Plant protecting and regulating compositions – Plant growth regulating compositions – Plural active ingredients
Reexamination Certificate
2001-08-24
2003-09-09
Clardy, S. Mark (Department: 1616)
Plant protecting and regulating compositions
Plant growth regulating compositions
Plural active ingredients
C504S130000, C504S139000, C504S145000, C504S347000
Reexamination Certificate
active
06617280
ABSTRACT:
BACKGROUND OF THE INVENTION
Stable aqueous suspension concentrate compositions of pendimethalin, alone or in combination with a secondary herbicide, and methods for their preparation are described in U.S. Pat. No. 5,624,884. However, the methods so described are 2-step methods wherein the first step is the formation of a hot aqueous emulsion of molten pendimethalin and the second step is the cooling of said emulsion to crystallize the pendimethalin and form an aqueous suspension concentrate. Optionally, a third milling step may be added. The discreet steps of forming a hot emulsion, then cooling said emulsion and optionally milling said cooled emulsion, entail a non-integrated batch procedure. That is the desired product must be produced in discreet batches of a fixed quantity and the process must begin, end and start again, repeatedly. Such batch processes, when producing quantities on a manufacturing scale can be time-consuming, and labor and energy intensive.
Therefore, it is an object of this invention to provide a single-step continuous process suitable for the preparation of a stable herbicidal aqueous suspension concentrate composition on a manufacturing scale.
It is an advantage of this invention that said stable herbicidal compositions may be prepared efficently and effectively with reduced time, labor and energy resources.
SUMMARY OF THE INVENTION
The present invention provides a process for the preparation of an aqueous suspension concentrate composition which comprises mixing a molten pendimethalin stream having a temperature of about 57°
to
75° C. with an aqueous stream containing coformulants plus seed crystals of orange pendimethalin said aqueous stream having a temperature of about −3° C. to 5° C.
DETAILED DESCRIPTION OF THE INVENTION
Pendimethalin is a low-melting dinitroaniline herbicide useful in agricultural, horticultural and turf applications. In its solid form, pendimethalin exists primarily in two polymorphic forms, generally referred to as the orange form and the yellow form. It is known that compositions containing crystalline pendimethalin in 100% of the orange form or in a ratio of 96:4 of the orange form to the yellow form demonstrate enhanced stability. However, control of the poylmorph ratio of pendimethalin in a process involving the conversion of molten pendimethalin to solid pendimethalin is known to be difficult. U.S. Pat. No. 5,624,884 describes stable aqueous suspension concentrate compositions of pendimethalin and methods for their preparation. However, said methods require a two-step procedure which necessitates a batch production effort.
Surprisingly it has now been found that a stable aqueous suspension concentrate composition of pendimethalin may be prepared in a continuous single-step procedure which comprises the high shear mixing of a molten pendimethalin stream, having a temperature of about 57° to 75° C., with an aqueous stream containing coformulants plus seed crystals of orange pendimethalin, said aqueous stream having a temperature of about −3° C. to 5° C. Advantageously, the process of the invention instantaneously and continuously generates a cool stable aqueous suspension of fine, regular, orange crystals of pendimethalin. The process of the invention may be run continuously by any conventional means such as an in-line high shear disperser/homogenizer. Alternatively, the process may be run in batch fashion, if so desired. The stable herbicidal aqueous suspension concentrate composition produced by the process of the invention may optionally be milled to obtain an average particle size of suspended particles of less than 5-20 microns.
The process of the invention may also be used to prepare stable aqueous suspension concentrate compositions containing pendimethalin in combination with one or more pesticides which are low-melting or water-soluble. For example, an additional water-soluble pesticide may be included in the cooled aqueous stream, prior to the mixing of the two streams.
Compositions produced by the process of the invention typically comprise on a weight to volume basis, about 5.0% to 50.0% pendimethalin; about 0% to 50.0% of one or more additional pesticides which are water soluble; about 3.0% to 30.0% of coformulants, such as surfactants, dispersing agents, wetting agents, antifreeze agents, antifoam agents, suspending agents, thickeners, preservatives or the like; and about 20.0% to 92.0% water.
As used in the specification and claims, the term coformulant designates an ingredient such as: a water-soluble pesticide, i.e. a herbicide, fungicide, insecticide, plant growth regulant, or the like; an antifreeze agent, i.e. ethylene glycol, propylene glycol, glycerine, urea, or the like; an antifoam agent, i.e. silicon, or the like; a suspending agent, i.e. silica, MgSO
4
, or the like; a thickener, i.e. clay, polyvinyl alcohol, polyvinylpyrrolidone, polyacrylamide, or the like; a preservative, i.e. formaldehyde, methyl or propyl parahydroxybenzoate, sodium benzoate, or the like; a surfactant such as a dispersing agent, a wetting agent or the like; or any standard inert ingredient conventionally used in agricultural suspension concentrate compositions.
Water-soluble pesticides contemplated for use in the process of the invention include herbicides, for example: quaternary salts of amino phosphonic or phosphinic acids such as glyphosate, glufosinate, or the like; substituted phenoxy or benzoic acid salts such as 2,4-D, 2,4-DB, MCPP, MCPA, dicamba, chloramben, or the like; imidazolinones such as imazaquin, imazethapyr, imazamox, imazapic, imazapyr, or the like; or any of the known water-soluble herbicidal agents which possess physical/chemical properties known to be amenable to the preparation of aqueous suspension concentrate compositions. Fungicides, insecticides or plant growth regulants which are water-soluble and possess physical/chemical properties which are amenable to the preparation of aqueous suspension concentrate compositions are also contemplated.
Surfactants (including dispersing agents and wetting agents) suitable for use as a coformulant in the process of the invention include: ethylene oxide/propylene oxide condensates; alkylaryl- or arylarylethoxylates or derivatives thereof; lignosulfonates; cresol- or naphthalene-formaldehyde condensates or the sulfonates thereof; polycarboxylates or derivatives thereof; or mixtures thereof. Preferred surfactants are: anionic polymerics, such as mixtures of alkylaryl- or arylarylethoxylates or their derivatives; cresol formaldehyde condensates or their sulfonates; naphthalene formaldehyde condensates or their sulfonates; or lignosulfonates. More preferred surfactants are mixtures of alkyl, aryl- and arylarylethoxylates or their derivatives.
Accordingly, stable aqueous suspension concentrate compositions of pendimethalin may be prepared by high-shear mixing of a stream of molten pendimethalin having a temperature of about 57° to 75° C. with an aqueous stream containing co-formulants plus orange pendimethalin seed crystals said aqueous stream having a temperature of about −3° to 5° C. In actual practice, a molten stream of technical pendimethalin at 57° to 75° C. is continuously fed into a high-shear disperser/homogenizer simultaneously with an aqueous stream containing coformulants and about 16-24% of orange pendimethalin seed crystals, the aqueous stream having been pre-cooled to temperatures of about −3° C. to 5° C. to produce a continuous exit stream of a stable aqueous suspension concentrate composition of pendimethalin. By continuously, simultaneously feeding and mixing the molten pendimethalin and cooled aqueous streams in an in-line disperser/homogenizer while continuously discharging the resulting orange suspension concentrate composition, the process of the invention facilitates optimum production with significantly increased conservation of time, labor and energy resources. Optionally, the thus-produced suspension concentrate may be bead-milled at 20-29° C. to achieve a particle size of less than 5-20 microns.
Water-soluble pesticid
Fafchamps Jean-Paul
Villanueva Jean-Michel
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