Agricultural adjuvant compostions, pesticide compositions, and methods for using such compositions

Information

  • Patent Grant
  • 8653001
  • Patent Number
    8,653,001
  • Date Filed
    Tuesday, November 14, 2006
    17 years ago
  • Date Issued
    Tuesday, February 18, 2014
    10 years ago
Abstract
An adjuvant composition that contains, based on 100 parts by weight of the adjuvant composition (a) one or more betaine surfactant compounds, and (b) one or more surfactant compounds selected from, alkyl ether sulfates, sulfonates, sulfosuccinates, alkyl ether carboxylates, alkoxylated fatty acids, and alkoxylated alcohols is useful as a component of pesticide compositions.
Description
FIELD OF THE INVENTION

This invention relates to agricultural adjuvant compositions, pesticide compositions, and methods for using such compositions.


BACKGROUND OF THE INVENTION

Many agricultural pesticides, including insecticides, fungicides, herbicides, miticides, and plant growth regulators, are applied in the form of a liquid composition. In addition to the pesticide and a solvent, such liquid compositions typically include one or more adjuvant compounds intended to improve one or more properties of the liquid composition, such as for example, storage stability, ease of handling, pesticide efficacy against target organisms.


There is a continuing interest in pesticide compositions that exhibit improved properties.


SUMMARY OF THE INVENTION

In a first aspect, the present invention is directed to an adjuvant composition comprising,

  • (a) one or more betaine surfactant compounds, and
  • (b) one or more surfactant compounds selected from alkyl ether sulfates, sulfonates, sulfosuccinates, alkyl ether carboxylates, alkoxylated fatty acids, and alkoxylated alcohols.


In a second aspect, the present invention is directed to a pesticide composition, comprising:

  • (a) one or more betaine surfactant compounds,
  • (b) one or more surfactant compounds selected from alkyl ether sulfates, sulfonates, sulfosuccinates, alkyl ether carboxylates, alkoxylated fatty acids, and alkoxylated alcohols, and
  • (c) an effective amount of a pesticide.


In a third aspect, the present invention is directed to a method for treating a target plant, comprising applying the above described pesticide composition to such plant.







DETAILED DESCRIPTION OF INVENTION AND PREFERRED EMBODIMENTS

As used herein, the term “alkyl” means a saturated straight chain, branched chain, or cyclic hydrocarbon radical, such as for example, methyl, ethyl, n-propyl, iso-propyl, n-butyl, sec-butyl, t-butyl, pentyl, n-hexyl, and cyclohexyl.


As used herein, the term “alkoxy” means an oxy radical that is substituted with an alkyl group, such as for example, methoxy, ethoxy, propoxy, isopropoxy, and butoxy. As used herein in reference to an organic compound, the term “alkoxylated” means that the compound comprises one or more alkoxy or, more typically, poly(alkyleneoxy) moieties, such as, for example a poly(ethyleneoxy), poly(propyleneoxy), or poly(ethlyeneoxypropyleneoxy) moiety and the term “ethoxylated” means that the compound comprises at least one ethoxy or poly(ethyleneoxy) moiety. As used herein in reference to a poly(alkyleneoxy) moiety, the notation “(n)”, wherein n is an integer, indicates the number of alkyleneoxy monomeric units in the poly(alkyleneoxy) moiety. For example such as “ethoxylated (15) tridecyl alcohol” means a tridecyl alcohol ethoxylated with 15 moles of ethyleneoxy units per mole of tridecyl alcohol.


As used herein, the term “alkenyl” means an unsaturated straight chain, branched chain, or cyclic hydrocarbon radical that contains one or more carbon-carbon double bonds, such as, for example, ethenyl, 1-propenyl, and 2-propenyl.


As used herein, the term “aryl” means a monovalent unsaturated hydrocarbon radical containing one or more six-membered carbon rings in which the unsaturation may be represented by three conjugated double bonds, which may be substituted one or more of carbons of the ring with hydroxy, alkyl, alkenyl, halo, haloalkyl, or amino, such as, for example, phenoxy, phenyl, methylphenyl, dimethylphenyl, trimethylphenyl, chlorophenyl, trichloromethylphenyl, aminophenyl, and tristyrylphenyl.


As used herein, the term “arylene” means a divalent unsaturated hydrocarbon radical containing one or more six-membered carbon rings in which the unsaturation may be represented by three conjugated double bonds, which may be substituted one or more of carbons of the ring with hydroxy, alkyl, alkenyl, halo, haloalkyl, or amino, such as, for example, phenylene, methylphenylene, trimethylphenylene, aminophenylene, and tristyrylphenylene.


As used herein, the term “aralkyl” means an alkyl group substituted with one or more aryl groups, such as, for example, phenylmethyl, phenylethyl, and triphenylmethyl.


As used herein, the term “aralkenyl” means an alkenyl group substituted with an aryl group, such as, for example, phenylethenyl, and phenylpropenyl.


As used herein, the term “aryloxy” means an oxygen radical substituted with an aryl group, such as, for example, phenoxy, methylphenoxy, and trimethylphenoxy.


As used herein, the terminology “(Cn-Cm)” in reference to an organic group, wherein n and m are each integers, indicates that the group may contain from n carbon atoms to m carbon atoms per group.


As used herein, the term “agronomically acceptable salts” refers to salts prepared from agronomically acceptable non-toxic bases or acids including inorganic or organic bases and inorganic or organic acids. Typical agronomically acceptable salts the compound referred to herein comprise an anion derived from the compound, for example, by deprotonation of a hydroxy or hydroxyalkyl substituent, and one or more positively charged counterions. Suitable positively charged counterions include inorganic cations and organic cations, such as for example, sodium cations, potassium cations, calcium cations, magnesium cations, isopropylamine cations, ammonium cations, and tetraalkylammonium cations.


Betaine surfactant compounds are generally known compounds. In one embodiment, the betaine surfactant compound comprises one or more compounds according to formula (I):




embedded image



wherein:

    • R1, R2, and R3 are each independently alkyl, hydroxyalkyl, alkylamidoalkyl, or —CH2COOH,


      or an agronomically acceptable salt thereof.


In one embodiment, R1 and R2 are each independently (C1-C6)alkyl, more typically methyl, and R3 is (C1-C30)alkyl, more typically (C8-C18)alkyl.


In one embodiment, R1 and R2 are each independently (C1-C6)alkyl, more typically methyl, and R3 is alkylamidoalkyl, more typically (C1-C30)alkylamido(C1-C6)alkyl.


Suitable betaines include, for example, decyl dimethyl betaine, lauryl dimethyl betaine, coco dimethyl betaine, stearyl dimethyl betaine, cocoamidopropyl betaine, and mixtures thereof.


Alkyl ether sulfate surfactant compounds are generally known compounds and include agronomically acceptable salts of alkoxylated alkyl sulfates. In one embodiment, the adjuvant composition comprises one or more alkyl ether sulfate surfactant compounds according to formula (II):




embedded image



wherein:


each R4 is independently H or methyl,


R5 is alkyl,


m is an integer of from 1 to 100, more typically from 1 to 50, and


X+ is an agronomically acceptable cation.


In one embodiment, R5 is (C1-C30)alkyl, more typically (C8-C18)alkyl.


In one embodiment, each R4 is H and is from 1 to about 10.


Suitable alkyl ether sulfate surfactant compounds, include, for example, sodium (C8-C10)alkyl ether sulfate and sodium lauryl ether sulfate.


Sulfonate surfactant compounds are generally known compounds and include agronomically acceptable salts of mono-sulfonic acids, agronomically acceptable salts of di-sulfonic acids, and mixtures thereof. In one embodiment, the adjuvant composition comprises one or more sulfonate surfactant compounds according to formula (III) or (IV):




embedded image



wherein:


R6 is aryl, aryloxy, or alkenyl,


R7 and R7′ are each independently arylene, and


X+ is an agronomically acceptable cation.


In one embodiment, R6 is phenyl, (C8-C18)alkylphenyl, or (C8-C18)alkylphenoxy.


In one embodiment, R7 and R7′ are each (C8-C18)alkylphenylene.


Suitable sulfonate surfactant compounds include, for example, calcium dodecylbenzene sulfonate, calcium octadecylphenyl sulfonate, sodium tridecyl benzene sulfonate, isopropylamine dodecyl benzene sulfonate, isopropylamine tridecyl benzene sulfonate, ammonium tridecyl phenyl sulfonate, sodium (C8-C18)alkylphenoxysulfonate, sodium xylene sulfonate, sodium (C14-C16)alpha olefin sulfonate, disodium alkyldiphenyloxide disulfonates such as, for example, DOWFAX 2A1 (Dow Chemical Company), and mixtures thereof.


Sulfosuccinate surfactant compounds are generally known compounds and include agronomically acceptable salts of mono-esters of sulfosuccinic acid, agronomically acceptable salts of di-esters of sulfosuccinic acid, each of which may, optionally, be alkoxylated, as well as mixtures thereof. In one embodiment, the adjuvant composition comprises one or more sulfosuccinate surfactant compounds according to formula (V):




embedded image



wherein:


A and A′ are each independently —OX+, or




embedded image



provided that at least one of A and A′ is




embedded image


each R8 is independently H or methyl,


each R9 is independently H, alkyl, aryl, or alkylamidoalkyl,


each n is independently 0 or an integer of from 1 to about 100,


more typically from 1 to 50, and


each X+ is an agronomically acceptable cation.


In one embodiment, one of A and A′ is —OX+, and the other of A and A′ is




embedded image



wherein n is 0 or an integer of from 1 to about 20, and R9 is (C6-C18)alkyl, (C1-C18)alkylphenyl, or (C6-C18)alkylamido(C2-C6)alkyl.


In one embodiment, A and A′ are each




embedded image



wherein each n is independently 0 or an integer of from 1 to about 20, and each R9 is (C6-C18)alkyl, (C1-C18)alkylphenyl, or (C6-C18)alkylamido(C2-C6)alkyl.


Suitable sulfosuccinicate surfactant compounds include, for example, disodium monooctylsulfosuccinate, sodium dioctylsulfosuccinate, disodium lauryl sulfosuccinate, disodium laureth sulfosuccinate, disodium laurimide (MEA) sulfosuccinate, disodium mono-alkylphenyl ether sulfosuccinate, and mixtures thereof.


Alkyl ether carboxylate surfactant compounds are generally known compounds and include agronomically acceptable salts of alkoxylated carboxylic acids. In one embodiment, the adjuvant composition comprises one or more alkyl ether carboxylate surfactant compounds according to formula (VI):




embedded image



wherein:


each R10 is independently H or methyl,


R11 is alkyl or alkenyl,


p is 0 or an integer of from 1 to 100, more typically an integer of from 1 to 50, and


X+ is an agronomically acceptable cation.


In one embodiment, R11 is (C8-C18)alkyl.


In one embodiment, each R10 is H and p is an integer of from 1 to about 10.


Suitable alkyl ether carboxylate surfactant compounds include, for example, sodium laureth-13 carboxylate.


In one embodiment, the adjuvant composition comprises one or more alkoxylated fatty acid surfactant compounds. The fatty acid portion of such alkoxylated fatty acid surfactant compounds is derived from a saturated or unsaturated mono- or di-fatty acids, typically (C6-C30) fatty acids, such as, for example, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, linoleic acid, behenic acid, erucic acid, or a mixture thereof, including vegetable oils, such as, for example, tall oil, rapeseed oil, canola oil, soy oil, coconut oil, castor oil, corn oil, olive oil, sunflower oil, cottonseed oil, palm oil, peanut oil, sesame oil, safflower oil, linseed oil, flax seed oil, palm kernel oil, and mixtures thereof. These acids are alkoxylated with from 2 to 20 moles, more typically from 5 to 20 moles of a (C2-C4)alkylene oxide, more typically, ethylene oxide.


Alkoxylated alcohol surfactant compounds are generally known compounds. In one embodiment, the adjuvant composition comprises one or more alkoxylated alcohol surfactant compounds according to formula (VII):




embedded image



wherein


each R12 is independently H or methyl,


R13 is alkyl or alkenyl,


q is an integer of from 1 to 100, more typically from 1 to 50, or an agronomically acceptable salt thereof.


In one embodiment, R13 is (C6-C22)alkyl.


In one embodiment, each R12 is H and q is an integer of from 1 to about 30.


Suitable alkoxylated alcohol surfactant compounds include, for example, ethoxylated (15) tridecyl alcohol, ethoxylated (7) lauryl alcohol, ethoxylated (20) oleyl alcohol, ethoxylated (15) stearyl alcohol, and mixtures thereof.


The adjuvant composition comprises a non-zero amount of the one or more betaine surfactant compounds and a non-zero amount of one or more surfactant compounds selected from alkyl ether sulfates, sulfonates, sulfosuccinates, alkyl ether carboxylates, alkoxylated fatty acids, and alkoxylated alcohols. As used herein, “non-zero amount” means an amount greater than 0.


In one embodiment, the adjuvant composition comprises, based on 100 parts by weight (“pbw”) of the adjuvant composition:

  • (a) greater or equal to than about 0.1 pbw, more typically from about 1 pbw to about 99 pbw, even more typically from about 1 pbw to about 50 pbw, and still more typically from about 5 pbw to about 25 pbw, of one or more betaine surfactant compounds, and
  • (b) greater or equal to than about 0.1 pbw, more typically from about 0.001 pbw to about 0.1 pbw, even more typically from about 0.005 pbw to about 0.095 pbw, and still more typically from about 0.02 pbw to about 0.08 pbw, of one or more surfactant compounds selected from alkyl ether sulfates, sulfonates, sulfosuccinates, alkyl ether carboxylates, alkoxylated fatty acids, and alkoxylated alcohols.


In one embodiment of the adjuvant composition, the one or more surfactants comprise at least one alkyl ether sulfate surfactant and may optionally further comprise one or more surfactants selected from sulfonates, sulfosuccinates, alkyl ether carboxylates, alkoxylated fatty acids, and alkoxylated alcohols.


In one embodiment of the adjuvant composition, the one or more surfactants comprise at least one sulfonate surfactant and may optionally further comprise one or more surfactants selected from alkyl ether sulfates, sulfosuccinates, alkyl ether carboxylates, alkoxylated fatty acids, and alkoxylated alcohols.


In one embodiment of the adjuvant composition, the one or more surfactants comprise at least one sulfosuccinate surfactant and may optionally further comprise one or more surfactants selected from alkyl ether sulfates, sulfonates, alkyl ether carboxylates, alkoxylated fatty acids, and alkoxylated alcohols.


In one embodiment of the adjuvant composition, the one or more surfactants comprise at least one alkyl ether carboxylate surfactant and may optionally further comprise one or more surfactants selected from alkyl ether sulfates, sulfonates, sulfosuccinates, alkoxylated fatty acids, and alkoxylated alcohols


In one embodiment of the adjuvant composition, the one or more surfactants comprise at least one alkoxylated fatty acid surfactant and may optionally further comprise one or more surfactants selected from alkyl ether sulfates, sulfonates, sulfosuccinates, alkyl ether carboxylates, and alkoxylated alcohols


In one embodiment of the adjuvant composition, the one or more surfactants comprise at least one alkoxylated alcohol surfactant and may optionally further comprise one or more surfactants selected from alkyl ether sulfates, sulfonates, sulfosuccinates, alkyl ether carboxylates, and alkoxylated fatty acids.


In one embodiment, the adjuvant composition comprises, per 1 pbw betaine component of such adjuvant composition, from about 0.1 to about 10, more typically from about 1 to about 8, and even more typically from about 2 to about 5 pbw, of one or more surfactant compounds selected from alkyl ether sulfates, sulfonates, sulfosuccinates, alkyl ether carboxylates, alkoxylated fatty acids, and alkoxylated alcohols.


Suitable pesticides are biologically active compounds used to control agricultural pests and include, for example, herbicides, plant growth regulators, crop dessicants, fungicides, bacteriocides, bacteriostats, insecticides, and insect repellants. Suitable pesticides include, for example, triazine herbicides such as metribuzin, hexaxinone, or atrazine; sulfonylurea herbicides such as chlorsulfuron; uracils such as lenacil, bromacil, or terbacil; urea herbicides such as linuron, diuron, siduron, or neburon; acetanilide herbicides such as alachlor, or metolachlor; thiocarbamate herbicides such as benthiocarb, triallate; oxadiazolone herbicides such as oxadiazon; phenoxyacetic acids such as 2,4-D; diphenyl ether herbicides such as fluazifop, acifluorfen, bifenox, or oxyfluorfen; dinitro aniline herbicides such as trifluralin; organophosphonate herbicides such as glyphosate salts and esters; dihalobenzonitrile herbicides such as bromoxynil, or ioxynil, dipyridilium herbicides such as paraquat. Suitable fungicides include, for example, nitrilo oxime fungicides such as cymoxanil; imidazole fungicides such as benomyl, carbendazim, or thiophanate-methyl; triazole fungicides such as triadimefon; sulfenamide fungicides, such as captan; dithio-carbamate fungicides such as maneb, mancozeb, or thiram; chloronated aromatic fungicides such as chloroneb; dichloro aniline fungicides such as iprodione, strobilurin fungicides such as kresoxim-methyl, trifloxystrobin or azoxystrobin; chlorothalonil; copper salt fungicides such as copper oxychloride; sulfur; phenylamides; and acylamino fungicides such as metalaxyl or mefenoxam. Suitable insecticides, include, for example, carbamate insecticides, such as methomyl, carbaryl, carbofuran, or aldicarb; organo thiophosphate insecticides such as EPN, isofenphos, isoxathion, chlorpyrifos, or chlormephos; organophosphate insecticides such as terbufos, monocrotophos, or terachlorvinphos; perchlorinated organic insecticides such as methoxychlor; synthetic pyrethroid insecticides such as fenvalerate, abamectin or emamectin benzoate, neonicotinoide insecticides such as thiamethoxam or imidacloprid; pyrethroid insecticides such as lambda-cyhalothrin, cypermethrin or bifenthrin, and oxadiazine insecticides such as indoxacarb, imidachlopryd, or fipronil. Suitable miticides include, for example, propynyl sulfite miticides such as propargite; triazapentadiene miticides such as amitraz; chlorinated aromatic miticides such as chlorobenzilate, ortetradifan; and dinitrophenol miticides such as binapacryl. Suitable nematicides include carbamate nematicides, such as oxamyl.


Pesticide compounds are, in general, referred herein to by the names assigned by the International Organization for Standardization (ISO). ISO common names may be cross-referenced to International Union of Pure and Applied Chemistry (“IUPAC”) and Chemical Abstracts Service (“CAS”) names through a number of sources such as, for example, the Compendium of Pesticide Common Names, which is available on-line at http://www.hclrss.demon.co.uk/index.html.


In one embodiment, the pesticide comprises one or more compounds selected from group consisting of herbicides, plant growth regulators, crop dessicants, fungicides, bacteriocides, bacteriostats, insecticides, miticides, nematocides, and insect repellants.


In one embodiment, the pesticide comprises one or more compounds selected from the group consisting of glufosinate, glyphosate, water soluble glufosinate salts, water soluble glyphosate salts, and mixtures thereof, including, for example sodium, potassium, isopropyl amine, and ammonium salts.


In one embodiment, the pesticide comprises one or more compounds selected from the group consisting of the potassium salt of glyphosate, the sodium salt of glyphosate, the isopropyl amine salt of glyphosate, the ammonium salt of glyphosate.


Herbicidal compositions containing glyphosate or derivatives thereof are used to control a very wide variety of plants worldwide and can, when applied to the target plant in a herbicidally effective amount, reportedly control one or more target plant species of one or more of the following genera: Abutilon, Amaranthus, Artemisia, Asclepias, Avena, Axonopus, Borreria, Brachiaria, Brassica, Bromus, Chenopodium, Cirsium, Commelina, Convolvulus, Cynodon, Cyperus, Digitaria, Echinochloa, Eleusine, Elymus, Equisetum, Erodium, Helianthus, Imperata, Ipomoea, Kochia, Lolium, Malva, Oryza, Ottochloa, Panicum, Paspalum, Phalaris, Phragmites, Polygonum, Portulaca, Pteridium, Pueraria, Rubus, Salsola, Setaria, Sida, Sinapis, Sorghum, Triticum, Typha, Ulex, Xanthium and Zea, including annual broadleaf species such as, for example, velvetleaf (Abutilon theophrasti), pigweed (Amaranthus spp.), buttonweed (Borreria spp.), oilseed rape, canola, indian mustard, etc. (Brassica spp.), commelina (Commelina spp.), filaree (Erodium spp.), sunflower (Helianthus spp.), morningglory (Ipomoea spp.), kochia (Kochia scoparia), mallow (Malva spp.), wild buckwheat, smartweed, etc. (Polygonum spp.), purslane (Portulaca spp.), russian thistle (Salsola spp.), sida (Sida spp.), wild mustard (Sinapis arvensis) and cocklebur (Xanthium spp.), annual narrowleaf species such as for example, wild oat (Avena fatua), carpetgrass (Axonopus spp.), downy brome (Bromus tectorum), crabgrass (Digitaria spp.), barnyardgrass (Echinochloa crus-galli), goosegrass (Eleusine indica), annual ryegrass (Lolium multiflorum), rice (Oryza sativa), ottochloa (Ottochloa nodosa), bahiagrass (Paspalum notatum), canarygrass (Phalaris spp.), foxtail (Setaria spp.), wheat (Triticum aestivum) and corn (Zea mays), perennial broadleaf species such as, for example, mugwort (Artemisia spp.), milkweed (Asclepias spp.), canada thistle (Cirsium arvense), field bindweed (Convolvulus arvensis) and kudzu (Pueraria spp.), perennial narrowleaf species such as for example, brachiaria (Brachiaria spp.), bermudagrass (Cynodon dactylon), yellow nutsedge (Cyperus esculentus), purple nutsedge (C. rotundus), quackgrass (Elymus repens), lalang (Imperata cylindrica), perennial ryegrass (Lolium perenne), guineagrass (Panicum maximum), dallisgrass (Paspalum dilatatum), reed (Phragmites spp.), johnsongrass (Sorghum halepense) and cattail (Typha spp.), and other perennial species such as, for example, horsetail (Equisetum spp.), bracken (Pteridium aquilinum), blackberry (Rubus spp.), and gorse (Ulex europaeus).


As used herein, the terminology “effective amount” in reference to the relative amount of a pesticide in a pesticide composition means the relative amount of pesticide that is effective to control the growth of a target organism, for example, a target plant, fungus, bacterium, or insect, when the pesticide composition is applied to the organism at a given application rate.


In one embodiment, the pesticide is glyphosate herbicide and the pesticide composition is an herbicide composition that comprises a herbicidally effective amount of glyphosate.


As used herein, the terminology “an herbicidally effective amount” in reference to the relative amount of herbicide in an herbicidal composition means the relative amount that is effective to control growth of a target plant when the herbicidal composition is spray applied to the target plant at a given application rate.


The adjuvant composition comprises a non-zero amount of the one or more betaine surfactant compounds and a non-zero amount of one or more surfactant compounds selected from alkyl ether sulfates, sulfonates, sulfosuccinates, alkyl ether carboxylates, alkoxylated fatty acids, and alkoxylated alcohols.


In one embodiment, the pesticide composition comprises, based on 100 pbw of the adjuvant composition:

  • (a) greater than or equal to about 0.001 part by weight, more typically from about 0.001 pbw to about to about 0.1 pbw, even more typically from about 0.001 pbw to about 0.05 pbw, and still more typically from about 0.005 pbw to about 0.025 pbw, of one or more betaine surfactant compounds,
  • (b) greater than or equal to about 0.001 part by weight, more typically from about 0.001 pbw to about 0.1 pbw, even more typically from about 0.005 pbw to about 0.095 pbw, and still more typically from about 0.02 pbw to about 0.08 pbw, of one or more surfactant compounds selected from alkyl ether sulfates, sulfonates, sulfosuccinates, alkyl ether carboxylates, alkoxylated fatty acids, and alkoxylated alcohols, and
  • (c) an effective amount of a pesticide.


In one embodiment of the pesticide composition, the one or more surfactants comprise at least one alkyl ether sulfate surfactant and may optionally further comprise one or more surfactants selected from sulfonates, sulfosuccinates, alkyl ether carboxylates, alkoxylated fatty acids, and alkoxylated alcohols.


In one embodiment of the adjuvant composition, the one or more surfactants comprise at least one sulfonate surfactant and may optionally further comprise one or more surfactants selected from alkyl ether sulfates, sulfosuccinates, alkyl ether carboxylates, alkoxylated fatty acids, and alkoxylated alcohols.


In one embodiment of the pesticide composition, the one or more surfactants comprise at least one sulfosuccinate surfactant and may optionally further comprise one or more surfactants selected from alkyl ether sulfates, sulfonates, alkyl ether carboxylates, alkoxylated fatty acids, and alkoxylated alcohols.


In one embodiment of the pesticide composition, the one or more surfactants comprise at least one alkyl ether carboxylate surfactant and may optionally further comprise one or more surfactants selected from alkyl ether sulfates, sulfonates, sulfosuccinates, alkoxylated fatty acids, and alkoxylated alcohols


In one embodiment of the pesticide composition, the one or more surfactants comprise at least one alkoxylated fatty acid surfactant and may optionally further comprise one or more surfactants selected from alkyl ether sulfates, sulfonates, sulfosuccinates, alkyl ether carboxylates, and alkoxylated alcohols


In one embodiment of the pesticide composition, the one or more surfactants comprise at least one alkoxylated alcohol surfactant and may optionally further comprise one or more surfactants selected from alkyl ether sulfates, sulfonates, sulfosuccinates, alkyl ether carboxylates, and alkoxylated fatty acids.


In one embodiment, the pesticide composition comprises, based on 100 pbw of the composition, from about 10 pbw to about 90 pbw, more typically from about 30 to about 60 pbw, glyphosate.


The adjuvant and pesticide compositions of the present invention may each, optionally, further comprise one or more agronomically acceptable solvent. Suitable solvents include, for example, water, and organic solvents, such as for example, alkylated aromatic solvents, such as toluene or alkylated naphthalenes and mineral oil fractions, such as paraffinic hydrocarbons.


In one embodiment, the adjuvant composition of the present invention is an aqueous composition and thus comprises water.


In one embodiment, the pesticide composition of the present invention is an aqueous composition and thus comprises water.


In one embodiment, the adjuvant composition of the present invention further comprises, based on 100 pbw of such composition, up to about 25 pbw an organic solvent.


In one embodiment, the pesticide composition further comprises a fertilizer. Such fertilizers can provide the primary nutrients of nitrogen, phosphorus and/or potassium such as urea ammonium nitrate (30-0-0), 10-34-0, secondary nutrients sulfur, calcium, magnesium such as ammonium thiosulfate 12-0-0-26S, micronutrient fertilizers containing zinc, iron, molybdenum, copper, boron, chlorine, magnesium, for example 0-O-1 3%-S; 3%-Zn; 2%-Fe; 2%-Mn and mixtures thereof. In one embodiment, the pesticide composition comprises from about 85 to about 99 pbw, more typically from about 90 to about 99 pbw, and even more typically from about 93 to about 99 pbw, of a mixture of fertilizer and water.


In one embodiment, the pesticide composition of the present invention further comprises one or more water conditioners, such as for example, chelating agents, such as ethylenediamine tetraacetic acid, complexing agents such as ammonium sulfate, and pH adjusting agents, such as citric acid and polyacrylic acid.


In one embodiment, the pesticide composition of the present invention comprises, based on 100 pbw of such composition, from about 0.1 to about 3 pbw, more typically from about 0.7 to about 2.5 pbw, of one or more water conditioners, typically ammonium sulfate.


The pesticide composition of the present invention may, optionally, further comprise other ingredients, such as one or more additional surfactants, one or more thickeners, such as polysaccharide thickeners, and polyacrylamide thickeners, as well as antifoams, spreaders, and drift control agents.


The adjuvant composition of the present invention is made by combining and mixing the components of such composition.


The pesticide composition of the present invention is made by mixing the ingredients together. In one embodiment, the pesticide composition is made by combining and mixing the adjuvant composition of the present invention, a pesticide compound, and water. Alternatively, the pesticide composition is made by combining and mixing the separate components of the adjuvant composition, a pesticide, and water.


In one embodiment, the pesticide composition is spray applied to foliage of a target plant at a rate of from about 0.5 pint/acre to about 3 pints/acre, more typically from about 0.5 pint/acre to about 2.5 pints/acre.


Examples 1-10 and Comparative Examples C1-C4

The pesticide compositions of Examples 1-10 and Comparative Examples C1-C4 were aqueous solutions made by combining the ingredients in the relative amounts (based on 100 pbw of the respective pesticide composition) set forth below and mixing:













EX #
Ingredients (pbw/100 pbw pesticide composition)
















1
1.5 pbw 30% aqueous solution of (C12-C14)alkyl dimethyl betaine



3.5 pbw 30% aqueous solution of sodium lauryl ether sulfate,



ethoxylated with 1-3 moles ethylene oxide per mole)



38 pbw glyphosate isopropyl amine salt (MON0139, Monsanto)



57 pbw water


2
2.25 pbw 30% aqueous solution of (C12-C14)alkyl dimethyl betaine



2.5 pbw tall oil fatty acid ethoxylated with 10 moles of ethylene



oxide per mole



38 pbw glyphosate isopropyl amine salt (MON0139, Monsanto)



57.25 pbw water


3
1.5 pbw 30% aqueous solution of (C12-C14)alkyl dimethyl betaine



4.95 pbw tall oil fatty acid ethoxylated with 10 moles of ethylene



oxide per mole



38 pbw glyphosate isopropyl amine salt (MON0139, Monsanto)



55.55 pbw water


4
1.5 pbw 30% aqueous solution of (C12-C14)alkyl dimethyl betaine



2.5 pbw tall oil fatty acid ethoxylated with 10 moles of ethylene



oxide per mole



1.12 pbw 45% aqueous solution of sodium alkylphenoxy benzene



sulfonate



38 pbw glyphosate isopropyl amine salt (MON0139, Monsanto)



56.88 pbw water


5
1.5 pbw 30% aqueous solution of (C12-C14)alkyl dimethyl betaine



2.8 pbw 56% aqueous solution of ammonium (C8-C10)alkyl ether



sulfate, ethoxylated with 3 moles ethylene oxide per mole



38 pbw glyphosate isopropyl amine salt (MON0139, Monsanto)



57.7 pbw water


6
1.5 pbw 30% aqueous solution of (C12-C14)alkyl dimethyl betaine



4 pbw sodium dioctyl sulfosuccinate



38 pbw glyphosate isopropyl amine salt (MON0139, Monsanto)



56.5 pbw water


7
1.5 pbw 30% aqueous solution of (C12-C14)alkyl dimethyl betaine



3.75 pbw sodium laureth-13 carboxylate



38 pbw glyphosate isopropyl amine salt (MON0139, Monsanto)



56.75 pbw water


8
1.5 pbw 30% aqueous solution of (C12-C14)alkyl dimethyl betaine



2 pbw disodium laurimide (MEA) sulfosuccinate



38 pbw glyphosate isopropyl amine salt (MON0139, Monsanto)



58.5 pbw water


9
1.5 pbw 30% aqueous solution of (C12-C14)alkyl dimethyl betaine



5 pbw ethoxylated (20 moles ethylene oxide per mole) oleyl



alcohol



38 pbw glyphosate isopropyl amine salt (MON0139, Monsanto)



55.5 pbw water


10
1.5 pbw 30% aqueous solution of (C12-C14)alkyl dimethyl betaine



2 pbw ammonium xylene sulfonate



38 pbw glyphosate isopropyl amine salt (MON0139, Monsanto)



58.5 pbw water


C1
38 pbw glyphosate isopropyl amine salt (MON0139, Monsanto)



62 pbw water


C2
3 pbw 30% aqueous solution of (C12-C14)alkyl dimethyl betaine



38 pbw glyphosate isopropyl amine salt (MON0139, Monsanto)



59 pbw water


C3
1.5 pbw 30% aqueous solution of (C12-C14)alkyl dimethyl betaine



38 pbw glyphosate isopropyl amine salt (MON0139, Monsanto)



60.5 pbw water


C4
Roundup ® Ultramax









The efficacy of the compositions in controlling plant growth was tested by applying the compositions to the following plant species: Green Foxtail (“GRF”), Giant Foxtail (“GF”), Shattercane (“SC”), Barnyard Grass (“BG”), Redroot Pigweed (“PWV”), Common Waterhemp (“WH”), Common Purslane (“CP”), Kochia (“KO”), Velvetleaf (“VL”), Common Lambsquarter (“LQ”), Ivy Morning Glory (“MG”), at a rate of 0.5 pint per acre and at a rate of 1.0 pint per acre. Results for the 0.5 pint per acre application rate at 28 days post application are given in TABLE I below as percent control of plant growth for various plant species. Results for the 1.0 pint per acre application rate are given below in TABLE II as percent control of plant growth for various plant species.









TABLE I







28 Days, 0.5 pint/acre









% Control of Plant Growth


















Example #
GRF
GF
SC
BG
PW
WH
CP
KO
VL
LQ
MG





















1
100
100
84
77
100
100
100
91
78
85
91


2
100
100
91
83
100
100
73
72
68
88
91


3
100
100
73
63
100
100
95
73
73
73
78


4
100
100
79
62
100
100
88
71
42
78
91


5
100
98
58
63
100
100
73
58
78
63
88


6
100
99
58
68
100
100
78
63
30
58
86


7
100
100
88
86
100
100
68
73
62
90
78


8
100
100
73
72
100
100
78
58
28
73
81


9
100
100
91
92
100
100
83
73
83
87
83


10 
100
100
81
74
100
100
83
63
73
81
71


C1 
100
97
38
38
100
100
22
48
22
18
62


C2 
100
100
78
73
100
100
73
73
48
82
63


C3 
100
100
73
68
100
100
58
82
63
73
80


C4 
100
100
73
82
100
100
78
92
72
85
48
















TABLE II







28 Days, 1.0 pint/acre









% Control of Plant Growth


















Example #
GRF
GF
SC
BG
PW
WH
CP
KO
VL
LQ
MG





















1
100
100
99
100
100
100
100
100
100
97
93


2
100
100
100
100
100
100
94
100
85
100
90


3
100
100
95
88
100
100
100
94
89
94
86


4
100
100
94
78
100
100
100
90
91
94
96


5
100
100
68
68
100
100
100
83
94
72
88


6
100
100
84
78
100
100
96
83
83
83
92


7
100
100
94
88
100
100
96
94
83
91
94


8
100
100
88
88
100
100
100
94
82
92
91


9
100
100
100
100
100
100
100
93
93
100
88


10 
100
100
100
100
100
100
100
100
93
100
73


C1 
100
98
48
48
100
100
72
78
70
12
75


C2 
100
100
88
91
100
100
85
98
73
91
78


C3 
100
100
86
88
100
100
100
88
98
85
78


C4 
100
100
86
91
100
100
94
100
88
94
71








Claims
  • 1. A pesticide composition, comprising, based on 100 parts by weight of the composition: (a) greater than or equal to about 0.001 part by weight of a betaine surfactant comprising one or more compound according to formula (I):
  • 2. The composition of claim 1, wherein composition comprises, per 1 part by weight of the betaine surfactant, from about 0.1 to about 10 parts by weight of the one or more surfactant.
  • 3. The composition of claim 1, wherein the composition further comprises one or more of agronomically acceptable solvents, fertilizers, water conditioners, chelating agents, complexing agents, pH adjusting agents, thickeners, antifoams, and drift control agents.
  • 4. A method for treating a target plant to control the growth of the plant, comprising applying to the plant a pesticide composition according to claim 1.
Parent Case Info

This application claims the benefit of Provisional Application No. 60/736,610 filed Nov. 14, 2005

US Referenced Citations (109)
Number Name Date Kind
3225074 Cowen et al. Dec 1965 A
3527593 Bland et al. Sep 1970 A
3723357 Hansen Mar 1973 A
3882051 Hansen May 1975 A
4011388 Murphy et al. Mar 1977 A
4107328 Michaels Aug 1978 A
4117107 Shapiro Sep 1978 A
4122159 Madrange et al. Oct 1978 A
4137191 Lohr Jan 1979 A
4243549 Messenger et al. Jan 1981 A
4452732 Bolich, Jr. Jun 1984 A
4477365 Verboom et al. Oct 1984 A
4585846 Schulz et al. Apr 1986 A
4607076 Schulz et al. Aug 1986 A
4650848 Schulz et al. Mar 1987 A
4703797 Djabbarah Nov 1987 A
4708998 Schulz et al. Nov 1987 A
4742135 Schulz et al. May 1988 A
4788247 Schulz et al. Nov 1988 A
4822847 Schulz et al. Apr 1989 A
4831092 Bock et al. May 1989 A
4835234 Valint et al. May 1989 A
4882405 Schulz et al. Nov 1989 A
4996045 Leighton et al. Feb 1991 A
5153289 Schulz et al. Oct 1992 A
5164120 Borland et al. Nov 1992 A
5180414 Darchy et al. Jan 1993 A
5258358 Kocur et al. Nov 1993 A
5292942 Aigner et al. Mar 1994 A
5338793 Loftin Aug 1994 A
5341932 Chen et al. Aug 1994 A
5354906 Weitmeyer et al. Oct 1994 A
5385206 Thomas Jan 1995 A
5439317 Bishop et al. Aug 1995 A
5464806 Kassebaum et al. Nov 1995 A
5551516 Norman et al. Sep 1996 A
5580856 Prestrelski et al. Dec 1996 A
5612285 Arnold Mar 1997 A
5686400 Urfer et al. Nov 1997 A
5700760 Magin et al. Dec 1997 A
5703016 Magin et al. Dec 1997 A
5747416 Mc Ardle et al. May 1998 A
5863863 Hasebe et al. Jan 1999 A
5874394 Thomas et al. Feb 1999 A
5877143 Abbas et al. Mar 1999 A
5888934 Townson et al. Mar 1999 A
5897699 Chatterji et al. Apr 1999 A
5912209 Kassebaum et al. Jun 1999 A
5985798 Crudden Nov 1999 A
5998332 Sato et al. Dec 1999 A
6030928 Stahl et al. Feb 2000 A
6036638 Nwawka Mar 2000 A
6127318 Sato et al. Oct 2000 A
6165939 Agbaje et al. Dec 2000 A
6210476 Chatterji et al. Apr 2001 B1
6284854 Bowers et al. Sep 2001 B1
6288010 Rose et al. Sep 2001 B1
6302209 Thompson et al. Oct 2001 B1
6329322 Reierson Dec 2001 B1
6346588 Fench et al. Feb 2002 B1
6369122 Subramanyam Apr 2002 B1
6376566 Bergeron et al. Apr 2002 B1
6407042 Ward et al. Jun 2002 B1
6417268 Zhang et al. Jul 2002 B1
6432878 Brigance Aug 2002 B1
6432884 Lachut Aug 2002 B1
6451731 Agbaje et al. Sep 2002 B1
6500784 Mille et al. Dec 2002 B1
6566408 Cotrell et al. May 2003 B1
6642178 Woznica et al. Nov 2003 B2
6645912 Mille et al. Nov 2003 B1
6645914 Woznica et al. Nov 2003 B1
6653257 Mille et al. Nov 2003 B2
6770268 Hall et al. Aug 2004 B1
6770594 Bickers et al. Aug 2004 B2
6831108 Dahanayake et al. Dec 2004 B2
6881707 Howat et al. Apr 2005 B2
6992046 Bramati et al. Jan 2006 B2
7135437 Pallas et al. Nov 2006 B2
7316990 Tank et al. Jan 2008 B2
8236730 Bramati et al. Aug 2012 B2
8383137 Modaressi et al. Feb 2013 B2
20020187917 Lazarowitz Dec 2002 A1
20030045431 Mille et al. Mar 2003 A1
20030118540 Charlton et al. Jun 2003 A1
20030158042 Bramati et al. Aug 2003 A1
20040097372 Abraham et al. May 2004 A1
20040110644 Halliday et al. Jun 2004 A1
20040121917 Pakulski Jun 2004 A1
20050003965 Xiao et al. Jan 2005 A1
20050010009 Schulz et al. Jan 2005 A1
20050020454 Francini et al. Jan 2005 A1
20050130842 Fleute-Schlachter et al. Jun 2005 A1
20050170965 Bramati et al. Aug 2005 A1
20060019830 Xu et al. Jan 2006 A1
20060060354 Lewis et al. Mar 2006 A1
20060264328 Modaressi et al. Nov 2006 A1
20070155628 Pazhianur et al. Jul 2007 A1
20070282075 Koch et al. Dec 2007 A1
20080103047 Gioia et al. May 2008 A1
20080312083 Gioia Dec 2008 A1
20090018018 Gioia et al. Jan 2009 A1
20100069269 Prat et al. Mar 2010 A1
20100093874 Monin et al. Apr 2010 A1
20100140531 Prat et al. Jun 2010 A1
20110009269 Gioia et al. Jan 2011 A1
20110015071 Kisenwether et al. Jan 2011 A1
20120040833 Kisenwether et al. Feb 2012 A1
20120165195 Iskandar et al. Jun 2012 A1
Foreign Referenced Citations (47)
Number Date Country
2554335 Aug 2005 CA
0373851 Jun 1990 EP
0274369 Sep 1990 EP
0 483 095 Oct 1991 EP
0511611 AL Apr 1992 EP
0370338 May 1992 EP
0508022 Oct 1992 EP
0573118 Dec 1993 EP
0449159 Jul 1995 EP
0810239 Sep 2000 EP
1541023 Nov 2004 EP
2 398 797 Jul 1978 FR
10 183176 Mar 1987 JP
11-349826 Jun 1998 JP
9212637 Aug 1992 WO
9214907 Sep 1992 WO
WO 9701281 Jan 1997 WO
9706230 Feb 1997 WO
9736489 Oct 1997 WO
9814060 Apr 1998 WO
9903895 Jan 1999 WO
9915610 Apr 1999 WO
WO 0108482 Jul 1999 WO
WO 9945780 Sep 1999 WO
9962338 Dec 1999 WO
0038523 Jul 2000 WO
WO 0038523 Jul 2000 WO
0067571 Nov 2000 WO
0067573 Nov 2000 WO
0108482 Feb 2001 WO
WO 0108482 Feb 2001 WO
WO 0117358 Mar 2001 WO
0126469 Apr 2001 WO
WO 0126463 Apr 2001 WO
WO 0126463 Apr 2001 WO
0189302 Nov 2001 WO
0226036 Apr 2002 WO
03049813 Jun 2003 WO
03063589 Aug 2003 WO
2004107861 Dec 2004 WO
2006035983 AL Apr 2006 WO
2006069791 AL Jul 2006 WO
2006069794 Jul 2006 WO
WO 2006069791 Jul 2006 WO
WO 2006069794 Jul 2006 WO
2006124606 Nov 2006 WO
WO 2007054540 May 2007 WO
Non-Patent Literature Citations (3)
Entry
Ullmann's Encyclopedia of Industrial Chemistry, 5th Ed., vol. A 10, Edited by Gerhartz et al., pp. 176-177, Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, Germany, May 5, 1994.
“Application Guide for Household & Industrial Markets”; McIntyre Group Ltd., Copyright 2002, (Jan. 2003), obtained online @ http://www.dewolfchem.com/pdf/Mcintyre—HI&I—Application—Guide.pdf, (downloaded Mar. 6, 2012).
Basheva et al.; Role of Betaine as Foam Booster in the Presence of Silicone Oil Drops; Langmuir 2000, 16, 1000-1003; Received Jun. 16, 1999; 2000 American Chemical Society Published on Web Dec. 8, 1999.
Related Publications (1)
Number Date Country
20070155628 A1 Jul 2007 US
Provisional Applications (1)
Number Date Country
60736610 Nov 2005 US