more preferably selected from carboxybetaine compounds.

[0021] b) At least one second surfactant selected from alkoxylated alkyl ether phosphate surfactants.

[0022] c) Optionally, at least one glycoside surfactant, provided that the content of the glycoside surfactant (if any) in the adjuvant composition is at most 6.0% by weight, and

[0023] d) Optionally, at least one liquid medium,

[0024] These percentages are relative to the total weight of the adjuvant composition.

[0025] Preferably, the first surfactant is selected from carboxybetaine compounds, more preferably from alkyldimethylbetaine compounds, and even more preferably from (C4-C5) compounds. 32 )-alkyldimethyl betaine compounds, or even more preferably selected from (C 10 -C 16 )-alkyl dimethyl betaine compound.

[0026] More preferably, the first surfactant is a mixture of lauryl dimethyl betaine and myristyl dimethyl betaine.

[0027] According to the examples, the alkoxylated alkyl ether phosphate surfactants are selected from alkoxylated (C 10 -C 20 )-alkyl ether phosphate, more preferably selected from alkoxylated tridecyl ether phosphate, even more preferably selected from polyethylene glycol tridecyl ether phosphate.

[0028] According to the embodiments, the glycoside surfactant is selected from alkyl polyglycoside surfactants, more preferably from alkyl polyglucosides.

[0029] Advantageously, the liquid medium comprises at least one aqueous liquid medium, preferably water and / or a solvent, and preferably the liquid medium comprises water and optionally a solvent.

[0030] More advantageously, the liquid medium contains water and solvent.

[0031] Preferably, the solvent has the general formula (VI):

[0032] R 14 CONR 15 R16 (VI)

[0033] in:

[0034] - R 14 It is a straight-chain or branched saturated aliphatic group having 1 to 6 carbon atoms, substituted by one or more functional groups selected from -OH groups and / or -COOR' groups, wherein R' is a (C1-C6) alkyl group.

[0035] - R 15 and R 16 Whether they are the same or different, they are (C1-C6) alkyl groups.

[0036] R 14 and R 15 or R 16 They can form a ring containing 4 to 6 carbon atoms and optionally by one or more (C1-C4) alkyl groups and / or one or more groups selected from -OH, -OR', -COOR', and -CONR groups. 17 R 18 Functional group substitution of the group, wherein R' is (C1-C6) alkyl, and R 17 and R 18 Whether they are the same or different, indicates (C1-C6) alkyl.

[0037] According to an embodiment, the adjuvant composition of the present invention comprises 20.0% to 28.0%, preferably 22.5% to 27.5% by weight, of the at least one first surfactant relative to the total weight of the adjuvant composition.

[0038] According to the embodiments, when present in the adjuvant composition, the content of the alkoxylated alkyl ether phosphate surfactant is in the range of 0.5% to 10.0% by weight, preferably 1.0% to 5.0% by weight, and more preferably 2.0% to 4.0% by weight relative to the total weight of the adjuvant composition.

[0039] According to the embodiments, when present in the excipient composition, the content of the glycoside surfactant is in the range of 0.1% to 6.0% by weight, preferably 0.5% to 4.5% by weight, and more preferably 1.0% to 4.0% by weight relative to the total weight of the excipient composition.

[0040] In another aspect of the invention, a weed-control composition is provided, the weed-control composition comprising:

[0041] - At least one herbicide,

[0042] - At least one adjuvant composition according to the invention as described above and in more detail below, and

[0043] - Optionally, a liquid medium.

[0044] Preferably, the herbicide is selected from ammonium aminophosphate or ammonium aminophosphonate, more preferably from glyphosate ammonium or glufosinate ammonium, and even more preferably from glufosinate ammonium.

[0045] According to one embodiment, the herbicide is present in the herbicidal composition of the present invention at a concentration equal to or greater than 280 g / L, preferably equal to or greater than 350 g / L, more preferably equal to or greater than 400 g / L, and typically equal to or greater than 420 g / L.

[0046] In another aspect of the invention, a method is provided for preparing a herbicidal composition according to the invention as defined above and in more detail below, the method comprising contacting and mixing at least one herbicide, at least one adjuvant composition as defined above and in more detail below, and optionally a liquid medium.

[0047] The present invention also relates to the use of adjuvant compositions (as defined above and in more detail below) or herbicide compositions (as defined above and in more detail below) according to the invention in agrochemicals.

[0048] The present invention further relates to a method for regulating plant growth, the method comprising contacting a herbicidal composition according to the invention (as defined above and in more detail below) with a plant.

[0049] Finally, the present invention relates to a method for imparting low-temperature stability to a herbicidal composition comprising an herbicide of equal to or greater than 280 g / L, the method comprising adding an adjuvant composition according to the invention (as defined above and in more detail below) to the composition. Detailed Implementation

[0050] Throughout this description, including the claims, unless otherwise specified, the terms "comprising one" or "comprising a" shall be understood to be synonymous with the term "comprising at least one". The terms "between" and "from ... to..." shall be understood to include the limit values.

[0051] The use of the articles “a / an” and “the” means that the grammatical object of the article is one or more (i.e., at least one).

[0052] It should be noted that when specifying any range of concentration, weight ratio, or amount, any specific upper limit concentration, weight ratio, or amount can be associated with any specific lower limit concentration, weight ratio, or amount.

[0053] As used herein, the term "alkyl" refers to a saturated hydrocarbon group that can be straight-chain, branched, or cyclic, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, pentyl, n-hexyl, or cyclohexyl.

[0054] As used herein, the term “derivative” means an ester, ether, diester, diether, or any other derivative of a particular molecule or compound that contains functional groups capable of derivatization, such as, but not limited to, acid groups.

[0055] Unless otherwise specified, the amount of surfactant is the amount of the active substance, not the amount "by itself", the amount of drying, etc.

[0056] This invention first relates to an adjuvant composition for herbicides, the adjuvant composition comprising:

[0057] a) 15.0% to 32.0% by weight of at least one first surfactant selected from betaine compounds, preferably selected from carboxybetaine compounds, sulfobetaine compounds, and mixtures thereof.

[0058] b) At least one second surfactant, selected from:

[0059] b)(i) Alkoxylated alkyl ether phosphate surfactants,

[0060] b)(ii) Glycoside surfactant, provided that the content of the glycoside surfactant in the adjuvant composition is at most 6.0% by weight, and

[0061] b)(iii) Their combination,

[0062] c) Optionally, at least one liquid medium,

[0063] These percentages are relative to the total weight of the adjuvant composition.

[0064] The present invention also relates to a weeding composition comprising:

[0065] - At least one herbicide,

[0066] - At least one adjuvant composition according to the invention, and

[0067] - Optionally, a liquid medium.

[0068] The first surfactant - betaine

[0069] The adjuvant composition according to the invention comprises at least one first surfactant selected from betaine compounds.

[0070] In the context of this invention, "betaine" refers to a neutral compound having a positively charged cationic functional group without hydrogen atoms and a negatively charged functional group (such as a carboxylate group) that is not adjacent to the cationic functional group.

[0071] Betaine compounds are typically selected from carboxybetaine compounds, sulfobetaine compounds, and mixtures thereof.

[0072] Carboxybetaines are commonly known compounds and include, for example, N-alkyl derivatives of glycine and N-alkyl derivatives of β-alanine, and more typically N-alkyl derivatives of dimethylglycine.

[0073] Preferably, the carboxybetaine compound in the adjuvant composition of the present invention is based on general formula (I):

[0074] (I)

[0075] in

[0076] R 1 It is the hydrophobic part.

[0077] R 2 and R 3 Each is independently alkyl, alkenyl, alkoxyalkyl, hydroxyalkyl, hydroxy-terminated poly(oxyalkylene), or alkoxy-terminated poly(oxyalkylene).

[0078] R 4 It is methylene or dimethylene.

[0079] Suitable (carboxy)betaine surfactants include, for example, decyl dimethyl betaine, undecyl dimethyl betaine, dodecyl dimethyl betaine, tridecyl dimethyl betaine, tetradecyl dimethyl betaine, cocoyl dimethyl betaine, (C... 12 -C 14 Alkyl dimethyl betaine, hexadecyl dimethyl betaine, heptadecanyl dimethyl betaine, octadecyl dimethyl betaine, dodecylamidopropyl dimethyl betaine, cocamidopropyl dimethyl betaine, oleamidopropyl betaine, lauryl dihydroxypropyl glycinate, lauryl di(hydroxy-poly(ethoxy))glycinate, β-alanine, cocamidopropyl betaine and mixtures thereof.

[0080] Sulfonate betaine is a commonly known compound. Sulfonate betaine can be compounds according to general formula (II):

[0081] R 5R 6 R 7 N + CH2(CHR 8 ) x CH2SO3 - (II)

[0082] Where R 5 It is a C1-C4 alkyl or hydroxyalkyl, such as methyl, ethyl, propyl, hydroxyethyl, and hydroxypropyl.

[0083] R 6 It is C6-C 22 Alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl

[0084] R 7 It is a C1-C4 alkyl or hydroxyalkyl, or a C6-C 22 Alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl

[0085] R 8 It is H or OH.

[0086] x is an integer between 0 and 2.

[0087] Any two of the groups R4-R6 may optionally form a ring structure.

[0088] Examples of sulfobetaine include, but are not limited to: cocoyl dimethyl sulfobetaine, myristyl dimethyl sulfobetaine, palmyl dimethyl sulfobetaine, lauryl dimethyl sulfobetaine, and erucamide propyl hydroxypropyl sulfobetaine.

[0089] According to a preferred embodiment, the first surfactant is selected from carboxybetaine, more preferably from (carboxy)betaine compounds having formula (I) as defined above.

[0090] Preferably, R 1 It is an alkyl, alkenyl, or alkoxyalkyl group, each typically having 4 to 32 carbon atoms / groups, wherein the alkyl portion of the alkoxyalkyl group may optionally be substituted with one or more hydroxyl groups and / or linked to the nitrogen atom of structure (I) via a divalent alkylene group having 1 to 6 alkylene oxygen (C2-C3) units. More preferably, R 1 It is an alkyl or alkoxyalkyl group having 4 to 32 carbon atoms / groups.

[0091] Preferably, R 2 and R 3 Each is independently (C1-C6)alkyl, (C1-C6)alkenyl, alkoxyalkyl, hydroxy(C1-C6)alkyl, or R 9 -(OC yH 2y ) z -, where R 9 It is H or (C1-C6) alkyl, y for each -(OC y H 2y The unit is independently 2 or 3, and z is an integer from 1 to 20, more typically from 1 to 10. More preferably, R 2 and R 3 Each is independently (C1-C6) alkyl, or even more preferably (C1-C3) alkyl, typically methyl.

[0092] According to a preferred embodiment:

[0093] - R 1 It is (C4-C) 32 )alkyl or alkoxyalkyl having 4 to 32 carbon atoms / groups,

[0094] - R 2 and R 3 Each is independently (C1-C6) alkyl, and

[0095] - R 4 It is methylene or dimethylene.

[0096] According to even the preferred embodiments:

[0097] - R 1 It is (C4-C) 32 alkyl, preferably (C6-C) 30 )alkyl, more preferably (C8-C 22 )alkyl, or even more preferably (C 10 -C 16 )alkyl, and typically (C 12 -C 14 )alkyl,

[0098] - R 2 and R 3 Each is independently (C1-C6) alkyl, preferably (C1-C3) alkyl, more preferably methyl, and

[0099] - R 4 It is methylene.

[0100] According to a particularly preferred embodiment, the betaine compound is (C 12 -C 14A mixture of alkyl dimethyl betaine compounds. In other words, the betaine compound of the first surfactant is a mixture of lauryl dimethyl betaine and myristyl dimethyl betaine. Advantageously, lauryl dimethyl betaine and myristyl dimethyl betaine are present in the adjuvant composition of the present invention in a weight ratio ranging from 10:1 to 1:10, preferably 10:1 to 1:1, even more preferably 5:1 to 1:1, and typically 3:1 to 1:1.

[0101] Specific examples of betaine compounds particularly suitable for this invention include, for example, Agropec® HT 2009, Geronol® CF / AS 30, or even Mirataine® BB FLA.

[0102] The adjuvant composition of the present invention comprises 15.0% to 32.0% by weight of the first surfactant relative to the total weight of the adjuvant composition. Advantageously, the adjuvant composition of the present invention comprises 20.0% to 28.0%, preferably 22.5% to 27.5% by weight of the first surfactant relative to the total weight of the adjuvant composition.

[0103] Second surfactant

[0104] The adjuvant composition according to the invention further comprises at least one second surfactant. The second surfactant is typically selected from:

[0105] i) Alkoxylated alkyl ether phosphate surfactants,

[0106] ii) Glycoside surfactants, and

[0107] iii) Their combination.

[0108] According to an embodiment, the second surfactant is composed of an alkoxylated alkyl ether phosphate surfactant and / or a glycoside surfactant.

[0109] Alkoxylated alkyl ether phosphate surfactants

[0110] According to embodiments, the adjuvant composition according to the invention comprises at least one second surfactant selected from alkoxylated alkyl ether phosphate surfactants.

[0111] Preferably, the alkoxylated alkyl ether phosphate compound of the composition of the present invention is according to general formula (III):

[0112] (III)

[0113] in

[0114] - R10 It is a straight-chain or branched alkyl group, preferably a straight-chain alkyl group.

[0115] - a for each -(C) a H 2a -O)- Units are independent integers ranging from 1 to 20, and

[0116] - b is an integer ranging from 1 to 50.

[0117] Advantageously, R 10 It is a straight chain (C1-C) 50 alkyl, preferably (C5-C 20 )alkyl, more preferably (C 10 -C 20 )alkyl, or even more preferably (C 10 -C 15 ).

[0118] Advantageously, a for each -(C a H 2a The -O)- unit is independently an integer ranging from 1 to 10, preferably from 1 to 5. More advantageously, a for each -(C a H 2a The -O)- unit is independently equal to 1 or 2.

[0119] Advantageously, b is an integer ranging from 1 to 30, preferably from 2 to 20, more preferably from 3 to 15, and typically from 5 to 10.

[0120] According to a preferred embodiment, the alkoxylated alkyl ether phosphate compound of the composition of the present invention is according to general formula (IV):

[0121] (IV)

[0122] in:

[0123] - R 10 Yes (C) 10 -C 15 ) straight-chain alkyl, and

[0124] - b is an integer ranging from 5 to 10.

[0125] According to even preferred embodiments, the alkoxylated alkyl ether phosphate compound of the composition of the present invention is selected from polyethylene glycol tridecyl ether phosphate.

[0126] Specific examples of alkoxylated alkyl ether phosphate compounds particularly suitable for use in this invention include, for example, Rhodafac® RS-610, commercially available from SYENSQO.

[0127] Preferably, and when present in the adjuvant composition according to the invention, the alkoxylated alkyl ether phosphate surfactant accounts for 0.5% to 10.0% by weight, more preferably 1.0% to 5.0% by weight, and more preferably 2.0% to 4.5% by weight of the total weight of the adjuvant composition.

[0128] According to the embodiments, the first surfactant and the alkoxylated alkyl ether phosphate surfactant are present in the adjuvant composition of the present invention in a weight ratio ranging from 1:1 to 50:1, preferably from 10:1 to 30:1, and more preferably from 15:1 to 25:1.

[0129] glycoside surfactants

[0130] According to embodiments, the adjuvant composition according to the invention comprises at least one second surfactant selected from glycoside surfactants.

[0131] Suitable glycoside surfactants are commonly known compounds that characteristically contain a sugar moiety bound to a hydrophobic portion. Suitable sugar moieties include monosaccharide and polysaccharide moieties. Suitable hydrophobic moieties include hydrocarbon moieties, more typically (C4-C5)... 30 The hydrocarbon group portion, or even more typically (C4-C) 30 Alkyl. In one embodiment, the glycoside surfactant component of the present invention is selected from alkyl monosaccharide surfactants, alkyl polysaccharide surfactants, and mixtures thereof.

[0132] In one embodiment, the glycoside surfactant component of the corresponding adjuvant composition or biocidal composition of the present invention comprises one or more compounds according to formula (V):

[0133] R 11 O(R 12 ) m R 13 (V)

[0134] in:

[0135] - R 11 It is the hydrophobic part.

[0136] - Each R 12 It is an independent divalent monosaccharide group.

[0137] - R 13 It is a monovalent monosaccharide group, and

[0138] - m is an integer from 0 to approximately 10, more typically from 0 to 4, or even more typically from 0 to 2.

[0139] In one embodiment, R 11It is a hydrocarbon group, a substituted hydrocarbon group. More typically, R 11 It is a straight-chain or branched saturated or unsaturated aliphatic or aromatic group, more typically alkyl, cycloalkyl, aryl or aralkyl, and even more typically alkyl.

[0140] In one embodiment, R 11 It contains 4 to 30 carbon atoms, preferably 6 to 24 carbon atoms, more preferably 8 to 22 carbon atoms, and even more preferably 8 to 20 carbon atoms. According to a preferred embodiment, R 11 It contains 8 to 12 carbon atoms, or even more preferably 8 to 10 carbon atoms.

[0141] As used herein with respect to monosaccharide groups, the term "divalent" means that the group is a linking group that connects the two other parts via a corresponding monocovalent bond between the divalent monosaccharide group and each of the two other parts, and corresponds to a monosaccharide residue formed, for example, by conceptually removing two hydrogen atoms from a monosaccharide molecule. In one embodiment, each R 12 It is a divalent group selected from divalent pentose groups and divalent hexose groups. Suitable divalent pentose groups and divalent hexose groups include divalent groups of pentose, hexose, pentulose, and hexulose, such as those of ribose, arabinose, xylose, lysolose, allose, azoose, glucose, mannose, gulose, idose, galactose, tarose, dihydroxyacetone, erythritolose, allulose, fructose, sorbose, and tagatose.

[0142] In one embodiment, each R 12 Independently, it is a divalent group of ribose, arabinose, xylose, lysolose, allose, azoose, glucose, mannose, gulose, idose, galactose, tarose, dihydroxyacetone, erythritolose, allulose, fructose, sorbose, or tagatose.

[0143] In one embodiment, each R 12 It is independently glucose, arabinose, or xylose, more typically a divalent group of glucose.

[0144] As used herein with respect to monosaccharide groups, the term "monovalent" means that the group is an end group that terminates another part via a monocovalent bond with another part and corresponds to a monosaccharide residue formed, for example, by conceptually removing a hydrogen atom from a monosaccharide molecule.

[0145] In one embodiment, R 13It is a monovalent group selected from monovalent pentose groups and monovalent hexose groups. Suitable monovalent pentose groups and monovalent hexose groups include divalent groups of ribose, arabinose, xylose, lysolose, allose, azoose, glucose, mannose, gulose, idose, galactose, tarose, dihydroxyacetone, erythritolose, allulose, fructose, sorbose, and tagatose.

[0146] In one embodiment, R 13 It is a monovalent group of ribose, arabinose, xylose, lysolose, allose, azoose, glucose, mannose, gulose, idose, galactose, tarose, dihydroxyacetone, erythritolose, allose, fructose, sorbose, or tagatose.

[0147] In one embodiment, R 13 It is glucose, arabinose, or xylose, more typically a monovalent group of glucose.

[0148] When m = 0, the glycoside surfactant according to structure (V) is a monoglycoside surfactant. When m is greater than 0, the glycoside surfactant according to structure (V) is a polyglycoside surfactant.

[0149] In one embodiment, m is an integer greater than 0, -(R 12 ) m R 13 It is the unit price component, which consists of m polymeric monomer sugar units R. 12 The chain and terminal sugar group R 13 composition.

[0150] In one embodiment, each R 12 Groups and R 13 The groups are residues of the same sugar compound. In one embodiment, each R 12 and R 13 It is a glucose residue.

[0151] In one embodiment, each R 12 and R 13 The groups are independently selected from monosaccharide residues and include residues of at least two different monosaccharides. In one embodiment, each R 12 and R 13 The groups are independently selected from glucose residues, arabinose residues, and xylose residues, more typically from arabinose residues and xylose residues, and include residues of at least two different monosaccharides.

[0152] In one embodiment, the glycoside surfactant according to formula (V) is a substance according to formula (Va):

[0153] R 11 O-(R 12’ )m’ (R 12’’ ) m’’ (R 12"' ) m’’’ -R 13 (Va)

[0154] in:

[0155] - R 11 and R 13 Each as described above,

[0156] - Each R 12’ R 12’’ and R 12’’’ It is R 12 Group, wherein R 12’ ≠ R 12’’ ≠ R12''',

[0157] - Each m', m" and m"' is an integer from 0 to 10, where m' + m" + m'" = m, and

[0158] - -(R 12’ ) m’ (R 12’’ ) m’’ (R 12"' ) m’’’ -R in the chain 12’ R 12’’ and R 12’’’ The sequence of units is random, alternating, or block sequence, with random sequences being more typical.

[0159] According to a preferred embodiment, the glycoside surfactant is selected from alkyl polyglucoside surfactants, preferably from C8 to C12 alkyl polyglucoside surfactants, and more preferably from C8 to C10 alkyl polyglucosides.

[0160] Specific examples of C8 to C10 alkyl polyglucosides particularly suitable for the present invention include, for example, Triton, commercially available from Dow Chemical Company. TM CG-50.

[0161] Preferably, and when present in the adjuvant composition according to the invention, the glycoside surfactant accounts for 0.1% to 6% by weight, more preferably 0.5% to 4.5% by weight, and more preferably 1.0% to 4% by weight, relative to the total weight of the adjuvant composition.

[0162] According to one embodiment, the first surfactant and the glycoside surfactant are present in the adjuvant composition of the present invention in a weight ratio ranging from 1:1 to 50:1, preferably 5:1 to 30:1, and more preferably 5:1 to 20:1.

[0163] According to the first embodiment, the second surfactant is composed of an alkoxylated alkyl ether phosphate surfactant. Preferably, according to this first embodiment, the adjuvant composition according to the invention does not contain glycoside surfactants.

[0164] According to the second embodiment, the second surfactant is composed of a glycoside surfactant. Preferably, according to this first embodiment, the adjuvant composition according to the invention does not contain alkoxylated alkyl ether phosphate surfactants.

[0165] According to a third embodiment, the adjuvant composition of the present invention comprises both at least one alkoxylated alkyl ether phosphate surfactant and at least one glycoside surfactant. Preferably, according to this third embodiment, the alkoxylated alkyl ether phosphate surfactant and the glycoside surfactant are present in the adjuvant composition of the present invention in a weight ratio ranging from 10:1 to 1:10, preferably 1:1 to 1:5, and more preferably 1:1 to 1:4.

[0166] liquid medium

[0167] According to a preferred embodiment, the adjuvant composition of the present invention further comprises a liquid medium.

[0168] As used in this article, "liquid medium" means a medium that is in the liquid phase at a temperature of 25°C and a pressure of one atmosphere.

[0169] More preferably, the adjuvant composition of the present invention is in the form of a dispersion of surfactant in a liquid medium as defined above.

[0170] The liquid medium can be a non-aqueous liquid medium and / or an aqueous liquid medium.

[0171] Advantageously, the adjuvant composition of the present invention comprises 45.0% to 75.0%, preferably 50.0% to 70.0%, and more preferably 52.0% to 59.0% by weight of a liquid medium relative to the total weight of the adjuvant composition.

[0172] According to one embodiment, the liquid medium comprises at least one aqueous liquid medium and / or solvent.

[0173] In the context of this invention, "solvent" refers to a liquid substance capable of dissolving at least one of the first surfactant and the second surfactant present in the adjuvant composition of this invention, preferably all surfactants present in the adjuvant composition of this invention.

[0174] Aqueous liquid media

[0175] As used herein, the term "aqueous medium" means a single-phase liquid medium containing more than trace amounts of water, typically more than 0.1 pbw of water per 100 pbw of aqueous medium. Suitable aqueous media more typically contain more than about 5 pbw of water per 100 pbw of aqueous medium, or even more typically more than 10 pbw of water. In one embodiment, an aqueous emulsion contains more than 40 pbw of water per 100 pbw of aqueous medium, more typically more than 50 pbw of water. Aqueous media may optionally further contain water-soluble or water-miscible components dissolved in the aqueous medium. As used herein, the term "water-miscible" means miscible with water in all proportions. Suitable water-miscible organic liquids include, for example, (C1-C5) alcohols such as methanol, ethanol, propanol, and (C1-C5) polyols such as glycerol, ethylene glycol, propylene glycol, and diethylene glycol. The compositions of the present invention may optionally further comprise one or more water-insoluble or water-immiscible components, such as water-immiscible organic liquids, wherein the combined aqueous medium and the water-insoluble or water-immiscible components form a microemulsion or multiphase system, such as an emulsion, suspension, or suspension emulsion, wherein the aqueous medium is in the form of a discontinuous phase dispersed in a continuous phase of the water-insoluble or water-immiscible components, or more typically, the water-insoluble or water-immiscible components are in the form of a discontinuous phase dispersed in a continuous phase of the aqueous medium.

[0176] According to a preferred embodiment, the liquid medium is an aqueous liquid medium, more preferably water.

[0177] Advantageously, when present, the aqueous liquid medium, especially water, accounts for 45.0% to 65.0% by weight, preferably 50.0% to 60.0% by weight, and more preferably 52.0% to 54.0% by weight of the total weight of the auxiliary composition.

[0178] solvent

[0179] According to one embodiment, the adjuvant composition of the present invention comprises at least one solvent (or a mixture of solvents). In one embodiment, the solvent is a polar solvent. In another embodiment, the solvent is water-miscible. The solvent includes, but is not limited to, one or a mixture of the following: water-miscible glycol ethers, water-miscible polyol (e.g., glycerol or propylene glycol) ethers, water-miscible alcohols, water-miscible ketones, water-miscible aldehydes, and water-miscible acetates.

[0180] In some embodiments, the solvent comprises at least one of propylene glycol, glycerol, or ethylene glycol.

[0181] Other solvents include (or solvent blends comprising at least one of the following): N-methylpyrrolidone (NMP, which may be further identified, for example, by CAS number 872-50-4), diester solvents, propylene carbonate, acetophenone, ethylene glycol butyl ether, diethylene glycol butyl ether, methoxymethylbutanol, propylene glycol methyl ether, dipropylene glycol methyl ether, γ-butyrolactone, dimethylformamide (DMF), furfuryl alcohol, tetrahydrofuran methanol, neopentyl glycol, hexadiol, hexylene glycol, glycol ether amines, and ethylene glycol monoacetate.

[0182] According to a preferred embodiment, the solvent is selected from solvents having formula (VI):

[0183] R 14 CONR 15 R 16 (VI)

[0184] in:

[0185] -R 14 It is a straight-chain or branched saturated aliphatic group having 1 to 6 carbon atoms, which is substituted by one or more functional groups selected from -OH groups and / or -COOR' groups, wherein R' is a (C1-C6) alkyl, particularly (C1-C4) alkyl, and more particularly (C1-C2) alkyl.

[0186] -R 15 and R 16 Whether they are the same or different, they are (C1-C6) alkyl, especially (C1-C4) alkyl, and even more especially (C1-C2) alkyl.

[0187] -R 14 and R 15 or R 16 They can form a ring containing 4 to 6 carbon atoms and optionally be separated by one or more (C1-C4) alkyl groups and / or one or more groups selected from -OH groups, -OR' groups, -COOR' groups and CONR groups. 17 R 18 The functional group is substituted, wherein R' is a (C1-C6) alkyl, particularly (C1-C4) alkyl, and more particularly (C1-C2) alkyl, and R 17 and R 18 Whether they are the same or different, they indicate (C1-C6) alkyl, especially (C1-C4) alkyl, and even more especially (C1-C2) alkyl.

[0188] Preferably, the group R in formula (VI)14 It represents a group having the formula -Z-COOR', where R' is methyl and Z is a straight-chain or branched dialkylene group containing 1 to 6 carbon atoms, particularly 2 to 4 carbon atoms.

[0189] More preferably, Z is a straight-chain or branched dialkylene group containing 4 carbon atoms, and even more preferably, Z is a branched dialkylene group containing 4 carbon atoms.

[0190] According to a preferred embodiment, the solvent having general formula (VI) is selected from those having the following general formula (VI-1):

[0191] R'OOC-Z-CONR 15 R 16 (VI-1)

[0192] in,

[0193] -Z is a divalent (C1-C6) alkylene, preferably (C2-C5) alkylene, more preferably (C4) alkylene, and

[0194] -R'、R 15 and R 16 The same or different indicates (C1-C6) alkyl, preferably (C1-C4) alkyl, more preferably (C1-C2) alkyl, and even better methyl.

[0195] Preferably, according to this embodiment, Z in formula (VI-1) is a divalent (C4) alkylene, more preferably a divalent alkylene having the formula -CH(CH3)-CH2-CH2-.

[0196] Preferably, according to this embodiment, R', R 15 and R 16 It is a (C1-C4) alkyl group, particularly methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, or tert-butyl. More preferably, R', R'', R''', R''''''''''''''''''''''''''"""""' ... 15 and R 16 They are the same, and especially (C1-C2) alkyl groups. More advantageously, R', R 15 and R 16 They are the same and indicate methyl.

[0197] Preferably, the solvent is selected from compounds having formula (VI-1), wherein Z is an (C4) alkylene group, and R', R 15 and R 16 It is methyl. Most preferably, the ester-amide solvent comprises at least one compound having formula (VI-1), wherein Z is an alkylene group having the formula -CH(CH3)-CH2-CH2, and R', R 15 and R 16It is a methyl group.

[0198] Advantageously, the solvent comprises, preferably, methyl-5-(dimethylamino)-2-methyl-5-oxovalerate.

[0199] Rhodiasolv® Polarclean, sold by Stryker Corporation, is an example of a very suitable commercial solvent for use in the adjuvant compositions according to the present invention.

[0200] Advantageously, when present, the solvent is a solvent of formula (VI) at a weight of 0.1% to 10.0%, preferably 0.1% to 5.0%, more preferably 0.1% to 2.0%, typically 0.5% to 2.0% of the total weight of the auxiliary composition.

[0201] According to one embodiment, the liquid medium comprises at least one aqueous liquid medium, preferably water, and optionally at least one solvent.

[0202] According to a preferred embodiment, the liquid medium comprises at least one liquid medium, preferably water, and at least one solvent, preferably both having the formula (VI-1).

[0203] Additional components

[0204] According to embodiments, the adjuvant compositions described herein may further include additional components, such as surfactants other than the first and second surfactants described above, defoamers, and deposition control agents such as anti-rebound agents or anti-drift agents.

[0205] In one specific embodiment, the herbicidal composition described herein contains an additional surfactant in addition to the first and second surfactants defined above. In one embodiment, the additional surfactant is selected from cationic surfactants, anionic surfactants, nonionic surfactants, amphoteric surfactants, amphoteric surfactants, and mixtures thereof. This additional surfactant may provide additional advantages or synergies in terms of cost, and / or bioefficacy, and / or rheological management, and / or environmental issues.

[0206] Some non-limiting examples of additional surfactants include: ethoxylated fatty amines; fatty amines; ether carboxylates; optionally polyalkoxylated acidic or non-acidic phosphate monoesters and diesters; and mixtures thereof.

[0207] According to one embodiment, the composition substantially does not contain (less than 10% by weight of the total composition, preferably less than 1%, preferably none) a humectant selected from polyols, polysaccharide humectants and mixtures thereof.

[0208] The adjuvant compositions of the present invention may further comprise pH adjusters, particularly organic pH adjusters such as monoethanolamine or triethanolamine (TEA), and / or inorganic bases or acids, to obtain the desired pH of the final formulation.

[0209] The adjuvant compositions of the present invention may further comprise impurities generated during the manufacturing process of the surfactant. These impurities are typically introduced into the adjuvant compositions of the present invention as a mixture with the surfactant. Alkali metal salts such as potassium chloride or sodium chloride are typical examples of impurities present with the surfactant.

[0210] Ammonium sulfate can also be used as an adjuvant compound to achieve water quality conditioning effects. In fact, ammonium sulfate is known to reduce the effects of hard water ions (especially calcium and magnesium ions) on the efficacy of some biocides such as weak acid herbicides (e.g., glyphosate).

[0211] Advantageously, the adjuvant composition of the present invention comprises 0% to 10% by weight, preferably 0.1% to 5% by weight, and more preferably 0.5% to 2% by weight, relative to the total weight of the adjuvant composition.

[0212] adjuvant composition

[0213] According to a first embodiment, the adjuvant composition of the present invention comprises at least one alkoxylated alkyl ether phosphate surfactant and optionally at least one glycoside surfactant.

[0214] Preferably, according to this first embodiment, the adjuvant composition according to the invention comprises, preferably substantially comprises, and more preferably comprises:

[0215] a) 15% to 32% by weight of at least one first surfactant selected from betaine compounds, preferably selected from carboxybetaine, sulfobetaine compounds, and mixtures thereof, more preferably selected from carboxybetaine compounds.

[0216] b) 0.5% to 10% by weight of an alkoxylated alkyl ether phosphate surfactant, preferably polyethylene glycol tridecyl ether phosphate.

[0217] c) Optionally, 0.1% to 6% by weight of a glycoside surfactant, preferably derived from alkyl polyglucosides,

[0218] d) Optionally, a mixture of at least one liquid medium, preferably at least one aqueous liquid medium, and at least one solvent, comprising 45% to 75% by weight, and

[0219] e) Optionally, 0% to 10% by weight of additional components as defined above,

[0220] These percentages are relative to the total weight of the adjuvant composition.

[0221] More preferably, according to this first embodiment, the adjuvant composition according to the invention comprises, preferably substantially comprises, and more preferably comprises:

[0222] a) 20% to 28% by weight of at least one first surfactant selected from betaine compounds, preferably selected from carboxybetaine, sulfobetaine compounds, and mixtures thereof, more preferably selected from carboxybetaine compounds.

[0223] b) 1% to 5% by weight of an alkoxylated alkyl ether phosphate surfactant, preferably polyethylene glycol tridecyl ether phosphate.

[0224] c) Optionally, 0.1% to 4.5% by weight of a glycoside surfactant, preferably derived from alkyl polyglucosides,

[0225] d) At least one aqueous liquid medium, preferably water, comprising 50% to 60% by weight.

[0226] e) at least one solvent, preferably a solvent having formula (VI) as defined above, in an amount of 0.1% to 5% by weight, and

[0227] f) 0.1% to 5% by weight of additional components as defined above.

[0228] These percentages are relative to the total weight of the adjuvant composition.

[0229] Even more preferably, according to this third embodiment, the adjuvant composition according to the invention comprises, preferably substantially comprises, and more preferably comprises:

[0230] a) 22.5% to 27.5% by weight of at least one first surfactant selected from betaine compounds, preferably selected from carboxybetaine, sulfobetaine compounds, and mixtures thereof, more preferably selected from carboxybetaine compounds.

[0231] b) 2% to 4.5% by weight of alkoxylated alkyl ether phosphate, preferably polyethylene glycol tridecyl ether phosphate.

[0232] c) Optionally, 1% to 4% by weight of a glycoside surfactant, preferably derived from alkyl polyglucosides,

[0233] d) At least one aqueous liquid medium, preferably water, comprising 52% to 54% by weight.

[0234] e) at least one solvent, preferably a solvent having formula (VI) as defined above, in an amount of 0.5% to 2% by weight, and

[0235] f) 0.5% to 2% by weight of the additional components as defined above.

[0236] These percentages are relative to the total weight of the adjuvant composition.

[0237] According to a second embodiment, the adjuvant composition of the present invention comprises at least one glycoside surfactant and optionally at least one alkoxylated alkyl ether phosphate surfactant.

[0238] Preferably, according to this second embodiment, the adjuvant composition according to the invention comprises, preferably substantially comprises, and more preferably comprises:

[0239] a) 15% to 32% by weight of at least one first surfactant selected from betaine compounds, preferably selected from carboxybetaine compounds, sulfobetaine compounds, and mixtures thereof, more preferably selected from carboxybetaine compounds.

[0240] b) Optionally, 0.5% to 10% by weight of an alkoxylated alkyl ether phosphate surfactant, preferably polyethylene glycol tridecyl ether phosphate,

[0241] c) 0.1% to 6% by weight of a glycoside surfactant, preferably derived from alkyl polyglucosides.

[0242] d) Optionally, a mixture of at least one liquid medium, preferably at least one aqueous liquid medium, and at least one solvent, preferably a solvent having formula (VI) as defined above, comprising 45% to 75% by weight, and

[0243] f) Optionally, 0% to 10% by weight of additional components as defined above,

[0244] These percentages are relative to the total weight of the adjuvant composition.

[0245] More preferably, according to this second embodiment, the adjuvant composition according to the invention comprises, preferably substantially comprises, and more preferably comprises:

[0246] a) 20% to 28% by weight of at least one first surfactant selected from betaine compounds, preferably selected from carboxybetaine compounds, sulfobetaine compounds, and mixtures thereof, more preferably selected from carboxybetaine compounds.

[0247] b) Optionally, 1% to 5% by weight of an alkoxylated alkyl ether phosphate surfactant, preferably polyethylene glycol tridecyl ether phosphate.

[0248] c) 0.1% to 4.5% by weight of a glycoside surfactant, preferably derived from alkyl polyglucosides.

[0249] d) At least one aqueous liquid medium, preferably water, comprising 50% to 60% by weight.

[0250] e) at least one solvent, preferably a solvent having formula (VI) as defined above, in an amount of 0.1% to 5% by weight, and

[0251] f) 0.1% to 5% by weight of additional components as defined above.

[0252] These percentages are relative to the total weight of the adjuvant composition.

[0253] Even more preferably, according to this second embodiment, the adjuvant composition according to the invention comprises, preferably substantially comprises, and more preferably comprises:

[0254] a) 22.5% to 27.5% by weight of at least one first surfactant selected from betaine compounds, preferably selected from carboxybetaine compounds, sulfobetaine compounds, and mixtures thereof, more preferably selected from betaine compounds.

[0255] b) Optionally, 2% to 4.5% by weight of alkoxylated alkyl ether phosphate, preferably polyethylene glycol tridecyl ether phosphate.

[0256] c) 1% to 4% by weight of a glycoside surfactant, preferably derived from alkyl polyglucosides.

[0257] d) At least one aqueous liquid medium, preferably water, comprising 52% to 54% by weight.

[0258] e) at least one solvent, preferably a solvent having formula (VI) as defined above, in an amount of 0.5% to 2% by weight, and

[0259] f) 0.5% to 2% by weight of the additional components as defined above.

[0260] These percentages are relative to the total weight of the adjuvant composition.

[0261] According to the embodiments, the adjuvant composition is an agricultural adjuvant composition. In particular, according to this embodiment, the adjuvant composition according to the invention is particularly suitable for use, especially in combination with herbicides, in the field of agricultural chemicals (agriculture).

[0262] The adjuvant compositions of the present invention can be prepared by mixing their different components under gentle stirring at a temperature ranging from 15°C to 60°C. In one embodiment, the temperature is ambient temperature (15°C-30°C).

[0263] herbicide

[0264] The weed control composition according to the present invention comprises at least one herbicide.

[0265] Preferably, the herbicide is selected from aminophosphate, aminophosphate salts, aminophosphonic acid, aminophosphonates, and mixtures thereof. More preferably, the herbicide is selected from glufosinate, glufosinate salts, glyphosate, glyphosate salts, and mixtures thereof.

[0266] Glyphosate refers to N-(phosphonomethyl)glycine. Butyrphosphonate refers to 4-[hydroxy(methyl)phosphono]-DL-homoalanine.

[0267] When the herbicide is glyphosate or a salt thereof, the salt may be a potassium salt of glyphosate, a sodium salt of glyphosate, an isopropylamine salt of glyphosate, an ammonium salt of glyphosate, a combination of a potassium salt of glyphosate and an isopropylamine salt of glyphosate, or a combination of a potassium salt of glyphosate and an ammonium salt of glyphosate.

[0268] Glyphosate or its salts may be present in an amount of 5 wt% to 90 wt%, preferably 20 wt% to 60 wt%, more preferably 30% to 50% of the total weight of the composition.

[0269] In a preferred embodiment of the invention, the herbicide is glufosinate or a salt thereof, which can be represented by general formula (VII):

[0270]

[0271] (VII)

[0272] The herbicide is in the form of a racemic mixture or L-enantiomer, its lower alkyl ester, or its salt with an acid or base.

[0273] Compounds having general formula (VII) contain asymmetric carbon atoms. The L enantiomer is considered the bioactive isomer. Therefore, general formula (VII) includes all stereoisomers and mixtures thereof, especially racemic and bioactive enantiomers in each case. Examples of active ingredients having formula (VII) are as follows: glufosinate in racemic form and its ammonium salt (i.e., 2-amino-4-[hydroxy(methyl)phosphono]butyric acid and its ammonium salt), the L enantiomer of glufosinate and its ammonium salt, bilanafos / bialaphos (i.e., L-2-amino-4-[hydroxy(methyl)phosphono]butyryl-L-alanyl-L-alanine) and its sodium salt.

[0274] Preferably, the herbicide is an ammonium salt of glufosinate.

[0275] When the herbicide is glufosinate or a salt thereof, the glufosinate active ingredient may be present in an amount of 1 wt% to 90 wt%, preferably from 5 wt% to 50 wt%, more preferably from 20 wt% to 40 wt% based on the total weight of the composition.

[0276] According to one embodiment, the herbicide is present in the herbicidal composition at a concentration equal to or greater than 280 g / L, preferably equal to or greater than 350 g / L, more preferably equal to or greater than 400 g / L, and even more preferably equal to or greater than 420 g / L.

[0277] According to a preferred embodiment, the herbicide is present in the herbicidal composition at a concentration ranging from 280 g / L to 420 g / L, preferably from 350 g / L to 420 g / L, and more preferably from 400 g / L to 420 g / L.

[0278] Herbicides

[0279] In particular, the present invention also relates to an aqueous herbicidal composition comprising:

[0280] - At least one herbicide as defined above, preferably selected from glufosinate-ammonium salts,

[0281] - At least one adjuvant composition according to the present invention and as defined above, and

[0282] - Optionally, at least one liquid medium, especially the liquid medium as defined above.

[0283] In one embodiment, the herbicidal composition according to the invention is preferably aqueous.

[0284] In one embodiment, the adjuvant composition of the present invention accounts for 5.0% to 52.0% by weight, preferably 10.0% to 40.0% by weight, and more preferably 20.0% to 40.0% by weight, relative to the total weight of the final herbicidal composition.

[0285] In one embodiment, the weeding composition of the present invention comprises a liquid medium. In this embodiment, the liquid medium, particularly an aqueous liquid medium and / or solvent, typically accounts for 20.0% to 70.0% by weight, preferably 30.0% to 70.0% by weight, and more preferably 35.0% to 60.0% by weight, relative to the total weight of the final weeding composition.

[0286] According to one embodiment, the weeding composition does not contain any liquid medium other than the liquid medium already present in the adjuvant composition.

[0287] According to another embodiment, the weeding composition further comprises an additional liquid medium that is different from the liquid medium already present in the adjuvant composition.

[0288] The herbicidal composition according to the invention can be prepared by mixing its different components under gentle stirring at a temperature ranging from 15°C to 60°C. In one embodiment, the temperature is ambient temperature (15°C-30°C).

[0289] According to one embodiment, an adjuvant composition or a portion thereof is added during the neutralization of the aminophosphate or aminophosphonate. The remaining components may then be added.

[0290] The herbicidal compositions described herein are characterized by at least one of the following properties: low-temperature stability, bioavailability, and low viscosity. The adjuvant compositions described herein, compared to the same formulation without said adjuvant compositions, can prevent the instability of certain concentrated water-soluble liquid herbicide formulations at low storage temperatures. The adjuvant compositions described herein, compared to the same formulation without said adjuvant compositions, can prevent the instability of certain concentrated water-soluble liquid herbicide formulations at low storage temperatures.

[0291] In one embodiment, the term bioavailability or bioenhancing (BE) activity is defined as the increased herbicide availability at lower dose levels of a herbicide (or pest control agent) or nutrient in combination with an adjuvant, thereby reducing the amount of herbicide or nutrient required for application and resulting in enhanced bioefficacy of the herbicide. In this case, the adjuvant thus enhances the bioefficacy of the herbicide when introduced into the same herbicidal composition.

[0292] In another embodiment, the herbicidal composition as described herein increases the bioavailability of certain herbicides contained in such a herbicidal composition. In other words, the synergistic adjuvant composition according to the invention produces a formulation requiring a lower application rate (compared to a composition not containing such an adjuvant component). For example, in one embodiment, the adjuvant composition as described herein enhances the bioavailability of the herbicide, such that a lower amount (i.e., a lower application rate) is required compared to a herbicide composition not containing such an adjuvant mixture.

[0293] In practice, similar ingredients are added separately to spray mixtures at much higher application rates. Using adjuvant blend components at suitable spray application rates in a spray formulation provides farmers with convenient and time-saving combined benefits. As described herein, in one embodiment, the adjuvant composition increases spray retention and / or prevents antagonism of pests by salts in the spray water, and / or enhances leaf permeability by providing a lipophilic and hydrophilic environment. In one embodiment, the effective amount of herbicide is about 1% of the spray mixture volume. In one embodiment, the effective amount of herbicide means about 0.5% of the spray mixture volume. In one embodiment, the effective amount of herbicide means about 2% of the spray mixture volume. In one embodiment, the effective amount of herbicide means about 1.0% of the spray mixture volume. In one embodiment, the effective amount of herbicide means about 0.75% of the spray mixture volume.

[0294] In one embodiment, the herbicidal composition described herein maintains a viscosity of less than 400 centipoise (cP) at room temperature, typically in the range of 20°C to 25°C.

[0295] In one embodiment, the herbicidal composition described herein exhibits no crystallization at temperatures of 20°C or below. In one embodiment, the herbicidal composition described herein exhibits no crystallization at temperatures of 15°C or below. In one embodiment, the herbicidal composition described herein exhibits no crystallization at temperatures of 10°C or below. In one embodiment, the herbicidal composition described herein exhibits no crystallization at temperatures of 5°C or below. In one embodiment, the herbicidal composition described herein exhibits no crystallization at temperatures of 0°C or below. In one embodiment, the herbicidal composition described herein exhibits no crystallization at temperatures of 5°C or below. In one embodiment, the herbicidal composition described herein exhibits no crystallization at temperatures of 10°C or below. In one embodiment, the herbicidal composition described herein exhibits no crystallization at temperatures of 16°C or below.

[0296] The use of the adjuvant compositions of this invention allows for the large-scale production of highly concentrated water-soluble herbicide salt formulations. Depending on the specific properties of the herbicide salts used and their relative ratios, it is possible to load the herbicide formulations with a higher concentration of active ingredient salt compared to currently commercially available herbicide formulations. A higher active ingredient loading is advantageous because it reduces transportation and storage costs and allows for a larger surface area to be handled per package.

[0297] In some embodiments, the composition is stable at temperatures equal to or below 10°C, typically equal to or below 5°C, or equal to or below 2°C, or even more typically equal to or below 0°C. In other embodiments, the composition is stable at temperatures equal to or below -2°C, typically equal to or below -5°C, equal to or below -10°C, or even more typically equal to or below -15°C. In this context, stability means minimal or no crystallization at said low temperatures. In another embodiment, stability means minimal or no phase separation at said low temperatures.

[0298] Applications and uses

[0299] The herbicidal composition of the present invention can be advantageously used in agricultural chemicals, particularly in the preparation of agricultural chemical formulations.

[0300] Therefore, the herbicidal composition of the present invention can generally be used to treat plants after being diluted with water. The diluted composition can be applied to the field by any suitable means. The dilution and application to the field can, for example, result in an amount of ammonium aminophosphate or ammonium aminophosphonate, preferably glufosinate, of 800 g / ha to 3100 g / ha.

[0301] In another aspect, this article describes a method for regulating plant growth, which involves contacting the herbicidal composition as defined above with the plant.

[0302] In another aspect, the use of any of the herbicidal compositions described herein for spraying onto plants is described.

[0303] In another aspect, this document describes a method for imparting low-temperature stability to a herbicidal composition comprising a herbicide, particularly a herbicide as defined above, at a concentration of 280 g / L or greater, the herbicide comprising adding an adjuvant composition according to the invention to the herbicidal composition.

[0304] If any disclosure of any patent, patent application, or publication incorporated herein by reference conflicts with this specification to the extent that it may obscure the terminology, this specification shall prevail.

[0305] Example

[0306] In the following examples, and unless otherwise explicitly stated, the content is given as a weight percentage relative to the total weight of the composition.

[0307] Materials and Methods

[0308] The following compositions are prepared from the following:

[0309] - Carboxybetaine: A mixture of C12 and C14 alkyl dimethyl betaine (30% by weight of active substance), commercially available from Stryker under the name Aghrospec® HT 2009;

[0310] - Phosphate ester: Polyethylene glycol tridecyl ether phosphate (87% active material by weight), commercially available from Stratoc Corporation under the name Rhodafac® RS-610;

[0311] - Glycosides: Nonionic C8 to C10 alkyl polyglucosides (50% by weight of active substance);

[0312] - Solvent: A mixture containing methyl-5-(dimethylamino)-2-methyl-5-oxovalerate, commercially available from Stryker under the name Rhodiasolv® Polarclean;

[0313] - Herbicide: 50 wt.% glufosinate solution prepared from 95 wt.% industrial grade glufosinate.

[0314] The properties of the composition have been evaluated according to the following scheme:

[0315] - pH value: The pH of the adjuvant composition and the herbicide composition was measured using a pH meter as is, and after the stability study;

[0316] - Density: Measured using a Mettler Toledo D40 at 20°C;

[0317] - Viscosity: Viscosity was measured at room temperature (21 (± 2) °C) (or 0 (± 2) °C) using a Brookfield DV 2T viscometer equipped with a small sample adapter and a cooling water supply (to maintain the desired low temperature during measurement). Viscosity was measured using an LV3 rotor, and values ​​were collected at a rotation speed of 30 rpm over a 1-minute period.

[0318] - Storage stability: The appearance of the composition after prolonged storage under specific conditions was observed and then compared with its appearance before storage. The appearance of the composition was observed, especially after storage at room temperature, 54°C, or even at low temperatures (typically -10°C or -16°C) for 1 or 2 weeks. The behavior of the composition was also monitored after (24-hour) freeze-thaw (F / T) cycles for 1 or 2 weeks.

[0319] Example 1

[0320] 1.1. Preparation and evaluation of auxiliary composition

[0321] The auxiliary compositions A1, A2, A3 and A4 according to the present invention were prepared by simply mixing all components using a top-mounted stirrer.

[0322] The compositions of the adjuvant compositions A1, A2, A3 and A4 are given in Table 1 below:

[0323] Table 1

[0324]

[0325] The stability of the adjuvant compositions A1, A2, A3, and A4 was then evaluated according to the detailed scheme described above. The results are shown in Table 2 below:

[0326] Table 2

[0327]

[0328] We observed that the adjuvant composition was frozen at -10°C, but remained liquid after being stored at room temperature and 54°C for one week.

[0329] 1.2. Preparation and evaluation of herbicide compositions (herbicide formulations with built-in adjuvants)

[0330] Herbicidal compositions C1, C2, C3, and C4 according to the present invention were prepared from the adjuvant compositions A1, A2, A3, and A4 prepared above, respectively. In particular, the herbicidal compositions were prepared according to the following scheme: 50 wt% herbicidal solution was mixed with each adjuvant composition using a top-mounted mixer.

[0331] The compositions of herbicide compositions C1, C2, C3, and C4 are given in Table 3 below:

[0332] Table 3

[0333]

[0334] The characteristics / performance of the herbicidal composition were then evaluated according to the detailed scheme described above. The results are given in Table 4 below:

[0335] Table 4

[0336]

[0337] We observed that after 2 weeks of storage at 54°C, the compositions did not undergo phase separation and remained clear, non-viscous liquids. They also exhibited good stability at -16°C, -10°C, room temperature, and after a continuous 2-week freeze-thaw (F / T) cycle. Furthermore, the compositions did not freeze at -16°C and remained viscous liquids. Additionally, the herbicide compositions C1 to C4 remained stable in pH and viscosity after 2 weeks of storage at 54°C, room temperature, -10°C, and -16°C, and after 2 weeks of 24-hour freeze / thaw cycles.

[0338] Stability studies under different storage conditions showed that when the solution was stored at a specific temperature for 2 weeks and then returned to room temperature, the viscosity and pH of the formulation did not change significantly.

[0339] Example 2

[0340] 2.1. Preparation and evaluation of auxiliary composition

[0341] The auxiliary compositions A5, A6 and A7 according to the present invention were prepared by simply mixing all components using a top-mounted stirrer.

[0342] The compositions of the auxiliary agent compositions A5, A6 and A7 are given in Table 5 below:

[0343] Table 5

[0344]

[0345] 2.2. Preparation and evaluation of herbicide compositions (herbicide formulations with built-in adjuvants)

[0346] Herbicidal compositions C5, C6, and C7 according to the present invention were prepared from the adjuvant compositions A5, A6, and A7 prepared above, respectively. In particular, the herbicidal compositions were prepared according to the following scheme: 50 wt% herbicidal solution was mixed with each adjuvant composition using a top-mounted mixer.

[0347] The compositions of herbicide compositions C5, C6, and C7 are given in Table 6 below:

[0348] Table 6

[0349]

[0350] The characteristics / performance of the herbicidal composition were then evaluated according to the detailed scheme described above. The results are given in Table 7 below:

[0351] Table 7

[0352]

[0353] We observed that all three formulations had very satisfactory viscosity values ​​at room temperature. Compositions C5 and C6 were even more advantageous because they exhibited lower viscosity at room temperature compared to composition C7. Furthermore, compositions C5 and C6 also had satisfactory viscosity values ​​at 0°C.

Claims

1. An adjuvant composition for use in herbicides, said composition comprising: a) 15.0% to 32.0% by weight of at least one first surfactant selected from betaine compounds, preferably selected from carboxybetaine compounds, sulfobetaine compounds, and mixtures thereof. b) At least one second surfactant, selected from: b)(i) Alkoxylated alkyl ether phosphate surfactants, b)(ii) A glycoside surfactant, provided that the content of the glycoside surfactant (if present) in the adjuvant composition is at most 6.0% by weight, and b)(iii) combinations thereof, c) optionally, at least one liquid medium, These percentages are relative to the total weight of the adjuvant composition.

2. The auxiliary agent composition according to claim 1, wherein, The at least one second surfactant comprises b)(i) an alkoxylated alkyl ether phosphate surfactant.

3. The adjuvant composition according to claim 1 or 2, wherein, The at least one second surfactant comprises at least one alkoxylated alkyl ether phosphate surfactant b)(i) and at least one glycoside surfactant b)(ii).

4. The adjuvant composition according to any one of the preceding claims, wherein, The first surfactant is selected from carboxybenzene compounds, preferably from alkyldimethylbenzene compounds, and more preferably from (C4-C5) compounds. 32 )-alkyldimethyl betaine compounds, or even more preferably selected from (C 10 -C 16 )-alkyl dimethyl betaine compound.

5. The adjuvant composition according to any one of the preceding claims, wherein, The first surfactant is a mixture of lauryl dimethyl betaine and myristyl dimethyl betaine.

6. The adjuvant composition according to any one of the preceding claims, wherein, The alkoxylated alkyl ether phosphate surfactant is selected from alkoxylated (C 10 -C 20 )-alkyl ether phosphate, more preferably selected from alkoxylated tridecyl ether phosphate, even more preferably selected from polyethylene glycol tridecyl ether phosphate.

7. The adjuvant composition according to any one of the preceding claims, wherein, The glycoside surfactant is selected from alkyl polyglycoside surfactants, and more preferably from alkyl polyglucosides.

8. The adjuvant composition according to any one of the preceding claims, wherein, The liquid medium comprises at least one aqueous liquid medium, preferably water and / or a solvent, and preferably the liquid medium comprises water and optionally a solvent.

9. The adjuvant composition according to any one of the preceding claims, wherein, The liquid medium contains water and solvent.

10. The adjuvant composition according to claim 8 or 9, wherein, The solvent has the general formula (VI): R 14 CONR 15 R 16 (6) in: - R 14 It is a straight-chain or branched saturated aliphatic group having 1 to 6 carbon atoms, substituted by one or more functional groups selected from -OH groups and / or -COOR' groups, wherein R' is a (C1-C6) alkyl group. - R 15 and R 16 Whether they are the same or different, they are (C1-C6) alkyl groups. R 14 and R 15 or R 16 They can form a ring containing 4 to 6 carbon atoms and optionally by one or more (C1-C4) alkyl groups and / or one or more groups selected from -OH, -OR', -COOR', and -CONR groups. 17 R 18 Functional group substitution of the group, wherein R' is (C1-C6) alkyl, and R 17 and R 18 Whether they are the same or different, indicates (C1-C6) alkyl.

11. The adjuvant composition according to any one of the preceding claims, wherein the adjuvant composition comprises 20.0% to 28.0%, preferably 22.5% to 27.5% by weight of the at least one first surfactant relative to the total weight of the adjuvant composition.

12. The adjuvant composition according to any one of the preceding claims, wherein, When present in the adjuvant composition, the content of the alkoxylated alkyl ether phosphate surfactant is in the range of 0.5% to 10.0% by weight, preferably 1.0% to 5.0% by weight, and more preferably 2.0% to 4.0% by weight relative to the total weight of the adjuvant composition.

13. The adjuvant composition according to any one of the preceding claims, wherein, When present in the adjuvant composition, the content of the glycoside surfactant relative to the total weight of the adjuvant composition ranges from 0.1% to 6.0% by weight, preferably from 0.5% to 4.5% by weight, and more preferably from 1.0% to 4.0% by weight.

14. A weeding composition comprising: - At least one herbicide, - At least one adjuvant composition according to any one of the preceding claims, and - Optionally, a liquid medium.

15. The herbicidal composition according to claim 14, wherein, The herbicide is selected from ammonium aminophosphate or ammonium aminophosphonate, preferably from glyphosate or glufosinate, and more preferably from glufosinate.

16. The herbicidal composition according to claim 14 or 15, wherein, The herbicide is present at a concentration of 280 g / L or greater, preferably 350 g / L or greater, more preferably 400 g / L or greater, and typically 420 g / L or greater.

17. A method for preparing a herbicidal composition according to any one of claims 14 to 16, the method comprising contacting and mixing at least one herbicide, at least one adjuvant composition according to any one of claims 1 to 13, and optionally a liquid medium.

18. Use of the adjuvant composition according to any one of claims 1 to 13 or the herbicidal composition according to any one of claims 14 to 16 in agricultural chemicals.

19. A method for regulating plant growth, the method comprising contacting the herbicidal composition according to any one of claims 14 to 16 with the plant.

20. A method for imparting low-temperature stability to a herbicidal composition comprising an amount equal to or greater than 280 g / L of herbicide, the method comprising adding an adjuvant composition according to any one of claims 1 to 13 to the composition.

Images