Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing
Reexamination Certificate
2002-04-22
2003-11-11
Clardy, S. Mark (Department: 1616)
Plant protecting and regulating compositions
Plant growth regulating compositions
Organic active compound containing
C504S362000, C514S772000, C514S784000, C514S975000, C516S203000, C516S204000
Reexamination Certificate
active
06645913
ABSTRACT:
STATEMENT REGARDING FEDERALLY SPONSORED RESEARCH OR DEVELOPMENT
Not Applicable.
BACKGROUND OF THE INVENTION
Insecticides, insect repellents, fungicides, bactericides, bacteriostats, herbicides, and plant growth regulators are normally formulated into various products for use on crops, for insect control, weed control and the like. Alternatively, the products may be formulated as liquids or powders or granules. Solvents, emulsifiers, dispersing agents and wetting agents are normally incorporated into such compositions to ensure the preparation of a uniform pesticide formulation.
These formulation components are also selected to ensure that the pesticide composition will disperse or emulsify evenly in a tank mix at the point of application. They also have a third purpose that is to ensure optimum delivery of the tank mix preparation to the targeted pest or substrate. Sometimes the surfactants incorporated in pesticide formulations are not sufficient to fully ensure stable tank mixes when such tank mixes contain multiple components. Similarly, it may be necessary to add adjuvants to the tank mix for full stability. Chemically, surfactants are the most important and widely used adjuvants. Surfactants may affect many properties of the formulation such as solubility, volatility, specific gravity, corrosiveness, efficacy, and freezing and flash points. It is widely known that adding surfactant-based adjuvants to the tank mix will realize the desired stabilization. Adjuvants also potentiate pesticidal activity of many pesticides and there are many adjuvant formulations that have been developed for this purpose. Surfactants are nearly always components of these adjuvants ranging from minor components to the sole component.
One class of adjuvants that has found success in, for example, N-phosphonomethylglycine (glyphosate) formulations containing polyoxyalkylene aliphatic amines such as, for example, ethoxylated tallowamine. While polyoxyalkylene aliphatic amine-based adjuvants have excellent surfactant properties that often enhance the efficacy of phytotoxicants such as glyphosate, they unfortunately are eye irritants and must be used with a high degree of caution.
Reducing or eliminating the eye irritancy of the polyoxyalkylene aliphatic amine-based adjuvants used with pesticides, without reducing the efficacy of the pesticidal compositions containing the surfactants, is a highly desirable end. The protection of the applicator and personnel preparing the surfactant and pesticidal compositions from eye damage is of paramount importance. Reducing the eye irritancy of the adjuvants and pesticidal compositions containing the adjuvant, increases the use that can be made of such products while lessening the possibility of injury to personnel handling and using them.
BRIEF SUMMARY OF THE INVENTION
The present invention is directed to an adjuvant composition for pesticide formulations which exhibits reduced eye irritancy. The adjuvant composition according to the invention is comprised of a polyoxyalkylene aliphatic amine containing at least about 2 moles of an alkylene oxide group and an eye irritation reducing compound which simultaneously reduces the eye irritation caused by the polyoxyalkylene aliphatic amine and which complexes with metal ions such as calcium and iron which may be present in an aqueous solution of the adjuvant and a pesticide or a plant growth regulator. The eye irritation reducing compound is a carboxylic acid that is capable of complexing with or forming chelates with metal ions in aqueous solution while simultaneously reducing the eye irritation caused by the polyoxyalkylene aliphatic amine. The adjuvants according to the invention also contain a mixture of polyhydric alcohols and, optionally, a defoamer. The mixture of polyhydric alcohols is comprised of a trihydric alcohol, such as glycerol and one or more diols, such as ethylene glycol and propylene glycol. The adjuvant according to the invention is particularly useful in N-phosphonomethylglycine (glyphosate) herbicidal formulations. The invention is also directed to a method of killing or controlling weeds which comprises contacting the weeds with a herbicidally effective amount of the composition according to the invention.
BRIEF DESCRIPTION OF THE SEVERAL VIEWS OF THE DRAWING
Not Applicable
DETAILED DESCRIPTION OF THE INVENTION
The term “pesticide” as used herein includes chemicals and microbial agents used as active ingredients of products for control of crop and lawn pests and diseases, animal ectoparasites, and other pests in public health. The term also includes plant growth regulators, pest repellants, synergists, herbicide safeners (which reduce the phytotoxicity of herbicides to crop plants) and preservatives.
The adjuvant composition of the present invention comprises a polyoxyalkylene aliphatic amine having at least about 2 moles of an alkylene group, the adjuvant composition having an eye irritancy lower than the eye irritancy of the polyoxyalkylene aliphatic amine. The polyoxyalkylene aliphatic amines according to the invention are compounds of the formula I
wherein R
1
is alkyl or alkenyl group having from 6 to 22 carbon atoms, R
2
is an alkylene group having from 2 to 4 carbon atoms, x and y are numbers such that x+y has an average value of from about 2 to about 50. The polyoxyalkylene aliphatic amines are present in the adjuvant in an amount sufficient to increase the efficacy of the pesticide or plant growth regulator with which it is formulated. Such an amount of the polyoxyalkylene aliphatic amines normally causes eye irritation to users of formulations containing a pesticide or plant growth regulator, especially when such formulations are applied by spraying. Preferred polyoxyalkylene aliphatic amines are ethoxylated tallow amines having a degree of ethoxylation of about 20. In reference to compounds having the formula 1, such amines are those wherein R
1
is a mixture of saturated or unsaturated carbon chains having from about 8 to about 22 carbon atoms, R
2
is an ethylene group and x+y has an average value of about 20. The typical amount of polyoxyalkylene aliphatic amine in the adjuvant according to the invention can range from about 5% to about 85% by weight with the preferred amount typically ranging from about 65% to about 75% by weight.
The eye irritation reducing component of the adjuvant of the present invention is a carboxylic which is capable of forming a complex with metal ions in aqueous solution thereby reducing or eliminating the inactivating effect of metal ions on the activity of the pesticide in the formulated product. Such a carboxylic also interacts with the polyoxyalkylene aliphatic amine thereby reducing the eye irritation of the adjuvant and of any pesticide formulation containing the adjuvant.
The carboxylic acids according to the invention also function as chelating agents. It is well known that chelating agents are compounds having donor atoms that can combine by coordinate bonding with a metal ion to form a cyclic structure known as a chelating complex. The donor atoms are present in separate functional groups within the same molecule. Thus, the carboxylic acids according to the invention are those having one or more carboxyl groups and one or more other functional groups capable of interacting with polyvalent metal ions in aqueous solution such that a stable metal chelate is formed. For example, hydroxycarboxylic acids chelate through the oxygen donor atoms located in the carboxyl group and the alcohol group. Other such carboxylic acids include, but are not limited to, aminocarboxylic acids such as ethylenediaminetetraacetic acid and its salts. N-phosphonomethylglycine (glyphosate) is an example of a herbicide that is partially or completely inactivated in aqueous solution by the presence of metal ions, particularly polyvalent metal ions such as Ca
+2
and Fe
+3
.
The preferred carboxylic acids are hydroxycarboxylic acids that contain one or more carboxyl groups and one or more hydroxyl groups. Such acids that are particularly useful in the p
Clardy S. Mark
Cognis Corporation
Drach John E.
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