US20030158042A1 - Concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant - Google Patents

Concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant Download PDF

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Publication number
US20030158042A1
US20030158042A1 US10/059,708 US5970802A US2003158042A1 US 20030158042 A1 US20030158042 A1 US 20030158042A1 US 5970802 A US5970802 A US 5970802A US 2003158042 A1 US2003158042 A1 US 2003158042A1
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United States
Prior art keywords
formulation according
linear
radical
represent
herbicide
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Abandoned
Application number
US10/059,708
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English (en)
Inventor
Valerio Bramati
Joel Coret
Scott Edwards
Paul Gioia
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rhodia Chimie SAS
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Rhodia Chimie SAS
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=27658265&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=US20030158042(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Rhodia Chimie SAS filed Critical Rhodia Chimie SAS
Priority to US10/059,708 priority Critical patent/US20030158042A1/en
Assigned to RHODIA CHIMIE reassignment RHODIA CHIMIE ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: BRAMATI, VALERIE, EDWARDS, SCOTT, GIOIA, PAUL, CORET, JOEL
Priority to AU2003211369A priority patent/AU2003211369B2/en
Priority to ES03706390T priority patent/ES2268328T3/es
Priority to CA2651887A priority patent/CA2651887C/en
Priority to DE60325111T priority patent/DE60325111D1/de
Priority to CA2820978A priority patent/CA2820978C/en
Priority to ES06016774T priority patent/ES2318630T3/es
Priority to DK06016774T priority patent/DK1714554T3/da
Priority to US10/502,475 priority patent/US8236730B2/en
Priority to AT06016774T priority patent/ATE415818T1/de
Priority to AT03706390T priority patent/ATE336170T1/de
Priority to DE60307596T priority patent/DE60307596T2/de
Priority to EP03706390A priority patent/EP1469731B1/en
Priority to MXPA04007122 priority patent/MX248285B/es
Priority to PT06016774T priority patent/PT1714554E/pt
Priority to RU2004126226/04A priority patent/RU2296468C2/ru
Priority to PT03706390T priority patent/PT1469731E/pt
Priority to EP06016774A priority patent/EP1714554B1/en
Priority to PCT/EP2003/000825 priority patent/WO2003063589A2/en
Priority to MX2011011411A priority patent/MX343569B/es
Priority to EP08105916A priority patent/EP2025230A3/en
Priority to BR0307281-9A priority patent/BR0307281A/pt
Priority to CA002473946A priority patent/CA2473946C/en
Priority to DK03706390T priority patent/DK1469731T3/da
Priority to NZ534176A priority patent/NZ534176A/en
Publication of US20030158042A1 publication Critical patent/US20030158042A1/en
Priority to US10/866,389 priority patent/US6992046B2/en
Priority to IL162984A priority patent/IL162984A/en
Priority to ZA2004/05633A priority patent/ZA200405633B/en
Priority to CO04083305A priority patent/CO5600987A2/es
Priority to US11/264,085 priority patent/US20060058193A1/en
Priority to AU2006204641A priority patent/AU2006204641A1/en
Priority to US12/000,311 priority patent/US20100279869A1/en
Priority to AU2009212840A priority patent/AU2009212840B2/en
Abandoned legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N57/00Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/18Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
    • A01N57/20Biocides, 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 aqueous phytopathological formulations comprising at least one aminophosphate or aminophosphonate type herbicide and at least one betaine type principal surfactant associated with one or more particular additives.
  • such aqueous formulations comprise additives known as biological activators the role of which is to increase the efficacy of the herbicide, for example by encouraging wetting of the plant by that active ingredient or by encouraging penetration into the plant.
  • aqueous commercial formulations comprising active ingredients of the amino acid type cited above, one of the most frequently used biological activators is an ethoxylated amine.
  • ethoxylated amine compounds are their chemical toxicity. They are irritants and are only slightly biodegradable. Further, they are highly ecotoxic, more particularly towards aquatic plant organisms (algae) or aquatic animals (insects, batrachia) even at low concentrations.
  • the present invention aims to provide novel aqueous phytopathological formulations comprising at least one active ingredient, more particular a herbicide of the aminophosphate or aminophosphonate type, with a proportion of ethoxylated amine with respect to the herbicide that is lower than in the normal formulations, or even free of such amines, while retaining an activity that is at least equal to said formulations.
  • aqueous phytopathological formulations comprising a hydrosoluble salt of at least one aminophosphate or aminophosphonate type herbicide; at least one principal surfactant selected from alkylbetaines and alkyl(amidoalkyl)betaines, and at least one additive selected from at least one of the following compounds:
  • amines or etheramines comprising at least one hydrocarbon radical containing 2 to 24 carbon atoms, optionally polyalkoxylated;
  • alkali metal alkaline-earth metal, ammonium, alkylammonium, alkanolammonium, iron, zinc or manganese salts of a mineral acid.
  • the formulation of the invention is stable on storage and does not cause problems during use. No gel appears, nor does the viscosity increase greatly during dilution prior to application.
  • the formulation of the invention comprises, as an active ingredient, a hydrosoluble salt of at least one herbicide of the aminophosphate or aminophosphonate type.
  • the formulations of the invention comprise at least one hydrosoluble salt of N-phosphonomethyl glycine.
  • glyphosate will be used below to define hydrosoluble salts of N-phosphonomethyl glycine.
  • Suitable salts that can more particularly be cited are the salts of alkali metals such as sodium or potassium; ammonium salts of the N(R) 4 + type in which radicals R, which may be identical or different, represent a hydrogen atom or a linear or non linear, saturated or unsaturated C 1 -C 6 hydrocarbon radical that may be substituted by a hydroxyl group; or sulphonium salts; said salts being present alone or in a combination.
  • Ammonium salts that can in particular be cited include secondary or primary amines such as isopropylamine, dimethylamine, diamines such as ethylenediamine, or alkanolamines such as monoethanolamine.
  • Trimethylsulphonium is a perfectly suitable sulphonium salt.
  • Preferred glyphosate derivatives for herbicidal application that can be cited are isopropylamine, the monoethanolamine salt and the trimethylsulphonium salt.
  • the herbicide content of the aqueous formulations of the invention is in the range 80 to 510 g/l expressed in acid herbicide equivalents.
  • the aqueous formulations comprises at least one principal surfactant selected from alkylbetaines and alkyl(amidoalkyl)betaines.
  • the principal surfactant corresponds to one or more of the following formulae:
  • R 1 represents a linear or branched alkyl group containing 3 to 30 carbon atoms, preferably 3 to 20 carbon atoms, such as propyl, dodecyl, hexadecyl or an alkamide group, such as dodecanamide;
  • R 2 which may or may not be identical, represent an alkyl radical, preferably a methyl radical
  • R 3 represents a hydrogen atom or a —CH 2 COOM radical or an alkyl radical
  • M represents an alkali metal, preferably sodium.
  • Said compounds which can be used in the invention as principal surfactants, are commercially available products and are sold by Rhodia Chimie under the trade names Mirataine® and Wettem®.
  • said commercially available products can be used as they are, without undergoing an initial treatment to reduce the amount of salt, for example (sodium chloride in particular).
  • the amount of principal surfactant in the phytopathological formulation of the invention is advantageously in the range 20 to 180 g/l.
  • the phytopathological formulations of the invention comprise at least one additive selected from at least one of the following compounds:
  • amines or etheramines comprising at least one hydrocarbon radical containing 2 to 24 carbon atoms, optionally polyalkoxylated;
  • alkali metal alkaline-earth metal, ammonium, alkylammonium, alkanolammonium, iron, zinc or manganese salts of a mineral acid.
  • compounds (i) are more particularly selected from amines comprising at least one linear or branched, saturated or unsaturated radical containing 2 to 24 carbon atoms, preferably 8 to 18 carbon atoms, optionally comprising 2 to 30 oxyalkylene motifs, preferably oxyethylene, or a mixture of a plurality thereof.
  • compounds (i) are selected from etheramines comprising at least one linear or branched, saturated or unsaturated radical containing 6 to 24 carbon atoms, preferably 8 to 20 carbon atoms, optionally comprising 2 to 30 oxyalkylene motifs, preferably oxyethylene, or a mixture of a plurality thereof. More particularly, the etheramines correspond to the following formula:
  • formula R represents a linear or branched, saturated or unsaturated hydrocarbon radical containing 6 to 24 carbon atoms, preferably 8 to 20 carbon atoms; OA, which may or may not be identical from one motif to another and from one branch to another, represent an oxyethylene motif, preferably oxypropylene; and n, n′, which may or may not be identical, represent a mean number in the range 1 to 30.
  • amines derived from copra and containing 5 oxyethylene (OE) motifs examples include amines derived from copra and containing 5 oxyethylene (OE) motifs, oleic amines containing 5 OE, amines derived from tallow containing 10 OE, etheramines corresponding to the above formula, in which radical R is an alkyl radical containing 12 to 15 carbon atoms, the number of OE motifs being in the range 20 to 30.
  • OE oxyethylene
  • the amount of compounds (i) represents 0 to 120 g/l of the formulation.
  • the amount of this type of compound is in the range 0 to 60 g/l.
  • the phytopathological formulations are free of them.
  • A which may or may not be identical, represent a group R′ 1 -O(CH 2 -CHR′ 2 -O) n in which:
  • R′ 1 which may or may not be identical, represent a linear or non linear, saturated or unsaturated C 6 -C 20 hydrocarbon radical, preferably C 8 -C 18 ;
  • R′ 2 which may or may not be identical, represent a hydrogen atom or a methyl or ethyl radical, preferably a hydrogen atom;
  • n is a mean number of motifs in the range 0 to 10, preferably in the range 2 to 10;
  • M which may or may not be identical, represent a hydrogen atom, an alkali or alkaline-earth metal, a N(R 3 ) 4 + type radical in which radicals R 3 , which may or may not be identical, represent a hydrogen atom or a linear or non linear, saturated or unsaturated C 1 -C 6 hydrocarbon radical optionally substituted with a hydroxyl group;
  • m is a whole number in the range 1 to 2.
  • compound (ii) can be in the form of a monoester, a diester, or a mixture of these two esters.
  • the amount of compound (ii), if present in the formulation of the invention is in the range 0 to 120 g/l.
  • Compound (iii) is advantageously selected from alkali metal or alkaline-earth metal, ammonium, or linear or non linear, saturated or unsaturated C 1 -C 6 alkylammonium or alkanolammonium sulphates, nitrates or phosphates; or from iron, zinc or manganese sulphates, used alone or as a mixture.
  • the amount of compound (iii) in the formulations, if present, is more particularly in the range 0 to 200 g/l.
  • the proportion by weight of principal surfactant/sum of additives (i) to (iii) is in the range 6/1 to 1/2.
  • the total amount of principal surfactant and additive(s) represents 60 to 180 g/l of the formulation.
  • the formulations can also comprise additives that are conventional in the field such as anti-foaming agents, for example organopolysiloxanes; or thickening agents such as xanthan gum type polysaccharides, alginates, carboxylated or hydroxylated methylcelluloses, synthetic macromolecules of the polyacrylate, polymaleate, polyvinylpyrrolidone, polyethylene glycol or polyvinyl alcohol type, or of the inorganic type such as bentonites.
  • anti-foaming agents for example organopolysiloxanes
  • thickening agents such as xanthan gum type polysaccharides, alginates, carboxylated or hydroxylated methylcelluloses, synthetic macromolecules of the polyacrylate, polymaleate, polyvinylpyrrolidone, polyethylene glycol or polyvinyl alcohol type, or of the inorganic type such as bentonites.
  • the formulation can also comprise auxiliary additives such as antioxidants, anti-UV agents, colorants, etc.
  • the amount of these additives listed above is normally less than 10% by weight, preferably 1% by weight or less, advantageously 0.1% by weight or less compared with the composition weight.
  • compositions of the invention can be prepared by mixing their different constituents with moderate stirring.
  • This operation preferably takes place at a temperature in the range 15° C. to 60° C., preferably at a temperature close to ambient temperature (15-30° C.).
  • the principal surfactant is preferably only added once the other constituents have been mixed.
  • the phytopathological formulations of the invention are thus used to treat plants, normally after diluting with water.
  • a mixture with the following composition was prepared in water: glyophosate isopropylamine salt (46% acid) 360 g/l Mirataine ® D40 (*) 80 g/l Geronol ® CF/AR (**) 20 g/l oleic amine containing 5 OE motifs 20 g/l
  • Geronol® CF/AR (sold by Rhodia Geronazzo) is a mixture of mono- and di-ester phosphates with formula (I) from saturated C 4 -C 10 aliphatic alcohols and comprising a mean of 3 to 8 motifs of ethylene oxide, and M is isopropyl ammonium.
  • a composition was obtained the efficacy of which was equivalent to a composition comprising the same amount of glyphosate (expressed as the acid equivalent) and with a concentration of 180 g/l of ethoxylated oleic amine (15 motifs).
  • a mixture with the following composition was prepared in water: A mixture with the following composition was prepared in water: glyphosate isopropylamine salt (46% acid) 360 g/l Wettem ® MEI (*) 100 g/l ammonium sulphate 19 g/l
  • a composition was obtained the efficacy of which was equivalent to a composition comprising the same amount of glyphosate (expressed as the acid equivalent) and with a concentration of 180 g/l of ethoxylated oleic amine (15 motifs).

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
US10/059,708 2002-01-29 2002-01-29 Concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant Abandoned US20030158042A1 (en)

Priority Applications (33)

Application Number Priority Date Filing Date Title
US10/059,708 US20030158042A1 (en) 2002-01-29 2002-01-29 Concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant
DK03706390T DK1469731T3 (da) 2002-01-29 2003-01-28 Vandigt herbicidt koncentrat omfattende et overfladeaktivt middel af betaintypen
NZ534176A NZ534176A (en) 2002-01-29 2003-01-28 Aqueous herbicidal concentrate comprising a betaine type surfactant
RU2004126226/04A RU2296468C2 (ru) 2002-01-29 2003-01-28 Концентрированный водный фитопатологический препарат, содержащий гербицид и поверхностно-активное вещество типа бетаина
PCT/EP2003/000825 WO2003063589A2 (en) 2002-01-29 2003-01-28 Aqueous herbicidal concentrate comprising a betaine type surfactant
CA2651887A CA2651887C (en) 2002-01-29 2003-01-28 Aqueous herbicidal concentrate comprising a betaine type surfactant
DE60325111T DE60325111D1 (de) 2002-01-29 2003-01-28 Wässriges Herbizidkonzentrat enthaltend ein Tensid vom Betaintyp
CA2820978A CA2820978C (en) 2002-01-29 2003-01-28 Aqueous herbicidal concentrate comprising a betaine type surfactant
ES06016774T ES2318630T3 (es) 2002-01-29 2003-01-28 Formulacion fitopatologica acuosa concentrada que comprende un herbicida y un tensioactivo de tipo betaina.
DK06016774T DK1714554T3 (da) 2002-01-29 2003-01-28 Koncentreret vandig fytopatologisk formulering omfattende et herbicid og en betain-type-surfaktant
US10/502,475 US8236730B2 (en) 2002-01-29 2003-01-28 Aqueous herbicidal concentrate comprising a betaine type surfactant
AT06016774T ATE415818T1 (de) 2002-01-29 2003-01-28 Wässriges herbizidkonzentrat enthaltend ein tensid vom betaintyp
AT03706390T ATE336170T1 (de) 2002-01-29 2003-01-28 Wässriges herbizidkonzentrat enthaltend ein tensid vom betaintyp
DE60307596T DE60307596T2 (de) 2002-01-29 2003-01-28 Wässriges herbizidkonzentrat enthaltend ein tensid vom betaintyp
EP03706390A EP1469731B1 (en) 2002-01-29 2003-01-28 Aqueous herbicidal concentrate comprising a betaine type surfactant
MXPA04007122 MX248285B (es) 2002-01-29 2003-01-28 Formulacion fitopatologica acuosa, concentrada, que comprende un herbicida y un agente tensoactivo de tipo betaina.
PT06016774T PT1714554E (pt) 2002-01-29 2003-01-28 Formulação fitopatológica aquosa concentrada contendo um herbicida e um tensioactivo do tipo de betaína
AU2003211369A AU2003211369B2 (en) 2002-01-29 2003-01-28 Aqueous herbicidal concentrate comprising a betaine type surfactant
PT03706390T PT1469731E (pt) 2002-01-29 2003-01-28 Concentrado herbicida aquoso, compreendendo um tensioactivo do tipo da betaína
EP06016774A EP1714554B1 (en) 2002-01-29 2003-01-28 Concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant
ES03706390T ES2268328T3 (es) 2002-01-29 2003-01-28 Concentrado herbicida acuoso que comprende un tensioactivo de tipo betania.
MX2011011411A MX343569B (es) 2002-01-29 2003-01-28 Formulacio fitopatologica acuosa, concentrada, que comprende un herbicida y un agente tensoactivo de tipo betaina.
EP08105916A EP2025230A3 (en) 2002-01-29 2003-01-28 Concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant
BR0307281-9A BR0307281A (pt) 2002-01-29 2003-01-28 Formulação fitopatológica aquosa
CA002473946A CA2473946C (en) 2002-01-29 2003-01-28 Aqueous herbicidal concentrate comprising a betaine type surfactant
US10/866,389 US6992046B2 (en) 2002-01-29 2004-06-12 Concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant
IL162984A IL162984A (en) 2002-01-29 2004-07-12 Aqueous herbicidal concentrate comprising a betaine type surfactant
ZA2004/05633A ZA200405633B (en) 2002-01-29 2004-07-15 Concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant
CO04083305A CO5600987A2 (es) 2002-01-29 2004-08-25 Formulacion concentrada acuosa fitopatologica que comprende un herbicida y un tensoactivo del tipo betaina
US11/264,085 US20060058193A1 (en) 2002-01-29 2005-11-01 Concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant
AU2006204641A AU2006204641A1 (en) 2002-01-29 2006-08-31 Aqueuous herbicidal concentrate comprising a betaine type surfactant
US12/000,311 US20100279869A1 (en) 2002-01-29 2007-12-11 Concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant
AU2009212840A AU2009212840B2 (en) 2002-01-29 2009-08-27 Aqueous herbicidal concentrate comprising a betaine type surfactant

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US10/059,708 US20030158042A1 (en) 2002-01-29 2002-01-29 Concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US10/866,389 Continuation US6992046B2 (en) 2002-01-29 2004-06-12 Concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant

Publications (1)

Publication Number Publication Date
US20030158042A1 true US20030158042A1 (en) 2003-08-21

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ID=27658265

Family Applications (4)

Application Number Title Priority Date Filing Date
US10/059,708 Abandoned US20030158042A1 (en) 2002-01-29 2002-01-29 Concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant
US10/866,389 Expired - Lifetime US6992046B2 (en) 2002-01-29 2004-06-12 Concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant
US11/264,085 Abandoned US20060058193A1 (en) 2002-01-29 2005-11-01 Concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant
US12/000,311 Abandoned US20100279869A1 (en) 2002-01-29 2007-12-11 Concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant

Family Applications After (3)

Application Number Title Priority Date Filing Date
US10/866,389 Expired - Lifetime US6992046B2 (en) 2002-01-29 2004-06-12 Concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant
US11/264,085 Abandoned US20060058193A1 (en) 2002-01-29 2005-11-01 Concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant
US12/000,311 Abandoned US20100279869A1 (en) 2002-01-29 2007-12-11 Concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant

Country Status (17)

Country Link
US (4) US20030158042A1 (es)
EP (3) EP1714554B1 (es)
AT (2) ATE336170T1 (es)
AU (3) AU2003211369B2 (es)
BR (1) BR0307281A (es)
CA (3) CA2651887C (es)
CO (1) CO5600987A2 (es)
DE (2) DE60307596T2 (es)
DK (2) DK1469731T3 (es)
ES (2) ES2318630T3 (es)
IL (1) IL162984A (es)
MX (2) MX248285B (es)
NZ (1) NZ534176A (es)
PT (2) PT1469731E (es)
RU (1) RU2296468C2 (es)
WO (1) WO2003063589A2 (es)
ZA (1) ZA200405633B (es)

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US20070155628A1 (en) * 2005-11-14 2007-07-05 Rajesh Pazhianur Agricultural adjuvant compostions, pesticide compositions, and methods for using such compositions
US20100069269A1 (en) * 2007-03-08 2010-03-18 Evelyne Prat Use of betaines as foaming agents and foam drainage reducing agents
US20100093874A1 (en) * 2007-04-05 2010-04-15 Rhodia Operations Copolymer including betaine units and hydrophobic and/or amphiphilic units, method for preparing same and uses thereof
US20110015071A1 (en) * 2009-07-14 2011-01-20 Rhodia Operations Agricultural adjuvant compositions, pesticide compositions, and methods for using such compositions
WO2011026800A2 (en) 2009-09-02 2011-03-10 Akzo Nobel Chemicals International B.V. Nitrogen containing surfactants for agricultural use
US8410022B2 (en) 2004-08-19 2013-04-02 Monsanto Technology Llc Glyphosate salt herbicidal composition
US9006144B2 (en) 2010-10-25 2015-04-14 Stepan Company Glyphosate formulations based on compositions derived from natural oil metathesis
EP4029374A1 (en) 2021-01-19 2022-07-20 Nouryon Chemicals International B.V. Nitrogen containing surfactants for agricultural use

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US20030158042A1 (en) * 2002-01-29 2003-08-21 Valerio Bramati Concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant
US7316990B2 (en) 2003-08-04 2008-01-08 Dow Agrosciences Llc High-strength, low viscosity herbicidal formulations of glyphosate
NZ556091A (en) * 2004-12-30 2009-09-25 Rhodia Chimie Sa Herbicidal composition comprising an aminophosphate or aminophosphonate salt and a betaine
US20060211575A1 (en) * 2005-03-16 2006-09-21 W. Neudorff Gmbh Kg Control for plant and plant product pathogens
AU2006247626B2 (en) * 2005-05-17 2011-04-21 Specialty Operations France Agricultural adjuvant compositions, herbicide compositions, and methods for using such compositions
US8461082B2 (en) * 2006-06-14 2013-06-11 Eureka Agresearch Pty Ltd Herbicidal composition and method for removing unwanted foliage
WO2008066611A2 (en) 2006-10-16 2008-06-05 Rhodia Inc. Agricultural adjuvant compositions. pesticide compositions. and methods for using such compositions
EP2214479A2 (en) * 2007-11-07 2010-08-11 Rhodia Opérations Herbicidal composition comprising an aminophosphate or aminophosphonate salt and a viscosity reducing agent
AU2009260813B2 (en) * 2008-06-18 2013-10-10 Stepan Company Ultra-high loading glyphosate concentrate
CN102143685B (zh) 2008-07-03 2015-05-27 孟山都技术公司 作为除草剂辅助剂的衍生化糖表面活性剂和醚胺氧化物表面活性剂的组合
US9426997B2 (en) 2008-08-19 2016-08-30 Akzo Nobel N.V. Thickening glyphosate formulations
DE102009041003A1 (de) 2009-09-10 2011-03-24 Clariant International Limited Pestizidzubereitungen
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BR112013003347B1 (pt) 2010-08-10 2018-03-20 Rhodia Operations Composições de pesticidas agrícolas e método para controlar uma praga-alvo
EP2505061A1 (en) 2011-03-30 2012-10-03 Rhodia Opérations New uses of choline chloride in agrochemical formulations
US8455396B2 (en) 2011-07-11 2013-06-04 Stepan Company Alkali metal glyphosate compositions
WO2013079549A1 (en) 2011-12-02 2013-06-06 Rhodia Operations Agrochemical composition
WO2019149670A1 (en) 2018-02-01 2019-08-08 Nouryon Chemicals International B.V. Alkyliminodipropionates for agricultural use

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