WO2011000880A2 - Aqueous herbicide concentrate - Google Patents
Aqueous herbicide concentrate Download PDFInfo
- Publication number
- WO2011000880A2 WO2011000880A2 PCT/EP2010/059304 EP2010059304W WO2011000880A2 WO 2011000880 A2 WO2011000880 A2 WO 2011000880A2 EP 2010059304 W EP2010059304 W EP 2010059304W WO 2011000880 A2 WO2011000880 A2 WO 2011000880A2
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- WIPO (PCT)
- Prior art keywords
- aqueous herbicide
- composition according
- herbicide composition
- aqueous
- alkylpolyglycosides
- Prior art date
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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
-
- 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
- A01N25/22—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 containing ingredients stabilising the active ingredients
Definitions
- the present invention relates to stable aqueous herbicide
- compositions containing potassium, ammonium or isopropylamine salts of glyphosate and anionic esters of alkyl polyglycosides containing a salified sulfonic acid group concentrate compositions containing potassium, ammonium or isopropylamine salts of glyphosate and anionic esters of alkyl polyglycosides containing a salified sulfonic acid group.
- Agrochemical active ingredients - according to the characteristics of the actives and of their intended applications - can be formulated as dusts, wettable powders, dispersible granules, suspension concentrates, emulsions and concentrated solutions, and their application as formulated products is generally carried out with aqueous spray in the form of solution, suspension or emulsion.
- Surfactants are commonly used in order to disperse and suspend the solid substances, or to emulsify the oily liquids in water, forming stable suspensions or emulsions.
- the surfactants help the formation of aqueous dispersions of compounds insoluble in water.
- the surfactants reduce the interface tension between aqueous spray and the material (soil, seeds, foliage) to be treated, thus favoring the spreading of droplets on the treated surface and the penetration of the active ingredient into the materials.
- aliphatic nonionic alkylpolyglycosides have been known for a long time.
- organic polyglycosides provide, in agrochemical formulations and applications, a wider spectrum of functions, since other equivalent traditional adjuvants are normally used only as wetting agents and/or emulsifiers.
- US 4,888,325 describes pesticide compositions that contain alkylglycosides, alone or in combination with other surfactants.
- compositions show weak wetting performance and cannot sufficiently reduce the interfacial tension between the aqueous spray and the material on which said spray are applied.
- US 5,385,750 describes the use of aliphatic alkylpolyglycosides as co-adjuvant in pesticide formulations in combination with a fatty alcohol.
- US 7,310,990 (corresponding to US 2005/032049) describes herbicidal formulations containing high concentrations of glyphosate monomethylamine or dimethylamine salt and one or more surfactants selected from a long list of nonionic, ionic and cationic surfactants.
- nonionic alkylpolyglycosides and anionic ester derivatives of alkylpolyglycosides, in particular the citrate and tartrate esters are used in the examples for the preparation of concentrated formulations of these specific glyphosate salts, which exhibit high stability and significantly lower viscosity at high concentrations.
- Anionic esters of alkylpolyglucosides bearing a (not better detailed) residue from sulfosuccinic acid are also reported among the utiliz ⁇ ble surfactants, but they are not exemplified nor preferred.
- formulations of potassium, ammonium and isopropylamine salts of N-(phosphonomethyl) glycine (glyphosate) comprising specific non-polyalkoxylated anionic esters of alkyl polyglycosides containing a salified sulfonic acid group are stable and can incorporate a higher amount of the anionic ester of
- alkylpolyglycosides moreover they can be used to prepare in locus diluted sprayable formulations, without showing the crystallization problems that rise with other surfactants.
- isopropylamine salts of N-(phosphonomethyl) glycine (glyphosate) and an anionic ester of alkylpolyglycosides derived from citric and tartaric acid show poor stability.
- aqueous herbicide composition containing from 100 to 750 g/l (as acid equivalent) of potassium, ammonium or isopropylamine salts of glyphosate and from 1 to 50%, preferably from 2 to 20%, by weight of anionic esters of linear or branched C0-C20 alkylpolyglycosides having the formula (I): MO 3 S - CH (CH 2 -COORi) - COOR 2 wherein:
- M is ⁇ organic or inorganic cation such as Na, K, NH 4 or mono-, di-, tri-alkanolammonium or mixture thereof;
- Ri is the group:
- Z represents the residue of a hexose, pentose or sorbitol
- R is an alkyl containing from 6 to 20 carbon atoms
- n 0 or 1
- p is a number from 1 to 10;
- R 2 is M or Ri .
- the aqueous herbicide concentrate of the present invention comprises at least 10% by weight, preferably from 20 to 60% by weight, of water.
- M is Na or K
- R is a linear or branched alkyl group containing from 8 to 14 carbon atoms
- Z is the residue of glucose
- m is 0 and p is between 1 and 5.
- anionic esters of linear or branched CO-C 2 O alkylpolyglycosides having the formula (I) are known from EP 510565; they may be prepared by a process that comprises the sulfo ⁇ atio ⁇ of the correspondent maleic diesters or monoesters of the formula:
- alkylpolyglycosides are synthesized from alkylpolyglucosides having an average degree of polymerization between 1.0 and 2.5, i.e., preferably, in formula (I) p is between 1.0 and 2.5.
- This anionic esters are environmentally friendly and derived from renewable resources.
- the aqueous herbicide concentrate is a homogeneous solution and comprises from 300 to 700 g/l, more preferably from 400 to 655 g/l (as acid equivalent), of potassium, ammonium or isopropylamine salts of glyphosate.
- the aqueous herbicide composition of the invention may further contain:
- surfactants such as nonionic alkylpolyglycosides, ethoxylated fatty alcohols, anionic esters of fatty alcohols, C ⁇ -Cis alkyldimethyl betaine.
- herbicides such as salts of glufosinate, bentazon, 2,4-
- DMSO dimethylsulfoxide
- butylal dibutoxymethane
- methanol ethanol isopropanol ethyl lactate (purasolv), propylene carbonate and mixture thereof;
- agrochemical compositions such as antifoam agents, antifreeze agents, dyes, stabilizers, buffers, thickeners, flow enhancers, wetting agents, lubricants, fillers, drift control agents, deposition enhancers, evaporation retardants and the like.
- aqueous herbicide compositions according to the invention are useful for the treatment of plants and of any other biologic material which requires the application of herbicides.
- said concentrated herbicide composition is used in diluted form, as aqueous spray formulations which include from 0.001% to 3% of active ingredient and, optionally, other
- the Applicant has found that, in aqueous spray herbicide formulations, the use of anionic esters of alkylpolyglycoside containing a salified sulfonic acid group according to formula (I) can help the formation of a homogeneous dispersion of the herbicide in water, thus accelerating the penetration of active ingredient in the treated biological materials .
- the aqueous spray formulations can also include drift control agents, humectants, corrosion inhibitors, microbial inhibitors, pH adjusters, anti-foam agents or mixture thereof.
- concentrated aqueous herbicide compositions according to the invention.
- a comparison is made with analogous compositions prepared from known anionic alkylpolyglycosides and from other surfactants that are known to efficiently perform as stabilizer of concentrated glyphosate compositions.
- Example 1 - 12 The compositions of Example 1 - 12 were prepared by blending at room temperature an aqueous concentrate of glyphosate IPA 62% wt with the appropriate amount of surfactant and water as reported in Table 1 and 2.
- Euc ⁇ rol AGE/EC is ⁇ coco ⁇ lkylpolyglucoside citric ester (Lamberti),
- Eucarol AGE/SS is a coco alkylpolyglucoside sulfosucci ⁇ ic ester
- PIC 255 is a isodecyl alkylpolyglucoside sulfosuccinic ester, 50% in water
- PIC 244 is a linear C8 - Cl O alkylpolyglucoside sulfosuccinic ester
- PIC 265 is a linear ClO and 2-ethylhexyl alkylpolyglucoside citric ester, 40% in water
- PIC 263 is a linear ClO and 2-ethylhexyl alkylpolyglucoside , sulfosuccinic ester, 50% in water
- PIC 245 is a linear C8 - ClO alkylpolyglucoside citric ester, 40% in water
- Emulson CB 30 is an alkyldimethyl betaine, 30% in water (Lamberti)
- Emulson AG/GPE3/CA is a ethoxylated tallow amine (15 moles)
- Emulson AG/GPE3/SSM is a ethoxylated tallow amine (15 moles)
- Comparative Tables 3 and 4 report the characteristics of the concentrated herbicide compositions of Examples 1 -12 and the aqueous spray formulations prepared thereof by dilution with water.
- All the concentrated aqueous herbicide compositions of the invention are clear and homogeneous liquids. These compositions are stable for at least one week at 0 0 C and at least 2 weeks at 54 0C with no phase separation or crystallization. Also the aqueous spray formulations prepared from the compositions of the invention are stable and can be stored for at least one day without any problem.
- compositions of Example 13-19 were prepared by blending at room temperature a concentrate solution of glyphosate IPA 62% or a concentrate solution of glyphosate potassium salt 69% or 61% (glyphosate K) with the appropriate amount of surfactant and water as reported in Tables 5 and 6.
- Table 5
- Table 7 and 8 report the characteristics of the concentrate herbicide compositions of Examples 2, 13-19.
- the viscosity of the compositions was measured with a BrookfieldTM LVT viscometer.
- All the concentrate aqueous herbicide compositions of Examples 13-19, according to the invention, are clear and homogeneous liquids. These compositions are stable for at least 720 days at 25 0 C with no phase separation or crystallization. Moreover the viscosity of the compositions are very low so they can be poured and mixed with other substances or solvents quite easily. Table 8
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- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
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Abstract
Stable aqueous herbicide concentrate composition containing potassium, ammonium or isopropylamine salts of glyphosate and anionic esters of alkyl polyglycosides containing a salified sulfonic acid group.
Description
AQUEOUS HERBICIDE CONCENTRATE
FIELD OF THE INVENTION
The present invention relates to stable aqueous herbicide
concentrate compositions containing potassium, ammonium or isopropylamine salts of glyphosate and anionic esters of alkyl polyglycosides containing a salified sulfonic acid group.
BACKGROUND OF THE ART
Agrochemical active ingredients - according to the characteristics of the actives and of their intended applications - can be formulated as dusts, wettable powders, dispersible granules, suspension concentrates, emulsions and concentrated solutions, and their application as formulated products is generally carried out with aqueous spray in the form of solution, suspension or emulsion.
Surfactants are commonly used in order to disperse and suspend the solid substances, or to emulsify the oily liquids in water, forming stable suspensions or emulsions. The surfactants help the formation of aqueous dispersions of compounds insoluble in water. Moreover the surfactants reduce the interface tension between aqueous spray and the material (soil, seeds, foliage) to be treated, thus favoring the spreading of droplets on the treated surface and the penetration of the active ingredient into the materials.
Among surfactants, which can be used for the afore mentioned purposes, aliphatic nonionic alkylpolyglycosides have been known for a long time. These materials offer several advantages due to their low toxicity and good biodegradability, especially if compared with the ethoxylated fatty amines, which are widely used as adjuvant for glyphosate but create concern for their aquatic toxicity. Due to these features, the organic polyglycosides provide, in agrochemical formulations and applications, a wider spectrum of functions, since other equivalent traditional adjuvants are normally used only as wetting agents and/or emulsifiers.
For instance, US 4,888,325 describes pesticide compositions that contain alkylglycosides, alone or in combination with other surfactants.
However, such compositions show weak wetting performance and cannot sufficiently reduce the interfacial tension between the aqueous spray and the material on which said spray are applied. US 5,385,750 describes the use of aliphatic alkylpolyglycosides as co-adjuvant in pesticide formulations in combination with a fatty alcohol.
According to US 5,385,750 the addition of a fatty alcohol to the alkylpolyglycosides increases its wetting performance, favoring the penetration of the pesticide active ingredient into biological
materials, even when the treated surface layers are waxy or oily as in the case of foliage.
On the other hand, the presence of a fatty alcohol creates considerable drawbacks: it gives bad odors and causes a noticeable lowering of the emulsifying ability of the
alkylpolyglycosides.
It is known from EP 1 179 979 how to obtain agrochemical compositions based on anionic alkylpolyglycosides that have better wetting properties and maintain suitable emulsifying characteristic, without the above described disadvantages of the nonionic alkylpolyglycosides.
US 7,310,990 (corresponding to US 2005/032049) describes herbicidal formulations containing high concentrations of glyphosate monomethylamine or dimethylamine salt and one or more surfactants selected from a long list of nonionic, ionic and cationic surfactants. Both nonionic alkylpolyglycosides and anionic ester derivatives of alkylpolyglycosides, in particular the citrate and tartrate esters, are used in the examples for the preparation of concentrated formulations of these specific glyphosate salts, which exhibit high stability and significantly lower viscosity at high concentrations.
Anionic esters of alkylpolyglucosides bearing a (not better detailed) residue from sulfosuccinic acid are also reported among
the utilizαble surfactants, but they are not exemplified nor preferred.
We have now discovered that concentrated aqueous
formulations of potassium, ammonium and isopropylamine salts of N-(phosphonomethyl) glycine (glyphosate) comprising specific non-polyalkoxylated anionic esters of alkyl polyglycosides containing a salified sulfonic acid group are stable and can incorporate a higher amount of the anionic ester of
alkylpolyglycosides; moreover they can be used to prepare in locus diluted sprayable formulations, without showing the crystallization problems that rise with other surfactants.
This is especially surprising in view of the fact that concentrated formulations containing the potassium, ammonium and
isopropylamine salts of N-(phosphonomethyl) glycine (glyphosate) and an anionic ester of alkylpolyglycosides derived from citric and tartaric acid show poor stability.
SUMMARY OF THE INVENTION
It is therefore an object of the present invention an aqueous herbicide composition containing from 100 to 750 g/l (as acid equivalent) of potassium, ammonium or isopropylamine salts of glyphosate and from 1 to 50%, preferably from 2 to 20%, by weight of anionic esters of linear or branched C0-C20 alkylpolyglycosides having the formula (I):
MO3S - CH (CH2-COORi) - COOR2 wherein:
M is απ organic or inorganic cation such as Na, K, NH4 or mono-, di-, tri-alkanolammonium or mixture thereof;
Ri is the group:
R - (CH(OH) - CH2)m- O - (Z)p - which is connected to the acyl group through the residue Z, and wherein
Z represents the residue of a hexose, pentose or sorbitol,
R is an alkyl containing from 6 to 20 carbon atoms,
m is 0 or 1 ,
p is a number from 1 to 10;
R2 is M or Ri .
DETAILED DESCRIPTION OF THE INVENTION
The aqueous herbicide concentrate of the present invention comprises at least 10% by weight, preferably from 20 to 60% by weight, of water.
Preferably, in formula (I) M is Na or K, R is a linear or branched alkyl group containing from 8 to 14 carbon atoms, Z is the residue of glucose, m is 0 and p is between 1 and 5.
The anionic esters of linear or branched CO-C2O alkylpolyglycosides having the formula (I) are known from EP 510565; they may be
prepared by a process that comprises the sulfoπatioπ of the correspondent maleic diesters or monoesters of the formula:
R2OC(O)-CH=CH-COORI
as described in more detail in the same patent.
In the most preferred embodiment, the anionic esters of
alkylpolyglycosides are synthesized from alkylpolyglucosides having an average degree of polymerization between 1.0 and 2.5, i.e., preferably, in formula (I) p is between 1.0 and 2.5. This anionic esters are environmentally friendly and derived from renewable resources.
In the preferred embodiments the aqueous herbicide concentrate is a homogeneous solution and comprises from 300 to 700 g/l, more preferably from 400 to 655 g/l (as acid equivalent), of potassium, ammonium or isopropylamine salts of glyphosate.
The aqueous herbicide composition of the invention may further contain:
• other surfactants, such as nonionic alkylpolyglycosides, ethoxylated fatty alcohols, anionic esters of fatty alcohols, Cό-Cis alkyldimethyl betaine.
• other herbicides, such as salts of glufosinate, bentazon, 2,4-
D, dicamba, MCPA, MCPP, MCPB, amitrol, metconazol, clopyralid, dichlorprop, imazalil, picloram, and mixtures thereof;
• water soluble organic solvents, such as glycerol ethylene glycol propylenglycole, dipropylene glycol methyl ether (Dowanol DPM), dipropylene glycol, butyldiglycol
dimethylsulfoxide (DMSO), N-methyl-2-pyrrolidone, dibutoxymethane (butylal), methanol, ethanol isopropanol ethyl lactate (purasolv), propylene carbonate and mixture thereof;
• other usual additives of agrochemical compositions, such as antifoam agents, antifreeze agents, dyes, stabilizers, buffers, thickeners, flow enhancers, wetting agents, lubricants, fillers, drift control agents, deposition enhancers, evaporation retardants and the like.
The aqueous herbicide compositions according to the invention are useful for the treatment of plants and of any other biologic material which requires the application of herbicides.
Preferably, said concentrated herbicide composition is used in diluted form, as aqueous spray formulations which include from 0.001% to 3% of active ingredient and, optionally, other
concentrated preparations of active ingredients, micronutrients, other surfactants and/or other additives commonly used in the agrochemical compositions.
The Applicant has found that, in aqueous spray herbicide formulations, the use of anionic esters of alkylpolyglycoside
containing a salified sulfonic acid group according to formula (I) can help the formation of a homogeneous dispersion of the herbicide in water, thus accelerating the penetration of active ingredient in the treated biological materials .
Optionally, the aqueous spray formulations can also include drift control agents, humectants, corrosion inhibitors, microbial inhibitors, pH adjusters, anti-foam agents or mixture thereof.
The following Examples serve to illustrate the stability of
concentrated aqueous herbicide compositions according to the invention. A comparison is made with analogous compositions prepared from known anionic alkylpolyglycosides and from other surfactants that are known to efficiently perform as stabilizer of concentrated glyphosate compositions.
EXAMPLES.
- Preparation of concentrated aqueous herbicide compositions of glyphosate isopropylamine salt (glyphosate IPA) with different surfactants.
The compositions of Example 1 - 12 were prepared by blending at room temperature an aqueous concentrate of glyphosate IPA 62% wt with the appropriate amount of surfactant and water as reported in Table 1 and 2.
Eucαrol AGE/EC is α coco αlkylpolyglucoside citric ester (Lamberti),
30% in water
Eucarol AGE/SS is a coco alkylpolyglucoside sulfosucciπic ester
(Lamberti), 45 % in water
PIC 255 is a isodecyl alkylpolyglucoside sulfosuccinic ester, 50% in water
PIC 244 is a linear C8 - Cl O alkylpolyglucoside sulfosuccinic ester,
50% in water
PIC 265 is a linear ClO and 2-ethylhexyl alkylpolyglucoside citric ester, 40% in water
PIC 263 is a linear ClO and 2-ethylhexyl alkylpolyglucoside , sulfosuccinic ester, 50% in water
PIC 245 is a linear C8 - ClO alkylpolyglucoside citric ester, 40% in water
Emulson CB 30 is an alkyldimethyl betaine, 30% in water (Lamberti)
Emulson AG/GPE3/CA is a ethoxylated tallow amine (15 moles)
80% in isobutyl alcohol (Lamberti)
Emulson AG/GPE3/SSM is a ethoxylated tallow amine (15 moles)
70% in ethylene glycol and polyethylene glycol 200 (Lamberti)
Table 1
* Comparative Table 2
Comparative
Tables 3 and 4 report the characteristics of the concentrated herbicide compositions of Examples 1 -12 and the aqueous spray formulations prepared thereof by dilution with water.
All the concentrated aqueous herbicide compositions of the invention are clear and homogeneous liquids. These compositions are stable for at least one week at 0 0C and at least 2 weeks at 54 0C with no phase separation or crystallization. Also the aqueous spray formulations prepared from the compositions of the invention are stable and can be stored for at least one day without any problem.
Table 3
Comparative
Table 4
Comparative Examples 13-19
Compositions of Example 13-19 were prepared by blending at room temperature a concentrate solution of glyphosate IPA 62% or a concentrate solution of glyphosate potassium salt 69% or 61% (glyphosate K) with the appropriate amount of surfactant and water as reported in Tables 5 and 6.
Table 5
Table ό
Table 7 and 8 report the characteristics of the concentrate herbicide compositions of Examples 2, 13-19. The viscosity of the compositions was measured with a Brookfield™ LVT viscometer.
Table 7
All the concentrate aqueous herbicide compositions of Examples 13-19, according to the invention, are clear and homogeneous liquids. These compositions are stable for at least 720 days at 25 0C with no phase separation or crystallization. Moreover the viscosity of the compositions are very low so they can be poured and mixed with other substances or solvents quite easily.
Table 8
Claims
1. Aqueous herbicide composition containing from 100 to 750 g/l (as acid equivalent) of potassium, ammonium or
isopropylamine salts of glyphosate and from 1 to 50%, preferably from 2 to 20%, by weight of anionic esters of linear or branched C0-C20 alkylpolyglycosides having formula (I):
MO3S - CH (CH2-COORi) - COOR2
(I)
wherein:
M is an organic or inorganic cation such as Na, K, NH4 or mono-, di-, tri-alkanolammonium or mixture thereof;
Ri is the group:
R - (CH(OH) - CH2)m- O - (Z)p - which is connected to the acyl group through the residue Z, and wherein
Z represents the residue of a hexose, pentose or sorbitol, R is an alkyl containing from 6 to 20 carbon atoms,
m is 0 or 1 ,
p is a number from 1 to 10;
R2 is M or Ri .
2. The aqueous herbicide composition according to claim 1. comprising at least 10% by weight of water.
3. The aqueous herbicide composition according to claim 2. comprising from 20 to 60% by weight of water.
4. The aqueous herbicide composition according to claim 1. or 2. or 3. comprising from 2 to 20% by weight of the anionic esters of linear or branched C0-C20 alkylpolyglycosides and from 400 to 655 g/l (as acid equivalent) of the glyphosate salts.
5. The aqueous herbicide composition according to claim 4. wherein in formula (I) M is Na or NH4, R is a linear or branched alkyl group containing from 8 to 14 carbon atoms, Z is the residue of glucose, m is 0 and p is between 1 and 5.
6. The aqueous herbicide composition according to claim 5. wherein in formula (I) p is between 1 and 2.5.
7. The aqueous herbicide composition according to claim 6. further containing one or more surfactants selected among nonionic alkylpolyglycosides, ethoxylated fatty alcohols, anionic esters of fatty alcohols, C0-C18 alkyldimethyl betaine.
8. The aqueous herbicide composition according to claim 6. further containing a water soluble organic solvent.
9. The aqueous herbicide composition according to claim 6. further containing one or more other herbicides different from the glyphosate salts.
10. The aqueous herbicide composition according to claim 6. further containing one or more additives selected among antifoam agents, antifreeze agents, dyes, stabilizers, buffers, thickeners, flow enhancers, wetting agents, lubricants, fillers, drift control agents, deposition enhancers, evaporation retardants.
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA2766992A CA2766992A1 (en) | 2009-07-01 | 2010-06-30 | Aqueous herbicide concentrate |
| US13/381,794 US20120108427A1 (en) | 2009-07-01 | 2010-06-30 | Aqueous herbicide concentrate |
| NZ596885A NZ596885A (en) | 2009-07-01 | 2010-06-30 | Aqueous herbicide concentrate |
| AU2010268083A AU2010268083B2 (en) | 2009-07-01 | 2010-06-30 | Aqueous herbicide concentrate |
| BRPI1011917-5A BRPI1011917B1 (en) | 2009-07-01 | 2010-06-30 | COMPOSITION OF AQUOSA HERBICIDE. |
| PL10732896T PL2448405T5 (en) | 2009-07-01 | 2010-06-30 | Aqueous herbicide concentrate |
| EP10732896.5A EP2448405B2 (en) | 2009-07-01 | 2010-06-30 | Aqueous herbicide concentrate |
| ES10732896.5T ES2530573T5 (en) | 2009-07-01 | 2010-06-30 | Aqueous herbicide concentrate |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ITVA2009A000040A IT1395428B1 (en) | 2009-07-01 | 2009-07-01 | WATER-BASED HERBICIDE CONCENTRATE |
| ITVA2009A000040 | 2009-07-01 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO2011000880A2 true WO2011000880A2 (en) | 2011-01-06 |
| WO2011000880A3 WO2011000880A3 (en) | 2011-07-21 |
Family
ID=41667499
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP2010/059304 Ceased WO2011000880A2 (en) | 2009-07-01 | 2010-06-30 | Aqueous herbicide concentrate |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US20120108427A1 (en) |
| EP (1) | EP2448405B2 (en) |
| AU (1) | AU2010268083B2 (en) |
| BR (1) | BRPI1011917B1 (en) |
| CA (1) | CA2766992A1 (en) |
| ES (1) | ES2530573T5 (en) |
| IT (1) | IT1395428B1 (en) |
| NZ (1) | NZ596885A (en) |
| PL (1) | PL2448405T5 (en) |
| WO (1) | WO2011000880A2 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9131679B2 (en) | 2014-02-13 | 2015-09-15 | Lamberti Spa | Herbicidal composition |
| CN109805006A (en) * | 2019-02-13 | 2019-05-28 | 中化化工科学技术研究总院有限公司 | A kind of aviation low volume weeding suspending agent and its preparation and application |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04211695A (en) * | 1990-04-27 | 1992-08-03 | Kao Corp | Sulfosuccinic acid glycoside ester and production thereof |
| IT1247516B (en) † | 1991-04-24 | 1994-12-17 | Auschem Spa | SURFACTANTS DERIVED FROM SULPHOSUCCINIC ESTERS |
| FR2690812A1 (en) † | 1992-05-05 | 1993-11-12 | Rhone Poulenc Geronazzo Spa | A water soluble phytosanitary composition incorporating a semisulfosuccinate derivative. |
| FR2782244B1 (en) * | 1998-08-12 | 2000-09-15 | Rhodia Chimie Sa | PHYTOSANITARY FORMULATIONS WITH HIGH CONTENT IN ACTIVE MATERIAL |
| AU2002358264A1 (en) * | 2001-12-21 | 2003-07-30 | Dow Agrosciences Llc | High-strength low-viscosity agricultural formulations |
| EP1570155B1 (en) † | 2002-11-14 | 2007-01-03 | Lamberti Spa | Process for the cleaning of oil and gas wellbores |
| ITVA20030019A1 (en) † | 2003-06-13 | 2004-12-14 | Lamberti Spa | WATER-BASED LIQUID DETERGENTS BASED ON ANIONIC ESTERS OF ALCHYL POLYGLYCOSIDES. |
| BRPI0413266B8 (en) * | 2003-08-04 | 2022-06-28 | Dow Agrosciences Llc | COMPOSITION OF HIGH POTENCY HERBICIDE CONCENTRATE, AND METHOD FOR CONTROL OF UNDESIRABLE VEGETATION |
| DE102004026937A1 (en) * | 2004-06-01 | 2005-12-22 | Bayer Cropscience Gmbh | Concentrated aqueous formulations for crop protection |
| WO2006096617A2 (en) * | 2005-03-04 | 2006-09-14 | Monsanto Technology Llc | Mitigating necrosis in transgenic glyphosate-tolerant cotton plants treated with herbicidal glyphosate formulations |
-
2009
- 2009-07-01 IT ITVA2009A000040A patent/IT1395428B1/en active
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2010
- 2010-06-30 NZ NZ596885A patent/NZ596885A/en not_active IP Right Cessation
- 2010-06-30 WO PCT/EP2010/059304 patent/WO2011000880A2/en not_active Ceased
- 2010-06-30 AU AU2010268083A patent/AU2010268083B2/en active Active
- 2010-06-30 EP EP10732896.5A patent/EP2448405B2/en active Active
- 2010-06-30 CA CA2766992A patent/CA2766992A1/en not_active Abandoned
- 2010-06-30 BR BRPI1011917-5A patent/BRPI1011917B1/en active IP Right Grant
- 2010-06-30 PL PL10732896T patent/PL2448405T5/en unknown
- 2010-06-30 US US13/381,794 patent/US20120108427A1/en not_active Abandoned
- 2010-06-30 ES ES10732896.5T patent/ES2530573T5/en active Active
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9131679B2 (en) | 2014-02-13 | 2015-09-15 | Lamberti Spa | Herbicidal composition |
| CN109805006A (en) * | 2019-02-13 | 2019-05-28 | 中化化工科学技术研究总院有限公司 | A kind of aviation low volume weeding suspending agent and its preparation and application |
| CN109805006B (en) * | 2019-02-13 | 2021-11-19 | 中化化工科学技术研究总院有限公司 | Aviation low-amount spray weeding suspending agent and preparation and use methods thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| BRPI1011917A2 (en) | 2015-09-22 |
| NZ596885A (en) | 2013-12-20 |
| PL2448405T5 (en) | 2018-05-30 |
| EP2448405B1 (en) | 2014-11-12 |
| PL2448405T3 (en) | 2015-04-30 |
| US20120108427A1 (en) | 2012-05-03 |
| EP2448405B2 (en) | 2017-10-18 |
| BRPI1011917A8 (en) | 2017-04-18 |
| CA2766992A1 (en) | 2011-01-06 |
| EP2448405A2 (en) | 2012-05-09 |
| ES2530573T5 (en) | 2018-02-23 |
| AU2010268083A1 (en) | 2012-01-12 |
| WO2011000880A3 (en) | 2011-07-21 |
| BRPI1011917B1 (en) | 2017-12-12 |
| IT1395428B1 (en) | 2012-09-14 |
| ITVA20090040A1 (en) | 2011-01-02 |
| ES2530573T3 (en) | 2015-03-03 |
| AU2010268083B2 (en) | 2014-11-27 |
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