Title of Invention

"A COMPOSITION COMPRISING GLYPHOSPHATE AND AT LEAST ONE TAURATE SALT"

Abstract A composition comprising, a water immiscible phase comprising, a triazolinone herbicide, wherein said triazolinone herbicide is carfentrazone ethyl or sulfentrazone present in an amount of from 0.10% by weight to 1.5% by weight of all components in the total composition, and one or more aromatic solvents, wherein said aromatic solvent is alkylated naphthalene aromatic or an alkylated naphthalene depleted aromatic, present in an amount of from 1% by weight to 10% by weight of all components in the total composition; and an aqueous phase comprising, glyphosphate, wherein said glyphosphate is a glyphosate salt or a glyphosate acid equivalent present in an amount of from 20% by weight to 60% by weight of all components in the total composition, and an emulsifier, wherein said emulsifier comprises sodium-N-methyl-N-oleoyl taurate, alkyl polyglycoside and ethoxylated alcohol; wherein said sodium-N-methyl-N-oleoyl taurate is present in an amount of from 1.5% to 2.5% by weight of all components in the total composition, said alkyl polyglycoside is present in an amount of from 5% by weight to 25% by weight of all components in the total composition and said ethoxylated alcohol is present in an amount of from 0.1% by weight to 1% by weight of all components in the total composition; and other optional ingredients.
Full Text GLYPHOSATE COMPOSITION
This application claims the benefit of U.S. Provisional Application No.
60/552,556, filed March 12,2004.
FIELD OF THE INVENTION
The present invention relates to the field of agrochemical compositions and
formulations. In particular, the present invention provides a composition comprising
glyphosate and at least one taurate salt, The glyphosate and at least one taurate salt
of the present invention can be advantageously mixed with the triazolinone herbicide
and one or more aromatic solvent to produce compositions that are chemically and
physically stable. The present invention is also directed to methods of making and
using such compositions.
BACKGROUND OF THE INVENTION
To enable the efficient elimination or controlling of unwanted plants in
agriculture and related endeavors, it is desirable to use effective chemical herbicides
on these unwanted plants. Compositions containing multiple herbicides are
desirable in agricultural and related endeavors due to broadening the spectrum or
range of unwanted plant species killed or controlled and varying the onset of visual
symptomology.
, Due to the desirability of having a composition with the above mentioned
properties, the combination of a triazolinone herbicide and glyphosate salt has been
disclosed in, for example, U.S. Patent 5,935,905, U.S. Patent 5,125,958, U.S. Patent
6,127,318, PCT Publication WO 00/78139, PCT Publication WO 02/063955 and
PCT Publication WO 01/70024. The combination of a triazolinone herbicide and
glyphosate salt has been thought to exhibit a herbicidal effect against a very broad
spectrum of unwanted plant species and a triazolinone herbicide is known to have
fast onset of herbicidal activity as seen from visual symptomology, while glyphosate
salt is considered to be slower with onset occurring just after typical triazolinone
herbicides. This has the potential to be a very effective combination. However, a
problem in the art of formulating the triazolinone herbicide and glyphosate salt
mixture is in successfully achieving both chemical and physical stability in the
composition over significant periods of time.
In general, a relatively small amount of the triazolinone herbicide has been
used in conjunction with glyphosate. Chemical stability is most important in this
type of composition to ensure the small amount of the triazolinone herbicide is fully
effective. Typically, less than one percent is used commercially to keep the cost of
the composition low, while still yielding spectrum and onset of visual
symptomology benefits. Examples of problematic chemical degradation include
hydrolysis, oxidation, dehalogenation and bond cleavage. The chemical and
physical stability of a glyphosate and triazolinone herbicide composition is a key
objective in the art.
SUMMARY OF THE INVENTION
The present invention provides new herbicide compositions that have superior
chemical and physical stability, broad herbicidal spectrum effects and very good
balance of onset of visual symptomology.
Specifically, the present invention is directed to a composition comprising
glyphosate and at least one taurate salt. This composition can further comprise: (i) a
water-immiscible phase comprising a triazolinone herbicide and one or more
aromatic solvents with (ii) an aqueous phase comprising the glyphosate and an
emulsifier comprising the at least one taurate salt. The triazolinone herbicide and
glyphosate can be present, at least collectively, in a herbicidally effective amount.
The present invention is also directed to methods of making and using the
compositions of the present invention.
DETAILED DESCRIPTION OF THE INVENTION
As used in this specification and unless otherwise indicated the term
"herbicide" refers to a molecule or combination of molecules that retards or
otherwise kills unwanted plants, such as, but not limited to, deleterious or annoying
weeds, broadleaf plants, grasses, sedges, and can be used for crop protection, edifice
protection, or turf protection. The term "herbicidally effective amount" means an
amount necessary to produce an observable herbicidal effect on unwanted plant
growth, including the effects of plant necrosis, plant death, growth inhibition,
reproduction inhibition, inhibition of proliferation, and removal, destruction, or
otherwise diminishing the occurrence and activity of unwanted plants.
"Glyphosate" in its strict sense is a well known acid compound defined
conventionally as N-(phosphonomethyl)glycine, CAS Registry Number 1071-83-6,
but the word "glyphosate" is used herein in a less restrictive sense, except where the
context dictates otherwise, to encompass not only glyphosate acid but also salts (e.g.
N-(phosphonomethyl)glycine salt), adducts, zwitterions and esters thereof, and
compounds which are converted to glyphosate in plant tissues or which otherwise
provide glyphosate ions. The term "carfentrazone" means a,2-dichloro-5-(4-
(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-lH-l,2 ,4-triazol-l-yl)-4-
fluorobenzenepropionic acid, CAS Registry Number 128621-72-7, or salts thereof.
The term "carfentrazone ethyl" means ethyl a,2-dichloro-5-(4-(difluoromethyl)-4,5-
dihydro-3-methyl-5-oxo-lH-l,2 ,4-triazol-l-yl)-4-fluorobenzenepropionate, CAS
Registry Number 128639-02-1. The term "sulfentrazone" means N-(2,4-dichloro-5-
(4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4- triazol-1 -
yl)phenyl)methanesulfonamide, CAS Registry Number 122836-35-5.
"Pre-emergent" is defined as application of the herbicide during the period
prior to emergence of the crop plant from the ground. "Post-emergent" is defined as
application of the herbicide during the period after emergence of the crop plant from
the ground where the foliage of the crop plant is contacted by the herbicide. "Postdirect"
is defined as application of the herbicide during the period after emergence
of the crop plant from the ground where the foliage of the crop plant is not contacted
by the herbicide and the herbicide application is directed to the base of the crop
plant. "Pre-planting" is defined as application of the herbicide to kill existing
unwanted plants prior to planting a crop plant. "Termination" is defined as
application of a herbicide to kill the crop plant at an optimal harvest time and
eliminate unwanted plants to assist in harvesting of the crop plant.
The term "ambient temperature" as utilized herein shall generally mean any
suitable temperature found in a laboratory or other working quarter, and is generally
not below about 15° C nor above about 30° C.
As used herein, "% by weights of components in the total composition"
includes the wt% of all liquid components in the composition.
The present invention relates to a composition comprising glyphosate and at
least one taurate salt. This composition can further comprise a water-immiscible
phase comprising a triazolinone herbicide and one or more aromatic solvents with an
aqueous phase comprising the glyphosate and an emulsifier comprising at least one
taurate salt. The triazolinone herbicide and glyphosate can be present, at least
collectively, in a herbicidally effective amount.
Preferably, the glyphosate is at least one of a glyphosate salt or a glyphosate
acid equivalent. When the triazolinone herbicide and the water immiscible phase is
either present or is later to be added to the glyphosate and taurate salt solution, the
glyphosate may be present in an amount of from 20% by weight to 60% by weight,
more particularly 20% by weight to 55% by weight, more particularly, 30% by
weight to 51% by weight, more particularly 40% by weight to 51% by weight, of all
components in the total composition. These weight percentages are generally
applicable both prior to and after the amount of the components in the water
immiscible phase are considered.
Preferably, the triazolinone herbicide is at least one of carfentrazone-ethyl or
sulfentrazone. The triazolinone herbicide may be present in an amount of from
0.1% by weight to 1.5% by weight, more particularly, 0.2% by weight to 1.2% by
weight, more particularly, 0.3% by weight to 1% by weight, more particularly 0.5%
by weight to .84% by weight, of all components in the total composition.
Preferably, the taurate salt is sodium-N-methyl-N-oleoyl taurate. When the
triazolinone herbicide and water immiscible phase is either present or is later to be
added to the glyphosate and taurate salt solution, the taurate salt may be present in
an amount of from 1% by weight to 4% by weight, preferably, 1.5% by weight to
2.5% by weight, of all components in the total composition. These weight
percentages are generally applicable both prior to and after the amount of the
components in the water immiscible phase are considered. The taurate salt acts as
an emulsifier when the aqueous phase containing the glyphosate is combined with
the water immiscible phase containing the triazolinone herbicide.
Preferably, the emulsifier in the aqueous phase further comprises (in addition
to the at least one taurate salt) at least one of an alkyl polyglycoside and an
ethoxylated alcohol. The alkyl polyglycoside may be a C9 to Cu alkyl
polyglycoside. The ethoxylated alcohol may be a Cg to ds ethoxylated alcohol.
Preferably, the Cg to Cis alkyl polyglycoside is a Cg to Cn alkyl D-glucopyranoside,
and the Cg to Cis ethoxylated alcohol is a d | to C|4 ethoxylated alcohol.
When the triazolinone herbicide and water immiscible phase is present, the
alkyl polyglycoside may be present in an amount of from 5% by weight to 25% by
weight of all components in the total composition. When the triazolinone herbicide
and water immiscible phase is present, the ethoxylated alcohol may be present in an
amount of from 0.1% by weight to 1% by weight of all components in the total
composition.
Preferably, the aromatic solvent in the water immiscible phase is at least one of
an alkylated naphthalene aromatic or alkylated naphthalene depleted aromatic. The
aromatic solvent may be present in an amount of from 1% by weight to 10% by
weight, more particularly 1% by weight to 7% by weight, more particularly, 1% by
weight to 5% by weight, of all components in the total composition. More
particularly, the aromatic solvent may be present in an amount of 3% by weight to
7% by weight of all components in the total composition.
The composition can further comprise an anti-foam agent. When the
triazolinone herbicide and water immiscible phase is present, the anti-foam agent
may be present in an amount of from 0.001% by weight to 1 % by weight of all
components in the total composition.
A preferred embodiment of the present invention is wherein the triazolinone
herbicide is carfentrazone ethyl, the glyphosate is at least one of a glyphosate salt or
glyphosate acid equivalent, the emulsifier comprises sodium-N-methyl-N-oleoyl
taurate, Cg to Q i alkyl D-glucopyranoside and CM to CM ethoxylated alcohol, the
aromatic solvent is alkylated naphthalene aromatic. This preferred embodiment may
further comprise an anti-foam agent. Preferably, the carfentrazone ethyl is present
in an amount of from 0.10% by weight to 1.5% by weight, more particularly 0.2%
by weight to 1.2% by weight, more particularly 0.30% by weight to 1% by weight of
all components in the total composition, the glyphosate salt or glyphosate acid
equivalent is present in an amount of from 20% by weight to 60% by weight, more
particularly 20% by weight to 55% by weight of all components in the total
composition, the sodium-N-methyl-N-oleoyl taurate is present in an amount of from
1% by weight to 4% by weight of all components in the total composition, the Cg to
CM alkyl D-glucopyranoside is present in an amount of from 5% by weight to 25%
by weight of all components in the total composition and the C\ i to CM ethoxylated
alcohol is present in an amount of from 0.1 % by weight to 1 % by weight of all
components in the total composition, the alkylated naphthalene aromatic is present
in an amount of from 1% by weight to 10% by weight of all components in the total
composition and may further comprise an anti-foam agent present in an amount of
from 0.001 % by weight to 1 % by weight of all components in the total composition.
Even more preferably, the carfentrazone ethyl is present in an amount of from 0.2%
by weight to 1.2% by weight, more particularly, 0.30% by weight to 1% by weight,
more particularly, 0.5% by weight to .84% by weight of all components in the total
composition, the glyphosate salt or glyphosate acid equivalent is present in an
amount of from 30% by weight to 51% by weight, more particularly 40% by weight
to 51 % by weight of all components in the total composition, the sodium-N-methyl-
N-oleoyl taurate is present in an amount of from 1.5% by weight to 2.5% by weight
of all components in the total composition, the Cg to CH alkyl D-glucopyranoside is
present in an amount of from 9% by weight to 11% by weight of all components in
the total composition, the Cn to CK ethoxylated alcohol is present in an amount of
from 0.2% by weight to 0.6% by weight of all components in the total composition,
the alkylated naphthalene aromatic is present in an amount of from 1% by weight to
7% by weight, more particularly 1% by weight to 5% by weight, even more
particularly 3% by weight to 7% by weight of all components in the total
composition, and may further comprise an anti-foam agent present in an amount of
from 0.005% by weight to 0.8% by weight, more particularly 0.005% by weight to
0.1% by weight of all components in the total composition.
Another embodiment of the present invention is a method for the control of
unwanted plants comprising applying a herbicidally effective amount of the
composition of the invention to an area where such control is desired. Such
unwanted plants include broadleaf plants, grasses and sedges. The application to
unwanted plants is pre-planting, pre-emergent, post-emergent, post-directed or at
termination of or to a crop plant. The crop plant includes wheat, corn, rice, soybeans,
barley, oats, small grains, cotton, sugarcane, oil seed crops, forage crops, tree crops,
vine crops, industrial vegetation control, forestry, vegetable crops or fruiting
vegetables crops.
Yet another embodiment of the present invention is a process for preparing the
composition comprising combining the glyphosate and at least one taurate salt in any
conventional manner. A process for preparing the composition containing the
glyphosate and triazolinone herbicide of the invention comprises: a) preparing a water
immiscible phase by combining the triazolinone herbicide with one or more aromatic
solvents and heating, b) preparing an aqueous phase by combining the glyphosate,
emulsifier and water, and mixing until dispersed, and c) combining the mixture of
step a) with the mixture of step b) and emulsifying. Steps a) and b) may be performed
in any order. More preferably, wherein the heating of step a) may be at 50°C - 70°C,
the mixing of step b) is at 600 revolutions per minute, the combining the mixture of
step c) is under agitation at 600 revolutions per minute, and the emulsifying the
mixture in step c) may be at 1,200 to 1,500 revolutions per minute, more particularly
1,200 revolutions per minute at ambient temperature and for a period of one to five
minutes.
The compositions of the present invention are further illustrated by the
examples below. Unless otherwise specified in the examples, the carfentrazoneethyl
used in the Examples below contained 91.2% active ingredient and the
glyphosate used contained 62% active ingredient. The examples serve only to
illustrate the invention and should not be interpreted as limiting since further
modifications of the disclosed invention will be apparent to those skilled in the art.
All such modifications are deemed to be within the scope of the invention as defined
in the claims.
Example 1
This example illustrates one protocol for the preparation of a 480 grams/liter
glyphosate salt composition of the present invention (Composition A).
A mixture of 4.4 grams of carfentrazone-ethyl and 20 grams of alkylated
naphthalene depleted aromatic solvent (Aromatic 200 ND) was heated to about 70
°C. In a separate vessel, 86.75 grams of water was heated to about 55 °C. Upon
reaching temperature, 1.85 grams of sodium chloride, 10.0 grams of sodium-Nmethyl-
N-oleoyl taurate (Geropon T77 available from Rhodia), 325.0 grams of
glyphosate, 50.0 grams of C9 to CD alkyl D-glucopyranoside (Agnique PG 9116
available from Cognis), and 2.0 grams of Cn-C|4 ethoxylated alcohol (Renex 36
available from Uniqema) were added to the heated water. The aqueous solution was
mixed with a Lightning mixer at about 600 revolutions per minute for 15 minutes.
The carfentrazone-ethyl in solvent was then added slowly to the aqueous solution as
it was agitated. Upon completion of the addition, the agitation was increased to
1,200 revolutions per minute for 5 minutes. The resultant emulsion particle size was
1.9 microns and the batch was complete.
Example 2
This example illustrates one protocol for the preparation of a 600 grams/liter
glyphosate salt composition of the present invention (Composition B).
A mixture of 3.78 grams of carfentrazone-ethyl and 8.58 grams of alkylated
naphthalene depleted aromatic solvent (Aromatic 200 ND) was heated to about 70
°C. In a separate vessel, 29.83 grams of water, 1.59 grams of sodium chloride and
8.58 grams of sodium-N-methyl-N-oleoyl taurate (Geropon T77 available from
Rhodia) were mixed using a Lightning mixer at 1,800 revolutions per minute at
ambient temperature. Upon dissolving the Geropon T77 into the water, 332.19
grams of glyphosate, 42.92 grams of €9 to Cn alkyl D-glucopyranoside (Agnique
PG 9116 available from Cognis), and 1.72 grams of C\\-C\4 ethoxylated alcohol
(Renex 36 available from Uniqema) were added to the aqueous solution and mixed
with a Lightning mixer at 1,200 revolutions per minute at ambient temperature. The
carfentrazone-ethyl in solvent was then added slowly to the aqueous solution as it
was agitated. Upon completion of the addition, the agitation was maintained for 5
minutes at ambient temperature. The resultant emulsion particle size was 1.6
microns and the batch was complete.
Example 3
This example illustrates one protocol for the preparation of a 600 grams/liter
glyphosate salt composition of the present invention (Composition C).
A mixture of 2.75grams of carfentrazone-ethyl and 10.0 grams of alkylated
naphthalene depleted aromatic solvent (Aromatic 200 ND) was heated to about 70
°C. In a separate vessel, 19.85 grams of water, 1.85 grams of sodium chloride and
10.0 grams of sodium-N-methyl-N-oleoyl taurate (Geropon T77 available from
Rhodia) were mixed using a Lightning mixer at 600 revolutions per minute at
ambient temperature. Upon dissolving the Geropon T77 into the water, 403.5 grams
of glyphosate, 50.0 grams of C9 to Cn alkyl D-glucopyranoside (Agnique PG 9116
available from Cognis), and 2.0 grams of Cn-Cu ethoxylated alcohol (Renex 36
available from Uniqema) were added to the aqueous solution and mixed with a
Lightning mixer at 600 revolutions per minute at ambient temperature. Agitation
was increased to 1,200 revolutions per minute, and the carfentrazone-ethyl in solvent
was then added slowly to the aqueous solution as it was agitated. Upon completion
of the addition, the agitation was maintained for 5 minutes at ambient temperature.
Due to foaming, 0.05 grams of Dow Antifoam was added to the emulsion. The
resultant emulsion particle size was 0.8 microns and the batch was complete.
Example 4
This example illustrates one protocol for the preparation of a 600 grams/liter
glyphosate salt composition of the present invention (Composition D).
A mixture of 4.57 grams of carfentrazone-ethyl and 10.0 grams of alkylated
naphthalene depleted aromatic solvent (Aromatic 200 ND) was heated to about 70
°C. In a separate vessel, 18.33 grams of water, 1.85 grams of sodium chloride and
10.0 grams of sodium-N-methyl-N-oleoyl taurate (Geropon T77 available from
Rhodia) were mixed using a Lightning mixer at 600 revolutions per minute at
ambient temperature. Upon dissolving the Geropon T77 into the water, 403.25
grams of glyphosate, 50.0 grams of Cg to Cn alkyl D-glucopyranoside (Agnique PG
9116 available from Cognis), and 2.0 grams of Cn-Cu ethoxylated alcohol (Renex
36 available from Uniqema) were added to the aqueous solution. Agitation at 600
revolutions per minute at ambient temperature continued until the aqueous solution
was well mixed. Agitation was then increased to 1,200 revolutions per minute and
the carfentrazone-ethyl in solvent was added slowly to the aqueous solution. Upon
completion of the addition, the agitation was maintained for 2 minutes at ambient
temperature. The resultant emulsion particle size was 2.6 microns and the batch was
complete.
Example 5
This example illustrates one protocol for the preparation of a 600 grams/liter
glyphosate salt composition of the present invention (Composition E).
A mixture of 2.75 grams of carfentrazone-ethyl and 10.0 grams of alkylated
naphthalene depleted aromatic solvent (Aromatic 200 ND) was heated to about 70
°C. In a separate vessel, 4.85 grams of water, 1.85 grams of sodium chloride and
35.0 grams of sodium-N-methyl-N-oleoyl taurate (Geropon T22 available from
Rhodia) were mixed using a Lightning mixer at 600 revolutions per minute at
ambient temperature. Upon dissolving the Geropon T22 into the water, 403.5 grams
of glyphosate, 40.0 grams of C9 to Cn alkyl D-glucopyranoside (Agnique PG 9116
available from Cognis), and 2.0 grams of Ci i-Ci4 ethoxylated alcohol (Renex 36
available from Uniqema) were added to the aqueous solution. Agitation at 600
revolutions per minute at ambient temperature continued until the aqueous solution
was well mixed. Agitation was then increased to 1,000 revolutions per minute and
the carfentrazone-ethyl in solvent was added slowly to the aqueous solution. Upon
completion of the addition, the agitation was maintained for 5 minutes at ambient
temperature. Due to foaming, 0.05 grams of Dow Antifoam was added to the
emulsion. The resultant emulsion particle size was 1.7 microns and the batch was
complete.
Example 6
This example illustrates one protocol for the preparation of a 600 grams/liter
glyphosate salt composition of the present invention (Composition F).
A mixture of 2.75 grams of carfentrazone-ethyl and 10.0 grams of alkylated
naphthalene aromatic solvent (Aromatic 200) was heated to about 70 °C. In a
separate vessel, 4.65 grams of water, 1.85 grams of sodium chloride and 35.0 grams
of sodium-N-methyl-N-oleoyl taurate (Geropon T22 available from Rhodia) were
mixed using a Lightning mixer at 600 revolutions per minute at ambient
temperature. Upon dissolving the Geropon T22 into the water, 403.5 grams of
glyphosate, 40.0 grams ofCg to Cn alkyl D-glucopyranoside (Agnique PG 9116
available from Cognis), and 2.0 grams of Cu-C|4 ethoxylated alcohol (Renex 36
available from Uniqema) were added to the aqueous solution. Agitation at 600
revolutions per minute at ambient temperature continued until the aqueous solution
was well mixed. Agitation was then increased to 1,200 revolutions per minute and
the carfentrazone-ethyl in solvent was added slowly to the aqueous solution. Upon
completion of the addition, the agitation was maintained for 5 minutes at ambient
temperature. Due to foaming, 0.25 grams of Dow Antifoam was added to the
emulsion. The resultant emulsion particle size was 2 microns and the batch was
complete.
Example 7
This example illustrates one protocol for the preparation of a 360 grams/liter
glyphosate acid equivalent composition of the present invention (Composition G).
A mixture of 0.94 grams of carfentrazone-ethyl (92% AI) and 10.02 grams of
alkylated naphthalene aromatic solvent (Aromatic 200) was heated to about 70 °C.
In a separate vessel, 28.44 grams of water and 4.0 grams of sodium-N-methyl-Noleoyl
taurate (Geropon T77 available from Rhodia) were heated to about 70 °C.
Upon dissolving the Geropon T77 into the water, 134.8 grams of glyphosate (46%
acid equivalent), 20.0 grams of Cg to C] i alkyl D-glucopyranoside (Agnique PG
9116 available from Cognis), 0.80 grams of C| i-Cu ethoxylated alcohol (Renex 36
available from Uniqema) and 1.00 gram of Dow Antifoam were added to the
aqueous solution. The aqueous solution was heated an additional 10 minutes at
about 70 °C. The carfentrazone-ethyl in solvent was then added slowly to the
aqueous solution and agitated using an impeller type mixer at 1,500 revolutions per
minute for 30 minutes. The resultant emulsion particle size was 0.51 microns and
the batch was complete.
Example 8
This example illustrates one protocol for the preparation of a 360 grams/liter
glyphosate acid equivalent composition of the present invention (Composition H).
A mixture of 0.58 grams of carfentrazone-ethyl (92% AI) and 10.38 grams of
alkylated naphthalene aromatic solvent (Aromatic 200) was heated to about 70 °C.
In a separate vessel, 29.44 grams of water, 4.0 grams of sodium-N-methyl-N-oleoyl
taurate (Geropon T77 available from Rhodia) and 133.8 grams of glyphosate (46%
acid equivalent) were heated to about 70 °C. Upon dissolving the Geropon T77 and
glyphosate into the water, 20.0 grams of C9 to CM alkyl D-glucopyranoside
(Agnique PG 9116 available from Cognis), 0.80 grams of Cn-d4 ethoxylated
alcohol (Renex 36 available from Uniqema) and 1.00 gram of Dow Antifoam were
added to the aqueous solution. The aqueous solution was heated an additional 10
minutes at about 70 °C. The carfentrazone-ethyl in solvent was then added slowly to
the aqueous solution and agitated using an impeller type mixer at 1,500 revolutions
per minute for 30 minutes. The resultant emulsion particle size was 0.5 microns and
the batch was complete.
Example 9
This example illustrates one protocol for the preparation of a 600 grams/liter
glyphosate salt composition of the present invention (Composition I).
A mixture of 2.2 grams of carfentrazone-ethyl (92% AI) and 8.0 grams of
alkylated naphthalene aromatic solvent (Aromatic 200) was heated to about 70 °C.
In a separate vessel, 2.3 grams of water, 4.4 grams of sodium-N-methyl-N-oleoyl
taurate (Geropon T77 available from Rhodia) and 161.3 grams of glyphosate were
mixed using a Lightning mixer at 600 revolutions per minute at ambient
temperature. Upon complete mixing of the Geropon T77 with the water and
glyphosate, 20.0 grams of Cg to CM alkyl D-glucopyranoside (Agnique PG 9116
available from Cognis) and 0.8 grams of Cn-Cu ethoxylated alcohol (Renex 36
available from Uniqema) were added to the aqueous solution and mixed with a
Lightning mixer at 600 revolutions per minute at ambient temperature. Agitation
was increased to 1,500 revolutions per minute, and the carfentrazone-ethyl in solvent
was then added slowly to the aqueous solution as it was agitated. Upon completion
of the addition, the agitation was maintained for 1 minute at ambient temperature.
Due to foaming, 1.0 gram of Dow Antifoam was added to the emulsion. The
resultant emulsion particle size was 2.0 microns and the batch was complete.
Example 10
Stability Studies
This example sets forth stability studies that were accomplished on
compositions prepared in accordance with the present invention.
Laboratory tests that show the stability of the emulsion compositions were
carried out in the following manner. Prior to commencing the stability tests, an
initial percentage of carfentrazone-ethyl present in Compositions A, B, C, G, H and I
prepared above was determined by chromatographic techniques. After this
determination, the compositions were stored at 50° C for a period of one month to
model extreme conditions. After this time, the percentage of active ingredient
present in the composition was determined by the same chromatographic technique.
The results of these tests are presented in Table 1 below.
The results, shown in Table 1, indicate that the compositions of the present invention
maintained chemical stability at elevated temperature.
While this invention has been described with an emphasis upon preferred
embodiments, it will be obvious to those of ordinary skill in the art that variations in
the preferred devices and methods may be used and that it is intended that the
invention may be practiced otherwise than as specifically described herein.
Accordingly, this invention includes all modifications encompassed within the spirit
and scope of the invention as defined by the claims that follow.






WE CLAIM:-
1. A composition comprising:
a) a water immiscible phase comprising:
i) a triazolinone herbicide, wherein said triazolinone herbicide is carfentrazone ethyl or sulfentrazone present in an amount of from 0.10% by weight to 1.5% by weight of all components in the total composition, and ii) one or more aromatic solvents, wherein said aromatic solvent is alkylated naphthalene aromatic or an alkylated naphthalene depleted aromatic, present in an amount of from 1% by weight to 10% by weight of all components in the total composition; and
b) an aqueous phase comprising:
i) glyphosphate, wherein said glyphosphate is a glyphosate salt or a glyphosate
acid equivalent present in an amount of from 20% by weight to 60% by weight of
all components in the total composition, and
ii) an emulsifier, wherein said emulsifier comprises sodium-N-methyl-N-oleoyl
taurate, alkyl polyglycoside and ethoxylated alcohol;
wherein said sodium-N-methyl-N-oleoyl taurate is present in an amount of from
1.5% to 2.5% by weight of all components in the total composition, said alkyl
polyglycoside is present in an amount of from 5% by weight to 25% by weight of all
components in the total composition and said ethoxylated alcohol is present in an
amount of from 0.1% by weight to 1% by weight of all components in the total
composition; and other optional ingredients.
2. The composition as claimed in claim 1, wherein:
a) said alkyl polyglycoside is a C9 to C15 alkyl polyglycoside; and
b) said ethoxylated alcohol is a C9 to C15 ethoxylated alcohol.

3. The composition as claimed in claim 2, wherein:
a) said Cg to C15 alkyl polyglycoside is a C9 to Cn alkyl D-glucopyranoside; and
b) said Cg to C15 ethoxylated alcohol is a Cn to C14 ethoxylated alcohol.

4. The composition as claimed in claim 1, further comprises an anti-foam agent.
5. The composition as claimed in claim 4, wherein said anti-foam agent is present in an amount of from 0.001% by weight to 1% by weight of all components in the total composition.
6. The composition as claimed in claim 5, wherein the said anti-foam agent is present in an amount of from 0.005% by weight to 0.8% by weight of all components in the total composition.
7. The composition as claimed in claim 3, wherein:

a) said carfentrazone ethyl is present in an amount of from 0.2% by weight to 1.2% by weight of all components in the total composition;
b) said glyphosate salt or glyphosate acid equivalent is present in an amount of from 30% by weight to 51% by weight of all components in the total composition;
said sodium-N-methyl-N-oleoyl taurate is present in an amount of from 1.5% by weight to 2.5% by weight of all components in the total composition, said C9 to Cn alkyl D-glucopyranoside is present in an amount of from 9% by weight to 11% by weight of all components in the total composition and said Cn to C14 ethoxylated alcohol is present in an amount of from 0.2% by weight to 0.6% by weight of all components in the total composition; and
c) said alkylated naphthalene aromatic is present in an amount of from 3% by weight
to 7% by weight of all components in the total composition.
8. A process for preparing a composition as claimed in claim 1, comprising:
a) combining the triazolinone herbicide with one or more aromatic solvents and heating from 50°C- 70°C;

b) combining the glyphosate, emulsifier and water, and mixing until dispersed at 600
revolutions per minute;
c) combining the mixture of step a) with the mixture of step b) under agitation at 600
revolutions per minute; and
d) emulsifying the mixture in step c) at 1,200 to 1,500 revolutions per minute, at ambient temperature and for a period of one to five minutes.

Documents:

5184-DELNP-2006-Abstract-(09-03-2012).pdf

5184-DELNP-2006-Abstract-(23-12-2011).pdf

5184-delnp-2006-abstract.pdf

5184-delnp-2006-assignments.pdf

5184-DELNP-2006-Claims-(09-03-2012).pdf

5184-DELNP-2006-Claims-(23-12-2011).pdf

5184-delnp-2006-claims.pdf

5184-DELNP-2006-Correspondence Others-(09-03-2012).pdf

5184-DELNP-2006-Correspondence Others-(11-11-2011).pdf

5184-DELNP-2006-Correspondence Others-(22-11-2011).pdf

5184-DELNP-2006-Correspondence Others-(23-11-2011).pdf

5184-DELNP-2006-Correspondence Others-(23-12-2011).pdf

5184-DELNP-2006-Correspondence-Others-(04-01-2011).pdf

5184-delnp-2006-correspondence-others.pdf

5184-delnp-2006-description (complete).pdf

5184-DELNP-2006-Form-1-(23-12-2011).pdf

5184-delnp-2006-form-1.pdf

5184-DELNP-2006-Form-2-(23-12-2011).pdf

5184-delnp-2006-form-2.pdf

5184-DELNP-2006-Form-3-(22-11-2011).pdf

5184-DELNP-2006-Form-3-(23-12-2011).pdf

5184-delnp-2006-form-3.pdf

5184-delnp-2006-form-5.pdf

5184-DELNP-2006-GPA-(04-01-2011).pdf

5184-delnp-2006-pct-237.pdf

5184-delnp-2006-pct-326.pdf

5184-delnp-2006-pct-373.pdf


Patent Number 253159
Indian Patent Application Number 5184/DELNP/2006
PG Journal Number 27/2012
Publication Date 06-Jul-2012
Grant Date 28-Jun-2012
Date of Filing 08-Sep-2006
Name of Patentee FMC CORPORATION
Applicant Address 1735 MARKET STREET, PHILADELPHIA, PENNSYLVANIA 19103, U.S.A.
Inventors:
# Inventor's Name Inventor's Address
1 GARCIA, HYLSA 918 MCLAIN STREET, ELIZABETH, NJ 07202, USA.
2 NADOLNY, DENNIS 700 9TH AVENUE, TOMS RIVER, NJ 08757, U.S.A.
PCT International Classification Number A01N 25/32
PCT International Application Number PCT/US2005/008255
PCT International Filing date 2005-03-11
PCT Conventions:
# PCT Application Number Date of Convention Priority Country
1 60/552,556 2004-03-12 U.S.A.