WO2022190633A1

WO2022190633A1 - Animal repelling device and animal repelling method

Info

Publication number: WO2022190633A1
Application number: PCT/JP2022/001356
Authority: WO
Inventors: 仁玉井; 秀典田中
Original assignee: 株式会社カネカ
Priority date: 2021-03-10
Filing date: 2022-01-17
Publication date: 2022-09-15
Also published as: JP2024060114A

Abstract

Provided is an animal repelling device comprising a container that has a membrane-like member arranged on a side which makes contact with the external environment, and that accommodates a cured product of an animal repelling composition containing at least one animal repelling agent selected from among the compounds represented by general formulae (I) to (VI) and a crosslinked polymer, wherein the volume of space of the cured product and the membrane-like member in the container is 5 to 90% of the volume of the container. Further, in the general formulae (I) to (VI), R1, R2, and R3 each independently represents a hydrogen atom, a halogen atom, a 1-6C alkyl group, or a 1-5C alkylthio group.

Description

Animal repelling device and animal repelling method

The present invention relates to an animal repelling device and an animal repelling method.

It has long been known that wild animals cause great damage in various industries. Among wild animals, rats cause serious damage to agriculture, forestry, livestock industry, etc. by feeding damage to vegetables, soybeans, rice, etc., feeding damage in grain warehouses, feeding damage to young trees, bark, etc., and transmitting infectious diseases. keeps giving. For example, according to an epidemiological survey by the Ministry of Agriculture, Forestry and Fisheries, rats are involved in transmitting viruses between farms or from wild animals as a factor in the outbreak of swine fever. is an urgent issue.

In addition, rats spread food poisoning in restaurants and other commercial facilities, causing major problems by chewing on wires and causing power outages and machine failures, causing serious damage not only to primary industries. However, effective repelling techniques against wild animals including rats have not yet been sufficiently developed. Mouse repellents currently on the market use the smell of wasabi, the smell of herbs, etc. as effective substances, but all of them have a weak repellent effect and have the problem of habituation after repeated smells.

In recent years, in order to overcome the problems of conventional repellents, development of new powerful and non-adapting repellents based on thiazoline compounds has been progressing (see, for example, Patent Document 1 and Non-Patent Document 1). The sense of smell in animals is equipped with a special olfactory system that receives odors from targets that have been recognized as dangerous to the species during evolution (eg, predators for small animals and herbivores). The thiazoline compound is an odorant molecule that is accepted by this special olfactory system. It has an excellent property that no acclimation occurs at all even if it is used (see, for example, Patent Document 1).

International Publication No. 2011/096575 Pamphlet

The aforementioned thiazoline compounds have the excellent property that they do not cause acclimation at all, and are highly expected as new repellents that are powerful and do not acclimate. However, the thiazoline compound is hydrolyzed and deactivated as shown in the following reaction formula.

In addition, 4E2MT (4-ethyl-2-methylthiazoline), which is a thiazoline compound, forms a dimer represented by the following structural formula after a ring-opening reaction by hydrolysis, and denatures into an inactive compound. .

Therefore, the thiazoline compound is easily decomposed by the moisture in the air when directly applied to trees, etc., and has a problem that the sustainability of the repellent effect is reduced.

The object of the present invention is to solve the above-mentioned problems in the past and to achieve the following objects. That is, the present invention provides an animal repellent device capable of releasing an animal repellent over a long period of time without impairing the activity of an animal repellent containing a thiazoline compound as an active ingredient, and an animal using the animal repellent device. The purpose is to provide a method of avoiding

Means for solving the above problems are as follows. Namely
<1> A film member is disposed on the side in contact with the outside world, and contains at least one animal repellent selected from compounds represented by the following general formulas (I) to (VI) and a crosslinked polymer. Equipped with a container for accommodating a cured animal repellent composition,
The animal repelling device is characterized in that the volume of the space between the film member and the hardened material in the container is 5% or more and 90% or less of the volume of the container.

However, in the general formulas (I) to (VI), R ₁ , R ₂ and R ₃ are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, or a Indicates an alkylthio group.
<2> The animal repellent device according to <1>, wherein the container has a water vapor transmission rate of 50 (g/m ² ·24 hours) or less at 25°C.
<3> The animal repellent device according to any one of <1> to <2>, wherein the membrane member has a water vapor permeability of 150 (g/m ² ·24 hours) or less at 25°C.
<4> The animal repellent device according to any one of <1> to <3>, wherein the cured product has a water vapor transmission rate of 100 (g/m ² ·24 hours) or less at 25°C.
<5> Any compound wherein the compound represented by the general formula (I) is selected from 2-methylthiazole, 2-ethylthiazole, 2-bromothiazole, 4-methylthiazole, and 2,4-dimethylthiazole and
The compound represented by the general formula (II) or (III) is 2-methyl-2-thiazoline, 2-methylthio-2-thiazoline, 4-methyl-2-thiazoline, 2,4-dimethyl-2-thiazoline, and 2,2-dimethylthiazolidine,
The compound represented by the general formula (IV) is thiomorpholine,
Any of the above <1> to <4>, wherein the compound represented by the general formula (V) is any compound selected from 2,5-dimethyl-2-thiazoline and 5-methyl-2-thiazoline. 1. Animal repelling device according to claim 1.
<6> The crosslinked polymer is selected from (meth)acrylic polymers, polyethers, polyesters, polyolefins, polysulfites, siloxane crosslinked organic polymers, fluorine-containing polymers, rubber polymers, and epoxy resins. The animal repelling device according to any one of <1> to <5>, which is at least one kind of animal repelling device.
<7> The animal repelling device according to any one of <1> to <6>, wherein the crosslinked polymer is liquid at 25°C.
<8> A method for repelling animals, comprising the step of arranging the animal repelling device according to any one of <1> to <7> in a space for repelling animals.

ADVANTAGE OF THE INVENTION According to this invention, the above-mentioned problems in the past can be solved, the above-mentioned objects can be achieved, and an animal repellent can be used for a long period of time without impairing the activity of an animal repellent containing a thiazoline compound as an active ingredient. It is possible to provide an animal repelling device that can disperse and an animal repelling method using the animal repelling device.

FIG. 1 is a schematic diagram showing an example of the animal repelling device of the present invention.

(animal repellent device)
The animal repelling device of the present invention includes a container and, if necessary, other members.

<Container>
The container means a container having a housing space inside, and in the present invention, an animal repellent composition containing an animal repellent and a crosslinked polymer, with a film-like member disposed on the side in contact with the outside world. The hardened material is accommodated inside.

The container is not particularly limited in its shape, structure, size (volume), average thickness of the outer wall, material, etc., and can be appropriately selected according to the purpose.

Examples of the shape of the container include polyhedral shape, columnar shape, pyramidal shape, conical shape, spherical shape, elliptical spherical shape, spindle shape, irregular shape, or combinations thereof.

The structure of the container may be, for example, a single-layer structure or a multi-layer structure of two or more layers.

The size (volume) of the container is, for example, 0.1 mL or more, 0.5 mL or more, 1 mL or more, 5 mL or more, 10 mL or more, 15 mL or more, 20 mL or more, 30 mL or more, 50 mL or more, 100 mL or more, 200 mL or more, 300 mL or more, 400 mL or more, 500 mL or more, 1 L or more, 2 L or more, 3 L or more, 4 L or more, 5 L or more, or 10 L or more, and/or 10 L or less, 5 L or less, 4 L or less, 3 L or less, 2 L or less, 1 L or less, 500 mL 400 mL or less, 300 mL or less, 200 mL or less, 100 mL or less, 50 mL or less, 30 mL or less, 20 mL or less, 15 mL or less, 10 mL or less, 5 mL or less, 1 mL or less, 0.5 mL or less, or 0.1 mL or less .

The average thickness of the outer wall of the container is, for example, 100 μm or more, 200 μm or more, 500 μm or more, 1000 μm or more, 2000 μm or more, 5000 μm or more, 10000 μm or more, and/or 10000 μm or less, 5000 μm or less, 2000 μm or less, 1000 μm or less, 500 μm or less. , 200 μm or less, or 100 μm or less.

As for the material of the container, it is preferable that the whole or part thereof is composed of polymer, glass, metal, wood, etc. Among these, polymer is particularly preferable in terms of moldability and weight.

Examples of the polymer include polyolefin-based polymer, acrylic-based polymer, urethane-based polymer, polyvinyl chloride-based polymer, polyester-based polymer, polyvinyl-based polymer, vinylidene-based polymer, epoxy resin, and polystyrene-based polymer. These may be used individually by 1 type, and may use 2 or more types together.

The polyolefin-based polymer is a polymer compound synthesized using an alkene as a monomer. The polyolefin polymer is not particularly limited and may be appropriately selected depending on the purpose. Examples include polyethylene, polypropylene (PP), ethylene-ethyl acrylate copolymer (EEA), ethylene-vinyl acetate copolymer. Coalescing (EVA), ethylene-styrene copolymer and the like.

The acrylic polymer is a polymer of acrylic acid-based monomers or methacrylic acid-based monomers. The acrylic acid-based monomer is not particularly limited and can be appropriately selected depending on the intended purpose. Examples thereof include acrylic acid, acrylic acid ester, and acrylamide. The methacrylic acid-based monomer is not particularly limited and can be appropriately selected depending on the intended purpose. Examples thereof include methacrylic acid, methacrylic acid esters, and methacrylamide.

The urethane-based polymer is not particularly limited and can be appropriately selected depending on the intended purpose. Polyurethanes that are

The polyvinyl chloride-based polymer is not particularly limited and can be appropriately selected according to the purpose. Examples include polyvinyl chloride.

The above polyester-based polymers include polyesters synthesized by polycondensation reactions of polycarboxylic acids, polyols, or ester compounds thereof. Examples of the polycarboxylic acid include terephthalic acid and 2,6-naphthalenedicarboxylic acid. Examples of the polyol include ethylene glycol, 1,3-propanediol, 1,4-butanediol, 1,4-cyclohexanedimethanol and the like. The polyester-based polymer is not particularly limited and can be appropriately selected depending on the intended purpose. Examples thereof include polyethylene terephthalate (PET).

The polyvinyl-based polymer is not particularly limited and can be appropriately selected according to the purpose. Examples include polyvinyl alcohol.

The vinylidene-based polymer is not particularly limited and can be appropriately selected according to the purpose. Examples thereof include polyvinylidene chloride.

The epoxy resin is not particularly limited and can be appropriately selected according to the purpose. Examples include bisphenol A type epoxy resin.

The polystyrene-based polymer is not particularly limited and can be appropriately selected according to the purpose. Examples include polystyrene.

Among the above polymers, polyethylene terephthalate, polypropylene, and polyethylene are preferable because of their low water vapor permeability.

-Membrane member-
The film-like member is provided in the open portion of the container that is in contact with the outside world. One or more openings are provided in the container, and the shape and size thereof can be adjusted as appropriate.

The shape, size (average thickness), structure, material, etc. of the film-like member are not particularly limited, and can be appropriately selected according to the purpose.
Examples of the shape of the film-like member include a film shape, a sheet shape, a plate shape, and a wrap shape.

The size (average thickness) of the membranous member is 0.1 μm or more, 1 μm or more, 5 μm or more, 10 μm or more, 20 μm or more, 50 μm or more, 100 μm or more, 500 μm or more, 1000 μm or more, and/or 1000 μm or less and 500 μm. 100 μm or less, 50 μm or less, 20 μm or less, 10 μm or less, 5 μm or less, 1 μm or less, or 0.1 μm or less.

As for the material of the film-like member, it is preferable that the whole or a part of the film-like member is made of a polymer.
Examples of the polymer include polyolefin-based polymer, acrylic polymer, urethane-based polymer, polyvinyl chloride-based polymer, polyester-based polymer, polyvinyl-based polymer, vinylidene-based polymer, epoxy resin, and polystyrene-based polymer. These may be used individually by 1 type, and may use 2 or more types together.

Among the materials for the film-like member, polyethylene, polyethylene/polypropylene copolymer, and polyvinylidene chloride are preferable because of their low water vapor permeability.

<Other parts>
Other members are not particularly limited and can be appropriately selected according to the purpose. Examples include various sensors for grasping the conditions (temperature, humidity, pressure, etc.) inside the container.

In the present invention, the volume of the space (void) between the film member and the cured product in the container has a ratio of 5% or more to the volume of the container (hereinafter referred to as "void ratio"). , 10% or more, 30% or more, 50% or more, or 70% or more, and/or 90% or less, and 70% or less, 50% or less, 30% or less, 10% or less, or 5% or less good too.
When the porosity is 5% or more and 90% or less, there is an advantage that an absolute amount of the animal repellent sufficient to diffuse into the air can be obtained.
If the porosity is less than 5%, it becomes difficult to obtain an absolute amount of the animal repellent sufficient to diffuse into the atmosphere, and the distance between the film member and the cured animal repellent composition becomes short. Rainwater, etc., may have the effect of decomposing animal repellents. On the other hand, if the porosity exceeds 90%, although the initial repellent effect of the animal repellent is obtained, the absolute amount of the animal repellent is small, so the sustained release of the animal repellent may become insufficient. .
Here, since the void volume of the container is determined by the standard, the void volume of the container is assumed to be 100%. Since the specific gravity of the animal repellent composition is fixed, the volume of the filled animal repellent composition is calculated from the weight of the filled animal repellent composition, and the volume of this animal repellent composition is subtracted from 100%. can.

In one aspect of the present invention, the water vapor permeability of the container at 25° C. is 0 (g/m ² ·24 hours) or more, 0.1 (g/m ² ·24 hours) or more, 1 (g/m ² 24 hours) or more, 5 (g/m ² 24 hours) or more, 10 (g/m ² 24 hours) or more, 30 (g/m ² 24 hours) or more, or 50 (g/m ² 24 hours) or more, and/or 50 (g/m ² 24 hours) or less, 30 (g/m ² 24 hours) or less, 10 (g/m ² 24 hours) or less, 5 (g/m ^2.24 hours) or less, 1 (g/ ^m 2.24 hours) or less, 0.1 (g/ ^m 2.24 hours) or less, or 0 (g/ ^m 2.24 hours) or less .
When the water vapor transmission rate of the container is 50 (g/m ² · 24 hours) or less, it is possible to prevent moisture from entering the container, so that hydrolysis of the animal repellent in the cured product can be prevented and repelled. The durability of the effect can be improved.

In one aspect of the present invention, the water vapor permeability of the film member at 25° C. is 0.1 (g/m ² ·24 hours) or more, 1 (g/m ² ·24 hours) or more, 5 (g /m ² 24 hours) or more, 10 (g/m ² 24 hours) or more, 30 (g/m ² 24 hours) or more, 50 (g/m ² 24 hours) or more, 100 (g/m ² 24 hours) or more, or 150 (g/m ² 24 hours) or more, and/or 150 (g/m ² 24 hours) or less, 100 (g/m ² 24 hours) or less, 50 (g /m ² 24 hours) or less, 30 (g/m ² 24 hours) or less, 10 (g/m ² 24 hours) or less, 5 (g/m ² 24 hours) or less, 1 (g/m ² ·24 hours) or less, or 0.1 (g/m ² ·24 hours) or less.
When the water vapor transmission rate of the film-like member is 150 (g/m ² ·24 hours) or less, it is possible to prevent moisture from entering the container, thereby preventing hydrolysis of the animal repellent in the cured product. , can improve the sustainability of the repellent effect.

In one aspect of the present invention, the cured product obtained by curing the animal repellent composition has a water vapor transmission rate at 25°C of 0.1 (g/m ² ·24 hours) or more and 1 (g/m ² ·24 hours) ) or more, 5 (g/m ² 24 hours) or more, 10 (g/m ² 24 hours) or more, 30 (g/m ² 24 hours) or more, 50 (g/m ² 24 hours) or more , or 100 (g/m ² 24 hours) or more, and/or 100 (g/m ² 24 hours) or less, 50 (g/m ² 24 hours) or less, 30 (g/m ² 24 hours) ) or less, 10 (g/m ² 24 hours) or less, 5 (g/m ² 24 hours) or less, 1 (g/m ² 24 hours) or less, or 0.1 (g/m ² 24 hours) or less time) may be less.
When the cured product obtained by curing the animal repellent composition has a water vapor permeability of 100 (g/m ² ·24 hours) or less, the cured product obtained by curing the animal repellent composition has a low water vapor permeability. To suppress the contact between an animal repellent contained in an article and moisture in the air, and to release the animal repellent over a long period of time without impairing the activity of the animal repellent containing a thiazoline compound as an active ingredient. becomes possible.

The water vapor permeability of the cured product obtained by curing the container, the film member, and the animal repellent composition can be measured based on JIS Z0208: 1976 (Moisture Permeability Test Method for Moisture-Proof Packaging Materials (Cup Method)). can.

Here, FIG. 1 is a schematic diagram showing an example of the animal repelling device of the present invention. In the animal repelling device 10 of FIG. 1, a film member 2 is attached to the top of the space 3 of the container 1, and the periphery is fixed with vinyl tape. are housed in
According to the animal repellent device of the present invention, since the container and the film-like member have low water vapor permeability and the container has an appropriate porosity, the volatilized animal repellent can be kept at a constant concentration and the film-like member can be The repellent effect can be sustained by gradual diffusion through the member.

The animal repelling composition contained in the animal repelling device of the present invention will be described in detail below.
The animal repellent composition contains an animal repellent, a crosslinked polymer, and optionally other ingredients.

<Animal Repellent>
As used herein, the type of "animal" to which the "animal repellent" can be applied is not particularly limited and can be appropriately selected according to the purpose. All pests that bring Examples of the animals include mice, moles, rabbits, weasels, deer, wild boars, monkeys, cats, and bears.

As used herein, the term "rat" is not particularly limited as long as it belongs to the order Rodentia. Said rodents include porcupinea, rodents, squirrels, and the like. Examples of the "mouse" include black rats, brown rats, house mice, Japanese field mice, voles, bamboo mice, squirrels, porcupines, degus, and nutria.
As used herein, a "deer" is an animal belonging to the family Cervidae. Examples of the above-mentioned "deer" include Japanese deer such as Yezo deer, Japanese deer, Eurasian deer, and Yaku's deer, and Japanese muntjac.

The animal repellent contains a thiazoline compound as an active ingredient. As used herein, "thiazoline compound" means a compound having a thiazoline ring or thiazolidine ring, or a compound having a thiomorpholine ring. The thiazoline compound is preferably, but not limited to, a compound that has volatility and can be perceived by an animal's sense of smell, and as a result, a compound that can induce repellent behavior in animals. The thiazoline compound has an effect that mimics the substances contained in the urine of predators for small animals and herbivores, and therefore, for small animals such as rats, moles, rabbits, and deer, or herbivores Shows a strong repellent effect.

The animal repellent contained in the animal repellent composition of the present invention contains, as an active ingredient, at least one selected from heterocyclic compounds represented by the following general formula (1), chain sulfide compounds and alkylisothiocyanates. do. The heterocyclic compound represented by the general formula (1) also includes salts thereof.

However, in the general formula (1), ring A represents a 3- to 7-membered heterocyclic ring containing at least one heteroatom selected from a nitrogen atom, a sulfur atom and an oxygen atom, and R ₁ and R ₂ are each independently a hydrogen atom, a halogen atom, an optionally substituted alkyl group, an optionally substituted alkoxy group, an acyl group, an optionally esterified carboxyl group, an optionally substituted thiol group, or an optionally substituted amino group or oxo group.

Ring A in the general formula (1) is 3 to 7 containing at least one (preferably 1 to 3, more preferably 1 or 2) heteroatoms selected from a nitrogen atom, a sulfur atom and an oxygen atom. Indicates a membered heterocycle. Ring A is preferably a 3- to 7-membered heterocyclic ring containing a nitrogen atom and/or a sulfur atom. Ring A is more preferably a 3- to 7-membered heterocyclic ring containing a nitrogen atom and a sulfur atom. The number of members of ring A is preferably 3-6, more preferably 5 or 6.

The heterocyclic ring is not particularly limited and can be appropriately selected depending on the intended purpose. Sulfide, trimethylene sulfide, thiophene, thiolane, tetrahydro-2H-thiopyran, thiazoline (e.g. 2-thiazoline, 3-thiazoline, 4-thiazoline), thiazole, thiazolidine, isothiazole, isothiazoline, thiomorpholine, thiadiazoline, thiadiazole, thia diazolidine, 1,3-thiazane, 5,6-dihydro-4H-1,3-thiazine, furan, 2H-pyran, 4H-pyran, oxazole, isoxazole, morpholine, oxazoline and the like. These may be used individually by 1 type, and may use 2 or more types together. Among these, thiazolines (e.g. 2-thiazolines), thiazoles, thiazolidines, isothiazoles, isothiazolines, thiomorpholines, thiadiazolines, thiadiazoles, thiadiazolidines, 1,3-thiazanes, 5,6-dihydro-4H-1,3 -thiazine is preferred, thiazoline (eg 2-thiazoline), thiazole, thiazolidine, 1,3-thiazane, 5,6-dihydro-4H-1,3-thiazine, thiomorpholine are more preferred.

Examples of the "halogen atom" include fluorine atom, chlorine atom, bromine atom, and iodine atom.

The term "alkyl group" (when used as a group or part of a group) refers to a straight or branched chain alkyl group having the indicated number of carbon atoms. As the alkyl group, for example, an alkyl group having 1 to 6 carbon atoms is preferable, and an alkyl group having 1 to 4 carbon atoms is more preferable. The C1-6 alkyl group means a linear or branched alkyl group having 1-6 carbon atoms.
Examples of the alkyl group having 1 to 6 carbon atoms include methyl group, ethyl group, propyl group, isopropyl group, butyl group, 1-methylpropyl group, 2-methylpropyl group, tert-butyl group, pentyl group, 1 -methylbutyl group, 2-methylbutyl group, 3-methylbutyl group, 1,1-dimethylpropyl group, 2,2-dimethylpropyl group, 1,2-dimethylpropyl group, 1-ethylpropyl group, hexyl group, 1-methyl pentyl group, 2-methylpentyl group, 3-methylpentyl group, 4-methylpentyl group, 1,1-dimethylbutyl group, 2,2-dimethylbutyl group, 3,3-dimethylbutyl group, 1,2-dimethyl butyl group, 1,3-dimethylbutyl group, 2,3-dimethylbutyl group, 1-ethylbutyl group, 2-ethylbutyl group, 1-ethyl-2-methylpropyl group and the like. Among these, linear or branched alkyl groups having 1 to 4 carbon atoms are preferred, methyl group, ethyl group, propyl group, isopropyl group, butyl group and isobutyl group are more preferred, and methyl group is particularly preferred.

The alkyl group may be substituted, and examples of the substituent include a halogeno group. Examples of the halogeno group include a fluoro group, a chloro group, and a bromo group. The aforementioned haloalkyl group having 1 to 6 carbon atoms means an alkyl group having 1 to 6 carbon atoms substituted with 1 to 5 halogeno groups. , may be the same or different.
Examples of the haloalkyl group having 1 to 6 carbon atoms include fluoromethyl group, difluoromethyl group, trifluoromethyl group, chlorodifluoromethyl group, 1-fluoroethyl group, 2-fluoroethyl group, 2-chloroethyl group, 2 -bromoethyl group, 1,1-difluoroethyl group, 1,2-difluoroethyl group, 2,2,2-trifluoroethyl group, 1,1,2,2-tetrafluoroethyl group, 1,1,2, 2,2-pentafluoroethyl group, 1-fluoropropyl group, 1,1-difluoropropyl group, 2,2-difluoropropyl group, 3-fluoropropyl group, 3,3,3-trifluoropropyl group, 4- fluorobutyl group, 4,4,4-trifluorobutyl group, 5-fluoropentyl group, 5,5,5-trifluoropentyl group, 6-fluorohexyl group, 6,6,6-trifluorohexyl group, etc. mentioned.

The term "alkoxy group" (when used as a group or part of a group) refers to an -O(alkyl) group having the indicated number of carbon atoms. Examples of the alkoxy group include alkoxy groups having 1 to 6 carbon atoms.
Examples of the alkoxy group having 1 to 6 carbon atoms include a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, a 1-methylpropoxy group, a 2-methylpropoxy group, a tert-butoxy group and a pentyloxy group. , 1-methylbutoxy group, 2-methylbutoxy group, 3-methylbutoxy group, 1,1-dimethylpropoxy group, 2,2-dimethylpropoxy group, 1,2-dimethylpropoxy group, 1-ethylpropoxy group, hexyl oxy group, 1-methylpentyloxy group, 2-methylpentyloxy group, 3-methylpentyloxy group, 4-methylpentyloxy group, 1,1-dimethylbutoxy group, 2,2-dimethylbutoxy group, 3,3 -dimethylbutoxy group, 1,2-dimethylbutoxy group, 1,3-dimethylbutoxy group, 2,3-dimethylbutoxy group, 1-ethylbutoxy group, 2-ethylbutoxy group, 1-ethyl-2-methylpropoxy group etc.

The alkoxy group may be substituted, and examples of the substituent include a halogeno group. Examples of the halogeno group include the same groups as the substituents of the alkyl group. A haloalkoxy group having 1 to 6 carbon atoms means an alkoxy group having 1 to 6 carbon atoms substituted with 1 to 5 halogeno groups. , may be the same or different.
Examples of the haloalkoxy group having 1 to 6 carbon atoms include a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, a 1-fluoroethoxy group, a 2-fluoroethoxy group, a 2-chloroethoxy group and a 2-bromoethoxy group. group, 1,1-difluoroethoxy group, 1,2-difluoroethoxy group, 2,2,2-trifluoroethoxy group, 1,1,2,2-tetrafluoroethoxy group, 1,1,2,2, 2-pentafluoroethoxy group, 1-fluoropropoxy group, 1,1-difluoropropoxy group, 2,2-difluoropropoxy group, 3-fluoropropoxy group, 3,3,3-trifluoropropoxy group, 2,2, 3,3,3-pentafluoropropoxy group, 4-fluorobutoxy group, 4,4,4-trifluorobutoxy group, 5-fluoropentyloxy group, 5,5,5-trifluoropentyloxy group, 6-fluoro A hexyloxy group, a 6,6,6-trifluorohexyloxy group, and the like are included.

Examples of the "acyl group" include a formyl group and an alkyl-carbonyl group having 1 to 6 carbon atoms. Examples of the alkyl-carbonyl group having 1 to 6 carbon atoms include acetyl group, propionyl group, butyryl group, isobutyryl group, valeryl group and hexanoyl group.

The term "carboxyl group" (when used as a group or part of a group) indicates a -COOH group. The carboxyl group may be esterified. Specific examples of the carboxyl group which may be esterified include a carboxyl group and an alkoxycarbonyl group having 1 to 6 carbon atoms. The alkoxy moiety having 1 to 6 carbon atoms in the alkoxycarbonyl group having 1 to 6 carbon atoms has the same meaning as the alkoxy group having 1 to 6 carbon atoms in the optionally substituted alkoxy group.

The term "thiol group" (when used as a group or part of a group) indicates a -SH group. The thiol group may be substituted, and examples of the substituent include an alkyl group having 1 to 6 carbon atoms, and the alkyl group having 1 to 6 carbon atoms is an optionally substituted alkyl group. It has the same meaning as an alkyl group having 1 to 6 carbon atoms. Specific examples of the optionally substituted thiol group include a thiol group and an alkylthio group having 1 to 6 carbon atoms. Examples of the alkylthio group having 1 to 6 carbon atoms include methylthio group, ethylthio group, propylthio group and butylthio group.

The term "amino group" (when used as a group or part of a group) denotes a _-NH2 group. The amino group may be substituted with one or two substituents, and the substituents include, for example, an alkyl group having 1 to 6 carbon atoms, —COR ₅ (wherein R ₅ is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms), etc., and the alkyl group having 1 to 6 carbon atoms has the same meaning as the optionally substituted alkyl group having 1 to 6 be. Specific examples of optionally substituted amino groups include an amino group, an alkylamino group having 1 to 6 carbon atoms, a di(alkyl having 1 to 6 carbon atoms) amino group, and —NR ₄ COR ₅ (wherein in the formula , R ₄ and R ₅ each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.). Examples of the alkylamino group having 1 to 6 carbon atoms include methylamino group, ethylamino group and 1-methylethylamino group. Examples of the di(C1-C6 alkyl)amino group include a dimethylamino group, an N-ethyl-N-methylamino group and a bis(1-methylethyl)amino group.

The term "oxo" (when used as a group or part of a group) denotes a =O group.

Heterocyclic compounds suitable for use as the active ingredient of the animal repellent contained in the animal repellent composition of the present invention include, for example, thiazole, 2-methylthiazole, 2-ethylthiazole, 2-bromothiazole, 4-methyl Thiazole, 2-formylthiazole, 2-aminothiazole, 5-methylthiazole, 2,4-dimethylthiazole, 4,5-dimethylthiazole, 2-thiazoline, 2-methyl-2-thiazoline, 2-ethyl-2-thiazoline , 2-bromo-2-thiazoline, 2,4-dimethyl-2-thiazoline, 4-methyl-2-thiazoline, 2-methylthio-2-thiazoline, 2-methyl-4-ethyl-2-thiazoline, 2-amino -2-thiazoline, 5-methyl-2-thiazoline, 4,5-dimethyl-2-thiazoline, 2,5-dimethyl-2-thiazoline, 2-mercapto-2-thiazoline, 2-propyl-2-thiazoline, 2 -(1-methylethyl)-2-thiazoline, 2-(1-methylpropyl)-2-thiazoline, thiazolidine, 2-methylthiazolidine, 4-methylthiazolidine, 5-methylthiazolidine, 2,4-dimethylthiazolidine, 2 , 2-dimethylthiazolidine, 2,5-dimethylthiazolidine, 4,5-dimethylthiazolidine, 2,4,5-trimethylthiazolidine, 1,3-thiazane, 5,6-dihydro-4H-1,3-thiazine, 2 -methyl-2-oxazoline, 2-ethyl-2-oxazoline, 2-isopropyl-2-oxazoline, 2-propyl-2-oxazoline, 2,4,4-trimethyl-2-oxazoline, 4,4-dimethyl-2 -oxazoline, oxazole, thiophene, thiolane (tetrahydrothiophene), imidazole, thiomorpholine, morpholine, isobutylene sulfide and the like.

Examples of the thiazoline compound used as the active ingredient of the animal repellent include compounds selected from compounds represented by the following general formulas (I) to (VIII). Among these, compounds selected from compounds represented by the following general formulas (I) to (VI) are preferred. The compounds represented by formulas (I) to (VIII) also include salts thereof.

Here, in the general formulas (I) to (VIII), R ₁ , R ₂ and R ₃ each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, or a haloalkyl group, alkoxy group having 1 to 6 carbon atoms, haloalkoxy group having 1 to 6 carbon atoms, formyl group, alkyl-carbonyl group having 1 to 6 carbon atoms, carboxyl group, alkoxycarbonyl group having 1 to 6 carbon atoms, thiol , an alkylthio group having 1 to 6 carbon atoms, an amino group, an alkylamino group having 1 to 6 carbon atoms, a di(alkyl having 1 to 6 carbon atoms) amino group, —NR ₄ COR ₅ or an oxo group.
R ₄ and R ₅ each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. However, in the general formula (I), R ₁ and R ₂ are not oxo groups, and in the general formulas (II), (VII) and (V), R ₁ is not an oxo group, and the general formula In (III), R ₁ and R ₃ may together form an oxo group.

More preferred examples of the compounds represented by the above general formulas (I) to (VIII) are those in which R ₁ , R ₂ and R ₃ are each independently a hydrogen atom, a halogen atom, or an alkyl group having 1 to 6 carbon atoms. or a compound having an alkylthio group having 1 to 6 carbon atoms or a salt thereof.
Another preferred embodiment of the heterocyclic compound is the 2-position and/or 4-position, or 2-position and/or 5-position among the heterocyclic compounds represented by the general formulas (I) to (VIII). Position-substituted thiazoles, thiazolines, thiazolidines, thiophenes, thiomorpholines, and the like. Such heterocyclic compounds include substances commonly known as reagents, are commercially available, and can be obtained by known methods.

Preferred examples of the compounds represented by the general formulas (I), (II), (III), (VII), or (VIII) are those in which R ₁ , R ₂ and R ₃ are each independently hydrogen atom, halogen atom, alkyl group having 1 to 6 carbon atoms, haloalkyl group having 1 to 6 carbon atoms, alkoxy group having 1 to 6 carbon atoms, haloalkoxy group having 1 to 6 carbon atoms, formyl group, 1 to 6 carbon atoms Alkyl-carbonyl group, carboxyl group, alkoxycarbonyl group having 1 to 6 carbon atoms, thiol group, alkylthio group having 1 to 6 carbon atoms, amino group, alkylamino group having 1 to 6 carbon atoms, di (C 1 to 6 alkyl)amino group, —NR ₄ COR ₅ or oxo group, and R ₄ and R ₅ each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, or a salt thereof. However, R ₁ and R ₂ in the general formula (I) are not oxo groups, R ₁ is not an oxo group in the general formulas (II) and (VII), and R ₁ and _R3 may together form an oxo group.

Further preferred examples of the compounds represented by the general formulas ( _I ), ( _II ), ( _III ), (VII), or (VIII) are: Compounds or salts thereof having a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, or an alkylthio group having 1 to 6 carbon atoms can be mentioned.
Particularly preferred examples of the compounds represented by the general formulas (I) to (III) are those in which R ₁ , R ₂ and R ₃ are each independently a hydrogen atom, a halogen atom, or an alkyl group having 1 to 6 carbon atoms. or a compound having an alkylthio group having 1 to 6 carbon atoms or a salt thereof.
In the above general formulas (I) to (III), R ₁ is a hydrogen atom, a halogen atom (eg, bromine atom), an alkyl group having 1 to 6 carbon atoms (eg, methyl group, ethyl group) or 1 to 6 carbon atoms is an alkylthio group (e.g., methylthio group), R ₂ is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms (e.g., methyl group), and R ₃ is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms ( For example, a compound having a methyl group) or a salt thereof is more preferable.
In the above general formulas (I) to (III), compounds in which R ₁ , R ₂ and R ₃ each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms (eg, methyl group, ethyl group), or compounds thereof Salt is more preferred.

Another preferred embodiment of the heterocyclic compound used as an active ingredient of the animal repellent contained in the animal repellent composition of the present invention is the general formula (I) or (II) in which R ₁ and R ₂ each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a formyl group, an alkyl-carbonyl group having 1 to 6 carbon atoms, a carboxyl group, an amino group, a thiol group, a haloalkyl group having 1 to 6 carbon atoms, an alkylamino group having 1 to 6 carbon atoms, a di(alkyl having 1 to 6 carbon atoms) amino group, an alkylthio group having 1 to 6 carbon atoms or —NR ₄ COR ₅ show. In the compound of general formula (II), R ₂ may represent an oxo group, and when either R ₁ or R ₂ is a hydrogen atom, the other is not a hydrogen atom, and R ₄ and R ₅ each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, or a salt thereof.

Another preferred embodiment of the heterocyclic compound used as an active ingredient of the animal repellent contained in the animal repellent composition of the present invention is represented by general formulas (I) to (VI) above, wherein R ₁ is hydrogen. Atom, halogen atom (eg bromine atom), alkyl group having 1 to 6 carbon atoms (eg methyl group, ethyl group) or alkylthio group having 1 to 6 carbon atoms (eg methylthio group). R ₂ represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms (eg, methyl group). Examples of R ₃ include compounds or salts thereof in which a hydrogen atom or an alkyl group having 1 to 6 carbon atoms (eg, methyl group) is shown.
In the above general formulas (I) to (VI), compounds or compounds thereof in which R ₁ , R ₂ and R ₃ are each independently a hydrogen atom or an alkyl group having 1 to 6 carbon atoms (e.g., methyl group, ethyl group) Salt is more preferred.

Another preferred embodiment of the heterocyclic compound used as an active ingredient of the animal repellent agent contained in the animal repellent composition of the present invention is represented by the above general formula (I) or (II), wherein R ₁ and R ₂ each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms (e.g., methyl group, ethyl group), and when one of R ₁ and R ₂ is a hydrogen atom, the other is not a hydrogen atom; compounds or salts thereof.

Another preferred embodiment of the heterocyclic compound used as an active ingredient of the animal repellent contained in the animal repellent composition of the present invention is represented by the above general formula (III), wherein R ₁ , R ₂ and R ₃ each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms (eg, methyl group), or a salt thereof.
Another preferred embodiment of the heterocyclic compound used as an active ingredient of the animal repellent contained in the animal repellent composition of the present invention is represented by the above general formula (V), wherein R ₁ and R ₂ are independently and a compound having a hydrogen atom or an alkyl group having 1 to 6 carbon atoms (eg, methyl group) or a salt thereof.
More preferred are compounds or salts thereof in which, in the general formula (V), when either R ₁ or R ₂ is a hydrogen atom, the other is not a hydrogen atom.

Another preferred embodiment of the heterocyclic compound used as an active ingredient of the animal repellent contained in the animal repellent composition of the present invention is represented by the above general formula (VI), wherein R ₁ and R ₂ are independent and a compound having a hydrogen atom or an alkyl group having 1 to 6 carbon atoms (eg, methyl group) or a salt thereof.

Suitable examples of the compound represented by the general formula (I) include 2-methylthiazole, 2-ethylthiazole, 2-bromothiazole, 4-methylthiazole, and 2,4-dimethylthiazole.

Examples of the compound represented by the general formula (II) include 2-methyl-2-thiazoline, 2-methylthio-2-thiazoline, 4-methyl-2-thiazoline, 2,4-dimethyl-2-thiazoline, and the like. It is preferably mentioned.

Suitable examples of the compound represented by the general formula (III) include thiazolidine, 2-methylthiazolidine, 2,2-dimethylthiazolidine, 4-methylthiazolidine, and 2,4-dimethylthiazolidine.

Suitable examples of the compound represented by the above general formula (IV) include thiomorpholine and the like.

Suitable examples of the compound represented by the general formula (V) include 2,5-dimethyl-2-thiazoline and 5-methyl-2-thiazoline.

Suitable examples of the compound represented by the general formula (VI) include 5-methylthiazolidine.

Examples of the compound represented by the general formula (VII) include 5,6-dihydro-4H-1,3-thiazine, 2-methyl-5,6-dihydro-4H-1,3-thiazine and 2,4 -dimethyl-5,6-dihydro-4H-1,3-thiazine and the like are preferred.

Preferred examples of the compound represented by the general formula (VIII) include 1,3-thiazane, 2-methyl-tetrahydro-1,3-thiazine, 2,4-dimethyl-tetrahydro-1,3-thiazine, and the like. mentioned.

The compound having a repelling activity contained in the animal repellent is not limited to the above heterocyclic compound, and is a compound having a chain structure without forming a ring (hereinafter sometimes referred to as a "chain compound"). There may be. The chain compound contains at least one heteroatom selected from a nitrogen atom, a sulfur atom and an oxygen atom. Examples of the chain compound include chain sulfide compounds and alkylisothiocyanates. Examples of the chain sulfide compound include allyl methyl sulfide. Examples of the alkylisothiocyanate include alkylisothiocyanates having 1 to 6 carbon atoms such as ethylisothiocyanate.

The salt of the compound that constitutes the animal repellent includes any pharmaceutically, agriculturally, or industrially acceptable salt, for example, alkali metal salts such as sodium salts and potassium salts; alkaline earth metal salts such as magnesium salts and calcium salts; ammonium salts such as dimethylammonium salts and triethylammonium salts; inorganic acid salts such as hydrochlorides, perchlorates, sulfates and nitrates; acetates and methanesulfonates and organic acid salts such as
The animal repellent contained in the animal repellent composition used in the present invention may additionally contain additional compounds having repellent activity in addition to the above. Such additional compounds that may be included include, but are not limited to, mint, camphor, and the like, which are conventionally used as rat repellents.

The content of the animal repellent contained in the animal repellent composition used in the present invention is 1×10 ⁻⁶ mass % or more, 1×10 ⁻⁵ mass % or more, 1×10 ⁻⁴ mass % or more, 1×10 ^-3 wt% or more, 0.01 wt% or more, 0.1 wt% or more, 1 wt% or more, 5 wt% or more, 10 wt% or more, 20 wt% or more, or 50 wt% or more, and/or 50 % by mass or less, 20% by mass or less, 10% by mass or less, 5% by mass or less, 1% by mass or less, 0.1% by mass or less, 0.01% by mass or less, 1×10 ⁻³ % by mass or less, 1×10 ⁻⁴ mass % or less, 1×10 ⁻⁵ mass % or less, or 1×10 ⁻⁶ mass % or less.

<Crosslinked polymer>
The cross-linkable polymer is not particularly limited as long as it is a polymer capable of undergoing a cross-linking reaction, and can be appropriately selected depending on the intended purpose. Examples include sulfite, siloxane-crosslinked organic polymer, fluorine-containing polymer, rubber-based polymer, and epoxy resin. These may be used individually by 1 type, and may use 2 or more types together. Among these, (meth)acrylic polymers and siloxane-crosslinked organic polymers are preferred from the viewpoints of flexibility, durability, moisture barrier properties, and repellent component diffusion properties.
It is preferable that the crosslinked polymer is liquid at 25° C. from the viewpoint of handleability.

<<Siloxane crosslinked organic polymer>>
A siloxane-crosslinked organic polymer is a polymer in which at least one of two or more oxyalkylene polymers and (meth)acrylic polymers is crosslinked by siloxane bonds.

-When the Oxyalkylene Polymer is Crosslinked with Siloxane Bonds-
When the oxyalkylene polymer of the siloxane crosslinked organic polymer is crosslinked by siloxane bonds, the siloxane crosslinked organic polymer is at least two types of oxyalkylene polymers (hereinafter, "first oxyalkylene polymer", " (referred to as "the second oxyalkylene polymer") may be crosslinked.

In the following description, "active hydrogen group" specifies the position of the siloxane bond in the oxyalkylene polymer that constitutes the siloxane crosslinked organic polymer.

The first oxyalkylene polymer may be an oxyalkylene polymer having at least two active hydrogen groups, and the second oxyalkylene polymer may be an oxyalkylene polymer having one active hydrogen group.

The number average molecular weight of the first oxyalkylene polymer is preferably 4,000 or more per active hydrogen group, and if it is lower than 4,000, the elongation of the cured product of the hydrolyzable silicon group-containing oxyalkylene polymer may be low. There is The number average molecular weight is preferably 5,000 or more, more preferably 7,000 or more.

On the other hand, the number average molecular weight of the second oxyalkylene polymer is preferably 0.6 times or less of the GPC (gel permeation chromatography) peak top molecular weight of the first oxyalkylene polymer, and 0.6 If it is more than double, there is a problem that the viscosity reducing effect becomes small. The peak top molecular weight is more preferably 0.5 times or less, particularly preferably 0.4 times or less. On the other hand, if the number average molecular weight of the second oxyalkylene polymer is too low, a large amount of silicon compound is required to convert the active hydrogen groups to hydrolyzable silicon groups, leading to an increase in cost. The number average molecular weight of the alkylene polymer is realistically preferably 2,000 or more.

In the first and/or second oxyalkylene polymer, the oxyalkylene group, which is a constituent unit of the polyoxyalkylene structure, is preferably an oxyalkylene group having 1 to 6 carbon atoms. For the first and/or second oxyalkylene polymer, it is preferable to use an oxyalkylene polymer whose constituent unit of the polyoxyalkylene structure is an oxypropylene group to improve compatibility with other resins, rapid curing and transparency. is particularly preferred in terms of

In addition, the number average molecular weight of the oxyalkylene polymer of the first and/or second oxyalkylene polymer is preferably 1,000 or more and 30,000 or less, and is 5,000 or more and 20,000 or less. is more preferred.

Also, the viscosity of the second oxyalkylene polymer is preferably 3/4 or less of the viscosity of the polymer in which the first and second oxyalkylene polymers coexist. When the viscosity of the second oxyalkylene polymer is more than 3/4 of the viscosity of the polymer in which the first and second oxyalkylene polymers coexist, the viscosity reducing effect is considered to be small.

The second oxyalkylene polymer is preferably present in an amount of 300 parts by mass or less, more preferably 200 parts by mass or less, and particularly preferably 100 parts by mass or less with respect to 100 parts by mass of the first oxyalkylene polymer. However, if the amount is too small, the expected viscosity reducing effect cannot be obtained, so the amount is preferably 3 parts by mass or more, more preferably 5 parts by mass or more, particularly preferably 10 parts by mass or more, and most preferably 20 parts by mass or more.
When the second oxyalkylene polymer is more than 300 parts by mass with respect to 100 parts by mass of the first oxyalkylene polymer, the curability of the finally obtained hydrolyzable silicon group-containing oxyalkylene polymer is remarkably high. There is a risk that it will deteriorate, and depending on the case, it will not harden.

In one embodiment, the oxyalkylene group which is a constituent unit of the polyoxyalkylene structure of the oxyalkylene polymer is an oxyalkylene group having 1 to 6 carbon atoms, and the number average molecular weight of the oxyalkylene polymer is 1,000 to 30, It may be 000.

Commercially available products can be used as the oxyalkylene polymer. Examples of the commercial products include MS Polymer S203H (manufactured by Kaneka Corporation), MS Polymer S303H (manufactured by Kaneka Corporation), MS Polymer 15A (manufactured by Kaneka Corporation). ), Cyril SAT030 (manufactured by Kaneka Corporation), Cyril SAT200 (manufactured by Kaneka Corporation), Cyril SAX400 (manufactured by Kaneka Corporation), Exestar S2410 (manufactured by Asahi Glass Co., Ltd.), Exestar S2420 (manufactured by Asahi Glass Co., Ltd.), Exe Star S3430 (manufactured by Asahi Glass Co., Ltd.) and the like can be mentioned.

-When the (meth)acrylic polymer is crosslinked with a siloxane bond-
In the following description, the term "crosslinkable silyl group" or "hydrolyzable silicon group" specifies the position of the siloxane bond in the (meth)acrylic polymer that constitutes the siloxane crosslinkable organic polymer.

When the (meth)acrylic polymer of the siloxane crosslinked organic polymer is crosslinked by siloxane bonds, the siloxane crosslinked organic polymer has at least one crosslinkable silyl group (or hydrolyzable silicon group) terminated. 100 parts by mass of (meth)acrylic polymer (A) having in, a monovalent or divalent aliphatic or alicyclic hydrocarbon group having 8 or more carbon atoms which may be branched, primary 0.1 to 100 parts by mass of a diamine compound (B) having at least one amino group, an optionally branched monovalent aliphatic or alicyclic hydrocarbon group having 8 or more carbon atoms, and a crosslinkable silyl 0.1 to 100 parts by mass of a diamine compound (C) having a group and/or a (meth)acryloyl group.

In addition, the siloxane cross-linking organic polymer may further contain a photopolymerization initiator (D) from the viewpoint of further improving stain resistance.

The (meth)acrylic polymer (A), diamine compound (B) and diamine compound (C) contained in the siloxane crosslinked organic polymer and the photopolymerization initiator (D) optionally contained are described in detail below. .

-(Meth)acrylic polymer (A)-
The (meth)acrylic polymer (A) has at least one crosslinkable silyl group shown below at its end, and has an acrylic acid alkyl ester monomer unit and/or a methacrylic acid alkyl ester monomer in its main chain. It is a polymer containing units.

Here, the crosslinkable silyl group is, for example, a silicon-containing group having a hydrolyzable group bonded to a silicon atom, a hydrolyzable silicon group, or a silanol group. It is a group that causes a condensation reaction by using a catalyst or the like, and typical examples thereof include groups represented by the following general formula (2).

In the general formula (2), R ⁶ and R ⁷ each independently represent an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aralkyl group having 7 to 20 carbon atoms, or (R ⁸ ). ₃ SiO— represents a triorganosiloxy group, and when there are two or more R ⁶ or R ⁷ , they may be the same or different.

Here, R ⁸ is a monovalent hydrocarbon group having 1 to 20 carbon atoms, and the three R ^8s may be the same or different. Y represents a hydroxyl group or a hydrolyzable group, and when two or more Y are present, they may be the same or different. a represents 0, 1, 2 or 3, and b represents 0, 1 or 2, respectively.

In addition, b in the t groups represented by the following general formula (3) may be different. t represents an integer from 0 to 19; However, it is assumed that a+t×b≧1 is satisfied.

The hydrolyzable group represented by Y above is not particularly limited as long as it is a conventionally known hydrolyzable group. Specific examples include a hydrogen atom, a halogen atom, an alkoxy group, an acyloxy group, a ketoximate group, an amino group, an amide group, an acid amide group, an aminooxy group, a mercapto group, and an alkenyloxy group. Among these, a hydrogen atom, an alkoxy group, an acyloxy group, a ketoximate group, an amino group, an amido group, an aminooxy group, a mercapto group and an alkenyloxy group are preferred, and methoxy groups are preferred because they are mildly hydrolyzable and easy to handle. Alkoxy groups such as groups are particularly preferred.

Among crosslinkable silyl groups, a crosslinkable silyl group represented by the following general formula (4) is preferable from the standpoint of easy availability. In general formula (4) below, R ⁷ , Y and a have the same meanings as R ⁷ , Y and a described above.

Specific examples of R ⁶ and R ⁷ in the general formula (2) include, for example, alkyl groups such as a methyl group and an ethyl group; alicyclic hydrocarbon groups such as a cyclohexyl group; aryl groups such as a phenyl group; triorganosiloxy groups represented by (R ⁸ ) ₃ SiO— in which R ⁸ is a methyl group, a phenyl group, or the like; and the like. A methyl group is particularly preferred as R ⁶ , R ⁷ and R ⁸ .

On the other hand, examples of alkyl acrylate monomer units forming the main chain of the (meth)acrylic polymer (A) include methyl acrylate, ethyl acrylate, propyl acrylate, isopropyl acrylate, n-butyl acrylate and isobutyl. acrylates, tert-butyl acrylate, n-pentyl acrylate, n-hexyl acrylate, cyclohexyl acrylate, n-heptyl acrylate, n-octyl acrylate, 2-ethylhexyl acrylate, nonyl acrylate, decyl acrylate, undecyl acrylate, dodecyl acrylate, lauryl acrylate , tridecyl acrylate, myristyl acrylate, cetyl acrylate, stearyl acrylate, bephenyl acrylate, phenyl acrylate, toluyl acrylate, benzyl acrylate, biphenyl acrylate, 2-methoxyethyl acrylate, 3-methoxybutyl acrylate, 2-hydroxyethyl acrylate, 2- Hydroxypropyl acrylate, glycidyl acrylate, 2-aminoethyl acrylate, trifluoromethylmethyl acrylate, 2-trifluoromethylethyl acrylate, 2-perfluoroethylethyl acrylate, 2-perfluoroethyl-2-perfluorobutylethyl acrylate, perfluoroethyl Fluoroethyl acrylate, perfluoromethyl acrylate, diperfluoromethylmethyl acrylate, 2-perfluoromethyl-2-perfluoroethylethyl acrylate, 2-perfluorohexylethyl acrylate, 2-perfluorodecylethyl acrylate, 2-perfluoro Acrylic acid esters such as hexadecylethyl acrylate and methacrylic acid esters corresponding thereto may be mentioned. These may be used individually by 1 type, and may use 2 or more types together.

In addition, the main chain of the (meth)acrylic polymer (A) is not particularly limited as long as it contains acrylic acid alkyl ester monomer units and/or methacrylic acid alkyl ester monomer units. The content of these monomer units preferably exceeds 50% by mass, more preferably 70% by mass or more, because the obtained cured product has good weather resistance and low-temperature flexibility.

Furthermore, the main chain of the (meth)acrylic polymer (A) includes, in addition to acrylic acid alkyl ester monomer units and/or methacrylic acid alkyl ester monomer units, monomers copolymerizable therewith It may contain body units. For example, a monomer unit containing a carboxy group such as acrylic acid and methacrylic acid; a monomer unit containing an amide group such as acrylamide, methacrylamide, N-methylol acrylamide, N-methylol methacrylamide; glycidyl acrylate, glycidyl Epoxy group-containing monomer units such as methacrylate; amino group-containing monomer units such as diethylaminoethyl acrylate, diethylaminoethyl methacrylate, and aminoethyl vinyl ether; A copolymerization effect can be expected in terms of curability and internal curability.

　In addition, monomer units derived from acrylonitrile, styrene, α-methylstyrene, alkyl vinyl ether, vinyl chloride, vinyl acetate, vinyl propionate, ethylene, etc. can be mentioned.

The monomer composition of the (meth)acrylic polymer (A) is appropriately selected depending on the application, purpose, and the like.

For example, if the alkyl chain of the alkyl ester portion of the monomer is long, the glass transition temperature will be low and the physical properties of the cured product will be a soft rubber-like elastic body. Conversely, if it is shorter, the glass transition temperature will be higher and the physical properties of the cured product will be harder. On the other hand, the physical properties after curing also greatly depend on the average molecular weight of the polymer.

Therefore, the monomer composition of the (meth)acrylic polymer (A) may be appropriately selected according to the desired viscosity, physical properties after curing, etc. while considering the molecular weight.

The average molecular weight of the (meth)acrylic polymer (A) is not particularly limited. It is preferable in terms of difficulty of processing, compatibility, and handling viscosity. Among them, those with a number average molecular weight of 1,000 to 50,000 are preferable in terms of the balance between strength and viscosity, and those with a number average molecular weight of 2,000 to 30,000 are preferred for ease of handling such as workability and adhesion. It is more preferable from the point of view of properties and the like.

The (meth)acrylic polymer (A) may be used alone or in combination of two or more.
A well-known thing can be used as such a (meth)acrylic polymer (A). Specifically, for example, Kaneka Telechelic polyacrylate SA100S, SA110S, SA120S, SA310S manufactured by Kaneka Corporation, XMAP resin (RC110C manufactured by Kaneka Corporation), XMAP resin (MM100C manufactured by Kaneka Corporation), etc. is mentioned.

-Diamine compound (B)-
The diamine compound (B) contained in the siloxane crosslinked organic polymer has an optionally branched monovalent or divalent aliphatic or alicyclic hydrocarbon group having 8 or more carbon atoms, and is a primary It is a compound having at least one amino group.

Here, as the diamine compound (B), for example, a diamine compound represented by the following formula (5) used for producing the diamine compound (C) described later, or a diamine compound represented by the following formula (6) etc.
R ¹ —NH—R ² —NH ₂ (5)
NH ₂ —R ⁹ —NH ₂ (6)
In the above formula (5), R ¹ preferably has 8 or more carbon atoms, which may be branched, more preferably 12 to 21 carbon atoms, and a monovalent aliphatic or alicyclic hydrocarbon group having 14 to 18 carbon atoms. is particularly preferred.

Here, the monovalent aliphatic hydrocarbon group is specifically exemplified by an alkyl group, an alkenyl group, and the like. More specifically, alkyl groups such as dodecyl group, hexadecyl group and octadecyl group (stearyl group); alkenyl groups such as oleyl group, ryluyl group and rylunyl group are preferably exemplified.

Further, specific examples of monovalent alicyclic hydrocarbon groups include monocyclic cycloalkyl groups and polycyclic alicyclic cycloalkyl groups. More specifically, monocyclic cycloalkyl groups such as cyclooctyl, cyclodecyl, and cyclododecyl groups; polycyclic cycloalkyl groups such as isobornyl, tricyclodecyl, tetracyclododecyl, and adamantyl; Some of the hydrogen atoms of the monovalent hydrogen group are, for example, methyl, ethyl, n-propyl, i-propyl, n-butyl, 2-methylpropyl, 1-methylpropyl, t-butyl groups substituted with one or more or one or more linear, branched or cyclic alkyl groups having 1 to 4 carbon atoms;

Of these, R ¹ is preferably a stearyl group or an oleyl group because they are readily available and the resulting cured product has excellent stain resistance.

On the other hand, in the above formula (5), R ² may contain an oxygen atom and may be branched. represents a hydrogen group.

Here, an alkylene group etc. are specifically illustrated as a divalent hydrocarbon group. More specifically, ethylene group, 1,2-propylene group, 1,3-propylene group, 1,4-butylene group and the like are preferably exemplified.
Among these, the propylene group is preferred because it is readily available.

In the above formula (6), R ⁹ is an optionally branched divalent aliphatic or alicyclic hydrocarbon group having 8 or more carbon atoms, preferably 8 to 20 carbon atoms, more preferably 10 to 14 carbon atoms. represents

Here, the divalent aliphatic hydrocarbon group is specifically exemplified by an alkylene group and the like. More specifically, an undecane group, a dodecane group, and the like are preferably exemplified because they are readily available and the resulting cured product has excellent stain resistance.

The diamine compound (B) may consist of, for example, one type of compound represented by the above formula (5) or (6), or may contain several types.

In the present invention, the content of the diamine compound (B) is preferably 0.1 parts by mass or more and 100 parts by mass or less with respect to 100 parts by mass of the (meth)acrylic polymer (A), and is 1 part by mass or more. 10 parts by mass or less is more preferable, and 2 to 5 parts by mass is particularly preferable.

When the content of the diamine compound (B) is within this range, the surface tackiness of the resulting siloxane crosslinked organic polymer after curing disappears. This is because when the siloxane crosslinked organic polymer is exposed to the atmosphere, the diamine compound (B) that bleeds out on the surface of the cured product reacts with carbon dioxide gas in the air to produce crystalline carbamic acid. However, it is considered that this carbamic acid crystal works as a protective film.

Further, in the present invention, such diamine compounds (B) include hardened beef tallow propylene diamine (trade name: Asphasol #10, manufactured by NOF Corporation), beef tallow propylene diamine (trade name: Asphasol #20, Japan Oil Co., Ltd.), oleyl propylene diamine (trade name: Amine DOB, NOF Corporation), and other commercially available products can be used.

-Diamine compound (C)-
The diamine compound (C) contained in the siloxane crosslinked organic polymer includes an optionally branched monovalent aliphatic or alicyclic hydrocarbon group having 8 or more carbon atoms, and a crosslinkable silyl group and/or It is a compound having a (meth)acryloyl group.

In the present invention, the content of the diamine compound (C) is preferably 0.1 parts by mass or more and 100 parts by mass or less with respect to 100 parts by mass of the (meth)acrylic polymer (A), and is 1 part by mass or more. 10 parts by mass or less is more preferable, and 2 to 5 parts by mass is particularly preferable.

When the content of the diamine compound (C) is within this range, the obtained siloxane crosslinked organic polymer can maintain low staining properties over a long period of time from the initial stage of construction. This is because, like the diamine compound (B), when the siloxane crosslinked organic polymer is exposed to the atmosphere, the diamine compound (C) bleeds out to the surface of the cured product and reacts with carbon dioxide gas in the air. In addition to producing crystalline carbamic acid, the crosslinkable silyl group in the diamine compound (C) is bonded to the crosslinkable silyl group of the (meth)acrylic polymer (A), and / or the above The (meth)acryloyl group in the diamine compound (C) bonds with the (meth)acrylic polymer (A) through a radical reaction, thereby immobilizing the crystalline protective film on the surface of the cured product. This is thought to be due to the fact that flaking due to surface deterioration over time and runoff due to rainwater are prevented.

In the present invention, the diamine compound (C) is a reaction product of a diamine compound (c11) represented by the following formula (5), an epoxysilane (c12), and a (meth)acryloyl group-containing compound (c13). (C1) is preferred.
R ¹ —NH—R ² —NH ₂ (5)
The diamine compound (C) may be determined with reference to the pamphlet of International Publication No. 2010/150361.

- Photoinitiator (D) -
The photopolymerization initiator (D) optionally contained in the siloxane crosslinked organic polymer is not particularly limited as long as it can polymerize the monomer by light.

As the photopolymerization initiator (D), a photoradical initiator and a photoanion initiator are preferable, and a photoradical initiator is particularly preferable.

Examples of the photopolymerization initiator (D) include acetophenone-based compounds, benzoin ether-based compounds, benzophenone-based compounds, sulfur compounds, azo compounds, peroxide compounds, and phosphine oxide-based compounds.

Specifically, for example, acetophenone, propiophenone, benzophenone, xanthol, fluoresin, benzaldehyde, anthraquinone, triphenylamine, carbazole, 3-methylacetophenone, 4-methylacetophenone, 3-pentylacetophenone, 2,2- Diethoxyacetophenone, 4-methoxyacetophenone, 3-bromoacetophenone, 4-allylacetophenone, p-diacetylbenzene, 3-methoxybenzophenone, 4-methylbenzophenone, 4-chlorobenzophenone, 4,4'-dimethoxybenzophenone, 4- Chloro-4'-benzylbenzophenone, 3-chloroxanthone, 3,9-dichloroxanthone, 3-chloro-8-nonylxanthone, benzoyl, benzoin methyl ether, benzoin butyl ether, bis(4-dimethylaminophenyl) ketone , benzyl methoxy ketal, 2-chlorothioxanthone, 2,2-dimethoxy-1,2-diphenylethan-1-one, 1-hydroxy-cyclohexyl-phenyl ketone, 2-hydroxy-2-methyl-1-phenylpropane -1-one, 1-[4-(2-hydroxyethoxy)-phenyl]-2-hydroxy-2-methyl-1-propan-1-one, 2-hydroxy-1-{4-[4-(2 -hydroxy-2-methyl-propionyl)-benzyl]phenyl}-2-methyl-propan-1-one, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one, 2- benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butanone-1,2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl) Phenyl]-1-butanone, 2-hydroxy-1-{4-[4-(2-hydroxy-2-methyl-propionyl)-benzyl]phenyl}-2-methyl-propan-1-one, bis(2, 4,6-trimethylbenzoyl)-phenylphosphine oxide, bis(2,6-dimethoxybenzoyl)-2,4,4-trimethylpentylphosphine oxide, 2,4,6-trimethylbenzoyl-diphenylphosphine oxide, etc. mentioned.

These initiators may be used alone or in combination with other compounds. Specific examples include combinations with amines such as diethanolmethylamine, dimethylethanolamine, and triethanolamine, combinations thereof with iodonium salts such as diphenyliodonium chloride, and combinations with dyes such as methylene blue and amines. be done.

When using the above photopolymerization initiator, polymerization inhibitors such as hydroquinone, hydroquinone monomethyl ether, benzoquinone, and para-tert-butyl catechol can be added, if necessary.

Among these, 2,2-dimethoxy-1,2-diphenylethan-1-one (Omnirad 651, manufactured by IGM Resins BV), 2- Hydroxy-1-{4-[4-(2-hydroxy-2-methyl-propionyl)-benzyl]phenyl}-2-methyl-propan-1-one (Omnirad 127, manufactured by IGM Resins BV), α- Hydroxyacetophenone (Omnirad 1173), 2,4,6-trimethylbenzoyl-diphenylphosphine oxide (Omnirad TPO H, manufactured by IGM Resins BV), bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide (Omnirad 819, IGM Resins B.V.) is more preferable.

In the present invention, the content ratio when the photopolymerization initiator (D) is contained is 0.01 parts by mass or more and 10 parts by mass or less with respect to 100 parts by mass of the (meth)acrylic polymer (A). More preferably, it is 0.1 parts by mass or more and 3 parts by mass or less from the viewpoints of good stain resistance of the resulting cured product and economic efficiency.

In one embodiment, the (meth)acrylic polymer may contain butyl acrylate as an acrylic acid alkyl ester monomer unit in the main chain, and may have a number average molecular weight of 2,000 to 30,000. Specific examples of the (meth)acrylic polymer include a number average molecular weight of 14,000, an acrylic component of butyl acrylate, a silyl group terminal (two functional groups) XMAP resin (SA120S, manufactured by Kaneka Corporation), and an XMAP system. Resin (SA110S, manufactured by Kaneka Corporation), XMAP resin (manufactured by Kaneka Corporation, RC110C, number average molecular weight (Mn) 14,000, acryloyl terminal), XMAP resin (manufactured by Kaneka Corporation, MM100C), and the like.

- Crosslinked with siloxane bonds -
When two or more oxyalkylene polymers and (meth)acrylic polymers in the siloxane crosslinked organic polymer are crosslinked by siloxane bonds, the ratio of the oxyalkylene polymer and the (meth)acrylic polymer is Both can be mixed and used in a range in which phase separation does not occur. If the ratio of the oxyalkylene polymer is large, the water vapor permeability increases and the hydrolysis of the repellent is accelerated.

<<(meth)acrylic polymer>>
The (meth)acrylic monomer constituting the (meth)acrylic polymer is not particularly limited, but various monomers can be used. For example, (meth) acrylic acid; methyl (meth) acrylate, ethyl (meth) acrylate, -n-propyl (meth) acrylate, isopropyl (meth) acrylate, (meth) acrylate -n-butyl, ( Isobutyl meth)acrylate, tert-butyl (meth)acrylate, n-pentyl (meth)acrylate, n-hexyl (meth)acrylate, cyclohexyl (meth)acrylate, n-n (meth)acrylate -heptyl, -n-octyl (meth)acrylate, -2-ethylhexyl (meth)acrylate, nonyl (meth)acrylate, decyl (meth)acrylate, dodecyl (meth)acrylate, phenyl (meth)acrylate , toluyl (meth) acrylate, benzyl (meth) acrylate, 2-methoxyethyl (meth) acrylate, 3-methoxybutyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, (meth) ) 2-hydroxypropyl acrylate, stearyl (meth)acrylate, glycidyl (meth)acrylate, 2-aminoethyl (meth)acrylate, γ-(methacryloyloxypropyl)trimethoxysilane, (meth)acrylic acid Ethylene oxide adducts, trifluoromethyl (meth)acrylate, 2-trifluoromethylethyl (meth)acrylate, 2-perfluoroethylethyl (meth)acrylate, 2-perfluoroethyl-2 (meth)acrylate -perfluorobutylethyl, 2-perfluoroethyl (meth)acrylate, perfluoromethyl (meth)acrylate, diperfluoromethylmethyl (meth)acrylate, 2-perfluoromethyl-2-(meth)acrylate (Meth)acrylic acid esters such as perfluoroethylmethyl, 2-perfluorohexylethyl (meth)acrylate, 2-perfluorodecylethyl (meth)acrylate, and 2-perfluorohexadecylethyl (meth)acrylate, etc. is mentioned. One of these may be used alone, or a plurality thereof may be copolymerized.

<<Fluorine-containing polymer>>
Examples of the fluorine-containing monomer constituting the fluorine-containing polymer include fluoroolefin monomers such as vinylidene fluoride, fluorine-containing acrylic monomers such as 2,2,2-trifluoroethyl acrylate, 2,2,2-trifluoroethyl acrylate, and the like. Examples thereof include fluorine-containing methacrylic monomers such as fluoroethyl methacrylate and 2,2,3,3,3-pentafluoropropyl methacrylate. One of these may be used alone, or a plurality thereof may be copolymerized.

<<Rubber-based polymer>>
Examples of rubber polymers include diene rubber polymers, acrylic rubber polymers, organosiloxane rubber polymers, polyolefin rubbers obtained by polymerizing olefin compounds, aliphatic polyesters such as polycaprolactone, polyethylene glycol and the like. Examples include polyethers such as polypropylene glycol.

<<epoxy resin>>
Examples of epoxy resins include epichlorohydrin-bisphenol A type epoxy resins, epichlorohydrin-bisphenol F type epoxy resins, flame-retardant epoxy resins such as glycidyl ether of tetrabromobisphenol A, novolac type epoxy resins, and hydrogenated bisphenol A type epoxy resins. , bisphenol A propylene oxide adduct glycidyl ether type epoxy resin, p-oxybenzoic acid glycidyl ether ester type epoxy resin, m-aminophenol type epoxy resin, diaminodiphenylmethane type epoxy resin, urethane modified epoxy resin, various alicyclic epoxies Resin, N,N-diglycidylaniline, N,N-diglycidyl-o-toluidine, triglycidyl isocyanurate, polyalkylene glycol diglycidyl ether, glycidyl ether of polyhydric alcohol such as glycerin, hydantoin type epoxy resin, petroleum resin Examples include epoxidized unsaturated polymers such as, but not limited to, generally used epoxy resins can be used. A compound containing at least two epoxy groups in the molecule is preferable because it has high reactivity during curing and the cured product can easily form a three-dimensional network. Bisphenol A type epoxy resins and novolac type epoxy resins are more preferable.

When using an epoxy resin, a curing agent that cures the epoxy resin can be used together. Curing agents for epoxy resins that can be used are not particularly limited, and generally used curing agents for epoxy resins can be used. Specifically, for example, triethylenetetramine, tetraethylenepentamine, diethylaminopropylamine, N-aminoethylpiperidine, m-xylylenediamine, m-phenylenediamine, diaminodiphenylmethane, diaminodiphenylsulfone, isophoronediamine, amine-terminated Primary and secondary amines such as polyethers; 2,4,6-tris(dimethylaminomethyl)phenol, tertiary amines such as tripropylamine, and salts of these tertiary amines; polyamide resins ; imidazoles; dicyandiamides; boron trifluoride complex compounds, carboxylic anhydrides such as phthalic anhydride, hexahydrophthalic anhydride, tetrahydrophthalic anhydride, dodecyl succinic anhydride, pyromellitic anhydride, chlorenic anhydride, etc. alcohols; phenols; carboxylic acids; compounds such as diketone complex compounds of aluminum or zirconium, but not limited thereto. Also, the curing agent may be used alone or in combination of two or more. When an epoxy resin curing agent is used, the amount used is preferably in the range of 0.1 parts by mass or more and 300 parts by mass or less with respect to 100 parts by mass of the epoxy resin.

The content of the crosslinked polymer is not particularly limited and can be appropriately selected according to the purpose. % or more, 10% by mass or more, 20% by mass or more, 30% by mass or more, or 50% by mass or more, and/or 50% by mass or less, 30% by mass or less, 20% by mass or less, 10% by mass or less, 5% by mass Below, it may be 1% by mass or less, or 0.1% by mass or less.

<Other ingredients>
The animal repellent composition of the present invention contains other ingredients such as insect repellents, insecticides, fungicides, fungicides, fragrances, colorants, and/or formulations in the fields of pharmaceuticals, agricultural chemicals, and foods. Commonly used additives and the like may also be included. Examples of the additives include carriers, surfactants, organic solvents, plasticizers, antifoaming agents, antioxidants, ultraviolet absorbers, colorants and the like.

Examples of the carrier include inorganic carriers such as silica gel, silicic acid, kaolin, activated carbon, bentonite, diatomaceous earth, talc, clay, calcium carbonate, and carbon black; cyclodextrin, crown compounds, cyclophane, azacyclophane, calixarene, Organic carriers such as porphyrin, phthalocyanine, salen, or derivatives thereof, wood flour, soybean flour, wheat flour, starch, and the like are included. These may be used individually by 1 type, and may use 2 or more types together.

Examples of the surfactant include anionic surfactants, nonionic surfactants, and amphoteric surfactants.
Examples of the anionic surfactant include alkylbenzenesulfonates, alkanesulfonates, olefinsulfonates, monoalkyl sulfates, polyoxyethylene alkyl ether sulfates, and polyoxyethylene alkylphenyl ether sulfates. etc. These salts include alkali metal salts such as sodium salts and potassium salts, alkanolamine salts such as monoethanolamine, diethanolamine and triethanolamine.
Examples of nonionic surfactants include polyoxyethylene alkyl ethers, polyoxyethylene alkylphenyl ethers, polyoxyethylene polyoxypropylene block copolymers, and the like, which are represented by nonylphenyl ethers or ethylene oxide adducts of higher alcohols. mentioned.
Examples of the amphoteric surfactant include betaine type such as alkylbetaine, alkylamidobetaine, carbobetaine and hydroxysulfobetaine; and imidazoline type amphoteric surfactant.
The said surfactant may be used individually by 1 type, and may use 2 or more types together.

Examples of the organic solvent include methanol, ethanol, propanol, and isopropanol; ethylene glycol, propylene glycol, or polyethylene glycol and polypropylene glycol, which are polymers thereof; methyl cellosolve, cellosolve, butyl cellosolve, propyl cellosolve, diethylene glycol, and methyl carbitol. , carbitol, butyl carbitol, propyl carbitol, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol monopropyl ether, dipropylene glycol, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether , dipropylene glycol monobutyl ether, dipropylene glycol monopropyl ether, glycerin or derivatives thereof, and the like. These may be used individually by 1 type, and may use 2 or more types together.

<Method for producing animal repellent composition>
The method for producing the animal repellent composition of the present invention is not particularly limited. It can be mixed and manufactured.
The resulting animal repellent composition is cured to form a cured product.
The curing method can be appropriately selected according to the type of the crosslinkable polymer, and examples thereof include normal temperature curing, heat curing, and curing by irradiation with active energy rays.
Examples of the active energy rays include ultraviolet rays, electron rays, α rays, β rays, γ rays, X rays, and the like, which can impart the energy necessary for promoting the polymerization reaction of the polymerizable components in the animal repellent composition. There is no particular limitation.

(Method for repelling animals)
The animal repelling method of the present invention includes the step of arranging the animal repelling device of the present invention in an animal repelling space, and further includes other steps as necessary.
According to the animal repelling method, the animal repellent contained in the animal repelling device is gradually released into the animal repelling space, thereby repelling the animal for a long period of time and preventing the animal from entering the animal repelling space. can do.

As used herein, the term "animal-repellent space" means a living space of an animal to be repelled or a space where there is a risk of intrusion. Applicable.

The above-mentioned "space for repelling animals" is not particularly limited and can be appropriately selected according to the purpose. , airports, golf courses, dust collection sites, parks, gardens, gardens, flowerbeds, parking lots, buildings, houses, factories, warehouses, stores, commercial facilities, restaurants, kitchens, washrooms, balconies, storerooms, underfloors, attics, Partition plates, nets, wire nets, fences, utility poles, electric wires, communication cables, bulletin boards, and the like can be used.

The animal repellent device of the present invention may be placed indoors or outdoors. The animal repellent device is not particularly limited. Weeks or more, 1 month or more, 2 months or more, 3 months or more, 4 months or more, 5 months or more, 6 months or more, 1 year or more, 2 years or more, 3 years or more, 5 years or more, or 10 years or more and/or 10 years or less, 5 years or less, 3 years or less, 2 years or less, 1 year or less, 6 months or less, 5 months or less, 4 months or less, 3 months or less, 2 months 1 month or less, 2 weeks or less, 1 week or less, 3 days or less, 2 days or less, 1 day or less, half a day or less, 6 hours or less, 3 hours or less, 2 hours or less, or 1 hour or less, can be used.

The animals to be repelled by the animal repelling device of the present invention are not particularly limited. For example, pests that cause damage to agricultural crops, forests, livestock, or people's houses are targeted. Examples of harmful animals include animals such as mice, moles, rabbits, weasels, deer, wild boars, monkeys, cats, and bears; birds such as pigeons and crows; reptiles such as snakes; Insects etc. are mentioned.

The animal repellent device of the present invention can be used such that the animal repellent is released at an effective concentration. As used herein, "effective concentration" is the concentration of odorant molecules in the air at which the animal repellent agent is capable of repelling the target animal. The effective concentration varies depending on the type of repellent used and the combination of animals to be repelled. 0.5 ppm or more, 1 ppm or more, 5 ppm or more, or 10 ppm or more, and/or 10 ppm or less, 5 ppm or less, 1 ppm or less, 0.5 ppm or less, 0.4 ppm or less, 0.3 ppm or less, 0.2 ppm or less, 0 .1 ppm or less, or 0.01 ppm or less. For example, it is 5 ppm or more and 10 ppm or less. The concentration of odor molecules in the air can be directly measured under the conditions of use, but in cases such as outdoors where measurement is difficult, the value measured in a closed space can also be used as a reference value.

The placement position is not particularly limited and can be appropriately selected according to the purpose, but if it is outdoors, it may be applied on the windward side of the space where animals are repelled, considering the direction of the wind. It may also be applied in the ground, on the ground, or above the ground. According to the animal repelling method of the present invention, for example, 1 hour or more, 2 hours or more, 3 hours or more, 6 hours or more, half a day or more, 1 day or more, 2 days or more, 3 days or more, 1 week or more, 2 Weeks or more, 1 month or more, 2 months or more, 3 months or more, 4 months or more, 5 months or more, 6 months or more, 1 year or more, 2 years or more, 3 years or more, 5 years or more, or Animals can be repelled for over ten years.

Examples of the present invention will be described below, but the present invention is not limited to these examples.

(Comparative example 1)
<Preparation and Curing of Animal Repellent Composition>
100 parts by mass of the crosslinked polymer "SA120S", 40 parts by mass of the animal repellent "4E2MT", 3 parts by mass of the curing catalyst "VA", and 0.5 parts by mass of the curing catalyst "DEAPA" are added to a 200 mL depot cup. Then, the mixture was thoroughly mixed with a medicine spoon and defoamed to prepare an animal repellent composition.
The obtained animal repellent composition was filled into a polystyrene container (reagent bottle) having a capacity of 30 mL (diameter Φ 33 mm × height 65 mm, outer wall average thickness 1000 µm) so that the porosity was 95%, and then heated at 23 ° C. ×. 55% R.E. H. The animal repellent composition was cured under conditions for 7 days.

<Production of animal repellent device>
After that, as shown in FIG. 1, a polyvinyl chloride film having a thickness of 8 μm was pasted on the top of the void of the container, and the periphery was fixed with a vinyl tape. The animal repelling device No. 1 was produced and the repelling effect was confirmed.

<Results of repellent effect>
An animal repellent device containing the hardened animal repellent composition of Comparative Example 1 was installed in an apple orchard, and the mouse repellent effect was evaluated over a period of one year. Table 2 shows the results. As a result, although the rat repellent effect was observed at the initial stage of installation, the repellent effect was lost after one year.

(Comparative example 2)
<Preparation and Curing of Animal Repellent Composition, Fabrication of Animal Repellent Device>
In Comparative Example 1, the animal repellent "4E2MT" was changed to the animal repellent "2MT", the container material was changed from polystyrene to PET (polyethylene terephthalate), and the film material was changed from polyvinyl chloride to 11 μm thick polyvinylidene chloride. An animal repellent device of Comparative Example 2 containing a hardened animal repellent composition was produced in the same manner as in Comparative Example 1, except that the porosity was adjusted to 3% by changing the filling amount of the animal repellent composition. and confirmed the repellent effect.

<Results of repellent effect>
The repellent effect of the animal repellent composition of Comparative Example 2 was evaluated in the same manner as in Comparative Example 1 <results of repellent effect>. Table 2 shows the results. As a result, the animal repellent device containing the hardened animal repellent composition of Comparative Example 2 did not exhibit a sufficient rat repellent effect either at the initial stage of installation or after one year had passed.

(Comparative Example 3)
<Preparation and Curing of Animal Repellent Composition, Fabrication of Animal Repellent Device>
In Comparative Example 1, an animal repellent composition was prepared in the same manner as in Comparative Example 1, except that the container material was changed from polystyrene to PET (polyethylene terephthalate), and the film material was changed from polyvinyl chloride to polyvinylidene chloride having a thickness of 11 μm. An animal repelling device of Comparative Example 3 containing the cured product of was produced, and the repelling effect was confirmed.

<Results of repellent effect>
The repellent effect of the animal repellent composition of Comparative Example 3 was evaluated in the same manner as in Comparative Example 1 <Results of Repellent Effect>. Table 2 shows the results. As a result, the animal repellent device containing the cured animal repellent composition of Comparative Example 3 did not exhibit a sufficient rat repellent effect either at the initial stage of installation or after one year had passed.

(Example 1)
<Preparation and Curing of Animal Repellent Composition, Fabrication of Animal Repellent Device>
The animal repellent device of Example 1 containing the cured animal repellent composition was prepared in the same manner as in Comparative Example 2, except that the filling amount of the animal repellent composition was changed to adjust the porosity to 50%. and confirmed the repellent effect.

<Results of repellent effect>
The repellent effect of the animal repellent composition of Example 1 was evaluated in the same manner as in Comparative Example 1 <results of repellent effect>. Table 2 shows the results. In the animal repellent device containing the cured animal repellent composition of Example 1, not only was the rat repellent effect observed at the initial stage of installation, but also the rat repellent effect was confirmed one year after the device was installed. . Comparing Comparative Examples 2 and 3 with Example 1 reveals a large difference in the durability of the repellent effect, even though the containers and membrane members used are the same. From this, in order to maintain the repellent effect for a long period of time, not only the performance of the container and the film member, but also the porosity, which is the volume of the space between the film member and the cured product in the container, is the value of the present invention. It turns out that being in range is important.

(Example 2)
<Preparation and Curing of Animal Repellent Composition, Fabrication of Animal Repellent Device>
In Example 1, except that the container material was changed from PET to polypropylene, the film material was changed from polyvinylidene chloride to polyethylene with a thickness of 10 μm, and the porosity was adjusted to 40% by changing the filling amount of the animal repellent composition. In the same manner as in Example 1, the animal repelling device of Example 2 containing the hardened animal repelling composition was produced, and the repelling effect was confirmed.

<Results of repellent effect>
The repellent effect of the animal repellent composition of Example 2 was evaluated in the same manner as in Comparative Example 1 <results of repellent effect>. Table 2 shows the results. In the animal repellent device containing the cured animal repellent composition of Example 2, not only was the rat repellent effect observed at the initial stage of installation, but also the rat repellent effect was confirmed one year after the device was installed. .

(Example 3)
<Preparation and Curing of Animal Repellent Composition, Fabrication of Animal Repellent Device>
In Example 1, the container material was changed from PET to glass, the film material was changed from polyvinylidene chloride to polyethylene/polypropylene copolymer with a thickness of 10 μm, and the filling amount of the animal repellent composition was changed to achieve a porosity of 30%. An animal repellent device of Example 3 containing the cured animal repellent composition was produced in the same manner as in Example 1 except that the composition was adjusted to 1, and the repellent effect was confirmed.

<Results of repellent effect>
The repellent effect of the animal repellent composition of Example 3 was evaluated in the same manner as in Comparative Example 1 <results of repellent effect>. Table 2 shows the results. In the animal repellent device containing the cured animal repellent composition of Example 3, not only was the rat repellent effect observed at the initial stage of installation, but also the rat repellent effect was confirmed one year after the device was installed. .

(Example 4)
<Preparation and Curing of Animal Repellent Composition, Fabrication of Animal Repellent Device>
In Example 1, the animal repellent "4E2MT" was changed to the animal repellent "2MT", the container material was changed from PET to polyethylene, and the filling amount of the animal repellent composition was changed to adjust the porosity to 20%. Except for this, the animal repelling device of Example 4 containing the hardened animal repelling composition was produced in the same manner as in Example 1, and the repelling effect was confirmed.

<Results of repellent effect>
The repellent effect of the animal repellent composition of Example 4 was evaluated in the same manner as in Comparative Example 1 <results of repellent effect>. Table 2 shows the results. In the animal repellent device containing the cured animal repellent composition of Example 4, not only was the rat repellent effect observed at the initial stage of installation, but also the rat repellent effect was confirmed one year after the device was installed. .

(Example 5)
<Preparation and Curing of Animal Repellent Composition>
In a 200 mL depot cup, 100 parts by mass of the crosslinked polymer "RC110C", 40 parts by mass of the animal repellent "2MT", 0.2 parts by mass of "Omnirad 1173" as a photoradical initiator, and 0.1 part of "Omnirad 819" After adding parts by mass and mixing well with a medicine spoon, defoaming was performed to prepare an animal repellent composition.
The obtained animal repellent composition was filled into a polystyrene container (reagent bottle) having a capacity of 30 mL (diameter Φ 33 mm × height 65 mm, outer wall average thickness 1000 µm) so that the porosity was 80%, and then a high-pressure mercury lamp was applied. It was cured by irradiating UV light with an integrated light amount of 3,000 mJ/cm ² .

<Production of animal repellent device>
After that, as shown in FIG. 1, a polyvinylidene chloride film having a thickness of 11 μm was adhered to the top of the void of the container, and the periphery was fixed with a vinyl tape. No. 5 animal repelling device was produced and the repelling effect was confirmed.

<Results of repellent effect>
The repellent effect of the animal repellent composition of Example 5 was evaluated in the same manner as in Comparative Example 1 <results of repellent effect>. Table 2 shows the results. In the animal repellent device containing the cured animal repellent composition of Example 5, not only was the rat repellent effect observed at the initial stage of installation, but also the rat repellent effect was confirmed one year after the device was installed. .

Next, Table 1 shows the compositions, curing conditions, containers, and film-like members of the animal repellent compositions in Comparative Examples 1-3 and Examples 1-5. In addition, Table 2 shows the evaluation results.

The contents of each component in Table 1 are as follows. The number of each component in Table 1 is parts by mass.

-Crosslinked polymer-
・As the hexane-crosslinked (meth)acrylic polymer, XMAP resin composed of (meth)acrylic polymer (manufactured by Kaneka Corporation, SA120S, number average molecular weight (Mn) 14,000, D end)
・ As the radical cross-linkable (meth)acrylic polymer, XMAP resin composed of (meth)acrylic polymer (manufactured by Kaneka Corporation, RC110C, number average molecular weight (Mn) 14,000, acryloyl terminal)

－Animal Repellent－
・ 2MT (2-methyl-2-thiazoline, manufactured by Tokyo Chemical Industry Co., Ltd.)
・ 4E2MT (4-ethyl-2-methylthiazoline, manufactured by Tokyo Chemical Industry Co., Ltd.)

- Curing catalyst (acid/amine combined catalyst) -
・ VA (neodecanoic acid, manufactured by Yashima Yakuhin Co., Ltd.)
・DEAPA (3-diethylaminopropylamine, manufactured by Koei Chemical Industry Co., Ltd.)

- Photoradical initiator -
・ Omnirad 1173 (α-hydroxyacetophenone, manufactured by BASF Japan Ltd.)
・ Omnirad 819 (bis (2,4,6-trimethylbenzoyl, manufactured by BASF Japan Ltd.)

Evaluation criteria for the repellent effect at the time of exposure in Table 2 are as follows.
[Evaluation Criteria for Repellent Effect]
〇: Good ×: Poor

The water vapor permeability of the cured product, container, and film member in Table 2 is the value measured according to JIS Z0208: 1976 (moisture-proof packaging material moisture permeability test method (cup method)).

-Explanation of abbreviations for container material and film material-
*PS: polystyrene *PET: polyethylene terephthalate *PP: polypropylene *PE: polyethylene (LDPE)
*PVC: polyvinyl chloride *PVDC: polyvinylidene chloride *PE/PP copolymer: polyethylene/polypropylene copolymer

1 Container 2 Membrane Member 3 Cavity (Air)
4 hardened material 10 animal repellent device

Claims

An animal repellent composition having a film-like member disposed on the side in contact with the outside world, containing at least one animal repellent selected from compounds represented by the following general formulas (I) to (VI), and a crosslinked polymer. Equipped with a container for storing the cured product,
An animal repelling device, wherein the volume of the space between the film member and the hardened material in the container is 5% or more and 90% or less of the volume of the container.

However, in the general formulas (I) to (VI), R 1 , R 2 and R 3 are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, or a Indicates an alkylthio group.
2. The animal repellent device according to claim 1, wherein the container has a water vapor transmission rate at 25[deg.] C. of 50 (g/m< 2 >.24 hours) or less.
3. The animal repellent device according to claim 1, wherein the membrane member has a water vapor permeability of 150 (g/m< 2 >.24 hours) or less at 25[deg.]C.
The animal repellent device according to any one of claims 1 to 3, wherein the cured product has a water vapor transmission rate at 25°C of 100 (g/m 2 ·24 hours) or less.
The compound represented by the general formula (I) is any compound selected from 2-methylthiazole, 2-ethylthiazole, 2-bromothiazole, 4-methylthiazole, and 2,4-dimethylthiazole,
The compound represented by the general formula (II) or (III) is 2-methyl-2-thiazoline, 2-methylthio-2-thiazoline, 4-methyl-2-thiazoline, 2,4-dimethyl-2-thiazoline, and 2,2-dimethylthiazolidine,
The compound represented by the general formula (IV) is thiomorpholine,
5. The compound according to any one of claims 1 to 4, wherein the compound represented by general formula (V) is a compound selected from 2,5-dimethyl-2-thiazoline and 5-methyl-2-thiazoline. animal repellent device.
The crosslinked polymer is at least selected from (meth)acrylic polymers, polyethers, polyesters, polyolefins, polysulfites, siloxane crosslinked organic polymers, fluorine-containing polymers, rubber polymers, and epoxy resins. 6. The animal repelling device according to any one of claims 1 to 5, which is of one type.
The animal repellent device according to any one of claims 1 to 6, wherein said crosslinked polymer is liquid at 25°C.
A method for repelling animals, comprising the step of placing the animal repelling device according to any one of claims 1 to 7 in a space for repelling animals.