EP1220610A4 - HERBICIDAL COMPOSITION AND ADDITIVE - Google Patents

HERBICIDAL COMPOSITION AND ADDITIVE

Info

Publication number
EP1220610A4
EP1220610A4 EP00913957A EP00913957A EP1220610A4 EP 1220610 A4 EP1220610 A4 EP 1220610A4 EP 00913957 A EP00913957 A EP 00913957A EP 00913957 A EP00913957 A EP 00913957A EP 1220610 A4 EP1220610 A4 EP 1220610A4
Authority
EP
European Patent Office
Prior art keywords
glyphosate
composition according
herbicidal composition
salt
composition
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.)
Withdrawn
Application number
EP00913957A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP1220610A1 (en
Inventor
Shane John Koenig
Clifford Neale Muir
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.)
Nufarm Ltd
Original Assignee
Nufarm Ltd
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
Priority claimed from AUPQ3393A external-priority patent/AUPQ339399A0/en
Priority claimed from AUPQ4059A external-priority patent/AUPQ405999A0/en
Application filed by Nufarm Ltd filed Critical Nufarm Ltd
Publication of EP1220610A1 publication Critical patent/EP1220610A1/en
Publication of EP1220610A4 publication Critical patent/EP1220610A4/en
Withdrawn legal-status Critical Current

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
    • 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 herbicidal composition and in particular a composition containing the herbicide glyphosate.
  • N-phosphonomethylglycine known by its common name glyphosate, is a well known broad spectrum herbicide which is widely used in domestic and broadacre weed control.
  • Glyphosate is a water insoluble acid and is therefore formulated as a water soluble salt, generally the isopropylamine salt.
  • Glyphosate is sold and used in a range of formulation types.
  • the manufacturers of glyphosate generally prepare it for transport and shipping as an aqueous concentrate from which commercial products can readily be prepared by dilution and in some cases the addition of additives.
  • Glyphosate may be formulated for sale as an aqueous concentrate which is diluted by the end user prior to application. Concentrates may be packaged with surfactants and may be used with adjuvants which are mixed with the herbicide in a spray tank before use. Glyphosate is also sold to domestic markets as a dilute solution packaged with a spray applicator ready for direct application to weeds. Water soluble granules or powders are also available which contain a glyphosate salt and generally also a surfactant. These dry formulations are dissolved in water by the end user before application.
  • compositions are stable at a wide range of concentrations. For example, the viscosity of aqueous solutions is reduced allowing the composition to be more easily dispensed or allowing the concentration to be significantly increased while remaining stable. This finding was surprising as the ammonium salt of glyphosate is much less soluble than the isopropylamine salt.
  • the compositions of the invention also generally exhibit good compatibility with other pesticides.
  • a glyphosate composition including the monoisopropylamine salt of glyphosate and the ammonium salt of glyphosate.
  • the ratio of said monoisopropylamine salt to said ammonium salt is typically in the range of from 80:20 to 97:3 based on the weight of glyphosate in the acid form. In this ratio of salt the composition is surprisingly versatile allowing extremely high concentrations to be handled more easily and with enhanced stability.
  • the weight ratio of said monoisopropylamine salt to said ammonium salt is in the range of 85:15 to 95:5 based on the weight of glyphosate in the acid form.
  • the glyphosate composition of the invention may use glyphosate at a wide range of concentrations.
  • the composition may have a high concentration of 600g/L, based on the weight of glyphosate in the acid form, or more such as may be used for transport and shipping, it may be a concentrate of the type to be diluted prior to use or it may be a dilute composition prepared from the concentrate or of the type sold in spray packs for domestic use.
  • the glyphosate concentrate compositions of the invention will typically include at least 300g/L of glyphosate.
  • the compositions of the invention are particularly advantageous when they include at least 360g/L glyphosate based on acid form and preferably they include at least 450g/L. Even more preferably the concentration is at least 490g/L and most preferably the glyphosate concentration is at least 500g/L.
  • concentration of up to 540g/L or more may be formed with a viscosity allowing easy dispensing by the container pump systems used by farmers. Further the composition is generally stable even at low temperatures for example at 5°C.
  • Manufacturing concentrates may be prepared with concentrations of as high as 620g/L or more. Although concentrated compositions of at least 360g/L glyphosate are preferred the composition of the invention may be in the form of a diluted composition if desired. The concentration will preferably be at least 3.6g/L For example it may be in the form of a dilute formulation prepared from a concentrate before application or it may be a dilute solution of the type packaged for the domestic market.
  • the composition of the invention may and typically will contain other additives.
  • the composition may include a surfactant component.
  • the surfactant component may include one or more surfactants and is preferably present in an amount of up to 20% by weight of the total composition. In cases where the surfactant is present at the upper end of this range the glyphosate concentration will be relatively low. More preferably the surfactant is present in an amount of up to 5% by weight of the total composition. At such surfactant concentrations higher amounts of glyphosate may be used to provide at least 500g/L glyphosate.
  • surfactants which may be useful include alkanolamides, betaine derivatives, ethoxylated propoxylated block copolymers, glycerol esters, glycol esters, imidazolines and imidazoline derivatives, lanolin derivatives, lecithin derivatives, tertiary or quaternary polyoxyalkylene alkylamines, polyoxyalkylene and non-polyoxyalkylene alkylamine oxides, polyoxyalkylene alkylethers, polyoxyalkylene alkylarylethers, polyoxyalkylene alkylesters, alkoxylated and non- alkoxylated sorbitan esters, alkyl glycosides, alkyl polyglycosides, sucrose esters, sucrose glycerides, alkyl sulphates or phosphates, olefin sulfonates, alkylaryl sulfonates, polyoxyalkylene alkylether sulphates or phosphates
  • the properties of the composition are particularly useful when the surfactant includes a phosphate ester, particularly an ethoxylated alcohol phosphate ester which may be in the form of a salt such as the ammonium or alkylamine salt such as the monoisopropylamine salt. It is particularly preferred that the surfactant includes the ammonium salt of the ethoxylated alcohol phosphate ester.
  • Dinitroanilines are one of the most commercially successful classes of herbicides.
  • trifluralin is widely used in pre-sowing application to soil in many important crops. It is effective against both grassy weeds and broad-leave weeds.
  • Herbicides of the triazine family, particularly atrazine, are also used at the time of sowing crops, particularly canola.
  • compositions of the invention exhibit improved compatibility.
  • ammonium salt of an ethoxylated alcohol phosphate ester is used as the surfactant in the compositions of the invention the formulation is compatible with dinitroanilines or triazines and mixtures of these herbicides with glyphosate do not generally suffer loss of efficacy to the same extent as conventional formulations. Indeed there is a significant improvement in efficacy when compared with combinations of the presently available herbicide compositions at corresponding concentrations.
  • a glyphosate formulation including the monoisopropylamine salt of glyphosate and the ammonium salt of glyphosate wherein the ratio of said monoisopropylamine salt and ammonium salt is in the range from 80:20 to 97:3 (preferably 85:15 to 95:5) and therein the formulation includes a surfactant including the ammonium salt of an ethoxylated alcohol phosphate ester.
  • the ethoxylated alcohol phosphate ester is preferably present in an amount of up to 5% by weight of the composition and most preferably from 0.5 to 5% by weight of the total composition.
  • composition of the invention may be used as a stand alone product by diluting it with water to the required glyphosate concentration. It is desirable in many circumstances to use the herbicide composition in combination with an adjuvant. When the herbicide composition is to be used with other herbicides or with hard diluting water (over 1000 ppm) then use of an adjuvant is particularly preferred. Suitable adjuvants for use with glyphosate are known in the industry and they may be used if desired.
  • Suitable adjuvants include equivalently acceptable inorganic salts, dispersants, wetters and antifoam agents.
  • acceptable inorganic salts include ammonium sulphate, ammonium nitrate, potassium phosphate, tetrapotassium pyrophosphate, sodium bisulphate, sodium sulphate, ammonium bicarbonate. Ammonium sulphate is particularly preferred.
  • dispersants and wetters include the surfactants referred to above, however preferred dispersants include long aliphatic quaternary ammonium compounds, aliphatic amines, alkylpolysaccharides and ethoxylated phosphates. Ethoxylated fatty amine surfactants such as soya amine ethoxylate and tallow amine ethoxylate, alkylpolysaccharides and ethoxylated alcohol phosphate ester or mixtures, of two or more thereof, or with the above examples of surfactants are particularly useful.
  • the adjuvant may if desired contain crop oils such as paraffinic oils, vegetable oils or vegetable oil derivatives.
  • the invention provides an adjuvant composition for use with glyphosate herbicide compositions the adjuvant including: ammonium sulphate, an alkylammonium sulphate or mixture thereof; a surfactant component including an ammonium salt of an ethoxylated alcohol phosphate ester and an amphoteric surfactant.
  • the alkylammonium sulphate when present may be a mono-, di- or trialkyl- ammonium sulphate.
  • the alkyl group or groups preferably contain up to six carbon atoms, more preferably up to 4 carbon atoms and most preferably are isopropyl. Ammonium sulphate is preferably present.
  • the amphoteric surfactant is preferably a phospholipid with an acidic buffer, particularly propionic acid .
  • the preferred concentration of components in the adjuvant are as follows: from 5 to 30% w/w of ammonium sulphate alkylammonium sulphate or mixture thereof; from 0 to 25% w/w, preferably from 0.5 to 25% w/w of ammonium salt of an ethoxylated alcohol phosphate ester and; from 0.5 to 10% w/w of amphoteric surfactant which is preferably a phospholipid.
  • the adjuvant of the invention may be used with the glyphosate composition of the invention or it may be used with other glyphosate compositions such as those which are commercially available from numerous sources.
  • the adjuvant composition of the invention will generally be mixed with a glyphosate composition shortly before use.
  • the composition will normally be mixed in the spray tank however it is preferred that at least a portion of the adjuvant to be used is added to the spray tank prior to the glyphosate. Preferably all of the adjuvant component to be used will be added to the spray tank prior to addition of the glyphosate composition.
  • a glyphosate composition in accordance with the invention was prepared by combining the following components in the relative quantities specified:
  • the glyphosate acid wetcake contained approximately 86% w/w glyphosate based on glyphosate acid (11 % w/w water). The purity of the glyphosate was 96.5% on a dry basis.
  • composition which contains 540g/L glyphosate could readily be delivered using standard pumps used by farmers and was stable in solution at temperatures of 5°C for extended periods.
  • GERONOL CF/AR surfactant sold by Rhodia is the 2-propanamine salt of ethoxylated alcohol phosphate ester.
  • RHODOFAC ARB-70 sold by Rhodia is an ethoxylated alcohol phosphate ester and forms the ammonium salt in solution.
  • Li-700 from Loveland Industries Inc, U S A is a mixture of soyal phospholipids and propionic acid.
  • the combination of components in the adjuvant composition generally allows for better physical compatibility and improved efficacy even in hard water.
  • composition according to the present invention comprising the glyphosate composition of Example 1 and the adjuvant formulation of Example 2, was compared with a leading commercial glyphosate formulation containing 490g/L glyphosate (based on glyphosate acid) in the form of the isopropylamine salt (Comparative example).
  • Figure 1 is a graph comparing the viscosity of the glyphosate formulation of the invention with a leading 490g/L glyphosate formulation.
  • Figure 2 is a bar chart comparing the low use rate efficiency of a 1 :1 mixture (by volume) of the composition/adjuvant formulation of Example 1 /Example 2 with the comparative glyphosate/adjuvant combination (Comparative example) - in the recommended mixing ratio - at the rate of grams of active ingredient per hectare.
  • Figure 3 is a bar chart comparing the weed control performance of the composition of the Example 1 when used with the adjuvant of Example 2 in a 1 :1 volume ratio with the composition of Comparative example when used with the recommended surfactant adjuvant.
  • Figure 4 is a bar chart comparing the efficiency obtained by the crop performance of the glyphosate/adjuvant combination of Examples 1 and 2 (1 :1 volumetric ratio) with the composition of Comparative example when used together with TRIFLUR trifluralin formulation.
  • Figure 5 is a bar chart comparing the performance of the glyphosate/adjuvant combination of Examples 1 and Example 2 (1 :1 volumetric ratio) with the composition of the Comparative example, when each are used with NUTRAZINE brand atrazine formulation.
  • the viscosity of the composition of the invention is significantly less than the prior art formulation despite containing 540g/L compared with the prior art containing 490g/L.
  • the dual salt composition of the invention gives a viscosity which is typically 30% less than the prior art high loading compositions which merely contain 490g/L glyphosate acid
  • Biological incompatibility may result from interactions between herbicides resulting in poorer weed control than when the herbicides are separately applied.
  • Figures 4 and 5 show that the glyphosate composition of the invention exhibits a high compatibility rate when compared with a high rate glyphosate composition.
  • Figure 4 compares the invention with the prior art composition when each are used with a commercial Trifluralin composition.
  • Figure 5 compares composition of the invention with the prior art composition when used with commercial atrazine formulation.

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)
EP00913957A 1999-10-13 2000-04-04 HERBICIDAL COMPOSITION AND ADDITIVE Withdrawn EP1220610A4 (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
AUPQ339399 1999-10-13
AUPQ3393A AUPQ339399A0 (en) 1999-10-13 1999-10-13 Herbicidal composition and adjuvant
AUPQ4059A AUPQ405999A0 (en) 1999-11-15 1999-11-15 Herbicidal composition and adjuvant
AUPQ405999 1999-11-15
PCT/AU2000/000283 WO2001026469A1 (en) 1999-10-13 2000-04-04 Herbicidal composition and adjuvant

Publications (2)

Publication Number Publication Date
EP1220610A1 EP1220610A1 (en) 2002-07-10
EP1220610A4 true EP1220610A4 (en) 2003-01-22

Family

ID=25646174

Family Applications (1)

Application Number Title Priority Date Filing Date
EP00913957A Withdrawn EP1220610A4 (en) 1999-10-13 2000-04-04 HERBICIDAL COMPOSITION AND ADDITIVE

Country Status (12)

Country Link
EP (1) EP1220610A4 (cs)
JP (1) JP2003511397A (cs)
AR (1) AR024815A1 (cs)
BR (1) BR0014702A (cs)
CA (1) CA2387173A1 (cs)
CZ (1) CZ20021309A3 (cs)
EG (1) EG22348A (cs)
MX (1) MXPA02003660A (cs)
NO (1) NO20021674L (cs)
NZ (1) NZ518149A (cs)
PL (1) PL354618A1 (cs)
WO (1) WO2001026469A1 (cs)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MY158895A (en) 2000-05-19 2016-11-30 Monsanto Technology Llc Potassium glyphosate formulations
US8236730B2 (en) 2002-01-29 2012-08-07 Rhodia Chimie Aqueous herbicidal concentrate comprising a betaine type surfactant
CA2576166C (en) 2004-08-19 2018-02-20 Monsanto Technology Llc Glyphosate salt herbicidal composition
DK1835808T3 (da) 2004-12-30 2014-02-10 Rhodia Chimie Sa Herbicidal sammensætning, der omfatter et glyphosatsalt og en betain
US8236731B2 (en) 2005-05-24 2012-08-07 Monsanto Technology Llc Herbicide compatibility improvement
BRPI0618556B1 (pt) 2005-11-14 2016-04-26 Rhodia composição pesticida e método para tratar planta-alvo para controlar o crescimento da planta.
US9416065B2 (en) * 2007-02-12 2016-08-16 Archer Daniels Midland Company Adjuvants and methods of using them
US8841235B2 (en) 2010-08-10 2014-09-23 Rhodia Operations Agricultural pesticide compositions
AU2011308089B2 (en) 2010-10-01 2013-02-21 Nufarm Australia Limited Method for preparation of an aqueous glyphosate concentrate
AU2013202664B2 (en) * 2010-10-01 2015-02-12 Nufarm Australia Limited Method for preparation of an aqueous glyphosate concentrate composition having mixture of amine salt
EP2505061A1 (en) 2011-03-30 2012-10-03 Rhodia Opérations New uses of choline chloride in agrochemical formulations
CA2866262C (en) * 2012-03-05 2020-06-16 Archer Daniels Midland Company Microemulsions and uses thereof as delivery systems
US11109591B2 (en) 2017-04-24 2021-09-07 Taminco Bvba Single phase liquids of alkanolamine salts of dicamba

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0274369A1 (en) * 1986-12-04 1988-07-13 Monsanto Company Glyphosate-ammonium sulfate herbicidal formulation
EP0378985A1 (en) * 1988-12-30 1990-07-25 Monsanto Company Improved glyphosate formulations
WO1999004635A1 (en) * 1997-07-22 1999-02-04 Monsanto Company High-loaded ammonium glyphosate formulations
WO1999021423A1 (en) * 1997-10-24 1999-05-06 Brian Parker A herbicidal composition comprising glyphosate and an n-acylsarcosinate

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK0568635T3 (da) * 1991-01-24 1997-09-22 Monsanto Co Forbedrede glyphosatformuleringer
DE69114683T2 (de) * 1991-02-08 1996-05-15 Monsanto Europe Sa Feste Glyphosatzusammensetzungen und deren Verwendung.
US5317003A (en) * 1992-07-16 1994-05-31 Monsanto Company Herbicidal compositions comprising glyphosate salts and alkoxylated quaternary amine surfactants

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0274369A1 (en) * 1986-12-04 1988-07-13 Monsanto Company Glyphosate-ammonium sulfate herbicidal formulation
EP0378985A1 (en) * 1988-12-30 1990-07-25 Monsanto Company Improved glyphosate formulations
WO1999004635A1 (en) * 1997-07-22 1999-02-04 Monsanto Company High-loaded ammonium glyphosate formulations
WO1999021423A1 (en) * 1997-10-24 1999-05-06 Brian Parker A herbicidal composition comprising glyphosate and an n-acylsarcosinate

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of WO0126469A1 *

Also Published As

Publication number Publication date
CA2387173A1 (en) 2001-04-19
AR024815A1 (es) 2002-10-23
PL354618A1 (en) 2004-02-09
EP1220610A1 (en) 2002-07-10
BR0014702A (pt) 2002-06-18
EG22348A (en) 2002-12-31
JP2003511397A (ja) 2003-03-25
NO20021674L (no) 2002-06-06
WO2001026469A1 (en) 2001-04-19
MXPA02003660A (es) 2003-10-14
CZ20021309A3 (cs) 2003-01-15
NO20021674D0 (no) 2002-04-09
NZ518149A (en) 2003-10-31

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