A resin composition containing etofenprox, and a sustained-release insecticide resin molded body using the same.

Abstract

To provide a resin composition suitable for preparing moldings directly applied to animals, and also provide a resin molding including the same.SOLUTION: Etofenprox, an insect growth control agent, a phosphoester, and a fatty acid are blended in a polyvinyl chloride resin, to prepare a pest control resin composition. Such a resin composition may further contain an optional component. Here, pests are typically fleas, mites, mosquitoes, or lice. Such a resin composition is suitable for preparing a sustained-release pest control resin molding.SELECTED DRAWING: None

Description

Technical Field

[0001] The present invention relates to a resin composition containing etofenprox for controlling pests adhering to animals such as pets and livestock. More specifically, the present invention relates to a resin composition containing etofenprox, which has an excellent pest control effect for animals and can be used for collars for pet animals, etc., and a sustained-release pest control resin molded body using the same.

Background Art

[0002] Pests adhering to animals that have contact with humans, such as pets or livestock, may mediate diseases that cause serious symptoms in these animals or may cause allergies or harmful effects on humans. For these pests, pest control agents for dripping, spraying, and applying are mainly known on the body surfaces of pets and livestock.

[0003] As active ingredients of such pest control agents, pyrethroid compounds and combinations of pyrethroid compounds with other compounds are widely used (Patent Document 1).

Prior Art Documents

Patent Documents

[0004]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0005] Etofenprox, a pyrethroid compound, is known as an insecticide. However, etofenprox tends to solidify at low temperatures and bleeds easily at temperatures above room temperature. For this reason, incorporating etofenprox into resin compositions and molding them into collars and other items is difficult. In other words, it is extremely difficult to produce a good molded product using etofenprox that does not become sticky and maintains an appropriate level of bleed.

[0006] The present invention aims to provide a resin composition containing etofenprox that has a good control effect on animals targeted for pest control, and a molded article using the same. [Means for solving the problem]

[0007] As a result of diligent research to solve this problem, the inventors have discovered that by incorporating etofenprox, an insect growth regulator, a phosphate ester, and a fatty acid into a vinyl chloride resin, it is possible to prepare a resin composition that has excellent moldability and can reliably control pests, thus completing the present invention.

[0008] In other words, the present invention provides the following resin compositions. [1] A pest control resin composition comprising a vinyl chloride resin containing etofenprox, an insect growth regulator, a phosphate ester, and a fatty acid. [2] The insecticide resin composition according to [1], wherein the phosphate ester is triethyl phosphate. [3] The insecticide resin composition according to [1] or [2], wherein the fatty acid is isostearic acid. [4] The insecticide resin composition according to any one of [1] to [3], wherein the etofenprox content is 10% by mass or more and 25% by mass or less in the total composition. [5] The insecticide resin composition according to any one of [1] to [4], wherein the content of the phosphate ester is 1% by mass or more and 20% by mass or less in the total composition. [6] The insecticide resin composition according to any one of [1] to [5], wherein the content of the fatty acid is 0.01% by mass or more and 15% by mass or less in the total composition. [7] The insect control resin composition according to any one of [1] to [6], wherein the insect growth regulator is pyriproxyfen and / or S-methoprene.

[0009] Furthermore, the present invention provides the following molded articles. [8] A sustained-release insect control resin molded body obtained by molding an insect control resin composition described in any one of items [1] to [7]. [9] The sustained-release insect control resin molded body according to [8], wherein the sustained-release insect control resin molded body is a collar.

[10] A method for stably and slowly releasing etofenprox and an insect growth regulator by co-containing etofenprox, an insect growth regulator, a phosphate ester, and a fatty acid in a polyvinyl chloride resin. [Effects of the Invention]

[0010] The present invention provides an excellent resin composition that can be molded into collars and the like that can reliably control pests, and a molded article using the same. [Modes for carrying out the invention]

[0011] In this specification, the unit of content "mass%" is synonymous with "g / 100g".

[0012] [Resin composition] The resin composition of the present invention comprises etofenprox, an insect growth regulator, a phosphate ester, and a fatty acid contained in a vinyl chloride resin.

[0013] (Etofenprox) Etofenprox means 2-(4-ethoxyphenyl)-2-methylpropyl 3-phenoxybenzyl ether. As etofenprox, any active stereoisomer or mixture can be used.

[0014] In the resin composition of the present invention, from the viewpoint of exerting the effects of the present invention, the content of etofenprox relative to the total amount of the resin composition is 10% by mass or more and 25% by mass or less, preferably 11% by mass or more and 22% by mass or less, and more preferably 12% by mass or more and 20% by mass or less.

[0015] (Phosphate ester) In the present invention, the phosphate ester can be used as a plasticizer for vinyl chloride resins. Among these, triethyl phosphate or tributyl phosphate is preferable, and triethyl phosphate is particularly preferable.

[0016] In the resin composition of the present invention, from the viewpoint of exerting the effects of the present invention, the content of the phosphate ester relative to the total amount of the resin composition is 1% by mass or more and less than 20% by mass, preferably 1.8% by mass or more and 15% by mass or less, and more preferably 2.2% by mass or more and 12% by mass or less.

[0017] In the resin composition of the present invention, from the viewpoint of exerting the effects of the present invention, the content of triethyl phosphate relative to the total amount of the resin composition is 1% by mass or more and less than 20% by mass, preferably 1.8% by mass or more and 15% by mass or less, and more preferably 2.2% by mass or more and 12% by mass or less.

[0018] (Fatty acid) In the present invention, the fatty acid can be used as a bleed promoter. Examples of such fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, linoleic acid, oleic acid, arachidic acid, and behenic acid, with isostearic acid being particularly preferable.

[0019] In the resin composition of the present invention, from the viewpoint of exhibiting the effects of the present invention, the fatty acid content relative to the total amount of the resin composition is 0.01% by mass or more and less than 15% by mass, preferably 0.2% by mass or more and 8.0% by mass or less, and more preferably 0.7% by mass or more and 4.0% by mass or less.

[0020] In the resin composition of the present invention, from the viewpoint of exhibiting the effects of the present invention, the content of isostearic acid relative to the total amount of the resin composition is 0.01% by mass or more and less than 15% by mass, preferably 0.2% by mass or more and 8.0% by mass or less, and more preferably 0.7% by mass or more and 4.0% by mass or less.

[0021] (Insect growth regulator) Insect growth regulators are substances that inhibit insect molting and emergence by controlling the balance of hormones that regulate insect metamorphosis and molting. These include chitin synthesis inhibitors such as benzoylurea compounds like chlorfluazurone, diflubenzuron, flufenoxurone, lufenuron, novalon, and teflubenzuron; molting hormone-active compounds such as ecdysteroids; and juvenile hormone-like substances selected from the group consisting of hydroprene, quinoprene, phenoxycarb, pyriproxyfen, diofenolan, epophenonane, triprene, methoprene (especially S-methoprene), and hydroprene. These insect growth regulators can be used individually or in combination of two or more. Any active stereoisomer or mixture thereof of these compounds can also be used. Of these, juvenile hormone-like substances are preferred, and pyriproxyfen and / or S-methoprene are more preferred.

[0022] In the resin composition of the present invention, from the viewpoint of exhibiting the effects of the present invention, the content of the insect growth regulator relative to the total amount of the resin composition is preferably 0.01% by mass or more and 10% by mass or less, more preferably 0.1% by mass or more and 7% by mass or less, and even more preferably 0.2% by mass or more and 5% by mass or less.

[0023] In particular, in the resin composition of the present invention, from the viewpoint of exhibiting the effects of the present invention, the content of pyriproxyfen and / or S-methoprene relative to the total amount of the resin composition is preferably 0.01% by mass or more and 10% by mass or less, more preferably 0.1% by mass or more and 7% by mass or less, and even more preferably 0.2% by mass or more and 5% by mass or less.

[0024] In the resin composition of the present invention, the ratio of the insect growth regulator to etofenprox is preferably 0.0004 parts by mass or more and 1 part by mass or less, more preferably 0.0045 parts by mass or more and 0.65 parts by mass or less, and even more preferably 0.01 parts by mass or more and 0.45 parts by mass or less, per 1 part by mass of etofenprox.

[0025] In the resin composition of the present invention, the ratio of pyriproxyfen and / or S-methoprene to etofenprox is preferably 0.0004 parts by mass or more and 1 part by mass or less, more preferably 0.0045 parts by mass or more and 0.65 parts by mass or less, and even more preferably 0.01 parts by mass or more and 0.45 parts by mass or less, per 1 part by mass of etofenprox.

[0026] (Vinyl chloride resin) The resin that forms the base material of the resin composition of the present invention is a vinyl chloride resin, which is a polymer having a group represented by -CH2-CHCl-. Such a vinyl chloride resin includes not only homopolymers of vinyl chloride monomers, but also copolymers of vinyl chloride monomers with other copolymerizable monomers. Furthermore, it may also be a chlorinated vinyl chloride resin.

[0027] Other monomers copolymerizable with vinyl chloride monomers include, for example, α-olefins; vinyl esters; vinyl ethers; (meth)acrylic acid esters; aromatic vinyls; and N-substituted maleimides. These other monomers may also be used in combination.

[0028] The resin that forms the base material of the resin composition of the present invention is preferably a vinyl chloride resin made of homopolymers, and it is also possible to use, for example, two or more homopolymer vinyl chloride monomers with different degrees of polymerization.

[0029] The average degree of polymerization of the polyvinyl chloride resin of the present invention preferably includes, at least a portion, homopolymers with a degree of polymerization of 1000 to 1600, and more preferably homopolymers with a degree of polymerization of 1350 to 1500, from the viewpoint of achieving both moldability and bleeding. Here, the average degree of polymerization is the average degree of polymerization measured in accordance with JIS K-6721 "Test Method for Polyvinyl Chloride Resin" using a resin obtained by dissolving polyvinyl chloride resin in tetrahydrofuran (THF), removing insoluble components by filtration, and then drying and removing the THF from the filtrate as a sample.

[0030] The vinyl chloride resin of the present invention may be a commercially available product, for example, Shin-Daiichi Vinyl Chloride Co., Ltd.'s polyvinyl chloride "ZEST1400Z" (average degree of polymerization 1450) and Shin-Etsu Chemical Co., Ltd.'s polyvinyl chloride "TK-1400" (average degree of polymerization 1400) can be used.

[0031] Furthermore, in addition to such resins, it is also possible to use polyvinyl chloride resins made of homopolymers with different properties. Different properties refer to cases where the average degree of polymerization is different or the particle size is different. For example, it is also preferable to mix in finely powdered polyvinyl chloride resin (particle size of about 100 μm or less).

[0032] Typical examples of use include the combination of Shin-Daiichi Vinyl Chloride Co., Ltd.'s polyvinyl chloride "ZEST1400Z" (average degree of polymerization 1450) and "ZESTP24Z" (average degree of polymerization 1200-1390), but the use is not limited to this.

[0033] In particular, in the resin composition of the present invention, from the viewpoint of exhibiting the effects of the present invention, the content of vinyl chloride resin relative to the total amount of the resin composition is preferably 40% by mass or more and 65% by mass or less, more preferably 45% by mass or more and 60% by mass or less, and even more preferably 47% by mass or more and 55% by mass or less.

[0034] In the resin composition of the present invention, if it contains two or more vinyl chloride resins with different degrees of polymerization, for example, the ratio of ZEST P24Z to ZEST 1400Z is preferably 0.005 parts by mass or more and 0.8 parts by mass or less, more preferably 0.03 parts by mass or more and 0.5 parts by mass or less, and even more preferably 0.05 parts by mass or more and 0.2 parts by mass or less, per 1 part by mass of ZEST 1400Z.

[0035] (pest) The term "pests" as used herein is not limited to, but particularly includes fleas (including fleas that parasitize dogs, cats, etc.), mites (including ticks, chiggers, oribatid mites, scabies mites, animal predatory mites, etc.), or parasitic or blood-sucking insects such as lice and mosquitoes. Particularly preferred pests to control are fleas, mites, mosquitoes, or lice.

[0036] The animals of this invention include various animals such as pets, livestock, and poultry. In particular, pets such as dogs, cats, rabbits, and hamsters, and livestock and poultry such as cattle, horses, pigs, and chickens are included.

[0037] (Other ingredients) Insofar as it does not hinder the effects of the present invention, the resin composition of the present invention may contain any components other than etofenprox, insect growth regulators, phosphate esters, and fatty acids in the vinyl chloride resin. For example, optional components include other pest control components other than etofenprox and insect growth regulators, additional plasticizers, stabilizers, dyes, fragrances, etc.

[0038] Additional plasticizers that can be used in the present invention include, for example, one or more selected from the group consisting of diisononyl adipate, diisodecyl adipate, di-2-ethylhexyl azelaate, sebacic acid, and 2-ethylhexyl.

[0039] Examples of stabilizers that can be used in the present invention include one or more selected from the group consisting of epoxidized soybean oil, barium / zinc-based liquid stabilizers, and barium stearate. It is also desirable to use all of these in combination.

[0040] (Method for manufacturing resin compositions and molded articles) The resin compositions of the present invention can be manufactured, for example, by the following methods, although this is not limited to them. First, the raw materials other than the polyvinyl chloride resin and dye are mixed to prepare the mixture. The stirring temperature may be in the range of 1 to 30°C, and the stirring time may be about 1 to 20 minutes. After that, the mixture of polyvinyl chloride resin and raw materials is stirred. After stirring, it is dried at a high temperature. The temperature at this time is not limited, but it is preferably between 100°C and 150°C. Stirring and heating / drying are repeated until the resin is completely dry. At this time, for example, a Banbury mixer or a super mixer can be used.

[0041] Next, the resin composition obtained in this way is molded into a resin molded body for pest control. At this time, for example, it can be molded by melting. As for the manufacturing method of the molded body, methods commonly used in resin molding can be used. Examples of such methods include extrusion molding, injection molding, blow molding, compression molding, powder molding, or press molding. Although not limited to these, it is preferable that the molded body be manufactured using an injection molding machine.

[0042] (Applications, etc.) The resin composition of the present invention can be used, but is not limited to, as collars, ear tags, tail tags, limb bands, or end ropes. Of these, it is particularly preferred for use as a collar for pest control.

[0043] The resin composition of the present invention can be molded into film, sheet, ring, fiber, net, etc., by appropriately selecting the shape, size, thickness, etc., depending on the application. For use as a collar for pest control, it can first be molded into a strip or band shape, but it is also possible to melt the resin in an injection molding machine, etc., and then directly mold it into the shape according to the application. For example, it can be poured into a collar-shaped mold and cooled to directly mold it into a collar.

[0044] As an example, though not limited to this, using an injection molding machine, with a temperature setting of 138-145°C, an injection time of 2-3 seconds, and a cooling time of 8-15 seconds, it is possible to mold a collar shape with a length of 35 cm, a width of 1.0 cm, and a thickness of 0.3 cm.

[0045] The resin composition of the present invention can be used with replacement at intervals of approximately once every six months or once a year, depending on the application. In particular, it can be used at these frequencies for collars for medium-sized and large dogs.

[0046] [Stable sustained-release method] The present invention also relates to a method for stably and sustainably releasing etofenprox and an insect growth regulator by co-containing etofenprox, an insect growth regulator, a phosphate ester, and a fatty acid in a polyvinyl chloride resin. In the sustained-release method of the present invention, the etofenprox, insect growth regulator, phosphate ester, and fatty acid, and their content, are in accordance with the contents described in the above-mentioned resin composition. [Examples]

[0047] Next, the present invention will be specifically described with reference to examples, but the present invention is not limited to the following examples. Unless otherwise specified in the table, the units for each component amount are in mass percent.

[0048] Collars made from the resin compositions of the examples were manufactured by the following method. The raw material components other than the vinyl chloride resin and dye shown in Table 1 were mixed at room temperature for about 10 minutes to prepare the mixture.

[0049] Subsequently, the mixture of polyvinyl chloride resin, dye, and raw material components was stirred and dried at a high temperature. The temperature at this time was 120°C. The stirring and heating / drying process was repeated until the resin became crumbly. [Table 1]

[0050] Next, the resin composition obtained in this manner was used to manufacture a molded collar using an injection molding machine (SE180D). Using the injection molding machine, the resin was poured into a collar-shaped mold measuring 35 cm in length, 1.0 cm in width, and 0.3 cm in thickness, at a temperature setting of 138-145°C, with an injection time of 2-3 seconds and a cooling time of 8-15 seconds, and then cooled to directly form the collar.

[0051] [1] Leakage test Each molded collar was suspended in a constant temperature bath at 35°C. From day 0, every 10 days, the chemical solution that had seeped onto the surface of the collar was wiped off with a paper wipe (ProWipe, manufactured by Daio Paper Corporation) until the solution was completely removed and the surface was dry. The wiped paper wipes were then immersed in a solvent (acetone) and subjected to ultrasonic extraction (3510J-DTH) at room temperature for 30 minutes. The resulting solvent was analyzed by HPLC (LC-2010AHT) to determine the amounts of the active ingredients etofenprox and pyriproxyfen.

[0052] This result can be converted to a daily amount of seepage (μg / cm³). 2 Table 2 shows the values ​​as per day.

[0053] [Table 2]

[0054] The test results showed that the molded articles obtained from the compositions of the examples all exhibited no surface stickiness and good sustained release of the active ingredient.

Claims

1. A pest control resin composition comprising a vinyl chloride resin containing etofenprox, an insect growth regulator, a phosphate ester, and a fatty acid, A pest control resin composition comprising only polyvinyl chloride with an average degree of polymerization of 1450 and polyvinyl chloride with an average degree of polymerization of 1200 to 1390, wherein the ratio of polyvinyl chloride with an average degree of polymerization of 1200 to 1390 to 1 part by mass of polyvinyl chloride with an average degree of polymerization of 1450 is 0.005 parts by mass or more and 0.8 parts by mass or less.

2. The insecticide resin composition according to claim 1, wherein the phosphate ester is triethyl phosphate.

3. The insecticide resin composition according to claim 1, wherein the fatty acid is isostearic acid.

4. The insecticide resin composition according to claim 1, wherein the content of etofenprox is 10% by mass or more and 25% by mass or less in the total composition.

5. The insecticide resin composition according to claim 1, wherein the content of the phosphate ester is 1% by mass or more and 20% by mass or less in the total composition.

6. The insecticide resin composition according to claim 1, wherein the content of the fatty acid is 0.01% by mass or more and 15% by mass or less in the total composition.

7. The insect pest control resin composition according to claim 1, wherein the insect growth regulator is pyriproxyfen and / or S-methoprene.

8. The insecticide resin composition according to claim 1, wherein the content of the vinyl chloride resin is 40% by mass or more and 65% by mass or less of the total composition.

9. A sustained-release insect-control resin molded body obtained by molding the insect-control resin composition according to any one of claims 1 to 8.

10. The sustained-release insect-control resin molded body according to claim 9, wherein the sustained-release insect-control resin molded body is a collar.

11. A method for gradually releasing etofenprox and the insect growth regulator while suppressing stickiness on the resin surface, wherein etofenprox, an insect growth regulator, a phosphate ester, and a fatty acid are present in a vinyl chloride resin, and the vinyl chloride resin consists only of polyvinyl chloride with an average degree of polymerization of 1450 and polyvinyl chloride with an average degree of polymerization of 1200 to 1390, and the ratio of polyvinyl chloride with an average degree of polymerization of 1200 to 1390 to 1 part by mass of polyvinyl chloride with an average degree of polymerization of 1450 is 0.005 parts by mass or more and 0.8 parts by mass or less.

Images