Stable pesticide dispersions

Details Stable pesticide dispersions Stable pesticide dispersions

1998-04-27

2001-04-03

Harrison, Robert H. (Department: 1619)

Drug, bio-affecting and body treating compositions

Preparations characterized by special physical form

Biocides; animal or insect repellents or attractants

C424S407000, C424S409000

Reexamination Certificate

active

06210696

ABSTRACT:

The present invention relates to a stable dispersion of a pesticide in an agricultural oil and a method for forming the dispersion. In particular the invention relates to a stable dispersion of a pesticide in an agricultural oil including: a pesticide having a particle size from 0.5-10 microns and selected from the group consisting of chlorinated nitrile, triazole, aralkyl triazole, triazole anilide, benzamide, alkyl benzamide, diphenyl ether, pyridine carboxylic acid, chloroaniline, organophosphate, phosphonic glycine salt, and mixtures thereof; an agricultural oil; and an agricultural oil-soluble polymer, the polymer having a weight average molecular weight from 3,000 to 120,000 and including 2.5-35% by weight of a copolymerized polar monomer. And the invention is related to a stable dispersion of a pesticide in an agricultural oil comprising: ethylene bisdithiocarbamate having a particle size from 2-10 microns; an agricultural oil; and an agricultural oil-soluble polymer, said polymer having a weight average molecular weight from 3,000 to 90,000 and including 0-35% by weight of a copolymerized polar monomer. The invention is also related to a method for forming the stable dispersion.
U.S. Pat. No. 3,773,926 discloses a method of and composition for the treatment of plants, the compositions containing certain pesticides dispersed in a conventional agricultural oil employing an N-vinyl-2-pyrrolidinone (4-15%)/alkyl methacrylate (85-96%) copolymer dispersant. The dispersant polymer is disclosed to have a average molecular weight of from about 300,000 to about 1,000,000.
U.S. Pat. No. 3,131,119 discloses compositions containing salts of dithiocarbamic acids such as ethylenebisdithocarbamic acid and dimethyldithiocarbamic acid dispersed in oil using an organic solvent-soluble polymer which possesses a balance of hydrophilic and lipophilic groups. The lipophilic groups are supplied by hydrocarbon groups containing from 8-24 carbon atoms. The hydrophilic groups are supplied by multiple ether groups, carbonyl groups, carboxylic acid groups, carboxylic ester groups, amide groups, and amino groups. The organic solvent-soluble polymer is disclosed to have a molecular weight of about 100,000 to about 2,000,000.
There remains the need for stable dispersion of a variety of pesticides. We have now surprisingly found that a variety of stable dispersions can be made using agricultural oil-soluble polymers having a lower molecular weight than previously disclosed. These compositions facilitate making and storing of the dispersions, also considered as concentrates, even in hot climates, for their effective use in agronomic applications. Accordingly, the present invention provides a stable dispersion of certain pesticides in an agricultural oil and a method for forming the stable dispersion.
According to a first aspect of the present invention there is provided a stable dispersion of a pesticide in an agricultural oil comprising: a pesticide having a particle size from 0.5-10 microns and selected from the group consisting of chlorinated nitrile, triazole, aralkyl triazole, triazole anilide, benzamide, alkyl benzamide, diphenyl ether, pyridine carboxylic acid, chloroaniline, organophosphate, phosphonic glycine salt, and mixtures thereof; an agricultural oil, and an agricultural oil-soluble polymer, the polymer having a weight average molecular weight from 3,000 to 120,000 and including 2.5-35% by weight of a copolymerized polar monomer
According to a second aspect of the present invention there is provided stable dispersion of a pesticide in an agricultural oil comprising: ethylene bisdithiocarbamate having a particle size from 2-10 microns; an agricultural oil; and an agricultural oil-soluble polymer, the polymer having a weight average molecular weight from 3,000 to 90,000 and including 0-35% by weight of a copolymerized polar monomer.
According to a third aspect of the present invention there is provided a method for forming a stable dispersion of a pesticide in an agricultural oil comprising admixing a pesticide selected from the group consisting of chlorinated nitrile, triazole, aralkyl triazole, triazole anilide, benzamide, alkyl benzamide, diphenyl ether, pyridine carboxylic acid, chloroaniline, organophosphate, phosphonic glycine salt; an agricultural oil; and an agricultural oil-soluble polymer, the polymer having a weight average molecular weight from 3,000 to 120,000 and including 2.5-35% by weight of a copolymerized polar monomer and mixing or shearing the admixture until the pesticide has a particle size from 0.5 to 10 microns.
According to a fourth aspect of the present invention there is provided a method for forming a stable dispersion of a pesticide in an agricultural oil comprising admixing ethylene bisdithiocarbamate; an agricultural oil; and an agricultural oil-soluble polymer, said polymer having a weight average molecular weight from 3,000 to 90,000 and including 0-35% by weight of a copolymerized polar monomer and mixing or shearing the admixture until the ethylene bisdithiocarbamate has a particle size from 2 to 10 microns.
By “stable dispersion of a pestcide in an agricultural oil” herein is meant a dispersion which did not gel during the dispersion process, i.e., a dispersion which did not gel, for example, in the homogenizer, bead mill, or ball mill used to mix and shear the admixture of the pesticide, the polymer, and the agricultural oil. The stable dispersion is stable relative to a dispersion of the same pesticide prepared in like manner in the absence of the polymer. Prefered are dispersions which, in addition meet the inital properties below. More prefered are dispersions which further meet the following properties after 1-2 weeks holding at 54 C. Typical desired values of the measured properties are given.
Initial Properties:
appearance=no gelling
viscosity=less than 2000 cps,
most preferably less than 1000 cps
After 1-2 weeks at 54° C.:
appearance=no gelling
viscosity=less than 2000 cps,
most preferably less than 1000 cps
% separation=top clear liquid; separation less than 10%.
sedimentation=sticky sediment on the bottom of jar; none.
By “particle size” herein is meant the volume average particle diameter as measured, for example by a laser particle size instrument such as the Coulter LS-130 particle sizer.
Pesticides herein include particulate agronomically effective fungicides, herbicides, and insecticides such as chlorinated nitrile, triazole, aralkyl triazole, triazole anilide, benzamide, alkyl benzamide, diphenyl ether, pyridine carboxylic acid, chloroaniline, organophosphate, phosphonic glycine salt, and mixtures thereof Also included are mixtures of the pesticides with other organic or inorganic agronomically active ingredients, for example, Dithane+Indar, Dithane+chlorothalonil, Dithane+cymoxanil, and Dithane+Copper Hydroxide. Examples of typical pesticides and their physical characteristics are presented in Table 1.
TABLE 1
Typical Pesticides used in this invention
Melting Pt
Sol. in
Trade Name
Action
Common Name
Family
Molecular Formula
° C.
H2O
Bravo
fungicide
Chlorothalonil
chlorinated nitrile
C8CL4N2
250-251
0.6-1.2
ppm
Dithane
fungicide
Mancozeb
ethylene
C4H6MNN2S4x Zny
192-204
6-20 ppm
bisthiocarbmate
Systhane
fungicide
Myclobutanil
triazole
C15H17ClN4
63-68
142 ppm
Indar
fungicide
Fenbunconazole
aralkyl triazole
C19H17ClN4
124-126
0.2 ppm
Pulsar
fungicide
Thifluzamide
C13H6Br2F6N2OS
178
1.6 ppm
RH-7281
fungicide
n/a
alkyl benzamide
C14H16O2NCl3
167
>1 ppm
Gallery
herbicide
Isoxaben
amide
C18H24N2O4
176-179
1-2 ppm
Kerb
herbicide
Pronamide
amide
C12H11CL2NO
155-156
15 ppm
Visor
herbicide
Thiazopyr
pyridine
C16H17O2N2SF5
79-81
2.5 ppm
carboxylic acid
Goal
herbicide
oxyfluorfen
diphenyl ether
C15H11ClF3NO4
85-90
0.1 ppm
Stam
herbicide
propanil
chloroaniline
C9H9Cl2NO
91
130 ppm
Roundup
herbicide
glyphosate
phosphonic
C6H17N2O5PS
>200
40-50%
isopropyl
ammonium salt
glycine salt
Imidan
insecticide
Phosmet
organophosphate
C11H12NO4PS2
72.0-72.7
25 ppm
Notes: Dithane, Systhane, Indar

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