GB2141932A - Pest control - Google Patents
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- GB2141932A GB2141932A GB08415830A GB8415830A GB2141932A GB 2141932 A GB2141932 A GB 2141932A GB 08415830 A GB08415830 A GB 08415830A GB 8415830 A GB8415830 A GB 8415830A GB 2141932 A GB2141932 A GB 2141932A
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- acetate
- pheromone
- composition
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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
- A01N25/18—Vapour or smoke emitting compositions with delayed or sustained release
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- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
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- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Compositions, for pest control by the disruption of the mating process of such pests, comprise a pheromone or a pheromone inhibitor in liquid or semi-liquid form, in a polymeric water-resistant matrix which provides UV protection, and which allows an adequate rate of diffusion of the active material over a prolonged period of time said composition being adapted to be applied to a solid support, which can be a part of a plant, such as leaves. A method of pest control in the field is based on the application of a plurality of spots of adequate size over a field, each such spot containing 2 to 10 mg of the active substance.
Description
SPECIFICATION
Pest Control Compositions
The invention relates to novel pest control compositions and to a novel method of pest control.
Various pest control agents can be applied, the preferred ones being pheromones and pheromone inhibitors, specific for the pest to be controlled.
Background of the Invention
The ecological problems related to the increased use of pesticides are well known. Contamination of soil and water is widespread. Toxic residues remaining for shorter or longer periods contaminate the crops, fruits and livestock, and through these routes endanger the health of humans.
As more becomes known about the toxicity of various pesticides, regulation of their use has become more stringent and some products have been completely banned. Since the use of pestcontrol materials is essential in order to protect the crops, many ways have been tried to improve the efficiency of their use, thus minimizing the amounts applied and consequently also decreasing the ecological impact. The methods used consist mainly in improved application techniques such as better formulations-using various surfactants, wetting agents, stickers (adhesives) etc.-or combinations in various forms and shapes with polymeric and other materials, to increase the effective duration of activity of pesticide in the field. For example pesticides have been applied in microcapsules, films, tapes, hollow fibers etc.In all cases the principle being that a matrix containing the active ingredient is distributed densely and as uniformly as possible over the crop to be protected.
Other methods for reducing the amounts of pesticides used consist of replacing them-at least partially-by biological control methods. One of these being the use of sex attractants, Pheromones, and also Pheromone-inhibitors. The theory behind the use of these materials is that by disrupting the normal mating process the pest population can be substantially reduced.
Pheromones have been used till now mainly in traps, for monitoring and in a very limited way for population control, the reason being that these substances which are extremely effective at very low concentrations, but also quite unstable under normal weather conditions, and are quickly degraded on exposure.
State of Prior Art
There exist no effective ways for the large scale application of pheromones in the field. This is probably due to the fact that in all the methods mentioned above-microcapsules, tapes, etc.-a few gram per acre of the material are used. The wide coverage results in an intensive exposure to the environment of the Pheromone which is then quickly lost by evaporation, U.V. degradation and hydrolysis.
There exists a number of patents on the slow release of pheromones, most of them relate to microencapsulation or to mixtures with various materials to retard release and obtain combined effects, for instance by including insecticides in the formulation. U.S. Patent No. 3952093 (Roelof et al) discloses that pheromone formulations may be encapsulated and used in sprayable form.
U.S. Patent No. 3954968 (McKibben) teaches the use of a synthetic pheromone mixed with polyethyleneglycol or their derivatives. The formulation may be in the form of tablets or capsules.
U.S. Patents No. 3845108 and US 3852419 (Roelof et al) disclose the dispersion of pheromones in various diluents, including inert viscous liquids, to reduce their rate of volatilization.
U.S. Patent No. 3966902 (Chromacek) refers to different slow release polymer compositions.
This patent realates only to insecticides encapsulated in the polymer and formulated as sprays. Albrect et al in U.S. Patent No. 410731 8 discloses stable fungicidal dispersions which include mineral oils and dispersing agents.
A system for the controlled delivery of pheromones has been described (Kydonieous et al,
Controlled Release Polymeric Formulations P. 285, American Chemical Society Symposium, Series 33,
1976). It is called the Hercon Tape and consists of a three-layer plastic laminate with the pheromone reservoir in the inner layer. The use of hollow fibers for dispensing phernmbnes has also been described in the same publication (Ashare et al p. 273).
None of the above methods are satisfactory from a practical point of view. Sprayed formulations of pheromones have a very short effective lifespan in the field. Tapes and hollow fibers are cumbersome to apply.
Microencapsulation is a relatively expensive process, requiring special techniques for its production.
Summary of the Invention
In order to be useful for the protection to large crop areas, a pheromone for formulation would ha to fulfill several conditions:
a) Application should be possible by equipment normally used in agriculture such as airplanes, tractors, etc.
b) The formulation, once applied, should have a lasting effect in the field (not less than say two weeks).
The effect of the Pheromones, as that of a number of pesticides, is due to evaporation of the active material and its arriving via the air streams to contact with the target insects.
Brief Description of the Invention
The invention relates to novel pest control agents and to a novel method of pest control. The preferred active ingredients used are pheromones and pheromone inhibitors, although other pest control agents may also be used.
The novel compositions are based on the active material being contained in a polymeric matrix adapted to provide for the gradual and controlled release of the active material, and which is characterized in that it provides protection against degradiation and deterioration in the field, such as protection against UV and/or oxidation. The formulations have advantageously adequate adhesive properties to stick to supports.
The novel compositions can be applied in the form of various systems, such as solutions, aerosol formulations and the like, the results being the formation of a plurality of "spots", each of which consists of the active material in the polymeric matrix, which may contain certain adjuvants such as UV protective agents, antioxidants, adhesives, etc. each such "spot" containing (after evaporation of the solvent, if present) a minimum quantity of the active material.
This minimum has been found to be generally not less than about 2 mg per spot, and preferably from 5 to 20 mg of the active material per spot. The spots are applied in predetermined distribution over large areas, and disrupt communication between insects and thus their mating, resulting in a substantial decrease of insect population. Tests htive shown that application or pheromones or pheromone inhibitors in the field give satisfactory results when the total quantity per 1000 mZ (1 dunam) is from about 2 to 20 g the preferred range being about 3 to 10 g/1 000 m2. The active material is applied in a number of discrete spots, each of which contains advantageously about 5 to 20 mg of the active material, the concentration in the polymeric matrix being from about 2 to about 20 weight per cent of the active ingredient.The formulations are such that no substantial degradation takes place over prolonge periods of time, and that after about 2 weeks there remains about 25% of the active material in the matrix.
The rate of degradation can be substantially decreased by concentrating in one spot larger quantities of the pheromone. (Z)-9-Tetradecen-1 -ol-formate (TOF), Heliotis pheromone inhibitor, was formulated with a copolymer and applied in the form of discrete spots on filter paper squares (1 Ox 10 cm) at rates of respectively 2 and 5 mg per spot. These were exposed to the sun, wind and dew, and the remaining TOF was determined.Results were as follows:
% Of initial quantity remaining after:
one day four days
2 mg/spot 43 8.5
5 mg/spot 87 62
Various copolymers can be designed which can protect the pheromones, or the pheromone inhibitors for long periods of time against the effects of the weather, allowing these active materials to slowly escape by diffusion through the polymeric matrix and thus be effective in the field over a long period of time, producing a continuous disruption of the mating process and consequently a reduction of the insect population. Since fhe population-control effect is due to evaporation of the active ingredient there is in fact no need to spread the formulation finely divided over a vast area.In fact, we have found that a much better effect is obtained when the formulation and mode of application are such that the active spots are concentrated at relatively large distances from each other.
The insect attractants (Pheromones) and pheromone inhibitors (disruptants) which can be used in the formulation of this invention, are of various chemical types. In general they consist of long chain hydrocarbons having one or more double bonds in various steric configurations. The chain ends either in an hydroxyl group or ester group. Other types of these compounds have a terminal aldelyde group.
Some of these pheromones and inhibitors are listed below.
(E)-7-Dodecen-1 -ol (Z)-8-Dodecen-1 -ol (E)-8-Dodecen-1 -ol (Z)-9-Dodecen-1 -ol (E)-9-Dodecen-1 -ol 11-Dodecen-1-ol (Z,E)-5,7-Dodecadien-1 -ol (E,E)-5,7-Dodecadien-1 -ol
(E,E)-8,10-Dodecadien-1-ol
(Z,E)-3,7,11-Trimethyl-2,6,10-doudecatrien-1-ol(Z,E)-farnesol
(E,E)-3,7,11-Trimethyl-2,6,10-doudecatrien-1-ol(Z,E)-farnesol 3,7,11 -Trimethyl-1 ,6-1 O-dodecatrien-3-ol(nerolidol) (Z)-7-Tetradecen-1 -ol
(Z)-8-Tetradecen-1 -ol
(Z)-9-Tetradecen-1-ol (E)-9-Tetradecen- 1 -ol
(Z)-1 0-Tetradecen-1 -ol
(Z)-1 1 -Tetradecen-1 -ol (Z,E)-9,1 2-Tetradecadien-1 -ol
(Z)-7-Hexadecen-1 -ol (Z)-1 1 -Hexadecen-1 -ol (E)-11-Hexadecen-1-ol
(E,Z)-10,11-Hexadecadien-1-ol(bombykol)
(E,E).10,12-Hexadecadien-1-ol (Z)- 1 4-Methyl-8-hexadecen-1 -ol (E)-l 4-Methyl-8-hexadecen-1 -ol
(Z)-13-Octadecen-1-ol
(Z,Z)-3,13-Octadecadien-1-ol
(E,Z)-3,13-Octadecadien-1-ol
3-Methyl-2-cyclohexen-1-ol(seudenol) cis-2-lsopropenyl-1 -methylcyclobutaneethanol(grandlure I)
(Z)-5-Dodecen-1 -ol formate
(Z)-7-Dodecen-1-ol formate
(E)-7-Dodecen-1-ol formate (Z)-9-Tetradecen-1 -ol formate (Z,E)-9,1 2-Tetradecadien-1 -ol formate (Z)-11-Hexadecen-1-ol formate 2,6-Dimethyl-1,5-Heptadien-3-ol acetate (Z)-4-Decen-1-ol acetate (Z)-5-decen-1-ol acetate (E)-5-Decen-1-ol acetate (Z)-7-Decen-1-ol acetate
3-Methyl-8-(1 -methylethenyl)-9-decen- 1 -ol acetate
(Z)-3-Methyl-6-(1-methylethenyl)-3,9-dacadien-1-ol acetate (E)-3,9-Dimethyl-6-( 1 -methylethenyl)-5,8-decadien-1 -ol acetate (Z)-7-Undecen-1 -ol acetate
(Z)-8-Undecen-1 -ol acetate
(Z)-5-Dodecen-1 -ol acetate
(Z)-5-Dodecen-1 -ol acetate (Z)-7-Dodecen-1-ol acetate(E)-7-dodecen-1 -ol acetate (Z)-8-Dodecen-1 -ol acetate (E)-8-Dodecen-1-ol acetate (Z)-9-Dodecen-1 -ol acetate (Z)-9,11-Dodecadien-1-ol acetate
(E)-9,11-Dodecadien-1-ol acetate (Z)-7-Tridecen-1 -ol acetate (Z)-8-Tridecen-1-ol acetate
(E)-8-Tridecen-1-ol acetate (Z)-1 O-Tridecen-1 -ol acetate
(Z)-11-Tridecen-1-ol acetate
(E)-11-Tridecen-1-ol acetate (E,Z)-4,7-Tridecadien-1 -ol acetate (E,Z,Zj-4,7,10-Tridecadien- 1 -ol acetate (Z)-11-Methyl-9,12-tridecadien-1-ol acetate
(Z)-5-Tetradecen-1-ol acetate
(E)-6-Tetradecen-1-ol acetate
(Z)-7-Tetradecen-1-ol acetate
(E)-7-Tetradecen-1-ol acetate
(Z)-8-Tetradecen-1-ol acetate
(Z)-9-Tetradecen-1-ol acetate
(E)-9-Tetradecen-1-ol acetate
(Z)-10-Tetradecen-1-ol acetate (E)-1 0-Tetradecen-1 -ol acetate
(Z)-11-Tetradecen-1-ol acetate (Z)-1 2-Tetradecen-1 -ol acetate (E)-12-Tetradecen-1-ol acetate (Z,Z)-3,5-Tetradecadien-1 -ol acetate (Z,E)-3,5-Tetradecadien-1 -ol acetate (E,E)-3,5-Tetradecadien- 1 -ol acetate (Z,E)-9,11-Tetradecadien-1-ol acetate (E,E)-9,11-Tetradecadien-1-ol acetate (E,E)-9,11-Tetradecadien-1-ol acetate (Z,E)-9,1 2-Tetradecadien-1 -ol acetate (Z)-1 2-Pentadecen-1 -ol acetate (E)-1 2-Pentadecen-1 -ol acetate (Z)-7-Hexadecen-1 -ol acetate (Z)-9-Hexadecen-1 -ol acetate (Z)-1 0-Hexadecen-1 -ol acetate (Z)-1 1-Hexadecen-1-oI acetate(E)-1 1-hexadecen-1-ol acetate (E,Z)-6,11-Hexadecadien-1-ol acetate (Z,Z)-7,11-Hexadecadien-1-ol acetate (Z,E)-7,11-Hexadecadien-1-ol acetate (E,Z)-7,11-Hexadecadien-1-ol acetate (E,E)-7,11 -Hexadecadien-l-ol acetate (Z,E)-1 1,1 4-Hexadecadien-1 -ol acetate (Z)-1 3-Octadecen-1 -ol acetate (Zm)-3,13-Octadecadien-1-ol acetate (Z,E)-3,13-Octadecadien-1-ol acetate (E,Z)-3,13-Octadecadien-1-ol acetate (E,E)-3,13-Octadien-1-ol acetate 3-Methylene-7-methyl-7-octen-1-ol propanoate (Z)-3,7-Dimethyl-2,7-octadien-1-ol propanoate (Z)-3,9-Dimethyl-6-( 1 -methyleyhenyl)-3,9-decadien- 1 -ol propanoate (E,E)-8,1 0-Dodecadien-1 -ol propanoate (Z,E)-9,12-Tetradecadien-1-ol propanoate (Z)-9-Hexadecen-1 -ol propanoate 2,4-Hexadienyl butanoate (Z)-5-Decenyl 3-methylbutanoate 1-Methylethyl (Z)-9-dodecenoate 1-Methyl ethyl (Z)-9-tetradecenoate
Methyl (Z,Z)-3,5-tetradecadienoate
Methyl(Z)-hexadecenoate 1-Methylethyl (Z)-9-hexadecenoate
Methyl (Z)-14-methyl-8-hexadecenoate
Methyl (E)-14-methyl-8-hexadecenoate 1-Methylethyl (Z)-9-octadecenoate (Z)-9-Hexadecenyl (Z)-9-octadecenoate (E)-3,7-Dimethyl-1 ,6-octadienal geranial (Z)-3,7-Dimethyl-1,6-octadienal(neral) (Z)-7-Dodecenal (Z)-9-Dodecena I
Tetradecanal (Z)-5-Tetradecanal (Z)-7-Tetradecanel (Z)-9-Tetradecenal (Z)-11-Tetradecenal (E)-11-Tetradecenal (E)-1 1 -Tetradecenal (E)-1 1 -Hexadecenal (Z)-1 2-Hexadecenal (Z)-1 3-Hexadecenal (E,Z)-6,1 3-Hexadecadienal (E,Z)-10,12-Hexadecadienal(bombykal) (E,E)-1 0,1 2-Hexadecadienal (Z,Z)-1 1,1 3-Hexadecadienal (Z)-1 4-Methyl-8-hexadecenal S-(Z)-14-Methyl-8-hexadecenal (E)-1 4-Methyl-8-hexadecenal
S-(E)- 1 4-Methyl-8-hexadecenal R-(E)-1 4-Methyl-8-hexadecenal (Z)-1 1 -Octadecenal (Z)-1 3-Octadecenal (E)-1 3-Octadecenal (Z)3,3-Dimethyl-A#1-α-cyclohexaneacetaldehyde(Grandlure III) (E)-3,3-Dimethyl-Ah -cyclohexaneacetaldehyde(Grandl ure IV) The following is a list of some of the insects which can be controlled by the materials of this invention::
Alfalfa looper Introduced pine sawfly
American cockroach Mediterranean fruit fly
Banded cucumber beetle Nun moth
Boll weevil Oriental fruit moth
Bollworm Pink bollworm Bronze orange bug Queen butterfly
Cabbage looper Red-pine scale
California red scale Screw-worm
Codling moth Silkworm
Cotton leafworm Sod webworms
Cynthia moth Stable fly
Face fly Sugar-beet wireworm
Giant water bug Tobacco budworm
Grayling butterfly Tobacco hornworm
Greater wax moth Yellow mealworm
Gypsy moth Yellow-striped armyworm
Honey bee Virginia-pine sawfly
House fly
The polymers which can be used for this type of application advantageously fulfill the following conditions::
a) Provide good protection against U.V. degradation and hydrolysis;
b) allow for diffusion at the desired rate;
c) are non-toxic to warm-blooded animals;
d) are not phytotoxic;
e) are water-resistant.
The monomers which can be used for making such polymers are commercially available. There may be used esters of acrylic acid, of methacrylic acid, vinyl acetate, vinyl pyrrolidone, styrene, etc.
The method of application consists in applying the active formulation in the form of discrete spots having a relatively high content of pheromone or pheromone inhibitor. The diluent can serve as part of the propellants used for the dispersion of the material.
The preferred method used is to prepare the copolymers in solution, using a suitable volatile organic solvent, the preferred monomers being vinyl pyrrolidone, methyl methacrylate and a higher alkyl methacrylate such as iauryl methacrylate. Each of these monomers fulfills a specific function. The vinyl pyrrolidone constitutes the hydrophilic part of the polymer, improves adhesion and acts as a plasticizer (by water absorption) to facilitate film-forming on the leaves. Methyl methacrylate has good resistance to U.V. and weathering. Laruyl methacrylate is a highly hydrophobic material and it also improves the film-forming properties of the composition.
The properties of the copolymer can be adapted to the particular conditions of use by changing
the proportions of the comonomers as is well known the art.
The preferred method of application is by preparing a concentrated solution containing polymer,
the pheromone or pheromone inhibitor and additives, and spraying this solution in the form of large
globules or spots by means of suitable means. Compressed gases, low-boiling liquids and other
propellants can be used.
The preferred monomers and proportions thereof are: methyl macrylate, 30--60%, lauryl methacrylate, 1 5-30%, vinyl pyrrolidone, 1 5-30%. The most preferred range being: methyl
methacrylate 5060%, lauryl methacrylate, 1 5-20%, and vinyl pyrrolidone 2025%.
The monomers can be used in various combinations and proportions in order to obtain the
required solubilization, diffusion and adhesion characteristics. Polymerization can be effected using the methods well known in the art such as bulk, emulsion, suspension, or solution polymerization.
As polymerization catalysts, peroxides, diazo compounds and similar materials well known in the art can be used. Various additives, such as antioxidants, U.V. absorbers, adhesives, etc., can also be incorporated in the formulations.
The solvent used should have a low boiling point and be non-reactive with the active material and
may be chosen amongst others from the following types:
Hydrocarbons: such as lower alkanes, petroleum ethers, etc.; benzene, chlorinated hydrocarbons,
dichlormethane, dichloroethane, chloroform, etc.; ketones, such as acetone; methyl ethyl ketone;
alcohols.
The preferred solvents are low boiling chlorinated alkanes.
As propellants there can be used halogenated hydrocarbons, low boiling hydrocarbons (propane,
butane), carbon dioxide, nitrogen or compressed air.
The following examples are not to be construed in a limiting sense, but are merely illustrative of
the present invention. All parts are by weight-percent.
EXAMPLE 1
A copolymer of Methyl Methacrylate (50) Lauryl Methacrylate (20) was prepared by suspension
polymerization in water (120) using polyvinylalcohol (0.3) as the suspension agent and a redox catalyst
composed of sodium metabisulfite and potassium persulfate.
The resulting precipitate was dried. It had a glass transition temperature (tg calculated) of 390C.
25 g of the above polymer were dissolved in 225 g acetone, to this was added 1 g of the Heliotis
pheromone inhibitor tetradecenol formate (TOF) and 25 g Aerosii 200 (fumed silica).
Samples of the above formulation were applied to filter-paper strips in 3 to 5 mg active material spots and showed good stability to evaporation: after 26 days at room temperature, 48.7% of the original inhibitor was still present.
EXAMPLE 2
A solution polymer was prepared composed of vinyl pyrrolidone (25) lauryl methacrylate (15)
methyl methacrylate (60). The solvent used was isopropanol and the catalyst bis-azoisobutyronitrile.
The resulting solution was dried. 10 g of the above polymer were dissolved in 20 g dichloroethane. Added 538 mg tetradecenol formate, 215 mg butylated hydroxyanisole and 21 g cyanosorb (U.V. absorber).
A sample of the above formulation when exposed to the weather for 96 hours retained 71% of its initial active content.
EXAMPLE 3
A copolymer as per Example 2 was used.
240 g of the polymer were dissolved in 480 g dichloromethane and added to this solution 50 g tetradecenol formate.
100 g of the above mixture were put in an aerosol can, closed with a spray valve and pressurized with carbon dioxide to a pressure of 6 atmospheres.
Spots of this formulation were applied by spraying on filter paper strips. When these were exposed to the wearther for 60 hours they still retained 43% of the original active ingredient content.
When applied to a cotton field this formuation disrupted insect communication for more than 1 7 days as described below.
A field trial was made on a field of cotton infested with Heiiotis and irrigated by aspersion on a 10 days cycle.
The formulation was applied to the plants at the rate of 5 g of active ingredient per 1000 m2.
Around the treated field were located traps loaded with synthetic Heliotis pheromone. Disruption was indicated by the relationship between the number of insects trapped in the treated area and the number of insects trapped in the non-treated area. On the 16th day after treatment there was still a 96% disruption in the treated area.
In another trial on a cotton field (2 acres) infested by Heliotis zea and Heliotis Virescens, 800 g of the above formulation were applied at the rate of about 1 60 point sources per acre. Trapping and mating reduction were observed. Thus, in Heliotis zea, 1 6 days after application there was still a 97% reduction in trapped insects (as compared to the untreated field) and a 100% reduction in mating. In
Heliotis Virescens the comparative figures were 70% and 100% respectively.
EXAMPLE 4
The pheromone inhibitor cis-9-tetradecenyl acetate (cis-9-TDA) was used as the active ingredient. A number of polymers were used in conjunction with this material. Tests showed results as follows:
Outdoors Exposure % Remaining of
Polymer Time (hours) Original Content
Polystyrene 144 26
Poly(lauryl methacrylate) 1 7 40 Poly(styrene-lauryl methacrylate, 42 0
85/15)
Poly(styrene-lauryl methacrylate 48 11
85/15) with antioxidant 2,5
diterbutyl hydroquinone
EXAMPLE 5
A solution polymer was made composed of vinyl pyrrolidone (25), lauryl methacrylate (1 5) and
methyl methacrylate (60). The solvent used was dichloromethane.
The solution was diluted to a solids content of 33%. To 3.6 g of this solution were added 0.25 gr of (Z,Z)-7,1 1 -hexadien-1 -ol acetate.
200 mg of this solution were applied to filter paper strips and these were put on a roof fully exposed to the weather. As a control a similar formulation was prepared but without polymer. Results obtained were as follows (in % of remaining active substance)
Day Without Polymer
0 100
1 49.6
3 0
5 0
8 0
With Polymer
0 100
2 67
5 47
8 35.8
EXAMPLE 6 (Z,E)-9,1 1 -Tetradecanienyl acetate was formulated with the polymer solution, as defined in
Example 5 and subjected to the same test. Results were as follows:
Day Without Polymer With Polymer
0 100 100
2 2.2 75
5 50
8 12.5
EXAMPLE 7
Two preparations were made, similar to that of Example 5 but using as active ingredient Z-1 1 - hexadecenal, one of these contained also 0.04% Cyanosorb-UV541 1 (American Cyanide).Results after exposure to weather were as follows:
Day Without Polymer With Polymer With Polymer*Cyanosorb
0 100 100 100
1 9.5
3 0 21.2 72
5 5.7 44.8
Various other pheromones and pheromone inhibitors gave good results. The "spots" of active material in the polymer matrix (with required adjuvants or additives) were applied at a rate of about 3 to 20 g/l 00 m2 in the open field (by distributing paper or other carrier sheets with "Spots" or by applying such "spots" to natural carriers in the field. Disruption of insect communication was achieved over periods exceeding 2 weeks when spots of about 5 mg active material per spot were used.
In one experiment about 30 spots were used per 1000 m2 and good results were obtained. The active material comprises generally about 2 to 20 weight per cent of the matrix.
The novel composition can also be applied in the form of globules or the like consisting of the active material in the matrix, and these can be easily distributed over large areas.
Many variations and mofications can be resorted to without departing from the scope of the invention.
The polymers which can be used for this type of application advantageously fulfill the following conditions:
a) provide good protection against U.V. degradation and hydrolysis;
b) allow for diffusion at the desired rate;
c) are non-toxic to warm-blooded animals;
d) are not phytotoxic;
e) are water-resistant.
The monomers which can be used for making such polymers are commercially available. There may be used esters of acrylic acid, of methacrylic acid, vinyl acetate, vinyl pyrrolidone, styrene, etc. The monomers can be used in various combinations and proportions in order to obtain the required solubilization, diffusion and adhesion characteristics. Polymerization can be effected using the methods well known in the art such as bulk, emulsion, suspension, or solution polymerization.
As polymerization catalysts, peroxides, diazo compounds and similar materials well known the art can be used. Various additions, such as antioxidants, U.V. absorbers, adhesives, etc., can also be incorporated in the formulations.
Claims (12)
1. A composition for pest control by disruption of the mating process of the insects to be controlled, which comprises a pheromone or pheromone inhibitor in a liquid or semi-liquid polymeric water-resistant matrix providing UV protection, allowing an adequate rate of diffusion of the active material over a prolonged period of time, said composition being adapted to be applied to a suitable support.
2. A composition according to claim 1 wherein the pheromone or pheromone inhibitor is of the unsaturated hydrocarbon type bearing a terminal hydroxy, ester or aldehyde group, comprising from 2 to 20 weight-% of the composition.
3. A composition according to claim 1 or 2, wherein the polymer or copolymer affords UV protection or where the composition contains a UV-protection and optionally an antioxidant, an adhesive agent.
4. A composition according to any of claims 1 to 3, wherein the polymeric mat-;x is a copolymer of a hydrophobic and a hydrophilic monomer.
5. A composition according to any of claims 1 to 3, wherein the polymeric ma: -Ix is a polymer or copolymer resulting from the polymerization of monomers selected from vinyl pyrrolidone, esters of acrylic or methacrylic acid, vinyl acetate and styrene.
6. A composition according to any of claims 1 to 5, in the form of a sprayable composition adapted to provide spots of a content of active material of from 2 to 10 mg.
7. A composition according to claim 6, in the form of an aerosol spray containing a solvent and/or propellant.
8. A composition according to claims 1 to 9, wherein the active ingredient is selected from (Z)-9 tetraden-1-ol-formate, (Z,Z)-7,11-hexadien-1-ol-acetate, (Z,E)-9,11-tetradecadienyl acetate, Z-9tetradecenyl acetate and Z-1 1 -hexadecenal.
9. Compositions for applying pheromones or pheromone inhibitors, adapted to provide for the formation of spots containing at least 2 mg of the active material per spot in a suitable polymeric matrix, substantially as hereinbefore described and with reference to any of the Examples.
10. A method of pest control which comprises applying in the field a predetermined number of localized "spots" comprising a suitable pheromone or pheromone inhibitor in a polymeric matrix providing UV protection and adequate adhesion to the substrate, yet permitting an adequate rate of diffusion of the active ingredient into the atmosphere, each such spot containing at least 2 mg and preferably 5 or more mg of the active ingredient.
11. A method according to claim 10, wherein a liquid or semi-liquid composition is used as defined in any of claims 1 to 9.
12. A method according to any of claims 10 or 11, wherein the number of "spots" is about 10 to 100 per 1000 square meters.
1 3. A method according to any of claims 10 to 12, wherein the quantity of active pest control agents is from 1 to 10 grams per 1000 square meters.
1 4. Method of pest control according to any of claims 10 to 13, wherein the spots of active material in the polymeric matrix are applied by spraying to plants, and preferably to leaves.
1 5. Method of pest control by means of pheromones and pheromone inhibitors in a polymeric matrix substantially as hereinbefore described and with reference to the Examples.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IL69070A IL69070A0 (en) | 1983-06-24 | 1983-06-24 | Pest control composition comprising a pheromone or pheromone inhibitor |
Publications (3)
Publication Number | Publication Date |
---|---|
GB8415830D0 GB8415830D0 (en) | 1984-07-25 |
GB2141932A true GB2141932A (en) | 1985-01-09 |
GB2141932B GB2141932B (en) | 1987-10-07 |
Family
ID=11054368
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB08415830A Expired GB2141932B (en) | 1983-06-24 | 1984-06-21 | Pest control |
Country Status (8)
Country | Link |
---|---|
JP (1) | JPS60155105A (en) |
AU (1) | AU573591B2 (en) |
CA (1) | CA1250229A (en) |
CH (1) | CH662038A5 (en) |
DE (1) | DE3422921A1 (en) |
GB (1) | GB2141932B (en) |
IL (1) | IL69070A0 (en) |
ZA (1) | ZA844591B (en) |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1987004591A1 (en) * | 1986-02-05 | 1987-08-13 | Fermone Chemicals, Inc. | Miticidal composition and method for controlling spider mite populations |
EP0256549A1 (en) * | 1986-08-19 | 1988-02-24 | BASF Aktiengesellschaft | Agent, in particular one for the diffusion of pheromones |
EP0410530A1 (en) * | 1989-07-25 | 1991-01-30 | Nederlandse Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek Tno | Dispenser for insect semiochemicals, method for the preparation thereof and method for the control of insects |
US5759561A (en) * | 1988-12-28 | 1998-06-02 | Novartis Corporation | Pest control |
US5925367A (en) * | 1988-12-28 | 1999-07-20 | Ciba-Geigy Corporation | Pest control with UV blockers and pheromones |
WO2000032043A1 (en) * | 1998-12-03 | 2000-06-08 | Ben Gurion University Of The Negev Research And Development Authority | Sustained release polymer-based water insoluble beads |
WO2001028327A1 (en) | 1999-10-21 | 2001-04-26 | Trece Incorporated | Novel bisexual attractants, aggregants and arrestants for adults and larvae of codling moth and other species of lepidoptera |
US6500416B2 (en) | 1996-05-09 | 2002-12-31 | Syngenta Crop Protection, Inc. | Pesticide |
WO2008064990A3 (en) * | 2006-11-30 | 2009-04-02 | Basf Se | Agrochemical formulations comprising l-vinyl-2 -pyrrolidinone co-polymers |
WO2009103760A2 (en) * | 2008-02-21 | 2009-08-27 | Basf Se | Coated inert granules |
ES2422833A1 (en) * | 2012-03-09 | 2013-09-13 | Gobierno De Aragon Departamento De Agricultura Y Alimentacion | Use of insect attractants for pest control (Machine-translation by Google Translate, not legally binding) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2205097A1 (en) * | 2007-09-27 | 2010-07-14 | Basf Se | Systemicity enhancers |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1490137A (en) * | 1974-08-02 | 1977-10-26 | Ministry Agriculture & Forestr | Chemical compositions suitable for use as insect repellents |
GB1548920A (en) * | 1975-10-06 | 1979-07-18 | Oecos Ltd | Insect controll |
EP0005475A1 (en) * | 1978-05-10 | 1979-11-28 | Bayer Ag | Process for the preparation of 4,4'-diaminobenzhydrol and its substitution products |
GB2063068A (en) * | 1979-11-13 | 1981-06-03 | Celamerck Gmbh & Co Kg | Methods, compositions and apparatus for the monitoring and control of an insect pest |
EP0060589A1 (en) * | 1981-03-09 | 1982-09-22 | Nederlandse Organisatie voor toegepast-natuurwetenschappelijk onderzoek TNO | Attractant for the beet armyworm moth |
GB2129302A (en) * | 1982-08-21 | 1984-05-16 | Chemical Discoveries Sa | Ground treatment |
-
1983
- 1983-06-24 IL IL69070A patent/IL69070A0/en unknown
-
1984
- 1984-06-18 ZA ZA844591A patent/ZA844591B/en unknown
- 1984-06-19 CA CA000456938A patent/CA1250229A/en not_active Expired
- 1984-06-20 DE DE3422921A patent/DE3422921A1/en not_active Withdrawn
- 1984-06-21 GB GB08415830A patent/GB2141932B/en not_active Expired
- 1984-06-21 AU AU29727/84A patent/AU573591B2/en not_active Ceased
- 1984-06-21 CH CH3008/84A patent/CH662038A5/en not_active IP Right Cessation
- 1984-06-22 JP JP59129040A patent/JPS60155105A/en active Pending
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1490137A (en) * | 1974-08-02 | 1977-10-26 | Ministry Agriculture & Forestr | Chemical compositions suitable for use as insect repellents |
GB1548920A (en) * | 1975-10-06 | 1979-07-18 | Oecos Ltd | Insect controll |
EP0005475A1 (en) * | 1978-05-10 | 1979-11-28 | Bayer Ag | Process for the preparation of 4,4'-diaminobenzhydrol and its substitution products |
GB2063068A (en) * | 1979-11-13 | 1981-06-03 | Celamerck Gmbh & Co Kg | Methods, compositions and apparatus for the monitoring and control of an insect pest |
EP0060589A1 (en) * | 1981-03-09 | 1982-09-22 | Nederlandse Organisatie voor toegepast-natuurwetenschappelijk onderzoek TNO | Attractant for the beet armyworm moth |
GB2129302A (en) * | 1982-08-21 | 1984-05-16 | Chemical Discoveries Sa | Ground treatment |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4775534A (en) * | 1986-02-05 | 1988-10-04 | Fermone Chemicals, Inc. | Miticidal composition and method for controlling spider mite populations |
WO1987004591A1 (en) * | 1986-02-05 | 1987-08-13 | Fermone Chemicals, Inc. | Miticidal composition and method for controlling spider mite populations |
EP0256549A1 (en) * | 1986-08-19 | 1988-02-24 | BASF Aktiengesellschaft | Agent, in particular one for the diffusion of pheromones |
US5759561A (en) * | 1988-12-28 | 1998-06-02 | Novartis Corporation | Pest control |
US5925367A (en) * | 1988-12-28 | 1999-07-20 | Ciba-Geigy Corporation | Pest control with UV blockers and pheromones |
EP0410530A1 (en) * | 1989-07-25 | 1991-01-30 | Nederlandse Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek Tno | Dispenser for insect semiochemicals, method for the preparation thereof and method for the control of insects |
WO1991001085A1 (en) * | 1989-07-25 | 1991-02-07 | Nederlandse Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek Tno | Dispenser for insect semiochemicals, method for the preparation thereof and method for the control of insects |
US6500416B2 (en) | 1996-05-09 | 2002-12-31 | Syngenta Crop Protection, Inc. | Pesticide |
WO2000032043A1 (en) * | 1998-12-03 | 2000-06-08 | Ben Gurion University Of The Negev Research And Development Authority | Sustained release polymer-based water insoluble beads |
WO2001028327A1 (en) | 1999-10-21 | 2001-04-26 | Trece Incorporated | Novel bisexual attractants, aggregants and arrestants for adults and larvae of codling moth and other species of lepidoptera |
WO2008064990A3 (en) * | 2006-11-30 | 2009-04-02 | Basf Se | Agrochemical formulations comprising l-vinyl-2 -pyrrolidinone co-polymers |
US9006142B2 (en) | 2006-11-30 | 2015-04-14 | Basf Se | Agrochemical formulations comprising 1-vinyl-2-pyrrolidinone co-polymers |
WO2009103760A2 (en) * | 2008-02-21 | 2009-08-27 | Basf Se | Coated inert granules |
WO2009103760A3 (en) * | 2008-02-21 | 2010-04-22 | Basf Se | Coated inert granules |
ES2422833A1 (en) * | 2012-03-09 | 2013-09-13 | Gobierno De Aragon Departamento De Agricultura Y Alimentacion | Use of insect attractants for pest control (Machine-translation by Google Translate, not legally binding) |
Also Published As
Publication number | Publication date |
---|---|
CA1250229A (en) | 1989-02-21 |
IL69070A0 (en) | 1983-10-31 |
ZA844591B (en) | 1985-08-28 |
DE3422921A1 (en) | 1985-01-03 |
GB2141932B (en) | 1987-10-07 |
JPS60155105A (en) | 1985-08-15 |
AU2972784A (en) | 1985-01-03 |
CH662038A5 (en) | 1987-09-15 |
GB8415830D0 (en) | 1984-07-25 |
AU573591B2 (en) | 1988-06-16 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
732 | Registration of transactions, instruments or events in the register (sect. 32/1977) | ||
PCNP | Patent ceased through non-payment of renewal fee |