WO2013164658A1 - Glyphosate herbicide composition - Google Patents

Glyphosate herbicide composition Download PDF

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Publication number
WO2013164658A1
WO2013164658A1 PCT/IB2012/002104 IB2012002104W WO2013164658A1 WO 2013164658 A1 WO2013164658 A1 WO 2013164658A1 IB 2012002104 W IB2012002104 W IB 2012002104W WO 2013164658 A1 WO2013164658 A1 WO 2013164658A1
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Prior art keywords
acid
glyphosate
composition
solution
product
Prior art date
Application number
PCT/IB2012/002104
Other languages
French (fr)
Inventor
Edmundo BLUMEL
Original Assignee
Red Surcos, 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 Red Surcos, S.A. filed Critical Red Surcos, S.A.
Priority to MX2014002026A priority Critical patent/MX2014002026A/en
Priority to BR112014002598A priority patent/BR112014002598A2/en
Publication of WO2013164658A1 publication Critical patent/WO2013164658A1/en

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    • 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

  • This invention refers to the field of products and active ingredients for controlling plagues, preferably for the application in agriculture, and more particularly it refers to herbicide compositions prepared as formulations including, as active ingredient, glyphosate in its acid form, with which a product with higher agronomic effectiveness is obtained.
  • Glyphosate is an active ingredient which is very known within the field of agriculture due to its wide range of activity and, in its acid form, corresponds to Formula:
  • Glyphosate currently one of the manly employed agrochemicals, is applied by spraying via different types of spraying machines; therefore it should be dissolved in water for forming what is called as spraying solution.
  • glyphosate in its acid form has a very low solubility in water, therefore it is salified in order to be dissolved and employed in its forms of spraying solution or spraying.
  • Traditional glyphosate formulations, either in liquid or solid form, are, for example, salts of amines, ammonium, potassium, etc., in order for the product to be soluble both in its commercial presentation and in the spraying solution.
  • this patent does not mention anything about achieving sufficiently low pH values, for example such as 1 ,2-1 ,6 (in a 1% solution in distilled water), for obtaining better adherences of spraying due to differences in electric charges between the sprayed product and the leaf mass.
  • This patent does not either discloses anything about the possibility of achieving surface tension values sufficiently low so as to obtain a wetting effect with important values, for example, below 39 dynes/cm in the spraying solution at a doses of use, in order to benefit distribution and diffusion over leaf surface.
  • Other aspect, not less important, about which this patent says nothing, is about the productive process for achieving a correct and total dissolution of the acid glyphosate at high concentrations.
  • composition comprises:
  • the invention provides a new phitosanitary and/or herbicidal composition based on the active ingredient widely known as glyphosate, and more particularly in the acid form thereof, so as to obtain the composition in its acid form which is the most active/effective, in addition o an steric benefit which facilitates translocation of these products of systemic nature, as the acid forms are of lower molecular size than the salified forms.
  • the composition of the invention keeps a high solubilization power in the water of the formula and mainly in the water of the spraying solution at the dose of common use.
  • the invention provides a phitosanitary and/or herbicidal composition based on glyphosate, wherein glyphosate is in its acid form for achieving a greater agronomic effectiveness thereof.
  • the composition comprises:
  • the composition comprises:
  • the composition comprises 320g of 100% acid glyphosate, 1247 g of 85% orthophosphoric acid, 20g of a polyglycolic ether, 20g of isopropyl alcohol, and 30g of hydroxyetil diphosphonic acid.
  • the polyglycolic ether is a polyglycolic ether of a C12-C14 chain modified linear alcohol ethoxylate with 7 moles of ethylene oxide, known in the market under the trade name of Genapol C070.
  • Odor the product has an odor typical of it components.
  • Relative density at (20°C), 1 ,6616.
  • Explosivitv it is established, by bibliographic consultation, by the tests carried out and by the method consulted, that the sample does not have any explosive element.
  • Test temperature room temperature, 20 ⁇ 1°C.
  • pH of the product in 1% aqueous solution 1 ,4. Stability in storage at high temperature
  • the preparation of the formulation indicated above is carried out by means of a procedure which comprises mixing the acid glyphosate with the orthophosphoric acid, operating the latter as a solvent, so that to obtain a strong acid solution.
  • a product which ph, at 1% in demineralized water and at 20°C, is between 1 ,2 and 1 ,5 is obtained.
  • polyglycolic ether is mixed with an amount equivalent to that of the isopropyl alcohol, until obtaining a wetting solution.
  • This mixture defined for the purposes of this description as wetting solution, allows to incorporate it to the solution of strong acids, that is, glyphosate and phosphoric acid, with the polyglycolic ether acting as wetting agent.
  • This wetting agent is pre-dissolved in isopropyl alcohol which acts as solvent of the polyglycolic ether in order for it not to be gelified when being added to the acid solution. Then, such solutions are mixed, that is, the strong acid solution and the wetting solution, with the hydroxyetil diphosphonic acid which acts as anti-crystallizing agent in the spraying solution.
  • the addition of the wetting solution to isopropanol makes that the surface tension of the commercial product added to 1 ,5% in water, as a spraying solution, reach a value of 35-40 dynes/cm, compared to the surface tension of 72 dynes/cm which the water of the spraying solution has.
  • the result of the strong acid solution (orthophosphoric acid and acid glyphosate) is heated at 70°C for making possible a perfect solution and achieving concentrations which are searched for the product of the invention. Afterwards the addition of the remaining excipients of the formula is carried out.
  • a spraying solution which, according to one approach, comprises from 1 to 2 parts of the composition of the invention and about 100 parts of water, wherein the solution has a pH of at least 1 ,2 and, preferably 1 ,4.
  • this glyphosate composition make that the spraying solution be more stable, mainly at cold temperatures due to the addition of the hydroxy ethyl diphosphonic acid.
  • the composition of the invention allows to achieve concentration percentages of the active ingredient, acid glyphosate, of 320 g/l, which exceeds existing commercial formulations of 186 g/l. This is achieved due to the combination of the formula of the invention, that is, strong acid solution, plus wetting solution, plus anti-crystallizing agents, to which it should be added the achievements of the productive process with heat contribution preventing the product obtained from crystallizing and the spraying solution which performed therewith at the doses of common use, even being close to the solubility limit.
  • the formation of a wetting solution with alcohol and the manner of its incorporation, are also an achievement of this invention as a combination of final effective effect was achieved.
  • the wetting agent of this composition Genapol C070, is pre-dissolved in isopropanol (isopropyl alcohol) for forming a solution-wetting agent which is mixed with the mixture of glyphosate and phosphoric acid so as to reduce surface tension of the composition of the invention for being able to be dissolved in the water with which it forms the spraying solution.
  • a surface tension of about 35-39 dynes/cm is achieved in the spraying solution at the concentration of use, which is almost a hyper-wetting effect and allows to omit the addition of co-adjuvants (wetting agents) in addition to the spraying solution.
  • a strengthening of absorption is achieved due to the content of the specific surfactants, that is, ecological ethoxylated fatty alcohols, and the molecule size, since the acid molecule is smaller than that of the salt.
  • the composition has a lower pH, 1 ,5 , preferably 1 ,4 , which generates the product in the spraying solution, and which allows a greater spraying adherence, due to the electric charges of the product, to the leaf mass.
  • composition of the invention over traditional salified formulations are:
  • compositions of this invention have been subjected to field assays, by private and official entities, with excellent results.
  • field assays by private and official entities, with excellent results.
  • the result of one of such assays is transcribed below.
  • Weed monitoring the weed report was performed going over the lot in an X form previous to the test performance. Weeds were recorded using a one-square meter marker, with five sampling points within the lot.
  • Frequency Number of samples in which specie is found/total number of samples.
  • Acid Gly and “Acid Glyf: Invention S: percentage of individuals surviving after the application of each reported species, average of each repetition.
  • DR Damage to remaining plant structures, treated weeds and control plot after 11 days post-application, average of each repetition. Scale amounting to 0 (without damage) to 5 (live weed but without healthy remaining structures).
  • the acid formulation went beyond the absolute sample chemical at length when its doses was increased, which drastically and bluntly enhanced the control of weeds present, making it very recommendable at these concentrations for controlling weeds as the ones found in this test under ideal conditions of growth thereof, which all died 11 days after treatments were performed.
  • Glyphosate formulated as acid at 32,0 % w/v non-salified.
  • SL soluble liquid
  • Soil humidity The test site received 1 irrigation per stratum before being carrying out. Due to which it was full of abundant humidity and population of weeds.
  • Weed monitoring the weed report was performed going over the lot of 25 meters x 24 meters, walking in an X form previous to the test performance. Weeds were recorded using a one-square meter marker in four sampling points within the lot.
  • Frequency Number of samples in which specie is found/total number of samples.
  • DR Damage to remaining plant structures, treated weeds and control plot after 20 days post-application, average of each repetition. Scale amounting to 0 (without damage) to 5 (live weed but without healthy remaining structures).
  • the product of the invention has an excellent effect of control at doses of 1 ,7 and 3,4 liters per hectare, being its use completely recommendable in the control of weeds as the ones presents in this test. It can be noted that at the doses of 1 ,7 l/ha (544g of acid/ha) the product of the invention ha an equal or better performance than the absolute sample (1068g of acid/ha).
  • Acid glyphosate formulation (non-salified) 356 g/l w/v for treatments of chemical fallow.

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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)

Abstract

Glyphosate herbicide composition in the acid form, with great agronomic effectiveness, comprising acid glyphosate, orthophosphoric acid, a polyglycolic ether, isopropyl alcohol, and hydroxyetil diphosphonic acid.

Description

GLYPHOSATE HERBICIDE COMPOSITION
STATE OF THE ART OF THE INVENTION Field of the invention
This invention refers to the field of products and active ingredients for controlling plagues, preferably for the application in agriculture, and more particularly it refers to herbicide compositions prepared as formulations including, as active ingredient, glyphosate in its acid form, with which a product with higher agronomic effectiveness is obtained.
Description of the prior art Glyphosate is an active ingredient which is very known within the field of agriculture due to its wide range of activity and, in its acid form, corresponds to Formula:
O
HOCOCH2NHCH2 IP1 (OH)2,
Glyphosate, currently one of the manly employed agrochemicals, is applied by spraying via different types of spraying machines; therefore it should be dissolved in water for forming what is called as spraying solution. However, glyphosate in its acid form has a very low solubility in water, therefore it is salified in order to be dissolved and employed in its forms of spraying solution or spraying. Traditional glyphosate formulations, either in liquid or solid form, are, for example, salts of amines, ammonium, potassium, etc., in order for the product to be soluble both in its commercial presentation and in the spraying solution. However, even when glyphosate in the form of salt may be dissolved without difficulty, in this salification an important part of the herbicidal effectiveness of this active ingredient is sacrificed. As a matter of fact, it has been found that solubilized acid formulations markedly enhance herbicidal effectiveness, such as bioavailability and bio-effectiveness, of glyphosate therefore, salified forms thereof can not compete, except for the higher solubility thereof, with benefits from acid forms. With the aim of making use of the advantages belonging to glyphosate in its saline form, some few formulation have been developed for facilitate its dissolution without losing the advantages of the acid form. For example, US Patent 5,302,579 discloses a glyphosate acid formulation which contains sulphuric acid, however, sulphuric acid may cause undesirable effects on plants on which the herbicidal composition is sprayed.
US Patent 6,541 ,424, describes a glyphosate acid formulation in which this active ingredient is combined with phosphoric acid. However, even when the product marketed by Helena Chemical, owner of this patent, is a soluble acid formulation in water, this product, in the market, has not managed to obtain glyphosate concentrations sufficient for offering the spraying solution effectiveness. As can be corroborated in the HM-2028 Product Specifications Sheet, acid glyphosate of the company Helena Chemical Company, "Material Safety Data Sheet" dated November 9th, 2006, glyphosate concentration in the composition reaches 18.6%w/v (186 g/liter). This shows that the wide ranges disclosed in the Patent, between 1 and 30% w/w, which would mean achieving a concentration of 500 g/liter, are excessive, being unreachable the concentration of 30% w/w due to glyphosate solubility in the phosphoric acid. It is demonstrated that this simple combination, above 22% w/w (360 g/liter) crystallizes and therefore it does not comply with stability requirements of the commercial product under cold conditions, that is, 7 days at 0°C +/- 2°C, stipulated by Cipac standards.
On the other hand, this patent does not mention anything about achieving sufficiently low pH values, for example such as 1 ,2-1 ,6 (in a 1% solution in distilled water), for obtaining better adherences of spraying due to differences in electric charges between the sprayed product and the leaf mass. This patent does not either discloses anything about the possibility of achieving surface tension values sufficiently low so as to obtain a wetting effect with important values, for example, below 39 dynes/cm in the spraying solution at a doses of use, in order to benefit distribution and diffusion over leaf surface. Other aspect, not less important, about which this patent says nothing, is about the productive process for achieving a correct and total dissolution of the acid glyphosate at high concentrations.
Therefore, even though benefits of the acid form of glyphosate have been discovered and the impediment that this acid form represents for dissolution has been resolved, there have remain unresolved other aspects of known formulations, such as obtaining a greater agronomic effectiveness by means of higher concentrations without affecting the composition stability, lower pH values, lower surface tensions, and better conditions of productive process, which would notably enhance herbicidal effectiveness of the active ingredient.
For all which has been highlighted before, then it would be very convenient to be able to achieve a new glyphosate acid formulation which may allow to achieve a greater agronomic effectiveness based on greater stability of the formulation, a better distribution of the active ingredient and a better adherence thereof to plant surface.
Brief description of the invention It is therefore an object of this invention to provide a glyphosate composition in its acid form having a higher active ingredient concentration compared to existing commercial compositions, due to the combination of components specially selected and a better productive process, which makes that both the commercial product and the spraying solution into which composition is diluted be kept stable, without crystallizing, even being close to the solubility limit and under cold weather. It is also an object of this invention to provide a glyphosate herbicide composition, wherein glyphosate is in its acid form achieving a greater agronomic effectiveness thereof, and the composition is the combination of a strong acid solution and a highly wetting solution, which defines, in combination, a surface tension of the composition of the invention lower than 39 dynes/cm at the doses of use, which allows a greater bioavailability and bio- effectiveness of the spraying solution due to the steric and wetting effect providing a better distribution/diffusion of the application on leaf mass. It is still another object of this invention to provide an acid glyphosate herbicide composition which, dissolved in the spraying solution, makes the solution to have lower pH compared to similar compositions, so as to achieve a better adherence of spraying on leaf mass as a result of the electric charges of the product.
It is still an object of this invention to provide a glyphosate herbicide composition, wherein glyphosate is in its acid form achieving a greater agronomic effectiveness thereof, and wherein composition comprises:
- between 15% and 20% (250g/liter-340g/liter) of acid glyphosate;
- between 72% and 81 % of orthophosphoric acid;
- between 1 ,0% and 2,0% of a polyglycolic ether;
- between 1 ,0% and 2,0% of isopropyl alcohol, and
- between 2,0% and 4,0% of hydroxyetil diphosphonic acid, with all percentages being expressed in % w/w.
It is still an object of this invention to provide a procedure for obtaining the composition of the invention, wherein the procedure comprises the stages of:
- mixing between 15% and 20% (250 g/liter and 340 g/liter) of acid glyphosate and between 72% and 81% of orthophosphoric acid, s as to obtain a strong acid solution, taking these components at a temperature of 70°C; - mixing between 1 ,0% and 2.0% of a polyglycolic ether and between 1 ,0% and 2,0% of isopropyl alcohol, until obtaining a wetting solution, and
- mixing such wetting and strong acid solutions with an amount of between 2,0% and 4,0% of hydroxyetil diphosphonic acid.
It is also an object of this invention to provide a spraying solution which comprises the composition of the invention, and which comprises:
- 1 part of such composition, and
- 100 parts of water, wherein the solution has a pH of at least 1.4.
Detailed description of the invention
Referring now in greater detail to the compositions of the invention, as can be appreciated, the invention provides a new phitosanitary and/or herbicidal composition based on the active ingredient widely known as glyphosate, and more particularly in the acid form thereof, so as to obtain the composition in its acid form which is the most active/effective, in addition o an steric benefit which facilitates translocation of these products of systemic nature, as the acid forms are of lower molecular size than the salified forms. In combination with this effect, the composition of the invention keeps a high solubilization power in the water of the formula and mainly in the water of the spraying solution at the dose of common use. More particularly, the invention provides a phitosanitary and/or herbicidal composition based on glyphosate, wherein glyphosate is in its acid form for achieving a greater agronomic effectiveness thereof. The composition comprises:
- between 15% and 20% of acid glyphosate;
- between 72% and 81 % of orthophosphoric acid;
- between 1 % and 2% of a polyglycolic ether;
- between 1% and 2% of isopropyl alcohol, and
- between 2% and 4% of hydroxyetil diphosphonic acid, with all percentages being expressed in % w/w.
According to one preferred embodiment, the composition comprises:
- 100%, 20% acid glyphosate;
- 85%, 75.8% orthophosphoric acid;
- 1 ,20% polyglycolic ether;
- 1 ,20% isopropyl alcohol, and
- 1 ,80% hydroxyetil diphosphonic acid. In a practical example, for 1 (one) liter of product, this would mean that the composition comprises 320g of 100% acid glyphosate, 1247 g of 85% orthophosphoric acid, 20g of a polyglycolic ether, 20g of isopropyl alcohol, and 30g of hydroxyetil diphosphonic acid. In a preferred manner, the polyglycolic ether is a polyglycolic ether of a C12-C14 chain modified linear alcohol ethoxylate with 7 moles of ethylene oxide, known in the market under the trade name of Genapol C070.
The specifications of a formulation of the invention, as a way of example, for a formulation of 32% acid glyphosate w/v SL, show the following parameters:
Aspect:
Physic state: Liquid.
Colour: the product has a clear/colorless color (visual observation).
Odor: the product has an odor typical of it components.
Relative density: at (20°C), 1 ,6616.
Inflammability: Flash point of the product: >120°C.
Explosivitv: it is established, by bibliographic consultation, by the tests carried out and by the method consulted, that the sample does not have any explosive element.
pj±
pH of the water used: 5,6.
Test temperature: room temperature, 20 ± 1°C.
pH of the product in 1% aqueous solution: 1 ,4. Stability in storage at high temperature
Figure imgf000008_0001
Stability in storage at low temperature
Figure imgf000008_0002
According to other aspect of the invention, the preparation of the formulation indicated above is carried out by means of a procedure which comprises mixing the acid glyphosate with the orthophosphoric acid, operating the latter as a solvent, so that to obtain a strong acid solution. By means of this combination a product which ph, at 1% in demineralized water and at 20°C, is between 1 ,2 and 1 ,5 , is obtained.
On the other hand, polyglycolic ether is mixed with an amount equivalent to that of the isopropyl alcohol, until obtaining a wetting solution. This mixture, defined for the purposes of this description as wetting solution, allows to incorporate it to the solution of strong acids, that is, glyphosate and phosphoric acid, with the polyglycolic ether acting as wetting agent. This wetting agent is pre-dissolved in isopropyl alcohol which acts as solvent of the polyglycolic ether in order for it not to be gelified when being added to the acid solution. Then, such solutions are mixed, that is, the strong acid solution and the wetting solution, with the hydroxyetil diphosphonic acid which acts as anti-crystallizing agent in the spraying solution. The addition of the wetting solution to isopropanol makes that the surface tension of the commercial product added to 1 ,5% in water, as a spraying solution, reach a value of 35-40 dynes/cm, compared to the surface tension of 72 dynes/cm which the water of the spraying solution has.
According to the invention, the result of the strong acid solution (orthophosphoric acid and acid glyphosate) is heated at 70°C for making possible a perfect solution and achieving concentrations which are searched for the product of the invention. Afterwards the addition of the remaining excipients of the formula is carried out. According to still other aspect of the invention, it is also proposed a spraying solution which, according to one approach, comprises from 1 to 2 parts of the composition of the invention and about 100 parts of water, wherein the solution has a pH of at least 1 ,2 and, preferably 1 ,4. The advantages of the composition of the invention are many. For example, this glyphosate composition make that the spraying solution be more stable, mainly at cold temperatures due to the addition of the hydroxy ethyl diphosphonic acid. On the other hand, the composition of the invention allows to achieve concentration percentages of the active ingredient, acid glyphosate, of 320 g/l, which exceeds existing commercial formulations of 186 g/l. This is achieved due to the combination of the formula of the invention, that is, strong acid solution, plus wetting solution, plus anti-crystallizing agents, to which it should be added the achievements of the productive process with heat contribution preventing the product obtained from crystallizing and the spraying solution which performed therewith at the doses of common use, even being close to the solubility limit. The formation of a wetting solution with alcohol and the manner of its incorporation, are also an achievement of this invention as a combination of final effective effect was achieved. The wetting agent of this composition, Genapol C070, is pre-dissolved in isopropanol (isopropyl alcohol) for forming a solution-wetting agent which is mixed with the mixture of glyphosate and phosphoric acid so as to reduce surface tension of the composition of the invention for being able to be dissolved in the water with which it forms the spraying solution. As previously indicated, a surface tension of about 35-39 dynes/cm is achieved in the spraying solution at the concentration of use, which is almost a hyper-wetting effect and allows to omit the addition of co-adjuvants (wetting agents) in addition to the spraying solution. With this, a strengthening of absorption is achieved due to the content of the specific surfactants, that is, ecological ethoxylated fatty alcohols, and the molecule size, since the acid molecule is smaller than that of the salt.
Another factor which allows to control this combination is the ph. The composition has a lower pH, 1 ,5 , preferably 1 ,4 , which generates the product in the spraying solution, and which allows a greater spraying adherence, due to the electric charges of the product, to the leaf mass.
In addition to the aforementioned advantages, it can be added that these products are not affected by water hardness of the spraying solution, since the active ingredient in the commercial product is an acid, and its volatility is lower than any of the existing commercial presentation.
Other distinctive features of the composition of the invention over traditional salified formulations are:
- It avoids inactivation due to hardness of the water in used in the spraying solution making it possible to use any water source, including water from drainage and water with high amount of organic matter. It avoids inactivation due to dust on culture. It fosters retention on plant surface.
It increases plant absorption rate compared to salified glyphosates formulations, due to the molecule size and its wetting features which prevent physical loses during application (rebound, rolling and fragmentation of prayed drops).
It enhances performance against weeds with high levels of calcium in their cuticle.
It eliminates the addition of activating co-adjuvants and/or utilities to the solution, which sometimes exceed the cost of the applied herbicide.
It presents a 2 to 3-fold better performance over traditional glyphosates formulated as salt at equal amount of active ingredient, which is very favorable since environmental charge per hectare of the pesticide is reduced between 2 to 3 times for achieving the same effect.
Compositions of this invention have been subjected to field assays, by private and official entities, with excellent results. As a way of example, the result of one of such assays is transcribed below.
Assay report 1
Comparative assay of herbicide compositions of the invention - Campaign 2009/10
These assay has been carried out by the Santiago de Estero Agricultural Experimental Station of National Agricultural Technology Institute, Grains Division. Interested party: Red Surcos S.A.
Professional responsible: Agricultural Engineer Fabricio Martin Pefialoza. Product to be assessed: Invention - Acid glyphosate. Acid glyphosate formulation (non-salified} 320 g/l SL (Soluble Concentrate) for fallow treatments.
Design of assays: 6 meters x 8 meters lots with three repetitions.
Treatments discussed:
Figure imgf000012_0001
Working Report a. Lot: soil without implanted culture, coming from soy culture in the previous campaign, with 8 years of direct sowing agriculture.
b. Site: It was performed in 9 de Julio department of the Province of Santa Fe.
c. Application features: It was performed on December 15th at 10h, with a humidity of 25°C and 70%. It was performed with a bag and a plane fanned 4-spout bar. A flow equivalent to 100 liters per hectare was used for covering each of the lots.
e. Weed monitoring: the weed report was performed going over the lot in an X form previous to the test performance. Weeds were recorded using a one-square meter marker, with five sampling points within the lot.
In each sampling unit, at the time of application, the species present therein were identified and quantified:
Abundance:
1 - 2 individuals: Poor. 3 - 6 individuals: Not much abundant.
6 individuals per sampling unit: Abundant.
State: Young/Adult.
Frequency: Number of samples in which specie is found/total number of samples.
11 days after sampling and application, the percentage of survival of each species and the percentage of damage on the remaining plant structures were recorded. f. Result of initial rise:
Figure imgf000013_0001
g. Assessment 12 days after the application SPECIE C.R. E.C. CD. B.SP
Parameter S DR S DR s DR S DR
Absolute
100 0 100 0 100 0 100 0 sample
Gli.
Zamba 60 4 0 - 0 - 0 - 3 1/ha
Acid Glyf
55 4 0 - 60 3 0 - 0.7 1/ha
Acid Glyf
0 - 0 - 0 - 0 - 1.7 1/ha
Acid Glyf
0 - 0 - 0 - 0 - 3. 4 1/ha
SPECIE C.A. P.P. P.O. A.Q.
Parameter S DR s DR s DR S DR
Absolute
100 0 100 0 100 0 100 0 sample
Gli.
Zamba 0 - 70 4 60 4 0 - 3 1/ha
Acid Glyf
0 - 75 4 60 4 0 - 0.7 1/ha
Acid Glyf
0 - 0 - 0 - 0 - 1.7 1/ha
Acid Glyf
0 - 0 - 0 - 0 - 3. 4 1/ha
Figure imgf000014_0001
"Acid Gly" and "Acid Glyf: Invention S: percentage of individuals surviving after the application of each reported species, average of each repetition.
DR: Damage to remaining plant structures, treated weeds and control plot after 11 days post-application, average of each repetition. Scale amounting to 0 (without damage) to 5 (live weed but without healthy remaining structures).
Graphic of control
Figure imgf000015_0001
Statistical analysis
Statistical Analysis 12 DDA
Specie C.R. e.c. c.d. B.sap C.A. P.P. P.O.
Parameter S S S S S S S
Absolute
c c c c c c c sample
Gli. Zamba
ab
3 l/ha b a a a a ab
Figure imgf000016_0001
Final comments Humidity conditions in which weeds were and the ambient temperature benefited the emergency and the active growth thereof, which produces a good action of the product tested in this test.
Very similar effects were observed in the action of both products when comparing acid formulation at the lowest doses (0.7 liters per hectare) and the absolute sample chemical at the dose tested (3 liters per hectare) in almost all weeds present in lots. In the cases of Cyperus, Portulaca and Partenium, they suffered important damages but they did not die, with reshooting appearing in the purslanes 15 days after the application.
On the other hand, the acid formulation went beyond the absolute sample chemical at length when its doses was increased, which drastically and bluntly enhanced the control of weeds present, making it very recommendable at these concentrations for controlling weeds as the ones found in this test under ideal conditions of growth thereof, which all died 11 days after treatments were performed.
In this Field Test, the agronomic effectiveness of the product of the invention is clearly showed as it is demonstrated that the product of the invention produces the same or better results with lower amount of active ingredient, including the positive results that this mean for ecology.
Assay Report 2 Comparative assay de herbicide compositions of the invention - Campaign 2010/11 These tests have been carried out by the Agricultural Experimental Station Santiago de Estero from the National Institute of Agricultural Technology.
Interested party: Surcos.
Performer: Division of Grains, INTA Santiago del Estero.
Professional responsible: Agricultural Engineer Matias Romani, Division of Grains.
Product to be assessed: Invention - Acid glyphosate
Glyphosate formulated as acid at 32,0 % w/v (non-salified). SL (soluble liquid). For treatments of glyphosate-resistant soy cultures.
Design of tests: Lots of 5 meters x 8 meters with three repetitions.
Treatments discussed:
Working report a. Culture: soil with soy crop, coming from sorghum crop in the previous campaign, with 20 years of low irrigation conventional agriculture. With glyphosate treatment after the sowing for controlling weeds (February 15th). b. Site: Experimental Station La Maria, located on National Road N° 9 Km. 1108, locality of La Abrita, Capital Department, Santiago del Estero.
c. Soil humidity: The test site received 1 irrigation per stratum before being carrying out. Due to which it was full of abundant humidity and population of weeds.
d. Application features: it was performed on April 13th, 2010 at 17 hours, with 22° C and 82% humidity. It was performed with a Jacto bag and a plane fanned 4-spout bar. A flow equivalent to 120 liters per hectare was used for covering each lot.
e. Weed monitoring: the weed report was performed going over the lot of 25 meters x 24 meters, walking in an X form previous to the test performance. Weeds were recorded using a one-square meter marker in four sampling points within the lot.
In each sampling unit, at the time of application, the species present therein were identified and quantified:
Abundance:
Poor: 1 - 2 individuals.
Not much abundant: 3- 6 individuals.
Abundant: more than 6 individuals per sampling unit.
State: Young/Adult.
Frequency: Number of samples in which specie is found/total number of samples.
20 days after sampling and application, the percentage of survival of each species and the percentage of damage on the remaining plant structures were recorded. f. Result of initial rise: Specie present Abundance Frequency of
State
(average/sample) occurrence
Cyperus rotundus Poor Adult 2/4
Partenium Not much
portulacastrum Adult 3/4 abundant
Portulaca oleracea Poor Adult 2/4
Ipomoea nil Poor Young 3/4
Pitraea cuneato-ovata Not much
Young 4/4 abundant
Coronopus didimus Poor Adult 1/4 ssessment 20 days after application.
Figure imgf000019_0002
Figure imgf000019_0001
"Acid Gly" = Invention
S: percentage of individuals surviving after the application of each reported species, average of each repetition.
DR: Damage to remaining plant structures, treated weeds and control plot after 20 days post-application, average of each repetition. Scale amounting to 0 (without damage) to 5 (live weed but without healthy remaining structures).
Better performances are indicated in bold letter. Statistical Analysis
Variance analysis
Figure imgf000020_0001
Table of variance analysis (SC type III)
Figure imgf000020_0002
Test: LSD Fisher Alfa=0,05 DMS=1 , 28623
Error; 0,4667 gl: 8
Treatment Mean N E.E.
values
Invention 1 ,7 l/ha 0,00 3 0,39 A
Invention 0,7 l/ha 0,00 3 0,39 A
Panzer SL 48% 31 l/ha 0,00 3 0,39 A
Invention 3,4 l/ha 0,00 3 0,39 A Absolute sample 1 ,67 3 0,39 B
Mean values with equal letter are not significantly different (p<- 0,05)
Var 1. Results for young Ipomoea nil, number of surviving individuals post-treatment (average absolute values of three repetitions).
Variance analysis
Figure imgf000021_0001
Table of variance analysis (SC type III)
Figure imgf000021_0002
Test: LSD Fisher Alfa=0,05 DMS=1 , 75283
Error; 0,8667 gl: 8
Figure imgf000021_0003
Mean values with equal letter are not significantly different (p<- 0,05)
Var 2. Results for adult Trianthema portulacastrum, number of surviving individuals post-treatment (average absolute values of three repetitions).
Variance analysis Variable N R' R' Aj CV
Pitraea 15 0,51 0,14 308,06
Table of variance analysis (SC type III)
Figure imgf000022_0002
Test: LSD Fisher Alfa=0,05 DMS=5,41352
Error: 8,2667 gl: 8
Figure imgf000022_0003
Mean values with equal letter are not significantly different (p<- 0, 05)
Var 3. Results for young Pitraea cuneato-ovata, number of surviving individuals post-treatment (average absolute values of three repetitions).
Variance analysis
Figure imgf000022_0004
Table of variance analysis (SC type III)
Figure imgf000022_0001
Rep 0,93 2 0,47 1 ,00 0,4096
Error 3,73 8 0,47
Total 1 1 ,33 14
Test: LSD Fisher Alfa=0,05 DMS=1 , 28623
Error: 0,4667 gl: 8
Figure imgf000023_0001
Mean values with equal letter are not significantly different (p<- 0,05)
Var 4. Results for adult Portulaca oleracea, number of surviving individuals post-treatment (average absolute values of three repetitions).
Variance analysis
Figure imgf000023_0002
Table of variance analysis (SC type III)
Figure imgf000023_0003
Test: LSD Fisher Alfa=0,05 DMS=4, 15365
Error: 4,8667 gl: 8
Treatment Mean N E.E.
values Invention 1 ,7 l/ha 0,00 3 1 ,27 A
Invention 0,7 l/ha 0,00 3 1 ,27 A
Panzer SL 48% 3 l/ha 0,00 3 1 ,27 A
Invention 3,4 l/ha 0,00 3 1 ,27 A
Absolute sample 6,33 3 1 ,27 B
Mean values with equal letter are not significantly different (p<- 0,05)
Var 5. Results for adult Cornopus didimus, number of surviving individuals post-treatment (average absolute values of three repetitions)
Variance analysis
Figure imgf000024_0001
Table of variance analysis (SC type III)
Figure imgf000024_0002
Test: LSD Fisher Alfa=0, 05 DMS= 1 ,97474
Error; 1, 1000 gl: 8
Figure imgf000024_0003
Mean values with equal letter are not significantly different (p<- 0,05) Var 6. Results for adult Cyperus rotundus, number of surviving individuals post-treatment (average absolute values of three repetitions).
Final comments
The products tested had a good control of most of the weeds present under the conditions in which this test was performed and at the doses in which they ere applied. From monitoring performed, it was determined that only Cyperus rotundus presented a wide resistance to the product applied, this feature was diminished as the doses used increased, where 1 ,7 and 3,4 liters per hectare of the acid formulation caused very severe damages to this weed and, in addition, reduced almost entirely the population of it in the lots assessed.
When comparing the performance of the control product and the one tested of acid formulation (invention) it was verified (see assessment table) that the product of the invention has an excellent effect of control at doses of 1 ,7 and 3,4 liters per hectare, being its use completely recommendable in the control of weeds as the ones presents in this test. It can be noted that at the doses of 1 ,7 l/ha (544g of acid/ha) the product of the invention ha an equal or better performance than the absolute sample (1068g of acid/ha).
Neither of the two products used in this experience presented toxicity symptoms in the soy crop.
Assay Report 3
Comparative assay de herbicide compositions of the invention - Campaign 2011/12, Chemical Fallow Acid glyphosate (Invention)
Interested party: Red Surcos S.A
Professional Responsible: Agricultural Engineer Fabricio Martin Penaloza. Object: To assess the application of the product f the invention to the field, 1 doses and to verify phototoxicity on soy crop.
Product: Invention - Acid glyphosate (SL -soluble liquid).
Acid glyphosate formulation (non-salified) 356 g/l w/v for treatments of chemical fallow.
Treatments and doses:
Figure imgf000026_0001
Zone: San Jeronimo Norte, Province of Santa Fe.
Hour of application: 14.00 hrs.
Date of application: 01/12/1 1
Volume of water used: 50 I/Ha
Weeds found.
Wide Leaf:
- Smooth pigweed (Amaranthus sp) Quinoa (Chenopodiom album)
- Virginia dayf lower (Commelina erecta)
- Wild buckwheat (Polygonum convolvulus)
- Horse purslane (Portulaca oleracea)
- Petunia of field (Petunia axillaris)
- Hairy fleabane (Coniza bonariensis)
Thin Leaf:
- Zea mays
- Johnsongrass (Sorghum halepense)
- Spring Onion (Cyperus rotundus) Control results
Statistical analysis
Variance analysis
Figure imgf000027_0001
Table of variance analysis (SC type III)
Figure imgf000027_0002
Figure imgf000027_0003
Table of variance analysis (SC type III)
Figure imgf000027_0004
Figure imgf000027_0005
Table of variance analysis (SC type III)
FV SC gi CM F p-value
Model 0,00 1 0,00 sd sd
Treatments 0,00 1 0,00 sd sd
Error 0,00 0 0,00
Total 0,00 1 N° Treatments 6 DDA 14 DDA 21 DDA
1 Invention 1 ,400 L/ha 70 80 90
2 Potaso 2 L/ha + 1 L/ha de Sulfam 60 80 90
S: Percentage of individuals not surviving the application.
Figure imgf000028_0001
Explanation Note: Even though it is indicated in the abscissa axis, it is explained that the 3 left columns correspond to the product of the invention while the 3 right columns correspond to the absolute sample chemical = Potaso 2L/ha + 1 L/ha of Sulfam. First control 6 DDA: It can be observed that the control on weeds which were present in the lot is good, highlighting that higher control rate, was obtained with the doses of the product of the invention at 1 ,400 L/Ha. It was determined that with the application of this doses there as no phytotoxicity onthe soy crop implanted. Second control 14 DDA: The control on weeds which were present in the lot is satisfactory at the dose tested of both products.
Final conclusions
It should be concluded that the doses used of the product of the invention at 1 ,400 L/Ha, had a good control of the weed which were present in the lot, except for those more tolerant to glyphosate as Hairy fleabane (Coniza bonariensis), Petunia of field (Petunia axillaris) and Spring Onion (Cyperus rotundus). In these cases, control was partial, stopping their development, taking as reference the doses of Potaso a 2 I/Ha + 1 I/Ha of Sulfam. It is important to highlight that the doses used of the product of the invention did not present phytotoxicity on soy crop implanted in the lot.

Claims

Claims
1. Glyphosate herbicide composition, wherein glyphosate is in its acid form achieving a greater agronomic effectiveness thereof, the composition being characterized in that it comprises:
- between 15% and 20% acid glyphosate;
- between 72% and 81% orthophosphoric acid;
- between 1% and 2% polyglycolic ether;
- between 1% and 2% isopropyl alcohol, and
- between 2% and 4% hydroxyetil diphosphonic acid,
with all percentages being expressed in % w/w.
2. Composition according to claim 1 , characterized in that it comprises:
- 100%, 20% acid glyphosate;
- 85%, 75,8% orthophosphoric acid;
- 1 ,20% polyglycolic ether;
- 1 ,20% isopropyl alcohol, and
- 1 ,80% hydroxyetil diphosphonic acid.
3. Composition according to claim 1 , characterized in that such polyglycolic ether is a polyglycolic ether of an C12-C14 chain modified linear alcohol ethoxylate with 7 mol of ethylene oxide.
4. A procedure for obtaining the composition according to claim 1 , characterized in that it comprises the stages of:
- mixing between 15% and 20% of acid glyphosate and between 72% and 81% of orthophosphoric acid, so that to obtain a strong acid solution;
- mixing between 1 ,0% and 2,0% of a polyglycolic ether and between 1 ,0% and 2,0% of isopropyl alcohol, until obtaining a wetting solution, and
- mixing such wetting and strong acid solutions with an amount of
between 1 ,0% and 4,0% of hydroxyetil diphosphonic acid.
5. The procedure of claim 4, characterized in that such stage of mixing glyphosate and orthophosphoric acid comprises mixing between 250 g/liter and 340 g/liter of acid glyphosate and orthophosphoric acid, taking these components at a temperature of 70°C.
6. A spraying solution which comprises the composition of claim 1 , characterized in that it comprises:
- 1 part of such composition, and
- 100 parts of water, wherein the solution has a pH of at least 1 ,4.
PCT/IB2012/002104 2012-05-02 2012-10-18 Glyphosate herbicide composition WO2013164658A1 (en)

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Citations (5)

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WO2002011536A2 (en) * 2000-08-07 2002-02-14 Helena Chemical Company Manufacture and use of a herbicide formulation
US6541424B2 (en) 2000-08-07 2003-04-01 Helena Chemical Company Manufacture and use of a herbicide formulation
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