WO2017051840A1 - 殺虫成分を含有する樹脂組成物 - Google Patents

殺虫成分を含有する樹脂組成物 Download PDF

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Publication number
WO2017051840A1
WO2017051840A1 PCT/JP2016/077942 JP2016077942W WO2017051840A1 WO 2017051840 A1 WO2017051840 A1 WO 2017051840A1 JP 2016077942 W JP2016077942 W JP 2016077942W WO 2017051840 A1 WO2017051840 A1 WO 2017051840A1
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WO
WIPO (PCT)
Prior art keywords
resin
resin composition
rpm
pest control
polyethylene
Prior art date
Application number
PCT/JP2016/077942
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English (en)
French (fr)
Japanese (ja)
Inventor
典子 山田
Original Assignee
住友化学株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 住友化学株式会社 filed Critical 住友化学株式会社
Priority to BR112018005680-4A priority Critical patent/BR112018005680B1/pt
Priority to CN201680055485.1A priority patent/CN108291063B/zh
Priority to JP2017541573A priority patent/JP6720197B2/ja
Priority to US15/761,787 priority patent/US10375960B2/en
Publication of WO2017051840A1 publication Critical patent/WO2017051840A1/ja
Priority to PH12018500630A priority patent/PH12018500630A1/en
Priority to SA518391184A priority patent/SA518391184B1/ar

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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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01M—CATCHING, TRAPPING OR SCARING OF ANIMALS; APPARATUS FOR THE DESTRUCTION OF NOXIOUS ANIMALS OR NOXIOUS PLANTS
    • A01M1/00—Stationary means for catching or killing insects
    • A01M1/20—Poisoning, narcotising, or burning insects
    • A01M1/2022—Poisoning or narcotising insects by vaporising an insecticide
    • A01M1/2027—Poisoning or narcotising insects by vaporising an insecticide without heating
    • A01M1/2055—Holders or dispensers for solid, gelified or impregnated insecticide, e.g. volatile blocks or impregnated pads
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01M—CATCHING, TRAPPING OR SCARING OF ANIMALS; APPARATUS FOR THE DESTRUCTION OF NOXIOUS ANIMALS OR NOXIOUS PLANTS
    • A01M29/00—Scaring or repelling devices, e.g. bird-scaring apparatus
    • A01M29/30—Scaring or repelling devices, e.g. bird-scaring apparatus preventing or obstructing access or passage, e.g. by means of barriers, spikes, cords, obstacles or sprinkled water
    • A01M29/34—Scaring or repelling devices, e.g. bird-scaring apparatus preventing or obstructing access or passage, e.g. by means of barriers, spikes, cords, obstacles or sprinkled water specially adapted for insects
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/08—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing solids as carriers or diluents
    • A01N25/10—Macromolecular compounds
    • 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
    • A47—FURNITURE; DOMESTIC ARTICLES OR APPLIANCES; COFFEE MILLS; SPICE MILLS; SUCTION CLEANERS IN GENERAL
    • A47C—CHAIRS; SOFAS; BEDS
    • A47C29/00—Nets for protection against insects in connection with chairs or beds; Bed canopies
    • A47C29/006—Mosquito nets
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3442—Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
    • C08K5/3462—Six-membered rings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/04—Homopolymers or copolymers of ethene
    • C08L23/06—Polyethene
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F1/00—General methods for the manufacture of artificial filaments or the like
    • D01F1/02—Addition of substances to the spinning solution or to the melt
    • D01F1/10—Other agents for modifying properties
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/02—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D01F6/04—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds from polyolefins

Definitions

  • the present invention relates to a resin composition containing an insecticidal component.
  • Patent Document 1 discloses a resin composition containing pyrethroid as an insecticidal component and a pest control material obtained by processing the resin composition.
  • these do not necessarily have sufficient performance, and it has been desired to provide a resin composition and a pest control material having an excellent control effect against pests.
  • An object of the present invention is to provide a resin composition and a pest control material having an excellent control effect.
  • the present inventor contains polyethylene resin and 5-chloro-4-ethyl-6- [2- (4-trifluoromethylphenyl) ethylamino] pyrimidine as an insecticidal component.
  • the present invention has been found to have a control effect. That is, the present invention is as follows. [1].
  • a resin composition comprising a polyethylene resin and 5-chloro-4-ethyl-6- [2- (4-trifluoromethylphenyl) ethylamino] pyrimidine. [2]. [1] The content is 0.1 to 25 parts by weight of 5-chloro-4-ethyl-6- [2- (4-trifluoromethylphenyl) ethylamino] pyrimidine per 100 parts by weight of the polyethylene resin [1] Resin composition. [3]. A pest control material in which 5-chloro-4-ethyl-6- [2- (4-trifluoromethylphenyl) ethylamino] pyrimidine is held on a polyethylene resin. [4].
  • the pest control material according to any one of [3] to [6], which is a resin molded body of the resin composition according to [1] or [2]. [8]. [3] to [7] A method for controlling pests, comprising a step of installing the pest control material according to any one of [3] to [7] in a habitat of the pests.
  • FIG. 5 is a diagram showing an outline of a test method of Test Example 2.
  • FIG. 10 is a diagram showing an outline of a test method of Test Example 3.
  • FIG. 5 is a diagram showing an outline of a test method of Test Example 2.
  • the resin composition of the present invention (hereinafter referred to as the resin composition of the present invention) comprises a polyethylene resin and 5-chloro-4-ethyl-6- [2- (4-trifluoromethylphenyl) ethylamino as an insecticidal component. ] Pyrimidine (hereinafter referred to as the present compound).
  • This compound can be produced, for example, by the method described in ⁇ Production Example 1> of the present specification.
  • polyethylene resin used in the present invention examples include low density polyethylene (including linear low density polyethylene (LLDPE)), ultra low density polyethylene, medium density polyethylene, high density polyethylene, ethylene and ⁇ - having 3 or more carbon atoms.
  • a carboxylic acid derivative having an ethylenically unsaturated bond such as polyethylene resin such as copolymer with olefin, ethylene-methyl methacrylate copolymer, ethylene-vinyl acetate copolymer, ethylene-acrylic acid copolymer, and ethylene
  • polyethylene resins include low density polyethylene and linear low density polyethylene having a density of 0.85 to 0.93 g / cm 3 and high density polyethylene having a density of 0.94 g / cm 3 or more.
  • the resin composition of the present invention preferably contains 0.1 to 25 parts by weight of the present compound, more preferably 0.1 to 9.0 parts by weight, based on 100 parts by weight of the polyethylene resin.
  • the resin composition of the present invention may contain one or more of the following solvents for the purpose of imparting dispersibility and fluidity of the insecticidal component.
  • solvents for the purpose of imparting dispersibility and fluidity of the insecticidal component.
  • saturated hydrocarbons having 10 to 20 carbon atoms paraffinic solvents such as normal paraffin, isoparaffin, cycloparaffin, liquid paraffin; xylene, alkylbenzene, alkylnaphthalene, phenylxylylethane, diphenylxylylethane, etc.
  • Aromatic solvents ketones such as cyclohexanone, heptanone, octanone, nonanone, acetophenone; hexyl acetate, benzyl acetate, phenylethyl acetate, benzyl benzoate, methyl benzoate, isobutyl oleate, benzyl salicylate, butyl cyclohexyl acetate, methyl acetate Esters such as benzyl, methyl oleate, methyl laurate, isopropyl myristate, isopropyl palmitate, isononyl isononanoate, octyl palmitate Cyclic carbonates such as 1,2-butylene carbonate and propylene carbonate; cyclic amides such as N-dodecylpyrrolidone and N-octylpyrrolidone; cyclic ureas such as 1,3-dimethyl-2-imidazo
  • the resin composition of the present invention may contain one or more of the following porous powder carriers for the purpose of imparting sustained release of insecticidal components.
  • porous powder carriers for the purpose of imparting sustained release of insecticidal components.
  • the average particle diameter of the porous powder carrier is generally preferably in the range of 0.01 to 40 ⁇ m, and more preferably in the range of 0.03 to 20 ⁇ m.
  • an antioxidant such as dibutylhydroxytoluene (hereinafter referred to as BHT), a lubricant such as zinc stearate, and a compounding agent such as a pigment are appropriately added to the resin composition of the present invention as necessary.
  • BHT dibutylhydroxytoluene
  • a lubricant such as zinc stearate
  • a compounding agent such as a pigment
  • the resin composition of the present invention is obtained by mixing a polyethylene resin, the present compound, and other components as appropriate using a mixer such as a Banbury mixer, a super mixer, an extruder, etc., and pressurizing the kneaded product as necessary. By molding and / or processing using a press and / or a pelletizer, etc., it can be obtained as a resin composition in the form of powder, sheet or pellet.
  • a mixer such as a Banbury mixer, a super mixer, an extruder, etc.
  • the pest control material of the present invention is obtained by holding this compound in a polyethylene resin.
  • the pest control material of the present invention may be, for example, a resin molded body (hereinafter referred to as the present resin molded body) molded using the resin composition of the present invention.
  • the insect pest control material of the present invention include, for example, wallpaper, insecticide sheet for building material, tape, banner, cocoon, curtain, mosquito net, vertical, hanging, strip, or net
  • the processed resin molding is mentioned.
  • Such a resin molded body is produced by subjecting the resin composition of the present invention to ordinary resin processing steps such as injection molding, blow molding, extrusion molding, sheet processing, film processing, or knitting after spinning.
  • a method for obtaining the resin molded body by sheet processing will be described.
  • a biaxial stretching method is generally used. Examples thereof include a sequential biaxial stretching method based on a flat die method, a simultaneous biaxial stretching method, and a tubular (bubble) method based on a circular die method, but a flat die method having excellent sheet thickness uniformity is exemplified.
  • the manufacturing method by the sequential biaxial stretching method will be described. First, the pellet-shaped resin composition is guided to an extruder and melt-kneaded to obtain a uniform melt. Subsequently, after passing a polymer filter and removing a foreign material etc., a sheet
  • seat is guide
  • the sheet is put on the cooling drum, it is immediately guided to the water tank and cooled.
  • Various cooling means such as a method of cooling the air-side sheet surface by forming a mist, can be taken.
  • Filament products having an insect repellent function such as clothing, household goods, daily goods, outdoor goods, agriculture, forestry and fishery products, and sanitary goods can be formed using the filaments.
  • a monofilament is a continuous yarn composed of one single yarn. Usually, monofilaments are manufactured by drawing and cooling one by one a single piece of melt-extruded yarn from several dozen to several hundred spinning nozzles.
  • the cross-sectional shape of the monofilament is not particularly limited, and may be any cross-sectional shape such as a circle, a hollow shape, a flat shape, a square shape, a half moon shape, a triangle shape, and a polygon shape having five or more corners. Furthermore, it may be a composite monofilament such as a core-sheath type or a sea-island type.
  • the monofilament in the present invention is preferably 50 to 1000 denier and can be appropriately selected depending on the application.
  • a multifilament is a single yarn obtained by twisting several to several tens of filaments, and is used for ropes, nets, carpet pile materials, nonwoven yarns, and the like.
  • the following method is mentioned as a manufacturing method of a multifilament.
  • a large number of yarns discharged from the spinning nozzle are cooled by passing through a cooling zone.
  • the cooling here may be performed to such an extent that the yarns are not fused to each other, and after cooling, an oil agent is applied by an oiling roller.
  • the multifilament in the present invention is preferably a single filament of 1 to 100 denier twisted to give a denier of 50 to 500 denier, and can be appropriately selected depending on the application.
  • the filament formed using the resin composition of the present invention is preferably used in the form of a net by knitting, weaving, or heat-sealing by a known method. It can be used as it is as a net-like flat knitted fabric, and can be used as, for example, a mosquito net by sewing it.
  • Examples of the shape of the mosquito net include those in which knitting is sewn into a quadrangular prism shape or a truncated cone shape, and it is preferable to devise a shape that is easy to use according to the size of the room or the size of the bed.
  • the mosquito net is installed by hanging it from the ceiling or by hanging a hook into the wall and hanging it from the wall.
  • Mosquito nets are usually used only at bedtime so as to cover the room or bed, but as long as they do not get in the way, there is no problem even if they are used all day.
  • mosquitoes that mediate infectious diseases such as malaria come into contact with the present compound on the surface of the filament, thereby exhibiting an insecticidal effect and a blood sucking inhibitory effect.
  • Mosquitoes that carry malaria are nocturnal and begin to suck blood after they sleep. Therefore, when a mosquito tries to get close to a person looking for a blood sucking source, if the person is sleeping in this mosquito net, the mosquito touches the mosquito net before approaching the person, so the mosquito effectively Will come into contact.
  • Mosquitoes suffer from death and lose their willingness to suck blood by contact with this compound.
  • the present compound is kneaded in the filament, more components than necessary do not drift in the room, and long-term residual effect is also expected.
  • the pest control method of the present invention is used when the pest control material of the present invention is placed near a habitat of a pest, particularly around an attracting source such as a human or an animal, so that the pest approaches the attracting source.
  • Pests can be controlled by the insecticidal effect and blood-sucking inhibitory effect of the present compound which is brought into contact with the pest control material of the present invention and held by the pest control material of the present invention.
  • pests can be controlled by using the pest control material of the present invention as a trap in combination with an attracting source such as bait, heat source, and light source.
  • squids such as Akaieka, Attaikaeka, Chikaieka, Scuttlefish, etc.
  • Nursing Species such as Nymphalidae, Gambie Hamadara, Sinaha Madaraka, Kogata Tamadara, etc.
  • Butterflies nutka, tsetse flies, fleas, lice, bed bugs, sand turtle
  • Production Example 2 (1) Production Method of Resin Composition A Density 0.954 g / cm 3 , Melt Flow Rate 0.95 g / 10 min (190 ° C., 2.16 kg) Polyethylene 34.08 g, Silica 0.10 g, Zinc Stearate 0 .46 g and 0.19 g of pigment are put into a Toyo Seiki Lab Plast Mill 4C-150-01 model set at a mixer temperature of 190 ° C. and a screw rotation speed of 15 rpm, the screw rotation speed is increased to 50 rpm and the mixture is mixed for 3 minutes. Smelted. The screw rotation speed was set to 15 rpm again and 0.18 g of the present compound was added.
  • Production Example 3 (1) Method for producing mixture B by mixing the present compound and the additive solvent 0.18 g of the present compound and 0.89 g of propylene carbonate are weighed and mixed in a sample bottle (1.8 mL volume), and then the lid of the sample bottle is put on. It was put in a waterproof bag with a zipper and heated in a water bath at 98 ° C. or higher for 15 minutes. Thereafter, the sample bottle was shaken up and down to mix, and a mixture B of the present compound and the additive solvent was obtained.
  • the screw rotation speed was set to 15 rpm again and the mixture B of the present compound and the additive solvent was added, and then the screw rotation speed was increased to 50 rpm and the mixture was kneaded for 5 minutes to obtain a resin composition B.
  • (3) Manufacturing method of resin sheet B The above resin composition B was sandwiched between metal plates, and pressed using a compression molding machine AYSR-5 manufactured by Shinto Metal Industry with the upper and lower pressure plates heated to 150 ° C. Got.
  • Production Example 4 (1) Production method of mixture C by mixing the present compound with an additive solvent 0.18 g of the present compound and 0.88 g of N-dodecylpyrrolidone are weighed and mixed in a sample bottle (1.8 mL). The lid was closed and the bag was put in a waterproof bag with a chuck, and heated in a water bath at 98 ° C. or higher for 15 minutes. Then, the sample bottle was shaken up and down and mixed to obtain a mixture C of the present compound and the additive solvent.
  • Production Example 5 (1) Production method of mixture D by mixing the present compound with an additive solvent 0.18 g of the present compound and 0.89 g of linoleic acid are weighed and mixed in a sample bottle (1.8 mL), and then the lid of the sample bottle Then, it was put in a waterproof bag with a chuck and heated in a water bath at 98 ° C. or higher for 15 minutes. Then, the sample bottle was shaken up and down and mixed to obtain a mixture D of the present compound and the additive solvent.
  • Production Example 6 (1) Production method of resin composition E Density 0.954 g / cm 3 , melt flow rate 0.95 g / 10 min (190 ° C., 2.16 kg) 33.25 g polyethylene, 0.39 g silica, zinc stearate 0 .46 g and 0.19 g of pigment were charged into a Toyo Seiki Lab Plast Mill 4C-150-01 model set at a mixer temperature of 190 ° C. and a screw rotation speed of 15 rpm, and the mixture was kneaded for 3 minutes at a screw rotation speed of 50 rpm.
  • Production Example 7 (1) Production Method of Resin Composition F 34.35 g of polyethylene having a density of 0.954 g / cm 3 and a melt flow rate of 0.95 g / 10 min (190 ° C., 2.16 kg), 0.46 g of zinc stearate and pigment 0 .19 g was put into a Toyo Seiki Laboplast Mill 4C-150-01 model set at a mixer temperature of 190 ° C and a screw rotation speed of 15 rpm, the screw rotation speed was increased to 50 rpm, and the mixture was kneaded for 8 minutes to obtain a resin composition.
  • Product F was obtained.
  • (2) Manufacturing method of resin sheet F The above resin composition F was sandwiched between metal plates, and pressed using a compression molding machine AYSR-5 manufactured by Shindo Metal Industry with the upper and lower pressure plates heated to 150 ° C. Got.
  • Production Example 8 (1) Production method of resin composition G Density 0.954 g / cm 3 , melt flow rate 0.95 g / 10 min (190 ° C., 2.16 kg) 44.42 g of polyethylene, silica 0.28 g, zinc stearate 3 .25 g, 1.38 g of pigment, 0.17 g of BHT, and 0.50 g of the present compound were put into a Toyo Seiki Lab Plast Mill 4C-150-01 type set at a mixer temperature of 150 ° C. and a screw rotation speed of 15 rpm, and the screw rotation The speed was increased to 30 rpm and the mixture was kneaded for 5 minutes to obtain a resin composition G.
  • the resin net G was obtained from the resin filament G using a knit knitting machine.
  • Production Example 9 (1) Production method of resin composition H Density 0.917 g / cm 3 , melt flow rate 20.0 g / 10 min (190 ° C., 2.16 kg) 43.26 g polyethylene, silica 0.69 g, zinc stearate 3 .25 g, 1.38 g of pigment, 0.17 g of BHT, and 1.25 g of the present compound were introduced into a Toyo Seiki Lab Plast Mill R-60H type set at a mixer temperature of 120 ° C. and a screw rotation speed of 15 rpm. The mixture was raised to 30 rpm and the mixture was kneaded for 5 minutes to obtain a resin composition H.
  • Production Example 10 (1) Preparation method of mixture I by mixing this compound and additive solvent Weigh 1.25 g of this compound and 6.25 g of liquid paraffin into a sample bottle (20 mL), mix, and then close the lid of the sample bottle and chuck It was put in the attached waterproof bag and heated in a water bath at 98 ° C. or higher for 15 minutes. Thereafter, the sample bottle was shaken up and down to mix to obtain a mixture I of the present compound and the additive solvent.
  • Production Example 11 (1) Production Method of Resin Composition J Density 0.954 g / cm 3 , Melt Flow Rate 0.95 g / 10 min (190 ° C., 2.16 kg) Polyethylene 37.45 g, Silica 2.75 g, Zinc Stearate 3 .25 g, 1.38 g of pigment, 0.17 g of BHT, and 5.00 g of the present compound were introduced into a Toyo Seiki Lab Plast Mill R-60H type set at a mixer temperature of 150 ° C. and a screw rotation speed of 15 rpm. The mixture was raised to 30 rpm and the mixture was kneaded for 5 minutes to obtain a resin composition J.
  • the resultant mixture was put into a melt spinning machine manufactured by Musashinokikai set at an extrusion temperature of 190 ° C. and a screw rotation speed of 10 rpm to obtain a resin filament J of 183 denier.
  • Manufacturing method of resin net J was obtained from the resin filament J using a knit knitting machine.
  • Production Example 12 (1) Production method of resin composition K Density 0.954 g / cm 3 , melt flow rate 0.95 g / 10 min (190 ° C., 2.16 kg) 44.42 g of polyethylene, silica 0.28 g, zinc stearate 3 .25 g, 1.38 g of pigment, 0.17 g of BHT and 0.50 g of deltamethrin were put into a Toyo Seiki Lab Plast Mill R-60H type set at a mixer temperature of 150 ° C. and a screw rotation speed of 15 rpm, and the screw rotation speed was 30 rpm. And the mixture was kneaded for 5 minutes to obtain a resin composition K.
  • Production Example 13 (1) Production method of resin composition L Density 0.954 g / cm 3 , melt flow rate 0.95 g / 10 min (190 ° C., 2.16 kg) 44.92 g of polyethylene, silica 0.28 g, zinc stearate 3 .25 g, 1.38 g of pigment, and 0.17 g of BHT were put into a Toyo Seiki Lab Plast Mill R-60H type set at a mixer temperature of 150 ° C. and a screw rotation speed of 15 rpm, and the screw rotation speed was increased to 30 rpm to increase the mixture to 5
  • the resin composition L was obtained by kneading for a minute.
  • Test example 1 The basic insecticidal activity of this compound was investigated by topical application. Acetone solutions of the present compound prepared at various concentrations were added dropwise by 0.3 ⁇ L to the back of the chest of female unsucked Anopheles gambiae Kisumu anesthetized with carbon dioxide using a microsyringe. After the treatment, an adult sea anemone was transferred to a plastic cup (diameter 9 cm, height approximately 4.5 cm), 5% sugar water was given, and the death rate after 24 hours was determined. Tested female anopheles females consisted of 4 repetitions of 10 heads per concentration. From the test results, the half lethal dose (LD 50 value) of this compound was calculated by the probit method.
  • LD 50 value half lethal dose
  • Test example 2 13 cm ⁇ 13 cm sections (FIG. 1-1) of the resin sheets A and E of Production Examples 2 and 6 were cut out as test samples. Each section was attached to the panel with double-sided tape according to the standard WHO cone method described in the following reference, and a cone-shaped (upper and lower opening) plastic cup (upper inner diameter 3 cm, lower inner diameter 9 cm, height 6 cm) ( Figure 1-2) was placed. Another panel was placed over the cone cup (FIG. 1-3), fixed with a clip (FIG. 1-4), and placed on a 45-degree oblique pedestal (FIG. 1-5).
  • Test example 3 In the 13 cm ⁇ 13 cm sections of the resin sheets A and E of Production Examples 2 and 6, four mosquito doorways ( ⁇ 1 cm) and 64 vent holes ( ⁇ 0.2 cm) were opened (FIG. 2-1). And placed on the upper surface of a plastic cup (diameter 12 cm, height 10 cm) (FIG. 2-2). An attraction source (FIGS. 2-3) was placed in the plastic cup and placed in a cage (21 ⁇ 21 ⁇ 28 cm). At 17:00, 50 unsucked female Anopheles gambiae Kisumu females were released into cages. In this environment, the released Anopheles male larva always comes into contact with the resin sheet placed on the upper surface of the plastic cup when searching for the opening to approach the attracting source.
  • Test example 4 The basic insecticidal activity of this compound and deltamethrin was examined in the same manner as in Test Example 1. However, the female anopheles female adults used were pyrethroid resistant anopheles (Anopheles gambiae VK7 strain), and 10 animals were repeated twice per concentration. In order to determine the relative potency of this compound to deltamethrin, the ratio of the LD 50 value to the LD 50 value of deltamethrin was calculated. The results are shown in Table 4.
  • Test Example 5 The blood-feeding inhibitory effect of the resin nets G and K obtained in Production Examples 8 and 12 on pyrethroid-resistant Anopheles gambiae VK7 strain was confirmed according to the standard WHO tunnel method described in the following references.
  • the apparatus used for the standard WHO tunnel method was prepared according to the description in the following reference. That is, this apparatus is composed of a glass tunnel part (height 25 cm, width 25 cm, length 60 cm) and a cage part (25 cm square) connected to both ends thereof. Each molded product was fixed to a metal frame, 20 ⁇ 20 cm was exposed, and this was placed at a position one third from one end of the glass tunnel (20 cm from one end), and two sections were provided in the tunnel.
  • the blood absorption inhibition rate in the test sample was calculated by the formula (d) in which the blood absorption rate of the test sample was corrected with the blood absorption rate of the control sample.
  • the control sample is a resin net L.
  • Table 5 The results are shown in Table 5. (References) WHOPES (2005), Guidelines for laboratory and field testing of long-lasting insecticidal mosquito nets, WHO / CDS / WHOPES / GCDPP / 2005.11 Geneva, WHO.

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JPH07258223A (ja) * 1994-02-01 1995-10-09 Ube Ind Ltd ４−フェネチルアミノピリミジン誘導体、その製法及び農園芸用の有害生物防除剤
JPH08302080A (ja) * 1995-04-28 1996-11-19 Fukuvi Chem Ind Co Ltd 持続性を有するオレフィン系防虫樹脂組成物およびその成形体
JP2007524773A (ja) * 2003-12-22 2007-08-30 ビーエーエスエフ　アクチェンゲゼルシャフト 有害生物に対する保護活性を付与する繊維、織物及び網製品の含浸用の組成物
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