Weeding composition

Abstract

The invention discloses a weeding composition. The weeding composition comprises glyphosate or a derivative thereof, phosphate and a surfactant component. The phosphate ester is present in an amount of from about 1 to about 15% by weight of the active ingredient based on the total weight of the composition. The surfactant component comprises at least one of a first surfactant, a second surfactant and a third surfactant. Each of the first, second and third surfactants is independently present in an amount of from about 1 to about 15% by weight of the active ingredient based on the total weight of the composition if used.

Description

Technical Field

[0001] The present disclosure generally relates to a herbicidal composition. More specifically, the present disclosure relates to a composition comprising a phosphate ester and at least one specific surfactant. Background Art

[0002] N-phosphonomethylglycine ("glyphosate") is an effective post-emergence foliar application herbicide. It is typically formulated as a water-soluble salt such as a monobasic salt (monobasic salt), a dibasic salt (dibasic salt), or a tribasic salt (ternary salt). Typical glyphosate salts include, for example, mono(isopropylammonium) ("IPA") salts, potassium salts, sodium salts, monoethanolammonium ("MEA") salts, trimethylsulfonium ("TMS") salts, ammonium salts, diammonium salts, n-propylamine salts, ethylamine salts, ethylenediamine salts, and hexamethylenediamine salts.

[0003] Farmers typically use glyphosate formulations and add suspension concentrates, emulsifiable concentrates, or water-dispersible granules to these formulations before application. However, this can lead to formulation instability (such as flocculation), where the formulations undergo physical or chemical changes that result in a loss of their intended performance and efficacy. This can result in reduced weed control, uneven application, or other negative consequences.

[0004] More specifically, instability can manifest as physical incompatibility, where mixing compounds with different physical properties (such as solubility, density, or viscosity) can lead to separation, sedimentation, or flocculation. This can result in uneven distribution of the mixture and reduce the accuracy of administration.

[0005] Additionally, formulation differences can lead to instability. Pesticide formulations contain various additives, surfactants, and carriers that may be incompatible with one another. Mixing products with incompatible formulation ingredients can lead to instability, reduced effectiveness, or even decomposition of the formulation.

[0006] Considering the diversity and special circumstances of the conditions under which glyphosate herbicides are used around the world, there is still a need for aqueous glyphosate concentrate formulations comprising formulations containing surfactants, thereby providing benefits under at least some conditions and situations. In addition, there is a particular need for such formulations with high glyphosate loadings (contents), for example at least about 400 g ae / L, which are compatible when tank-mixed with other pesticide formulations under various field conditions.

[0007] Furthermore, other desirable features and characteristics of the present disclosure will become apparent from the subsequent detailed description of the disclosure and the appended claims, taken in conjunction with the accompanying drawings and this background of the disclosure. Summary of the Invention

[0008] The present disclosure provides a herbicidal composition comprising glyphosate or a derivative thereof, a phosphate ester, and a surfactant component. The phosphate ester is present in an amount of about 1 to about 15% by weight active ingredient based on the total weight of the composition. The surfactant component includes at least one of a first surfactant, a second surfactant, and a third surfactant. If a first surfactant is used, it is present in an amount of about 1 to about 15% by weight active ingredient based on the total weight of the composition. The first surfactant has the following structure:

[0009]

[0010] where R 1 is a linear or branched, saturated or unsaturated alkyl group having 5 to 22 carbon atoms, R 2 、R 3 and R 4 Each of the groups is independently an oxyalkylene group, a is 0 to 10, each of b and c is independently from about 1 to about 10; and n is from 0 to about 3. If a second surfactant is used, the second surfactant is present in an amount of from about 1 to about 15 weight percent active ingredient, based on the total weight of the composition, and has the following structure:

[0011]

[0012] where R 5 is a linear or branched, saturated or unsaturated alkyl group having 8 to 18 carbon atoms, R 6 and R 7 Each of d and e is independently an oxyalkylene group, and each of d and e is independently from about 1 to about 5. If a third surfactant is used, the third surfactant is present in an amount of from about 1 to about 15 weight percent active ingredient, based on the total weight of the composition, and has the following structure:

[0013]

[0014] where R 8 is a linear or branched alkyl or alkenyl group having 4 to 22 carbon atoms, R 9 is an alkylene group having 1 to 4 carbon atoms, and R 10 and R 11 Each of is independently an alkyl group having 1 to 4 carbon atoms. BRIEF DESCRIPTION OF THE DRAWINGS

[0015] The present disclosure will be described below with reference to the following drawings, in which

[0016] Figure 1is a bar graph of 4-Week Averaged Wheat Injury versus sample type, as described in the Examples. DETAILED DESCRIPTION

[0017] The following detailed description is merely illustrative and is not intended to limit the present compositions. Furthermore, there is no intention to be bound by any theory presented in the preceding background or the following detailed description.

[0018] In general, embodiments of the present disclosure relate to surfactants, compositions comprising the surfactants, and methods of forming the same. For the sake of brevity, conventional techniques associated with preparing surfactants and such compositions may not be described in detail herein. In addition, the various tasks and process steps described herein may be incorporated into more comprehensive procedures or processes having additional steps or functions not described in detail herein. Specifically, the various steps in the manufacture of surfactants and related compositions are well known, and therefore, for the sake of brevity, many conventional steps will only be briefly described herein or omitted entirely without providing well-known process details.

[0019] In the present disclosure, in various embodiments, the term "about" can describe each value ± 0.1, 0.5, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10%. Furthermore, in various non-limiting embodiments, it is understood that, except for the actual examples, all numerical values ​​provided herein are approximate and that the endpoints or specific values ​​are intended to be understood as "about" or "approximately" the stated value. It is also understood that all isomers and chiral options of each compound described herein are expressly contemplated for use in various non-limiting embodiments.

[0020] Throughout this disclosure, the term "active ingredient" percentage is well known in the art and refers to the percentage amount of active ingredient or actual compound or molecule present, compared to the total weight of, for example, solvent and a diluted solution of such compound. The active ingredient percentage of some compounds, such as solvents, is not described because it is well known that the active ingredient content is approximately 100%. It will be understood by those skilled in the art that any one or more of the values ​​described herein may also be described as a percentage of active ingredient.

[0021] In various embodiments, the term "free" describes embodiments that contain less than about 5, 4, 3, 2, 1, 0.5, or 0.1% by weight (or % by weight active ingredient) of the compound or element in question using an appropriate weight basis as understood by those skilled in the art. In other embodiments, the term "free" describes embodiments where the % by weight of the compound or element in question is zero.

[0022] The term "consisting essentially of can describe various non-limiting embodiments that are free of one or more optional compounds described herein and / or free of one or more polymers, surfactants, additives, solvents, and the like.

[0023] It will be understood that polymer subscripts are often described as average values ​​because the synthesis of polymers often results in a distribution of individual molecules.

[0024] It will be understood by those skilled in the art that the term "group" may be replaced by a moiety or a residue where appropriate.

[0025] The surfactants and compositions disclosed herein can suitably comprise, consist of, or consist essentially of the components, elements, and process descriptions described herein. The embodiments exemplarily disclosed herein can suitably be practiced in the absence of any element not specifically disclosed herein.

[0026] Herbicidal composition

[0027] The present disclosure provides a herbicidal composition (hereinafter referred to as the "composition"). In some embodiments, the composition is further described as an aqueous herbicidal concentrate composition. The composition comprises (a) glyphosate or a derivative thereof, (b) a phosphate ester, and (c) a surfactant component. Each component is described below.

[0028] In one embodiment, the composition is or comprises (a), (b), and (c).

[0029] In another embodiment, the composition consists essentially of (a), (b), and (c).

[0030] In yet another embodiment, the composition consists of (a), (b), and (c).

[0031] In other embodiments, the composition comprises (a), (b), and (c) and one or more additives described below.

[0032] In other embodiments, the composition consists essentially of (a), (b), and (c), and one or more additives described below.

[0033] In other embodiments, the composition consists of (a), (b), and (c) and one or more additives described below.

[0034] In any of the above embodiments, the composition may or may not contain water, added independently or with one or more of components (a), (b), and / or (c).

[0035] Furthermore, the term "consisting essentially of describes a composition that may be free of, or contain less than 5, 4, 3, 2, 1, or 0.5% by weight of, one or more polymers, solvents, active ingredients, or additives other than (a), (b), or (c). Alternatively, in such embodiments, the composition may be completely free of polymers, solvents, active ingredients, or additives other than (a), (b), or (c). Furthermore, such embodiments may or may not contain water.

[0036] Glyphosate

[0037] Now let's look at (a) glyphosate, which is generally responsible for inhibiting or killing plants (i.e., biological efficacy) and helps achieve long-term weed control. Glyphosate can comprise or be glyphosate acid and / or its agronomically acceptable derivatives. Derivatives include salts, esters, or compounds that are converted into glyphosate in plant tissue or otherwise provide a glyphosate anion. In this regard, it should be noted that, unless the context otherwise requires, the terms "glyphosate," "glyphosate derivatives," and the like used herein should be understood to encompass glyphosate and its derivatives and mixtures. In addition, the term "agronomically acceptable" includes glyphosate derivatives that allow the glyphosate anion to have agricultural and economically useful herbicidal activity in residential or industrial applications.

[0038] Typically, glyphosate comprises or is one or more glyphosate salts that are more soluble in water. For example, at least about 50, 75, 90, 95, 98, 99 or 99.9 % by weight of glyphosate can be one or more of the glyphosate salts that are more soluble in water. The water solubility of such salts allows the preparation of high-concentration herbicidal compositions that can be easily transported and easily diluted with water when preparing sprayable RTU compositions for use on-site in the intended use.

[0039] Non-limiting examples of suitable salts of glyphosate include monobasic, dibasic, or tribasic salts and include organic amine salts, alkali metal salts, alkaline earth metal salts, ammonium (e.g., monoammonium, diammonium, or triammonium) salts, and sulfonium (e.g., monosulfonium, disulfonium, or trimethylsulfonium ("TMS")) salts of glyphosate. Organic amine salts can include aliphatic or aromatic amine salts, and can include primary, secondary, tertiary, or quaternary amine salts. Non-limiting representative examples of such organic amine salts include isopropylamine ("IPA"), n-propylamine, ethylamine, dimethylamine ("DMA"), monoethanolamine ("MEA"), triethanolamine ("TEA"), ethylenediamine, and hexamethylenediamine salts of glyphosate. Non-limiting representative examples of alkali metal salts include potassium and sodium salts of glyphosate.

[0040] In various embodiments, glyphosate comprises a salt selected from the group consisting of potassium salt, monoammonium salt, diammonium salt, sodium salt, MEA salt, n-propylamine salt, IPA salt, ethylamine salt, DMA salt, ethylenediamine salt, hexamethylenediamine salt and TMS salt, and combinations thereof. In various embodiments, MEA salt, diammonium salt and potassium salt, and combinations thereof, are particularly useful.

[0041] In various embodiments, glyphosate comprises or is the blend of glyphosate potassium salt and glyphosate monoethanolamine salt.The weight ratio of glyphosate potassium salt in gram acid equivalent and glyphosate monoethanolamine salt in gram acid equivalent can be about 1:1 to about 4:1, such as about 7:3.In some embodiments, the weight ratio of glyphosate potassium salt in gram acid equivalent and glyphosate monoethanolamine salt in gram acid equivalent is about 7:3, and this guarantees that the weight ratio of co-surfactant (co-surfactant, cosurfactant) and amidoalkylamine coupling agent changes to at least about 65:35 from at least about 60:40, and changes to at least about 70:30 in some cases.In various non-limiting embodiments, all numerical values ​​(comprising integer and decimal) and numerical range, comprise above-mentioned numerical value and the numerical value between above-mentioned numerical value, all clearly consider use at this.

[0042] In other embodiments, glyphosate is or includes a blend of glyphosate potassium salt and glyphosate ammonium salt; a blend of glyphosate isopropyl ammonium salt and glyphosate ammonium salt; a blend of glyphosate potassium salt and glyphosate isopropylamine salt; a blend of glyphosate potassium salt and glyphosate triethanolamine salt; or a blend of glyphosate dimethylamine salt and glyphosate triethanolamine salt. In some embodiments, these glyphosate salts can be combined in a ratio of about 1:4 to about 4:1 (e.g., in a ratio of about 1:1 to about 4:1). In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, including the above-mentioned numerical values ​​and the numerical values ​​between the above-mentioned numerical values, are expressly contemplated for use herein.

[0043] Compositions of the present disclosure may include water and are therefore described as aqueous compositions. Term "aqueous" as used herein refers to compositions comprising water in an amount sufficient to make it a primary solvent. "Aqueous" is not intended to exclude the presence of non-aqueous (i.e., organic) solvents, as long as water is present. Examples of suitable non-aqueous solvents include toluene, xylene, petroleum naphtha, tetrahydrofurfuryl alcohol, ethylene glycol, polyethylene glycol, propylene glycol, ethanol, and hexanol.

[0044] The concentration of glyphosate in the aqueous composition is typically at least about 300 grams acid equivalents per liter ("g ae / L"), such as at least about 360 g ae / L, or such as at least about 390 g ae / L. In typical compositions, the glyphosate concentration is no less than 400 g ae / L or about 420 g ae / L, and in particularly typical compositions is no less than about 480 g ae / L, about 500 g ae / L, about 540 g ae / L, about 580 g ae / L, about 600 g ae / L, or even about 620 g ae / L, for example, from about 480 to about 540 g ae / L, or from about 480 to about 600 g ae / L, or more. In some embodiments, the concentration of glyphosate is between about 300g ae / L to about 600g ae / L, about 420g ae / L to about 600g ae / L or about 480g ae / L to about 540g ae / L. In various compositions, the concentration of glyphosate can be about 480g ae / L to about 620g ae / L, for example about 480g ae / L to about 600g ae / L, or about 540 to about 620g ae / L. In other embodiments, composition is further described as to the RTU formulation prepared by diluting the weeding concentrate with an amount of water. The glyphosate concentration in the RTU composition is at least about 10g ae / L conventionally, and is generally about 10g ae / L to about 50g ae / L. In order to provide a more economical RTU formulation, thereby providing extended herbicidal activity, the concentration of the glyphosate component in the RTU composition is more typically from about 5 g ae / L to about 20 g ae / L. In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, including the aforementioned values ​​and values ​​between the aforementioned values, are expressly contemplated for use herein.

[0045] In other embodiments, the composition is not an aqueous or liquid composition, but rather a solid composition. In such embodiments, the glyphosate concentrate is typically greater than 30% by weight of the composition acid equivalents, such as from about 30% to about 90% by weight of the composition acid equivalents, such as from about 40% to about 90% by weight of the composition acid equivalents, and more typically from about 50% to about 80% by weight of the composition acid equivalents. In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, including the aforementioned values ​​and values ​​between the aforementioned values, are expressly contemplated for use herein.

[0046] Co-herbicides

[0047] The composition may also include or not include a co-herbicide. In various embodiments, the composition is a tank-mix ready-to-use formulation that also includes a co-herbicide. In some embodiments, a water-soluble co-herbicide may be included in the composition. Water-soluble co-herbicides include acifluorfen, acrolein, amitrole, asulam, benazolin, bentazon, bialaphos, bromacil, bromoxynil, chloramben, chloroacetic acid, clopyralid, 2,4-D, 2,4-DB, dalapon, dicamba, dichlorprop, difenzoquat, diquat, endothall, fenac, fenoxaprop, flamprop, flumiclorac, fluoroglycofen, flu propanate), fomesafen, fosamine, glufosinate, imazameth, imazamethabenz, imazamox, imazapic, imazapyr, imazaquin, imazethapyr, ioxynitrile l), 4-chloro-2-methylphenoxyacetic acid (MCPA), 4-(4-chloro-2-methylphenoxy)butyric acid (MCPB), mecoprop, methylarsonic acid, naptalam, nonanoic acid, paraquat, picloram, quinclorac, sulfamic acid, 2,3,6-trichlorobenzoic acid (2,3,6-TBA), trichloroacetate (TCA), triclopyr and their water-soluble salts.

[0048] In some embodiments, a co-herbicide that is not readily soluble in water may be mixed into the composition. In addition, the composition may also include a finely divided, water-insoluble herbicide. Examples of herbicides with limited water solubility include, for example, acetochlor, aclonifen, alachlor, ametryn, amidosulfuron, anilofos, atrazine, azafenidin, azimsulfuron, benfluralin, benfuresate, bensulfuron-methyl, bensulide, pyraclostrobin, chlorpyrifos ... Benzofenap, bifenox, bromobutide, bromofenoxim, butachlor, butamifos, butralin, butroxydim, butylate, cafenstrole, carbetamide, carfentrazone-ethyl, chlomethoxyfen, chlorbrom uron), chloridazon, chlorimuron-ethyl, chlornitrofen, chlorotoluron, chlorpropham, chlorsulfuron, chlorthal-dimethyl, chlorthiamid, cinmethylin, cinosulfuron, clethodim, clodinafop-propargyl argyl), clomazone, clomeprop, cloransulam-methyl, cyanazine, cycloate, cyclosulfamuron, cycloxydim, cyhalofop-butyl, daimuron, desmedipham, desmetryn, dichlobenil, diclofop-methyl,diflufenican, dimefuron, dimepiperate, dimethachlor, dimethametryn, dimethenamid, diinitramine, dinoterb, diphenamid, dithiopyr, diuron, ethyl N,N-dipropylthiocarbamate (EPTC), esprocarb, ethalfluralin, cyprosulfuron thametsulfuron-methyl), ethofumesate, ethoxysulfuron, etobenzanid, fenoxaprop-ethyl, fenuron, flamprop-methyl, flazasulfuron, fluazifop-butyl, fluchloralin, flumetsulam, flumiclorac-pentyl ), flumioxazin, fluometuron, fluorochloridone, fluoroglycofen-ethyl, flupoxam, flurenol, fluridone, fluoroxypyr-1-methylheptyl, flurtamone, fluthiacet-methyl, fomesafen, halosulfuron , haloxyfop-methyl, hexazinone, imazamox, imazosulfuron, indanofan, isoproturon, isouron, isoxaben, isoxaflutole, isoxapyrifop, lactofen, lenacil, linuron, mefenacet, mesotrione,Metamitron, metazachlor, methabenzthiazuron, methyldymron, metobenzuron, metobromuron, metolachlor, metosulam, metoxuron, metribuzin, metsulfuron, molinate, monolinuron, naproanilide , napropamide, naptalam, neburon, nicosulfuron, norflurazon, orbencarb, oryzalin, oxadiargyl, oxadiazon, oxasulfuron, oxyfluorfen, pebulate, pendimethalin, pentanochlor, pentoxazoline ne), phenmedipham, piperophos, pretilachlor, primisulfuron, prodiamine, prometon, prometryn, propachlor, propanil, propaquizafop, propazine, propham, propisochlor, propyzamide, prosulfocarb b), prosulfuron, pyraflufen-ethyl, pyrazolynate, pyrazosulfuron-ethyl, pyrazoxyfen, pyributicarb, pyridate, pyriminobac-methyl, quinclorac, quinmerac, quizalofop-ethyl, rimsulfuron, sethoxydim,Siduron, simazine, simetryn, sulcotrione, sulfentrazone, sulfometuron, sulfosulfuron, tebutam, tebuthiuron, terbacil, terbumeton, terbuthylazine, terbutryn, dimethenamid henylchlor), thiazopyr, thifensulfuron, thiobencarb, tiocarbazil, tralkoxydim, triallate, triasulfuron, tribenuron, trietazine, trifluralin, triflusulfuron, and vernolate.

[0049] Phosphate ester (b)

[0050] Now let's look at the phosphate esters. The phosphate esters can be alkoxylated phosphate esters or non-alkoxylated phosphate esters. Alternatively, alkoxylated phosphate esters can be used together with non-alkoxylated phosphate esters. Two or more of any one or more types of phosphate esters can be used.

[0051] Based on the gross weight of the composition, the phosphate is present in an amount of about 1 to about 15% weight active ingredient. In various embodiments, based on the gross weight of the composition, the amount is about 2 to about 14, about 3 to about 13, about 4 to about 12, about 5 to about 11, about 6 to about 10, about 7 to about 9 or about 8 to about 9% weight active ingredient. In other embodiments, based on the gross weight of the composition, the amount is about 4 to about 8, about 4 to about 6 or about 6 to about 8% weight active ingredient. In other embodiments, based on the gross weight of the composition, the amount is about 0.5 to about 5, about 0.5 to about 3, about 1 to about 4.5, about 1.5 to about 4, about 2 to about 3.5 or about 2.5 to about 3% weight active ingredient. In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, including the above-mentioned numerical values ​​and the numerical values ​​between the above-mentioned numerical values, are all clearly considered to be used.

[0052] In various embodiments, the phosphate ester is alkoxylated and has the formula:

[0053] {R 12O-[CH(CH3)CH2O)] g [CH2-CH2O] f} x P(=O)(O - X + ) y (I)

[0054] wherein the order of the oxypropylene groups and the oxyethylene groups may be reversed, and wherein, as long as f+g>0, f is 0 to about 50 and g is 0 to about 30; wherein each of x and y is independently 1 or 2, such that when x=1, then y=2, and when x=2, then y=1; and wherein R 12 Linear or branched C1-C 30 alkyl or alkenyl and X + H + , alkali metal or alkaline earth metal ions, NH4 + , amines, alkanolamines or CH3-(CH2) j -C(O)NH(CH2) k N + HR 13 R 14 , wherein j is from 0 to about 30, k is from 1 to about 5, and R 13 and R 14 Each of wherein is independently selected from -CH2CH2OH and a linear or branched alkyl group having 1 to 5 carbon atoms. In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, including the aforementioned numerical values ​​and the numerical values ​​between the aforementioned numerical values, are explicitly considered for use herein.

[0055] In various embodiments, if either or both are present, the oxypropylene groups and the oxyethylene groups are present in a block or random orientation. 12 Alternatively, the oxyethylene group may be bonded to R 12 O-group or phosphorus atom bond. In addition, if x is 2, each {R 12 O-[CH(CH3)CH2O)] g [CH2-CH2O] f The {R} groups may be independent of each other so that one group may comprise blocks or random arrangements of oxypropylene and oxyethylene groups which may be the same or different from those of another group. 12 O-[CH(CH3)CH2O)] g [CH2-CH2O] fThe arrangement of the individual oxypropylene and oxyethylene groups in the} group can be the same or different. In various embodiments, the ratio of oxypropylene to oxyethylene groups is from about 1:1 to 10:1, or vice versa. In one embodiment, the ratio is from about 2:1 to 5:1, or vice versa. In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, including the aforementioned values ​​and values ​​between the aforementioned values, are expressly contemplated for use herein.

[0056] In other embodiments, it is also contemplated that the counterion X can be selected from an optionally substituted heterocyclyl or heteroaryl group (which includes at least one nitrogen ring atom); and a monovalent inorganic cation.

[0057] In various embodiments, f is from about 0 to about 50, from about 5 to about 45, from about 10 to about 40, from about 15 to about 35, from about 20 to about 30, from about 25 to about 30, from about 1 to about 15, from about 5 to about 15, from about 5 to about 10, etc. In other embodiments, g is from about 0 to about 30, from about 5 to about 25, from about 10 to about 20, or from about 15 to about 20. In various embodiments, g is 0 and f is from about 0 to about 5. In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, including the recited values ​​and values ​​between the recited values, are expressly contemplated for use herein.

[0058] Now let's look at R 12 , the group can contain any number of carbon atoms from about 1 to about 30, such as from about 2 to about 29, from about 3 to about 28, from about 4 to about 27, from about 5 to about 26, from about 6 to about 25, from about 7 to about 24, from about 8 to about 23, from about 9 to about 22, from about 10 to about 21, from about 11 to about 20, from about 12 to about 19, from about 13 to about 18, from about 14 to about 17, or from about 15 to about 16 carbon atoms. In other embodiments, R 12 Contains from about 8 to about 14 carbon atoms.In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, inclusive of the recited values ​​and values ​​between the recited values, are expressly contemplated for use herein.

[0059] In one embodiment, R 12 In another embodiment, R 12 In a further embodiment, R 12 In another embodiment, R 12 In one embodiment, R 12 In another embodiment, R 12In a further embodiment, the R group is isotridecyl. In yet another embodiment, R 12 The group is linear or branched butyl, pentyl, hexyl, cyclohexyl, heptyl, octyl, nonyl, decyl, undecyl or dodecyl. In one embodiment, the R group includes a non-aromatic cyclic moiety.

[0060] Any source may be used to provide R in the formula 12 In one embodiment, R 12 Derived from petroleum sources. In one embodiment, R 12 Derived from natural sources. Typical natural sources are oils and fats, such as oils and fats from terrestrial animals, marine animals and plants. The source of fats and oils from terrestrial animals includes milk fat, storage fat, lard, neatsfoot oil and tallow (such as from beef or mutton). The source of fats and oils from marine animals includes cold-liver oil (cold-liver oil), herring oil (herring oil), menhaden oil (menhaden oil), sardine oil, sperm oil (sperm oil) and spermaceti oil (whale oil). The source of fats and oils from plants includes babassu oil, castor oil, cocoa butter, coconut oil, corn oil, cottonseed oil, linseed oil, mustard oil, neem oil, Niger seed oil (niger-seed oil), Oiticica oil (oiticica oil), olive oil, palm oil, palm kernel oil, peanut oil, perilla oil, poppy seed oil, rapeseed oil, safflower oil, sesame oil, soybean oil, sunflower oil, tall oil, tung oil and wheat germ oil.

[0061] In one approach, suitable oils and fats are selected from coconut, soybean (soy), tallow, palm, palm kernel, rapeseed, lard, sunflower, corn, safflower, rapeseed, olive, peanut, and combinations thereof. In another approach, suitable oils and fats are selected from soybean oil, tallow, or coconut oil, such as fully or partially hydrogenated soybean oil, fully or partially hydrogenated tallow, or fully or partially hydrogenated coconut oil, and combinations thereof. In some embodiments, the fatty acid is fully or partially hydrogenated tallow, and in certain embodiments, the source of the fatty acid is fully hydrogenated tallow.

[0062] Suitable fatty acids can include saturated acids, such as isovaleric acid, valeric acid, caproic acid, enanthic acid, octanoic acid, nonanoic acid, capric acid, lauric acid, tridecanoic acid, myristic acid, pentadecanoic acid, palmitic acid, heptadecanoic acid, stearic acid, arachidic acid, phytanic acid, behenic acid, lignoceric acid, cerotic acid and montanic acid; or monounsaturated acids, such as caproleic acid, palmitoleic acid, oleic acid, vaccenic acid, elaidic acid, brassidic acid, erucic acid and nervonic acid; diunsaturated acids, such as linoleic acid; triunsaturated acids, such as eleostearic acid and linolenic acid; and tetraunsaturated acids, such as arachidonic acid. In some embodiments, fatty acid is stearic acid, arachidic acid, phytanic acid, behenic acid, lignoceric acid, cerotic acid, montanic acid, oleic acid, vaccenic acid, elaidic acid, brassidic acid, erucic acid, nervonic acid, linoleic acid, eleostearic acid, linolenic acid and arachidonic acid. In yet other embodiments, suitable fatty acids are selected from stearic acid, oleic acid, vaccenic acid, elaidic acid, linoleic acid, eleutheric acid, and linolenic acid.

[0063] In other embodiments, R 12 is a linear or branched alkyl or alkenyl group, including -C1-C 30 , such as -C4-C 30 or -C 18 -C 30 In some embodiments, R 12 Including at least C6, at least C8, at least C9, at least C 12 , at least C 13 or C 12 -C 18 In other embodiments, R 12 Including C 18 -C 30 In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, inclusive of the recited values ​​and values ​​between the recited values, are expressly contemplated for use herein.

[0064] R 12 Can be saturated or unsaturated. 12 It may have an iodine value of 5-30. 12 It may be hydrogenated, such as partially or fully hydrogenated.In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, inclusive of the recited values ​​and values ​​between the recited values, are expressly contemplated for use herein.

[0065] In further embodiments, j is from 0 to about 30, such as from about 1 to about 30, such as from about 2 to about 29, about 3 to about 28, about 4 to about 27, about 5 to about 26, about 6 to about 25, about 7 to about 24, about 8 to about 23, about 9 to about 22, about 10 to about 21, about 11 to about 20, about 12 to about 19, about 13 to about 18, about 14 to about 17, or about 15 to about 16. In addition, k is from about 1 to about 5, such as from about 2 to about 4 or about 2 to about 3. In other embodiments, j is from about 3 to 7, and k is from about 1 to 3. In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, including the above-recited values ​​and values ​​between the above-recited values, are expressly contemplated for use herein.

[0066] For R 13 and R 14 , each of which can be a linear or branched alkyl group with 1, 2, 3, 4 or 5 carbon atoms. In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, including the above numerical values ​​and the numerical values ​​between the above numerical values, are expressly considered for use herein.

[0067] For the counterion X, in one embodiment, R 13 and R 14 In one embodiment, R is independently selected from linear or branched -C1-C5 alkyl, in one embodiment, selected from linear or branched -C1-C4 alkyl, in one embodiment, selected from linear or branched -C1-C3 alkyl, in one embodiment, selected from -C1-C2 alkyl. 13 and R 14Each is a methyl group. In various embodiments, j = 0 to 30, in one embodiment, j = 0 to 24, in one embodiment, j = 0 to 18, in one embodiment, j = 0 to 12, in one embodiment, j = 0 to 10, in one embodiment, j = 0 to 8, in one embodiment, j = 0 to 6, in one embodiment, j = 0 to 4, in one embodiment, j = 0 to 2. In other embodiments, k = 1-5, in one embodiment, k = 1-3, in one embodiment, k = 3. In one embodiment, X is a quaternized or protonated alkylamidopropyldimethylamine, in one embodiment, a quaternized or protonated hexamethyleneamidopropyldimethylamine, in one embodiment, a quaternized or protonated caprylamidopropyldimethylamine, in one embodiment, a quaternized or protonated caprylamidopropyldimethylamine, in one embodiment, a quaternized or protonated cocoamidopropyldimethylamine. In one embodiment, X is a mixture of any two or more quaternized or protonated amidopropyldimethylamine compounds. In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, inclusive of the recited values ​​and values ​​between the recited values, are expressly contemplated for use herein.

[0068] In one embodiment, R 12 is selected from 2-ethylhexyl, 2-ethylheptyl and isotridecyl. 12 In one aspect of the present disclosure, R 12 It is a C1-C7 linear or branched alkyl or alkenyl group.

[0069] In various embodiments, X is an optionally substituted heterocycle or heteroaryl including at least one nitrogen ring atom. In one embodiment, X is selected from piperidyl, piperazinyl, morpholinyl, pyrrolidinyl, pyrrolyl, pyrazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, isoindolyl, imidazolyl, oxazolyl and isoxazolyl, wherein each group is optionally substituted. In one embodiment, X is a monocyclic, optionally substituted, saturated or unsaturated heterocyclic group with at least one nitrogen ring atom. In one embodiment, X is a bicyclic, optionally substituted, saturated or unsaturated heterocyclic group with at least one nitrogen ring atom. In one embodiment, X is a polycyclic, optionally substituted, saturated or unsaturated heterocyclic group with at least one nitrogen ring atom. In one embodiment, X is a mixture of two or more of the above-mentioned optionally substituted saturated or unsaturated heterocyclic groups with at least one nitrogen ring atom. In one embodiment, X is morpholinyl.

[0070] In various embodiments, X is a monovalent inorganic cation. In one embodiment, X is selected from Li + , K+ 、Na + , Rb + 、Cs + and NH4 + In one embodiment, X is Na + In one embodiment, X is K + In one embodiment, X is NH4 + .

[0071] In one embodiment, the phosphate ester comprises:

[0072] A phosphoric acid monoester having the formula:

[0073] {R 12 O-[CH(CH3)CH2O)] g [CH2-CH2O] f} x P(=O)(O - X + ) y

[0074] where R 12 Linear or branched C8-C 18 alkyl, g is 0, f is 0 to 8, x is 1, and y is 2; and

[0075] A phosphate diester having the formula:

[0076] {R 12 O-[CH(CH3)CH2O)] g [CH2-CH2O] f} x P(=O)(O - X + ) y (I)

[0077] where R 12 Linear or branched C8-C 18 Alkyl, g is 0, f is 0 to 8, x is 2 and y is 1. It is also contemplated that any of the above variables described immediately above can be any variable described herein.

[0078] It is expected that the ratio of monoester to diester is not particularly limited. In various embodiments, the mol ratio of monoester to diester is about 1: 1 to 12: 1, or vice versa. In other embodiments, the mol ratio is about 1.5: 1 to 5: 1, or vice versa. In further embodiments, the mol ratio is about 1.5: 1 to 3: 1, or vice versa. In other embodiments, the mol ratio of monoester to diester is about 8: 1 to 12: 1, or vice versa. In other embodiments, the mol ratio of monoester to diester is about 8.5: 1 to 10.5: 1, or vice versa. In other embodiments, the mol ratio of monoester to diester is about (1 to 12): 1 to (1 to 12): 1, or vice versa. In addition, for two members of the above-mentioned ratio, all numerical values ​​(integers and fractions) between 1 and 12 (including 1 and 12) are clearly considered to be various non-limiting embodiments for use herein. In various non-limiting embodiments, the phosphate ester may be as described in U.S. Patent No. 11,632,592, or may be formed as described in U.S. Patent No. 11,632,592, which is expressly incorporated herein in its entirety in various non-limiting embodiments. In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, including the aforementioned values ​​and values ​​between the aforementioned values, are expressly contemplated for use herein.

[0079] Surfactant component (c)

[0080] (c) The surfactant component comprises at least one of (1) a first surfactant, (2) a second surfactant, and (3) a third surfactant. The surfactant component may comprise (1) and (2) and not comprise (3), or comprise (1) and (3) and not comprise (2), or comprise (2) and (3) and not comprise (1). The weight or molar ratio of (1), (2), and (3) is not particularly limited. In various embodiments, the weight or molar ratio of (1):(2):(3) is about 1:1:0, about 1:0:1, or about 0:1:1. In other embodiments, the weight or molar ratio of (1):(2):(3) is about (0-10):(0-10):(0-10), (0-5):(0-5):(0-5), or (0-1):(0-1):(0-1). In other embodiments, the weight or molar ratio of (1):(2):(3) is about 1:0:1, or about 0:1:1. It is also contemplated that (1) may be used to the exclusion of (2) and (3), (2) may be used to the exclusion of (1) and (3), or (3) may be used to the exclusion of (1) and (2). In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, including the recited values ​​and values ​​between the recited values, are expressly contemplated for use herein.

[0081] (1) First surfactant

[0082] Turning now to (1) the first surfactant, when a first surfactant is used, it is present in an amount of about 1 to about 15% by weight active ingredient, based on the total weight of the composition. In various embodiments, this amount is from about 2 to about 14, from about 3 to about 13, from about 4 to about 12, from about 5 to about 11, from about 6 to about 10, from about 7 to about 9, or from about 8 to about 9% by weight active ingredient, based on the total weight of the composition. In other embodiments, this amount is from about 4 to about 8, from about 4 to about 6, or from about 6 to about 8% by weight active ingredient, based on the total weight of the composition. In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, including the above-recited values ​​and values ​​between the above-recited values, are expressly contemplated for use herein.

[0083] (1) The first surfactant has the following structure:

[0084]

[0085] where R 1 is a linear or branched, saturated or unsaturated alkyl group having 5 to 22 carbon atoms, R 2 、R 3 and R 4 each of which is independently an oxyalkylene group, a is 0 to 10, each of b and c is independently from about 1 to about 10; and n is 0 to about 3.

[0086] In various embodiments, R 1 is a linear group. In other embodiments, R 1 is a branched group. 1 It can be a saturated alkyl group or an unsaturated alkenyl group. 1 Can have 6 to 21, 7 to 20, 8 to 19, 9 to 18, 10 to 17, 11 to 16, 12 to 15, or 13 to 14 carbon atoms. In other embodiments, R 1 having 8 to 20, 8 to 18, 8 to 16, 8 to 14, 8 to 12, 8 to 10, 12 to 20, 12 to 18, 12 to 16, or 12 to 14 carbon atoms. In various non-limiting embodiments, all values ​​and ranges of values, including the recited values ​​and values ​​between the recited values, are expressly contemplated for use herein.

[0087] R 2 、R 3 and R 4 Each of the subscripts a is independently an oxyalkylene group. If a is zero, then R 2 is absent and the hydrogen atom is directly bonded to the nitrogen atom. Additionally, each of b and c is independently from about 1 to about 10. 2 、R3 and R 4 Each in can be independently a single oxyalkylene group or a plurality of oxyalkylene groups, for example, up to about 10 oxyalkylene groups. Each in the oxyalkylene groups can be as described above. Each group in the oxyalkylene groups can be arranged randomly, in the form of blocks, etc. In various embodiments, a, b and / or c are from about 1 to about 10, from about 2 to about 9, from about 3 to about 8, from about 4 to about 7 or from about 5 to about 6. Alternatively, a can be a fraction greater than zero but less than 1, and in addition, n can be 0, 1, 2 or 3. In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, including the above numerical values ​​and the numerical values ​​between the above numerical values, are all clearly considered to be used.

[0088] In one embodiment, R 1 is a linear alkyl group having from about 12 to about 18 carbon atoms, for example, about 12, 13, 14, 15, 16, 17 or 18 carbon atoms. 1 is a soybean group. Alternatively, R 1 is a coconut oil group, part or residue. In a related embodiment, n is 1. In other embodiments, R 2 、R 3 and R 4 The oxyalkylene groups are oxyethylene groups and a is from about 1 to about 6, e.g., 1, 2, 3, 4, 5, or 6. In other embodiments, a is from about 1 to about 4, e.g., 1, 2, 3, or 4. In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, inclusive of the recited values ​​and values ​​interposed therebetween, are expressly contemplated for use herein.

[0089] (2) Second surfactant

[0090] Turning now to (2) the second surfactant, when a second surfactant is used, the surfactant is present in an amount of about 1 to about 15% by weight active ingredient, based on the total weight of the composition. In various embodiments, the amount is from about 2 to about 14, from about 3 to about 13, from about 4 to about 12, from about 5 to about 11, from about 6 to about 10, from about 7 to about 9, or from about 8 to about 9% by weight active ingredient, based on the total weight of the composition. In other embodiments, the amount is from about 2 to about 8, from about 4 to about 6, from about 4 to about 8, from about 6 to about 8, and the like, based on the total weight of the composition. In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, including the aforementioned values ​​and values ​​between the aforementioned values, are expressly contemplated for use herein.

[0091] The second surfactant has the following structure:

[0092]

[0093] where R 5 is a linear or branched, saturated or unsaturated alkyl group having 8 to 18 carbon atoms, R 6 and R 7 Each of d and e is independently from about 1 to about 5 and is an oxyalkylene group.

[0094] In various embodiments, R 5 is a linear group. In other embodiments, R 5 is a branched group. 5 It can be a saturated alkyl group or an unsaturated alkenyl group. 5 Can have 9 to 18, 10 to 17, 11 to 16, 12 to 15, or 13 to 14 carbon atoms. In other embodiments, R 5 having 8 to 18, 8 to 16, 8 to 14, 8 to 12, 8 to 10, 12 to 20, 12 to 18, 12 to 16, or 12 to 14 carbon atoms. In various non-limiting embodiments, all values ​​and ranges of values, including the recited values ​​and values ​​between the recited values, are expressly contemplated for use herein.

[0095] In other embodiments, R 6 and R 7 Each of d and e is independently an oxyalkylene group. The oxyalkylene group can be an oxyethylene group, an oxypropylene group, or an oxybutylene group. In addition, each of d and e is independently from about 1 to about 5. This means that R 6 and R 7 Each of the alkylene oxide groups can independently be a single alkylene oxide group or more than one (e.g., up to about 5) alkylene oxide groups. Each of the alkylene oxide groups can be as described above. Each group of alkylene oxide groups can be randomly arranged, block-arranged, etc. In various embodiments, d and / or e is from about 1 to about 5, from about 2 to about 4, or from about 2 to about 3. In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, including the above numerical values ​​and the numerical values ​​between the above numerical values, are expressly considered for use herein.

[0096] In various embodiments, R 5 is a coconut oil group, part or residue. In other embodiments, R 6 and R 7 In other embodiments, each of d and e is about 1.

[0097] (3) Third surfactant

[0098] Turning now to (3) the third surfactant, when used, the surfactant is present in an amount of about 1 to about 15% by weight active ingredient, based on the total weight of the composition. In various embodiments, the amount is from about 2 to about 14, from about 3 to about 13, from about 4 to about 12, from about 5 to about 11, from about 6 to about 10, from about 7 to about 9, or from about 8 to about 9% by weight active ingredient, based on the total weight of the composition. In other embodiments, the amount is from about 2 to about 8, from about 4 to about 6, from about 4 to about 8, from about 6 to about 8, etc., by weight active ingredient, based on the total weight of the composition. In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, including the aforementioned numerical values ​​and the numerical values ​​between the aforementioned numerical values, are expressly contemplated for use herein.

[0099] The third surfactant has the following structure:

[0100]

[0101] where R 8 is a linear or branched alkyl or alkenyl group having 4 to 22 carbon atoms, R 9 is an alkylene group having 1 to 4 carbon atoms, and R 10 and R 11 Each of is independently an alkyl group having 1 to 4 carbon atoms. In various non-limiting embodiments, all values ​​and ranges of values, including the recited values ​​and values ​​between the recited values, are expressly contemplated for use herein.

[0102] In various embodiments, R 8 has from about 4 to about 22, from about 5 to about 21, from about 6 to about 20, from about 7 to about 19, from about 8 to about 18, from about 9 to about 17, from about 10 to about 16, from about 11 to about 15, from about 12 to about 14, or from about 13 to about 14 carbon atoms. In addition, R 9 Can have about 1, 2, 3 or 4 carbon atoms. In addition, R 10 and R 11 Each of can independently have 1, 2, 3 or 4 carbon atoms.In various non-limiting embodiments, all values ​​and ranges of values, including the recited values ​​and values ​​between the recited values, are expressly contemplated for use herein.

[0103] In various embodiments, the composition has a concentration ratio of glyphosate to any one or more of the surfactant component and / or the first, second, and third surfactants in grams of acid equivalents ("g ae / L") of from about 1:1 to about 50:1, from about 2:1 to about 20:1, from about 2:1 to about 10:1, from about 3:1 to about 10:1, or from about 3:1 to about 5:1, such as about 4: 1. In other embodiments, the total surfactant loading can reach about 120 g / L to about 150 g / L (such as about 135 g / L) in a composition comprising a glyphosate salt loading of from about 480 g ae / L to about 600 g ae / L (such as about 540 g ae / L). In other embodiments, such as solid compositions, the weight ratio of glyphosate in grams of acid equivalents ("g ae") to grams of the surfactant component and / or any one or more of the first, second, and third surfactants can generally vary from about 1:1 to about 50:1, e.g., from about 2:1 to about 20:1, from about 2:1 to about 10:1, from about 3:1 to about 10:1, or from about 3:1 to about 5:1, such as about 4: 1. In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, inclusive of the recited values ​​and values ​​intervening therein, are expressly contemplated for use herein.

[0104] The composition may also contain or not contain one or more additives, such as conventional adjuvants, excipients or additives well known to those skilled in the art. These additives may be introduced into the composition to provide or improve some required performance or characteristics. In various embodiments, the one or more additives may be selected from foam regulators, surfactants, preservatives or antimicrobials, antifreeze agents, solubilizers, dyes, pH regulators and thickeners and combinations thereof.

[0105] In other embodiments, composition can include or contain one or more safeners that suppress the plant damage caused by the presence of N-(phosphonomethyl) iminodiacetic acid (" PMIDA "). Suitable safeners are described in US 8,129,564, which is incorporated herein by reference in its entirety in various non-limiting embodiments. Usually, safeners comprise metal ions, which are easy to form complexes or salts with N-(phosphonomethyl) iminodiacetic acid or the anion formed by its deprotonation or partial deprotonation, and the formation of these complexes or salts effectively suppresses significant leaf necrosis in the transgenic glyphosate-resistant cotton crop induced by the N-(phosphonomethyl) iminodiacetic acid or its salt present in the composition. For example, composition can include metal ions and mixtures thereof selected from aluminum, copper, iron, zinc. In some embodiments, composition includes iron ions (for example ferric sulfate). In other embodiments, composition also includes solubilizing ligands (for example citric acid).

[0106] In addition to the above-mentioned surfactants, the composition may also include or not include one or more additional surfactants, such as cationic, nonionic and anionic surfactants. Suitable classes of cationic surfactants include primary alkylamines, secondary alkylamines and tertiary alkylamines, primary alkylammonium salts, secondary alkylammonium salts and tertiary alkylammonium salts (wherein the amine group is substantially protonated in the formulation), onium salts (such as quaternary alkylammonium salts) and mixtures thereof. When preparing herbicidal compositions as herein described, a variety of primary, secondary, tertiary, quaternary and zwitterionic alkylamine and alkylammonium salt surfactants can be used. The subclass of the primary, secondary and tertiary alkylamine surfactants used in the present disclosure compositions is alkylamine oxide, alkyl ether amine and alkyl ether amine oxide.

[0107] In other embodiments, the composition may or may not include one or more foam modifiers.

[0108] Suitable foam regulators include silicone-based compositions. An example of a foam regulator for the composition is SAG-10, available from GE Silicones Corporation (Wilton, Conn.). The amount of foam regulator optionally employed is sufficient to suppress and / or reduce the amount of foam that would otherwise form during preparation of the formulation, filling the formulation into a container, and / or use of the formulation to a desired and satisfactory level. Typically, the concentration of the foam regulator is from about 0.001% to about 0.05% by weight of the composition, typically from about 0.01% to about 0.03% by weight of the composition, although greater or lesser amounts may be used.

[0109] In other embodiments, the composition may also contain or not contain a preservative, such as PROXEL GXL containing 1,2-benzisothiazolin-3-one (CAS No. 2634-33-5) available from Avecia, Inc. (Wilmington, Del.), DOWICIL 150 containing cis-1-(3-chloro-2-propenyl)-3,5,7-triaza-1-azoniatricyclo[3,3,1,13,7]decane chloride (CAS No. 051229-78-8) available from Dow Chemical Company (Midland, Mich.), NIPACIDE containing benzisothiazolinone (CAS No. 051229-78-8) available from Clariant Corporation (Greensboro, NC), BIT20DPG, LEGEND MK antimicrobial biocide available from Rohm and Haas Co. (Philadelphia, Pa.), sorbic acid, and mixtures thereof, and the like, in an amount from about 0.01% to about 0.2% by weight, typically about 0.1% by weight, of the composition. In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, including the aforementioned values ​​and the values ​​between the aforementioned values, are expressly contemplated for use herein.

[0110] In other embodiments, the composition may also include or not include antifreeze agents, such as ethylene glycol and propylene glycol, which may be present in a concentration of about 0.1 to about 10% by weight active ingredient based on the total weight of the composition. Antifreeze agents help lower the freezing point of aqueous solutions and maintain the solubility of the components of the composition so that the components do not crystallize or precipitate during the freezing and thawing cycles. In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, including the above-mentioned numerical values ​​and the numerical values ​​between the above-mentioned numerical values, are expressly contemplated for use herein.

[0111] Although the composition generally exhibits good overall stability and viscosity performance without the addition of any other additives, the addition of a solubility enhancer (also commonly referred to as a cloud point enhancer or stabilizer) can significantly improve the performance of the composition. The solubility enhancer can include polymer derivatives of ethylene glycol and propylene glycol (e.g., with an average molecular weight of 200-1200), glycerol, sugars, mixtures thereof, and the like, in an amount of up to about 10% by weight of the composition, such as from about 0.05 to about 10%, or from about 0.1 to about 1%. In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, including the aforementioned numerical values ​​and the numerical values ​​between the aforementioned numerical values, are expressly contemplated for use herein.

[0112] In another embodiment, the present disclosure provides an aqueous herbicidal composition comprising water and glyphosate or a derivative thereof, wherein the glyphosate or derivative thereof is present in an amount of about 300 to about 700 grams of acid equivalent per liter; a phosphate ester, which is present in an amount of about 0.5 to about 3% by weight active ingredient based on the total weight of the composition; and a surfactant component comprising at least one of the following:

[0113] (1) a first surfactant, present in an amount of about 3 to about 12 weight percent active ingredient, based on the total weight of the composition, and having the following structure:

[0114]

[0115] where R 1 is a soybean group, and R 2 、R 3 and R 4 Each of contains oxyethylene groups, a is from about 1 to about 6; each of b and c is independently from about 4 to about 5; and n is about 1; and

[0116] (2) a second surfactant, present in an amount of about 2 to about 8 weight percent active ingredient, based on the total weight of the composition, and having the following structure:

[0117]

[0118] where R 5 is a coconut oil radical, part or residue, R 6 and R 7 Each of contains an oxyethylene group, and each of d and e is independently about 1, and

[0119] (3) a third surfactant, present in an amount of about 1 to about 15 weight percent active ingredient, based on the total weight of the composition, and having the following structure:

[0120]

[0121] where R 8 is an alkyl or alkenyl group having 4 to 22 carbon atoms, R 9 is an alkylene group having 1 to 4 carbon atoms, and R 10 and R 11 Each of is independently an alkyl group having 1 to 4 carbon atoms; and

[0122] Co-herbicides.

[0123] In other embodiments, one or two alkylamine ethoxylates may be used in combination with a phosphate ester. 5 is a tallow portion and each of d and e is independently 4-5, in other embodiments, R 5 is a coconut oil portion and each of d and e is 1. In other embodiments, the second surfactant is used alone with the phosphate ester, R 5 is a coconut oil portion, and each of d and e is 1-3. In another embodiment, R 5 is the tallow portion, each of d and e is independently 4-5, and the second surfactant is used in combination with cocamine ethoxylate, wherein each of d and e is 1.

[0124] Physical properties

[0125] Looking at the composition as a whole, the composition is not limited to any specific pH. In various embodiments, the pH can contribute to stability, cloud point, compatibility of glyphosate salt with the surfactant used, and compatibility with co-herbicides (if added). In various embodiments, the pH is from about 4 to about 8, from about 5 to about 7, from about 6 to about 8, etc. In one embodiment, the pH is from about 4.5 to about 5.5. In other embodiments, the pH is from about 5.5 to about 6.5. pH adjusting agents for acidic adjustment include inorganic acids (such as hydrochloric acid, nitric acid or sulfuric acid) and organic acids (such as acetic acid or dicarboxylic acids). pH adjusting agents for alkaline adjustment include, for example, sodium hydroxide, potassium hydroxide, ammonia and organic bases (such as IPA, MEA and DMA). In various non-limiting embodiments, all numerical values ​​(including integers and decimals) and numerical ranges, including the above numerical values ​​and the numerical values ​​between the above numerical values, are clearly considered for use herein.

[0126] Regarding compatibility, the compatibility of a composition is typically determined based on the compatibility of glyphosate with the first and second surfactants. This can be recorded as the cloud point. As is known in the art, the cloud point is the temperature at which a clear solution undergoes liquid-liquid phase separation or liquid-solid phase transition. The cloud point can be described as the lowest temperature at which the first crystal formation begins. The higher the cloud point, the better the compatibility between glyphosate and the first, second, and third surfactants, or their combination. Generally, the compositions of the present disclosure remain stable until the cloud point is reached. In various embodiments, the cloud point of the composition is at least room temperature or at least about 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, 75, 80, or 85°C, or even higher. Generally, the following procedure can be used to evaluate a composition to determine the cloud point. Pour the composition into a 25 mm x 200 mm PYREX test tube to a height of approximately 2 inches from the bottom. Heat the test sample in a hot water bath until it becomes turbid. Once the composition becomes turbid, or the temperature reaches 100°C, remove the test sample from the water bath. If the composition remains clear throughout the test, the cloud point is recorded as 100°C. If cloudy, the composition is stirred until it becomes clear. The temperature at which the test sample becomes clear is recorded as the cloud point.

[0127] use Tank mix compatibility is determined using a LAB stability analyzer that reports data as the art-recognized Turbiscan Stability Index (TSI). Here, lower values ​​indicate good compatibility, while higher values ​​indicate faster flocculation. The TSI can be calculated by Turbiscan based on the change in backscatter of a composition suspension over time. Alternatively, the TSI can be reported as the change in backscatter after mixing the composition with additional additives (e.g., those used in tank mixes) for 30 minutes.

[0128] In various embodiments, the composition exhibits "stability over time," meaning, for example, that the composition can be stable for at least 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, or 15+ weeks at any temperature from about 5°C to about 45°C, or any value or range of values ​​therebetween (e.g., room temperature), using LAB Stability Analyzer. For example, emulsion "stability" can be measured using LAB stability analyzer quantitative determination, the analyzer is used to obtain the initial backscattered signal of the emulsion sample. The sample can be stored at any temperature or any value or value range (such as room temperature) from about zero to about 45°C or 50°C, and then scanned regularly within 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15+ weeks. In various embodiments, when stored at room temperature, the emulsion can be stable for at least any of the above-mentioned weeks. In other embodiments, when stored at 45°C, the emulsion can be stable for at least any of the above-mentioned weeks. In various non-limiting embodiments, all numerical values ​​and numerical ranges, including the above-mentioned numerical values ​​and the numerical values ​​between the above-mentioned numerical values, are all clearly considered to be used.

[0129] To determine stability, the emulsion can be added to a glass vial. The vial is approximately 1 inch in diameter and 2 inches high. A sample of the emulsion is added to the vial to ensure there are no bubbles or cavities in the fluid. The fill height is approximately 1.675 inches, or 42 mm. After filling, the TurbiScan sample can be conditioned under the desired aging conditions for one day before taking the initial scan. TurbiScan readings are typically taken after the sample has cooled to approximately 22°C.

[0130] The backscattered signals measured over time can be compared to the signal of the initial sample. More specifically, if the maximum difference in the subsequent backscattered signals relative to the initial signal is greater than 20%, the number of days to reach this 20% difference in backscattered signal can be recorded as a measure of stability, or " The longer this time, the more stable the emulsion. This technique makes it possible to detect potential sample instabilities before they are visually observed. The software included with the TurbiScan is used for data analysis and can analyze not only the backscattered intensity but also the changes in the oil droplet size over time.

[0131] Without wishing to be bound by theory, it is believed that the phosphate ester stabilizes the suspension when mixed in the tank with other ingredients that would otherwise cause instability.

[0132] In various embodiments, the composition is described as a tank mix composition comprising water as a spray carrier in an amount suitable for application to plants and / or soil surfaces by spraying, more specifically, in an amount suitable for delivering glyphosate and phenoxy herbicides to plants to be killed or controlled (e.g., weeds). The amount of water is typically expressed as a "spray volume," i.e., the volume of the spray solution (which is primarily water, with water making up the remainder after accounting for other ingredients) to be applied to a unit area of ​​land. The spray volume can be expressed in any suitable unit, such as liters per hectare (l / ha) or gallons per acre. Most commonly, the spray volume that can be used for the tank mix composition of the present disclosure will be selected within the range of about 10 to about 1,000 l / ha, for example, about 25 to about 500 l / ha. In various non-limiting embodiments, all numerical values ​​and numerical ranges, including the aforementioned numerical values ​​and the numerical values ​​between the aforementioned numerical values, are expressly contemplated for use herein.

[0133] The tank mix compatibility challenge of glyphosate compositions is often most serious at low spray volumes, when the spray solution prepared has higher glyphosate and co-herbicide concentrations. Therefore, although the tank mix compositions are useful at least within the above-mentioned wide spray volume range, these compositions are especially beneficial at low to medium spray volumes, for example, spray volumes of about 10 to about 200 l / ha, for example, about 25 to about 100 l / ha, for example, about 46.8 l / ha (5 gallons / acre (U.S.)) or about 93.5 l / ha (10 gallons / acre (U.S.)). In various non-limiting embodiments, all numerical values ​​and numerical ranges, including the above-mentioned numerical values ​​and the numerical values ​​between the above-mentioned numerical values, are all clearly contemplated for use herein.

[0134] Tank mix compatibility may also be affected by aspects of water quality, especially by divalent and trivalent cations (primarily calcium ions (Ca 2+ ) and magnesium ions (Mg 2+ )) causes the presence of calcium carbonate (CaCO3) in the water. Hardness is usually expressed as parts per million (ppm or mg / l) but usually includes all Ca 2+ and Mg 2+ ions, expressed as a CaCO3 equivalent concentration. Compatibility challenges are often greatest in hard water, for example, water having a hardness greater than about 75 ppm, more specifically greater than about 150 ppm, and especially greater than about 300 ppm. The tank mix compositions of the present disclosure are typically prepared using water having a hardness of up to about 1,000 ppm or even higher. In various non-limiting embodiments, all values ​​and ranges of values, including the recited values ​​and values ​​therebetween, are expressly contemplated for use herein.

[0135] Method of forming the composition

[0136] Any method known in the art can be used to form the composition. For example, the composition can be formed by combining (a), (b) and (c) and any additives or water in an intermittent form or continuously, for example using a mechanical stirrer or any other suitable container or device to generate the necessary amount of stirring or circulation to thoroughly mix the ingredients. The order of addition can be any combination of ingredients, which can be all or part. In one embodiment, water is added to a mixing vessel, followed by the addition of the glyphosate salt, and then the first and / or second surfactants. In some embodiments, a co-surfactant can be added in the form of a premixed mixture. The co-surfactant can be added separately, before or after the addition of the first and second surfactants.

[0137] Weed control methods

[0138] The present disclosure also provides a method for killing or controlling weeds or other unwanted vegetation by spraying or applying a herbicidally effective amount of the composition to the foliage of the plant to be treated by any known method. In some embodiments, the composition can be packaged in a portable container suitable for the user to carry with them and provided with a means for manually releasing the composition from the container in the form of a spray onto the foliage of the plant to be treated.

[0139] The compositions can be used to kill or control the growth of a wide variety of plants, including, but not limited to, Abutilon theophrasti, Amaranthus spp., Borreria spp., oilseed rape, canola, Brassica spp., Commelina spp., Erodium spp., Helianthus spp., Ipomoea spp., Kochia scoparia, Malva spp., wild buckwheat, Polygonum spp., Portulaca spp., Salsola spp., Sida spp., Sinapis sarvensis, and Xanthium spp.

[0140] Other plant species that can be killed or controlled include, but are not limited to, wild oats (Avenafatua), carpet grass (Axonopus spp.), soft brome (Bromus tectorum), crabgrass (Digitaria spp.), barnyard grass (Echinochloacrus-galli), goosegrass (Eleusine indicd), ryegrass (Lolium multiflorum), rice (Oryza sativa), mountain canary grass (Ottochloa nodosa), Baja grass (Paspalum notatum), canary grass (Phalaris spp.), foxtail grass (Setaria spp.), wheat (Triticum aestivum), and corn (Zea mays).

[0141] Other plant species that may be killed or controlled include, but are not limited to, mugwort (Artemisia spp.), milkweed (Asclepias spp.), Canada thistle (Cirsium arvense), field bindweed (Convolvulus arvensis), and kudzu (Pueraria spp.).

[0142] Other plant species that can be killed or controlled include, but are not limited to, Brachiaria spp., Cynodon dactylon, Elymus repens, Imperata cylindrica, Lolium perenne, Panicum maximum, Paspalum dilatatum, Phragmites spp., Sorghum halepense, and Typha spp.

[0143] Other plant species that may be killed or controlled include, but are not limited to, horsetail (Equisetum spp.), bracken (Pteridium aquilinum), blackberry (Rubus spp.), and broom (Ulex europaeus).

[0144] Example

[0145] A series of Example Compositions 1-24 and Comparative Examples A, B, and C were formed as shown below and evaluated to determine cloud point and TSI values.

[0146] The cloud point is determined as described above. The higher the cloud point, the better the compatibility of the surfactant with glyphosate. The data below shows that by adding a phosphate ester as an adjuvant to glyphosate, the concentrate remains stable until the reported cloud point is reached.

[0147] use The LAB stability analyzer measures the tank mix compatibility of glyphosate compositions and reports the data as the Turbiscan stability index (TSI). The glyphosate compositions comprise the following surfactants and also comprise a second pesticide (e.g., Aatrex 4L, Atrazine 4L, or Caparol 4L). First, the second pesticide is diluted and the glyphosate formulation is then added at a predetermined usage rate. The tank mix dilution is then placed in the Turbiscan to monitor the change in backscattering over time. The TSI is calculated based on the change in backscattering within 30 minutes. For TSI, lower values ​​represent stable tank mix dilutions resulting from the good compatibility between the glyphosate formulation and the second pesticide product, while higher values ​​represent faster flocculation in the tank mix dilution.

[0148] The data from Comparative Examples A, B, and C show that glyphosate formulations without phosphate esters are incompatible with secondary pesticides / co-herbicides (e.g., Aatrex 4L, Atrazine 4L, or Caparol 4L). High TSI values ​​indicate rapid settling of the dilute suspension. Adding phosphate esters significantly improves compatibility by decreasing TSI values.

[0149] Table 1

[0150]

[0151] *Example A produced TSI values ​​of: 14.20 for Atrex 4L; 9.00 for Atrazine 4L; and 8.00 for Caparol 4L.

[0152] For all of the above examples, the potassium glyphosate was 540 g ae / L.

[0153] Surfactant A is Soy-DETA-12.5EO.

[0154] Surfactant B is cocamide 2EO.

[0155] Phosphate A is an isocyanate ethoxylated with 2 moles of ethylene oxide. 10 Ethoxylated phosphate esters.

[0156] Phosphate B is an isocyanate ethoxylated with 3 moles of ethylene oxide. 10 Ethoxylated phosphate esters.

[0157] Phosphate C is an isocyanate ethoxylated with 2 moles of ethylene oxide. 13 Ethoxylated phosphate esters.

[0158] Phosphate D is an isocyanate ethoxylated with 3 moles of ethylene oxide. 13 Ethoxylated phosphate esters.

[0159] Phosphate E is an isocyanate ethoxylated with 4 moles of ethylene oxide. 13 Ethoxylated phosphate esters.

[0160] Phosphate F is an isocyanate ethoxylated with 5 moles of ethylene oxide. 13 Ethoxylated phosphate esters.

[0161] Phosphate G is a linear C ethoxylated with 3 moles of ethylene oxide. 10 Ethoxylated phosphate esters.

[0162] Phosphate H is a linear C ethoxylated with 4 moles of ethylene oxide. 10 Ethoxylated phosphate esters.

[0163] Phosphate I is a linear C ethoxylated with 2 moles of ethylene oxide. 12 -C 14 Ethoxylated phosphate esters.

[0164] Phosphate J is a linear C ethoxylated with 3 moles of ethylene oxide. 12 -C 14 Ethoxylated phosphate esters.

[0165] Table 2

[0166]

[0167] *Example B produced TSI values ​​of: 18.10 for Atrex 4L; 16.80 for Atrazine 4L; and 18.30 for Caparol 4L.

[0168] Glyphosate potassium was 540 g ae / L for all examples.

[0169] Surfactant C was tallowamine 8EO.

[0170] Phosphate K is a linear C ethoxylated with 3 moles of ethylene oxide. 14 Ethoxylated phosphate esters.

[0171] Phosphate L is an isocyanate ethoxylated with 5 moles of ethylene oxide and propoxylated with 5 moles of propylene oxide. 10 Ethoxylated phosphate esters.

[0172] Phosphate M is an iso-C8 ethoxylated phosphate ester ethoxylated with 4.8 moles of ethylene oxide.

[0173] Table 3

[0174]

[0175] *Example C produced TSI values ​​of: 14.40 for Atrex 4L; 14.80 for Atrazine 4L; and 9.10 for Caparol 4L.

[0176] Glyphosate potassium was 540 g ae / L for all examples.

[0177] Surfactant D is cocamidopropylamine.

[0178] Phosphate N is an isocyanate ethoxylated with 5 moles of ethylene oxide. 10 Ethoxylated phosphate esters.

[0179] Phosphate O is an isocyanate ethoxylated with 7 moles of ethylene oxide. 10 Ethoxylated phosphate esters.

[0180] Phosphate P is an isocyanate ethoxylated with 5 moles of ethylene oxide. 12 Ethoxylated phosphate esters.

[0181] Phosphate Q is an isocyanate ethoxylated with 6 moles of ethylene oxide and propoxylated with 3 moles of propylene oxide. 10 The phosphate ester is ethoxylated and has a monoester: diester molar ratio of about 1.5.

[0182] Phosphate R is an isocyanate ethoxylated with 6 moles of ethylene oxide and propoxylated with 3 moles of propylene oxide. 10 The phosphate ester is ethoxylated and has a molar ratio of monoester:diester of about 3.

[0183] These data are superior to the prior art because it is difficult to formulate in-tank compositions containing glyphosate that resist phase separation and exhibit compatibility with other additives. The current technology solves the problem for farmers, so they do not need to add anything else, such as another compatibilizer, when mixing the in-tank formulations claimed in this disclosure with other pesticide in-tank formulations in tank-mix applications. This data is unexpected because alkoxylated compounds are known to be incompatible with glyphosate in tank, and finding a co-additive that is useful both in tank and in tank-mix applications is difficult and unpredictable, but this technology is very effective.

[0184] Weed control effectiveness

[0185] The above Examples 2, 7, 9 and 11 were further evaluated to determine their herbicidal effectiveness (i.e., the herbicidal efficacy of each sample against wheat) and compared to a K-glyphosate only control and a Roundup Weathermax positive control. Figure 1 .Given in. More specifically, follow standard procedures known in the art, the herbicidal effectiveness data listed herein are recorded in "control rate" percentage form, which reflects a visual assessment of plant mortality and growth slowdown compared to untreated plants, and is observed and recorded by trained technicians. In all cases, a single technician assesses all control percentages in any one experiment or test. After application, 7-28 days, the control percentage of each weed species was visually assessed. Each sample was used with 200g ae / ha, 350g ae / ha and 500g ae / ha, calculated based on glyphosate acid equivalent (ae), to ensure that no matter the glyphosate salt type in the formulation, the same amount of glyphosate acid was used. In each test, Roundup Weathermax commercially available standard product was included as a positive control. The greater the damage, the better the herbicidal effectiveness.

[0186] The data show that the formulations of the present disclosure provide comparable bioefficacy (weed control effectiveness) compared to the positive control. These data are superior to the prior art and are unexpected given that it is known in the art to be difficult to formulate in-tank compositions containing glyphosate that resist phase separation and exhibit compatibility with other additives without negatively impacting bioefficacy. Current technology solves the problem for farmers by eliminating the need to add any additional components (such as compatibilizers) when mixing in-tank formulations while achieving the same bioefficacy. These data are also unexpected given that alkoxylated compounds are known to be incompatible with glyphosate in the tank, and finding a co-additive that is useful both in the tank and in the tank mix without impacting the overall bioefficacy of the formulation is difficult and unpredictable. However, the technology of the present disclosure is surprisingly effective.

[0187] Although at least one exemplary embodiment has been presented in the foregoing detailed description, it should be understood that a large number of variations exist. It should also be understood that the exemplary embodiment or multiple exemplary embodiments are merely examples and are not intended to limit the scope, applicability, or configuration in any way. On the contrary, the foregoing detailed description will provide those skilled in the art with a convenient roadmap for implementing the exemplary embodiments. It should be understood that various changes may be made to the function and arrangement of the elements described in the exemplary embodiments without departing from the scope set forth in the appended claims.

Claims

1. A herbicidal composition comprising: (a) glyphosate or its derivatives; (a) a phosphate ester present in an amount of about 1 to about 15 weight percent active ingredient, based on the total weight of the composition; and (c) a surfactant component comprising at least one of the following: (1) a first surfactant, present in an amount of about 1 to about 15 weight percent active ingredient, based on the total weight of the composition, and having the following structure: where R 1 is a linear or branched, saturated or unsaturated alkyl group having 5 to 22 carbon atoms, R 2 、R 3 and R 4 Each of is independently an oxyalkylene group, a is 0 to 10, Each of b and c is independently from about 1 to about 10; and n is 0 to about 3; or (2) a second surfactant, present in an amount of about 1 to about 15 weight percent active ingredient, based on the total weight of the composition, and having the following structure: where R 5 is a linear or branched, saturated or unsaturated alkyl group having 8 to 18 carbon atoms, R 6 and R 7 Each of is independently an oxyalkylene group, and Each of d and e is independently from about 1 to about 5; or (3) a third surfactant, present in an amount of about 1 to about 15 weight percent active ingredient, based on the total weight of the composition, and having the following structure: where R 8 is a linear or branched alkyl or alkenyl group having 4 to 22 carbon atoms, R 9 is an alkylene group having 1 to 4 carbon atoms, and R 10 and R 11 Each of is independently an alkyl group having 1 to 4 carbon atoms.

2. The composition of claim 1, wherein the phosphate ester has the formula: {R 12 O-[CH(CH3)CH2O)] g [CH2-CH2O] f } x P(=O)(O - X + ) y (I) wherein the order of the oxypropylene groups and the oxyethylene groups may be reversed, and wherein f is from 0 to about 50 and g is from 0 to about 30, as long as f+g>0; wherein each of x and y is independently 1 or 2, such that when x=1, y=2, and when x=2, y=1; and where R 12 Linear or branched C1-C 30 alkyl or alkenyl and X + H + , alkali metal or alkaline earth metal ions, NH4 + , amines, alkanolamines or CH3-(CH2) j -C(O)NH(CH2) k N + HR 13 R 14 , wherein j is from 0 to about 30, k is from about 1 to about 5, and R 13 and R 14 Each of is independently selected from -CH2CH2OH and a linear or branched alkyl group having 1 to 5 carbon atoms.

3. The composition of claim 2, wherein the phosphate ester comprises: A phosphoric acid monoester having the formula: {R 12 O-[CH(CH3)CH2O)] g [CH2-CH2O] f } x P(=O)(O - X + ) y where R 12 Linear or branched C8-C 18 alkyl, g is 0, f is 0 to 8, x is 1, and y is 2; and A phosphate diester having the formula: {R 12 O-[CH(CH3)CH2O)] g [CH2-CH2O] f } x P(=O)(O - X + ) y (I) where R 12 Linear or branched C8-C 18 Alkyl, g is 0, f is 0 to 8, x is 2, and y is 1.

4. The composition of any one of the preceding claims, wherein the phosphate ester is present in an amount of about 0.5 to about 3 weight percent active ingredient, based on the total weight of the composition.

5. A composition according to any one of the preceding claims, wherein R 1 is a linear alkyl group having from about 12 to about 18 carbon atoms.

6. The composition according to any one of claims 1 to 4, wherein R 1 Selected from soya and coconut oil fractions.

7. The composition according to any one of claims 1 to 4, wherein R 1 is a soybean group and n is 1.

8. The composition according to any one of claims 1 to 4, wherein R 1 is the coconut oil portion and n is 1.

9. A composition according to any one of the preceding claims, wherein R 2 Contains oxyalkylene groups.

10. The composition of claim 9, wherein the oxyalkylene group is an oxyethylene group and a is from about 1 to about 6.

11. The composition of claim 10, wherein a is about 1-4.

12. A composition according to any one of the preceding claims, wherein R 5 For the coconut oil part.

13. A composition according to any one of the preceding claims, wherein R 6 and R 7 Each of the groups is an oxyethylene group.

14. The composition of any one of the preceding claims, wherein each of d and e is about 1.

15. The composition of any preceding claim, wherein (1) the first surfactant is present in an amount of about 3 to about 12 weight percent active ingredient, based on the total weight of the composition.

16. The composition of any preceding claim, wherein (2) the second surfactant is present in an amount of about 3 to about 12 weight percent active ingredient, based on the total weight of the composition.

17. The composition of any preceding claim, wherein the (3) third surfactant is present in an amount of from about 3 to about 12 weight percent active ingredient, based on the total weight of the composition.

18. A composition according to any one of the preceding claims, wherein R 8 is a coconut oil group, R 9 is -CH2CH2CH2-, and R 10 and R 11 Each of them is CH3.

19. A composition according to any preceding claim wherein two second surfactants are used.

20. An aqueous herbicidal composition comprising water and: (a) glyphosate or a derivative thereof, present in an amount of about 300 to about 700 grams acid equivalent per liter; (b) an alkoxylated phosphate ester present in an amount of about 0.5 to about 3 weight percent active ingredient, based on the total weight of the composition; (c) a surfactant component comprising at least one of the following: (1) a first surfactant, present in an amount of about 3 to about 12 weight percent active ingredient, based on the total weight of the composition, and having the following structure: where R 1 is a soybean group, and R 2 、R 3 and R 4 Each of which contains an oxyethylene group, a is from about 1 to about 6; Each of b and c is independently from about 4 to about 5; and n is about 1; and (2) a second surfactant, present in an amount of about 2 to about 8 weight percent active ingredient, based on the total weight of the composition, and having the following structure: where R 5 It is the tallow or coconut oil part, R 6 and R 7 Each of contains an oxyethylene group, and Each of d and e is independently from about 1 to about 5, and (3) a third surfactant, present in an amount of about 1 to about 15 weight percent active ingredient, based on the total weight of the composition, and having the following structure: where R 8 is an alkyl or alkenyl group having 4 to 22 carbon atoms, R 9 is an alkylene group having 1 to 4 carbon atoms, and R 10 and R 11 Each of is independently an alkyl group having 1 to 4 carbon atoms; and (d) Co-herbicides.

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