USRE33670E - Granular pesticide composition - Google Patents
Granular pesticide composition Download PDFInfo
- Publication number
- USRE33670E USRE33670E US06/716,051 US71605185A USRE33670E US RE33670 E USRE33670 E US RE33670E US 71605185 A US71605185 A US 71605185A US RE33670 E USRE33670 E US RE33670E
- Authority
- US
- United States
- Prior art keywords
- pesticide
- polyvinyl alcohol
- iaddend
- iadd
- composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
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Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/08—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing solids as carriers or diluents
- A01N25/10—Macromolecular compounds
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
- Y10T428/2989—Microcapsule with solid core [includes liposome]
Definitions
- This invention relates to a composition and method of treating the soil with a slow release matrix-carried pesticide for controlled, sustained release of active agents contained within the matrix to protect plants from damage by various pests. More particularly, the invention comprehends the use of a polyvinyl alcohol (PVA)-borate based release system for pesticides applied to the soil.
- PVA polyvinyl alcohol
- U.S. Pat. No. 4,110,431 discloses the use of polyvinyl alcohol-borate complexes formed by water activation of mixtures of the PVA and borax in situ for attaching plant treatment additives to plane foliage.
- Japanese Patent No. 74/48073 describes the use of borax to harden PVA used in the form of micro-capsules to encapsulate perfume and flame retardants.
- South African Patent Nos. 69/00122 and 69/00088 teach the use of PVA-borate capsules for plasticizers and dyes.
- the present invention is directed to a granular, slow release matrix-carried pesticide prepared by reacting an aqueous solution of polyvinyl alcohol and the desired pesticide plus optional filler(s) with a borate with agitation until the reaction is complete forming a gel, drying the gel, and grinding the dried product to the desired particle size. This produce is then applied to the soil where it slowly releases the pesticide for controlling the desired pest.
- the present invention requires a water soluble polyvinyl alcohol, a borate, and optional filler(s).
- a water soluble polyvinyl alcohol a borate
- optional filler(s) When the pesticide-containing polyvinyl alcohol solution and the borate are combined, they form a didiol complex, as indicated below: ##STR1##
- the reaction mixture thereby gels and entraps the pesticide in a matrix.
- the matrix is freed from water by drying, and then further refined by grinding and screening to the desired particle size. Granulates in the 14-40 mesh range are preferred.
- Any pesticide which is compatible with the matrix can be employed for the present invention.
- Typical examples are chlorpyrifos, chlorpyrifos-methyl, methyl parathion, parathion, diazinon, fonofos, fensulfothion, phorate, trifluralin, etc., which can be used undiluted, in the form of suited solutions, on fillers, or in combinations.
- any water soluble grade can be used in the practice of this invention. Suited typical commercial products are the various partially or fully hydrolyzed polyvinyl acetates sold in various molecular weight ranges under the trade names of Gelvatol, Vinol, Elvanol, etc. Preferred are products which are characterized by high solubility/low viscosity in water.
- borate ions For effecting gelation of PVA, various sources of borate ions can be used. Suited materials are alkali metal, alkaline earth metal and ammonium salts of borate anions such as tetraborate and metaborate anions. Examples are sodium borate (borax), sodium metaborate, and potassium borate. Also combinations of boric acid and alkalizing agents are effective.
- powdered or granular materials can be employed in the practice of this invention.
- examples are various diatomites, attapulgites, bentonites, talcs, montmorillonites, perlites, vermiculites, calcium carbonates, corn cob grits, wood flour, lignin sulfonates, etc.
- the amounts of the various ingredients in the total formulation can vary widely, and range from about 5-90% (by weight) of PVA, 2-50% of the active ingredient(s), 0-80% of the filler(s), and 1-20% of borate. Preferred ranges are: 5-70% of PVA, 5-30% of active ingredient(s), and 30-80% of filler(s).
- the amount of borate required to effect gelation varies with the type and amount of PVA and filler(s) used in the particular formulation and is best determined experimentally.
- PVA marketed by the Monsanto Corporation under the tradename Gelvatol 9000
- PVA marketed by the Monsanto Corporation under the tradename Gelvatol 9000
- Ten grams of a technical grade methyl parathion (76% active) was dispersed in the 10% PVA solution.
- Twenty-one grams of a 10% sodium borate (borax) in water solution was then added to the PVA-methyl parathion dispersion and reacted with stirring until an opaque gel formed.
- the PVA-methyl parathion gel was dried in a forced air oven at 55° C. for 16 hours, yielding 29.7 grams of product.
- the dried product was then ground in a blender to a particle size that would pass through a number 14 mesh screen but remained on a number 40 mesh screen. This particulate material was found to contain 25.1% active ingredient.
- Example I The granular product of Example I was tested in a laboratory soil bioassay using 3 day oid housefly larvae as test organisms. Twenty-five housefly larvae were exposed to soil at intervals of 3, 10, 17, 38, and 45 days following treatment with the granular product and the number of adult flies emerging from the soil was counted. The granular product was used at a rate equivalent to 1/2 pound of active ingredient per acre applied in 6" bands spaced 40" apart.
- % Control is defined as the percent reduction in adult housefly emergence.
- Example II The granular product of Example II was then tested for bioactivity in soil as in Example IV.
- Example III In the laboratory soil bioassay with 3 day old housefly larvae, the product of Example III showed the following activity as compared to the methyl parathion-loaded filler without PVA matrix:
- the PVA matrix formulation exhibited a much longer-lasting insecticidal activity than a comparable formulation without the matrix.
Abstract
A granular pesticide composition is prepared by reacting polyvinyl alcohol, pesticide, a borate, and optional filler(s) in water until a gel is formed, drying the gel, and then grinding the product to the desired particle size. The product is then applied to the soil for controlling pests.
Description
.Iadd.This is an application for reissue of U.S. Pat. No. 4,440,746 granted Apr. 3, 1985. .Iaddend.
This invention relates to a composition and method of treating the soil with a slow release matrix-carried pesticide for controlled, sustained release of active agents contained within the matrix to protect plants from damage by various pests. More particularly, the invention comprehends the use of a polyvinyl alcohol (PVA)-borate based release system for pesticides applied to the soil. U.S. Pat. No. 4,110,431 discloses the use of polyvinyl alcohol-borate complexes formed by water activation of mixtures of the PVA and borax in situ for attaching plant treatment additives to plane foliage. Japanese Patent No. 74/48073 describes the use of borax to harden PVA used in the form of micro-capsules to encapsulate perfume and flame retardants. South African Patent Nos. 69/00122 and 69/00088 teach the use of PVA-borate capsules for plasticizers and dyes.
The present invention is directed to a granular, slow release matrix-carried pesticide prepared by reacting an aqueous solution of polyvinyl alcohol and the desired pesticide plus optional filler(s) with a borate with agitation until the reaction is complete forming a gel, drying the gel, and grinding the dried product to the desired particle size. This produce is then applied to the soil where it slowly releases the pesticide for controlling the desired pest.
The present invention requires a water soluble polyvinyl alcohol, a borate, and optional filler(s). When the pesticide-containing polyvinyl alcohol solution and the borate are combined, they form a didiol complex, as indicated below: ##STR1## The reaction mixture thereby gels and entraps the pesticide in a matrix. The matrix is freed from water by drying, and then further refined by grinding and screening to the desired particle size. Granulates in the 14-40 mesh range are preferred.
Any pesticide which is compatible with the matrix can be employed for the present invention. Typical examples are chlorpyrifos, chlorpyrifos-methyl, methyl parathion, parathion, diazinon, fonofos, fensulfothion, phorate, trifluralin, etc., which can be used undiluted, in the form of suited solutions, on fillers, or in combinations.
As far as polyvinyl alcohol is concerned, any water soluble grade can be used in the practice of this invention. Suited typical commercial products are the various partially or fully hydrolyzed polyvinyl acetates sold in various molecular weight ranges under the trade names of Gelvatol, Vinol, Elvanol, etc. Preferred are products which are characterized by high solubility/low viscosity in water.
For effecting gelation of PVA, various sources of borate ions can be used. Suited materials are alkali metal, alkaline earth metal and ammonium salts of borate anions such as tetraborate and metaborate anions. Examples are sodium borate (borax), sodium metaborate, and potassium borate. Also combinations of boric acid and alkalizing agents are effective.
With respect to optional filler(s), a large variety of powdered or granular materials can be employed in the practice of this invention. Examples are various diatomites, attapulgites, bentonites, talcs, montmorillonites, perlites, vermiculites, calcium carbonates, corn cob grits, wood flour, lignin sulfonates, etc.
The amounts of the various ingredients in the total formulation can vary widely, and range from about 5-90% (by weight) of PVA, 2-50% of the active ingredient(s), 0-80% of the filler(s), and 1-20% of borate. Preferred ranges are: 5-70% of PVA, 5-30% of active ingredient(s), and 30-80% of filler(s). The amount of borate required to effect gelation varies with the type and amount of PVA and filler(s) used in the particular formulation and is best determined experimentally.
Twenty grams of PVA (marketed by the Monsanto Corporation under the tradename Gelvatol 9000) were dissolved in 180 grams of deionized water to yield 200 grams of a 10% PVA solution. Ten grams of a technical grade methyl parathion (76% active) was dispersed in the 10% PVA solution. Twenty-one grams of a 10% sodium borate (borax) in water solution was then added to the PVA-methyl parathion dispersion and reacted with stirring until an opaque gel formed. The PVA-methyl parathion gel was dried in a forced air oven at 55° C. for 16 hours, yielding 29.7 grams of product. The dried product was then ground in a blender to a particle size that would pass through a number 14 mesh screen but remained on a number 40 mesh screen. This particulate material was found to contain 25.1% active ingredient.
Eight grams of Gelvatol 9000 were dissolved in 72 grams deionized water yielding 80 grams of a 10% PVA solution. Into this 5 grams of Dursban XM (a commercial chlorpyrifos at 65% active ingredient) was dispersed. Three grams of sodium borate (borax) were then dissolved in 15 grams of water and added to the PVA-Dursban XM dispersion and reacted until a gel precipitate formed. This gel precipitate was then dried in an exhaust hood for 24 hours to yield 14.2 grams of product. The dried product was then ground to a particle size that would pass through a number 14 mesh screen but yet remained on a number 40 mesh screen. The granular product was found to contain 14.5% active ingredient.
Five grams of Gelvatol 9000 were dissolved in 45 grams deionized water. To this solution 19.0 grams of methyl parathion-loaded Diatomite [prepared by soaking 13.5 grams of Celatom MN-39 (Eagle Pitcher) with 4.5 grams technical methyl parathion in ˜40 grams methylene chloride, and removing volatile components at ˜50° C./130 mm Hg] were added, followed by dropwise addition of 5 grams of warm 10% borax solution. The resulting gel was dried in an exhaust hood for 24 hours, and then in an oven at ˜75° C. for 21/2 hours. The dry product (23.4 grams) was ground in a blender and then classified to yield 14.3 grams product of 14-40 mesh size. It contained 13.2% active ingredient.
The granular product of Example I was tested in a laboratory soil bioassay using 3 day oid housefly larvae as test organisms. Twenty-five housefly larvae were exposed to soil at intervals of 3, 10, 17, 38, and 45 days following treatment with the granular product and the number of adult flies emerging from the soil was counted. The granular product was used at a rate equivalent to 1/2 pound of active ingredient per acre applied in 6" bands spaced 40" apart.
For the sake of comparison, a commercial formulation of methyl parathion was also tested at the same level of active ingredient and the results of both products were recorded in Table I. % Control is defined as the percent reduction in adult housefly emergence.
TABLE I ______________________________________ % Control 3 10 17 38 45 ______________________________________ PVA Matrix 39.0 93.8 91.9 65.3 76.4 Methyl Parathion EC 21.0 10.4 14.9 3.9 0.0 Control 0.0 4.0 1.3 10.7 23.4 ______________________________________
The granular product of Example II was then tested for bioactivity in soil as in Example IV.
For the sake of comparison, a commercial formulation of chlorpyrifos (Lorsban® 15G) was tested. The results of both products were recorded in Table II as follows:
TABLE II ______________________________________ % Control 3 10 17 24 31 ______________________________________ PVA Matrix 97.9 98.0 96.9 80.7 75.0 Lorsban 15G 91.4 96.0 96.9 68.6 39.6 Control 6.7 0.0 4.0 1.3 6.0 ______________________________________
In the laboratory soil bioassay with 3 day old housefly larvae, the product of Example III showed the following activity as compared to the methyl parathion-loaded filler without PVA matrix:
TABLE III ______________________________________ % Control 3 17 31 45 ______________________________________ PVA Matrix 84.3 60.9 74.0 72.0 MP-loaded Filler 94.8 57.9 54.0 0 Control 4.0 2.7 0 10.7 ______________________________________
As evident, the PVA matrix formulation exhibited a much longer-lasting insecticidal activity than a comparable formulation without the matrix.
Claims (4)
1. A granular slow release soil pesticide composition .Iadd.comprising by weight based on the total composition of from about 5 to about 90% of polyvinyl alcohol, from about 1 to about 20% of a borate, from about 2 to about 50% of a compatible pesticide, and 0 to about 80% of filler(s) .Iaddend.prepared by mixing .[.from about 5 to about 90% by weight of.]. (.Iadd.a) .Iaddend.an aqueous solution of polyvinyl alcohol .Iadd.wherein the solids concentration of polyvinyl alcohol is about 10% .Iaddend.and .[.from about 2 to about 50% of.]. a compatible pesticide .[.plus 0 to about 80% of.]. .Iadd.and optionally .Iaddend.at least one filler selected from the class consisting of diatomites, attapulgites, bentonites, talcs, montmorillonites, perlites, vermiculites, calcium carbonates, corn cob grits, wood flour, lignin sulfonates, and mixtures thereof with .[.from about 1 to about 20% of.]. (.Iadd.b) .Iaddend.a borate until .[.said.]. ingredients (.Iadd.a) and (b) .Iaddend.react to form a gel, drying the gel, and grinding the dried product to the desired particle size.
2. The composition of claim 1 wherein the pesticide is selected from the group consisting of chlorpyrifos, chlorpyrifos-methyl, diazinon, fonofos, parathion, fensulfothion, methyl parathion, phorate, and trifluralin.
3. The composition of claim 1 wherein the product is ground to pass through a number 14 mesh screen but is retained on a number 40 mesh screen.
4. A method of controlling pests comprising applying an effective amount of the composition of claim 1 to soil. .Iadd.5. A method of encapsulating a pesticide comprising the steps of:
a. preparing a solution or dispersion of such pesticide in a matrix-forming material comprising an aqueous solution of a gel-forming polyvinyl alcohol wherein said aqueous solution has a solids concentration of said polyvinyl alcohol of about 10%, wherein the relative amount of said polyvinyl alcohol with respect to said pesticide is sufficient to entrap said pesticide within a matrix of said polyvinyl alcohol;
b. reacting said polyvinyl alcohol with a borate to form a continuous insolubilized matrix gel having entrapped therein uniformly dispersed, discontinuous domains of said pesticide; and
c. recovering free-flowing particles of said entrapped pesticide. .Iaddend. .Iadd.6. A composition of matter produced by the process of claim 5. .Iaddend.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/716,051 USRE33670E (en) | 1982-10-28 | 1985-03-26 | Granular pesticide composition |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/437,381 US4440746A (en) | 1982-10-28 | 1982-10-28 | Granular pesticide composition |
US06/716,051 USRE33670E (en) | 1982-10-28 | 1985-03-26 | Granular pesticide composition |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US06/437,381 Reissue US4440746A (en) | 1982-10-28 | 1982-10-28 | Granular pesticide composition |
Publications (1)
Publication Number | Publication Date |
---|---|
USRE33670E true USRE33670E (en) | 1991-08-20 |
Family
ID=23736191
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US06/437,381 Ceased US4440746A (en) | 1982-10-28 | 1982-10-28 | Granular pesticide composition |
US06/716,051 Expired - Fee Related USRE33670E (en) | 1982-10-28 | 1985-03-26 | Granular pesticide composition |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US06/437,381 Ceased US4440746A (en) | 1982-10-28 | 1982-10-28 | Granular pesticide composition |
Country Status (15)
Country | Link |
---|---|
US (2) | US4440746A (en) |
EP (1) | EP0110157B1 (en) |
JP (1) | JPS5989602A (en) |
KR (1) | KR840006279A (en) |
AT (1) | ATE30103T1 (en) |
BR (1) | BR8305887A (en) |
DE (1) | DE3373972D1 (en) |
DK (1) | DK492883A (en) |
ES (1) | ES8506181A1 (en) |
IL (1) | IL69944A (en) |
IN (1) | IN159290B (en) |
MX (1) | MX158087A (en) |
PH (1) | PH18152A (en) |
RO (1) | RO87569B (en) |
ZA (1) | ZA837575B (en) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5288501A (en) * | 1991-07-04 | 1994-02-22 | Merz + Co. Gmbh & Co. | Mechanically-stable, readily-disintegratable tablets made of small preformed particles containing active ingredients |
US5409707A (en) * | 1990-08-08 | 1995-04-25 | Carlton Lahey Chemicals, Inc. | Oil emulsifying extender formulation imparting sustaining properties to agricultural products |
WO1997026868A1 (en) * | 1996-01-25 | 1997-07-31 | Triangle Laboratories, Inc. | Time release delivery system |
US5981719A (en) | 1993-03-09 | 1999-11-09 | Epic Therapeutics, Inc. | Macromolecular microparticles and methods of production and use |
US6090925A (en) | 1993-03-09 | 2000-07-18 | Epic Therapeutics, Inc. | Macromolecular microparticles and methods of production and use |
US6335026B1 (en) * | 1993-06-16 | 2002-01-01 | Sumitomo Chemical Co., Ltd. | Pesticidal compositions |
US20050075261A1 (en) * | 2001-04-04 | 2005-04-07 | Baeck Andre Cesar | Detergent particle |
US20050118224A1 (en) * | 2001-08-17 | 2005-06-02 | Grotech Australia Pty Ltd | Edible pesticidal formulations |
US20060257443A1 (en) * | 2005-05-11 | 2006-11-16 | Grain Processing Corporation | Pest Control Composition and Method |
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Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4923506A (en) * | 1983-12-01 | 1990-05-08 | Pennwalt Corporation | Polyhydroxy polymer delivery systems |
FR2624761B1 (en) * | 1987-12-17 | 1993-10-08 | Roussel Uclaf | GRANULES BASED ON HYDROPHILIC POLYMERS ON WHICH AN AQUEOUS FORMULATION CONTAINING ONE OR MORE ACTIVE PRINCIPLES IS ABSORBED |
US5160530A (en) * | 1989-01-24 | 1992-11-03 | Griffin Corporation | Microencapsulated polymorphic agriculturally active material |
US5461027A (en) * | 1989-01-24 | 1995-10-24 | Griffin Corporation | Microencapsulated pendimethalin and method of making and using same |
US4992275A (en) * | 1989-06-30 | 1991-02-12 | Lush Raymon W | Sweet corn based pesticide |
RU2126207C1 (en) * | 1991-02-06 | 1999-02-20 | Хехст АГ | Pesticide substance in the form of water-emulsifiable granulate |
US5690951A (en) * | 1991-10-31 | 1997-11-25 | Micro Flo Company | Bait with hot melt binder |
US5571522A (en) * | 1994-01-31 | 1996-11-05 | Micro Flo Company | Bait with corn germ |
US5607684A (en) * | 1991-10-31 | 1997-03-04 | Micro Flo Company | Manufacture of bait with hot melt binder |
US5599767A (en) * | 1994-05-27 | 1997-02-04 | Micro Flo Company | Salt sensitive binder system |
CN1046182C (en) * | 1994-11-28 | 1999-11-10 | 北镇满族自治县农药厂 | Gypsum dressing granules with 5% phosphur containing chemical |
US5849320A (en) * | 1996-06-13 | 1998-12-15 | Novartis Corporation | Insecticidal seed coating |
US5876739A (en) * | 1996-06-13 | 1999-03-02 | Novartis Ag | Insecticidal seed coating |
CN1062709C (en) * | 1997-02-19 | 2001-03-07 | 沈阳农业大学 | Pesticide for killing corn borer |
CN1313004C (en) * | 2003-07-05 | 2007-05-02 | 浙江新安化工集团股份有限公司 | Granular agent containing chlorpysifos and its preparation method |
AP2786A (en) * | 2006-07-19 | 2013-10-31 | Tower Technology Holdings Pty Ltd | A method of agglomeration |
US9781936B2 (en) * | 2013-10-09 | 2017-10-10 | University Of Central Florida Research Foundation, Inc. | Compositions, methods of making a composition, and methods of use |
US20210289772A1 (en) * | 2016-09-08 | 2021-09-23 | Hydroemission Corporation Pte Ltd | Water-soluble controlled release composition and methods for making and using the same |
CN110893338A (en) * | 2019-08-26 | 2020-03-20 | 河海大学 | Preparation method of polymer nano composite gel |
CN115380897B (en) * | 2022-08-31 | 2023-07-21 | 中国农业科学院植物保护研究所 | Liquid-carrying gel and preparation method and application thereof |
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US2098836A (en) * | 1936-04-24 | 1937-11-09 | Du Pont | Insecticide |
US3265638A (en) * | 1964-03-24 | 1966-08-09 | Franklin Institute | Electrolyte composition |
GB1222016A (en) * | 1968-08-05 | 1971-02-10 | Champion Paper Co Ltd | Improvements in microencapsulation process and products |
US4110431A (en) * | 1976-11-12 | 1978-08-29 | Weyerhaeuser Company | Wet weather resistant binder composition for adhering a plant treatment additive powder formulation to plant foliage |
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IE45649B1 (en) * | 1976-08-06 | 1982-10-20 | Atomic Energy Authority Uk | Improvements in or relating to biologically active gels |
JPS53138870A (en) * | 1977-04-30 | 1978-12-04 | Masamoto Shimizu | Method for adjusting actions and effects of fertilizers* herbicides* insecticides* deodorizer* perfumes and pland growth regulators etc* |
DE2905033A1 (en) * | 1979-02-09 | 1980-08-28 | Thilo & Co Gmbh Dr | Prolonged release medicament carrier esp. for ocular use - contg. physico-chemically modified polyvinyl alcohol, water, softening agents, and agents for isotonic regulation |
-
1982
- 1982-10-28 US US06/437,381 patent/US4440746A/en not_active Ceased
-
1983
- 1983-10-10 IL IL69944A patent/IL69944A/en unknown
- 1983-10-12 ZA ZA837575A patent/ZA837575B/en unknown
- 1983-10-17 PH PH29704A patent/PH18152A/en unknown
- 1983-10-19 JP JP58194466A patent/JPS5989602A/en active Pending
- 1983-10-22 IN IN1298/CAL/83A patent/IN159290B/en unknown
- 1983-10-25 BR BR8305887A patent/BR8305887A/en unknown
- 1983-10-27 DK DK492883A patent/DK492883A/en not_active Application Discontinuation
- 1983-10-27 ES ES526811A patent/ES8506181A1/en not_active Expired
- 1983-10-27 RO RO112428A patent/RO87569B/en unknown
- 1983-10-28 KR KR1019830005113A patent/KR840006279A/en not_active Application Discontinuation
- 1983-10-28 AT AT83110813T patent/ATE30103T1/en not_active IP Right Cessation
- 1983-10-28 EP EP83110813A patent/EP0110157B1/en not_active Expired
- 1983-10-28 DE DE8383110813T patent/DE3373972D1/en not_active Expired
- 1983-11-27 MX MX8399A patent/MX158087A/en unknown
-
1985
- 1985-03-26 US US06/716,051 patent/USRE33670E/en not_active Expired - Fee Related
Patent Citations (5)
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US2098836A (en) * | 1936-04-24 | 1937-11-09 | Du Pont | Insecticide |
US3265638A (en) * | 1964-03-24 | 1966-08-09 | Franklin Institute | Electrolyte composition |
GB1222016A (en) * | 1968-08-05 | 1971-02-10 | Champion Paper Co Ltd | Improvements in microencapsulation process and products |
US4110431A (en) * | 1976-11-12 | 1978-08-29 | Weyerhaeuser Company | Wet weather resistant binder composition for adhering a plant treatment additive powder formulation to plant foliage |
US4439488A (en) * | 1982-02-26 | 1984-03-27 | The United States Of America As Represented By The Secretary Of Agriculture | Encapsulation by entrapment within polyhydroxy polymer borates |
Cited By (11)
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US5409707A (en) * | 1990-08-08 | 1995-04-25 | Carlton Lahey Chemicals, Inc. | Oil emulsifying extender formulation imparting sustaining properties to agricultural products |
US5288501A (en) * | 1991-07-04 | 1994-02-22 | Merz + Co. Gmbh & Co. | Mechanically-stable, readily-disintegratable tablets made of small preformed particles containing active ingredients |
US5981719A (en) | 1993-03-09 | 1999-11-09 | Epic Therapeutics, Inc. | Macromolecular microparticles and methods of production and use |
US6090925A (en) | 1993-03-09 | 2000-07-18 | Epic Therapeutics, Inc. | Macromolecular microparticles and methods of production and use |
US6268053B1 (en) | 1993-03-09 | 2001-07-31 | Epic Therapeutics, Inc. | Macromolecular microparticles and methods of production and use |
US6335026B1 (en) * | 1993-06-16 | 2002-01-01 | Sumitomo Chemical Co., Ltd. | Pesticidal compositions |
WO1997026868A1 (en) * | 1996-01-25 | 1997-07-31 | Triangle Laboratories, Inc. | Time release delivery system |
US20050075261A1 (en) * | 2001-04-04 | 2005-04-07 | Baeck Andre Cesar | Detergent particle |
US20050118224A1 (en) * | 2001-08-17 | 2005-06-02 | Grotech Australia Pty Ltd | Edible pesticidal formulations |
US20060257443A1 (en) * | 2005-05-11 | 2006-11-16 | Grain Processing Corporation | Pest Control Composition and Method |
US7846463B2 (en) | 2005-05-11 | 2010-12-07 | Grain Processing Corporation | Pest control composition and method |
Also Published As
Publication number | Publication date |
---|---|
DE3373972D1 (en) | 1987-11-12 |
DK492883D0 (en) | 1983-10-27 |
IL69944A0 (en) | 1984-01-31 |
US4440746A (en) | 1984-04-03 |
BR8305887A (en) | 1984-07-10 |
ZA837575B (en) | 1984-06-27 |
IL69944A (en) | 1988-09-30 |
KR840006279A (en) | 1984-11-29 |
MX158087A (en) | 1989-01-06 |
ES526811A0 (en) | 1985-07-01 |
ATE30103T1 (en) | 1987-10-15 |
PH18152A (en) | 1985-04-03 |
DK492883A (en) | 1984-04-29 |
RO87569B (en) | 1985-12-31 |
RO87569A (en) | 1985-12-30 |
EP0110157A1 (en) | 1984-06-13 |
ES8506181A1 (en) | 1985-07-01 |
EP0110157B1 (en) | 1987-10-07 |
IN159290B (en) | 1987-04-25 |
JPS5989602A (en) | 1984-05-23 |
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