WO1999029169A1 - Pesticidal compositions - Google Patents
Pesticidal compositions Download PDFInfo
- Publication number
- WO1999029169A1 WO1999029169A1 PCT/GB1998/003605 GB9803605W WO9929169A1 WO 1999029169 A1 WO1999029169 A1 WO 1999029169A1 GB 9803605 W GB9803605 W GB 9803605W WO 9929169 A1 WO9929169 A1 WO 9929169A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- seed
- compositions
- pesticide
- block copolymer
- propylene oxide
- 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
- A01N25/24—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 ingredients to enhance the sticking of the active ingredients
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
Definitions
- This invention relates to novel pesticide formulations.
- One method of applying pesticides to a crop is by means of a seed treatment. As the plant grows it can be protected from the pests which the particular pesticide is used to combat.
- seeds are treated with the pesticide in seed treatment application equipment in which the pesticide in a formulation is mixed with the seeds.
- a formulation is used in which the pesticide is in a particulate form, there is a danger of operator exposure to pesticide dust particles and/or large quantities of pesticide can be lost from the seed as a result of poor adhesion to the seed.
- ethylene oxide-propylene oxide block copolymers are used, typically at 1-3%, as dispersants in pesticidal formulations. We have now found that these problems mentioned above can be mitigated by using high levels of ethylene oxide-propylene oxide block copolymer in the pesticide formulation.
- a pesticide composition for application to a seed which composition includes at least 5% by weight of an ethylene oxide-propylene oxide block copolymer surfactant.
- compositions generally contain from 5% to 30%, preferably 5 to 15%, by weight of an ethylene oxide-propylene oxide block copolymer surfactant.
- the invention can be used in conjunction with any pesticide which would be applied as a seed treatment, but is particularly useful for fungicides, insecticides, safeners and agrochemical adjuvants, and especially fungicides.
- Fungicides that can be included in the compositions of the invention are for example triazoles, such as fluquinconazole, flut afol and triticonazole, and other fungicides, such as carbendazim, prochloraz-copper-chloride complex, tolclofos-methyl, pyhmethanil, carboxin, captan and chlorothalonil.
- Insecticides that can be incorporated into the composition of the invention include pyrethroids, such as deltamethrin, carbamates such as bendiocarb, and chlorinated hydrocarbons, such as endosulfan.
- pyrethroids such as deltamethrin
- carbamates such as bendiocarb
- chlorinated hydrocarbons such as endosulfan.
- Other compounds include, bronopol, anthraquinone, safeners and various adjuvants.
- the active ingredient is usually in particulate form and includes flowable seed treatments (FS), wettable powders in suspension (WS), dry seed treatments (DS) and micro encapsulated suspension seed treatments (CS).
- FS flowable seed treatments
- WS wettable powders in suspension
- DS dry seed treatments
- CS micro encapsulated suspension seed treatments
- the compositions may also be liquid seed treatments (LS) or emulsions in water (EW).
- compositions usually contain a colouring agent.
- a colouring agent is preferably a pigment dispersion which may help improve the stability of the formulation.
- Example 1 Seed treatment compositions were formulated by combining the following ingredients
- Biocide (1 ,2-benzisothiazolin-3-one 2.0 sodium salt in propylene glycol and water
- Biocide (1 ,2-benzisothiazolin-3-one 2.0 sodium salt in propylene glycol and water
- Example 2 was repeated except the seed treatment was carried on a commercial scale using a "Roeber" seed treater.
- a polyethylene funnel of standard dimensions (c.1 litre capacity with 45 degree sides and a bottom neck aperture of 18mm) is supported in a retort stand. The bottom is closed and 500 g of seed is added to the funnel, the seed is then allowed to flow through the bottom aperture and the time taken for all the seed to flow out is measured (to 1/100th of a second). The test is repeated twice and the average of the three tests calculated. The results are as follows. For the purposes of comparison, the flow rate of seed treated with composition containing low levels of polymer was also measured as was seed coated with the commercial seed treatment fungicide product "Baytan".
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)
- Pretreatment Of Seeds And Plants (AREA)
Abstract
The properties of pesticide compositions for application to seed are enhanced by inclusion of at least 5 % by weight of an ethylene oxide-propylene oxide block copolymer surfactant.
Description
Title: Pesticidal compositions
Field of the invention
This invention relates to novel pesticide formulations.
One method of applying pesticides to a crop is by means of a seed treatment. As the plant grows it can be protected from the pests which the particular pesticide is used to combat.
Commercially, seeds are treated with the pesticide in seed treatment application equipment in which the pesticide in a formulation is mixed with the seeds. When a formulation is used in which the pesticide is in a particulate form, there is a danger of operator exposure to pesticide dust particles and/or large quantities of pesticide can be lost from the seed as a result of poor adhesion to the seed. Similarly there is risk of operator exposure when the seed treatment equipment is cleaned to remove dried deposit and when the treated seed is drilled in the field.
It is well known that ethylene oxide-propylene oxide block copolymers are used, typically at 1-3%, as dispersants in pesticidal formulations. We have now found that these problems mentioned above can be mitigated by using high levels of ethylene oxide-propylene oxide block copolymer in the pesticide formulation.
Thus, according to the invention, there is provided a pesticide composition for application to a seed, which composition includes at least 5% by weight of an ethylene oxide-propylene oxide block copolymer surfactant.
Although such copolymers have been used in agrochemical formulations, we are not aware that they have been used at such high levels. We have demonstrated that high levels are necessary to obtain the benefits of the invention.
The compositions generally contain from 5% to 30%, preferably 5 to 15%, by weight of an ethylene oxide-propylene oxide block copolymer surfactant.
The invention can be used in conjunction with any pesticide which would be applied as a seed treatment, but is particularly useful for fungicides, insecticides, safeners and agrochemical adjuvants, and especially fungicides.
Fungicides that can be included in the compositions of the invention are for example triazoles, such as fluquinconazole, flut afol and triticonazole, and other fungicides, such as carbendazim, prochloraz-copper-chloride complex, tolclofos-methyl, pyhmethanil, carboxin, captan and chlorothalonil. Insecticides that can be incorporated into the composition of the invention include pyrethroids, such as deltamethrin, carbamates such as bendiocarb, and chlorinated hydrocarbons, such as endosulfan. Other compounds include, bronopol, anthraquinone, safeners and various adjuvants.
In the compositions of the invention, the active ingredient is usually in particulate form and includes flowable seed treatments (FS), wettable powders in suspension (WS), dry seed treatments (DS) and micro encapsulated suspension seed treatments (CS). The compositions may also be liquid seed treatments (LS) or emulsions in water (EW).
The compositions usually contain a colouring agent. This is preferably a pigment dispersion which may help improve the stability of the formulation.
The invention is illustrated in the following Examples
Example 1 Seed treatment compositions were formulated by combining the following ingredients
Composition 1
Component g/l
Fluquinconazole technical 167.0 Synperonic PE/F127 (Block copolymer 100.0 of ethylene and propylene oxide)
Acrylic graft copolymer surfactant 6.7
Red pigment dispersion containing propane-1 ,2-diol 47.8
Silicone antifoam 8.0 Monopropylene glycol antifreeze 120.0
Biocide (1 ,2-benzisothiazolin-3-one 2.0 sodium salt in propylene glycol and water)
Xanthan gum 2.5
Water to 1 litre
Composition 2
Component g/l
Fluquinconazole technical 167.0
Prochloraz copper(ll) chloride complex technical 34.0 Synperonic PE/F127 (Block copolymer 100.0 of ethylene and propylene oxide)
Acrylic graft copolymer surfactant 8.0
Fatty alcohol ethoxylate surfactant 2.0
Red pigment dispersion containing propane-1 ,2-diol 47.8 Silicone Antifoam 8.0
Monopropylene glycol antifreeze 120.0
Biocide (1 ,2-benzisothiazolin-3-one 2.0 sodium salt in propylene glycol and water)
Xanthan gum 2.5 Water to 1 litre
Both these compositions produced little or no dust when used to treat seeds and thus provided little or no danger of operator exposure.
Example 2
The compositions were tested for their effectiveness for coating seeds
1 kg of wheat seed were treated with the compositions of the invention using a "Rotostat" seed treatment apparatus. The seeds were allowed to dry for 24 hours.
50 g of seed were placed in a 250 ml conical flask. 50 ml isopropanol was added, the flask agitated for 15 seconds and the isopropanol decanted< this extraction procedure was repeated four times and the combined extracts made up to 200 ml with isopropanol. The solution was measured colorimetrically, to give a baseline absorbence.
100 g of treated wheat seed was introduced to a fluidised air bed and mixed for 5 minutes. 50g of these seeds were measured colorimetrically as above to obtain the second absorbence figure. From these two figures the % of adhesion can be calculated according to the following equation: absorbence after mixing x 100 = % adhesion absorbence before mixing
From this, the % lost (Dust Off) can be calculated:
For the purposes of comparison the tests were repeated with composition in which the ethylene oxide-propylene oxide block copolymer was used at a low rate or replaced by other surfactants/polymers which are conventionally used to reduce dust levels and improve adhesion to the seed.
The results are shown below
Example 3
Example 2 was repeated except the seed treatment was carried on a commercial scale using a "Roeber" seed treater.
The results are shown below
It will be seen from Examples 2 and 3, low levels of the ethylene oxide-propylene oxide block copolymer surfactant or use of other polymers results in much higher loss of active ingredient from the seeds compared with the compositions of the invention.
Example 4
This example demonstrates the improved flow properties of seed treated with the compositions of the invention according to Example 2.
A polyethylene funnel of standard dimensions (c.1 litre capacity with 45 degree sides and a bottom neck aperture of 18mm) is supported in a retort stand. The bottom is closed and 500 g of seed is added to the funnel, the seed is then allowed to flow through the bottom aperture and the time taken for all the seed to flow out is measured (to 1/100th of a second). The test is repeated twice and the average of the three tests calculated.
The results are as follows. For the purposes of comparison, the flow rate of seed treated with composition containing low levels of polymer was also measured as was seed coated with the commercial seed treatment fungicide product "Baytan".
It will be seen that seed treated with the compositions of the invention containing high levels of the ethylene oxide-propylene oxide block copolymer surfactant flows almost as fast as untreated seed (which would be expected to flow fastest since the coating impedes the flow). Further the seed treated according to the invention flows considerably faster than the seed treated with the compositions containing low levels of the ethylene oxide-propylene oxide block copolymer and also much faster than the Baytan treated seeds.
Claims
1. A pesticide composition for application to a seed, which composition includes at least 5% by weight of an ethylene oxide-propylene oxide block copolymer surfactant.
2. A composition according to claim 1 , in which the pesticide is fluquinconazole.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU14940/99A AU1494099A (en) | 1997-12-06 | 1998-12-04 | Pesticidal compositions |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9725799.2 | 1997-12-06 | ||
GBGB9725799.2A GB9725799D0 (en) | 1997-12-06 | 1997-12-06 | Pesticidal compositions |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1999029169A1 true WO1999029169A1 (en) | 1999-06-17 |
Family
ID=10823187
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/GB1998/003605 WO1999029169A1 (en) | 1997-12-06 | 1998-12-04 | Pesticidal compositions |
Country Status (3)
Country | Link |
---|---|
AU (1) | AU1494099A (en) |
GB (1) | GB9725799D0 (en) |
WO (1) | WO1999029169A1 (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19954401A1 (en) * | 1999-11-12 | 2001-12-06 | Bayer Ag | Solid pigment preparations for coloring the seeds / stains |
WO2005089546A1 (en) * | 2004-03-16 | 2005-09-29 | Syngenta Participations Ag | Seed treatment pesticidal compositions |
US7696232B2 (en) | 2001-09-21 | 2010-04-13 | E. I. Du Pont De Nemours And Company | Anthranilamide arthropodicide treatment |
WO2011028996A3 (en) * | 2009-09-04 | 2011-10-06 | E. I. Du Pont De Nemours And Company | Anthranilic diamide compositions for propagule coating |
US9204644B2 (en) | 2011-12-19 | 2015-12-08 | E I Du Pont De Nemours And Company | Nanoparticles compositions containing polymers and anthranilic acid diamide insecticides for propagule coating |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1542875A1 (en) * | 1966-05-07 | 1970-06-04 | Hoechst Ag | Emulsifier for biocidal organic thiophosphoric acid esters |
EP0067479A2 (en) * | 1981-06-08 | 1982-12-22 | Stauffer Chemical Company | N-((trichloromethyl)thio)-4-cyclohexene-1,2-dicarboximide containing composition, a process for treating seeds with said composition, as well as the treated seeds |
EP0091213A2 (en) * | 1982-04-05 | 1983-10-12 | FMC Corporation | Pesticidal dry-form seed treater compositions |
EP0183458A1 (en) * | 1984-11-24 | 1986-06-04 | Schering Agrochemicals Limited | Fungicidal azole compounds |
EP0257533A2 (en) * | 1986-08-22 | 1988-03-02 | Hoechst Aktiengesellschaft | Aqueous fungicidal dispersions |
EP0697171A1 (en) * | 1994-07-12 | 1996-02-21 | Rohm And Haas Company | Novel agrochemical suspoemulsion |
RU2064764C1 (en) * | 1992-02-25 | 1996-08-10 | Научно-исследовательский институт химических средств защиты растений | Insecticide composition |
-
1997
- 1997-12-06 GB GBGB9725799.2A patent/GB9725799D0/en not_active Ceased
-
1998
- 1998-12-04 AU AU14940/99A patent/AU1494099A/en not_active Abandoned
- 1998-12-04 WO PCT/GB1998/003605 patent/WO1999029169A1/en active Application Filing
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1542875A1 (en) * | 1966-05-07 | 1970-06-04 | Hoechst Ag | Emulsifier for biocidal organic thiophosphoric acid esters |
EP0067479A2 (en) * | 1981-06-08 | 1982-12-22 | Stauffer Chemical Company | N-((trichloromethyl)thio)-4-cyclohexene-1,2-dicarboximide containing composition, a process for treating seeds with said composition, as well as the treated seeds |
EP0091213A2 (en) * | 1982-04-05 | 1983-10-12 | FMC Corporation | Pesticidal dry-form seed treater compositions |
EP0183458A1 (en) * | 1984-11-24 | 1986-06-04 | Schering Agrochemicals Limited | Fungicidal azole compounds |
EP0257533A2 (en) * | 1986-08-22 | 1988-03-02 | Hoechst Aktiengesellschaft | Aqueous fungicidal dispersions |
RU2064764C1 (en) * | 1992-02-25 | 1996-08-10 | Научно-исследовательский институт химических средств защиты растений | Insecticide composition |
EP0697171A1 (en) * | 1994-07-12 | 1996-02-21 | Rohm And Haas Company | Novel agrochemical suspoemulsion |
Non-Patent Citations (2)
Title |
---|
C. G. UTZ, G. W. DREWNO & R. P. HOLLIS: "Using nonionic surfactants in aqueous formulations", ASTM SPEC. TECH. PUBL., no. 1146, 1993, pages 133 - 144, XP002100289 * |
DATABASE WPI Section Ch Week 9716, Derwent World Patents Index; Class A97, AN 97-177460, XP002100290 * |
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19954401A1 (en) * | 1999-11-12 | 2001-12-06 | Bayer Ag | Solid pigment preparations for coloring the seeds / stains |
DE19954401C2 (en) * | 1999-11-12 | 2002-08-29 | Bayer Ag | Solid pigment preparations for coloring the seeds / stains |
US6646023B1 (en) | 1999-11-12 | 2003-11-11 | Bayer Aktiengesellschaft | Solid pigment preparation for coloring seed/seed-dressing materials |
US9173400B2 (en) | 2001-09-21 | 2015-11-03 | E I Du Pont De Nemours And Company | Anthranilamide arthropodicide treatment |
US7696232B2 (en) | 2001-09-21 | 2010-04-13 | E. I. Du Pont De Nemours And Company | Anthranilamide arthropodicide treatment |
US8637552B2 (en) | 2001-09-21 | 2014-01-28 | E I Du Pont De Nemours And Company | Anthranilamide arthropodicide treatment |
AU2005224007B2 (en) * | 2004-03-16 | 2011-01-20 | Syngenta Participations Ag | Seed treatment pesticidal compositions |
CN102302015A (en) * | 2004-03-16 | 2012-01-04 | 辛根塔参与股份公司 | Seed treatment pesticidal compositions |
AP2176A (en) * | 2004-03-16 | 2010-11-24 | Syngenta Participations Ag | Seed treatment pesticidal compositions. |
WO2005089546A1 (en) * | 2004-03-16 | 2005-09-29 | Syngenta Participations Ag | Seed treatment pesticidal compositions |
WO2011028996A3 (en) * | 2009-09-04 | 2011-10-06 | E. I. Du Pont De Nemours And Company | Anthranilic diamide compositions for propagule coating |
US8530382B2 (en) | 2009-09-04 | 2013-09-10 | E I Du Pont De Nemours And Company | Anthranilic diamide compositions for propagule coating |
US9204644B2 (en) | 2011-12-19 | 2015-12-08 | E I Du Pont De Nemours And Company | Nanoparticles compositions containing polymers and anthranilic acid diamide insecticides for propagule coating |
Also Published As
Publication number | Publication date |
---|---|
GB9725799D0 (en) | 1998-02-04 |
AU1494099A (en) | 1999-06-28 |
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