WO1987004595A1 - Composition de glyphosate en poudre hydrosoluble - Google Patents

Composition de glyphosate en poudre hydrosoluble Download PDF

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Publication number
WO1987004595A1
WO1987004595A1 PCT/BR1987/000004 BR8700004W WO8704595A1 WO 1987004595 A1 WO1987004595 A1 WO 1987004595A1 BR 8700004 W BR8700004 W BR 8700004W WO 8704595 A1 WO8704595 A1 WO 8704595A1
Authority
WO
WIPO (PCT)
Prior art keywords
formulation
glyphosate
alkyl
active agent
water soluble
Prior art date
Application number
PCT/BR1987/000004
Other languages
English (en)
Inventor
Geraldo Teixeira Costa Filho
Fernando José VON ZUBEN
Henri Bergson Fernandes Barreto
Original Assignee
Monsanto Do Brasil S.A.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Monsanto Do Brasil S.A. filed Critical Monsanto Do Brasil S.A.
Priority to HU871232A priority Critical patent/HU200542B/hu
Publication of WO1987004595A1 publication Critical patent/WO1987004595A1/fr
Priority to FI874262A priority patent/FI874262A0/fi
Priority to DK515887A priority patent/DK515887D0/da
Priority to NO874158A priority patent/NO874158D0/no

Links

Classifications

    • 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
    • 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
    • A01N25/12—Powders or granules
    • A01N25/14—Powders or granules wettable
    • 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

  • This invention relates to a novel watersoluble powdered glyphosate formulation.
  • Glyphosate (N-phosphonomethylglycine) is well- known in the art as an effective herbicide. It is known in the art that glyphosate, which is an organic acid, is rela ⁇ tively insoluble in water. Therefore, glyphosate is normally formulaed and applied as a water-soluble salt, especially as the isopropylamine salt.
  • glyphosate is normally formulaed and applied as a water-soluble salt, especially as the isopropylamine salt.
  • Various formulations of glyphosate are disclosed in U.S. Patents 4,405,531, 3977,860 and 3,853,530.
  • Roundup ⁇ Herbicide is the widely used commercial form of glyphosate and comprises the isopropylamine salt of glyphosate, surfactant(s) , other adjuvants and water. Roundup® Herbicide is sold as a water-soluble concentrate.
  • the present invention relates to a herbicidal water ⁇ soluble dry-particulate glyphosate formulation comprising the sodium salt of glyphosate and a surface active agent having the following formula:
  • R, and R ⁇ are independently methyl or ethyl;
  • R 3 is methyl, ethyl, benzyl or C 1Q to C _ alkyl;
  • R. is Cm r , to C- o alkyl and
  • X is chloro or bromo.
  • the water soluble powder formulation of the present invention has an efficacy substantially equivalent to Roundup® Herbicide ' .
  • the powdered formulation will enable substantial savings in transportation and storage costs. A more thorough disclosure of the present invention is presented in the detail ⁇ ed description which follows.
  • the present invention relates to a herbicidal, water soluble dry-particulate glyphosate formulation compris ⁇ ing the sodium salt of glyphosate and a surface-active agent having the following formula:
  • R 2 NR 3 (X) R tripod wherein R, and R ⁇ are independently methyl or ethyl; R 3 is methyl, ethyl, benzyl or C . to C g alkyl, R 4 is C- Q to C.g alkyl and C is chloro or bromo.
  • the water-soluble dry-particulate glyphosate formu ⁇ lation of the present invention has herbicidal efficacy which is substantially equivalent to the commercial glyphosate • formulation Roundup. Further; the formulation of the present invention is comparably efficacious at smaller surfactant to glyphosate rations than sodium glyphosate formulations com ⁇ prising the same surfactant(s) as' used in Roundup Herbicide. This indicates that the surfactants of the present invention are more efficient in maintaining the sodium salt of glypho- • sate in contact with the surface of the. plant to facilitate penetration of the glyphosate into the plant than is the surf ⁇ actant(s) used in Roundupr Herbicide.
  • Glyphosate is well-known to those skilled in the art.
  • Several processes for the preparation of glyphosate are disclosed in the patent and chemical literature, e.g., U.S. Patents 3,977,860 and 4,486,358.
  • the * powdered sodium salt of glyphosate (mono, di, sesqui) can be prepared by a variety of processes.
  • the sodium salt of glyphosate can be prepared in accordance with the procedure set forth in U.S. Patent 4,140,513.
  • glyphosate can be mixed with an alkali base such as sodium hydroxide and the solution spray- dried to form the powdered sodium salt of gylphosate.
  • the mono-sodium salt can be prepared by adding a solid alkali metal base with agitation to an aqueous slurry of N-phosphonomethylglycine containing at least 50% solids.
  • Surfactants useful in the formulation of the present invention are commercially available from a number of manufacturers. Suitable surfactants are •described in McCutcheon's Detergents and Emulsifiers, North American Edition 1980 Annual and in McCutcheon's Detergent and Emulsifiers International Edition 1982. Suitable surfactants which are useful in the formulation of the present invention are alkyl-trimethyl ammonium chloride, alkyl-benzyl-dimethyl ammonium chloride and dialkyl dimethyl ammonium chloride. The preferred alkyl-trimethyl ammonium chloride surfactant is cetyl- trimethyl ammonium chloride. Preferred cetyl-trimethyl.
  • ammonium chlorides are Emulgin IB-25, Drewfax 277, Dehyquat A and Dodigin 226. It will be obvious to one skilled in the art that other surfactants within the scope of the present invention will also be useful.
  • the formulations of the present invention are comprised of a dry, free-flowing particulate solid with varying particle sizes from powder to granules. Formulations of the present invention comprise the following ingredients:
  • the sodium sailt of glyphosate useful in the formulation of the present invention will suitably have a water content of less than 3% by weight.
  • the formulations of the present invention may also be admixed with other additives such as urea, ammonium sulfate, silica, thickening agents, anti-foam agents such as silicones, water-repellants, humectants, chelating agents, dyes, dispersing agents, and other powdered active " ingredients such as herbicides and fungicides or the like.
  • additives such as urea, ammonium sulfate, silica, thickening agents, anti-foam agents such as silicones, water-repellants, humectants, chelating agents, dyes, dispersing agents, and other powdered active " ingredients such as herbicides and fungicides or the like.
  • formulations of the present invention can be readily diluted in water by the farmer in a spray tank prior to use. Suitable application rates of active ingredients will vary depending on plant species, but generally 90 to 360 grams per hectare on an acid equivalent basis will be suitable.

Landscapes

  • 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

La présente invention se rapporte à une nouvelle composition de glyphosate en poudre hydrosoluble.
PCT/BR1987/000004 1986-02-04 1987-02-03 Composition de glyphosate en poudre hydrosoluble WO1987004595A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
HU871232A HU200542B (en) 1986-02-04 1987-02-03 Water soluble powder glyphosate formulation.
FI874262A FI874262A0 (fi) 1986-02-04 1987-09-29 Vattenloeslig glyfosatpulversammansaettning.
DK515887A DK515887D0 (da) 1986-02-04 1987-10-01 Vandoploeselig, pulverformet formulering af glyphosat
NO874158A NO874158D0 (no) 1986-02-04 1987-10-02 Vannopploeselig, pulverformig glyfosatmateriale.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
BR8600462A BR8600462A (pt) 1986-02-04 1986-02-04 Formulacao herbicida
BRPI8600462 1986-02-04

Publications (1)

Publication Number Publication Date
WO1987004595A1 true WO1987004595A1 (fr) 1987-08-13

Family

ID=4039479

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/BR1987/000004 WO1987004595A1 (fr) 1986-02-04 1987-02-03 Composition de glyphosate en poudre hydrosoluble

Country Status (10)

Country Link
EP (1) EP0257066A1 (fr)
JP (1) JPS63502826A (fr)
AU (1) AU590829B2 (fr)
BR (1) BR8600462A (fr)
DK (1) DK515887D0 (fr)
FI (1) FI874262A0 (fr)
HU (1) HU200542B (fr)
NO (1) NO874158D0 (fr)
RO (1) RO100335A2 (fr)
WO (1) WO1987004595A1 (fr)

Cited By (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1990007275A1 (fr) * 1988-12-30 1990-07-12 Monsanto Company Formulations ameliorees de glyphosate
WO1991008666A1 (fr) * 1989-12-20 1991-06-27 Cheminova Agro A/S Preparation herbicide contenant de l'acide de glyphosate
EP0526444A1 (fr) * 1991-08-02 1993-02-03 Monsanto Company Compositions herbicides
US5464807A (en) * 1990-02-05 1995-11-07 Monsanto Company Methods of using glyphosate compositions comprising alkoxylated quaternary ammonium surfactants
US5543385A (en) * 1989-08-14 1996-08-06 Hoechst Aktiengesellschaft Water-dispersible glufosinate granules
US5614468A (en) * 1995-06-07 1997-03-25 Monsanto Company Preparation of ammonium glyphosate using aqueous ammonium hydroxide in a liquid-solid reaction system
US5633397A (en) * 1995-06-07 1997-05-27 Monsanto Company Preparation of ammonium glyphosate via a gas-solid reaction system
EP0413267B1 (fr) * 1989-08-14 1997-11-12 Hoechst Schering AgrEvo GmbH Granulés dispersibles dans l'eau
US5703016A (en) * 1996-09-30 1997-12-30 Albemarle Corporation Surfactant composition for use with glyphosate comprising dimethyl amine oxide, polyethoxylated alcohol, and pyridinium halide
US5710103A (en) * 1996-04-03 1998-01-20 Albemarle Corporation Glyphosate compositions comprising hydrocarbyl dimethyl amine oxide and quaternary ammonium halide
WO1998015181A1 (fr) * 1996-10-07 1998-04-16 Zeneca Limited Formulations de glyphosate
WO1998017113A1 (fr) * 1996-10-25 1998-04-30 Monsanto Company Composition permettant de traiter des vegetaux avec des substances chimiques exogenes et technique afferente
US5783516A (en) * 1996-06-28 1998-07-21 Albemarle Corporation Herbicidal and plant growth regulant compositions and their use
US6130186A (en) * 1996-10-25 2000-10-10 Monsanto Company Composition and method for treating plants with exogenous chemicals
US6448434B1 (en) 1999-07-29 2002-09-10 Monsanto Technology Llc Process for making ammonium glyphosate powder
US6599858B1 (en) 1999-07-29 2003-07-29 Monsanto Technology Llc Process for making ammonium glyphosate flakes
US6605568B1 (en) 1999-07-28 2003-08-12 Monsanto Technology Llc Process for making a downstream processable ammonium glyphosate paste
US6734142B2 (en) 2001-04-23 2004-05-11 Monsanto Technology Llc Ammonium glyphosate compositions and process for their preparation
US7141532B2 (en) 2002-08-31 2006-11-28 Monsanto Technology Llc Process for the preparation of a dry pesticidal composition containing a dicarboxylate component
CN100389116C (zh) * 2006-06-12 2008-05-21 江苏好收成韦恩农药化工有限公司 用草甘膦二、三价盐生产草甘膦一价盐的方法
CN112367842A (zh) * 2018-07-05 2021-02-12 花王株式会社 除草剂组合物
US11129388B2 (en) 2016-08-09 2021-09-28 Monsanto Technology Llc Solid herbicidal concentrate compositions
EP3821709A4 (fr) * 2018-07-05 2022-04-13 Kao Corporation Composition herbicide

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MX2009008934A (es) * 2007-02-26 2009-08-28 Dow Agrosciences Llc Proceso para la preparacion de algunas sulfiliminas sustituidas.

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0036106A2 (fr) * 1980-03-04 1981-09-23 Hoechst Aktiengesellschaft Mélanges synergistiques de phosphinothricine
EP0039144A2 (fr) * 1980-04-18 1981-11-04 Imperial Chemical Industries Plc Formulations pesticides propres à la pulvérisation électrodynamique et solution propre à leur préparation
EP0048436A1 (fr) * 1980-09-20 1982-03-31 Hoechst Aktiengesellschaft Agents herbicides
US4528023A (en) * 1983-07-25 1985-07-09 Stauffer Chemical Company Enhancement of herbicidal activity of tetraaluminum salts of N-phosphonomethylglycine
EP0206537B1 (fr) * 1985-05-29 1989-09-20 Stauffer Chemical Company Compositions phytoactives solides, procédés pour leur utilisation et procédés pour leur préparation

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0036106A2 (fr) * 1980-03-04 1981-09-23 Hoechst Aktiengesellschaft Mélanges synergistiques de phosphinothricine
EP0039144A2 (fr) * 1980-04-18 1981-11-04 Imperial Chemical Industries Plc Formulations pesticides propres à la pulvérisation électrodynamique et solution propre à leur préparation
EP0048436A1 (fr) * 1980-09-20 1982-03-31 Hoechst Aktiengesellschaft Agents herbicides
US4528023A (en) * 1983-07-25 1985-07-09 Stauffer Chemical Company Enhancement of herbicidal activity of tetraaluminum salts of N-phosphonomethylglycine
EP0206537B1 (fr) * 1985-05-29 1989-09-20 Stauffer Chemical Company Compositions phytoactives solides, procédés pour leur utilisation et procédés pour leur préparation

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Chemical Patents Index, Basic Abstracts Journal, Section C, 1986, Derwent Publications Ltd. (GB), Abstract No. 86-235747/36 & JP, A, 61165302 (Nippon Kayaku K.K.) 26 July 1986 *

Cited By (34)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0378985A1 (fr) * 1988-12-30 1990-07-25 Monsanto Company Formulations de glyphosate
WO1990007275A1 (fr) * 1988-12-30 1990-07-12 Monsanto Company Formulations ameliorees de glyphosate
US5872078A (en) * 1988-12-30 1999-02-16 Monsanto Europe S.A. Glyphosate formulations
US6228807B1 (en) 1988-12-30 2001-05-08 Monsanto Company Glyphosate formulations
US5656572A (en) * 1988-12-30 1997-08-12 Monsanto Company Method of controlling weeds
EP0413267B1 (fr) * 1989-08-14 1997-11-12 Hoechst Schering AgrEvo GmbH Granulés dispersibles dans l'eau
US5543385A (en) * 1989-08-14 1996-08-06 Hoechst Aktiengesellschaft Water-dispersible glufosinate granules
WO1991008666A1 (fr) * 1989-12-20 1991-06-27 Cheminova Agro A/S Preparation herbicide contenant de l'acide de glyphosate
US5464807A (en) * 1990-02-05 1995-11-07 Monsanto Company Methods of using glyphosate compositions comprising alkoxylated quaternary ammonium surfactants
EP0526444A1 (fr) * 1991-08-02 1993-02-03 Monsanto Company Compositions herbicides
US5633397A (en) * 1995-06-07 1997-05-27 Monsanto Company Preparation of ammonium glyphosate via a gas-solid reaction system
US5716903A (en) * 1995-06-07 1998-02-10 Monsanto Company Preparation of ammonium glyphosate using aqueous ammonium hydroxide in a liquid-solid reaction system
US5614468A (en) * 1995-06-07 1997-03-25 Monsanto Company Preparation of ammonium glyphosate using aqueous ammonium hydroxide in a liquid-solid reaction system
US5710103A (en) * 1996-04-03 1998-01-20 Albemarle Corporation Glyphosate compositions comprising hydrocarbyl dimethyl amine oxide and quaternary ammonium halide
US5858921A (en) * 1996-04-03 1999-01-12 Albemarle Corporation Glyphosate herbicidal and plant growth regulant compositions and their use
US5783516A (en) * 1996-06-28 1998-07-21 Albemarle Corporation Herbicidal and plant growth regulant compositions and their use
US5703016A (en) * 1996-09-30 1997-12-30 Albemarle Corporation Surfactant composition for use with glyphosate comprising dimethyl amine oxide, polyethoxylated alcohol, and pyridinium halide
WO1998015181A1 (fr) * 1996-10-07 1998-04-16 Zeneca Limited Formulations de glyphosate
AU755024B2 (en) * 1996-10-25 2002-11-28 Monsanto Technology Llc Composition and method for treating plants with exogenous chemicals
US6093680A (en) * 1996-10-25 2000-07-25 Monsanto Company Composition and method for treating plants with exogenous chemicals
US6130186A (en) * 1996-10-25 2000-10-10 Monsanto Company Composition and method for treating plants with exogenous chemicals
WO1998017113A1 (fr) * 1996-10-25 1998-04-30 Monsanto Company Composition permettant de traiter des vegetaux avec des substances chimiques exogenes et technique afferente
US6479434B1 (en) 1996-10-25 2002-11-12 Monsanto Technology Llc Composition and method for treating plants with exogenous chemicals
WO1998017110A1 (fr) * 1996-10-25 1998-04-30 Monsanto Company Composition et procede utilises pour traiter des plantes au moyen de produits chimiques exogenes
US6605568B1 (en) 1999-07-28 2003-08-12 Monsanto Technology Llc Process for making a downstream processable ammonium glyphosate paste
US6599858B1 (en) 1999-07-29 2003-07-29 Monsanto Technology Llc Process for making ammonium glyphosate flakes
US6448434B1 (en) 1999-07-29 2002-09-10 Monsanto Technology Llc Process for making ammonium glyphosate powder
US6734142B2 (en) 2001-04-23 2004-05-11 Monsanto Technology Llc Ammonium glyphosate compositions and process for their preparation
US7141532B2 (en) 2002-08-31 2006-11-28 Monsanto Technology Llc Process for the preparation of a dry pesticidal composition containing a dicarboxylate component
CN100389116C (zh) * 2006-06-12 2008-05-21 江苏好收成韦恩农药化工有限公司 用草甘膦二、三价盐生产草甘膦一价盐的方法
US11129388B2 (en) 2016-08-09 2021-09-28 Monsanto Technology Llc Solid herbicidal concentrate compositions
CN112367842A (zh) * 2018-07-05 2021-02-12 花王株式会社 除草剂组合物
EP3821709A4 (fr) * 2018-07-05 2022-04-13 Kao Corporation Composition herbicide
CN112367842B (zh) * 2018-07-05 2022-11-01 花王株式会社 除草剂组合物

Also Published As

Publication number Publication date
HUT45855A (en) 1988-09-28
DK515887A (da) 1987-10-01
DK515887D0 (da) 1987-10-01
RO100335A2 (ro) 1991-08-27
FI874262A (fi) 1987-09-29
BR8600462A (pt) 1987-09-01
EP0257066A1 (fr) 1988-03-02
AU590829B2 (en) 1989-11-16
JPS63502826A (ja) 1988-10-20
HU200542B (en) 1990-07-28
FI874262A0 (fi) 1987-09-29
NO874158L (no) 1987-10-02
RO100335B1 (ro) 1990-11-30
NO874158D0 (no) 1987-10-02
AU7033187A (en) 1987-08-25

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