JP2024000743A - Resin composition containing etofenprox, and sustained-release pest control resin molding including the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: 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

COPYRIGHT: (C)2024,JPO&INPIT

Description

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

Pests that attach to animals that interact with humans, such as pets or livestock, can transmit diseases that cause serious symptoms to these animals, or cause allergies or harmful effects to humans. be. For controlling these pests, there are known pest control agents that are mainly applied by dropping, spraying, or coating on the body surfaces of pets and livestock.

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

JP2020-007238A

Etofenprox, a pyrethroid compound, is known as an insect control agent. On the other hand, etofenprox tends to harden at low temperatures and bleeds easily at temperatures above room temperature. For this reason, it is difficult to incorporate etofenprox into a resin composition and mold it into a collar or the like. That is, it is extremely difficult to produce a good molded product using etofenprox that can maintain a suitable amount of bleed without becoming sticky.

An object of the present invention is to provide a resin composition containing etofenprox and a molded article using the same, which has a good pesticidal effect on animals to be controlled.

As a result of intensive studies to solve this problem, the present inventor found that by incorporating etofenprox, an insect growth regulator, a phosphate ester, and a fatty acid into a vinyl chloride resin, it has excellent moldability and prevents pests. We have discovered that it is possible to prepare a resin composition that can reliably control insect pests, and have completed the present invention.

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

Furthermore, the present invention provides the following molded bodies.
[8]
A sustained-release pest control resin molded product obtained by molding the pest control resin composition according to any one of [1] to [7].
[9]
The sustained-release pest control resin molded article according to [8], wherein the sustained-release pest control resin molded article is a collar.
[10]
A method for stably and sustainably releasing etofenprox and an insect growth regulator by coexisting etofenprox, an insect growth regulator, a phosphate ester, and a fatty acid in a vinyl chloride resin.

According to the present invention, it is possible to provide an excellent resin composition that can be molded into a collar or the like that can reliably control pests, and a molded article using the same.

In this specification, the unit of content "mass%" has the same meaning as "g/100g".

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

(Etofenprox)
Etofenprox means 2-(4-ethoxyphenyl)-2-methylpropyl 3-phenoxybenzyl ether.
Any active stereoisomer or mixture of etofenproex can be used.

In the resin composition of the present invention, from the viewpoint of exhibiting the effects of the present invention, the content of etofenprox with respect to the total amount of the resin composition is 10% by mass or more and 25% by mass or less, and 11% by mass or more and 22% by mass. The following is preferable, and 12% by mass or more and 20% by mass or less is more preferable.

(phosphate ester)
Phosphoric esters can be used as plasticizers for vinyl chloride resins in the present invention. Among these, triethyl phosphate or tributyl phosphate is preferred, and triethyl phosphate is particularly preferred.

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

In the resin composition of the present invention, from the viewpoint of exhibiting the effects of the present invention, the content of triethyl phosphate with respect to the total amount of the resin composition is 1% by mass or more and less than 20% by mass, and 1.8% by mass or more and 15% by mass. It is preferably at most 2.2% by mass and at most 12% by mass.

(fatty acid)
Fatty acids can be used as bleed promoters in the present invention. Preferred examples of such fatty acids are lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, linoleic acid, oleic acid, arachidic acid, and behenic acid, with isostearic acid being particularly preferred.

In the resin composition of the present invention, from the viewpoint of exhibiting the effects of the present invention, the content of fatty acids with respect to the total amount of the resin composition is 0.01% by mass or more and less than 15% by mass, and 0.2% by mass or more and 8% by mass. It is preferably 0.0% by mass or less, and more preferably 0.7% by mass or more and 4.0% by mass or less.

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

(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. Insect growth regulators include chitin synthesis inhibitors represented by benzoylurea compounds such as chlorfluazuron, diflubenzuron, flufenoxuron, lufenuron, novaluron, and teflubenzuron; molting hormone active compounds such as ecdysteroid; and hydroprene. , quinoprene, phenoxycarb, pyriproxyfen, diphenolane, epophenonan, triprene, methoprene (particularly S-methoprene), and hydroprene. These insect growth regulators can be used alone or in combination of two or more. Any active stereoisomer or mixture thereof can be used as these compounds.
Among these, juvenile hormone-like substances are preferably used, and pyriproxyfen and/or S-methoprene are more preferably used.

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 control agent with respect to the total amount of the resin composition is preferably 0.01% by mass or more and 10% by mass or less, and 0.1% by mass. % or more and 7% by mass or less, more preferably 0.2% by mass or more and 5% by mass or less.

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 based on the total amount of the resin composition is 0.01% by mass or more and 10% by mass or less. is preferable, 0.1% by mass or more and 7% by mass or less is more preferable, and even more preferably 0.2% by mass or more and 5% by mass or less.

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, and 0.0045 parts by mass or more and 0.0045 parts by mass or more and 1 part by mass or less. It is more preferably 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.

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, and 0.0004 parts by mass or more and 1 part by mass or less with respect to 1 part by mass of etofenprox. It is more preferably 0.045 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.

(vinyl chloride resin)
The resin serving as 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 -CH ₂ -CHCl-. Such vinyl chloride resins include homopolymers of vinyl chloride monomers as well as copolymers of vinyl chloride monomers and other copolymerizable monomers. Furthermore, chlorinated vinyl chloride resin may be used.

Examples of other monomers copolymerizable with the vinyl chloride monomer include α-olefins; vinyl esters; vinyl ethers; (meth)acrylic esters; aromatic vinyls; N-substituted maleimides, etc. Ru. These other monomers may also be used in combination.

The resin serving as the base material of the resin composition of the present invention is preferably a homopolymer vinyl chloride resin, and for example, it is also possible to use two or more types of homopolymer vinyl chloride monomers having different degrees of polymerization. .

The average degree of polymerization of the vinyl chloride resin of the present invention preferably includes at least a part of a homopolymer with a degree of polymerization of 1000 to 1600, from the viewpoint of both moldability and bleed. It is more preferable to include. Here, the average degree of polymerization is calculated based on JIS K-6721 using a resin obtained by dissolving polyvinyl chloride resin in tetrahydrofuran (THF), removing insoluble components by filtration, and then drying and removing THF in the filtrate. This is the average degree of polymerization measured in accordance with the "Test Method for Vinyl Chloride Resins."

As the vinyl chloride resin of the present invention, commercially available ones may be used. For example, polyvinyl chloride "ZEST1400Z" (average degree of polymerization 1450) manufactured by Shin Daiichi PVC Co., Ltd. and polyvinyl chloride resin manufactured by Shin-Etsu Chemical Co., Ltd. Vinyl chloride "TK-1400" (average degree of polymerization 1400) and the like can be used.

Furthermore, in addition to such resins, it is also possible to use a vinyl chloride resin consisting of a homopolymer having 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 a polyvinyl chloride resin in the form of a fine powder (particle size of about 100 μm or less).

A typical usage example is a combination of polyvinyl chloride "ZEST1400Z" (average degree of polymerization 1450) and "ZESTP24Z" (average degree of polymerization 1200 to 1390) manufactured by Shin Daiichi PVC Co., Ltd., but is not limited thereto.

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 with respect to the total amount of the resin composition is preferably 40% by mass or more and 65% by mass or less, and 45% by mass or more and 60% by mass or less. It is more preferably at most 47% by mass and at most 55% by mass.

When the resin composition of the present invention contains two or more types of vinyl chloride resins having different degrees of polymerization, for example, the ratio of ZEST P24Z to ZEST 1400Z is 0.005 parts by mass to 1 part by mass of ZEST 1400Z. It is preferably 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.

(pest)
The pests referred to herein include, but are not limited to, fleas (including fleas that parasitize dogs, cats, etc.), mites (including ticks, chiggers, sasara mites, serpentine mites, furry ticks, etc.), or Examples include parasitic or blood-sucking pests such as lice and mosquitoes. Particularly preferred pests to be controlled are fleas, ticks, mosquitoes, and lice.

The animals of the present invention include various animals such as various pets, livestock, and poultry. In particular, pets such as dogs, cats, rabbits, and hamsters, livestock and poultry such as cows, horses, pigs, and chickens are mentioned.

(Other ingredients)
In the resin composition of the present invention, any component other than etofenprox, insect growth regulator, phosphoric acid ester, and fatty acid may be added to the vinyl chloride resin as long as it does not impede the effects of the present invention. By way of example, optional ingredients include other pest control ingredients other than etofenprox and insect growth regulators, additional plasticizers, stabilizers, dyes, fragrances, and the like.

Examples of the additional plasticizer that can be used in the present invention include one or two selected from the group consisting of diisononyl adipate, diisodecyl adipate, di-2-ethylhexyl azelaate, sebacic acid, and 2-ethylhexyl. The above can be mentioned.

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

(Method for producing resin composition and molded body)
The resin composition of the present invention can be produced, for example, by the following method, although it is not limited thereto.
First, raw components other than the vinyl chloride resin and the dye are mixed to prepare a mixture. The temperature during stirring may be in the range of 1 to 30°C, and the stirring time may be about 1 to 20 minutes. Thereafter, the vinyl chloride resin and the mixture of raw material components are stirred. After stirring, dry at high temperature. Although the temperature at this time is not limited, it is preferably about 100°C or more and 150°C or less. Repeat stirring and heating and drying until the resin dries up. At this time, for example, a Banbury mixer, a super mixer, etc. can also be used.

Next, the resin composition thus obtained is made into a resin molded article for pest control. At this time, for example, it may be melted and molded. As a method for manufacturing the molded body, a method commonly used in resin molding can be used. Examples of such methods include extrusion molding, injection molding, blow molding, compression molding, powder molding, press molding, and the like. Preferably, the molded body can be manufactured using an injection molding machine, although it is not limited thereto.

(Applications, etc.)
The resin composition of the present invention can be used, in particular, as a collar, an ear tag, a tail tag, a limb band, or a rope, although it is not limited thereto. Among these, it can be particularly preferably used as a pest control collar.

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

As a non-limiting example, an injection molding machine with a temperature setting of 138 to 145°C, an injection time of 2 to 3 seconds, and a cooling time of 8 to 15 seconds has a length of 35 cm, a width of 1.0 cm, and a thickness of 0.3 cm. It can be molded into the shape of a collar.

The resin composition of the present invention can be used while being replaced as frequently as once every six months or once a year, depending on the intended use. In particular, it can be used as a collar for medium-sized or large-sized dogs at these frequencies.

[Stable sustained release method]
The present invention also relates to a method for stably and sustainably releasing etofenprox and an insect growth regulator by coexisting etofenprox, an insect growth regulator, a phosphate ester, and a fatty acid in a vinyl chloride resin. . In the sustained release method of the present invention, etofenprox, insect growth regulator, phosphoric acid ester, fatty acid, and their contents are the same as described for the resin composition.

Next, the present invention will be specifically explained with reference to examples, but the present invention is not limited to the following examples. In addition, the unit of each component amount in the table is mass % unless otherwise specified in the table.

A collar made of the resin composition of the example was manufactured by the following method. Raw materials other than the vinyl chloride resin and pigment shown in Table 1 were mixed at room temperature for about 10 minutes to prepare a mixture.

Thereafter, the mixture of vinyl chloride resin, pigment, and raw material components was stirred and dried at high temperature. The temperature at this time was 120°C. Stirring and heating and drying were repeated until the resin became dry.

Next, the thus obtained resin composition was used to produce a molded collar using an injection molding machine (SE180D). Using an injection molding machine, set the temperature at 138 to 145°C, injection time to 2 to 3 seconds, and cooling time to 8 to 15 seconds to create a collar-shaped mold with a length of 35 cm, width of 1.0 cm, and thickness of 0.3 cm. It was poured into a container, cooled, and then molded directly into a collar.

[1] Seepage test Each molded collar was suspended in a constant temperature bath at 35°C. Every 10 days from day 0, the medicinal solution oozing out onto the surface of the collar was wiped off with a paper wipe (Pro Wipe, manufactured by Daio Paper Co., Ltd.) until the medicinal solution disappeared and the surface became dry. The paper wipe after wiping was immersed in a solvent (acetone) and subjected to ultrasonic (3510J-DTH) extraction for 30 minutes at room temperature. The obtained solvent was analyzed by HPLC (equipment LC-2010AHT) to determine the amounts of etofenprox and pyriproxyfen, which are active ingredients.

The results are shown in Table 2 as the exudation amount (μg/cm ² /day) converted to per day.

As a result of the test, all of the molded bodies obtained from the compositions of Examples had no stickiness on the surface and exhibited good sustained release properties of the active ingredient.

Claims (10)

A pest control resin composition comprising etofenprox, an insect growth regulator, a phosphoric acid ester, and a fatty acid in a vinyl chloride resin. The pest control resin composition according to claim 1, wherein the phosphoric acid ester is triethyl phosphate. The pest control resin composition according to claim 1, wherein the fatty acid is isostearic acid. The pest control resin composition according to claim 1, wherein the content of the etofenprox is 10% by mass or more and 25% by mass or less in the entire composition. The pest control resin composition according to claim 1, wherein the content of the phosphoric acid ester is 1% by mass or more and 20% by mass or less in the entire composition. The pest control 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 entire composition. The pest control resin composition according to claim 1, wherein the insect growth regulator is pyriproxyfen and/or S-methoprene. A sustained-release pest control resin molded article obtained by molding the pest control resin composition according to any one of claims 1 to 7. The sustained-release pest control resin molded article according to claim 8, wherein the sustained-release pest control resin molded article is a collar. A method for stably and sustainably releasing etofenprox and an insect growth regulator by coexisting etofenprox, an insect growth regulator, a phosphate ester, and a fatty acid in a vinyl chloride resin.