CA2152808C - Granular pesticide compositions - Google Patents
Granular pesticide compositions Download PDFInfo
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- CA2152808C CA2152808C CA002152808A CA2152808A CA2152808C CA 2152808 C CA2152808 C CA 2152808C CA 002152808 A CA002152808 A CA 002152808A CA 2152808 A CA2152808 A CA 2152808A CA 2152808 C CA2152808 C CA 2152808C
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- 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
- A01N25/12—Powders or granules
-
- 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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
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- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
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- Environmental Sciences (AREA)
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- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Granular pesticidal formulations contain a C1-C4 alkyl ester of a fatty acid having from 8 to 18 carbon atoms, or a mixture of such esters.
Description
' _2~~2~~8 r GRANULAR PESTICIDE COMPOSITIONS
Background and Prior Art This invention pertains to granular compositions containing pesticides. More particularly, it relates to granular compositions containing insecticides, particularly soil insecticides, and more specifically, pyrethroids, which have been found to posses both good stability and low mammalian toxicity, while still retaining good bioactivity.
The pyrethroids are a well-known class of insecti-cides and include such commonly employed compounds as per-methrin, cypermethrin, allethrin, deltamethrin, resmethrin, and cyhalothrin. Most of the pyrethroids are employed as wettable powders or liquid compositions for foliar or aerosol spraying. One pyrethroid which has been found to have suit-able activity for use as a soil insecticide is tefluthrin, which has the chemical name 2,3,5,6-tetrafluoro-4-methylphenyl-methyl-(la,3a)-(Z)-(~)-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate. For use in soil, teflu-thrin has been formulated in granular compositions employing gypsum as the carrier. However, such compositions have been subject to lumping or caking during storage (from water retained in the gypsum during processing) and have also raised problems with agricultural equipment when the relatively hard gypsum particles entered gears and other components, causing damage.
It would be desirable to provide a granular composi-tion, particularly for application to the soil, containing a pyrethroid or other soil insecticide or pesticide, supported 2~~2808 _ 2 _ on a carrier, which does not produce the lumping, caking or equipment damage caused by gypsum particles.
Additionally, the preparation of the gypsum-supported compositions required that the pesticide first be prepared as an emulsion, which was then used to prepare the final composi-tion. It would also be desirable to obtain a granular pesti-cide formulation which could be obtained by the more simple technique (commonly used) of spraying a solution of the pesticide on the granules.
Summary of the Invention In brief, this invention comprises a granular pesticidal composition comprising from about 0.1 to about 30 weight percent of a pesticide, from about 1 to about 30 weight percent of a C1-C4 alkyl ester of a fatty acid having from 8 to 18 carbon atoms, or a mixture of such esters, the remainder comprising a granular support.
Detailed Descrit~tion of the Invention According to the invention pesticidal granular compositions are prepared which contain a pesticide supported on a granular support, preferably a clay support and which also contain from about 1 to about 30 weight percent of a C1-C4 alkyl ester of a C8-C18 fatty acid, or a mixture of such esters.
For purposes of convenience, the invention will be described below with respect to the pyrethroid insecticide tefluthrin. However, the compositions and method of preparing them, according to this invention, may be used with a number of other pesticides. In general, the compositions may contain an insecticide, and more particularly, a soil insecticide, which may be a pyrethroid, a carbamate, an organophosphorus insecticide, or other type of insecticide which is incor-porated into the soil. Of these classes, pyrethroids are ' preferred.
Various materials may be used as the granular support of the compositions of this invention. The preferred materials are clays such as montmorillonite, attapulgite, mica, kaolin, talc, pyrophyllite, vermiculite and synthetic calcium silicates. However, non-clay granular materials such as diatomaceous earth, corn cob, peanut hulls, wood pulp and various cellulosic materials and mixtures of clay and non-clay granular materials such as clay/wood pulp are also suitable for use in these compositions.
The third component required for these compositions is a C1-C4 alkyl ester of a C8-018 saturated or unsaturated fatty acid or a mixture of such esters. Preferred esters are methyl esters of such acids and more preferred are methyl oleate and the methyl ester of rapeseed oil fatty acid.
Commercial formulations of such esters include Emery 2219 (58%
methyl oleate, 24% methyl stearate, 14% methyl linoleate, 4%
methyl palmitate), Emerest 2301 (76~ methyl oleate, 24~ methyl esters of other 014-018 fatty acids), Emery 2270 (70% methyl laurate, 28% methyl myristate, 1% methyl palmitate), and Emery 2209 (55% methyl caprylate, 40% methyl caprate, 3% methyl caproate, 2% methyl laurate) all available from Henkel Corporation, Emery Group; Stepan C-25 (methyl caprylate +
methyl caprate), available from Stepan Company; KE-1870 (methyl oleate) and CE-810 (methyl caprylate + methyl caprate), available from Proctor'& Gamble Company, Priolube ' 1400 (methyl oleate), available from Unichema; PAMAK W4 (tall oil fatty acids), available from Hercules Inc.; ACTINOL FA1 and D30LR (tall oil fatty acids), available from Arizona Chemical Company; Kemester EX-1550 (methyl ester of poly-Mi overized tall oil), Kemester 3695 (methyl ester of dimer acid), and Witconol 2301 methyl oleate, all available from Witco Corporation; and Edenor ME-SU and Edenor ME-SUDS-20 (methyl ester of rapeseed oil fatty'acid, also known as methyl canolate) available from Henkel AG.
The compositions of this invention are prepared by the very simple method of combining the pesticide with the alkyl ester or esters and spraying the resulting material on the granular support. This invention includes compositions in which the content (by weight percent) of alkyl ester or esters is greater than that of the pesticide, as well as those in which the quantity of pesticide is greater than that of the alkyl ester or esters. In the former case, the pesticide may be dissolved in the ester(s); in the latter case a mixture will be formed.
Compositions of this invention contain from about 0.1 to about 30 weight percent, preferably from about 0.5 to about 25 weight percent, and most preferably from about 1 to about 15 weight percent, of a pesticide, from about 1 to about 30 weight percent, preferably from about 6 to about 21 weight percent, and most preferably from about 6 to about 18 weight percent, of the C1-C4 alkyl ester of a fatty acid, or mixture of such esters, the remainder comprising the support. Other ingredients, such as a polyalkylene glycol stabilizer (for instance dipropylene glycol) and/or antioxidants may also be included in the composition if desired. Suitable antioxidants include propyl gallate, butylated hydroxytoluene (BHT), butylated hydroxyanisole (BHA), tall oil rosin, tertiary butyl hydroquinone and natural tocopherols (Vitamin E).
The compositions may also include certain additional solvents such as paraffinic, isoparaffinic or naphthenic solvents such as Vista LPA-170 or Vista LPA-210, available from Vista Chemical Co., Houston, Texas.
~'~ ~I~2808 WO 94/15468 PCTlUS94/00086 General Procedure The compositions of the following examples are prepared by the following general procedure: The indicated ' amount of tefluthrin (technical grade; 96.2% purity except as indicated) was added to the indicated amount of the fatty acid ester to form a solution. That solution was then sprayed or aspirated onto the indicated amount of support in a mixer to produce the supported granular composition.
The following examples show the amounts of technical grade tefluthrin, fatty acid ester and support in both abso-lute and percentage by weight of the overall composition.
Example 1 Ingredient Amount (g.) Weight %
Tefluthrin 12.66 1.62 Emerest 2301* 78.14 10.00 montmorillonite clay 662.83 88.38 *contains 76% by weight methyl oleate and 24% by weight methyl esters of other C14-C18 acids.
Exam~Ie 2 Ingredient Amount la.) Weig~ht%
tefluthrin 12.20 1.62 Emerest 2301 75.29 10.00 dipropylene glycol 7.52 1.00 montmorillonite clay 655.35 87.38 WO 94/15468 ~ ~ ~ ~ ~ ~ PCT/US94100086 Example 3 Ingredient Amount (ct~ Weight%
tefluthrin 22.68 ~ .. 3.24 Emerest 2219* 70.00 10.00 ' montmorillonite clay 607.32 86.76 *contains 58% by weight methyl oleate, 24% methyl stearate, 14% methyl linoleate and 4% methyl palmitate.
Example 4 Ingredient Amount (a.) Weiqht%
tefluthrin 11.34 1.62 EDENOR ME
SUDS-20* 42.0 6.00 montmorillonite clay 92.38 *Methyl ester of rapeseed oil fatty acid containing 90.5%
methyl esters of C18 fatty acids.
Example 5 Ingredient Amount (g.) Weight%
tefluthrin 5.12 1.64 Witconol 2301 7.38 2.36 montmorillonate clay 300.00 96.00 S
WO 94/15468 , PCT/US94/00086 _ 7 _ Example 6 t Ingredient Amount (g. Z Weictht%
tefluthrin 8.10 1.62 ' Emerest 2301 50.00 10.00 mica 441.90 88.38 Example 7 Incrredient Amount l~ Weiaht%
tefluthrin (95% purity) 63.2 1.58 Witconol 2301 400.0 10.00 propylene glycol40.0 1.00 Biodac 1240 3496.8 87.42 (cellulosic wood pulp) example 8 Ingredient Amount ~g~.~weight%
tefluthrin (95% purity) 2.40 1.59 Witconol 2301 15.11 10.00 propylene glycol1.58 1.05 attapulgite clay132.03 87.36 J
WO 94/15468 ~~ ~ ~ PCT/US94I00086 Examt~le 9 Ingredient Amount la.) ~7eiaht%
tefluthrin ' (95% purity) 2.40 1.59 Witconol 2301 15.11 10.00 propylene glycol 1.58 1.05 diatomaceous silica 132.03 87.36 example 10 Ingredient Wei ht tefluthrin* 1.63 Emerest 2306 U** 8.00 montmorillonite clay 90.37 * 92% purity ** Emerest 2301 plus 0.5% BHT stabilizer Example 11 Ingredient wei_qht%
tefluthrin* 3.26 CE-810** 7.00 montmorillonite clay 89.74 * 92% purity ** from Proctor & Gamble; contains primarily methyl caprylate and methyl caprate WO 94/15468 ~ ~ ~ ~ ~ ~ PCT/US94/00086 _ - 9 -xample 12 lnaredient Weight%
tefluthrin* 8 .15 '' CE-810 17.50 montmorillonite clay 89.74 * 92% purity In storage stability tests, compositions produced according to this invention, including compositions of the above examples, showed a reasonable stability for periods of up to three months at temperatures of between 4 and 50°C.
Compositions of this invention have shown satisfactory control of Western Spotted Cucumber Beetle larvae and eggs, and other insects.
In a test for mammalian toxicity, a composition according to this invention containing (by weight) 1.5%
tefluthrin (technical grade), 10.00% methyl oleate and 88.5%
montmorillonite clay demonstrated very low eye irritation in rabbits; on tests of six rabbits, only moderate irritation was seen - this composition falls into Toxicity Category III.
Background and Prior Art This invention pertains to granular compositions containing pesticides. More particularly, it relates to granular compositions containing insecticides, particularly soil insecticides, and more specifically, pyrethroids, which have been found to posses both good stability and low mammalian toxicity, while still retaining good bioactivity.
The pyrethroids are a well-known class of insecti-cides and include such commonly employed compounds as per-methrin, cypermethrin, allethrin, deltamethrin, resmethrin, and cyhalothrin. Most of the pyrethroids are employed as wettable powders or liquid compositions for foliar or aerosol spraying. One pyrethroid which has been found to have suit-able activity for use as a soil insecticide is tefluthrin, which has the chemical name 2,3,5,6-tetrafluoro-4-methylphenyl-methyl-(la,3a)-(Z)-(~)-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate. For use in soil, teflu-thrin has been formulated in granular compositions employing gypsum as the carrier. However, such compositions have been subject to lumping or caking during storage (from water retained in the gypsum during processing) and have also raised problems with agricultural equipment when the relatively hard gypsum particles entered gears and other components, causing damage.
It would be desirable to provide a granular composi-tion, particularly for application to the soil, containing a pyrethroid or other soil insecticide or pesticide, supported 2~~2808 _ 2 _ on a carrier, which does not produce the lumping, caking or equipment damage caused by gypsum particles.
Additionally, the preparation of the gypsum-supported compositions required that the pesticide first be prepared as an emulsion, which was then used to prepare the final composi-tion. It would also be desirable to obtain a granular pesti-cide formulation which could be obtained by the more simple technique (commonly used) of spraying a solution of the pesticide on the granules.
Summary of the Invention In brief, this invention comprises a granular pesticidal composition comprising from about 0.1 to about 30 weight percent of a pesticide, from about 1 to about 30 weight percent of a C1-C4 alkyl ester of a fatty acid having from 8 to 18 carbon atoms, or a mixture of such esters, the remainder comprising a granular support.
Detailed Descrit~tion of the Invention According to the invention pesticidal granular compositions are prepared which contain a pesticide supported on a granular support, preferably a clay support and which also contain from about 1 to about 30 weight percent of a C1-C4 alkyl ester of a C8-C18 fatty acid, or a mixture of such esters.
For purposes of convenience, the invention will be described below with respect to the pyrethroid insecticide tefluthrin. However, the compositions and method of preparing them, according to this invention, may be used with a number of other pesticides. In general, the compositions may contain an insecticide, and more particularly, a soil insecticide, which may be a pyrethroid, a carbamate, an organophosphorus insecticide, or other type of insecticide which is incor-porated into the soil. Of these classes, pyrethroids are ' preferred.
Various materials may be used as the granular support of the compositions of this invention. The preferred materials are clays such as montmorillonite, attapulgite, mica, kaolin, talc, pyrophyllite, vermiculite and synthetic calcium silicates. However, non-clay granular materials such as diatomaceous earth, corn cob, peanut hulls, wood pulp and various cellulosic materials and mixtures of clay and non-clay granular materials such as clay/wood pulp are also suitable for use in these compositions.
The third component required for these compositions is a C1-C4 alkyl ester of a C8-018 saturated or unsaturated fatty acid or a mixture of such esters. Preferred esters are methyl esters of such acids and more preferred are methyl oleate and the methyl ester of rapeseed oil fatty acid.
Commercial formulations of such esters include Emery 2219 (58%
methyl oleate, 24% methyl stearate, 14% methyl linoleate, 4%
methyl palmitate), Emerest 2301 (76~ methyl oleate, 24~ methyl esters of other 014-018 fatty acids), Emery 2270 (70% methyl laurate, 28% methyl myristate, 1% methyl palmitate), and Emery 2209 (55% methyl caprylate, 40% methyl caprate, 3% methyl caproate, 2% methyl laurate) all available from Henkel Corporation, Emery Group; Stepan C-25 (methyl caprylate +
methyl caprate), available from Stepan Company; KE-1870 (methyl oleate) and CE-810 (methyl caprylate + methyl caprate), available from Proctor'& Gamble Company, Priolube ' 1400 (methyl oleate), available from Unichema; PAMAK W4 (tall oil fatty acids), available from Hercules Inc.; ACTINOL FA1 and D30LR (tall oil fatty acids), available from Arizona Chemical Company; Kemester EX-1550 (methyl ester of poly-Mi overized tall oil), Kemester 3695 (methyl ester of dimer acid), and Witconol 2301 methyl oleate, all available from Witco Corporation; and Edenor ME-SU and Edenor ME-SUDS-20 (methyl ester of rapeseed oil fatty'acid, also known as methyl canolate) available from Henkel AG.
The compositions of this invention are prepared by the very simple method of combining the pesticide with the alkyl ester or esters and spraying the resulting material on the granular support. This invention includes compositions in which the content (by weight percent) of alkyl ester or esters is greater than that of the pesticide, as well as those in which the quantity of pesticide is greater than that of the alkyl ester or esters. In the former case, the pesticide may be dissolved in the ester(s); in the latter case a mixture will be formed.
Compositions of this invention contain from about 0.1 to about 30 weight percent, preferably from about 0.5 to about 25 weight percent, and most preferably from about 1 to about 15 weight percent, of a pesticide, from about 1 to about 30 weight percent, preferably from about 6 to about 21 weight percent, and most preferably from about 6 to about 18 weight percent, of the C1-C4 alkyl ester of a fatty acid, or mixture of such esters, the remainder comprising the support. Other ingredients, such as a polyalkylene glycol stabilizer (for instance dipropylene glycol) and/or antioxidants may also be included in the composition if desired. Suitable antioxidants include propyl gallate, butylated hydroxytoluene (BHT), butylated hydroxyanisole (BHA), tall oil rosin, tertiary butyl hydroquinone and natural tocopherols (Vitamin E).
The compositions may also include certain additional solvents such as paraffinic, isoparaffinic or naphthenic solvents such as Vista LPA-170 or Vista LPA-210, available from Vista Chemical Co., Houston, Texas.
~'~ ~I~2808 WO 94/15468 PCTlUS94/00086 General Procedure The compositions of the following examples are prepared by the following general procedure: The indicated ' amount of tefluthrin (technical grade; 96.2% purity except as indicated) was added to the indicated amount of the fatty acid ester to form a solution. That solution was then sprayed or aspirated onto the indicated amount of support in a mixer to produce the supported granular composition.
The following examples show the amounts of technical grade tefluthrin, fatty acid ester and support in both abso-lute and percentage by weight of the overall composition.
Example 1 Ingredient Amount (g.) Weight %
Tefluthrin 12.66 1.62 Emerest 2301* 78.14 10.00 montmorillonite clay 662.83 88.38 *contains 76% by weight methyl oleate and 24% by weight methyl esters of other C14-C18 acids.
Exam~Ie 2 Ingredient Amount la.) Weig~ht%
tefluthrin 12.20 1.62 Emerest 2301 75.29 10.00 dipropylene glycol 7.52 1.00 montmorillonite clay 655.35 87.38 WO 94/15468 ~ ~ ~ ~ ~ ~ PCT/US94100086 Example 3 Ingredient Amount (ct~ Weight%
tefluthrin 22.68 ~ .. 3.24 Emerest 2219* 70.00 10.00 ' montmorillonite clay 607.32 86.76 *contains 58% by weight methyl oleate, 24% methyl stearate, 14% methyl linoleate and 4% methyl palmitate.
Example 4 Ingredient Amount (a.) Weiqht%
tefluthrin 11.34 1.62 EDENOR ME
SUDS-20* 42.0 6.00 montmorillonite clay 92.38 *Methyl ester of rapeseed oil fatty acid containing 90.5%
methyl esters of C18 fatty acids.
Example 5 Ingredient Amount (g.) Weight%
tefluthrin 5.12 1.64 Witconol 2301 7.38 2.36 montmorillonate clay 300.00 96.00 S
WO 94/15468 , PCT/US94/00086 _ 7 _ Example 6 t Ingredient Amount (g. Z Weictht%
tefluthrin 8.10 1.62 ' Emerest 2301 50.00 10.00 mica 441.90 88.38 Example 7 Incrredient Amount l~ Weiaht%
tefluthrin (95% purity) 63.2 1.58 Witconol 2301 400.0 10.00 propylene glycol40.0 1.00 Biodac 1240 3496.8 87.42 (cellulosic wood pulp) example 8 Ingredient Amount ~g~.~weight%
tefluthrin (95% purity) 2.40 1.59 Witconol 2301 15.11 10.00 propylene glycol1.58 1.05 attapulgite clay132.03 87.36 J
WO 94/15468 ~~ ~ ~ PCT/US94I00086 Examt~le 9 Ingredient Amount la.) ~7eiaht%
tefluthrin ' (95% purity) 2.40 1.59 Witconol 2301 15.11 10.00 propylene glycol 1.58 1.05 diatomaceous silica 132.03 87.36 example 10 Ingredient Wei ht tefluthrin* 1.63 Emerest 2306 U** 8.00 montmorillonite clay 90.37 * 92% purity ** Emerest 2301 plus 0.5% BHT stabilizer Example 11 Ingredient wei_qht%
tefluthrin* 3.26 CE-810** 7.00 montmorillonite clay 89.74 * 92% purity ** from Proctor & Gamble; contains primarily methyl caprylate and methyl caprate WO 94/15468 ~ ~ ~ ~ ~ ~ PCT/US94/00086 _ - 9 -xample 12 lnaredient Weight%
tefluthrin* 8 .15 '' CE-810 17.50 montmorillonite clay 89.74 * 92% purity In storage stability tests, compositions produced according to this invention, including compositions of the above examples, showed a reasonable stability for periods of up to three months at temperatures of between 4 and 50°C.
Compositions of this invention have shown satisfactory control of Western Spotted Cucumber Beetle larvae and eggs, and other insects.
In a test for mammalian toxicity, a composition according to this invention containing (by weight) 1.5%
tefluthrin (technical grade), 10.00% methyl oleate and 88.5%
montmorillonite clay demonstrated very low eye irritation in rabbits; on tests of six rabbits, only moderate irritation was seen - this composition falls into Toxicity Category III.
Claims (19)
1. A granular soil insecticide composition consisting essentially of from about 0.1 to about 30 weight percent of a pyrethroid insecticide, from about 1 to about 30 weight percent of a C1-C4 alkyl ester of a fatty acid having from 8 to 18 carbon atoms, or a mixture of such esters, supported on a granular support.
2. A granular soil insecticide composition consisting essentially of from 0.1 to about 30 weight percent of pyrethroid insecticide, from about 1 to about 30 weight percent of a C1-C4 alkyl ester of a fatty acid having from 8 to 18 carbon atoms, or a mixture of such esters, and a stabilizer and anti-oxidant, supported on a granular support.
3. A granular soil insecticide composition consisting essentially of from 0.1 to about 30 weight percent of pyrethroid insecticide, from about 1 to about 30 weight percent of a C1-C4 alkyl ester of a fatty acid having from 8 to 18 carbon atoms, or a mixture of such esters, and a stabilizer or an anti-oxidant, supported on a granular support.
4. The composition according to any one of claims 1 to 3 wherein the granular support is a clay.
5. The composition according to any one of claims 1 to 3 wherein the granular support is a granular material other than clay.
6. The composition according to claim 5 wherein the granular material other than clay is selected from the group consisting of diatomaceous earth, corn cob, peanut hulls, wood pulp and other cellulosic materials.
7. The composition according to any one of claims 1 to 3 wherein the granular support is a mixture of a clay and a granular material other than clay.
8. The composition according to any one of claims 1 to 7 comprising from about 0.5 to about 25 weight percent of an insecticide, and from about 6 to about 21 weight percent of C1-C4 alkyl ester of a fatty acid having from 8 to 18 carbon atoms, or mixture of such esters.
9. The composition according to any one of claims 1 to 7 comprising from about to about 15 weight percent of an insecticide, and from about 7 to about 18 weight percent of a C1-C4 alkyl ester of a fatty acid having from 8 to 18 carbon atoms, or a mixture of such esters.
10. The composition according to any one of claims 1 to 7 wherein the ester is a methyl ester or a mixture of methyl esters.
11. The composition according to claim 10 in which the ester is selected from the group consisting of methyl caprate, methyl caprylate, methyl oleate, methyl laurate, methyl stearate, the methyl ester of rapeseed oil fatty acid and mixtures of two or more esters thereof.
12. The composition according to any one of claims 1 to 7 wherein the insecticide is tefluthrin.
13. The composition according to any one of claims 1 to 7 wherein the ester comprises methyl oleate.
14. The composition according to claim 12 wherein the ester comprises primarily methyl oleate.
15. The composition according to any one of claims 1 to 7 wherein the ester comprises methyl caprylate and methyl caprate.
16. The composition according to any one of claims 1 to 7 wherein the ester comprises the methyl ester of rapeseed oil fatty acid.
17. The composition according to any one of claims 1 to 7 wherein the granular support is montmorillonite clay.
18. The composition according to any one of claims 1 to 7 further comprising a stabilizer and an anti-oxidant selected from the group consisting of polyalkylene glycols, propyl gallate, BHT, BHA, tall oil rosin, tertiary butyl hydroquinone, natural tocopherols and mixtures of two or more of the above.
19. The composition according to any one of claims 1 to 7 further comprising a stabilizer or an anti-oxidant selected from the group consisting of polyaikylene glycols, propyl gallate, BHT, BHA, tall oil rosin, tertiary butyl hydroquinone, natural tocopherols and mixtures of two or more of the above.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17393A | 1993-01-04 | 1993-01-04 | |
| US08/000,173 | 1993-01-04 | ||
| PCT/US1994/000086 WO1994015468A1 (en) | 1993-01-04 | 1994-01-03 | Granular pesticide compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2152808A1 CA2152808A1 (en) | 1994-07-21 |
| CA2152808C true CA2152808C (en) | 2004-07-13 |
Family
ID=21690257
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002152808A Expired - Fee Related CA2152808C (en) | 1993-01-04 | 1994-01-03 | Granular pesticide compositions |
Country Status (3)
| Country | Link |
|---|---|
| AU (1) | AU6019694A (en) |
| CA (1) | CA2152808C (en) |
| WO (1) | WO1994015468A1 (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2720897A1 (en) * | 1994-06-14 | 1995-12-15 | Atochem Elf Sa | Insecticidal compsns. |
| JP5352891B2 (en) * | 2006-06-29 | 2013-11-27 | 住友化学園芸株式会社 | Pest repellent |
| CN101715295A (en) * | 2007-06-27 | 2010-05-26 | 杜邦公司 | Solid formulations of carboxamide arthropodicides |
| FR2932954B1 (en) * | 2008-06-25 | 2010-11-05 | Sbm Dev | METHOD FOR CONTROLLING SOIL INSECTS |
| FR2979186B1 (en) * | 2011-08-25 | 2015-01-16 | Sbm Dev | METHOD FOR CONTROLLING SOIL INSECTS |
| GB2551800B (en) | 2016-06-30 | 2020-05-20 | Syngenta Participations Ag | Granular pesticide compositions |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5428818A (en) * | 1977-08-05 | 1979-03-03 | Fumakilla Ltd | Method of enhancing effect of pesticide smoked in short time |
| JPS5756405A (en) * | 1980-09-19 | 1982-04-05 | Sumitomo Chem Co Ltd | Stabilizing method |
| DE3317823A1 (en) * | 1983-05-17 | 1984-11-22 | Bayer Ag, 5090 Leverkusen | PEST CONTROL |
| JPH085763B2 (en) * | 1986-07-09 | 1996-01-24 | 三井東圧化学株式会社 | Water-applied pesticide granules |
| JP2870541B2 (en) * | 1988-07-15 | 1999-03-17 | アメリカン・サイアナミド・カンパニー | Herbicidal granular composition |
| JP2870042B2 (en) * | 1988-09-13 | 1999-03-10 | 武田薬品工業株式会社 | Waterborne suspended solid pesticide formulation |
| CA2049965C (en) * | 1989-01-30 | 2000-02-29 | Kenneth Eugene Fersch | Pyrethroid formulations of reduced paresthesia |
| GB8919834D0 (en) * | 1989-09-01 | 1989-10-18 | Ici Plc | Insecticidal composition |
-
1994
- 1994-01-03 WO PCT/US1994/000086 patent/WO1994015468A1/en active Application Filing
- 1994-01-03 CA CA002152808A patent/CA2152808C/en not_active Expired - Fee Related
- 1994-01-03 AU AU60196/94A patent/AU6019694A/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| WO1994015468A1 (en) | 1994-07-21 |
| AU6019694A (en) | 1994-08-15 |
| CA2152808A1 (en) | 1994-07-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20140103 |