WO1994016561A1 - Agrichemical tablet formulations containing active material encapsulated in water-soluble polymers - Google Patents
Agrichemical tablet formulations containing active material encapsulated in water-soluble polymers Download PDFInfo
- Publication number
- WO1994016561A1 WO1994016561A1 PCT/US1994/000074 US9400074W WO9416561A1 WO 1994016561 A1 WO1994016561 A1 WO 1994016561A1 US 9400074 W US9400074 W US 9400074W WO 9416561 A1 WO9416561 A1 WO 9416561A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- water
- formulation
- pesticide
- dispersed
- tablet
- Prior art date
Links
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
- A01N25/34—Shaped forms, e.g. sheets, not provided for in any other sub-group of this main group
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof
Definitions
- the Dresent invention is a non-effervescent formulation in tablet form that comprises a pesticide encapsulated in a polymer all of which is dispersed in a water-disintegratable matrix.
- WO90/00007 discloses effervescent pesticidal tablets comprising an acid and a base which react upon exposure to water to produce the effervescent reaction.
- the non-effervescent tablets of the present invention in which the pesticide is microencapsulated.
- the present invention are formulations in tablet form which: a) are non-effervescent; b) are unaffected by high humidity storage; c) begin disintegration immediately in 15-35°C water and completely disintegrate in less than five minutes, preferably in less than one minute; said formulations comprising:
- tablette any solid compaction form (e.g., tablet, pellet, briquette, etc.) made from the composition described herein.
- the present invention relates to a novel tablet composition comprising an agricultural pesticide encapsulated in a water-soluble polymer and dispersed in a tablet or briquette matrix which disintegrates rapidly in water.
- the prior art contains many examples of biologically active materials, most notably drugs, encapsulated in water-insoluble or slow-dissolving polymeric barrier designed for slow release of the active component in mammalian systems.
- the pesticide is formulated for rapid dispersion in water and immediate availability for spraying. While there are some advantages for controlled release formulations, use of the required water-resistant barrier may not only reduce water dispersibility, but also may diminish the initial bioefficacy of the active material.
- Methomyl an insecticide that is potentially toxic to man, has been formulated as a wettable powder (e.g., Lannate® 90WP, Du Pont Co.) which disperses rapidly in water and has the desirable effect of almost instantaneous knock-down of insects. This fast action is diminished by any formulation that retards methomyl release, such as encapsulation in a water- resistant polymeric barrier.
- Lannate® WP is to package them in water-soluble bags.
- the user adds the bags to water in preparation for spraying, and if the bag remains unopened before addition, the user is protected from dermal contact with the chemical.
- the chemical if a result of physical abuse of the package through rough handling or deliberate opening, there is a possibility of exposure to the dangerous compound with such use forms.
- the solid tablet compositions of the present invention reduce the risk of exposure to the pesticide compared to water-soluble bags.
- the tablets can be handled without gloves and if the product is broken, the encapsulated active is still shielded from the user by the water-soluble polymer.
- each pesticidal particle or aggregate is individually enclosed in a polymer that protects the active ingredient and shields the handler.
- the tablet of the invention when added to water initially floats followed by rapid disintegration in the water.
- the preferred process involves the use of water-soluble polymers for encapsulation which can be applied to the active as a melt.
- said polymers are polyethylene glycol (PEG), polypropylene glycol (PPG), block copolymers of PEG and PPG, and derivatives thereof.
- PEG polyethylene glycol
- PPG polypropylene glycol
- the polymer selected must be of sufficient molecular weight to be a solid at room temperature.
- One possible process involves spraying the molten polymer on the active, and subjecting the sprayed active to a cooler environment to activate solidification into small solid microdroplets.
- the preferred process involves aggregation and simultaneous coating of the active with molten water-soluble polymer by simple mixing, followed by granulation.
- the granulation can take place on a rotating pan as taught in WO90/12643, or by extrusion which involves forcing the heat-softened mixture through orifices such as a screen.
- Sufficient polymer is used in all the processes to ensure complete coverage of the pesticide.
- Non-porous, non- absorbent pesticides such as those of the consistency of sand, can be used with the lower limit amount of polymer for complete converage.
- porous or absorbent pesticide particles require more polymer for complete coverage.
- One skilled in the art will recognize the amount of polymer needed based on the physical properties of the pesticide.
- the pesticide can be a finely-divided technical-grade material or, preferably, a material that has been formulated for rapid dispersion upon dilution with water such as a water-dispersible granule premix or a commercial water-dispersible powder.
- Contemplated active ingredients include those selected from the following classes, including mixtures thereof: herbicides, fungicides, bactericides, insecticides, nematocides, acaricides, and growth regulants.
- suitable pesticides include: insecticides such as monocrotophos, carbofuran, tetrachlorvinphos, malathion, parathion-methyl, methomyl, chl ⁇ rdimeform, diazinon, deltamethrin, oxamyl, fenvalerate, esfenvalerate, permethrin, profenofos, sulprofos, triflumuron, diflubenzuron, methoprene, buprofezin, thiodicarb, acephate, azinphosmethyl, chlorpyrifos, dimethoate, fipronil, flufenprox, onophos, isofenphos, methidathion, methamidopho
- Preferred pesticides are methomyl, bensulfuron methyl and N-[[(4,6- dimethoxy-2-pyrimidinyl)amino]carbonyl]-l-methyl-4-(2-methyl-2H-tetrazol-5- yl)- lH-pyrazole-5-sulfonamide.
- any water-dispersible or water-soluble tablet matrix can be used, the preferred compressed matrix disintegrates or dissolves rapidly in water and is non-effervescent.
- effervescent tablets are sensitive to liigh humidity, leading to premature gas evolution and, consequently, the rate of disintegration slows and complete disintegration takes an unpractically long time.
- Certain matrixes of finely divided silica, swelling agents and clays can be compressed to solid forms (e.g., a tablet) that meet the dispersion and safening requirements.
- a tablet Such mixtures are well known in the art.
- Anyone skilled in the art can formulate a variety of mixtures to accomplish the ready disintegration requirement.
- the preferred tablet size is 0.5 to 100 g. However, smaller or larger tablet sizes may be used if desired.
- the tablets are strong enough to remain intact during normal shipping and handling.
- the tablet density may be less than or greater than one. Tablets which float in water (i.e., have a density less than one) are preferred.
- a preferred tablet composition forms an aqueous suspension after disintegration in water which passes through a 60 mesh screen. Said aqueous suspension can be readily sprayed without clogging the spray nozzle.
- Lannate® 90WP (90% a.i. methomyl wettable powder, Du Pont Co.) in an amount of 5.0 g and Carbowax® 8000 (polyethylene glycol of average molecular weight 8000, Union Carbide Co.) in an amount of 1.0 g were mixed with 0.1 mg of FD&C Blue Dye No. 1 (Hilton Davis Co.) as an indicator.
- the mixture was heated to about 70°C to melt the polymer and promote intimate mixing, and die mixture was then forced through a 25 mesh screen to obtain granules.
- a portion of the granules obtained (1.8 g) were mixed with a powdered matrix material consisting of 0.5 g Wessalon® 50S (a precipitated silica filler/carrier, Degussa Corp.), 0.5 g Polyplasdone® XL-10 (crosslinked polyvinyl pyrrolidone dispersant, GAF Corp.), and 0.6 g Celite® 209 (diatomaceous clay, John Manville Corp.) and 0.01 g Aerosol® OTB (sodium alkylsulfosuccinate surfactant, American Cyanamid Corp.). This mixture was pressed at 2500 psi to form a 28 mm diameter tablet containing 40% methomyl.
- a powdered matrix material consisting of 0.5 g Wessalon® 50S (a precipitated silica filler/carrier, Degussa Corp.), 0.5 g Polyplasdone® XL-10 (crosslinked polyvinyl pyrrol
- the tablet was added to 500 mL of water and began to disintegrate almost immediately.
- the tablet fragments floated and continued to disintegrate over a 60 second period to form a sprayable solution.
- the dye released only after considerable disintegration took place indicating that the methomyl was protected inside the PEG barrier. Also, the dye did not release during manual handling for about 20 seconds.
- the dispersed particles could be washed through a 60 mesh screen.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Medicinal Preparation (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU59638/94A AU5963894A (en) | 1993-01-29 | 1994-01-06 | Agrichemical tablet formulations containing active material encapsulated in water-soluble polymers |
JP6517036A JPH08507046A (en) | 1993-01-29 | 1994-01-06 | Pesticide tablet formulation containing active material encapsulated in water-soluble polymer |
EP94905582A EP0681430A1 (en) | 1993-01-29 | 1994-01-06 | Agrichemical tablet formulations containing active material encapsulated in water-soluble polymers |
BR9405654A BR9405654A (en) | 1993-01-29 | 1994-01-06 | Tablet formulations and methods for controlling the growth of unwanted vegetation |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US1104593A | 1993-01-29 | 1993-01-29 | |
US08/011,045 | 1993-01-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1994016561A1 true WO1994016561A1 (en) | 1994-08-04 |
Family
ID=21748625
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1994/000074 WO1994016561A1 (en) | 1993-01-29 | 1994-01-06 | Agrichemical tablet formulations containing active material encapsulated in water-soluble polymers |
Country Status (6)
Country | Link |
---|---|
EP (1) | EP0681430A1 (en) |
JP (1) | JPH08507046A (en) |
CN (1) | CN1117260A (en) |
AU (1) | AU5963894A (en) |
BR (1) | BR9405654A (en) |
WO (1) | WO1994016561A1 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2017092951A1 (en) * | 2015-12-01 | 2017-06-08 | Basf Se | Domain particles of pesticide particles embedded in an ionic acrylate copolymer |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1099832C (en) * | 1998-09-29 | 2003-01-29 | 华中师范大学 | Two-component pesticides containing Mieduowei and Bt |
Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1128192A (en) * | 1964-12-04 | 1968-09-25 | Organon Labor Ltd | Process for rendering powders free flowing and the thus-obtained powders |
DE2643814A1 (en) * | 1976-09-29 | 1978-04-06 | Freyberg Chem Fab Werner | METHOD FOR PRODUCING PHOSPHORIC HYDROGEN DEVELOPING PEST CONTROL |
US4307115A (en) * | 1979-10-18 | 1981-12-22 | E. I. Du Pont De Nemours And Company | Insecticidal composition |
EP0317260A2 (en) * | 1987-11-16 | 1989-05-24 | Ici Americas Inc. | Transportable compositions containing a toxicant and a method of producing and using the same |
WO1990000007A1 (en) * | 1988-06-28 | 1990-01-11 | E.I. Du Pont De Nemours And Company | Tablet formulations of pesticides |
EP0364406A2 (en) * | 1988-10-13 | 1990-04-18 | Sandoz Ag | Dust free compositions |
FR2645709A1 (en) * | 1989-04-18 | 1990-10-19 | Sumitomo Chemical Co | EMULSIFIABLE SOLID PESTICIDE COMPOSITIONS |
EP0415688A2 (en) * | 1989-08-30 | 1991-03-06 | Aeci Ltd | Dosage device and preparation and use thereof |
-
1994
- 1994-01-06 CN CN 94191049 patent/CN1117260A/en active Pending
- 1994-01-06 BR BR9405654A patent/BR9405654A/en not_active Application Discontinuation
- 1994-01-06 AU AU59638/94A patent/AU5963894A/en not_active Abandoned
- 1994-01-06 JP JP6517036A patent/JPH08507046A/en active Pending
- 1994-01-06 EP EP94905582A patent/EP0681430A1/en not_active Withdrawn
- 1994-01-06 WO PCT/US1994/000074 patent/WO1994016561A1/en not_active Application Discontinuation
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1128192A (en) * | 1964-12-04 | 1968-09-25 | Organon Labor Ltd | Process for rendering powders free flowing and the thus-obtained powders |
DE2643814A1 (en) * | 1976-09-29 | 1978-04-06 | Freyberg Chem Fab Werner | METHOD FOR PRODUCING PHOSPHORIC HYDROGEN DEVELOPING PEST CONTROL |
US4307115A (en) * | 1979-10-18 | 1981-12-22 | E. I. Du Pont De Nemours And Company | Insecticidal composition |
EP0317260A2 (en) * | 1987-11-16 | 1989-05-24 | Ici Americas Inc. | Transportable compositions containing a toxicant and a method of producing and using the same |
WO1990000007A1 (en) * | 1988-06-28 | 1990-01-11 | E.I. Du Pont De Nemours And Company | Tablet formulations of pesticides |
EP0364406A2 (en) * | 1988-10-13 | 1990-04-18 | Sandoz Ag | Dust free compositions |
FR2645709A1 (en) * | 1989-04-18 | 1990-10-19 | Sumitomo Chemical Co | EMULSIFIABLE SOLID PESTICIDE COMPOSITIONS |
EP0415688A2 (en) * | 1989-08-30 | 1991-03-06 | Aeci Ltd | Dosage device and preparation and use thereof |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2017092951A1 (en) * | 2015-12-01 | 2017-06-08 | Basf Se | Domain particles of pesticide particles embedded in an ionic acrylate copolymer |
Also Published As
Publication number | Publication date |
---|---|
CN1117260A (en) | 1996-02-21 |
JPH08507046A (en) | 1996-07-30 |
AU5963894A (en) | 1994-08-15 |
BR9405654A (en) | 1995-11-14 |
EP0681430A1 (en) | 1995-11-15 |
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