U.S. patent application number 11/264085 was filed with the patent office on 2006-03-16 for concentrated aqueous phytopathological formulation comprising a herbicide and a betaine type surfactant.
Invention is credited to Valerio Bramati, Joel Coret, Scott Edwards, Paul Gioia.
Application Number | 20060058193 11/264085 |
Document ID | / |
Family ID | 27658265 |
Filed Date | 2006-03-16 |
United States Patent
Application |
20060058193 |
Kind Code |
A1 |
Bramati; Valerio ; et
al. |
March 16, 2006 |
Concentrated aqueous phytopathological formulation comprising a
herbicide and a betaine type surfactant
Abstract
The present invention concerns an aqueous phytopathological
formulation comprising a hydrosoluble salt of at least one
aminophosphate or aminophosphonate type herbicide; at least one
principal surfactant selected from alkylbetaines and
alkyl(amidoalkyl)betaines, and at least one additive selected from
at least one of the following compounds: (i) amines or etheramines
comprising at least one hydrocarbon radical containing 2 to 24
carbon atoms, optionally polyalkoxylated; (ii)acid or non acid
phosphate mono- or di-esters, optionally polyalkoxylated; and (iii)
alkali metal, alkaline-earth metal, ammonium, alkylammonium,
alkanolammonium, iron, zinc or manganese salts of a mineral
acid.
Inventors: |
Bramati; Valerio; (Arese,
IT) ; Coret; Joel; (Robbinsville, NJ) ;
Edwards; Scott; (Mt. Eliza, AU) ; Gioia; Paul;
(Hillside, AU) |
Correspondence
Address: |
Jean-Louis Seugnet;Rhodia Inc.
CN 7500
259 Prospect Plains Road
Cranbury
NJ
08512
US
|
Family ID: |
27658265 |
Appl. No.: |
11/264085 |
Filed: |
November 1, 2005 |
Related U.S. Patent Documents
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Application
Number |
Filing Date |
Patent Number |
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10866389 |
Jun 12, 2004 |
6992046 |
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11264085 |
Nov 1, 2005 |
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10059708 |
Jan 29, 2002 |
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10866389 |
Jun 12, 2004 |
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Current U.S.
Class: |
504/206 ;
504/365 |
Current CPC
Class: |
A01N 57/20 20130101;
A01N 57/20 20130101; A01N 57/20 20130101; A01N 2300/00 20130101;
A01N 25/30 20130101; A01N 25/30 20130101; A01N 59/20 20130101 |
Class at
Publication: |
504/206 ;
504/365 |
International
Class: |
A01N 57/18 20060101
A01N057/18; A01N 25/04 20060101 A01N025/04; A01N 25/16 20060101
A01N025/16 |
Claims
1-13. (canceled)
14. An aqueous phytopathological formulation comprising: a
hydrosoluble salt of at least one aminophosphate or
aminophosphonate herbicide; at least one principal surfactant
selected from the group consisting of alkylbetaines and
alkyl(amidoalkyl)betaines, and at least one additive (ii) being an
optionally polyalkoxylated acid or non acid phosphate mono- or
di-ester.
15. The formulation according to claim 14, wherein the herbicide is
a hydrosoluble salt of N-phosphonomethyl glycine.
16. The formulation according to claim 14, wherein the herbicide
content is in the range 80 to 510 g/l expressed in acid herbicide
equivalents.
17. The formulation according to claim 14, wherein the principal
surfactant corresponds to one or more of the following formulae:
##STR3## wherein: R.sup.1 represents a linear or branched alkyl
group containing 3 to 30 carbon atoms, or an alkamide group;
R.sup.2, which is identical pr different, represents an alkyl
group, R.sup.3 represents a hydrogen atom or a --CH.sub.2COOM
radical or an alkyl group; M represents an alkali metal.
18. The formulation according to claim 14, wherein the principal
surfactant corresponds to one or more of the following formula
R.sup.1R.sup.2R.sup.2N.sup.+--CH.sub.2COO-- wherein: R.sup.1
represents a linear or branched alkyl group containing 3 to 20
carbon atoms R.sup.2 represents an alkyl group
19. The formulation according to claim 14, wherein the amount of
principal surfactant is in the range 20 to 180 g/l.
20. The formulation according to claim 14, wherein the additive
(ii) is a polyalkoxylated acid or non acid phosphate mono- or
di-esters, polyalkoxylated with formula (II) below:
(AO).sub.3-mP(.dbd.O)(OM).sub.m wherein: A, which is identical or
different, represents a group
R'.sup.1--O(CH.sub.2--CHR'.sup.2--O).sub.nwherein: R'.sup.1, which
is identical or different, represents a linear or non linear,
saturated or unsaturated C.sub.6-C.sub.20 hydrocarbon group;
R'.sup.2, which is identical or different, represents a hydrogen
atom or a methyl or ethyl group; n is a mean number in the range 0
to 10; M, which is identical or different, represents a hydrogen
atom, an alkali or alkaline-earth metal, a N(R.sup.3).sub.4.sup.+
type radical in which radicals R.sub.3, which is identical or
different, represents a hydrogen atom or a linear or non linear,
saturated or unsaturated C.sub.1-C.sub.6 hydrocarbon group
optionally substituted with a hydroxyl group; m is a whole number
in the range 1 to 2.
21. The formulation according to claim 14, wherein the additive
(ii) is present in an amount of up to 120 g/l.
22. The formulation according to claim 14, wherein the ratio by
weight of principal surfactant/ additive (ii), is in the range 6/1
to 1/2.
23. The formulation according to claim 22, wherein the total amount
of principal surfactant and additive (ii) represents 60 to 180 g/l
of the formulation.
Description
[0001] The present invention relates to aqueous phytopathological
formulations comprising at least one aminophosphate or
aminophosphonate type herbicide and at least one betaine type
principal surfactant associated with one or more particular
additives.
[0002] Among the various normal presentations of phytopathological
formulations that can be cited are concentrated aqueous
formulations which are diluted by the user prior to applying them
to the plants to be treated.
[0003] In addition to the active ingredient or ingredients, such
aqueous formulations comprise additives known as biological
activators the role of which is to increase the efficacy of the
herbicide, for example by encouraging wetting of the plant by that
active ingredient or by encouraging penetration into the plant.
[0004] Particularly regarding aqueous commercial formulations
comprising active ingredients of the amino acid type cited above,
one of the most frequently used biological activators is an
ethoxylated amine.
[0005] The presence of these amines considerably strengthens the
biological activity of the herbicide, most probably by activating
diffusion of the herbicide through the cuticular barrier of the
plant.
[0006] The major disadvantage with ethoxylated amine compounds is
their chemical toxicity. They are irritants and are only slightly
biodegradable. Further, they are highly ecotoxic, more particularly
towards aquatic plant organisms (algae) or aquatic animals
(insects, batrachia) even at low concentrations.
[0007] The ever more serious view taken of these different problems
has led to a search for phytopathological compounds, preferably
hydrosoluble phytopathological compounds, with a biological
activity that is comparable to current formulations and with
substantially reduced toxicity and ecotoxicity.
[0008] Thus, the present invention aims to provide novel aqueous
phytopathological formulations comprising at least one active
ingredient, more particular a herbicide of the aminophosphate or
aminophosphonate type, with a proportion of ethoxylated amine with
respect to the herbicide that is lower than in the normal
formulations, or even free of such amines, while retaining an
activity that is at least equal to said formulations.
[0009] These and other aims are accomplished by the present
invention which thus concerns aqueous phytopathological
formulations comprising a hydrosoluble salt of at least one
aminophosphate or aminophosphonate type herbicide; at least one
principal surfactant selected from alkylbetaines and
alkyl(amidoalkyl)betaines, and at least one additive selected from
at least one of the following compounds:
(i) amines or etheramines comprising at least one hydrocarbon
radical containing 2 to 24 carbon atoms, optionally
polyalkoxylated;
(ii) acid or non acid phosphate mono- or di-esters, optionally
polyalkoxylated;
(iii) alkali metal, alkaline-earth metal, ammonium, alkylammonium,
alkanolammonium, iron, zinc or manganese salts of a mineral
acid.
[0010] The particular choice of principal surfactant combined with
at least one of the additives listed above can produce
phytopathological formulations with a reduced ethoxylated amine
content, or even formulations that are free of this type of
compound while retaining a level of efficacy that is at least as
good as that achieved with commercially available formulations.
[0011] The consequences of this reduction in the amount of
ethoxylated amine are to be found in the significant reduction in
the toxicity of the final formulation itself. These characteristics
are still further improved when the formulation is free of that
amine.
[0012] Further, the formulation of the invention is stable on
storage and does not cause problems during use. No gel appears, nor
does the viscosity increase greatly during dilution prior to
application.
[0013] Other advantages and characteristics of the present
invention will become apparent from the following description and
examples.
[0014] As indicated above, the formulation of the invention
comprises, as an active ingredient, a hydrosoluble salt of at least
one herbicide of the aminophosphate or aminophosphonate type.
[0015] Preferably, the formulations of the invention comprise at
least one hydrosoluble salt of N-phosphonomethyl glycine.
[0016] The term "glyphosate" will be used below to define
hydrosoluble salts of N-phosphonomethyl glycine.
[0017] Suitable salts that can more particularly be cited are the
salts of alkali metals such as sodium or potassium; ammonium salts
of the N(R).sub.4.sup.+ type in which radicals R, which may be
identical or different, represent a hydrogen atom or a linear or
non linear, saturated or unsaturated C.sub.1-C.sub.6 hydrocarbon
radical that may be substituted by a hydroxyl group; or sulphonium
salts; said salts being present alone or in a combination.
[0018] Ammonium salts that can in particular be cited include
secondary or primary amines such as isopropylamine, dimethylamine,
diamines such as ethylenediamine, or alkanolamines such as
monoethanolamine. Trimethylsulphonium is a perfectly suitable
sulphonium salt.
[0019] Preferred glyphosate derivatives for herbicidal application
that can be cited are isopropylamine, the monoethanolamine salt and
the trimethylsulphonium salt.
[0020] Advantageously, the herbicide content of the aqueous
formulations of the invention is in the range 80 to 510 g/l
expressed in acid herbicide equivalents.
[0021] In accordance with one essential feature of the invention,
the aqueous formulations comprises at least one principal
surfactant selected from alkylbetaines and
alkyl(amidoalkyl)betaines.
[0022] Preferably, the principal surfactant corresponds to one or
more of the following formulae: ##STR1##
[0023] in which formulae:
[0024] R.sup.1 represents a linear or branched alkyl group
containing 3 to 30 carbon atoms, preferably 3 to 20 carbon atoms,
such as propyl, dodecyl, hexadecyl or an alkamide group, such as
dodecanamide;
[0025] R.sup.2, which may or may not be identical, represent an
alkyl radical, preferably a methyl radical;
[0026] R.sup.3 represents a hydrogen atom or a --CH.sub.2COOM
radical or an alkyl radical;
[0027] M represents an alkali metal, preferably sodium.
[0028] Said compounds, which can be used in the invention as
principal surfactants, are commercially available products and are
sold by Rhodia Chimie under the trade names Mirataine.RTM. and
Wettem.RTM.. Advantageously, said commercially available products
can be used as they are, without undergoing an initial treatment to
reduce the amount of salt, for example (sodium chloride in
particular).
[0029] The amount of principal surfactant in the phytopathological
formulation of the invention is advantageously in the range 20 to
180 g/l.
[0030] In addition to the principal surfactant, the
phytopathological formulations of the invention comprise at least
one additive selected from at least one of the following
compounds:
[0031] (i) amines or etheramines comprising at least one
hydrocarbon radical containing 2 to 24 carbon atoms, optionally
polyalkoxylated;
[0032] (ii) acid or non acid mono- and di-ester phosphates,
optionally polyalkoxylated;
[0033] (iii) alkali metal, alkaline-earth metal, ammonium,
alkylammonium, alkanolammonium, iron, zinc or manganese salts of a
mineral acid.
[0034] In accordance with a first possibility, compounds (i) are
more particularly selected from amines comprising at least one
linear or branched, saturated or unsaturated radical containing 2
to 24 carbon atoms, preferably 8 to 18 carbon atoms, optionally
comprising 2 to 30 oxyalkylene motifs, preferably oxyethylene, or a
mixture of a plurality thereof.
[0035] In accordance with a second possibility, compounds (i) are
selected from etheramines comprising at least one linear or
branched, saturated or unsaturated radical containing 6 to 24
carbon atoms, preferably 8 to 20 carbon atoms, optionally
comprising 2 to 30 oxyalkylene motifs, preferably oxyethylene, or a
mixture of a plurality thereof. More particularly, the etheramines
correspond to the following formula: ##STR2##
[0036] in which formula R represents a linear or branched,
saturated or unsaturated hydrocarbon radical containing 6 to 24
carbon atoms, preferably 8 to 20 carbon atoms; OA, which may or may
not be identical from one motif to another and from one branch to
another, represent an oxyethylene motif, preferably oxypropylene;
and n, n', which may or may not be identical, represent a mean
number in the range 1 to 30.
[0037] Examples of such amines that can be cited are amines derived
from copra and containing 5 oxyethylene (OE) motifs, oleic amines
containing 5 OE, amines derived from tallow containing 10 OE,
etheramines corresponding to the above formula, in which radical R
is an alkyl radical containing 12 to 15 carbon atoms, the number of
OE motifs being in the range 20 to 30.
[0038] It should be noted that highly advantageously, the amount of
compounds (i) represents 0 to 120 g/l of the formulation. In a
particular implementation of the invention, the amount of this type
of compound is in the range 0 to 60 g/l. Preferably, the
phytopathological formulations are free of them.
[0039] Turning now to compounds (ii), these are preferably selected
from acid or non acid phosphate mono- or di-esters, optionally
polyalkoxylated, with formula (II) below:
(AO).sub.3-mP(.dbd.O)(OM).sub.m
[0040] in which:
[0041] A, which may or may not be identical, represent a group R'hu
1--O(CH.sub.2--CHR'.sup.2--O).sub.n in which: [0042] R'.sup.1,
which may or may not be identical, represent a linear or non
linear, saturated or unsaturated C.sub.6-C.sub.20 hydrocarbon
radical, preferably C.sub.8-C.sub.18; [0043] R'.sup.2, which may or
may not be identical, represent a hydrogen atom or a methyl or
ethyl radical, preferably a hydrogen atom; [0044] n is a mean
number of motifs in the range 0 to 10, preferably in the range 2 to
10;
[0045] M, which may or may not be identical, represent a hydrogen
atom, an alkali or alkaline-earth metal, a N(R.sup.3).sub.4.sup.+
type radical in which radicals R.sup.3, which may or may not be
identical, represent a hydrogen atom or a linear or non linear,
saturated or unsaturated C.sub.1-C.sub.6 hydrocarbon radical
optionally substituted with a hydroxyl group;
[0046] m is a whole number in the range 1 to 2.
[0047] It should be noted that compound (ii) can be in the form of
a monoester, a diester, or a mixture of these two esters.
[0048] Further, the amount of compound (ii), if present in the
formulation of the invention, is in the range 0 to 120 g/l.
[0049] Compound (iii) is advantageously selected from alkali metal
or alkaline-earth metal, ammonium, or linear or non linear,
saturated or unsaturated C.sub.1-C.sub.6 alkylammonium or
alkanolammonium sulphates, nitrates or phosphates; or from iron,
zinc or manganese sulphates, used alone or as a mixture.
[0050] Finally, the amount of compound (iii) in the formulations,
if present, is more particularly in the range 0 to 200 g/l.
[0051] In accordance with a preferred characteristic of the
invention, the proportion by weight of principal surfactant/sum of
additives (i) to (iii) is in the range 6/1 to 1/2.
[0052] Further, in one implementation of the invention, the total
amount of principal surfactant and additive(s) represents 60 to 180
g/l of the formulation.
[0053] The formulations can also comprise additives that are
conventional in the field such as anti-foaming agents, for example
organopolysiloxanes; or thickening agents such as xanthan gum type
polysaccharides, alginates, carboxylated or hydroxylated
methylcelluloses, synthetic macromolecules of the polyacrylate,
polymaleate, polyvinylpyrrolidone, polyethylene glycol or polyvinyl
alcohol type, or of the inorganic type such as bentonites.
[0054] The formulation can also comprise auxiliary additives such
as antioxidants, anti-UV agents, colorants, etc.
[0055] The amount of these additives listed above is normally less
than 10% by weight, preferably 1% by weight or less, advantageously
0.1% by weight or less compared with the composition weight.
[0056] The compositions of the invention can be prepared by mixing
their different constituents with moderate stirring.
[0057] This operation preferably takes place at a temperature in
the range 15.degree. C. to 60.degree. C., preferably at a
temperature close to ambient temperature (15-30.degree. C.).
[0058] Usually, the principal surfactant is preferably only added
once the other constituents have been mixed.
[0059] The phytopathological formulations of the invention are thus
used to treat plants, normally after diluting with water.
[0060] Non-limiting examples of the invention will now be
described.
EXAMPLE 1
[0061] A mixture with the following composition was prepared in
water: TABLE-US-00001 glyophosate isopropylamine salt (46% acid)
360 g/l Mirataine .RTM. D40 (*) 80 g/l Geronol .RTM. CF/AR (**) 20
g/l oleic amine containing 5 OE motifs 20 g/l (*) Mirataine .RTM.
D40 (sold by Rhodia Chimie): lauryldimethylbetaine. (**) Geronol
.RTM. CF/AR (sold by Rhodia Geronazzo) is a mixture of mono- and
di-ester phosphates with formula (I) from saturated
C.sub.4-C.sub.10 aliphatic alcohols and comprising a mean of 3 to 8
motifs of ethylene oxide, and M is isopropyl ammonium.
[0062] A composition was obtained the efficacy of which was
equivalent to a composition comprising the same amount of
glyphosate (expressed as the acid equivalent) and with a
concentration of 180 g/l of ethoxylated oleic amine (15
motifs).
[0063] The formulation was stable on storage at ambient temperature
and at 54.degree. C.
EXAMPLE 2
[0064] A mixture with the following composition was prepared in
water: TABLE-US-00002 glyphosate isopropylamine salt (46% acid) 360
g/l Wettem .RTM. MEI (*) 100 g/l ammonium sulphate 19 g/l (*)
Wettem .RTM. MEI (sold by Rhodia Chimie):
lauryldimethylbetaine.
[0065] A composition was obtained the efficacy of which was
equivalent to a composition comprising the same amount of
glyphosate (expressed as the acid equivalent) and with a
concentration of 180 g/l of ethoxylated oleic amine (15
motifs).
[0066] The formulation was stable on storage at ambient temperature
and at 54.degree. C.
* * * * *