WO2019006726A1 - Compositions herbicides - Google Patents

Compositions herbicides Download PDF

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Publication number
WO2019006726A1
WO2019006726A1 PCT/CN2017/092004 CN2017092004W WO2019006726A1 WO 2019006726 A1 WO2019006726 A1 WO 2019006726A1 CN 2017092004 W CN2017092004 W CN 2017092004W WO 2019006726 A1 WO2019006726 A1 WO 2019006726A1
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WIPO (PCT)
Prior art keywords
alkyl
hydroxyalkyl
alkenyl
hydroxyalkenyl
composition according
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PCT/CN2017/092004
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English (en)
Inventor
Zhichao Han
Yuming Zhou
Zixian CHEN
Young Hoon Seo
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Rhodia Operations
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Priority to PCT/CN2017/092004 priority Critical patent/WO2019006726A1/fr
Publication of WO2019006726A1 publication Critical patent/WO2019006726A1/fr

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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
    • A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals

Definitions

  • the present invention relates to a composition, notably a herbicidal composition, which contains a glufosinate active ingredient and surfactants.
  • herbicides are widely used for controlling the growth of unwanted plants (weeds) in the field.
  • Herbicidal compositions are often characterized according to the identity of the active ingredient, and by the mode through which the active ingredient causes vegetation necrosis. Regardless of the active ingredient, most herbicides cause vegetation necrosis by interfering with one or more vital biological processes essential to the vegetation's survival. Yet, before the active ingredient of a herbicide can interfere with such biological processes, the active ingredient must somehow be absorbed into the vegetation. Unfortunately, this absorption is often hindered by the chemical nature of the active ingredient.
  • herbicidal compositions also include other components, commonly termed adjuvants, which enhance the performance and absorption of the active ingredient.
  • adjuvants One class of adjuvants that is frequently used is surfactants.
  • Surfactants are useful in herbicidal compositions because they tend to enhance the absorbing properties of the active ingredient, increase the spreading of the active ingredient on weeds, such as on the weed leaves, as well as facilitate application of the herbicide.
  • glufosinate possesses a good and broad activity against weeds of many botanical families.
  • Glufosinate often sold as an ammonium salt, is a naturally occurring broad-spectrum systemic herbicide produced by several species of Streptomyces soil bacteria. Glufosinate is, in general, taken up by the plant primarily through the leaves.
  • glufosinate can be formulated in combination with surfactants for various benefits.
  • US Patent No. 8,637,432 B2 discloses glufosinate formulations which contain alkyl ether sulfate and additional surfactants.
  • US Patent No. 9,307,757 B2 discloses a pesticide formulation containing glufosinate and a monoalkyl sulfosuccinate hydrotrope.
  • US Patent No. 5,491,125 discloses liquid herbicidal agents which contain glufosinate in combination with a surfactant.
  • the surfactant may be the betaine of coconut alkyldimethylaminoacetic acid or of coconut alkylaminopropionic acid.
  • the surfactant may also be alkylsulfoccinic acid monoesters or fatty alcohol polyglycol ether sulfosuccinic acid monoesters.
  • Glufosinate formulations are usually in liquid form.
  • the formulations should have good spreadability and adhesion, which could allow the active ingredients, once applied onto plants, to spread quickly and uniformly on plant surfaces (such as on foliage) . This would enable fast uptake of the active ingredients by the plants, thus result in good bioefficacy.
  • it is also highly desirable that the formulations are sufficiently stable when the temperature alters, for example under high or low temperatures.
  • the present invention provides a composition, notably a herbicidal composition, comprising at least:
  • composition according to the present application has satisfactory bioefficacy coupled with good stability.
  • the compositions could lead to excellent efficacy in killing weeds.
  • the compositions could remain stable under various temperatures, such as high and low temperatures.
  • the compositions could be readily formulated by a person with ordinary skills.
  • component (a) is an ammonium salt of glufosinate.
  • component (b) is an aliphatic alcohol sulfosuccinic acid monoester, an aliphatic alcohol alkoxylate sulfosuccinic acid monoester, or a mixture thereof.
  • the amphoteric surfactant is one or more compounds selected from betaine, amidobetaine, sulfobetaine, amidosulfobetaine, amphoacetate, amphodiacetate, amphopropionate, amphodipropionate, iminopropionate or a mixture thereof.
  • the amphoteric surfactant is betaine, amidobetaine, sulfobetaine, amidosulfobetaine or a mixture thereof.
  • composition of the present invention may be in solid form or liquid form, in particular, in liquid form.
  • the present invention also provides a liquid composition, notably a liquid herbicidal composition, comprising at least:
  • a liquid carrier such as water.
  • the present invention further provides a method for controlling undesired plants, such as weeds, which comprises applying the composition to the plants.
  • the present invention further provides use of the composition for controlling undesired plants, such as weeds.
  • any particular upper concentration, weight ratio or amount can be associated with any particular lower concentration, weight ratio or amount, respectively.
  • alkyl means a saturated hydrocarbon radical, which may be straight, branched or cyclic, such as, methyl, ethyl, n-propyl, iso-propyl, n-butyl, sec-butyl, t-butyl, pentyl, n-hexyl, cyclohexyl.
  • alkenyl as a group or part of a group denotes an aliphatic hydrocarbon group containing at least one carbon-carbon double bond and which may be straight or branched.
  • the group may contain a plurality of double bonds in the normal chain and the orientation about each is independently E or Z.
  • Exemplary alkenyl groups include, but are not limited to, ethenyl, propenyl, butenyl, pentenyl, hexenyl, heptenyl, octenyl and nonenyl.
  • the group may be a terminal group or a bridging group.
  • hydroxyalkyl means an alkyl radical, which is substituted with a hydroxyl groups, such as hydroxymethyl, hydroxyethyl, hydroxypropyl, and hydroxydecyl.
  • a herbicidally effective amount in reference to the relative amount of herbicide in a herbicidal composition means the relative amount that is effective to control growth of a target plant when the herbicidal composition is applied to the target plant at a given application rate.
  • the present invention provides a composition, notably a herbicidal composition, comprising:
  • R 1 and R 2 are—OX + , the other of R 1 and R 2 is or
  • R 3 is H, C 1 -C 4 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl,
  • R 4 is C 1 -C 22 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl, preferably C 1 -C 16 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl, more preferably C 4 -C 16 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl, still more preferably C 8 -C 16 alkyl or hydroxyalkyl,
  • n is 0 or an integer of 1 to 100, preferably 0 or an integer of 1 to 50, more preferably 0 or an integer of 1 to 30,
  • each X + is H or a cation, for example, NH 4 , an alkali metal such as sodium, potassium and calcium, an alkyl substituted ammonium such as ethylamine, propylamine and isopropylamine, and a hydroxyalkyl substituted ammonium such as alkanolamine.
  • an alkali metal such as sodium, potassium and calcium
  • an alkyl substituted ammonium such as ethylamine, propylamine and isopropylamine
  • a hydroxyalkyl substituted ammonium such as alkanolamine.
  • Glufosinate may be represented by the general formula (II) :
  • the compounds of the general formula (II) include an asymmetric carbon atom.
  • the L enantiomer is regarded as the biologically active isomer.
  • the general formula (II) hence embraces all stereoisomers and mixtures thereof, particularly the racemate, and the biologically active enantiomer in each case.
  • active ingredients of the formula (II) are as follows: glufosinate and its ammonium salt in racemic form, i.e., 2-amino-4-[hydroxy (methyl) phosphinoyl] butanoic acid and its ammonium salt, the L enantiomer of glufosinate and its ammonium salt, bilanafos/bialaphos, i.e., L-2-amino-4- [hydroxy (methyl) phosphinoyl] butanoyl-L-alaninyl-L-alanine and its sodium salt.
  • the composition according to the present invention comprises an ammonium salt of glufosinate.
  • the glufosinate active ingredient may be present in an amount of from 1 wt%to 90 wt%, preferably from 10 wt%to 35 wt%, more preferably from 10 wt%to 25 wt%, based on total weight of the composition.
  • the sulfosuccinate based compound may be according to the general formula (III) :
  • R 2 is—OX + ,
  • R 3 is H, C 1 -C 4 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl, such as methyl, ethyl, propyl, iso-propyl, butyl, and iso-butyl, preferably R 3 is H or methyl,
  • R 4 is C 1 -C 22 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl, preferably C 1 -C 16 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl, more preferably C 4 -C 16 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl, still more preferably C 8 -C 16 alkyl or hydroxyalkyl,
  • n is 0 or an integer of 1 to 100, preferably 0 or an integer of 1 to 50, more preferably 0 or an integer of 1 to 30,
  • each X + is H or a cation, for example, NH 4 , an alkali metal such as sodium, potassium and calcium, an alkyl substituted ammonium such as ethylamine, propylamine and isopropylamine, and a hydroxyalkyl substituted ammonium such as alkanolamine.
  • an alkali metal such as sodium, potassium and calcium
  • an alkyl substituted ammonium such as ethylamine, propylamine and isopropylamine
  • a hydroxyalkyl substituted ammonium such as alkanolamine.
  • the sulfosuccinate based compound may also be according to the general formula (IV) :
  • R 1 is—OX + ,
  • R 3 is H, C 1 -C 4 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl, such as methyl, ethyl, propyl, iso-propyl, butyl, and iso-butyl, preferably R 3 is H or methyl,
  • R 4 is C 1 -C 22 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl, preferably C 1 -C 16 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl, more preferably C 4 -C 16 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl, still more preferably C 8 -C 16 alkyl or hydroxyalkyl,
  • n is 0 or an integer of 1 to 100, preferably 0 or an integer of 1 to 50, more preferably 0 or an integer of 1 to 30,
  • each X + is H or a cation, for example, NH 4 , an alkali metal such as sodium, potassium and calcium, an alkyl substituted ammonium such as ethylamine, propylamine and isopropylamine, and a hydroxyalkyl substituted ammonium such as alkanolamine.
  • an alkali metal such as sodium, potassium and calcium
  • an alkyl substituted ammonium such as ethylamine, propylamine and isopropylamine
  • a hydroxyalkyl substituted ammonium such as alkanolamine.
  • the sulfosuccinate based compound is according to the general formula (V) :
  • R 1 and R 2 is—OX + ,
  • R 3 is H, C 1 -C 4 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl, such as methyl, ethyl, propyl, iso-propyl, butyl, and iso-butyl, preferably R 3 is H or methyl,
  • R 4 is C 1 -C 22 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl, preferably C 1 -C 16 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl, more preferably C 4 -C 16 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl, still more preferably C 8 -C 16 alkyl or hydroxyalkyl,
  • n is an integer of 1 to 100, preferably an integer of 1 to 50, more preferably an integer of 1 to 30,
  • each X + is H or a cation, for example, NH 4 , an alkali metal such as sodium, potassium and calcium, an alkyl substituted ammonium such as ethylamine, propylamine and isopropylamine, or a hydroxyalkyl substituted ammonium such as alkanolamine.
  • an alkali metal such as sodium, potassium and calcium
  • an alkyl substituted ammonium such as ethylamine, propylamine and isopropylamine
  • a hydroxyalkyl substituted ammonium such as alkanolamine.
  • the sulfosuccinate based compound is a mixture of at least the compound according to the general formula (V) and a compound according to the general formula (VI) :
  • R 1 and R 2 are—OR 5 ,
  • R 1 and R 2 is—OX + ,
  • R 5 is C 1 -C 22 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl, preferably C 1 -C 16 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl, more preferably C 4 -C 16 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl, still more preferably C 8 -C 16 alkyl or hydroxyalkyl,
  • each X + is H or a cation, for example, NH 4 , an alkali metal such as sodium, potassium and calcium, an alkyl substituted ammonium such as ethylamine, propylamine and isopropylamine, or a hydroxyalkyl substituted ammonium such as alkanolamine.
  • an alkali metal such as sodium, potassium and calcium
  • an alkyl substituted ammonium such as ethylamine, propylamine and isopropylamine
  • a hydroxyalkyl substituted ammonium such as alkanolamine.
  • sulfosuccinate based compound examples include and are not limited to:
  • MEA lauri
  • amphoteric surfactant (or zwitterionic surfactant) is well-known to a person skilled in the art. It refers to surfactants which, depending on the pH, have anionic and/or cationic properties. They also have an isoelectric point at which they possess a zwitterionic character. In particular, the term refers to compounds having an N + function in combination with an C (O) OH, C (O) O - , SO 3 H or SO 3 - function and to compounds having an N function in combination with a C (O) OH, C (O) O - , SO 3 H or SO 3 - function.
  • amphoteric surfactant is selected from the group consisting of:
  • betaine amidobetaine, sulfobetaine, amidosulfobetaine, amphoacetate, amphodiacetate, amphopropionate, amphodipropionate, iminopropionate, iminodipropionate, aminopropionate and a mixture thereof.
  • Betaines are generally known compounds. Betaine may be compounds according to the general formula (VII) :
  • R 6 is a C 1 -C 4 alkyl or hydroxyalkyl, such as a methyl, ethyl, propyl, hydroxyethyl and hydroxypropyl,
  • R 7 is C 6 -C 22 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl,
  • R 8 is a C 1 -C 4 alkyl or hydroxyalkyl, or a C 6 -C 22 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl,
  • x is an integer of 2-4
  • any two of the groups R 6 -R 8 may optionally form a ring structure.
  • Amidobetaines are generally known compounds.
  • Amidobetaine may be compounds according to the general formula (VIII) :
  • R 9 is a C 1 -C 4 alkyl or hydroxyalkyl, such as a methyl, ethyl, hydroxyethyl and hydroxypropyl group,
  • R 10 is C 5 -C 21 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl,
  • R 8 is a C 1 -C 4 alkyl or hydroxyalkyl, or a C 5 -C 21 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl,
  • x is an integer of 2-4
  • y is an integer of 2-4.
  • any two of the groups R 9 -R 11 may optionally form a ring structure.
  • Suitable betaines and amidobetaines may be those in which the alkyl moieties are derived from soybean oil, coconut oil, tallow or hydrogenated tallow.
  • betaines and amidobetaines include and are not limited to: decyl dimethyl betaine, coco dimethyl betaine, myristyl dimethyl betaine, palmityl dimethyl betaine, lauryl dimethyl betaine, cetyl dimethyl betaine, stearyl dimethyl betaine, dimethylcoco amidobetaine, dimethyloleyl amidobetaine, dimethyl-tallow amidobetaine, oleic amidopropyl betaine, erucic amidopropyl betaine.
  • Sulfobetaines are generally known compounds.
  • Sulfobetaine may be compounds according to the general formula (IX) :
  • R 12 is a C 1 -C 4 alkyl or hydroxyalkyl, such as a methyl, ethyl, propyl, hydroxyethyl and hydroxypropyl,
  • R 12 is C 6 -C 22 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl,
  • R 14 is a C 1 -C 4 alkyl or hydroxyalkyl, or a C 6 -C 22 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl,
  • R 15 is H or OH
  • x is an integer of 0-2,
  • any two of the groups R 12 -R 14 may optionally form a ring structure.
  • Amidosulfobetaine are generally known compounds. Amidosulfobetaine may be compounds according to the general formula (X) :
  • R 16 is C 5 -C 21 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl,
  • R 17 is a C 1 -C 4 alkyl or hydroxyalkyl, such as a methyl, ethyl, propyl, hydroxyethyl and hydroxypropyl,
  • R 18 is a C 1 -C 4 alkyl or hydroxyalkyl, or a C 5 -C 21 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl,
  • R 19 is H or OH
  • x is an integer of 2-4
  • y is an integer of 0-2
  • any two of the groups R 16 -R 18 may optionally form a ring structure.
  • sulfobetaine and amidosulfobetaine include and are not limited to: coco dimethyl sulfobetaine, myristyl dimethyl sulfobetaine, palmityl dimethyl sulfobetaine, lauryl dimethyl sulfobetaine, erucamidopropyl hydroxypropyl sulfobetaine, cocoamido ethylbetaine, cocoamidoethylsulfobetaine, erucamidopropyl hydroxyethyl sulfobetaine, erucamidopropyl hydroxymethyl sulfobetaine.
  • Iminopropionate may be compounds according to the general formula (XI) :
  • R 20 is a C 6 -C 22 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl
  • Y is a cation
  • Aminopropionates may be compounds according to the general formula (XII) :
  • each R 21 and R 22 is independently a H, C 6 -C 22 alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl,
  • Y is a cation
  • iminopropionate and aminopropionate include and are not limited to: N-coco-beta-aminopropionate, N-tallow-beta-aminopropionate, N-coco-beta-iminopropionate, N-tallow-beta-iminopropionate.
  • iminodipropionate examples include sodium cociminodipropionate and sodium 2-ethylhexyliminodipropionate.
  • Amphoacetates, amphodiacetates, amphopropionates and amphodipropionates are known compounds. Examples of such compounds include and are not limited to : cocoamphoacetate, lauroamphoacetate, caproamphoacetate, caprylamphoacetate, stearoamphoacetate, isostearoamphoacetate, myristoamphoacetate, cocoamphodiacetate, lauroamphodiacetate, caproamphodiacetate, caprylamphodiacetate, stearoamphodiacetate, isostearoamphodiacetate, myristoamphodiacetate, cocoamphopropionate, lauroamphopropionate, caproamphopropionate, caprylamphopropionate, stearoamphopropionate, isostearoamphopropionate, myristoamphopropionate, cocoamphodipropionate, lauroamphodipropionate, caproamphodipropionate, caprylamphodipropionate, stearo
  • amphoteric surfactant examples include: CF/AS30HL (C 12-14 alkyldimethyl betaine) , LHS (dodecyl sulfonate betaine) , H2C-HA (disodium lauriminodipropionate) , DP-122 (cocimino dipropionate) , C2M-SF Conc (disodium cocoamphodipropionate) , OIP-40 (sodium 2-ethylhexyliminodipropionate) , CBS 35 (cocoamidopropyl sulfonate betaine) , ULTRA L-32 (sodium lauroamphoacetate) , CAB (cocoamidopropyl betaine) , ASC (alkylether hydroxypropyl sultaine) , all from Solvay.
  • CF/AS30HL C 12-14 alkyldimethyl betaine
  • LHS dodecyl sulf
  • the composition comprises:
  • the composition comprises:
  • the composition comprises:
  • the composition comprises:
  • the sulfosuccinate based compound may be present in an amount of from 0.01 wt%to 30 wt%, preferably from 0.1 wt%to 25 wt%, more preferably from 1 to 15 wt%, based on total weight of the composition.
  • the amphoteric surfactant may be present in an amount of from 0.01 wt%to 30 wt%, preferably from 0.1 wt%to 25 wt%, more preferably from 1 to 15 wt%, based on total weight of the composition.
  • the weight ratio between the sulfosuccinate based compound and the amphoteric surfactant may be from 10/90 to 90/10, preferably from 30/70 to 70/30.
  • the composition may be a liquid composition or may be in solid form.
  • the composition is a liquid composition, more preferably an aqueous composition.
  • the composition for example, may be an aqueous solution or an aqueous dispersion, in particular a single phase solution.
  • the composition may also be a suspension concentrate in which some insoluble components are present in the solid phase, and the glufosinate active ingredient and the surfactants according to the invention are in the aqueous liquid phase.
  • the composition may also be an emulsion, for example, components of low melting point or liquid components are prepared with the glufosinate active ingredient and the surfactants in the form of a stable emulsion in which the glufosinate active ingredient and the surfactants are present in the aqueous phase and the water-insoluble liquid or some components, dissolved in organic solvents, is present in the "oily" liquid phase, where the organic solvents themselves should not be water-soluble.
  • the compositions may include both dilute compositions, which are ready for immediate use, and concentrated compositions, which require to be diluted before use, usually with water.
  • the present invention relates to a liquid composition, notably a liquid herbicidal composition, comprising:
  • the liquid carrier may notably be water.
  • the liquid carrier may optionally comprise one or more organic solvents as well.
  • suitable organic solvents are aliphatic alcohols, such as lower alkanols such as methanol, ethanol, propanol, isopropanol and butanol, or polyhydric alcohols such as ethylene glycol and glycerol, for example, polar ethers such as tetrahydrofuran (THF) , dioxane, alkylene glycol monoalkyl and dialkyl ethers, such as propylene glycol monomethyl ether, propylene glycol monoethyl ether, ethylene glycol monomethyl or monoethyl ether, diglyme and tetraglyme, for example; amides such as dimethylformamide (DMF) , dimethylacetamide, dimethylcaprylamide, dimethylcapramide and N-alkylpyrrolidones; ketones such as acetone; esters based on
  • solvents which additionally include alcohols such as methanol, ethanol, n-and isopropanol, n-, iso-, tert-and 2-butanol.
  • Preferred organic solvents are polar organic solvents such as N-methylpyrrolidone and PM (propylene glycol monomethyl ether) .
  • the herbicidal composition should contain no, or the smallest possible amounts, of organic solvents due to the flammability and potential hazard for the user.
  • the composition of the present invention is substantially free or completely free of any organic solvent.
  • “substantially free” when used with reference to the absence of organic solvent in the composition means that the composition comprises less than 1 wt%of organic solvent, more preferably less than 0.5 wt%of organic solvent, based on the total weight of the composition.
  • the term "completely free” when used with reference to the absence of organic solvent in the composition means that the composition comprises no organic solvent at all.
  • the glufosinate active ingredient may be present in an amount of from 5 wt%to 35 wt%, preferably from 5 wt%to 30 wt%, more preferably from 5 wt%to 25 wt%, still more preferably from 10 wt%to 20 wt%, based on total weight of the liquid composition.
  • liquid composition according to the present invention comprises:
  • liquid composition according to the present invention comprises:
  • composition may further comprise other agronomically suitable excipients such as auxiliary adjuvants for example ammonium sulfate, other surfactants, solvents, pH modifiers, crystallization inhibitors, viscosity modifiers, suspending agents, spray droplet modifiers, pigments, antioxidants, light-blocking agents, compatibilizing agents, antifoam agents, sequestering agents, neutralizing agents, corrosion inhibitors, dyes, odorants, spreading agents, penetration aids, emolients, lubricants, sticking agents, dispersing agents, thickening agents, freezing point depressants, antimicrobial agents, plant growth regulators, crop dessicants, fungicides, bacteriocides, bacteriostats, insecticides, miticides, nematocides, and insect repellants.
  • auxiliary adjuvants for example ammonium sulfate, other surfactants, solvents, pH modifiers, crystallization inhibitors, viscosity modifiers, suspending agents, spray droplet
  • composition may, if desired, comprise nonionic and/or cationic surfactants as component (e) .
  • nonionic surfactants for surfactant component e are:
  • e1 fatty alcohols having 10-24 carbon atoms with 0-60 EO and/or 0-20 PO and/or 0-15 BO in any order.
  • examples of such compounds are C, L, O, T, UD, UDD and X grades from Clariant, and A, AT, ON and TO grades from BASF, 24 and O13 grades from Condea, grades from Henkel, and grades from Akzo-Nobel such as Ethylan DC 120;
  • fatty acid alkoxylates and triglyceride alkoxylates such as the NOG grades from Condea or the grades from Clariant;
  • fatty acid amide alkoxylates such as the grades from Henkel or the grades from Solvay;
  • alkylene oxide adducts of alkynediols such as the grades from Air Products; sugar derivatives such as amino sugars and amido sugars from Clariant,
  • polyol-based alkylene oxide adducts such as grades from Clariant
  • cationic surfactants for surfactant component e
  • examples of cationic surfactants are alkylene oxide adducts of fatty amines and corresponding quaternary ammonium compounds having 8 to 22 carbon atoms, such as such as tallow alkyl amine ethoxylates, grades from Solvay.
  • Suitable defoamers include all customary defoamers, preferably silicone-based defoamers, such as silicone oils, for example.
  • Preferred defoamers are those from the group of linear polydimethylsiloxanes having an average dynamic viscosity, measured at 25°C., in the range from 1000 to 8000 mPas, preferably 1200 to 6000 mPas, and containing silica.
  • Silica comprehends forms/modifications such as polysilicic acids, meta-silicic acid, ortho-silicic acid, silica gel, silicic acid gels, kieselguhr, precipitated S i O 2 , etc.
  • Defoamers from the group of linear polydimethylsiloxanes contain as their chemical backbone a compound of the formula HO— [S i (CH 3 ) 2 -O—] n —H, in which the end groups are modified, by etherification for example, or, in general, are attached to the groups—S i (CH 3 ) 3 .
  • the amount of silica can be modified within a wide range and is generally situated in the range from 0.1 to 10 percent by weight, preferably 0.2 to 5 percent by weight, in particular 0.2%to 2%by weight, of silica, based on the weight of polydimethylsiloxane.
  • defoamers of this kind are Antifoam 416 and Antifoam 481 (Solvay) .
  • silicone oils can also be used in the form of emulsions.
  • the composition may further comprise inorganic salts.
  • an inorganic ammonium salt such as ammonium sulfate can be included.
  • Illustrative inorganic salts that can be present are ammonium carbonate, ammonium bicarbonate, ammonium chloride, ammonium fluoride, ammonium nitrate, ammonium biphosphate, ammonium dihydrogen phosphate, ammonium sulfate, ammonium bisulfate, ammonium bisulfite, ammonium thiocyanate, potassium carbonate, potassium bicarbonate, potassium chloride, potassium nitrate, potassium phosphate, potassium biphosphate, potassium dihydrogen phosphate, potassium sulfate, potassium bisulfate, potassium sulfite, potassium bisulfite, sodium carbonate, sodium bicarbonate, sodium chloride, sodium nitrate, sodium phosphate, sodium biphosphate, sodium dihydrogen phosphate, sodium sulfate, sodium bisulfate, sodium sulfit
  • the composition may further comprise one or more thickeners, including any viscosity increasing or thixotropic agent known in the art.
  • Certain surfactants including representatives of nonionic and anionic surfactant classes identified above, can act as thickeners.
  • Inert solid particulates useful as thickeners include microparticulate and nanoparticulate silica, titanium dioxide, aluminum oxide, attapulgites, montmorillonites, bentonites and diatomites.
  • Gums useful as thickeners include xanthan, gellan and guar gums.
  • Polymers useful as thickeners include polyethylene and polypropylene glycols, polyacrylates, polyacrylamides, polyethyleneimines, polyvinyl alcohol, polyvinyl acetate, methyl-, hydroxyethyl-and hydroxypropylcelluloses and derivatives thereof, starches and derivatives thereof, etc.
  • Preferred thickeners where included are colloidal microparticulate silica and clays, such as colloidal attapulgite. Clays that have a tendency to bind the foliar-active herbicide or otherwise render it insoluble in water or unavailable for foliar uptake should be used sparingly in the composition, to avoid loss of foliar herbicidal activity.
  • the liquid composition according to the present invention may be prepared by methods which are customary in principle, i.e. by mixing the components with stirring or shaking or by means of static mixing methods.
  • the liquid composition obtained is stable with good storage properties under a wide range of temperatures.
  • the adjuvants in the composition such as the sulfosuccinate based compound, the amphoteric surfactants and optionally other ingredients, may be mixed and prepared as a tank mix of adjuvant formulation, which can be readily mixed with the glufosinate actives before application.
  • the tank mix adjuvant formulation can also be applied to plants simultaneously with the glufosinate actives.
  • composition of the present invention may also be in the form of wettable powders, emulsifiable concentrates, dusting agents and granules.
  • Wettable powders are preparations which are uniformly dispersible in water and which, besides the active substance, also contain wetting agents, for example polyoxethylated alkylphenols, polyoxethylated fatty alcohols or fatty amines, fatty alcohol polyglycol ether sulfates, , alkanesulfonates or alkylbenzenesulfonates, and dispersing agents, for example sodium lignin-sulfonate, sodium 2, 2'-dinaphthylmethane-6, 6'-disulfonate, sodium dibutylnaphthalenesulfonate, or alternatively sodium oleylmethyltaurinate, in addition to a liquid carrier or inert substance.
  • wetting agents for example polyoxethylated alkylphenols, polyoxethylated fatty alcohols or fatty amines, fatty alcohol polyglycol ether sulfates, , alkane
  • Emulsifiable concentrates may be prepared by dissolving the active substance in an organic solvent, for example butanol, cyclohexanone, dimethylformamide, xylene or else higher-boiling aromatic compounds or hydrocarbons, with the addition of one or more emulsifiers.
  • organic solvent for example butanol, cyclohexanone, dimethylformamide, xylene or else higher-boiling aromatic compounds or hydrocarbons.
  • emulsifiers which can be used are: calcium salts of an alkylarylsulfonic acid, such as Ca dodecylbenzene-sulfonate, or non-ionic emulsifiers, such as fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide/ethylene oxide condensation products, alkyl polyethers, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters or polyoxyethylene sorbitol esters.
  • alkylarylsulfonic acid such as Ca dodecylbenzene-sulfonate
  • non-ionic emulsifiers such as fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide/ethylene oxide condensation products, alkyl polyethers, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty
  • Dusting agents can be obtained by grinding the active substance with finely divided solid substances, for example talc or natural clays, such as kaolin, bentonite, pyrophyllite or diatomaceous earth.
  • finely divided solid substances for example talc or natural clays, such as kaolin, bentonite, pyrophyllite or diatomaceous earth.
  • Granules can be produced either by spraying the active substance onto adsorptive, granulated inert material or by applying active substance concentrates onto the surface of carriers, such as sand, kaolinites or granulated inert material, by means of binders, for example polyvinyl alcohol, sodium polyacrylate or, alternatively, mineral oils.
  • carriers such as sand, kaolinites or granulated inert material
  • binders for example polyvinyl alcohol, sodium polyacrylate or, alternatively, mineral oils.
  • compositions according to the present invention are especially suitable for use in crop protection wherein the compositions are applied to the plants, to parts of the plants or to the area under cultivation.
  • a method for controlling undesired plants which comprises applying the composition described herein to the plants.
  • composition may be used to control a very wide variety of plants worldwide.
  • Particularly important annual dicotyledonous plant species for control of which the composition of the invention can be used are exemplified without limitation by velvetleaf (Abutilon theophrasti) , pigweed (Amaranthus spp. ) , buttonweed (Borreria spp. ) , oilseed rape, canola, indian mustard, etc. (Brassica spp. ) , commelina (Commelina spp. ) , filaree (Erodium spp. ) , sunflower (Helianthus spp. ) , morningglory (Ipomoea spp. ) , kochia (Kochia scoparia) , mallow (Malva spp.
  • composition of the invention can be used are exemplified without limitation by wild oat (Avena fatua) , carpetgrass (Axonopus spp. ) , downy brome (Bromus tectorum) , crabgrass (Digitaria spp.
  • bamyardgrass Echinochloa crus-galli
  • goosegrass Eleusine indica
  • annual ryegrass Liolium multiflorum
  • rice Oryza sativa
  • ottochloa Ottochloa nodosa
  • bahiagrass Pier notatum
  • canarygrass Phalaris spp.
  • foxtail Setaria spp.
  • wheat Triticum aestivum
  • corn Zea mays
  • composition of the invention can be used are exemplified without limitation by mugwort (Artemisia spp. ) , milkweed (Asclepias spp. ) , schema thistle (Cirsium arvense) , field bindweed (Convolvulus arvensis) and kudzu (Pueraria spp. ) .
  • brachiaria Brachiaria spp.
  • bermudagrass Croparia spp.
  • yellow nutsedge Croperus esculentus
  • purple nutsedge C. rotundus
  • quackgrass Elymus repens
  • lalang Imperata cylindrica
  • perennial ryegrass Plant ryegrass
  • guineagrass Panicum maximum
  • dallisgrass Pullisgrass
  • reed Phragmites spp.
  • cattail Typha spp.
  • composition of the invention can be used are exemplified without limitation by horsetail (Equisetum spp. ) , bracken (Pteridium aquilinum) , blackberry (Rubus spp. ) and gorse (Ulex europaeus) .
  • the composition of the present invention is preferably dilute enough to be readily sprayed using standard agricultural spray equipment.
  • Application of the composition to foliage may be accomplished by spraying, using any conventional means for spraying liquids, such as spray nozzles, atomizers or the like.
  • the composition of the invention can be used in precision farming techniques, in which apparatus is employed to vary the amount of pesticide applied to different parts of a field, depending on variables such as the particular plant species present, soil composition, etc.
  • a global positioning system operated with the spraying apparatus can be used to apply the desired amount of the composition to different parts of a field.
  • the selection of application rates that are herbicidally effective for a composition of the invention is within the skill of the ordinary agricultural scientist.
  • GLUFOSINATE glufosinate ammonium powder, 2-amino-4-(hydroxymethylphosphinyl) butanoic acid monoammonium salt;
  • SULFOSUCCINATE 1 a blend of alkylsulfosuccinic acid monoester and fatty alcohol polyglycol ether sulfosuccinic acid monoester containing about 1-30 EO, solid content 50wt%;
  • SULFOSUCCINATE 2 disodium lauryl sulfosuccinate monoester, solid content 40wt%;
  • SULFOSUCCINATE 3 disodium ethoxylated alcohol monoester of sulfosuccinic acid, containing about 1-10 EO, solid content 31wt%;
  • CYA/75 dioctyl sulfosuccinate ester, solid content 75wt%, from Solvay;
  • CF/AS30HL C 12-14 alkyldimethyl betaine, solid content 39wt%, from Solvay;
  • LHS dodecyl sulfonate betaine, solid content 30wt%, from Solvay;
  • H2C-HA disodium lauriminodipropionate, solid content 30wt%, from Solvay;
  • DP-122 cocimino dipropionate, solid content 30wt%, from Solvay;
  • C2M-SF Conc disodium cocoamphodipropionate, solid content 39wt%, from Solvay;
  • OIP-40 sodium 2-ethylhexyliminodipropionate, solid content 49wt%, from Solvay;
  • CBS 35 cocoamidopropyl sulfonate betaine, solid content 35wt%, from Solvay;
  • ULTRA L-32 sodium lauroamphoacetate, solid content 38wt%, from Solvay;
  • ASC alkylether hydroxypropyl sultaine, solid content 50wt%, from Solvay;
  • CAB cocoamidopropyl betaine, solid content 35wt%, from Solvay;
  • N70K anionic surfactant, sodium lauryl ether sulfate, solid content 70wt%, from Solvay.
  • Glufosinate compositions were prepared according to the formulations in upper panel of Tables 1-3 below ( “S” means Sample, “CS” means Comparative Sample) . Briefly, a glufosinate ammonium salt base solution (50wt%) was firstly prepared and the pH was adjusted to be in the range of 5-7. Then, the base solution was mixed with surfactants and water to obtain the final compositions. Stability of the compositions were tested under 54°C, 20°C, 0°C and-10°C, respectively. The appearance of the compositions was observed after two weeks (for 54°C and 20°C) or one week (for 0°C and-10°C) . Results are shown in lower panel of Tables 1-3.
  • compositions could remain stable under various temperatures.
  • composition containing dioctyl sulfosuccinate ester (CS1) and an amphoteric surfactant exhibited poor stability under 20°C and 54°C.
  • composition containing a sulfosuccinate based compound and an anionic surfactant (CS2) exhibited poor stability under low temperature.
  • Glufosinate compositions were prepared according to the formulations in upper panel of Tables 4-6 below. Efficacy of the formulations was tested on Digitaria sanguinalis (L. ) Scop. The plants were cultured under room temperature and sprayed with the glufosinate formuations when the plants reached 3-leaves stage. The dosage of the glufosinate formulation was 60 ml/acre (200g active/L) . A group of untreated plants was used as control.
  • results showed that the inventive compositions containing the sulfosuccinate based compound and the amphoteric surfactant exhibited markedly higher efficacy in killing the weeds, compared to that containing the sulfosuccinate based compound alone or that containing the amphoteric surfactant alone.
  • S18 which contains a sulfosuccinate based compound and a betaine exhibited markedly higher efficacy compared to CS3 (containing betaine alone) and CS4 (containing the sulfosuccinate based compound alone) .

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

Abstract

L'invention concerne une composition comprenant au moins : (a) une quantité efficace du point de vue herbicide du glufosinate ou du sel de celui-ci; (b) un composé à base de sulfosuccinate; et (c) un tensioactif amphotère. La présente invention concerne également le procédé d'utilisation de la composition.
PCT/CN2017/092004 2017-07-06 2017-07-06 Compositions herbicides WO2019006726A1 (fr)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113677206A (zh) * 2019-04-04 2021-11-19 罗地亚经营管理公司 农业用亚氨基二丙酸盐表面活性剂

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002097102A (ja) * 2000-06-23 2002-04-02 Sanyo Chem Ind Ltd 殺生水和剤用分散剤
WO2007059107A2 (fr) * 2005-11-14 2007-05-24 Rhodia Inc. Compositions d’adjuvant agricole, compositions de pesticides et procedes d’utilisation de telles compositions
CN101773142A (zh) * 2010-02-25 2010-07-14 北京颖泰嘉和科技股份有限公司 一种含有草铵膦、恶草酮的除草剂组合物及其应用
CN102573458A (zh) * 2009-09-24 2012-07-11 阿克佐诺贝尔化学国际公司 在农药配料和应用中作为水溶助长剂的单烷基磺基琥珀酸盐
CN106359445A (zh) * 2016-08-04 2017-02-01 四川利尔作物科学有限公司 除草组合物及其应用
CN106386805A (zh) * 2016-08-31 2017-02-15 广东中迅农科股份有限公司 一种用于草铵膦水剂的增效剂
CN106614717A (zh) * 2016-09-30 2017-05-10 张轶翔 一种复合型除草剂
CN106689124A (zh) * 2016-10-18 2017-05-24 江苏凯元科技有限公司 一种低泡型草铵膦增效剂及其制备方法

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002097102A (ja) * 2000-06-23 2002-04-02 Sanyo Chem Ind Ltd 殺生水和剤用分散剤
WO2007059107A2 (fr) * 2005-11-14 2007-05-24 Rhodia Inc. Compositions d’adjuvant agricole, compositions de pesticides et procedes d’utilisation de telles compositions
CN102573458A (zh) * 2009-09-24 2012-07-11 阿克佐诺贝尔化学国际公司 在农药配料和应用中作为水溶助长剂的单烷基磺基琥珀酸盐
CN101773142A (zh) * 2010-02-25 2010-07-14 北京颖泰嘉和科技股份有限公司 一种含有草铵膦、恶草酮的除草剂组合物及其应用
CN106359445A (zh) * 2016-08-04 2017-02-01 四川利尔作物科学有限公司 除草组合物及其应用
CN106386805A (zh) * 2016-08-31 2017-02-15 广东中迅农科股份有限公司 一种用于草铵膦水剂的增效剂
CN106614717A (zh) * 2016-09-30 2017-05-10 张轶翔 一种复合型除草剂
CN106689124A (zh) * 2016-10-18 2017-05-24 江苏凯元科技有限公司 一种低泡型草铵膦增效剂及其制备方法

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113677206A (zh) * 2019-04-04 2021-11-19 罗地亚经营管理公司 农业用亚氨基二丙酸盐表面活性剂
EP3945823A4 (fr) * 2019-04-04 2022-11-16 Rhodia Operations Tensioactifs iminodipropionates à usage agricole

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